Location: Sarasota
Do Not Show Listings
4439 WESTWOOD LN, SARASOTA, FL 34231
$2,995,000246 Days on yellowkey MLS ID: A4664741
0 Days Off yellowkey (back on 6/17/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3777 Built: 1991Monthly Fee: $25 Tax: $20,186 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$20,186
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. **BRILLIANTLY UPDATED and METICULOUSLY MAINTAINED ESTATE in OYSTER BAY, a Coveted, West of Trail Neighborhood** Situated on a large CORNER LOT, this 4-BED, 3 FULL and 1 HALF BATH residence is being Sold FURNISHED and offers desired privacy and extensive updates. Attention to detail is evident throughout this warm contemporary home featuring an open floorplan and unobstructed views of the Courtyard, Pool & Spa and Garden. For the culinary enthusiast, the impressive Kitchen boasts premium brand appliances including Subzero, Miele and Wolf. Enjoy the warmth of the wood-burning fireplace in the adjacent family room. Flexible Owner’s Suite with either Second or First-Floor possibilities. The second-story primary suite features a balcony overlooking the courtyard and pool, Multiple Walk-In Closets, beautifully update primary bath with dual vanities, custom-tiled shower, soaking tub, etc. In addition to the two guest bedrooms on the first floor, an additional room can also function as a spacious primary bedroom suite with an adjacent, updated Full Bath. NEW HVAC, WASHER & DRYER; WHOLE HOME GENERATOR (2021); NEWER ROOF (2017); HURRICANE IMPACT WINDOWS/DOORS (2018), ETC. Excellent location with easy access to lifestyle amenities — just a half mile to The Field Club… and in close proximity to Southside Village, Sarasota Memorial Hospital, Shopping Centers and Area Beaches including #1 Rated Siesta Key Beach. **Please Enjoy Viewing the 3D Virtual Tour and Aerial Video**
Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)
Listing Agent: Mark Lyda (941-586-2670)
4136 BOWLING GREEN CIR #23, SARASOTA, FL 34233
$349,9005 Days on yellowkey MLS ID: A4696926
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1601 Built: 1980Monthly Fee: $463 Tax: $2,499 (2025)Community: Center Gate Village 5Villa
Taxes:$2,499
Elementary School: Ashton Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Discover the perfect blend of comfort, privacy, and convenience in this beautifully updated lakefront villa located in the highly sought-after Center Gate Village, a desirable 55+ community. A maintenance-free Sarasota lakefront community. This move-in ready, spacious 2-bedroom, 2-bathroom, 2-car garage villa features serene lake views from its private setting. Recent improvements in this updated home provide peace of mind and modern appeal, including updated kitchen appliances, A/C with heat pump, water heater, luxury flooring, LED track lighting, ceiling fans, bathroom fixtures and vanities, custom real wood cabinetry, and matching granite countertops in both the kitchen and bathrooms. Designed with comfort in mind, this home offers cathedral ceilings, generously sized rooms, and an inviting open floor plan that creates a bright and airy atmosphere. The spacious screened lanai is the perfect place to relax, enjoy your morning coffee, or watch the abundant wildlife on the picturesque lake. The thoughtful layout provides both privacy and functionality, making it ideal for everyday living as well as entertaining family and friends. Guests will feel right at home in this welcoming residence. Residents of Center Gate Village enjoy access to a heated community pool and a large lakeside observation deck, providing the perfect setting to socialize, relax, and enjoy Florida's year-round sunshine. Ideally located in the heart of Sarasota, this villa is just minutes from shopping, dining, medical facilities, houses of worship, Sarasota-Bradenton International Airport, world-class beaches, and spring training facilities for Major League Baseball teams. Nearby attractions include Nathan Benderson Park, renowned for world-class rowing events, and University Town Center (UTC), one of the area's premier shopping and entertainment destinations. Enjoy easy access to Tampa's professional sports venues, approximately one hour away, while Orlando's theme parks, including Disney, and the beautiful beaches and attractions of Naples are within a convenient 90-minute drive. Whether you're seeking a seasonal retreat or a year-round Florida residence, this move-in-ready lakefront villa offers the lifestyle you've been searching for.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Steve Zeris (941-518-6450)
5571 RIVERBLUFF CIR #V1, SARASOTA, FL 34231
$127,500226 Days on yellowkey MLS ID: C7517249
0 Days Off yellowkey (back on 5/12/2026)
REDUCED by $12,400 (8.9%) on 05/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1971 Tax: $2,543 (2024)Community: Strathmore Riverside ICondo
Taxes:$2,543
Elementary School: None
High School: None
Middle School: None
Remarks: WELCOME HOME to your 55+ community with your end unit Villa that offers you water/boating access to Philippi Creek then on to Bay, Intracoastal and Gulf if you so choose, as well as community pool, clubhouse and more all in the heart of Sarasota where you'll find so much to do. This unit is waiting for you to make it sparkle once again. One car carport offers storage room behind which houses your laundry area too. The primary bedroom has en suite with tub/shower combo and walk in closet. You'll enjoy the easy flow floorplan too. This is worth your time to look, just might be what you have in mind!
