Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
201 JEFFERSON AVE, SARASOTA, FL 34237
$1,499,000444 Days on yellowkey MLS ID: A4646061
REDUCED by $300,000 (16.7%) on 05/21/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1839 Built: 2026 Tax: $3,700 (2025)Community: Ringling ParkSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,700
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Pre-Construction. To be built. Incredible option to build new on this corner lot facing Belvoir -OR- Jefferson Blvd. Beautiful design offering the perfect blend of modern and coastal feel. PERMIT READY...price includes LOT & NEW BUILD. (see attachments) THREE BEDROOM/ 2.1 BATH...1814 sf, ONE-LEVEL living. Pull your car up the pavered driveway into the TWO-CAR - SIDE ENTRY GARAGE. Lots of natural light and seamless flow to the outdoors. Once outside, you will enjoy your heated, salt-water POOL. IMPACT WINDOWS & DOORS, and METAL ROOF. This design is READY TO GO VERTICAL.. building can start right away. Be a part of the new builds happening within Ringling Park! Incredible location just minutes from downtown, restaurants, area beaches, and the Marina. Great combination of convenience and coastal lifestyle. (Other Home Designs Available, Larger design plan in attachments & a few photos)
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
3405 TALLYWOOD LN #7130, SARASOTA, FL 34237
$245,000128 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
High School: Booker High
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)
25 N WASHINGTON DR, SARASOTA, FL 34236
$4,500,00067 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)
1720 ALDERMAN ST, SARASOTA, FL 34236
$1,745,000606 Days on yellowkey MLS ID: A4629855
REDUCED by $50,000 (2.8%) on 05/20/2026
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2480 Built: 2024 Tax: $20,000 (2024)Community: Laurel On The WaterTownhouse
Taxes:$20,000
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Discover Laurel on the Water — a rare waterfront enclave of seven canal-front townhomes at 1720 Alderman St, Sarasota. Priced at $1,745,000, this newly constructed three-story residence with elevator blends striking contemporary design with effortless coastal living just blocks from downtown. Thoughtfully oriented to maximize light and water views, the home showcases expansive impact glazing, multiple balconies, and a dramatic waterfall-edge kitchen island with premium appliances and custom cabinetry. A versatile first-floor great room with a private entrance functions perfectly as an office, guest suite, or media space. The open plan flows seamlessly to outdoor living and water-facing vistas—ideal for entertaining or quiet relaxation. A private slip is available; the property sits off Hudson Bayou with direct access leading to Sarasota Bay for easy waterfront recreation (kayak, paddleboarding). Laurel on the Water delivers maintenance-free living with a resort-style pool, lush landscaping, and a spacious two-car garage for secure parking and storage. Live moments from Sarasota’s cultural core: the Ringling Museum, theaters, ballet and opera, and an exceptional dining scene featuring numerous Zagat-rated restaurants. Marina Jack, world-class beaches, including Siesta Key, are just minutes away, and multiple golf courses are within a short drive. 1720 Alderman St is more than a home—it's a refined waterfront lifestyle in one of Sarasota’s most coveted neighborhoods. Schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Karen Sweat (941-323-6707)
1155 N GULFSTREAM AVE #306, SARASOTA, FL 34236
$1,695,000107 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
$1,299,000124 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
Elementary School: Gocio Elementary
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)
800 N TAMIAMI TRL #1203, SARASOTA, FL 34236
$995,000178 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
$139,000187 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)
340 JACKSON DR, SARASOTA, FL 34236
$4,250,000423 Days on yellowkey MLS ID: A4653979
