Between $800,000 - $900,000 Siesta Key FL Real Estate, Homes, Condos for Sale - Ed Grabowski

4 Beds ⋅ 4 Baths ⋅ Midnight Harbor Sub SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. Prime waterfront rebuild opportunity on Siesta Key. Tear-down structure on property. Selling for land value only. AS IS situation. Investor or builder's dream! High-equity potential in a neighborhood of multi-million dollar luxury estates. The existing home is heavily storm-damaged and is being sold strictly for lot value. While the existing structure has sustained significant damage from two recent hurricanes, the true value lies in the land, the location, and the limitless potential for a custom waterfront estate. AS IS seawall. Bring your architect, your builder, and your vision. Embrace the ultimate coastal lifestyle with this rare blank canvas on world-renowned Siesta Key. Nestled on a highly coveted bayside lot, this property offers breathtaking water views and access. All this just minutes from one of the best beaches in the world. Walk or drive to dinner and shopping. Half a mile south to the Stickney Point Bridge. Twenty minutes from beautiful downtown Sarasota.

7425 Midnight Pass Road, Sarasota

$849,000

2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code

Discover this one-of-a-kind unit in Excelsior, featuring two spacious bedrooms and two bathrooms, complemented by an added staircase leading to a spacious second-story LOFT. A structural beam has been expertly installed to support the loft, and all ceilings have been RAISED, enhanced with foam insulation throughout the attic for improved energy efficiency. The kitchen boasts custom solid wood cabinetry, elegant crown molding, and solid core doors. BRAND NEW carpet installed throughout bedrooms, loft and staircase. Enjoy year-round comfort with a Newer HVAC system (2023). Looking out from your front door, take in the breathtaking Gulf views, perfect for watching gorgeous sunsets. The Gulf to Bay community offers private deeded beach access and a wealth of amenities, including two large heated swimming pools with poolside restrooms and hot water showers, shuffleboard, two heated whirlpools, two lighted tennis courts, and two pickleball courts. For fitness enthusiasts, a well-equipped fitness center awaits, along with a spacious Gulf side sun deck, beach loungers and chairs, and outdoor barbecues and picnic areas. 2 Week rental minimums for those seeking to generate some income. Additionally, enjoy the intercoastal fishing pier with a shaded viewing area, a welcoming community room, and engaging monthly community events. Don’t miss your opportunity to own this exceptional property with unparalleled amenities!

6263 Midnight Pass Road Unit 403, Sarasota

$859,000

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

Virtually Staged. Live the ultimate island life in the highly sought-after waterfront community of Siesta Isles. Perfectly positioned just 0.8 miles from the public parking lot of world-famous Siesta Beach, you can easily stroll to the powdery white sands that make this area America's number one beach. Enjoy a short, breezy bike ride to the charming shops and incredible dining of Siesta Village, all without ever having to step foot on the main roads. This three-bedroom, two-and-a-half-bathroom single-family home presents an incredible opportunity to design your ideal coastal retreat. Serving as a true artist's blank canvas, the residence invites you to bring your creative vision and reimagine every room into a custom masterpiece. You will have piece of mind knowing the roof and AC are only 2 years old! The newer kitchen and updated appliances shine. The exterior boasts lush, mature landscaping with a gorgeous canopy of trees and gardens, providing a beautifully serene and shaded oasis for outdoor living. For boating enthusiasts, you are merely fifteen minutes by water to the spectacular Sarasota Bay, featuring direct Gulf access with just a single bridge. When you are ready for a change of pace, a quick fifteen-minute drive transports you to the vibrant heart of downtown Sarasota, rich with cultural and urban amenities. This is a one-of-a-kind opportunity to craft a dream home in an absolutely unbeatable location.

5451 Shadow Lawn Drive, Sarasota

$879,900

2 Beds ⋅ 2 Baths ⋅ Siestas Bayside Waterside SubDv. ⋅ 34242 Zip Code

Virtually Staged. Adorable 2 Bed 2 Bath Plus a BONUS ROOM/Office almost 1600SF living area and move in ready w/ NO HOA on Siesta Key! Large spacious privacy fenced back yard with new deck and room to add a pool if desired. Taken back to studs and remodeled inside and out including underground sewage lines. New Kitchen and Bathrooms all New Flooring, Paint, lighting, A/C, Appliances, Updated Windows, irrigation system, Barrell tile roof cleaned sealed and painted and insurance approved! Newer Garage door as well. All on a quiet Cul De Sac neighborhood that's 3 minutes to Siesta Key beach! This home was flooded in storm Helene and was remediated prior to current owner purchasing and completely remodeling home.

782 Birdsong Lane, Sarasota

$879,000

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

Rare Opportunity in the Heart of Siesta Key – Harbor Towers, Unit 108 2 Bedrooms | 2 Bathrooms | 1,152 Sq Ft A/C + 540 Sq Ft Private Patio Experience luxury waterfront living at its finest. This beautifully designed, fully furnished unit features soaring 9-ft ceilings, hurricane impact windows, and stunning floor-to-ceiling sliders valued at $100,000 — all framing breathtaking panoramic marina views. Step outside to your private 540 sq ft patio, your personal oasis overlooking the marina. Harbor Towers offers world-class amenities including a full Precor fitness center, heated pool, club lounge, marina, kayak launch, BBQ area, waterside pavilion, and 3 lighted har-tru tennis courts. All assessments paid. This is your chance to own a piece of paradise on one of the most sought-after keys in Florida. Schedule your private showing today!

5855 Midnight Pass Road Unit 108, Sarasota

$800,000

Mira Mar Sub SubDv. ⋅ 34242 Zip Code

This is what living on Siesta Key is all about! Big water views are yours from this building site which offers you the best of all lifestyles. Create your dream home and prepare to launch a kayak or paddleboard from your private dock and enjoy hours of fun on the water. Or perhaps take a quick drive to nearby Turtle Beach where you can walk on the sandy beach for miles. Fabulous restaurants and a marina to harbor your boat are ½ mile away to the south and the bustling Stickney Point area is only a mile away. This magical site is ready for you to bring your dreams to life.

Midnight Pass Road, Sarasota

$864,999

3 Beds ⋅ 3 Baths ⋅ Fishermans Haven SubDv. ⋅ 34242 Zip Code

Some photos have been virtually staged. Welcome to Fishermans Haven on South Siesta Key, where coastal comfort and modern updates come together in this beautifully renovated 3-bedroom, 3-bath waterfront condo. Offering over 1,700 square feet of bright, open living space, this residence has been fully updated from top to bottom with new flooring, a beautifully redesigned kitchen, updated bathrooms, and stylish finishes throughout. Natural light pours into the living areas, creating a warm and airy feel, while the private patio offers peaceful water views that perfectly capture the relaxed island lifestyle. Located right next to Turtle Beach and just a short drive from the world-famous Siesta Key Beach, you’ll enjoy easy access to beaches, boating, kayaking, restaurants, and shopping. The community features great amenities including a heated pool, sundeck, grilling area, kayak and bike storage, and elevator access. Additional updates include a new HVAC system and hot water tank replaced in 2026. Community improvements are also underway and expected to be completed this summer, including pool restoration, exterior painting, and parking lot repairs making this an even more attractive opportunity to own your piece of paradise on Siesta Key.

