Location: Sarasota , 34231
Do Not Show Listings
2049 CHAMPION ST, SARASOTA, FL 34231
$75,00063 Days on yellowkey MLS ID: A4688156
REDUCED by $15,000 (16.7%) on 05/29/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 736 Built: 1963Monthly Fee: $215 Tax: $958 (2025)Community: Mobile EstatesMobile Home
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$958
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Opportunity awaits with this Sarasota property located in a 55+ community in a convenient area near US-41, Bee Ridge Road, and the Gulf Coast beaches. The home is being offered as-is and presents strong potential for buyers looking to renovate, update, or create value through thoughtful improvements. This property offers a compelling opportunity for those seeking a project in a desirable Sarasota location. With the right vision, the home can be transformed into a comfortable full-time residence or a seasonal retreat. Ideally positioned just minutes from Siesta Key Beach, downtown Sarasota, shopping, dining, and everyday conveniences, the location provides access to many of the area's most desirable amenities. Nearby parks, retail centers, and major roadways allow convenient connectivity throughout Sarasota and surrounding communities. For buyers looking to take on a renovation project and customize a property to their preferences, this home offers solid potential within a well-located Sarasota neighborhood. The property is being sold as-is. Buyers are encouraged to conduct their own due diligence and verify all information.
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Dan Ivanov (941-544-0475)
2134 HIVELY ST, SARASOTA, FL 34231
$274,90055 Days on yellowkey MLS ID: A4689194
0 Days Off yellowkey (back on 4/25/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 768 Built: 1953 Tax: $776 (2025)Community: Pinehurst Park Rep Of Blk ISpa: NoSingle Family
Taxes:$776
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Charming Sarasota home offering both comfortable living and excellent investment potential just minutes from Siesta Key. This three-bedroom, one-bath residence features 780 square feet of efficiently designed space, making it an ideal option for a primary home, seasonal retreat, or income-producing property. Major updates have already been completed, including a new metal roof, new A/C system, and new water heater—providing peace of mind and reducing future maintenance costs. The home also features durable concrete board siding and low-maintenance composite decking on the front, side, and rear porches, perfect for enjoying outdoor living without the upkeep. Inside, the kitchen has been previously updated and remains in good condition, offering a functional space that can be enjoyed as-is or enhanced over time to add value. The property’s inviting backyard includes a dedicated fire pit area and a spacious back porch, creating a relaxing setting for entertaining or unwinding. These outdoor features, combined with the home’s manageable size, make it especially appealing for both owners and tenants. Ideally located less than three miles from Siesta Key and close to a variety of shopping and dining options, this home benefits from strong demand in a highly desirable area. Whether you're looking for an affordable place to call home, a seasonal getaway, or a property with solid rental potential, this Sarasota gem offers flexibility, location, and long-term value.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Jesse Rutherford (941-685-7141)
1858 MARBETH ST, SARASOTA, FL 34231
$425,00011 Days on yellowkey MLS ID: A4694568
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1199 Built: 1986 Tax: $3,647 (2025)Community: VamoHalf Duplex
Taxes:$3,647
Remarks: DUPLEX...Live in one side and rent the other side. One Building with two units with 2 bedrooms and 1 bath each. Addresses are 1856 and 1858 Marbeth Street. Both units have their own washer/dryer. The building is on NEW septic tank AND County water with one meter...(the landlord pays the low water bill without a sewer bill.). New electric panel and there is a owner's shed in the back. One unit was just repainted inside. The back yard is fenced. There is a newer septic tank and lift station. Each unit's electric is metered separately and tenant pays electric bill. Tenants just moved out. One tenant was paying $1,700/Month and the other tenant was paying $1795/Month. $425,000
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Scotty Ledford (941-400-7360)
1856 MARBETH ST, SARASOTA, FL 34231
$425,00012 Days on yellowkey MLS ID: A4694543
Bed: 8 Bath: 0.0 Liv Area Sq Ft: 1199 Built: 1986 Tax: $3,647 (2025)Community: North Vamo Sub 2Spa: NoApartment
