Location: Sarasota, 34231
Do Not Show Listings
4021 OLIVE AVE, SARASOTA, FL 34231
$435,000199 Days on yellowkey MLS ID: A4670598
0 Days Off yellowkey (back on 5/19/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1560 Built: 1988 Tax: $4,820 (2024)Community: Flora-VillaSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,820
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to this spacious 3-bedroom, 2-bathroom home in beautiful Sarasota. Step inside and you’ll find an open, inviting floor plan filled with natural light and plenty of room for both relaxation and entertaining. Each bedroom is generously sized with ample closet space, offering both comfort and functionality. The kitchen flows seamlessly into the living and dining areas, making gatherings easy and enjoyable. The large second-story loft provides a flexible space—perfect for a home office, media room, or guest retreat. The home’s outdoor space is just as impressive, featuring a spacious backyard ideal for hosting, gardening, or adding your own personal touch. Tucked within a quiet cul-de-sac, the location offers an extra layer of privacy and peace while still being close to everything Sarasota has to offer. This property has also been successfully used as a short-term rental, making it a great option for investors or those seeking flexible ownership. With its proven rental history, it’s ready to continue generating income or become your personal retreat. Just minutes from some of America’s best beaches, you’ll have easy access to Sarasota’s stunning coastline and turquoise waters. Nearby, you’ll also find a wide array of shopping, dining, and entertainment options to enjoy year-round. Whether you’re looking for a primary residence, vacation home, or income-producing investment, this Sarasota gem delivers comfort, convenience, and opportunity.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Spencer Robinson (941-702-0365)
5469 RIVERBLUFF CIR #42, SARASOTA, FL 34231
$249,90088 Days on yellowkey MLS ID: A4683312
REDUCED by $10,000 (3.8%) on 05/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1971Monthly Fee: $725 Tax: $2,459 (2025)Community: Strathmore RiversideSpa: NoCondo
Taxes:$2,459
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: MOTIVATED SELLERS — BRING OFFERS! A rare chance to own a beautifully updated villa in Strathmore Riverside, one of Sarasota’s most desirable 55+ waterfront communities with direct Gulf access via Phillippi Creek. Just 1.9 miles to the Siesta Key South Bridge, you’re minutes from world-famous beaches, dining, and the beloved Detwiler’s Farm Market. Step inside this light, bright, and stylishly renovated 2-bed, 2-bath villa featuring a smart floor plan and luxury vinyl plank flooring throughout. The modern kitchen shines with quartz countertops, wood cabinetry, stainless steel appliances, and a generous entertaining island that anchors the space. Enjoy the serenity of no rear neighbors and peaceful open green-space views—your own private oasis. Both bathrooms are tastefully updated, and plantation shutters add a polished, coastal feel. Additional perks include updated windows, a covered carport, attached laundry room, and extra storage. Seller will provide a homeowner's warranty effective the day of closing at no additional cost to buyers; for one year. Strathmore Riverside offers a true resort-style lifestyle with a heated pool, clubhouse, fitness center, sauna, and a full calendar of social activities. Easy access to Sarasota's artistic events such as symphony, ballet, opera and Broadway shows. Boat slips are available for $1344.00/year, (first come first served) making this a dream for boating enthusiasts. Monthly dues include basic cable, water, trash, and sewer, ensuring easy, low-maintenance living. This is the Florida lifestyle buyers are searching for—don’t let it slip away. Call to see it today!!!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Jo James, Llc (941-928-3175)
8280 VARENNA DR, SARASOTA, FL 34231
$549,80035 Days on yellowkey MLS ID: A4690407
REDUCED by $15,200 (2.7%) on 05/19/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1639 Built: 2014Monthly Fee: $701 Tax: $4,806 (2025)Community: Esplanade By Siesta KeySpa: NoSingle Family
Taxes:$4,806
Remarks: Beautifully maintained LAKEFRONT HOME with a fabulous lake view! With 1,639 square feet of living area, this thoughtfully designed residence features a private walkway to the front door. The front door has a sliding screen so you can enjoy the fresh Florida breeze. You enter this home and enjoy the very open great room accented by a high coffered ceiling. The design is the very popular Great Room open to the Kitchen floor plan. Separate Dining Room also features a high coffered ceiling accent. The kitchen is well-appointed with granite countertops, white cabinetry, stainless appliances, loads of kitchen cabinets and a pantry. The breakfast bar is ideal for casual dining or entertaining. There are two spacious bedrooms PLUS a den/office. Additional highlights include window blinds throughout, full patio slider vertical blinds, the den features a built-in home theater system with TV and surround sound and a Murphy bed for when extra guests visit! Enjoy the extended lanai accented by brick paver flooring and a beautiful lake vista! Lanai patio furniture, some great room furniture and bedroom furniture is included in the sale price. NEW hurricane rated windows plus the lanai has electric roll down hurricane protection. 