Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
259 ROBIN DR, SARASOTA, FL 34236
$7,900,000126 Days on yellowkey MLS ID: A4675575
Bed: 3 Bath: 4.0 Liv Area Sq Ft: 4078 Built: 1996Monthly Fee: $110 Tax: $31,490 (2024)Community: Bird Key SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$31,490
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Booker Middle
Remarks: An exceptional opportunity on coveted Robin Drive in Bird Key, this fully reimagined bayfront home captures Sarasota’s waterfront lifestyle at its finest. Recently transformed through a meticulous, top-tier renovation, the residence showcases impeccable craftsmanship, elevated finishes, and a seamless blend of sophistication and comfort—where every detail and major system has been thoughtfully curated for effortless, modern coastal living. Elevated above the floodplain with a ground level over 10 feet, sweeping panoramic views span Sarasota Bay, the downtown skyline, and the iconic Ringling Bridge—creating a breathtaking backdrop from sunrise to sunset, with city lights shimmering across the water in the evening. Inside, more than 4,000 square feet of light-filled living space unfolds across two thoughtfully designed levels. Soaring ceilings up to 14 feet and expansive walls of glass bathe the interiors with natural light while framing unobstructed bay views throughout. The main living areas flow seamlessly from the inviting sitting room with a statement fireplace to the dining area and custom-designed kitchen, opening to the family room with a built-in bar—a wonderful gathering area to enjoy the gorgeous backdrop of the bay and downtown lights. The kitchen is anchored by a striking waterfall island and features designer-appointed custom cabinetry, premium Sub-Zero, Wolf, Bosch, and Miele appliances, and refined integrated details throughout. A fully equipped back kitchen and pantry, complete with an additional sink, appliances, and generous prep space, enhances functionality while maintaining a clean, polished aesthetic. The primary suite, privately positioned on the main level, offers direct access to the pool, dual walk-in closets, and a spa-inspired bath with a soaking tub, dual vanities, and elegant finishes. A dedicated office and two powder baths complete the main level. Upstairs, two en-suite bedrooms with bay views, a versatile bonus room, and an additional office space provide comfortable accommodations for family and guests. Outdoor living is equally compelling, featuring an expansive paver terrace, heated pool and spa, and unobstructed views of Sarasota Bay, downtown, and the Ringling Bridge—creating a serene waterfront retreat designed for everyday enjoyment. Set on protected waters, the property offers 120 feet of deep-water frontage along Bird Key’s Pompano Pass, with direct access to Sarasota Bay, Big Pass, and the Gulf. A newly constructed seawall and Trex dock feature fish and dock lighting, a 24,000-pound boat lift, and dedicated kayak and jet ski lifts—perfectly suited for an exceptional boating lifestyle. Additional highlights include a circular driveway, three-car garage with Tesla charger, and irrigation well. Bird Key offers an exceptional coastal lifestyle in one of Sarasota’s most coveted neighborhoods, just moments from downtown’s restaurants, shopping, and cultural venues, as well as the boutiques and dining of St. Armands Circle and the shoreline of Lido Beach. The Bird Key Yacht Club is currently undergoing a full redevelopment and is expected to reopen as a premier destination for boating, tennis, dining, and an active social scene.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Courtney Tarantino (941-893-7203)
1275 42ND ST, SARASOTA, FL 34234
$445,000174 Days on yellowkey MLS ID: A4670391
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1328 Built: 1992 Tax: $4,532 (2024)Community: SunnybrookSingle Family
Taxes:$4,532
Elementary School: Tuttle Elementary
High School: Booker High
Remarks: Beautiful Sarasota Home Near Beaches, Shopping & Nightlife. Discover this meticulously maintained 3-bedroom, 2-bath, 2-car garage home ideally located in sunny Sarasota, just minutes from renowned beaches, shopping, dining, and vibrant nightlife. Designed with a desirable split-bedroom floor plan, the home offers a spacious open-concept great room perfect for everyday living and entertaining. Off the kitchen features a generous 5x7 storage closet and a convenient indoor laundry area, providing excellent functionality. Step outside to a large screened-in patio, ideal for relaxing or grilling while enjoying Florida living year-round—without the pests. An air-conditioned work shed offers additional space for storage, hobbies, or projects. Notable upgrades and features include an expanded driveway, attractive low maintenance yard scaping, new plank flooring in the bedrooms (2025), fresh interior paint (2025), hurricane-rated windows and doors, AC serviced in 2025, hot water heater (2019), and new blackout blinds. The roof was replaced in 2014. For added peace of mind, the home also includes an exterior generator plug-in and a Gemma’s GM I 2000ED dual-fuel generator (gas/propane). Conveniently located near Ringling College of Art and Design and New College of Florida, this property offers excellent investment and rental potential. Furniture conveys—home is offered completely furnished. A fantastic rental opportunity is available with this property. It is located in City of Sarasota which has 7 days minimum for rentals. Don’t miss out on this move-in-ready Sarasota home in a prime location!
