Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
640 N OSPREY AVE, SARASOTA, FL 34236
$1,295,000164 Days on yellowkey MLS ID: A4672346
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1738 Built: 2005 Tax: $7,718 (2025)Community: Gillespie Park SubSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,718
Elementary School: Alta Vista Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Welcome to this unique custom offering of blended versatility, which includes 3 bedrooms with 3 baths. A concrete block custom build in 2005. Directly across the road from Gillespie Park, a dazzling 10-acre monitored park. Ideal for extended family, visitors, artist studio, and/or additional rental income, so just let your imagination run wild. High-impact hurricane windows and a newly installed roof in 2024 with hurricane tie-downs. The freshly painted main house features a double sided gas fireplace, stained acid-washed floors, a common feature throughout the compound, newly installed granite-honed countertops, new subway tiles in the kitchen and freshly painted solid wood cabinets. If it is purity you want, try the Apec Reverse Osmosis dispenser at the newly installed kitchen sink. Bosch gas cooktop, dishwasher and convection wall oven, Whirlpool refrigerator with Electrolux washer and dryer. Tankless on-demand hot water, gas for the main house, and an additional electric unit for the guest suites. A well for irrigation, EV 220-volt 50-amp charging station, storage bins and racks for kayaks, two driveways, private hedging with magnolia, holly, black bamboo and hibiscus, or if it's the fruit you want, mango, avocado, lemon, papaya and banana trees. An outdoor shower, brick pavers throughout the inspiring courtyard with hanging lights, and a fire pit to capture those spectacular starry evenings. One guest suite was built with the original house with a kitchenette, while the second was built in 2022, complete with a full kitchen and washer/dryer combo. Both suites come complete with mini-split heat pumps, one installed in 2023, and are turnkey furnished. Gillespie Park, which is directly across the street, features grand oaks, recreational trails, a lake, tennis courts, a pickleball court, a gazebo, a dog park and a basketball court. Centrally located and within short distance of Sprouts, Whole Foods, restaurants and local shopping, this neighborhood offers a vibrant and ever-evolving downtown neighborhood.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Dennis Girard (941-809-0041)
217 S SHADE AVE, SARASOTA, FL 34237
$1,899,000420 Days on yellowkey MLS ID: A4628117
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
High School: Sarasota High
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)
4623 LONGWATER CHASE #112 Bldg J, SARASOTA, FL 34235
$265,00019 Days on yellowkey MLS ID: A4689212
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1256 Built: 1979Monthly Fee: $138 Tax: $2,821 (2025)Community: The MeadowsCondo
Taxes:$2,821
Elementary School: Gocio Elementary
Remarks: This beautifully maintained second-story condo offers the perfect blend of comfort, style, and location. Featuring 2 spacious bedrooms and 2 full bathrooms, the home boasts a bright and open layout with sweeping views of the golf course—ideal for enjoying peaceful mornings or relaxing evenings. The updated primary bathroom provides a modern, spa-like retreat, while the newer kitchen is equipped with contemporary finishes and ample space for cooking and entertaining. The second bathroom has been refreshed with a brand-new vanity, adding a clean and stylish touch. Located in a vibrant, active community, residents enjoy access to two heated pools along with a wide range of amenities including golf, tennis, pickleball, and a fully equipped fitness center. Conveniently situated near restaurants, beautiful beaches, shopping, and the airport, this condo offers both tranquility and easy access to everything you need. Whether you're looking for a full-time residence or a seasonal getaway, this home delivers comfort, convenience, and an exceptional lifestyle.This well-maintained condo offers an exceptional opportunity for both homeowners and savvy investors. Featuring low quarterly maintenance fees, it provides affordable ownership without sacrificing comfort or convenience. The property allows monthly rentals, making it an ideal choice for generating consistent rental income or flexible short-term leasing options. With strong rental potential and investor-friendly policies, this condo is perfectly suited for those looking to maximize returns while enjoying a desirable living space.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Peg Schmitt (941-350-0552)
5627 ASHTON WAY #5627, SARASOTA, FL 34231
$349,00022 Days on yellowkey MLS ID: A4688691
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1232 Built: 1995Monthly Fee: $315 Tax: $2,457 (2025)Community: Ashton Lakes 09Condo
Taxes:$2,457
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Location! Location! Location! Only 3.5 miles to the world-famous sugary sands of Siesta Key Beach. Experience the unique fine quartz sand from the Appalachian Mountains. A tastefully decorated, elegant turnkey furnished 2-bedroom 2 bath, a screened lanai with lake view could be yours. Unit is on the 2nd floor of a 3-story building with a newly furbished elevator access or stairs. Updated kitchen and bathrooms. In 2018 newly installed hurricane impact windows, & lanai sliding doors, for a worry-free hurricane season! Unit is bright, airy and welcoming. Kitchen walls opened, making it bright and cheerful. Updated bathrooms. Relax on the lanai and let our wildlife entertain you. Ashton Lakes Community is located on 33 acres of luscious greenery, with 4 lakes, a combination of 2 tennis courts and 4 pickleball courts, 2 heated pools, large pool with lap lane, shuffleboard, clubhouse, grilling stations and other amenities. Close to I-75, rte.41, shopping, restaurants, hospitals, and schools. Our complex is also connected to Merchants Mart shopping center by a foot bridge. Shops include CVS, restaurants, ACE hardware, liquor store, Dollar store, beauty salon and the famous Detwiller's Farm Market. It's all there for your shopping convenience. Come, make this slice of heaven your paradise in the sun. Disclosures, updates and improvements attached. Roof 2014. Air handler 2021.We welcome you with open arms to this well-kept secret... Items that do not convey are some framed artworks [ seller's creation] some objects d'art, and a swivel accent chair. This unit has almost everything you need from corkscrew to garlic press...just move -in with your suitcase of beach wear, casual wear and plenty of suntan lotion...
Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)
Listing Agent: Philip Abraham (941-441-6958)
5495 CYNTHIA LN, SARASOTA, FL 34235
$611,0009 Days on yellowkey MLS ID: TB8498165
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2198 Built: 1993Monthly Fee: $31 Tax: $5,889 (2025)Community: Deer HollowSingle Family
Taxes:$5,889
Remarks: Stop your search—this is the MOVE-IN READY gem you’ve been waiting for! Tucked away in the quiet, family-friendly enclave of Deer Hollow, this 3-bedroom, 2-bathroom pool home sits on an exceptionally SPACIOUS AND PRIVATE LOT at the end of a peaceful cul-de-sac. Every inch of this residence has been meticulously revitalized, boasting a BRAND NEW ROOF, new water heater, and updated AC and appliances for total peace of mind. Inside, you’ll find a FULLY UPDATED KITCHEN AND BATHROOMS, fresh designer paint inside and out, modern flooring, and upgraded lighting throughout. The versatile Florida room provides that essential ADDITIONAL LIVING SPACE for a home gym or private office, while the outdoor oasis beckons with a RECENTLY RESURFACED POOL and cozy fire pit area. Perfectly positioned near UTC MALL, BENDERSON PARK, AND DOWNTOWN SARASOTA, this home also features HURRICANE SHUTTERS to ensure AFFORDABLE INSURANCE. It truly is the TOTAL PACKAGE!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Krisztina Juhasz (571-423-8772)
5528 BURNT BRANCH CIR, SARASOTA, FL 34232
$470,0009 Days on yellowkey MLS ID: A4687561
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2137 Built: 2003Monthly Fee: $55 Tax: $5,181 (2025)Community: Forest CreekSingle Family
Taxes:$5,181
Remarks: One or more photo(s) has been virtually staged. Rarely available in sought-after Forest Creek, this charming Lennar-built Willow Model home offers over 2,100 sq.ft. of living space, with 3 bedrooms plus an office/den. From the moment you walk through the front doors, you will love the high ceilings and flowing floorplan that give this lovely home such an open, airy feeling. The spacious living/dining room areas are perfect for entertaining, and the island kitchen with breakfast space opens seamlessly into the family room for those casual gatherings with friends and family. You will appreciate the beauty and durability of the new epoxy countertops and stainless-steel dishwasher. An office/den conveniently abuts the family room and leads to the primary bedroom suite that offers a huge walk-in closet and large ensuite bath with dual sinks, an oversized walk-in shower, and a delightful corner garden tub. The guest wing off the kitchen offers two bedrooms, a hall bath with epoxy countertop, a tub/shower, and a laundry room with utility sink. The screened lanai overlooks the spacious corner backyard with ample room for a pool, if desired. Metal hurricane shutters, a Phoenix whole house dual water filtration system and window treatments/blinds are a few of the many desirable features of this lovely home. Exterior recently painted and new carpeting throughout the guest wing. Forest Creek is a small, beautifully maintained community in the heart of Sarasota with no CDD fees and a low quarterly HOA fee. Located in close proximity to I-75, Benderson Park, the UTC Mall area, and a short drive to downtown Sarasota and our world-class beaches, Forest Creek is the perfect place to call home!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Ginger Wilson (941-330-9633)
5019 STEVENS DR, SARASOTA, FL 34234
$669,90065 Days on yellowkey MLS ID: A4683765
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1592 Built: 1957 Tax: $5,172 (2025)Community: Sapphire HeightsSpa: NoSingle Family
Taxes:$5,172
Elementary School: Emma E. Booker Elementary
Remarks: Fully renovated mid-century gem in the charming and highly coveted Indian Beach Sapphire Shores neighborhood of Sarasota. This exceptional three-bedroom, two-bathroom home has been lovingly preserved and thoughtfully restored with a strong emphasis on period-appropriate mid-century design and timeless style. Original terrazzo floors sparkle throughout the main living areas, honoring the home’s architectural roots. The fully renovated kitchen features new high-end appliances and blends seamlessly with the home’s classic aesthetic. The former Florida room has been transformed into comfortable year-round living space with permanent climate control, with the design anchored by an authentic vintage 1960s Preway wood-burning cone fireplace — a true statement piece. High-end mid-century light fixtures are showcased throughout, including multiple authentic Herman Miller pieces. Major updates provide peace of mind, including a new roof (2023), brand-new HVAC