Location: Sarasota
Do Not Show Listings
4242 DRYDEN CIR, SARASOTA, FL 34241
$449,99950 Days on yellowkey MLS ID: A4696289
0 Days Off yellowkey (back on 7/17/2026)
REDUCED by $39,001 (8.0%) on 07/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2324 Built: 1981Monthly Fee: $27 Tax: $2,992 (2025)Community: Bent Tree VillageSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,992
Elementary School: Lakeview Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. Experience stylish living in Sarasota's sought-after community of Bent Tree Village. This spacious 3-bedroom, 2-bath home offers convenient single-level living on a fenced homesite in desirable eastern Sarasota County. A welcoming entry garden creates a warm first impression, while the open and inviting floor plan seamlessly connects the main living areas, making the home ideal for both everyday living and entertaining. The generously sized primary suite features an ensuite bath with soaking tub and enclosed shower. The primary bedroom also has 4 walk-in closets designed to accommodate even the most extensive wardrobe. Don't need that much space? Turn two of them into office space or crafting room. Significant updates provide peace of mind, including a roof that is just four years old, enhanced with 18 inches of rodent-resistant insulation. Additional improvements include a newer HVAC system (2022), fresh interior and exterior paint, and upgraded gutters with 8-inch coverage along the rear of the home. The enclosed lanai is large enough to accommodate an inground pool. Complete with durable epoxy flooring, it offers the perfect space to relax or turn part of it into a private pickleball/tennis court the possibilities are endless. Conveniently located just minutes from I-75, this home provides easy access to shopping, dining, downtown Sarasota, and the world-renowned beaches of Siesta Key and Florida's Gulf Coast. A one-year home warranty will be included with an acceptable offer.
Listing is courtesy of: ABUNDANT FIELDS REALTY LLC (941-302-1414)
Listing Agent: Summer Mcmillan (941-302-1414)
6836 ROXBURY DR, SARASOTA, FL 34231
$539,000111 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
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Brookside Middle
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: Brendan Rimer (941-465-0520)
7411 DICKENS DR, SARASOTA, FL 34231
$435,00020 Days on yellowkey MLS ID: A4699112
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1256 Built: 1972Monthly Fee: $6 Tax: $2,912 (2025)Community: Gulf Gate WoodsSpa: NoSingle Family
Taxes:$2,912
Remarks: Welcome to this beautifully maintained 2-bedroom, 2-bath home in the highly desirable Gulf Gate Woods neighborhood—one of Sarasota's most sought-after communities thanks to its unbeatable location and established charm. Offering comfortable single-level living, this home features a bright and inviting floor plan with generous living spaces, abundant natural light, and plenty of room to relax or entertain. Whether you're looking for a full-time residence, seasonal retreat, or investment opportunity, this property offers exceptional versatility. AC (2017) and water heater (2017). Step outside to enjoy your private backyard, perfect for morning coffee, gardening, or creating your own outdoor oasis. Located just minutes from the world-famous quartz sand beaches of Siesta Key Beach, you'll also enjoy convenient access to shopping, dining, parks, library, golf, medical facilities, and the vibrant entertainment and arts scene of Sarasota. The popular Gulf Gate Village is just around the corner, offering an eclectic mix of locally owned restaurants, pubs, cafés, and boutiques. This is an outstanding opportunity to own a home in one of Sarasota's most established neighborhoods while enjoying the best of the Florida lifestyle. Schedule your private showing today!
