Swfloridafinehomes.com Search Results

$670,000

Enjoy coastal living in this updated 2-bedroom, 2-bath Siesta Key condo, just minutes from Siesta Key Village and the beach. The second-floor residence features a fresh coastal design and a kitchen remodeled in 2020 with granite countertops, stainless-steel appliances, and a washer/dryer. Natural light fills the space through large sliders that open to two spacious lanais with peaceful water and nature views. One of the community’s true highlights is the waterfront area behind the historic Buster Brown clubhouse—perfect for sunsets, shoreline or pier fishing, and watching the Gulf and bay come together. The private pier also provides kayak and water access. Residents enjoy an elevator-accessible lobby, a pool, and a grilling area, creating a relaxed coastal feel ideal for seasonal or year-round living. Being sold fully furnished, with AC replaced in 2022.

2 Beds ⋅ 2 Baths ⋅ Sandy Cove SubDv. ⋅ 34242 Zip Code

Enjoy coastal living in this updated 2-bedroom, 2-bath Siesta Key condo, just minutes from Siesta Key Village and the beach. The second-floor residence features a fresh coastal design and a kitchen remodeled in 2020 with granite countertops, stainless-steel appliances, and a washer/dryer. Natural light fills the space through large sliders that open to two spacious lanais with peaceful water and nature views. One of the community’s true highlights is the waterfront area behind the historic Buster Brown clubhouse—perfect for sunsets, shoreline or pier fishing, and watching the Gulf and bay come together. The private pier also provides kayak and water access. Residents enjoy an elevator-accessible lobby, a pool, and a grilling area, creating a relaxed coastal feel ideal for seasonal or year-round living. Being sold fully furnished, with AC replaced in 2022.

4900 Ocean Boulevard Unit 201, Sarasota

$5,000,000

Exquisite Gulf-front penthouse, a private full-floor residence near Siesta Key’s pristine sands. Immerse yourself in the ultimate coastal luxury lifestyle with this spectacular Gulf-front penthouse, in an exclusive 3-residence boutique building, where each home occupies its private floor. Just near the world-renowned powdery quartz sands of Siesta Beach, this one-of-a-kind 3-bedroom, 3.5-bath residence offers breathtaking, unobstructed panoramic views of the azure Gulf waters and vibrant sunsets from nearly every room. Designed for the beach-loving connoisseur, this exceptional home features 3 spacious bedrooms, including 2 private suites, each with spa-inspired baths and floor-to-ceiling windows showcasing endless Gulf vistas. A second-story bonus room with a half bath provides a versatile space ideal for a media room, home office or guest retreat, all while offering stunning rooftop views. From the moment you get off the private-stop elevator directly into your full-floor residence, you’re met with sweeping Gulf views framed by walls of glass, filling the interiors with natural light and seamless indoor-outdoor ambiance. The expansive open-concept living space is ideal for everyday living and entertaining. The gourmet kitchen is a chef’s dream, featuring premium appliances, sleek modern cabinetry and elegant stone countertops. Travertine and rich wood flooring add warmth and refinement throughout. The magnificent rooftop terrace offers complete privacy for sunbathing, entertaining, or unwinding while enjoying soothing sea breezes and postcard-worthy sunsets. Additional luxury amenities include a secure lobby, a rare 2-car tandem garage with private driveway and private elevator access, delivering the comfort and privacy typically found only in single-family beachfront estates. On ground level, an inviting shaded outdoor lounge and dining area with a built-in grill creates the ideal setting for alfresco meals under the stars, all just a short distance along a private shell path to the soft white sands of Siesta Beach. Beyond the beach, enjoy the vibrant energy of Siesta Village, with boutique shopping, fine dining and lively nightlife just minutes away. If you value privacy, exclusivity and full-floor living paired with direct beach access, this extraordinary penthouse presents a rare opportunity to own one of Siesta Key’s most desired Gulf-front residences.

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

Exquisite Gulf-front penthouse, a private full-floor residence near Siesta Key’s pristine sands. Immerse yourself in the ultimate coastal luxury lifestyle with this spectacular Gulf-front penthouse, in an exclusive 3-residence boutique building, where each home occupies its private floor. Just near the world-renowned powdery quartz sands of Siesta Beach, this one-of-a-kind 3-bedroom, 3.5-bath residence offers breathtaking, unobstructed panoramic views of the azure Gulf waters and vibrant sunsets from nearly every room. Designed for the beach-loving connoisseur, this exceptional home features 3 spacious bedrooms, including 2 private suites, each with spa-inspired baths and floor-to-ceiling windows showcasing endless Gulf vistas. A second-story bonus room with a half bath provides a versatile space ideal for a media room, home office or guest retreat, all while offering stunning rooftop views. From the moment you get off the private-stop elevator directly into your full-floor residence, you’re met with sweeping Gulf views framed by walls of glass, filling the interiors with natural light and seamless indoor-outdoor ambiance. The expansive open-concept living space is ideal for everyday living and entertaining. The gourmet kitchen is a chef’s dream, featuring premium appliances, sleek modern cabinetry and elegant stone countertops. Travertine and rich wood flooring add warmth and refinement throughout. The magnificent rooftop terrace offers complete privacy for sunbathing, entertaining, or unwinding while enjoying soothing sea breezes and postcard-worthy sunsets. Additional luxury amenities include a secure lobby, a rare 2-car tandem garage with private driveway and private elevator access, delivering the comfort and privacy typically found only in single-family beachfront estates. On ground level, an inviting shaded outdoor lounge and dining area with a built-in grill creates the ideal setting for alfresco meals under the stars, all just a short distance along a private shell path to the soft white sands of Siesta Beach. Beyond the beach, enjoy the vibrant energy of Siesta Village, with boutique shopping, fine dining and lively nightlife just minutes away. If you value privacy, exclusivity and full-floor living paired with direct beach access, this extraordinary penthouse presents a rare opportunity to own one of Siesta Key’s most desired Gulf-front residences.

534 Beach Road, Sarasota

$452,000

Welcome to Gulf Holiday Condominium—an exceptional opportunity to own one of just 18 units in this rarely available community. This beautifully updated second-floor, 1-bedroom, 1-bath residence places you just steps from the best of what Sarasota has to offer. Inside, you’ll find stainless steel appliances, quartz and granite countertops, and modern finishes throughout, creating a bright and inviting retreat ideal for personal enjoyment or vacation rental income. If rental income is a priority, you’ll appreciate that this area allows for one-week rentals—a rarity in the surrounding communities. Gulf Holiday Condominium boasts an unbeatable location with effortless access to the white quartz sands of Siesta Key Beach and the vibrant shops, dining, and entertainment of Siesta Key Village. Opportunities like this are truly seldom available—don’t miss your chance to own a piece of paradise and proudly tell your family and friends, “I live where you vacation!

1 Beds ⋅ 1 Baths ⋅ Holiday Apts SubDv. ⋅ 34242 Zip Code

Welcome to Gulf Holiday Condominium—an exceptional opportunity to own one of just 18 units in this rarely available community. This beautifully updated second-floor, 1-bedroom, 1-bath residence places you just steps from the best of what Sarasota has to offer. Inside, you’ll find stainless steel appliances, quartz and granite countertops, and modern finishes throughout, creating a bright and inviting retreat ideal for personal enjoyment or vacation rental income. If rental income is a priority, you’ll appreciate that this area allows for one-week rentals—a rarity in the surrounding communities. Gulf Holiday Condominium boasts an unbeatable location with effortless access to the white quartz sands of Siesta Key Beach and the vibrant shops, dining, and entertainment of Siesta Key Village. Opportunities like this are truly seldom available—don’t miss your chance to own a piece of paradise and proudly tell your family and friends, “I live where you vacation!

73 Avenida Messina Unit 15, Sarasota

$799,900

Under contract-accepting backup offers. Huge opportunity to own a spacious 2,400 sq ft, 3 bedroom condo on Siesta Key with an aggressive, new price drop! Now being offered at $799,900 - an unbelievable $339.22 per square foot (vs recent SK sales average of $460 per square foot). This is a fabulous family investment with plenty of room to sleep 8 people (Note: a 4th bedroom could easily be added). This condo has brand new floor-to-ceiling high impact hurricane sliders that run the entire length of the condo and open to a full 95’ lanai for a nice open-air feeling. Allow your family to enjoy your new vacation home, then use the successful in-house rental program to make additional income for yourself. The best of both worlds! Gated-community amenities abound here: both private beach access and intracoastal access with use of free boat slips and kayak racks. One of the largest heated pools on the Key. Brand new pickleball and tennis courts. Tropical landscaping that includes areas for nice seating on the intracoastal, outdoor grilling and picnics, shuffleboard, cornhole, and basketball goal. Fitness center and party/event space. Wheel-chair accessible property. You can go from car to kitchen with no steps! This condo offers a very desirable split floorplan with the primary bedroom on one end and the other two bedrooms on the opposite end with 2 distinct heating/cooling systems. Also includes 2.5 baths with both a tub and shower option. Generous closets in each room, plus a large owner’s closet, beach closet and unique private, full storage closet in hallway next to condo. Whether you are searching for a spacious family getaway, a peaceful primary residence, and/or a high-performing rental, this rare offering delivers.

3 Beds ⋅ 3 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. Huge opportunity to own a spacious 2,400 sq ft, 3 bedroom condo on Siesta Key with an aggressive, new price drop! Now being offered at $799,900 - an unbelievable $339.22 per square foot (vs recent SK sales average of $460 per square foot). This is a fabulous family investment with plenty of room to sleep 8 people (Note: a 4th bedroom could easily be added). This condo has brand new floor-to-ceiling high impact hurricane sliders that run the entire length of the condo and open to a full 95’ lanai for a nice open-air feeling. Allow your family to enjoy your new vacation home, then use the successful in-house rental program to make additional income for yourself. The best of both worlds! Gated-community amenities abound here: both private beach access and intracoastal access with use of free boat slips and kayak racks. One of the largest heated pools on the Key. Brand new pickleball and tennis courts. Tropical landscaping that includes areas for nice seating on the intracoastal, outdoor grilling and picnics, shuffleboard, cornhole, and basketball goal. Fitness center and party/event space. Wheel-chair accessible property. You can go from car to kitchen with no steps! This condo offers a very desirable split floorplan with the primary bedroom on one end and the other two bedrooms on the opposite end with 2 distinct heating/cooling systems. Also includes 2.5 baths with both a tub and shower option. Generous closets in each room, plus a large owner’s closet, beach closet and unique private, full storage closet in hallway next to condo. Whether you are searching for a spacious family getaway, a peaceful primary residence, and/or a high-performing rental, this rare offering delivers.

