Location: Sarasota , 34236
Do Not Show Listings
149 MCKINLEY DR, SARASOTA, FL 34236
$5,500,000151 Days on yellowkey MLS ID: A4676647
Bed: 9 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 4149 Built: 2022 Tax: $55,845 (2025)Community: Lido Beach Div B ResubSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$55,845
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: This custom-built NEW (2022) residence showcases refined craftsmanship and thoughtfully curated luxury upgrades throughout. The home features soaring ceilings and expansive floor-to-ceiling windows that create a dramatic architectural statement while maximizing natural light. Wide-open living spaces are enhanced by high-end tile flooring, sleek modern lines, and a seamless indoor-outdoor flow designed for upscale coastal living. The gourmet kitchen is outfitted with premium cabinetry, designer countertops, and high-end appliances, offering both elegance and functionality for entertaining. Designer-inspired bathrooms feature luxury tilework, glass-enclosed showers, floating vanities, and upscale fixtures, creating a resort-like experience in every en-suite (seven total). Custom lighting, contemporary finishes, and refined millwork elevate each space, while thoughtfully designed en-suite bedrooms provide hotel-style privacy and comfort. Multiple balconies, a private rooftop terrace, and an open upper-level lounge further enhance the home’s architectural appeal, offering elevated vantage points and sophisticated outdoor living spaces. Outdoors, the property is designed for luxury entertaining, featuring an outdoor gas fire pit, gazebo, private outdoor shower, and a fully fenced backyard—perfectly blending style with functionality. An outdoor kitchen, designed to the buyer’s specifications, will be provided at closing, offering a personalized extension of the home’s exceptional indoor-outdoor lifestyle. From the elegant owner’s suite to the panoramic rooftop retreat, every detail of this residence reflects modern coastal luxury and meticulous attention to design. Single-owner, fully custom home thoughtfully designed from plat to completion with exceptional attention to detail throughout. Call to schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Danielle Dietrich, Pa (603-767-9166)
1650 PINE TREE LN #103, SARASOTA, FL 34236
$309,90026 Days on yellowkey MLS ID: A4692661
REDUCED by $10,000 (3.1%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 940 Built: 1974 Tax: $2,729 (2025)Community: Bayou House AptsCondo
Taxes:$2,729
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Booker Middle
Remarks: BREATHTAKING BAYOU HOUSE! Positioned along the peaceful waters of Hudson Bayou, this beautifully updated FIRST-FLOOR residence offers a rare blend of waterfront serenity and walkable proximity to the very best of Downtown Sarasota. From the moment you step inside, the tone is set — a clean, open layout enhanced by tasteful finishes and a natural flow that makes everyday living feel effortless. The kitchen serves as the heart of the home, featuring rich cabinetry, sleek QUARTZ countertops, and modern updates that balance both style and functionality. Thoughtfully designed with a SPLIT BEDROOM FLOOR PLAN, the layout provides a sense of privacy and separation — ideal for hosting guests or creating comfortable, independent living spaces within the home. Updated bathrooms, refined flooring, and contemporary lighting carry a cohesive feel throughout, delivering a move-in-ready environment for even the most discerning buyer. Step beyond the living space to your PRIVATE SCREENED LANAI, where one can sit sipping on a cup of their favorite brew whilst taking in the tranquil waterfront setting and serene birdsong. With direct GULF ACCESS via Hudson Bayou, this is more than just a view — it’s a lifestyle. Launch a kayak, enjoy the natural surroundings, or simply unwind as the water moves gently past your backyard. A BRAND-NEW TRANE A/C (2024) ensures year-round comfort and efficiency, adding yet another layer of confidence for the next owner. All of this, just minutes from Downtown Sarasota, where you’ll find TOP-RATED RESTAURANTS, boutique shopping, art galleries, Marina Jack, Selby Gardens, and the vibrant cultural energy that makes this area so desirable — all while returning home to your own quiet, waterfront retreat. This is the kind of opportunity that rarely presents itself — WATERFRONT, FIRST-FLOOR, MOVE-IN READY, and perfectly positioned. DO NOT ALLOW THIS RARE WATERFRONT OPPORTUNITY TO SLIP THROUGH YOUR GRASP… CALL TODAY TO SCHEDULE YOUR PRIVATE SHOWING!!!
