Swfloridafinehomes.com Search Results

$1,340,900

Experience the ultimate beachfront lifestyle in this stunning two-bedroom, two-bathroom condo that's been completely renovated with fresh style and modern touches. With 1,464 square feet of thoughtfully designed living space, this home offers breathtaking full views of the Gulf of Mexico and pristine beach right outside your door. Step inside to discover a bright, open layout that maximizes both comfort and those incredible water views. The recent renovation means everything feels brand new, from the sleek finishes to the updated amenities throughout. Both bedrooms are generously sized, including a spacious primary bedroom that serves as your personal retreat after days spent soaking up the Florida sunshine. The location puts you in the heart of Siesta Key's most desirable area, just steps from the famous powdery white sand beach that draws visitors from around the world. When you're ready to explore, Siesta Key Village is practically at your doorstep, offering an amazing collection of restaurants, shops, and entertainment options. Whether you're craving fresh seafood, tropical drinks, or just shop, the village has something for everyone. The building features a huge community pool perfect for lazy afternoons when you want a break from the beach. For daily needs, Morton's Siesta Market is conveniently nearby, and Boyd Park offers additional outdoor recreation options.

2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code

Experience the ultimate beachfront lifestyle in this stunning two-bedroom, two-bathroom condo that's been completely renovated with fresh style and modern touches. With 1,464 square feet of thoughtfully designed living space, this home offers breathtaking full views of the Gulf of Mexico and pristine beach right outside your door. Step inside to discover a bright, open layout that maximizes both comfort and those incredible water views. The recent renovation means everything feels brand new, from the sleek finishes to the updated amenities throughout. Both bedrooms are generously sized, including a spacious primary bedroom that serves as your personal retreat after days spent soaking up the Florida sunshine. The location puts you in the heart of Siesta Key's most desirable area, just steps from the famous powdery white sand beach that draws visitors from around the world. When you're ready to explore, Siesta Key Village is practically at your doorstep, offering an amazing collection of restaurants, shops, and entertainment options. Whether you're craving fresh seafood, tropical drinks, or just shop, the village has something for everyone. The building features a huge community pool perfect for lazy afternoons when you want a break from the beach. For daily needs, Morton's Siesta Market is conveniently nearby, and Boyd Park offers additional outdoor recreation options.

19 Whispering Sands Drive Unit 302, Sarasota

$370,000

Experience the best of Siesta Key living in this 55+ waterfront community at Siesta Harbor, featuring DEEDED BEACH ACCESS, beautiful WATER VIEWS and BOATING ACCESS with available slips. This well-maintained 2-bedroom, 2-bath condo overlooks a deep-water canal along the Intracoastal Waterway, with tranquil views from the living room, primary suite, and screened lanai. Offering one of the lowest-priced condos in the community, this residence presents a fantastic INVESTMENT OPPORTUNITY—enjoy it as-is or update to your personal style over time. Siesta Harbor is known for its active lifestyle and amenities, including a heated pool, spa, clubhouse, shuffleboard, barbecue area, and fishing dock. Boating enthusiasts will appreciate the option for boat slips accommodating up to approximately 30 feet (subject to availability and nominal fees). Ideally located with easy on/off island access, plus trolley and SCAT transportation nearby, and close to dining, shopping, and all that Siesta Key has to offer—this is coastal living made simple. Just steps away, enjoy Siesta Key Beach—consistently ranked among the top beaches in the world for its powdery white quartz sand and crystal-clear Gulf waters. And at the end of your day, take the convenient and free trolley to explore the nearby Siesta Key Village, filled with charming boutiques, casual and fine dining, and lively island atmosphere that perfectly captures the spirit of coastal living.

2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code

Experience the best of Siesta Key living in this 55+ waterfront community at Siesta Harbor, featuring DEEDED BEACH ACCESS, beautiful WATER VIEWS and BOATING ACCESS with available slips. This well-maintained 2-bedroom, 2-bath condo overlooks a deep-water canal along the Intracoastal Waterway, with tranquil views from the living room, primary suite, and screened lanai. Offering one of the lowest-priced condos in the community, this residence presents a fantastic INVESTMENT OPPORTUNITY—enjoy it as-is or update to your personal style over time. Siesta Harbor is known for its active lifestyle and amenities, including a heated pool, spa, clubhouse, shuffleboard, barbecue area, and fishing dock. Boating enthusiasts will appreciate the option for boat slips accommodating up to approximately 30 feet (subject to availability and nominal fees). Ideally located with easy on/off island access, plus trolley and SCAT transportation nearby, and close to dining, shopping, and all that Siesta Key has to offer—this is coastal living made simple. Just steps away, enjoy Siesta Key Beach—consistently ranked among the top beaches in the world for its powdery white quartz sand and crystal-clear Gulf waters. And at the end of your day, take the convenient and free trolley to explore the nearby Siesta Key Village, filled with charming boutiques, casual and fine dining, and lively island atmosphere that perfectly captures the spirit of coastal living.

1257 S Portofino Drive Unit 203, Sarasota

$1,050,000

Lovely Condo in Siesta Dunes

2 Beds ⋅ 2 Baths ⋅ Siesta Dunes Beach SubDv. ⋅ 34242 Zip Code

Lovely Condo in Siesta Dunes

6208 Midnight Pass Road Unit 202, Sarasota

$2,200,000

Price Reduced! Spacious island living, strong weekly rental income, and a prime north Siesta Key location come together in this beautifully maintained 5-bedroom, 3-bath furnished home just steps from beach access No. 1 at Shell Road on Big Pass. Built above base flood elevation of 11 feet, this property offers a valuable advantage on Siesta Key, along with the comfort, privacy, and usability today’s buyers are looking for. Fully gated and walled, the home sits on a generous lot surrounded by lush tropical landscaping, with an oversized 3-car garage and large paver driveway providing ample space for vehicles, beach gear, and a golf cart. Inside, the home offers large, open living spaces ideal for gathering and entertaining, featuring 12-foot ceilings, crown molding, arched openings, travertine flooring, and a spacious living room with gas fireplace. The kitchen includes stainless steel appliances, oak cabinetry, a breakfast nook overlooking the backyard oasis, and easy flow to the separate dining area and main living spaces. French doors open to a large terrace overlooking the tropical backyard, while an additional side terrace offers a private place to relax. The main-floor primary suite is a standout, offering direct terrace access, an oversized bedroom, two walk-in closets, and a luxurious en-suite bath with dual vanities, soaking tub, walk-in shower, and floor-to-ceiling travertine. Two additional bedrooms and a full bath are also located on the first floor, creating a functional and flexible layout. Upstairs, two generous guest bedrooms, a full bath, and a wet bar with beverage fridge provide an ideal retreat for visitors, with one bedroom opening to a private terrace overlooking the backyard. Designed for indoor-outdoor island living, the backyard is a true tropical oasis with mature landscaping, a heated saltwater pool with fountain, paver deck, large turf area, outdoor shower, and an exceptional tiki hut bar and outdoor kitchen complete with a built-in gas grill, two bar fridges, and porcelain countertops. An additional fenced side yard offers extra space for pets or outdoor enjoyment. Offered turn-key furnished, with a five-bedroom layout, generous lot size, multiple terraces, abundant storage, central vacuum, and expected 2026 rental income of $190,000. This home is an outstanding opportunity for those seeking a private Siesta Key retreat, income-producing investment, or both. Ideally located near world-renowned Siesta Key Beach and just a short drive to downtown Sarasota’s restaurants, shopping, and cultural attractions, this property offers the best of island living with convenience, comfort, and flexibility.

5 Beds ⋅ 3 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code

Price Reduced! Spacious island living, strong weekly rental income, and a prime north Siesta Key location come together in this beautifully maintained 5-bedroom, 3-bath furnished home just steps from beach access No. 1 at Shell Road on Big Pass. Built above base flood elevation of 11 feet, this property offers a valuable advantage on Siesta Key, along with the comfort, privacy, and usability today’s buyers are looking for. Fully gated and walled, the home sits on a generous lot surrounded by lush tropical landscaping, with an oversized 3-car garage and large paver driveway providing ample space for vehicles, beach gear, and a golf cart. Inside, the home offers large, open living spaces ideal for gathering and entertaining, featuring 12-foot ceilings, crown molding, arched openings, travertine flooring, and a spacious living room with gas fireplace. The kitchen includes stainless steel appliances, oak cabinetry, a breakfast nook overlooking the backyard oasis, and easy flow to the separate dining area and main living spaces. French doors open to a large terrace overlooking the tropical backyard, while an additional side terrace offers a private place to relax. The main-floor primary suite is a standout, offering direct terrace access, an oversized bedroom, two walk-in closets, and a luxurious en-suite bath with dual vanities, soaking tub, walk-in shower, and floor-to-ceiling travertine. Two additional bedrooms and a full bath are also located on the first floor, creating a functional and flexible layout. Upstairs, two generous guest bedrooms, a full bath, and a wet bar with beverage fridge provide an ideal retreat for visitors, with one bedroom opening to a private terrace overlooking the backyard. Designed for indoor-outdoor island living, the backyard is a true tropical oasis with mature landscaping, a heated saltwater pool with fountain, paver deck, large turf area, outdoor shower, and an exceptional tiki hut bar and outdoor kitchen complete with a built-in gas grill, two bar fridges, and porcelain countertops. An additional fenced side yard offers extra space for pets or outdoor enjoyment. Offered turn-key furnished, with a five-bedroom layout, generous lot size, multiple terraces, abundant storage, central vacuum, and expected 2026 rental income of $190,000. This home is an outstanding opportunity for those seeking a private Siesta Key retreat, income-producing investment, or both. Ideally located near world-renowned Siesta Key Beach and just a short drive to downtown Sarasota’s restaurants, shopping, and cultural attractions, this property offers the best of island living with convenience, comfort, and flexibility.

3508 La Paloma Avenue, Sarasota

$595,000

Experience elevated coastal living at Harbor Towers Yacht & Racquet Club, where this beautifully updated 2-bedroom, 2-bath residence offers a seamless blend of comfort, style, and breathtaking waterfront scenery. Perfectly positioned along the Intracoastal Waterway in sought-after Siesta Key, this light-filled condo showcases an open-concept layout with expansive windows that frame stunning views of the marina, sparkling pools, and lush tropical surroundings. The thoughtfully designed interior features a modernized kitchen and sleek flooring throughout, creating a fresh and inviting atmosphere ideal for both everyday living and entertaining. The spacious primary suite offers a private retreat with an en-suite bath and generous closet space, while the guest accommodations provide comfort and privacy for visitors. Residents enjoy a gated, resort-style community with exceptional amenities, including multiple pools, tennis courts, fitness center, sauna, private marina, and scenic waterfront spaces perfect for relaxing or watching boats glide by. With easy access to Siesta Key’s world-renowned beaches, dining, and entertainment—plus convenient trolley service just outside the community—this property presents an outstanding opportunity for both personal enjoyment and investment in one of Florida’s most desirable coastal destinations.

2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code

Experience elevated coastal living at Harbor Towers Yacht & Racquet Club, where this beautifully updated 2-bedroom, 2-bath residence offers a seamless blend of comfort, style, and breathtaking waterfront scenery. Perfectly positioned along the Intracoastal Waterway in sought-after Siesta Key, this light-filled condo showcases an open-concept layout with expansive windows that frame stunning views of the marina, sparkling pools, and lush tropical surroundings. The thoughtfully designed interior features a modernized kitchen and sleek flooring throughout, creating a fresh and inviting atmosphere ideal for both everyday living and entertaining. The spacious primary suite offers a private retreat with an en-suite bath and generous closet space, while the guest accommodations provide comfort and privacy for visitors. Residents enjoy a gated, resort-style community with exceptional amenities, including multiple pools, tennis courts, fitness center, sauna, private marina, and scenic waterfront spaces perfect for relaxing or watching boats glide by. With easy access to Siesta Key’s world-renowned beaches, dining, and entertainment—plus convenient trolley service just outside the community—this property presents an outstanding opportunity for both personal enjoyment and investment in one of Florida’s most desirable coastal destinations.

