Location: Sarasota
Do Not Show Listings
4819 SEA ISLAND AVE, SARASOTA, FL 34234
$139,00089 Days on yellowkey MLS ID: A4689720
INCREASED by $20,000 (16.8%) on 06/12/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 915 Built: 1968Monthly Fee: $137 Tax: $2,773 (2025)Community: Tri-Par EstatesSpa: YesMobile Home
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,773
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Investor Opportunity in a Sought-After 55+ Community – CAP Rate Over 11% with Yearly Lease Already in Place This is the kind of deal investors look for—immediate income, strong upside, and a property in a desirable over-55 community. This 2-bedroom, 1.5-bath home offers approximately 915 square feet of living space, plus a flexible bonus room that can easily function as a third bedroom, office, or den, increasing both appeal and potential value. Recent improvements, including a new carport and screened-in porch, add value while reducing near-term upgrade needs. The home also features an in-unit washer and dryer and an outdoor shower, adding convenience and livability for occupants. For investors seeking reliable cash flow with room to add value, this property checks all the boxes—leased, income-producing, and positioned for even greater returns. Tri-par Estates is a 55+ community that provides a wealth of amenities: enjoy a heated and cooled large pool for year-round swimming, a brand-new spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and various recreation hall rooms equipped with ping-pong, billiards, card tables, a kitchenette, sewing areas, and more. The expansive clubhouse regularly hosts dinners, dances, and other events. Situated only minutes from downtown Sarasota, you’ll have easy access to marinas, shopping, restaurants, museums, the world-renowned Siesta Key and Lido Key beaches, and Sarasota airport. In this special park and recreation district, residents own their land directly, with no separate HOA fees—an annual fee of $1,648 is included in your property taxes. Internet and TV included in the annual fee This is also a golf cart-friendly community with optional RV or boat storage when available. Don’t miss the opportunity to join this lively, well-established neighborhood in paradise.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Angelo Sammarco (941-284-5673)
1580 BLIND BROOK DR, SARASOTA, FL 34234
$169,000184 Days on yellowkey MLS ID: A4678297
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 780 Built: 1965Monthly Fee: $137 Tax: $2,894 (2025)Community: Tri-Par EstatesSpa: YesMobile Home
Taxes:$2,894
Remarks: Corner lot situated in a great location, this home boasts extensive renovations inside and out. Recent upgrades feature a new TPO roof, air-conditioning, carport, kitchen, indoor and outdoor electrical boxes, and CPVC plumbing completed in 2015. Double pane windows and ceiling fitted with flush mount LED lighting enhance the space. Fully furnished, the residence is move in ready. The guest bathroom offers a walk-in shower, while faux blinds are installed on all the main house windows. For relaxation, the generous 10x13 Florida room features plenty of windows, plus a space heater and portable air conditioner for year-round comfort. Tri-par Estates provides a wealth of amenities: enjoy a heated and cooled large pool for year-round swimming, a brand-new spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and various recreation hall rooms equipped with ping-pong, billiards, card tables, a kitchenette, sewing areas, and more. The expansive clubhouse regularly hosts dinners, dances, and other events. Situated only minutes from downtown Sarasota, you’ll have easy access to marinas, shopping, restaurants, museums, the world-renowned Siesta Key and Lido Key beaches, and Sarasota airport. In this special park and recreation district, residents own their land directly, with no separate HOA fees—an annual fee of $1,648 is included in your property taxes. This is also a golf cart-friendly community with optional RV or boat storage when available. Don’t miss the opportunity to join this lively, well-established neighborhood.
4672 ALEXANDER POPE LN, SARASOTA, FL 34241
$849,000241 Days on yellowkey MLS ID: A4672673
REDUCED by $50,000 (5.6%) on 06/10/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3838 Built: 1978Monthly Fee: $29 Tax: $8,264 (2024)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$8,264
Elementary School: Lakeview Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: PRICE IMPROVEMENT! Welcome to this exceptional 5 bedroom, 3.5 bath home perfectly positioned at the end of a peaceful cul-de-sac on Bent Tree Golf Club. Designed for both upscale entertaining and comfortable everyday living, this residence offers a rare combination of privacy, elegance, and modern upgrades. Step inside to find formal living and dining rooms, crown molding throughout, and two charming wood-burning fireplaces that add warmth and character. The large designer kitchen features premium finishes, generous counter space, and seamless flow to the main living areas—ideal for gatherings of any size, a full wet bar elevates your hosting experience. The home features a NEW ROOF, NEW POOL CAGE and FULLY PAID SOLAR SYSTEM which provide unmatched efficiency and value for years to come. This smart home also includes a home gym, comprehensive security system, water softener/filtration, and thoughtful upgrades throughout. Outside, enjoy breathtaking sunset views from your private screened lanai and sparkling pool—your own serene retreat overlooking a manicured golf course. A rare opportunity to own a beautifully upgraded, move-in ready home in one of the area’s most sought-after neighborhoods.