Remarks: DUPLEX...One Building with two units with 2 bedrooms and 1 bath each. Addresses are 1856 and 1858 Marbeth Street. Both units have their own washer/dryer. The building is on NEW septic tank AND County water with one meter...(the landlord pays the low water bill without a sewer bill.). New electric panel and there is a owner's shed in the back. One unit was just repainted inside. Located in the most desired "X" flood zone AND 3 blocks from the new multi use Sarasota Square mall REUSE/REBUILD Project bringing a lot of jobs/job opportunities just walking distance away! The back yard is fenced. There is a newer septic tank and lift station. Each unit's electric is metered separately and tenant pays electric bill. Tenants just moved out. One tenant was paying $1,700/Month and the other tenant was paying $1795/Month. $425,000
3174 REGATTA CIR, SARASOTA, FL 34231
$433,90041 Days on yellowkey MLS ID: A4689148
REDUCED by $5,000 (1.1%) on 05/29/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1279 Built: 1963Monthly Fee: $6 Tax: $4,089 (2025)Community: Gulf GateSpa: NoSingle Family
Taxes:$4,089
Remarks: Bright and light, charming, nicely updated two bedroom, two bath home sold TURNKEY furnished in the lovely Gulf Gate community on a quiet circle street! Don’t miss this tropical oasis with a beautiful backyard and screened in patio ready for new owners – just bring your toothbrush! This community has an optional HOA and no CDD fees! This one car garage home includes the following updates: new exterior paint 2026, new interior paint in 2021, new wind rated sliding doors in 2021, new screened in patio 2021, new range and refrigerator in 2021, new garage exterior door in 2024, garage painted in 2023, new gas grill in 2026, new updated lighting in 2021, and new HVAC installed in 2020. Close to shopping, restaurants, and only 3.9 miles to the famous #1 Beach in the USA - Siesta Key! Enjoy as your personal home or as a great investment opportunity. Don't miss this home, make your appointment to see today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Alice Lewis (941-402-5564)
2644 MOSS OAK DR #47, SARASOTA, FL 34231
$425,0005 Days on yellowkey MLS ID: A4694071
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1985 Built: 1989 Tax: $2,669 (2025)Community: Woodbridge EstatesCondo
Taxes:$2,669
Elementary School: Phillippi Shores Elementary
Middle School: Sarasota Middle
Remarks: Welcome to Woodbridge Estates, where peaceful surroundings and natural beauty meet convenience and comfort. This spacious 3-bedroom, 2 full and 1 half bath condo offers an open floor plan designed for easy Florida living and entertaining. The large living area flows seamlessly into the dining space and kitchen, creating an inviting atmosphere filled with natural light. The eat-in kitchen features stainless steel appliances, a pocket door for added privacy, an eat-at pass-through to the dining area, and a slider leading to a private courtyard—perfect for enjoying your morning coffee or evening relaxation. Sliders from both the living area and the primary suite open to a sunroom, extending your living space and bringing the outdoors in. The primary suite is a true retreat with a large walk-in closet and an en suite bath complete with dual sinks, a garden tub, separate shower, and private water closet. Bedrooms two and three each have sliders to a screened porch, providing private outdoor access and peaceful views. A convenient half bath is located off the foyer, while the laundry room includes a utility sink for added functionality. Surrounded by mature oak trees and lush landscaping, this pet-friendly community is ideal for walking and enjoying the outdoors. Residents of Woodbridge Estates enjoy access to a pond, pickleball and tennis courts, a community swimming pool, and an Association Manor House for social gatherings and events. Tucked away in a quiet setting yet just minutes from shopping, I-75, city conveniences, and some of the best beaches in the United States, this home offers the perfect balance of tranquility and accessibility.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Brandi Furlan (941-894-9888)
6338 BEECHWOOD AVE, SARASOTA, FL 34231
$540,00082 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 is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Maryana Zilinskiy (941-744-6065)
1840 GLENGARY ST, SARASOTA, FL 34231
$329,900173 Days on yellowkey MLS ID: A4674979
1 Days Off yellowkey (back on 5/28/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1395 Built: 1956 Tax: $13,649 (2024)Community: South Highland Amd OfSingle Family
Taxes:$13,649
Tax Year: 2024
Middle School: Riverview Middle
Remarks: This property is in the heart of Sarasota!! FULLY RENOVATED home has newer vinyl plank flooring throughout, fully remodeled kitchen with stainless steel appliances and quartz counter tops. This property has great income or investment potential. Close to downtown, hospital, shopping, dining and just a 7 minute drive to the #1 beach, Siesta Key! No HOA fees or community restrictions.