Bed: 6 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3470 Built: 2019 Tax: $39,852 (2024)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$39,852
Remarks: STUNNING ESTATE ON LIDO KEY!!! WELCOME TO YOUR COASTAL DREAM HOME!!! This 6 bedroom 5 1/2 bath property is TURNKEY FURNISHED, has an ELEVATOR to all levels, and boasts vaulted ceilings. The owner spared no expense when building this home. High end designer finishes and attention to detail are evident throughout. The master bedroom is a tranquil oasis and offers a private balcony providing breathtaking views. You will also find a large walk in closet and an oversized bathroom featuring double vanities, free standing bath tub, and a walk in shower. The additional four bedrooms are all en-suite and are laid out perfectly. The chef's kitchen has high end wood cabinets, quartz countertops, stainless steel appliances and a large center island. The great room floor plan is expansive and features high ceilings with wood beams. Step into your outdoor oasis with a private heated pool with a sun shelf, perfect for both kids and adults to soak up the Florida sun. A covered spa ensures year-round enjoyment. The expansive covered patio extends nearly the entire space beneath the home, ample bar-top seating, dining, TVs, and gaming areas, including a pool table and foosball. Convenience is key as you're just a short stroll to Lido Key Beach and or to St. Armand's Circle with wonderful shops and restaurants. With a 2-car garage and space for up to four cars in the driveway, you have ample parking options. This is the ultimate vacation home for you and your family. Currently a successful vacation rental with forward bookings in place.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Christy Travis (941-545-5284)
4944 VILLAGE GARDENS DR #151, SARASOTA, FL 34234
$205,000488 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
Elementary School: Emma E. Booker Elementary
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)
111 S PINEAPPLE AVE #719, SARASOTA, FL 34236
$1,195,000193 Days on yellowkey MLS ID: A4677833
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1498 Built: 2019 Tax: $11,001 (2025)Community: Mark Sarasota CondoSpa: YesCondo
Taxes:$11,001
Remarks: Exquisite, elegant, and serene living in the heart of splendid downtown Sarasota! Enjoy the morning on your balcony with your coffee in hand as you enjoy the bird’s eye views, and evenings relishing the Gulf breezes. This gorgeous condo is impeccable with European cabinetry, quartz countertops, custom woodworking, porcelain tiles, refreshing, subtle color palette, California Closets, and more! The open, expansive floor plan boasts natural light galore inspiring a cheery, light-hearted ambiance. The split bedroom layout allows for privacy and generous breathing space when entertaining guests. The primary bedroom is spacious and delightfully opens to the balcony for fresh air, complete with a thoughtfully designed walk-in closet, and a pristine en suite bathroom with dual vanities. The airy guest bedroom and en suite are perfect for hosting family and friends. There is a den for work or hobbies, and a powder room for guests. Spend afternoons by the glorious 65-foot infinity pool with peek-a-boo views of the Gulf! Enjoy all of the splendid, convenient amenities that The Mark offers to compliment your lifestyle: fire pit lounge, cabanas, outdoor grills, fitness center, spin room, clubroom with catering kitchen, pool table, café-style office space, 24-hour staffed reception, pet-friendly, security, an assigned parking space, and a separate secured storage unit. Saunter around downtown Sarasota, shop at the Saturday Farmers' Market, savor the authentic lemon tarts at C’est La Vie, attend the Sarasota Ballet or Orchestra, the lush gardens of Selby, and dozens of delightful restaurants and cafes! Enjoy sunny beach days at Lido Key and powdered sugar-soft beach walks. Evening strolls at the marina only a few blocks away, boutique shopping and street musicians at St. Armand’s Circle, or pop out for a last-minute cocktail at sunset with friends. The Mark is the epitome of downtown easy, breezy, luxury living!