system and ductwork (2024), and a new solid wood privacy fence (2024). All bedrooms offer sizable closets, and the large zero-scaped front yard ensures beauty with minimal maintenance. The expansive backyard is a private retreat, featuring a generous paver patio and ample space for a pool or future additions. A newly installed barrel sauna and cold plunge create a spa-like sanctuary along the side yard, with convenient access from the principal suite. The true highlight of the home is the architect-designed principal bedroom and bathroom suite, completed in 2025 — an incredibly rare feature for this neighborhood and era. Designed as a private oasis, the light-filled bedroom includes a picture window and charming window seat, thoughtfully separated from the two guest bedrooms on the opposite wing of the home. The spacious en-suite bathroom is professionally interior designed and features high-end fixtures, a large walk-in shower, a freestanding spa tub, double vanity, and a walk-in closet. An exterior door provides direct access to the outdoor spa area for seamless indoor-outdoor living. Ideally located, this home is within a short distance to multiple beautiful waterfront parks and the renowned The John and Mable Ringling Museum of Art. Just five minutes to downtown Sarasota and ten minutes to the pristine beaches of Lido Key, you’ll enjoy the very best of Sarasota’s natural beauty and vibrant cultural scene — all from the comfort of your exquisitely restored mid-century home in one of the city’s most beloved neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Agnes Cameron (941-388-3966)
1001 BENJAMIN FRANKLIN DR #503, SARASOTA, FL 34236
$499,00066 Days on yellowkey MLS ID: A4680281
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 813 Built: 1980Monthly Fee: $980 Tax: $6,110 (2025)Community: Lido TowersSpa: NoCondo
Taxes:$6,110
Elementary School: Southside Elementary
Remarks: HIGH & DRY! Renovated Coastal Retreat with Private Beach Access on Lido Key. Indulge in the ultimate island lifestyle with deeded private access to the pristine shores of Lido Beach, just steps from your doorstep. This beautifully improved 5th-floor residence in the very well-maintained Lido Towers offers the perfect blend of comfort, convenience, and relaxed waterfront living. Ideal for both full-time residents and seasonal owners. The condo has been recently renovated, including new flooring throughout, creating a fresh and elevated coastal aesthetic. The updated kitchen features solid wood cabinetry, quartz countertops, and modern appliances, blending functionality with timeless style. Enjoy peaceful mornings on your covered, screened-in balcony before heading out for a day on the sand. This residence offers 1 bedroom and 1.5 bathrooms, including a spacious owner’s suite with an ensuite bath and tub/shower combination. Additional highlights include covered parking, ample guest parking, a private storage closet, and access to exceptional community amenities such as a large resort-style pool, jacuzzi, and club room with a kitchen and seating area. Laundry facilities are conveniently located on each floor and feature brand-new flooring. The building itself has undergone significant updates, including a new roof, modernized elevators, renovated mailroom, and updated laundry room flooring, enhancing both value and peace of mind. Living on the south end of Lido Key provides an unparalleled coastal experience surrounded by world-class beaches, scenic parks, and endless outdoor recreation. Enjoy effortless sunrise walks along Lido Beach and South Lido Beach, paddleboard through the mangrove tunnels at Ted Sperling Park, or explore nature trails and kayaking at South Lido Park. Residents can stroll to St. Armands Circle for fine dining and boutique shopping, or take a short drive over the iconic John Ringling Causeway into downtown Sarasota for farmers markets, waterfront festivals, boat shows, and a vibrant arts scene. One of the few rental-friendly buildings on Lido Key, Lido Towers allows one-month minimum rentals up to twelve times a year, which offers excellent flexibility for personal use or investment potential. All milestone inspections have been completed, reserves are fully funded, and there are no assessments or dues increases currently anticipated. Whether you’re soaking up the Florida sunshine, enjoying turquoise Gulf waters, or embracing Sarasota’s cultural energy, this residence delivers the very best of Lido Key living. Don’t miss your opportunity to own a piece of paradise in one of Sarasota’s most desirable island communities. Call us today! HURRICANE WINDOWS & DOORS (2021). NEWER AC (2023).
