Location: Sarasota , 34236
Do Not Show Listings
1990 MAIN ST #4, SARASOTA, FL 34236
$585,00027 Days on yellowkey MLS ID: A4687688
REDUCED by $10,000 (1.7%) on 04/26/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1453 Built: 2005 Tax: $6,766 (2025)Community: Cityscape At Courthouse CentreCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,766
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: One or more photo(s) has been virtually staged. This rare 2-bedroom, 2-bath, two-story penthouse at Cityscape at Courthouse Centre features secure entry, an efficient multi-level floor plan, potential live-work flexibility, and an unbeatable walkable setting. Residents enjoy elevator service to the top floor and a position just above Main Street. A short stroll puts you near a fitness center, popular breakfast cafés, coffee spots, a variety of dining options, and a movie theater. Everyday conveniences are all within reach, offering an ideal downtown lifestyle. Offered at an attractive price, this residence presents a great opportunity to personalize and design the interior to match your taste. The A/C is just 3 years old, and both bedrooms are equipped with Hunter Douglas motorized wireless shades. Bayfront Park, Marina Jack, the Sarasota Opera House, and other downtown attractions are only minutes away, along with quick access to Lido Beach and St. Armands Circle. A smart choice for anyone looking for a centrally located, low-maintenance condo—ideal as a full-time home or a seasonal retreat where you can lock up and enjoy everything the area has to offer. Take a look, Make an Offer.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Grace Bonaccorso (941-580-1362)
1221 N PALM AVE #303, SARASOTA, FL 34236
$425,00091 Days on yellowkey MLS ID: A4680336
0 Days Off yellowkey (back on 4/25/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 675 Built: 1924 Tax: $4,376 (2025)Community: Frances CarltonSpa: NoCondo
Taxes:$4,376
Elementary School: Alta Vista Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Own a piece of downtown Sarasota history! Set along iconic Palm Avenue in the heart of downtown Sarasota, the historic Frances Carlton offers a rare opportunity to own a piece of the city’s architectural and cultural history. Built in 1924 and listed on the National Register of Historic Places, this Mediterranean Revival landmark is a defining presence in Sarasota’s downtown, placing theaters, galleries, dining, the marina, and daily conveniences just steps from your door, while maintaining a sense of permanence and quiet elegance that has endured for nearly a century. Behind its distinctive pink façade, the Frances Carlton is an intimate boutique condominium of just 20 residences, thoughtfully maintained and known for its enduring construction and careful stewardship. The community is well managed with FULLY FUNDED RESERVES and has completed its Structural Integrity Inspection, reflecting a long standing commitment to preservation, planning, and peace of mind. Amenities include a private pool, landscaped garden and meditation areas, and gated reserved parking. Inside, this beautifully REMODELED one bedroom residence feels more like a small European home than a traditional condominium. The layout offers multiple defined rooms, creating a natural flow, privacy, and character that open plans simply cannot replicate. Windows on three sides fill the home with natural light throughout the day, while original architectural details and thoughtful updates strike a seamless balance between historic charm and modern comfort. The sunroom is a standout feature, framed by graceful arched windows OVERLOOKING PALM AVENUE, with a subtle glimpse toward the water beyond. It is a space equally suited for morning coffee, reading, or quiet reflection, and a reminder of the building’s timeless relationship with its surroundings. The kitchen and living areas have been tastefully updated, preserving the integrity of the home while enhancing everyday functionality. This is a residence for those who appreciate architecture, walkable downtown living, and a sense of place that feels established and enduring. A truly special offering in one of Sarasota’s most admired historic buildings, ideal as a full time home or an elegant pied-à-terre in the cultural heart of the city.
Listing Agent: Justyna Michalowska (941-567-7300)
900 S BLVD OF THE PRESIDENTS #4, SARASOTA, FL 34236
$599,00089 Days on yellowkey MLS ID: O6378668
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 912 Built: 1954Monthly Fee: $536 Tax: $8,717 (2025)Community: White Sands Of LidoSpa: NoCondo
Taxes:$8,717
Elementary School: Southside Elementary
Remarks: Investor opportunity! Cottage on Lido just steps from the beach and a short bike ride to St. Armands. This two-bedroom, two-bath property requires renovation and offers strong value-add potential in one of Sarasota’s most desirable locations. Prime location, high demand area, and excellent upside for those looking to customize and maximize returns.