Listing is courtesy of: OCEAN PARTNERS REAL ESTATE (941-627-6232)
Listing Agent: Bradley Geddeis (941-627-6232)
3012 DESOTO RD, SARASOTA, FL 34234
$999,000151 Days on yellowkey MLS ID: A4678237
0 Days Off yellowkey (back on 4/30/2026)
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3470 Built: 1957 Tax: $1,143 (2025)Community: Desoto AcresSingle Family
Taxes:$1,143
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Discover the extraordinary charm of 3012 Desoto Road, an exceptional property nestled in the heart of Desoto Acres. Spanning an impressive 2.4 acres—nearly a hectare of prime land—this unique estate features a serene pond and five on-site buildings. * * * Step inside the main house, a historic gem built in 1957, offering 3,470 square feet of character and warmth. Adorned with terrazzo floors, smooth ceilings, two inviting stone fireplaces, and warm wood paneling, this home exudes the timeless charm characteristic of properties of its era. With five spacious bedrooms and a den equipped with a Murphy bed—often utilized as a sixth bedroom—there’s ample space for family and guests. The large pool, enclosed in an elevated cage installed in 2012, invites you to relax and enjoy the view of the expansive surrounding property and spectacular canopy trees. The large on-property pond offers peaceful spaces for quiet reflection and the enjoyment of its natural beauty. * * * The delightful 1,000-square-foot guest house, built in 1994 and fully renovated just three years ago, features one bedroom and a full bath, making it perfect for visitors or as a private retreat. * * * Among the 3 additional on-site buildings, you’ll find a self-contained, air-conditioned atomic bomb shelter with a ½ bath that dates back to the 1950s (remember the Cold War or the Bay of Pigs?) - - - it is still fully functional today; a handy storage shed; and, even though the home is connected to public water, the water utility building houses a water pump, ensuring you have reliable access to water in any emergency. * * * This property has a rich history, having served as an auxiliary rectory for Catholic priests for decades. The expansive property provides a serene sense of seclusion - - - and with 14 strategically placed security cameras, an unparalleled sense of safety. * * * All the windows are hurricane-strength, the pool was just resurfaced in 2023, and the inclusion of an electric car charger in the two-car garage adds to the property’s modern conveniences. Offered with most furnishings included, this home is not just a place to live but a unique lifestyle opportunity. Its distinctive character has even attracted the attention of television, with an episode of "Cops" filmed inside, making it a part of pop culture lore. Don't miss your chance to own this remarkable estate!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Marilyn Kneafsey (941-373-0999)
465 E ROYAL FLAMINGO DR, SARASOTA, FL 34236
$4,850,0001 Day on yellowkey MLS ID: A4696960
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2846 Built: 1973 Tax: $39,161 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$39,161
Elementary School: Southside Elementary
Remarks: Perfectly positioned on coveted Bird Key, 465 E Royal Flamingo Drive captures the essence of refined Sarasota waterfront living with an extraordinary full renovation that blends timeless coastal elegance with exceptional craftsmanship. Set along 100 feet of protected canal frontage with direct access to Sarasota Bay, this remarkable residence offers an unparalleled boating lifestyle complete with a private dock and 16,000-pound boat lift, creating the ideal setting for effortless days on the water. Encompassing 2,846 square feet of thoughtfully curated air-conditioned living space with four bedrooms and four beautifully renovated bathrooms, every detail of this home has been elevated to deliver a move-in ready luxury experience. Inside, Mirage