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Autumn Beckett (941-376-6983)
50 CENTRAL AVE #15A, SARASOTA, FL 34236
$1,290,000169 Days on yellowkey MLS ID: A4681474
REDUCED by $40,000 (3.0%) on 05/11/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1595 Built: 2005Monthly Fee: $1,754 Tax: $9,029 (2024)Community: Plaza At Five PointsSpa: YesCondo
Taxes:$9,029
Remarks: New Price- for this PRISTINE residence on Central Ave, a rare opportunity to live at the HEART of downtown Sarasota while enjoying the calm, privacy, and personal service of a boutique luxury building, only 49 units. A quality of life can be found at the residence 15A Plaza Five Points. Plan to visit; this residence is located in the city’s historic "Five Points"—long recognized as the cultural and social crossroads of downtown—this address is adjacent to the park, the bayfront, library, theaters, nearby galleries, restaurants, breakfast stops, the farmers markets, Whole Foods, and signature Sarasota events at the Opra House all just steps from your door. See our photos. This 15th-floor residence provides city views and is a healthy 1,595 square feet. This offering includes two bedrooms, two bathrooms, and a well-appointed kitchen with European-style wood cabinetry that delivers a clean, warm, modern look, paired with consistent, full-height cabinet runs that signal storage, symmetry, and design discipline. An efficient open layout and higher elevated city views from the corner lanai. The floor plan balances interior openness with privacy; see the 3D plan in the photo display. This offering is ideal for full-time living or a refined lock-and-leave retreat. Secure parking and dedicated storage enhance day-to-day convenience. Plaza Five Points is intentionally uniquely different. AGAIN, only 49 residences, the building offers a quiet, uncrowded atmosphere rarely found in downtown high-rises. Residents frequently note the sense of calm, privacy, and personal service while still enjoying an active, welcoming community. An added benefit is that the building is self-managed, with long-tenured on-site leadership and staff who know the property well, so you can expect consistent care, cleanliness, and service. Amenities are designed for real living: a heated pool with full-sun exposure, a spa, a beautifully updated clubroom overlooking the pool, a full guest suite is available for your visitors with step-out access to the pool area, concierge services, secure package handling, and a well-equipped fitness center. Optional social engagement includes organized gatherings and group outings, while still preserving a respectful, low-key environment. Built in 2005 to modern hurricane standards, Plaza Five Points has long been admired for its construction quality, intimate scale, and enduring appeal. Market appeal reinforces the long-term value of residences at this address—particularly when offered in alignment with market expectations. A rare downtown Sarasota offering where location, culture, privacy, and warmth come together—Residence 15A delivers not just a home, but a lifestyle rooted in connection, walkability, and quiet sophistication. Schedule a private showing today.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Andy Scherer (315-264-0944)
412 PHEASANT WAY, SARASOTA, FL 34236
$2,995,000303 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
$158,000107 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)
1255 N GULFSTREAM AVE #205, SARASOTA, FL 34236
$850,000110 Days on yellowkey MLS ID: A4688123
REDUCED by $45,000 (5.0%) on 05/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1656 Built: 1982 Tax: $7,175 (2025)Community: Bay PlazaCondo
Taxes:$7,175
Remarks: One or more photo(s) has been virtually staged. Refined downtown living awaits at Bay Plaza, a premier address along Gulfstream Avenue and one of Sarasota's most established and distinguished buildings — designed by the celebrated architect Tim Siebert. This exceptional second-floor residence offers something increasingly rare in urban living: a genuine connection to nature and neighborhood, with tree-lined street views below and partial marina glimpses that shift beautifully with the light and seasons. Perfectly positioned, this is a home that places you at the center of Sarasota's most vibrant cultural tapestry — steps from fabulous restaurants, the iconic Opera House, art galleries, charming coffee shops, live theatre, boutique shopping, and the beloved Saturday morning Farmer's Market. Yet despite this enviable proximity, the residence itself feels like a quiet retreat, grounded and peaceful above the gentle rhythm of the street. The well-executed split floor plan creates a natural sense of privacy and balance, with thoughtfully separated bedroom suites ideal for both full-time living and hosting guests. The living and dining areas are designed for effortless entertaining and everyday comfort, while a crisp, light-filled interior aesthetic is elevated by natural light and a seamless flow leading to a private covered balcony. Impact-resistant glass throughout the residence enhances safety and peace of mind, allowing you to enjoy the natural light and views with confidence. The kitchen anchors the living space with a practical and functional layout, offering considerable storage and a wine and beverage refrigerator — a thoughtful touch for those who love to entertain. The primary suite is a peaceful sanctuary, framed by large picture windows that sit among the treetops, filling the space with natural light and a serene connection to nature and the water. A generous walk-in closet with custom built-ins provides organization and ample storage. The en-suite bath is thoughtfully appointed with wood cabinetry, dual sinks, and granite countertops, complete with a soaking tub and separate shower. Bay Plaza residents enjoy a full-service lifestyle that is second to none — including 24-hour concierge, 24/7 valet service, EV charging stations, a resort-style pool and spa, and a state-of-the-art fitness center complete with sauna and steam room. The beautifully appointed lobby — a hallmark of Siebert's vision — showcases a grand piano, a library and media room, and elegant entertaining spaces for gathering with friends and fellow residents. This is a rare opportunity to own a home that offers timeless appeal, privacy, and effortless access to everything that makes Sarasota one of Florida's most coveted destinations. One or more photos has been virtually staged.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