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Matthew Sharp, Pa (813-629-7094)
1212 CENTER PL, SARASOTA, FL 34236
$5,695,000147 Days on yellowkey MLS ID: A4676921
Bed: 5 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4807 Built: 2024Monthly Fee: $42 Tax: $19,996 (2024)Community: Lido CSpa: YesSingle Family
Taxes:$19,996
Tax Year: 2024
Remarks: Move-in ready new construction in Lido Shores just steps from the private neighborhood beach. Skip the two-year building process and move straight into a brand new residence designed for effortless coastal living. Clean architectural lines, walls of glass, and an open yet thoughtfully scaled floor plan create a home that feels both modern and comfortable. The main living spaces flow seamlessly to the spa, pool and outdoor entertaining areas, creating a natural connection between indoor and outdoor living. At the center of the home, the kitchen is designed as both a showpiece and gathering space, featuring Thermador appliances, custom Italian cabinetry, and an oversized island ideal for entertaining. Generous living and dining areas allow the home to host comfortably without sacrificing privacy or everyday livability. Each of the five bedrooms offers its own en-suite bath, creating private retreats for family and guests alike. The primary suite is designed as a true sanctuary, featuring spa-inspired finishes and a calm connection to the surrounding outdoor spaces. One of the home’s most special features is the expansive rooftop terrace, offering sunset views toward the Gulf and a unique setting for evening entertaining or quiet moments above the neighborhood canopy. Built by Seaward Homes and completed in 2024, the residence also includes smart home integration, custom closets and thoughtfully curated finishes throughout. Located in Lido Shores, one of Sarasota’s most sought-after coastal neighborhoods, residents enjoy private beach access along with convenient proximity to St. Armands Circle, downtown Sarasota, and the city’s renowned dining and cultural destinations. Recently completed and ready for immediate occupancy, this home presents a rare opportunity to enjoy brand new construction in Lido Shores without the time, complexity, and rising costs of building.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Steven Moore (401-767-7180)
128 FILLMORE DR, SARASOTA, FL 34236
$4,000,00070 Days on yellowkey MLS ID: A4686935
REDUCED by $195,000 (4.6%) on 05/29/2026
Bed: 8 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 4550 Built: 2023 Tax: $54,830 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$54,830
Remarks: Discover an exceptional income-producing asset at 128 Fillmore Drive—an 8-bedroom, 8-bathroom luxury residence designed to perform at the highest level as a short-term vacation rental. Located just steps from world-renowned St. Armands Circle and minutes from the white- sands of Lido Key, this newly built, turnkey-furnished property offers the rare combination of prime location, high-capacity accommodations, and resort-style amenities that today’s travelers seek. Constructed with meticulous attention to durability and design, this home is purpose-built for both elevated living and strong rental performance. Expansive, sun-filled living areas and a coastal-contemporary aesthetic create a welcoming environment for large groups, while the gourmet chef’s kitchen—complete with custom cabinetry, quartz countertops, and premium appliances—supports effortless entertaining and extended stays. Each of the eight bedrooms features an ensuite bathroom, maximizing guest privacy and boosting rental desirability. Multiple balconies and a stunning rooftop terrace provide views of Sarasota Bay and the lush surrounding neighborhood—an unforgettable highlight for vacationers and a standout feature in rental marketing. The outdoor living experience is equally impressive, offering an oversized pool with a swim-up spa, generous patio space, and ample room for lounging or hosting gatherings. These resort-style amenities significantly enhance guest satisfaction and repeat bookings. With its unbeatable walkability to high-end shopping, fine dining, vibrant nightlife, and cultural attractions, plus immediate access to Lido Key’s turquoise waters, this property consistently checks every box for travelers seeking a luxury coastal getaway. Whether you’re expanding your portfolio or entering the short-term rental market, 128 Fillmore Drive represents a rare opportunity to acquire a high-performing asset in one of Sarasota’s most coveted destinations. This is more than a home—it’s a turnkey revenue generator in a premier vacation market.