engineered hardwood flooring flows seamlessly throughout, complemented by new interior and exterior lighting, recessed lighting, designer ceiling fans, and carefully selected finishes that create warmth and sophistication. The spectacular chef’s kitchen serves as the centerpiece of the home and features custom cabinetry with integrated lighting and soft-close doors and drawers, stunning quartzite countertops and backsplash, decorative tile accents, a custom hood, farmhouse sink, premium plumbing fixtures, separate water filtration faucet, Sub-Zero refrigeration with water and ice, wine refrigeration, and an exceptional Wolf appliance package including a six-burner gas range with grill, double convection wall ovens, and additional culinary conveniences. A beautifully appointed butler’s pantry and utility room enhance functionality with a Wolf microwave, KitchenAid ice maker, and Electrolux washer and dryer. Entertain effortlessly with a custom dry bar showcasing illuminated glass cabinetry, quartzite surfaces, and designer tile details. The great room is equally impressive, anchored by dramatic wood beam ceilings, an elegant electric fireplace, and custom built-ins with illuminated shelving that create an inviting yet elevated gathering space. The luxurious primary suite is designed as a private retreat with sliding glass doors opening to the lanai, a spacious custom walk-in closet, and a spa-inspired bath featuring a freestanding soaking tub, floating dual vanity, rain shower, niche detailing, and exquisite finishes of marble and porcelain. Outdoor living is equally exceptional with an expansive lanai finished in shell stone, tongue-and-groove ceilings, electric roll-down screens, and multiple entertaining spaces overlooking the heated saltwater pool and spa, beautifully resurfaced with glass waterline tile, a shell stone pool deck, and pergola. Additional highlights include a fully fenced and professionally landscaped yard with irrigation and landscape lighting, a new clay barrel tile roof completed in 2024, Aluminum ES impact windows and doors, natural gas service, Lennox air-conditioning, dual Rheem gas tankless water heaters, updated paint throughout, seawall enhancements with replacement panels, cap and tie-back system, and an oversized two-car garage featuring epoxy flooring, custom cabinetry, mini-split air conditioning, Tesla charger, and an exceptional level of finish rarely found. This is Bird Key waterfront living at its finest—where luxury, comfort, and effortless access to Sarasota’s world-class boating and downtown lifestyle come together in one extraordinary residence.
Listing is courtesy of: SARASOTA TRUST REALTY COMPANY (941-366-1619)
Listing Agent: Renee Preininger (941-400-4235)
1137 40TH ST, SARASOTA, FL 34234
$299,999121 Days on yellowkey MLS ID: TB8476870
REDUCED by $10,001 (3.2%) on 05/18/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1237 Built: 1957 Tax: $3,871 (2025)Community: BraeburnSingle Family
Taxes:$3,871
Remarks: Located just 10 minutes from Downtown Sarasota and 10 minutes to SRQ Airport, this beautifully updated 2-bedroom, 1-bath home offers comfort, style, and convenience in one ideal package. Remodeled in 2022, the home features luxury vinyl plank flooring throughout and a neutral interior that still shows beautifully. The kitchen and bathroom were upgraded with quartz countertops and modern finishes, complemented by updated appliances. Major improvements include impact windows throughout, a 2022 A/C system, and a 2018 roof — giving buyers added confidence in the home’s key components. A versatile bonus room provides flexible space for a home office, den, or guest area. The utility room includes a water heater and washer/dryer hookup for everyday convenience. Move-in ready and thoughtfully updated, this Sarasota home is perfectly positioned near shopping, dining, and the vibrant downtown scene. Schedule your showing today.
