Location: South Gate, Sarasota
Do Not Show Listings
3340 WEBBER ST, SARASOTA, FL 34239
$399,000355 Days on yellowkey MLS ID: N6139210
0 Days Off yellowkey (back on 5/12/2026)
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1403 Built: 1961 Tax: $4,121 (2024)Community: South Gate ManorSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,121
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. HUGE PRICE REDUCTION! MOTIVATED SELLER! Tastefully Renovated Home in Prime Sarasota Location – No HOA, No Flood Zone! Welcome to this beautifully updated 2-bedroom, 1.5-bath home with an oversized 1-car garage, ideally situated in the heart of South Gate Manor. Boasting major recent upgrades including a new roof (2022), new HVAC system (2023), and newer windows, this move-in ready home offers modern style, comfort, and convenience. From the moment you arrive, you’ll be impressed by the inviting curb appeal—highlighted by fresh exterior paint, professional landscaping, a stained wood column, and a charming mosaic tile front entryway. Step inside to discover a bright, open floor plan enhanced by fresh interior paint, luxury waterproof vinyl flooring, and updated modern fixtures throughout. The centrally located kitchen is a chef’s dream, featuring 42” custom cabinets, stunning granite countertops, stainless steel appliances, subway tile backsplash, and sleek floating display shelves. The kitchen flows seamlessly into the spacious dining area and oversized living room, anchored by a cozy brick fireplace with an elegant trim surround—perfect for gatherings and entertaining. A bonus second family room expands your living space, while a stylish half bath with a new vanity adds convenience for guests. Both bedrooms are generously sized with ample closet space, and the full bathroom has been beautifully updated with designer tile flooring, a new vanity, and a tile-surround shower/tub combo. Enjoy sunny Florida days in your private backyard oasis, fully fenced and offering plenty of space to add a pool. The backyard also includes a storage shed, and the oversized garage provides even more storage options. Interior laundry area off the kitchen adds everyday ease. Located just minutes from Siesta Key Beach, St. Armands Circle, Downtown Sarasota, Legacy Trail, US-41, I-75, Detwiler’s Market, and top-rated dining and shopping—this home truly offers the best of Sarasota living. Don’t miss this exceptional opportunity—schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Danielle Dietrich, Pa (603-767-9166)
2833 SUNNYSIDE ST, SARASOTA, FL 34239
$549,90022 Days on yellowkey MLS ID: N6143993
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1263 Built: 1959Monthly Fee: $17 Tax: $4,839 (2024)Community: South GateSpa: NoSingle Family
Taxes:$4,839
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Sarasota Middle
Remarks: Welcome to 2833 Sunnyside Street, a beautifully renovated South Gate residence where timeless Sarasota charm meets modern comfort and effortless Florida living. Perfectly positioned in one of Sarasota’s most desirable and centrally located neighborhoods, this move-in-ready home offers 3BR, 2BA and a versatile sunroom flex space ideal for a home office, playroom, gym, creative studio, or additional lounge area. From the moment you arrive, the home’s inviting curb appeal, updated landscaping, and thoughtfully designed finishes create an immediate sense of warmth and sophistication. Inside, you’ll find a bright and airy open-concept layout featuring stunning restored original terrazzo floors throughout, stylish upgraded lighting, and a seamless flow designed for both everyday living and entertaining. At the heart of the home is a completely renovated designer kitchen showcasing premium Bosch appliances including a Benchmark Series induction range, 800 Series refrigerator and dishwasher, a Brizo faucet, Franke under mount sink, and beautiful Cambria quartz countertops. Expansive windows fill the home with natural light, while the spacious primary suite provides a peaceful retreat complemented by beautifully updated bathrooms and thoughtful designer finishes throughout. This home has been extensively upgraded for both style and peace of mind, including a newer shingle roof (2021), updated HVAC systems (2018/2019), PVC plumbing, new water heater, and new electrical panels with increased 200-amp service. Additional improvements include freshly painted interior walls, ceilings, doors, closets, and baseboards, restored terrazzo flooring, new Toto toilets, upgraded lighting, all new blinds and curtains and ceiling fans installed in the sunroom, living room and secondary bedrooms. The oversized two-car garage features a sleek epoxy floor, while underground utilities enhance the neighborhood’s clean and polished appearance. Situated on nearly 1/4 acre, the oversized fully fenced backyard with white vinyl fencing offers exceptional privacy and endless possibilities with ample room for pets, play, gardening, or even the pool of your dreams. The covered and screened lanai creates the perfect setting to enjoy morning coffee, outdoor dining, or relaxing evenings year-round while embracing the Florida lifestyle. Adding even more appeal, this home is located in Flood Zone X with no history of water intrusion and features an optional HOA giving homeowners added flexibility without the burden of mandatory fees or restrictions. Ideally located just minutes from Siesta Key Beach, Downtown Sarasota, Southside Village, Arlington Park, Sarasota Memorial Hospital, and the vibrant shopping and dining destinations along Hillview Street, this exceptional property offers the perfect blend of location, lifestyle, and modern upgrades. Families will also appreciate the highly sought-after school zoning for Southside Elementary, Sarasota Middle School, and Sarasota High School. Rarely does a home in South Gate combine this level of renovation, functionality, outdoor space, and prime Sarasota location. 2833 Sunnyside Street is truly a must-see opportunity.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Erica Giesler (813-352-4008)
