Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
3500 FLORES AVE, SARASOTA, FL 34239
$4,250,000240 Days on yellowkey MLS ID: A4663143
1 Days Off yellowkey (back on 4/16/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3551 Built: 2025 Tax: $7,545 (2024)Community: GranadaSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,545
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Introducing Coastal Elegance Just Minutes from Siesta Key Beach! Experience the ultimate coastal lifestyle by building your custom dream home in Sarasota's coveted Granada Park. This is your chance to create a personal sanctuary just minutes from the pristine sands of Siesta Key Beach. This rare offering includes a prime lot with all city-approved plans and permits, allowing you to choose from a thoughtfully designed layout or bring your own vision to life. Build your dream home with us, or purchase the lot and plans separately. Use our trusted general contractor or bring your own builder. This thoughtfully designed home features 4 bedrooms, 3 full and 2 half bathrooms, an open floor plan, a dedicated office, and flexible loft space. The heart of the home is a gourmet chef’s kitchen with custom cabinetry, quartz countertops, professional appliances, and a walk-in pantry. A large quartz waterfall island opens seamlessly to the dining area and great room, anchored by a sleek LED fireplace and glass sliding doors that frame the resort-style backyard. The first-floor primary suite is a private retreat, offering a spa-inspired bathroom with a freestanding soaking tub, frameless glass walk-in shower, dual vanities, and an oversized walk-in closet. On the second floor, three additional bedrooms provide en-suite or jack-and-jill bath access, perfect for family or guests. Designed for entertaining, the outdoor living spaces include two covered lanais, a resort-style pool with spa and sun shelf surrounded by paver decking, a summer kitchen, outdoor shower, and pool bath. Upstairs, a covered balcony overlooks the landscaped backyard and preserved Grand Oak tree, adding privacy and natural beauty. Additional features include an oversized 3-car garage with storage, impact-rated windows and doors throughout, a metal roof system with upgraded underlayment, an energy-efficient tankless water heater, and an elevation exceeding Sarasota flood requirements. Short-term rentals are permitted, allowing flexibility for many investment opportunities. Living here means enjoying the best of both worlds: a tranquil, custom-designed home combined with unparalleled access to Sarasota's finest attractions. Stroll over to Southside Village for dinner, enjoy the arts and culture of Downtown Sarasota, or simply walk to the beach to catch the sunset. This is more than a home; it's the lifestyle you've been dreaming of.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Chad Fonder (941-961-3865)
160 GARDEN LN, SARASOTA, FL 34242
$4,250,000239 Days on yellowkey MLS ID: A4663247
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4086 Built: 2025 Tax: $10,687 (2024)Community: Siesta Rev Plat OfSpa: YesSingle Family
Taxes:$10,687
Elementary School: Phillippi Shores Elementary
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Welcome to Your Dream Coastal Retreat Steps from Siesta Beach! This custom three-story home on Siesta Key’s coveted north end features five bedrooms, 4 full and 1 half bathrooms and combines elegant design, elevated construction, and thoughtful luxury finishes. The light-filled, open-concept floor plan seamlessly connects the great room, dining space, and a gourmet chef’s kitchen, which features a quartz waterfall island, custom cabinetry, and high-end appliances. **Expansive sliding glass doors open to over 1,200 square feet of covered outdoor living space, framing views of lush tropical landscaping and a resort-style pool with a sun shelf. The primary suite is a true sanctuary, complete with a free-standing soaking tub and an oversized walk-in shower. The outdoor living experience is unrivaled. Multiple covered lanais and balconies provide perfect spaces for entertaining, relaxing with morning coffee, or enjoying Sarasota’s sunsets. **Additional features include an elevator servicing all three levels, additional guest suites, flexible bonus spaces, a two-car garage, and storm-rated windows and doors for elevated construction. Stylish coastal architecture with Hardie board siding and a metal roof completes the package. **Located just steps from Siesta Key’s world-famous beaches and minutes from the vibrant shops and restaurants of Siesta Village, this location offers the perfect blend of luxury and island lifestyle. **Short-term rentals are permitted, providing a flexible investment opportunity. **This property is also conveniently located in close proximity to Downtown Sarasota, Southside Village, and top hospitals, restaurants, and entertainment. This is your chance to build a custom masterpiece in a truly unparalleled location. Build your dream home with us, or purchase the lot and plans separately. Use our trusted general contractor or bring your own builder. Are you ready to turn your vision into a reality?
