Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
2644 WATERFRONT CIR, SARASOTA, FL 34240
$1,539,00035 Days on yellowkey MLS ID: A4691429
1 Days Off yellowkey (back on 5/21/2026)
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3492 Built: 2026Monthly Fee: $372 Tax: $2,667 (2025)Community: Monterey At Lakewood RanchSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,667
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Under Construction. Private preserve home site with an inviting private pool and spa. 16-foot impact multi-slide stacking great room door for seamless indoor-outdoor living. Primary bath with alternate layout featuring a luxe upgraded shower and soaking tub. Dedicated first-floor office in lieu of flex room for a refined, functional workspace. The Caladesi's welcoming covered entry and inviting foyer open onto the expansive great room and views to the large covered lanai beyond. The well-designed gourmet kitchen overlooks a bright casual dining area and is highlighted by a large center island with breakfast bar, plenty of counter and cabinet space, thoughtful workspace, and sizable walk-in pantry. The private primary bedroom suite is enhanced by dual walk-in closets and primary bath with dual-sink vanity, large soaking tub, luxe shower, and private water closet. Secondary bedrooms feature generous closets, one with a private bath, the other with shared hall bath. Additional highlights include a versatile office space, convenient powder room, centrally located laundry, and additional storage. Schedule a tour today!
Listing is courtesy of: TAMPA TBI REALTY LLC (941-279-4055)
Listing Agent: Jordan Kosobucki (941-313-7373)
1255 N GULFSTREAM AVE #408, SARASOTA, FL 34236
$1,299,000215 Days on yellowkey MLS ID: A4670428
2 Days Off yellowkey (back on 5/21/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2055 Built: 1982 Tax: $17,302 (2024)Community: Bay PlazaCondo
Taxes:$17,302
Elementary School: Alta Vista Elementary
Tax Year: 2024
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Elevate Your Lifestyle at Bay Plaza — A Rare Corner Gem in the Heart of Sarasota. Step into refined luxury with this expansive and elegant condominium in the highly coveted Bay Plaza. Perched on the 4th floor, this stunning corner residence offers sweeping views of the bay, marina, and downtown skyline — all from two private terraces above the treetops, creating a serene escape from the energy of the city below. One of the largest two-bedroom plus study layouts in the building, this residence enjoys an open and airy floor plan, with nearly 9-foot ceilings, impact-rated windows and sliders, and timeless architectural design by renowned Sarasota School architect Tim Seibert. Built in 1982, Bay Plaza blends classic elegance with modern comforts. A spacious foyer welcomes you into a 20' x 27' combined living and dining area, featuring warm oak wood floors and two sets of triple-glass sliders that open to a generous terrace — perfect for entertaining or watching the fireworks over the bay on the Fourth of July. The kitchen layout is designed for both function and flow and includes an abundance of counter and cabinet space. A separate laundry room offers extra storage and convenience. The two private terraces invite morning coffee or sunset cocktails surrounded by nature — a true luxury in downtown living. Bay Plaza offers an unmatched lifestyle with 5-star amenities, including: 24-hour valet parking & concierge (each with call button), Full-time on-site management and maintenance, Fitness center with locker rooms, sauna, and steam rooms, Lap pool, hot tub, EV charging stations, Elegant lobby with grand piano Media room, party/catering kitchen, card & board rooms, Seasonal and bike storage, Pet friendly. Located on exclusive Palm Avenue, you're just steps from Sarasota’s finest dining, boutique shopping, cultural attractions, and the waterfront. Walk the Ringling Bridge, join a Bayfront yoga class, or hop on the Bay Runner Trolley for a day at Lido Beach or a visit to St. Armands Circle. The building is impeccably maintained, and the association is known for being proactive and well-managed. Don't miss the opportunity to live in one of Sarasota’s most prestigious addresses — Bay Plaza — where luxury, location, and lifestyle come together seamlessly.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Joanna Benante (941-356-7718)
3548 FOUNDERS CLUB DR, SARASOTA, FL 34240
$2,345,000316 Days on yellowkey MLS ID: A4658917
REDUCED by $50,000 (2.1%) on 05/08/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5426 Built: 2006Monthly Fee: $499 Tax: $10,982 (2024)Community: Founders ClubSpa: YesSingle Family
Taxes:$10,982
