Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
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4424 HIGHLAND PARK #5, SARASOTA, FL 34235
$550,00072 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,107
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
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
$2,700,000144 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)
3405 TALLYWOOD LN #7130, SARASOTA, FL 34237
$245,000117 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
Elementary School: Tuttle Elementary
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
$1,300,000160 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
Elementary School: Alta Vista Elementary
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
$4,500,00056 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
Elementary School: Southside Elementary
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)
3825 PARKRIDGE CIR #1-202, SARASOTA, FL 34243
$231,00077 Days on yellowkey MLS ID: A4691818
0 Days Off yellowkey (back on 5/20/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1036 Built: 2005Monthly Fee: $411 Tax: $1,333 (2025)Community: ParkridgeCondo
Taxes:$1,333
Remarks: Under contract-accepting backup offers. Welcome to 3825 Parkridge—where smart updates, clean design, and an unbeatable location come together in one of the best values in the community. This second-floor 2-bedroom, 2-bath condo offers 1,036 square feet of thoughtfully designed living space and is completely move-in ready at $231,000. Inside, the home lives larger than expected. Luxury vinyl flooring runs throughout, and the remodeled kitchen features stainless steel appliances, updated fixtures, and a standout hidden pantry seamlessly built into a shelved wall—adding storage without sacrificing style. A glass wall between the dining area and stairwell brings in natural light and opens the space in a way that noticeably elevates the feel of the home. The primary bathroom has been fully updated with a clean, modern finish, new hot water tank installed 2025 and a new garage door opener is already in place—one more detail handled for the next owner. Ownership here is straightforward. The HOA covers the essentials, including pool, exterior maintenance, water, sewer, basic cable, trash and grounds, allowing for a low-maintenance, predictable lifestyle. Parkridge itself is gated, well-maintained, and established, with a heated pool and scenic lake views throughout. Location is where this property truly separates itself. Just off University Parkway, you’re minutes from UTC, Whole Foods, Detwiler’s Farm Market, and Publix, with downtown Sarasota, Siesta Key, Lido Key, and the Sarasota-Bradenton airport all within easy reach. For buyers looking for something updated, well-located, and easy to own—without stretching the numbers—this is a smart, compelling option. Ideal as a primary residence, seasonal retreat, or investment. Easy to show.
Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)
Listing Agent: Mary Jo Lobrutto (941-303-0449)
7884 KAVANAGH CT, SARASOTA, FL 34240
$439,00057 Days on yellowkey MLS ID: A4694129
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1945 Built: 2001Monthly Fee: $295 Tax: $3,006 (2025)Community: Tatum RidgeSingle Family
Taxes:$3,006
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Large corner lot with this 3 Bedroom-2 Bathroom plus a den residence with over 1940 Sq Ft of living area. Open floor plan with a large kitchen overlooking the Living room and breakfast nook. Newer roof and a/c system. This home is ready for you to come add your own touches to make this one exactly what you are looking for. The primary bathroom has dual sinks, walk in shower and a separate tub with lots of closet space. Sliding glass doors leading from you living room to a large private screened in patio. Split floor plan, large laundry room, 2 car garage, high ceilings throughout. Private gated community, maintenance free and located with a convenient location to shopping, UTC mall, SRQ airport and restaurants.