2746 HIBISCUS ST, SARASOTA, FL 34239
$475,00025 Days on yellowkey MLS ID: O6404525
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1819 Built: 1959 Tax: $8,555 (2025)Community: South GateSpa: NoSingle Family
Taxes:$8,555
Tax Year: 2025
Middle School: Brookside Middle
Remarks: One or more photo(s) has been virtually staged. Fully renovated Southgate home, set on a spacious, tree-lined corner lot. Ideally located just minutes from Siesta Key Beach, St. Armands Circle, and vibrant downtown Sarasota. Step inside to an open, light-filled layout designed for both comfort and entertaining. This 3-bedroom, 3-bathroom home features a desirable split floor plan, providing privacy for family and guests alike, along with a fenced backyard perfect for relaxing or hosting gatherings. The main bedroom is a true retreat, complete with a walk-in closet and a beautifully updated en-suite bathroom featuring a modern walk-in shower. Two additional bedrooms and full bathrooms complement the home—offering flexibility and convenience for family and guests. The interior showcases brand-new flooring and a beautifully updated kitchen equipped with sleek stainless steel appliances, elegant stone countertops, and a striking island with a suspended exhaust hood—perfect for those who love to cook and entertain. Designer lighting throughout adds a refined, modern touch. The spacious living area centers around a cozy wood-burning fireplace, creating a warm and inviting atmosphere that truly feels like home. This is a rare opportunity to own a move-in-ready home in one of Sarasota’s most desirable locations.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Christine Landrau (407-949-1421)
2551 HIBISCUS ST, SARASOTA, FL 34239
$799,000113 Days on yellowkey MLS ID: A4681532
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1988 Built: 1957Monthly Fee: $17 Tax: $2,183 (2025)Community: South GateSpa: NoSingle Family
Taxes:$2,183
Remarks: One or more photo(s) has been virtually staged. Tucked away on an oversized corner lot in the desirable South Gate neighborhood, this beautifully refreshed mid-century modern home is a rare blend of timeless design and thoughtful updates. Recently updated, the home features refinished terrazzo floors, a new kitchen with updated cabinetry, countertops and appliances, along with new bath vanities, allowing the original character of the era to shine while offering modern comfort. The flexible floor plan includes three bedrooms, two baths, and an expansive 12-by-13-foot laundry room that could easily be reimagined as a home office, studio or additional living space, bringing the interior to nearly 2,000 square feet. Large windows and classic architectural lines reinforce the home’s authentic mid-century feel. Anchoring the home is a dramatic double-sided stone fireplace, a mid-century architectural statement that subtly divides living spaces while maintaining openness and flow. Crafted in natural stone, it functions as a sculptural focal point and a functional hearth, an unmistakable nod to the design principles of the era. Outdoors, enjoy an excellent covered patio overlooking a generous screened-in pool, ideal for relaxed afternoons or entertaining year-round. The oversized corner lot enhances privacy and provides a sense of space rarely found in this area. Roof 2025, Newer front door/windows (2014), PVC from house to street. South Gate offers an optional HOA, giving residents access to a community pool, clubhouse and a full calendar of neighborhood events, adding a wonderful sense of connection without obligation. Ideally located, the home is just a short distance or bike ride to Arlington Park, Southside Village and Sarasota Memorial Hospital, with quick access to downtown Sarasota, Siesta Key and St. Armands Circle. This is a mid-century modern home for those who appreciate the architecture, simplicity and enduring style of the era, set in one of Sarasota’s beloved neighborhoods.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
3280 SOUTHFIELD LN #804, SARASOTA, FL 34239
$219,900605 Days on yellowkey MLS ID: TB8309229
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1323 Built: 1969 Tax: $2,672 (2023)Community: South Gate Village Green 08Villa
Taxes:$2,672
Tax Year: 2023
Remarks: *UPDATED HOME IN SOUGHT OUT SOUTHGATE VILLAGE GREEN* Recently reduced and move-in ready, this charming villa offers an exceptional opportunity in one of the area's most sought-after 55+ communities. The home features a brand-new kitchen equipped with all modern appliances, fresh new carpeting in halwway and bedrooms, and stylish laminate flooring throughout living areas. A Bright and airy open floor plan complemented by freshly painted interiors and partially updated bathrooms. Residents enjoy convenient access to nearby shopping, parks, and scenic walkways in a relaxing and peaceful ambiance.. Pets welcome (under 20 lbs., subject to approval).