Listing is courtesy of: ANDRE LECLAIR PROPERTIES LLC (603-234-6480)
Listing Agent: Christian Higgins (772-532-8857)
4481 ASCOT CIR N, SARASOTA, FL 34235
$285,000332 Days on yellowkey MLS ID: A4662740
REDUCED by $13,000 (4.4%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1376 Built: 1994Monthly Fee: $894 Tax: $3,753 (2025)Community: Longwood VillasVilla
Taxes:$3,753
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Welcome to Tivoli Village—an exclusive, private community of just 100 residences nestled among mature trees and lush landscaping. This beautifully maintained 2-bedroom, 2-bath villa with a den/office and 2-car garage offers the perfect blend of tranquility and convenience. Step inside this home peacefully knowing the major concerns have been upgraded a NEWER ROOF, A/C 2023, WATER HEATER 2023, EXTERIOR PAINT IN 2023 AND NEW BACKFLOW METER IN 2026. Seller is offering a $3000 CREDIT for HOA fees! Ideally located near UTC shopping and dining, I-75, Nathan Benderson Park, Sarasota-Bradenton International Airport (SRQ), and just a short drive to downtown Sarasota and Gulf Coast beaches. Step inside to an open-concept floor plan featuring soaring cathedral ceilings, abundant natural light, and seamless flow between the kitchen, dining, and living areas—perfect for both everyday living and entertaining. The updated kitchen showcases newer stainless steel appliances, ample cabinetry with slide-out shelving, a breakfast nook, and an extended breakfast bar overlooking the main living space. Sliding glass doors lead to an enclosed lanai, with additional paver patio space extending into a private, tropical outdoor retreat complete with native Florida landscaping and a custom tiled table and seating area. The spacious primary suite is privately situated at the rear of the home and features an updated en-suite bath with dual vanities, granite countertops, and a walk-in shower with built-in bench. A split-bedroom layout ensures privacy for guests, with a secondary bedroom and full bath located at the front of the villa. The versatile den/office includes a skylight and closet, making it ideal for a home office or potential third bedroom. Tivoli Village residents enjoy a scenic setting with four spring-fed lakes, fishing opportunities, majestic oak trees, and a tranquil nature trail. The HOA provides exceptional value, covering major expenses such as property insurance, exterior maintenance (including power washing and painting), roof replacement and repairs, as well as lawn care and irrigation—delivering low-maintenance, worry-free living. Don’t miss this opportunity to own a move-in-ready villa in one of Sarasota’s most charming and conveniently located communities!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Diane Goodwin (941-706-6620)
2984 JEFF MYERS CIR, SARASOTA, FL 34240
$1,975,00033 Days on yellowkey MLS ID: TB8515402
1 Days Off yellowkey (back on 6/22/2026)
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 5060 Built: 1994Monthly Fee: $345 Tax: $17,100 (2025)Community: Laurel Oak Estates Sec 03Spa: YesSingle Family
Taxes:$17,100
Remarks: Welcome to 2984 Jeff Myers Circle, an extraordinary estate nestled within the elite Laurel Oak Estates of Sarasota. Situated on over an acre of beautifully landscaped grounds, this custom-built residence offers more than 5,000 square feet of refined living space, combining timeless elegance with modern comfort. The home features 5 spacious bedrooms, 4 full baths and 2 half baths, and multiple living and entertaining areas designed for both grand gatherings and everyday living. From the moment you arrive, a sweeping driveway and impressive curb appeal set the stage for what awaits inside. Soaring ceilings, abundant natural light, rich architectural details, and expansive living spaces create an atmosphere of sophistication and warmth. The thoughtfully designed floor plan includes formal and casual living areas, a beautiful fireplace, generous bedroom suites, and seamless indoor-outdoor flow perfect for Florida living. Step outside to your private backyard retreat, where mature landscaping and expansive outdoor living areas provide the perfect setting for entertaining, relaxing, or enjoying Sarasota’s year-round sunshine. Located within the gated Laurel Oak community, residents enjoy a serene setting surrounded by majestic oak trees, championship golf, tennis, and country club amenities, all while being just minutes from top-rated schools, shopping, dining, downtown Sarasota, and the world-renowned Gulf Coast beaches. This is a rare opportunity to own a distinguished estate in one of Sarasota’s most sought-after luxury communities—where privacy, elegance, and an exceptional lifestyle come together.
