Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
4301 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$859,000210 Days on yellowkey MLS ID: A4672535
5 Days Off yellowkey (back on 5/27/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3406 Built: 1970 Tax: $8,304 (2024)Community: Flora VillaSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,304
Elementary School: Wilkinson Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. A welcoming Sarasota residence that blends spacious indoor living with a true resort-style outdoor oasis, all positioned in one of the most convenient and desirable locations in Sarasota County. Thoughtfully decorated and beautifully maintained, this home opens with a charming courtyard entrance that sets an immediate tone of warmth and sophistication. Inside, Brazilian hardwood floors flow throughout the living spaces, complementing abundant natural light and an open, flexible layout. The home offers large bedrooms and two versatile flex rooms ideal for a den, office, playroom, hobby studio, gym, storage, or an additional guest suite. Upgraded interior doors add a refined touch, while the master bedroom features a custom built-in closet system for exceptional organization. The kitchen impresses with an epoxy river kitchen-island countertop paired with a copper farmhouse sink, creating a stunning focal point for both cooking and entertaining. Additional highlights include Mexican tile accents, a generous walk-in pantry, and thoughtful design that blends character with function. Step outside to discover the crown jewel of the property: a private, resort-style lagoon pool designed for the ultimate Florida lifestyle. This expansive 20,000-gallon saltwater pool showcases a rockwall waterfall, a dolphin fountain, bench seating, and a sun shelf for lounging. With outstanding sun exposure perfect for sunbathing, the pool is surrounded by an oversized pavered patio offering abundant space for lounge seating and entertaining. A 340-sq-ft screened lanai with a ceiling fan extends the indoor living space and provides a comfortable transition to the home’s breathtaking outdoor retreat. Mature tropical landscaping creates lush privacy, enhancing the serene ambiance and delivering the feeling of a secluded paradise. Completing the outdoor experience is a tiki bar with bartop seating and built-in lighting, ideal for evening cocktails, weekend celebrations, and memorable nights under the Florida sky. The property also includes a wired utility and workshop shed, plus an irrigation system for easy landscape maintenance. Beyond its impressive features, the location elevates this home even further. Residents are less than 10 minutes from Downtown Sarasota’s world-class dining, boutique shopping, waterfront parks, and vibrant cultural arts district. The world-famous Siesta Key Beach, renowned for its powdery white quartz sand, is approximately 10 minutes away, offering effortless beach days. The upscale UTC Mall and surrounding dining and entertainment district are about 15 minutes away, while St. Armands Circle and Lido Beach are roughly 20 minutes away for oceanfront dining and luxury leisure. Everyday conveniences, including Sarasota Memorial Hospital, grocery stores, parks, boat ramps, and I-75, are all within minutes, making this home a rare combination of comfort, style, and accessibility. Beautifully updated, move-in ready, and enhanced with an outdoor living experience rarely found in this location, this property presents an exceptional opportunity to embrace the best of Sarasota living! ROOF 2020. Two of three HVACs 2023. PVC plumbing throughout.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Janette Schafer (954-298-7791)
2121 PUEBLO CIR #V6, SARASOTA, FL 34231
$179,90046 Days on yellowkey MLS ID: A4692375
1 Days Off yellowkey (back on 5/27/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 1972 Tax: $2,132 (2025)Community: Woodside Village WestSpa: NoVilla
Taxes:$2,132
Elementary School: Gulf Gate Elementary
Tax Year: 2025
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. VALUE PRICED! Immaculate & Updated Villa in the "Gulf Gate Area" that you will be proud to call home! Many updates, including the following: Tile Roof 2025*2.5 Ton, 15.2 Seer2 Air Conditioner 2024*Updated Kitchen Cabinetry, Granite Tops 2022*Dishwasher, Microwave, Range & Refrigerator 2022*Bath Vanities & Tops replaced 2022*Porcelain Tile throughout 2018*Washer & Dryer 2018*Interior freshly painted 2018*Lighting 2018*Plumbing redone overhead by association 2018. Don't miss showing this one ... the QUALITY speaks for itself. There is also a laundry closet off of the kitchen and the washer & dryer are included in the sale. There is a patio in the back of the villa where you can relax and have a cup of coffee while you enjoy the beautiful Florida weather! This villa has an assigned parking space and there is plenty of guest parking. The primary bedroom suite offers a walk-in-closet. This wonderful South Sarasota location is prime & only minutes to our World Famous Siesta Key Beaches! Gulf Gate Shopping and Fine Restaurants are nearby, as well as the Gulf Gate Library, several fitness centers, Legacy Trail, Costco & More. Cultural downtown Sarasota & the UTC Mall are only 20 minutes away. Come home to your affordable villa and enjoy the Heated Community Pool which will be waiting for you and your friendly neighbors! Enforced deed restrictions protect your privacy and investment! You must own 1 year prior to renting and the minimum leasing period is 2 months. You'll love this 55+ community & this Villa is priced to sell. The quarterly fees are reasonable and the fees include Cable TV*Sewer/Water Maintenance*Trash*Pest Control*Pool & More. H-U-R-R-Y on this Beauty before it's gone. Available for immediate occupancy (once aplication by association is approved!) EZ Show.