280 GOLDEN GATE PT #200, SARASOTA, FL 34236
$5,500,000155 Days on yellowkey MLS ID: A4683299
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3590 Built: 2016 Tax: $68,985 (2025)Community: AquaSpa: YesCondo
Taxes:$68,985
Remarks: AQUA, an ultra-exclusive boutique waterfront building of just seven residences, offers one of the desirable luxury living opportunities in downtown Sarasota. Designed by renowned architect Guy Peterson, this exceptional 3,590-square-foot second-floor residence showcases unobstructed Sarasota Bay views and includes a private boat dock with 16,000-pound lift. Private elevator entry opens to expansive living spaces framed by a dramatic wall of windows and impact-rated accordion glass doors leading to a spacious waterfront terrace with natural gas for grilling. The chef’s kitchen features abundant storage, a large dual-sink island, natural gas range, and premium Wolf, Sub-Zero and Miele appliances. The luxurious primary suite offers floor-to-ceiling water views, custom closet and spa-inspired bath with soaking tub. Two additional en-suite bedrooms provide generous space and privacy. Owners enjoy gated entry, a private two-car garage, concierge-staffed lobby, and an impressive collection of amenities including fitness center, yoga room, sauna, wine storage, executive meeting space and a stunning rooftop terrace with panoramic bay, gulf and skyline views. Ideally on Golden Gate Point, just moments from downtown dining, arts, and marinas while offering a quiet residential setting.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Jessica Hurley (859-816-7104)
1709 N TAMIAMI TRL #503, SARASOTA, FL 34234
$550,000256 Days on yellowkey MLS ID: A4671066
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 855 Built: 2022 Tax: $7,016 (2025)Community: The StrandSpa: NoCondo
Taxes:$7,016
Remarks: Experience this breathtaking penthouse waterfront condominium with sunset views in the resort style gated complex, The Strand. With direct boating access to the Bay and Gulf of Mexico, serene water views, option to purchase a deeded boat slip with 16,000# lift, five-star amenities and fantastic proximity to Downtown Sarasota and area beaches, this residence affords a second-to-none waterfront lifestyle. This unit features a prime location in the Strand in the building closest to the bay and on the 5th floor providing incredible views! The 1 bedroom + office/den, 2 full bath open floor plan features upgraded finishes, custom closets, sizable living area, dining area and open-air terrace. Perfect as a primary or secondary home, or investment property where weekly rentals are welcome. Entertain in your chef's kitchen with stainless Samsung appliances, upgraded white subway tile backsplash, soft close cabinetry, statement quartz countertops and 2 generously sized peninsulas with room for seating. The main living space has incredible natural light and affords stunning water views through 9' hurricane-rated sliding glass doors. This smartly designed home boasts a serene primary bedroom with custom closet, luxe owner's bath with quartz vanity, and laundry area with stackable Samsung washer and dryer. Office/den with closet perfect for all of your organizational needs and an additional full bath with tub. Other noteworthy features: custom designed closets, pendant lighting, and designer ceiling fans. Includes 1 deeded under building parking space, and private secure storage. Welcome to The Strand, brought to life by renowned architectural firm HOYT, and award-winning interior design firm JKL Design Group. Fantastic resort style amenities including heated swimming pool/spa, fitness center, gas fire pit and grills, electric car charging stations, dog park, boardwalk, and kayak launch & storage. In addition to the fabulous surroundings and culture of Downtown Sarasota, you can enjoy the restaurants, cafes and bars that are just a stone throw away from The Strand. Live THE lifestyle exploring top-rated beaches and bays. Make this exceptional residence, community and city your home today!
Listing Agent: Lenore Treiman (941-356-9642)
4420 GREENWOOD STABLES RD, SARASOTA, FL 34235
$1,250,00093 Days on yellowkey MLS ID: A4691005
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2129 Built: 1976 Tax: $7,339 (2025)Community: Not Part Of A SubdivisionSingle Family
Taxes:$7,339
Remarks: A RARE find in Sarasota or Manatee County! This property has an Open Use zoning classification, which allows for a variety of uses beyond residential, and has no deed restrictions. This 2,129 sq ft pool home sits on some of the most private acreage in the area. The fenced property also includes a separate concrete building with power and water, ready to be finished to your specifications. The property backs up to a 77-acre protected preserve, ensuring privacy for years to come. Ideally situated West of I-75 and just a short distance to both downtown Sarasota and the shops and restaurants of University Town Center.