9150 Blind Pass Road Unit 206, Sarasota

$825,000

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

This condominium at Siesta Towers offers two master suites. Welcome to this extraordinary living experience and location where every day you can enjoy the gulf views and the palm trees dotting the horizon. Swim and relax in the heated outdoor pool that sits right on the waterfront. Enjoy a drink on the cocktail pier while you watch the dolphins swim or bask in the glowing light of the stunning sunsets. Includes gym, fishing pier, BBQ, club house, and bike storage. Located on Siesta Key on the water, close to public beach access and Siesta Key Village. Many local beaches, parks, nature preserves, and bird sanctuary's close by. This turnkey fully furnished condo offers serene personal space, ample storage, walk in closet, lots of natural light, brand-new hurricane doors, eat in kitchen, dining room, living room, and office area. Designated parking space.

4822 Ocean Boulevard Unit 3D, Sarasota

$875,000

3 Beds ⋅ 1 Baths ⋅ Mira Mar Beach SubDv. ⋅ 34242 Zip Code

This property in the heart of Siesta Key Village is zoned OPI — Office, Professional, and Institutional — making it one of a very small number of properties in the Village where a business can legally operate. Buyer to verify intended use with the county. The structure is a furnished 3-bedroom, 1-bath cottage with a full kitchen, Florida room, and laundry. The metal roof is approximately 8 years old. Interior paint is fresh. A shell driveway provides on-site parking — genuinely rare in the Village, where street parking is limited and pedestrian traffic is constant. The location positions it within blocks or a trolley ride to Siesta Key Beach, boutique retail, and a concentration of restaurants and services that draw consistent year-round foot traffic. The property has been used residentially and is configured for either continued residential occupancy or professional office conversion. This is a niche offering suited to professionals, investors, or operators looking for a permanent presence in Siesta Key Village. There is no HOA. Lease minimum: 1 month. Financing: cash or conventional.

5026 Calle Minorga, Sarasota

$800,000

2 Beds ⋅ 2 Baths ⋅ 0524 Beach Road SubDv. ⋅ 34242 Zip Code

Updated 2 bedroom, 2 bath condo with gulf, beach views from living room, dining room and primary bedroom. Wonderful income potential.

524 Beach Road Unit A, Sarasota

$825,000

2 Beds ⋅ 2 Baths ⋅ Harbour Towne SubDv. ⋅ 34242 Zip Code

Welcome to your slice of paradise on Siesta Key! This beautifully maintained two-bedroom, two-bath first-floor end unit offers a blend of comfort, convenience and coastal living with no stairs to climb and easy access throughout. Ideally just a short two-block stroll to world-famous Siesta Key Beach, you’ll enjoy powdery quartz sand that stays cool underfoot, even on warmest days. This well-maintained island condominium features a roomy layout and comes fully furnished, making it move-in ready or ideal as an income-producing rental. The generous screened lanai overlooks the peaceful marina, creating a spot to relax with your morning coffee or unwind at sunset. Boating enthusiasts will appreciate the sought-after deeded boat dock, providing direct water access to the Intracoastal Waterway. The private garage with overhead storage offers plenty of extra space for beach, fishing gear and more. Within the desirable Harbour Towne community, residents enjoy a host of amenities including a heated swimming pool, spa, tennis and pickleball courts, plus a welcoming clubhouse known for its friendly, social atmosphere. Whether you're seeking a seasonal getaway or investment opportunity, this condominium checks every box. Enjoy the laid-back Siesta Key lifestyle with dining, shopping and entertainment just minutes away, all while living near one of the world’s celebrated beaches.

1249 Dockside Place Unit 110, Sarasota

$801,000

3 Beds ⋅ 3 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code

3 BEDROOMS ON SIESTA KEY! ONE WEEK RENTALS! DEEDED BEACH ACCESS! WATER VIEWS! DOCKS AVAILABLE! Fantastic 3 bedroom townhouse at Midnight Cove II. 2nd and 3rd floor with lovely views and deeded beach access. Plenty of room for family and friends. Large sized living, dining and kitchen area. Perfect for family gatherings! Midnight Cove II offers deeded beach access directly across the street, marina with slips available, beautiful grounds, grilling area, tennis, pickleball, basketball court, fitness center and a large, heated pool. And bring the large pup too! Great association with onsite rental and management office. Fully funded reserves, milestone inspections complete! Turnkey furnished too! Walk to nearby dining, shopping, water sports and more. See this unit today!

1700 Cove Ii Place Unit 324, Sarasota

$820,000

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

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

9397 Midnight Pass Road Unit 901, Sarasota

$800,000

Sarasota Beach SubDv. ⋅ 34242 Zip Code

LOWEST PRICED WATERFRONT ON SIESTA AT TIME OF LISTING In Siesta Village just several blocks to famous Siesta Village, shops dining and beach. Build your waterfront dream home here or possibly rehab existing home. Boatable canal to ICW with seawall and view of mangroves. Live the Florida lifestyle in this lovely bird sanctuary just a few miles from downtown Sarasota.

515 Avenida De Mayo, Sarasota

$750,000

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

Build New or Major Redevelopment Near Siesta Beach. Large lot located just minutes from Siesta Beach in a well-established Sarasota neighborhood close to Siesta Key, shopping, and dining. County records indicate the property includes two platted lots of record (Lots 9 and 10). The existing structure has sustained significant damage; renovation may be possible, but is not likely. The property is best suited for new construction or substantial redevelopment, with value primarily in the land and location. Property is being sold as-is.

5144 Oxford Drive, Sarasota

$800,000

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

Fabulous free-standing villa with carport just steps from world-renowned Siesta Key Beach, offering the ultimate blend of luxury upgrades and island lifestyle. This completely reimagined 2-bedroom, 2-bath residence showcases exceptional craftsmanship and “no detail overlooked” finishes throughout. Porcelain tile flooring flows seamlessly through the entire home, highlighted by shiplap accent walls, crown moulding, upgraded baseboards, custom built-ins, plantation shutters, and built-in blinds in both entry doors. The designer kitchen is a true showpiece featuring quartz countertops, KitchenAid appliances, soft-close cabinetry, under-cabinet lighting, pantry storage, a spacious island with beverage cooler, wine cooler, and convection oven—perfect for entertaining after a day at the beach. The spacious primary suite is designed for comfort with built-in drawers and a beautifully appointed bath complete with glass and stone shower and rain shower head. Both bathrooms feature stunning walk-in glass and stone showers with upscale finishes. The interior laundry room is thoughtfully designed with folding area, additional storage, and a private exterior door for convenience. Additional upgrades include surround sound, utility closet, water softener system, and energy-efficient on-demand water heater, and hurricane windows and doors. This property isn’t just a home—it’s a lifestyle. Enjoy deeded beach access and two community pools, including one beachfront. Walk to vibrant Siesta Key Village for dining and shopping or hop on the free trolley for easy island access. With one-week minimum rentals allowed and this unit first on the list for the rental program, it presents exceptional income potential. Completely refreshed with extraordinary attention to detail, this stunning villa is move-in ready and offers the very best of coastal living.

