Location: Sarasota , 34242
Do Not Show Listings
4117 ROBERTS POINT CIR, SARASOTA, FL 34242
$980,000479 Days on yellowkey MLS ID: A4640938
0 Days Off yellowkey (back on 6/19/2026)
Bed: 3 Bath: 2.5 Gar: 4 Liv Area Sq Ft: 2168 Built: 1990 Tax: $10,150 (2024)Community: Roberts Point 2Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,150
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Nestled on a tranquil street, in the highly sought-after Roberts Point neighborhood of Siesta Key, this stunning elevated home offers the perfect blend of luxury, privacy, and coastal charm. Situated just moments from the world-renowned Siesta Beach and the vibrant Siesta Village, this beautifully maintained two-story residence offers the perfect combination of comfort, convenience, and Florida living. The layout features spacious living and dining areas, with plantation shutter windows that fill the home with natural light and allow for a seamless connection to the outdoors. The well-appointed kitchen includes modern appliances, ample cabinetry, and a large island, making it an ideal space for cooking and entertaining. The master suite is a private retreat, with plenty of closet space and an en-suite bathroom that offers a relaxing atmosphere. Additional bedrooms are generously sized and perfect for family or guests. Step outside to your private, nicely landscaped backyard, an ideal setting for relaxation and entertaining. Enjoy Florida’s beautiful weather on the expansive composite deck, complete with an outdoor shower—perfect for rinsing off after a day at the beach. The lush greenery and well-maintained yard create a tranquil, private oasis. This home’s prime location offers easy access to the best of Siesta Key—whether it's lounging on the soft sands of Siesta Beach, exploring the unique shops and restaurants in Siesta Village, or enjoying local parks and recreational activities. This is your chance to own a slice of paradise in one of the most coveted neighborhoods on Siesta Key. Schedule your private showing today and make this beautiful home your own!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Jim Mast (941-587-9066)
266 OGDEN ST, SARASOTA, FL 34242
$749,0009 Days on yellowkey MLS ID: A4696712
2 Days Off yellowkey (back on 6/19/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1433 Built: 1973 Tax: $13,135 (2025)Community: Siesta Rev OfSpa: YesSingle Family
Taxes:$13,135
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Investor Opportunity on North Siesta Key! Located within City of Sarasota city limits! This hurricane-impacted property presents a rare chance to acquire a premium piece of real estate in one of Sarasota’s most sought-after coastal markets. Situated on a generous 0.31-acre corner lot on the quiet residential north end of Siesta Key, this 3-bedroom pool home offers exceptional potential for renovation, redevelopment, or a custom luxury rebuild. With strong underlying value driven by location, investors and builders will appreciate the property's proximity to Siesta Key Beach, Siesta Village, waterfront dining, and shopping, while still enjoying the privacy and charm of an established island neighborhood. Large corner lots in this area are increasingly difficult to find, making this an attractive opportunity for those seeking long-term appreciation or resale potential. Whether your vision is a high-end coastal residence, a profitable renovation project, or a complete redevelopment, the possibilities are significant. Opportunities to purchase on North Siesta Key at a value-add price point are becoming increasingly rare. Bring your contractor, architect, and imagination—this is your chance to capitalize on one of Florida’s most desirable barrier island locations.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Marius Mocan (503-858-3756)
6267 MIDNIGHT PASS RD #306, SARASOTA, FL 34242
$650,1371 Day on yellowkey MLS ID: A4696685
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1387 Built: 1980 Tax: $3,095 (2025)Community: Excelsior Beach To Bay 2Spa: YesCondo
Taxes:$3,095
Middle School: Booker Middle