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
623 OAK HILL CIR #28, SARASOTA, FL 34232
$272,000274 Days on yellowkey MLS ID: C7516464
REDUCED by $15,000 (5.2%) on 05/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1451 Built: 1985Monthly Fee: $559 Tax: $2,130 (2024)Community: Village Oaks Sec DSpa: NoVilla
Taxes:$2,130
Remarks: MOVE IN READY!!! BRAND NEW ROOF INSTALLED MARCH 2026!! The owner says this is the quietest place they have lived at!!! Village Oaks offers a picturesque and tranquil setting, with lush landscaping, beautifully maintained common areas, and mature trees that create a peaceful ambiance. The community is responsible for roof replacement and maintenance, as well as landscaping and the exterior walls (with the exception of windows), offering low-maintenance living and peace of mind. This beautifully updated 2-bedroom, 2-bathroom villa offers 1,451 sq. ft. of spacious and comfortable living, designed for both relaxation and entertaining. With its thoughtful layout, modern upgrades, and inviting ambiance, this home is truly a hidden gem. As you step inside, you’ll be greeted by an open and airy great room that exudes warmth and comfort. The spacious master suite is a true haven, featuring a spacious walk-in closet and private access to the sunroom, allowing you to wake up to peaceful views and plenty of natural light. The updated en-suite master bathroom boasts dual sinks, modern fixtures, and ample counter space, making your morning routine effortless. The second bedroom is generously sized featuring another spacious walk-in closet. This room is ideal for guests, a home office, or a cozy den, and is conveniently located adjacent to the updated guest bathroom, which features stylish finishes and quality craftsmanship. The kitchen has been tastefully updated with sleek quartz countertops, stainless steel appliances, abundant cabinetry, and a breakfast nook—a perfect setup for preparing meals while staying connected with family and friends. The combination of modern upgrades and functional design makes this space as practical as it is beautiful. Additional features include a Florida room, spacious 2-car garage, providing plenty of storage, and a laundry area for added convenience. A newer AC and furnace, installed less than two years ago. New remote-control fans and lights in the living area and guest bedroom. Beyond the home, residents enjoy access to fantastic amenities, including a sparkling community pool, tennis courts, and pickleball courts, perfect for staying active or simply enjoying the Florida sunshine. Located in a prime Sarasota location, this villa is just a few miles from top-rated restaurants, shopping, golf courses, and cultural attractions like the world-famous Siesta Key Beach, Lido Key, Fruitville Park and Playground, University Town Center, and St. Armands Circle. Plus, the home is situated in Flood Zone X, meaning no flood insurance is required
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Shasta Degraw (239-785-5546)
1740 S ORANGE AVE, SARASOTA, FL 34239
$1,500,000173 Days on yellowkey MLS ID: A4679755
29 Days Off yellowkey (back on 6/28/2026)
REDUCED by $100,000 (6.3%) on 04/15/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3168 Built: 1967 Tax: $11,676 (2025)Community: Harbor Acres Sec 2Single Family
Taxes:$11,676
Elementary School: Southside Elementary
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Discover the ultimate Sarasota lifestyle in this charming home situated in one of the city's most coveted neighborhoods. This property offers the rare luxury of true walkability; stroll to Southside Village for your morning coffee, pick up fresh ingredients at Morton’s Gourmet Market, or enjoy dinner at a handful of top-rated local restaurants just steps from your door. For those who love the city energy, downtown Sarasota is just a short walk or bike ride away. Enjoy the peace of mind that comes with a home where the major work is already complete. A comprehensive plumbing update replaced both supply and drain lines throughout the majority of the home in 2020/2021. The property feels brand new, featuring fresh exterior paint (2026) and pristine flooring installed in the bedrooms in 2024 and the main living areas in 2026. This residence is also perfectly suited for multi-generational living; the flexible floor plan offers the ideal opportunity to convert a portion of the home into a private in-law suite. Outside, you will find a massive, wide-open backyard that is a true private oasis. The expansive green space is perfect for family activities, entertaining, or future expansion. It features a variety of lush plants and mature trees, all kept vibrant by a custom irrigation system installed in 2021. Don’t miss this opportunity to own a move-in ready home in the heart of it all.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Jose Hugo Martinez (941-373-5570)
6725 ROXBURY DR, SARASOTA, FL 34231
$439,000157 Days on yellowkey MLS ID: A4682016
0 Days Off yellowkey (back on 6/28/2026)
REDUCED by $10,900 (2.4%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1718 Built: 1970Monthly Fee: $6 Tax: $5,286 (2025)Community: Gulf GateSingle Family
Taxes:$5,286