Listing is courtesy of: BELLA VIEW REALTY LLC (407-460-9019)
Listing Agent: Caroline Perotti (407-460-9019)
1111 N GULFSTREAM AVE #16D, SARASOTA, FL 34236
$875,00037 Days on yellowkey MLS ID: A4684753
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1736 Built: 1974 Tax: $12,681 (2025)Community: One WatergateCondo
Taxes:$12,681
Remarks: WHERE LUXURY MEETS SARASOTA. Gorgeous Direct Sunsets. Where downtown luxury living meets Sarasota Bay on this 16th floor Resiidence. Come enjoy the best Sarasota has to offer. This lifestyle is undeniable. Perfectly positioned in the highly desirable D stack to capture expansive views, this two-bedroom, two-bath residence presents a rare opportunity to create your own vision in one of Sarasota’s most desirable waterfront buildings due to its convenient location within the downtown area. The larger floor plan is filled with natural light, enhanced by floor-to-ceiling hurricane impact windows and sliding glass doors that frame the bay while maintaining a sense of privacy and tranquility. Step onto your large balcony with sleek glass railings, an ideal vantage point to take in Sarasota’s breathtaking sunsets and celebrated events, including the annual Christmas boat parade. One Watergate is nearing completion of a comprehensive transformation designed to elevate every aspect of the living experience. The building has been freshly painted inside and out, with ongoing landscape enhancements creating a refined arrival. Interior corridors have been thoughtfully updated with new carpeting, modern lighting, fresh paint, and detailed trim work. The lobby and clubroom are undergoing a complete reimagining, curated to deliver a sophisticated and welcoming environment, while a state-of-the-art fitness center will soon be introduced exclusively for residents and their guests. Estimated completion is Summer 2026. Secure fob access and attentive onsite management provide an added layer of comfort and peace of mind. Resort-style amenities enrich everyday living, including a sunlit waterfront pool, two tennis and pickleball courts, outdoor grilling areas, and a beautifully updated social lounge. The residence includes one deeded covered parking space, with ample guest parking and additional secured levels for convenience. At One Watergate, Sarasota’s most sought-after experiences are just moments away. Enjoy a short walk to Marina Jack and Bayfront Park, or indulge in nearby five-star destinations such as Jack Dusty at The Ritz Carlton, Ocean Prime, and the Westin rooftop lounge, the highest vantage point in the city. Downtown Sarasota offers an exceptional lifestyle with renowned dining, boutique shopping, a vibrant arts scene, and the popular Saturday Farmers Market. Just over the Ringling Bridge, explore St Armands Circle and the pristine beaches of Lido Key. Cultural landmarks, including The Ringling Museum and Van Wezel Performing Arts Hall, are minutes away, along with convenient access to Sarasota Bradenton International Airport. More than a residence, this is a front row seat to the Sarasota lifestyle within a building undergoing an exciting evolution. Whether as a full-time home or seasonal retreat, this offering presents a compelling opportunity to enjoy the perfect balance of urban sophistication and waterfront serenity.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Janette Schafer (954-298-7791)
767 JOHN RINGLING BLVD #2, SARASOTA, FL 34236
$348,000224 Days on yellowkey MLS ID: S5134479
REDUCED by $49,000 (12.3%) on 04/21/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 612 Built: 1963Monthly Fee: $870 Tax: $4,143 (2024)Community: Sarasota HarborCondo
Taxes:$4,143
Tax Year: 2024
Remarks: Owner Financing Available! Experience breathtaking bay views from both the kitchen and family room in this newly remodeled 1 Bedroom, 1 Bath condo at Sarasota Harbour West. This stylish retreat is perfectly located just minutes from St. Armands Circle and the world-famous Gulf Coast beaches, including Lido Beach and Siesta Key. The condo features modern finishes, updated flooring, and a sleek kitchen designed for both function and style. Large windows fill the space with natural light while capturing serene water views and unforgettable sunsets. Community amenities include a waterfront pool, private dock access, and reserved parking. Ideal as a full-time residence, vacation getaway, or investment property and all just steps from Sarasota’s top dining, shopping, and entertainment.