Listing is courtesy of: CHANNELL REAL ESTATE & INVESTMENTS (941-586-6234)
Listing Agent: Dj Morieko (941-356-4431)
550 46TH ST, SARASOTA, FL 34234
$999,000186 Days on yellowkey MLS ID: A4668768
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2309 Built: 1940 Tax: $2,995 (2024)Community: Indian Beach Map OfSingle Family
Taxes:$2,995
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: SIGNIFICANT PRICE IMPROVEMENT of over $200,000!! Great opportunity to own over half an acre of land in Indian Beach Sapphire Shores - Must Be Seen in Person. Schedule a viewing today! Tucked beneath a canopy of lush, tropical greenery in iconic Indian Beach, this distinctive family compound on over half an acre captures the spirit of one of Sarasota’s most sought-after and uniquely charming neighborhoods. Blending privacy with everyday ease, the property features two separate driveways on different streets—providing rare accessibility, a true estate presence, and exceptional flexibility. The spacious split-plan residence offers inviting living and dining areas, a primary suite with an accessible en-suite bath, and timeless architectural character throughout. Perfect for multigenerational living **or income-producing opportunities**, the home includes a private mother-in-law apartment with its own entrance, bedroom, bath, walk-in closet, and kitchenette, as well as a second en-suite bedroom with its own exterior access—ideal as a guest suite or potential rental. Multiple carports, an RV port with a 220v outlet for RV or EV charging, and ample room to add a pool enhance the property’s versatility. Located moments from award-winning beaches, Sarasota Bay, Sapphire Shores Park, The Ringling Museum, Sarasota Jungle Gardens, SRQ Airport, and downtown Sarasota, this residence offers an extraordinary opportunity to create your own legacy home.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Carol-Ann Warr (941-780-0665)
605 WILD TURKEY LN, SARASOTA, FL 34236
$1,795,000464 Days on yellowkey MLS ID: A4636666
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2200 Built: 1972Monthly Fee: $89 Tax: $22,084 (2024)Community: Bird Key SubSingle Family
Taxes:$22,084
Remarks: This lovely Bird Key garden home resides on a corner lot with a large circular paver driveway and beautiful landscaping that leads to the front door with the 2 car garage located on the side of the house. Inside, you will find abundant natural light with many windows and glass sliders that afford a splendid view of the large yard and pool area with a private garden wall. This three-bedroom residence has a split floor plan offering a private master suite, complete with 2 walk-in closets, an en-suite bathroom, and sliding doors to the pool deck. The two guest bedrooms and a second bathroom complete the other end of the house. A powder room and an oversized laundry room with a sink and loads of storage are a bonus not found in many garden homes. The kitchen overlooks the large backyard and pool area, with granite countertops, stainless steel appliances, and a breakfast bar overlooking the family/dining room. The house has high-impact windows & sliding doors, a heated pool, a well for irrigation, and mature lush landscaping that provide privacy and a large fenced back yard. The most recent upgrades and improvements from the interior to the exterior include re-ling the plumbing under the slab. The garage was gutted, painted and the floor epoxied. Updated interior baseboards and stunning interior lighting were installed throughout the home, giving it an updated, sleek look. This home is move-in ready. Live the comfortable Florida dream by opening large sliders to the pool area, with neutral tile throughout and a spacious flowing floorplan that makes the indoor-outdoor lifestyle easy. This residential island has its own optional Bird Key Yacht Club, tennis courts, swimming pool, fitness room, social scene, boat slips, marina, indoor and outdoor dining. These are the perfect ingredients for making this your private island retreat, complete with nearby beaches, dining, shopping, excellent schools, and the beautiful downtown area.