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Under contract-accepting backup offers. *NO FLOOD INSURANCE REQUIRED* This beautifully updated Gulf Gate residence is a true standout, offering the perfect blend of comfort, style, and high-impact upgrades. Step inside to a bright, open layout enhanced by crown molding, modern coastal lighting, and a fully remodeled kitchen designed for both everyday living and entertaining. The kitchen features granite countertops, upgraded stainless LG appliances (2022–2023), an induction range, convection microwave with air-fry capability, oversized refrigerator, and bar-height seating that keeps you connected with guests. Major system upgrades provide exceptional peace of mind, including a brand-new roof (2024), new electrical panel (2021) with generator transfer switch, whole-house surge protection, EV charging outlet, hot water heater (2020), upgraded R25 attic insulation, and a smart attic fan. A new 2025 HVAC system with UV light enhances air quality and efficiency, while split AC units (2023) in the family room and third bedroom offer flexible climate control. Both bathrooms have been tastefully updated with granite countertops, and additional features like a storm-rated garage door, clear storm shutters, Ring doorbell, and tri-fuel generator add an extra layer of security and convenience. The garage is thoughtfully equipped with built-in cabinetry, a laundry sink, and motion-sensor lighting. Enjoy Florida living at its best with a spacious fenced backyard and paver patio, perfect for relaxing or entertaining. Located in deed-restricted Gulf Gate, residents enjoy sidewalks, streetlights, and close proximity to shopping, dining, and the local library. You’re just minutes from Gulf Gate Village, Siesta Key Beach, Legacy Trail, top-rated schools, fitness centers, and the vibrant arts and theater scene of downtown Sarasota. This is a move-in-ready home where the big-ticket items are already done — schedule your private showing today.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Brendan Rimer (941-465-0520)
777 BEACH RD #1E, SARASOTA, FL 34242
$765,000255 Days on yellowkey MLS ID: A4670832
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1282 Built: 1970 Tax: $8,392 (2024)Community: Crescent Royale 3Spa: NoCondo
Taxes:$8,392
Remarks: Get ready to be wowed by this completely reimagined 2-bedroom, 2-bath coastal gem in the highly sought-after Crescent Royale! Step inside to discover a stunning transformation where modern luxury meets timeless coastal charm. The new kitchen, now seamlessly integrated into the great room by the removal of a wall, creates a spacious and inviting open-concept layout perfect for entertaining or relaxing in style. Both bathrooms have been beautifully redesigned, featuring fresh, contemporary finishes. As an end unit, this residence shines with upgrades from top to bottom – including new plumbing, electrical, and flooring – ensuring every detail has been thoughtfully addressed. Enjoy the ease of first-floor living with no elevators or stairs to navigate, plus the convenience of a covered parking space located just steps from your door. From your living room and lanai, take in breathtaking Gulf views and relish the unbeatable location directly across from world-renowned Siesta Key Beach. Crescent Royale’s amenities complete the picture of resort-style living, featuring a vibrant clubhouse with a fitness center and game room, a sparkling heated pool, and a grilling/picnic area perfect for outdoor gatherings. All this, and you are just a short stroll or bike ride to Siesta Key Village, where dining, shopping, and entertainment await. Whether you are seeking your own beachside retreat or an exceptional investment property, this condo truly has it all. With outstanding rental potential, you can enjoy it when you wish and generate income while you are away. Don’t miss this rare opportunity to own your slice of paradise at Crescent Royale — where luxury, location, and lifestyle come together beautifully.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Scott Rickards, Pa (941-356-7040)
4906 SEA ISLAND AVE, SARASOTA, FL 34234
$239,90026 Days on yellowkey MLS ID: A4697739
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1560 Built: 1966Monthly Fee: $131 Tax: $3,111 (2025)Community: Tri-Par EstatesManufactured Home
Taxes:$3,111
Remarks: Welcome to 4906 Sea Island Ave, a beautifully updated 2-bedroom, 2-bath home in Tri-Par Estates, Sarasota's premier land-owned 55+ community. This move-in-ready residence offers the perfect blend of comfort, convenience, and Florida lifestyle living. Inside, you'll find modern laminate flooring, fresh interior paint, a bright, open-concept living & dining area ideal for everyday living. The spacious kitchen features solid wood cabinetry, generous counter space, & ample storage. The primary bedroom includes three floor-to-ceiling closets with built-in shelving, while the second bedroom offers two additional closets, providing exceptional storage throughout the home. Energy-efficient double-pane windows & upgraded wall insulation help keep utility costs low and maintain year-round comfort. Outside, enjoy relaxing on the covered patio beneath the carport or take advantage of the attached laundry and storage room. Durable vinyl siding and a long-lasting rubber membrane roof provide added peace of mind. Pet lovers will appreciate the private dog run, making this home a rare find within the community. Tri-Par Estates offers an outstanding array of resort-style amenities, including a heated pool and spa, fitness center, shuffleboard courts, clubhouse, RV & boat storage, and a full calendar of social activities. Best of all, the low HOA fee is conveniently included in your annual property tax bill. Ideally located minutes from Sarasota's world-famous Gulf beaches, vibrant downtown district, theaters, museums, shopping, dining, & entertainment venues, this home offers an exceptional opportunity to enjoy the very best of Florida's Gulf Coast lifestyle. RECENT UPGRADES: • Received warranty from prior