Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
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)
770 S PALM AVE #704, SARASOTA, FL 34236
$895,000103 Days on yellowkey MLS ID: A4675688
REDUCED by $54,000 (5.7%) on 03/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1408 Built: 1975 Tax: $11,580 (2025)Community: Embassy HouseCondo
Taxes:$11,580
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Perched on the 7th floor, this exceptional residence delivers truly breathtaking panoramic vistas. Set within a landmark building designed for refined downtown living at the quiet end of Palm Avenue, the residence enjoys a premier location along the Bayfront with sweeping views of Sarasota’s most sought-after scenery. From the sparkling bay and sailboats lining Bayfront Park to the John Ringling Bridge, Golden Gate Point, Bird Key, Lido and Siesta Keys, the Gulf waters, and Selby Gardens—every direction offers a postcard-worthy outlook. A semi-private elevator entry welcomes you into a beautifully furnished condo with uninterrupted water views unfolding as you step inside. The expansive living spaces feature an open, flowing layout anchored by a dramatic 30-foot expanse of west-facing glass and wood flooring. Living, dining, kitchen, and sitting areas are all designed to showcase the ever-changing scenery, from glowing sunrises to unforgettable sunsets. Enjoy floor to ceiling bookshelves in the great room. The kitchen has custom granite countertops, stainless appliances, insta-hot water, white glass-front display cabinets, and extraordinary storage. Views from the primary suite span from the Bayfront to the heart of the city. A generous size bath and walk-in closet are pluses. The guest quarters and bath provide the perfect retreat for your guests. Embassy House is a secure and meticulously maintained example of modern architectural design. Its recently refreshed lobby and amenities reflect a sophisticated mid-century modern aesthetic, complete with bespoke furnishings and carefully selected artwork. Residents enjoy an impressive collection of amenities, including a bay-view fitness center, conference space with kitchenette, a renovated heated pool, guest parking, electric vehicle charging, car wash station, grilling area, and outdoor dining spaces. Whether your ideal day involves quiet mornings with coffee overlooking the water, hosting evening gatherings with cocktails, or strolling to nearby cafés, restaurants, shops, galleries, the bayfront, Selby Gardens, or the Saturday Farmers Market, this location supports every lifestyle. This is where elevated coastal living truly begins.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
217 S SHADE AVE, SARASOTA, FL 34237
$1,899,000391 Days on yellowkey MLS ID: A4628117
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2561 Built: 2025 Tax: $4,777 (2023)Community: Terrace GardensSingle Family
Taxes:$4,777
Elementary School: Alta Vista Elementary
Tax Year: 2023
Remarks: Introducing THE RETREAT, a stunning two-story residence. FOUR (4) bedroom, THREE (3) bath. Paver driveway, 3 CAR GARAGE, LVP flooring. Home has been professionally staged. Pool is complete; size 12 x 26 , leaving plenty of green space for pets in the backyard! This exceptional new build boasts superior block construction, a durable metal roof, impact-resistant windows, doors, and sliders. Inside is a thoughtfully designed open floor plan, featuring soaring 10-foot ceilings and elegant 8-foot solid core doors that enhance the home’s impressiveness. The gourmet kitchen is complete with a 6-foot island, luxurious quartz countertops, custom shaker cabinetry, and a top-of-the-line appliance package, perfect for both daily meals and entertaining. The primary bedroom, located on the main level, is a serene retreat with stunning tray ceilings, large his/her walk-in closets, double vanity, and a spacious walk-in shower. Bedroom #2, also on the first floor, is