1200 SIESTA BAYSIDE DR #1200G, SARASOTA, FL 34242
$475,00037 Days on yellowkey MLS ID: A4685175
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 845 Built: 1988 Tax: $4,441 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$4,441
Tax Year: 2025
Remarks: Welcome to the world-famous Siesta Key! Now available a second-floor one-bedroom, one-bath condominium in the desirable Gulf and Bay Club Bayside. This particular condo had zero flood or storm damage. This home is just waiting for your personal touch! Enjoy direct deeded beach access just across the street to Siesta Key Beach and live a true resort-style life with wonderful amenities at your fingertips. An open floor plan greets you with tile on the diagonal, a spacious living/dining area, and a balcony overlooking the community pool. The unit is complete with a private one-car garage, indoor laundry with a brand-new stackable washer and dryer, and turnkey furnished and ready for you or your guests. Gulf and Bay Club Bayside features: Two resort-style pools Tennis and pickleball courts Newly renovated fishing dock Walking paths, boat loading zones, and four BBQ areas Clubhouse for private parties and events. This weekly-rental-friendly community also offers onsite management (directly below the unit), making it a great income opportunity for investors or those seeking a snowbird property. Location cannot be beat you just cross the road for beach access or take the free trolley to explore Siesta Key Village or South Siesta! Live the island lifestyle at Gulf and Bay Club Bayside. Tenant occupied best showing time Saturday but with enough notice we can manage a showing. Must be scheduled and approved by tenants.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Jessica Ross, Pa (941-321-9000)
3119 LOCKWOOD TER, SARASOTA, FL 34231
$475,00042 Days on yellowkey MLS ID: A4686015
REDUCED by $20,000 (4.0%) on 04/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1538 Built: 1967Monthly Fee: $6 Tax: $4,882 (2025)Community: Gulf GateSpa: YesSingle Family
Taxes:$4,882
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Move-in ready and worry-free, this updated Gulf Gate home delivers immediate value and effortless Sarasota living. Major upgrades already done, including impact-rated hurricane windows and doors (2024), a roof under five years old and a newer water heater (2024), providing peace of mind from day one. Outside a flood zone (no flood insurance required), you’ll enjoy security and flexibility. Offered turnkey furnished, this two-bedroom, two-bath home is ideal as a primary residence, seasonal retreat or potential income-producing investment. Inside, natural light fills the space, with a bright Florida sunroom that expands your living area, ideal for relaxing or working from home. Enjoy Florida outdoor living with a screened lanai and paver patio featuring a new freestanding hot tub, your private escape. Prime Gulf Gate location just minutes to shopping, dining, parks and Sarasota’s world-famous beaches. Updated. Turnkey. No flood insurance. Location. This one checks all the boxes.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
4848 CAMPHOR AVE, SARASOTA, FL 34231
$399,000110 Days on yellowkey MLS ID: A4675711
REDUCED by $20,000 (4.8%) on 04/05/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1420 Built: 1973 Tax: $3,594 (2025)Community: Madison ParkSpa: NoSingle Family
Taxes:$3,594
Remarks: $399,000 MAJOR PRICE REDUCTION! This home is priced to MOVE QUICKLY! DON'T MISS THIS OPPORTUNITY to own a move-in ready home in the heart of SARASOTA! No HOA. This charming 3-bedroom, 2-bathroom ranch-style pool home is perfectly situated in a quiet, established neighborhood just minutes from top-rated Riverview High School. HUGE BACKYARD! Just waiting for you and your family! Plenty of room to build a garage or just enjoy the beautiful trees and POOL! Fully fenced yard provides privacy and pets. Just around the corner from public park RED BUG SLOUGH. Designed for the classic Florida lifestyle, this home features a bright and airy open floor plan with seamless flow from the living areas to the outdoor space. The heart of the home is the spacious combined family room and dining area—ideal for hosting family gatherings. Step through the back doors to your private tropical oasis. The large yard features a sparkling swimming pool, providing a secluded space for year-round relaxation or weekend BBQs. The expansive, fenced-in backyard offers plenty of room for pets and play. Key Features: NEW ROOF! New Hurricane impact-resistant windows 2023. FRESH PAINT inside and out! including driveway coating. Updated LVL flooring in bedrooms. Huge backyard with a beautiful pool just waiting for you! Ceramic tile in main living, dining and kitchen area. NO CARPET! Prime Location: Less than a 5-minute drive to Riverview High School and close to Gulf Gate Elementary, Phillippi Shores Elementary and Wilkinson Elementary. Convenience: Situated near the Proctor and Beneva corridor, you are minutes away from Publix, local dining, and the Landings Shopping Center. Outdoor Living: Pool and private backyard. Beach Access: Only a 10-minute drive to the world-famous Siesta Key Beach. Whether you are looking for a move-in-ready family home or an investment property in a high-demand school district, this Sarasota gem offers the perfect balance of location and lifestyle. Schedule a private showing to view this property today.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Roberta Rodgers-Mislyan (941-400-0639)