6140 Midnight Pass Road Unit B6, Sarasota

$865,000

2 Beds ⋅ 2 Baths ⋅ Palm Bay Club SubDv. ⋅ 34242 Zip Code

Welcome to this beautifully updated third-floor, two-bedroom, two-bath residence on the desirable Gulf side of the Palm Bay Club on Siesta Key. Offering the largest two-bedroom floorplan in the community, this spacious corner unit enjoys additional windows that invite in abundant Florida sunshine, enhancing its light and airy coastal ambiance. Thoughtfully refreshed with clean, coastal-inspired furnishings, the residence features an updated kitchen with white cabinetry, granite countertops, and generous storage, all seamlessly connected to the open living and dining areas—ideal for gathering after a day at the beach. Your Siesta adventures are undoubtedly sandy, and the attractive driftwood inspired tile throughout means low maintenance and easy clean up. The living room is designed for comfort and relaxation, while the screened lanai provides the perfect setting to enjoy warm tropical breezes in a peaceful, private setting. Both bathrooms have been tastefully renovated with frameless glass walk-in showers and modern finishes. The primary suite is generously sized and comfortably furnished with two queen beds, while the guest bedroom offers a king bed—accommodating up to six guests. Palm Bay Club is one of Siesta Key’s rare beach-to-bay communities, offering owners and guests access to both the powdery Gulf sands and the peaceful Intracoastal Waterway. On the bayside, enjoy a scenic fishing pier, boat docks, and bayside pool complete with a custom hot tub, where you can take in passing boat traffic and frequent wildlife sightings including birds and manatees. On the Gulf side, this unit is just a short stroll from the sugar-white sands of Siesta Key Beach, as well as the community pool, tennis courts, and grilling areas, offering the ideal blend of comfort, style, and convenience. A top-notch onsite rental management team organizes your rental calendar and turnovers while you enjoy the income from your second home with a fantastic 3-night rental minimum policy. Whether enjoyed as a personal retreat or a high-performing rental, this Gulf-side corner unit delivers the very best of effortless island living at Palm Bay Club.

5970 Midnight Pass Road Unit 179, Sarasota

$800,000

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

If you're seeking a spacious condo on Siesta Key with incredible gulf front views, look no further. This exceptional residence is located in Sandy Cove, a hidden gem of Siesta Key and a distinguished mid-century modern development designed by locally renowned architect Frank Folsom Smith. Ideally situated close to Siesta Key Village—just a short walk away—the community features its own private beach and fishing pier. This 2-bedroom, 2-bathroom residence offers a unique and thoughtfully designed floor plan. Upon arrival, you're greeted by a charming garden courtyard that offers a glimpse into the home through floor-to-ceiling glass. Step inside this beautifully preserved period residence and prepare to be captivated by soaring vaulted ceilings and breathtaking gulf front views. The home also includes an additional seating area and a front patio, perfect for savoring some of Siesta Key's most spectacular vistas. A rare and highly coveted feature: the residence comes with a 1-car garage—a true amenity in this sought-after community

37 Sandy Cove Road Unit 3B, Sarasota

$815,000

2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code

Fall in love with the natural light and tranquil views of the Intracoastal Waterway that define everyday living in this beautiful updated residence. Featuring soaring cathedral ceilings and expansive windows, this home is filled with sunlight while perfectly framing the stunning waterfront scenery. The open, airy layout creates an effortless flow ideal for both relaxing and entertaining. Enjoy gentle coastal breezes and the serenity of a quiet community, complete with your own deeded access to world famous Siesta Key Beach, known for its soft quartz sand and breathtaking sunsets. Surrounded by lush tropical landscaping, this home offers a peaceful and private setting while still delivering the vibrant coastal lifestyle Siesta Key is celebrated for. Whether you're seeking a full-time residence, a vacation getaway, or an investment opportunity, this property offers the perfect blend of luxury, comfort, and island charm. Resort style amenities include two pools, two hot tubs, tennis courts, pickleball, a fitness center, shuffleboard, a community room with kitchen, and a library with your next great read waiting for you. Best of all, this lovely unit is a Penthouse and End Unit so very peaceful and walking distance to shops and restaurants. Unit is turnkey furnished. Please watch Video 2 as it captures the lifestyle at Excelsior Beach to Bay and Siesta Key. Don’t miss out on this one, call today for your private showing.

6285 Midnight Pass Road Unit 307, Sarasota

$875,000

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

LOCATION, LOCATION, LOCATION! Nestled within the highly desirable Peppertree Bay community, this exceptional first-floor island retreat offers breathtaking views and a serene coastal atmosphere. Designed with elevated ceilings and a well-appointed floor plan, this 2-bedroom, 2-bath residence lives more like a private home than a condominium. Great elevation with NO HURRICANE DAMAGE and NEW IMPACT WINDOWS providing additional protection and peace of mind. Upon entry, you are immediately welcomed by floor-to-ceiling windows that flood the space with natural light and showcase stunning views throughout the main living areas. The spacious open concept layout seamlessly connects the living area to the Florida Room, where sliding doors open to a paved patio, just perfect for entertaining, relaxing with friends, or enjoying a quiet evening cocktail. A defined dining area continues to enjoy picturesque views, while the custom kitchen will delight any home chef with abundant cabinetry, generous workspace, granite countertops, mosaic tile backsplash, and stainless-steel appliances. The spacious primary suite features multiple closets and a private en-suite bath, while a well-appointed guest bedroom and second full bath provide comfort and privacy for visiting family and friends. A PRIVATE GARAGE, an exceptional and highly sought-after feature on Siesta Key, adds tremendous value and convenience. Peppertree Bay is an amenity-rich community offering two heated pools, a fishing pier, BBQ and picnic areas, tennis courts, a fitness center, and two clubhouses with fully equipped kitchens and regular social events. Enjoy the closeness of Siesta Key Village for live music, shopping, and dining, or take advantage of easy on-and-off island access to all that Sarasota has to offer. Offered turnkey furnished and move-in ready, this stunning residence is ideal as a full-time home or a luxurious vacation retreat. Just bring your toothbrush and start living the Florida dream.

6047 E Peppertree Way Unit 224, Sarasota

$869,000

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

Everything is brand new in this beautifully renovated, turnkey furnished two bedroom, two bath end-unit villa offering an exceptional Siesta Key beach lifestyle just steps from the Gulf. The desirable split floor plan features spacious bedrooms, generous closets, and an open-concept living area filled with natural light, enhanced by a sun-lit Florida room. The updated kitchen is thoughtfully designed with granite countertops, a coordinating backsplash, soft-close cabinetry, and new stainless steel appliances. The primary suite offers a wall-to-wall closet, transom window, and sliding glass doors opening to the Florida room. Additional highlights include luxury vinyl plank flooring, all-new furnishings, and an attached one-car garage with washer and dryer plus ample storage for beach gear. Whether enjoyed as a private coastal retreat or a lock-and-leave rental opportunity, this residence truly offers the best of both worlds. Crystal Sands is a well-managed, financially stable beachfront community that has remained highly desirable since 1969 due to consistent upkeep and thoughtful renovations. The condominium comprises a collection of one, two, and three bedroom villas along with a Gulf-front high-rise tower, all set within beautifully maintained grounds. Residents and guests enjoy private beach access with umbrellas and loungers, two heated swimming pools, a clubhouse, on-site rental management, and night security, all just moments from Siesta Key’s renowned dining and shopping.