Remarks: This is the one * WELCOME TO THE FOUNDERS CLUB, ONE OF THE MOST COVETED COUNTRY CLUB COMMUNITIES IN SARASOTA * This Quality Built Lee Wetherington Executive Home features a VERY PRIVATE SETTING ON OVER 1/2 ACRE * PANORAMIC VIEWS OF A TRANQUIL LAKE IN YOUR BACKYARD WITH SERENE GREENBELT VIEWS FROM YOUR FRONT YARD - THIS IS A PREMIER LOCATION * RARELY AVAILABLE in this sought after neighborhood, this BEAUTIFUL HOME has been LOVINGLY RENOVATED * Step into the Grand Foyer and be amazed * Architectural details are at every turn * The current homeowners painstakingly oversaw every step of the NEW CHEF'S KITCHEN WITH A COASTAL CONTEMPORARY DESIGN BOASTING NEW Custom Wood Cabinets, NEW Quartz Countertops, a Waterfall Island, NATURAL GAS COOK-TOP and a Walk-in Pantry * The Kitchen is open to the SPACIOUS Family Room AND an expansive Glass-enclosed A/C Cabana-style Room with three walls of glass sliders (open the doors in the winter time!), screen windows, a natural gas fireplace, plus a wet bar - this is the perfect space for relaxing, entertaining, and it can even be used as a playroom * This FAMILY ESTATE is remarkable with 5,426+/- A/C SQFT * 4 Bedrooms & 4.5 Baths * Den/Office * Bonus Room * A Multi-use 15x13 Safe Room could be used as a Home Gym or Flex-space * Your Primary Suite features #2 Custom California style Walk-in Closet's and a NEW LOVINGLY RENOVATED Spa-style Bath with custom Cabinets, NEW Garden Tub, and a SPACIOUS Walk-in shower * This THOUGHTFULLY CURATED BATH is a TRUE OWNERS' RETREAT * Formal Living Room * Formal Dining Room * UPSTAIRS FEATURES A BONUS ROOM AND A SEPARATE GUEST BEDROOM + BATH with a Screened Lanai featuring Lake Views * Just a few of the additional features include: Volume ceilings * IMPACT GLASS WINDOWS + STORM SHUTTERS * SOLID CORE DOOR & CUSTOM WOOD TRIM * NEW Exterior Paint 2021 * NEW Interior Paint 2022 * Whole House Water Softener and Reverse Osmosis System * A 40-kilowatt OLYMPIAN NATURAL GAS WHOLE HOUSE GENERATOR * All of this wraps the PRIVATE HEATED POOL & SPA RECENTLY UPDATED with a NEW HEATER IN 2022 AND RESURFACING WAS DONE IN 2021 * The Founders Club is a beautiful low-density 24/7 guard-gated community with over 700 acres of wetlands and preserve and only 262 homes. The renowned Robert Trent Jones Jr. golf course offers members easy tee times and is one of the only walkable courses in the region. Har-Tru tennis courts & pickle ball courts and a picnic pavilion, and playground, basketball court, and fitness center are also on site. Residents enjoy easy access to the cultural venues of downtown Sarasota and attractions of Lakewood Ranch. Optional golf/social memberships. Members enjoy a 24/7 fitness facility, stately clubhouse, community events, and a restaurant with picturesque veranda. Come see this exceptional home and discover an extraordinary lifestyle. ONE LOOK & YOU'LL FALL IN LOVE *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Glenn Brown (941-342-6464)
3820 GLEN OAKS MANOR DR, SARASOTA, FL 34232
$349,000117 Days on yellowkey MLS ID: A4681493
REDUCED by $5,000 (1.4%) on 05/21/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1630 Built: 1984Monthly Fee: $438 Tax: $2,297 (2025)Community: Glen Oaks Manor Homes Ph 2Single Family
Taxes:$2,297
Elementary School: Tuttle Elementary
Remarks: One or more photo(s) has been virtually staged. Priced to sell, one of the best values in Glen Oaks Manor. Welcome to this well-maintained 2-bedroom, 2-bathroom home located in the desirable Glen Oaks Manor community of Sarasota. This move-in ready home offers a functional open layout with tile flooring and fresh neutral finishes throughout. The kitchen includes ample cabinet storage and generous counter space which flows into the living and dining areas for easy, everyday living. Both bedrooms are comfortably sized, with the primary bedroom offering a renovated en-suite bathroom. Sliding glass doors lead to a private screened courtyard, perfect for relaxing or entertaining with minimal maintenance. Additional features include a two-car garage, neat landscaping, and a quiet neighborhood perfect for year-round living or seasonal residence. Conveniently located, it is just a 4-mile drive to downtown Sarasota and a 5-mile drive to University Town Center, St. Armands, and Lido Key Beach.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Daniela Madrid-Bermejo (941-960-0770)
4424 HIGHLAND PARK #5, SARASOTA, FL 34235
$550,00030 Days on yellowkey MLS ID: A4692053
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2120 Built: 1988Monthly Fee: $171 Tax: $3,107 (2025)Community: MeadowsSpa: YesVilla
Taxes:$3,107
Elementary School: Gocio Elementary
Remarks: Beautifully remodeled villa-style home in the premier Sarasota community of The Meadows. Recent updates include fresh interior paint, new flooring, tile, and appliances, creating a clean, move-in-ready feel throughout. Spacious Great Room featuring a wood burning fireplace and built in wet bar. This free-standing residence is in the charming Highland Park enclave, offering privacy with no adjoining walls and a generously sized two-car garage. High ceilings with molding and eight-foot sliding glass doors fill the home with natural light while framing beautiful views. The floor plan flows exceptionally well, creating a sense of openness, comfort, and privacy. Enjoy the exceptional lifestyle of The Meadows, known for its 85 lakes and waterways, 14 miles of walking and biking trails, majestic oak trees, preserved open spaces, and commitment to wildlife and ecology. Community amenities include golf, 15 Har-Tru tennis courts, eight new pickleball courts, a lifestyle center, and a Junior Olympic-size pool. Ideally situated between UTC and downtown Sarasota, this location offers convenient access to world-renowned restaurants, exclusive shopping, vibrant arts and culture, Nathan Benderson Park, the newly opened Mote Marine Aquarium, and Sarasota’s sparkling Gulf Coast beaches. A wonderful opportunity to enjoy comfort, convenience, and the natural beauty of one of Sarasota’s most established communities