Listing is courtesy of: SPECIALIZED REAL ESTATE LLC (941-966-6836)
Listing Agent: Otto Hajek (941-966-6836)
4557 WORCESTER RD, SARASOTA, FL 34231
$469,000157 Days on yellowkey MLS ID: A4675974
REDUCED by $10,000 (2.1%) on 05/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1423 Built: 1998 Tax: $4,659 (2025)Community: Flora-VillaSingle Family
Taxes:$4,659
Elementary School: Wilkinson Elementary
Remarks: One or more photo(s) has been virtually staged. Located just minutes from the world-famous Siesta Key Beach (less then 6 miles) This newer 3-bed, 2-bath home (built 1998) sits quietly at the end of a dead-end street with no HOA and no CDD fees. The fully fenced yard is ready for pets, gardening, or future outdoor upgrades, while the location keeps you close to everything Sarasota offers—without the restrictions. Minutes from Bee Ridge Park, offering playgrounds, sports fields, shaded picnic areas, and year-round community activities for those who love to be outside. The sellers have already taken care of the big upgrades for peace of mind, including a roof replaced in 2020, a new AC in 2021, updated flooring, with no carpet, a hot water heater installed in 2024, and a brick patio and walkway added in 2024. The stove, washer, and dryer were also replaced in 2024. Lovingly maintained and move-in ready, this home blends comfort with convenience.
Listing Agent: Grace Bonaccorso (941-580-1362)
2492 WATERVIEW CT, SARASOTA, FL 34231
$995,00039 Days on yellowkey MLS ID: A4691223
REDUCED by $100,000 (9.1%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2017 Built: 1955Monthly Fee: $38 Tax: $4,717 (2025)Community: Riverview ManorSpa: NoSingle Family
Taxes:$4,717
High School: Sarasota High
Remarks: Looking for a home with boating access in your backyard, yet still mainland and close to everything you need? Welcome to 2492 Waterview Ct in Sarasota! This home was substantially renovated in early 2024 and offers 3 bedrooms, 2 bathrooms, 2 car garage, pool, and dock with 4,500 lb boat lift on Phillippi Creek. You'll have peace of mind with a 2023 roof, all impact windows and doors, and knowing this home had NO WATER INTRUSION from any recent storms. Entering the home from the double front entry door, you'll be impressed with premium grade white oak engineered hardwood flooring throughout the home, high ceilings, new baseboards, trim, interior doors, and tons of natural light shining in. A spacious living room and dining room combination offers separation between your primary suite and spare bedrooms. The kitchen has quartz countertops, tons of cabinetry, a large pantry, and an eat in area perfect for a breakfast table or banquet. Enjoy subtle water views from your primary bedroom featuring a completely renovated ensuite bath with marble countertops, dual sinks, jet tub, frameless glass shower, water closet, and walk-in closet with custom built in shelving. On the other side of the home, you'll find a hallway with storage closet, a full bathroom with dual sinks and a shower/tub combination, along with two spare bedrooms - each housing dual closets with custom shelving. A laundry room with sink and cabinetry is located off the kitchen near the garage entry. Both areas of the main living space offer sliding glass doors leading out to a spacious patio and open-air pool that was completed in 2020. The fully fenced yard is perfect for pets, kids, and privacy. Walk through your backyard down to the creek and find a private boat dock with lift ready for you to enjoy countless days out on the beautiful waters surrounding Sarasota with just a quick boat ride to get to the main channel. You'll enjoy summer nights with the lively atmosphere and vibes of the Phillippi Creek boating community with your neighbors out and about on the water. The two-car garage has plenty of cabinetry for storage, along with a separate room plumbed for a full bath or whatever you want to make of it to suit your needs. Enjoy the privacy of this 1/3 acre lot knowing you'll never have a neighbor to the left side due to a large grassy retention pond area. Riverview Manor has very low HOA dues coming in at only $450 per year. You are minutes from the Landings shopping plaza and everything 41 has to offer, as well as less than 10 minutes to the North or South Bridge to Siesta Key, and less than 15 minutes to Downtown Sarasota. With water access, a boat lift and dock, renovated home, pool, and prime location, there is not much more you could be looking for! Schedule your showing today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Victoria Beckham (941-544-6734)