versatile and can serve as an additional bedroom or a home office. Upstairs, you'll find two more generously sized bedrooms that share a beautifully appointed full bathroom. The home’s detailed interior is complemented by luxury vinyl plank flooring throughout both levels, providing durability and style. Outdoors, a gas-heated saltwater pool and paver deck creates the ideal setting for relaxation and entertainment. Conveniently located with easy access to downtown Sarasota, the Legacy Trail, Payne Park, Sarasota Memorial Hospital, and the world-renowned beaches of Longboat and Siesta Keys, this home offers the perfect blend of luxury, comfort, and convenience for modern family living. Experience elevated living at its finest in "your RETREAT"!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
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
Tax Year: 2024
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
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)
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
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)
1500 STATE ST #603, SARASOTA, FL 34236
$579,000Listed 03/31/2026 2:30PM MLS ID: A4688177
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 736 Built: 2017 Tax: $7,206 (2025)Community: 1500 State StreetCondo
Taxes:$7,206
Remarks: LOCATION, LOCATION, LOCATION! This charming, furnished boutique penthouse is one of the most uniquely positioned modern residences in the heart of downtown Sarasota. Ideally located at the corner of State Street and Lemon Avenue, it offers captivating bird’s-eye views of the bay and an unmatched urban setting. The residence features a well-designed living and dining area, a functional kitchen, a generously sized bathroom, and a bright, airy bedroom with built-in closets. Step outside your door and enjoy immediate access to Sarasota’s premier dining, theaters, comedy clubs, art scene, and vibrant nightlife—all conveniently located. Whether you’re seeking a stylish downtown retreat or a strong investment opportunity, this property delivers. Currently leased at $3,900 per month, it offers immediate income potential.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Elsie Salazar (941-284-7645)
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)
651 MADISON CT, SARASOTA, FL 34236
$1,299,0005 Days on yellowkey MLS ID: GC538888
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1680 Built: 1953 Tax: $12,724 (2025)Community: Washington ParkApartment
Taxes:$12,724
Remarks: 651 Madison Court is a tidy & attractive multi-family home located in the highly desirable neighborhood of Laurel Park, adjacent to downtown Sarasota. The property, which consists of (3) one bedroom, one bathroom apartments, originally constructed in 1953, and extensively renovated in 2023, is fully rented with 3 excellent long term (annual) tenants. The lot location is quiet and attractive, at the end of non-thru street, with neighbors including the Sarasota senior friendship center, multi million dollar new construction homes, the Hudson Bayou waterway and Laurel park kayak launch, downtown Sarasota, Selby Gardens and its marina & waterfront. The 1680 sq/ft concrete block structure includes a 2023 metal roof, 2023 updates to electrical and plumbing systems, impact windows, stylish new kitchens and bathrooms, tile floors, and HVAC systems. The apartments are separately metered for electricity and city services and tenants are paying all utilities individually. Though currently occupied with wonderful annual tenants, the City of Sarasota location makes future use for short term rentals possible, at a 7 night minimum, and there are several other STR's in close proximity. It would be a wonderful 1031 exchange, and is located within the City of Sarasota Qualified Opportunity Zone 1.02, for additional tax advantaged investment, for a potential buyer. Please do not disturb tenants. Access by appointment only.