Listing is courtesy of: MORGAN JOHNSON REALTY LLC (941-932-5939)
Listing Agent: Kathy Morgan (941-932-5939)
547 N SHORE DR, SARASOTA, FL 34234
$2,700,000102 Days on yellowkey MLS ID: A4682843
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3110 Built: 1928Monthly Fee: $3 Tax: $8,131 (2025)Community: Sapphire ShoresSingle Family
Taxes:$8,131
Elementary School: Emma E. Booker Elementary
Remarks: Exquisitely restored 1926 residence in Sarasota’s historic Museum Area west of the Trail. This architectural gem is one of just 13 original platted homes in the historic Sapphire Shores subdivision. Originally built for John Ringling’s circus talent scout, this home represents one of the best examples of true Mediterranean Revival architecture on the market. Set on an oversized 0.40-acre double lot located out of the flood zone and at 15 feet of elevation, this 3,100 sq ft home comprises 3 bedrooms, 2.5 bathrooms plus a sunroom/den in the main house and a 1 bedroom 1 bath detached guest house - 3,100 sq ft in total. The home is located on one of the coveted wide streets leading to the bayfront park. The traditional Mediterranean façade is framed with lush landscaping and a circular reclaimed brick driveway leading up to a beautiful arched entryway. The current owners have invested extraordinary time, vision, and craftsmanship into restoring and refining this 101-year-old architectural treasure. True to its historic character with its elegant arched doorways to intricate tilework and exposed original tile brick, the home also benefits from thoughtful updates that support modern living without compromising its integrity. An extensive 2017 remodel created a bigger kitchen, added a butler’s pantry/laundry room, new roof, new plumbing and electric, and new bathrooms. The owners added approximately 2,000 sq ft of outdoor living space with a beautiful Spanish-inspired covered lanai with space for eating, lounging and entertaining and a large pool deck with panoramic screens. The yard is a true gardener’s paradise, featuring multiple curated garden beds, a wide variety of plant and tree species, and a beautifully designed succulent garden bordering the front of the home. The two-car garage is currently used as a workshop/workout room but can be easily converted back to a garage. This is a rare opportunity to own a piece of Sarasota’s architectural history, thoughtfully restored, beautifully enhanced, and ready for its next chapter. This beautiful home is located just south of the Ringling Museum and Asolo Theater and is a short walk from a beautiful neighborhood park by the bay where locals gather to fish, watch the sunset, practice yoga and walk their dogs. Indian Beach Sapphire Shores is minutes from downtown Sarasota, Lido Beach, and St. Armands Circle. The home is perfectly positioned near Ringling College of Art, New College, and the North Trail’s growing selection of independent restaurants, coffee shops, and pubs.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Bev Murray (941-724-4995)
1233 N GULFSTREAM AVE #401, SARASOTA, FL 34236
$1,450,000362 Days on yellowkey MLS ID: A4654801
REDUCED by $100,000 (6.5%) on 05/21/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1940 Built: 2001 Tax: $13,207 (2025)Community: Marina TowerCondo
Taxes:$13,207
Remarks: One or more photo(s) has been virtually staged. Welcome to Marina Tower, a waterfront residence located in the heart of downtown Sarasota. This beautifully appointed condo offers 1,940 square feet of thoughtfully designed living space, featuring two spacious bedrooms, two and a half bathrooms, and a versatile office nook ideal for working from home or quiet reading. Floor-to-ceiling glass sliders frame expansive views of Sarasota Bay, the marina, and the Gulf of Mexico, allowing natural light to fill the home throughout the day. The open layout flows seamlessly to a private balcony overlooking the water, creating a calm extension of the interior living space. The setting offers a rare level of walkability. Bayfront Park, Marina Jack, downtown restaurants, coffee shops, theaters, art galleries, and Sarasota’s cultural venues are all within easy walking distance, providing everyday convenience and connection to the city without reliance on a car. Marina Tower is a full-service, pet-friendly building offering 24-hour concierge and security, a heated pool and spa, fitness center, gated parking, convenient storage, and a beautifully maintained guest suite on the lobby level available for residents’ visiting family and friends. Residents also enjoy direct access to the garage and attentive on-site services that support comfortable daily living. This residence brings together gorgeous waterfront views, thoughtful design, and effortless downtown walkability in one of Sarasota’s most established bayfront locations. MOTIVATED SELLER - CALL TODAY!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