Listing Agent: Fred Sassen (404-408-5956)
111 S PINEAPPLE AVE #1013, SARASOTA, FL 34236
$1,499,50095 Days on yellowkey MLS ID: A4690816
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1577 Built: 2019 Tax: $17,592 (2025)Community: Mark Sarasota CondominiumSpa: YesCondo
Taxes:$17,592
Remarks: Residence 1013 at The Mark Sarasota offers a rare combination of comfort, convenience, and newer construction in the heart of downtown. Built in 2019, this residence provides modern peace of mind with impact hurricane glass and exterior doors, along with soaring 10-foot ceilings and a bright, open feel throughout. The home includes two deeded side-by-side covered parking spaces located just 20 feet from the elevator, an exceptional convenience rarely found downtown. Positioned on the quiet and highly desirable side of the building, the residence enjoys southern exposure and beautiful views overlooking the pool, with sightlines extending toward Sarasota Bay and the Gulf of Mexico. Set on the 10th floor, this thoughtfully designed layout features two bedrooms plus a den and two-and-a-half baths across 1,577 square feet, along with a covered terrace that extends the living space outdoors. The split-bedroom floor plan provides privacy while maintaining an open, functional flow ideal for both everyday living and entertaining. Walls of glass fill the home with natural light and frame tranquil views over the treetops toward Paul Thorpe Park and the Mermaid Fountain. The kitchen blends style and function with imported cabinetry, stone countertops, designer backsplash, stainless steel appliances, and an upgraded induction cooktop. It connects seamlessly to the main living and dining areas, creating an inviting space to gather. A full-size utility room with additional storage adds everyday practicality. The primary suite opens directly to the terrace and features a spacious walk-in closet and a well-appointed bath with illuminated mirrors and refined finishes. The guest bedroom is privately situated, while the den offers flexibility as a home office or additional lounge space. A climate-controlled storage unit located just down the hall provides added convenience. Residents enjoy The Mark’s resort-style amenities, including a heated saltwater pool and spa, outdoor seating and grilling areas, club room with catering kitchen, billiards, fitness center, yoga studio, and spin room. The building also offers a pet-friendly environment, 24/7 front desk staffing, secure lobby access, and overnight roving security. Located in the center of downtown Sarasota, the residence places you just steps from the renowned Sarasota Farmers Market and only two blocks from Whole Foods Market. Cultural attractions including the Sarasota Opera House, Florida Studio Theatre, and Selby Public Library are all within easy reach, along with dining, galleries, and the waterfront. Surrounded by exciting new luxury developments, including the nearby Waldorf Astoria Residences Sarasota, this location continues to elevate as one of downtown’s most sought-after areas. Don’t miss the opportunity to own a newer-built residence in one of Sarasota’s most vibrant and walkable neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
1800 BENJAMIN FRANKLIN DR #B207, SARASOTA, FL 34236
$1,549,000299 Days on yellowkey MLS ID: A4666804
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1980 Built: 1996 Tax: $11,092 (2024)Community: L Elegance On Lido BeachCondo
Taxes:$11,092
Remarks: Welcome to L’Elegance, one of Lido Key’s most sought-after beachfront communities. This corner residence features an open and inviting floor plan, with large balconies designed for beachfront living. Enjoy resort-style amenities including a beachfront pool with panoramic Gulf views, a fully equipped fitness center, game and community rooms, and secure garage parking. Step outside to your private beach access and embrace the best of Sarasota’s coastal lifestyle. Ideally located just minutes from the fine dining, boutique shopping, and vibrant arts scene of St. Armands Circle and downtown Sarasota, L’Elegance offers the perfect blend of relaxation and convenience. Don’t miss this rare opportunity to own a slice of paradise on the quiet south end of Lido Key—where every day feels like a vacation.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Francoise Borel (941-228-3768)
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