6415 Midnight Pass Road Unit 211, Sarasota

$3,750,000

One or more photo(s) has been virtually staged. Nestled within the exclusive gated Siesta Key waterfront enclave of Spice Bay, home to just 14 residences, The Somerset by London Bay Homes defines the pinnacle of coastal contemporary luxury with distinctive West Indies architecture. This two-story, four-bedroom estate harmonizes seamlessly with its lush tropical surroundings, offering serene garden views framed by palms and vibrant flowering landscapes. Just a short stroll from the home, a fully equipped, privately assigned dock along Little Sarasota Bay provides effortless boating access, featuring a 14,000-lb boat lift at the pier’s end. View the immersive 3D Interior Tour One. Spanning more than 5,000 square feet of air-conditioned living space, the estate is designed for both elegance and effortless entertainment. Expansive sliding glass walls open the great room to the pool deck and covered outdoor living area. French oak flooring and silver-toned designer lighting unify the interior, connecting the dining room, gourmet kitchen, study, and master suite with a refined, cohesive flow. A hidden entry room—currently housing a Control 4 home automation system—offers the potential for a future elevator while controlling lighting, music, and security throughout the home. Exquisite millwork enhances the interiors, including beadboard, custom built-ins, and architectural beams along the entry stair wall, great room media feature, and gallery leading to the master suite. Floating beams and polished nickel pendant lighting highlight the kitchen and dining area, while a dramatic pyramid ceiling elevates the master bedroom. The study, with its beamed ceiling and pool deck access, opens via double doors for privacy and elegance. The chef’s kitchen is outfitted with Pompeii white mist quartz countertops, a smoked stiletto tile backsplash, an oversized apron-front breakfast bar, and seamless access to the wine room and butler’s pantry. The dining area flows to the alfresco living space, complete with a fully equipped outdoor kitchen and a dedicated full pool bath. Upstairs, a loft and family room are joined by two guest suites and a fourth bedroom, offering private accommodation for visitors which includes a convenient washer dryer closet. The master suite overlooks the pool and outdoor fireplace and features a private sitting area. Its luxurious bath includes emerald quartz dual vanities, a polished nickel chandelier, a beamed ceiling, and a freestanding soaking tub beneath a picture window. Outdoor living is elevated with a motorized retractable screen, covered lounge and dining area, and a custom Bahama blue linear pool with sun shelf, spa, raised glass-tiled wall with bronze scuppers, and built-in planter. A sun deck, waterfall feature, mosquito misting system, and nearby fireplace create a serene, resort-style experience in complete privacy. The award winning white powdery sands Siesta Key beach, restaurants and fun shopping are a short three miles away. Quick access to downtown Sarasota with entertainment, dining and cultural options. Additional amenities include a three-car air-conditioned garage with motorized storage and bike lifts, a 24kW whole-house Generac generator connected to natural gas, fenced in pet exercise area and irrigation supplied by a private on-site well.

4 Beds ⋅ 4 Baths ⋅ Siesta SubDv. ⋅ 34242 Zip Code

One or more photo(s) has been virtually staged. Nestled within the exclusive gated Siesta Key waterfront enclave of Spice Bay, home to just 14 residences, The Somerset by London Bay Homes defines the pinnacle of coastal contemporary luxury with distinctive West Indies architecture. This two-story, four-bedroom estate harmonizes seamlessly with its lush tropical surroundings, offering serene garden views framed by palms and vibrant flowering landscapes. Just a short stroll from the home, a fully equipped, privately assigned dock along Little Sarasota Bay provides effortless boating access, featuring a 14,000-lb boat lift at the pier’s end. View the immersive 3D Interior Tour One. Spanning more than 5,000 square feet of air-conditioned living space, the estate is designed for both elegance and effortless entertainment. Expansive sliding glass walls open the great room to the pool deck and covered outdoor living area. French oak flooring and silver-toned designer lighting unify the interior, connecting the dining room, gourmet kitchen, study, and master suite with a refined, cohesive flow. A hidden entry room—currently housing a Control 4 home automation system—offers the potential for a future elevator while controlling lighting, music, and security throughout the home. Exquisite millwork enhances the interiors, including beadboard, custom built-ins, and architectural beams along the entry stair wall, great room media feature, and gallery leading to the master suite. Floating beams and polished nickel pendant lighting highlight the kitchen and dining area, while a dramatic pyramid ceiling elevates the master bedroom. The study, with its beamed ceiling and pool deck access, opens via double doors for privacy and elegance. The chef’s kitchen is outfitted with Pompeii white mist quartz countertops, a smoked stiletto tile backsplash, an oversized apron-front breakfast bar, and seamless access to the wine room and butler’s pantry. The dining area flows to the alfresco living space, complete with a fully equipped outdoor kitchen and a dedicated full pool bath. Upstairs, a loft and family room are joined by two guest suites and a fourth bedroom, offering private accommodation for visitors which includes a convenient washer dryer closet. The master suite overlooks the pool and outdoor fireplace and features a private sitting area. Its luxurious bath includes emerald quartz dual vanities, a polished nickel chandelier, a beamed ceiling, and a freestanding soaking tub beneath a picture window. Outdoor living is elevated with a motorized retractable screen, covered lounge and dining area, and a custom Bahama blue linear pool with sun shelf, spa, raised glass-tiled wall with bronze scuppers, and built-in planter. A sun deck, waterfall feature, mosquito misting system, and nearby fireplace create a serene, resort-style experience in complete privacy. The award winning white powdery sands Siesta Key beach, restaurants and fun shopping are a short three miles away. Quick access to downtown Sarasota with entertainment, dining and cultural options. Additional amenities include a three-car air-conditioned garage with motorized storage and bike lifts, a 24kW whole-house Generac generator connected to natural gas, fenced in pet exercise area and irrigation supplied by a private on-site well.

1202 Sharswood Lane, Sarasota

$750,000

Welcome to the exclusive Pompano building, a well-maintained non?55+ community set within the highly sought after Siesta Harbor.. This 2 bed 2 bath, completely remodeled end unit has a wrap around balcony that provides endless views of the ocean and the Intracoastal waterway. Custom kitchen with quartz countertops wood cabinetry with glass inserts, and 2 beautifully renovated bathrooms. Significant amount of storage. 2 month rentals, no pets, washer and dry is common and is located in the corridor right outside your front door. Association fees includes Cable, Water, Trash, Sewer, Internet, Common area taxes, Community Pool, Fitness center, Escrow Reserves Fund, Insurance, Maintenance Exterior, Maintenance Grounds, Manager, Pool Maintenance, Trash.

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

Welcome to the exclusive Pompano building, a well-maintained non?55+ community set within the highly sought after Siesta Harbor.. This 2 bed 2 bath, completely remodeled end unit has a wrap around balcony that provides endless views of the ocean and the Intracoastal waterway. Custom kitchen with quartz countertops wood cabinetry with glass inserts, and 2 beautifully renovated bathrooms. Significant amount of storage. 2 month rentals, no pets, washer and dry is common and is located in the corridor right outside your front door. Association fees includes Cable, Water, Trash, Sewer, Internet, Common area taxes, Community Pool, Fitness center, Escrow Reserves Fund, Insurance, Maintenance Exterior, Maintenance Grounds, Manager, Pool Maintenance, Trash.

1325 S Portofino Drive Unit 310, Sarasota

$6,499,000

Under contract-accepting backup offers. Welcome to Residence #201 at Halcyon Siesta Key—a rare opportunity within one of the island’s most exclusive boutique communities. With only six Gulf-front residences, Halcyon offers the ultimate in privacy, luxury, and architectural sophistication. This exquisite coastal retreat blends modern design with relaxed seaside living. Engineered hardwood floors, soft coastal hues, and floor-to-ceiling hurricane-impact windows frame sweeping views of the turquoise Gulf waters. Step off your private elevator into a bright, open floor plan designed for effortless entertaining. The gourmet kitchen features Wolf appliances, a wine fridge, and an oversized island flowing seamlessly into the dining and living spaces. The Gulf-front primary suite is a serene escape with a spa-inspired bath boasting dual vanities, a soaking tub, and a glass-enclosed shower. Two additional guest suites—each with private en-suite baths—offer exceptional comfort, while a versatile den/office provides flexibility for work or an additional bedroom. Unwind on your private Gulf-front terrace, where sunsets and sea breezes set the tone for everyday tranquility. Enjoy direct private beach access and the exclusive front amenity cabin, complete with a fitness center, bathrooms, comfortable lounge area, and an expansive deck ideal for entertaining or relaxing after a day by the water. A private two-car garage and resort-style amenities—including a beachfront pool and fire pit—complete this one-of-a-kind coastal lifestyle!

4 Beds ⋅ 5 Baths ⋅ Halcyon Siesta Key SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. Welcome to Residence #201 at Halcyon Siesta Key—a rare opportunity within one of the island’s most exclusive boutique communities. With only six Gulf-front residences, Halcyon offers the ultimate in privacy, luxury, and architectural sophistication. This exquisite coastal retreat blends modern design with relaxed seaside living. Engineered hardwood floors, soft coastal hues, and floor-to-ceiling hurricane-impact windows frame sweeping views of the turquoise Gulf waters. Step off your private elevator into a bright, open floor plan designed for effortless entertaining. The gourmet kitchen features Wolf appliances, a wine fridge, and an oversized island flowing seamlessly into the dining and living spaces. The Gulf-front primary suite is a serene escape with a spa-inspired bath boasting dual vanities, a soaking tub, and a glass-enclosed shower. Two additional guest suites—each with private en-suite baths—offer exceptional comfort, while a versatile den/office provides flexibility for work or an additional bedroom. Unwind on your private Gulf-front terrace, where sunsets and sea breezes set the tone for everyday tranquility. Enjoy direct private beach access and the exclusive front amenity cabin, complete with a fitness center, bathrooms, comfortable lounge area, and an expansive deck ideal for entertaining or relaxing after a day by the water. A private two-car garage and resort-style amenities—including a beachfront pool and fire pit—complete this one-of-a-kind coastal lifestyle!

6100 Midnight Pass Road Unit 201, Sarasota

$4,690,000

Experience elevated coastal living at Ten35 Seaside, where modern design meets the world-famous shores of Siesta Key. Residence 501, the largest floor plan in the building, offers over 2,600 square feet of contemporary elegance with three bedrooms, three bathrooms, and an impressive 758-square-foot wraparound balcony capturing sweeping Gulf and sunset views. Inside, the residence blends style and quality with a gourmet kitchen featuring solid-wood cabinetry, Wolf and Sub-Zero appliances, an induction cooktop, and a wine refrigerator. SONOS surround sound is thoughtfully integrated throughout the home, enhancing everyday living and entertaining. Additional high-end features include floor-to-ceiling hurricane-impact glass, solid-core doors, Lutron electric shades, sound-limiting windows, high-efficiency systems, and stained tongue-and-groove cypress ceilings on the terraces. The residence also comes with one of the building’s 11 private storage lockers—a rare and valuable convenience—along with two covered parking spaces. Ten35 Seaside enhances beachfront living with resort-style amenities including a Gulf-front pool and spa, fire pit, fitness center, BBQ grilling area, beachside loungers and umbrellas, kayaks, paddleboards, and concierge-arranged water activities. Onsite management, concierge services, and an in-house rental program provide added flexibility and peace of mind, making ownership effortless whether you're home or away. In 2025 alone, this residence generated over $250,000 in rental income—an exceptional opportunity for those seeking both luxury living and strong investment performance. Residence 501 is a refined, modern retreat where incredible views, exceptional design, and full-service convenience come together effortlessly. Discover the ultimate coastal lifestyle on Siesta Key at Ten35 Seaside.

