Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
2737 JAY PL #4, SARASOTA, FL 34235
$305,0008 Days on yellowkey MLS ID: TB8489830
0 Days Off yellowkey (back on 3/31/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1375 Built: 1962 Tax: $6,300 (2025)Community: Kensington Park Unit 4Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,300
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Rare opportunity with an assumable FHA loan—potential buyers can step into favorable financing, subject to lender approval Charming Sarasota home nestled in a quiet, established neighborhood! This inviting property offers a bright and open layout with plenty of natural light throughout. Enjoy a spacious living area perfect for entertaining, a well-appointed kitchen with ample cabinet space, and comfortable bedrooms designed for relaxation. Step outside to a private backyard ideal for outdoor gatherings or peaceful mornings. Conveniently located near shopping, dining, parks, and just a short drive to beautiful Gulf Coast beaches. Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this home is full of potential. Don’t miss your chance to make it yours!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Eric West (352-359-5691)
1208 OAK HAMMOCK RD, SARASOTA, FL 34240
$1,850,000Listed 03/31/2026 3:31PM MLS ID: A4684570
Bed: 4 Bath: 3.0 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
Tax Year: 2024
Middle School: McIntosh Middle
Remarks: 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: SARASOTA REALTY CENTER LLC (941-702-3635)
Listing Agent: Frank Golio Jr., Pllc (941-363-1075)
801 SEASCAPE PL, SARASOTA, FL 34240
$1,595,00019 Days on yellowkey MLS ID: TB8486565
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 3982 Built: 2021Monthly Fee: $500 Tax: $14,765 (2025)Community: Shoreview/Lakewood Ranch WaterSingle Family
Taxes:$14,765
Remarks: Luxury living awaits in Shoreview at Waterside, one of Lakewood Ranch’s most sought-after communities. This Stonewater model by Pulte offers nearly 4,000 square feet of refined living space w/ 4 bedrooms, 4 baths, a private den/office, & an expansive 35’ x 20’ upstairs bonus room. Perfectly positioned on an oversized corner lot, this home features more than $250,000 in high-end upgrades post-closing, which elevate both style and functionality. Inside, soaring 14-foot ceilings, custom designer lighting, plantation shutters, & an open-concept layout create an elegant yet welcoming atmosphere. Abundant natural light and southwest-facing rear exposure further elevate this exceptional home. The chef’s kitchen features upgraded KitchenAid appliances, a natural gas cooktop, oversized island, granite countertops, a large walk-in pantry w/ custom shelving, & a breakfast nook, flowing seamlessly into the great room and formal dining area- perfect for entertaining. The primary bedroom is a serene retreat with the en-suite featuring spa-like finishes, dual vanities, a walk-in shower, a soaking tub, & a large walk-in closet w/ custom shelving. Two additional bedrooms and baths, plus a private den/office, complete the main level, while the upstairs bedroom, full bath, & bonus room provide an ideal space for media room, home gym, or guest retreat. Head outside to your very own resort-style, private backyard escape. The expansive screened lanai features a heated saltwater pool & spa w/ integrated fire features, a fully equipped outdoor kitchen, & lush, layered privacy landscaping- a rare offering that includes enough space for grilling, dining, lounging, & an outdoor living area with TV- an entertainer’s dream! Additional home highlights include hurricane impact windows upstairs, motorized hurricane screens covering the lanai, whole-home water filtration, custom shelving in pantry and closets, EV charging in the 3-car (epoxy coated floor) garage, custom garage ceiling storage racks and 4 wall mounted bike racks, brand-new LG washer & dryer, and a paver driveway. Designer Arhaus furnishings are negotiable for a truly move-in-ready experience. Ideally situated on a low-traffic street just off the main road, this home offers exceptional privacy with no neighbors on one side or directly across the street. Only four other residences share the block, and no homes line the opposite side. A community green space sits directly across from the property, while a scenic walking trail winds between two neighborhood lakes just steps away. The amenity center is an easy five-minute walk, & a well-maintained dog park is located just four houses down. Shoreview residents enjoy a maintenance free community w/ resort style amenities. The nearby amenity center offers a heated community pool & spa, fire pits, fitness center, lighted tennis & pickleball courts, kayak launch, beach area, & events lawn. Located just minutes from Waterside Place, enjoy walking, biking, or taking the free water taxi service to lakeside dining, live music, community events, a weekly farmer’s market, splash pad, & more. This area is desirable due to proximity to all Sarasota has to offer, including world-class beaches. Shoreview Waterside offers the sought-after combination of being in Lakewood Ranch within Sarasota County.