Listing is courtesy of: MEADOWS REAL ESTATE SERVICES (941-556-9440)
Listing Agent: Mike Babiarz (941-373-5064)
1155 N GULFSTREAM AVE #306, SARASOTA, FL 34236
$1,695,00096 Days on yellowkey MLS ID: A4689553
REDUCED by $54,000 (3.1%) on 05/19/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1770 Built: 2017 Tax: $13,593 (2025)Community: Vue Sarasota BaySpa: YesCondo
Taxes:$13,593
Remarks: Stunning Sarasota Bay and Marina Jack views, combined with newer construction, make this residence at The VUE a standout opportunity in downtown Sarasota. Ideally positioned, this luxury condominium offers exceptional walkability just steps from premier dining, shopping, and cultural attractions. Designed to live like a true three-bedroom home, the den has been thoughtfully enclosed with a door and custom Murphy bed—ideal for guests or a private office. A private elevator foyer welcomes you into a bright, open living space where expansive impact-rated sliders frame unobstructed water and city views along with spectacular sunsets. Immaculate interiors showcase porcelain tile throughout the main living areas, while engineered hardwood flooring adds warmth to the primary and second bedrooms. In the primary suite, a custom walk-in closet with built-ins is complemented by an additional reach-in closet, offering excellent storage and organization. The sleek, modern kitchen blends style and function with premium stainless-steel appliances, an induction cooktop, Nolte European cabinetry, and Culligan water treatment at the sink. Everyday convenience is enhanced by a utility room featuring an LG washer/dryer tower and additional storage. Residents enjoy a full suite of amenities including a resort-style pool and spa, state-of-the-art fitness center, rooftop dog park, concierge, valet service, and secure building access. Included with the residence are two garage parking spaces and a private storage unit. Sharing a coveted downtown location alongside the Ritz-Carlton and The Westin—home to its popular rooftop bar—this address offers unmatched access to Sarasota’s vibrant lifestyle. From here, the iconic Ringling Bridge is easily walkable without crossing major roads, making it simple to enjoy the scenic waterfront any time of day. An exceptional combination of luxury, location, and breathtaking views.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Mackenzie Longueuil (941-961-4023)
3818 GOCIO RD, SARASOTA, FL 34235
$1,299,000113 Days on yellowkey MLS ID: A4687006
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2580 Built: 1968 Tax: $2,513 (2025)Community: Not AssignedSpa: NoSingle Family
Taxes:$2,513
Remarks: Old Florida awaits you…this updated ranch home is situated on 1.45 acres with an in-town location. Property will be steps away to a new County Park in final approval / develpment. Bring the whole family and all the animals to enjoy this charming home and guest cottage. RE-1 zoning allows for horses, goats and chickens as family pets. The 3-bedroom 2 bath primary home has been entirely updated and is very well maintained. The open great room plan is a winner for family gatherings. The kitchen features newer SS appliances, granite and solid wood cabinetry. The bedrooms are split plan with maximum separation from the primary suite. The primary bedroom is enormous with a large walk-in closet with built ins. French doors lead out to the large screened in porch that overlooks the pool and grounds. When you go through the electric gate is when the magic happens. The above ground pool and fire pit are just a couple of the features of the property; The parking area has room for all of your toys (e.g. RV Parking). There is a small shed with carport for all of your gardening tools. The 1 bedroom 1 bath detached guest cottage has a full kitchen and full size inside laundry. A private patio under a giant shade tree adds to the charm. Beyond all of that is a fenced pasture that could be home to the animals, garden and more. Plenty of room to add more out buildings if desired. Close proximity to all that an international shopping mall and dining has to deliver. Nathan Benderson Park, Mote Marine and more are at your fingertips. Don’t miss this opportunity to have a country lifestyle in a intown location.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Robert T Anderson (941-350-8671)
845 HIGHLAND ST, SARASOTA, FL 34234
$575,00064 Days on yellowkey MLS ID: A4692698
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1106 Built: 1961 Tax: $1,920 (2025)Community: Highland PinesSpa: NoSingle Family
Taxes:$1,920
Remarks: Recently renovated mid-century cottage just west of Tamiami Trail in the coveted Indian Beach Sapphire Shores neighborhood. This 2-bedroom, 1.5-bath home features terrazzo floors, shiplap ceilings, and warm wood accents, with mature tropical landscaping framing the home. The renovated kitchen pairs white shaker cabinets, butcher block counters, and stainless steel appliances with a sunlit breakfast nook that flows into the dining area. Plantation shutters throughout. Ready to move in as a seasonal retreat, short-term rental or primary residence. Blocks to Indian Beach, minutes to downtown Sarasota, the Ringling Museum, and St. Armands Circle. A rare mid-century gem in one of Sarasota's most-loved neighborhoods.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Steven Windsor (941-592-5569)
1007 BLUE SHELL LOOP, SARASOTA, FL 34240
$2,413,060284 Days on yellowkey MLS ID: A4667366
2 Days Off yellowkey (back on 5/17/2026)
INCREASED by $75,000 (3.2%) on 04/20/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3754 Built: 2026Monthly Fee: $856 Tax: $6,626 (2025)Community: Wild Blue At WatersideSpa: YesSingle Family
Taxes:$6,626
Remarks: Under Construction. $25,000 Quick Move-In Incentive included! Welcome to Wild Blue at Waterside, where luxury coastal living meets natural beauty. This stunning Sterling III by Stock Luxury Homes showcases an exquisite blend of timeless architecture, semi-custom details, and expansive open-concept living. Featuring 4 bedrooms, 4 bathrooms, a spacious Great Room, elegant Dining Room, private Study, and a versatile Bonus Room, this home is thoughtfully designed for both everyday comfort and entertaining. Set on a desirable corner homesite, this residence offers enhanced privacy with extensive berming and lush professional landscaping, creating a secluded, tranquil backdrop rarely found in the community. Enjoy seamless indoor-outdoor living with a generously sized outdoor area complete with a pool and spa—perfect for relaxing or hosting guests—along with a 3-car garage for added convenience. Exceptional design, prime location, and immediate availability—don’t miss this opportunity.