Listing Agent: Janette Schafer (954-298-7791)
1750 BENJAMIN FRANKLIN DR #10G, SARASOTA, FL 34236
$1,175,00087 Days on yellowkey MLS ID: A4680259
REDUCED by $25,000 (2.1%) on 04/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1548 Built: 1970 Tax: $9,085 (2025)Community: Key Tower SouthCondo
Taxes:$9,085
Remarks: ****There is nothing left to do. Nothing to imagine. Completed in 2022, everything has been upgraded and transformed into the most modern luxury. This high-floor corner residence on Lido Beach in the Key South Tower building has been completely transformed—from ceilings to floors—into a home where every high-end creature comfort is already in place and water views unfold from every window. The building is so modern, so perfectly updated and completed that it even has its own hurricane/surge protection system surrounding the building-- unique and impressive. You must see this condo's extraordinary views in day and at night!!! ****Panoramic vistas stretch across the Gulf of Mexico, Sarasota Bay, the Ringling Bridge, and downtown Sarasota, creating a constantly shifting backdrop of light, water, and skyline. Set within a Lido Beach building that has already been elevated to the highest modern building standards, this residence offers peace of mind. The HOA’s abundant reserves reinforce the sense of security -- owners love living here. Inside, porcelain tile flows throughout, complemented by all-new ceilings and modern lighting that set a sophisticated, contemporary tone. ****The kitchen is both elegant and functional, featuring abundant new wood cabinetry, quartz countertops, and new appliances—designed for everything from casual mornings to elevated entertaining. The primary suite is a private sanctuary, framed by water views and finished with the finest luxury tile. It offers a walk-in closet, an ensuite bath with a walk-in shower, and thoughtful storage. The guest suite is equally impressive, with new tile, a walk-in closet, and beautiful views of the Intracoastal Waterway and downtown Sarasota. Spacious enough for a king bed, it also features its own walk-in shower, making it ideal for guests who appreciate comfort and privacy. ****Beyond the residence, Key Tower South has been fully reimagined, with the lobby and common areas completely renovated in 2025. Residents enjoy 220 feet of private Gulf frontage, a heated beachfront pool, expansive sundeck, direct beach access, saunas, a fitness room, library, bike storage, and on-site management—resort-level amenities without the crowds. ****This is not simply a condo. It is a fully realized beachfront lifestyle—elegant, effortless, and complete. Call now for a private showing. Prefer to experience it from afar? Drone footage and immersive fly-throughs are available.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Meredith Van Vaals (612-716-4784)
1141 MERLE WAY #14, SARASOTA, FL 34232
$210,00091 Days on yellowkey MLS ID: TB8470330
REDUCED by $10,000 (4.5%) on 04/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1500 Built: 1974 Tax: $2,581 (2025)Community: Glen Oaks Ridge Villas 1Villa
Taxes:$2,581
Elementary School: Tuttle Elementary
Remarks: SELLER CONCESSION** SELLER IS OFFERING 1K TOWARDS CLOSING COSTS IF BUYER USES PREFERRED LENDER. As you step into 1141 Merle Way, you’re welcomed into a bright and comfortable living space designed for easy everyday living. The home has been thoughtfully maintained and updated, with fresh interior paint completed in 2021, giving it a clean and inviting feel throughout. The layout flows effortlessly from the living room into the kitchen and dining area, creating a functional and open atmosphere. The kitchen has been upgraded with new cabinetry and Formica countertops that were redesigned and shortened to improve both movement and usability. Brand-new LG fluorescent lighting enhances the space, making it bright and practical for daily cooking and entertaining. Automatic shades in the living room, kitchen, dining area, and bedroom provide added convenience and light control at the touch of a button. Moving through the home, you’ll find a comfortable bedroom with new blinds installed in 2025, providing privacy and a fresh, updated look. The bathroom has been thoughtfully renovated to include a walk-in sit-in tub, offering both comfort and accessibility. Hurricane-rated doors add peace of mind, while a sensor light outside enhances safety and security. Recent upgrades continue outside the home, including new gutters installed in 2025. The property is located in a welcoming 55+ community known for its friendly atmosphere and well-maintained amenities. Residents enjoy access to a clubhouse, workout center, pool, and outdoor shower, as well as nearby nature trails and close proximity to three golf courses. With easy access to Honore Avenue via 17th Street, the location provides a perfect balance of tranquility and convenience. This home offers a comfortable, low-maintenance lifestyle, ideal for those looking to enjoy Sarasota living with ease.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Rotosha Cormier (941-210-2062)