Listing Agent: Jeffrey Rhinelander (941-685-3590)
3310 RAMBLEWOOD PL, SARASOTA, FL 34237
$194,99033 Days on yellowkey MLS ID: A4686887
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1293 Built: 1974 Tax: $2,220 (2025)Community: Ramblewood AcresTownhouse
Taxes:$2,220
Tax Year: 2025
Remarks: BEST BUY (under $200K) FOR A FULLY REMODELED 3-BED CONDO IN A GATED & CENTRALLY LOCATED SARASOTA COMMUNITY! Tucked away in desirable Ramblewood Acres, this beautifully updated 3-bedroom, 2.5-bath condo offers the perfect blend of comfort, style and serene Florida living. Surrounded by lush preserve and water views, you’ll enjoy peaceful mornings and relaxing evenings from multiple private balconies and patios - two on the water. The home has been thoughtfully refreshed with all-new cabinetry, luxury vinyl plank flooring, LED lighting and fresh interior paint - creating a bright, modern space that’s truly move-in ready. The open-concept layout downstairs is ideal for both everyday living and entertaining, featuring a spacious living and dining area that flows seamlessly into the kitchen, complete with a large quartz island perfect for gathering. The kitchen is equipped with all new stainless steel range, stainless sink system, dishwasher and microwave, along with a 2022 refrigerator, offering both style and peace of mind. Upstairs, all three bedrooms offer a fresh retreat from the main living space. The spacious primary suite features its own private balcony - an oasis with peaceful water views—the perfect spot for morning coffee or unwinding at sunset. Inside, you’ll find dual closets providing ample storage and an ensuite bath designed for comfort and convenience. The two additional bedrooms are generously sized and filled with natural light, offering flexibility for guests, family, or a home office. One of these bedrooms truly stands out with its oversized 14x13 private deck, creating a seamless indoor/outdoor living experience—ideal for lounging or entertaining. Whether you’re looking for a full-time residence, a seasonal retreat or a valuable investment - this home delivers low-maintenance living in a picturesque setting—ready for you to move in and start your next chapter. Major system updates—including a new roof (2026) hot water heater (2026) and 2022 HVAC—add even more value and reliability. All new fans, hardware, staircase railings, and patio flooring are icing on the cake! The gated community is an active one - with three pools, tennis, clubhouse, firness, dog park and playgrounds. Centrally located between University Parkway and Fruitville Rd. - it's a perfect choice for easy access to downtown, SRQ airport, I-75, Lakewood Ranch and the area's best beaches. Affordable Florida living is waiting!
Listing Agent: Monica Verinder (941-704-4040)
3242 RINGWOOD MDW #76, SARASOTA, FL 34235
$374,900108 Days on yellowkey MLS ID: A4677541
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1500 Built: 1981Monthly Fee: $112 Tax: $4,229 (2025)Community: Villas Of PapillionVilla
Taxes:$4,229
Elementary School: Gocio Elementary
Remarks: Amazing full lake views from your enclosed sliding glass door patio! Turnkey Furnished villa with 3 Bedrooms-2 Bathrooms-2 Car-Garage. Updated kitchen with newer cabinets and Granite countertops with a breakfast bar overlooking the dining room. You will enjoy your lake views from the spacious master bedroom with sliding glass doors leading to the large patio. Updated master bathroom with granite counter tops, dual sinks and a large walk-in closet. Plenty of room for your guest with 3 Bedrooms and guest parking. The location of this villa is located near the community shopping village center, UTC mall, SRQ Airport, Mote Marine aquarium and upscale dining facilities.
Listing is courtesy of: MEADOWS REAL ESTATE SERVICES (941-556-9440)
Listing Agent: Mike Babiarz (941-373-5064)
130 N BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$3,800,000119 Days on yellowkey MLS ID: A4675644
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4335 Built: 2026 Tax: $18,800 (2024)Community: Saint Armands Div John Ringling EstatesSingle Family
Taxes:$18,800
Remarks: Pre-Construction. To be built. A rare new construction opportunity in one of Sarasota’s most iconic and walkable island neighborhoods. Located just steps from St. Armands Circle, this to-be-built luxury residence by Walsh Design & Build offers the chance to create a custom coastal home in the heart of one of Florida’s most sought-after destinations. The proposed residence features 4 bedrooms, 4.5 bathrooms, and approximately 4,335 square feet under air (5,650 total square feet), thoughtfully designed to embrace refined island living. Open-concept interiors, expansive living spaces, and abundant natural light create a seamless balance between sophistication and comfort, ideal for both everyday living and entertaining. Generously sized en-suite bedrooms and a private primary retreat provide flexibility for family, guests, or seasonal living. This premier location places you at the center of Sarasota’s most vibrant coastal lifestyle. World-class dining, boutique shopping, cafés, and galleries are just outside your door, while the sugar-white sands of Lido Beach are moments away by foot or bike. Downtown Sarasota’s cultural attractions, marina, and waterfront dining are a short drive over the Ringling Bridge, offering easy access to theaters, museums, and year-round events. Nearby destinations include the Sarasota Yacht Club, Longboat Key Club, and the area’s finest resorts, further enhancing the appeal of this exceptional address. Designed with Florida living in mind, the home plan allows for seamless indoor-outdoor living, with opportunities for a resort-style pool, covered lanai, and outdoor entertaining spaces. Here is your opportunity to collaborate with the builder, allowing buyers to tailor the residence to their personal vision and lifestyle. New construction opportunities of this scale and caliber in St. Armands are increasingly rare. Whether envisioned as a primary residence, seasonal retreat, or long-term investment, this offering presents a unique opportunity to build a home in a location defined by prestige, walkability, and timeless coastal charm.