Listing is courtesy of: LESLIE WELLS REALTY, INC. (941-776-5571)
Listing Agent: Leslie Wells (941-776-5571)
435 S GULFSTREAM AVE #1004, SARASOTA, FL 34236
$895,000211 Days on yellowkey MLS ID: A4670726
REDUCED by $55,000 (5.8%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1829 Built: 1972 Tax: $10,813 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$10,813
Remarks: One or more photo(s) has been virtually staged. Welcome to Regency House, nestled in the heart of Sarasota on a serene, tree-lined street—ideally located between Gulfstream and Palm Avenue. Enjoy sweeping views of Sarasota Bay, breathtaking sunsets, and effortless walkability to the city’s premier dining, shopping, cultural attractions, and the bayfront. This beautifully updated 1,829 sq. ft. residence is designed with both style and function in mind, featuring a spacious split floor plan that maximizes privacy. The living room opens to spectacular north- and west-facing views, where sparkling city lights, Marina Jack’s Park, and Sarasota Bay create a stunning backdrop. Thoughtfully integrated shelving adds versatility and easily adapts to a dedicated home office set up. Modern upgrades include new flooring, a fresh neutral palette, and a sleek kitchen with stainless LG appliances and a Bosch induction cooktop. With abundant storage and generous counter space, the kitchen is ready for everything from casual meals to lively entertaining. Each bedroom is a private retreat, offering gorgeous sunset views, updated baths, and abundant closet space—including brand-new $50,000 custom organizers. A versatile bonus/storage room provides additional flexibility for work, hobbies, or extra belongings. Resort-style amenities enhance everyday living: a heated pool, fitness center, stylish club room with catering kitchen, and the peace of mind of 24/7 concierge service. A full-size, in-residence washer and dryer make this home as practical as it is luxurious.Don’t miss this rare opportunity to experience vibrant downtown living with every convenience right at your doorstep.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
540 S POLK DR, SARASOTA, FL 34236
$8,250,000115 Days on yellowkey MLS ID: A4681449
REDUCED by $400,000 (4.6%) on 05/29/2026
Bed: 6 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 5331 Built: 2025 Tax: $20,946 (2025)Community: Lido Beach Div BSpa: YesSingle Family
Taxes:$20,946
Remarks: This exquisite residence combines sophisticated contemporary design with exceptional income-producing potential, offering 9,258 square feet of resort-style living just steps from the Gulf beaches. With 5,331 square feet of refined interior space and a curated collection of premium furnishings, the home is ideal as a luxurious family retreat or a high-performing corporate getaway. Zoned for seven-day rentals and supported by a strong rental history, the property commands approximately $1,800 per night in season and $1,300 per night out of season, making it an attractive opportunity for investors or business owners seeking both personal enjoyment and revenue generation. The gourmet kitchen centers around a waterfall-edge island and features a Sub-Zero refrigerator, Wolf eight-burner gas range, dual dishwashers, floating shelves and sleek European-style cabinetry. Bespoke finishes elevate every space, including quartz countertops, designer lighting, an interior elevator, custom tambour wood walls, artisanal iron stair rails, 7-inch baseboards and 8-foot interior doors. Each floor includes a wet bar with beverage refrigerators, ice makers or dishwashers, creating effortless flow for entertaining. The primary suite offers a serene private retreat with walk-in closets and a spa-inspired bath featuring a backlit marble wall, designer fixtures and a walk-in shower with rain and handheld showerheads. Five additional bedrooms each feature uniquely designed en-suite baths with custom mirrors, distinctive tilework, sleek cabinetry and under-lit vanities. Outdoor living is extraordinary, with more than 3,300 square feet of covered patios and six balconies culminating in a rooftop deck with 360-degree views of the Gulf, bay and city skyline. The summer kitchen includes a Heston Aspire grill and wet bar. The fenced backyard is a tropical oasis with a heated saltwater pool, waterfall, fiber-optic lighting, a 12-person spa and a private putting green. Multiple lounging and dining areas accommodate everything from family gatherings to corporate retreats, complete with TVs, beverage refrigerators and game spaces for pool or ping pong. Advanced smart-home technology includes a comprehensive surveillance system with high-definition cameras, whole-property Wi-Fi, intelligent access control, programmable architectural lighting and motorized window treatments. A Sonos multi-room audio system and 12 high-definition TVs enhance entertainment throughout. Architectural highlights include stacked-stone and wood cladding, horizontal balcony rails, and Ipe wood on balconies and the rooftop deck. Hurricane-rated windows and doors, tongue-and-groove ceilings and travertine pavers complete the exterior. Ideally located near pristine Gulf beaches, St. Armands Circle and downtown Sarasota’s dining, arts and entertainment, this residence offers the rare combination of luxury living, strong rental income and exceptional appeal for families, executives or investors.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Kathleen Wingate (813-731-3332)