800 S BLVD OF PRESIDENTS #12, SARASOTA, FL 34236
$499,900506 Days on yellowkey MLS ID: A4635627
0 Days Off yellowkey (back on 4/17/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1090 Built: 1972Monthly Fee: $966 Tax: $6,484 (2024)Community: Embassy VillasCondo
Taxes:$6,484
Elementary School: Southside Elementary
Remarks: Under contract-accepting backup offers. NEW PRICE! *ACT NOW*GREAT INVESTMENT OPPORTUNITY THAT WON'T LAST*. SARASOTA'S SAINT ARMAND'S CIRCLE & LIDO KEY welcomes you to the EMBASSY VILLAS. Prime Location with 2 week minimum rentals allowed. This stylishly remodeled corner unit is perfect for you to enjoy the island lifestyle and walk to the beautiful Lido Key Beaches and to the Saint Armand's Circle to enjoy the many world class restaurants, shops, ice cream cones, and events. AC(August 2024), NEW WASHER/DRYER(October 2025), Fully Remodeled Kitchen and brand new appliances! Located TWO BLOCKS from the famous Lido Beach on the Gulf of Mexico, with food and drinks concessions, picnic tables, shade gazebo, restrooms, showers and the Lido Beach Public Pool. The townhouse style home features vaulted ceilings and large windows that light up this contemporary townhouse. Boasting TWO PRIMARY BEDROOMS, each with private bathrooms. One located on the ground floor and the other on the second floor. Lido Nature Park is just steps away where you can kayak, fish and explore the Sarasota's Bay Mangroves and natural beauty of the tropical landscape and many birds. Minutes to the DOWNTOWN SARASOTA to all of the best attraction such as the Selby Botanical Gardens, Opera House, Ringling Museum, theaters and restaurants.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Jon Patella (941-228-1613)
3405 TALLYWOOD LN #7130, SARASOTA, FL 34237
$245,00075 Days on yellowkey MLS ID: A4686425
REDUCED by $20,000 (7.5%) on 05/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1470 Built: 1983 Tax: $1,674 (2025)Community: Tallywood Ph 1 & 2Villa
Taxes:$1,674
Remarks: Experience the ultimate blend of comfort and tranquility in Tallywood, a beautifully maintained 55+ villa community nestled in a prime Sarasota location. This inviting residence features a private, screened front door with a courtyard perfect for grilling or soaking up the Florida sunshine. Inside, the open floor plan seamlessly connects the kitchen to both living areas, creating an ideal layout for entertaining guests. The rear great room has been thoughtfully enlarged to incorporate the original lanai, offering additional square footage and serene views of the lush, park-like landscaping. A spacious primary suite serves as a true retreat with an expansive walk-in closet, while the unit includes a covered one-car carport with a dedicated storage cabinet. Residents enjoy resort-style amenities including a clubhouse, screened pool, shuffleboard, and fitness center, all situated just minutes from downtown Sarasota, world-class Gulf beaches, UTC Mall, and I-75. Discover the maintenance-free lifestyle you deserve and schedule your private tour of this Tallywood gem today
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Sheri Wofford (941-809-8366)
1255 N GULFSTREAM AVE #1106, SARASOTA, FL 34236
$1,300,000118 Days on yellowkey MLS ID: A4680458
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1657 Built: 1982 Tax: $8,423 (2025)Community: Bay PlazaCondo
Taxes:$8,423
Remarks: One or more photo(s) has been virtually staged. Experience the pinnacle of downtown Sarasota living at Bay Plaza, where the 11th floor showcases breathtaking, sweeping vistas of Sarasota Bay and the Gulf of Mexico—views that truly impress from every angle. An updated great room with a spacious, inviting layout, perfect for both relaxation and entertainment. It offers ample space for both the living and dining areas, making it ideal for gatherings. Additionally, there are two beautifully designed en-suite bedrooms and bathrooms. Throughout the home, you'll find crown moldings, recessed lighting, custom built-ins, solid-surface counters, modern, high-quality cabinetry, and tiled flooring set on the diagonal, all of which truly elevate the space! You'll absolutely love this elegantly remodeled kitchen! It’s generously sized, with dramatic granite countertops and a delightful peninsula with bar seating. The open shelving and glass shelves add a stylish touch, while the service entrance and convenient laundry closet make life easier. Imagine creating your dream coffee bar or a cozy home office nook in the flexible space. Plus, it comes equipped with a built-in pantry, sleek stainless-steel appliances, a tiled backsplash with glass tile accents, and task lighting. The Owner’s Suite is thoughtfully located for privacy and boasts amazing views. It has an accessible bathroom that is appealing to everyone, including individuals with disabilities. Key features include double sinks, lots of cabinetry, solid surfaces, a zero-entry tiled shower with