Listing is courtesy of: HOME SOLD REALTY LLC (833-700-2782)
Listing Agent: Camilo Perez (833-700-2782)
4158 PRUDENCE DR, SARASOTA, FL 34235
$540,000273 Days on yellowkey MLS ID: A4657334
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2573 Built: 1967 Tax: $4,727 (2024)Community: Kensington ParkSingle Family
Taxes:$4,727
Remarks: Welcome to an elegantly updated four-bedroom, three-bath residence in the highly coveted Kensington Park neighborhood, where refined design meets effortless Florida living. Offering approximately 2,573 square feet of thoughtfully curated single-level living, this home delivers a seamless blend of sophistication, comfort, and timeless appeal. The open, split-bedroom floor plan creates a sense of both grandeur and privacy, with expansive living and dining spaces ideal for entertaining. The chef’s kitchen is the heart of the home, featuring a generous island with dual sinks, abundant custom cabinetry, and expansive counter space—perfect for both intimate evenings and larger gatherings. A 400-square-foot bonus room with fireplace provides exceptional versatility, ideal as a media lounge, executive office, or private retreat. The primary suite is a true sanctuary, highlighted by dual vanities, a luxurious double-head steam shower, and a two-person walk-in soaking tub—creating a spa-inspired experience at home. Outdoors, discover your own private resort-style oasis. The fully fenced, lushly landscaped backyard features a sparkling pool, offering the perfect setting for relaxation and entertaining. An attached two-car garage and ample additional parking provide space for guests, recreational vehicles, or a boat. Recent enhancements include a comprehensive renovation 2019, new roof (2024), newer AC system with UV filtration, hurricane impact windows. New paint outside and the driveway and garage recently painted. Ideally positioned just minutes from UTC Mall, Sarasota-Bradenton International Airport, world-class dining, shopping, and top-rated schools, this exceptional residence offers the perfect balance of privacy, convenience, and elevated Sarasota living.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Steven Kepecz, Pa (941-376-6411)
1111 N GULFSTREAM AVE #16D, SARASOTA, FL 34236
$875,0008 Days on yellowkey MLS ID: A4684753
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1736 Built: 1974 Tax: $12,681 (2025)Community: One WatergateCondo
Taxes:$12,681
Elementary School: Alta Vista Elementary
Remarks: 16th Floor Residence with Direct Sunset Views over Sarasota Bay, where elevated downtown luxury living comes to life! Perfectly positioned in the highly desirable D stack to capture expansive views, this two-bedroom, two-bath residence presents a rare opportunity to create your own vision in one of Sarasota’s most desirable waterfront buildings due to its convenient location within the downtown area. The larger floor plan is filled with natural light, enhanced by floor-to-ceiling hurricane impact windows and sliding glass doors that frame the bay while maintaining a sense of privacy and tranquility. Step onto your large balcony with sleek glass railings, an ideal vantage point to take in Sarasota’s breathtaking sunsets and celebrated events, including the annual Christmas boat parade. One Watergate is nearing completion of a comprehensive transformation designed to elevate every aspect of the living experience. The building has been freshly painted inside and out, with ongoing landscape enhancements creating a refined arrival. Interior corridors have been thoughtfully updated with new carpeting, modern lighting, fresh paint, and detailed trim work. The lobby and clubroom are undergoing a complete reimagining, curated to deliver a sophisticated and welcoming environment, while a state-of-the-art fitness center will soon be introduced exclusively for residents and their guests. Estimated completion is Summer 2026. Secure fob access and attentive onsite management provide an added layer of comfort and peace of mind. Resort-style amenities enrich everyday living, including a sunlit waterfront pool, two tennis and pickleball courts, outdoor grilling areas, and a beautifully updated social lounge. The residence includes one deeded covered parking space, with ample guest parking and additional secured levels for convenience. At One Watergate, Sarasota’s most sought-after experiences are just moments away. Enjoy a short walk to Marina Jack and Bayfront Park, or indulge in nearby five-star destinations such as Jack Dusty at The Ritz Carlton, Ocean Prime, and the Westin rooftop lounge, the highest vantage point in the city. Downtown Sarasota offers an exceptional lifestyle with renowned dining, boutique shopping, a vibrant arts scene, and the popular Saturday Farmers Market. Just over the Ringling Bridge, explore St Armands Circle and the pristine beaches of Lido Key. Cultural landmarks, including The Ringling Museum and Van Wezel Performing Arts Hall, are minutes away, along with convenient access to Sarasota Bradenton International Airport. More than a residence, this is a front row seat to the Sarasota lifestyle within a building undergoing an exciting evolution. Whether as a full-time home or seasonal retreat, this offering presents a compelling opportunity to enjoy the perfect balance of urban sophistication and waterfront serenity.