631 N ORANGE AVE #208, SARASOTA, FL 34236
$309,900207 Days on yellowkey MLS ID: A4671326
REDUCED by $20,000 (6.1%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 784 Built: 1982 Tax: $2,508 (2024)Community: Mentone CourtSpa: NoCondo
Taxes:$2,508
Remarks: One or more photo(s) has been virtually staged. Exceptional downtown Sarasota value in the heart of the Rosemary District. One of only a few two-bedroom, two-bath residences currently available under $350,000 in the entire downtown Sarasota market, this beautifully updated second-floor corner residence at Mentone Court offers an increasingly rare opportunity to enjoy walkable city living with low ownership costs, covered parking, and immediate access to Sarasota’s dining, shopping, and cultural attractions. Located within the charming Mentone Court community of just 16 residences, this elevated complex sits above the flood plain and includes assigned covered parking for Unit #208. The professionally managed association offers remarkably low HOA fees that include master insurance on the building, water, sewer, trash, landscaping, exterior maintenance, and reserve funding—providing exceptional value and peace of mind. The community is fully funded with no planned special assessments and is exempt from milestone inspection requirements due to its low-rise construction. Inside, the bright and thoughtfully designed layout feels open and spacious with high ceilings, large-format porcelain tile flooring, recessed lighting, and five closets for ample storage. Tropical-inspired paint tones, plantation shutters, and updated finishes create a clean, contemporary atmosphere throughout. The kitchen features refinished solid-wood cabinetry, granite countertops, under-cabinet lighting, and a striking pearlescent subway tile backsplash. Brand-new appliances—including an induction range, dishwasher, and refrigerator—have never been used, while a newer HVAC system and four Hunter remote-control ceiling fans enhance efficiency and comfort. Both bathrooms have been updated, offering a pristine cast-iron tub in one bath and an oversized walk-in shower with classic white subway tile in the other. The spacious primary bedroom easily accommodates a king-sized bed and features a California-style walk-in closet. A stacked washer and dryer are also included for added convenience. One of the residence’s standout features is the oversized screened lanai, accessed through a 12-foot sliding glass door and protected by a motorized Kevlar storm and sunshade system rated for Category 5 hurricane protection. Complete with battery backup and MagnaTrack technology, the screen also functions as a sunshade for year-round outdoor enjoyment. Mentone Court enjoys a “Walker’s Paradise” location with a walkability score of 92. Citrus Square—with multiple restaurants offering outdoor dining—is located less than a block away, while Main Street’s cafés, boutiques, Whole Foods, waterfront parks, and downtown Sarasota’s cultural attractions are all within easy walking distance. Residents also enjoy close proximity to Payne Park and the Legacy Trail, while nearby Bay Runner trolley access offers convenient transportation to St. Armands Circle, Lido Beach, and South Lido Park. Whether you are searching for a seasonal retreat, investment property, downtown pied-à-terre, or full-time residence, Unit #208 offers an exceptional opportunity to enjoy affordable downtown Sarasota living with easy beach access and outstanding walkability.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
631 N ORANGE AVE #107, SARASOTA, FL 34236
$339,900315 Days on yellowkey MLS ID: A4659021
REDUCED by $20,000 (5.6%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 784 Built: 1982 Tax: $2,713 (2024)Community: Mentone CourtCondo
Taxes:$2,713
Remarks: Downtown Sarasota living becomes exceptionally attainable with this beautifully renovated first-floor residence in the heart of the Rosemary District. One of only a handful of two-bedroom, two-bath residences currently available under $400,000 in the downtown Sarasota market, this move-in-ready home offers an unmatched combination of walkability, modern updates, low ownership costs, and immediate access to Sarasota’s vibrant urban lifestyle. Located within the charming Mentone Court community of just 16 residences, this beautifully updated unit sits above the flood plain and includes assigned covered parking only steps from the front door. Positioned within a “Walker’s Paradise” location, the residence is just a five-minute stroll to Main Street’s dining, boutiques, and cafés, a few blocks from Whole Foods, and moments from the Rosemary District’s growing collection of restaurants and outdoor gathering spaces. Citrus Square—located less than a block away—offers additional dining options and convenient access to the Bay Runner trolley and public scooter transportation for effortless connectivity throughout downtown Sarasota and the beaches. Inside, the residence has been extensively renovated and thoughtfully designed with a