dual showerheads, and a wide doorway with a pocket door leading to an expanded water closet designed for mobility with bonus storage. The double primary certainly has its standout characteristics on the other side of the floor plan, with convenient access to the secondary bath and views of the bay. This residence is not only move-in ready for your comfort and enjoyment, but it also shines with spotless perfection. Discover the joy of stepping into a home that feels custom-made for you, where you can truly relax and make it your own from day one! As a resident of Bay Plaza, you will benefit from exceptional amenities, including 24/7 valet parking, convenient EV charging stations, and unmatched concierge services available around the clock. The building has recently been transformed with the installation of impact-resistant glass, elevating its sophistication and ensuring both style and safety. Unwind in the luxurious heated swimming pool, soak in the rejuvenating spa, or maintain your fitness routine in the state-of-the-art fitness room, complete with a European sauna and steam room. Nestled in the heart of downtown Sarasota, this prestigious building is surrounded by a variety of trendy restaurants and boutiques. Residents can effortlessly immerse themselves in the vibrant cultural scene, with Whole Foods, the Theatre, and the Opera just moments away. Enjoy the spectacular 4th of July fireworks at Marina Jacks from the comfort of your balcony. With its unbeatable location just minutes from St. Armands Circle, Longboat Key, and Sarasota’s stunning beaches, this unit offers an unparalleled opportunity to embrace the dynamic social lifestyle that downtown Sarasota proudly provides. Don't miss your chance to make this exquisite residence your own!
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
25 N WASHINGTON DR, SARASOTA, FL 34236
$4,500,00014 Days on yellowkey MLS ID: A4694297
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4000 Built: 2027 Tax: $353 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$353
Remarks: Pre-Construction. To be built. Brought to you by Noah Thomas Builders, experience the pinnacle of coastal luxury in this custom residence, perfectly positioned near St. Armands Circle and the white sand shores of Lido Key Beach. Designed to embody elevated coastal living, the residence welcomes you with soaring ceilings, expansive open living spaces, custom architectural details, and a warm modern coastal aesthetic throughout. Thoughtfully curated for both everyday comfort and upscale entertaining, every space blends timeless design with effortless functionality. The chef’s kitchen is a true showpiece featuring premium appliances, custom cabinetry and oversized island with quartz countertops. The luxurious primary suite offers a private retreat complete with a spa-inspired bath, walk in closets, private balcony access, and serene coastal ambiance. Spacious guest suites provide comfort and privacy, while additional flex spaces create the perfect setting for a home office, media room or fitness studio. Outdoor living is equally impressive with a resort-style pool and spa, expansive covered lanai, tropical landscaping, and areas designed to embrace the Florida lifestyle year-round. Built to modern coastal standards, the home features elevated FEMA-rated construction, impact windows and doors, elevator access, and exceptional craftsmanship throughout. Located just minutes from boutique shopping, award-winning dining, marinas, downtown Sarasota, and some of the Gulf Coast’s most beautiful beaches, this is a rare opportunity to own luxury new construction in one of Sarasota’s most sought-after coastal communities. Whether as a primary residence or seasonal retreat, this home represents the very best of modern coastal living near St. Armands Circle. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
825 SEASCAPE PL, SARASOTA, FL 34240
$1,175,00015 Days on yellowkey MLS ID: A4693930
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2486 Built: 2020Monthly Fee: $500 Tax: $11,174 (2025)Community: Shoreview/Lakewood Ranch WaterSingle Family
Taxes:$11,174
Remarks: Luxury meets lifestyle in Shoreview at Waterside. This move-in ready home showcases over $180,000 in premium upgrades with soaring 12-foot ceilings, designer finishes, and an open-concept layout built for effortless entertaining. Featuring 3 bedrooms, 3 bathrooms, a private office, and a spacious 3-car garage, every detail was thoughtfully designed to blend elegance and comfort. Upgrades include hurricane-rated modern glass front and garage doors, upgraded flooring, custom built-in closet shelving, attic decking for additional storage, fresh exterior paint, and enhanced landscaping. Step outside to your private backyard retreat complete with a putting green, outdoor kitchen with pergola and mini fridges, new pavers, and a fully fenced yard designed for year-round Florida living. Located just minutes from Waterside Place, enjoy easy access to waterfront dining, local shopping, weekend farmers markets, and entertainment all just a golf cart ride away. Luxury living without the wait of new construction.