Remarks: Experience the ultimate island lifestyle in this beautifully appointed 2-bedroom, 2-bathroom condo on world-famous Siesta Key. Located just steps away from the powdery white quartz sands of Siesta Beach, this property grants you your own private deeded beach access where loungers are waiting for you. With the vibrant dining and shopping of the Village, this location cannot be beat. You can be picked up right at the front of the building with free transportation on the island. The split bedroom living space area features Italian porcelain tile flooring, crown molding, abundant natural light, hurricane impact windows throughout, NO popcorn ceilings here-smooth as butter, seamlessly flowing onto a private lanai where you can enjoy your morning coffee with a peaceful view of the courtyard, pool, pond, a peak of the Bay, and beautiful grounds. The community offers resort-style amenities, including two heated pools and hot tubs (one on the Bay side and one on the Gulf side), tennis courts, pickleball courts, a fitness center, shuffle board, fishing dock, grilling stations, library and a community room. You will have an assigned covered parking space under the building, ample additional parking for your guests and a storage unit for your beach toys. Excelsior Beach to Bay also has a management company on site to rent your unit while you are away for your convenience, if you choose to do so. You will love this close knit community and all the fun social events offered throughout the season. Call for your private showing today.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Trish Wittmus (773-220-5583)
119 WHISPERING SANDS CIR #V36, SARASOTA, FL 34242
$495,000301 Days on yellowkey MLS ID: A4656278
REDUCED by $30,000 (5.7%) on 06/14/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1160 Built: 1968Monthly Fee: $1,400 Tax: $6,617 (2024)Community: Whispering SandsVilla
Taxes:$6,617
Remarks: One or more photo(s) has been virtually staged. BEST PRICED VILLA IN WHISPERING SANDS! Don't miss this opportunity to own this lovely REMODELED VILLA just steps from the sand! This 2 bed/2 bath villa nestled in the premier GULF FRONT property of Whispering Sands is the perfect island getaway. Remodeled in 2025, this villa features all NEW vinyl plank flooring, paint, baseboards, trim, molding, and all interior doors. The bright NEW galley kitchen is a true highlight, offering stylish soft close cabinetry, granite countertops, stainless Whirlpool appliances, a side by side fridge with icemaker/dispenser, stainless farmhouse sink, and recessed and under-cabinet lighting. Both bathrooms have been refreshed with new granite counters, cabinets, vanities, and fixtures for a clean, contemporary feel. You’ll enjoy the ease of indoor-outdoor living with a tiled screened lanai – perfect for your morning coffee or evening relaxation. It could be further enclosed with windows or sliders and turned into a sunroom. This villa also features a nice skip trowel ceiling finish and plantation shutters. One car garage with NEW 2026 epoxy floor. NEW 2025 full sized Maytag WASHER & DRYER. NEW 2025 VILLA ROOF. 2025 HVAC system and 2025 water heater. Ideally located just around the corner from Whispering Sands’ two sparkling heated pools, clubhouse (currently in the beginning stages of being remodeled and which will include a fitness center and catering kitchen), NEW beachside Tiki Hut, shuffleboard, and 800' of your own private beach on the Gulf — perfect for enjoying Siesta Key’s world famous quartz sand and spectacular sunsets! When you're not luxuriating in the pool or going for a dip in the Gulf, step out of your front door and walk to shopping and dinner! Whispering Sands is situated right around the corner from the colorful boutiques and fine restaurants of Siesta Key Village. Embrace the island lifestyle! Whether as a year-round residence or a vacation retreat, this maintenance free Gulfside villa combines ease, style, comfort - and a great investment - in one of Siesta Key’s finest Gulf front properties.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
6285 MIDNIGHT PASS RD #403, SARASOTA, FL 34242
$643,000407 Days on yellowkey MLS ID: A4651246
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1306 Built: 1981 Tax: $6,349 (2024)Community: Excelsior Beach To Bay 5Spa: YesCondo
Taxes:$6,349
Remarks: Tremendous value for this 4th-floor condo at the Excelsior Beach to Bay complex on Siesta Key. Coveted for its soaring ceilings and the opportunity to add a bona fide upper-level third bedroom, this bayside penthouse offers exciting potential to create a luxurious full-time residence or home away from home. It is lovely as-is,with some thoughtful updates over the years including granite countertops, stainless appliances, updated flooring and carpeting, plus a 2025 AC system and water heater. A pre-listing home inspection has been completed and is available for review. This south-facing unit is filled with natural light and enhanced by clerestory windows. Owned by the same family since construction, the condo has been smoke-free, pet-free, and extremely well maintained. The screened lanai overlooks the grounds and could easily be enclosed if desired. Each condo includes a locked storage unit, and one