Listing is courtesy of: JULIAO REAL ESTATE, LLC (954-459-0147)
Listing Agent: Olivia Costa (585-727-5428)
7461 W COUNTRY CLUB DR N #203, SARASOTA, FL 34243
$250,00036 Days on yellowkey MLS ID: A4693369
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1090 Built: 1973 Tax: $3,228 (2025)Community: No 1 Palm-Aire Desoto Lakes Cc Apt CondoCondo
Taxes:$3,228
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Turnkey furnished and income-producing! This beautifully maintained 2-bedroom, 2-bathroom condo in the highly sought-after Palm-Aire DeSoto Lakes community offers the perfect blend of comfort and convenience. Featuring updated impact windows for peace of mind and energy efficiency, this light and bright residence is ideal for full-time living, seasonal enjoyment, or as an investment property. The open-concept living and dining area flows seamlessly to a private lanai, perfect for morning coffee or evening relaxation. The primary suite includes an en-suite bathroom and generous closet space. This condo also comes with a storage unit with ample space. Enjoy access to resort-style amenities, including pools, walking paths, and nearby golf courses. Conveniently located close to University Town Center, restaurants, shopping, and I-75. A rare opportunity to own a move-in-ready condo in a desirable location with strong rental potential.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Dawnelle Lanners (727-804-9228)
3365 RAMBLEWOOD DR N #35C8, SARASOTA, FL 34237
$145,000195 Days on yellowkey MLS ID: A4673749
REDUCED by $2,000 (1.4%) on 06/17/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1104 Built: 1974 Tax: $2,772 (2025)Community: Ramblewood AcresCondo
Taxes:$2,772
Elementary School: Tuttle Elementary
Remarks: Virtually Staged. Step into Florida living in Ramblewood Acres, a gated community known for its convenience and charm. This impeccably kept, move-in-ready townhome offers a smart, functional layout. Granite counters, brand new stainless steel dishwasher, and a passthrough to the dining area - perfect for everyday living and easy entertaining. The great room and main-level half bath add comfort and practicality. Upstairs, two large bedrooms each feature private en-suite baths and large closets. One offers a serene balcony, the other a generous sundeck, your choice of personal retreat. Fresh new interior paint for the next homeowner and brand new roof to be completed January 2026! Ramblewood Acres offers three pools (including one heated), a dog park, clubhouse, fitness center, tennis courts, playground, and shuffleboard. Fees include basic cable, on-site management, and more for true low-maintenance living. The location puts you close to everything. Downtown Sarasota, St. Armands Circle, and world-class beaches are minutes away. UTC’s shopping and dining are within a short drive, and SRQ Airport is conveniently nearby. Golfers will love having the newly renovated Bobby Jones Golf Course just around the corner. Don’t miss this opportunity—schedule your showing and discover your new home!
Listing is courtesy of: KW COASTAL LIVING II (941-556-0500)
Listing Agent: Lori Sabattini (941-266-1597)
217 S SHADE AVE, SARASOTA, FL 34237
$1,799,000469 Days on yellowkey MLS ID: A4628117
REDUCED by $100,000 (5.3%) on 05/12/2026
Bed: 4 Bath: 3.0 Gar: 3 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)
707 S GULFSTREAM AVE #705, SARASOTA, FL 34236
$750,0009 Days on yellowkey MLS ID: A4696016
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1180 Built: 1974 Tax: $5,680 (2025)Community: Essex HouseSpa: NoCondo
Taxes:$5,680
Remarks: Experience breathtaking panoramic views of Sarasota Bay, the Ringling Bridge, Big Pass, the Gulf of Mexico, downtown Sarasota, and spectacular sunsets from this seventh-floor residence. From passing boats to sparkling city lights, the ever-changing scenery provides a stunning backdrop from nearly every room. This 2-bedroom, 2-bath condominium features an open floor plan, a screened balcony, impact windows, in-unit laundry, secure garage parking, and a private storage area. The versatile second bedroom easily adapts to your needs as a guest room, home office, media room, or creative space. The sweeping views are the true centerpiece of this residence, offering a rare opportunity to create a home that is distinctly your own. Residents enjoy a wealth of amenities including a heated saltwater pool, expansive sun deck, grilling area, gazebo, club room, fitness center, workshop, secure building access, and on-site manager. Ideally located in downtown Sarasota, you'll be just moments from restaurants, theaters, art galleries, Selby Gardens, Burns Court, the farmers market, waterfront parks, and vibrant cultural events. A remarkable residence offering captivating views, outstanding amenities, and an exceptional walkable lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Marci Mcfarland (941-961-3390)