Listing is courtesy of: GULF SANDS REALTY, LLC (941-343-7275)
Listing Agent: Crystal Hobbs (941-557-4873)
3170 EDEN MILLS DR, SARASOTA, FL 34237
$369,50017 Days on yellowkey MLS ID: A4693888
Bed: 3 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1255 Built: 1963 Tax: $1,964 (2025)Community: Lake RidgeSingle Family
Taxes:$1,964
Remarks: Charming block home in Sarasota featuring 3 bedrooms and 1.5 bathrooms with a 1-car garage and numerous recent updates throughout. This well-maintained property offers ceramic tile throughout the main living areas and new luxury vinyl plank flooring in the bedrooms. The kitchen has been refreshed with a new stainless steel sink and faucet, along with updated appliances including a washer, dryer, microwave, range, and new dishwasher. The primary bathroom has been updated with a refreshed bathtub and tile work. Additional interior features include new blinds, and a few brand new window panels installed. Major system upgrades provide peace of mind, including a 2026 new roof with warranty, 2026 new electrical panel with warranty, new AC system with new coil and compressor, and a new UV light system with a 10-year warranty. The water heater was replaced in November 2018, and the home retains original copper/PVC plumbing in mint condition. Outside, enjoy the fully fenced in private pool area and an outdoor shed for additional storage. Conveniently located in Sarasota, this solid block construction home combines comfort, functionality, and valuable recent improvements.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Rachel Metcalfe (941-587-5975)
5552 BENTGRASS DR #7-110, SARASOTA, FL 34235
$175,00019 Days on yellowkey MLS ID: A4693462
0 Days Off yellowkey (back on 5/20/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 957 Built: 2002 Tax: $2,290 (2025)Community: Las Palmas Of SarasotaCondo
Taxes:$2,290
Remarks: Welcome to effortless Florida living in the highly desirable Meadows community! This beautifully maintained first-floor 1 bedroom 1 bathroom condo at 5552 Bentgrass Drive #7-110 offers comfort, convenience, and serene surroundings in one of Sarasotas most established golf and country club neighborhoods. Step inside to find a bright and open floor plan with spacious living and dining areas, abundant natural light, and relaxing views that create the perfect retreat year-round. The well-appointed kitchen offers ample cabinetry ,workspace and a NEW range and microwave while the generous primary suite provides a peaceful escape with a private bath and plenty of closet space. Upgrades include NEW hurricane impact windows in September 2025 and a NEW AC in March 2026 for your peace of mind. Located within Las Palmas Luxury Condominiums, the community offers amenities that feature 2 pools, a hot tub, fitness center, a clubhouse, tennis courts, a sauna, a playground, dog park, and outdoor grills. Ideally located just minutes from UTC shopping and dining, Benderson Park, championship golf, downtown Sarasota, world-famous beaches, and convenient access to I-75. Whether you are looking for a full-time residence, seasonal getaway, or investment opportunity, this Sarasota condo delivers location, lifestyle, and value all in one!