assigned underbuilding parking spot with additional open/carport parking available for owners with a second car. Excelsior is rich with amenities, including two large heated swimming pools, poolside restrooms, hot-water showers, two hot tubs, tennis courts, pickleball courts, fitness center, gulf-side sun deck, beach lounge chairs, outdoor grills, Intracoastal fishing pier, community room with seassonal events, library, and catering kitchen. Walk to shopping, dining, bike rentals, and boat rentals. This ideal location offers direct deeded beach access to Siesta Beach renowned for its quartz sand that stays cool in the summer and feels like talcum underfoot. Enjoy easy on-and-off island access at the south Stickney Point Bridge, with the increasingly popular Gulf Gate neighborhood just over the bridge offering eclectic restaurants, grocers, pubs, and shops. Units here have a two week minimum an onsite Rental Manager. Absolutely one of the best values and opportunities at Excelsior, and perhaps on Siesta Key itself. A remarkable offering with these features and at this price which does not come along often.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Joan Winters (941-536-1714)
915 SEASIDE DR #611, SARASOTA, FL 34242
$2,950,000Listed 06/19/2026 12:27PM MLS ID: A4697522
Bed: 4 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 2625 Built: 2009 Tax: $33,482 (2025)Community: Siesta Key Beach Residences IiSpa: YesCondo
Taxes:$33,482
Remarks: Experience elevated Gulf-front living from the 6th floor of this exceptional four-bedroom, four-bath residence at The Residences on Siesta Key Beach. Perfectly positioned to capture breathtaking, unobstructed views of the Gulf of Mexico, this luxury condominium offers a front-row seat to Sarasota's legendary sunsets, the soothing sounds of the waves, and the ultimate beachfront lifestyle. Spanning more than 2,600 square feet, the thoughtfully designed interior blends sophisticated coastal elegance with effortless comfort. High-end finishes, designer furnishings, premium appliances, spa-inspired baths, and an expansive open-concept floor plan create an ideal setting for both everyday living and entertaining. What truly sets this residence apart is the unparalleled ownership experience. Residents enjoy exclusive access to the world-class amenities and services associated with the neighboring Hyatt Residence Club, including concierge services, a beachfront pool and spa, valet parking, an owners' lounge, daily breakfast service, fitness facilities, towel and chair service, and attentive resort-style hospitality. For those seeking flexibility and income potential, the property benefits from an established onsite management and rental program, making ownership as effortless as it is rewarding. Whether enjoyed as a primary residence, seasonal retreat, or luxury investment property, this residence offers a rare opportunity to combine personal enjoyment with strong rental appeal. Located on the highly sought-after south end of Siesta Key, you're just moments from waterfront dining, shopping, entertainment, the marina, and all the charm of island living, while still enjoying a private beachfront setting. Offered turnkey furnished, this is a seamless opportunity to step into one of Siesta Key's most prestigious Gulf-front addresses and begin enjoying the luxury resort lifestyle.
Listing is courtesy of: THE SARASOTA REAL ESTATE COMP. (941-321-5595)
Listing Agent: David Lehrman (941-321-5595)
5507 CONTENTO DR, SARASOTA, FL 34242
$1,775,000119 Days on yellowkey MLS ID: A4683288
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1788 Built: 1969 Tax: $15,484 (2025)Community: Siesta IslesSpa: NoSingle Family
Taxes:$15,484
Middle School: Sarasota Middle
Remarks: A BOATER'S DREAM! Welcome to your Siesta Key waterfront dream home on a third of an acre lot! Private dock with a 7,000lb boat lift on a wide part of the Grand Canal! Move right in and start enjoying the island lifestyle! This home features great water view on the widest part of the canal! Brand new landscaping and freshly painted exterior. Sold furnished with a few exceptions. The heated pool and panoramic pool cage create a serene setting. Mostly Hurricane rated windows, new dishwasher and refrigerator, wine refrigerator, custom wood cabinets, granite counters and breakfast bar. Tile floors and engineered wood, built-out closets, open floor plan, 2 car garage, circular driveway, outdoor shower. 3 bedrooms and 3 full bathrooms plus laundry room. A few blocks from world famous SIESTA BEACH, short drive to downtown Sarasota, St Armand's, Lido and much more. ***THIS HOME HAS NOT HAD ANY STORM DAMAGE AND NO FLOODING.****BASE ELEVATION 10 Ft***SELLER MOTIVATED***