Listing is courtesy of: DEBBIE HERING REALTY & ASSOC. (941-320-1070)
Listing Agent: Debbie Hering (941-320-1070)
2572 JEFFERSON CIR, SARASOTA, FL 34239
$749,00036 Days on yellowkey MLS ID: A4693524
REDUCED by $26,000 (3.4%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1434 Built: 1972 Tax: $6,795 (2025)Community: South GateSpa: NoSingle Family
Taxes:$6,795
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: This TURN-KEY sought-after CITY LIMITS gem is situated on a large 0.22 acre lot with an oversized 1 stall garage! Step inside this beach inspired, open concept beauty that is filled with natural Southern exposed light. Luxury vinyl flooring flows throughout, while the well-appointed kitchen features quartz countertops and stainless steel appliances, perfect for both everyday living and entertaining. The French doors invite you to a private fenced backyard retreat that boasts a new heated sun-shelf pool with an expansive paver deck to lounge. Recent updates provide you with peace of mind! Accordion shutters and a new electrical service have been installed. No cast iron here! Plumbing and supply lines have been replaced! Weekly rentals are allowed so don't miss this TURN-KEY opportunity within the City Limits! This home serves as the prime gateway to a vibrant, active lifestyle with a wide array of local amenities right at your fingertips! Arlington Park's walking trails, basketball, tennis, outdoor fitness stations, and the aquatic center are all within half a mile! The beaches, downtown, arts, dining scene and highly rated schools are only minutes away – all within one of the most desirable City limit’s neighborhoods, and no HOA fees!!!
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Kari Klein (941-961-7419)
7113 ANTIGUA PL, SARASOTA, FL 34231
$429,00038 Days on yellowkey MLS ID: A4693104
0 Days Off yellowkey (back on 5/26/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1378 Built: 1968 Tax: $3,716 (2025)Community: Gulf GateSingle Family
Taxes:$3,716
Remarks: Nestled in the desirable Gulf Gate community, this meticulously maintained home features 2 bedrooms, 2 baths, and a spacious 2-car garage, making it an ideal retreat. The property boasts numerous upgrades, including new hurricane impact windows adorned with Bahama shutters and stylish awnings, ensuring both beauty and protection. Enjoy the tranquil ambiance of the peaceful koi pond, accompanied by a large screened-in lanai—perfect for outdoor gatherings or morning coffee. The fully fenced yard provides privacy and a safe space for pets and children to play. With fresh paint inside and out, the home exudes a bright and welcoming atmosphere. The newer HVAC system guarantees year-round comfort, while the pavered driveway adds to the home's charm. The raised raised flower beds will invite your gardening creativity. Location is key, and this home is just minutes away from the stunning Siesta Key Beach and all the vibrant offerings of Sarasota, from shopping to dining. This is a must-see—don’t miss your chance to own this remarkable property! Schedule your showing today!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Brian Ward (941-650-7721)
7366 POINT OF ROCKS RD, SARASOTA, FL 34242
$26,000,000164 Days on yellowkey MLS ID: A4673754
Bed: 5 Bath: 6.0 Gar: 6 Liv Area Sq Ft: 10600 Built: 2020 Tax: $115,958 (2025)Community: Siesta KeySpa: YesSingle Family
Taxes:$115,958
Elementary School: Phillippi Shores Elementary
Remarks: Rising above an enviable stretch of shoreline, this Gulf-front estate showcases timeless architecture and coastal refinement. Designed by CMSA Architects and completed in 2020, the residence features layered rooflines, sculpted stone staircases, and soaring arched windows across more than 180 feet of Gulf frontage. With 10,600 square feet of interiors and 20,982 square feet in total, the home offers a grand yet effortless indoor–outdoor lifestyle, ideal for both elevated entertaining and daily living. A sweeping motor court, mature palms, and a grand double staircase create an immediate sense of arrival. Inside, natural light and uninterrupted Gulf vistas establish a feeling of calm, scale, and sophistication from sunrise to sunset. The great room, lined with floor-to-ceiling arched windows and anchored by a carved-stone fireplace, delivers both serenity and architectural presence. The main kitchen is a triumph of craftsmanship - featuring custom Campbell cabinetry, quartz countertops, designer lighting, Sub-Zero refrigeration, a Wolf six-burner dual-oven range, and a substantial island that anchors the open flow into the living and dining spaces. A prep kitchen and workspace elevate functionality with premium appliances, expansive storage, quartz counters, and a dedicated gift-wrapping wall. The bar and wine room create a refined entertaining destination, defined by custom cabinetry and designer lighting. An iron-and-glass–enclosed, temperature-controlled wine room serves as the focal point, complemented by adjacent illuminated display shelving. Sub-Zero refrigeration, an ice maker, and a Fisher & Paykel dishwasher drawer complete the space. Outdoors, the estate unfolds across three dramatic tiers of Gulf-facing living, featuring arched loggias and a resort-style alfresco kitchen with a wraparound bar that opens seamlessly to the main living spaces. An