clean, contemporary aesthetic. High ceilings, porcelain tile flooring, 5-inch baseboards, plantation shutters, and four closets create a bright and spacious atmosphere throughout the more than 1,000-square-foot layout. The open-concept kitchen features quartz countertops, handcrafted Moroccan Zellige tile backsplash and island accents, solid hickory dovetailed cabinetry, and new Samsung smart Wi-Fi appliances including an induction range and quiet dishwasher. Both bathrooms have been beautifully reimagined with designer tile, Kohler Awaken fixtures, Choreograph shower systems, and premium glass enclosures, while a new LG heat pump washer and dryer adds everyday convenience. The residence is being offered furnished, including most furnishings, artwork, and a 75-inch Frame television, creating an ideal turnkey downtown residence, investment property, or seasonal pied-à-terre. One of the home’s standout features is the oversized private lanai with storage closet, opening directly to a tranquil green space and private gated access toward Citrus Square. A motorized Kevlar storm and sunshade system rated for Category 5 hurricane protection enhances both security and year-round usability. Mentone Court offers exceptional value with low HOA fees that include master insurance on the structure, water, sewer, trash, landscaping, exterior maintenance, and reserve funding. The professionally managed association is fully funded with no planned special assessments. The community is exempt from milestone inspection requirements due to its low-rise construction and has never experienced storm damage. Perfectly positioned near Payne Park and the Legacy Trail, the residence also offers convenient access to St. Armands Circle, Lido Beach, Longboat Key, Sarasota-Bradenton International Airport, and downtown Sarasota’s renowned cultural attractions including theaters, galleries, waterfront parks, and fine dining. Stylish, low-maintenance, and exceptionally walkable, this downtown Sarasota residence delivers an outstanding opportunity to enjoy elegant city living with easy beach access.
2050 BENJAMIN FRANKLIN DR #B704, SARASOTA, FL 34236
$2,650,000195 Days on yellowkey MLS ID: A4672363
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2936 Built: 2005 Tax: $21,527 (2024)Community: Orchid Beach Club ResidencesSpa: YesCondo
Taxes:$21,527
Remarks: Turnkey furnished executive residence set high on the seventh floor of Orchid Beach Club, this Lido Key beachfront condominium captures sweeping Gulf, bay, and downtown Sarasota views from the moment of arrival. Designed for elevated coastal living, the nearly 3,000-square-foot layout offers three bedrooms, three full baths, private elevator access, and multiple terraces that create a seamless indoor-outdoor lifestyle. A residents-only elevator opens directly into a private lobby, where double iron filigree doors introduce a refined interior filled with natural light. High cove ceilings with inset lighting, custom millwork, wood paneling, motorized window treatments, and thoughtfully updated finishes establish a polished, modern aesthetic. Walls of impact glass frame unobstructed water and city vistas, enhancing every living space. The gourmet kitchen blends clean design with functionality, featuring quartz countertops, sleek cabinetry, center island with seating, breakfast bar, and premium Bosch and Dacor appliances, including a six-burner gas range and warming drawer. The kitchen flows effortlessly into the great room and dining area, creating an ideal setting for both entertaining and everyday living. The Gulf-front primary suite offers a private retreat with terrace access, dual walk-in closets, and a renovated bath featuring marble-inspired finishes, dual vanities, soaking tub, and walk-in shower. Two guest suites are positioned in a split layout for privacy—one with terrace access and the other with its own private balcony—providing comfortable accommodations for visitors. Three terraces extend the living experience outdoors. The expansive bay-facing terrace features a full summer kitchen with a new (2024) built-in gas grill, generous dining area, and ample seating space for sunset entertaining. A Gulf-facing terrace is shared by the primary suite and third bedroom, while the second guest suite enjoys its own secluded balcony. Orchid Beach Club is an exclusive Gulf-front community of just 54 residences, offering a full-service lifestyle with 24-hour gated entry, concierge services, and a recently updated clubhouse featuring a social room, catering kitchen, library, billiards, and lounge. The wellness amenities include a fitness center, sauna, spa room, and massage services. Outdoors, the Gulf-side pool and spa are surrounded by a spacious sun deck, with direct access to Lido Beach’s soft sand and turquoise waters. Ideally located near St. Armands Circle, Longboat Key, and downtown Sarasota, residents enjoy close proximity to fine dining, boutique shopping, marinas, and renowned cultural venues including the Van Wezel Performing Arts Hall, Sarasota Opera House, and The Ringling Museum. This turnkey furnished executive residence offers a rare opportunity to experience beachfront living with exceptional views, privacy, and convenience on Lido Key.