6836 ROXBURY DR, SARASOTA, FL 34231
$539,00056 Days on yellowkey MLS ID: A4686601
REDUCED by $36,000 (6.3%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1530 Built: 1969 Tax: $5,635 (2025)Community: Gulf GateSingle Family
Taxes:$5,635
Remarks: A fantastic opportunity to own a beautifully updated pool home in Gulf Gate. Featuring 2 bedrooms, 2 bathrooms, a versatile bonus room, and a spacious one-car garage with a circular driveway, this property offers flexibility, comfort, and convenience in one of Sarasota's most established communities. Inside, the open-concept living and dining area is enhanced by tile flooring throughout, creating a bright and inviting atmosphere. The updated kitchen features granite countertops, while both bedrooms offer walk-in closets for ample storage. The bonus room provides additional flexibility and may be ideal for a home office, hobby room, guest space, or other uses depending on a buyer's needs. Significant updates include a 2021 roof, updated ductwork, improved underground plumbing, a new AC system installed in 2024, and a new 200-amp electrical panel completed in 2024. Additional improvements include a full-property irrigation system and landscape lighting with backyard timer controls, both installed in 2024. Step outside to enjoy the fully renovated heated saltwater pool and screened lanai, creating a private outdoor setting ideal for relaxing, entertaining, or enjoying Florida's year-round lifestyle. Currently operating as a successful vacation rental, the property offers an attractive opportunity for both owner-occupants and investors. Rental history is available for review. Ideally located just minutes from Siesta Beach, the Legacy Trail, shopping, dining, Gulf Gate Library, and everyday conveniences, Gulf Gate features sidewalks, streetlights, parks, and convenient access to many of Sarasota's most popular destinations.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
4001 GROVELAND AVE, SARASOTA, FL 34231
$1,500,00033 Days on yellowkey MLS ID: A4691652
Bed: 10 Bath: 0.0 Liv Area Sq Ft: 4291 Built: 1974 Tax: $13,014 (2025)Community: Grove ParkSpa: NoApartment
Taxes:$13,014
Remarks: LOCATION LOCATION LOCATION! Sarasota's hottest zip code is Presenting a strong multifamily investment opportunity just minutes from Siesta Key, this 5-unit hotel/ motel property offers current income, flexible rental options, and long-term upside in one of Sarasota’s most desirable rental markets. Located in a non-flood zone approximately 4 miles from Siesta Key Beach, the property is well positioned for long-term tenants, seasonal rentals, or potential short-term rental strategies. The building includes five 2-bedroom, 1-bath units, each offering broad tenant appeal and turnkey convenience. Long-term tenants are currently in place, while the property has the availability to hold a motel/hotel license, creating additional flexibility for future ownership and rental operations. Investor-friendly features include individually metered utilities, public water and sewer, paved parking, no required flood insurance, and reported general liability insurance of approximately $460. Recent improvements include exterior paint in 2024, remodeled kitchens in Units 2, 3, and 4 in 2024, updated bathrooms, major plumbing replacement completed in 2009 and 2010, roof replacement in 2014, blown-in roof insulation. The property also offers private amenities that help set it apart from typical multifamily options, including a heated and cooled swimming pool, screened patio room, and tropical outdoor space designed to enhance tenant or guest enjoyment. With current income, multiple rental strategy options, turnkey units, and a prime Sarasota location near Siesta Key, this property is a compelling opportunity for investors seeking cash flow, flexibility, and long-term appreciation potential. Schedule your private showing today.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
2841 EDGEWOOD LN, SARASOTA, FL 34231
$849,900147 Days on yellowkey MLS ID: A4674633
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2163 Built: 2026 Tax: $1,144 (2024)Community: Hyde Park TerraceSingle Family
Taxes:$1,144