Listing is courtesy of: Y GROUP REALTY (800-386-2830)
Listing Agent: Nancy Yialouris (727-252-3631)
2753 VALENCIA DR, SARASOTA, FL 34239
$595,00052 Days on yellowkey MLS ID: TB8493972
REDUCED by $34,000 (5.4%) on 04/20/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1710 Built: 1957 Tax: $4,166 (2025)Community: South GateSingle Family
Taxes:$4,166
Remarks: Welcome to 2753 Valencia Drive, a beautifully reimagined 2-bedroom, 2-bath residence offering 1,541 square feet of light-filled living in the heart of Sarasota. From the moment you arrive, the home’s clean mid-century lines, fresh exterior finishes, and inviting covered entry set the tone for what’s inside. Step through the front door into a bright, open living space where wide-plank flooring, recessed lighting, and a soft neutral palette create a warm yet modern feel. The spacious living room flows effortlessly into a secondary sitting area centered around a charming brick fireplace perfect for relaxing evenings or entertaining guests. The fully renovated kitchen is both stylish and functional, featuring crisp white shaker cabinetry, quartz countertops, stainless steel appliances, designer backsplash, and elegant gold hardware accents. Thoughtful details and ample storage make this space as practical as it is beautiful. Just beyond, a sun-drenched dining area is surrounded by large windows that bring the outdoors in, creating the perfect setting for morning coffee or intimate dinners while overlooking the private backyard. Both bathrooms have been tastefully updated with modern vanities, upgraded fixtures, and clean, timeless finishes. The bedrooms are generously sized, offering comfort and flexibility for guests, a home office, or everyday living. Step outside to a spacious backyard with room to create your own outdoor oasis whether it’s a pool, garden, or entertaining space. The covered patio adds even more versatility for year-round enjoyment. Ideally located in one of Sarasota’s most desirable areas, this home places you just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, and top-rated schools. This is a rare opportunity to own a move-in-ready home that perfectly blends modern updates with timeless charm your Florida lifestyle starts here.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Kristin Leon (727-501-6516)
2806 UPPER TANGELO DR, SARASOTA, FL 34239
$499,00064 Days on yellowkey MLS ID: A4687698
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1538 Built: 1958Monthly Fee: $17 Tax: $4,501 (2025)Community: South GateSingle Family
Taxes:$4,501
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bathroom home in the highly sought-after South Gate neighborhood of Sarasota, ideally located just minutes from world-famous Siesta Key Beach and vibrant Downtown Sarasota. Situated on a highly desirable corner lot, this move-in ready home offers exceptional curb appeal with a newly installed 8-ft vinyl fence, along with a new roof, fascia, and gutters completed in 2023. Step inside to an inviting, light-filled living space where large windows create a bright and airy atmosphere. The flexible layout flows seamlessly into a versatile bonus area—perfect for a home office, sitting room, or additional entertaining space. The updated eat-in kitchen is the heart of the home, featuring freshly painted cabinetry, quartz countertops, stainless steel appliances, and a stylish backsplash—designed for both everyday living and hosting. A dedicated laundry room with built-in shelving doubles as a convenient pantry for added storage, and the home includes a new washer and dryer. French doors lead to the screened lanai, with upgraded wood tile flooring, creating a warm and inviting outdoor living space perfect for relaxing or entertaining. The fully fenced yard, mature canopy, and producing lychee tree contribute to a setting that feels both established and quietly distinctive. This backyard also offers room for play and possibly a pool for the future owner. The primary suite offers a peaceful retreat with an updated ensuite bathroom, featuring a new vanity and walk-in shower. Additional upgrades include fresh interior and exterior paint, new landscaping, vinyl flooring throughout, and added attic insulation (2024) for improved energy efficiency. This home is equipped with hurricane shutters, a 360-degree security system, and surge protection in the electrical panel for added protection and peace of mind. Furniture is available for purchase separately, making this a potential turnkey opportunity. Residents have the option to join the voluntary HOA, which provides access to the South Gate Community Association pool—an added perk that enhances the neighborhood lifestyle. Enjoy an unbeatable Sarasota lifestyle just minutes from shopping, dining, and entertainment, with easy access to the Legacy Trail, Siesta Key and St. Armands Circle. Whether you're searching for a primary residence, seasonal retreat, or investment property, this South Gate home offers the perfect blend of location, upgrades, and lifestyle. The property is maintained with consistent professional care, supporting long-term integrity. Schedule your private viewing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Roni-Marie Gold, Pa (941-487-0105)