Listing is courtesy of: JR WORLD REALTY (321-209-0978)
Listing Agent: Jennifer Ramirez (407-334-4218)
111 GOLDEN GATE PT #402, SARASOTA, FL 34236
$2,300,000533 Days on yellowkey MLS ID: A4628715
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2314 Built: 2024Monthly Fee: $2,757 Tax: $24,976 (2023)Community: EvolutionSpa: YesCondo
Taxes:$24,976
Tax Year: 2023
Remarks: Under contract-accepting backup offers. Step into Unit 402 at The Evolution, a luxurious condo nestled in the Golden Gate Point neighborhood in the heart of Sarasota. This fourth-floor residence spans 2,314 square feet of refined living space, offering 3 bedrooms, 3 bathrooms and a 2 car garage. The spacious open-concept living area presents breathtaking bay views and high-end upgrades, including Italcraft custom cabinetry, a full lighting package, and floor-to-ceiling impact-resistant windows for a seamless blend of elegance and resilience. This modern two-tone kitchen is perfect for both everyday living and entertaining, providing all the essentials for crafting culinary masterpieces. Outfitted with premium Sub-Zero and Wolf appliances, meal preparation becomes an enjoyable experience, while the induction cooktop ensures precise, energy-efficient cooking. The kitchen's aesthetic is further enhanced by a sleek quartz backsplash and a quartz waterfall island, which serves as a focal point for gatherings and casual dining. Just beyond, a spacious balcony with breathtaking views invites you to enjoy outdoor living and relaxation. The primary bedroom offers a serene retreat, a luxurious bathroom featuring custom cabinetry, an shower, and a standalone bathtub with city views. The two additional bedrooms, one with an en-suite bath, are perfect for family or guests. Additional conveniences include an in-unit laundry room and generous storage space throughout. The Evolution, home to just 20 exclusive condos, offers incredible amenities. When it's time to unwind, head to the rooftop sunbathing deck with a covered outdoor kitchen and barbecue area – the perfect spot for entertaining with stunning 360 views of the downtown and the bay. The clubhouse offers a pool table, sauna, and meeting rooms, providing spaces for both relaxation and productivity. The private concierge service is always ready to assist, ensuring you have access to entertainment and convenience at your fingertips. Each residence comes with a two-car garage. Some of the additional features include a quick-charging station for electric cars, an on-site car wash, and a grooming studio for your pets. Experience the ultimate in luxury living at The Evolution, where upscale amenities and stunning views of downtown Sarasota and the bay await. Embrace the vibrant lifestyle that comes with living in this remarkable community, where every detail is designed to enhance your quality of life.
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Vlado Konatar (941-718-8293)
101 SEAGULL LN, SARASOTA, FL 34236
$7,950,000182 Days on yellowkey MLS ID: A4669993
REDUCED by $550,000 (6.5%) on 04/25/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5176 Built: 2018Monthly Fee: $89 Tax: $35,916 (2024)Community: Bird Key SubSpa: YesSingle Family
Taxes:$35,916
Remarks: Breathtaking Bayfront Estate on Bird Key | 5 Bedrooms | 5.5 Bathrooms | 5,176 SF | .69 Acre | Experience the pinnacle of Sarasota Bayfront living in this breathtaking Bird Key estate, where timeless coastal elegance meets modern luxury. Perfectly positioned to capture sweeping bay views and unforgettable sunsets, this 5,176-square-foot residence and largest lot in Bird Key offers refined elegance, modern comfort and sophistication inside and out. A grand paver driveway welcomes you to the beautiful oversized glass doors through which you enter into an awe-inspiring open layout showcasing abundant brightness and natural light throughout, soaring tray ceilings complete with beautiful crown molding, designer finishes, and spectacular glass walls framing the exquisite outdoor space and sparkling waters beyond. The gourmet chef’s kitchen is a true showpiece featuring top-of-the-line appliances, custom cabinetry, and a spacious island ideal for entertaining. The home also includes a dedicated office, elegant formal and casual living spaces, 5 spacious bedrooms, 4 that offer their own private ensuite, and a well-appointed stylish game room for relaxed gatherings. Step outside through the expansive glass sliders to a stunning resort-style pool complete with sun shelves, a spa and a luxurious travertine sun deck overlooking tranquil Sarasota Bay complemented by a full outdoor kitchen as well as covered lounge and dining areas designed for year-round enjoyment. Enjoy direct access to the water from your private beach, dock and boat lift, or stroll to nearby St. Armands Circle and downtown Sarasota. With its rare combination of privacy, luxury, and prime bayfront location, every detail of this Bird Key oasis has been thoughtfully crafted to offer the ultimate and unparalleled coastal lifestyle-where luxury, comfort and natural beauty converge.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Frank Pachinger (941-993-4778)
205 GOLDEN GATE PT #401, SARASOTA, FL 34236
$990,00069 Days on yellowkey MLS ID: A4683357
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1535 Built: 1996Monthly Fee: $1,000 Tax: $11,511 (2025)Community: ToscanoSpa: NoCondo
Taxes:$11,511