5855 Midnight Pass Road Unit 404, Sarasota

$499,900

THE VIEW, THE VIEW, Location, Location. This is IT! RESORT LIVING UNDER $500,000! EVERY AMENITY AT YOUR FINGERTIPS! BEAUTIFULLY APPOINTED, IMPRESSIVE ENTRANCE WITH WATERFALL, WALK INTO THE LUXURY APPOINTED HUGE FOYER--TURN KEY INCOME GENERATING VACATION HOME! STUNNINGLY SELECTED AND DESIGNED UNIT OVERLOOKING THE POOL AND VIEW OF INTRACOASTAL WATERWAY---DESIRABLE 2 WEEK RENTAL WHEN YOURE NOT HERE, BLOCK IT OUT WHEN YOU COME TO ENJOY AND RELAX! ON SITE RENTAL OFFICE TAKES CARE OF IT ALL! Experience the ultimate in luxury coastal living within the waterfront resort community of Harbor Towers Yacht & Racquet Club, one of Siesta Key’s most desirable gated waterfront communities. This beautifully updated sunrise-facing 1 BR, 1 bath home offers breathtaking views of the intracoastal waterway, a completely upgraded oasis to provide modern comfort and elegant coastal style with a gorgeous view of the heated pool and outdoor awning for alfresco dining. Being sold turnkey furnished, this third-floor residence is decorated for immediate enjoyment as a full-time home, vacation getaway, or income-producing investment property. The stunningly renovated interior features hurricane-rated windows, a breathtaking quartz kitchen, vinyl plank wood floors and a stunning bathroom accented in gold. The open-concept living and dining area is filled with natural light, creating a bright and welcoming space ideal for relaxing or entertaining. Included is a washer and dryer, plenty of extra storage space directly across the hall and additional large washers and dryers located on each floor for larger items. Perfect for couples and extended stays, this retreat combines modern coastal finishes, large windows, and resort-style amenities just minutes from world-famous Siesta Key Beach and Siesta Key Village. For boating enthusiasts, you’ll find a beautiful marina with boat slips, as available, through the association. This property offers excellent income potential. Two-week minimum rentals are permitted, and owners may utilize the on-site property management office or manage rentals independently. Residents of Harbor Towers enjoy an exceptional collection of amenities, including: *A large marina *Gulf access (no fixed bridges) *Heated swimming pool and shallow wading pool *Three tennis courts *Fully equipped fitness center with new showers and saunas *Clubhouse with social spaces and large kitchen •Outdoor BBQ and kitchen prep area under a beautiful new awning *For boating enthusiasts, boat slips are available through the association plus an ample kayak storage area. Whether you're seeking a luxurious full-time residence, seasonal retreat, or income-generating property, Harbor Towers offers the perfect blend of resort living and coastal charm. Located near shops and restaurants and across the street from the world-famous Siesta Key Beach, don’t miss this rare opportunity to own your piece of paradise on Siesta Key.

1 Beds ⋅ 1 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code

THE VIEW, THE VIEW, Location, Location. This is IT! RESORT LIVING UNDER $500,000! EVERY AMENITY AT YOUR FINGERTIPS! BEAUTIFULLY APPOINTED, IMPRESSIVE ENTRANCE WITH WATERFALL, WALK INTO THE LUXURY APPOINTED HUGE FOYER--TURN KEY INCOME GENERATING VACATION HOME! STUNNINGLY SELECTED AND DESIGNED UNIT OVERLOOKING THE POOL AND VIEW OF INTRACOASTAL WATERWAY---DESIRABLE 2 WEEK RENTAL WHEN YOURE NOT HERE, BLOCK IT OUT WHEN YOU COME TO ENJOY AND RELAX! ON SITE RENTAL OFFICE TAKES CARE OF IT ALL! Experience the ultimate in luxury coastal living within the waterfront resort community of Harbor Towers Yacht & Racquet Club, one of Siesta Key’s most desirable gated waterfront communities. This beautifully updated sunrise-facing 1 BR, 1 bath home offers breathtaking views of the intracoastal waterway, a completely upgraded oasis to provide modern comfort and elegant coastal style with a gorgeous view of the heated pool and outdoor awning for alfresco dining. Being sold turnkey furnished, this third-floor residence is decorated for immediate enjoyment as a full-time home, vacation getaway, or income-producing investment property. The stunningly renovated interior features hurricane-rated windows, a breathtaking quartz kitchen, vinyl plank wood floors and a stunning bathroom accented in gold. The open-concept living and dining area is filled with natural light, creating a bright and welcoming space ideal for relaxing or entertaining. Included is a washer and dryer, plenty of extra storage space directly across the hall and additional large washers and dryers located on each floor for larger items. Perfect for couples and extended stays, this retreat combines modern coastal finishes, large windows, and resort-style amenities just minutes from world-famous Siesta Key Beach and Siesta Key Village. For boating enthusiasts, you’ll find a beautiful marina with boat slips, as available, through the association. This property offers excellent income potential. Two-week minimum rentals are permitted, and owners may utilize the on-site property management office or manage rentals independently. Residents of Harbor Towers enjoy an exceptional collection of amenities, including: *A large marina *Gulf access (no fixed bridges) *Heated swimming pool and shallow wading pool *Three tennis courts *Fully equipped fitness center with new showers and saunas *Clubhouse with social spaces and large kitchen •Outdoor BBQ and kitchen prep area under a beautiful new awning *For boating enthusiasts, boat slips are available through the association plus an ample kayak storage area. Whether you're seeking a luxurious full-time residence, seasonal retreat, or income-generating property, Harbor Towers offers the perfect blend of resort living and coastal charm. Located near shops and restaurants and across the street from the world-famous Siesta Key Beach, don’t miss this rare opportunity to own your piece of paradise on Siesta Key.

5855 Midnight Pass Road Unit 333, Sarasota

$1,120,000

Experience quintessential Siesta Key living at 5790 Midnight Pass Rd, Unit 406, a beautifully updated 2-bedroom, 2-bath residence with sweeping Gulf views and an unbeatable location just minutes from the sugar-white sands and the energy of Siesta Village. Inside, a thoughtfully designed layout offers a spacious living and dining area that flows to the Gulf-facing side of the home, where impact windows frame breathtaking water vistas and add peace of mind. The remodeled kitchen pairs modern finishes with everyday functionality, while both bedrooms have been tastefully refreshed for a clean, coastal feel - ideal for relaxed island living. Set within the renowned Gulf & Bay Club, residents enjoy a true resort lifestyle with three heated pools (including a lap pool), private beach access with beach chairs, shaded tiki huts, and grilling areas perfect for sunset dinners. The amenity lineup is exceptional: 8 tennis courts (including Har-Tru surfaces), pickleball, basketball, and shuffleboard, plus a fully equipped fitness center with cardio, free weights, and a yoga space. Unwind after the beach in the hot tub spa or one of six dry saunas. Two expansive clubhouses add to the community's lively social atmosphere with billiards, gathering rooms, and seasonal events, tournaments, and group outings. Beyond the gates, you'll love the convenience of the free island trolley and easy access to Siesta Key's boutiques, dining, live music, and nightlife. And when you're ready for a change of pace, Downtown Sarasota is just a short drive away - offering acclaimed arts, theatre, cultural attractions, and waterfront dining. Secure and gated, Gulf & Bay Club is one of the most desirable Gulf-front communities on Siesta Key, making Unit 406 a standout opportunity for full-time residents, seasonal owners, or investors seeking exceptional amenities in an iconic beachfront setting.

2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code

Experience quintessential Siesta Key living at 5790 Midnight Pass Rd, Unit 406, a beautifully updated 2-bedroom, 2-bath residence with sweeping Gulf views and an unbeatable location just minutes from the sugar-white sands and the energy of Siesta Village. Inside, a thoughtfully designed layout offers a spacious living and dining area that flows to the Gulf-facing side of the home, where impact windows frame breathtaking water vistas and add peace of mind. The remodeled kitchen pairs modern finishes with everyday functionality, while both bedrooms have been tastefully refreshed for a clean, coastal feel - ideal for relaxed island living. Set within the renowned Gulf & Bay Club, residents enjoy a true resort lifestyle with three heated pools (including a lap pool), private beach access with beach chairs, shaded tiki huts, and grilling areas perfect for sunset dinners. The amenity lineup is exceptional: 8 tennis courts (including Har-Tru surfaces), pickleball, basketball, and shuffleboard, plus a fully equipped fitness center with cardio, free weights, and a yoga space. Unwind after the beach in the hot tub spa or one of six dry saunas. Two expansive clubhouses add to the community's lively social atmosphere with billiards, gathering rooms, and seasonal events, tournaments, and group outings. Beyond the gates, you'll love the convenience of the free island trolley and easy access to Siesta Key's boutiques, dining, live music, and nightlife. And when you're ready for a change of pace, Downtown Sarasota is just a short drive away - offering acclaimed arts, theatre, cultural attractions, and waterfront dining. Secure and gated, Gulf & Bay Club is one of the most desirable Gulf-front communities on Siesta Key, making Unit 406 a standout opportunity for full-time residents, seasonal owners, or investors seeking exceptional amenities in an iconic beachfront setting.

5790 Midnight Pass Road Unit 406, Sarasota

$12,900,000

Tucked on the coveted north end of Siesta Key, this extraordinary double-lot point estate is positioned at the tip of a protected peninsula, offering panoramic water views and unforgettable sunsets. Surrounded by water and set directly across from protected parkland, the setting feels like your own private island. The property features three separate structures: a main residence, a guest house, and a separate waterfront cabana with bath. In total, the compound offers six bedrooms and six bathrooms, with gourmet kitchens in both the main house and guest house — each outfitted with high-end appliances throughout — ideal for multigenerational living, guest accommodations, or an exceptional private retreat. Throughout both residences, the finish detail is exceptional. Designer-selected materials create a cohesive and elevated aesthetic carried seamlessly across the entire compound. Custom wood flooring with intricate stone inlays, handcrafted stairwells featuring wood and stone risers, extensive crown molding, and refined architectural millwork highlight the level of craftsmanship invested in every space. Specialty stonework and thoughtfully curated finishes blend warmth with sophistication, creating interiors that feel timeless, substantial, and unmistakably high-end. Outdoor living is nothing short of spectacular. A dramatic infinity-edge pool with swim-assist system overlooks the water, enhanced by a striking waterfall feature that spills elegantly into the pool. New pool equipment (2025) supports the system. Natural rock waterfront frontage and a sculptural rock formation lead down to the shoreline, creating a one-of-a-kind coastal backdrop. Two docks serve the property — one with a double lift — offering outstanding boating access and rare protection on both sides of the point, with additional lift capacity for multiple watercraft. An outdoor shower provides added convenience after boating or swimming. Perched at the edge of the peninsula, the waterfront cabana and adjacent hot tub create a private, spa-like retreat suspended over the water — an unforgettable setting to take in sweeping sunset views. The residences were renovated separately: main house (2009) and guest house (2012). All A/C units have been renewed recently, along with the electric unit, and a new transformer (2024) services both properties. Sonos surround sound extends throughout all structures. Located on the highly desirable north end of Siesta Key, the estate offers convenient on-and-off island access while remaining just minutes from Southside Village and downtown Sarasota.

5 Beds ⋅ 7 Baths ⋅ Phillippi Shores SubDv. ⋅ 34242 Zip Code

Tucked on the coveted north end of Siesta Key, this extraordinary double-lot point estate is positioned at the tip of a protected peninsula, offering panoramic water views and unforgettable sunsets. Surrounded by water and set directly across from protected parkland, the setting feels like your own private island. The property features three separate structures: a main residence, a guest house, and a separate waterfront cabana with bath. In total, the compound offers six bedrooms and six bathrooms, with gourmet kitchens in both the main house and guest house — each outfitted with high-end appliances throughout — ideal for multigenerational living, guest accommodations, or an exceptional private retreat. Throughout both residences, the finish detail is exceptional. Designer-selected materials create a cohesive and elevated aesthetic carried seamlessly across the entire compound. Custom wood flooring with intricate stone inlays, handcrafted stairwells featuring wood and stone risers, extensive crown molding, and refined architectural millwork highlight the level of craftsmanship invested in every space. Specialty stonework and thoughtfully curated finishes blend warmth with sophistication, creating interiors that feel timeless, substantial, and unmistakably high-end. Outdoor living is nothing short of spectacular. A dramatic infinity-edge pool with swim-assist system overlooks the water, enhanced by a striking waterfall feature that spills elegantly into the pool. New pool equipment (2025) supports the system. Natural rock waterfront frontage and a sculptural rock formation lead down to the shoreline, creating a one-of-a-kind coastal backdrop. Two docks serve the property — one with a double lift — offering outstanding boating access and rare protection on both sides of the point, with additional lift capacity for multiple watercraft. An outdoor shower provides added convenience after boating or swimming. Perched at the edge of the peninsula, the waterfront cabana and adjacent hot tub create a private, spa-like retreat suspended over the water — an unforgettable setting to take in sweeping sunset views. The residences were renovated separately: main house (2009) and guest house (2012). All A/C units have been renewed recently, along with the electric unit, and a new transformer (2024) services both properties. Sonos surround sound extends throughout all structures. Located on the highly desirable north end of Siesta Key, the estate offers convenient on-and-off island access while remaining just minutes from Southside Village and downtown Sarasota.