Listing is courtesy of: STOCK REALTY LLC (941-208-3940)
Listing Agent: Victoria White (941-444-0434)
800 N TAMIAMI TRL #1203, SARASOTA, FL 34236
$995,000167 Days on yellowkey MLS ID: A4680471
REDUCED by $50,000 (4.8%) on 05/14/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1323 Built: 2007 Tax: $14,047 (2025)Community: AlinariSpa: YesCondo
Taxes:$14,047
Remarks: Prepare to be wowed. This expansive water-view and renovated residence on the 12th floor delivers breathtaking Sarasota sunsets and tranquil bayfront vistas the moment you step inside. Thoughtfully designed and impeccably maintained, the home is ideally situated within Sarasota’s cultural epicenter—just steps from world-class performing arts, tranquil garden spaces, the waterfront promenade, and The Bay Park’s scenic walking and cycling paths and multitude of activities. The building itself presents a truly elevated lifestyle, featuring an exceptional array of amenities including a resort-style pool and spa, fitness center with sauna, private theater, billiard room, library, club and tea rooms, business center, wine storage, bicycle storage, private storage, and three guest suites. Residents also enjoy the convenience and security of a 24-hour doorman and two deeded parking spaces. Inside the residence, refined updates enhance both form and function. Features include fresh paint, newer interior doors with glass knobs, custom closets, and plantation shutters. The kitchen has been tastefully updated with a reconfigured island showcasing a single-level quartz countertop, new sink, and new appliances installed in December 2024. The spa-inspired primary bath and renovated second bath offer a calming, contemporary aesthetic. Major system updates include a 2019 HVAC and a 2017 water heater, ensuring peace of mind. This is elevated Sarasota living—where sweeping water views, walkable culture, and turnkey luxury come together in one exceptional home.