Listing Agent: Janette Schafer (954-298-7791)
6950 EL DORADO DR, SARASOTA, FL 34240
$1,750,00058 Days on yellowkey MLS ID: A4679055
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 3977 Built: 1981Monthly Fee: $83 Tax: $14,829 (2025)Community: Pine Valley RanchesSingle Family
Taxes:$14,829
Remarks: A PREMIUM HIDDEN LOCATION WITH CONVENIENCE AND PRIVACY! These private acreage lots allow up to three structures on the property—build an ADU, add a large workshop, and still have room to create whatever you envision. Endless possibilities await! This exceptional estate is set on more than five fully fenced acres of beautifully manicured, lush grounds. Tucked away, you will enter through a winding, tree-canopied driveway. Welcome to “The Ranch at Pine Acres ” a five-bedroom residence, where complete privacy and peaceful natural surroundings create a country feel. Delight in the endless possibilities of this private home in Pine Valley Ranches. This hidden gem is perfectly positioned on the most desirable 5-acre lot in this exclusive community, offering the perfect balance of tranquil country living and easy access to I75, Sarasota’s downtown, University Town Center, Waterside, and the renowned Gulf beaches. The main home offers nearly 4,000 square feet of professionally designed living space, with expansive views from every window of this private estate. This unique property is move-in ready. Recent upgrades include a new metal roof on both the home and barn, pavered walkways and patio, wood and Trex decking, a large saltwater pool, three air-conditioning systems. Impact windows and French doors throughout offer abundant natural light with cedar plank tongue-and-groove vaulted ceilings. At the heart of the home, the gourmet kitchen flows seamlessly into the formal dining room and is open to the oversized great room that has a beautiful wood-burning fireplace with specialty coquina stone. Designed for both function and style, the kitchen showcases rich 5/4" cherry cabinetry with under-cabinet lighting, multiple copper farm house sinks, imported granite countertops, Mulga White Turkish marble backsplash extending to the ceiling, built-in appliances including a cabinet-faced KitchenAid refrigerator, Miele built-in oven, THOR induction cooktop, Bosch dishwasher, GE infrared microwave and an exceptionally spacious butler’s pantry with even more storage. A large multipurpose room with laundry area provides flexible space for a playroom, office, or additional family room or storage. The generous primary suite overlooks the front picturesque grounds with its private balcony/deck. This second-level retreat features a luxurious Indian Rainforest marble bathroom fully equipped with a soaking tub and large shower, dual walk-in closets, and beautiful oak floors. A second two-room suite completes the upper level. Adjacent flex space is ideal for an office, playroom, or additional bedroom overlooking the trees of “The Ranch at Pine Acres ”. Three additional bedrooms are located on the first floor, offering comfortable accommodations for a large family and/or guests. Attached 3-car oversized garage with a hurricane room and RV hookup. Adding to the property’s versatility is a massive, detached barn featuring a horse stall, workshop, tack room, generous storage space, two more RV hookups, and a surrounding horse paddock—ideal for equestrian use, recreational vehicles, or additional storage. A Sarasota premier location...where private acreage meets the charm of country life... yet right in Sarasota!
1300 BENJAMIN FRANKLIN DR #501, SARASOTA, FL 34236
$4,850,000Listed 03/31/2026 7:44AM MLS ID: A4687309
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 4194 Built: 2005 Tax: $46,592 (2025)Community: The Beach ResidencesCondo
Taxes:$46,592
Elementary School: Southside Elementary
Remarks: Rarely available and highly coveted, Residence 501 at The Beach Residences offers world-class coastal living with sweeping views of the Gulf of Mexico, Intracoastal Waterway, Siesta Key, and the downtown Sarasota skyline. This premier corner floorplan is filled with natural light and wrapped in expansive terraces that bring the outdoors into every room. Directly below lies Lido Key’s world-famous, diamond-like crystal sand—soft as baby powder—and the recently completed beach renourishment has added exceptional width and depth to this already stunning shoreline. Spanning over 4,000 square feet, the 3-bed/3-bath layout features two private ensuite bedrooms on opposite wings plus a versatile third suite. Rich wood floors, 10' ceilings, and floor-to-ceiling glass define the modern coastal aesthetic, while the gourmet kitchen with an oversized island is ideal for both intimate dining and entertaining. From sunrise to sunset, the residence delivers unforgettable moments—morning light over the Intracoastal and Siesta Key, the rhythm of Gulf waves throughout the day, and cinematic sunsets each evening. Views encompass the Gulf of Mexico, downtown Sarasota’s sparkling skyline,Sarasota Bay, Big Pass, Siesta Key, Bird Key and a protected bird sanctuary and ecological lagoon, creating a panoramic backdrop alive with nature. A private elevator foyer, two premium parking spaces, and pet-friendly living enhance comfort. Managed by The Ritz-Carlton, the building offers signature services and resort-style amenities including social lounges, theater, sauna, massage room, fitness center, ping-pong/yoga studio, boardroom, and two guest suites. Enjoy effortless access to St. Armands Circle’s world-class dining, shopping, and entertainment just moments away. Downtown Sarasota is a quick ride over the Ringling Bridge to enjoy the cultural hub of Sarasota.