3750 Bayou Louise Lane, Sarasota

$2,650,000

Under contract-accepting backup offers. The Ness House | A Rare Architectural Offering in Sanderling An exceptional second chance to own this remarkable property! The previous transaction did not proceed to closing, and the home is once again available! Inspection reports are available for qualified buyers upon request. The Ness House, masterfully designed by renowned architect Tim Seibert, is a timeless expression of the Sarasota School of Architecture — where clean lines, natural light, and a seamless connection to the outdoors define every moment. Privately nestled within the gated enclave of Sanderling, this architecturally significant residence embodies understated luxury, privacy, and intentional design. Expansive walls of glass blur the boundary between indoors and out, inviting sunlight to pour through the interiors while framing tranquil natural surroundings. Thoughtfully designed to capture coastal breezes and effortless livability, the home offers a serene experience that feels both grounded and elevated. Just moments away, the powder-soft quartz sands and turquoise waters of Siesta Key create one of the most celebrated beach lifestyles in the world perfect for morning walks, sunset evenings, and the kind of everyday beauty most only dream of. Now thoughtfully repositioned, The Ness House presents an increasingly rare opportunity to acquire a home of architectural pedigree, location, and lasting design significance at exceptional value. As properties of this caliber become more difficult to find, this offering stands apart for buyers who appreciate authenticity, vision, and timeless architecture. For the buyer who understands design and recognizes true long-term value, this is a moment worth paying attention to. Private showings available by appointment.

4 Beds ⋅ 5 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. The Ness House | A Rare Architectural Offering in Sanderling An exceptional second chance to own this remarkable property! The previous transaction did not proceed to closing, and the home is once again available! Inspection reports are available for qualified buyers upon request. The Ness House, masterfully designed by renowned architect Tim Seibert, is a timeless expression of the Sarasota School of Architecture — where clean lines, natural light, and a seamless connection to the outdoors define every moment. Privately nestled within the gated enclave of Sanderling, this architecturally significant residence embodies understated luxury, privacy, and intentional design. Expansive walls of glass blur the boundary between indoors and out, inviting sunlight to pour through the interiors while framing tranquil natural surroundings. Thoughtfully designed to capture coastal breezes and effortless livability, the home offers a serene experience that feels both grounded and elevated. Just moments away, the powder-soft quartz sands and turquoise waters of Siesta Key create one of the most celebrated beach lifestyles in the world perfect for morning walks, sunset evenings, and the kind of everyday beauty most only dream of. Now thoughtfully repositioned, The Ness House presents an increasingly rare opportunity to acquire a home of architectural pedigree, location, and lasting design significance at exceptional value. As properties of this caliber become more difficult to find, this offering stands apart for buyers who appreciate authenticity, vision, and timeless architecture. For the buyer who understands design and recognizes true long-term value, this is a moment worth paying attention to. Private showings available by appointment.

7647 Sanderling Road, Sarasota

$705,000

Welcome to coastal living at its finest in the highly sought-after Gulf-to-Bay community of Excelsior Beach to Bay on world-famous Siesta Key. Perfectly positioned in Building One, this 3 bed/3 bath, spacious third-floor residence offers over 2,000 square feet of bright, open living space with partial Gulf views and a unique architectural design rarely found in condominium living. From the moment you enter, soaring vaulted ceilings and an elegant spiral staircase create a dramatic focal point while expansive living and dining areas invite both relaxation and entertaining. Large windows and sliding glass doors lead to a 19x5 enclosed lanai, the perfect spot for morning coffee, reading, or a quiet workspace surrounded by natural light and tropical scenery. The well-appointed kitchen features generous cabinetry, granite countertops, and a convenient pass-through to the living area, allowing seamless interaction with guests and family. The spacious primary suite serves as a private retreat with a large ensuite bath featuring a walk-in shower and soaking tub, while two additional bedrooms and bathrooms provide ideal accommodations for guests, family, or rental flexibility. A new HVAC system offers peace of mind and efficiency, and the residence also includes in-unit washer and dryer, assigned under-building parking, a private storage unit, and additional guest parking. Excelsior Beach to Bay is one of Siesta Key’s most desirable communities, offering a true resort-style lifestyle with private beach access just steps away across Midnight Pass Road, allowing you to walk directly to the powder-soft quartz sand of Siesta Key Beach. Residents enjoy an impressive array of amenities including two heated pools and spas, lively pickleball and tennis courts, a fitness center, fishing pier and bay front dock, library, beautifully maintained tropical grounds, and an active social atmosphere welcoming residents of all ages. With a two-week minimum rental policy, this property presents an outstanding opportunity for full-time residents, seasonal owners, or investors seeking strong rental potential in one of Florida’s most iconic beach destinations, with onsite management available. Owners may have one small pet. Located just minutes from the vibrant Siesta Key Village with its waterfront dining, boutique shopping, and entertainment, this exceptional residence offers the perfect combination of location, lifestyle, and investment opportunity in one of the Gulf Coast’s most coveted communities. Make your appointment today! Life is Short - Buy the Beach House!

3 Beds ⋅ 3 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code

Welcome to coastal living at its finest in the highly sought-after Gulf-to-Bay community of Excelsior Beach to Bay on world-famous Siesta Key. Perfectly positioned in Building One, this 3 bed/3 bath, spacious third-floor residence offers over 2,000 square feet of bright, open living space with partial Gulf views and a unique architectural design rarely found in condominium living. From the moment you enter, soaring vaulted ceilings and an elegant spiral staircase create a dramatic focal point while expansive living and dining areas invite both relaxation and entertaining. Large windows and sliding glass doors lead to a 19x5 enclosed lanai, the perfect spot for morning coffee, reading, or a quiet workspace surrounded by natural light and tropical scenery. The well-appointed kitchen features generous cabinetry, granite countertops, and a convenient pass-through to the living area, allowing seamless interaction with guests and family. The spacious primary suite serves as a private retreat with a large ensuite bath featuring a walk-in shower and soaking tub, while two additional bedrooms and bathrooms provide ideal accommodations for guests, family, or rental flexibility. A new HVAC system offers peace of mind and efficiency, and the residence also includes in-unit washer and dryer, assigned under-building parking, a private storage unit, and additional guest parking. Excelsior Beach to Bay is one of Siesta Key’s most desirable communities, offering a true resort-style lifestyle with private beach access just steps away across Midnight Pass Road, allowing you to walk directly to the powder-soft quartz sand of Siesta Key Beach. Residents enjoy an impressive array of amenities including two heated pools and spas, lively pickleball and tennis courts, a fitness center, fishing pier and bay front dock, library, beautifully maintained tropical grounds, and an active social atmosphere welcoming residents of all ages. With a two-week minimum rental policy, this property presents an outstanding opportunity for full-time residents, seasonal owners, or investors seeking strong rental potential in one of Florida’s most iconic beach destinations, with onsite management available. Owners may have one small pet. Located just minutes from the vibrant Siesta Key Village with its waterfront dining, boutique shopping, and entertainment, this exceptional residence offers the perfect combination of location, lifestyle, and investment opportunity in one of the Gulf Coast’s most coveted communities. Make your appointment today! Life is Short - Buy the Beach House!

6263 Midnight Pass Road Unit 301, Sarasota

$1,340,000

GET READY to experience breathtaking GULF-FRONT views unlike any other at this price! Completely remodeled with meticulous attention to detail, this exceptional two-bed, two-bath condo offers refined coastal living in one of Siesta Key’s most desirable areas…the heart of world-famous Siesta Key Village. From the moment you enter, panoramic Gulf views immediately capture your attention. Light-filled living and dining areas were thoughtfully designed to showcase the turquoise water, while neutral tones throughout create a relaxed coastal elegance. The kitchen blends style and function with granite countertops, a built-in desk, custom cabinetry, and all new Frigidaire Gallery appliances WITH induction cookware included. The master is a relaxing retreat with endless Gulf views, oversized walk-in shower, double vanity and spacious walk-in closet. The inviting guest bedroom and bath will have your guests planning their next visit before they even unpack. Architectural details include crown moldings, rounded corner walls, recessed lighting, and many designer finishes. Plus, newly installed 3-layer monolithic sliding doors with turtle tint, remote controlled solar shades, and 3 wall-mounted NEO LED TVs. This residence can also be sold turnkey furnished, allowing immediate enjoyment of the Siesta Key lifestyle. Amenities include 800ft of private beach, two pools, two clubhouses (one exclusively for tower residents), fitness center (coming soon) with new state-of-the-art equipment, beachfront tiki hut, BBQ grills, kayak/paddleboard storage, and beautiful new landscaping project underway soon. Few places combine this level of renovation, elevation, and Gulf views so close to Siesta Key Village—don’t miss this exceptional opportunity to own in one of Siesta Key’s most iconic beachfront settings. NOTE: Whispering Sands is considered a 55+ community; however, ownership is NOT age-restricted, making this an excellent option for anyone considering a vacation retreat or future home.

2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code

GET READY to experience breathtaking GULF-FRONT views unlike any other at this price! Completely remodeled with meticulous attention to detail, this exceptional two-bed, two-bath condo offers refined coastal living in one of Siesta Key’s most desirable areas…the heart of world-famous Siesta Key Village. From the moment you enter, panoramic Gulf views immediately capture your attention. Light-filled living and dining areas were thoughtfully designed to showcase the turquoise water, while neutral tones throughout create a relaxed coastal elegance. The kitchen blends style and function with granite countertops, a built-in desk, custom cabinetry, and all new Frigidaire Gallery appliances WITH induction cookware included. The master is a relaxing retreat with endless Gulf views, oversized walk-in shower, double vanity and spacious walk-in closet. The inviting guest bedroom and bath will have your guests planning their next visit before they even unpack. Architectural details include crown moldings, rounded corner walls, recessed lighting, and many designer finishes. Plus, newly installed 3-layer monolithic sliding doors with turtle tint, remote controlled solar shades, and 3 wall-mounted NEO LED TVs. This residence can also be sold turnkey furnished, allowing immediate enjoyment of the Siesta Key lifestyle. Amenities include 800ft of private beach, two pools, two clubhouses (one exclusively for tower residents), fitness center (coming soon) with new state-of-the-art equipment, beachfront tiki hut, BBQ grills, kayak/paddleboard storage, and beautiful new landscaping project underway soon. Few places combine this level of renovation, elevation, and Gulf views so close to Siesta Key Village—don’t miss this exceptional opportunity to own in one of Siesta Key’s most iconic beachfront settings. NOTE: Whispering Sands is considered a 55+ community; however, ownership is NOT age-restricted, making this an excellent option for anyone considering a vacation retreat or future home.