elevated infinity-edge pool and spa appear to merge with the Gulf, while thoughtfully designed outdoor areas transition effortlessly to a manicured lawn and direct access to the crystal-clear waters at Point of Rocks—where snorkeling, dolphin sightings, and sunset walks become part of daily life. The primary suite forms a private wing, introduced by an illuminated groin-vault corridor that enhances the home’s architectural rhythm. Gulf views fill the bedroom and its terrace, while the bath offers a symmetrically designed retreat with dual vanities, full-height mirrors, multiple chandeliers, a massive double-entry shower, a stone-surround soaking tub, a Sub-Zero–equipped coffee bar, and two exceptional custom closets. Nearby, the office provides a quiet, light-filled workspace. The upper level is devoted to comfort and privacy, offering four well-appointed guest suites, a spacious family room with a wet bar, multiple terraces capturing Gulf views, an additional office, and a laundry room. The ground level is enhanced by indoor–outdoor walkways connecting multiple spaces and generous storage, reinforcing the effortless, resort-style livability. A generator, 3-stop elevator, 6-plus humidity-controlled garage spaces, floor-to-ceiling shades, linear vents, whole-house automation, and shellstone and French oak flooring complete the offering. A short, shaded, tree-lined walk places you at Siesta Key Beach, the No. 1 beach in America by TripAdvisor, offering effortless access to one of the world’s most iconic shorelines.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
1800 WEBBER ST, SARASOTA, FL 34239
$4,790,00040 Days on yellowkey MLS ID: A4693157
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3262 Built: 2025 Tax: $12,950 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$12,950
Remarks: Nestled in the heart of West of the Trail, this luxury single-story estate represents the pinnacle of modern living. Encompassing 3,262 square feet, the home features 4 bedrooms, 4 full bathrooms, and 2 half baths, all thoughtfully designed for both comfort and functionality. Set on an expansive 15,930-square-foot lot, the residence offers tranquility just moments from the shops and dining of Southside Village. Enjoy the convenience of a circular driveway with a custom paver design and garage space for three cars. With striking architecture, impeccable craftsmanship, and beautiful, thoughtfully curated finishings—showcasing detailed trim work and refined design throughout—this residence delivers sophistication and all-inclusive resort-style living in one of the area’s most desirable locations. Inside, soaring 18-foot vaulted ceilings and custom tray ceilings enhance the open-concept layout, while 12-foot full pocket sliders seamlessly connect indoor and outdoor living spaces. The living room is anchored by a sleek fireplace, creating a warm yet modern focal point. The chef’s kitchen is equipped with professional-grade gas appliances, a waterfall-edge quartz island, custom cabinetry, and an expansive butler’s pantry for effortless entertaining. A glass-enclosed wine display and tray ceiling details add dramatic appeal. The primary suite features 14-foot ceilings and a spa-inspired bath with a freestanding soaking tub, dual vanities, and a luxurious walk-in shower. All bedrooms include custom California Closets. A designated large office, spacious laundry room, and private gym complete the interior amenities. The home also has a full security system installed. Outdoors, the resort-style backyard showcases a heated saltwater pool and hot tub spa with elegant water features. The back patio, finished with a Brazilian hardwood ceiling, is enhanced with remote-controlled mosquito blinds with sun protection for year-round comfort, as well as a full sound system that can be app controlled. A fully equipped outdoor kitchen, fire pit, and outdoor SunBrite TV create the ultimate entertaining space, while a private putt-putt golf course adds a one-of-a-kind touch to this exceptional property. Please let us know how we can help and give us a call to set up a tour of this beautiful home. Thank you.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
850 S TAMIAMI TRL #207, SARASOTA, FL 34236
$198,00043 Days on yellowkey MLS ID: A4692567
4 Days Off yellowkey (back on 5/26/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 576 Built: 1997 Tax: $793 (2024)Community: Central Park Sec 2 Ph 1Condo
Taxes:$793
Remarks: Under contract-accepting backup offers. Discover this charming condominium located in downtown Sarasota, nestled in Central Park 2. Enjoy a range of amenities, including tennis courts, a heated pool and spa, a BBQ area, bike and kayak storage, a fitness-equipped clubhouse, a private deck, and a dock with a kayak launch for fishing and observing manatees. This ground-level unit features a cozy living room, a dining nook, a well-equipped kitchen with a bar, a full bathroom, and a washer and dryer. The unit has been remodeled with new kitchen cabinet doors, refinished countertops, updated light fixtures and fans, a new bathroom vanity, and a refinished bathtub. Relax on the screened lanai off the living room, where you can enjoy fresh air in a prime location near the Bayfront and downtown. Small dogs weighing up to 35 pounds are allowed. Schedule your showing today!