Listing Agent: Christine Del Monte (941-266-6733)
350 GOLDEN GATE PT #62, SARASOTA, FL 34236
$1,175,000111 Days on yellowkey MLS ID: A4674150
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1677 Built: 1969 Tax: $9,359 (2024)Community: Bay Point AptsCondo
Taxes:$9,359
Remarks: The first thing you notice is the view: a full sweep of Sarasota Bay through a wall of windows that defines the main living space. Natural light fills the open living and dining areas, where the water, the John Ringling Bridge, and the downtown skyline sit in clear, uninterrupted sight. A sizeable, light-filled great room anchors the floor plan, offering generous space for living, dining, and relaxing. The kitchen is designed for function and ease, with quartz countertops, white soft-close cabinetry, glass-front display cabinets, and stainless-steel appliances. A peninsula with bar seating connects the kitchen to the main living area, and a built-in desk overlooks the bay as an ideal workspace or breakfast bar with a true waterfront backdrop. The primary suite continues the same water-facing views, offering a wide picture window, recessed lighting, and an en-suite bath with a dual-sink vanity, quartz countertops, tall storage cabinetry, and a seamless-glass walk-in shower. The guest bedroom offers bay views as well, and a second full bathroom features an updated vanity and walk-in shower. Tile flooring runs throughout, maintaining a cohesive flow from room to room. Bay Point Apartments offers a relaxed waterfront lifestyle with a community pool, outdoor lounging space, and a day dock for fishing, launching kayaks, or welcoming friends arriving by boat. Located on quiet Golden Gate Point, the building is minutes to downtown Sarasota, St. Armands Circle, and Lido Beach.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
4628 ASHBERRY DR, SARASOTA, FL 34234
$275,00034 Days on yellowkey MLS ID: A4683659
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 954 Built: 1985 Tax: $1,079 (2025)Community: Spring OaksSingle Family
Taxes:$1,079
Elementary School: Emma E. Booker Elementary
Remarks: Welcome to this charming 1985 concrete block ranch home offering nearly 1,000 square feet of living space — all on one level. Featuring 2 bedrooms and 2 bathrooms, the layout is comfortable and functional, providing a wonderful foundation to update at your own pace. This home has been lovingly maintained by its original owner and was originally the model home for the development. Major improvements are already complete, including impact windows and doors throughout, a brand-new roof (2025), new hot water heater (2025), and A/C replaced in 2021 — offering peace of mind on the big-ticket items. Tucked away on a quiet street, yet just minutes to SRQ Airport, Downtown Sarasota, shopping, dining, beaches, and major thoroughfares, the location offers both privacy and convenience. While cosmetic updates would enhance the space, the home offers solid block construction, pride of ownership, and long-term potential in a central Sarasota location. Being sold As-Is. A rare opportunity to personalize a well-cared-for home with exceptional fundamentals already in place. Please be aware that the home does smell like cigarette smoke.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Evan Weber (941-287-9700)
1314 GRANTHAM DR, SARASOTA, FL 34234
$310,000131 Days on yellowkey MLS ID: A4672819
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1769 Built: 2020Monthly Fee: $299 Tax: $3,729 (2024)Community: Bradford Manor TwnhmsTownhouse
Taxes:$3,729
Remarks: WOW - THIS PRICE IS IT!! NOW ONLY 310,000. While everyone else is settling for older outdated townhomes, this one just got even more affordable. A brand-new price on a 2020-built, move-in-ready townhome in a gated Sarasota community — modern finishes, contemporary construction, and a location that's only getting better. The home delivers everything you want: Bright open-concept living with tile floors, a granite kitchen with wood cabinetry, oversized breakfast bar, and a screened lanai that makes outdoor living effortless. Upstairs, three bedrooms, a smartly placed laundry area, and a primary suite with dual sinks, walk-in shower, and a serious walk-in closet. One-car garage, hurricane shutters, community pool and spa. Pet-friendly. No CDD fees. HOA that won't break the bank. The location is the real story. Minutes to SRQ Airport, Gulf beaches, and downtown Sarasota's restaurants and arts scene. And right next door? Gracewater — one of Sarasota's hottest new luxury developments — is already pushing values up in this corridor. You're not just buying a home, you're buying into a neighborhood on the rise. 3 beds | 2.5 baths | Built 2020 | Gated community | $315,000 New construction going up next door. New price here today. The window won't stay open long — call to schedule your private showing now.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Tina Clements (941-313-4175)
2342 MARGARET ST, SARASOTA, FL 34237
$317,49861 Days on yellowkey MLS ID: A4680575
REDUCED by $1 (0.0%) on 03/31/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 945 Built: 1957 Tax: $3,175 (2025)Community: Ethan Allen SubSingle Family
Taxes:$3,175
Elementary School: Tuttle Elementary