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Jeff Lauer (941-441-6555)
4039 WESTBOURNE CIR, SARASOTA, FL 34238
$599,000130 Days on yellowkey MLS ID: TB8487595
REDUCED by $6,000 (1.0%) on 07/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1682 Built: 1995Monthly Fee: $142 Tax: $4,945 (2025)Community: Stoneybrook At Palmer RanchSingle Family
Taxes:$4,945
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to this COMPLETELY RENOVATED, TURNKEY FURNISHED HOME in Sarasota’s highly sought-after Palmer Ranch, located within the gated community of STONEYBROOK ESTATES AT PALMER RANCH. Offering a rare combination of modern upgrades, serene TRANQUIL POND VIEWS, and NO mandatory golf membership, this home is designed for both full-time living and effortless seasonal enjoyment. From the moment you step inside, you’ll appreciate the light-filled, open-concept layout featuring luxury vinyl flooring, crown molding, designer lighting, and a stunning grasscloth feature wall that adds warmth and sophistication. The beautifully updated kitchen showcases quartz countertops, subway tile backsplash, soft-close cabinetry, and a custom coffee and beverage station with built-in wine refrigerator—perfect for entertaining or everyday living. The spacious primary suite offers private access to the screened lanai, Hunter Douglas honeycomb shades, and a spa-inspired bathroom complete with a frameless glass shower, rain head, and elegant finishes. A versatile third bedroom functions as a DEN / OFFICE / FLEX SPACE with a built-in wall unit and desk, ideal for today’s lifestyle. Step outside to your expansive screened lanai overlooking a TRANQUIL POND, creating the perfect setting for morning coffee or evening relaxation. This move-in ready Sarasota home is offered FULLY FURNISHED, allowing you to immediately enjoy the Florida lifestyle. Located in the Stoneybrook Estates section, this property offers the unique advantage of NO required golf or country club membership, while still providing access to RESORT-STYLE AMENITIES including an Arthur Hills–designed golf course (pay-to-play), driving range, and clubhouse dining. The Estates section also features its own large community pool, conveniently located near the entrance. Ideally situated just minutes from Siesta Key Beach, the Legacy Trail, nearby fitness facilities, and public pickleball and tennis courts, this home offers an active Florida lifestyle without the added expense of mandatory club dues. This is a rare opportunity to enjoy the best of Palmer Ranch living with flexibility, convenience, and exceptional value. Schedule your private showing today.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Angel Wilkinson (813-416-9575)
1208 OAK HAMMOCK RD, SARASOTA, FL 34240
$1,799,999118 Days on yellowkey MLS ID: A4684570
0 Days Off yellowkey (back on 7/4/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3800 Built: 1986Monthly Fee: $75 Tax: $9,393 (2024)Community: Bern Creek The Ranches AtSingle Family
Taxes:$9,393
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2024
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Newly Pending accepting back ups. COUNTRYSIDE LIVING WITH MODERN LUXURY This stunning 4-bedroom, 3-bathroom home, ADU ready sitting gracefully on a generous 5-acre lot, offering the perfect blend of privacy and comfort. Newly remodeled with meticulous attention to detail, this 3,800 square foot residence features an innovative layout with complete first-floor living and an independent second-floor in-law suite that includes its own primary bedroom, bathroom, living room, kitchenette and private oversized screened-in balcony. The open floor plan creates an airy, welcoming atmosphere throughout. The gourmet kitchen boasts Kitchen-Aid appliances and custom cabinetry that would make any home chef smile. High-end Moen fixtures add a touch of elegance in all bathrooms, which have been completely renovated. New French doors showcase breathtaking views and open to reveal your personal oasis – a spectacular backyard featuring a serene pond and unforgettable sunset vistas. Enjoy the Florida lifestyle from your screened lanai and pool area. The oversized saltwater heated pool has been renovated with new finishing and tile as well as all new equipment. Practical luxury continues with new PGT impact windows, new roof, new HVAC systems, fresh new tile throughout, generous walk-in custom closets, and an oversized garage with ample storage space which has also been totally renovated. Complete with an underground propane tank and a full house generator. There is nothing this home is missing but you! Nature lovers will appreciate the tranquil environment where you can truly escape the hustle and bustle. And yes, horse enthusiasts – equine friends are welcome here! Nearby attractions include Waterside, The Out-of-Door Academy, parks including the picturesque Boat House at Lakehouse Cove, and convenient shopping all just a short drive away. This isn't just a house – it's a retreat where memories will be made for years to come!