2534 GROVE ST, SARASOTA, FL 34239
$2,499,000288 Days on yellowkey MLS ID: A4662120
2 Days Off yellowkey (back on 4/16/2026)
Bed: 7 Bath: 7.0 Gar: 2 Liv Area Sq Ft: 4615 Built: 2025 Tax: $4,033 (2024)Community: South GateSpa: YesSingle Family
Taxes:$4,033
Remarks: Welcome to 2534 Grove Street, a new construction residence blending modern design with everyday livability in one of Sarasota’s most desirable neighborhoods. The open-concept main level features generous entertaining space with a gourmet kitchen, dining area, and living room that transitions seamlessly to the covered lanai and private courtyard-style backyard. The spacious first-floor primary suite provides convenience and privacy. Upstairs, a second lounge offers flexibility for media, office, or guests, along with additional ensuite bedrooms. Located in the Southside School district and just minutes from Downtown Sarasota, Siesta Key, and Lido Key. Brand new, move-in ready, and thoughtfully designed for the way you live.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Steven Moore (401-767-7180)
2438 WISTERIA ST, SARASOTA, FL 34239
$750,000107 Days on yellowkey MLS ID: A4682306
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1317 Built: 1962 Tax: $8,476 (2025)Community: South GateSingle Family
Taxes:$8,476
Remarks: Welcome to 2438 Wisteria St. This turnkey property is ready for YOU, located in the desirable Arlington Park neighborhood. Everything can be included in this purchase! New roof in 2025, new pool in 2022, fresh landscaping, along with all the recent updates inside this home, make this a move-in ready home! This property boasts an impressive rental history as well, just ask! Listed as a 2 bedroom home, but it has an extra room that could be used as a 3rd bedroom or office space! This home offers an open floorplan, galley style kitchen that has been updated, and features a cozy breakfast nook. The view from the spacious living room looks out to the back yard, while first housing a bright and airy sunroom. Make your way to the back yard and you will find yourself in your own resort style oasis! The beautiful pool is the star of the back yard! There's a large paved patio, as well as a spacious turf area, with a hammock and swings, for the ultimate relaxation retreat. Brand NEW Aquavoss cold plunge/hot tub! You won’t want to leave! This home is Located conveniently near downtown Sarasota, with its world-famous beaches, dining, shopping, and luxurious lifestyle this amazing town offers!
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Nic Yoder (941-993-9268)
3174 JENNINGS DR, SARASOTA, FL 34239
$899,000137 Days on yellowkey MLS ID: A4677727
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2403 Built: 1969 Tax: $6,275 (2025)Community: South GateApartment
Taxes:$6,275
Remarks: Welcome to this stunning, turnkey villa-style duplex, beautifully furnished and thoughtfully decorated throughout. Perfectly situated on an oversized corner lot in the desirable Southgate neighborhood, this exceptional property is just 6 miles from world-famous Siesta Key Beach and there was no water intrusion from the 2024 hurricanes! Each side of the duplex offers two spacious bedrooms, two modern bathrooms, and a versatile den currently furnished as a third bedroom. The home has been tastefully updated with brand-new appliances, quartz countertops, luxury vinyl flooring, and high-end furnishings, making it truly move-in ready. Both units feature private front and rear courtyard spaces, ideal for outdoor relaxation or entertaining. Each side also includes a generous laundry room located inside its own one-car garage. The garages are currently set up as game rooms, but can easily be converted back to traditional garages as the seller is the owner/operator of Statewide Garage Doors. Currently operating as a vacation rental, showings must be coordinated around guest occupancy. Please contact the listing agent to confirm availability for showings. While the property is being sold fully furnished and turnkey, the owner may retain a few select items of sentimental value. This is a rare opportunity to own a multi-generational residence or an income-producing investment. Live in one unit and rent the other, or maximize rental potential on both sides—this versatile property offers endless possibilities. Don’t miss out on this exceptional opportunity!