2 car garage with storage shelves and pull down ladder with attic flooring for extra storage. This beautiful home is in close walking distance to the Clubhouse and resort pool. Esplanade by Siesta Key is a gated, amenity-rich community with an on-site manager, clubhouse with scheduled activities, resort-style pool and spa, fitness center, tennis and pickleball courts, dog park, and outdoor gathering areas overlooking the lake. IMPORTANT: The HOA Fee includes exterior landscaping care AND exterior building Maintenance, and the use of all the Club Facilities! Conveniently located near shopping, dining, and everyday conveniences, and just a short drive to Siesta Key Beach. Sarasota’s vibrant arts and cultural scene, along with nearby UTC Mall, provide endless options for entertainment and recreation.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Dick Mclaughlin (941-954-5454)
1604 STICKNEY POINT RD #4-102, SARASOTA, FL 34231
$329,90017 Days on yellowkey MLS ID: A4692097
REDUCED by $20,000 (5.7%) on 05/19/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 516 Built: 1975 Tax: $2,898 (2025)Community: Castel Del MareCondo
Taxes:$2,898
Elementary School: Gulf Gate Elementary
Remarks: Welcome to your cozy retreat in sunny Sarasota, FL! This charming 1-bedroom, 1-bath turnkey-furnished condo with your own CARPORT is perfectly situated at 1604 Stickney Point Road, Unit 102, just a stone’s throw from Siesta Key and the glistening Intracoastal Waterway. With 516 square feet of bright and thoughtfully designed living space, this home is move-in ready—simply unpack and start soaking up the Florida lifestyle. Step inside to find a bright and airy layout with luxury vinyl plank flooring offering all the essentials for comfortable living. The easy flow of the space is perfect for relaxing or hosting a few friends. Stay comfortable year-round with central air conditioning and heating. Parking is hassle-free with your own assigned spot, plus guest parking for visitors. But the real perks are outside! Unwind by one of the two sparkling pools—one of which boasts breathtaking views of the Intracoastal. Whether you're a tennis or pickleball enthusiast, an angler, or a kayaking fan, you'll find plenty of ways to enjoy your days here. Prefer a slower pace? Relax by the peaceful gazebo and take in the serene surroundings. Conveniently located near a fantastic selection of restaurants, shops, and entertainment options, this condo is your ticket to carefree coastal living. Sorry, no pets allowed. Ready to make it yours? Schedule your showing today!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Beth Harris (941-321-7148)
3501 N VILLAGE CT #220, SARASOTA, FL 34231
$288,31042 Days on yellowkey MLS ID: A4688282
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1686 Built: 1978Monthly Fee: $367 Tax: $1,929 (2025)Community: Village In The Pines NorSpa: NoVilla
Taxes:$1,929
Remarks: One or more photo(s) has been virtually staged. Great location near Siesta Beach, Gulf Gate, shopping and restaurants! Come see this spacious corner lot villa located in Village In The Pines NORTH- a private hidden community of 2 cul-de-sac streets w/ community pool and a total of 43 extra large villas, all with actual attached garages, which is a very rare commodity. This 2250 sq ft villa is a 2 bd/2ba split floor plan featuring all tile, except carpeted spare bdrm and neutral paint throughout. The spacious entry features an expensive, beautiful solid brass Waterford crystal ceiling light and a large double 5 shelf closet. Remodeled kitchen w/ tray ceiling, beautiful solid wood Glendale oak cabinets w/ 12 extra large drawers, 12 double cabinets and 1 single + neutral light Silestone counter tops & 2018 all stainless hardware & appliances, stainless sink & faucet, digital 3 rack solid surface oven & stove combo w/pull out storage drawer, digital micro +fan combo. Kitchen sliders open onto a fenced pavered patio that could be extended to the length of the unit. The dining room features an expensive Hinkley solid brass chandelier w/ 2 matching side wall decor only sconces, french doors open to a 2026 remodeled outdoor atrium w/ shell drained floor, a perfect place for private sunbathing or plants or table. Living room has 2 vertical windows and steps down to the connecting Florida room w/ large picture windows & a solid metal stained glass look light and fan combo. Master bedroom features terracotta ceramic tile, stainless steel fan, 2 vertical windows, room for king bed & large furniture, PROFESSIONALLY DESIGNED WALK IN CLOSET w/ 18 shelves 8 lrg drawers, single & double hung; next to walk in is a large 5 shelf closet + en-suite bathroom w/ safety bars & handles, tiled step in shower & bench, 3 light fixtures, extra long solid wood vanity w/ marble top & lots of drawers. Other side of unit has large spare bedroom w/ 