848 PONDEROSA PINE LN, SARASOTA, FL 34243
$330,00014 Days on yellowkey MLS ID: A4695984
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1463 Built: 1979 Tax: $4,151 (2025)Community: Woods Of WhitfieldSingle Family
Taxes:$4,151
Elementary School: Florine J. Abel Elementary
High School: Southeast High
Middle School: Electa Arcotte Lee Magnet
Remarks: Opportunity knocks in sought-after Whitfield! This solid concrete block 3-bedroom, 2-bath home with a 2-car garage offers the perfect chance to create the Florida home you've been dreaming of. While the property is ready for cosmetic updates, the desirable floorplan, generous room sizes, and strong bones provide an excellent foundation for your vision. The roof was replaced in 2023 and A/C replaced in 2017. A welcoming living and dining area greets you upon entry and flows seamlessly to the covered, screened lanai—ideal for enjoying Florida's year-round outdoor lifestyle. The spacious kitchen offers ample room for reimagining and modernizing to suit today's living and entertaining needs. Each bedroom features generous closet space, while the primary suite includes a private bath and sliding glass doors leading directly to the lanai. Situated on a generously sized homesite in the established Whitfield community, this home enjoys an exceptionally convenient location between Bradenton and Sarasota. You'll be just minutes from shopping, dining, medical facilities, entertainment, and the beautiful Gulf Coast beaches. Commuters and travelers will appreciate the close proximity to Sarasota-Bradenton International Airport. Whether you're a first-time buyer, investor, seasonal resident, or someone looking to personalize a home to your exact taste, this property presents an outstanding opportunity to build equity in a desirable location.
Listing is courtesy of: WAGNER REALTY (941-761-3100)
Listing Agent: Maryann Lawler Garcia (941-587-4623)
6287 MIDNIGHT PASS RD #201, SARASOTA, FL 34242
$630,00015 Days on yellowkey MLS ID: A4695909
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1401 Built: 1982 Tax: $6,836 (2025)Community: Excelsior Beach To Bay 6Condo
Taxes:$6,836
Remarks: Beautiful Excelsior Beach to Bay - absolutely gorgeous condo complex and beautifully refreshed and remodeled unit. This condo lives large - plenty of room to relax and not feel cramped on a rainy day! Jumbo sized Master bedroom with private, totally remodeled and updated bath and ample sized walk in closet. Second bedroom holds two queen sized beds for multiple guests and has access to secondary, totally remodeled bathroom that includes stacked washer and dryer. Plantation shutters. New luxury vinyl flooring throughout - no carpet to catch our beautiful Siesta Key sand! Covered and enclosed lanai area off the living room. Condo complex offers access to not only the intracoastal but more importantly your private beach area on the Gulf side. Newer appliances in kitchen. New air conditioning and water heater.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Kimberlie Macdonald (941-928-1953)
4322 PASADENA CT, SARASOTA, FL 34233
$525,00028 Days on yellowkey MLS ID: A4694489
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2237 Built: 1983 Tax: $2,564 (2025)Community: Forest Lakes SouthSingle Family
Taxes:$2,564
Elementary School: Wilkinson Elementary
Remarks: Fabulous highly desirable location west of 75 and in top notch school district! This is a very spacious home, loved by the original owner and very well maintained. Very comfortable great room and separate formal living - additional space for privacy and relaxation. Three oversized bedrooms, two bedrooms of which are located at the rear of the property and with easy pocket door, can be closed off to main area of home. Separate interior laundry room with mud sink. Spacious kitchen with lots of cabinets and plenty of counter space, overlooking dining area and beautiful park like view. Owner upgraded and added on a 31x16 covered and screened lanai in the rear of the home. Lovely cul-de-sac location, perfect for little ones learning to ride their first bicycles out of busy traffic. Literally two minutes to grocery stores, multiple choices for dining nearby and a mere 5 miles to downtown Sarasota and 6 miles to the beautiful sugar sand beaches of Siesta Key. It's tough to beat this location - so get in now and make the home yours. Located within the Wilkinson, Sarasota Middle and Riverview High boundaries - and Pine View School for the Gifted.