701 TYLER DR, SARASOTA, FL 34236
$5,995,000120 Days on yellowkey MLS ID: A4676329
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3832 Built: 1977 Tax: $26,279 (2025)Community: Lido Beach Div BSpa: NoSingle Family
Taxes:$26,279
Remarks: An Exquisite Bayfront Residence on Prestigious Lido Key, Sarasota. This meticulously reimagined two-story bayfront masterpiece embodies the pinnacle of sophisticated coastal living. Offering 3,832 square feet of thoughtfully designed interior space which was fully renovated in 2017, including impact-resistant doors and windows and a new roof. The residence features 4 ensuite bedrooms, a state-of-the-art 2025 gourmet kitchen, designed for discerning entertainers, showcases premium appliances, custom cabinetry, and an expansive island that serves as the heart of the open-plan living areas. The new elegant flooring unifies the bright, voluminous interiors. The second story includes a spacious home office with views over the pool to the bay. Beyond the interiors lies a private waterfront sanctuary: a heated saltwater pool overlooks an expansive floating dock, ideally suited for vessels of varying sizes, kayaks, or paddleboards. Unobstructed sailboat access invites effortless exploration of the bay and beyond. Additional conveniences include a spacious two-car garage, proximity to downtown Sarasota's vibrant cultural scene, a 15-minute drive to Sarasota-Bradenton International Airport. Close by is the pristine sands of Lido Beach with the most spectacular sunsets and moments away is St. Armands Circle's dining and shopping. Framed by the preserved mangroves of Otter Key, the sheltered waters host an abundance of marine life, dolphins, manatees, and graceful wading birds frequently enchant residents with their presence. This extraordinary property represents a rare harmony of tranquil waterfront serenity, impeccable modern enhancements, and unparalleled proximity to Sarasota's finest amenities—an enduring legacy of refined coastal elegance. Independently certified appraisal on 03/05/2026 by Birkholz Appraisal Group: Value by sales comparison approach $5.9M and Value by cost approach $6.2M
Listing Agent: Mark J Baron (941-241-7633)
800 N TAMIAMI TRL #307, SARASOTA, FL 34236
$789,000114 Days on yellowkey MLS ID: A4676227
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1911 Built: 2007 Tax: $10,844 (2025)Community: AlinariSpa: NoCondo
Taxes:$10,844
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: One or more photo(s) has been virtually staged. An exceptional residence offering the scale and livability of a single-family home within a full-service community. This expansive, west-facing home spans 1,911 square feet and is thoughtfully designed with high ceilings, large windows, and abundant natural light. The open, flexible floor plan allows for multiple gracious living and sitting areas, or the opportunity to create a third bedroom — offering rare versatility to suit an evolving lifestyle. A wraparound, west-facing balcony — accessible from both the living room and the primary suite — extends the living space outdoors and showcases beautiful water and treetop views, perfect for enjoying sunset skies. The primary suite provides a serene retreat, while the additional rooms offer comfort and flexibility for guests, work, or creative use. A temperature-controlled storage unit is included for added convenience. Enjoy effortless access to the third-floor amenities, including a resort-style lap pool and spa, a state-of-the-art fitness center, and men’s and women’s saunas. The building delivers an elevated downtown lifestyle with 24/7 concierge service, on-site guest parking, guest suites, wine room, library, club room, business and conference facilities, a game room with pool table, and a brand-new private movie theater with stadium seating. A rare opportunity to experience refined, resort-inspired living where comfort, space, and lifestyle converge.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lisa Allen (312-848-1636)
1685 LAUREL ST #3, SARASOTA, FL 34236
$874,990119 Days on yellowkey MLS ID: A4676566
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1667 Built: 2005Monthly Fee: $850 Tax: $7,785 (2025)Community: The Villas On LaurelTownhouse
Taxes:$7,785