Listing is courtesy of: COASTAL REAL ESTATE PROFESSIONALS LLC (772-678-6017)
Listing Agent: Zachary Greenberg (561-310-9672)
161 S POLK DR, SARASOTA, FL 34236
$5,999,000136 Days on yellowkey MLS ID: A4672276
REDUCED by $251,000 (4.0%) on 03/31/2026
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 4617 Built: 2013 Tax: $88,251 (2024)Community: Lido BeachSingle Family
Taxes:$88,251
Remarks: In a world where more is usually never enough……. 161 S. Polk Drive is JUST ENOUGH and MORE OF EVERYTHING YOUR DREAMS ARE MADE OF! Positioned waterfront between St. Armands Circle and Lido Beach, you can start your day walking just one block to put your toes in the sand and soak up the morning sun and then head straight to your favorite lunch spot on the circle. Upon returning home, take up lounging in the split-level, salt water pool and relax to the sounds of the water as it crests the infinity edge OR you can choose one of the many decks, from rooftop on down, canal to Gulf, to savor the sun, the breeze, the views and the peacefulness all around you. Once evening arrives, hop on the boat for a pleasant ride to your waterfront dining of choice or enjoy a glass of wine as you unwind with soothing music, the gentle movement of the water and savor the setting sun. This privately gated, coastal contemporary home encompasses over 4,600 square feet of interior living space with an open plan from living to dining to kitchen and on to the outdoor patio with a full wall of pocketing sliders. The acacia wood floor will be the first to grab your eye, but you will then be drawn to the unlimited other features of this home. From the many windows offering abundant natural light, to the built-ins, wet bars, oversized kitchen island, 3 en-suite bedrooms all with private balconies (includes first and 2nd floor owner suites), elevator, outdoors showers, sauna, ‘hidden’ oversized laundry room with 2 sets of washers and dryers, oversized boat dock with 2 lifts……. Shall I go on?? The well thought out configuration of this home rationalizes JUST ENOUGH of comfortably elegant entertaining mixed with intimate peace and privacy. Recent improvements include A/C handlers and compressors, tankless water heater and pump, flat tile roof decking, refinished exterior wood railings, pool pumps and actuators, in-ground drainage system, refreshed landscaping, exterior pressure washing, recent elevator service completed
Listing Agent: Cindy Schatzle (941-587-7556)
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)
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
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)
1268 11TH ST #2403, SARASOTA, FL 34236
$410,00051 Days on yellowkey MLS ID: A4681291
REDUCED by $15,000 (3.5%) on 03/31/2026
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 867 Built: 2007 Tax: $2,629 (2026)Community: Broadway PromenadeCondo
Taxes:$2,629
High School: Riverview High
Tax Year: 2026
Remarks: Welcome home to this top-floor end-unit residence offering a private, treehouse-style setting in a desirable low-rise condominium in the heart of downtown Sarasota. This stylish mid-century modern home features a partial bay view, abundant natural light, and a completely remodeled kitchen and utility room. Thoughtfully updated with a new HVAC system, water heater, stainless steel appliances, ceiling fans and custom window treatments, the property is move-in ready and includes tasteful, turnkey furnishings. Ideally just near Pioneer Park with open green space, recreational paths and tennis courts, and within a short distance to Bay Park, downtown dining, shopping, arts and the waterfront. An exceptional opportunity for full-time living, a seasonal retreat or investment ownership.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Brandi Fano (941-718-1723)
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 is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
435 S GULFSTREAM AVE #605, SARASOTA, FL 34236
$465,0001 Day on yellowkey MLS ID: A4688025
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1537 Built: 1972 Tax: $6,289 (2025)Community: Regency HouseCondo
Taxes:$6,289
Remarks: One or more photo(s) has been virtually staged. Welcome to The Regency House and to the 'gold coast of Sarasota' directly on Sarasota Bay! This unit is on the sixth floor and looks back over the city and Palm Avenue. This condo is ready for your complete rehab and waiting for your own touches! Features include a brand-new A/C system, huge great room looking out to a sliding glass-enclosed lanai facing north with a peek view of Island Park and Sarasota Bay! This has a split bedroom floor plan and both bedrooms are ensuite. The primary bedroom closet is massive and there is an inside utility closet for storage. There are several different views from the windows in the many rooms because of the building's unique floor plan and design! The Regency features a 24/7 onsite concierge, a library nook, club room with kitchen, small fitness center, and a heated swimming pool that is about to be totally transformed and expanded with added grill area and covered gazebo. One covered carport space is included on rotation. The Regency House sits proudly across Tamiami Trail from the Sarasota bayfront with O'Leary's and Marina Jack Restaurants and marina and Island Park. Fabulous Selby Gardens is a short distance away as are many delightful culinary experiences and shopping up and down popular Palm Avenue. Enjoy the area arts including Florida Studio Theatre-all within seconds to minutes. Come make this huge downtown condo how you want it in a very well-run condominium complex!
Listing Agent: Joe Cleary (941-650-8485)
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)
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