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Livya Hament (941-735-1227)
5880 MIDNIGHT PASS RD #804, SARASOTA, FL 34242
$1,350,000140 Days on yellowkey MLS ID: A4680425
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1498 Built: 1982 Tax: $11,821 (2025)Community: CasarinaSpa: YesCondo
Taxes:$11,821
Remarks: An unusual price for an unusual seaside residence. Completely renovated with stunning views from every window. Enjoy your morning coffee on the lanai and relish the downtown skyline as well as the Gulf of Mexico and Siesta Beach. Renovations include completely repainted, impact resistance windows, new interior doors, closet organizers and new front door. Casarina amenities include heated pool/spa, pickle ball/tennis courts, exercise room, gas grills, etc. This is worth a visit to see everything you can bring into your life.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Maurice Menager (941-238-8119)
4938 COMMONWEALTH DR, SARASOTA, FL 34242
$2,695,000109 Days on yellowkey MLS ID: A4683758
REDUCED by $205,000 (7.1%) on 05/22/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2169 Built: 1984 Tax: $12,150 (2025)Community: Siesta BeachSpa: YesSingle Family
Taxes:$12,150
Remarks: Experience the pinnacle of waterfront luxury on Siesta Key’s prestigious Grand Canal. This meticulously reimagined residence at 4938 Commonwealth Drive offers a rare blend of modern sophistication, structural integrity, and complete peace of mind. Extensively transformed both structurally and aesthetically, the home welcomes you into an expansive open-concept design filled with natural light. The newly expanded kitchen serves as the heart of the home, offering abundant cabinetry and storage, a double oven, generous pantry storage, striking custom beam detail, an open breakfast bar, and direct access to the wraparound decking—creating seamless indoor-outdoor living and effortless entertaining. A stylish powder room has also been thoughtfully added. New hurricane-impact windows and sliding glass doors frame the interiors, while designer flooring flows beautifully throughout both levels. Major system upgrades elevate the home’s value and efficiency, including a brand-new roof and a comprehensive solar power system with battery storage. A fresh, contemporary interior palette enhances the clean architectural lines and airy coastal feel. The lower level adds over 1,300 square feet of legal non-conforming living space with its own private entry, garage access, and elevator connection to the main living areas, leading directly to the pool deck. Redesigned for modern functionality, this space features a spacious family entertainment area, custom bar, and an additional guest suite with a walk-in closet and full bath—ideal for extended family, guests, or a private retreat. Outdoor living is equally impressive. The private backyard sanctuary showcases a heated pool and spa with a new heater and filtration system, sleek updated decking, professional landscaping, and premium artificial turf for effortless maintenance. For the boating enthusiast, the deep-water dock and boat lift provide direct access to the Intracoastal Waterway and open waters of Sarasota Bay, delivering the ultimate waterfront lifestyle.
300 GARDEN LN, SARASOTA, FL 34242
$2,790,000287 Days on yellowkey MLS ID: A4662830
REDUCED by $209,000 (7.0%) on 05/21/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3256 Built: 1975Monthly Fee: $10 Tax: $12,545 (2024)Community: Siesta Rev OfSpa: NoSingle Family
Taxes:$12,545
Remarks: A Rare Opportunity on North Siesta Key with exceptional weekly income, prime location 350 Feet of Waterfront! Discover this unique multi-family income producing single-story property on Bay Island, offering both beauty and potential. High and dry, the home remained unaffected by recent storms, with 4–5 feet of elevation to spare. Set on a tranquil, tropical lot, this historic location on Garden Lane—once home to the Siesta Key Fish Market—with easy fast access to the bay and Big Pass it is truly a boater’s and fisherman’s paradise. Just a few steps to Shell Beach and its breathtaking sunsets, minutes from the world famous Siesta Beach, Siesta Village with restaurants, shopping, nightlife, quick access to downtown, and St. Armands Circle. You have it all! The property features a classic Florida ranch-style 4-bedroom, 2-bathroom home with a pool, large deck, and lush backyard designed for entertaining, plus a detached 2-bedroom, 2-bathroom guest house. Whether you choose to renovate, rebuild, or divide the lot (buyers to verify with the City), the possibilities are endless with this property!