Remarks: Charming Sarasota home located at 2342 Margaret Street, Sarasota offering 2 bedrooms plus a bonus room that can easily be converted into a third bedroom. Features include a beautifully updated kitchen with granite countertops and breakfast bar, bamboo flooring throughout, and a spacious family room with a unique bamboo ceiling that adds warmth and character. Ideal as a short term rental, vacation home, or primary residence. No deed restrictions and no flood insurance required. Newer A/C. An A+ Location conveniently located near Downtown Sarasota with its Shopping, Dining, Theatres and incredible amenities. Just minutes to University Parkway and UTC (University Town Center Mall), Restaurants, Shopping galore and the new Sarasota Aquarium. Just 8 miles to the world-famous Siesta Key Beach. A Location that can't be Beat! No HOA and endless potential—don’t miss this opportunity! Don't Miss the Virtual Tour. Don't Miss This opportunity as a Short Term Rental or hideaway! Owner may consider owner financing.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Geri Scheckner (941-356-0652)
2098 PALM VIEW RD, SARASOTA, FL 34240
$944,00055 Days on yellowkey MLS ID: A4680898
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 3732 Built: 2004Monthly Fee: $47 Tax: $5,785 (2025)Community: Oak Ford Golf ClubSingle Family
Taxes:$5,785
Remarks: Set on nearly an acre in the private, deed-restricted community of Oak Ford, this updated residence offers a rare blend of space, privacy, and water views. Overlooking tranquil ponds, the property enjoys a peaceful, natural setting while remaining conveniently close to Sarasota’s many amenities. Recent improvements include a new roof in 2023, PGT impact windows and doors, and newer appliances, further enhancing the home’s appeal and move-in readiness. Offering more than 3,700 square feet of living space, the four-bedroom, three-bath layout is designed for both comfortable everyday living and effortless entertaining. Vaulted ceilings and an open floorplan enhance the sense of scale, while PGT impact windows and doors provide added protection and efficiency. An oversized foyer creates a welcoming first impression and leads into the main living areas, where unique polished concrete flooring, a central gathering space, and a well-appointed kitchen come together beautifully. The kitchen features custom solid-wood cabinetry, stone countertops, stainless steel appliances, and generous prep space. The first-floor primary suite creates a private retreat with direct access to the outdoor living areas. Two additional bedrooms are located on the main level, while the second floor offers an expansive fourth bedroom or flexible bonus space ideal for a home office, gym, media room, or studio. Outdoor living is a standout feature of this expansive property. The screen-enclosed, heated pool and spa overlook a south-facing backyard with pond and lush preserve views, offering a serene setting for relaxing or entertaining. A waterside fire-pit seating area adds another inviting destination and the perfect way to end the day. This nearly one-acre homesite also includes a three-car garage and an extended driveway, allowing ample room for parking and storage. Oak Ford is known for its oversized parcels, custom-built homes, and peaceful setting, all within one of Sarasota’s most sought-after school districts. Just a short drive west, downtown Sarasota offers acclaimed dining, arts, and waterfront experiences, while St. Armands Circle and the Gulf beaches — including Siesta Key, Lido Key, and Longboat Key — provide some of the area’s most celebrated coastal attractions.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Kelly Rosenberg (941-961-4948)
3900 ROXANE BLVD #10A, SARASOTA, FL 34235
$180,0001 Day on yellowkey MLS ID: D6146777
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 715 Built: 1964 Tax: $756 (2025)Community: Strathmore Village GreenCondo
Taxes:$756
Remarks: One or more photo(s) has been virtually staged. $180 000 A must see, beautiful first floor, move-in ready, totally renovated one bed/one bath, condominium. 55+ community complete with recreation center, regular senior living activities and heated swimming pool. HOA (only $472) takes care of the roof, all lawn maintenance, along with the building insurance, cable TV and water/sewer/trash, allowing you to focus on enjoying the sunshine. The assigned parking is few steps away, a big advantage with groceries. This building never had any kind of damage or water during hurricanes. You have solid block exterior walls. The house has a 3 years old AC (4.19.2023), water-proof luxury vinyl flooring throughout, 2 impact windows, totally renovated bathroom, new bathtub, new shower doors, new toilet and new built-in cabinet. The kitchen has also been upgraded with new countertops, stainless steel appliances, and tile backsplash. Stainless steel fridge and stove will stay. LOCATION, LOCATION, LOCATION. Only a couple of minutes from Bobby Jones golf course, 5 minutes away from shopping centers, 15 minutes from Lido Beach, 10 minutes from downtown Sarasota. Its prime location places you near award-winning beaches, remarkable arts and culture, Nathan Benderson Park, Art Museum, Mote SEA Aquarium, Whole Foods, Trader Joe's, and the UTC Mall, a world class shopping, entertainment and dining destination. A fabulous Florida lifestyle awaits!