Listing is courtesy of: LEGACY BAY PARTNERS (941-702-3635)
Listing Agent: Frank Golio Jr., Pllc (941-363-1075)
2932 LEXINGTON ST, SARASOTA, FL 34231
$1,000,000108 Days on yellowkey MLS ID: O6398108
REDUCED by $50,000 (4.8%) on 05/20/2026
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: Under contract-accepting backup offers. 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)
5821 FERRARA DR, SARASOTA, FL 34238
$675,00040 Days on yellowkey MLS ID: A4697321
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2201 Built: 2002Monthly Fee: $491 Tax: $5,494 (2025)Community: VillagewalkSpa: NoSingle Family
Taxes:$5,494
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: Under contract-accepting backup offers. Welcome to a home where thoughtful design, extensive upgrades, and everyday comfort come together in one of the area’s most amenity-rich gated communities. Backing to a peaceful preserve setting, this beautifully updated Oakmont model offers a rare combination of privacy, functionality, and elevated finishes that truly set it apart. Widely recognized as one of the community’s most popular floor plans, this home also features the sought-after extended living room option, creating an even more open and inviting gathering space. With over $100,000 invested in renovations and improvements, few homes in the community have been updated to this level of quality & detail. The heart of the home is the beautifully renovated custom kitchen featuring quartz countertops & backsplash, a spacious 7’3” island with storage on both sides, pull-out drawers throughout the kitchen, island, & pantry, a KitchenAid mechanical lift appliance cabinet, under-cabinet lighting, drawer microwave & a new induction stove installed in 2025 with all other appliances replaced two years ago. The open layout flows naturally into the living and dining areas, creating an inviting atmosphere for entertaining or simply enjoying everyday life. A custom dry bar with quartz counters and a wine cooler adds another stylish focal point. New LVP flooring throughout the main living areas, updated lighting & ceiling fans, new toilets, mechanical kitchen shade, & USB-equipped outlets throughout the home further enhance both comfort & convenience. New blinds on the living room slider & side entrance slider were installed approximately 18 months ago. Large sliders open to the new (2024) custom screened lanai, creating a seamless transition between indoor & outdoor living while offering peaceful preserve views & an ideal setting for morning coffee or evening relaxation. The spacious primary suite was thoughtfully designed with custom closet systems, a walk-in closet with built-in desk, & additional linen storage in the ensuite. The well-appointed owners suite also features a distinctive dual-entry his & hers bath design with separate vanity areas, two private water closets, a garden tub, & a shared walk-through shower that creates a functional, spa-like retreat rarely found in today’s floor plans. The bathrooms were remodeled in 2015. The freshly painted office provides flexible space for work, hobbies, or a comfortable resting place for your guests. Beyond the home itself, the community offers the ultimate in luxury Florida living with a guard-gated entrance, scenic walking and biking trails winding along the water, charming bridges inspired by the Venetian waterfront with postcard-worthy scenery throughout the neighborhood. Even the street names reflect an old-world Italian influence, adding to the character & charm that make this community so memorable. Get to know the friendly neighbors too! Enjoy a warm & welcoming atmosphere along with resort-style amenities including a tiki bar pool, lap pool, fitness center, tennis, pickleball, bocce ball, café, salon, gas station, clubhouse with fireplace, library, meeting rooms, catering kitchen, gift shop, planned activities, weekly newsletters, & a monthly community magazine. This is more than just a beautifully renovated home—it’s a lifestyle designed around comfort, connection, and enjoying the best of Florida living. Schedule your private showing today & experience everything this exceptional home & community have to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Rachel Mccoy (813-245-2858)
3018 ARLINGTON ST, SARASOTA, FL 34239
$399,900109 Days on yellowkey MLS ID: A4689348
REDUCED by $14,100 (3.4%) on 06/04/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1626 Built: 1952 Tax: $3,869 (2025)Community: Cottage In The PinesSpa: YesSingle Family
Taxes:$3,869
Remarks: Storybook Charm Meets Modern Luxury in Highly Desirable Arlington Park! Nestled in the unique, tree-lined "Cottage in the Pines" section of south downtown Sarasota, this beautifully updated 1952 residence perfectly blends timeless mid-century character with smart, modern improvements. From the moment you arrive, the brand-new vinyl siding and welcoming farmer’s porch create undeniable curb appeal, while the wide stone driveway offers plenty of extra parking. Step inside to discover a bright and spacious 3-bedroom, 2-bathroom, 1,626-sqft floor plan designed for effortless living. Durable tile flooring sweeps through the main living areas, leading to a charming kitchen complete with a closet pantry, custom tile backsplash, and a convenient pass-through window to the dining area. Safety and efficiency are already taken care of with hurricane-impact windows installed across the front and bedrooms. The expansive primary suite is a true private retreat, boasting an extended sitting area, a large walk-in closet, a remodeled spa-like bath, and private sliding door access to the backyard. Outside, your personal Florida oasis awaits. The fully fenced, oversized 0.21-acre lot features a relaxing hot tub, a handy utility shed, and endless space to design a future pool or gardening paradise. Located just minutes from downtown Sarasota, the world-class sands of Siesta Key, Sarasota Memorial Hospital, and the vibrant recreation at Arlington Park, this home offers unparalleled central convenience. Schedule your private tour today and fall in love!