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Holly Parry (941-809-8050)
4046 HIGEL AVE, SARASOTA, FL 34242
$15,500,000129 Days on yellowkey MLS ID: A4682070
0 Days Off yellowkey (back on 2/11/2026)
Bed: 6 Bath: 7.0 Gar: 3 Liv Area Sq Ft: 6468 Built: 1983 Tax: $32,602 (2025)Community: SiestaSpa: YesSingle Family
Taxes:$32,602
Remarks: Under contract-accepting backup offers. Experience private beachfront coastal luxury at this one-of-one Siesta Key home, thoughtfully curated for comfort, style, and entertainment - by Pham Development. Perfectly positioned off the Gulf, with gorgeous ocean views throughout the rooms - you can watch a world-class sunset view from your master bedroom. Spanning over 6,468 square feet under air and 9,080 total square feet, this exquisite residence captures the essence of resort-style waterfront living on more than half an acre of pristine Gulf-front land. Be at ease with a surrounding elevated riprap shoreline and the imported rocks, offering both protection and privacy. Pull into the property through the gated entry, with a paved driveway for ample parking. The ground level offers a 3-car garage, spacious private fitness studio with AC, large flex space/storage room, and huge game room that leads out to the truly special backyard - with premium turf, silica sand and a putting area. Host a sunset dinner with the full outdoor kitchen, including a freezer, wet bar, beverage center, ice machine, and 6-burner grill. Have a drink while sitting in the pool facing the ocean, relax in the champagne spa hot tub, or tan on the sun shelf. Put your toes in the sand area of the backyard, or take the paver steps down to the private beach and swim in the ocean - the ultimate paradise. Wake up to the panoramic views of the Gulf of America and Sarasota Bay, that create a daily masterpiece of color and light, and have a coffee on the master bedroom's private balcony. With 6 bedrooms, 5 full bathrooms, and 2 half baths, you can host more family and guests - along with the second living room/media room. All of the bedrooms have custom built-in closets, and the spacious ocean-view master bathroom leads to two spacious walk-in closets. The home features high-ceilings, beautiful hardwood flooring throughout, and cypress beams. The living and dining room area have a fireplace, and the open-floor plan leads out to another large balcony overlooking the ocean. Enjoy the gourmet custom kitchen with Thermador gas appliances, a walk-in pantry, and an extra large quartz island with seating. An elevator connects the 3-level home through the grand living spaces that flow seamlessly toward the water, blending indoor sophistication with the beauty of the coast. The lush tropical landscaping evokes the serenity of a private resort. Located just minutes from Siesta Beach, the Village, and the North Siesta Bridge, this rare coastal jewel offers the ultimate combination of elegance, exclusivity, and Gulf-front tranquility—a move-in ready residence truly without equal on Siesta Key.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
6732 SARASEA CIR #104C, SARASOTA, FL 34242
$644,000149 Days on yellowkey MLS ID: A4679214
REDUCED by $5,000 (0.8%) on 05/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 744 Built: 2009 Tax: $5,421 (2025)Community: Beach Club At Siesta KeyCondo
Taxes:$5,421
High School: Riverview High
Remarks: Reduced over 55K! Excellent resort investment opportunity with a proven rental history at The Beach Club on Siesta Key, located just steps from the world-famous sugar-sand beach. This beautifully maintained residence looks and feels brand new, featuring a functional floor plan, deeded beach access, and a complete 2021 update with elegant sea-inspired décor, flat-screen TVs, free Wi-Fi, and a full kitchen with stainless steel appliances. Owners enjoy up to 120 days of personal use per year while benefiting from professional on-site management or the option to self-manage for added flexibility. TripAdvisor rates the property 4.5 stars with outstanding reviews. Resort amenities include a heated pool, hot tub, and complimentary beach chairs and umbrellas. Built in 2009 on stem walls, the building is elevated and sustained no storm damage. Ideally located mid-island just 1,000 feet south of the Stickney Point Bridge for easy mainland access, and within walking distance to popular restaurants, shops, marinas, rentals, and local favorites such as Captain Curt’s and Daiquiri Deck—making this a true turnkey beach getaway and income-producing investment. Ask your agent for the Rental History attached to the MLS listing too!
Listing is courtesy of: TIDELINE REAL ESTATE BROKERS (941-587-1669)
Listing Agent: Mike Winger (941-228-3390)
5880 MIDNIGHT PASS RD #907, SARASOTA, FL 34242
$1,850,00023 Days on yellowkey MLS ID: A4694262
Bed: 3 Bath: 2.0 Gar: 25 Liv Area Sq Ft: 2165 Built: 1982 Tax: $16,144 (2025)Community: CasarinaCondo
Taxes:$16,144
Remarks: TOP FLOOR. TOP BEACH. TOP NOTCH. This Siesta Key condo checks ALL the hard to find boxes — THREE bedrooms. PRIVATE Beach. TOP Floor. RESORT Style Amenities. GARAGE Parking Space. NO Work Needed! Welcome to Unit 907, a beautifully refreshed top-floor residence offering generous living space, a calm coastal feel, and the easy beach lifestyle buyers are looking for. From the moment you open the door, the residence feels bright, relaxed, and beautifully pulled together with updated coastal furnishings and a soft beachside palette. Spacious living and dining areas create an easy flow for everyday enjoyment or extended stays, while the kitchen offers quartz countertops, stainless appliances, breakfast bar, and generous storage. The Master Bedroom has spectacular gulf views, ensuite with double sinks, walk-in shower, and a spacious closet. The split-bedroom floor plan with two guest bedrooms provides privacy and flexibility for guests, or home office, hobbies, and additional storage. The Casarina community has recently completed significant improvements which include a new roof, elevator updates, electrical updates, new A/C units, flood-prevention panels, new carport roofs, refreshed landscaping, new driveway and pool pavers, new grilling area, and more — assessments already paid by seller! Get ready to enjoy approximately 7 acres of tropical grounds, direct access to Siesta Key's powdery-soft, white sand beach, heated pool and spa, clubhouse, fitness room, tennis and pickleball courts, basketball, BBQ areas, onsite management, secured access, two elevators, and beautifully maintained outdoor spaces. Minutes from Siesta Key Village, dining, shopping, and downtown Sarasota. Contact me today to schedule your private tour and start living the Siesta Key lifestyle you've always dreamed of.