3 Beds ⋅ 3 Baths ⋅ Ten35 Seaside SubDv. ⋅ 34242 Zip Code

Experience elevated coastal living at Ten35 Seaside, where modern design meets the world-famous shores of Siesta Key. Residence 501, the largest floor plan in the building, offers over 2,600 square feet of contemporary elegance with three bedrooms, three bathrooms, and an impressive 758-square-foot wraparound balcony capturing sweeping Gulf and sunset views. Inside, the residence blends style and quality with a gourmet kitchen featuring solid-wood cabinetry, Wolf and Sub-Zero appliances, an induction cooktop, and a wine refrigerator. SONOS surround sound is thoughtfully integrated throughout the home, enhancing everyday living and entertaining. Additional high-end features include floor-to-ceiling hurricane-impact glass, solid-core doors, Lutron electric shades, sound-limiting windows, high-efficiency systems, and stained tongue-and-groove cypress ceilings on the terraces. The residence also comes with one of the building’s 11 private storage lockers—a rare and valuable convenience—along with two covered parking spaces. Ten35 Seaside enhances beachfront living with resort-style amenities including a Gulf-front pool and spa, fire pit, fitness center, BBQ grilling area, beachside loungers and umbrellas, kayaks, paddleboards, and concierge-arranged water activities. Onsite management, concierge services, and an in-house rental program provide added flexibility and peace of mind, making ownership effortless whether you're home or away. In 2025 alone, this residence generated over $250,000 in rental income—an exceptional opportunity for those seeking both luxury living and strong investment performance. Residence 501 is a refined, modern retreat where incredible views, exceptional design, and full-service convenience come together effortlessly. Discover the ultimate coastal lifestyle on Siesta Key at Ten35 Seaside.

1035 Seaside Drive Unit 501, Sarasota

$700,000

A rare top floor opportunity in a quiet corner of Island Reef. Stunning views of Little Sarasota Bay and the Gulf from the always-shaded lanai or balcony where sunrises and sunsets are easily visible this time of year. Renovated from top to bottom, this is one of the few units with "Impact Glass" already installed in the lanai. This is a true turn-key opportunity allows you to move in immediately and start enjoying this little corner of paradise. Kitchen features granite countertops, and the unit includes an in-residence laundry. Furnished and complete with a carport! Island Reef is a serene waterfront community, and one of the few Gulf-to-Bay communities that offers many desirable amenities including a beach, boat docks (lifts allowed), two lit tennis courts, pickleball, two fitness rooms, kayak storage, a library, billiards, a game room, a clubhouse, two heated pools and gas grills. Pet friendly! Tropical gardens enhance the appeal of Island Reef and this wonderful community, conveniently located near two of Siesta Key's popular restaurants. A complimentary trolley provides access to Siesta beach, Siesta Village offering dining, shopping, ice cream, mini donuts, cute brunch spots, dancing, and live music every night of the week.

2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code

A rare top floor opportunity in a quiet corner of Island Reef. Stunning views of Little Sarasota Bay and the Gulf from the always-shaded lanai or balcony where sunrises and sunsets are easily visible this time of year. Renovated from top to bottom, this is one of the few units with "Impact Glass" already installed in the lanai. This is a true turn-key opportunity allows you to move in immediately and start enjoying this little corner of paradise. Kitchen features granite countertops, and the unit includes an in-residence laundry. Furnished and complete with a carport! Island Reef is a serene waterfront community, and one of the few Gulf-to-Bay communities that offers many desirable amenities including a beach, boat docks (lifts allowed), two lit tennis courts, pickleball, two fitness rooms, kayak storage, a library, billiards, a game room, a clubhouse, two heated pools and gas grills. Pet friendly! Tropical gardens enhance the appeal of Island Reef and this wonderful community, conveniently located near two of Siesta Key's popular restaurants. A complimentary trolley provides access to Siesta beach, Siesta Village offering dining, shopping, ice cream, mini donuts, cute brunch spots, dancing, and live music every night of the week.

8779 Midnight Pass Road Unit 502H, Sarasota

$650,000

FULL GULF & SUNSET VIEWS---You will be WOWED by this TURNKEY FURNISHED Siesta Key residence, just moments to the "baby powder" quartz white sands of TOP RATED Siesta Key Beach....This Well-Appointed, Spacious & Pet Friendly Two Bedroom/2 Bath condo has many desired UPDATES: Impact Windows/Sliders; Vinyl Plank Flooring Throughout; Custom Millwork& Plantation Shutters; HVAC & Hot Water Tank replaced 2021; In Unit Washer/Dryer; and a Large Kitchen with solid wood cabinetry; stainless appliances; wine cooler & Generous amounts of Counter Space & Storage!...You will ENJOY your morning coffee Dolphin Watching and your evening cocktails soaking in the Amazing Colors of Sunset over the Gulf...Sea Village is a boutique community that is conveniently located to the dining/shopping/nightlife of the Main Village, features (2) gulfside Pools; fishing pier; Bike Storage & additional Storage Lockers....Perfect as Investment; Vacation or Year-Round Residence.

2 Beds ⋅ 2 Baths ⋅ Sea Village SubDv. ⋅ 34242 Zip Code

FULL GULF & SUNSET VIEWS---You will be WOWED by this TURNKEY FURNISHED Siesta Key residence, just moments to the "baby powder" quartz white sands of TOP RATED Siesta Key Beach....This Well-Appointed, Spacious & Pet Friendly Two Bedroom/2 Bath condo has many desired UPDATES: Impact Windows/Sliders; Vinyl Plank Flooring Throughout; Custom Millwork& Plantation Shutters; HVAC & Hot Water Tank replaced 2021; In Unit Washer/Dryer; and a Large Kitchen with solid wood cabinetry; stainless appliances; wine cooler & Generous amounts of Counter Space & Storage!...You will ENJOY your morning coffee Dolphin Watching and your evening cocktails soaking in the Amazing Colors of Sunset over the Gulf...Sea Village is a boutique community that is conveniently located to the dining/shopping/nightlife of the Main Village, features (2) gulfside Pools; fishing pier; Bike Storage & additional Storage Lockers....Perfect as Investment; Vacation or Year-Round Residence.

4660 Ocean Boulevard Unit E2, Sarasota

$125,000

Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Ownership Package, offering 2 one sixteenth ownership packages of an exceptional Siesta Key Beach residence. This is a rare opportunity to own four consecutive winter weeks (Weeks 14–17), plus 2 additional float weeks—providing extended beachfront living during the most desirable season on America’s #1 beach. For buyers searching for Siesta Key real estate, fractional ownership opportunities, or a luxury Gulf-front condo for sale, this offering stands out as truly exceptional. Step into an expansive residence that radiates comfort and coastal charm. The unit has been beautifully refreshed with more than $150,000 in designer furniture and high-end furnishings, giving the home an elevated, stylish, and welcoming atmosphere. The spacious floor plan includes a primary suite, a secondary suite, and a generous guest bedroom—making it ideal for extended stays and visiting guests. The gourmet kitchen features premium Wolf, Sub-Zero, and Fisher & Paykel appliances, complemented by imported linens and thoughtfully curated accessories that enhance the home’s luxury coastal feel. As an owner, you’ll enjoy signature Hyatt Vacation Club amenities, including full-service beach and concierge support, assistance with local activities, continental breakfast, valet parking, and 24-hour security. Every detail is designed to deliver an effortless blend of private ownership and resort-style living on Siesta Key. Claim your piece of paradise—four uninterrupted winter weeks in a spacious Gulf-front residence—and enjoy the benefits of fractional ownership at a fraction of the cost of full ownership. If you're searching for the perfect Siesta Key beachfront property, this rare four-week package offers unmatched value, flexibility, and lifestyle.

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

Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Ownership Package, offering 2 one sixteenth ownership packages of an exceptional Siesta Key Beach residence. This is a rare opportunity to own four consecutive winter weeks (Weeks 14–17), plus 2 additional float weeks—providing extended beachfront living during the most desirable season on America’s #1 beach. For buyers searching for Siesta Key real estate, fractional ownership opportunities, or a luxury Gulf-front condo for sale, this offering stands out as truly exceptional. Step into an expansive residence that radiates comfort and coastal charm. The unit has been beautifully refreshed with more than $150,000 in designer furniture and high-end furnishings, giving the home an elevated, stylish, and welcoming atmosphere. The spacious floor plan includes a primary suite, a secondary suite, and a generous guest bedroom—making it ideal for extended stays and visiting guests. The gourmet kitchen features premium Wolf, Sub-Zero, and Fisher & Paykel appliances, complemented by imported linens and thoughtfully curated accessories that enhance the home’s luxury coastal feel. As an owner, you’ll enjoy signature Hyatt Vacation Club amenities, including full-service beach and concierge support, assistance with local activities, continental breakfast, valet parking, and 24-hour security. Every detail is designed to deliver an effortless blend of private ownership and resort-style living on Siesta Key. Claim your piece of paradise—four uninterrupted winter weeks in a spacious Gulf-front residence—and enjoy the benefits of fractional ownership at a fraction of the cost of full ownership. If you're searching for the perfect Siesta Key beachfront property, this rare four-week package offers unmatched value, flexibility, and lifestyle.