6300 Midnight Pass Road Unit 21, Sarasota

$859,000

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

Welcome to Gulf-front living at 4822 Ocean Blvd, Apt 8D on Siesta Key, where expansive water views, glowing sunsets, and refreshing coastal breezes create an effortless island lifestyle. This 2-bedroom, 2-bath residence spanning 1,440 square feet offers a spacious, light-filled layout designed to showcase breathtaking Gulf views from the main living areas. Wide-plank flooring, recessed lighting, and neutral coastal tones provide a clean, inviting backdrop, while expansive sliding glass doors lead to a generously sized screened terrace—perfect for dining outdoors, relaxing with morning coffee, or enjoying sunset skies and passing boats. The well-appointed kitchen is both functional and welcoming, featuring rich wood cabinetry, quartz countertops, stainless steel appliances, a designer tile backsplash, and a large island that anchors the living space while maintaining open sightlines to the water. A desirable split-bedroom floor plan ensures privacy for owners and guests. The primary suite is a tranquil retreat with serene water views and a thoughtfully updated en-suite bath featuring custom cabinetry, quartz counters, and a walk-in shower with a glass enclosure. The guest bedroom is comfortably sized and conveniently located near a second updated full bath, ideal for hosting family and friends. This Gulf-front community is exceptionally well maintained and professionally managed, with strong financial reserves and a proven track record of completed building improvements focused on long-term value and storm protection. Notably, association fees have decreased, and a new seawall is currently being installed and is fully funded, offering added confidence for future ownership. Residents enjoy a full suite of amenities, including a Gulf-front pool, outdoor kitchen with grills, an inviting social room, fitness center, bike room, and a dedicated fishing room for gear storage. Each floor offers a laundry room with storage, with approved in-unit washers and dryers permitted. A new fishing pier and social sunset pier are being completed, creating an ideal waterfront setting for entertaining and unwinding. Just moments from Siesta Key Village, Island lifestyle is yours with coffee shops, dining, shopping, and nightlife close at hand. Offered at $899,000, Apt 8D represents an exceptional value for Gulf-front living—combining space, views, amenities, and a premier location at a compelling price point.

4822 Ocean Boulevard Unit 8D, Siesta Key

$785,000

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

First-Floor Bayfront | No Stairs | Full Bay Views | Outdoor Patio. Enjoy effortless coastal living in this like-new, fully rebuilt residence (from the studs in), featuring all-new electrical, plumbing, HVAC, insulation, interior wall soundproofing, hurricane-impact windows, and five-year warranties on major appliances. HOA includes building and structural insurance, and internet/cable. Home has one assigned parking spot directly in front, and plenty of guest parking. Offered fully furnished and professionally styled—including electric shades, artwork, and accessories—this 2-bedroom, 2-bath home is truly turnkey and rental-ready with linens, kitchenware and more. Ideally positioned on the Intracoastal Bayfront, enjoy sweeping water views, passing boats, stunning sunsets, and fishing from the dock—or just enjoy your outdoor patio. Inside, the light-filled open layout showcases high-end finishes and a seamless flow between kitchen, living, and dining spaces. Spacious bedrooms provide private retreats, including a serene primary suite with a spa-like bath. Resort-style amenities include two heated pools, pickleball/tennis courts, fitness center, and two clubhouses with on-site rental capabilities. Private beach access is just an 8-minute walk to Siesta Key’s world-famous sands—offering the best of bayfront tranquility and Gulf access. Ideal as a full-time residence, vacation home, or income-producing property. Never been slept in, be the first to enjoy. No pending special assessments.

6063 E Peppertree Way Unit 111, Sarasota

$875,000

2 Beds ⋅ 2 Baths ⋅ Crescent Royale SubDv. ⋅ 34242 Zip Code

Sold data

757 Beach Road Unit 300, Sarasota

$770,000

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

Rare opportunity to own one of the most resilient and desirable residences on Siesta Key! This 2-bedroom, 2-bath condominium offers 1,163 square feet of living space (1,462 gross square feet) and is ideally positioned on the west side of the building on an elevated first floor, approximately 15 feet above sea level. It is also the closest high-rise condominium to the beach, offering exceptional proximity to the Gulf. One of only six residences in the building with an expansive deck, this sought-after middle-unit location provides a truly rare outdoor living experience. The oversized deck offers ample space for dining, entertaining, or simply relaxing while enjoying coastal breezes and sunsets. The residence has demonstrated remarkable storm resilience, sustaining no damage through three major hurricanes. This is attributed to its elevated positioning, protected west-side exposure, and six hurricane-rated doors installed in 2021. Recent interior upgrades enhance both style and comfort, including luxury vinyl flooring and freshly painted walls completed in 2025. The refrigerator, washer, dryer, and garbage disposal were also replaced in 2025. A dedicated parking space conveys with the unit. Owned by the same family since 1976, the home reflects decades of pride of ownership and thoughtful care. The community features two pools and two clubhouses on both the Gulfside and Bayside, along with a Gulfside fitness center. A well-managed rental program offers flexibility for owners while preserving a relaxed residential atmosphere. Located in one of Florida’s most coveted coastal settings, this exceptional residence offers a rare blend of scarcity, storm resilience, expansive outdoor living, and resort-style amenities—making it an outstanding lifestyle choice and investment opportunity.

1055 W Peppertree Drive Unit 102AA, Sarasota

$796,000

3 Beds ⋅ 3 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code

RARE OPPORTUNITY TO OWN A 3 BEDROOM ON SIESTA KEY! With Deeded beach access and one-week rentals! Maximize your investment while enjoying this fantastic 2 level townhouse in Midnight Cove II. Enjoy the views from your screened lanai or open air balcony on the second level. This unit offers space! Great sized living and dining areas, nice large, bright kitchen with updated appliances, powder room on the main level plus 2 more full baths upstairs. In unit laundry, deeded covered parking and offering a great rental history! Ideally located for quick deeded access to Crescent Beach just across the street! Midnight Cove II is a highly desirable community offering a marina with slips available and direct access to the intracoastal. Other amenities include tennis, pickleball, basketball court, fitness center and large heated pool. In addition, there is a grill and picnic area, car wash, pet walk, canoe storage and more! The property features beautiful mature landscaping with frontage on the intracoastal with paths and seating throughout the property. Midnight Cove II offers fully funded reserves, onsite rentals and management, and a rental friendly environment to maximize your income. Milestone Report is complete. Roof was replaced in fall of 2025 as well. Offered turnkey furnished with a small list of exceptions. Great opportunity - don't miss it!

1500 Cove Ii Place Unit 524, Sarasota

$775,000

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

Experience elevated coastal living in this stunning penthouse residence at 1200 E Peppertree Drive, Unit 601. Perched atop the building, this exceptional unit offers breathtaking panoramic views of the Intracoastal Waterway and downtown skyline, creating a spectacular backdrop from sunrise to sunset. Completely renovated with impeccable attention to detail, the residence features custom built-ins, high-end finishes, and a thoughtfully designed layout that blends style and functionality. The open living spaces are bathed in natural light, maximizing the views and enhancing the penthouse feel throughout. Located in the highly desirable Peppertree Bay, a rare gulf-to-bay community with deeded beach access, residents enjoy resort-style pools on both the Gulf and Bay sides, lush tropical grounds, and exceptional amenities. Just steps from world-famous Siesta Key Beach and minutes to dining, shopping, and entertainment, this is a rare opportunity to own a move-in-ready penthouse offering luxury, views, and the ultimate island lifestyle.