Listing Agent: Christa Spalding (941-529-6978)
8635 MIDNIGHT PASS RD #201C, SARASOTA, FL 34242
$599,99979 Days on yellowkey MLS ID: A4688472
REDUCED by $25,000 (4.0%) on 04/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1160 Built: 1970 Tax: $5,913 (2025)Community: Bay Tree ClubCondo
Taxes:$5,913
Remarks: PRICE REDUCTION! This beautifully FULLY FURNISHED END-UNIT condo is a true gem, offering an abundance of natural light and a spacious, open layout. Featuring 2 bedrooms and 2 bathrooms, this home effortlessly blends comfort and style, making it the perfect space for both relaxation and entertaining. Step outside onto your private lanai and take in breathtaking views of serene Intracoastal waters—an ideal spot to unwind and embrace the peaceful surroundings. The primary bedroom features a walk-in closet and an en-suite bathroom for added convenience and comfort. The second bedroom is spacious, perfect for guests or family members alike. The kitchen boasts beautiful granite countertops, stainless steel appliances, and shaker cabinets with soft-close features, creating a sleek and functional cooking space. Located within a Gulf to Bay Community, this second-floor condo is just steps away from the pristine beach, which includes its own assigned storage cabana to stow your beach essentials, bikes, umbrellas, and chairs. Bay Tree community offers two heated pools, BBQ areas, kayak storage and fishing pier. For boating enthusiasts, the available boat slips provide easy access to the newly reopened Midnight Pass for all your water adventures. Fully furnished and with a STRONG rental history, this condo serves as an excellent income property—making it a fantastic choice for both vacation home seekers and investors alike. Equipped with HURRICANE IMPACT WINDOWS for added peace of mind and energy efficiency, this condo offers durability while maintaining a quiet, comfortable living environment. Additionally, the completed milestone inspection ensures transparency and confidence for the next homeowner. The monthly fees also cover a variety of essential services, including common area insurance, common area flood insurance, and an annual AC inspection and onsite Property Manager. Conveniently located near the free trolley stop, you’ll have easy access to explore Siesta Village’s restaurants, shops, and the world famous Siesta Key Beach with its white quartz sand. Don’t miss your chance to own a piece of paradise in one of Siesta Key’s most desirable locations. Whether you're seeking a vacation retreat, an investment property, or a coastal haven, this condo has it all! Schedule your showing today!
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Justin Piccillo (908-670-3209)
6236 MIDNIGHT PASS RD #305, SARASOTA, FL 34242
$800,000223 Days on yellowkey MLS ID: A4671409
1 Days Off yellowkey (back on 5/21/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1250 Built: 1979Monthly Fee: $1,096 Tax: $8,844 (2025)Community: Siesta Dunes BeachSpa: YesCondo
Taxes:$8,844
Remarks: Under contract-accepting backup offers. 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!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Alex Chau (941-812-8781)
4822 OCEAN BLVD #10E, SARASOTA, FL 34242
$565,000153 Days on yellowkey MLS ID: A4669777
REDUCED by $10,000 (1.7%) on 05/29/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 820 Built: 1973 Tax: $4,312 (2025)Community: Siesta TowersCondo
Taxes:$4,312
Remarks: Experience penthouse-level living in this fully renovated, 10th-floor, condominium. This turnkey Siesta Key oceanfront property offers panoramic views of the Gulf, Sarasota Bay, and the skyline. Masterfully modernized, it blends luxurious coastal design with everyday resort-style convenience. Sweeping, unobstructed sights of dolphins, Big Pass, and vivid Gulf sunsets. A substantial great room offers ample space for a living, and dining room. The kitchen features European white soft-close cabinets, granite countertops, porcelain wall tile, a triple-filter water dispenser, and high-end stainless-steel appliances. Premium upgrades include luxury vinyl plank flooring that runs throughout, motorized privacy blinds, impact sliding doors, 2025, a fully updated bath with dual sinks, and a separate water closet with walk-in shower. The bedroom is a spacious sanctuary, with two closets, and additional access to the fully revitalized terrace. Siesta Towers provides a relaxed waterfront community with all new amenities, including a state-of-the-art fitness center. Located on prime north Siesta Key; just a 5-minute walk to Siesta Key Village, and Siesta Key Beach is just around the bend. Enjoy immediate access to the area's best boutiques, restaurants, bars, and weekly farmer's markets. One look and you'll fall in love with this exceptional Gulf-front gem! Come for the views and stay for the fun!