Remarks: One or more photo(s) has been virtually staged. Significant Price Adjustment - Thoughtfully repositioned to reflect today’s market, this residence now represents one of the most compelling offerings in its category. Trade snow for sunshine and enjoy the comfort of Florida living! Tucked within the charm of Historic Laurel Park, this beautifully refined three-bedroom, three-bath townhome with a loft offers a rare blend of privacy, sophistication, and walkable downtown living in the heart of Sarasota. Perfectly positioned within the well designed building, deliberately built to enhance privacy and showcase tranquil views of the community pool and lush greenery from every view—rather than looking directly into neighboring units.The two-story layout balances architectural elegance with effortless functionality, creating an inviting flow for both daily life and entertaining. Recent enhancements provide peace of mind and elevated style, including new luxury vinyl flooring, fresh interior and exterior paint, a new HVAC system, and a new roof. The kitchen is well-appointed for modern living with a gas range, complemented by the efficiency of a tankless water heater. Sunlight pours through tall casement windows, filling the home with a bright, airy ambiance and highlighting its understated finishes. The first level includes a private bedroom with a full bath conveniently located across the hall—ideal for guests or a dedicated home office. Upstairs, the primary suite and an additional bedroom each enjoy their own ensuite baths, along with a versatile loft space perfectly suited for a den, office, fitness studio, or flex space to meet today’s lifestyle needs. From the expansive living areas, tranquil views overlook the community pool, offering a serene backdrop that feels both relaxed and elevated. Set within a pet-friendly enclave, this residence also delivers exceptional walkability—placing Sarasota’s acclaimed dining, galleries, cultural venues, waterfront parks and marinas just steps from your door. Additional conveniences include shared outdoor space with community grill or room for your own, two dedicated parking spaces and access to a community storage room ideal for beach chairs, bicycles, pool accessories, and seasonal items, adding both practicality and ease to downtown living. HOA dues are comparatively lower than many nearby communities, enhancing the overall value of this downtown lifestyle. Timeless, quiet, and impeccably maintained, this is downtown Sarasota living at its most refined—within one of the city’s most coveted neighborhoods.
Listing is courtesy of: MAPP REALTY & INVESTMENT CO (941-379-2448)
Listing Agent: Mandy Mapp (941-650-6009)
1511 N LAKE SHORE DR, SARASOTA, FL 34231
$2,349,000141 Days on yellowkey MLS ID: A4674572
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3613 Built: 1997Monthly Fee: $17 Tax: $11,879 (2025)Community: Oyster Bay EstatesSingle Family
Taxes:$11,879
Elementary School: Phillippi Shores Elementary
Remarks: This Oyster Bay residence with well known address of “North Lakeshore Dr.”….West of trail perfect location…..close to Siesta Key and the activities and also near the renowned “Field Club”. The grand entrance is deserving of the compliments you will receive from friends and family. This 4 bed 3.5 bath with 3613 square foot of living area is perfect with all the amenities. This residence is sitting on .46 acre allowing room for activities. The three car climate controlled garage is large enough for some toys. This is a must see to appreciate this fine residence and its many upgrades. Not in a flood zone, top of the line metal roof with additional tie downs for extra strength, generator, well for sprinkling all new impact windows and doors, home was totally rebuilt ground up in 1997. Gas appliances, fireplace and generator.
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Keith Groesbeck (941-266-7601)
4489 LONGMEADOW #74, SARASOTA, FL 34235
$293,900199 Days on yellowkey MLS ID: A4668216
REDUCED by $2,000 (0.7%) on 04/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1182 Built: 1984 Tax: $2,800 (2024)Community: Woodland GroveCondo
Taxes:$2,800
Tax Year: 2024
Remarks: This move-in-ready 2 bedroom, 2 bath condo has been tastefully updated with designer touches. New high impact, hurricane rated sliders and windows make this perfect for year round or seasonal living. Upscale crown molding throughout and no pop-corn ceilings. There is Bamboo flooring with new base boards in all rooms. New tile in the Florida room, bathrooms and laundry room. All closets have custom designed wood shelving along with extra cabinets and storage in the laundry room and primary suite. The owner added additional lighting and ceilings fans. The gourmet kitchen boasts quartz counters, newer appliances and extra cabinets and storage. Enjoy morning coffee or evening beverage from the very private Florida room overlooking the trees and golf course. Woodland Grove is well maintained, has low quarterly fees and is nestled in the active community known as The Meadows. As a resident you will have access to the public and private amenities at The Meadows Country Club (membership is not mandatory) including three 18 hole golf courses, 15 Har-Tru tennis courts, pickleball courts, newly renovated fitness center and 17 miles of walking trails. Renaissance benefits are available for residents. Live your best Florida lifestyle while being close to Dining, Doctors, Downtown Cultural Venues, University Town Center and Whole Foods. Mote aquarium is 2 miles away. Enjoy viewing the Olympic rowing at nearby Benderson Park. You won't be disappointed.