915 Seaside Drive Unit 606, Weeks 14-17, Sarasota

$575,800

Under contract-accepting backup offers. Welcome to one of the best locations 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. Location is fantastic! Wait until you see the grounds! You have the best of both worlds. Your new condominium is a 2 bedroom 2 bathroom split plan with brand-new hurricane sliding doors. Inside you have abundant natural light and a spacious combo kitchen/dining room/living room setting offering a move-in-ready condition. What truly sets The Anchorage apart is its canal-front dockage with first-come, first-serve boat slips, providing direct access to Sarasota Bay and the Intracoastal Waterway. For boating enthusiasts, this is an exceptional value, $10.00 per month boat slip fee. This is crazy insane ridiculous pricing for a boat slip…offering a rare opportunity to enjoy waterfront living and boating convenience without the premium price or waitlists typically found on Siesta Key. The building is solid concrete! Buyer has one car spot #77. This is a perfect investment for rental opportunities. Weekly rentals are allowed. 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. If you have a boat, The Anchorage also offers free dockage along the Seawall! There is a trolly that you could take to Siesta Key Village to enjoy more shopping, entertainment and dining options. Your new condo has its own carport. 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 one of the best locations 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. Location is fantastic! Wait until you see the grounds! You have the best of both worlds. Your new condominium is a 2 bedroom 2 bathroom split plan with brand-new hurricane sliding doors. Inside you have abundant natural light and a spacious combo kitchen/dining room/living room setting offering a move-in-ready condition. What truly sets The Anchorage apart is its canal-front dockage with first-come, first-serve boat slips, providing direct access to Sarasota Bay and the Intracoastal Waterway. For boating enthusiasts, this is an exceptional value, $10.00 per month boat slip fee. This is crazy insane ridiculous pricing for a boat slip…offering a rare opportunity to enjoy waterfront living and boating convenience without the premium price or waitlists typically found on Siesta Key. The building is solid concrete! Buyer has one car spot #77. This is a perfect investment for rental opportunities. Weekly rentals are allowed. 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. If you have a boat, The Anchorage also offers free dockage along the Seawall! There is a trolly that you could take to Siesta Key Village to enjoy more shopping, entertainment and dining options. Your new condo has its own carport. 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 306, Sarasota

$4,000,000

Coastal Elegance on the Northern tip of Siesta Key. Discover timeless luxury in this waterfront estate nestled in the exclusive Bay Island enclave on Siesta Key's coveted North end. With panoramic views of Roberts Bay and the Intracoastal Waterway, this home captures the essence of Florida lifestyle- elegant, relaxed and designed for seamless indoor/outdoor living. Step inside to find all new engineered hardwood flooring, a gourmet kitchen with all new top of the line appliances featuring a Sub-Zero refrigerator, Bosch dishwasher, a Jenn Air Oven/Microwave combination, a 5-burner gas cooktop, a warming drawer and all new custom-made wood cabinetry. It also has a double door pantry for all your kitchen supplies and a built-in desk for all your recipes or a workstation for the family. The rear of the home has a wall of sliders across the back which gives you expansive views out to the bay. This level has 3 bedrooms and 3 baths, two of them are bedroom suites and there is a large laundry room with new washer/dryer and a wall of shelving for any storage or folding needs. The second level encompasses your main bedroom suite and two expansive screened-in porches/lanais for incredible southern and northern views. The all-new main bath has a soaking tub, a walk-in shower all new cabinetry and a walk-in closet. Stepping outside embrace the outdoors with an open-air pool, and an outdoor shower. Boating enthusiasts will appreciate the three docks, featuring a 16,000-pound boat lift, a 10,000-pound lift for an accessory boat or jet ski, and mooring for a 35-foot boat. The property offers direct sailboat access to the Gulf of Mexico, making it a boater's paradise. The property features a complete newer seawall installed in 2018 with a new wall and cap. The northern tip offers the convenient access to the gulf and easy-on/off the island for shopping, restaurants and access to downtown Sarasota. Freeling Drive is renowned for its pristine waters. From your backyard, watch dolphins play and kayakers glide by. Catch fresh stone crabs and blue crabs right off your dock. You're just minutes away from Siesta Key Beach, Shell Beach, downtown Sarasota, shopping, and the arts.

4 Beds ⋅ 4 Baths ⋅ Bay Island Shores SubDv. ⋅ 34242 Zip Code

Coastal Elegance on the Northern tip of Siesta Key. Discover timeless luxury in this waterfront estate nestled in the exclusive Bay Island enclave on Siesta Key's coveted North end. With panoramic views of Roberts Bay and the Intracoastal Waterway, this home captures the essence of Florida lifestyle- elegant, relaxed and designed for seamless indoor/outdoor living. Step inside to find all new engineered hardwood flooring, a gourmet kitchen with all new top of the line appliances featuring a Sub-Zero refrigerator, Bosch dishwasher, a Jenn Air Oven/Microwave combination, a 5-burner gas cooktop, a warming drawer and all new custom-made wood cabinetry. It also has a double door pantry for all your kitchen supplies and a built-in desk for all your recipes or a workstation for the family. The rear of the home has a wall of sliders across the back which gives you expansive views out to the bay. This level has 3 bedrooms and 3 baths, two of them are bedroom suites and there is a large laundry room with new washer/dryer and a wall of shelving for any storage or folding needs. The second level encompasses your main bedroom suite and two expansive screened-in porches/lanais for incredible southern and northern views. The all-new main bath has a soaking tub, a walk-in shower all new cabinetry and a walk-in closet. Stepping outside embrace the outdoors with an open-air pool, and an outdoor shower. Boating enthusiasts will appreciate the three docks, featuring a 16,000-pound boat lift, a 10,000-pound lift for an accessory boat or jet ski, and mooring for a 35-foot boat. The property offers direct sailboat access to the Gulf of Mexico, making it a boater's paradise. The property features a complete newer seawall installed in 2018 with a new wall and cap. The northern tip offers the convenient access to the gulf and easy-on/off the island for shopping, restaurants and access to downtown Sarasota. Freeling Drive is renowned for its pristine waters. From your backyard, watch dolphins play and kayakers glide by. Catch fresh stone crabs and blue crabs right off your dock. You're just minutes away from Siesta Key Beach, Shell Beach, downtown Sarasota, shopping, and the arts.

878 Freeling Drive, Sarasota

$1,895,000

Nestled at the end of a quiet cul-de-sac on a deep-water canal near Siesta Key Village, this beautifully updated home blends luxury, comfort, and effortless coastal living. A bright, open layout welcomes you with higher ceilings and expansive windows that frame tranquil water views and lush tropical foliage, capturing the true essence of island living. The chef’s kitchen features gleaming quartz countertops, premium appliances, and abundant storage, while the inviting living room is centered around a cozy gas fireplace, which adds warmth, ambiance and creates the perfect setting for relaxing evenings or entertaining guests. Outdoors, the property shines with a solar-heated pebble-tec saltwater pool, lush tropical landscaping, and a private backyard overlooking the canal. Boaters will appreciate the grandfathered boathouse, 10,000-lb lift, refreshed decking, and easy 15–20 minute access to open water along the Grand Canal. An outdoor kitchen area with a barbeque grill makes waterfront dining effortless, while the convenient outdoor bathroom provides easy access for pool days and boating adventures. Inside, the desirable split floor plan includes three bedrooms, highlighted by a sun-filled primary suite with a lovely bath and custom closet. A separate office, den, or potential in-law suite—with its own exterior entrance and plumbing access—adds exceptional flexibility for guests, family, or work-from-home needs. Looking for an investment opportunity? This home offers excellent potential for desirable monthly or long-term rentals in a high-demand waterfront location just minutes from Siesta Key Village. The versatile layout—including the option for a private-entry suite—creates potential for additional income, making it ideal for buyers seeking both personal enjoyment and strong rental performance. French doors in all canal-facing rooms create seamless indoor-outdoor flow, inviting you to embrace Florida’s laid-back lifestyle. With its unbeatable combination of privacy, convenience, and coastal charm—plus world-famous Siesta Key Beach just minutes away—this home offers a rare chance to own a slice of paradise.

3 Beds ⋅ 3 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code

Nestled at the end of a quiet cul-de-sac on a deep-water canal near Siesta Key Village, this beautifully updated home blends luxury, comfort, and effortless coastal living. A bright, open layout welcomes you with higher ceilings and expansive windows that frame tranquil water views and lush tropical foliage, capturing the true essence of island living. The chef’s kitchen features gleaming quartz countertops, premium appliances, and abundant storage, while the inviting living room is centered around a cozy gas fireplace, which adds warmth, ambiance and creates the perfect setting for relaxing evenings or entertaining guests. Outdoors, the property shines with a solar-heated pebble-tec saltwater pool, lush tropical landscaping, and a private backyard overlooking the canal. Boaters will appreciate the grandfathered boathouse, 10,000-lb lift, refreshed decking, and easy 15–20 minute access to open water along the Grand Canal. An outdoor kitchen area with a barbeque grill makes waterfront dining effortless, while the convenient outdoor bathroom provides easy access for pool days and boating adventures. Inside, the desirable split floor plan includes three bedrooms, highlighted by a sun-filled primary suite with a lovely bath and custom closet. A separate office, den, or potential in-law suite—with its own exterior entrance and plumbing access—adds exceptional flexibility for guests, family, or work-from-home needs. Looking for an investment opportunity? This home offers excellent potential for desirable monthly or long-term rentals in a high-demand waterfront location just minutes from Siesta Key Village. The versatile layout—including the option for a private-entry suite—creates potential for additional income, making it ideal for buyers seeking both personal enjoyment and strong rental performance. French doors in all canal-facing rooms create seamless indoor-outdoor flow, inviting you to embrace Florida’s laid-back lifestyle. With its unbeatable combination of privacy, convenience, and coastal charm—plus world-famous Siesta Key Beach just minutes away—this home offers a rare chance to own a slice of paradise.

5165 Sandy Cove Avenue, Siesta Key

$2,895,000

There is only one – Point of Rocks. This is luxury living … served on the rocks. Welcome to Point of Rocks, a home crafted with the same care, balance, and attention to detail as a perfectly mixed drink. Smooth where it should be, bold where it counts, and designed to age beautifully, this thoughtfully curated residence delivers a taste of Siesta Key living that never goes out of style. Designed with farmhouse-inspired décor and three levels of luxuriously livable space, this home invites you to sip, savor, and settle in. High-quality materials and resilient finishes ensure that the aesthetic stays fresh and the home itself stays strong, even with the steady rhythm of rental guests. The ground level sets the flavor profile with a spacious garage/game room and a resort-style pool complete with a custom, rock-inspired water slide, a wink to the home’s playful name. It’s the ultimate place to kick off island hours, toast the sunset or serve up memories on ice. The second level blends design and livability into one smooth pour. The great room, with its timeless palette and elevated farmhouse textures, feels equal parts cozy and chic — ideal for savoring a quiet morning coffee or mixing evening cocktails. The primary suite on this level is its own signature sip: refined, calming, and intentionally crafted. The top floor hosts four comfortable and private en suite bedrooms, each one layered with durable materials chosen to stand the test of time in both style and quality. A dedicated gaming lounge adds another layer of fun, making this level the playful finishing note for guests of all ages as the perfect garnish to this well-balanced home. Whether you're craving an income-producing investment, a coastal escape, or a little blend of both, Point of Rocks delivers a lifestyle that’s relaxed, memorable, and endlessly enjoyable. Raise a glass — this is Siesta Key living...on the rocks. More than a home, Point of Rocks is part of the exclusive Vunique Luxury Residences 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 ⋅ Point Of Rocks Terrace SubDv. ⋅ 34242 Zip Code

There is only one – Point of Rocks. This is luxury living … served on the rocks. Welcome to Point of Rocks, a home crafted with the same care, balance, and attention to detail as a perfectly mixed drink. Smooth where it should be, bold where it counts, and designed to age beautifully, this thoughtfully curated residence delivers a taste of Siesta Key living that never goes out of style. Designed with farmhouse-inspired décor and three levels of luxuriously livable space, this home invites you to sip, savor, and settle in. High-quality materials and resilient finishes ensure that the aesthetic stays fresh and the home itself stays strong, even with the steady rhythm of rental guests. The ground level sets the flavor profile with a spacious garage/game room and a resort-style pool complete with a custom, rock-inspired water slide, a wink to the home’s playful name. It’s the ultimate place to kick off island hours, toast the sunset or serve up memories on ice. The second level blends design and livability into one smooth pour. The great room, with its timeless palette and elevated farmhouse textures, feels equal parts cozy and chic — ideal for savoring a quiet morning coffee or mixing evening cocktails. The primary suite on this level is its own signature sip: refined, calming, and intentionally crafted. The top floor hosts four comfortable and private en suite bedrooms, each one layered with durable materials chosen to stand the test of time in both style and quality. A dedicated gaming lounge adds another layer of fun, making this level the playful finishing note for guests of all ages as the perfect garnish to this well-balanced home. Whether you're craving an income-producing investment, a coastal escape, or a little blend of both, Point of Rocks delivers a lifestyle that’s relaxed, memorable, and endlessly enjoyable. Raise a glass — this is Siesta Key living...on the rocks. More than a home, Point of Rocks is part of the exclusive Vunique Luxury Residences 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.