2 long vertical windows, cross wall closet & light beige carpet. Spare bath has sliding door shower/tub combo, lrg solid wood vanity w/ drawers, upscale chrome fixtures & window. Hall has 5 shelf linen closet & brass Waterford crystal ceiling light, same light in laundry room w/ washer, dryer & full wall closet + A/C handler. The door opens into 2 car garage w/ 2 lrg peg boards, lrg work bench, laundry sink tub, 28 gal water heater, moisture barrier reinforced ceiling, digital coded opener & 2 car driveway. This home highlights additional upgrades of new inside solid wood doors throughout with Baldwin brass handles & hinges, upgraded security system, 2023 new roof under warranty and 2020 repiped and replumbed entire interior. Gated community heated pool is 5 driveways east on same side of street, includes Cabana w/ bath, shower + changing facilities. Community is 55+, pet free & low fees. Located right behind Beneva Village shopping center w/ over 40 different retail, fast food, hardware, restaurants, grocery, gym, banks, etc. Bus stop just outside front gate connects to Sarasota Westfield Mall to go anywhere. Ready to move right in & enjoy the Florida lifestyle you've been waiting for. Won't last!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Yvonne Blackburn (941-350-6398)
2501 CASS ST, SARASOTA, FL 34231
$425,00043 Days on yellowkey MLS ID: A4689368
1 Days Off yellowkey (back on 5/19/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1635 Built: 1971Monthly Fee: $6 Tax: $2,389 (2025)Community: Gulf Gate WoodsSingle Family
Taxes:$2,389
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Completely remodeled and move-in ready, this stunning home offers modern upgrades and an open-concept layout designed for comfortable living and entertaining. The brand-new kitchen features gorgeous granite countertops, new cabinetry, and all-new stainless steel appliances. Every detail has been thoughtfully updated, including fully remodeled flooring throughout, fresh interior and exterior paint, and beautifully upgraded bathrooms with contemporary finishes. The spacious open layout seamlessly connects the kitchen, living room, and family room, enhanced by stylish touches like a modern barn door. A versatile bonus room provides the perfect opportunity for a home office, den, or potential conversion into a third bedroom. Enjoy outdoor living at its best with a huge backyard offering plenty of space to build your dream pool and create your own private oasis. Major system upgrades provide peace of mind, including a newer tile roof (just 3 years old), updated electrical panel (2018), PVC repiping, HVAC system (2018), and water heater (2020). Ideally located just minutes from Siesta Key Beach and Sarasota Pavilion shopping and dining, this home truly delivers on location, style, and value.
Listing is courtesy of: BROKER & BAKER INTERNATIONAL REALTY (941-932-2944)
Listing Agent: Isha Gumpel (941-932-2944)
2149 WASON RD, SARASOTA, FL 34231
$577,00099 Days on yellowkey MLS ID: A4682139
REDUCED by $20,000 (3.4%) on 05/19/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1766 Built: 1956 Tax: $2,157 (2025)Community: River ForestSingle Family
Taxes:$2,157
Remarks: Classic Florida charm meets thoughtful modern updates at this prime Sarasota location! This beautifully maintained 3-bedroom, 3-bathroom home offers character, space, and an exceptional lifestyle just minutes from world-renowned Siesta Key Beach and vibrant Downtown Sarasota. Inside, you’ll find timeless original built-ins that add warmth and charm, paired with an open concept layout designed for comfortable living. The home features an UPDATED KITCHEN AND BATHROOMS with modern finishes, updated flooring throughout, and abundant natural light that enhances the inviting atmosphere. The spacious primary suite includes a great walk-in closet, providing generous storage and everyday convenience. A great bonus is one of the additional bedrooms is an ensuite! Major improvements provide peace of mind, including a 2024 METAL ROOF, NEWER WINDOWS AND DOORS, and an UPDATED SEWER LINE — offering both durability and long-term value. Step outside to exceptional outdoor living in a large, fully fenced backyard designed for both relaxation and recreation. Enjoy beautiful paver areas perfect for entertaining, a private putting green for golf enthusiasts, and a storage shed for added convenience. There is ample space to park your boat or RV, and a private well irrigation system helps maintain a lush landscape efficiently while keeping water costs down. Located near iconic Phillippi Creek, residents enjoy access to a community dock for boating, kayaking, and fishing. The optional annual HOA of $150 provides outstanding value, including landscape maintenance, pond and park upkeep, dock maintenance for boaters, a community savings fund, and social gatherings such as an annual Easter egg hunt — blending convenience with neighborhood connection. Whether you're seeking a primary residence, seasonal retreat, or investment opportunity, this property delivers location, lifestyle, and lasting quality in one of Sarasota’s most desirable areas. NO FLOOD ZONE, NO CDD FEE.
Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)
Listing Agent: Jillian Sacco (941-445-3144)
3165 REGATTA CIR, SARASOTA, FL 34231
$474,90084 Days on yellowkey MLS ID: A4683961
REDUCED by $4,100 (0.9%) on 05/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1193 Built: 1964Monthly Fee: $6 Tax: $3,638 (2025)Community: Gulf GateSingle Family
Taxes:$3,638
Remarks: Completely remodeled with all work permitted and completed to the highest standards, this move-in ready Gulf Gate home lives large and showcases exceptional quality, thoughtful design, and true craftsmanship. Live where others vacation — perfectly positioned just 2.4 miles from the nearest Siesta Key beach access, placing world-renowned white sand beaches and breathtaking Gulf sunsets just minutes from your doorstep! The designer-curated kitchen features solid wood white shaker cabinetry, premium quartz countertops, a custom tile backsplash, and new stainless-steel appliances. Just off the kitchen, a spacious dining area is anchored by a beautifully crafted custom solid wood banquette with an integrated bookcase, bench seating, and built-in storage — a rare and functional design feature. Both full bathrooms have been beautifully renovated with new vanities, updated countertops, and custom tiled showers. Additional interior upgrades include new luxury vinyl plank flooring, fresh interior and exterior paint, new doors and trim, and updated lighting & fixtures. Indoor laundry adds everyday convenience. Major system improvements provide peace of mind, including new PVC underground sewer drain lines, new water lines, a new water heater, updated electrical panel, HVAC (2020), and a *BRAND NEW ROOF* (2026)! All windows are equipped with hurricane shutters. Designed for seamless indoor/outdoor living, multiple sliding glass doors open to a spacious screened and covered back porch featuring upgraded Trex decking — the perfect space for morning coffee or relaxed evenings under the twinkle lights. The backyard is truly special, highlighted by a custom PAVER FIRE PIT with built-in bench seating. Enjoy fresh landscaping, a new front paver walkway, and a large fenced backyard. Covered carport parking includes an outdoor storage closet, plus an additional shell parking space which provides plenty of parking. Centrally located on a quiet circle in prime Gulf Gate, this home offers easy access to world-famous Siesta Key Beach and is within walking or biking distance to an array of local restaurants and shopping in Gulf Gate. Publix, Trader Joe’s and Costco are all just minutes away, and Gulf Gate Elementary School is right around the corner. Turnkey furnishing option is also available which could make for an easy second home. Bright, cheerful, and beautifully finished — this home is truly move-in ready! Buyer’s agent to verify all MLS information including room sizes, utilities and HOA if applicable.
Listing is courtesy of: CARMEL PROPERTIES (941-416-6300)
Listing Agent: Jonah Wright (941-932-1661)
5819 CAVANO DR, SARASOTA, FL 34231
$625,00022 Days on yellowkey MLS ID: A4691752
1 Days Off yellowkey (back on 5/18/2026)
REDUCED by $24,000 (3.7%) on 05/04/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1639 Built: 2014Monthly Fee: $701 Tax: $6,860 (2025)Community: Esplanade By Siesta KeySpa: NoVilla
Taxes:$6,860
Remarks: Under contract-accepting backup offers. Welcome to one of the most beautiful villas in Esplanade by Siesta Key—a professionally decorated two-bedroom, two-bath residence, plus a den, that offers the perfect blend of luxury, comfort and maintenance-free living, including roof care and exterior painting every five years. Elegant details include tray ceilings, crown molding, and high-end laminate floors in the bedrooms paired with pristine tile throughout. The gourmet kitchen features new quartz countertops and backsplash, wood cabinetry, stainless steel appliances, and updated designer light fixtures in dining room and above breakfast bar. The dining and living areas create an inviting space to entertain and enjoy the breathtaking water views. Step through the sliding glass doors into the generous screened-in lanai, where you can relax and enjoy watching a variety of birds fly over the peaceful lake views right in your backyard. The gas barbeque makes alfresco dining a breeze. The spacious owners’ suite offers a large walk-in closet with professionally designed custom cabinetry. The ensuite bathroom features a dual-sink granite vanity along with a walk-in shower and built-in bench. Designed with privacy in mind, the second bedroom and en-suite bathroom is generously sized and well-appointed with quality finishes and new ceiling fans. The den provides the perfect space for a home office, library, reading room, or guest quarters. The laundry room offers new cabinets and utility sink. The garage has been upgraded with custom organizers and overhead metal racks. Additional upgrades include hurricane shutters, a widened driveway and an extended paver walkway. Residents of Esplanade by Siesta Key enjoy social activities and resort-style amenities, including an elegant clubhouse, lagoon pool and spa, fully equipped fitness center, Har-Tru tennis court, pickleball court, bocce court, and a dog park. With Siesta Key and downtown Sarasota just minutes away, this superb community offers the best of Florida’s tropical lifestyle. Furniture is optional.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Toni Turner (941-780-0191)