2636 HIDDEN LAKE DR N #H, SARASOTA, FL 34237
$139,000176 Days on yellowkey MLS ID: A4679045
REDUCED by $3,000 (2.1%) on 05/15/2026
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 523 Built: 1974 Tax: $1,229 (2025)Community: Hidden Lake VillageCondo
Taxes:$1,229
Remarks: New price and refreshed presentation on this clean, move-in-ready studio in Hidden Lake Village. This light, efficient floor plan offers low-maintenance living in a central Sarasota location just minutes to downtown, beaches, and shopping. The open layout, screened lanai, and peaceful courtyard setting make this an easy property to enjoy or add to your rental portfolio. Investors will appreciate the steady rental demand, low carrying costs, and community amenities including two pools, tennis courts, fitness center, clubhouse, and on-site laundry. With updated flooring, solid surface counters, and assigned parking, this is one of the most affordable opportunities in Sarasota with long-term upside. A great option for a first home, seasonal retreat, or income property.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Greg Dudley (240-461-7460)
555 QUAY COMMONS #405, SARASOTA, FL 34236
$4,029,000139 Days on yellowkey MLS ID: A4684092
1 Days Off yellowkey (back on 5/14/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4001 Built: 2024Community: Ritz-Carlton Residences, Sarasota BaySpa: YesCondo
Taxes:$0
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Pre-Construction. To be built. At least one photo has been virtually staged. Welcome to branded luxury living at the preconstruction 20-story Ritz-Carlton Residences, Sarasota Bay ideally in Sarasota’s vibrant cultural district at The Quay. Residence #405 offers over 4,600 square feet with three bedrooms, 3.5 baths, and a den. Positioned on the fourth level, this exceptional home is intimately connected to the harbor and marina, capturing dynamic north, west and east water views from three private terraces beneath dramatic 12-foot ceilings. Enjoy Gulf sunsets to the west and picturesque bay and marina views to the north. A secured private elevator opens to your private foyer. The chef’s kitchen showcases European cabinetry, quartz countertops and premium Wolf and Sub-Zero appliances. Residents enjoy resort-style amenities, including a state-of-the-art fitness center, waterfront wellness facilities with hot and cold plunges, sauna and steam rooms, private treatment rooms, and a sports lounge with golf simulator. What sets this residence apart is the enduring strength of the Ritz-Carlton brand, a long-term commitment to excellence in service, operations, and meticulous maintenance that protects your investment and preserves its prestige.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Julia Decastro (941-812-5176)
4944 VILLAGE GARDENS DR #151, SARASOTA, FL 34234
$205,000477 Days on yellowkey MLS ID: A4645837
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1197 Built: 1982Monthly Fee: $530 Tax: $2,769 (2024)Community: Village Gardens Ph 3Spa: NoVilla
Taxes:$2,769
Tax Year: 2024
Remarks: WELL-MAINTAINTED TWO BEDROOM AND TWO BATHROOM VILLA WITH VAULTED CEILING. HUGE KITCHEN which features a pantry, laundry closet, breakfast counter and gas range. Spacious dining/living room for your next gathering with your friends and family. There is a large service window between the kitchen and the dining area. The lanai with the glassed sliding doors and screens has relaxing views of the backyard. Enjoy the view of the greenery and sip on your favorite beverage. This home has ample light and is also a split floor-plan. The main bedroom boasts a walk-in closet and the bathroom has a walk-in shower. By the side of the villa there is a storage unit for your convenience. The carport is covered. Village Gardens is a hidden gem in Sarasota and the amenities are pickleball, tennis and shuffleboard courts, heated pool with new furniture, Ramada with gas grills, utility sink and seating area, clubhouse with fully equipped kitchen, library and billiard table, lots of guest parking spaces as well. There is a manager on site. The grounds, exterior, roof are all maintained by the HOA. Take part in the vibrant social calendar activities and meet your neighbors/your new friends. Ride your bicycle or walk and enjoy the lush landscaping. Easy access to I-75 and just under 5 miles to Downtown Sarasota. St. Armand's and Lido Beach are about 15 minutes drive and on your way to the beach enjoy Ringling Bridge and the vast views of the bay. There are cultural and culinary venues close by, such as the Ringling Museum, Sarasota Opera, UTC Mall and more. The North Water Park is just around the corner with trails, a playground and covered seating areas for you and your four legged friends. Spend the day at the beach in Siesta Key with the dreamy sand and turquoise water of the Gulf. Live and work here all year around, have your villa as your vacation home, or as an investment property. Book your showing today.
Listing Agent: Diana Goldner (941-806-8405)
9533 LUNAR DOVE DR, SARASOTA, FL 34240
$507,000159 Days on yellowkey MLS ID: A4681608
REDUCED by $10,000 (1.9%) on 05/13/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1747 Built: 2025Monthly Fee: $495 Tax: $5,500 (2025)Community: Shellstone At WatersideVilla
Taxes:$5,500
Remarks: New Incentives Available - LUXURY VILLA! - In the prime location of Shellstone at Waterside this Luxury Villa offers Tile Flooring Through Out, Quartz Countertops, Tray Ceilings, Soft-Close Cabinets, 8' Doors, Impact Glass Windows, Oversized 2- Car Garage and a Screened in Lanai. It's the perfect unit for someone looking to dip their toe into Florida living or maybe someone looking to downsize in square footage and maintenance. Shellstone at Waterside is a maintenance free and amenity rich community offering Two Amenity Sites. The community features: Pickle Ball Courts, Tennis Courts, Basketball, Playgrounds, Dog Parks, Event Lawn, Screen-in Pavilion, Pool with Spa, Fitness Center, Club House and walking trails throughout the community. There is also a Lifestyle Director, Tennis Coach and Fitness Instructor. There are furnished models open to the public everyday, but please call the sales office to tour this specific unit.