Listing Agent: Kaisen Mitchell (941-726-7657)
1576 FAWNWOOD CIR, SARASOTA, FL 34232
$369,999258 Days on yellowkey MLS ID: N6140061
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1391 Built: 1990Monthly Fee: $45 Tax: $3,771 (2024)Community: Deer HollowSingle Family
Taxes:$3,771
Remarks: NEW PRICE is Sparking activity!!! 3 possibly 4 BEDROOM residence Extremely Viable rental portion could converted with a yet to be converted private entrance Extravagance can be reasonably priced in this tranquil neighborhood. Beautifully updated Deer Hollow Unit 4C home situated on a secluded Family oriented Circle with only limited traffic yet is minutes away from I75, Boasting 3 or possibly 4 bedrooms and 2 baths, this 1990-built residence features an oversized two car garage, a newer roof (2018), and pristine interiors perfect for entertaining. The sun-drenched wide open kitchen dazzles with unique custom epoxy countertops, ample storage in its cabinets and pantry, while the elegant and spacious master suite Over 15 feet in diameter, offers a luxurious escape with your own en suite bathroom, featuring glass-door shower and dual sinks. Imagine morning coffee on the well-manicured lawn, framed by a gorgeous landscaped path, or unwinding in the fenced backyard with a cozy firepit to enjoy with friends. Just steps from the front door, the community tot lot beckons for family fun, while nearby University Town Center Mall, Benderson Park’s boat races, and Siesta Key’s sandy shores await. With art museums, golf, and adventure courses at your fingertips, this is the family home you’ve been dreaming of. Visit today and schedule a showing! I've verified FHA FINANCING IS ASSUMABLE consult with your mortgage professional for details.
Listing is courtesy of: AGGRESSIVE REAL ESTATE (941-468-3605)
Listing Agent: Brennan Mccarthy (941-468-3605)
1001 BENJAMIN FRANKLIN DR #510, SARASOTA, FL 34236
$699,000409 Days on yellowkey MLS ID: A4643282
0 Days Off yellowkey (back on 3/28/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1224 Built: 1980 Tax: $7,425 (2024)Community: Lido TowersCondo
Taxes:$7,425
Remarks: Under contract-accepting backup offers. You will fall in love from the moment you enter this Stunning updated 5th-floor Corner Unit Residence with CITY & BAY VIEWS located at the well maintained Lido Towers on Lido Key. With private Deeded Beach Access to the beautiful Lido Beach via Lido Surf & Sand, this unit has it all! Gorgeous renovated kitchen with wood cabinets, custom pull outs, soft close doors and drawers, granite countertops, the prettiest tiled backsplash, fabulous lighting that adds to the ambiance with under cabinet lighting, indirect lighting, and recessed lighting on adjustable dimmers, ceiling fan, large pantry, and a Culligan filtered water system. Relax on the private wrap around balcony that has wonderful views of the preserve and the downtown city lights. This open plan is light and bright. The luxurious Owner's en-suite boasts a custom walk-in closet, updated vanity with marble counter top, marble shower with glass door, and marble flooring. You will appreciate all of the attention that was given to the details with the engineered wood flooring, plantation shutters through out, Impact Rated-Windows and Sliding Glass Doors, new screen door, plus the HVAC system had a UV light added in 2022. NEW ROOF installed 12/25! The guest bedroom en-suite has a walk-in custom closet and it's own entrance into the guest bathroom for privacy. Your guest will enjoy the exquisite finishes of the marble top vanity, marble glass enclosed shower, and marble flooring. This unit includes a covered parking space, plenty of guest parking, a storage closet, and community amenities consist of a large heated pool, nice sized hot tub, sauna, grills by the pool, and a club room that has a kitchen and plenty of tables and seating which is perfect for a party. Laundry facilities are located on each floor and includes a laundry sink. Owners are allowed one-month minimum rental twelve times a year. All milestone inspections are complete. Conveniently located to Ted Sparling Park, St. Armand's Circle which has a variety of restaurants and shops, golf courses, and downtown Sarasota.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Susan Retzke (941-544-5558)
5410 ISABELLA AVE, SARASOTA, FL 34235
$379,90061 Days on yellowkey MLS ID: A4683976
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1164 Built: 1963 Tax: $3,119 (2025)Community: De Soto LakesSingle Family
Taxes:$3,119