Listing is courtesy of: CENTRAL PARK REALTY CORP. (941-809-0034)
Listing Agent: Ross Bryans (941-809-0034)
35 SANDY COVE RD #2A, SARASOTA, FL 34242
$925,000263 Days on yellowkey MLS ID: A4653716
1 Days Off yellowkey (back on 5/26/2026)
REDUCED by $50,000 (5.1%) on 05/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1254 Built: 1970 Tax: $7,373 (2025)Community: Sandy CoveCondo
Taxes:$7,373
Remarks: Sandy Cove – Mid-Century Modern Gulf Front Paradise: Period-preserved mid-century architecture meets breathtaking Gulf front water views in this exceptional Siesta Key residence. Located in Sandy Cove, a hidden gem and distinguished 1970s development of villas and mid-rises, this fifth-floor residence offers a panoramic vista over Big Pass to Lido, Bird Key, and downtown Sarasota—a guaranteed "wow" moment. Sandy Cove Condos was designed in 1969 by Frank Folsom Smith with James Holliday and James Durden, earning a 1970 AIA Florida Award for architectural excellence. This light-filled, architecturally preserved residence is over 1,200 square feet with two bedrooms, two bathrooms, and a thoughtful split floor plan. Upon arrival, you're greeted by a charming garden courtyard that offers a glimpse into the home. Step inside and be captivated by the spectacular living room featuring soaring vaulted ceilings that provide ample natural light and an airy, open ambiance. Enjoy breathtaking Gulf water views from your living room and kitchen sliders, which open seamlessly to your private patio. The sliders pull back to welcome Gulf breezes throughout the entire residence, connecting to several delightful porches and patios—including an additional private palm tree patio with IPE decking. A rare and highly coveted feature: this residence includes a private one-car garage. Gulf front residences in Sandy Cove rarely become available, making this a unique chance to own a piece of Siesta Key's architectural history. The home has potential to be sold furnished and is offered in as-is condition, presenting an opportunity for buyers to customize their personal vision. Ideally situated close to Siesta Key Village—just a short distance away, this truly unique location offers a natural private beach exclusive to the community, along with a fishing pier. Come see this truly "if you know, you know" treasure on Siesta Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mickey Kiernan (941-402-9115)
2989 GREENBRIAR ST, SARASOTA, FL 34237
$445,00039 Days on yellowkey MLS ID: TB8507802
2 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1237 Built: 1956 Tax: $843 (2025)Community: Greenbriar Homes 1St AddSingle Family
Taxes:$843
Elementary School: Alta Vista Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated TRUE MID CENTURY MODERN three-bedroom, two-bathroom home in Sarasota, where modern upgrades and thoughtful design come together to create a move-in-ready retreat. With a 2021 water heater, 2019 AC, and updates throughout the entire home, including brand-new luxury vinyl plank flooring, a completely renovated kitchen and bathrooms, new fixtures, and fresh landscaping, this property offers stylish living inside and out. An inviting, large front porch and new front door welcome you into a light and bright interior featuring an open floor plan. The spacious living room and dining room combination flows seamlessly into the stunning brand-new kitchen, designed with both functionality and style in mind. The kitchen features stainless steel appliances, a striking waterfall peninsula, new backsplash, and modern cabinetry, creating the perfect space for cooking, entertaining, and gathering. Both bathrooms have been fully renovated with new vanities, mirrors, lighting, and beautifully tiled showers with updated hardware. The primary suite offers double closets for ample storage and a private en-suite bathroom with a modern tiled shower, a lighted mirror, and new vanity. The additional bedrooms are nicely sized and share a fully updated bathroom with a tub/shower combination. Modern ceiling fans throughout the home add comfort, while the open layout enhances the bright, airy feel of the living spaces. Outside, enjoy a large fenced backyard with plenty of room for outdoor entertaining, gardening, or relaxing in the Florida sunshine. The home also features carport parking and additional storage space with A/C, providing flexibility for hobbies, storage, or workspace. Ideally located close to parks, dining options, and zoned schools, this home is also just 20 minutes from the vibrant shopping and dining of St. Armands Circle and the beautiful sands of Lido Key Beach. Enjoy the perfect combination of modern upgrades, comfort, and convenient Sarasota living. Schedule your showing today!