1703 N TAMIAMI TRL #406, SARASOTA, FL 34234
$399,00066 Days on yellowkey MLS ID: A4689232
REDUCED by $20,000 (4.8%) on 06/02/2026
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 858 Built: 2022 Tax: $4,781 (2025)Community: The Strand Of SarasotaCondo
Taxes:$4,781
Elementary School: Gocio Elementary
Remarks: Fire sale! Motivated Seller! Furnishings negotiable! Great rental $$$ generating potential. Location, location, location! The Strand of Sarasota on Whitaker Bayou. Built in 2022, 2 five story condo building, gated community, offering luxury waterfront living. Close to downtown, restaurants, theatres, shopping, beaches and much more. Amenities include heated pool, clubhouse, hot tub, fitness center, fire pit, dog park, and a kayak/paddleboard launch to access the bayou. As an owner you can purchase or rent boat slips. This 1 bedroom, 1.5 bath unit is on the 4th floor, bright, airy, unfurnished, with over-sized lanai overlooking the pool and clubhouse. This unit is deeded with an under-building parking space #125, a sail carport #250 in front of the building [ this sail carport is worth $20 K and is included in the price] and a storage locker # 111. Unit features luxury vinyl flooring, quartz counter tops in kitchen and baths, high gloss cabinetry in kitchen and bathrooms. Stainless steel Samsung appliances including stackable washer/dryer. Modern fixtures. Unit is on the 4th floor. Generous rental policy, 1 week minimum, 52 times per year, making it a great investment property. Built in 2022 with latest hurricane codes. 11 units per floor, total 44 units. Bldg. 1709 has 108 units. Low maintenance fees. Come experience the best of city living
Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)
Listing Agent: Philip Abraham (941-441-6958)
3319 S OSPREY AVE, SARASOTA, FL 34239
$1,950,00087 Days on yellowkey MLS ID: A4687005
REDUCED by $45,000 (2.3%) on 06/17/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3554 Built: 2023 Tax: $27,521 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$27,521
Remarks: A rare fusion of modern luxury, designer finishes, and an unbeatable Sarasota location, this stunning 2023-built residence at 3319 S Osprey Ave delivers the ultimate move-in-ready lifestyle just moments from Siesta Key Beach and Downtown Sarasota. Tucked within the highly sought-after Southside School District, this exceptional home by M&J Pham Development showcases impeccable craftsmanship, elevated design, and seamless indoor-outdoor living—perfectly tailored for those who appreciate both sophistication and comfort. From the moment you arrive, the home’s striking curb appeal, lush tropical landscaping, and expansive paver driveway set the tone for what awaits inside. Step through the front entry into a light-filled, open-concept floor plan where wide-plank luxury flooring, soaring ceilings, and a soft, coastal-modern palette create an airy and refined ambiance. The heart of the home is a show-stopping chef’s kitchen, thoughtfully designed with an oversized waterfall island, sleek custom cabinetry, quartz countertops, and a premium Fulgor Milano stainless steel appliance package, all illuminated by elegant designer lighting—creating the perfect space for both everyday living and elevated entertaining. The spacious living area flows effortlessly to the outdoor oasis through expansive glass doors, blending indoor and outdoor living with ease. Upstairs and throughout the home, generously sized bedrooms each feature private ensuite bathrooms and custom California Closets, offering both comfort and privacy for family and guests alike. The primary suite is a true retreat, boasting a spa-inspired bathroom with dual vanities, a soaking tub, a glass-enclosed walk-in shower, and a beautifully designed custom closet system. A versatile main-floor den provides the flexibility for a private office, formal dining space, or additional lounge, while the upstairs bonus loft with wet bar and wine refrigerator creates the perfect setting for entertaining, media nights, or hosting