Remarks: Under Construction. Don’t miss this exceptional custom home by W. G. Singletary Construction, thoughtfully designed for modern living and flexibility. This striking residence offers 2,163 square feet of well-planned living space and is built to current hurricane-rated building codes. Featuring 4 bedrooms, 3.5 baths, a 2-car garage, and a beautifully caged, heated pool, this home blends quality craftsmanship with contemporary design. The open-concept main living area on the first floor includes a spacious living room, dining area, kitchen, and half bath ideal for everyday living and entertaining. Upstairs, the second floor hosts a luxurious primary suite, two additional bedrooms, a full bath, and a convenient laundry room. A standout feature of this home is the fully self-contained 500 sq. ft. in-law suite located on the first floor. This private space includes an ensuite bedroom, closet, sitting area, and full kitchen. Designed with advanced soundproofing, the suite offers exceptional versatility perfect for multigenerational living, extended guests, or as an income-producing rental with its private exterior entrance. Quality and attention to detail are evident throughout, with luxury vinyl plank and tile flooring, high ceilings, impact-rated windows and doors, granite countertops, and more. Ideally located in the heart of Sarasota, this home is minutes from downtown dining, shopping, theater, and the arts district. A short drive brings you to the award-winning sands of Siesta Key Beach and the lively atmosphere of Siesta Key Village. Expected completion June 2026. Schedule your showing today.
Listing Agent: Tim Yocum, Sr (941-915-4545)
5440 RIVERBLUFF CIR #87, SARASOTA, FL 34231
$219,0006 Days on yellowkey MLS ID: A4695042
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 864 Built: 1971Monthly Fee: $622 Tax: $2,033 (2025)Community: Strathmore Riverside ISpa: YesVilla
Taxes:$2,033
Remarks: Fully renovated and move-in ready, this charming 1-bedroom, 1-bathroom standalone villa in the highly sought-after 55+ Strathmore Riverside Villas community is the Florida lifestyle opportunity you have been waiting for. Whether you are pursuing the snowbird dream or making the permanent move to paradise, this turnkey gem is ready for you right now. Fresh 2025 upgrades include a brand new kitchen, new flooring throughout, and new plumbing — no projects, no headaches, just move in and start living. The bright open-concept layout offers comfortable and easy living with an in-unit washer and dryer, covered carport, and attached storage room. The community is where the magic happens. Start your morning with a swim in the large heated pool maintained at a year-round 85 degrees, spend your afternoon on the fishing dock, and end your day watching the sun set over Phillippi Creek. Boating enthusiasts will love the community marina with direct access to the Intracoastal Waterway and the Gulf of Mexico — boat slips available through the association. Additional amenities include a clubhouse, fitness room, shuffleboard courts, billiards, library, and two saunas. HOA fee includes cable TV, water, sewer, exterior building and grounds maintenance, building insurance, escrow reserves, and onsite management. Conveniently located near Publix, Detwiler's Farm Market, Sarasota Memorial Hospital, Phillippi Farmhouse Market, and just minutes to world-famous Siesta Key Beach. At this price with these upgrades in this community, this one will not last long. Schedule your showing today.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Evona Poplawski (941-228-9455)
1137 N LAKE SHORE DR, SARASOTA, FL 34231
$6,495,000461 Days on yellowkey MLS ID: A4641614
REDUCED by $200,000 (3.0%) on 04/20/2026
Bed: 6 Bath: 6.5 Gar: 5 Liv Area Sq Ft: 6462 Built: 2004Monthly Fee: $17 Tax: $39,148 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$39,148
Remarks: One or more photo(s) has been virtually staged. Panoramic Sarasota Bay views, a gated West of Trail setting in Oyster Bay Estates and an exceptional boating lifestyle define this remarkable waterfront residence overlooking the downtown Sarasota skyline and open waters. Blending timeless architectural details with expansive entertaining spaces and resort-inspired living, the home presents a rare opportunity to experience one of Sarasota’s most sought-after waterfront addresses. Brand-new impact-rated windows and doors are scheduled for installation in August/September 2026, further enhancing the property’s long-term value and storm readiness. A grand arrival sets the tone with travertine stairs leading to stately double entry doors framed by an arched transom window. Inside, expansive living and dining spaces are highlighted by intricate coffered ceilings, artisanal millwork, wainscoting-lined hallways and walls of sliding glass doors designed to maximize natural light while