1815 S LAKE SHORE DR, SARASOTA, FL 34231
$4,250,00036 Days on yellowkey MLS ID: A4690123
REDUCED by $250,000 (5.6%) on 05/19/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4177 Built: 2023 Tax: $32,460 (2025)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$32,460
Remarks: Experience refined modern living in this Oyster Bay Estates, stunning five-bedroom, four-and-a-half-bath residence thoughtfully designed and custom built with exceptional craftsmanship, elevated finishes, and sophisticated smart-home technology. Every detail of this home reflects a commitment to quality, comfort, and luxury. The heart of the home is an extraordinary chef's kitchen appointed with top-of-the-line Thermador appliances, custom cabinetry, an expansive island ideal for entertaining, and a striking custom hood. Elegant designer lighting and Emtek hardware compliment the home's extensive custom woodwork, including solid interior doors, crown molding, baseboards, and detailed window casings. Rich hardwood flooring flows throughout the living spaces, enhancing the home's warm yet refined aesthetic. Designed for both entertaining and everyday enjoyment, the home features a temperature-controlled 120-bottle wine cellar with WhisperKool system, a dedicated golf simulator room with Foresight simulator, and multiple thoughtfully designed living spaces. Smart-home technology is seamlessly integrated through a Wicked Smart system, controlling lighting, sound, security, shades, and WiFi, along with a Lutron automated lighting system throughout. The large and private outdoor living spaces are equally impressive, featuring a custom outdoor kitchen with integrated sound system, a resort-style pool and spa with sun shelf, and elegant travertine pool decking, creating the perfect setting for relaxing or entertaining under the Florida sun. Additional highlights include a striking custom solid oak entry door, designer-selected tile throughout, a built-in Elkay water dispenser, two laundry rooms for added convenience, landscape lighting and a spacious three-car garage. A rare opportunity to own a meticulously designed luxury residence where timeless craftsmanship, cutting-edge technology, and exceptional amenities come together in one remarkable Sarasota home.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Mary Pat Phillips Radford (941-587-9905)
6454 BEECHWOOD AVE, SARASOTA, FL 34231
$875,00051 Days on yellowkey MLS ID: A4688435
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2661 Built: 1971 Tax: $6,819 (2025)Community: Pine Shores Estate 5Th SecSingle Family
Taxes:$6,819
Remarks: Under contract-accepting backup offers. LOCATION, LOCATION, LOCATION....a bridge away from Siesta Key! SPACIOUS and CONVENIENT this residence features 3 generously sized bedrooms plus a versatile bonus room---perfect for a home office, playroom, or 4th bedroom. The OPEN FLOOR PLAN, offers multiple sitting areas, ideal for both relaxing and entertaining. The eat-in kitchen is a chef's delight, complete with stainless steel appliances, a center island, and plenty of room for gathering. Cozy up in the den for movie nights or family game time. Step outside to your own tropical oasis. Enjoy the fully enclosed caged pool deck surrounded by swaying palm trees, string lights, and various seating areas that create a magical ambiance. There is a built-in barbeque and ample yard space outside of the pool cage allowing plenty of room for your dogs to run freely. The yard is fully enclosed with a brand new fence. All windows and doors are IMPACT and FULL ROOF REPLACEMENT one year ago. Additional features include indoor laundry, generous closet space, and extra outdoor storage. Enjoy the proximity to the world-famous crystal sand beach of Siesta Key, restaurants, boat rentals & shopping. Whether you are looking for a full-time residence or a place for family vacations that you can rent out when not in use, this home offers the perfect blend of comfort, space and location. Come live the Florida lifestyle in a beautiful family home where you can truly spread out and enjoy! Comes FULLY - FURNISHED.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
6688 SCHOONER BAY CIR #6688, SARASOTA, FL 34231
$755,0004 Days on yellowkey MLS ID: A4693436
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1812 Built: 1988 Tax: $3,716 (2025)Community: Schooner BayCondo
Taxes:$3,716