Listing is courtesy of: AGILE GROUP REALTY (813-569-6294)
Listing Agent: Ryan Scott (410-402-3550)
2156 ORCHID ST, SARASOTA, FL 34239
$899,000297 Days on yellowkey MLS ID: A4663262
REDUCED by $51,000 (5.4%) on 05/26/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1850 Built: 2024 Tax: $3,119 (2024)Community: South GateSpa: YesSingle Family
Taxes:$3,119
Remarks: If you’re looking for a true “wow” factor, this stunning new-construction residence delivers. This custom-designed home combines luxury finishes with thoughtful functionality. Step inside to soaring 16-foot ceilings and dramatic exposed beams in the great room, creating an impressive sense of space. The chef’s kitchen is the centerpiece, featuring a striking brown agate back-lit island, granite countertops, modern cabinetry with pullouts and utensil organizers, an eight-burner professional range with bread and baking oven, custom vent hood, and upscale appliances—perfect for entertaining. Throughout the home, you’ll find large-format tile floors, custom window treatments, and the option to purchase designer furnishings. Offering 3 spacious bedrooms and 2.5 baths, this residence blends style and comfort seamlessly. Outdoor living is just as impressive, with a brand-new modern pool and pool cage (completed August 2024), a Jacuzzi brand hot tub, and a private outdoor shower with hot and cold water. The property is professionally landscaped, freshly painted inside and out (August 2025), and boasts impact windows and doors, ensuring safety, efficiency, and some of the lowest homeowners insurance rates available. Additional highlights include a tankless gas water heater, gas and electric dryer connections, and no flood zone location. Situated on one of Sarasota’s highly coveted “Flower Streets,” this property offers rare flexibility: the City of Sarasota permits 7-night minimum rentals, and the home is not subject to Southgate deed restrictions. Just 1 mile south of Sarasota’s luxury waterfront downtown, and less than 3 miles to the world-famous Siesta Key Beach, the home is also walkable to Conner’s Steakhouse, Baker & Wife, shopping, dining, banks, and groceries—all tucked away on a quiet dead-end street.
Listing is courtesy of: CLUB REALTY (941-726-2677)
Listing Agent: Brooke O'Malley (941-726-2677)
440 MEADOW LARK DR, SARASOTA, FL 34236
$11,300,000264 Days on yellowkey MLS ID: A4666605
1 Days Off yellowkey (back on 5/12/2026)
Bed: 4 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 6880 Built: 2023Monthly Fee: $110 Tax: $82,533 (2024)Community: Bird Key SubSpa: YesSingle Family
Taxes:$82,533
Remarks: A breathtaking fusion of architectural brilliance and design sophistication, 440 Meadow Lark Drive is arguably the finest residence ever constructed in Sarasota. Envisioned by the masterful minds of architect Clifford Scholz and Voigt Brothers Construction, this custom estate is a testament to elevated living where no detail has been spared. From the moment you approach the bespoke exterior elevations, crafted to distinguish with striking individuality you realize this is not merely a home, but a work of art. Step inside to discover nearly 7,000 square feet of flawlessly curated interiors where each room tells a story. Italian oak floors, Gucci, Phillip Jeffries, and Holly Hunt wallpapers, and SAWW’s custom cabinetry set the tone for refined elegance. Every room is inspired by the glamor of Kelly Wearstler’s Hollywood Regency style and brought to life by renowned designer Christiana Engert, while the entire home functions as a smart residence, seamlessly blending intuitive technology with timeless luxury. At the heart of the home, the kitchen is both showpiece and workspace, featuring Dolomite marble counters with protective tough-skin, double dishwashers, Wolf, Sub-Zero, and Miele appliances, and a hidden pantry with display cabinetry, wine chiller, and artwork. The adjacent morning room is perfect for casual lounging, complete with custom cabinetry and a discreet TV. The living room exudes warmth with a Nero Marquina marble gas fireplace, generous seating, and captivating water views, while the dining room stuns with a one-piece luxe side table and a dramatic custom chandelier. Entertain effortlessly in the media room with surround sound, three TVs, and a custom bar. An adjacent butler’s pantry includes an additional refrigerator, washer/dryer, dishwasher, and concealed storage. The 1400+ bottle wine cellar is a masterpiece unto itself. With custom artistic designs, backlit lighting, and a commercial capacity cooling system, the one-of-a-kind space is perfect for the most discerning collector. The primary suite is a sanctuary of indulgence with hand-painted wallpaper, sweeping waterway views, and his-and-her closets with exquisite built-ins, chandelier, a marble island, and boutique-style jewelry displays. The spa bathroom features gold-leaf inspired tile, dual vanities, and indoor and outdoor showers. Ascend the single-piece staircase to the upper level, where guest suites are equally impressive with vaulted ceilings, en-suite