6910 Midnight Pass Road Unit A, Sarasota

$989,000

Owner Financing Available ~ Siesta Key ~ Siesta Key Beach - Private Beach Access ~ Gulf & Bay Bayside Community ~ Three Bedrooms ~ Two Bathrooms ~ Weekly Rental Property ~ Two Pools / Sauna's ~ Tennis ~ Pickleball ~ Day Dock ~ Garage (Deeded).This bright and serene two-story unit offers a welcoming second-floor entrance and is conveniently located just a short distance from the beach, making it truly move-in ready. As a weekly rental property, it is completely turn-key and situated within the desirable Gulf & Bayside Community. The residence features updates throughout and boasts an excellent layout designed for both comfort and style. Main Level Features: Upon entering, you are greeted by a light-filled kitchen equipped with a vaulted breakfast nook, stainless steel appliances, and a breakfast bar. The kitchen seamlessly flows into the dining room, which is enhanced by a wet bar and a beverage refrigerator, perfect for entertaining. The spacious living room, with its inviting vaulted ceiling, provides an ideal setting for gatherings and relaxation. The first-floor primary bedroom includes an ensuite bathroom that also serves as the guest bathroom. From here, you have access to the screened lanai, creating a seamless indoor-outdoor living experience. Tile flooring extends throughout the main level, except for the staircase leading to the upper floor. Upper Level and Additional Spaces: Upstairs, the home features a bright, multi-use loft area, as well as two luminous guest bedrooms. Each bedroom is complemented by a private Juliet balcony, and they share a bathroom with an enclosed shower. Additional conveniences include an in-unit stackable washer and dryer and a deeded, private one-car garage. Community Amenities: Residents of this community enjoy access to a variety of amenities, including private beach access, two pools, a sauna, a day dock, barbecue grills, tennis and pickleball courts, and a clubhouse. The property is beautifully showcased in photos and a drone virtual tour, inviting you to come and experience all it has to deliver. This is a weekly rental community, the management of which is at the discretion of the owner. Use the onsite management or one of your choosing. Easy to show even during active tenant stays.

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

Owner Financing Available ~ Siesta Key ~ Siesta Key Beach - Private Beach Access ~ Gulf & Bay Bayside Community ~ Three Bedrooms ~ Two Bathrooms ~ Weekly Rental Property ~ Two Pools / Sauna's ~ Tennis ~ Pickleball ~ Day Dock ~ Garage (Deeded).This bright and serene two-story unit offers a welcoming second-floor entrance and is conveniently located just a short distance from the beach, making it truly move-in ready. As a weekly rental property, it is completely turn-key and situated within the desirable Gulf & Bayside Community. The residence features updates throughout and boasts an excellent layout designed for both comfort and style. Main Level Features: Upon entering, you are greeted by a light-filled kitchen equipped with a vaulted breakfast nook, stainless steel appliances, and a breakfast bar. The kitchen seamlessly flows into the dining room, which is enhanced by a wet bar and a beverage refrigerator, perfect for entertaining. The spacious living room, with its inviting vaulted ceiling, provides an ideal setting for gatherings and relaxation. The first-floor primary bedroom includes an ensuite bathroom that also serves as the guest bathroom. From here, you have access to the screened lanai, creating a seamless indoor-outdoor living experience. Tile flooring extends throughout the main level, except for the staircase leading to the upper floor. Upper Level and Additional Spaces: Upstairs, the home features a bright, multi-use loft area, as well as two luminous guest bedrooms. Each bedroom is complemented by a private Juliet balcony, and they share a bathroom with an enclosed shower. Additional conveniences include an in-unit stackable washer and dryer and a deeded, private one-car garage. Community Amenities: Residents of this community enjoy access to a variety of amenities, including private beach access, two pools, a sauna, a day dock, barbecue grills, tennis and pickleball courts, and a clubhouse. The property is beautifully showcased in photos and a drone virtual tour, inviting you to come and experience all it has to deliver. This is a weekly rental community, the management of which is at the discretion of the owner. Use the onsite management or one of your choosing. Easy to show even during active tenant stays.

1225 Siesta Bayside Drive Unit 1225B, Sarasota

$6,925,000

A Once-in-a-Lifetime Offering! Introducing Penthouse #401 at Halcyon Siesta Key—an extraordinary coastal sanctuary where architectural brilliance meets unparalleled exclusivity. This is not just a residence; it’s a legacy. Set atop a boutique, six-unit Gulf-front building, Penthouse #401 is the first and only unit ever to be offered for sale—a true rarity as timeless and coveted as the quartz-crystal sands of Siesta Key Beach, just beyond your expansive floor-to-ceiling windows. Enter through a private elevator into your own foyer and be instantly captivated by panoramic views of the Gulf of Mexico. Encompassing 3,525 square feet, this residence was masterfully designed to blend modern sophistication with relaxed coastal luxury. At the heart of the home lies a chef’s kitchen that redefines gourmet living: top-of-the-line Wolf appliances, double ovens, dual sinks, an oversized island, built-in wine fridge, walk-in pantry, coffee bar, and bespoke cabinetry—crafted for both grand entertaining and effortless everyday living. The open-concept layout flows gracefully through dining and living spaces, enhanced by polished terrazzo flooring and Lutron-controlled lighting and shades that adjust with the touch of a button. Wake up to shimmering Gulf views in the tranquil primary suite, a true retreat offering a spa-like en-suite with radiant heated floors, dual vanities, a sculptural soaking tub, and an oversized glass-enclosed shower. Step outside to a spectacular 674 sq. ft. wraparound balcony—ideal for morning espresso, sunset cocktails, or simply soaking in Siesta Key’s year-round beauty. Three additional guest suites provide private en-suite baths and generous closet space, while a full laundry room, powder bath, and abundant storage complete the home’s thoughtful layout. A private two-car garage ensures convenience and security—an invaluable feature in this exclusive enclave. Life at Halcyon is curated for ease and elegance, with upscale amenities including on-site maintenance, a historic clubhouse, beachfront pool, grilling station, fire pit, and private beach access. Just minutes from Siesta Key Village and Sarasota’s cultural and culinary delights, this location offers the perfect blend of privacy and accessibility. Penthouse #401 is more than a luxury residence—it’s a one-of-one opportunity to own a piece of Gulf-front history on Florida’s most treasured beach.

4 Beds ⋅ 5 Baths ⋅ Halcyon Siesta Key SubDv. ⋅ 34242 Zip Code

A Once-in-a-Lifetime Offering! Introducing Penthouse #401 at Halcyon Siesta Key—an extraordinary coastal sanctuary where architectural brilliance meets unparalleled exclusivity. This is not just a residence; it’s a legacy. Set atop a boutique, six-unit Gulf-front building, Penthouse #401 is the first and only unit ever to be offered for sale—a true rarity as timeless and coveted as the quartz-crystal sands of Siesta Key Beach, just beyond your expansive floor-to-ceiling windows. Enter through a private elevator into your own foyer and be instantly captivated by panoramic views of the Gulf of Mexico. Encompassing 3,525 square feet, this residence was masterfully designed to blend modern sophistication with relaxed coastal luxury. At the heart of the home lies a chef’s kitchen that redefines gourmet living: top-of-the-line Wolf appliances, double ovens, dual sinks, an oversized island, built-in wine fridge, walk-in pantry, coffee bar, and bespoke cabinetry—crafted for both grand entertaining and effortless everyday living. The open-concept layout flows gracefully through dining and living spaces, enhanced by polished terrazzo flooring and Lutron-controlled lighting and shades that adjust with the touch of a button. Wake up to shimmering Gulf views in the tranquil primary suite, a true retreat offering a spa-like en-suite with radiant heated floors, dual vanities, a sculptural soaking tub, and an oversized glass-enclosed shower. Step outside to a spectacular 674 sq. ft. wraparound balcony—ideal for morning espresso, sunset cocktails, or simply soaking in Siesta Key’s year-round beauty. Three additional guest suites provide private en-suite baths and generous closet space, while a full laundry room, powder bath, and abundant storage complete the home’s thoughtful layout. A private two-car garage ensures convenience and security—an invaluable feature in this exclusive enclave. Life at Halcyon is curated for ease and elegance, with upscale amenities including on-site maintenance, a historic clubhouse, beachfront pool, grilling station, fire pit, and private beach access. Just minutes from Siesta Key Village and Sarasota’s cultural and culinary delights, this location offers the perfect blend of privacy and accessibility. Penthouse #401 is more than a luxury residence—it’s a one-of-one opportunity to own a piece of Gulf-front history on Florida’s most treasured beach.

6100 Midnight Pass Road Unit 401, Sarasota

$1,199,000

Huge Price Reduction!!! Fourth-floor end unit offering breathtaking views of the intracoastal waterway, featuring three spacious bedrooms and three full ensuite baths. Newly installed luxury vinyl plank flooring graces the entire unit. The expansive glassed lanai boasts recently replaced sliding doors, complete with accordion shutters on the inner doors and impact-resistant glass on the outer ones. The kitchen has been thoughtfully opened up and reconfigured for optimal enjoyment. The living and dining areas are bright and roomy. Dolphin Bay is a sought-after, gated, pet-friendly community with only 50 units, each having its own private underbuilding garage, and well-known for its vibrant atmosphere. Amenities include three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier, and kayak access. The complex is well-maintained, with a freshly updated exterior and new elevators in 2024, set amidst beautifully landscaped grounds. Just a short stroll to the world-renowned, white crystal sands of Siesta Key beach. Condo fees at Dolphin Bay are being lowered in 2026.