Listing is courtesy of: TREND REALTY (941-928-3449)
Listing Agent: Liz Wiggins (941-666-3964)
5103 WINDWARD AVE, SARASOTA, FL 34242
$3,475,000205 Days on yellowkey MLS ID: A4676707
REDUCED by $64,000 (1.8%) on 06/26/2026
Bed: 3 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3034 Built: 2026 Tax: $4,091 (2024)Community: Sara SandsSpa: YesSingle Family
Taxes:$4,091
Elementary School: Phillippi Shores Elementary
Remarks: Completed new construction! Built safely and securely ten feet above the island’s flood plain, 5103 Windward is unparalleled new construction with saltwater boating access to the Intracoastal Waterway and Gulf beyond. Along the water’s edge, this homesite spans nearly 1/3 acre on the Grand Canal with 90 ft. of new seawall. The central Siesta Key location makes getting to the spectacular white sand beaches and charming Siesta Village easy and convenient. The free-flowing plan, offering 3,034 sq. ft. of open living, will seduce you with its inviting atmosphere wrapped in casual elegance and modern sophistication. With plenty of natural light, the great room boasts double-height ceilings adorned with rich architectural detail, an elaborate floor-to-ceiling fireplace wall, and see-through views to the expansive outdoor space and coveted canal setting. Beyond the great room’s glass doors, an entertaining lounge with wood ceiling accents, a professional grill station, and a heated pool/spa await your plans for spending cherished time with family and friends. As evening approaches, night lighting transforms the beautiful backyard and creates a timeless ambiance that encourages relaxation and reflection. A gorgeous kitchen is enhanced with an abundance of amenities including a premium Sub-Zero and Wolf appliance package, stone counters, stylized fixtures and finishes, a walk-in pantry, and adjoining laundry. The formal dining room features a built-in buffet and French doors leading to a brick paver patio, making it a wonderful spot for dining alfresco under the stars. The bonus room, with wet bar and pool bath, features two walls of glass sliders showcasing the extensive outdoors and picturesque water views. The primary suite is an oasis of serenity with an office outfitted with built-ins, a generous wardrobe for two, and an exquisite bath intended to pamper and spoil with a free-standing tub, a frameless glass shower with rain head, separate vanities with stone tops, and a water closet. Two additional en-suites offer plenty of room to unwind and rejuvenate in comfortable privacy. A brick paver drive, a 3-car garage, professional landscaping with timed irrigation, eye-catching curb appeal, and other notable customizations inside and out, complete this magnificent waterfront home. This fresh new residence, designed by the award-winning team at Allegra Homes, has been artfully designed and crafted to offer the highest quality to those who live here. An exciting opportunity to make this island paradise yours!
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
3084 SPIREA ST, SARASOTA, FL 34231
$599,90080 Days on yellowkey MLS ID: TB8506821
REDUCED by $25,100 (4.0%) on 06/04/2026
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2284 Built: 1972 Tax: $2,484 (2025)Community: Flora-VillaSingle Family
Taxes:$2,484
Remarks: Virtually Staged. Welcome to 3084 Spirea Residence a beautifully renovated 5-bedroom Sarasota pool home tucked away on a quiet dead-end cul-de-sac just minutes from Siesta Key Beach and Downtown Sarasota. Situated on an oversized 0.36-acre lot directly next to Bee Ridge Park, this rare property offers privacy, space, and freedom with no HOA and no flood zone. Fully updated throughout with a brand-new 2026 roof, new windows and doors, updated flooring, quartz kitchen countertops, new appliances, and more, this move-in-ready home blends modern luxury with everyday comfort. The spacious layout includes two private suites, ideal for guests, multigenerational living, or a home office. Step outside to your own tropical retreat featuring a screened-in pool, covered outdoor entertaining area, lush landscaping, and plenty of room for RVs, boats, trailers, or additional parking through a separate gated entrance. Located in a highly desirable area with top-rated schools, excellent highway access, and close proximity to parks, shopping, dining, and Sarasota’s best attractions, this home is a rare combination of location, flexibility, and lifestyle.