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. Beautifully updated 3 bedroom 2 bath home just minutes from Lakewood Ranch and University Town Center. Fantastic location that feels peaceful and private yet is close and convenient to amazing shopping and dining. The kitchen is BRAND SPANKING NEW with gorgeous quartz countertops and solid wood cabinets. New luxury vinyl flooring is present throughout the home. Stainless steel appliances and on trend black fixtures round out the lovely renovation. The split floor plan and VERY GENEROUS fenced yard make this home a perfect spot for your growing family. There is a backyard shed for storage or a possible She-Shed/Man-Cave/Studio/Office. Whatever your heart desires!! This property is move-in ready and would be a fantastic family home or investment property. The convenient location is very attractive for commuters with easy access to I-75 and close proximity to Lakewood Ranch and also close to downtown Sarasota.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Worth Fiers Iii (941-812-3380)
721 N JEFFERSON AVE #721, SARASOTA, FL 34237
$272,500161 Days on yellowkey MLS ID: A4672260
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 936 Built: 1983Monthly Fee: $557 Tax: $3,099 (2024)Community: Jefferson PinesVilla
Taxes:$3,099
Remarks: 721 N Jefferson is only MINUTES away from Downtown Sarasota! An exceptional investment opportunity with strong rental flexibility. No ownership waiting period before leasing, a one-month minimum, and up to four rentals per year—an incredibly rare benefit for an association, particularly this close to downtown Sarasota.This beautifully updated villa in Jefferson Pines has one of the best locations in the community with a private lanai view. Featuring 2 bedrooms and 2 bathrooms, NEW IMPACT WINDOWS, NEW AC, NEW WASHER AND DRYER, UPDATED WATER LINES, Interior paint refreshed, vinyl flooring in the bedrooms, and recently updated kitchen with NEW REFRIGERATOR. The home has an open-concept living space and with the bedrooms to one side of the unit. The community has a fresh new paint on the exterior of the units, a community pool to enjoy and a quiet neighborhood. Enjoy the outdoor living in a private backyard, just minutes from downtown Sarasota's newest restaurants, walkable Bayfront, shopping, and the stunning Gulf Coast Beaches. Being close to Fruitville Road you are almost a straight shot to Lido Beach. Within 5 minutes you can get to downtown, Publix, and Payne park- you truly have everything at your fingertips. A true gem ready for you to move in! Whether you’re searching for a full-time residence or the perfect snowbird getaway, and location tops your list, this move-in-ready villa offers everything you need—along with easy access to downtown Sarasota.
Listing is courtesy of: THE SHORELINE FL REALTY LLC (941-544-1133)
Listing Agent: Nicole Posada (941-302-7549)
5343 BARBAROSSA AVE, SARASOTA, FL 34235
$349,00069 Days on yellowkey MLS ID: A4682027
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 905 Built: 1973 Tax: $1,259 (2025)Community: De Soto LakesSingle Family
Taxes:$1,259
Remarks: Under contract-accepting backup offers. Looking for a tidy little house that lives surprisingly large? This charming Florida bungalow exudes only good vibes with its sparkling pool, roomy fully fenced backyard, and the freedom of no deed restrictions or HOA. Restored top to bottom in 2001, the home offers two inviting bedrooms, one full bath, and a convenient ensuite half bath in the primary. Inside, you’ll find engineered hardwood floors and a breezy screened side porch overlooking the pool and grill pad—your new favorite spot for morning coffee or evening unwinding. The pool was resurfaced and upgraded with new equipment in 2024, so it’s ready for your carefree enjoyment. Brimming with character and tucked on a quiet, well kept street, this little gem delivers easy maintenance and a laid back lifestyle. Underground utilities, public sewer + water. Plus, you’re perfectly positioned for convenience with quick access to the Sarasota Bradenton International Airport, I 75, University Town Center, and Downtown Sarasota. Everyday living just got a whole lot easier. PLEASE USE SHOWINGTIME TO SCHEDULE.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Tess Herschman (941-685-4021)
111 S PINEAPPLE AVE #811, SARASOTA, FL 34236
$1,250,00035 Days on yellowkey MLS ID: A4687151
0 Days Off yellowkey (back on 3/26/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1580 Built: 2019 Tax: $11,695 (2025)Community: Mark Sarasota CondoCondo
Taxes:$11,695
Remarks: Under contract-accepting backup offers. Ideal west-facing 8th floor retreat with views of the beautiful resort style pool and a partial view of the bay. The open concept layout with floor-to-ceiling glass creates a bright and light filled space. While the addition of screen sliders in the great room and guest suite allow gentle bay breezes to flow through. The split-bedroom floor plan gives privacy, complemented by a separate den featuring a built-in closet and custom lighting, perfect for a home office or separate living space. Functional perks include an in unit laundry room with built-in cabinetry, a convenient powder room adjacent to the kitchen, a climate-controlled storage unit, and TWO TANDEM PARKING SPACES in the secure garage. Mark Sarasota offers a luxurious, walkable downtown lifestyle with an expansive fifth floor amenity deck. Residents enjoy a heated saltwater infinity lap pool and spa, private cabanas, fire pits, and an outdoor kitchen. Inside, the offerings continue with a fireplace lounge, a premier fitness center with yoga and spin studios, billiards, and a club room with a catering bar. Step outside to find the city's best restaurants, the Farmer's Market, and cultural venues at your doorstep, with Marina Jack and Lido Beach just across the Ringling Bridge. Offering 24-hour concierge service, secure access, and on-site management, this pet-friendly residence defines vibrant urban living at one of Sarasota's most distinguished addresses.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Michelle Silva (941-993-8993)