Remarks: This Penthouse residence delivers the ultimate Golden Gate Point lifestyle where elegance meets effortless coastal living. This 4th-level penthouse blends authentic Southern European architecture with refined contemporary design. Thoughtfully designed with high ceilings, crown molding, and abundant natural light, this residence showcases an open-concept floor plan ideal for both everyday living and entertaining. The expansive great room flows effortlessly to a balcony with partial views of Sarasota Bay, city skyline exposure, and captivating bridge views creating a dynamic backdrop. The beautifully appointed kitchen features upgraded Bosch appliances, Italian LUBE cabinetry with generous storage solutions, and a layout that seamlessly connects to the dining and living areas; perfect for entertainment. Additional highlights include new flooring, built-in shelving, blackout shades, and a gas fireplace adorned with glass stones. A full-size laundry room with cabinetry and sink adds convenience and function. The spacious owner’s suite opens to a private balcony and offers tranquil views of downtown and the bay, creating a serene retreat day or night. The guest bedroom is equally inviting, complete with natural light and thoughtful storage. This penthouse includes two secure, gated, deeded parking spaces and a private storage room. Toscano is recognized as one of Golden Gate Point’s finest boutique buildings, intimate, well-built, and ideally positioned among luxury residences. Enjoy walkability to downtown Sarasota’s world-class dining and cultural venues, easy access to Lido Key’s white sand beaches, and proximity to the marina and bayfront parks.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Mimi Kruk (941-587-5188)
771 JOHN RINGLING BLVD #5, SARASOTA, FL 34236
$549,0007 Days on yellowkey MLS ID: A4690680
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 820 Built: 1965Monthly Fee: $962 Tax: $1,373 (2025)Community: Sarasota Harbor EastCondo
Taxes:$1,373
Middle School: Brookside Middle
Remarks: Completely renovated condominium in a unique, prime, waterfront community with an optional boat slip directly outside your door. Sarasota Harbor East is a 55+ maintenance-free community with an exceptional location and arguably the finest Bayfront views in Sarasota! Minutes from downtown Sarasota and St. Armands Circle, Lido Beach, and conveniently located just across the street from the Sarasota Yacht Club. This ground-floor unit features two bedrooms, one bath, and a fully glassed porch that offers breathtaking views. The windows and bi-fold sliders are high-impact glass. The clubhouse has undergone a complete remodel and includes a fully equipped kitchen and new metal roof. Each unit is equipped with a covered carport (this one is directly in front of your door) along with guest parking. There is a designated area onsite for storing kayaks and bicycles. Boats (sailboats or powerboats) up to 30 feet are permitted. Slips are offered on a first-come, first-served basis, and all costs are included in the maintenance fee (several slips are currently available for your boat!). The quarterly HOA fee encompasses cable/high-speed internet, water, sewer, trash collection, exterior pest control, and all building/community maintenance expenses. Pets permitted with valid service or support animal documentation. Furnishings are offered on a separate bill of sale.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
1221 N PALM AVE #106/107, SARASOTA, FL 34236
$850,00076 Days on yellowkey MLS ID: A4682388
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1593 Built: 1924 Tax: $3,860 (2025)Community: Frances CarltonCondo
Taxes:$3,860
Remarks: One or more photo(s) has been virtually staged. Tucked inside the historic 1924 Frances Carlton on Palm Avenue, this fully reimagined residence offers something rarely found in downtown Sarasota, the character of a vintage building paired with the comfort of a completely rebuilt interior. Created by combining two residences, the home spans almost 1,600 square feet and lives more like a private apartment than a typical condominium. High ceilings, original arched windows, and defined rooms preserve the architectural charm, while a comprehensive renovation brings the home entirely into the present. You enter directly into a generous, open kitchen, an unexpected feature in a building of this era, designed for daily living and gathering rather than passing through. Custom cabinetry, stone surfaces, Café appliances, and thoughtful lighting create a space that is both refined and welcoming. Plantation shutters throughout soften the natural light while maintaining privacy. The living areas flow naturally toward the sunroom overlooking Palm Avenue, where warm southwest afternoon light fills the space. At the opposite end of the home, the primary suite offers a different experience entirely. Positioned at the rear of the residence, it extends into a second enclosed sunroom overlooking a small garden courtyard. Accessible through the bedroom, this space becomes a quiet retreat, ideal for morning coffee, reading, or a peaceful workspace. The renovation extends well beyond cosmetics. Flooring, kitchen, baths, electrical, plumbing, lighting, and finishes have all been rebuilt, complemented by two new air-conditioning systems and a tankless water heater. The result preserves the building’s architectural soul while providing the reliability of a much newer home. The residence includes in-unit laundry, two assigned secured parking spaces, and access to the community pool within an intimate building of twenty residences. From here, downtown Sarasota is part of everyday life. Florida Studio Theatre, Sarasota Opera, restaurants, cafés, and evening drinks are just one or two blocks away, with the Bayfront and marina a short walk beyond. For those seeking amenities and high-rise living, downtown offers many options. For those seeking charm, history, walkability, and a home that feels genuinely unique, opportunities like this are very rare.