20 Whispering Sands Drive Unit 1102, Sarasota

$699,000

PRICE IMPROVEMENT OF $40.000!! Turnkey coastal living in the desirable mid-rise tower at Peppertree Bay on Siesta Key. This sought-after split-plan residence offers bright open living spaces, exceptional privacy, and the convenience of effortless island living with resort-style Gulf-to-Bay amenities just moments from world-famous Siesta Beach. Offered fully turnkey furnished, this beautifully maintained two-bedroom, two-bath residence is ready for immediate enjoyment as a primary residence, seasonal retreat, or investment property. The split-bedroom layout provides privacy for owners and guests, while the open living and dining areas create a comfortable space for everyday living and entertaining. A feature seldom found in these units is the dedicated laundry room with a utility sink, adding both convenience and functionality. The residence also includes elevator access, covered parking, and generous storage. Peppertree Bay is one of Siesta Key’s most sought-after Gulf-to-Bay communities, offering private beach access to the powdery quartz sands of Siesta Beach, two heated pools, tennis and pickleball courts, a fitness center, clubhouse, fishing pier, and beautifully maintained tropical grounds. Ideally located just minutes from Siesta Village dining, shopping, and entertainment, this residence offers the best of relaxed island living.

2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code

PRICE IMPROVEMENT OF $40.000!! Turnkey coastal living in the desirable mid-rise tower at Peppertree Bay on Siesta Key. This sought-after split-plan residence offers bright open living spaces, exceptional privacy, and the convenience of effortless island living with resort-style Gulf-to-Bay amenities just moments from world-famous Siesta Beach. Offered fully turnkey furnished, this beautifully maintained two-bedroom, two-bath residence is ready for immediate enjoyment as a primary residence, seasonal retreat, or investment property. The split-bedroom layout provides privacy for owners and guests, while the open living and dining areas create a comfortable space for everyday living and entertaining. A feature seldom found in these units is the dedicated laundry room with a utility sink, adding both convenience and functionality. The residence also includes elevator access, covered parking, and generous storage. Peppertree Bay is one of Siesta Key’s most sought-after Gulf-to-Bay communities, offering private beach access to the powdery quartz sands of Siesta Beach, two heated pools, tennis and pickleball courts, a fitness center, clubhouse, fishing pier, and beautifully maintained tropical grounds. Ideally located just minutes from Siesta Village dining, shopping, and entertainment, this residence offers the best of relaxed island living.

1200 East Peppertree Lane Unit 302, Sarasota

$1,400,000

You will melt away on Crescent Beach's powder/sugary white sand and float away in the shimmering waters of the Gulf of Mexico. This residence has been beautifully renovated to provide the ultimate beach home for you to call your own. The kitchen area features a day bed and a custom wood top island. Enjoy your morning coffee or sunset drink on your private lanai. Residents enjoy the heated pool/spa with cabana and outdoor kitchen, two grilling areas, a sunset beachside deck and lighted pickle ball/tennis courts. You will appreciate the on-site management office, fitness room and large community center. Come see for yourself what Casarina offers for fine beachside living.

2 Beds ⋅ 2 Baths ⋅ Casarina SubDv. ⋅ 34242 Zip Code

You will melt away on Crescent Beach's powder/sugary white sand and float away in the shimmering waters of the Gulf of Mexico. This residence has been beautifully renovated to provide the ultimate beach home for you to call your own. The kitchen area features a day bed and a custom wood top island. Enjoy your morning coffee or sunset drink on your private lanai. Residents enjoy the heated pool/spa with cabana and outdoor kitchen, two grilling areas, a sunset beachside deck and lighted pickle ball/tennis courts. You will appreciate the on-site management office, fitness room and large community center. Come see for yourself what Casarina offers for fine beachside living.

5880 Midnight Pass Road Unit 704, Sarasota

$655,000

Siesta Key investment property and nightly rental opportunity at Beach Club at Siesta Key, approved for true nightly vacation rentals near world famous Siesta Key Beach. Historical rental income approaches $83,000 annually, with modeled revenue potential exceeding $103,000 if owner use nights were made available for rental. Historical bookings show approximately 209 reserved nights annually with average nightly rates between $397 and $450, creating a strong income producing profile relative to the $660,000 list price. Detailed rental history, booking records, and revenue analysis are available for review. Few properties on Siesta Key combine true nightly rental eligibility, documented rental performance approaching $83,000 annually, modeled revenue potential exceeding $103,000, extensive renovation, and resort style amenities within this price range. Unit 106D is the largest floor plan in the community and is positioned as a private corner residence overlooking the heated resort style pool with minimal foot traffic. Built in 2009 with elevated construction, the building sustained no storm related damage. This Unit has been recently and extensively renovated beyond prior community finishes. While some online rental marketing may reflect earlier interiors, the unit now features luxury vinyl plank flooring throughout, matching quartz countertops in the kitchen and bathrooms, updated cabinetry, stainless steel appliances, modern fixtures, and renovated kitchen and bath spaces. A full size washer and dryer supports guest convenience and longer stays. From entry, the space presents more like a boutique resort suite than a typical beach rental. Upgrades were selected for both visual appeal and rental durability. Offered fully furnished and turnkey, the property is positioned for immediate continuation of nightly rental operations. A detailed 3D virtual tour is included with the listing to allow buyers to explore the residence remotely. Due to consistent guest bookings, showing availability may require advance coordination. Ownership allows up to 120 days of personal use annually while maximizing income through nightly rentals. Professional on site management handles reservations, guest communication, cleaning, and maintenance. Community amenities include a heated pool, hot tub, grilling areas, shared patio spaces, complimentary beach chairs and umbrellas, on site office support, and gated beach access to Siesta Key Beach. Located near the South Bridge with Crescent Market and the restaurants, bars, and shops of Siesta Key’s South Village just around the corner. Recent interior updates and the residence’s desirable pool view location create additional opportunity for increased booking activity and nightly rates as updated photography and marketing are introduced. Historical booking data demonstrates consistent guest demand and strong occupancy, while analysis of owner use nights indicates additional revenue potential depending on preferred usage strategy. Properties offering true nightly rental flexibility with Siesta Key Beach access, documented rental performance approaching $83,000 annually, modeled revenue potential exceeding $103,000, and extensive renovation rarely become available within this price range on Siesta Key. Detailed rental history, booking records, and full revenue analysis are available upon request.

2 Beds ⋅ 2 Baths ⋅ Beach Club At Siesta Key SubDv. ⋅ 34242 Zip Code

Siesta Key investment property and nightly rental opportunity at Beach Club at Siesta Key, approved for true nightly vacation rentals near world famous Siesta Key Beach. Historical rental income approaches $83,000 annually, with modeled revenue potential exceeding $103,000 if owner use nights were made available for rental. Historical bookings show approximately 209 reserved nights annually with average nightly rates between $397 and $450, creating a strong income producing profile relative to the $660,000 list price. Detailed rental history, booking records, and revenue analysis are available for review. Few properties on Siesta Key combine true nightly rental eligibility, documented rental performance approaching $83,000 annually, modeled revenue potential exceeding $103,000, extensive renovation, and resort style amenities within this price range. Unit 106D is the largest floor plan in the community and is positioned as a private corner residence overlooking the heated resort style pool with minimal foot traffic. Built in 2009 with elevated construction, the building sustained no storm related damage. This Unit has been recently and extensively renovated beyond prior community finishes. While some online rental marketing may reflect earlier interiors, the unit now features luxury vinyl plank flooring throughout, matching quartz countertops in the kitchen and bathrooms, updated cabinetry, stainless steel appliances, modern fixtures, and renovated kitchen and bath spaces. A full size washer and dryer supports guest convenience and longer stays. From entry, the space presents more like a boutique resort suite than a typical beach rental. Upgrades were selected for both visual appeal and rental durability. Offered fully furnished and turnkey, the property is positioned for immediate continuation of nightly rental operations. A detailed 3D virtual tour is included with the listing to allow buyers to explore the residence remotely. Due to consistent guest bookings, showing availability may require advance coordination. Ownership allows up to 120 days of personal use annually while maximizing income through nightly rentals. Professional on site management handles reservations, guest communication, cleaning, and maintenance. Community amenities include a heated pool, hot tub, grilling areas, shared patio spaces, complimentary beach chairs and umbrellas, on site office support, and gated beach access to Siesta Key Beach. Located near the South Bridge with Crescent Market and the restaurants, bars, and shops of Siesta Key’s South Village just around the corner. Recent interior updates and the residence’s desirable pool view location create additional opportunity for increased booking activity and nightly rates as updated photography and marketing are introduced. Historical booking data demonstrates consistent guest demand and strong occupancy, while analysis of owner use nights indicates additional revenue potential depending on preferred usage strategy. Properties offering true nightly rental flexibility with Siesta Key Beach access, documented rental performance approaching $83,000 annually, modeled revenue potential exceeding $103,000, and extensive renovation rarely become available within this price range on Siesta Key. Detailed rental history, booking records, and full revenue analysis are available upon request.

1054 Sun N Sea Drive Unit 106, Sarasota

$1,250,000

Welcome to the effortless rhythm of island living at Gulf & Bay Club, one of Siesta Key’s most prestigious beachfront communities. Behind the 24-hour guard-gated entrance, this beautifully remodeled, rarely available, three-bedroom residence offers the perfect blend of comfort, privacy, and resort-style living in a setting that feels worlds away from the everyday. Positioned on the first floor as a bright end unit, the home is surrounded by windows on three sides, filling the interior with natural light and creating a relaxed coastal atmosphere throughout. The thoughtfully redesigned floor plan opens beautifully for entertaining, with elegant finishes and carefully curated upgrades that make the residence feel both sophisticated and welcoming. The kitchen was designed with gathering in mind, featuring custom cabinetry, quartz countertops, marble backsplash, and premium Bosch appliances including induction cooktop and stainless vent hood. An additional built-in entertaining area with beverage refrigeration and extra storage makes hosting friends and family effortless. Living and dining areas flow naturally to the private lanai overlooking tropical landscaping and a tranquil lagoon, just steps to one of the community’s three pools, where evenings are often spent enjoying the peaceful surroundings and the soft glow of Siesta Key sunsets. The three-bedroom layout provides exceptional flexibility, whether for hosting guests, accommodating family, or creating a quiet home office. The primary suite offers a peaceful retreat with a walk-in closet and a beautifully updated bath featuring custom cabinetry, quartz countertops, and an expanded designer-tiled shower. Extensive renovations throughout the home include raised ceilings, smooth-finish walls, luxury flooring, updated lighting and electrical systems, new ductwork, upgraded panel box, air handler, and quick-recovery water heater. Importantly, the residence did not experience water intrusion during the recent hurricanes, offering additional peace of mind. Life at Gulf & Bay Club is defined by its resort-style amenities across 32 gated beachfront acres and 800 feet of Siesta Key’s famous quartz sand beach. Residents enjoy three heated pools including a lap pool, tennis and pickleball courts, racquetball, a large fitness center, beautifully landscaped walking paths surrounding the freshwater lagoon, clubhouses for gatherings, electric vehicle charging stations, and professional on-site management — all within a secure 24-hour guard-gated community. Just beyond the gates, the vibrant charm of Siesta Key Village awaits with its locally loved restaurants, boutiques, and island nightlife, while downtown Sarasota’s renowned arts and cultural scene is only a short drive away. This is more than a residence — it is an opportunity to experience the best of beachfront living on Siesta Key.

3 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code

Welcome to the effortless rhythm of island living at Gulf & Bay Club, one of Siesta Key’s most prestigious beachfront communities. Behind the 24-hour guard-gated entrance, this beautifully remodeled, rarely available, three-bedroom residence offers the perfect blend of comfort, privacy, and resort-style living in a setting that feels worlds away from the everyday. Positioned on the first floor as a bright end unit, the home is surrounded by windows on three sides, filling the interior with natural light and creating a relaxed coastal atmosphere throughout. The thoughtfully redesigned floor plan opens beautifully for entertaining, with elegant finishes and carefully curated upgrades that make the residence feel both sophisticated and welcoming. The kitchen was designed with gathering in mind, featuring custom cabinetry, quartz countertops, marble backsplash, and premium Bosch appliances including induction cooktop and stainless vent hood. An additional built-in entertaining area with beverage refrigeration and extra storage makes hosting friends and family effortless. Living and dining areas flow naturally to the private lanai overlooking tropical landscaping and a tranquil lagoon, just steps to one of the community’s three pools, where evenings are often spent enjoying the peaceful surroundings and the soft glow of Siesta Key sunsets. The three-bedroom layout provides exceptional flexibility, whether for hosting guests, accommodating family, or creating a quiet home office. The primary suite offers a peaceful retreat with a walk-in closet and a beautifully updated bath featuring custom cabinetry, quartz countertops, and an expanded designer-tiled shower. Extensive renovations throughout the home include raised ceilings, smooth-finish walls, luxury flooring, updated lighting and electrical systems, new ductwork, upgraded panel box, air handler, and quick-recovery water heater. Importantly, the residence did not experience water intrusion during the recent hurricanes, offering additional peace of mind. Life at Gulf & Bay Club is defined by its resort-style amenities across 32 gated beachfront acres and 800 feet of Siesta Key’s famous quartz sand beach. Residents enjoy three heated pools including a lap pool, tennis and pickleball courts, racquetball, a large fitness center, beautifully landscaped walking paths surrounding the freshwater lagoon, clubhouses for gatherings, electric vehicle charging stations, and professional on-site management — all within a secure 24-hour guard-gated community. Just beyond the gates, the vibrant charm of Siesta Key Village awaits with its locally loved restaurants, boutiques, and island nightlife, while downtown Sarasota’s renowned arts and cultural scene is only a short drive away. This is more than a residence — it is an opportunity to experience the best of beachfront living on Siesta Key.