50 CENTRAL AVE #16-C, SARASOTA, FL 34236
$1,499,00053 Days on yellowkey MLS ID: A4689102
1 Days Off yellowkey (back on 5/19/2026)
Bed: 2 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2117 Built: 2003 Tax: $19,640 (2025)Community: Plaza @ Five PointsCondo
Taxes:$19,640
Remarks: One or more photo(s) has been virtually staged. Experience elevated downtown living at 50 Central – The Plaza at Five Points, a boutique luxury high-rise offering an exclusive blend of upscale commercial space and just 49 private residences. Perched on the 16th floor, Residence 16C showcases 2,117 square feet of living space with 2 generously sized bedrooms, 3 full bathrooms, and a versatile office/den. Floor-to-ceiling windows and sliding glass doors frame sweeping views of the city skyline and Sarasota Bay, while two private, covered balconies provide the perfect setting to relax and take in the scenery. The residence has been freshly painted and is ready for your personal vision. A bright, welcoming foyer opens into a thoughtfully designed interior. The sleek, modern kitchen features European-style cabinetry, efficient use of space, and a raised breakfast bar ideal for casual dining or entertaining. The primary suite offers a spa-like retreat with dual vanities, abundant storage, a walk-in shower, and a soaking tub. Both the primary and guest bedrooms enjoy direct balcony access. Additional highlights include a separate laundry room with sink and well-appointed guest bathrooms with tub/shower combinations. This unit includes two deeded garage parking spaces and a private storage unit for added convenience. Residents of Plaza at Five Points enjoy a full suite of amenities, including a well-equipped fitness center, concierge services, secure controlled access, and valet parking. A private guest suite with direct pool access ensures visitors are comfortably accommodated. Outdoor amenities feature a heated pool and spa, grilling area, and a cabana with gazebo. The beautifully refreshed clubroom overlooks the pool deck and includes a catering kitchen, fireplace, and conference room. Completed in 2005 and built to modern hurricane standards, this sought-after building is known for its solid construction and intimate, boutique atmosphere. Located in the heart of downtown, you are just steps from the Sarasota Opera House, vibrant art galleries, theaters, shopping, and top-rated dining. Nearby attractions include Marina Jack, St. Armands Circle, Lido Beach, Siesta Key Beach, Marie Selby Botanical Gardens, and the Van Wezel Performing Arts Center, with Sarasota-Bradenton International Airport just a short drive away. Residence 16C offers a refined yet relaxed lifestyle in one of Sarasota’s most desirable downtown addresses. Vacant and easy to show—schedule your private tour today.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Daniela Soiman (941-779-4797)
721 N OSPREY AVE, SARASOTA, FL 34236
$639,800223 Days on yellowkey MLS ID: C7516619
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1484 Built: 1973 Tax: $6,828 (2024)Community: Schindler SubApartment
Taxes:$6,828
Remarks: Prime Sarasota DTN Zoning property. Discover this beautifully remodeled duplex ideally located just minutes from Lido Beach, St. Armands Circle, and downtown Sarasota. Each unit features 2 bedrooms and 1 bathroom, Newer Roof, Newer Air conditioners, offering bright, open living spaces with updated finishes throughout. The interiors have been tastefully remodeled, complemented by new windows that bring in plenty of natural light. Outside, enjoy a newly installed paver driveway providing great curb appeal and low-maintenance living. Perfect opportunity for an investor or owner-occupant looking for income potential in a prime Sarasota location.