3 Beds ⋅ 3 Baths ⋅ Dolphin Bay-Siesta Key SubDv. ⋅ 34242 Zip Code

Huge Price Reduction!!! Fourth-floor end unit offering breathtaking views of the intracoastal waterway, featuring three spacious bedrooms and three full ensuite baths. Newly installed luxury vinyl plank flooring graces the entire unit. The expansive glassed lanai boasts recently replaced sliding doors, complete with accordion shutters on the inner doors and impact-resistant glass on the outer ones. The kitchen has been thoughtfully opened up and reconfigured for optimal enjoyment. The living and dining areas are bright and roomy. Dolphin Bay is a sought-after, gated, pet-friendly community with only 50 units, each having its own private underbuilding garage, and well-known for its vibrant atmosphere. Amenities include three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier, and kayak access. The complex is well-maintained, with a freshly updated exterior and new elevators in 2024, set amidst beautifully landscaped grounds. Just a short stroll to the world-renowned, white crystal sands of Siesta Key beach. Condo fees at Dolphin Bay are being lowered in 2026.

1240 Dolphin Bay Way Unit 401, Sarasota

$1,395,000

ENJOY SERENE INTRA-COASTAL WATER VIEWS from this this 4th floor, end unit, 3 bedroom, 3 full bath condo at Dolphin Bay. This community lives life to the fullest! Lots of social activities and friendly and caring neighborhood. Take a new look and enjoy the fresh new decor and new high impact windows and sliders, all added in 2025! Reduced condo fees. This meticulously maintained condo lives like a single family home with charm and character. The kitchen was custom built by Yoder Construction, a well-known local company, highly respected for their craftsmanship. Living room and dining area are bright and spacious. The large primary bedroom has a walk-in closet and ensuite with shower and separate soaking tub. There are two other ensuite bedrooms. All three bedrooms have California Closet systems. All windows have custom plantation shutters, adding to the charm and comfort of this amazing condo. You will want to spend your day on the light filled lanai, perfect for entertaining or simply relaxing. Dolphin Bay is a highly desirable, gated, pet friendly, 50-unit complex with a fun filled community atmosphere with three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier and kayak access. Dolphin Bay is well maintained with a freshly updated exterior and new elevators in 2024 and beautifully landscaped grounds. Just a short walk to the world famous, white crystal sands of Siesta Key beach.

3 Beds ⋅ 3 Baths ⋅ Dolphin Bay-Siesta Key SubDv. ⋅ 34242 Zip Code

ENJOY SERENE INTRA-COASTAL WATER VIEWS from this this 4th floor, end unit, 3 bedroom, 3 full bath condo at Dolphin Bay. This community lives life to the fullest! Lots of social activities and friendly and caring neighborhood. Take a new look and enjoy the fresh new decor and new high impact windows and sliders, all added in 2025! Reduced condo fees. This meticulously maintained condo lives like a single family home with charm and character. The kitchen was custom built by Yoder Construction, a well-known local company, highly respected for their craftsmanship. Living room and dining area are bright and spacious. The large primary bedroom has a walk-in closet and ensuite with shower and separate soaking tub. There are two other ensuite bedrooms. All three bedrooms have California Closet systems. All windows have custom plantation shutters, adding to the charm and comfort of this amazing condo. You will want to spend your day on the light filled lanai, perfect for entertaining or simply relaxing. Dolphin Bay is a highly desirable, gated, pet friendly, 50-unit complex with a fun filled community atmosphere with three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier and kayak access. Dolphin Bay is well maintained with a freshly updated exterior and new elevators in 2024 and beautifully landscaped grounds. Just a short walk to the world famous, white crystal sands of Siesta Key beach.

1260 Dolphin Bay Way Unit 404, Sarasota

$1,150,000

Under contract-accepting backup offers. Experience breathtaking, panoramic Gulf of Mexico views from this one of a kind penthouse-level residence. Located in the coveted Gulf-Front Tower at the Palm Bay Club on Siesta Key! Sitting high above the shoreline, you'll have the opportunity to experience amazing Siesta Key Sunsets like never before! This rare opportunity features a bright, open layout with a welcoming foyer, crown molding, and tile flooring throughout. The spacious kitchen includes granite countertops, trey ceiling detail, breakfast-bar seating, and a direct backdrop of the shimmering Gulf. The utility room adds valuable convenience and storage. Resort-style amenities include private deeded beach access, beach chairs, two heated pools (including one beachside), a large hot tub, barbecue areas, bayside fishing pier, lighted tennis & pickleball courts, fitness center, complimentary WiFi, 24-hour security and more. With excellent rental potential and a 3-day minimum rental program, this residence is ideal as a high-performing investment, seasonal escape, or full-time coastal retreat. Offering the best of both worlds with flexibility to make a nice income while still enjoying it personally. The onsite rental management provides an effortless, hands-off experience. Enjoy the island lifestyle just minutes from Siesta Key Village’s boutiques and restaurants, and a short drive to Downtown Sarasota’s vibrant arts and dining scene.

1 Beds ⋅ 1 Baths ⋅ Palm Bay Club SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. Experience breathtaking, panoramic Gulf of Mexico views from this one of a kind penthouse-level residence. Located in the coveted Gulf-Front Tower at the Palm Bay Club on Siesta Key! Sitting high above the shoreline, you'll have the opportunity to experience amazing Siesta Key Sunsets like never before! This rare opportunity features a bright, open layout with a welcoming foyer, crown molding, and tile flooring throughout. The spacious kitchen includes granite countertops, trey ceiling detail, breakfast-bar seating, and a direct backdrop of the shimmering Gulf. The utility room adds valuable convenience and storage. Resort-style amenities include private deeded beach access, beach chairs, two heated pools (including one beachside), a large hot tub, barbecue areas, bayside fishing pier, lighted tennis & pickleball courts, fitness center, complimentary WiFi, 24-hour security and more. With excellent rental potential and a 3-day minimum rental program, this residence is ideal as a high-performing investment, seasonal escape, or full-time coastal retreat. Offering the best of both worlds with flexibility to make a nice income while still enjoying it personally. The onsite rental management provides an effortless, hands-off experience. Enjoy the island lifestyle just minutes from Siesta Key Village’s boutiques and restaurants, and a short drive to Downtown Sarasota’s vibrant arts and dining scene.

5966 Midnight Pass Road Unit G118, Sarasota

$1,225,000

Nestled on the renowned Crescent Beach, Horizon’s West offers a truly exceptional Siesta Key beachfront living experience, where breathtaking Gulf views and unforgettable sunsets become part of everyday life. This beautiful 2-bedroom, 2-bathroom condominium, located on the fourth floor, delivers luxury, privacy, and a prime Gulf-front location on Siesta Key. The updated, turn-key furnished residence welcomes you with an expansive open-concept living area, highlighted by large impact glass windows that frame panoramic views of the Gulf of Mexico. A calming interior palette enhances the peaceful ambiance, creating an ideal environment for both relaxing and entertaining. Thoughtful upgrades throughout the residence include a gourmet kitchen featuring wood cabinetry, granite countertops, and stainless steel appliances. The renovated bathrooms further elevate the home’s modern comfort and charm. Horizon’s West Amenities & Community features more than a residence—it’s a beachfront community designed to embrace the beauty of Siesta Key. Spanning 11 acres, the property offers over 300 feet of deeded beach access, placing the sun, sand, and surf just steps from your door. Residents enjoy a beachside pool and spa, along with grilling areas perfect for gathering with friends and family. On the bay side, a serene waterfront park with a day dock provides a peaceful setting for fishing, watching boats pass, or enjoying the tranquil surroundings of the Intracoastal Waterway. From sweeping Gulf-front views to the convenience of luxury amenities, Horizon’s West offers a lifestyle defined by comfort, elegance, and leisure. If you’ve ever dreamed of living on the beach in Siesta Key, this is your opportunity to make that dream a reality. Welcome home.

2 Beds ⋅ 2 Baths ⋅ Horizons West Bay Side SubDv. ⋅ 34242 Zip Code

Nestled on the renowned Crescent Beach, Horizon’s West offers a truly exceptional Siesta Key beachfront living experience, where breathtaking Gulf views and unforgettable sunsets become part of everyday life. This beautiful 2-bedroom, 2-bathroom condominium, located on the fourth floor, delivers luxury, privacy, and a prime Gulf-front location on Siesta Key. The updated, turn-key furnished residence welcomes you with an expansive open-concept living area, highlighted by large impact glass windows that frame panoramic views of the Gulf of Mexico. A calming interior palette enhances the peaceful ambiance, creating an ideal environment for both relaxing and entertaining. Thoughtful upgrades throughout the residence include a gourmet kitchen featuring wood cabinetry, granite countertops, and stainless steel appliances. The renovated bathrooms further elevate the home’s modern comfort and charm. Horizon’s West Amenities & Community features more than a residence—it’s a beachfront community designed to embrace the beauty of Siesta Key. Spanning 11 acres, the property offers over 300 feet of deeded beach access, placing the sun, sand, and surf just steps from your door. Residents enjoy a beachside pool and spa, along with grilling areas perfect for gathering with friends and family. On the bay side, a serene waterfront park with a day dock provides a peaceful setting for fishing, watching boats pass, or enjoying the tranquil surroundings of the Intracoastal Waterway. From sweeping Gulf-front views to the convenience of luxury amenities, Horizon’s West offers a lifestyle defined by comfort, elegance, and leisure. If you’ve ever dreamed of living on the beach in Siesta Key, this is your opportunity to make that dream a reality. Welcome home.

6140 Midnight Pass Road Unit 407, Sarasota

$1,113,000

Welcome to your beachfront oasis! VIDEO WALK THROUGH AVAILABLE UPON REQUEST. Discover your perfect getaway in this beautifully refreshed 7th-floor condo, offering stunning balcony views of the Gulf of Mexico. With 1,285 square feet of living space, this fully furnished property features 2 bedrooms and 2 full bathrooms—all you need to bring is your bathing suit and toothbrush! The light-filled great room seamlessly connects the kitchen, living area, and dining space, making it ideal for relaxation and entertaining. Recent upgrades include new HVAC (3/2026), elegant touches like solid surface countertops, a stylish backsplash, and pendant lighting in the kitchen, along with a freshly painted interior and new lighted ceiling fans, The primary bathroom boasts a new solid surface vanity, a backlit mirror, a glass shower door, and designer tiled flooring, just to name a few. After a day at the beach, take a refreshing dip in the pool or unwind on your spacious balcony while watching the sunset. With an onsite management team, your beach retreat promises to be both profitable and hassle-free. This condo has a robust rental history, making it a fantastic investment opportunity for vacation rentals. Residents and guests of Jamaica Royal benefit from deeded assigned parking and access to private beach chairs. Located in a prime area, you can easily explore local restaurants and enjoy live music, all just a trolley or bike ride away. Don’t miss your chance to own this incredible piece of paradise!