Listing is courtesy of: GALLERY PROPERTIES INTERNATION (941-957-0833)
Listing Agent: Alice Sciarrino (941-266-4553)
1111 N GULFSTREAM AVE #9F, SARASOTA, FL 34236
$769,000210 Days on yellowkey MLS ID: A4663815
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1577 Built: 1974Monthly Fee: $1,600 Tax: $11,054 (2024)Community: One WatergateCondo
Taxes:$11,054
Remarks: This is a fantastic chance to own a corner unit in the heart of downtown Sarasota on the 9th floor, where you can bring your unique design ideas to life. You could even open up some walls to create an open floor plan in the kitchen. The condo has stunning panoramic views that stretch from Siesta Key to Lido Key, Longboat Key, and beyond. The common area and lobby are currently being renovated, so you’ll get a fresh and modern vibe. From every room, including the spacious wrap-around balcony or porch, you can enjoy the beautiful waterfront of Sarasota. The kitchen, dining, and living spaces are surrounded by floor-to-ceiling impact-rated windows and doors, so you’ll have plenty of natural light. One Watergate is a top-notch downtown community that offers resort-style amenities to make your living experience even better. These amenities include a heated pool, barbecue/picnic area, tennis and pickleball courts, fitness center, and clubroom, all on beautifully maintained grounds. You’ll also have onsite management, assigned parking, guest parking, electric auto charging stations, and bike/kayak storage. One Watergate’s prime location makes it easy to get to all the great places to eat, go to the theater, shop, and explore Sarasota. If you’re looking for a peaceful and desirable place to live, this unit is the perfect opportunity to make your dreams come true.
Listing Agent: Babette Paige (941-587-1045)
1314 GRANTHAM DR, SARASOTA, FL 34234
$310,000160 Days on yellowkey MLS ID: A4672819
0 Days Off yellowkey (back on 4/26/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1769 Built: 2020Monthly Fee: $299 Tax: $3,729 (2024)Community: Bradford Manor TwnhmsTownhouse
Taxes:$3,729
Remarks: Under contract-accepting backup offers. FIRM NEW PRICE - 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. 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)
1709 N TAMIAMI TRL #416, SARASOTA, FL 34234
$525,0007 Days on yellowkey MLS ID: A4690932
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 855 Built: 2022 Tax: $6,366 (2025)Community: The Strand Of SarasotaCondo
Taxes:$6,366
Remarks: Exceptional opportunity to experience a premier waterfront lifestyle in this contemporary condo, located just minutes from the vibrant energy of downtown Sarasota and our award-winning local beaches. Amazing water views from sunrise to sunset right outside your door. This gated community offers a suite of high-end amenities, including a state-of-the-art fitness center, a serene pool, and direct water access—perfect for launching a kayak or paddleboard through Whitaker Bayou into Sarasota Bay. A community dog park and fire pit are also available. The residence itself features modern styling with clean lines and is complemented by practical luxuries such as custom designer shades and curtains throughout and a large organized walk in closet in the owners suite. Additional features of this property include: -Den/Office with built in closet. - Dedicated underground parking space, additional storage, and secure elevator access. - A full-size front-load washer and dryer conveniently located adjacent to the owner's suite walk-in closet. - Significant investment potential, with the rare benefit of permitting weekly rentals. Whether you are seeking a personal sanctuary or a high-performing income-generating property, this residence is an ideal choice.
Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)
Listing Agent: Anne Friedland (941-894-7248)
4777 RINGWOOD MDW, SARASOTA, FL 34235
$550,00065 Days on yellowkey MLS ID: A4681651
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2089 Built: 1980Monthly Fee: $153 Tax: $689 (2025)Community: The MeadowsSingle Family
Taxes:$689
Remarks: This exquisitely landscaped home has been updated from the curb back to the family room. Pavers in the driveway lead to an epoxy-coated garage floor that adds durability and a clean, polished appearance. Continue walking around the house to an upgraded main entrance that showcases native plants, vibrant flowers, and stunning trees, including a Flamboyant Royal Poinciana, a Mature Mango tree, and a striking Blue Hawaii Jacaranda, creating exceptional curb appeal and a warm welcome for residents and guests alike. This green space also provides a private location for enjoyment and relaxation. Inside, the kitchen-dining-living-family room comprises the main living area, making it ideal for entertaining or spending quality time with family. The expansive layout and light-filled interiors create an immediate sense of calm and openness the moment you walk through the upgraded main entrance. The family room features sweeping glass walls that fill the space with natural light and frame calming views of birds and animals in the surrounding landscape. All glass in the home was upgraded to meet Florida hurricane standards. The split floor plan places the guest bedrooms on opposite sides of the home, ensuring comfort and privacy for everyone. A unique whole-house exhaust system provides enhanced ventilation, perfect for the chef of the home. This highlights upgraded appliances including a microwave (2025), AC (2023), refrigerator (2021), oven (2021), dishwasher (2021), washer (2020), and dryer (2020). The home is in The Meadows, a tranquil, master-planned community known for its lush, park-like landscapes, ancient oak hammocks, sparkling lakes, and miles of walking and biking trails. With no CDD fees and three golf courses with new professional management and optional memberships, The location offers an exceptional lifestyle in a serene natural setting. The property also enjoys peaceful views of one of the golf courses, adding to the sense of openness and tranquility. The location is unmatched, offering convenient access to Mote Marine Aquarium, Siesta Key Beach, Sarasota’s vibrant cultural arts scene, world-class theaters, UTC Mall, popular restaurants, Nathan Benderson Park, and the Sarasota–Bradenton International Airport. Schedule your private showing today and experience the exceptional lifestyle this home offers. The seller is open to negotiation, submit your offer.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Michael Schepps (941-807-0880)
4810 BAY SHORE RD, SARASOTA, FL 34234
$1,175,000133 Days on yellowkey MLS ID: A4672800
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2073 Built: 1951Monthly Fee: $3 Tax: $14,334 (2024)Community: Sapphire ShoresSpa: YesSingle Family
Taxes:$14,334
Remarks: Welcome to this exceptional mid-century modern pool home, perfectly situated in the sought-after Sapphire Shores neighborhood of Sarasota, just minutes from The Ringling and the downtown district. LISTED AT $150,000 BELOW RECENT LENDER APPRAISAL. Sapphire Shores is one of Sarasota’s most beloved neighborhoods, where you’ll find neighbors out walking, biking, and strolling with their dogs, creating a welcoming sense of community. Just moments from Sapphire Shores Park, residents enjoy sunsets over the bay, kayaking, fishing, and peaceful waterfront walks, with a dog-friendly atmosphere. It’s the kind of place that feels like a step back in time, where neighbors wave as you pass and often stop to chat, making it feel truly like home. Thoughtfully updated and beautifully maintained, this 3-bedroom, 2.5-bathroom home sits on an expansive one-third-acre corner lot just one block from Sarasota Bay. With a desirable western front exposure, the home is perfectly positioned to capture stunning sunset views while offering effortless access to Sarasota’s vibrant cultural scene. Inside, 2,073 square feet of living space unfolds across a well-designed split floor plan that blends timeless architectural character with modern upgrades. Sustainability meets sophistication with 24 solar panels that power the home and charge Tesla Powerwall System, providing backup energy while significantly reducing utility costs. A cement tile roof and Miami-Dade hurricane windows anchor the home’s durable and efficient design, complemented by energy-efficient systems including a low-energy Thermeau heat pump, a Trane XR air conditioning system with whole-home surge protection, and a Pentair pool pump. Interior spaces are filled with natural light and feature recessed and LED lighting, plantation shutters throughout, and engineered hardwood flooring. The primary suite offers a serene retreat with two walk-in closets complete with custom organizers, private access to a charming courtyard garden, and a spa-inspired ensuite bathroom showcasing a clawfoot soaking tub, dual marble-topped vanities, and a walk-in shower with built-in seating and shelving. Additional bedrooms and bathrooms are equally well-appointed, featuring thoughtful details such as cedar-lined closets. The chef’s kitchen offers generous granite countertop space, modern appliances, and views of the lanai and pool area. Outdoors, the expansive lanai, plumbed for natural gas, is ideal for entertaining or relaxing beside the saltwater pool and spa, equipped with a Dart Pool saltwater filtration system and a new pool filter (2023). Pre-drilled anchors for a child safety fence add peace of mind. The oversized yard is fully enclosed with PVC fencing for privacy and enhanced outdoor living. Lush landscaping is supported by a Rainbird irrigation system connected to a private well. Additional luxury features include a whisper-quiet hurricane-impact garage door, a mini-split AC system in the garage, and a Gorilla-finished garage floor. Modern conveniences continue with an EcoWater whole-house water filtration system, a Joli Vita Spa hot tub with 44 jets, and a thoughtfully designed laundry room featuring cabinetry, counter space, and a functional mudroom area. This house comes with a REDUCED RATE as low as 5.875% (APR 6.135%) as of 04/23/2026 through List & Lock™. This is a seller paid rate-buydown that reduces the buyer’s interest rate and monthly payment. Terms apply, see disclosures for more information.
Listing Agent: Christina Gaskill (941-539-0445)
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