Remarks: Tucked within the quiet gated boating community of Schooner Bay, this beautifully remodeled 3 bedroom, 2 bath, 2 car garage waterfront condo blends relaxed Florida living with effortless boating convenience just minutes from Siesta Key’s world-famous white sand beaches. With over 1,800 square feet of thoughtfully designed living space and a 23-foot boat dock and boat lift just outside your door, this residence is perfectly suited for those looking to fully embrace the coastal boating way of life. A semi-private side entrance welcomes you inside, where a distinctive front-to-back view immediately draws your eye through the expansive sliding glass doors to the peaceful saltwater canal beyond. Light wood-look vinyl flooring, high sloped ceilings, oversized front windows, and an open-concept layout create a bright and airy atmosphere filled with natural light. The crisp white kitchen features bar-top seating, counter-to-ceiling tile backsplash, recessed lighting, stainless steel appliances, and seamless flow into the dining and living areas, ideal for both relaxed daily living and gathering with guests. Just beyond, the enclosed sunroom provides a relaxing extension of the living space with picturesque canal views and a tranquil setting to enjoy morning coffee or unwind at the end of the day. The spacious primary suite offers private access to the sunroom through sliding glass doors, peaceful water views, a walk-in closet, and an en suite bath complete with a dual sink vanity, separate shower, and private toilet room. Two generously sized guest bedrooms share a second full bath, offering comfort and flexibility for family or visitors. Residents of Schooner Bay enjoy access to a clubhouse and heated community pool, along with an unbeatable location just minutes from Siesta Key Beach which is consistently ranked among the best beaches in the world for its soft white sand and turquoise waters. From here, you’re also close to a variety of local dining, casual waterfront restaurants, boutique shopping, and vibrant entertainment, all just a short walk or bike ride away. Crisp, comfortable, and inviting, this condo delivers the best of easy living– with boating from your private dock, beach days on Siesta Key, and peaceful canal views right at home. A rare opportunity to enjoy it all in one place, this is a home you truly need to see today!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
4524 RIVERWOOD AVE, SARASOTA, FL 34231
$849,90094 Days on yellowkey MLS ID: A4682835
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2298 Built: 2016 Tax: $7,481 (2025)Community: RidgewoodSingle Family
Taxes:$7,481
Elementary School: Ashton Elementary
Middle School: Booker Middle
Remarks: Price Improvement | Modern Pool Home | No HOA | Not in Flood Zone One or more photo(s) has been virtually staged.Experience elevated Florida living in this beautifully updated 3-bedroom, 2-bath + office (optional 4th bedroom) concrete block home, built in 2016 and designed for both comfort and modern style. Featuring 10+ ft ceilings, impact windows, tall Solid contemporary doors, and a bright open-concept layout, this home offers the perfect balance of elegance and functionality. Situated on a premium corner lot, with no HOA and no CDD, and located outside of a flood zone, this property delivers privacy, flexibility, and peace of mind. The designer kitchen showcases luxury appliances, custom cabinetry, an oversized island, and elegant lighting, seamlessly connecting to the spacious living and dining areas filled with natural light. A standout feature is the indoor-outdoor design — expansive sliding doors open to a sleek lap-style pool with an oversized paver deck, and every bedroom offers direct access to the pool area, creating a unique resort-style experience. The fully fenced backyard is surrounded by mature palm trees, offering a private tropical setting ideal for relaxing or entertaining. Additional features include updated bathrooms, a spacious laundry room with custom cabinetry, and a 2-car garage. Located approximately 4 miles from Siesta Key Beach and close to dining, shopping, and everyday conveniences. Vacant and easy to show. Schedule your showing time.
Listing is courtesy of: PARADISUS REALTY GROUP CO (941-281-4973)
Listing Agent: Andres Salgado (941-875-2949)
6338 BEECHWOOD AVE, SARASOTA, FL 34231
$540,00071 Days on yellowkey MLS ID: A4685783
REDUCED by $49,000 (8.3%) on 04/22/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1506 Built: 1954 Tax: $1,942 (2025)Community: Emerald HarborSingle Family
Taxes:$1,942
Remarks: Located less than a mile from the world-famous Siesta Key Beach, this charming 3-bedroom, 2-bathroom home offers the perfect blend of coastal living and everyday convenience. Situated on a spacious lot, the property features a large backyard—ideal for outdoor entertaining, gardening, or simply enjoying Florida’s beautiful weather. A separate shed in the backyard provides additional storage or workspace. Hurricane windows throughout the house as well as an updated AC. Enjoy being just minutes from shopping, restaurants, and entertainment, while still tucked away in a quiet residential setting. Take a relaxing walk or short bike ride to the beach and experience the stunning white quartz sand and breathtaking sunsets that make Siesta Key so special. Whether you’re looking for a primary residence, vacation getaway, or investment opportunity, this home offers endless potential in one of Sarasota’s most desirable locations.