888 BLVD OF THE ARTS #605, SARASOTA, FL 34236
$1,275,000152 Days on yellowkey MLS ID: A4673418
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1729 Built: 1982 Tax: $12,740 (2024)Community: Condo On The BayCondo
Taxes:$12,740
Elementary School: Alta Vista Elementary
Remarks: One or more photo(s) has been virtually staged. Priced to sell!!! Don't miss this opportunity to live in one of the most Extraordinary Waterfront Residences at Condo on the Bay, a Premier, Gated Community directly on Sarasota Bay. This Beautiful, Luxury Condominium is Where Architecture Meets Designer! The complete renovation with Professional Designs from a Well Renowned Designer who focused on high-end finishes, modern aesthetics and enhanced convenience created a very sophisticated and stylish living space. Click on the Virtual Tour Link on the first picture of the listing. Location is Everything and this very desirable mid-building location offers not only the breathtaking panoramic views that stretch across the sparkling Bay to the Ringling Bridge and Longboat Key, but also offers the bonus of watching boats passing by and the opportunity to observe the active marine life with soaring pelicans and the frequently seen dolphin frolicking in the Bay. This Van Gogh unit with its modern open floor plan offers wall to wall windows and expansive sliding glass doors, filling every room with sunlight. No detail was missed and no expense spared with this renovation, including tankless water heater, full house filtration system and RO drinking water filtration system. The custom cabinetry, porcelain tile floors, elegant hardware and lighting fixtures along with the upscale kitchen appliances offers a kitchen appealing to the gourmet chef or the casual entertainer. The primary suite is a serene retreat, with its own private terrace also with stunning Bay views, an elegant ensuite bath with double vanity and oversized shower, offering a spa-like escape. The second bedroom doubles beautifully as a guest room or office/den, outfitted with a convenient queen Murphy bed and wall to wall windows. Beyond your door Condo on the Bay offers many amenities: two heated swimming pools, a grilling station, private boat docks with fishing stations, tennis and pickelball courts, two fitness centers, elevated sky lobbies perfect for your larger gatherings or just to enjoy the sunset. Each Tower has a social room equipped with a full kitchen where planned events happen regularly if you want to meet your neighbors. There is assigned lower garage parking with abundant upper deck guest spaces plus EV charging stations. Perfectly located next to Sarasota's new 40-acre waterfront park, The Bay, The Van Wezel Performing Arts Center and minutes from downtowns vibrant dining and shopping, The Rosemary District, and the nearby St. Armands Circle, Lido Beach and the SRQ Airport. All just a short drive away! Condo on the Bay is more than a luxury residence; it's an invitation to embrace the very best of Sarasota's waterfront lifestyle.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Kathryn Gritz (201-741-3177)
464 GOLDEN GATE PT #703, SARASOTA, FL 34236
$3,995,00045 Days on yellowkey MLS ID: A4685865
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 3490 Built: 2006 Tax: $37,084 (2025)Community: La BellasaraCondo
Taxes:$37,084
Remarks: Commanding breathtaking panoramas of Sarasota Bay, the downtown skyline, and the barrier islands beyond, this exceptional 3-bedroom, 4.5-bath residence at La Bellasara enjoys a rare 7th-floor vantage point on coveted Golden Gate Point. Encompassing over 3,490 square feet and finished with neutral marble floors throughout, the residence lives like a private waterfront home—blending expansive interiors, refined design, and effortless access to the heart of downtown Sarasota. The primary suite is a true retreat, distinguished by two completely separate his-and-hers bathrooms, offering an uncommon level of space and privacy. A private elevator opens to an elegant entry foyer, setting the tone for interiors defined by high ceilings, crown molding, and a light, coastal palette. Walls of glass frame sweeping water and city views while filling the open-concept living and dining areas with natural light. The spacious great room flows seamlessly to expansive bayfront terraces, creating an ideal setting for