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Anton Kozub (727-900-2173)
3807 JAFFA DR, SARASOTA, FL 34239
$499,00012 Days on yellowkey MLS ID: A4698939
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1656 Built: 1962 Tax: $2,093 (2025)Community: South GateSingle Family
Taxes:$2,093
Elementary School: Southside Elementary
Remarks: Under contract-accepting backup offers. Virtually Staged. Discover the timeless appeal of this classic 1962 Mid-Century Modern waterfront residence, perfectly positioned on Phillippi Creek in Sarasota's highly coveted South Gate neighborhood. Set on an oversized quarter-acre-plus homesite, this exceptional property captures breathtaking water views and offers endless potential to restore or reimagine a true architectural gem. A 430-square-foot screened lanai stretches across the rear of the home, seamlessly connecting the living and dining areas, kitchen, and primary suite to the tranquil waterfront setting. The thoughtfully designed split-bedroom floor plan features three bedrooms, including a spacious primary retreat with picturesque creek views, an en-suite bath, and a generous walk-in closet. Authentic Mid-Century Modern details abound, including iconic pink and yellow vintage tile baths, terrazzo flooring beneath the carpeting in the main living areas and bedrooms, and Saltillo tile in the eat-in kitchen and lanai, where a wall of glass frames the serene waterfront and opens to the lanai. A large laundry and storage room adjoins the one-car garage, while the circular driveway provides abundant parking for family and guests. Ideally located within the sought-after Southside Elementary School district and two blocks to Brookside Middle School, this home is just minutes from world-renowned Siesta Key Beach, vibrant downtown Sarasota, premier shopping, dining, and cultural attractions. South Gate has an optional $200/annual HOA membership allowing use of the community pool and Sarasota School of Architecture clubhouse. Situated in Flood Zone X, the property experienced no recent flooding. Whether preserving its iconic Mid-Century character or creating a stunning custom waterfront showcase, this is a rare opportunity to own an exceptional piece of Sarasota waterfront living. Home needs TLC and a roof replacement.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Suki Scollo (941-587-2289)
3200 TOBERO LN, SARASOTA, FL 34235
$299,000542 Days on yellowkey MLS ID: A4638542
REDUCED by $16,000 (5.1%) on 07/17/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 576 Built: 1979 Tax: $2,770 (2024)Community: Tobero WoodsSingle Family
Taxes:$2,770
Elementary School: Gocio Elementary
Middle School: Booker Middle
Remarks: Move-in ready with endless potential! This beautifully refreshed one-bedroom, one-bath, turnkey furnished home is ready for its next owner. Freshly painted inside and out, featuring upgraded appliances and a pristine, fully cleaned backyard, BRAND NEW ROOF, this charming residence offers immediate comfort and convenience. On an oversized lot, this property provides the ideal opportunity to live in the home while building your dream residence. Located on a centrally located cul-de-sac street with beautifully unique, non-cookie cutter homes. Plus, per county regulations, the one-bedroom home can remain as an Accessory Dwelling Unit (ADU) ideal for rental income, guests or extended family. Don't miss out on this versatile investment and schedule your showing today.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-907-9541)
Listing Agent: Jaci Krawtschenko (941-284-3789)
290 N WASHINGTON DR, SARASOTA, FL 34236
$6,945,000421 Days on yellowkey MLS ID: A4652926
REDUCED by $5,000 (0.1%) on 05/26/2026
Bed: 5 Bath: 5.0 Gar: 6 Liv Area Sq Ft: 6799 Built: 2008 Tax: $78,313 (2024)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$78,313
Remarks: A boater's dream and RARE opportunity—One of just 39 homes on this EXCLUSIVE side of St. Armands Circle offering -DIRECT GULF ACCESS- NO FIXED BRIDGES - and NO OBSTACLES. True deep-water dockage that comfortably accommodates a vessel over 60 feet. Enjoy full waterfront views of Sarasota Bay and the iconic downtown Sarasota skyline from every north-facing room in this home. This stunning, gated waterfront estate showcases the timeless elegance of Mediterranean architecture, blending classical design with refined coastal living. Expertly engineered with solid poured concrete walls reinforced by structural steel beams, this residence offers unmatched strength, integrity, and long-term value—an ideal foundation for both luxury and peace of mind. This Venetian-inspired estate is a rare architectural masterpiece, showcasing meticulously hand-applied Venetian plaster walls that exude artisan-crafted elegance—both refined and truly one-of-a-kind. The home features unmatched fit and finish throughout the entire residence. The primary floor of this home is thoughtfully designed for seamless living and exceptional entertaining value. Take in full waterfront views of Sarasota Bay and the downtown skyline while preparing a meal in the master-crafted kitchen or relaxing on the expansive waterfront veranda. The kitchen is an authentic showpiece and a true chef’s dream, featuring professional-grade appliances, a robust gas range with multiple burners, hand-carved cabinetry, and marble flooring throughout. This four-story home is equipped with a whole-house elevator for effortless access to each level. With an expansive extended garage, it’s ideal for car enthusiasts, offering multiple storage bays and additional space for organization. Looking for ease of maintenance? Enjoy the recently installed, top-of-the-line polymer turf surrounding the home. The luxury pool and spa features all brand new equipment and water heater, a premium-grade saltwater chlorination system, complete with full automation and water features. Delivering crystal-clear water and low-maintenance convenience. St. Armands Circle is one of Sarasota’s most coveted and prestigious addresses. This home's premier location places you just steps from Lido Beach. Frequent festivals, classic car shows, and seasonal events make the area lively year-round. Choose from gourmet restaurants, boutique shops, and family-friendly activities as you stroll the Circle. Downtown Sarasota’s theaters, museums, and fine arts venues are just a short drive away. For golf enthusiasts, this home is minutes from The Longboat Key Club—one of Sarasota’s most prestigious private clubs. The club features 45 holes of championship golf across two beautifully maintained courses and a full-service, resort-style experience including a world-class tennis center, private beach, deepwater marina slips, full-service spa, upscale dining, and an active calendar of social events.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Allen Smith, Iv (407-460-1564)