1200 E Peppertree Lane Unit 601, Sarasota

$795,000

2 Beds ⋅ 2 Baths ⋅ Our House At The Bch SubDv. ⋅ 34242 Zip Code

See this Fabulous Beach Retreat w/Rental Income Opportunity Located Directly Across the Street from the #1 Ranked Beach in the USA! This incredible 2020 Fully Remodeled and Newly Furnished Condo is Steps Away from the Famous Siesta Key White Crystal Sandy Beaches and Turquoise Gulf Waters! UNIT FEATURES: 2 Large Bedrooms, 2 Fully Remodeled Baths, Great Split Level Floor Plan, Main Level includes the Living Room and Master Suite both with Long Lake Views and Balconies to Enjoy the Gulf Breezes and Beautiful Sunsets, Living Room and Master Suite have Vaulted Ceilings, Master Suite has a Fabulous Updated Master Bath w/Dual Shaker-Style Cabinets and Granite Counters, Walk-in Shower w/Beach Pebble Shower Floor, Spacious Dressing Area w/Built-in Closets; Upper Level includes Large Dining Room Overlooking the Living Room to the Lake Views, Elegantly Remodeled 2020 Light Bright Kitchen w/White Shaker-Style Cabinetry, Granite Counter Tops, Stainless Steel Appliances, Eat-in Kitchen Area, Pantry Closet, Laundry Closet plus a Slider to Balcony w/Sunset Views of the Tennis Courts; Split Plan Guest Bedroom Suite also includes a Balcony w/Views of the Tennis Courts, Remodeled Guest Bath w/Designer Tile, Granite Counter Tops and Combo Tub/Shower, 10' Ceilings, Brand New 2025 Tile Flooring on Main Level, One Car Garage on Ground Street Level w/Tons of Storage for Beach Chairs, TURNKEY FURNISHED w/Brand New Coastal Furniture, Home Sleeps 6 w/Sleeper Sofa, Paid in Full $60,000 for Brand New Impact Sliders, Impact Windows and Impact Garage Door to be installed in Spring of 2026, One Small Dog is Permitted for Owners. CONDO includes: Resort Style Amenities, Heated Pool, Tennis and Pickle Ball Courts and BBQ Pavilion. RENTAL FACTS: On-Site Rental Management Office Conveniently Available to take Advantage of the (52) Weekly Rental Program or Choose Your Own Airbnb Program. Owner Currently Books Rentals via Full Service Management through iTrip. Unit Income is approx $60,000 per year. COMMUNITY includes: Public Beach Access Across the Street w/Sand Volley Ball, Tennis & Pickle Ball Courts and Drum Circle. Siesta Key Trolly Transportation to Siesta Key Village is nearby to plenty of Restaurants, Bars, Ice Cream Shops and Boutiques. No Flood Damage to Unit.

1087 Lake House Circle Unit C104, Sarasota

$900,000

1 Beds ⋅ 1 Baths ⋅ Terrace SubDv. ⋅ 34242 Zip Code

This fully updated spacious and open condominium located on Siesta Key boasts incredible views of the Gulf of America and Siesta Key Village. Enjoy them one of your three private balconies! An abundance of bright natural light flows throughout the unit. With its private beach access, pool area, common area, and close proximity to the Siesta Key Village, this unit offers an abundance of lifestyle.

5400 Ocean Boulevard Unit 8-04, Sarasota

$815,000

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

Welcome to your slice of effortless Siesta Key living at the desirable Seashell Condominiums. This inviting second-floor residence, Unit 208, offers two bedrooms and two baths wrapped in a light, coastal aesthetic that immediately sets the tone for island life. Thoughtfully laid out and easy to maintain, the space feels comfortable and welcoming, while new impact windows and sliders offer peace of mind. Seashell is a boutique community of just 48 residences, creating a relaxed, neighborly atmosphere without sacrificing amenities. Residents enjoy private beach access, a heated pool, outdoor grilling areas, and a tiki hut perfect for hosting casual gatherings or enjoying lunch in the shade. The gated property also features under-building parking and onsite rental management, making ownership simple and flexible—ideal for personal use, rental income, or both. Location is key, and Seashell delivers. Situated near Captain Curt’s Plaza—often referred to as Siesta Key’s South Village—you’re moments from popular restaurants, live music, and everyday island conveniences. With the Stickney Point Bridge directly across the street, on-and-off island access is refreshingly easy. Laid-back, well-located, and designed for easy coastal living, this is Siesta Key ownership made simple.

6500 Midnight Pass Road Unit 208, Sarasota

$850,000

2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code

Located in the desirable Excelsior Beach-to-Bay community, this beautifully and completely renovated top-floor end unit condominium is a peaceful coastal-inspired home defined by soaring cathedral ceilings, natural light, and designer finishes! Enjoy the private deeded access to the powder-soft sands of world-famous Crescent Beach on Siesta Key, the azure, blue waters of the Gulf of Mexico and the lush park-like grounds with mature oaks, flowing fountains, and tranquil courtyard ponds. Walk into the heart of the home which encompasses the open living and dining room, where soaring 23 ft ceilings create an airy, open ambiance. The expanded and enclosed lanai adds approximately 200 square ft of additional ac space, framed by floor-to-ceiling windows that span 30 ft and capture peaceful garden views and fill the home with soft, natural light. The kitchen, designed for both cooking and gathering, is open to the dining room and features Divitori soft-close dovetail cabinetry, pull-out drawers, two generous pantries with pull out storage, level-four matching granite counters, under-cabinet dimmable lighting, and abundant extra cabinet storage—all illuminated by recessed LED lighting. Enter the primary suite, complete with dramatic 12 ft ceiling, spacious walk-in closet with custom Container Store built-ins, and a beautifully finished bath with granite, tile, and a large glass walk-in shower. The suite feels peaceful and secluded, with lovely natural light enhancing the room’s sense of openness. The guest bedroom offers excellent privacy and comfort with plentiful closet space, plantation shutters, and convenient access to a full bath appointed with granite counters, and a glass walk-in shower. Tile flooring flows throughout, complemented by recessed LED lighting on dimmers, plantation shutters, aviation-style ceiling fans, and updated hurricane-rated windows in all areas other than the lanai. Benefit from the unit’s flexible layout, including the potential to expand into a third bedroom and bath. The all-new furnishings package makes move-in easy and can be purchased separately. Additional conveniences include in-unit laundry, new tankless water heater (2025), and new AC (2025). Enjoyment is unmatched in this beautifully landscaped, resort-style beach-to-bay community where residents and guests alike relax beneath mature live oaks, stroll past flowering gardens and ponds, and unwind at your private beach with lounge chairs or at either of Excelsior’s 2 heated pools and spas—one on the Bayfront and one on the Gulf side. Covered grilling areas, a bayside fishing pier, shaded seating, and effortless access to both the Intracoastal and the private white-sand beach create the quintessential Siesta Key lifestyle. Spanning several pristine acres, Excelsior is a well-managed condominium with strong reserves and on-site manger and offers an exceptional array of amenities, including a newly rebuilt fitness center, renovated elevators and community room (2025), 4 pickleball courts, a tennis court, shuffleboard, a clubhouse, secure parking with 2 parking spaces (1 assigned under building, 1 unassigned carport space). Perfectly positioned between Siesta Village and South Siesta’s dining and shopping, the community blends natural beauty, convenience, and coastal sophistication, delivering a truly luxurious island retreat. This is Island living as it's meant to be!