3607 FLAMINGO AVE, SARASOTA, FL 34242
$4,950,000209 Days on yellowkey MLS ID: A4662402
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3876 Built: 2005 Tax: $17,596 (2024)Community: Bay Island ShoresSpa: YesSingle Family
Taxes:$17,596
Remarks: DIRECT ACCESS TO INTRACOASTAL WATERWAY - North Siesta Key's Bay Island Boater's Dream - Experience the best of coastal living in this elegant 4bd/4ba residence - just minutes to the Intracoastal Waterway. The home features a 2023 14,000lb dock/lift with electric and 3pnt moorage. Step inside a welcoming slate tile entry foyer to discover timeless quality design with Brazilian Ipe hardwood flooring throughout, hurricane rated windows and French doors and volume ceilings. At the heart of the home is a true cook's kitchen with Wolff Gas Range, built-in Sub-Zero stainless refrigerator, Fisher Paykel dishwasher and soap-stone counter-tops. A true Chef's pantry, abundant cabinetry and full bar with wine refrigeration elevate the entertaining experience. The Primary Bedroom Suite, set in its own private wing, offers a tranquil retreat w/French Doors opening to a full private deck, perfect to enjoy sunrise and coffee; generous closet space and spa-inspired Bath; Guests Private wing and other rooms offer flexibility; French doors, automated window coverings, and architectural details create a refined and comfortable atmosphere. A full laundry room w/sink, office nook and mudroom are conveniently located off the 3-car garage. Outdoors, enjoy multiple covered decks, one with gas-fireplace for perfect evening waterfront ambiance; overlooking heated salt-water pool/spa; lush tropical landscape; Minutes to downtown Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Maria Beck, Pa (646-531-4118)
2932 LEXINGTON ST, SARASOTA, FL 34231
$1,200,00013 Days on yellowkey MLS ID: O6398108
Bed: 7 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4005 Built: 1978 Tax: $9,041 (2025)Community: Colonial TerraceSpa: YesSingle Family
Taxes:$9,041
Remarks: Welcome to this stunning income producing home located minutes to Sarasota's most desirable attractions such as Siesta Key Beach, Selby Gardens, Downtown Sarasota, Longboat Key, and University Town Center Mall. This home consists of 3 income producing units or make it your very own primary residence or vacation dream home. With 3 separate entry ways you can rent two and occupy one or join all 3 together to make it a luxurious family home. Can be sold as a package deal with #06399746,#06399737, #06399693, #06399686
Listing is courtesy of: FRAKES REALTY (508-717-2752)
Listing Agent: Derek Frakes (508-717-2752)
3300 BENEVA #214, SARASOTA, FL 34232
$199,99983 Days on yellowkey MLS ID: O6371947
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1084 Built: 1980 Tax: $2,279 (2025)Community: Fairways & GreensCondo
Taxes:$2,279
Elementary School: Wilkinson Elementary
Remarks: Incredible investment opportunity to own a 2-bedroom, 2-bath condominium in the highly desirable Fairways & Greens Condo community. This first-floor unit features an open and functional floor plan designed for comfortable living and easy entertaining. The well-appointed kitchen offers stainless steel appliances and flows seamlessly into the dining and living areas, creating a bright and inviting space. The primary bedroom includes direct access to an enclosed patio with peaceful views of the community pool and landscaped grounds. The second bedroom is generously sized with ample natural light, ideal for guests, a home office, or flexible use. Additional features include a second full bathroom and a convenient laundry closet with washer and dryer. Unit 214 includes one assigned covered parking space, along with ample guest parking. Tenant-occupied with an active one-year lease in place, making this a turnkey investment opportunity with immediate rental income. Located in central Sarasota, the property is just 0.2 miles from Publix, 3 miles from Sarasota Memorial Hospital, and 5.5 miles from Siesta Key Beach. Nearby attractions include Arlington Park, Downtown Sarasota, Legacy Trail, shopping, dining, and major roadways including US-41 and I-75. Ideal for investors seeking a well-located, income-producing property in a prime Sarasota location.