5780 Midnight Pass Road Unit 110, Sarasota

$1,350,000

You can bike to the beach from this fully renovated coastal contemporary home in a highly desirable Siesta Key community just minutes from world-famous Siesta Key Beach. Ideal as a primary residence, second home, rental investment, or multigenerational property with private in-law suite. Upstairs offers 2BR/2BA with soaring ceilings, abundant natural light, and open-concept living. Downstairs features a private 1BR/1BA suite with living area, kitchenette, as well as a separate laundry closet—perfect for guests or income potential. Designer finishes throughout, LVT flooring, and a chef’s kitchen with 10’ quartzite waterfall island, custom cabinetry, and premium stainless appliances including Fisher & Paykel refrigerator and GE Profile induction range. The Spacious primary suite with deck/pool access offers a custom walk-in closet and spa-style bath featuring dual vanities, freestanding tub, and separate shower. Updated secondary bath, stacked washer/dryer, and generous storage. Outdoor living shines with Trex-decked patios, oversized screened pool enclosure, travertine pavers, covered lanai, and heated resort-style pool as well as new hot tub. The Custom Siesta Key Mural adds a little fun to the space as well! Fully fenced yard with tropical landscaping for added privacy. Extensive updates include newer roof, electrical, plumbing, AC, pool heater, appliances, Hardie board siding, interior/exterior paint, LED lighting, epoxy-finished garage and paver driveway. Minutes to Siesta Key Village dining, shopping, and beaches. Do not miss your chance to have your Move-in ready coastal retreat -meticulously maintained and designed for effortless Siesta Key living. All measurements are estimates and are approximate. Buyer and/or Buyer agent confirm all info - seller nor agent makes no guarantees

3 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

You can bike to the beach from this fully renovated coastal contemporary home in a highly desirable Siesta Key community just minutes from world-famous Siesta Key Beach. Ideal as a primary residence, second home, rental investment, or multigenerational property with private in-law suite. Upstairs offers 2BR/2BA with soaring ceilings, abundant natural light, and open-concept living. Downstairs features a private 1BR/1BA suite with living area, kitchenette, as well as a separate laundry closet—perfect for guests or income potential. Designer finishes throughout, LVT flooring, and a chef’s kitchen with 10’ quartzite waterfall island, custom cabinetry, and premium stainless appliances including Fisher & Paykel refrigerator and GE Profile induction range. The Spacious primary suite with deck/pool access offers a custom walk-in closet and spa-style bath featuring dual vanities, freestanding tub, and separate shower. Updated secondary bath, stacked washer/dryer, and generous storage. Outdoor living shines with Trex-decked patios, oversized screened pool enclosure, travertine pavers, covered lanai, and heated resort-style pool as well as new hot tub. The Custom Siesta Key Mural adds a little fun to the space as well! Fully fenced yard with tropical landscaping for added privacy. Extensive updates include newer roof, electrical, plumbing, AC, pool heater, appliances, Hardie board siding, interior/exterior paint, LED lighting, epoxy-finished garage and paver driveway. Minutes to Siesta Key Village dining, shopping, and beaches. Do not miss your chance to have your Move-in ready coastal retreat -meticulously maintained and designed for effortless Siesta Key living. All measurements are estimates and are approximate. Buyer and/or Buyer agent confirm all info - seller nor agent makes no guarantees

4939 Commonwealth Drive, Sarasota

$2,500,000

Upscale, fully renovated & furnished 3 bed 2 1/2 bath beach luxury escape! Located in the heart of Siesta Key at the exclusive & sought after Gulf & Bay Club. Featuring high end detailed finishes and interiors professionally crafted to perfection. Enjoy direct beach access just steps away from your front door with breath taking sunsets, sandy white powder that stretches 800 feet across this 32 acre tropical community. You will be impressed with world class amenities offered at Gulf & Bay Club. Enjoy the comfort of 24 hour gated security, heated pools, a fitness center, dry saunas, hot tub, tennis courts, just to name a few. Barbecue grills & tiki hut picnic areas are great for entertaining your guests. The club house has a library, bar, pool table and TV's all for your enjoyment. We have electric car charging stations and an on site car wash. Siesta Village offers alfresco dining with live music, specialty shops and more! This is the island resort lifestyle you have been looking for, don't let your chance of fine beach living slip away.

3 Beds ⋅ 3 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code

Upscale, fully renovated & furnished 3 bed 2 1/2 bath beach luxury escape! Located in the heart of Siesta Key at the exclusive & sought after Gulf & Bay Club. Featuring high end detailed finishes and interiors professionally crafted to perfection. Enjoy direct beach access just steps away from your front door with breath taking sunsets, sandy white powder that stretches 800 feet across this 32 acre tropical community. You will be impressed with world class amenities offered at Gulf & Bay Club. Enjoy the comfort of 24 hour gated security, heated pools, a fitness center, dry saunas, hot tub, tennis courts, just to name a few. Barbecue grills & tiki hut picnic areas are great for entertaining your guests. The club house has a library, bar, pool table and TV's all for your enjoyment. We have electric car charging stations and an on site car wash. Siesta Village offers alfresco dining with live music, specialty shops and more! This is the island resort lifestyle you have been looking for, don't let your chance of fine beach living slip away.

5770 Midnight Pass Unit C608, Siesta Key

$634,995

NEW PRICE DROP!! MOTIVATED SELLER!! PRIVATE GARAGE!! Welcome to Turtle Bay! Amazing bayfront living on Siesta Key with boat slips and deeded beach access. This beautifully furnished 2 bedroom and 2 bathroom condo offers buyers an active beach lifestyle or a coastal retreat. The condo boasts water views from the screened in lanai where you can enjoy a morning sunrise. Freshly painted with a brand new refrigerator, garbage disposal and kitchen faucet home chefs will enjoy cooking in this open kitchen. If you do not want to cook it is quick trip to Siesta Village where you can enjoy great restaurants and fun shopping. Turtle Bay has an array of amenities from tennis courts, heated pool and spa as well as boat slips available on a first come first served basis for an annual fee. Not only does this unit offer a private laundry room with a new washer it also has a one car garage with a new opener. The garage has ample room for a vehicle and storage adding value to this home. The location of Turtle Bay is a quick 20 minute ride to experience the arts and culture of downtown Sarasota. This condo offers the best of Siesta Key living. Enjoy the sunsets on the beach with the deeded beach access across Midnight pass Road. If you are looking for an updated furnished condo with newer furnishing this is the place for you.

2 Beds ⋅ 2 Baths ⋅ Turtle Bay SubDv. ⋅ 34242 Zip Code

NEW PRICE DROP!! MOTIVATED SELLER!! PRIVATE GARAGE!! Welcome to Turtle Bay! Amazing bayfront living on Siesta Key with boat slips and deeded beach access. This beautifully furnished 2 bedroom and 2 bathroom condo offers buyers an active beach lifestyle or a coastal retreat. The condo boasts water views from the screened in lanai where you can enjoy a morning sunrise. Freshly painted with a brand new refrigerator, garbage disposal and kitchen faucet home chefs will enjoy cooking in this open kitchen. If you do not want to cook it is quick trip to Siesta Village where you can enjoy great restaurants and fun shopping. Turtle Bay has an array of amenities from tennis courts, heated pool and spa as well as boat slips available on a first come first served basis for an annual fee. Not only does this unit offer a private laundry room with a new washer it also has a one car garage with a new opener. The garage has ample room for a vehicle and storage adding value to this home. The location of Turtle Bay is a quick 20 minute ride to experience the arts and culture of downtown Sarasota. This condo offers the best of Siesta Key living. Enjoy the sunsets on the beach with the deeded beach access across Midnight pass Road. If you are looking for an updated furnished condo with newer furnishing this is the place for you.

8735 Midnight Pass Road Unit 105B, Sarasota

$2,490,000

You will be WOWED! by this Furnished 2400+ Sq Ft of Elegant BEACHSIDE LIVING with (3) Generously Sized Bedrooms & (3.5) Baths with STUNNING FINISHES THROUGHOUT!.....RARELY AVAILABLE Corner Unit in this Special Boutique Community---a Resort-Style PET FRIENDLY "low density" plush 7 acre residential complex with over 200 feet of Powdery Quartz sand frontage along with "Old Florida" Clubhouse; Courts; Beachside Pool & Cabanas and an Onsite Manager....Upon Entrance you will be Greeted with a Grand Hallway that leads to a BRIGHT & SPACIOUS Floor Plan, reminiscent of a Single Story Home...Each Bedroom is Privately Located, each with it's own Full Baths....ENTERTAINING is "Extra Special" with Expansive Living Areas and Ideally Centrally Located Wet Bar....WELL-APPOINTED INTERIORS, including: Porcelain Tile throughout; Quartz Countertops; Hurricane Impact Windows/Sliders; "Hotel Style" Primary Suite with Seating Enclave & Sumptuous Ensuite Bath; Abundant Storage & Closet Space; In-Unit Laundry and Importantly...ease of Indoor/Outdoor Living with Multiple Sliders leading to "Wrap-Around" Balcony/Lanai--Perfect for Morning Coffees or Indulging your Favorite Cocktails while Watching Majestic Sunsets over the Gulf....*****Deeded Beach Access, convenient for long strolls collecting Seashells or just "Toes in the Sand" relaxing at Top Rated Siesta Key Beach. Dining/Shopping and Nightlife of the main village are just minutes away...GARAGE PARKING...---Ideal as Second Home/Vacation, Investment or Year-Round Residence. Island Living @ It's Finest!

3 Beds ⋅ 4 Baths ⋅ Casarina SubDv. ⋅ 34242 Zip Code

You will be WOWED! by this Furnished 2400+ Sq Ft of Elegant BEACHSIDE LIVING with (3) Generously Sized Bedrooms & (3.5) Baths with STUNNING FINISHES THROUGHOUT!.....RARELY AVAILABLE Corner Unit in this Special Boutique Community---a Resort-Style PET FRIENDLY "low density" plush 7 acre residential complex with over 200 feet of Powdery Quartz sand frontage along with "Old Florida" Clubhouse; Courts; Beachside Pool & Cabanas and an Onsite Manager....Upon Entrance you will be Greeted with a Grand Hallway that leads to a BRIGHT & SPACIOUS Floor Plan, reminiscent of a Single Story Home...Each Bedroom is Privately Located, each with it's own Full Baths....ENTERTAINING is "Extra Special" with Expansive Living Areas and Ideally Centrally Located Wet Bar....WELL-APPOINTED INTERIORS, including: Porcelain Tile throughout; Quartz Countertops; Hurricane Impact Windows/Sliders; "Hotel Style" Primary Suite with Seating Enclave & Sumptuous Ensuite Bath; Abundant Storage & Closet Space; In-Unit Laundry and Importantly...ease of Indoor/Outdoor Living with Multiple Sliders leading to "Wrap-Around" Balcony/Lanai--Perfect for Morning Coffees or Indulging your Favorite Cocktails while Watching Majestic Sunsets over the Gulf....*****Deeded Beach Access, convenient for long strolls collecting Seashells or just "Toes in the Sand" relaxing at Top Rated Siesta Key Beach. Dining/Shopping and Nightlife of the main village are just minutes away...GARAGE PARKING...---Ideal as Second Home/Vacation, Investment or Year-Round Residence. Island Living @ It's Finest!