6265 Midnight Pass Road Unit 306, Sarasota

$855,000

2 Beds ⋅ 2 Baths ⋅ House Of The Sun (Was Known As Haleakala) SubDv. ⋅ 34242 Zip Code

Reduced 30K! The Best Views Currently Available at House of the Sun! Rarely available 3rd-floor unit in the always desirable and impeccably managed House of the Sun on Siesta Key. Positioned far forward on the north side of the building, this residence enjoys some of the best Gulf and beach views currently on the market. From both the living room and the lanai, take in sweeping views of the Gulf and Siesta Key’s world-famous white sand beach. House of the Sun offers 100 feet of direct beachfront and an exceptional location just 500 feet south of the Stickney Point Bridge, providing quick and easy access to and from the mainland. The property is also within walking distance of a wide variety of restaurants, clubs, and everyday conveniences including gourmet food and fish markets, coffee and ice cream shops, liquor store, clothing and gift shops, salons, postal and shipping services, and beach, sport, and boat rentals. Popular local favorites such as Captain Curt’s and Daiquiri Deck are just steps away. This unit has seen significant recent updates (2023–2025) including new hurricane-impact sliding glass doors and bedroom windows, a new rooftop A/C system, fresh interior paint in common areas, and new LVT flooring throughout the living areas and bedrooms. The kitchen has been upgraded with new stainless steel appliances, and additional improvements include a new master bedroom mattress, window shades, rugs, and bedding. Additional features include an in-unit washer and dryer, owner’s closet, and under-building parking. House of the Sun has also undergone extensive common-area improvements (2024–2025), including new elevators, a new hurricane-impact roof, updated pool and tennis court, enhanced pool-area common room with new exercise equipment, new gas grill stations, refreshed outdoor seating areas, landscaping, hallway paint, carpet, lighting, and upgraded Wi-Fi throughout the building. The complex is pet-friendly for owners and is known for having one of the best-run on-site rental programs on Siesta Key, offering a three-night minimum rental policy. This unit performed well in its first year in the rental pool and offers an excellent balance of personal enjoyment and rental income potential. Sale subject to future bookings.

6518 Midnight Pass Road Unit 310, Sarasota

$762,000

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

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108 Whispering Sands Drive Unit V26, Sarasota

$850,000

2 Beds ⋅ 2 Baths ⋅ House Of The Sun (Was Known As Haleakala) SubDv. ⋅ 34242 Zip Code

Experience true beachfront living on world-famous Siesta Key. This turnkey-furnished 2-bedroom, 2-bath residence offers an exceptional opportunity to own along Siesta Key’s shoreline, combining Gulf views with impressive short-term rental income potential. Located just steps from the island’s iconic powder-white sand, this inviting condominium is designed for comfort, convenience, and effortless coastal living. Inside, an open and airy layout welcomes you with abundant natural light and luxury vinyl flooring throughout the main living areas. The living room flows seamlessly to large sliders that open to a wonderful 14x7 private patio, the perfect place to relax and take in the stunning views of the Gulf of Mexico. Kitchen features wooden cabinets providing lots of ample storage, a breakfast bar for additional seating, and a functional layout ideal for everyday cooking or hosting guests. The primary suite includes ceramic tile flooring, a private en-suite bath, and ample closet space. Both bathrooms have been updated with new vanities and granite countertops—the primary bathroom offering a standalone shower, while the guest bathroom features a convenient tub/shower combination. Every window and sliders have recently been replaced by association in the last few years This community is one of the few on Siesta Key allowing weekly rentals, paired with a professional on-site rental management team, creating strong income potential while still giving you the freedom to enjoy your own beach retreat. Resort-style amenities elevate the beachfront experience. Enjoy a beach-facing pool and tennis courts, fitness center, rooftop lounge with panoramic Gulf views, and outdoor grilling/bar areas with firepits—everything you need for relaxed days and evenings by the water. Direct beach access places you just steps from the shoreline. Ideally located near Siesta Key Village’s vibrant shops, dining, and entertainment, this residence offers the perfect combination of coastal living, convenience, and investment appeal—an outstanding opportunity to enjoy and share the Siesta Key lifestyle.

6518 Midnight Pass Road Unit 209, Sarasota

$825,000

2 Beds ⋅ 2 Baths ⋅ Palm Bay Club SubDv. ⋅ 34242 Zip Code

With $70,000+ in gross revenue on the books for 2025 at a 74% occupancy rate, welcome to Palm Bay Club #129! Investor? End user? Hybrid of the two perhaps? Gulfside Club-Units at Palm Bay Club rarely hit the open market. Only two have sold publicly in the last two years, with most trading off-market if they trade at all. This ‘Corner Club Unit’, #129, is a rare chance to own one of these. The corner unit layout brings in additional natural light, coastal privacy, and a residential feel. The renovation is elevated throughout with custom offset tile in every room, granite counters in the kitchen and both baths, tiled shower walls, feature accents, leather furnishings, and a new stainless refrigerator. The style is clean, modern, and unmistakably coastal. And the location? Steps to the white sand of Siesta Key Beach without crossing Midnight Pass Rd, and positioned perfectly between the beach, the Gulfside pool, and the tennis courts. It’s the easiest kind of Siesta living. With Palm Bay Club’s short-term rental flexibility and full on-site management, 129 works seamlessly as a personal retreat or an effortless income property to add to your portfolio. Offered turnkey furnished for the right offer means rental income never misses a beat unless by your design!

5962 Midnight Pass Road Unit 129, Sarasota

$770,000

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

Rarely for sale TURNKEY FURNISHED beach condo at Siesta Dunes, where living the Siesta Key lifestyle comes naturally. Enjoy true convenience with DIRECT BEACH ACCESS to powdery white sand and the sparkling Gulf- no streets to cross, just a short, breezy walk to the beach, pool, hot tub, or tennis court right within the community. With onsite management available and WEEKLY RENTALS allowed, owning and renting is refreshingly simple. Whether you're strolling to dinner, biking to the Village, or simply putting your toes in the sand, every moment here feels effortless. Lovingly maintained by the same owner for 40 years, this residence shines with thoughtful updates, brand-new IMPACT WINDOWS for added peace of mind, and even a gorgeous blue Gulf VIEW from your primary bedroom. Whether you're looking for a smart investment or a sunny place to call home, this Siesta Dunes gem is ready to welcome you!

6236 Midnight Pass Road Unit 305, Sarasota

$815,000

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

Are you looking for new? Welcome to your fully renovated, turnkey Siesta Key villa, where everything is new from top to bottom! On the Gulf side with direct beach access, this stunning two-bedroom, two-bath coastal retreat has been beautifully transformed into a modern beachside haven. Every detail has been redone with quality and style, such as new kitchen, furnishings and décor, ready for you to move right in and start living your best island life. In the sought-after Horizons West community, this villa offers the ideal blend of comfort and convenience. Enjoy two community pools (one right on the sand and one near your door), along with beach access. Whether you’re seeking a personal getaway or a high-performing investment property, this villa checks every box, and it’s part of a rental program with flexible leasing options and an on-site manager. Experience the ultimate Siesta Key lifestyle, close to Siesta Key Village, where you’ll find vibrant restaurants, boutique shops and nightly entertainment. Or head just minutes away to downtown Sarasota for arts, dining and culture. Own your piece of paradise today, new, beautiful and next to the #1 beach in the world.

6140 Midnight Pass Road Unit A10, Sarasota

$810,000

3 Beds ⋅ 3 Baths ⋅ Turtle Bay SubDv. ⋅ 34242 Zip Code

LARGE 3 BED / 3 BATH SIESTA KEY WATERVIEW CONDO WITH A LARGE GARAGE AT A GREAT PRICE! Natural light and panoramic water views fill this spacious three-bedroom, three-bath end-unit residence in the sought-after Bayside community of Turtle Bay on Siesta Key. From the glass-enclosed lanai, enjoy breathtaking sunrises as boats glide along the Intracoastal Waterway, and in the evening, take in the sunset from the west-facing front lanai. The home’s kitchen and all three baths have been tastefully remodeled. The kitchen features a raised ceiling with recessed lighting, updated cabinetry, granite countertops, and premium Samsung appliances. Each bath offers elegant finishes, including glass-enclosed showers or tubs, wood cabinetry, and attractive flooring. The generously sized primary suite offers a beautifully updated en-suite bath. A second oversized guest bedroom is also en-suite with tranquil western views of the manicured grounds. Additional features include a new AC (2023), 40-gallon Rheem water heater (2020), indoor laundry room, and your own under-building private parking garage for storage, convenience, and security. No need to carry your beach chairs and accessories up to your condo, just put them in your private 12 X 28 garage with a 7x7 storage area on the ground level. Turtle Bay is a premier south Siesta Key community known for its lush tropical landscaping and exceptional amenities—updated fishing pier, boat dock with available slips (first-come, first-served), kayak launch, clubhouse, heated pool and spa, grilling area, and lighted tennis courts. Best of all, residents enjoy deeded Beach access just across the street to the Gulf of Mexico, where dazzling sunsets await. Experience the perfect blend of waterfront tranquility, resort-style living, and Siesta Key’s signature coastal charm at Turtle Bay. This condo is being sold TURNKEY - everything stays - just back your bags because everything else is already here! Milestone inspection and report has been completed and is available for potential buyers to review.