Listing Agent: Renee Miller (941-724-0688)
3372 WEBBER ST, SARASOTA, FL 34239
$399,00092 Days on yellowkey MLS ID: W7883327
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1869 Built: 1961Community: South Gate ManorSingle Family
Taxes:
Tax Year:
Remarks: Welcome to this spacious 4-bedroom, 2-bath home with a large bonus room / second living area, perfectly designed for families who need room to grow — or multigenerational living. This almost 1900 square footage beauty offers a flexible layout with separate living spaces, making it easy to create an in-law setup, teen retreat, playroom, or home office wing. Inside, you’ll find beautiful plaster ceiling work, high-end Italian cabinetry, with thoughtful updates, preserving charming retro details like the original pink subway tile bathroom and preserved mosaic tile in a few featured room— a rare blend of character and comfort. Step outside to enjoy a large porch and private-feeling yard shaded by mature trees, ideal for gatherings, playtime, or quiet evenings at home. This home is built to weather storms with an updated metal roof, built with concrete block and a beautiful brick front and seating area. There is a garage, laundry and a massive amount of parking. AC was recently updated. Centrally located yet surprisingly peaceful, this home is minutes to downtown and beaches and sits in a high-and-dry area, flood-zone X, for added peace of mind. If you’ve been searching for space, flexibility, major upgrades already complete, and timeless charm in one place — this is it.
Listing is courtesy of: SIMPLE FEE LISTINGS LLC (734-674-6608)
Listing Agent: Randall Wolber, Jr (734-674-6608)
3149 HOMASASSA RD, SARASOTA, FL 34239
$579,000 MLS ID: A4677645
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1438 Built: 1962Community: South GateSingle Family
Remarks: Mid-century inspired architecture paired with a complete modern renovation, set along a tranquil creek that offers a peaceful waterfront backdrop with a unique elevated setting. Positioned high above the water, the home enjoys serene views, with frequent wildlife sightings from both inside and out. Recent improvements include a new roof, hurricane-rated windows, designer lighting, and all new large-format tile flooring throughout. A dramatic step-down living area adds architectural character, while the custom kitchen remodel features high-end KitchenAid appliances and bar seating ideal for entertaining. Two spacious bedrooms include walk-in closets, and the expansive Florida room—finished with upgraded window tint—serves as a versatile flex space that could easily accommodate a Murphy bed. The home offers two beautifully updated bathrooms, including a hall bath with a separate tub and walk-in shower, and a well-appointed primary bath with a large walk in shower and bench. Situated on a 10,000+ sq ft oversized corner lot, the property features a new paver driveway, extended patio, and a generous side yard that could accommodate a future pool or expanded outdoor living space. Mature trees create a natural backdrop behind the home, enhancing the peaceful water setting. Despite its waterfront location, the home sits high above sea level, has never flooded, and has withstood hurricanes. The garage is enhanced with a newly installed Shark Floor coating, providing a durable, sleek, and easy-to-maintain finish. Enjoy tranquil outdoor living with water behind the home, where you’ll regularly spot fish, turtles, and a variety of birds in your own private nature retreat. Not located in a flood zone, and with no HOA or CDD fees, this move-in-ready property offers freedom, flexibility, and peace of mind. Located in the highly desired Southgate Neighborhood. Conveniently located minutes to downtown Sarasota, approximately 10 minutes to Siesta Key Beach, and between two top-rated hospitals. Turn-key, move-in ready, and truly one of a kind.
Listing Agent: Marlin Yoder (941-893-7406)
4213 DES PLAINES DR, SARASOTA, FL 34233
$330,000 MLS ID: A4681824
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1085 Built: 1960Community: South Gate Ridge 02Single Family
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Located in the highly desirable South Gate Ridge, this well-maintained Sarasota home offers timeless character, solid block construction, and a location that truly delivers. Featuring two bedrooms, two bathrooms, a one-car garage, and a generously sized lot right in the heart of Sarasota. Major improvements include a 2017 roof, 2019 A/C, new electrical panel in 2018, and a 2023 hot water heater, making this home as practical as it is inviting. Inside, there is beautiful tile throughout, complemented by a kitchen with granite countertops, solid wood cabinetry, and plenty of workspace for everyday living or entertaining. Step outside to the large screened-in back porch, an ideal spot to relax, dine, or enjoy Florida’s indoor-outdoor lifestyle while overlooking the spacious backyard—perfect for gardening, pets, or future expansion. Whether you’re a first-time buyer, downsizing, or looking for a solid investment, this South Gate Ridge gem is a rare opportunity to own a home with strong bones in a great school district and close to restaurants, shopping and Siesta Key Beach. Schedule your private showing today—homes like this don’t last long.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mary Jo Violett (941-928-8474)
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