5880 Midnight Pass Road Unit 511, Sarasota

$1,500,000

This Rare Beachfront, Classic Coastal Modern extensively renovated 2/2 condo has your Dream View! Unobstructed Beach View of 400’ of private beach on 7 acres. Offering total building area for unit is 1568 sq ft. Modern appointed living area is 1316sq ft with additional 252 sq ft Modern Private Lanai. High demand all year Monthly (12) rentals for Investor, 2nd Home or Primary Home. There are No assessments. Passed Structural Integrity. Strong, Fully Funded Reserves. Replaced cast iron to New “PVC” drains in entire building, New building roof, New clubhouse roof lowered insurance master policy. Stilted Building, Designated Parking underneath. Gated with 24 Hr Security. Condo has Brand New HVAC 2026 with R454B gov. required cooling & New Water Tank. Designed by Owner, Floor to Ceiling integrating a cohesive Classic Coastal Modern feel throughout. Enjoy your “private outdoor living” new screened 31’x8’ Beach Lanai (no houses/buildings in line of sight) Modern flooring, locking storage Door. Condo is insulated & extremely “Quiet” w/updated PGT impact Sliders and Windows. Solar Shades are see-through when down on sliders but front windows have see-through Solar Shades & Privacy Shades. The Front has Quiet Solid Core Impact Door. Wi-Fi Thermostat. Stunning Modern Polished Porcelain, Large Rectified 24” Tile for entire condo & closets. Modern Frosted Glass Framed Solid Wood 4 Interior Doors. Frosted Glass Framed Solid Wood Interior Bifolds for all 7 closets, continuing a clean line design with 8” Solid Wood, Mitered Baseboards throughout. Calming Lighting with all LED lighting dimmers throughout & all walk-in closets. All Closets designed w/Solid Wood Shelving & fitted w/thick satin nickel Rods and Brackets to All Studs for Heavy organization needs. Both Bathrooms have Moreno Gloss Floating Soft Close Drawer Vanities w/satin nickel Series Pfister Kenzo Waterfall Faucets/Shower Handel & 4 piece Towel bar set. Kohler Skirted “Chair-Height” Toilets for both. Main bath is Designed w/24” Italian Carrera Marble Tile, full size Bench & tall Niche. Guest bathroom Designed w/24” Ivory Glass Tile & Tall Abalone Tile Niche. With owners not being a chef/cook, kitchen is gently used in immaculate condition. ALL "SMART Wi-Fi" Stainless Appliance Suite, Largest Size features; “Double Oven” 5 burner w/Warming Drawer. Refrigerator “Showcase” Triple French Door, ice/water, Middle Flex Drawer, Bottom Freezer Double Drawer. Stainless “Triple Storm” Dishwasher. Kohler 36” Large Stainless Steel Apron Sink w/Kohler Pull down Stainless Faucet. Matching to Suite are Over Size Stainless "Wi-Fi" Front Load Washing Machine & Front Load Dryer on Stainless Pedestals in “walk-in” Laundry Room, stainless light, solid wood shelving w/nickel stainless rod/brackets designed for Heavy storage needs. Owner has variety remodeled Product in front closet. This beachfront condo has been gently lived in and all the Design Aspects/Appliances are in Immaculate Condition. Clubhouse w/ 25‘x40‘ Heated Swimming Pool, Tennis & Pickleball Courts, updated Fitness room, bathrooms, your private locked Storage Room. Private Beach gate to Boardwalk w/ picnic area, 2 grills & birdwatching benches. Pet friendly, designated large pet park w/bench. “Private ISLAND Style Living” A truly Coveted Opportunity awaits you- private, unobstructed view, full condo length beachfront lanai, 6 floor, 7 acre property & 400’ beachfront. Property is available for Same Day Showings.

2 Beds ⋅ 2 Baths ⋅ Siesta Gulf View SubDv. ⋅ 34242 Zip Code

This Rare Beachfront, Classic Coastal Modern extensively renovated 2/2 condo has your Dream View! Unobstructed Beach View of 400’ of private beach on 7 acres. Offering total building area for unit is 1568 sq ft. Modern appointed living area is 1316sq ft with additional 252 sq ft Modern Private Lanai. High demand all year Monthly (12) rentals for Investor, 2nd Home or Primary Home. There are No assessments. Passed Structural Integrity. Strong, Fully Funded Reserves. Replaced cast iron to New “PVC” drains in entire building, New building roof, New clubhouse roof lowered insurance master policy. Stilted Building, Designated Parking underneath. Gated with 24 Hr Security. Condo has Brand New HVAC 2026 with R454B gov. required cooling & New Water Tank. Designed by Owner, Floor to Ceiling integrating a cohesive Classic Coastal Modern feel throughout. Enjoy your “private outdoor living” new screened 31’x8’ Beach Lanai (no houses/buildings in line of sight) Modern flooring, locking storage Door. Condo is insulated & extremely “Quiet” w/updated PGT impact Sliders and Windows. Solar Shades are see-through when down on sliders but front windows have see-through Solar Shades & Privacy Shades. The Front has Quiet Solid Core Impact Door. Wi-Fi Thermostat. Stunning Modern Polished Porcelain, Large Rectified 24” Tile for entire condo & closets. Modern Frosted Glass Framed Solid Wood 4 Interior Doors. Frosted Glass Framed Solid Wood Interior Bifolds for all 7 closets, continuing a clean line design with 8” Solid Wood, Mitered Baseboards throughout. Calming Lighting with all LED lighting dimmers throughout & all walk-in closets. All Closets designed w/Solid Wood Shelving & fitted w/thick satin nickel Rods and Brackets to All Studs for Heavy organization needs. Both Bathrooms have Moreno Gloss Floating Soft Close Drawer Vanities w/satin nickel Series Pfister Kenzo Waterfall Faucets/Shower Handel & 4 piece Towel bar set. Kohler Skirted “Chair-Height” Toilets for both. Main bath is Designed w/24” Italian Carrera Marble Tile, full size Bench & tall Niche. Guest bathroom Designed w/24” Ivory Glass Tile & Tall Abalone Tile Niche. With owners not being a chef/cook, kitchen is gently used in immaculate condition. ALL "SMART Wi-Fi" Stainless Appliance Suite, Largest Size features; “Double Oven” 5 burner w/Warming Drawer. Refrigerator “Showcase” Triple French Door, ice/water, Middle Flex Drawer, Bottom Freezer Double Drawer. Stainless “Triple Storm” Dishwasher. Kohler 36” Large Stainless Steel Apron Sink w/Kohler Pull down Stainless Faucet. Matching to Suite are Over Size Stainless "Wi-Fi" Front Load Washing Machine & Front Load Dryer on Stainless Pedestals in “walk-in” Laundry Room, stainless light, solid wood shelving w/nickel stainless rod/brackets designed for Heavy storage needs. Owner has variety remodeled Product in front closet. This beachfront condo has been gently lived in and all the Design Aspects/Appliances are in Immaculate Condition. Clubhouse w/ 25‘x40‘ Heated Swimming Pool, Tennis & Pickleball Courts, updated Fitness room, bathrooms, your private locked Storage Room. Private Beach gate to Boardwalk w/ picnic area, 2 grills & birdwatching benches. Pet friendly, designated large pet park w/bench. “Private ISLAND Style Living” A truly Coveted Opportunity awaits you- private, unobstructed view, full condo length beachfront lanai, 6 floor, 7 acre property & 400’ beachfront. Property is available for Same Day Showings.

420 Beach Road Unit 606, Sarasota

$585,000

Set within Peppertree Bay on Siesta Key, 1200 E Peppertree Lane #307 offers a well-proportioned, turnkey, move-in ready two-bedroom, two-bath residence encompassing 1,466 square feet. The interior presents a bright, open layout anchored by a spacious great room, where crown molding, tile flooring throughout, and an expansive wall of impact glass windows create an airy, light-filled living environment. The adjoining dining area flows seamlessly into the kitchen, reinforcing the home’s functional, connected design. The kitchen features a tray ceiling with inner crown molding, recessed lighting, abundant wood cabinetry, granite countertops, a tile backsplash, and a full suite of stainless-steel newer Whirlpool appliances. A breakfast bar provides additional prep and serving space, supporting both everyday living and casual entertaining. The primary bedroom is generously scaled and benefits from strong natural light, crown molding, a walk-in closet, and direct access to the enclosed sunroom. The primary bath includes a granite-topped vanity, glass-enclosed walk-in shower, linen storage, and updated fixtures. A well-sized guest bedroom with an oversized window alcove and a nearby full bath maintains privacy and flexibility for visitors. An enclosed sunroom lined with windows extends the living space, offering versatility as a lounge, office, or secondary sitting area. A stacked washer and dryer are conveniently positioned within a dedicated closet. Newer HVAC system (2024) and Water heater (2025). Peppertree Bay is a Gulf-to-Bay community providing private deeded beach access, a fishing pier, two resort-style heated pools, clubhouses, a fitness center, saunas, tennis and pickleball courts, covered under building assigned parking with this unit that provides a bicycle rack and unit storage, and multiple outdoor gathering areas. This building has newer elevators along with stairwell access, with the building roof being replaced in 2020. The location places residents directly on Siesta Key, home to Siesta Beach, consistently ranked the #1 beach in the United States by TripAdvisor, further underscoring the appeal of both the setting and lifestyle offered by this residence.

2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code

Set within Peppertree Bay on Siesta Key, 1200 E Peppertree Lane #307 offers a well-proportioned, turnkey, move-in ready two-bedroom, two-bath residence encompassing 1,466 square feet. The interior presents a bright, open layout anchored by a spacious great room, where crown molding, tile flooring throughout, and an expansive wall of impact glass windows create an airy, light-filled living environment. The adjoining dining area flows seamlessly into the kitchen, reinforcing the home’s functional, connected design. The kitchen features a tray ceiling with inner crown molding, recessed lighting, abundant wood cabinetry, granite countertops, a tile backsplash, and a full suite of stainless-steel newer Whirlpool appliances. A breakfast bar provides additional prep and serving space, supporting both everyday living and casual entertaining. The primary bedroom is generously scaled and benefits from strong natural light, crown molding, a walk-in closet, and direct access to the enclosed sunroom. The primary bath includes a granite-topped vanity, glass-enclosed walk-in shower, linen storage, and updated fixtures. A well-sized guest bedroom with an oversized window alcove and a nearby full bath maintains privacy and flexibility for visitors. An enclosed sunroom lined with windows extends the living space, offering versatility as a lounge, office, or secondary sitting area. A stacked washer and dryer are conveniently positioned within a dedicated closet. Newer HVAC system (2024) and Water heater (2025). Peppertree Bay is a Gulf-to-Bay community providing private deeded beach access, a fishing pier, two resort-style heated pools, clubhouses, a fitness center, saunas, tennis and pickleball courts, covered under building assigned parking with this unit that provides a bicycle rack and unit storage, and multiple outdoor gathering areas. This building has newer elevators along with stairwell access, with the building roof being replaced in 2020. The location places residents directly on Siesta Key, home to Siesta Beach, consistently ranked the #1 beach in the United States by TripAdvisor, further underscoring the appeal of both the setting and lifestyle offered by this residence.