8735 Midnight Pass Road Unit 301B, Sarasota

$835,000

2 Beds ⋅ 2 Baths ⋅ Tivoli By The Sea SubDv. ⋅ 34242 Zip Code

Welcome to your newly reimagined Siesta Key retreat! Perfectly positioned just steps from the world-famous Siesta Key Beach and vibrant Siesta Key Village, this 2 bedroom, 2 bathroom turnkey property offers a rare combination of modern luxury, coastal charm, and unbeatable convenience. Every inch of this residence has been thoughtfully renovated, which means brand new everything! From the contemporary finishes to the stylish furnishings, it’s ready for you or your guests to enjoy from day one. Wake up to gentle Gulf breezes and take in the beach view from your private retreat, or stroll just a few steps to the sand for sunset. This boutique beachfront building offers an intimate, well-managed setting with on-site property management and nightly rental options, making it ideal for those seeking a flexible vacation getaway or proven rental performer. Residents and guests enjoy resort-style amenities, private beach access, and an easy walk or golf cart ride to Siesta Key Village’s dining, shopping, and entertainment. Whether you’re seeking a luxury coastal retreat, income-producing vacation rental, or a move-in-ready beach condo, this beautifully updated Siesta Key gem delivers the ultimate in comfort, location, and value. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

625 Beach Road Unit 407, Sarasota

$852,500

2 Beds ⋅ 2 Baths ⋅ Gulf N Bay SubDv. ⋅ 34242 Zip Code

Enjoy the best of Siesta Key living in this bright and airy 2-bedroom, 2-bath condo located within the gated Gulf & Bay Club community. Surrounded by tropical landscaping and peaceful water views, this home offers the perfect mix of comfort and resort-style living just steps from the sand. The spacious floor plan features a welcoming living area that flows into a dedicated dining space and an extended sunroom lined with large windows. Flooded with natural light, this flexible area is ideal for reading, relaxing, or taking in the view of swaying palms and the shimmering Gulf beyond. Gulf & Bay Club spans 32 acres of beautifully maintained beachfront grounds with top-tier amenities including three heated swimming pools, tennis and pickleball courts, saunas, a modern fitness center, EV charging stations, and a clubhouse designed for social gatherings and events. The community also provides private access to Siesta Key’s iconic white-sand beach, recognized among the finest in the country. An elevator offers easy access, and the free island trolley is just outside, ready to take you to the shops, restaurants, and live music of Siesta Village. Whether you’re searching for a year-round residence or a seasonal escape, this home captures the essence of coastal comfort and island living.

5780 Midnight Pass Road Unit 303, Sarasota

$865,000

3 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Experience the best of island living in this beautifully maintained Turnkey FULLY FURNISHED, Key West-style home just moments from Siesta Key Public Beach and the vibrant Siesta Village. Offering 3 bedrooms, 2 bathrooms, and a 2-car garage with brand-new doors, this residence has been thoughtfully updated over the years with major recent improvements including a 2023 metal roof and all-new impact glass windows and doors for peace of mind. Head upstairs to the main living level where an open-concept layout welcomes you with luxury vinyl plank flooring, vaulted ceilings, and plantation shutters that fill the space with natural light. The kitchen features stainless steel appliances only a few years old, granite countertops, and a convenient connection to the dining area—ideal for hosting friends and family. Each bedroom showcases plantation shutters and crown molding for added charm. The primary suite is a true retreat, complete with a walk-in closet with built-in organization, an ensuite bathroom with a glass-enclosed shower tucked behind a stylish barn door, and direct access to the backyard deck through sliding glass doors. The two guest bedrooms share a tastefully updated full bathroom. Step outside to the elevated deck overlooking the private backyard, where a cozy fire pit area awaits in the corner—perfect for evening conversations and coastal breezes. An outdoor shower is the perfect spot to rinse off after a long day at the beach. Whether you’re seeking a full-time residence or the ideal vacation getaway, the flexibility of no HOA allows you to live as you please. Located just down the road from the powdery white sands of world-renowned Siesta Beach and only a half mile from the charming shops and restaurants of Siesta Village, this home delivers the quintessential Siesta Key lifestyle.

221 Island Circle, Sarasota

$750,000

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

Price Improvement! Your Coastal Paradise Awaits! Step into a world of elegance and tranquility in this stunning condominium, perfectly situated along the breathtaking coastline of Siesta Key. Featuring two lavish ensuite bedrooms, this residence offers you the ultimate in coastal living. The primary bedroom boasts full panoramic views of the crystal blue waters of the Gulf, complete with a beautifully remodeled bathroom and an expansive walk-in closet designed for the modern lifestyle. Embrace a split floor plan that promotes privacy and relaxation, all within a breezy coastal open-concept design that floods the space with an abundance of natural light. Indulge in the outdoors from two covered balconies, ideal for outdoor dining or savoring a glass of rosé as you watch the sun dip below the horizon in a stunning display of colors. Enter the building through a well-appointed lobby that exudes sophistication and class. Residents enjoy a host of resort-style amenities that include a beautifully remodeled community center for exclusive use, a newly refurbished workout facility, and a gulf-front pool to soak in the sun. The outdoor BBQ area is perfect for gathering with friends and family, while storage for beach accessories and bikes adds to the convenience of a coastal lifestyle. Enjoy the peace of mind that comes with covered parking. Perfectly located, this luxury community allows you to walk, bike, or cruise your golf cart to local restaurants, boutique shopping, live music venues, and the vibrant farmers market, all within minutes from your doorstep. Of course, the soft, white sands of Siesta Key Beach are just a short stroll away, ready to fulfill your beach daydreams. Don't miss your chance to experience luxury coastal living at its finest. Schedule your private tour today and discover your new home in paradise!

4822 Ocean Boulevard Unit 2A, Sarasota

$874,000

1 Beds ⋅ 1 Baths ⋅ Terrace SubDv. ⋅ 34242 Zip Code

Rarely does an opportunity like this emerge on Siesta Key — priced below the last comparable 1-bedroom sale and reduced over $120,000, this is value that simply cannot be ignored. Welcome to Beach Terrace, one of Siesta Key's most sought-after Gulf-front addresses. Nestled at the end of the village in a gated community with direct Gulf frontage, this exceptional corner residence delivers the quintessential Siesta Key lifestyle — world-famous white quartz sand at your feet, the sparkling aqua Gulf stretching to the horizon, and the energy of Siesta Key Village just a short stroll away. The panoramic views here are genuinely extraordinary. From the pristine beach below to the glittering skylines of downtown Sarasota and Longboat Key in the distance, every glance outward is a postcard moment. At night, the twinkling lights of the village and city skyline transform the backdrop into something truly magical — widely regarded as one of the finest views on Siesta Key. Three private balconies ensure there is always a perfect perch for morning coffee, evening sunsets, or simply savoring the coastal scenery throughout the day. Inside, dual sliding glass doors flood the living area with natural light while framing those sweeping Gulf views. The tiled foyer flows seamlessly into a well-appointed kitchen, and the dining area offers ample space to entertain with a backdrop that will leave guests speechless. Resort-style amenities complete the picture: an elevated heated saltwater pool, community room, and the security of a gated community — all just steps from your private beach access. This is Siesta Key living at its finest — Gulf-front, gated, walkable, and priced to sell.