Listing is courtesy of: NOBSKA REAL ESTATE LLC (689-276-1593)
Listing Agent: Laura Teixeira, Pa (941-962-2413)
1920 WISTERIA ST, SARASOTA, FL 34239
$1,450,00055 Days on yellowkey MLS ID: A4683653
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1736 Built: 1951 Tax: $7,904 (2025)Community: Desota ParkSingle Family
Taxes:$7,904
Remarks: Under contract-accepting backup offers. Located West of the Trail in Sarasota’s highly sought after Southside neighborhood, this beautifully renovated home at 1920 Wisteria Street offers the perfect blend of location, lifestyle, and thoughtful updates. Just minutes from Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and the world famous beaches of Siesta Key, this home places you close to everything that makes living in Sarasota so desirable. The property is also located within the highly regarded Southside Elementary school zone, one of the most sought after elementary schools in Sarasota. Inside, the home features a bright open floor plan designed for comfortable everyday living and effortless entertaining. The fully remodeled kitchen serves as the centerpiece of the home and showcases quartz countertops, updated cabinetry, and modern finishes that flow seamlessly into the main living space. Crown molding throughout adds a refined touch, while a gas fireplace creates a warm and inviting focal point. The bathrooms have been tastefully remodeled and the home includes custom built in closets that provide both function and organization. Major system upgrades add comfort and peace of mind, including impact windows and doors throughout and a 2021 HVAC system. Step outside to a private backyard retreat designed for enjoying the Florida lifestyle year round. The pool was remodeled in 2022 and is surrounded by updated landscaping and mature Areca palms that create the natural privacy you have been looking for. One of the most unique features of the home is the outdoor tiki bar paired with a refreshed turf yard, creating the perfect setting for relaxing or entertaining guests. With its West of the Trail location, thoughtful renovations, and proximity to Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and Siesta Key Beach, this property offers an exceptional opportunity to enjoy one of Sarasota’s most convenient and desirable neighborhoods. Furniture is negotiable.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Jesse Bauer (941-465-8583)
336 AVENIDA DE MAYO, SARASOTA, FL 34242
$5,595,00029 Days on yellowkey MLS ID: A4687301
REDUCED by $100,000 (1.8%) on 04/16/2026
Bed: 8 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 3811 Built: 2019 Tax: $25,684 (2024)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$25,684
Remarks: Experience refined seaside luxury in this extraordinary 8-bedroom, 8.5-bathroom residence just moments from Siesta Key Beach and Siesta Key Village. Currently operating as a successful vacation rental property, this home is thoughtfully designed to maximize both guest experience and income potential. Its expansive layout, high-end finishes, and prime location make it highly desirable for short-term rentals, with ample space to comfortably host large groups. Spanning four levels and serviced by a private elevator, the home is purpose-built for hosting. The layout includes two bedrooms on the second level, five well-appointed guest suites on the third floor—many with private baths and balconies—and a top-floor bedroom offering additional privacy. Two bunk-style rooms with a shared Jack-and-Jill bath further enhance its ability to accommodate larger parties. The primary suite provides a luxurious retreat with its own balcony and spa-inspired bathroom. The open-concept main living area serves as the heart of the home, featuring a designer kitchen with premium appliances, a large gathering island, and a dedicated bar area—ideal for entertaining. Multiple dining areas, both inside and out, create flexibility for group stays, while an upper-level flex room adds value as a game room, media space, or additional lounge area. Outdoors, guests can enjoy a private resort-style setting complete with a heated pool, sun shelf, built-in spa, and covered patio designed for comfort and entertainment. Multiple balconies and a rooftop deck offer additional gathering spaces, with sweeping Gulf views and unforgettable sunsets that consistently maximize the Florida experience. With its proven rental appeal, generous accommodations, and unbeatable location, this property presents a rare opportunity to own a **turnkey, income-producing investment** or a luxurious personal getaway in one of Florida’s most sought-after beach destinations.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Samantha Callaway (630-865-3189)