2 Beds ⋅ 2 Baths ⋅ Jamaica Royale Tower Ii SubDv. ⋅ 34242 Zip Code

Welcome to your beachfront oasis! VIDEO WALK THROUGH AVAILABLE UPON REQUEST. Discover your perfect getaway in this beautifully refreshed 7th-floor condo, offering stunning balcony views of the Gulf of Mexico. With 1,285 square feet of living space, this fully furnished property features 2 bedrooms and 2 full bathrooms—all you need to bring is your bathing suit and toothbrush! The light-filled great room seamlessly connects the kitchen, living area, and dining space, making it ideal for relaxation and entertaining. Recent upgrades include new HVAC (3/2026), elegant touches like solid surface countertops, a stylish backsplash, and pendant lighting in the kitchen, along with a freshly painted interior and new lighted ceiling fans, The primary bathroom boasts a new solid surface vanity, a backlit mirror, a glass shower door, and designer tiled flooring, just to name a few. After a day at the beach, take a refreshing dip in the pool or unwind on your spacious balcony while watching the sunset. With an onsite management team, your beach retreat promises to be both profitable and hassle-free. This condo has a robust rental history, making it a fantastic investment opportunity for vacation rentals. Residents and guests of Jamaica Royal benefit from deeded assigned parking and access to private beach chairs. Located in a prime area, you can easily explore local restaurants and enjoy live music, all just a trolley or bike ride away. Don’t miss your chance to own this incredible piece of paradise!

5830 Midnight Pass Road Unit 705, Sarasota

$875,000

Experience breathtaking, 180 degree FULL GULF VIEWS from this 8th floor North Tower residence overlooking 800’ of private beach in the premiere Gulf front property of Whispering Sands! Priced to sell, this 2 bedroom/2 bath, upper floor unit represents an exceptional investment opportunity in one of Siesta Key’s most sought after communities. It could be considered a blank slate, offering the new owner the opportunity to use their imagination and create a retreat that reflects their own personal style. A 25' private balcony, accessible via floor to ceiling sliders opening from the living room and primary bedroom, offers panoramic vistas across the shimmering shoreline and powder soft sands and a lifetime of spectacular symphonies of colorful sunsets over the Gulf. A complete set of NEW 2024 hurricane impact exterior balcony sliders provides total peace of mind. The galley kitchen includes a nice eat-in space and Bosch, Whirlpool, and Frigidaire appliances. The primary bedroom features an ensuite bath with tub/shower combination, walk-in closet, and generous vanity area. The guest bedroom is large enough to accommodate two queen beds – or would easily make a great home office or den. The furniture and furnishings minus a small exclusion list are being offered with this property. Seize this opportunity to create a lifetime of memories by investing in one of Siesta Key’s most desirable Gulf front communities.

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

Experience breathtaking, 180 degree FULL GULF VIEWS from this 8th floor North Tower residence overlooking 800’ of private beach in the premiere Gulf front property of Whispering Sands! Priced to sell, this 2 bedroom/2 bath, upper floor unit represents an exceptional investment opportunity in one of Siesta Key’s most sought after communities. It could be considered a blank slate, offering the new owner the opportunity to use their imagination and create a retreat that reflects their own personal style. A 25' private balcony, accessible via floor to ceiling sliders opening from the living room and primary bedroom, offers panoramic vistas across the shimmering shoreline and powder soft sands and a lifetime of spectacular symphonies of colorful sunsets over the Gulf. A complete set of NEW 2024 hurricane impact exterior balcony sliders provides total peace of mind. The galley kitchen includes a nice eat-in space and Bosch, Whirlpool, and Frigidaire appliances. The primary bedroom features an ensuite bath with tub/shower combination, walk-in closet, and generous vanity area. The guest bedroom is large enough to accommodate two queen beds – or would easily make a great home office or den. The furniture and furnishings minus a small exclusion list are being offered with this property. Seize this opportunity to create a lifetime of memories by investing in one of Siesta Key’s most desirable Gulf front communities.

19 Whispering Sands Drive Unit 802, Sarasota

$600,000

Welcome to The Anchorage Yacht and Tennis Club on Siesta Key, a gated waterfront community that combines resort-style amenities, private deeded beach access just across the street, and rare value for boaters, all in one of the island’s most desirable locations. This turnkey furnished 2-bedroom, 2-bath condo features a split floor plan, ensuite bedrooms, new flooring, and abundant natural light, offering a move-in-ready retreat with strong weekly rental potential. What truly sets The Anchorage apart is its canal-front dockage with first-come, first-serve boat slips, providing direct access to Little Sarasota Bay and the Intracoastal Waterway. For boating enthusiasts, this is an exceptional value—offering a rare opportunity to enjoy waterfront living and boating convenience without the premium price or waitlists typically found on Siesta Key. The Anchorage also features an unmatched amenity package: the largest Olympic-size heated pool on Siesta Key, lighted tennis and pickleball courts, a fitness center, sauna, kayak storage and launch, shuffleboard, BBQ and picnic areas, and lush, tropical landscaping throughout the beautifully maintained grounds. The unit includes one covered assigned parking space, with ample guest parking available. Located mid-Key, just minutes from Siesta Key Village, this property offers the ideal balance of access and escape. Whether you're looking for a beach retreat, a boating lifestyle, an income-producing rental, or all three, this property delivers exceptional value, flexibility, and location in one of Florida’s top coastal destinations.

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

Welcome to The Anchorage Yacht and Tennis Club on Siesta Key, a gated waterfront community that combines resort-style amenities, private deeded beach access just across the street, and rare value for boaters, all in one of the island’s most desirable locations. This turnkey furnished 2-bedroom, 2-bath condo features a split floor plan, ensuite bedrooms, new flooring, and abundant natural light, offering a move-in-ready retreat with strong weekly rental potential. What truly sets The Anchorage apart is its canal-front dockage with first-come, first-serve boat slips, providing direct access to Little Sarasota Bay and the Intracoastal Waterway. For boating enthusiasts, this is an exceptional value—offering a rare opportunity to enjoy waterfront living and boating convenience without the premium price or waitlists typically found on Siesta Key. The Anchorage also features an unmatched amenity package: the largest Olympic-size heated pool on Siesta Key, lighted tennis and pickleball courts, a fitness center, sauna, kayak storage and launch, shuffleboard, BBQ and picnic areas, and lush, tropical landscaping throughout the beautifully maintained grounds. The unit includes one covered assigned parking space, with ample guest parking available. Located mid-Key, just minutes from Siesta Key Village, this property offers the ideal balance of access and escape. Whether you're looking for a beach retreat, a boating lifestyle, an income-producing rental, or all three, this property delivers exceptional value, flexibility, and location in one of Florida’s top coastal destinations.

6415 Midnight Pass Road Unit 310, Sarasota

$415,000

Nestled in the beachfront community of Casa Mar, this charming 1-bedroom, 1-bath condo offers the perfect blend of vintage character and island convenience. Featuring 600 sqft of living space + 108 sqft screened lanai, this light-filled unit is just steps from Siesta Key’s world-renowned white sand beaches. Inside, the open living area feels bright and airy with vaulted wood-beamed ceilings, natural light streaming through the sliding glass doors and multiple windows, a large storage closet, and timeless terrazzo flooring throughout. The cozy kitchen with solid surface counters opens seamlessly to the living space and located just off the lanai—perfect for enjoying morning coffee with a tropical view. The spacious bedroom provides ample storage, and the bathroom features a walk-in shower with clean finishes. Recent updates include a new A/C (2025), new building roof (2024), partial impact windows, and a new water heater in 2021. You’ll love the convenience of the assigned covered carport, located directly outside the entrance—no stairs, no hassle! Casa Mar features 200 feet of private deeded beach frontage with two covered pavilions, 2 community pools, a tennis & pickleball court, basketball hoop, and a clubhouse, 4 BBQ grilling areas with picnic tables, and laundry facilities. Amenities included in your condo fee: cable TV, internet, water/sewer, building insurance, and grounds maintenance. Short-term rentals (1-week minimum) are permitted—ideal for investment or personal use! And don't forget the Siesta Key Trolley stop right at the community entrance for convenient free rides on Siesta Key! Whether you’re seeking a personal getaway, seasonal escape, or income-producing vacation rental, this cozy Casa Mar condo offers endless possibilities—just steps from the Gulf of Mexico!

1 Beds ⋅ 1 Baths ⋅ Casa Mar SubDv. ⋅ 34242 Zip Code

Nestled in the beachfront community of Casa Mar, this charming 1-bedroom, 1-bath condo offers the perfect blend of vintage character and island convenience. Featuring 600 sqft of living space + 108 sqft screened lanai, this light-filled unit is just steps from Siesta Key’s world-renowned white sand beaches. Inside, the open living area feels bright and airy with vaulted wood-beamed ceilings, natural light streaming through the sliding glass doors and multiple windows, a large storage closet, and timeless terrazzo flooring throughout. The cozy kitchen with solid surface counters opens seamlessly to the living space and located just off the lanai—perfect for enjoying morning coffee with a tropical view. The spacious bedroom provides ample storage, and the bathroom features a walk-in shower with clean finishes. Recent updates include a new A/C (2025), new building roof (2024), partial impact windows, and a new water heater in 2021. You’ll love the convenience of the assigned covered carport, located directly outside the entrance—no stairs, no hassle! Casa Mar features 200 feet of private deeded beach frontage with two covered pavilions, 2 community pools, a tennis & pickleball court, basketball hoop, and a clubhouse, 4 BBQ grilling areas with picnic tables, and laundry facilities. Amenities included in your condo fee: cable TV, internet, water/sewer, building insurance, and grounds maintenance. Short-term rentals (1-week minimum) are permitted—ideal for investment or personal use! And don't forget the Siesta Key Trolley stop right at the community entrance for convenient free rides on Siesta Key! Whether you’re seeking a personal getaway, seasonal escape, or income-producing vacation rental, this cozy Casa Mar condo offers endless possibilities—just steps from the Gulf of Mexico!