both entertaining and everyday living. The gourmet kitchen is thoughtfully appointed with a large center island, breakfast bar, custom cabinetry, and premium appliances including a 6-burner Dacor gas range, Sub-Zero refrigeration, Wolf oven and warming drawer (new in 2025), and convection microwave. Designed to connect effortlessly with the main living areas, it offers both function and style for casual dining or hosting. The primary suite enjoys direct terrace access along with dual walk-in closets and the rare distinction of two separate full bathrooms, creating a true private retreat. Two additional guest suites, each with en-suite baths and access to private terraces, provide comfort and privacy for family and visitors alike. Outdoor living is equally compelling, with multiple terraces that capture panoramic bay and skyline views. A summer kitchen and built-in gas grill enhance the experience, offering the perfect backdrop for sunset gatherings or quiet evenings overlooking the water. La Bellasara is an intimate, gated waterfront community of just 28 residences, offering the privacy of a single-family home with the ease of luxury condominium living. Residents enjoy a full suite of amenities including concierge services, a bayfront heated pool and spa, fitness center, theater and social rooms, and a courtesy day dock. Each residence includes a private two-car garage, and specific to this residence a deeded boat slip. Ideally located just moments from downtown Sarasota, St. Armands Circle, and the area’s renowned beaches, this is a rare opportunity to enjoy refined waterfront living in one of Sarasota’s most sought-after bayfront communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
1771 RINGLING BLVD #902, SARASOTA, FL 34236
$619,000416 Days on yellowkey MLS ID: A4643448
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1440 Built: 2006Monthly Fee: $1,221 Tax: $8,064 (2024)Community: Rivo At RinglingCondo
Taxes:$8,064
Remarks: One or more photo(s) has been virtually staged. Nestled in the vibrant heart of downtown Sarasota, The Rivo at Ringling offers an ideal home for those seeking a refined and convenient lifestyle. This distinguished 15-story residence, built in 2006, places you steps away from charming shops, delightful dining, cultural attractions, and the serene beaches of Sarasota, with easy access to the Sarasota Airport. Designed with your comfort in mind, the building features state-of-the-art security, secure indoor parking, and ample storage units. Its unique atrium design ensures every home enjoys bright, open floor plans and private terraces—perfect for enjoying the peekaboo water views and tranquil sunsets. Residents can relax and socialize with exceptional amenities on the third floor, including a spacious, modern fitness center, a heated pool and spa, a sundeck for leisurely afternoons, and a welcoming social and conference room for gatherings with friends or family. Your 9th-floor, 2-bedroom retreat, complete with a versatile den/office and 2 bathrooms, offers the perfect blend of elegance and practicality, with views of downtown’s vibrant offerings just a short walk or bike ride away. This is a rare opportunity to embrace a carefree lifestyle. Don’t miss your chance to call this exceptional residence home.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Ed Martinez (941-504-2995)
211 COSMOPOLITAN CT #211, SARASOTA, FL 34236
$1,200,00054 Days on yellowkey MLS ID: A4684837
1 Days Off yellowkey (back on 3/27/2026)
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2588 Built: 2018Monthly Fee: $499 Tax: $9,259 (2025)Community: QTownhouse
Taxes:$9,259
Remarks: Under contract-accepting backup offers. Still Playing It Safe With Your Address? Downtown Sarasota invites a vibrant lifestyle. In the heart of Sarasota’s coveted 34236, this modern townhome delivers elevated design, premium finishes, and instant access to the energy that defines the city. Soaring volume ceilings and 8 foot solid core doors set the tone the moment you walk in. The Lube Italian kitchen with Bosch appliances, natural gas cooktop, Caesarstone quartz countertops, and Hansgrohe fixtures blends sleek style with real performance. Three spacious bedrooms, three full baths, one half bath, and two flexible spaces give you room for a true office, media lounge, fitness studio, or creative space. Miami Dade impact rated windows and doors add confidence. A private elevator and two car garage with WiFi controlled LiftMaster doors make everyday living seamless. Fresh Benjamin Moore paint, custom blinds, new carpet, a tankless water heater, and a water treatment system mean it is completely move in ready. Step outside to vibrant culinary hotspots, live music venues, bayfront parks, independent retail, art galleries, and the Legacy Trail. Low HOA dues and a lock and leave lifestyle give you freedom without sacrificing sophistication. If you are ready for a home that matches your pace and your lifestyle, schedule your private showing today.