Listing Agent: Edward Bieker, Pa (941-525-6473)
3315 BAY SHORE RD, SARASOTA, FL 34234
$22,000,000183 Days on yellowkey MLS ID: A4673690
Bed: 5 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 10871 Built: 1987 Tax: $89,363 (2024)Community: Indian Beach Map OfSingle Family
Taxes:$89,363
Remarks: Set on 2.4 gated acres with an impressive 240 feet of pristine waterfront, this rare Sarasota compound offers over 10,000 square feet of pure privacy, serenity, and elevated coastal living. Perfectly positioned in the heart of the city yet worlds away, this estate delivers unobstructed, panoramic views of Sarasota Bay from nearly every room. Designed for both grand entertaining and intimate living, the residence welcomes you with a double-height foyer, cascading natural light, and a sense of scale that is both dramatic and warm. Across sixteen thoughtfully curated rooms, floor-to-ceiling windows frame endless water vistas, bringing the outdoors in and creating an atmosphere of true waterfront elegance. The estate features five spacious bedrooms and nine beautifully appointed bathrooms, including a breathtaking owners’ suite, a private, calming retreat with sweeping bay views, a spa-inspired bath, and a luxe outdoor shower surrounded by lush privacy landscaping. For those who value lifestyle and amenities, this property offers it all: A private tennis court tucked away behind mature tropical landscaping A well-appointed guest house ideal for extended stays A dedicated pool house for effortless entertaining A four-car garage for collectors and hobbyists Expansive terraces and outdoor lounging areas that overlook Sarasota’s most dramatic sunsets
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Inbal August (917-957-8111)
8092 GRANDE SHORES DR, SARASOTA, FL 34240
$1,499,99919 Days on yellowkey MLS ID: A4693313
1 Days Off yellowkey (back on 5/20/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2718 Built: 2019Monthly Fee: $433 Tax: $18,865 (2025)Community: Lakehouse Cove At Waterside Ph 1A & 1BSingle Family
Taxes:$18,865
Remarks: Under contract-accepting backup offers. Experience luxury waterfront living in Lakehouse Cove at Waterside, one of Lakewood Ranch’s newest and most sought-after communities. Built by Homes by Towne, this custom Islander model offers 3 bedrooms, 3 full baths, a private study, formal dining room, oversized great room, and a spectacular outdoor living space with serene water views. From the moment you enter, expansive waterfront views set the tone for this thoughtfully designed open-concept home featuring extensive custom woodwork, shiplap accents, crown molding, and designer details throughout. The spacious great room showcases wood beam tray ceilings, custom built-ins, and 16-foot sliding glass doors that seamlessly blend indoor and outdoor living. The chef’s kitchen is designed for both entertaining and everyday living, featuring painted shaker cabinetry, quartz countertops, newer stainless steel built-in appliances with gas cooktop, custom subway tile backsplash, a large walk-in pantry, and an oversized island with seating. The luxurious owner’s suite offers peaceful water views, custom tray ceiling details, dual vanities, an oversized walk-in shower, ceramic tile flooring, and a custom-designed walk-in closet. Two additional guest bedrooms provide ample space and privacy, including one en-suite bath. A widened private study, spacious laundry room with built-ins and utility sink, drop zone, and attached three-car garage complete the interior. Step outside to the screened paver lanai overlooking unobstructed water views. The outdoor living area features a custom heated PebbleTec saltwater pool with sun shelf and tanning area, covered entertaining spaces, and a fully equipped outdoor kitchen with built-in, brand new gas grill and sink. New pool heater and pool lights were recently installed. Residents of Lakehouse Cove at Waterside enjoy resort-style amenities including a community center, fitness center, boathouse with kayak launch and storage, pickleball and bocce courts, dog park, and ferry access on Sundays to Waterside Place featuring shopping, dining, entertainment, and recreational activities.
Listing is courtesy of: SERHANT (646-480-7665)
Listing Agent: Jenn Flanders (941-232-0788)
1350 5TH ST #402, SARASOTA, FL 34236
$695,00015 Days on yellowkey MLS ID: A4691938
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 784 Built: 2019Monthly Fee: $724 Tax: $5,936 (2025)Community: Risdon On 5ThSpa: NoCondo
Taxes:$5,936
Remarks: Stunning one bedroom penthouse in the heart of the Rosemary District, one of downtown Sarasota’s most vibrant and sought after neighborhoods, featuring an exclusive private garage, an exceptionally rare offering in luxury condo living. Positioned on a private penthouse level with only four residences, this sophisticated urban retreat combines privacy, security, contemporary design, and unmatched walkability. Filled with natural light, the residence features soaring ceilings, impact rated windows and doors, electric blinds, and refined modern finishes throughout. The open concept layout is complemented by a beautifully appointed kitchen with a premium appliance package, sleek cabinetry, and an oversized single cell sink designed for both style and functionality. Designed by Halflants + Pichette Studio for Modern Architecture, Risdon on 5th showcases striking contemporary architecture and an elevated downtown Sarasota lifestyle. Step outside your door to enjoy the rooftop pool and observation lounges, offering resort style amenities and an elevated atmosphere perfect for relaxing or entertaining. The gated community provides peace of mind while placing you in the center of downtown Sarasota’s thriving arts and entertainment scene. Residents enjoy unbeatable walkability to the Sarasota Opera House, theaters, acclaimed dining, rooftop bars, art galleries, boutique shopping, coffee shops, nightlife, and waterfront attractions. The private one car garage is a true rarity for downtown Sarasota penthouse living, adding convenience and long term value rarely found in the Rosemary District. Ideal as a full time residence, seasonal retreat, or investment opportunity, this exceptional penthouse offers the perfect lock and leave lifestyle in one of Sarasota’s most desirable urban locations.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Joseph Mcdonald, Llc (941-375-9646)