4300 EASTERN PKWY, SARASOTA, FL 34233
$549,00080 Days on yellowkey MLS ID: N6144098
3 Days Off yellowkey (back on 7/16/2026)
Bed: 2 Bath: 1.0 Gar: 3 Liv Area Sq Ft: 1284 Built: 1956 Tax: $3,231 (2025)Community: Shady OaksSingle Family
Taxes:$3,231
Remarks: Under contract-accepting backup offers. Rare opportunity to own a private retreat with space, flexibility, and an unbeatable location—all set on nearly an acre (.80 acres) in Sarasota. Properties like this are incredibly hard to find, offering no HOA, no CDD fees, and no deed restrictions. This well-maintained 2-bedroom, 1-bath home has been thoughtfully updated and offers excellent potential for expansion. Recent improvements include a new HVAC system, water heater, washer and dryer (2021), new kitchen appliances (2024), and a new shingle roof on the home along with a metal roof on the detached garage (2023). Set back from the road for added privacy, the property features a spacious open floor plan with flexible living options to suit a variety of lifestyles. The large lanai just off the kitchen and living area creates a perfect indoor-outdoor flow for relaxing or entertaining. One of the standout features is the impressive 30’ x 30’ detached garage, complete with two garage doors, an attached shed for additional storage, and its own electrical panel with a 220-amp receptacle—ideal for a workshop, business use, or hobbyist needs. With ample space for storage, recreation, or future customization, this property offers endless possibilities. Enjoy the privacy of a large homesite while being just minutes (approximately 5 minutes) from schools, shopping, dining, and Sarasota’s beautiful beaches. Move-in ready and full of potential—this is a truly unique opportunity you don’t want to miss.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Allison Bollero (941-451-7411)
2542 TULIP ST, SARASOTA, FL 34239
$428,50068 Days on yellowkey MLS ID: A4694240
3 Days Off yellowkey (back on 7/17/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1270 Built: 1956 Tax: $4,670 (2025)Community: South GateSingle Family
Taxes:$4,670
Remarks: Under contract-accepting backup offers. Experience the best of Sarasota living in this beautifully updated South Gate residence, where timeless Florida charm meets an unbeatable location just 15 minutes to Siesta Key. Downtown Sarasota, the arts district, theaters, fine dining, and the boutiques of St. Armands Circle are all just a short drive away, while nearby top-rated schools add to the home’s exceptional location and everyday convenience. Set on a spacious homesite with mature landscaping and a large backyard, this 3-bedroom, 2-bathroom home offers a relaxed and comfortable atmosphere. Inside, natural light fills the expansive living areas, while classic terrazzo flooring flows throughout the home. Sliding glass doors open to a large, screened lanai that extends the living space outdoors, creating the perfect setting for morning coffee, casual gatherings, or relaxing while enjoying the privacy of the backyard. The oversized yard offers plenty of room for pets, play, gardening, or the future addition of a pool. Additional features include a 2023 metal roof and covered carport parking. Whether you are searching for a primary residence or investment opportunity close to Siesta Key and Downtown Sarasota, this property presents an exceptional opportunity to enjoy the Florida lifestyle in one of Sarasota’s most convenient and established neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Skrzypkowski (941-328-8307)
5133 FLAGSTONE DR, SARASOTA, FL 34238
$650,00028 Days on yellowkey MLS ID: A4698381
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1823 Built: 1999Monthly Fee: $285 Tax: $3,328 (2025)Community: The HamptonsSpa: YesSingle Family
Taxes:$3,328
Remarks: Virtually Staged. Tree lined streets and friendly neighbors, come discover The Hamptons on exclusive Palmer Ranch. New 2025 flat tile roof, landscape maintenance-free w/ reclaimed irrigation. Nature preserve/lake views that will make a bird watcher out of you over your private blue water pool and spa. Natural gas community (Generac whole home generator) 3/2 2-car garage. Open kitchen with stainless steel appliances, natural gas range, Corian countertops, raised panel maple wood cabinets, breakfast cafe, and all open to family room. Separate combined living dining with high cathedral ceiling. Brand new painted interior, walls and trim, tile in all active living areas, and luxury vinyl flooring in bedrooms. Primary bedroom walk-in closet, primary bath with jetted walk-in spa tub, and separate shower. Primary bath has door direct to covered lanai pool & spa. Generous application of plantation shutters. Separate laundry room with cabinets, laundry sink, clothes washer, gas dryer, and window. Storm protection using accordion style shutters and whole home gas generator. A/C 2020. Just a few homes away from the Hamptons community pool with new pavilion baths, covered areas, sun loungers, tables and chairs. Residents gather twice a month for community socials at the community pool. Low HOA $285/mo. includes landscape maintenance-free, reclaimed irrigation, and community pool. New resurfaced county roads finished 2026. Top rated schools, minutes to Siesta Key beach, short distance to two Legacy bike trail junctions, public parks, Costco, opening fall 2026 a Trader Joes with parking! Come discover the unhurried and exclusive Hamptons on Palmer Ranch, the Sarasota Ranch minutes to the beach.