332 AVENIDA DE MAYO, SARASOTA, FL 34242
$5,595,00030 Days on yellowkey MLS ID: A4687188
Bed: 9 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 4055 Built: 2019 Tax: $26,520 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$26,520
Remarks: ~Experience elevated coastal living in this fantastic BEACH HOUSE right in the heart of SIESTA KEY VILLAGE~ This beautiful home boasts 8 bedrooms + an additional bonus room = 9, plus 8 bathrooms, including 6 en-suite retreats, perfectly suited for a large primary residence or a high-performing luxury vacation rental. Ideally located and just steps from premier dining, boutique shopping, & vibrant nightlife, and only a short stroll or bike ride to the world-renowned Siesta Key Beach. This property offers the ultimate blend of convenience with the feel of a resort-style escape. Upon entering take the stairs or the convenient elevator up to the main living space. Here you will find an open chef's kitchen, large island, a beverage bar, along with the spacious living room and dining area. There are 2 bedrooms also on this level. Multiple balconies showcase great views of the village, while the home’s prime location places you moments from everything Siesta Key has to offer. It has been thoughtfully designed with high-end designer finishes and furnishings, every detail for both comfort and entertaining. The bonus room on the 4th level leads out to a spiral staircase and then up to the rooftop deck where both village and GULF VIEWS create a great backdrop for stunning SIESTA SUNSETS. Back on the 1st level, walk out to the covered patio and enjoy your private outdoor oasis with lush landscaping and the tranquil heated pool & spa designed for both relaxation and entertainment. It features an oversized sun shelf, wraparound lounge ledge and in-water bar seating. Whether you're hosting family and friends, a large group getaway or seeking a luxury investment property, this extraordinary beach house delivers unmatched living spaces throughout. It also comes beautifully turnkey furnished and ready for immediate enjoyment or rental income. THIS IS YOUR COASTAL ESCAPE...where luxury, location, and lifestyle all meet!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)
Listing Agent: Sabrina Ullmann (203-300-8181)
20 WHISPERING SANDS DR #1201, SARASOTA, FL 34242
$1,195,000101 Days on yellowkey MLS ID: A4678026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1282 Built: 1973Monthly Fee: $1,398 Tax: $10,552 (2025)Community: Whispering SandsCondo
Taxes:$10,552
Remarks: A truly RARE offering, this TOP floor, GULF FRONT penthouse residence crowns the northwest CORNER of the South Tower of Whispering Sands – the premiere 55+ Gulf front enclave on the idyllic westernmost point of Siesta Key where only a fortunate few enjoy world class, panoramic views of the sparkling Gulf and 800’ of PRIVATE quartz sand beach! FULL GULF views from this unit unfurl in every direction, offering a daily masterpiece of colors that shift with the rising and setting sun. Wake up to breathtaking Gulf views that seem to stretch to infinity, offering a tranquil retreat from the ordinary. In the evening, enjoy the golden hues of Florida sunsets and starlit dinners from your expansive 28’ balcony, where the Gulf breezes and soft cries of the seagulls serve as the perfect soundtrack. This penthouse is more than just a property – it’s also a canvas for your imagination. Distinctive architectural elements and premium untapped potential invite you to curate a space that reflects your own unique style and vision. Whether you envision modern sophistication, coastal charm, or timeless elegance, the untapped possibilities of this unit invite your imagination to run free as you create the ultimate sanctuary tailored to your personal vision. Whispering Sands' relaxed, informal lifestyle provides the perfect backdrop for your next chapter. Start your day with a set of vigorous laps or water aerobics in one of two beautiful, heated pools - one beachside, one clubside. You’ll never need to leave the property to get your gym workout in the main clubhouse currently undergoing a complete remodel. Plant your feet in the cool quartz sand and enjoy daily dips in the balmy Gulf. Beach loungers are set out daily for the exclusive use of owners. Enjoy an impromptu game of beachside shuffleboard followed by a picnic supper at the Tiki Hut. Whether spending time exploring the vibrant cultural offerings of Sarasota just across the North Bridge, indulging in the local arts scene, or simply relaxing on your breezy private balcony with a good book, the options this property offers are endless. Secure your private viewing of this unique residence and claim your place in this coveted coastal community!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