Listing is courtesy of: PROPERTY LIONS REALTY, INC (941-456-2676)
Listing Agent: Matthew Rhoden (941-456-2676)
1000 BOULEVARD OF THE ARTS #1509, SARASOTA, FL 34236
$1,879,7455 Days on yellowkey MLS ID: A4695124
0 Days Off yellowkey (back on 5/28/2026)
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1767 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Taxes:$0
Elementary School: Alta Vista Elementary
High School: Booker High
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Residence 1509 offers a distinctive harbor-front perspective from the 15th floor, overlooking Quay Harbor, the Ringling Bridge and glimpses of The Gulf in the distance. Part of the elevated Harbor residence collection, this home captures the movement of marina life, yachting and sunset skies, creating a dynamic and visually engaging living environment. The interior features an open, contemporary layout with floor-to-ceiling glass, a refined kitchen with European cabinetry and premium appliances, and a generous private terrace oriented toward the harbor and bridge views. The primary suite is designed as a tranquil retreat with a spa-inspired bath, while additional bedrooms provide comfort and privacy. A den offers flexible space for work or relaxation. At 1000 Boulevard of the Arts, residents enjoy a walkable waterfront lifestyle in Sarasota’s Quay Waterfront District, with access to resort-style amenities, concierge services, and immediate proximity to dining, cultural venues and marina promenades.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Joey Lopez (917-962-2448)
340 S PALM AVE #11, SARASOTA, FL 34236
$1,435,000213 Days on yellowkey MLS ID: O6355814
1 Days Off yellowkey (back on 5/28/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2075 Built: 1998 Tax: $16,127 (2024)Community: SarabandeSpa: YesCondo
Taxes:$16,127
Remarks: Where Luxury Meets the Bay — Palm Avenue Perfection Step into a life of sophistication, serenity, and sunlit luxury on coveted Palm Avenue, where every day feels like a private escape. This corner waterfront residence delivers the ultimate Sarasota lifestyle with 2 bedrooms, 2 bathrooms, and a versatile den across 2,075 square feet of refined living space. Every inch is designed for those who expect more. Inside, gleaming hardwood floors lead you to an open-concept living area that’s made for entertaining and unwinding in style. The chef’s kitchen, outfitted with top-tier Jenn-Air and Bosch appliances, is both stunning and functional—built for the art of cooking and the joy of conversation. The primary suite is a statement of luxury, featuring floor-to-ceiling windows that fill the room with morning light and breathtaking city views. This 600-square-foot retreat includes an oversized custom closet and electric shades for instant privacy at the touch of a button. Step onto your spacious private balcony and let Sarasota Bay steal your breath—sunsets that melt into the horizon, city lights dancing on the water, and a front-row seat to the Fourth of July fireworks right from your home. This residence comes with two secure parking spaces, two storage lockers, and exclusive access to resort-style amenities: two pools including a heated lap pool, a fully equipped fitness center, guest suites, and a pet-friendly community for your four-legged companion. And the best part? You’re just steps from Sarasota’s best dining, boutiques, galleries, and theaters—the perfect balance of luxury, leisure, and lifestyle. This isn’t just a condo. It’s a front-row seat to Sarasota’s most beautiful moments—and it’s waiting for you.