Listing is courtesy of: CENTURY 21 SUNBELT REALTY (941-625-6120)
Listing Agent: Jayson Burtch (941-626-5432)
4481 ASCOT CIR N, SARASOTA, FL 34235
$298,000224 Days on yellowkey MLS ID: A4662740
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1376 Built: 1994Monthly Fee: $894 Tax: $3,753 (2025)Community: Longwood VillasVilla
Taxes:$3,753
Remarks: Welcome to Tivoli Village—an exclusive, private community of just 100 residences nestled among mature trees and lush landscaping. This beautifully maintained 2-bedroom, 2-bath villa with a den/office and 2-car garage offers the perfect blend of tranquility and convenience, ideally located near UTC shopping and dining, I-75, Nathan Benderson Park, Sarasota-Bradenton International Airport (SRQ), and just a short drive to downtown Sarasota and Gulf Coast beaches. Step inside to an open-concept floor plan featuring soaring cathedral ceilings, abundant natural light, and seamless flow between the kitchen, dining, and living areas—perfect for both everyday living and entertaining. The updated kitchen showcases newer stainless steel appliances, ample cabinetry with slide-out shelving, a breakfast nook, and an extended breakfast bar overlooking the main living space. Sliding glass doors lead to an enclosed lanai, with additional paver patio space extending into a private, tropical outdoor retreat complete with native Florida landscaping and a custom tiled table and seating area. The spacious primary suite is privately situated at the rear of the home and features an updated en-suite bath with dual vanities, granite countertops, and a walk-in shower with built-in bench. A split-bedroom layout ensures privacy for guests, with a secondary bedroom and full bath located at the front of the villa. The versatile den/office includes a skylight and closet, making it ideal for a home office or potential third bedroom. Recent upgrades include exterior painting (2023) and a new HVAC system (2023), offering peace of mind for years to come. Tivoli Village residents enjoy a scenic setting with four spring-fed lakes, fishing opportunities, majestic oak trees, and a tranquil nature trail. The HOA provides exceptional value, covering major expenses such as property insurance, exterior maintenance (including power washing and painting), roof replacement and repairs, as well as lawn care and irrigation—delivering low-maintenance, worry-free living. Don’t miss this opportunity to own a move-in-ready villa in one of Sarasota’s most charming and conveniently located communities!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Diane Goodwin (941-706-6620)
5103 GREENCROFT RD, SARASOTA, FL 34235
$295,000566 Days on yellowkey MLS ID: N6134516
0 Days Off yellowkey (back on 3/20/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1487 Built: 1979Monthly Fee: $567 Tax: $3,642 (2023)Community: Vivienda At The MeadowsVilla
Taxes:$3,642
Tax Year: 2023
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT! Resort-Style Living in The Meadows Golf & Country Club Welcome to The Vivienda, a maintenance-free enclave within The Meadows, one of Sarasota’s most desirable communities. This spacious 2 bedroom, 2 bath home offers multiple living areas, including a living room, open-concept kitchen/family/dining area, and a lanai with tranquil greenbelt views. Ideally positioned within the community, this home boasts a generous front yard and privacy with no direct-facing neighbors across the street. Enjoy true ease of living—landscaping and TILE roof maintenance are covered by the HOA, with reserves in place for future care. Recent upgrades include: HVAC (2021), water heater (2023), washing machine (2024), refrigerator (2022), as well as a new kitchen faucet, range hood fan, and light (2024). The Meadows Country Club offers membership access to 54 holes of golf, 17 Har-Tru tennis courts, pickleball, a junior Olympic-size pool, fitness center, two restaurants, and over 200 annual events. Explore 14 miles of scenic walking, biking, and nature trails, all just minutes from downtown Sarasota, UTC Mall, and I75. Come home to comfort, community, and the carefree lifestyle you’ve been looking for.