owner for termite tenting; annual warranty maintenance fee approx $202. • Added ramp & 6' x 12' deck to the south-facing front entrance. • Installed additional shelving in storage shed. • Roof resealed for added weather protection; excess sealant stored in shed with approximately 10-year expected lifespan. • Installed white privacy fence creating a private dog run. • Installed new 36-inch front entry door meeting handicap accessibility standards; all three exterior doors are accessible. • Water conditioning system with reverse osmosis serving kitchen sink and refrigerator/ice maker; added remineralizer filter, UV light system, and new refrigerator water tubing (2023). • Upgraded whole-house electrical breaker panel and completed electrical inspection to current code standards (2023). • Installed new hot water heater (2025). • Replaced kitchen range/stove (2026). • Replaced secondary refrigerator (2026). • Completed plumbing inspection; all systems functional (2026). • Installed top-of-the-line TRANE HVAC system with UV filtration system to reduce mold and mildew (2026). • Installed new flooring in both bedrooms, including closets. • Replaced shower heads in both bathrooms. • Installed three wall-mounted smart TVs (2022-2024). • Replaced kitchen flooring and completed subfloor repairs (2023). • Replaced HVAC ductwork throughout the home (2023). • Replaced plumbing piping in conjunction with ductwork improvements (2023). • Installed new under-home moisture barrier (2023). • Improved under-home access with service openings for future inspections; enclosed underside with lattice and wire barrier to deter animals (2023). • Renovated carport to meet code requirements (2025). • Repainted and resealed driveway (2026).
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Thomas Hennerty (703-581-8605)
1119 40TH ST, SARASOTA, FL 34234
$298,900114 Days on yellowkey MLS ID: A4686789
REDUCED by $1,099 (0.4%) on 06/28/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1252 Built: 1959 Tax: $4,211 (2025)Community: BraeburnSingle Family
Taxes:$4,211
Remarks: ACT BEFORE IT IS GONE! SOLID BLOCK HOUSE, ROOF 3 YEARS OLD, DOUBLE LOT, UPDATED, NO HOA/DEED RESTRICTIONS. New SOLID WOOD kitchen with quartz countertops, island with BREAKFAST BAR, updated plumbing, lots of natural light, easy maintenance. Fenced lot, quiet street, one block to a large community park, no flood zone, boat ramp access to golf waters is within two miles! Great as a starter home, vacation home, short/long-term rental, or a cozy retirement destination in a pet-friendly community. Close to shopping, restaurants, downtown waterfront walk and marina, international airport, several miles to Lido Beach, St. Armands Key, Selby Botanical Gardens, museums, iconic Van Wesel Performing Arts Hall, Opera House, Ringling College of Art & Deign (walking distance), New College of Florida (honors), University of South Florida. VA, FHA, and conventional financing is welcome.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Zulfiia Tursunova (941-228-6862)
5303 HIDDEN HARBOR RD, SARASOTA, FL 34242
$2,650,000148 Days on yellowkey MLS ID: N6143036
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3201 Built: 1971Monthly Fee: $333 Tax: $24,081 (2025)Community: Hidden HarborSpa: NoSingle Family
Taxes:$24,081
Remarks: Now is your opportunity to own this waterfront tropical oasis on Siesta Key in the highly sought after exclusive community of Hidden Harbor. Comprised of just 36 homes, Hidden Harbor located on the North end of Siesta Key, is one of the most unique developments in Sarasota with its tropical landscaping reminiscent of old Florida. Most known for its waterfront lots and brick paver streets shaded by a magnificent canopy of lush greenery. This home has been beautifully reimagined to showcase its contemporary design and is situated on over half acre lot enjoying 119’ of deep-water canal front, making this a boater’s dream. The dock spans almost 40 feet and features a 10,000lb boat lift (installed in 2020) and has both electric and water supplies. No bridges to obstruct your journey out to Roberts Bay, which is just a turn of a corner away. The home features a new metal roof (2023), 4 new HVAC units that includes a garage unit (2024), and new hurricane impact sliders and windows (2021). On the inside you will find a floor plan that is flooded with natural light thanks to large sliders and tall architectural style windows that truly bring the Florida landscape inside. The first floor has all new luxury flooring and woodwork, including new solid core doors. The kitchen was recently renovated with European style cabinetry, stone counters, and a luxury Fisher & Paykel appliance package including range hood and induction cooktop. The two light-filled bedrooms on the East side of the home both feature access to outdoor spaces and walk-in closets. The shared bathroom, which also acts as a pool bath with its door to the outside, was renovated with a new seamless glass shower, European style vanity with LED mirror, and all new fixtures and hardware. Throughout the home, you will find restored original fixtures keeping with the home’s integrity. The primary suite dominates the second floor with a loft area, a light filled bedroom that enjoys the cross breeze when both walls of sliding windows are open, and a custom installed closet. There is an updated en-suite bathroom with another seamless glass shower and floating vanity with new upgraded fixtures. Outside the yard is truly a Florida paradise with fire pit area, stunning tropical landscaping with professionally installed low voltage lighting system, pest control