Listing Agent: Brandy Sheldon (941-724-0469)
1274 MAY LN, SARASOTA, FL 34236
$1,575,000102 Days on yellowkey MLS ID: A4678371
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2291 Built: 2019Monthly Fee: $635 Tax: $14,493 (2025)Community: Valencia Rosemary Place TownshTownhouse
Taxes:$14,493
Remarks: One or more photo(s) has been virtually staged. Perfectly positioned in the heart of downtown Sarasota, this refined three-story residence in the coveted enclave of Valencia Rosemary Place embodies the essence of modern luxury living. Tucked along a quiet private lane with tranquil park views, the home offers 2,291 square feet of impeccably curated interiors, including three private bedroom suites, 3.5 baths, and a luminous main living level designed for effortless everyday living and sophisticated entertaining. A charming terrace off the primary suite adds a serene outdoor escape. Every detail has been elevated with thoughtful intention. Rich hardwood flooring, soaring ceilings, crown molding, premium plaster-finished walls, and designer lighting create a warm, contemporary elegance throughout. The reimagined chef’s kitchen serves as the home’s centerpiece—an artful blend of style and function—featuring quartz surfaces, solid wood cabinetry, Moroccan tile accents, open shelving, KitchenAid appliances, a gas range, and an inviting island with expanded pantry storage. The primary suite offers a peaceful retreat with its own private terrace, while two additional guest suites provide exceptional comfort and privacy for family or visitors. A two-car garage, generous storage on every level, and low-maintenance living further enhance the home’s appeal for both full-time and seasonal residents. All of this is just minutes from Sarasota’s celebrated dining, boutique shopping, performing arts venues, and The Bay waterfront—creating a rare opportunity to enjoy refined, lock-and-leave living in one of the city’s most vibrant and walkable neighborhoods.
Listing Agent: Julie Lojacono Mackie (773-704-1438)
1064 N TAMIAMI TRL #1425, SARASOTA, FL 34236
$535,00032 Days on yellowkey MLS ID: A4687230
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1352 Built: 2007 Tax: $5,881 (2025)Community: Broadway PromenadeCondo
Taxes:$5,881
High School: Riverview High
Remarks: Discover the ultimate blend of upscale downtown living and exceptional affordability at Broadway Promenade! This spacious 3-bedroom, 2-bath residence features a separate dining area one of the largest floor plans available. With natural tones throughout, it creates a warm & inviting atmosphere. Prepare to be captivated by arguably the best views in the building, facing north & overlooking Pioneer Park with peek-a-boo vistas of the Intracoastal Waterway. Enjoy the convenience of two designated parking spaces in the secure under-building garage. Abundant amenities include 24-hour concierge, library, billiards room, fitness center, saunas, heated pool & spa, and outdoor dining areas, all at the most competitive condo fees in downtown Sarasota. Guest suites, pets welcome too! Conveniently located next to Publix Plaza, near chic Rosemary District, with trendy cafes, restaurants, yoga studios, & shopping options. Plus, just moments away from downtown Sarasota, St. Armands Circle, and Lido Beach. Just a stones throw away is The Bay, a breathtaking 53-acre city-owned park featuring exciting amenities including a new performing arts center, public boat launch, array of dining experiences, & scenic green spaces including a restored Mangrove Bayou & Fountain Garden. Experience the luxury of Broadway Promenade where upscale living meets incredible value. Make it yours today!
Listing Agent: Nancie Kalin (941-928-8833)
3416 W CHELMSFORD CT #2, SARASOTA, FL 34235
$420,000474 Days on yellowkey MLS ID: A4634668
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1513 Built: 1990 Tax: $4,165 (2023)Community: The MeadowsVilla
Taxes:$4,165
Tax Year: 2023
Remarks: This beautiful villa sits at the end of a dead-end street, a few steps from the community pool and has stunning lake and golf course views. As you enter the walkway you are greeted by a gated entry gaining access to the front loggia that is accented with pavers and leads to your private entrance. The grand foyer is large and is the perfect space to display your art or family heirlooms. The kitchen has been professionally updated with stunning finishes and features high-end appliances. There is an office or den off the kitchen through dual pocket tiffany doors. The guest bedroom is spacious and provides a view to the front lanai. The living room and dining room provide for gracious living and entertaining allowing expansive views of the golf course and lake. Golf views are also from the primary suite with its large bathroom and walk-in closet. This home features high ceilings throughout, extensive levels of crown moldings, elegant features and finishes and is perfect for year-round living or as a wonderful getaway home for seasonal or frequent visitors.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: David Dangelo (941-587-7268)
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