Listing Agent: Maryana Zilinskiy (941-744-6065)
5424 AMERICA DR, SARASOTA, FL 34231
$1,350,000119 Days on yellowkey MLS ID: A4679427
REDUCED by $145,000 (9.7%) on 05/15/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1706 Built: 1983 Tax: $14,691 (2025)Community: Phillippi Gardens 08Spa: NoSingle Family
Taxes:$14,691
Remarks: Nestled on a quiet cul-de-sac in Sarasota, this stunning three-bedroom, three-bath waterfront home offers the perfect blend of tranquility and lifestyle. Enjoy your own private pool with sweeping views over the water, plus direct Intracoastal Waterway access via Philippi Creek. Deep water and a nine-foot bridge clearance make it easy for most 30-foot center console boats to come and go. Just across the creek lies a protected Sarasota watercourse barrier and wildlife refuge, preserving breathtaking, unobstructed views. Recent updates include a brand-new roof, a freshly painted exterior, and the timeless charm of a paver-brick driveway. It also features a 1.5 car garage, perfect for parking a full-size vehicle and a golf cart, bikes, or beach gear. While the interior would benefit from cosmetic updates, the bones and location of this property are truly unbeatable. From your private waterfront retreat, every day feels like a vacation. Best of all, you’re just a five-minute drive from world-famous Siesta Key Beach. Call the listing agent today to schedule your private showing!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Bradley Kayser (941-809-7396)
5420 EAGLES POINT CIR #402, SARASOTA, FL 34231
$650,0007 Days on yellowkey MLS ID: A4692894
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1715 Built: 1993Monthly Fee: $167 Tax: $5,645 (2025)Community: Eagles Point At The Landings 1Condo
Taxes:$5,645
Remarks: Perched atop the building, this exceptional penthouse offers sweeping, unobstructed views over a lush green preserve, complemented by enticing peek-a-boo glimpses of the Intracoastal Waterway. Enjoy these panoramic vistas from the living room, primary bedroom or a stunning glassed-in seating area. This unique space captures expansive scenery while inviting gentle coastal breezes, creating a seamless blend of indoor comfort and outdoor beauty. The kitchen features a cozy breakfast nook, perfect for starting your day. The spacious primary suite includes a large walk-in closet, separate vanities, a walk-in shower with a rainhead, plus a semi-private water closet. The versatile den or study is outfitted with a closet, offering flexibility, and can easily be converted into a third bedroom to suit your needs. Located behind the gates of The Landings, this maintenance-free residence is ideal as a full-time home or seasonal getaway, offering both tranquility and convenience. Just minutes from vibrant downtown Sarasota, you’ll have easy access to an array of dining, shopping and cultural attractions, while world-famous Siesta Key Beach is only a short drive away. Residents of The Landings enjoy an impressive array of amenities within this private, gated community. Take advantage of Har-Tru tennis courts, a fitness center and an active clubhouse. The junior Olympic-sized swimming pool provides a place to relax or stay active, while kayak storage and a launch area make it easy to explore the nearby Intracoastal Waterway. A scenic nature trail further enhances the community’s appeal, offering peaceful surroundings and direct access to the water. This penthouse delivers an exceptional lifestyle defined by natural beauty, comfort and convenience.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Peg Davant (941-356-4552)
7205 CURTISS AVENUE 1A AVE #1A, SARASOTA, FL 34231
$214,99923 Days on yellowkey MLS ID: A4690836
REDUCED by $10,000 (4.4%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1065 Built: 1982 Tax: $2,550 (2025)Community: CrossingsCondo
Taxes:$2,550
Remarks: Welcome home to this beautifully updated ground-floor residence in the highly desirable Gulf Gate area, now offering a 1% lender credit at closing. This 2-bedroom, 2-bathroom condo delivers the maintenance-free lifestyle you’ve been searching for, blending comfort, convenience, and value in one exceptional package. Sliding glass doors open to a charming screened lanai overlooking a peaceful grassy backyard with a paver patio—an ideal setting for morning coffee, quiet afternoons, or relaxing evenings outdoors. Residents of The Crossings enjoy a variety of well-maintained amenities, including a swimming pool with outdoor showers, bath house, gazebo, and clubhouse. This quiet, welcoming community is located within an A+ school district and is open to residents of all ages. Perfectly positioned near Palmer Ranch, the home offers easy access to championship golf courses, shopping, neighborhood parks, and the popular Legacy Trail, along with a wide selection of dining options. You’re also just a short drive to I-75, Downtown Sarasota, and the area’s renowned white-sand beaches. Don’t miss this opportunity to enjoy comfort, convenience, and carefree living in one of Sarasota’s most sought-after locations.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
7143 WOOD CREEK DR #203, SARASOTA, FL 34231
$246,000105 Days on yellowkey MLS ID: A4681524
REDUCED by $4,000 (1.6%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1128 Built: 1981 Tax: $1,380 (2025)Community: Woodside Terrace Ph 1Condo
Taxes:$1,380
Remarks: Just minutes from SIESTA KEY this fully furnished 2/2 condo boasts an open floor plan w/ a modern/coastal decor. Vacation, Investment or year-round, this open & bright condo has a screened lanai, w/ new 2005 hurricane shield protecting both sliders. The baths have been updated & the open kitchen has stainless appliances, granite counters & a bar area. The unit has a spacious laundry rm w/ storage. Low maintenance fees include cable TV, ROOF REPLACEMENT, ext maint, HEATED POOL, insurance, pest control, management, landscaping etc. The remodeled clubhouse has a grill, full kitchen, internet, lg TV, darts, Tiki bar & a library. There's always fun social events in this 55+, well maintained community. The complex & unit did not experience any water damage during the last hurricanes. Located just a few blocks from the fun & funky village of GULF GATE it's an easy walk, bike or drive. Downtown Sarasota & the airport are just a short drive away. Surrounded by golf courses, beaches, marinas, & the Legacy bike/hiking trail, thus unit & community are a must see.... and easy to show.