misting system, and an impressive heated pool that was resurfaced and upgraded with a travertine deck. This property offers extreme privacy, architectural character and significance, and water views, all within one of the most unique neighborhoods on Siesta Key. The Hidden Harbor canal offers deep water for your boat or sailboat. Enjoy true island life, whether you find yourself relaxing by your pool, boating, fishing, kayaking, and even paddle-boarding all from your property. There is a natural seawall of mangroves, and the riprap was installed by the reputable Duncan Seawall. The world-famous Siesta Key Beach is just a short 1.5-mile bike ride, golf cart ride, or leisurely walk away. Enjoy local restaurants, boutiques, and live music at the island's lively Siesta Village. Close to the mainland and downtown Sarasota, this is a prime location for island living. If you are looking for your own piece of paradise, and a property that is truly unique, set up a private tour today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-493-1000)
Listing Agent: Walter Shepherd (941-445-2455)
7872 MAINSAIL LN, SARASOTA, FL 34240
$1,495,000110 Days on yellowkey MLS ID: A4687553
0 Days Off yellowkey (back on 6/26/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3857 Built: 2022Monthly Fee: $500 Tax: $14,857 (2025)Community: Shoreview/Lakewood Ranch WaterSpa: NoSingle Family
Taxes:$14,857
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Nestled in the sought-after community of Lakewood Ranch Waterside, this exceptional two-story home offers a harmonious blend of comfort and functionality in a picturesque setting. The main floor features a thoughtfully designed great room floor plan with volume ceilings showcasing custom coffered details, along with a private office ideal for working from home. The kitchen is a centerpiece of style and efficiency, boasting a large center island with seating, quartz countertops, stainless steel appliances, a gas cooktop, and a spacious walk-in pantry. The primary suite is a private retreat, complete with a walk-in shower, private water closet, and an expansive custom-organized dressing room. Two additional bedrooms and bathrooms on the main floor provide ample space for family or guests. Upstairs, a generous bonus room, along with a fourth bedroom and full bath, creates an ideal space for visitors. Enjoy a private pool and outdoor kitchen, perfectly positioned to take in serene lake views and a rare backdrop of a prestigious polo farm, where the sight of grazing horses enhances the setting. Shoreview residents enjoy a wide array of amenities, including a fitness center, resort-style pool, tennis and pickleball courts, and more. Located just minutes to Waterside Place, with convenient access to Lakewood Main Street, University Town Center, downtown Sarasota, I-75, beaches, top-rated schools, and medical facilities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Katina Shanahan (941-702-0437)
316 W ROYAL FLAMINGO DR, SARASOTA, FL 34236
$4,975,000151 Days on yellowkey MLS ID: A4682743
2 Days Off yellowkey (back on 5/5/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4070 Built: 2001Monthly Fee: $110 Tax: $32,034 (2025)Community: Bird KeySpa: NoSingle Family
Taxes:$32,034
Remarks: Experience serene waterfront living in this custom residence on Bird Key, one of Sarasota’s most prestigious island communities. This exceptional property presents a rare opportunity to own a private slice of paradise, offering sweeping bay views, refined coastal design, and an extraordinary lifestyle at an outstanding value. Designed for both comfort and entertaining, the home features three spacious en-suite bedrooms, including a luxurious primary suite that serves as a tranquil retreat. Wake each morning to panoramic water views, unwind in a spa-inspired hydra-jet soaking tub framed by bay windows, and enjoy dual walk-in closets, dual vanities, and a separate glass-enclosed shower. Rich oak floors, a welcoming fireplace, and custom cherry-wood cabinetry add warmth and sophistication throughout the open-concept living spaces. Double glass doors lead to an expansive lanai, perfect for sunrise coffee or sunset cocktails beside the free-form pool. The generous patio offers multiple seating areas, while a private dock with a 16,000-lb. lift invites effortless boating, kayaking, and fishing adventures. From your backyard, watch dolphins and manatees glide by, with the Gulf of Mexico just a short ride away. The chef’s kitchen is equally impressive, appointed with premium appliances, a six-burner Dacor gas range with dual ovens, rich cherry cabinetry, a central island, and a Sub-Zero wine refrigerator—ideal for hosting unforgettable gatherings. Outside, a circular paver driveway, mature tropical landscaping, and stately Royal Palms create a grand first impression. Positioned on a spacious, protected boat basin with coveted western exposure, the home captures Sarasota’s legendary sunsets in spectacular fashion. Located just two miles from downtown Sarasota’s vibrant arts scene, fine dining, and boutique shopping, the property also offers close proximity to St. Armands Circle and the pristine shores of Lido Beach—placing world-class shopping, dining, and white-sand beaches within easy reach. This is waterfront living at its finest—where elegance, comfort, and coastal beauty meet.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Michael Moulton (941-928-3559)
5211 PARISIENNE PL #101B27, SARASOTA, FL 34238
$410,00021 Days on yellowkey MLS ID: A4698331
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1621 Built: 2004Monthly Fee: $753 Tax: $5,007 (2025)Community: BotanicaCondo