showcasing breathtaking water views. A carved stone gas fireplace anchors the main living area, while seamless indoor-outdoor flow enhances the home’s elevated waterfront atmosphere. Designed for both entertaining and everyday living, the chef’s kitchen features an oversized center island with prep sink, granite countertops, custom wood cabinetry and premium Viking® appliances paired with a Sub-Zero® professional refrigerator. A walk-in pantry with custom organization and an adjoining butler’s pantry with beverage cooler, dishwasher drawers and glass-front cabinetry create exceptional functionality for hosting. Breakfast and casual dining spaces are positioned to capture spectacular waterfront and skyline views from nearly every angle. The great room is surrounded by windows framing Sarasota Bay, lush tropical scenery and the downtown Sarasota skyline, while multiple entertaining bars with beverage coolers, prep sinks, dishwasher drawers and granite countertops provide ideal gathering spaces for family and guests. The primary suite serves as a luxurious private retreat featuring windows overlooking the water, a custom sitting area and a spa-inspired bath with travertine finishes, dual vanities, jetted soaking tub, oversized walk-in shower and custom-designed walk-in closet. A dramatic wood staircase leads to four additional en-suite guest bedrooms, each with access to an enormous balcony showcasing stunning downtown and water views. A three-stop elevator provides convenient access throughout all levels of the residence. The ground-level bonus area seamlessly connects to the resort-style pool deck, creating exceptional flexibility for indoor-outdoor waterfront living. Above the garage, a private guest apartment with separate staircase access offers a living area, kitchenette, spacious bedroom, full bath and private balcony, ideal for extended guests or multigenerational living. Additional highlights include hardwood flooring, plantation shutters, crown molding, custom tray and coffered ceilings, a central vacuum system and extensive architectural detailing throughout. Located minutes from Siesta Key, Southside Village and vibrant downtown Sarasota, this extraordinary Sarasota waterfront estate offers a rare combination of luxury bayfront living, boating access, panoramic sunset views and timeless coastal elegance in one of Sarasota’s premier West of Trail neighborhoods.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
6725 ROXBURY DR, SARASOTA, FL 34231
$439,000111 Days on yellowkey MLS ID: A4682016
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
Remarks: 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.
1725 BAYWOOD DR, SARASOTA, FL 34231
$2,595,000120 Days on yellowkey MLS ID: A4680848
REDUCED by $100,000 (3.7%) on 05/04/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3612 Built: 1984 Tax: $20,152 (2025)Community: Bay View AcresSpa: YesSingle Family
Taxes:$20,152
Remarks: Welcome to 1725 Baywood Drive — an extraordinary waterfront estate ideally positioned just moments from open bay access in one of Sarasota’s most sought-after boating communities. Offered fully furnished, this exceptional residence delivers the ultimate blend of sophisticated coastal living and effortless luxury, allowing you to move in and immediately experience the Sarasota lifestyle at its finest. From the moment you arrive, lush tropical landscaping, a grand circular driveway, and elegant architectural presence create an unforgettable first impression. Inside, sun-drenched living spaces showcase timeless design, refined finishes, and an effortless flow ideal for both intimate living and upscale entertaining. Designed to maximize indoor-outdoor living, the home opens to a spectacular private waterfront oasis featuring panoramic water views, a resort-style pool and spa, expansive entertaining areas, and a fully equipped outdoor kitchen. Whether enjoying peaceful mornings by the water or hosting unforgettable sunset gatherings, every detail was thoughtfully crafted to embrace the beauty of Florida waterfront living. For boating enthusiasts, the private dock and 20,000-pound boat lift provide fast, direct access to Sarasota Bay and the Gulf of Mexico — making spontaneous days on the water effortless. Perfectly located just minutes from Siesta Key Beach, Southside Village, downtown Sarasota, and world-class dining, shopping, and entertainment, 1725 Baywood Drive offers a rare opportunity to own a true Sarasota waterfront retreat where luxury, privacy, and lifestyle come together seamlessly.