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY (941-207-5055)
Listing Agent: Janet Linaburg (941-225-5289)
35 WATERGATE DR #1005, SARASOTA, FL 34236
$2,900,00091 Days on yellowkey MLS ID: A4676375
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 3659 Built: 2003 Tax: $34,229 (2025)Community: The Tower ResidencesCondo
Taxes:$34,229
Remarks: Arrive by private elevator directly to the grand foyer of this tenth-floor residence at the Ritz-Carlton Tower Residences, ideally positioned within the coveted ’05 stack—widely considered the premier vantage point in the building. This preferred orientation captures sweeping, unobstructed panoramas of Sarasota Bay and the Ritz-Carlton marina, complemented by spectacular west-facing sunsets. Artist-crafted glass double entry doors with custom illuminated accents provide a striking arrival and set a tone of understated elegance throughout. Residence #1005 offers a highly sought-after four-bedroom layout with four full baths, thoughtfully designed for both refined entertaining and everyday comfort. An open-concept floor plan is enhanced by wood flooring throughout and anchored by a centrally located kitchen featuring a breakfast bar, stainless-steel appliances, dual convection ovens, and an induction cooktop. Floor-to-ceiling, hurricane-rated windows flood the interior with natural light, while two expansive terraces extend the living space outdoors for effortless entertaining. A split-bedroom design ensures exceptional privacy for owners and guests. The primary suite is distinguished by a double-door entry and custom underlit accent shelving, an en-suite marble bath with dual split vanities, private water closet and custom-fitted walk-in closets. The fourth bedroom / study serves as a versatile retreat, highlighted by a gas fireplace framed by floor-to-ceiling built-in cabinetry and an adjacent full bath. A new HVAC system installed in 2025 adds comfort and peace of mind. The residence includes two assigned under-building parking spaces—one conveniently located near the side lobby entrance. Additionally, 2 climate-controlled storage units, one conveniently located just outside the residence. The pet-friendly Tower Residences offer the legendary Ritz-Carlton lifestyle, featuring dedicated private concierge service, a state-of-the-art fitness center, massage and wellness rooms, sauna, resort-style heated pool and spa, private theater, and beautifully appointed social and entertaining spaces. Recent enhancements include a reimagined lobby and entry experience, refreshed landscaping, and an inviting outdoor lounge with grilling facilities. Additional conveniences include 24-hour in-residence dining, a private interior corridor with direct access to the Ritz-Carlton Hotel’s amenities, restaurants, and spa, as well as valet parking for residents and guests. Perfectly positioned along Sarasota’s Bayfront and downtown corridor, with easy access to St. Armands Circle, Lido Beach, cultural attractions, and fine dining, this exceptional offering represents a rare opportunity to secure one of the most desirable residences within the Tower.