711 S PALM AVE #302, SARASOTA, FL 34236
$1,525,00020 Days on yellowkey MLS ID: A4688989
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1815 Built: 2019 Tax: $15,916 (2025)Community: 7 One One PalmSpa: NoCondo
Taxes:$15,916
High School: Sarasota High
Remarks: One or more photo(s) has been virtually staged. Positioned in the heart of downtown Sarasota, 711 S Palm Avenue offers a rare blend of privacy, scale, and walkability along one of the city’s most desirable streets. Set just moments from the bayfront, marina, and Sarasota’s top dining and cultural destinations, this residence captures the essence of effortless downtown living. The home is thoughtfully designed with a layout that balances everyday comfort and entertaining, featuring light-filled living spaces, well-proportioned rooms, and a seamless connection between indoor and outdoor areas. Expansive windows invite natural light throughout, while carefully considered design elements create a sense of warmth and livability. The kitchen serves as the central gathering space, designed for both function and hosting, with ample storage, quality appliances, and an easy flow into the main living and dining areas. Private bedroom suites provide comfortable retreats, while the primary suite offers a quiet escape with generous proportions and a well-appointed bath. Outdoor spaces are equally inviting, offering room to relax or entertain while enjoying the energy of downtown just beyond. Whether as a full-time residence or seasonal retreat, the property presents a compelling opportunity to own in a location where everything Sarasota has to offer is just outside your door.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Susan Pelton (941-321-1007)
1724 CHERRY LN, SARASOTA, FL 34236
$2,250,000193 Days on yellowkey MLS ID: A4668989
REDUCED by $150,000 (6.3%) on 04/25/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2919 Built: 2005 Tax: $12,880 (2024)Community: Burns RealtySpa: YesSingle Family
Taxes:$12,880
Remarks: Welcome to your own private Spanish-Mediterranean-inspired sanctuary, perfectly nestled in the heart of Sarasota’s historical Laurel Park. This rare exquisitely updated 4-bedroom, 3.5-bath residence blends timeless charm with modern sophistication offering a dynamic combination of style, comfort, and versatility. This private gated home offers a separate guest or in-law suite with a full kitchen and en-suite bath ideal for extended family, visitors, or potential rental income. Step outside into a lush, resort-style backyard, where tropical landscaping frames a shimmering turquoise saltwater pool/spa and a retractable awning to enjoy your personal oasis for relaxing afternoons or elegant entertaining. Inside, the main home's fully renovated first level boasts European white oak flooring, a thoughtfully designed chef’s kitchen, and bespoke finishes throughout. Unique touches include a custom ventilated cat retreat tucked playfully beneath the staircase, blending charm and creativity. The newly crafted white oak staircase leads to the upper level, where the white oak floors continue and lime-washed plaster walls create a soft, elevated ambiance that’s both serene and stylish. All of this, just steps away from the vibrant lifestyle of downtown Sarasota; including Burns Court, Selby Gardens, and an abundance of dining, arts, and cultural attractions. There is also a kayak launch around the corner, so you're able to venture out via Hudson Bayou to the bay or to the neighborhood's "pocket park" on Laurel Street. With unmatched walkability and a one-of-a-kind design, this home offers a rare opportunity to live beautifully in one of Sarasota’s most beloved neighborhoods.
Listing Agent: Rachel Miller (941-900-4074)
430 BIRD KEY DR, SARASOTA, FL 34236
$2,150,0006 Days on yellowkey MLS ID: A4691206
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2498 Built: 1973Monthly Fee: $110 Tax: $22,378 (2025)Community: Bird Key SubSingle Family
Taxes:$22,378
High School: Pine View School
Middle School: Sarasota Middle
Remarks: This tastefully updated and remodeled single story home is ideally located within the sought after Bird Key neighborhood. Set on a large corner lot, it features a clean, contemporary style that feels both current and easy to live in. The home offers three bedrooms, two and a half bathrooms, and a two car garage, creating a comfortable and well balanced living environment. Inside, the open concept split floor plan provides both flow and definition, with separate living and family rooms suited to modern living. The remodeled kitchen features quartz countertops and sleek contemporary cabinetry and is centrally positioned to connect the main living, dining, and family spaces. Both living areas open through impact sliding glass doors to the lanai and pool, creating an easy transition between indoor and outdoor living. Fully opening sliders from the living and family rooms extend the space onto the pool deck, making the home particularly well suited for entertaining. The primary suite includes a spacious bedroom, walk in closet, and an updated en suite bathroom. Two additional guest bedrooms and a bathroom are located on the opposite side of the home, offering privacy for family and guests. The generously sized family room easily incorporates a small home office area. Recent improvements include a new tile roof in 2025, whole house propane generator 2025, a newer air conditioning system in 2023, and impact windows for added security and peace of mind. Bird Key offers one of Sarasota’s most desirable locations, just minutes from downtown Sarasota, St. Armands Circle, and Lido Beach. Residents also benefit from the nearby Bird Key Yacht Club, currently undergoing a full redevelopment and expected to reopen early in 2027 as a premier destination for boating, tennis, and social activities. PLEASE NOTE FRONT DOOR ENTRY IS LOCATED ON BOBWHITE WAY.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Yvette Sellyn (941-730-7756)