344 W ROYAL FLAMINGO DR, SARASOTA, FL 34236
$6,850,00021 Days on yellowkey MLS ID: A4693231
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4344 Built: 1998Monthly Fee: $108 Tax: $51,269 (2025)Community: Bird KeySpa: YesSingle Family
Taxes:$51,269
Remarks: Open bay sunsets, deep water access, and timeless coastal architecture define this exceptional Bird Key waterfront residence. Positioned on a quiet cul-de-sac along Sarasota Bay, this extensively updated bayfront home offers panoramic open water views, refined living spaces, and direct Gulf access with no fixed bridges. With approximately 100 feet of waterfront frontage and a new dock completed in 2023 accommodating up to a 60-foot vessel, the property is ideally suited for both motor yachts and sailboats while embracing Sarasota’s boating lifestyle. Inside, the residence balances warmth and scale with expansive living spaces, detailed millwork, and a thoughtful floor plan designed for both everyday comfort and entertaining. Beautiful renovations throughout have created a move-in ready environment, including a completely remodeled primary bedroom and bath, a full kitchen renovation in 2023 featuring Sub-Zero and Viking appliances, updated second-floor bathrooms, redesigned TV room with custom fireplace and cabinetry, and a temperature-controlled 140-bottle wine wall and bar installation. Walls of hurricane-rated Pella windows and sliding doors frame open bay views while allowing natural light to move throughout the interiors. Marble, wood, and carpeted flooring, custom cabinetry, wood-paneled accents, and integrated audio systems contribute to the home’s tailored yet inviting atmosphere. Additional upgrades include a replaced seawall, resealed and painted roof, fresh exterior paint, replaced garage doors, sealed driveway, instantaneous hot water system, and updated air conditioning systems. Outdoor living is centered around sweeping sunset views, expansive waterfront terraces, and the privacy of a generously sized homesite within Bird Key. Residents enjoy immediate access to downtown Sarasota, St. Armands Circle, Lido Beach, Bird Key Yacht Club, and the area’s renowned dining, shopping, and cultural attractions while returning home to the quiet character of this residential island community. A beautifully maintained bayfront residence offering exceptional boating access, open water views, and a location that remains one of Sarasota’s most desirable waterfront settings. Private showings available by appointment.
Listing Agent: Gigi Silverberg (941-993-3695)
4881 ANTRIM DR, SARASOTA, FL 34240
$699,000138 Days on yellowkey MLS ID: A4678761
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3588 Built: 2019Monthly Fee: $204 Tax: $7,803 (2025)Community: Worthington-Ph 1Single Family
Taxes:$7,803
Remarks: Under contract-accepting backup offers. HUGE PRICE IMPROVEMENT !! CAN NOT BEAT THIS PRICE NOW !! PRICED TO SELL NOW !! Absolutely Move In READY and Immaculately Maintained. A rare Opportunity to own a refined luxury residence in the coveted gated community of Worthington in Sarasota. This Exceptional Wekiva Floor Plan built by M/I Homes features 5 bed, 3 Full Bath, Bonus Room and 3 car Tandem garage with over 3500 Heated Sq Feet of thoughtfully designed living space, modern upgrades and flexible layout. From the Moment you arrive, the home's freshly done landscaping appeal sets tone, featuring paver driveway, tile roof. Step inside to a bright, open interior where natural light fills the space, highlighting tile flooring and refined architectural details. Home Features Brand NEW Refrigerator, Gourmet Kitchen, Stainless Steel Appliances, Built in Speakers, roller shades, plantation shutter, gas stove, quartz countertops. Step Outside to your private backyard oasis with expansive extended lanai with sliding glass doors. There is a plenty of space to make a POOL. NO CDD Fees, located near top schools, close to shopping, beaches, etc.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Fevil Patel (941-993-7286)
4131 PRUDENCE DR, SARASOTA, FL 34235
$289,90019 Days on yellowkey MLS ID: A4693475
0 Days Off yellowkey (back on 5/18/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1145 Built: 1966 Tax: $1,675 (2025)Community: Kensington ParkSingle Family
Taxes:$1,675
Remarks: ***More pictures on Monday. This 2 bedroom /2 bath single family home with one-car garage, shed and lanai, is located in Kensington Park and is a rare find! Kitchen has Formica counter tops with raised white cabinets and double bowl sink with stone back splash. Hall bath has tub/shower newer vanity and tile floors, luxury Vinyl Plank flooring throughout home. Hurricane impact windows and lanai. Kensington Park in the heart of Sarasota minutes from University Town Center Mall, Sarasota International Airport, downtown Sarasota, Gulf beaches and close to I-75.
Listing is courtesy of: REALTY SERVICES INC (941-954-4443)
Listing Agent: Kenneth Cowles (941-954-4443)
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