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
5647 SHEFFIELD GREENE CIR #29, SARASOTA, FL 34235
$299,99953 Days on yellowkey MLS ID: A4681514
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1099 Built: 1992 Tax: $2,053 (2025)Community: The MeadowsCondo
Taxes:$2,053
Remarks: First Floor Unit! Get ready for the ultimate Sarasota Lifestyle without the hassle. Enjoy peace and tranquility central to beaches, Nathan Benderson park, downtown, golf, shopping, restaurants, entertainment and more. This immaculate (first floor) well appointed 2 bedroom 2 Bath condominium is updated and ready for you complete with a new roof. This Abode offers an open spacious floor plan with dual open air patios, views and close proximity to the community pool. A work-in kitchen with a view lends itself to a dinning and living area perfect for you and your guest. You will love the spacious master bedroom with a walk-in closet and a convenient ensuite. A large guest room makes a great space for visitors or an office. Upgrades include a new community maintained roof, garage, tile, carpet, barn door, flooring, vanities, paint, kitchen and more. Plenty of storage with interior linen closets, laundry and a garage. Sheffield Greene is an active community with all the amenities on could desire. Enjoy included cable television golf, pickleball, swimming, tennis, community center, dinning, trails a state of the art exercise facility and more. Call today for a private showing.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Zachary Kaplan (941-321-6796)
2022 29TH ST, SARASOTA, FL 34234
$250,00091 Days on yellowkey MLS ID: A4676565
0 Days Off yellowkey (back on 2/4/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1510 Built: 2000 Tax: $1,403 (2025)Community: Newtown TerraceSingle Family
Taxes:$1,403
Remarks: Under contract-accepting backup offers. INVESTOR ALERT!!! Major Price Adjustment!!! 3BR/2BA single-family home built in 2000 on a .28-acre lot, located near downtown Sarasota with convenient access to major roadways. Well-suited for fix-and-flip or long-term buy-and-hold strategies. Detached structure/ADU on site is a tear-down, with utilities already in place.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jacob Wessels (941-999-1179)
2819 N OSPREY AVE, SARASOTA, FL 34234
$185,00042 Days on yellowkey MLS ID: A4683160
0 Days Off yellowkey (back on 2/27/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1050 Built: 1950 Tax: $223 (2025)Community: Newtown Heights First Add ToSingle Family
Taxes:$223
Elementary School: Brentwood Elementary
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. 3-bedroom, 1-bath home offering 1,188 sq ft, built in 1950, positioned on a spacious lot along N Osprey Avenue in the Historic Newtown district. Located just minutes from Downtown Sarasota, The Bay waterfront district, SRQ Airport, shopping, dining, and Gulf beaches. No HOA. High-demand central location with continued area growth and momentum.
3467 COMPOUND CT, SARASOTA, FL 34240
$2,199,00073 Days on yellowkey MLS ID: A4677979
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3459 Built: 2019Monthly Fee: $190 Tax: $8,764 (2025)Community: Hampton LakesSingle Family
Taxes:$8,764
Remarks: An Irreplaceable Estate Offering Unmatched Value and Distinction...A truly rare opportunity, this exceptional coastal-inspired estate—complete with a substantial detached shop—cannot be replicated at this price point. Built by Medallion Home in 2019 and set within the desirable Hampton Lakes subdivision, the residence is a masterful expression of refined luxury, craftsmanship, and serene country elegance. Spanning more than 3,400 square feet, the main residence is gracefully positioned on just over 3.5 acres, surrounded by sweeping pastoral views that create a sense of privacy and tranquility rarely found so close to modern conveniences. From the moment you arrive, the pavered drive and striking double glass-door entry set the tone for the sophistication within. The interior is rich in architectural detail, featuring custom ceilings, bespoke woodwork, coffered and tray ceilings, and wide-plank blonde beachwood-style tile flooring throughout. Sunlight pours into the home, illuminating thoughtfully designed spaces where modern elegance meets relaxed coastal charm. The chef’s kitchen is both stunning and functional, offering a generous island, expansive breakfast bar, stainless steel appliances, double ovens, and a vented hood, all designed for effortless entertaining. Adjacent to the kitchen, the dining nook is framed by an aquarium-style glass window overlooking the screened pool, crowned by a striking beachgrass chandelier that adds warmth and character. Multiple living and dining areas provide versatility for both intimate gatherings and grand entertaining. A spacious bonus room with tray ceilings and corner sliding glass doors opens directly to the pool, seamlessly blending indoor and outdoor living. The formal dining room is enhanced with refined coastal detailing, ideal for elegant evenings at home. The primary suite is a private retreat, highlighted by wood beam accents, shiplap, and board-and-batten design elements. The spa-inspired ensuite features dual vanities, a luxurious walk-in shower, and premium finishes, while the custom walk-in closet offers exceptional storage and organization. Two additional guest bedrooms, a butler’s pantry, and a show-stopping oversized laundry room—with abundant cabinetry, folding space, and a dedicated work desk—further elevate the home’s functionality. Outdoors, the screened swimming pool is surrounded by lush tropical landscaping, offering a secluded oasis complete with a sun shelf, water features, and LED lighting. Covered lounging and expansive entertaining areas provide the perfect backdrop for alfresco dining and relaxed coastal living. Completing this extraordinary property is a 2,400-square-foot detached garage and shop, featuring decorative epoxy flooring, six electric garage doors with 10-foot openings, and generous space for vehicles, hobbies, or storage. Just minutes from Lakewood Ranch Main Street, downtown Sarasota, and world-renowned Gulf Coast beaches, this remarkable estate delivers an unparalleled blend of privacy, luxury, and convenience. An offering of this caliber is truly exceptional—schedule your private showing and experience the lifestyle that awaits.
Listing is courtesy of: SARASOTA TRUST REALTY COMPANY (941-366-1619)
Listing Agent: Renee Preininger (941-400-4235)
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