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Darren Beddoe (407-353-8810)
4660 OCEAN BLVD #Q2, SARASOTA, FL 34242
$624,90049 Days on yellowkey MLS ID: A4692194
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1971 Tax: $6,131 (2025)Community: Sea VillageSpa: NoCondo
Taxes:$6,131
Remarks: BEST PRICED GULF-FRONT CONDO ON SIESTA KEY, in terms of VIEW, CONDITION, SIZE, AMENITIES and PROXIMITY to Siesta Key Village, the #1 BEACH IN America, and DOWNTOWN SARASOTA! Not ONE, but TWO heated GULF FRONT POOLS. Brand NEW fishing dock. This lovely unit can come partially furnished if you wish (a full list of items is available) and has a BRAND-NEW A/C. MOVE IN READY! Unobstructed GULF VIEWS, forever YOURS! And it’s PET FRIENDLY! HOA covers just about everything! Bring your suitcase, your toothbrush and your bathing suit! Wake up to breathtaking Gulf views, watch as dolphins swim, and enjoy legendary Siesta Key sunsets from this beautifully maintained 2-bed, 2-bath, perfectly positioned condo in a charming Gulf front community. Floor-to-ceiling glass sliders flood the open living area and primary bedroom with natural light, leading to your private screened lanai, where uninterrupted Gulf views are yours to behold. The primary bedroom features ample closet space and an ensuite bath with separate vanity. With 1,200 ft² of living space, this second-floor residence comes with an in-unit washer/dryer, as well as a free community laundry room and storage. The second bedroom is perfect for guests and family, and the well-appointed kitchen has upgraded appliances and a pass-through to the living area. This exceptional unit has had just one owner and has been in the family since the complex was built. Sea Village is a small community located exactly 1 mile north of Siesta Key Village and 1 mile to the #1 Beach in America. Amenities include two heated gulf front pools, a newly constructed fishing pier, and designated covered parking. ALL assessments have been PAID. Monthly HOA covers Community Pool, Escrow Reserves, Insurance, Exterior Maintenance (to include the roof), Maintenance of the Grounds, as well as Water, Sewer and Trash. Renowned for its vibrant coastal lifestyle, Siesta Key Village is bustling with restaurants, cafes, shops and miles of crystalline beaches. Downtown Sarasota’s Bayfront, with its world-class shopping, dining, & cultural events is 5 miles away. Nature lovers, sports enthusiasts, and patrons of the arts have the best of Sarasota at their fingertips with outdoor activities that include waterfront dining, boating, biking, golfing, hiking & fishing nearby. With easy access to state-of-the-art medical facilities, Sarasota International Airport, and the I-75, the location of this property offers the perfect blend of serenity & convenience and offers an extraordinary opportunity to LIVE YOUR BEST LIFE, whether it be used as a private retreat for your own personal enjoyment, or a seasonal or annual rental, with excellent income potential.