Listing Agent: Leonard Giarrano (941-724-0690)
6233 ROCKEFELLER AVE, SARASOTA, FL 34231
$475,00055 Days on yellowkey MLS ID: A4695266
REDUCED by $14,000 (2.9%) on 07/17/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1334 Built: 1973 Tax: $4,869 (2025)Community: Shadow LakesSingle Family
Taxes:$4,869
Remarks: Your Private Sarasota Sanctuary Awaits! Tucked away in a quiet neighborhood, this beautifully updated 2-bedroom, 2-bathroom pool home perfectly blends serene seclusion with an unbeatable coastal lifestyle. Step inside to a sun-drenched, open-concept floor plan defined by elegant tile flooring, completely updated kitchen including solid surface countertops, Updated cabinetry and stainless steel appliances. Beyond the kitchen, awaits a flexible bonus sunroom that opens to the outdoors through elegant French doors. The beautifully upgraded main bathroom features a spa-like double-sink vanity. Outside, the impressive lot serves as your personal tropical oasis, boasting a sparkling screened in swimming pool equipped with a pool heater, alongside a sprawling open-air brick terrace bordered by a secure privacy fence, mature palms, and soaring bamboo. Complete with a durable metal roof and spectacular curb appeal, this move-in-ready retreat sits just minutes away from the vibrant dining and shopping of Gulf Gate and the world-famous quartz sands of Siesta Key beach. Schedule your tour today!
Listing Agent: Brett Keyser, Jr (941-957-8425)
1631 WORRINGTON ST, SARASOTA, FL 34231
$795,00040 Days on yellowkey MLS ID: A4697370
1 Days Off yellowkey (back on 7/17/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1469 Built: 2015 Tax: $9,266 (2025)Community: Johnson EstatesSingle Family
Taxes:$9,266
Remarks: Under contract-accepting backup offers. Beautifully maintained and ideally located West of Trail on a quiet dead-end street, this 2015-built residence offers the perfect blend of timeless coastal style, modern comfort, and an unbeatable Sarasota location. Featuring 3 bedrooms, 2.5 baths, and a thoughtfully designed floor plan, the home lives beautifully for both everyday living and effortless entertaining. A welcoming front porch and lush tropical landscaping create exceptional curb appeal, while inside, abundant natural light, engineered hardwood flooring, soft neutral finishes, and quality craftsmanship establish a warm, inviting atmosphere. The open-concept living area is anchored by a custom built-in entertainment center with an electric fireplace, creating a stylish focal point for gathering with family and friends. The beautifully appointed kitchen features shaker-style cabinetry, stainless steel appliances, under-cabinet lighting, pendant lighting, and a generous breakfast bar that seamlessly connects to the living and dining areas. French doors open to the screened lanai, creating an effortless transition between indoor and outdoor living. The first-floor primary suite offers privacy and convenience with hardwood flooring, generous natural light, a walk-in closet, and an updated en-suite bath featuring a glass-enclosed shower with timeless subway tile finishes. Upstairs, two spacious guest bedrooms and a full bath provide comfortable accommodations for family and guests. Outdoor living is equally impressive. The screened lanai overlooks an expansive, partially fenced backyard framed by mature tropical landscaping and privacy hedges, offering ample space for entertaining, gardening, pets, or the future addition of a pool. Ideally situated just minutes from Downtown Sarasota, Southside Village, Sarasota Memorial Hospital, Selby Gardens, and the area's world-renowned beaches, this move-in ready home presents an exceptional opportunity to enjoy one of Sarasota's most sought-after West of Trail neighborhoods with outstanding access to dining, shopping, arts, and waterfront recreation.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
209 GARFIELD DR, SARASOTA, FL 34236
$3,750,000115 Days on yellowkey MLS ID: A4688244
REDUCED by $195,000 (4.9%) on 07/17/2026
Bed: 6 Bath: 6.5 Liv Area Sq Ft: 3601 Built: 2021 Tax: $42,569 (2025)Community: Lido Beach Div BSpa: YesSingle Family
Taxes:$42,569