6006 Midnight Pass Road Unit 11, Sarasota

$570,000

PRICE IMPROVEMENT!! Step into relaxed coastal living at the premiere GULF FRONT property of Whispering Sands on world famous Siesta Key! This lovely, immaculately maintained 2 bed/2 bath, 2nd floor retreat instantly embraces you with its soft, soothing, aqua hues and comfortable, inviting layout. One of the best features of this unit is its spectacular 34’ screened and glassed lanai running the entire length of the unit, offering RARE WATER VIEWS of both the sparkling clubhouse pool and shimmering lagoon, with a peekaboo view of the Gulf! Framed by graceful palms and gentle Gulf breezes, your lanai is perfect for enjoying peaceful morning coffee or sunset cocktails. The updated kitchen features granite counters, stainless Whirlpool appliances, and crisp subway tile backsplash. SELECTED LIVING & DINING ROOM FURNISHINGS ARE BEING OFFERED with this unit including an entertainment center with remote controlled electric fireplace. The spacious primary bedroom includes a walk-in closet and ensuite bath with glassed shower. Equally spacious, the guest bedroom is large enough to hold 2 queen beds. When you’re not gazing from your lanai, take the elevator down one floor for a swim in the pool or an invigorating workout in the clubhouse right next door! The clubhouse is currently undergoing complete remodeling and will include fitness rooms, a full catering kitchen, large screen TV, and an elegant, comfortable space for social events or private entertaining. This unit also comes with an assigned storage locker for all of your beach essentials. The common laundry room just steps from this unit features 2 sets of W/Ds, enabling you to complete your laundry in half the time so you can spend more time outdoors enjoying the Florida lifestyle! Ideally located right next to the colorful boutiques & restaurants of Siesta Key Village, Whispering Sands is an exceptional 55+ Gulf front community offering 800' of PRIVATE beach, two heated pools, clubhouse, new beachside Tiki Hut, gas grills, shuffleboard, & canoe/kayak storage. Experience the perfect blend of tranquility, community, and coastal charm. Your island retreat awaits!

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

PRICE IMPROVEMENT!! Step into relaxed coastal living at the premiere GULF FRONT property of Whispering Sands on world famous Siesta Key! This lovely, immaculately maintained 2 bed/2 bath, 2nd floor retreat instantly embraces you with its soft, soothing, aqua hues and comfortable, inviting layout. One of the best features of this unit is its spectacular 34’ screened and glassed lanai running the entire length of the unit, offering RARE WATER VIEWS of both the sparkling clubhouse pool and shimmering lagoon, with a peekaboo view of the Gulf! Framed by graceful palms and gentle Gulf breezes, your lanai is perfect for enjoying peaceful morning coffee or sunset cocktails. The updated kitchen features granite counters, stainless Whirlpool appliances, and crisp subway tile backsplash. SELECTED LIVING & DINING ROOM FURNISHINGS ARE BEING OFFERED with this unit including an entertainment center with remote controlled electric fireplace. The spacious primary bedroom includes a walk-in closet and ensuite bath with glassed shower. Equally spacious, the guest bedroom is large enough to hold 2 queen beds. When you’re not gazing from your lanai, take the elevator down one floor for a swim in the pool or an invigorating workout in the clubhouse right next door! The clubhouse is currently undergoing complete remodeling and will include fitness rooms, a full catering kitchen, large screen TV, and an elegant, comfortable space for social events or private entertaining. This unit also comes with an assigned storage locker for all of your beach essentials. The common laundry room just steps from this unit features 2 sets of W/Ds, enabling you to complete your laundry in half the time so you can spend more time outdoors enjoying the Florida lifestyle! Ideally located right next to the colorful boutiques & restaurants of Siesta Key Village, Whispering Sands is an exceptional 55+ Gulf front community offering 800' of PRIVATE beach, two heated pools, clubhouse, new beachside Tiki Hut, gas grills, shuffleboard, & canoe/kayak storage. Experience the perfect blend of tranquility, community, and coastal charm. Your island retreat awaits!

199 Whispering Sands Drive Unit 201, Sarasota

$625,000

Your dream Beachside villa is here. Smartly appointed with updated bathrooms and kitchen. Turn key furnished! Carport. Weekly rental can provide income for the owner. On-site manager. Island house is a superbly maintained complex featuring two beach cabanas, a beach, rinsing station, beach, chairs, a large heated, swimming pool, shuffleboard with a view, a game room, two gas grills available to all and a beachfront courtyard where you will experience the most amazing sunsets. Ride the free trolley to Siesta Key village for Dining shopping and entertainment.

2 Beds ⋅ 2 Baths ⋅ Island House SubDv. ⋅ 34242 Zip Code

Your dream Beachside villa is here. Smartly appointed with updated bathrooms and kitchen. Turn key furnished! Carport. Weekly rental can provide income for the owner. On-site manager. Island house is a superbly maintained complex featuring two beach cabanas, a beach, rinsing station, beach, chairs, a large heated, swimming pool, shuffleboard with a view, a game room, two gas grills available to all and a beachfront courtyard where you will experience the most amazing sunsets. Ride the free trolley to Siesta Key village for Dining shopping and entertainment.

6150 Midnight Pass Road Unit 26, Sarasota

$575,000

At its new price point, this fully remodeled beachfront villa offers something rare on Siesta Key. It is one of the most accessible ways to own on the Gulf here, with full resort amenities and real income potential. Jamaica Royale is a true beachfront community, with its own private white sand beach, three heated pools, and quiet garden pathways leading down to the shore. The interior has been completely transformed. This ground floor villa sits steps from the Gulf, where mornings begin with gentle waves and evenings settle into lingering sunsets. At a generous 728 square feet, it lives larger than most one bedroom homes on the beach, with a smart layout that makes the most of every foot. Updates include new doors and windows engineered to resist impact, a redesigned kitchen with new lower cabinets and granite countertops, an upgraded primary bathroom, and new base trim and interior doors. The furniture and appliances are all new, including the dishwasher, refrigerator, washer, dryer, AC, and water heater. Everything is ready, whether you want to move in and enjoy it or rent it out right away. Ownership here is refreshingly simple. Cable, water, and sewer are all included in association dues, so carrying costs stay predictable with no upkeep to manage. Owners are welcome to bring their pets, a rare perk for these types of communities, and a real draw for anyone who wants their dog along for island life. An optional rental program, run right on the property, makes it easy to generate income while you are away, with the home professionally cared for the whole time. Spend your days in a private cabana on the sand, walking the shoreline, or grilling at the beachside BBQ. When you want to explore, public transportation reaches downtown Sarasota, Gulf Gate, and Siesta Village. Whether you want a smart beachfront investment, a second home that pays its own way, or both, this villa delivers rare value on one of the most celebrated beaches in the country. Schedule your private showing and see what makes Jamaica Royale so special. A 1% RATE REDUCTION IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.

1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code

At its new price point, this fully remodeled beachfront villa offers something rare on Siesta Key. It is one of the most accessible ways to own on the Gulf here, with full resort amenities and real income potential. Jamaica Royale is a true beachfront community, with its own private white sand beach, three heated pools, and quiet garden pathways leading down to the shore. The interior has been completely transformed. This ground floor villa sits steps from the Gulf, where mornings begin with gentle waves and evenings settle into lingering sunsets. At a generous 728 square feet, it lives larger than most one bedroom homes on the beach, with a smart layout that makes the most of every foot. Updates include new doors and windows engineered to resist impact, a redesigned kitchen with new lower cabinets and granite countertops, an upgraded primary bathroom, and new base trim and interior doors. The furniture and appliances are all new, including the dishwasher, refrigerator, washer, dryer, AC, and water heater. Everything is ready, whether you want to move in and enjoy it or rent it out right away. Ownership here is refreshingly simple. Cable, water, and sewer are all included in association dues, so carrying costs stay predictable with no upkeep to manage. Owners are welcome to bring their pets, a rare perk for these types of communities, and a real draw for anyone who wants their dog along for island life. An optional rental program, run right on the property, makes it easy to generate income while you are away, with the home professionally cared for the whole time. Spend your days in a private cabana on the sand, walking the shoreline, or grilling at the beachside BBQ. When you want to explore, public transportation reaches downtown Sarasota, Gulf Gate, and Siesta Village. Whether you want a smart beachfront investment, a second home that pays its own way, or both, this villa delivers rare value on one of the most celebrated beaches in the country. Schedule your private showing and see what makes Jamaica Royale so special. A 1% RATE REDUCTION IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.

5830 Midnight Pass Road Unit 61, Sarasota

$425,000

Virtually Staged. Enjoy the best of Siesta Key living in beautiful Sandy Cove 3, an intimate and highly desirable community of just 16 units with a heated pool and exceptional Gulf-side amenities. This fully renovated 1-bedroom, 1-bath residence features all-new stainless-steel appliances, wood cabinetry, quartz countertops, a new bathroom vanity, an updated shower, and fresh interior paint. Tile flooring flows throughout the open floor plan, creating a bright and cohesive living space. Both the primary bedroom and kitchen open to a charming side porch overlooking the pool, perfect for relaxing and enjoying the coastal breeze. The lush, tropical grounds include a kayak rack and a historic clubhouse for residents to enjoy. End each day with magnificent Gulf sunsets from Sandy Cove’s private fishing pier and park-like waterfront setting. This pet-friendly community is within walking distance to Siesta Key Village, offering restaurants, entertainment, shopping, and more. Whether you’re looking for a great rental opportunity or a place to call home, this property invites you to experience the best of Siesta Key. Schedule your showing today!

1 Beds ⋅ 1 Baths ⋅ Sandy Cove SubDv. ⋅ 34242 Zip Code

Virtually Staged. Enjoy the best of Siesta Key living in beautiful Sandy Cove 3, an intimate and highly desirable community of just 16 units with a heated pool and exceptional Gulf-side amenities. This fully renovated 1-bedroom, 1-bath residence features all-new stainless-steel appliances, wood cabinetry, quartz countertops, a new bathroom vanity, an updated shower, and fresh interior paint. Tile flooring flows throughout the open floor plan, creating a bright and cohesive living space. Both the primary bedroom and kitchen open to a charming side porch overlooking the pool, perfect for relaxing and enjoying the coastal breeze. The lush, tropical grounds include a kayak rack and a historic clubhouse for residents to enjoy. End each day with magnificent Gulf sunsets from Sandy Cove’s private fishing pier and park-like waterfront setting. This pet-friendly community is within walking distance to Siesta Key Village, offering restaurants, entertainment, shopping, and more. Whether you’re looking for a great rental opportunity or a place to call home, this property invites you to experience the best of Siesta Key. Schedule your showing today!

117 Pass Key Road Unit 117, Sarasota

$625,000

Your dream Beachside villa is here. Smartly appointed with updated bathrooms and kitchen. Turn key furnished! Carport. Weekly rental can provide income for the owner. On-site manager. Island house is a superbly maintained complex featuring two beach cabanas, a beach, rinsing station, beach, chairs, a large heated, swimming pool, shuffleboard with a view, a game room, two gas grills available to all and a beachfront courtyard where you will experience the most amazing sunsets. Ride the free trolley to Siesta Key village for Dining shopping and entertainment.

2 Beds ⋅ 2 Baths ⋅ Island House SubDv. ⋅ 34242 Zip Code

Your dream Beachside villa is here. Smartly appointed with updated bathrooms and kitchen. Turn key furnished! Carport. Weekly rental can provide income for the owner. On-site manager. Island house is a superbly maintained complex featuring two beach cabanas, a beach, rinsing station, beach, chairs, a large heated, swimming pool, shuffleboard with a view, a game room, two gas grills available to all and a beachfront courtyard where you will experience the most amazing sunsets. Ride the free trolley to Siesta Key village for Dining shopping and entertainment.

6150 Midnight Pass Road Unit 13, Sarasota