1200 E Peppertree Lane Unit 307, Sarasota

$410,000

Experience the best of waterfront living in this beautifully updated and fully furnished second-floor condo in the highly sought-after Siesta Harbor community. This TURNKEY 2-bedroom, 2-bath residence offers stunning canal and marina views and a prime location just steps from direct beach access across the street through Crescent Arms. Immaculately maintained and move-in ready, the condo features an enclosed lanai with horizontal sliding windows, tasteful furnishings, and thoughtful updates throughout for comfort and relaxation. The spacious open-concept living and dining areas flow seamlessly into a modern kitchen showcasing white cabinetry, quartz countertops, stainless steel appliances, and ample storage. The primary suite includes a walk-in closet and a stand-up shower, while the enclosed lanai provides the perfect spot to enjoy morning coffee or evening cocktails year-round, with dolphins frequently seen playing in the marina. Siesta Harbor is a vibrant 55+ waterfront boating community situated on its own canal and the main waterway of the Intracoastal Waterway. Boat slips may be available for vessels up to 30' (check with the office for availability). Residents enjoy resort-style activities, and amenities including a heated pool, outdoor jacuzzi and shower, indoor sauna, fitness room, shuffleboard court, fishing pier with seating on the ICW, and a beautifully renovated clubhouse with full kitchen, outstanding library, barbecue area with grills, and a full calendar of social activities. Additional highlights include FOB-accessed private beach access, FREE laundry on the 2nd, 3rd, and 4th floors, one designated covered carport parking space, ample guest parking, covered parking, an on-site manager, lush tropical landscaping, and a new roof (2025). Ideally located near the South Bridge, this community offers easy on-and-off access to the Key, is within short distance to restaurants and shops, and has the free Siesta Key trolley stopping right in front of the complex for easy access to Siesta Key Public Beach and Siesta Key Village. Whether you're watching boats drift by on the Intracoastal, crossing the street for unforgettable sunsets, or enjoying the active social lifestyle, this property is perfect as a vacation retreat, full-time residence, or investment opportunity. You deserve paradise!

2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code

Experience the best of waterfront living in this beautifully updated and fully furnished second-floor condo in the highly sought-after Siesta Harbor community. This TURNKEY 2-bedroom, 2-bath residence offers stunning canal and marina views and a prime location just steps from direct beach access across the street through Crescent Arms. Immaculately maintained and move-in ready, the condo features an enclosed lanai with horizontal sliding windows, tasteful furnishings, and thoughtful updates throughout for comfort and relaxation. The spacious open-concept living and dining areas flow seamlessly into a modern kitchen showcasing white cabinetry, quartz countertops, stainless steel appliances, and ample storage. The primary suite includes a walk-in closet and a stand-up shower, while the enclosed lanai provides the perfect spot to enjoy morning coffee or evening cocktails year-round, with dolphins frequently seen playing in the marina. Siesta Harbor is a vibrant 55+ waterfront boating community situated on its own canal and the main waterway of the Intracoastal Waterway. Boat slips may be available for vessels up to 30' (check with the office for availability). Residents enjoy resort-style activities, and amenities including a heated pool, outdoor jacuzzi and shower, indoor sauna, fitness room, shuffleboard court, fishing pier with seating on the ICW, and a beautifully renovated clubhouse with full kitchen, outstanding library, barbecue area with grills, and a full calendar of social activities. Additional highlights include FOB-accessed private beach access, FREE laundry on the 2nd, 3rd, and 4th floors, one designated covered carport parking space, ample guest parking, covered parking, an on-site manager, lush tropical landscaping, and a new roof (2025). Ideally located near the South Bridge, this community offers easy on-and-off access to the Key, is within short distance to restaurants and shops, and has the free Siesta Key trolley stopping right in front of the complex for easy access to Siesta Key Public Beach and Siesta Key Village. Whether you're watching boats drift by on the Intracoastal, crossing the street for unforgettable sunsets, or enjoying the active social lifestyle, this property is perfect as a vacation retreat, full-time residence, or investment opportunity. You deserve paradise!

1300 N Portofino Drive Unit S206, Sarasota

$820,000

Absolutely stunning, furnished, and truly one-of-a-kind THREE-BEDROOM residence at The Pointe at Midnight Pass — the only 3-bedroom currently available in this highly sought-after community. Positioned on the 9th floor at the southern tip of Siesta Key, this impeccably renovated corner unit sits at a rare coastal convergence where the Gulf, Little Sarasota Bay, and Blind Pass Lagoon meet. Enjoy panoramic sunrise views across the Intracoastal waters, glowing Gulf sunsets, and protected preserve vistas — all from one extraordinary setting. High-end finishes define the interior, including solid wood cabinetry, granite countertops, stainless appliances, and thoughtfully curated details throughout. The spacious primary suite features a beautifully updated en-suite bath with a jetted shower and a custom walk-in closet designed for optimal storage. Two additional bedrooms function seamlessly as guest suites, office, or den. The Gulf side bedroom is equipped with a custom Murphy bed and built-ins, offering flexibility without sacrificing style. The second bath features a Jacuzzi tub for relaxed coastal living. The expansive, air-conditioned lanai invites year-round enjoyment, offering a serene vantage point overlooking the Jim Neville Preserve and surrounding waterways. A pass-through utility room with washer, dryer, laundry sink, and folding counter adds everyday practicality. New hurricane-impact windows and sliding glass doors, along with an energy-efficient HVAC system, provide comfort and peace of mind. A rare double parking space under the building further distinguishes this offering. The Pointe is a gated, pet-friendly, five-acre waterfront community featuring boat and kayak docks, resort-style pool, tennis and pickleball courts, fitness center, saunas, clubhouse amenities, and a private island gazebo. More than a condominium, this is a private waterfront retreat positioned in one of Siesta Key’s most iconic locations.

3 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code

Absolutely stunning, furnished, and truly one-of-a-kind THREE-BEDROOM residence at The Pointe at Midnight Pass — the only 3-bedroom currently available in this highly sought-after community. Positioned on the 9th floor at the southern tip of Siesta Key, this impeccably renovated corner unit sits at a rare coastal convergence where the Gulf, Little Sarasota Bay, and Blind Pass Lagoon meet. Enjoy panoramic sunrise views across the Intracoastal waters, glowing Gulf sunsets, and protected preserve vistas — all from one extraordinary setting. High-end finishes define the interior, including solid wood cabinetry, granite countertops, stainless appliances, and thoughtfully curated details throughout. The spacious primary suite features a beautifully updated en-suite bath with a jetted shower and a custom walk-in closet designed for optimal storage. Two additional bedrooms function seamlessly as guest suites, office, or den. The Gulf side bedroom is equipped with a custom Murphy bed and built-ins, offering flexibility without sacrificing style. The second bath features a Jacuzzi tub for relaxed coastal living. The expansive, air-conditioned lanai invites year-round enjoyment, offering a serene vantage point overlooking the Jim Neville Preserve and surrounding waterways. A pass-through utility room with washer, dryer, laundry sink, and folding counter adds everyday practicality. New hurricane-impact windows and sliding glass doors, along with an energy-efficient HVAC system, provide comfort and peace of mind. A rare double parking space under the building further distinguishes this offering. The Pointe is a gated, pet-friendly, five-acre waterfront community featuring boat and kayak docks, resort-style pool, tennis and pickleball courts, fitness center, saunas, clubhouse amenities, and a private island gazebo. More than a condominium, this is a private waterfront retreat positioned in one of Siesta Key’s most iconic locations.

9397 Midnight Pass Road Unit 901, Sarasota

$5,249,000

Just steps from the shoreline, this coastal home offers deeded beach access and sweeping panoramic views of the Gulf. Completely remodeled in 2021, the property lives and performs like new construction, blending modern coastal design with durable, rental-ready finishes throughout. Thoughtfully designed across three living levels and serviced by a private elevator, the home features 8 bedrooms, 8 full baths, and 2 half baths, with expansive gathering spaces suited for both everyday living and hosting. With a proven track record as a high-performing short-term rental, the property generates approximately $400,000 to $500,000 annually, offering strong income potential alongside its lifestyle appeal. The top floor serves as the heart of the home, where the main kitchen and primary living area open directly to a Gulf-facing balcony showcasing breathtaking, unobstructed water views. This elevated vantage point creates a stunning backdrop for daily living, with the kitchen, dining space, and great room all positioned to take in the scenery. A secondary club room with wet bar provides an additional space to gather, while multiple balconies throughout the home frame the coastal setting from different vantage points, including select bedroom suites. Below, the outdoor living space features a private pool and integrated spa surrounded by lush landscaping, along with a fully equipped outdoor kitchen with built-in grill, refrigeration, and dining area. All eight bedroom suites offer ensuite baths and generous accommodations, with several enjoying Gulf views and private balcony access. Located near beach access and Siesta Key Village, this is a rare opportunity to own a fully renovated coastal home that delivers both luxury living and compelling investment performance.

8 Beds ⋅ 10 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Just steps from the shoreline, this coastal home offers deeded beach access and sweeping panoramic views of the Gulf. Completely remodeled in 2021, the property lives and performs like new construction, blending modern coastal design with durable, rental-ready finishes throughout. Thoughtfully designed across three living levels and serviced by a private elevator, the home features 8 bedrooms, 8 full baths, and 2 half baths, with expansive gathering spaces suited for both everyday living and hosting. With a proven track record as a high-performing short-term rental, the property generates approximately $400,000 to $500,000 annually, offering strong income potential alongside its lifestyle appeal. The top floor serves as the heart of the home, where the main kitchen and primary living area open directly to a Gulf-facing balcony showcasing breathtaking, unobstructed water views. This elevated vantage point creates a stunning backdrop for daily living, with the kitchen, dining space, and great room all positioned to take in the scenery. A secondary club room with wet bar provides an additional space to gather, while multiple balconies throughout the home frame the coastal setting from different vantage points, including select bedroom suites. Below, the outdoor living space features a private pool and integrated spa surrounded by lush landscaping, along with a fully equipped outdoor kitchen with built-in grill, refrigeration, and dining area. All eight bedroom suites offer ensuite baths and generous accommodations, with several enjoying Gulf views and private balcony access. Located near beach access and Siesta Key Village, this is a rare opportunity to own a fully renovated coastal home that delivers both luxury living and compelling investment performance.

316 Beach Road, Sarasota

$3,600,000

There is only one — The Upper Deck. Some homes are designed to be admired. Others are designed to frame extraordinary views. Upper Deck was conceived to do something more deliberate — to position its owner above the expected. Rising in measured progression from foundation to crown, the residence unfolds vertically, each level more refined than the last. The architecture favors clarity over ornamentation, restraint over excess. Natural woods, soft neutrals, and Scandinavian precision establish a disciplined design language that feels both current and enduring. The lower level is grounded and intentional — structured for recreation, arrival, and ease. Above it, a curated collection of private suites offers balance and symmetry, designed to accommodate gathering without sacrificing composure. The second level of living space is the architectural heart, introducing light and proportion in equal measure. Here, clean-lined cabinetry, warm textures, and an open plan scaled for sixteen create a space that hosts effortlessly while maintaining aesthetic control. An adjacent balcony extends the space outward, maintaining continuity between interior living and the expansive Gulf views beyond. And then, the ascent culminates. The Crown: a 400-square-foot rooftop summit redefines perspective and offers unobstructed views of the Gulf. Elevated above Siesta Key, it offers a rare vantage point: sky uninterrupted, evenings extended, conversations carried a little longer. The private primary suite occupies its rightful position at the top, with direct rooftop access and a bath that mirrors the home’s restrained elegance. Upper Deck is not defined by square footage or amenity count. It is defined by hierarchy and the intentional decision to elevate each experience, each finish, each viewpoint. It is a residence for those who understand that position matters — in architecture, in life, and in legacy. More than a home, the Upper Deck is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.

5 Beds ⋅ 7 Baths ⋅ 329 Beach Land Condominium SubDv. ⋅ 34242 Zip Code

There is only one — The Upper Deck. Some homes are designed to be admired. Others are designed to frame extraordinary views. Upper Deck was conceived to do something more deliberate — to position its owner above the expected. Rising in measured progression from foundation to crown, the residence unfolds vertically, each level more refined than the last. The architecture favors clarity over ornamentation, restraint over excess. Natural woods, soft neutrals, and Scandinavian precision establish a disciplined design language that feels both current and enduring. The lower level is grounded and intentional — structured for recreation, arrival, and ease. Above it, a curated collection of private suites offers balance and symmetry, designed to accommodate gathering without sacrificing composure. The second level of living space is the architectural heart, introducing light and proportion in equal measure. Here, clean-lined cabinetry, warm textures, and an open plan scaled for sixteen create a space that hosts effortlessly while maintaining aesthetic control. An adjacent balcony extends the space outward, maintaining continuity between interior living and the expansive Gulf views beyond. And then, the ascent culminates. The Crown: a 400-square-foot rooftop summit redefines perspective and offers unobstructed views of the Gulf. Elevated above Siesta Key, it offers a rare vantage point: sky uninterrupted, evenings extended, conversations carried a little longer. The private primary suite occupies its rightful position at the top, with direct rooftop access and a bath that mirrors the home’s restrained elegance. Upper Deck is not defined by square footage or amenity count. It is defined by hierarchy and the intentional decision to elevate each experience, each finish, each viewpoint. It is a residence for those who understand that position matters — in architecture, in life, and in legacy. More than a home, the Upper Deck is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.