Taxes:$5,007
Remarks: Best value in Botanica on Palmer ranch. The ultimate in maintenance free living. Impeccably maintained 2 bedroom 2 bath plus den/office ground floor unit with pond view directly adjacent to the community pool. Attached one car garage with custom floor finish. Gourmet kitchen with wood cabinets, granite counters & stainless steel appliances. Real wood floors in primary bedroom & den. Botanica is an exclusive & boutique community featuring superior construction. Fee includes: exterior maintenance, insurance, water & sewer, cable tv, internet, roof, recreation facilities, ground maintenance & gate. Community features: 2 pools, fitness center, clubhouse, conference room, library. Located in the heart of Palmer Ranch near shopping, Legacy Bike Trail & a short drive to world famous Siesta Key Beach.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Cynthia Bowers (941-650-4808)
1311 S BRINK AVE, SARASOTA, FL 34239
$349,00021 Days on yellowkey MLS ID: A4698328
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1434 Built: 1953 Tax: $4,514 (2025)Community: NoneSingle Family
Taxes:$4,514
Remarks: Rare opportunity to acquire a premium 20,000 SF / 0.46-acre lot in the heart of Sarasota's sought-after South Side corridor — one of the largest single parcels available in this price range. Situated on a quiet residential street, this spacious 100' x 198' parcel is zoned RSF-3 and sits in Flood Zone X. Existing 1953-built structure has no value and is being sold strictly for land value only. CASH OFFERS ONLY. Exterior viewing welcome — existing structure is unsafe, do not enter under any circumstances. Bring your builder and your vision. SELLER WILL NOT CONSIDER AI-generated, unsolicited, wholesale or assignment offers. No email offers accepted. All offers must be submitted by FL licensed agent using FAR/BAR As-Is Contract with proof of funds.
Listing Agent: Michael Petrone (941-315-2727)
4177 LOSILLIAS DR, SARASOTA, FL 34238
$850,00021 Days on yellowkey MLS ID: A4698312
0 Days Off yellowkey (back on 6/27/2026)
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4303 Built: 1988Monthly Fee: $250 Tax: $8,306 (2025)Community: PrestanciaSingle Family
Taxes:$8,306
Remarks: Welcome
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Merryl Koven (941-526-5913)
7892 MAINSAIL LN, SARASOTA, FL 34240
$1,450,00029 Days on yellowkey MLS ID: A4697284
1 Days Off yellowkey (back on 6/28/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3897 Built: 2023Monthly Fee: $500 Tax: $14,769 (2025)Community: ShoreviewSingle Family
Taxes:$14,769
Remarks: Under contract-accepting backup offers. Welcome to 7892 Mainsail Lane, an extraordinary waterfront residence located within the highly sought-after Shoreview at Waterside in Lakewood Ranch, where timeless architecture, expansive living spaces, and elevated Florida living converge in one remarkable offering. Built in 2023 and showcasing nearly 4,000 square feet of thoughtfully designed living space, this Pulte Stonewater with Loft floor plan offers four bedrooms, four full baths, a private den, and an exceptional blend of flexibility and refinement designed for both everyday living and unforgettable entertaining. From the moment you arrive, the impressive curb appeal and manicured landscape set the tone for what awaits inside. Soaring coffered ceilings, abundant natural light, and an open concept design create an effortless flow throughout the home while designer finishes and carefully curated upgrades elevate every space. The chef’s kitchen serves as the centerpiece of the residence with upgraded cabinetry, striking quartz countertops, premium stainless appliances, natural gas cooking, a Wi-Fi enabled refrigerator with craft ice maker, extensive storage, and a generous butler’s pantry that makes hosting elegant gatherings or casual family evenings equally seamless. The expansive great room opens beautifully to the outdoor living area, creating the indoor-outdoor lifestyle Florida buyers seek. The first-floor owner’s retreat offers a private sanctuary with a custom expanded walk-in closet and a spa-inspired bath designed for relaxation. Two additional guest suites on the main level provide privacy and comfort, while the second-floor loft becomes a destination of its own featuring a quartz wet bar, an additional bedroom and full bath—ideal for visiting guests, multigenerational living, a media retreat, home office, or private lounge. Step outside to experience the true magic of this home where an enclosed lanai and outdoor kitchen overlook tranquil water views and open vistas extending toward the Sarasota Polo Club. The fully fenced backyard provides rare privacy while maintaining uninterrupted scenery and ample room to create your dream custom pool and outdoor oasis. Additional enhancements include a three-car garage with epoxy flooring, whole-home reverse osmosis water treatment, smart home features, and over $400,000 in premium upgrades throughout. Residents of Shoreview enjoy an unmatched resort-inspired lifestyle with access to a private lakeside clubhouse, resort pool & spa, fitness center, pickleball and tennis, kayak launch, lakeside beach area, Barefoot Bar/community gathering spaces and close proximity to Waterside Place with its vibrant dining, entertainment, farmers markets, weekly "Around the Ranch" nights and community events. Located just minutes from UTC shopping, world-renowned beaches, downtown Sarasota, and convenient access to I-75, this exceptional residence delivers the perfect balance of luxury, location, and lifestyle—where every day feels like a private resort escape.