435 S GULFSTREAM AVE #403, SARASOTA, FL 34236
$694,000203 Days on yellowkey MLS ID: A4667640
INCREASED by $5,000 (0.7%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972Monthly Fee: $1,393 Tax: $8,165 (2024)Community: Regency HouseCondo
Taxes:$8,165
Remarks: WE HEARD YOUR FEEDBACK. UPDATES ARE COMPLETE. THIS CONDO NOW SHOWS LIKE A MODEL. Welcome to your front-row seat to Sarasota Bay at the highly sought-after Regency House on Gulfstream Avenue. This beautifully updated 2-bedroom, 2-bath residence sits on the 4th floor and offers 1,424 sq. ft. of bright, open living space—plus a wall of floor-to-ceiling windows that deliver sparkling bay views from morning coffee to sunset cocktails. The open-concept living and dining areas are flooded with natural light (yes, it’s as good as it sounds), while the designer kitchen features stone countertops, custom cabinetry, and stainless-steel appliances—perfect for hosting, entertaining, or simply enjoying the view while pretending you’re on vacation. The primary suite is a peaceful retreat with panoramic water views, a generous closet, and a beautifully updated ensuite bath. The second bedroom is equally spacious and flexible—ideal for guests, a home office, or a stylish retreat of your own. Residents of Regency House enjoy resort-style amenities including a 24-hour concierge, heated pool, updated clubroom, and secure covered parking—all designed for effortless downtown living. Located just steps from Marina Jack, Bayfront Park, Main Street dining, shopping, galleries, parks, live music and Sarasota’s vibrant arts and cultural scene, this is downtown waterfront living done right. Easy to schedule showings. Come see why this is one of the BEST values on the Bayfront—and why you’ll want to act fast.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Kim Donahue (941-724-2587)
988 BLVD OF THE ARTS #1116, SARASOTA, FL 34236
$850,0006 Days on yellowkey MLS ID: A4690957
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1555 Built: 1982 Tax: $12,561 (2025)Community: Condo On The Bay Tower IiCondo
Taxes:$12,561
Remarks: Enjoy sweeping sunset views over Sarasota Bay, Longboat Key, and the Ringling Bridge from this 2-bedroom, 2-bath residence in Condo on the Bay, Tower II. With protected water vistas and an unbeatable location, this is a rare opportunity to secure a bayfront property at exceptional value. The spacious Great Room is filled with natural light and offers an open layout ready for your personal vision. The kitchen includes a built-in wine cooler and desk area, while fresh paint and new carpeting provide a clean foundation. The remainder of the residence offers the opportunity for updates to suit your style. Residents enjoy resort-style amenities including private docks with kayak launch, tennis and pickleball courts, pools, fitness center, and 24-hour gated security with concierge services. Ideally located next door to The Bay Park and just a short walk to downtown Sarasota, plus a quick drive to Lido Beach. An outstanding opportunity to personalize and create value in one of Sarasota’s premier bayfront communities.
Listing Agent: Nora Johnson (941-809-1700)
223 SEAGULL LN, SARASOTA, FL 34236
$1,325,000332 Days on yellowkey MLS ID: A4654386
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1814 Built: 1961Monthly Fee: $89 Tax: $16,366 (2024)Community: Bird Key SubSingle Family
Taxes:$16,366
Remarks: Endless possibilities on Bird Key! This prime garden home sits in a location full of potential. Whether you’re looking to renovate and make it your own, start fresh with new construction, or add space to support your lifestyle—this property delivers. The lot is ideal for building a custom home that takes full advantage of the scenery and views. Already have a main residence? This could be the perfect spot for a guest house, studio, or even a car collector’s garage with room for your growing collection. The Bird Key location is convenient and has easy access to so many shops and galleries. Beach access for the beachgoers is enjoyable on Lido Key, which offers beautiful beaches and recreational activities, St Armands for upscale shopping and dining, Also , the Longboat Key Club is a very short distance away, which offers golf and tennis plus several restaurants. Waterfront living is at its best living on Bird Key, which also has a marina and clubhouse.
Listing is courtesy of: DEVELOPERS REALTY LBK, INC (941-799-9096)
Listing Agent: Reid Murphy (941-232-3304)
850 S TAMIAMI TRL #506, SARASOTA, FL 34236
$210,000275 Days on yellowkey MLS ID: A4659953
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 576 Built: 1998 Tax: $3,013 (2024)Community: Central Park Sec 2 Ph 1Spa: YesCondo
Taxes:$3,013
Remarks: One or more photo(s) has been virtually staged. Seller just installed a new washer & dryer, new hot water tank, new bathroom vanity and painted much of the condo. Central Park II is the best-kept secret in Sarasota real estate: Country club amenities, a peaceful environment, relatively low prices--and all across the street from the southern edge of the downtown core. This particular ground-floor condo is a one-bedroom/one-bathroom upgraded unit with stainless-steel appliances, brand new water heater, etc, is situated in one of the best locations within the community: You'd be looking out at the pond, with the pool and court on the other side. Publix is directly across the street and the Legacy Trail is behind it. Downtown and the bayfront are to the north--and Sarasota Memorial Hospital is a few blocks south. Your timing to buy couldn't be better. It's a buyer's market and prices are $75k-$150k lower than a few years ago. Central Park II is also a great place to rent a condo Savvy investors have had no trouble keeping their place leased. It's a stable community with healthy reserves, an active population and lots of clubs and committees if you're so inclined. Easy to show, unit is vacant.