2534 GROVE ST, SARASOTA, FL 34239
$2,499,000251 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 Agent: Steven Moore (401-767-7180)
1773 SOUTHWOOD ST, SARASOTA, FL 34231
$600,000103 Days on yellowkey MLS ID: A4677227
0 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1431 Built: 1986 Tax: $4,655 (2025)Community: FlorenceSingle Family
Taxes:$4,655
Remarks: Under contract-accepting backup offers. Charming Remodeled Home in beautiful Sarasota. Welcome to this recently remodeled 3-bedroom, 2-bath home ideally located at 1773 Southwood Street in Sarasota, just moments from the natural beauty and walking trails, fishing piers and kayak launch of Phillippi Estate Park. Renovated in 2022, this residence blends modern updates with a warm, inviting coastal vibe. The bright and open interior features a stylish, updated kitchen with crisp white cabinetry, sleek countertops, stainless steel appliances, and a striking tile backsplash—perfect for everyday living and entertaining alike. Recessed lighting and thoughtful finishes throughout enhance the home’s clean, contemporary feel. The spacious layout offers three comfortable bedrooms and two updated bathrooms, providing flexibility for family, guests, or a home office. Durable flooring and neutral tones create a move-in-ready space that’s both functional and stylish. Outside, the home’s cheerful exterior color, mature landscaping, and private driveway add curb appeal and character, while the quiet neighborhood setting offers a peaceful retreat close to everything Sarasota has to offer. Conveniently located near beaches, fishing piers, dining, shopping, and downtown Sarasota, this home is an excellent opportunity to enjoy Florida living with modern comforts in a prime location. Home can not convey until April 1.
Listing Agent: Tracey Larsen (847-533-8708)
2852 CAPTIVA DR, SARASOTA, FL 34231
$559,000254 Days on yellowkey MLS ID: A4661671
REDUCED by $16,000 (2.8%) on 04/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2033 Built: 1975Monthly Fee: $4 Tax: $5,128 (2025)Community: Gulf Gate WoodsSpa: NoSingle Family
Taxes:$5,128
Remarks: NEW PRICE ON THIS BEAUTIFULLY UPDATED AND MOVE-IN READY GULF GATE POOL HOME WITH 2025 TILE ROOF! ADDITIONAL 2025/26 UPDATES INCLUDE UPGRADED ELECTRICAL SERVICE, NEW DUCTWORK, CARPET, BATHS, EXTERIOR/INTERIOR PAINT, DISHWASHER, DRIVEWAY, FENCE, LANDSCAPING AND MORE! Located in the sought-after Gulf Gate Woods community, this beautifully refreshed 3-bedroom, 2 full bathroom residence blends timeless design with modern upgrades, all nestled just minutes from world-renowned Siesta Key Beach. The bright and spacious living room welcomes you with natural light and new neutral tone plush carpet. The open-concept kitchen features a just completed raised ceiling with recessed lighting and additional 2017 improvements including stainless steel appliances, soft close cabinetry, and granite countertop, and flows seamlessly into a generous breakfast room and separate dining room too! The thoughtful split-bedroom floor plan ensures privacy, with the primary suite positioned separately from the guest bedrooms. The primary bedroom features a renovated en-suite bath with sleek subway tile shower enclosure, on-trend black fixtures, new floating vanity and modern finishes. Two additional bedrooms are located on the opposite wing and share an updated full bath with a granite topped vanity. The additional 24x10 bonus room is a great space for entertaining or relaxation, with windows out to your own private oasis which includes the sparkling pool and screened lanai. A 2023 water heater ensures energy efficiency, while the spacious interior laundry room adds everyday convenience. The prior owner replumbed the home with PVC pipes. The attached two-car garage includes abundant cabinetry, ideal for storage and organization. This home is in the X flood zone and is high and dry. Gulf Gate Woods is a well-established neighborhood known for its sidewalks, streetlights, and friendly sense of community. Zoned for A-rated schools, this prime Sarasota location places you within 10 minutes of Siesta Key Beach, downtown Sarasota, the Legacy Trail, golf courses, fitness centers, Sarasota Memorial Hospital, fine dining, UTC and the charming shops and restaurants of Gulf Gate Village. Whether you're seeking a full-time residence, seasonal getaway, or a smart investment, this home offers flexibility and would also make an excellent option for a long or short-term rental.