329 Beach Road Unit B, Sarasota

$1,250,000

Welcome home to Gulf & Bay Club, the premier condominium community on Siesta Key Beach. Enjoy stunning views of the freshwater lake, fountains, island lagoon, swimming pools, sandy beach, and the Gulf of America from your private lanai. Step into this beautifully remodeled Turnkey Furnished, 2-bedroom, 2-bath beach condo offering modern finishes and thoughtful upgrades throughout. The kitchen is a true standout with quartz countertops and tile backsplash, solid wood soft-close cabinets with pull-out drawers, GE stainless steel appliances, a built-in desk, and a spacious island with ample storage. Enjoy the durable tile flooring throughout, plantation shutters, solid core doors, and recessed lighting that enhances the home’s clean, contemporary style. A new impact-rated entry door adds peace of mind. The private laundry room features full-size LG washer and dryer along with plenty of built-in storage cabinets. In addition to the amazing views, the primary suite also offers a well-appointed bathroom with dual sinks, generous built-in storage, and a walk-in shower. The guest bedroom has two full-size beds and includes built-in drawers for added convenience. Relax on the screened-in lanai and enjoy your morning coffee or evening cocktails. Gulf & Bay Club spans 32 acres with 800 feet of private beach and offers unmatched amenities, including three heated pools, indoor spa, dry saunas, tennis, pickleball, shuffleboard, billiards, a commercial-grade fitness center, BBQ and picnic areas, electric car charging stations, a car wash area, two clubhouses, a rentable guest suite, and 24-hour gated security. Wi-Fi is available throughout the property. Located adjacent to the world-famous Siesta Key Beach, ranked #1 in the U.S. by TripAdvisor for its powdery white quartz sand. This property offers a rare opportunity to enjoy resort-style living in one of Florida’s most coveted coastal communities.

2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Ph 3 SubDv. ⋅ 34242 Zip Code

Welcome home to Gulf & Bay Club, the premier condominium community on Siesta Key Beach. Enjoy stunning views of the freshwater lake, fountains, island lagoon, swimming pools, sandy beach, and the Gulf of America from your private lanai. Step into this beautifully remodeled Turnkey Furnished, 2-bedroom, 2-bath beach condo offering modern finishes and thoughtful upgrades throughout. The kitchen is a true standout with quartz countertops and tile backsplash, solid wood soft-close cabinets with pull-out drawers, GE stainless steel appliances, a built-in desk, and a spacious island with ample storage. Enjoy the durable tile flooring throughout, plantation shutters, solid core doors, and recessed lighting that enhances the home’s clean, contemporary style. A new impact-rated entry door adds peace of mind. The private laundry room features full-size LG washer and dryer along with plenty of built-in storage cabinets. In addition to the amazing views, the primary suite also offers a well-appointed bathroom with dual sinks, generous built-in storage, and a walk-in shower. The guest bedroom has two full-size beds and includes built-in drawers for added convenience. Relax on the screened-in lanai and enjoy your morning coffee or evening cocktails. Gulf & Bay Club spans 32 acres with 800 feet of private beach and offers unmatched amenities, including three heated pools, indoor spa, dry saunas, tennis, pickleball, shuffleboard, billiards, a commercial-grade fitness center, BBQ and picnic areas, electric car charging stations, a car wash area, two clubhouses, a rentable guest suite, and 24-hour gated security. Wi-Fi is available throughout the property. Located adjacent to the world-famous Siesta Key Beach, ranked #1 in the U.S. by TripAdvisor for its powdery white quartz sand. This property offers a rare opportunity to enjoy resort-style living in one of Florida’s most coveted coastal communities.

5770 Midnight Pass Road Unit 404, Sarasota

$3,195,000

Discover an exceptional income-generating property in the heart of coveted Siesta Key right on Beach Road! This fully renovated raised multi-unit compound features a spacious 2-bedroom, 2-bathroom unit and a 2-bedroom, 1-bathrooom unit (side by side). An impressive gross income in 2023 and n 2024 (despite hurricane-related downtime), this turnkey investment provides immediate cash flow. Note: This property is zoned an RMF (Residential Multifamily) and is legally able to accept nightly rentals. The property boasts recent upgrades including new AC (2022), updated flooring (2025), modernized plumbing (2022), electrical (2022), and hot tubs (2022). This amazing opportunity is the best cap rate on any house on Siesta Key. Whether you're seeking a high-performing Airbnb rental portfolio or a strategic redevelopment opportunity in one of Florida's most desirable beach destinations, this property delivers both immediate income and long-term appreciation potential. Absentee owner managed; turnkey operation available at on a management fee with all staff staying in place. This house already has engineering drawings to enclose the bottom area adding 2,000 additonal square foot, that would increase rent by or more. This property could be purchased as a portfolio with 5228 Calle Menorca and 6550 Sabal Road.

4 Beds ⋅ 3 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Discover an exceptional income-generating property in the heart of coveted Siesta Key right on Beach Road! This fully renovated raised multi-unit compound features a spacious 2-bedroom, 2-bathroom unit and a 2-bedroom, 1-bathrooom unit (side by side). An impressive gross income in 2023 and n 2024 (despite hurricane-related downtime), this turnkey investment provides immediate cash flow. Note: This property is zoned an RMF (Residential Multifamily) and is legally able to accept nightly rentals. The property boasts recent upgrades including new AC (2022), updated flooring (2025), modernized plumbing (2022), electrical (2022), and hot tubs (2022). This amazing opportunity is the best cap rate on any house on Siesta Key. Whether you're seeking a high-performing Airbnb rental portfolio or a strategic redevelopment opportunity in one of Florida's most desirable beach destinations, this property delivers both immediate income and long-term appreciation potential. Absentee owner managed; turnkey operation available at on a management fee with all staff staying in place. This house already has engineering drawings to enclose the bottom area adding 2,000 additonal square foot, that would increase rent by or more. This property could be purchased as a portfolio with 5228 Calle Menorca and 6550 Sabal Road.

527 Beach Road, Sarasota

$1,150,000

Imagine awakening each morning to the gentle symphony of waves caressing powder-white sand on Siesta Key, where the Gulf of Mexico stretches endlessly before you in shimmering turquoise splendor. This exquisite two-bedroom, two-bathroom condominium nestled within the prestigious Casarina community offers a lifestyle that transcends ordinary coastal living. Perched elegantly upon seven acres of lush, tropical grounds directly on world-renowned Crescent Beach, this beautifully updated residence delivers the quintessential beach sanctuary you have been dreaming of. Hurricane impact windows provide peace of mind while framing breathtaking beach and gulf views that will steal your breath daily. The thoughtfully renovated kitchen boasts stainless steel appliances, while sophisticated stone-look tile graces the lanai, creating a seamless indoor-outdoor retreat. Beyond your private haven, Casarina's resort-caliber amenities rival the finest destinations. An expansive heated pool and spa with cabana and outdoor kitchen beckons lazy afternoons, while two grilling areas invite convivial gatherings under swaying palms. A sunset beach-side deck transforms evenings into pure magic, and lighted tennis and pickle-ball courts satisfy your competitive spirit. The community thoughtfully provides an on-site management office, fitness room, and generous community center for celebrations and social events. Just moments away, the charming Siesta Key Village offers eclectic dining and boutique shopping, while Phillippi Estate Park provides serene natural escapes. Whether you envision this as your permanent paradise or a cherished seasonal retreat, this freshly repainted gem delivers beach-side living at its absolute finest. Schedule your private showing today and let the Gulf whisper your name.

2 Beds ⋅ 2 Baths ⋅ Casarina SubDv. ⋅ 34242 Zip Code

Imagine awakening each morning to the gentle symphony of waves caressing powder-white sand on Siesta Key, where the Gulf of Mexico stretches endlessly before you in shimmering turquoise splendor. This exquisite two-bedroom, two-bathroom condominium nestled within the prestigious Casarina community offers a lifestyle that transcends ordinary coastal living. Perched elegantly upon seven acres of lush, tropical grounds directly on world-renowned Crescent Beach, this beautifully updated residence delivers the quintessential beach sanctuary you have been dreaming of. Hurricane impact windows provide peace of mind while framing breathtaking beach and gulf views that will steal your breath daily. The thoughtfully renovated kitchen boasts stainless steel appliances, while sophisticated stone-look tile graces the lanai, creating a seamless indoor-outdoor retreat. Beyond your private haven, Casarina's resort-caliber amenities rival the finest destinations. An expansive heated pool and spa with cabana and outdoor kitchen beckons lazy afternoons, while two grilling areas invite convivial gatherings under swaying palms. A sunset beach-side deck transforms evenings into pure magic, and lighted tennis and pickle-ball courts satisfy your competitive spirit. The community thoughtfully provides an on-site management office, fitness room, and generous community center for celebrations and social events. Just moments away, the charming Siesta Key Village offers eclectic dining and boutique shopping, while Phillippi Estate Park provides serene natural escapes. Whether you envision this as your permanent paradise or a cherished seasonal retreat, this freshly repainted gem delivers beach-side living at its absolute finest. Schedule your private showing today and let the Gulf whisper your name.

5880 Midnight Pass Road Unit 605, Sarasota

$584,500

Under contract-accepting backup offers. Welcome to the best location on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. It’s all about convenience and living the good life. Walk to bars, restaurants, the beach. You can walk across the street and rent a boat. Speaking of boats you can dock your boat on our giant seawall for $10.00... yes...ten dollars a month. Your new condominium is an open floor plan with living room/dining room combo. All three rooms have hurricane sliding doors. The main bedroom is very large and the master bath has a walk-in shower. The guest bedroom has 2 double beds with a tub/shower! You also have one covered parking space underneath the main building valued at $25,000.00. We have a beach easement to Siesta Key beach! Our Seawall was replaced in 2019. The building and grounds are in wonderful shape! The Anchorage has so many amenities to offer owners and renters, including an Olympic-size heated swimming pool, Fitness Center, Lighted Pickleball & Tennis Courts, Clubhouse, BBQ & Picnic Areas and Kayak Storage! There is a trolly that you could take to Siesta Key Village to enjoy more shopping, entertainment and dining options. The Anchorage is very conveniently located near Stickney Point Bridge to give you easy access to the mainland, including downtown Sarasota!

2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. Welcome to the best location on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. It’s all about convenience and living the good life. Walk to bars, restaurants, the beach. You can walk across the street and rent a boat. Speaking of boats you can dock your boat on our giant seawall for $10.00... yes...ten dollars a month. Your new condominium is an open floor plan with living room/dining room combo. All three rooms have hurricane sliding doors. The main bedroom is very large and the master bath has a walk-in shower. The guest bedroom has 2 double beds with a tub/shower! You also have one covered parking space underneath the main building valued at $25,000.00. We have a beach easement to Siesta Key beach! Our Seawall was replaced in 2019. The building and grounds are in wonderful shape! The Anchorage has so many amenities to offer owners and renters, including an Olympic-size heated swimming pool, Fitness Center, Lighted Pickleball & Tennis Courts, Clubhouse, BBQ & Picnic Areas and Kayak Storage! There is a trolly that you could take to Siesta Key Village to enjoy more shopping, entertainment and dining options. The Anchorage is very conveniently located near Stickney Point Bridge to give you easy access to the mainland, including downtown Sarasota!

6415 Midnight Pass Road Unit 705, Sarasota

$480,000

Fabulous End Unit in Albacore! Redone with pride of ownership! walk out to your board dock, close to the Pool, outdoor hot tub, fitness room, shuffleboard, very active clubhouse, lots of activities

2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code

Fabulous End Unit in Albacore! Redone with pride of ownership! walk out to your board dock, close to the Pool, outdoor hot tub, fitness room, shuffleboard, very active clubhouse, lots of activities

1257 S Portofino Drive Unit 101, Sarasota