Listing Agent: Ray Collins (941-228-0091)
1212 BENJAMIN FRANKLIN DR #607, SARASOTA, FL 34236
$845,000157 Days on yellowkey MLS ID: A4673049
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1421 Built: 1974 Tax: $11,617 (2025)Community: Lido Beach ClubCondo
Taxes:$11,617
Middle School: Pine View School
Remarks: Welcome to your coastal retreat! This sixth floor residence with southern exposure and expansive lanai, provides opportunity to welcome the dawn of the day, light filling the sky over the bay; enjoy your morning coffee overlooking the lush grounds of the Ritz Carlton – and evenings unwinding enjoying the hues of the setting sun. With 1421 SF, this may be the perfect retreat for your full time sanctuary, vacation or winter residence or even investment opportunity. Furnished for your convenience and designed with entertaining in mind, the open, light filled spacious interior layout seamlessly connects the kitchen, dining and living areas. The beautifully appointed kitchen including pantry, granite counters and generous breakfast bar spills into the dining room offering a gathering place for intimate parties or larger gatherings. You will appreciate the split bedrooms and updated en-suite bathrooms, allowing ultimate privacy for family and friends each having room for sitting areas and access to the lanai. Upgrades including Hurricane glass in living room and bedroom sliders and windows, appliances and AC, give peace of mind. Lido Beach Club amenities feature a heated beach front pool, gated beach entrance, outdoor grilling area and outdoor firepit. Interior amenities include storage lockers, fitness center, clubhouse style area with kitchen area, a library and room to entertain, Washers and dryers are allowed in residence, there is also a laundry room on each floor. On site management and secured entry for peace of mind. Embrace island living enjoying mornings walking the beach, days spent at the pool surrounded by lush landscaping, kayaking through the mangroves, or enjoy a short walk or ride to St Armands Circle to enjoy the energy, relish coffee, dining or shopping. Ready to explore the gems of the city? Enjoy the Free Bay Runner island trolley, Saturday farmers market, downtown art galleries, art shows and treasures or events at the Bay and Downtown. Ready to Live the good life, where every day feels like you are on vacation? The location, lifestyle and beach are calling!
Listing Agent: Kathryn Scott (941-812-5805)
SARASOTA, FL 34236
$14,150,000489 Days on yellowkey MLS ID: A4631467
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4942 Built: 2026Community: Rosewood Residences Lido KeySpa: YesCondo
Taxes:$0
Tax Year: 2022
Remarks: One or more photo(s) has been virtually staged. Under Construction. The Rosewood Residences, Lido Key is the first collaboration between Rosewood and a developer for a stand-alone residential condominium bearing the prestigious Rosewood name. Offering a limited collection of 65 stunning private residences located on 3.5 acres of one of the most treasured beaches on the West coast of Florida with 235 feet of beach frontage. The 11-story design by Miami based Swedroe Architecture with interiors spaces thoughtfully designed by Lillian Wu Studios of NYC. Offering 24-hour concierge, valet parking and bespoke owner services by Rosewood Resorts. Residence #802 features 11’ ceilings, 4 bedrooms, 4.5 baths plus den with 4,942 square feet perfect for entertaining. Dramatically organized around an expansive island and an inviting full size wet bar warmed by sunny southern exposure. As the private elevator doors open to the grand salon, the floor to ceiling windows provide a spectacular view of the Gulf of Mexico. Three guest ensuite bedrooms plus a spacious den ensuring owners and guests privacy. The Owner’s suite continues the views even further, with a full wall of floor to ceiling windows and glass door leading out to your expansive terrace. Imagine waking up to this view and enjoying a cup of coffee from the morning bar without having to leave your owner’s suite. No detail overlooked in the expansive kitchen Wolf, Sub-Zero, Waterworks plumbing fixtures, Rocky Mountain hardware and Irpinia cabinets with a multitude of finish choices. Grab your favorite vintage from your Sub-Zero wine refrigerator as the chef in your life creates their masterpiece on the outdoor summer kitchen with built in gas grill. The residence is a perfect location for entertaining and offers a separate service galley with a second refrigerator, oven, and dishwasher, a perfect space for catering or a dinner prepared by your onsite chef and delivered by the in-residence dining team. The 46,900 square foot amenity level offers an intimate, private club atmosphere surrounded only by family and friends. The spaces are perfect for gathering or quiet escape. Only 65 owners, your experience will be as private as it will be luxurious. Lavish amenities include a private waterfront Bistro dining option, a world-class fitness center with options for private training and yoga, two outdoor pools, private cabanas, day beds, towels, food and beverage service. The wellness spa is a haven for relaxation with hot and cold plunge pools, salt and steam rooms and private massage and treatment rooms. The Club Lounge, serving morning coffee, is a wonderful place to start the day. The other amenities include an exciting game room with TV’s, bar, billiards, jukebox and game tables, a nine-seat private theater and six generously sized guest suites allowing owners’ family and friends to enjoy the pleasures of this private resort. The 3rd level pool terrace offers a Zero-edge swimming lap pool & spa with sun shelf, day cabanas and social seating. Fire pit terraces, bocce lawn, Butterfly & chefs garden. The Beach club with a Zero-edge swimming pool with sun shelves and day cabanas, chairs, towel and umbrella service also includes an outdoor pursuits program including kayaking and standup paddle boards. Rosewood’s “Enriched Living” creating experiences that are authentic, original, and deeply personal by offering impeccable service and unparalleled attention to detail. Private enclosed garages included.