Listing is courtesy of: SARASOTA TRUST REALTY COMPANY (941-366-1619)
Listing Agent: Renee Preininger (941-400-4235)
1451 BURNING TREE ST, SARASOTA, FL 34234
$158,50049 Days on yellowkey MLS ID: A4694759
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 902 Built: 1966Monthly Fee: $137 Tax: $2,981 (2025)Community: Tri-Par EstatesSpa: YesMobile Home
Taxes:$2,981
Remarks: Offered furnished and turnkey, this nicely spaced 2-bedroom, 2-bath home welcomes you with a spacious 45x13 carport, comfortable bedrooms, textured walls and ceilings, newer plumbing, a 2022 gas water heater, laminate flooring throughout, and a TPO roof. You’ll love the bright Florida room with more than 250 square feet and newer acrylic windows, along with a large backyard (home is in the pet area) that backs up to a vacant lot for a little extra peace and privacy. Tri-par Estates is a 55+ community that provides a wealth of amenities: enjoy a heated and cooled large pool for year-round swimming, a brand-new spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and various recreation hall rooms equipped with ping-pong, billiards, card tables, a kitchenette, sewing areas, and more. The expansive clubhouse regularly hosts dinners, dances, and other events. Situated only minutes from downtown Sarasota, you’ll have easy access to marinas, shopping, restaurants, museums, the world-renowned Siesta Key and Lido Key beaches, and Sarasota airport. In this special park and recreation district, residents own their land directly, with no separate HOA fees—an annual fee of $1,648 is included in your property taxes. Internet and TV included in the annual fee This is also a golf cart-friendly community with optional RV or boat storage when available. Don’t miss the opportunity to join this lively, well-established neighborhood in paradise.
105 ISLAND CIR, SARASOTA, FL 34242
$2,680,950457 Days on yellowkey MLS ID: A4647817
0 Days Off yellowkey (back on 4/14/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2750 Built: 1953 Tax: $7,593 (2024)Community: Palm IslandSpa: YesSingle Family
Taxes:$7,593
Elementary School: Phillippi Shores Elementary
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Pre-Construction. To be built. IMAGINE a Custom Coastal Contemporary Home on Palm Island, Siesta Key. Picture a thoughtfully designed residence offering 2,750 sf of indoor living space and 3,467 sf of total indoor/outdoor space. E/M Custom Homes is renowned for their impeccable craftsmanship and modern coastal design creating a one-of-a-kind residence to be tailored to your lifestyle. This stunning 4-bedroom, 3.5-bath home includes an open Concept Floor Plan, Gourmet Kitchen with custom cabinetry, luxury appliances, and a walk-in pantry—ideal for entertaining. Enjoy a First-Floor Master Suite with a spa-inspired en suite bath and a large walk-in closet. The Second Floor boasts 3 bedrooms, a second gathering room, an office, a laundry room, and a Balcony to relax and enjoy island breezes and views. Be inspired to grill in your Outdoor Kitchen on the expansive covered lanai, perfect for alfresco dining. Lounge in your Custom Designed Private Pool, appreciating outdoor living. You also have an Oversized 2-Car Garage with easy access to the downstairs Laundry/Mudroom entry. Set on 2 lots, totaling 0.45 acres (19,456 sf), this property offers a rare combination of space and luxury. Just a 2 block stroll to sink your toes into the luxurious quartz sand and sparkling water of our award-winning Siesta Key Beach. The Village is minutes away where you will find fabulous restaurants, live music, specialty shops, night life, Sunday Farmers Market, art festivals and more. Your dream coastal lifestyle awaits!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Linda Scheller, Llc (941-806-7981)
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