Listing Agent: Robin Leonardi (941-685-6270)
5780 MIDNIGHT PASS RD #210, SARASOTA, FL 34242
$999,000199 Days on yellowkey MLS ID: A4673708
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1979 Tax: $9,269 (2025)Community: Gulf & Bay Club Ph 2Condo
Taxes:$9,269
Remarks: BEST VALUE AT SIESTA KEY BEACH GULF & BAY CLUB. Imagine living in Paradise…Welcome to your dream home on Siesta Key, where every day feels like a vacation. This beautiful beachfront corner unit in the prestigious GULF & BAY CLUB is located on the #1 Beach in America per Trip Advisor. Step into this stunning two-bedroom, two-bathroom unit, filled with natural light from expansive windows. Enjoy breathtaking sunrise and sunset views as part of your daily routine. The renovated interior features high ceilings, a gourmet kitchen with an office, modern bathrooms, smart storages and elegant details. Gulf & Bay Club is the gated resort community on the key. The serene property spans on 32 acres with 800 feet of private quartz sand beach, offering exceptional living. Beyond your home, Gulf & Bay Club offers world-class amenities, including scenic pathways to a freshwater lake with a rustic footbridge, a lush tropical courtyard with 3 heated pools, 6 pickleball courts, 4 tennis courts, 2 clubhouses and barbecue grills for social gatherings. Fitness enthusiasts can access a commercial gym, sauna, and media facility, while EV charging stations promote eco-friendliness. With an on-site rental management for one-month minimum rentals, this property is perfect for luxurious living and smart investment. Make this waterfront oasis your home where warm hospitality and serenity await.
5880 MIDNIGHT PASS RD #704, SARASOTA, FL 34242
$1,495,000101 Days on yellowkey MLS ID: A4685065
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1498 Built: 1982 Tax: $11,276 (2025)Community: CasarinaSpa: YesCondo
Taxes:$11,276
Remarks: You will melt away on Crescent Beach's powder/sugary white sand and float away in the shimmering waters of the Gulf of Mexico. This residence has been beautifully renovated to provide the ultimate beach home for you to call your own. The kitchen area features a day bed and a custom wood top island. Enjoy your morning coffee or sunset drink on your private lanai. Residents enjoy the heated pool/spa with cabana and outdoor kitchen, two grilling areas, a sunset beachside deck and lighted pickle ball/tennis courts. You will appreciate the on-site management office, fitness room and large community center. Come see for yourself what Casarina offers for fine beachside living.
8008 MIDNIGHT PASS RD, SARASOTA, FL 34242
$3,750,000211 Days on yellowkey MLS ID: A4672889
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4190 Built: 2015 Tax: $25,117 (2024)Community: Mira Mar SubSpa: YesSingle Family
Taxes:$25,117
Remarks: Welcome to the side of Siesta Key most visitors never discover — and many locals refuse to leave. Located on the peaceful southern stretch of Midnight Pass Road, 8008 Midnight Pass sits far enough from the congestion of the Village and Beach Road traffic, yet only minutes from Crescent Beach and waterfront dining. Here, mornings start with bike rides under a canopy of palms, neighbors walk dogs along quiet streets, and evenings end with sunsets reflecting across Heron Lagoon. This is the residential, laid-back Siesta Key lifestyle buyers search for but rarely find available. Behind a newly installed private gate, fresh coastal landscaping and a new perimeter wall create a true sense of arrival and privacy. The 2015-built waterfront home has been extensively improved, offering the feel of a newer construction property without the wait, cost, or uncertainty of building on the island. Inside, the home has been refreshed with new flooring throughout, fresh interior paint, updated stair railings, and designer lighting. A full Sonos surround sound system, Brilliant smart switches, Philips Hue lighting, and an upgraded security system provide modern convenience, while spray-foam attic insulation improves comfort and efficiency year-round. The completely reimagined kitchen serves as the centerpiece of the home, featuring Viking appliances, quartzite countertops and backsplash, custom cabinetry with under-cabinet lighting, a custom hood, dedicated bar area, and Viking ice maker. The open living space flows directly to expansive sliders overlooking the calm waters of Heron Lagoon — a view that immediately explains why owners love this side of the island. A flexible den with a custom Murphy bed provides additional guest accommodations, and upstairs guest bedrooms have been enhanced with wainscoting and designer wallpaper. One guest bathroom has been fully remodeled and all bathrooms have been updated with new fixtures and lighting. Outdoor living is where the property truly shines. The lagoon-front setting offers a kayak and paddleboard launch from your backyard, an IPE dock for fishing or sunset watching, and a revitalized pool area with new equipment and LED lighting. A newly screened upper balcony lanai creates a peaceful retreat above the water, while the private basketball court adds a rare amenity not commonly found on Siesta Key. This is a home designed for those who want Siesta Key without the crowds — boating, biking, paddleboarding, and quiet evenings just minutes from the beach. 8008 Midnight Pass is not just a waterfront property; it’s an opportunity to experience the calmer, residential side of island living while still being close to everything that makes Siesta Key world-famous. Schedule your private showing and experience the difference in person.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Jeff Lauer (941-441-6555)
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