Listing is courtesy of: HOMES BY TOWNE REALTY INC (941-907-9799)
Listing Agent: Marissa Stephenson (941-448-1755)
5721 BENTGRASS DR #20-104, SARASOTA, FL 34235
$264,000159 Days on yellowkey MLS ID: A4681108
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1559 Built: 2002Monthly Fee: $797 Tax: $3,435 (2025)Community: Las Palmas Of SarasotaCondo
Taxes:$3,435
Remarks: Welcome home to this beautifully bright and spacious 3 bedroom, 3 bath end-unit condo with a private garage, perfectly situated inside the gated community of Las Palmas. With its open feel, thoughtful layout, and abundant natural light, this residence offers the ideal blend of comfort, style, and easy Florida living.The kitchen is designed for both everyday living and entertaining, featuring warm wood cabinetry, generous counter space, a breakfast bar, and a separate dining area that invites gathering with family and friends. The living room impresses with gorgeous flooring, crown molding, and sliding glass doors leading to the screened patio which creates a seamless connection to the outdoors while filling the space with sunlight. Retreat to the spacious primary suite complete with large sliding glass doors to a screened porch area, a walk-in closet, and an ensuite bath with dual sinks, creating a private space to relax and recharge. A new hot water heater provides added value and peace of mind. Residents of Las Palmas enjoy a true resort-style lifestyle with access to two sparkling swimming pools, a fitness center, clubhouse, billiards room, tennis courts, walking trails, and RV and boat storage. Ideally located near University Town Center, Benderson Park, I-75, and just minutes from Sarasota’s world-renowned beaches, shopping, and dining, this home places you close to everything while offering a serene place to come home to. Spacious, inviting, and perfectly located, this is the one you have been waiting for. All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.
Listing Agent: Lisa Kroshus (941-303-3429)
412 PHEASANT WAY, SARASOTA, FL 34236
$2,995,000292 Days on yellowkey MLS ID: A4666317
0 Days Off yellowkey (back on 5/11/2026)
REDUCED by $100,000 (3.2%) on 05/06/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2677 Built: 2018Monthly Fee: $110 Tax: $29,755 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$29,755
Remarks: Under contract-accepting backup offers. Stunning value for newer build Garden Home on Bird Key! Welcome to Bird Key, Sarasota’s premier island neighborhood perfectly nestled between the heartbeat of downtown Sarasota and the allure of St. Armands Circle. This newer custom-built residence combines elevated design with impact-rated windows as well as newer construction and thoughtful upgrades throughout. Step inside and be captivated by the open great room, which features wide-plank hardwood flooring, tray ceilings with wood beams, custom wall treatments, and automated blinds. The chef’s kitchen is crafted with quartz counters, Bosch stainless steel appliances, a center island with bar seating, walk-in pantry, and a beautifully tiled backsplash. The primary suite is a private sanctuary with direct pool access, dual custom walk-in closets, and a spa-inspired bath with a free-standing soaking tub and dual-entry shower. Guests are treated to two additional stylish en-suite bedrooms, while the versatile fourth bedroom is currently used as a office. Enjoy entertaining in the lush outdoor backyard space, which includes a heated saltwater pool and spa with LED lighting, pavered deck, wood-accent ceiling, and a full summer kitchen with refrigeration and a plumbed-in gas grill. Additional features include a concrete tile roof, tankless gas water heater, irrigation system, custom exterior trim work, and a 3-car garage. Lightly lived in as a seasonal retreat, this home is available with an optional furniture package for effortless move-in. Bird Key living comes with the option to join the Bird Key Yacht Club for an additional fee. The club is currently being rebuilt into a beautiful state-of-the-art facility — just moments from your doorstep. This is more than a home – it’s the Bird Key lifestyle. Schedule your private showing today and claim your place in one of Sarasota’s most coveted addresses.