Remarks: There is only one – Shore Thing. Confident in name and effortless in design, Shore Thing captures the essence of coastal living with a refined, modern ease. Positioned a short stroll from the Lido Key’s beautiful beach with sweeping Gulf views, the residence blends natural textures, soft whites, and hues of blue to create a palette that feels both relaxed and elevated. Wicker accents, warm wood tones, and subtle gold finishes throughout the kitchen and baths introduce a layer of understated luxury that is both current and timeless. Designed for gathering across multiple levels, the home offers over 4,000 square feet of thoughtfully composed living space. The main living level features a fully equipped chef’s kitchen, expansive dining and living areas, and seamless access to a balcony for indoor-outdoor flow. Six bedrooms, including multiple en-suite retreats and custom bunk accommodations, provide flexibility for hosting family and guests with ease. A secondary club level introduces an additional living space complete with wet bar, gaming, and access to an upper terrace with panoramic views of the Gulf of Mexico, Lido Key, and downtown Sarasota. The rooftop deck offers a quiet vantage point for sunrise and sunset, reinforcing the home’s connection to its coastal surroundings. At ground level, the outdoor experience is equally considered — a resort-style pool and spa, covered patio with dining and lounge seating, outdoor grill, and recreational elements including ping pong create a private setting designed for both relaxation and entertainment. Ample parking, beach gear storage, and thoughtful utility spaces enhance everyday functionality. Playful in spirit yet composed in execution, Shore Thing is a residence that delivers exactly what its name suggests — a coastal experience that feels both certain and exceptional. This residence, teeming with innovative engineering and durable materials, is built to withstand coastal elements and the vibrancy of large gatherings and festive coastal vacations. More than a home, Shore Thing is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon. Furnishings available under a separate bill of sale.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
2706 WHITE SANDS DR, SARASOTA, FL 34231
$374,90062 Days on yellowkey MLS ID: A4694861
REDUCED by $39,600 (9.6%) on 07/15/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1600 Built: 1961Monthly Fee: $6 Tax: $3,654 (2025)Community: Gulf GateSingle Family
Taxes:$3,654
Remarks: Under contract-accepting backup offers. MAJOR PRICE REDUCTION! OWNER SAYS SELL NOW! Don't miss your chance to own a beautifully remodeled home in Gulf Gate, one of Sarasota's most sought-after locations. This 1600 Square Foot home on a quiet street is move in ready with nothing to do but sit back & enjoy. As you approach the home along the paver walkway & covered porch, you step through an impact rated door to a modern open-concept layout with elegant new luxury vinyl plank flooring. Large windows in the Living Room flood the room with light, and a wall of windows in the Family/Dining Room brightens every meal. The large updated white kitchen has newer appliances, tile backsplash, and a breakfast bar. Oversized sliding glass door opens to a large backyard deck for entertaining and a paver patio perfect for a firepit and grilling. Mature trees and palms abound and set the tone for relaxing on a private lot with room for a pool. Split floorplan has two bedrooms and a tile bath with a tub down a short hallway from living areas at one end of the home. At the rear of the home, the primary bedroom has a vaulted ceiling with walk-in closet, en-suite updated tile shower, chair height toilet and sliding glass door that opens to the deck. Laundry and storage shelves in 1 car garage. Hot water heater replaced in 2026, Roof in 2025, and the Central Heat & Air (with insulated ductwork) and R-32 Attic Insulation in 2020. Professionally painted inside & out in 2026. Modern 6 panel doors with new hardware, 4 ceiling fans and wide window blinds on replacement double pane windows throughout. Lovingly owned and updated by long term owners. Great schools, shopping, and Gulf Gate Village restaurants within easy walking distance. Area beaches, churches, and vibrant arts and culture a short drive away.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Bob Moffatt (941-232-3370)
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