Listing Agent: Lenore Treiman (941-356-9642)
1921 MONTE CARLO DR #302, SARASOTA, FL 34231
$549,000314 Days on yellowkey MLS ID: A4655742
REDUCED by $26,000 (4.5%) on 04/03/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1720 Built: 2006 Tax: $6,041 (2025)Community: Phillippi Landings ACondo
Taxes:$6,041
Remarks: INCREDIBLE VALUE - this beautifully remodeled third-floor luxury residence with water view in the gated waterfront community of Phillippi Landings is perfectly situated West of the Trail and just minutes to the world-renowned beaches of Siesta Key. Nestled along the Phillippi Creek with direct access to Sarasota Bay and just minutes to the Philippi Farmhouse market and the Landings Shopping Center with its vast array of dining and shopping options. This 2 bedroom plus den, 2 bath condo offers the ideal blend of privacy, convenience, and resort-style living. From the moment you enter via direct elevator access to your private foyer entrance, you are welcomed by an open and airy floor plan, porcelain tile flooring, and an inviting coastal aesthetic. The beautifully updated kitchen features granite countertops, stainless appliances, and rich wood cabinetry, offering both style and function for everyday living and entertaining. Step into the spacious living area that opens to a private covered and screened balcony with peaceful water view, ideal for enjoying morning coffee or a glass of wine at sunset. The split-bedroom layout offers exceptional privacy, with two generously sized bedroom suites. The primary suite is a true retreat, offering tranquil water view, two large walk-in closets, and a spa-style bath with a jetted soaking tub, custom walk-in shower, and private water closet. A flexible bonus space off the main living area provides the perfect nook for a home office, den, reading lounge, or secondary dining area. Impact doors and windows throughout. Beautiful wood plantation shutters. Enjoy the convenience of under-building assigned parking and a private storage unit. This home is move-in ready and ideal as a primary residence, seasonal escape, or investment opportunity. Life at Phillippi Landings is exceptional - the community is 10 acres and offers a resort-style heated pool and spa, a well-equipped fitness center, clubhouse, and an expansive waterfront promenade perfect for evening strolls beneath swaying palms. For boating and nature enthusiasts, the community provides kayak launch access and private storage racks—an invitation to explore the peaceful waterways of Phillippi Creek and beyond. The lush, manicured grounds and tropical landscaping create a tranquil, private atmosphere while placing you just minutes from Southside Village, downtown Sarasota, and the vibrant shopping and dining of UTC Mall. This exceptional location, paired with a refined, low-maintenance lifestyle, offers the best of coastal Florida living.
3233 BENEVA RD #104, SARASOTA, FL 34232
$127,4508 Days on yellowkey MLS ID: A4690227
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1978 Tax: $1,932 (2025)Community: Village Brooke Sec 3Condo
Taxes:$1,932
Remarks: Home without the homework is yours with this condo. You'll love the beautifully groomed grounds here. You can live here affordably. Look at what the maintenance fee includes!!! All the neighbors have been so nice and helpful. Picturesque view from your lanai overlooking a picnic area and pond...or...you can bask in the sunshine poolside. Minutes to one of the best beaches in the world.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Debbie Roth (941-713-0522)
2609 WOODGATE LN #K4, SARASOTA, FL 34231
$164,9008 Days on yellowkey MLS ID: N6143915
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1982Monthly Fee: $588 Tax: $2,358 (2025)Community: Pinewood Village IxCondo
Taxes:$2,358
Remarks: You're five miles from one of the best beaches in America. You just didn't know you could afford to live this close. Ground floor, pool-facing, fully furnished 2BR/2BA in Pinewood Village. Walk out your lanai and you're at the pool. Walk out the front door and Siesta Key Beach, St. Armands Circle, Marina Jack, and downtown Sarasota are minutes away. The best-priced unit in the community — and better than anything else available right now. Ground floor instead of stairs. Tile throughout instead of carpet. Fully furnished and move-in ready the day you close. The only comparable unit in this section spent 385 days on the market and just went pending. This one won't last that long. Flood Zone X. No flood insurance required — a real financial advantage in today's Sarasota market. Outside your door, Sarasota delivers everything. Sarasota Memorial Hospital three miles away. Phillippi Estate Park around the corner. The Van Wezel, the Asolo, the Ringling, the Opera — ten minutes from your front door. The restaurants, the boutiques of St. Armands, the farmers markets, the sailing — all of it yours. Pinewood Village itself overdelivers at this price. Heated pool, fitness center, sauna, shuffleboard, full clubhouse with kitchen. HOA covers cable, water, sewer, trash, pest control, exterior maintenance and building insurance. Phillippi Shores Elementary, Brookside Middle, Riverview High. Association approval required. Sold As-Is. Seller motivated.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Jeffery K. Twigg, Pa (941-412-6505)