baths, and private access to the second-floor entertainment terrace. A loft with clerestory windows, serving bar, and hidden storage provides flexibility as a guest lounge, office, or retreat. A separate-access guest suite doubles as an office or bonus room, with its own bath and dramatic architectural lines. Outdoors, resort-level amenities await. The lanai offers seamless indoor-outdoor flow through oversized sliders, a full outdoor kitchen, fireplace, and multiple seating areas beneath tongue-and-groove ceilings. Limestone pavers surround a saltwater pool and spa designed for comfort and elegance, while a 20,000 lb boat lift and 7,000 lb deck lift for kayaks or paddleboards make this an ideal waterfront escape. Stunning privacy landscaping by Michael A. Gilkey ensures serenity across the grounds. With concrete walls on both levels, an 8-inch concrete slab second floor, full-house generator, whole-house water softener, and natural gas, this estate combines enduring structure with breathtaking beauty.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Keith Redding (941-894-4216)
1632 WORRINGTON ST, SARASOTA, FL 34231
$735,000199 Days on yellowkey MLS ID: A4673616
0 Days Off yellowkey (back on 5/25/2026)
REDUCED by $30,000 (3.9%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1547 Built: 1973 Tax: $2,729 (2024)Community: Johnson EstatesSingle Family
Taxes:$2,729
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. EXCEPTIONAL WEST OF THE TRAIL OPPORTUNITY – RARE 1/3 ACRE LOT! Exceptional opportunity in a coveted area West of the Trail! Situated at the secluded end of a tranquil dead-end street, this oversized 0.33-acre lot is nearly 50% larger than typical area parcels. Whether you are looking for your first home, a high-demand investment rental, or a premier location for a new build on a rare huge lot—the choice is yours! Inside, the great room’s soaring skylights and front-to-back windows frame peaceful nature views, perfectly complementing the fresh interior paint and sun-drenched open floor plan. UNBEATABLE PROXIMITY: Phillippi Shores Elementary School: Less than a mile away. Everyday Conveniences: Less than a mile to Trader Joe’s and Siesta Row shopping. Sarasota Memorial Hospital: Only 2 miles away. Downtown Sarasota: Just 3 miles to dining, arts, and culture. Siesta Key Beach: Less than 4 miles to world-class sands. This is the best land-to-value play in 34231. Bring your offer and secure your spot West of the Trail today!
Listing is courtesy of: LIVE MODERN (941-587-8871)
Listing Agent: Mara Daniel (941-587-8871)
3230 VILLAGE GREEN DR #1032, SARASOTA, FL 34239
$180,000120 Days on yellowkey MLS ID: A4683197
REDUCED by $9,000 (4.8%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1419 Built: 1971 Tax: $3,030 (2025)Community: South Gate Village Green 10Condo
Taxes:$3,030
Remarks: Welcome to a classic Florida home that perfectly blends comfort, style, and functionality. With its solid construction and timeless character, the home blends classic design with the potential for modern updates, making it perfect for buyers looking to personalize their space. Spacious living areas, abundant natural light, and a functional layout create an inviting atmosphere ideal for both relaxing and entertaining. The open-concept layout creates a seamless flow between the kitchen, dining, and living areas, making it all the more inviting. Village Green is a 55+ community that has a ton of amenities. Right on the other side of the neighborhood is even an executive golf course that can meet all your golfing needs.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: James Graves (678-817-8166)
915 SEASIDE DR #402, Weeks 10-13, SARASOTA, FL 34242
$100,00026 Days on yellowkey MLS ID: A4694774
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1750 Built: 2009 Tax: $428 (2026)Community: Siesta Key Beach ResidencesSpa: YesCondo
Taxes:$428
Tax Year: 2026
Remarks: Fractional Ownership. Unique opportunity to own four consecutive weeks in March on Siesta Key Beach. Experience luxury beachfront living with this Winter Fractional Package, offering a 1/8th ownership share at The Residences on Siesta Key Beach. This rare offering provides the opportunity to own a piece of paradise on one of America’s most celebrated beaches while enjoying the comfort, convenience, and elevated service of a luxury resort. This expansive residence features a primary suite, a junior suite and beautifully updated custom furnishings valued at more than $150,000. The fully equipped kitchen is appointed with premium Wolf, Sub-Zero, and Fisher & Paykel appliances, complemented by imported linens and thoughtful details throughout. Owners enjoy the legendary hospitality and services of Hyatt Vacation Club, including daily complimentary continental breakfast, beach service, recreation and front desk staff, assistance with local activities, valet parking, and 24-hour security. Enjoy the best of Siesta Key beachfront living with resort-style amenities, full-service convenience, and luxury condominium ownership, all at a fraction of the cost.