guests. Step outside to your private resort-style backyard, where a newly completed custom pool and spa (2024) takes center stage. Surrounded by lush tropical landscaping and expansive patio space, this outdoor retreat offers the perfect backdrop for relaxing in the sun, entertaining under the stars, or enjoying Sarasota’s year-round coastal climate. A covered lanai and second-story balcony further enhance the home’s outdoor living experience, providing multiple spaces to unwind and take in the serene surroundings. Additional highlights include a 2-car garage, dedicated laundry room, high-end finishes throughout, and meticulous attention to detail at every turn, making this home truly turnkey and move-in ready. Ideally located just minutes from Siesta Key’s world-renowned beaches, vibrant Downtown Sarasota, Sarasota Memorial Hospital, premier dining, shopping, and top-rated schools, this residence offers not just a home—but a lifestyle defined by luxury, convenience, and the very best of coastal Florida living.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
707 S GULFSTREAM AVE #602, SARASOTA, FL 34236
$749,000691 Days on yellowkey MLS ID: T3544842
REDUCED by $50,000 (6.3%) on 04/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1247 Built: 1974 Tax: $7,976 (2023)Community: Essex HouseCondo
Taxes:$7,976
Remarks: PRICE IMPROVEMENT! Florida living at its finest! Fully renovated, turnkey 6th floor unit with views of the bay! No expense was spared: gourmet-style kitchen, sleek contemporary finishes and glazed porcelain plank tile throughout, spa inspired bathrooms, oversized closets, and NEW windows throughout. The enormous sun deck and pool provide resort-style amenities including a gazebo, grilling area, well equipped fitness center, and an entertainment room, which is available to rent. Covered, assigned parking. Steps from the water, and all the fine dining and entertainment that Sarasota has to offer. Schedule your showing today!
Listing is courtesy of: FITZ REAL ESTATE SERVICES (813-862-2045)
Listing Agent: Laura-Lee Hubert (631-764-8163)
800 N TAMIAMI TRL #910, SARASOTA, FL 34236
$575,000133 Days on yellowkey MLS ID: A4681458
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1323 Built: 2007Monthly Fee: $1,328 Tax: $7,752 (2025)Community: AlinariCondo
Taxes:$7,752
Remarks: Live the Downtown Sarasota lifestyle in this turnkey furnished 2-bedroom, 2-bath condominium located in the highly sought-after Alinari Condominium Community. Perfectly positioned in the near the heart of the city, this residence offers sweeping city and pool views from a private balcony, creating an ideal backdrop for both daily living and entertaining. The open-concept floor plan is light and bright, featuring a well-appointed kitchen, spacious living and dining areas, and a split-bedroom layout for added privacy. Hurricane impact windows and sliding doors provide added peace of mind while enhancing energy efficiency and noise reduction. Offered turnkey furnished, this condo is truly move-in ready, making it ideal as a primary residence, second home, or investment property. Alinari is known for its luxury high-rise living, pet-friendly environment, and socially active community, offering frequent opportunities to connect with neighbors and enjoy an engaging lifestyle. Resort-style amenities include a heated swimming pool and spa, state-of-the-art fitness center, sauna, wine storage, social room, and theater room. Residents enjoy 24-hour security and concierge services, providing comfort, convenience, and peace of mind. Located just steps from downtown Sarasota, you are minutes from Main Street, Marina Jack, Bayfront Park, Selby Gardens, world-class dining, shopping, arts, and entertainment. Sarasota’s renowned beaches, including Lido Beach and Siesta Key Beach, are only a short drive away. Whether you’re seeking a luxury downtown condo, a turnkey Sarasota residence, or a low-maintenance lifestyle close to it all, this Alinari condo delivers exceptional value and location. Private showing available!