Listing Agent: Drew Russell (941-993-3739)
323 BOBBY JONES RD #323, SARASOTA, FL 34232
$158,00096 Days on yellowkey MLS ID: A4689282
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 504 Built: 1984 Tax: $1,769 (2024)Community: Brookside 2Condo
Taxes:$1,769
Remarks: ***5% financing for qualified buyers for two years. Seller will buy down your mtg. rate for two years to only 5% - FURNISHED*** Tucked behind Bobby Jones Golf Course, "The Hideaway" is one of Sarasota’s best-kept secrets. This uniquely designed condo offers a peaceful retreat with vaulted ceilings, stunning golf course views, and a private, screened courtyard. The outdoor space features lush plantings, stepping stones, and an upper wood deck, creating a serene environment perfect for relaxation or a play area for pets. Inside, the condo is turn-key furnished and thoughtfully designed for both comfort and style. Wood and slate floors add warmth and character, while the living space is enhanced by a built-in electric fireplace and custom wall unit. Natural light pours in through 12 feet of sliding glass doors, opening to the upper deck—the ideal spot for unwinding at sunset. The kitchen is fully equipped with newer appliances, including a stainless steel refrigerator and dishwasher, along with cookware, dishes, and glassware. A walk-in closet offers ample storage, and the in-unit washer and dryer add convenience. The bedroom is furnished with a queen-size bed dressed in luxurious 850+ thread count sheets, while two HD TVs with 120 channels and high-speed Comcast Wi-Fi provide entertainment and connectivity. The condo's surroundings are just as inviting, with a screened-in foyer and garden area, a wood deck with wicker furnishings, and a charcoal grill for outdoor cooking. A large open green space just beyond the door leads to moss-covered ancient oaks and a small creek, while the newly reopened Bobby Jones Golf Course provides a beautiful, expansive backdrop. A swimming pool is just steps away, offering a refreshing escape. With assigned parking and a convenient location near shopping and dining, this condo is also within walking distance to the bus stop for easy access to downtown Sarasota. Even better, all special assessments have been paid in full by the seller! Whether you are looking for that perfect, affordable vacation home, an investor in search of an income property, or a first-time homebuyer looking for a comfortable property that can later be used as a rental, "The Hideaway" offers privacy, comfort, and the best of Sarasota living.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Ron Koelling (941-923-4616)
9181 FLORIDA ROCK TRL, SARASOTA, FL 34240
$814,900215 Days on yellowkey MLS ID: A4675151
2 Days Off yellowkey (back on 5/9/2026)
Bed: 2 Bath: 2.0 Gar: 5 Liv Area Sq Ft: 2078 Built: 2025Monthly Fee: $388 Tax: $3,497 (2024)Community: Shellstone At WatersideSingle Family
Taxes:$3,497
Remarks: A Unique Opportunity in Shellstone! The Halyard floor plan with an expanded 5-car garage, originally constructed for the Homes by Towne team. Ideal for car collectors, a workshop, or storage. This beautifully upgraded 2-bedroom + den, 2-bath home offers elegant tray ceilings in the foyer and great room, and spacious living areas perfect for entertaining. The chef's kitchen includes a large island, walk-in pantry, and abundant workspace. Community amenities include The Summit at Shellstone Amenity Center with a Social Hall, Fitness Center, Pool and Spa, Firepit, Poolside Cabanas, Poolside BBQ Grills, and Fitness Lawn. Residents also have access to Midway Park featuring a Pro Shop, Screened Pavilion, Play Areas, Dog Parks, Basketball Court, 8 Pickleball Courts, 6 Tennis Courts, Kayak Launch, Outdoor Fitness Area, and Shaded Picnic Areas. Shellstone offers convenient access to Downtown Waterside Place, Gulf Coast beaches, world-class dining and shopping, several hospitals, and is located within the Sarasota School System. Sarasota International Airport is approximately 25 minutes away, and Tampa International Airport is approximately 70 minutes away.
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