Listing Agent: Kelly Mooney (941-587-8430)
3368 SHEFFIELD CIR, SARASOTA, FL 34239
$425,000148 Days on yellowkey MLS ID: A4679367
REDUCED by $55,000 (11.5%) on 04/23/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1798 Built: 1969Monthly Fee: $8 Tax: $3,379 (2025)Community: Village Green Club EstatesSingle Family
Taxes:$3,379
Remarks: Enjoy the best of Sarasota living in this centrally located, fully fenced home with impact windows, circular driveway, with an amazing private outdoor living space that is minutes from shopping, dining, and a short drive to the sugar-sand beaches of Siesta Key. Thoughtfully updated and designed for comfortable everyday living, this home offers a flexible floor plan and inviting spaces both indoors and out. Inside, the light and bright interior features a crisp, clean feel and a desirable split-bedroom, open floor plan. Modern light wood-look laminate flooring flows throughout the home. The entryway includes a convenient coat closet and the open dining and living room combination offers flexibility for entertaining and everyday living. The interior flows seamlessly from the front of the home through the family room and out to the enclosed lanai. The kitchen showcases white shaker cabinets, granite countertops, a glass subway tile backsplash, and stainless steel appliances making it both stylish and functional. The spacious primary suite features tall windows, a large walk-in closet, and an en suite bathroom that offers a shower/tub combo and a thoughtful layout with the toilet and shower separated from the vanity. The guest bedroom is generously sized, and the updated guest bathroom features tile flooring, a large stone shower with glass doors, and granite countertops. Enjoy Florida living year-round with an enclosed, multi-use lanai featuring tile flooring and expansive glass windows that add valuable living space, along with an additional screened rear patio perfect for a more open-air outdoor experience. The vinyl-fenced backyard with lush tropical landscaping completes the home’s rear outdoor oasis. With a great location and stylish updates throughout, this home is ready to be enjoyed. Come see it, feel the charm, and make it your own!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
2763 WOODGATE LN #307, SARASOTA, FL 34231
$149,9501163 Days on yellowkey MLS ID: S5083103
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 663 Built: 1979Monthly Fee: $490 Tax: $1,424 (2022)Community: Pinewood Village IiCondo
Taxes:$1,424
Tax Year: 2022
Remarks: Charming 1 bed/1 bath condo located in Pinewood Village. This 3rd floor unit boasts an abundance of natural light, offering a bright and airy living space that is perfect for entertaining guests or simply enjoying a peaceful afternoon at home. The building itself offers elevators for convenient access, as well as additional secured storage space to hold your belongings. Residents of Pinewood Village have access to a range of impressive amenities, including a heated pool to enjoy all year round, shuffleboard court, clubhouse with kitchen, billiard room, fitness room to keep your workouts on track, and even dry-heat saunas for ultimate relaxation. The community also features laundry facilities for added convenience. This condo is located in a prime location, with Riverview High School just a short half-mile walk away, and Phillipi Shores Elementary School only 1 mile away. For those looking for a beautiful day at the beach, Siesta Key is less than 5 miles away and is known for its stunning powder sand beaches, rated among the most beautiful in the world. This is the perfect opportunity to own a condo in Pinewood Village, offering both comfort and convenience. Whether it’s a primary residence, second home, or an investment, don't miss out on the chance to make this condo yours! Seller financing and rent-to-own options are available.
Listing is courtesy of: LPT REALTY (877-366-2213)
Listing Agent: Amber Koepke (512-630-8394)
137 AVENIDA MESSINA #1, SARASOTA, FL 34242
$600,000219 Days on yellowkey MLS ID: A4671658
REDUCED by $20,000 (3.2%) on 05/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1966 Tax: $6,247 (2024)Community: Villa NavarraCondo
Taxes:$6,247
Remarks: Centrally located and fully furnished! Located within the boutique condominium community of Villa Navarra on Siesta Key, this fully updated, turnkey-furnished ground-floor residence offers an exceptional blend of quality, comfort, and convenience. The property is ideally situated one block from Siesta Key Village and approximately two blocks from Siesta Beach, providing easy access to the island’s most popular destinations. Ideal for full time, snow birds or people looking to lease this condo out to renter's for the two month minimum. The residence features two bedrooms and two full bathrooms arranged in an open, functional layout. The spacious living and dining areas flow seamlessly into a thoughtfully renovated kitchen appointed with solid-surface countertops, modern cabinetry, and stainless-steel appliances. Finishes and flooring throughout the home have been carefully selected to create a clean, contemporary aesthetic that complements its coastal setting. The primary suite includes an en-suite bath and generous closet space, while the guest bedroom is conveniently located near the second full bath. The ground-floor design allows direct access to the assigned parking space for added ease. With extensive updates and attention to detail, this residence is move-in ready and designed for practical, comfortable living. Villa Navarra is a well-maintained, low maintenance community of just sixteen units surrounded by tropical landscaping and a relaxed island atmosphere. Residents enjoy convenient access to the free Siesta Key trolley and can easily walk to Siesta Key Village, offering a wide variety of local dining, shopping, and entertainment options. The renowned quartz sands and turquoise waters of Siesta Beach are only a short stroll away. This property is well-suited for a full-time residence, seasonal getaway, or long-term rental investment. Its location, quality, and turnkey condition make it a rare opportunity to enjoy the Siesta Key lifestyle within a private and beautifully maintained setting.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jeffrey Bray, Pllc (941-718-1213)