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Jon Patella (941-228-1613)
5936 DRIFTWOOD AVE #16, SARASOTA, FL 34231
$239,00045 Days on yellowkey MLS ID: A4692206
4 Days Off yellowkey (back on 5/18/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973 Tax: $2,387 (2025)Community: Baywood Colony Sec 1Villa
Taxes:$2,387
Remarks: Ideally positioned just minutes from the world-renowned shores of Siesta Key, this beautifully updated, turnkey-furnished villa offers an exceptional opportunity to own a low-maintenance coastal retreat at an approachable price point. Nestled within the waterfront community of Baywood Colony, this residence combines the ease of condominium/villa living with the privacy of a single-family home, perfect for seasonal enjoyment or effortless year-round escapes. Inside, the thoughtfully upgraded interior features luxury vinyl flooring, updated impact windows, updated kitchen with Quartz counter-tops, and a newer HVAC system (2023), creating a comfortable and move-in-ready environment. The spacious layout extends to an air-conditioned lanai and a private courtyard, ideal for relaxing after a day at the beach or entertaining guests in your own secluded outdoor space. Residents enjoy access to a serene waterfront park along Sarasota Bay, where sunset views, fishing, and coastal breezes become part of your daily routine, along with a community pool, clubhouse, and fitness amenities. With HOA coverage that includes flood and hurricane insurance, lawn maintenance, and your cable and water bills, ownership is truly carefree. Located approximately 2 miles from Siesta Key Beach and close to dining, shopping, and cultural attractions, this property presents a rare chance to secure an affordable slice of the Sarasota lifestyle, whether as a personal getaway, seasonal residence, or income-producing investment.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Adrian Mociran (941-302-8603)
487 MEADOW LARK DR, SARASOTA, FL 34236
$11,900,00050 Days on yellowkey MLS ID: TB8501123
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 6527 Built: 2021Monthly Fee: $100 Tax: $98,844 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$98,844
Remarks: Located on Bird Key, a gated community, one of the most sought-after island addresses in Sarasota, this exceptional custom-built French Country Style waterfront estate, built in 2021, offers the ultimate in luxury coastal living. The location is perfect, between Downtown Sarasota, St. Armands Circle, and Lido Key Beach, this amazing residence sits on 135 feet of premier Sarasota Bay frontage with breathtaking wide-open water views and stunning city skyline vistas. This home features an abundance of natural light in every room. Designed for both elegance and functionality, this home offers 5 spacious en-suite bedrooms, including a luxurious first-floor primary suite with a spa-inspired bath. Deep boating waters with no bridges to the Gulf make this property a dream for boating enthusiasts, complete with a private dock and a 24,000-pound boat lift. Outdoor living is elevated with a large, heated saltwater pool featuring a tanning deck, umbrella holder, spa, and expansive entertaining areas. Multiple oversized patios on each floor, a rooftop deck/crow’s nest, and a fully equipped outdoor kitchen with a poolside half bath accessible from both inside and outside create the ideal setting for entertaining and enjoying spectacular sunsets over Sarasota Bay. Inside, sophistication continues with a formal dining room, private office, expansive game / entertainment room with guest bath, and a beautifully finished elevator with rich wood paneling and tile flooring and a kitchen that is every chef’s dream, Wolf appliances, Subzero fridge, 2 dishwashers, granite countertops and breakfast nook. Additional luxury features include hurricane-rated 8 foot windows and doors, generator, 3-car garage with Tesla EV charging station, and high-end finishes throughout. Residents of Bird Key enjoy an exclusive private island lifestyle with deep-water canals, bayfront estates, the renowned Bird Key Yacht Club, and quick access to world-class dining, shopping, arts, golf, tennis, and the renowned The John and Mable Ringling Museum of Art, and award winning white sandy beaches. Bird Key and Sarasota have long attracted high-profile residents including Brian Johnson, Jerry Springer, Martina Navratilova, Lucille Ball, Stephen King, Joe Perry, Dick Vitale Bird Key is more than an address—it is a statement of prestige, privacy, and paradise. Call today for your private showing.
Listing is courtesy of: SOUTH BEACHES REAL ESTATE (727-399-9990)
Listing Agent: Anne Hensel (727-410-7777)
321 BOBBY JONES RD #321, SARASOTA, FL 34232
$176,00064 Days on yellowkey MLS ID: TB8497656
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 828 Built: 1984Monthly Fee: $676 Tax: $2,848 (2025)Community: Brookside 2Spa: NoCondo
Taxes:$2,848
Remarks: 2 bedroom move-in-ready condominium with a Jack & Jill bathroom. Primary bedroom has a walk in closet. New roof 2023. Two assigned parking spaces, steps from unit. Panoramic views of Bobby Jones Golf course from private deck. 2 pools, one of which is just steps away from unit. Easy access to 301 anf I75. Unit had no damage sustained during hurricane. Condo fee includes: exterior maintenance, water, sewer, trash, pest control, pool service with flexible leasing. 2 pets are allowed not to exceed 40lbs
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
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