Listing is courtesy of: RONTO REALTY LLC (941-888-3131)
Listing Agent: Van Osborne (239-206-9796)
$10,400,000489 Days on yellowkey MLS ID: A4631351
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 4482 Built: 2026Community: Rosewood Residences Lido KeySpa: YesCondo
Remarks: One or more photo(s) has been virtually staged. Under Construction. The Rosewood Residences, Lido Key is the first collaboration between Rosewood and a developer for a stand-alone residential condominium bearing the prestigious Rosewood name. Offering a limited collection of 65 stunning private residences located on 3.5 acres of one of the most treasured beaches on the West coast of Florida with 235 feet of beach frontage. The 11-story design by Miami based Swedroe Architecture with interiors spaces thoughtfully designed by Lillian Wu Studios of NYC. Offering 24-hour concierge, valet parking and bespoke owner services by Rosewood Resorts. Residence #1108 features 11’ ceilings, 4 bedrooms, 4.5 baths plus den with 4,482 square feet perfect for entertaining. Dramatically organized around an expansive island and an inviting full size wet bar warmed by sunny southern exposure with city and bay views to the East. As the private elevator doors open to the grand salon, the abundance of light and floor to ceiling windows provide a spectacular view of the Gulf of Mexico. Three guest ensuite bedrooms plus a spacious den ensuring owners and guests privacy. The Owner’s suite continues the views even further, with a full wall of floor to ceiling windows and glass door leading out to your expansive terrace. Imagine waking up to this view and enjoying a cup of coffee from the morning bar without having to leave your owner’s suite. No detail overlooked in the expansive kitchen Wolf, Sub-Zero, Waterworks plumbing fixtures, Rocky Mountain hardware and Irpinia cabinets with a multitude of finish choices. Grab your favorite vintage from your Sub-Zero wine refrigerator as the chef in your life creates their masterpiece on the outdoor summer kitchen with built in gas grill. The residence is a perfect location for entertaining and offers a separate service galley with a second refrigerator, oven, and dishwasher, a perfect space for catering or a dinner prepared by your onsite chef and delivered by the in-residence dining team. The 46,900 square foot amenity level offers an intimate, private club atmosphere surrounded only by family and friends. The spaces are perfect for gathering or quiet escape. Only 65 owners, your experience will be as private as it will be luxurious. Lavish amenities include a private waterfront Bistro dining option, a world-class fitness center with options for private training and yoga, two outdoor pools, private cabanas, day beds, towels, food and beverage service. The wellness spa is a haven for relaxation with hot and cold plunge pools, salt and steam rooms and private massage and treatment rooms. The Club Lounge, serving morning coffee, is a wonderful place to start the day. The other amenities include an exciting game room with TV’s, bar, billiards, jukebox and game tables, a nine-seat private theater and six generously sized guest suites allowing owners’ family and friends to enjoy the pleasures of this private resort. The 3rd level pool terrace offers a Zero-edge swimming lap pool & spa with sun shelf, day cabanas and social seating. Fire pit terraces, bocce lawn, Butterfly & chefs garden. The Beach club with a Zero-edge swimming pool with sun shelves and day cabanas, chairs, towel and umbrella service also includes an outdoor pursuits program including kayaking and standup paddle boards. Rosewood’s “Enriched Living” creating experiences that are authentic, original, and deeply personal by offering impeccable service and unparalleled attention to detail. Private enclosed 4 car garage included.
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