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$800,000
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
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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