7755 HOLIDAY DR N, SARASOTA, FL 34231
$2,290,00016 Days on yellowkey MLS ID: A4687403
5 Days Off yellowkey (back on 4/15/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4381 Built: 2007 Tax: $20,083 (2025)Community: Holiday HarborSingle Family
Taxes:$20,083
Remarks: Under contract-accepting backup offers. Resort-style waterfront living awaits in this beautifully appointed residence in Holiday Harbor, ideally positioned on a canal just moments from the Intracoastal Waterway. Designed for both effortless coastal living and entertaining, this 4-bedroom, 3.5-bath home offers an exceptional blend of space, functionality, and lifestyle-driven amenities. Upon entry, soaring vaulted ceilings and an abundance of natural light create a bright, inviting atmosphere. The expansive living room, anchored by a gas fireplace, flows seamlessly into the dining area and recently renovated kitchen—perfectly oriented to capture views of the lushly landscaped pool and outdoor living spaces. The kitchen is thoughtfully designed for the culinary enthusiast, featuring extensive cabinetry, quality finishes, upscale appliances such as Sub zero, Bosch and Wolf and a generous walk-in pantry. Walls of windows in the dining area bring the outdoors in, enhancing the home’s light-filled, airy feel. The first floor is designed for both everyday living and entertaining, offering a private office, laundry room, and a guest suite with en-suite bath and its own separate entrance—ideal for visitors or extended stays. Upstairs, accessible by either a striking staircase or private elevator, the home continues to impress. Two guest bedrooms share a well-appointed Jack and Jill bath, while a spacious family room with wet bar and an additional media room provide flexible spaces for gathering and relaxation. The primary suite is a true retreat, featuring a private screened balcony with picturesque views down the canal toward the Intracoastal Waterway. The primary bath includes a soaking tub, separate tiled shower, dual vanities, and a large walk-in closet which also can accommodate a washer and dryer. Step outside to your own private waterfront oasis. The heated saltwater pool and spa are complemented by multiple levels of outdoor decking—an upper level designed for poolside lounging, entertaining, and cooking out on the outside kitchen area. The lower deck is perfect for a fire table and evenings under the stars. For boating enthusiasts, the property offers excellent canal frontage with quick, easy access to the Intracoastal and Gulf beyond—opening the door to endless days on the water, from sandbar outings and fishing to watersports and sunset cruises. Ideally located near waterfront dining, top-rated schools, downtown Sarasota, and the world-renowned beaches of Siesta Key, this home captures the essence of Florida coastal living—where every day feels like a getaway.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Courtney Tarantino (941-893-7203)
191 VISTA HERMOSA CIR, SARASOTA, FL 34242
$570,00077 Days on yellowkey MLS ID: A4680721
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 993 Built: 1971Monthly Fee: $1,104 Tax: $4,566 (2025)Community: Vista HermosaVilla
Taxes:$4,566
Remarks: One or more photos have been virtually staged. Welcome to your maintenance free, dream beach retreat on Siesta Key! This charming and meticulously remodeled 2-bedroom, 2-bath villa offers the perfect blend of luxury and convenience, just a short stroll from the pristine sands of Crescent Beach. Enjoy cooking in a stunning kitchen featuring brand new quartz countertops, stainless steel appliances, and stylish light fixtures. Experience comfort year-round with newly installed HVAC and energy-efficient tankless water heater. Luxury vinyl panel floors flows seamlessly throughout, offering both durability and aesthetic appeal. Relax in the attached, screened-in lanai, complete with No-See-Um screen, aluminum framing and a new Hunter, wet-rated ceiling fan, perfect for warm island evenings. Both bathrooms have been beautifully remodeled providing a fresh, contemporary feel. Located just a few steps from the Clubhouse, heated pool, outside grilling areas and laundry facility. Walking distance to shops, restaurants and entertainment. Enjoy the easy, island lifestyle with access to the free trolley service to Siesta Key Village for even more shopping and dining experiences. Ideal for a second home, rental investment, or full-time residence. Don't miss this great opportunity to own a piece of paradise! Schedule your showing today and embrace the Siesta Key lifestyle!
Listing Agent: Denise Barbato (941-400-8773)
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