2576 HUNTINGTON AVE, SARASOTA, FL 34232
$359,90037 Days on yellowkey MLS ID: A4693286
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1296 Built: 1980 Tax: $3,693 (2025)Community: Orange Grove ParkSpa: NoSingle Family
Taxes:$3,693
Remarks: Under contract-accepting backup offers. Welcome to this beautiful Sarasota gem nestled on a quiet, tree-lined street in the desirable Orange Grove Park community. Offering 2 bedrooms, 2 full bathrooms, and 1,296 square feet of thoughtfully designed living space, this charming single-story home blends timeless character with modern comfort and Florida lifestyle appeal. Step inside to discover an inviting open floor plan featuring sleek tile flooring, a soft contemporary color palette, abundant natural light, and stylish upgrades throughout. The spacious living and dining areas flow seamlessly into the well-appointed kitchen, creating the perfect space for entertaining or everyday living. French doors lead to a bright glass-enclosed Florida room, ideal for a home office, reading nook, fitness space, or year-round relaxation. The private primary suite offers a peaceful retreat complete with an updated en suite bath featuring a granite-topped vanity and vessel sink. Outside, enjoy your own tropical oasis with an elevated deck, tiled patio, privacy fencing, and lush mature landscaping that creates a serene backyard setting perfect for morning coffee or evening gatherings. Enjoy peace of mind with move-in ready condition, low-maintenance living, and the added freedom of no HOA restrictions. Perfectly located just minutes from Downtown Sarasota, UTC shopping and dining, SRQ Airport, world renowned Gulf beaches including Siesta Key and Lido Key, parks, golf courses, and everyday conveniences. With easy access to I-75 and nearby arts, dining, and entertainment, this home offers the ideal combination of charm, location, and Florida lifestyle living. Don’t miss this opportunity to own a beautifully maintained Sarasota home in a prime central location!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Breanne Frank (941-299-3092)
819 PARADISE WAY, SARASOTA, FL 34242
$2,295,00036 Days on yellowkey MLS ID: A4693282
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2505 Built: 1996Monthly Fee: $17 Tax: $18,581 (2025)Community: Siesta IslesSpa: YesSingle Family
Taxes:$18,581
Remarks: Set on a beautiful street on Siesta Key near the world-renowned white quartz sands of Siesta Beach and the shops and dining of Siesta Key Village, this exceptional waterfront residence captures the essence of relaxed coastal living with deep boating water along the Grand Canal and direct access to Sarasota Bay and the Intracoastal Waterway. Beautifully landscaped on a nearly 14,000-square-foot homesite, the property welcomes with a circular paver drive, tile roof and timeless curb appeal. Thoughtfully above base flood elevation, the residence blends the beauty of waterfront living with the added comfort of elevated construction. Inside, volume ceilings and an open floor plan create a light-filled atmosphere designed for comfortable everyday living and effortless entertaining. Rich Le Château engineered wood flooring flows throughout the living spaces, complemented by refined finishes and thoughtfully selected details. The beautifully designed island kitchen is elegant and functional, featuring fine stone countertops, a gas cooktop, stainless steel appliances, custom cabinetry and a generous workspace for gathering and entertaining. The spacious floor plan offers three bedrooms, two-and-a-half baths, a private office, formal and casual living and dining areas, a split-bedroom layout and an interior laundry room. The primary suite is complemented by a spacious ensuite bath with dual vanities, a soaking tub and a separate walk-in shower, creating a private retreat within the home. Walls of glass open to an expansive 35-by-35-foot screened lanai with a freeform pool and spa overlooking the waterway, creating a seamless transition between indoor and outdoor living. A magnificent up-lit oak tree brings warmth and character to the backyard, enhancing the property’s tranquil setting. For boating enthusiasts, the Grand Canal provides easy access to Sarasota Bay and the Intracoastal Waterway with only one bridge to the bay and a mean tide clearance of approximately 13 to 14 feet. The seawall, dock and pilings for a future boat lift accommodating up to 14,000 pounds were all installed in 2020, creating an exceptional setting for enjoying life on the water. A rare opportunity to experience refined waterfront living in one of Siesta Key’s desirable locations.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
915 SEASIDE DR #312, Weeks 16-17, SARASOTA, FL 34242
$48,00048 Days on yellowkey MLS ID: A4692319
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1750 Built: 2009 Tax: $321 (2026)Community: Siesta Key Beach ResidencesSpa: YesCondo
Taxes:$321
Remarks: Fractional Ownership. Experience luxury beachfront living with this Winter Fractional Package offering a 1/16th share of ownership at The Residences on Siesta Key Beach. This is a rare opportunity to own a piece of paradise on one of America’s top-rated beaches while enjoying the comfort, convenience, and services of a luxury resort. This expansive residence features a primary suite, junior primary suite, and guest bedroom, along with beautifully updated custom furnishings valued at more than $150,000. The fully equipped kitchen includes premium Wolf, Sub-Zero, and Fisher & Paykel appliances, complemented by imported linens and thoughtful details throughout. Owners enjoy legendary Hyatt Vacation Club hospitality services, including daily complimentary continental breakfast, beach service, recreation and front desk staff, assistance with local activities, valet parking, and 24-hour security. Enjoy everything you would expect from a luxury Siesta Key beachfront condominium with resort-style amenities and services, all at a fraction of the cost.
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