Listing Agent: Kelly Quigley (941-356-9954)
7205 CURTISS AVENUE 1A AVE #1A, SARASOTA, FL 34231
$214,99934 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. 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.
2411 GULF GATE DR, SARASOTA, FL 34231
$460,00041 Days on yellowkey MLS ID: A4690632
0 Days Off yellowkey (back on 5/27/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1291 Built: 1962Monthly Fee: $6 Tax: $4,318 (2025)Community: Gulf GateSingle Family
Taxes:$4,318
Remarks: Under contract-accepting backup offers. Location, convenience, and charm! This delightful 2-bedroom, 2-bath home is ideally situated just two blocks from the shops and restaurants of the sought-after Gulf Gate community. Enjoy an open floor plan that flows seamlessly to a lovely screened-in pool area—perfect for relaxing or entertaining. NEW POOL PUMP & HEATER, NEW A/C in the last two years and IMPACT WINDOWS. The fully fenced yard offers plenty of space for pets to run and play. Features include terrazzo floors throughout, a circular driveway, and a FRESHLY PAINTED EXTERIOR. A wonderful opportunity to enjoy the Gulf Gate Lifestyle.
Listing Agent: Ingrid Caruso (941-539-6233)
2902 CAPTIVA GARDENS DR #3, SARASOTA, FL 34231
$259,90025 Days on yellowkey MLS ID: A4692905
REDUCED by $20,000 (7.1%) on 05/24/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1206 Built: 1975Monthly Fee: $621 Tax: $2,243 (2025)Community: Captiva GardensSpa: NoVilla
Taxes:$2,243
Remarks: Looking for a Value Priced "Updated" Villa in Captiva Gardens with or without furniture? You've found it! All of these updates within the last 3 years: Luxury Vinyl Flooring*Hurricane Windows*Kitchen Appliances*Interior Freshly Painted*Walk-in Tub/Shower*LG Washer all in on*Recessed lighting & More! This villa has Coastal Fixtures and Decor and the furniture is optional! The layout is wonderful with two distinct living areas, providing ample space for relaxation and entertainment. Beautiful shell landscaping with decorative pots and a Lanai with a brick patio, which is a great place to unwind. Residents have full access to the Pool and the well maintained Clubhouse that is perfect for events and social gatherings with all of the friendly neighbors. The pool offers a refreshing escape and is ideal for soaking up the Florida sun or doing a leisurely swim. The location of this community is superb and it is within minutes to World Renowned Siesta Key Beaches, Gulf Gate Library, Legacy Trail, Gulf Gate Shops and Restaurants, Several Fitness Centers, A+ Schools and Shopping. UTC Mall is only 20 minutes away, as well as cultural downtown Sarasota with great nightlife, fine restaurants, opera, movie theaters and more. The one car garage is an added bonus that provides not only parking convenience but also adds additional storage options. You'll love living in sought-after South Sarasota. Whether you want to explore local parks, shop, hop on over to Siesta Key or take a walk or bike ride ... South Sarasota always has something to do. Make this one yours but don't wait!
Listing is courtesy of: DEBBIE HERING REALTY & ASSOC. (941-320-1070)
Listing Agent: Debbie Hering (941-320-1070)
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