5400 Ocean Boulevard Unit 9-4, Sarasota

$660,000

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

Buyer’s agent to verify all information, including all room, dock, property dimensions. Please use ShowingTime to schedule all showings. Property is highly distressed – proceed with caution during walkthroughs. Stay off the dock. Home is left unlocked with windows and doors open at all times. Exercise care when entering and walking through the property. Property is being sold "AS IS"

4725 Gleason Avenue, Sarasota

$750,000

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

Opportunity Awaits with a Million-Dollar View! Imagine starting with a blank canvas and creating your very own slice of paradise—complete with private beach access and unobstructed Gulf views. Welcome to this light-filled 2 bed / 2 bath residence in the coveted North Tower of Whispering Sands, a premier 55+ Gulf-front community. Perfectly perched on the 2nd floor, this home captures sweeping vistas of shimmering turquoise waters, sugar-white sands, endless sky, and lush tropical greenery. Step onto your private balcony—accessible from both the living room and primary suite—and be mesmerized by the soothing rhythm of the surf and the kaleidoscope of Florida sunsets that paint the horizon each evening. This is your front-row seat to the Gulf Coast lifestyle. Dream away!

19 Whispering Sands Drive Unit 203, Sarasota

$869,000

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

Welcome to your slice of paradise on Siesta Key. This beautifully updated 4-bedroom home offers the perfect blend of coastal charm and modern comfort, nestled on a peaceful, tree-lined street in one of the island’s most sought-after neighborhoods. Step inside to discover a bright, airy interior filled with natural light, where spacious living areas flow effortlessly into a large open-air pool, ideal for relaxing afternoons or entertaining under the sun. The heart of the home is designed for easy Florida living, with a thoughtful layout that invites connection and calm. The primary suite features a generous walk-in closet and a calming, private ambiance, perfect for unwinding after a day in the sun. Recent upgrades include a new roof installed in 2021 and a high-efficiency HVAC system from 2020, offering peace of mind and year-round comfort. Outside, the hardscaped, low-maintenance yard adds tropical appeal without the upkeep, while the paver driveway enhances curb appeal with a touch of elegance. Whether you're hosting poolside gatherings or enjoying quiet mornings with coffee and birdsong, this home delivers the kind of lifestyle that feels like vacation every day. And with Siesta Beach just minutes away, you’ll have world-class sand and surf practically at your doorstep. Move-in ready and lovingly maintained, this property is more than a home, it’s a serene escape in the heart of paradise. Did not flood during 2024 storms.

795 Plymouth Street, Sarasota

$800,000

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

Experience the ultimate Siesta Key lifestyle in this beautifully renovated two-bedroom, two-bath end-unit villa just short distance from private Gulf and beach access. Offered turnkey furnished with stylish new décor, this 1,296-square-foot residence blends luxury and comfort with an open-concept layout, sun-drenched Florida room, and updated kitchen featuring quartz countertops, matching backsplash, soft-close cabinetry and stainless steel appliances. The spacious primary suite boasts a custom accent wall, wall-to-wall closet with designer glass doors, and a spa-inspired en-suite bath. The second bedroom is equally impressive, featuring an accent wall with slat wood acoustic panels and sliding closet doors with obscure glass inserts. Enjoy coastal living with new luxury vinyl plank flooring, blackout window shades, modern lighting, front-loading washer and dryer, attached one-car garage with epoxy floor, and guest parking. Crystal Sands is a well-maintained community with two pools, including one beachfront pool—and an on-site rental management company with weekly rentals permitted June through September and two-week minimum rentals October through May. This villa also includes exterior maintenance-free living, cable, internet, water, sewer and trash provided by the condominium association. Park the car and hop on the free Siesta Key trolley—just near your door—with service stretching from Turtle Beach to downtown Sarasota.

6300 Midnight Pass Road Unit 2, Sarasota

$875,000

2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code

Welcome to this beautiful, 3rd floor unit at Midnight Cove II. From sunrise to sunset, your entertainment is the breathtaking views of the gulf’s intracoastal waterway: a playground to manatees, dolphins, a variety of birds and very impressive boat traffic. A handsomely turnkey furnished two bedroom and two full bathroom unit, the conveniences are too nice to overlook with quick access on and off the island via the Stickney Point bridge and a short stroll to shopping, dining, grocery and of course, the world famous Crescent Beach. Midnight Cove II also offers a heated swimming pool, newly rebuilt tennis courts, basketball court, club house and barbeque grilling area. Attention boating enthusiasts! This property is unique in that it offers a deeded boat slip along with the property. An incredible and rare opportunity, this unit will not last, check it out today!

1900 Cove Ii Place Unit 135, Sarasota

$875,000

2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code

Welcome to this beautiful, 3rd floor unit at Midnight Cove II. From sunrise to sunset, your entertainment is the breathtaking views of the gulf’s intracoastal waterway: a playground to manatees, dolphins, a variety of birds and very impressive boat traffic. A handsomely turnkey furnished two bedroom and two full bathroom unit, the conveniences are too nice to overlook with quick access on and off the island via the Stickney Point bridge and a short stroll to shopping, dining, grocery and of course, the world famous Crescent Beach. Midnight Cove II also offers a heated swimming pool, newly rebuilt tennis courts, basketball court, club house and barbeque grilling area. Attention boating enthusiasts! This property is unique in that it offers a deeded boat slip along with the property. An incredible and rare opportunity, this unit will not last, check it out today!

1900 Cove Ii Place Unit 135, Sarasota

$823,200

2 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

-Premier Waterfront Lot on Coveted Palm Island- Presenting a rare and exclusive opportunity to build your dream estate at 30 Island Circle, located in one of Sarasota’s most prestigious Siesta Key enclaves—Palm Island. This southern facing canal-front lot offers 58 feet of pristine water frontage on a quiet, dead-end canal with no through boat traffic, creating a private and peaceful setting ideal for refined waterfront living. Enjoy daily encounters with dolphins, manatees, and native Florida wildlife, right from your future terrace. This property is a paradise for boaters, kayakers, paddleboarders, and anglers alike. A short boat ride from your home will transport you into Roberts Bay and the Gulf of America. A newer seawall and operational boat lift are already in place, adding substantial value and convenience for future development. This property is one of the closest waterfront lots to Siesta Key Beach, with Beach Access #10 less than two blocks away—a rare combination of boating lifestyle and beach proximity that is virtually unmatched. Palm Island itself offers a sense of sanctuary with no through traffic, enhancing the exclusivity and privacy discerning buyers seek. Just a 5-minute walk to Siesta Village, enjoy effortless access to high-end dining, boutique shopping, and vibrant island culture, all while returning home to your private oasis on the water. Whether you envision a sleek modern retreat or an elegant coastal compound, 30 Island Circle presents an unparalleled opportunity to design and build an extraordinary waterfront residence in one of Florida’s most coveted island communities. John Cannon has submitted preliminary renderings of a luxury home on the buildable envelope of the property. Luxury. Location. Lifestyle. This is coastal living at its finest.

30 Island Circle, Sarasota

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