Listing Agent: Donna Portale (716-308-8189)
2170 ROBINHOOD ST #A4-304, SARASOTA, FL 34231
$1,125,000126 Days on yellowkey MLS ID: A4677930
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1606 Built: 2026 Tax: $46,289 (2025)Community: Sarasota Bath And Racquet Club, A CondominiumCondo
Taxes:$46,289
Remarks: Under Construction. Experience refined luxury living at Bath & Racquet Residences, where modern elegance meets Sarasota’s storied legacy. This beautifully designed three-bedroom, 2.5-bath residence features floor-to-ceiling windows, custom Italian cabinetry, quartz countertops, premium Bosch appliances, and two private balconies overlooking the tranquil park setting. A separate laundry room adds to the thoughtful design and everyday convenience. Beyond your doorstep, enjoy an unparalleled collection of resort-style amenities. The community and club feature a private pool, expansive two-acre park, dog park, playground, and a scenic 1-kilometer walking trail—perfect for an active outdoor lifestyle. Sports and wellness enthusiasts will appreciate 13 tennis courts, 2 pickleball courts, 4 padel courts, a resort-style club pool, on-site restaurant, state-of-the-art fitness center, and a full-service wellness spa. Located just 4 miles from the world-famous Siesta Key beaches and 3 miles from vibrant Downtown Sarasota, this address offers the perfect blend of luxury, convenience, and coastal sophistication. Bath & Racquet Residences presents a unique opportunity for both full-time residents and investors, with short-term rentals permitted (7-night minimum), offering flexibility and income potential. Under the guidance of Tommy Haas, former World No. 2 and official club ambassador, this iconic redevelopment reimagines the historic Bath & Racquet Club, originally founded in 1969. Once the home court of tennis legends such as Chris Evert and Martina Navratilova, the property now enters a new era—honoring its rich heritage while embracing modern elegance, wellness, and active living. Designed by Halflants + Pichette Architects, Bath & Racquet Residences and Club presents 256 luxury condominiums with low HOA fees.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Cari Miller (203-722-4509)
5915 TIDEWOOD AVE #4, SARASOTA, FL 34231
$299,900155 Days on yellowkey MLS ID: A4675716
REDUCED by $20,100 (6.3%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973 Tax: $1,857 (2025)Community: Baywood Colony Sec 1Villa
Taxes:$1,857
Remarks: One or more photo(s) has been virtually staged. Completely renovated and ideally located in the waterfront community of Baywood Colony, this beautifully updated villa offers the perfect blend of modern comfort and coastal lifestyle. Just one block from Little Sarasota Bay and only moments to Siesta Key, this home places you right where you want to be. Inside, the updates shine from the moment you walk in. The open living and dining areas feel bright and welcoming, enhanced by new flooring and a warm wood-paneled ceiling that adds character and charm. Large sliding glass doors lead to the enclosed lanai, creating a seamless indoor-outdoor flow and offering a versatile space to relax or entertain. The kitchen has been fully renovated with new cabinetry, countertops, and stainless steel appliances, delivering a clean, modern look with functional design. Both bathrooms have also been beautifully updated, and new hurricane impact windows in the main living areas provide added peace of mind along with energy efficiency. The layout offers two comfortable bedrooms, including a spacious primary suite with its own private bath. The second bedroom is well-positioned for guests or flexible use as a home office. Step outside and enjoy the community’s true highlight—direct access to Little Sarasota Bay, where residents can take in stunning water views, launch a kayak, or simply relax by the water. Baywood Colony also features a heated community pool and well-maintained grounds, creating a laid-back, coastal atmosphere. Whether you're looking for a full-time residence or a seasonal retreat, this move-in ready villa combines thoughtful updates, a functional layout, and an unbeatable location near Siesta Key, dining, and shopping. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
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