Listing is courtesy of: KELLER WILLIAMS ELITE REALTY (239-949-8338)
Listing Agent: Chrissy Wagner (847-627-9918)
1350 5TH STREET #106, SARASOTA, FL 34236
$529,00012 Days on yellowkey MLS ID: A4694230
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 749 Built: 2018 Tax: $4,748 (2025)Community: Risdon On 5ThSpa: NoCondo
Taxes:$4,748
Remarks: Experience contemporary living in Sarasota’s vibrant Rosemary District at The Risdon on 5th, a 22-residence mixed-use condominium community recognized for its award-winning European-inspired architecture and design. Positioned in one of downtown Sarasota’s accessible neighborhoods, this modern one-bedroom residence places an active lifestyle, culinary delights, the arts, wellness and entertainment just moments away. Designed for an active urban lifestyle, residents enjoy a solar-heated rooftop pool with unobstructed city views, two shaded lounge areas, and a spacious, secure gated courtyard providing one designated parking spot for owners and plenty of flex parking spaces for owners and guests. Inside, the open-concept floor plan features 12-foot ceilings, upgraded tile flooring throughout, energy-efficient impact glass walls and a streamlined modern aesthetic that maximizes natural light and functionality. The kitchen is appointed with stainless steel appliances, solid surface countertops and a waterfall-edge island designed for easy everyday living and entertaining. Plus, experience Florida’s outdoor lifestyle on your small patio near the front door. Near Sarasota’s renowned cultural and waterfront destinations, The Risdon on 5th offers convenient access to Whole Foods Market, the Sarasota Farmers Market, Marina Jack, the Sarasota Bay Park, Selby Library, art galleries, downtown shopping and acclaimed restaurants. The Ringling Bridge, St. Armands Circle, Sarasota Bay and Longboat Key are all within close reach, especially on the free BayRunner Trolley, creating an ideal setting for buyers seeking a connected, low-maintenance lifestyle in the center of downtown Sarasota.
Listing Agent: Frank Lambert (941-920-1500)
1064 N TAMIAMI TRL #1406, SARASOTA, FL 34236
$419,90064 Days on yellowkey MLS ID: A4687760
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1084 Built: 2007 Tax: $4,835 (2025)Community: Broadway PromenadeSpa: YesCondo
Taxes:$4,835
Elementary School: Gocio Elementary
High School: Riverview High
Remarks: One or more photo(s) has been virtually staged. Morning light filters in as you step outside and feel the breeze coming off the bay. Just across the street, the glistening waterfront and the 10th Street Boat Ramp invite you for a refreshing walk with coffee in hand, while the iconic Van Wezel Performing Arts Hall stands ready for evenings filled with culture and entertainment. Welcome to Unit 1406 at 1064 N Tamiami Trail—where everyday living feels effortlessly connected to the best of Sarasota. This 2-bedroom, 2-bath residence offers a smart split floor plan designed for both comfort and privacy, whether you're hosting guests or enjoying a quiet night in. Life here is designed to be easy. Start your day with a workout in the fitness center, unwind in the sauna, or spend afternoons by the heated pool and spa. Evenings can be as social or relaxed as you choose, with outdoor dining areas perfect for gathering and a billiards room and library for quieter moments. A 24-hour concierge ensures everything runs seamlessly, while guest suites make hosting effortless. Exciting news for future owners! The building is currently undergoing a modern transformation with fresh renovations started in April. The hallways are getting a complete face-lift, including brand-new flooring and a sleek, updated color palette. With new carpeting rolling out through June, you'll be stepping into a fresh, beautifully revitalized building that feels brand new!
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Brandy Loebker (941-404-4737)
1064 N TAMIAMI TRL #1308, SARASOTA, FL 34236
$375,000227 Days on yellowkey MLS ID: A4668948
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 985 Built: 2007 Tax: $4,426 (2024)Community: Broadway PromenadeCondo
Taxes:$4,426
Elementary School: Gulf Gate Elementary
Remarks: Welcome to Broadway Promenade - Sarasota Living at Its Best! Located in the heart of Sarasota’s renowned Cultural Arts District, this beautifully maintained and charmingly furnished 2-bedroom, 2-bath condo on the 3rd floor offers the perfect blend of style, comfort, and convenience. Being sold turnkey, it is ready for you to move right in. Whether you are looking for a full-time residence or a seasonal retreat, this condo makes it easy to enjoy everything Sarasota has to offer. This unit boasts a spacious open layout filled with abundant natural light, an separate owner storage room for added convenience and a trash chute right on the floor for easy disposal. Resort-style amenities include a sparkling pool and spa, fitness center with locker rooms and saunas, business center with computer, printer, and internet access, billiards, card room, library, and social club room. There’s also 24/7 concierge service, secured FOB access, and on-site management and maintenance. For visiting guests, there are four beautifully renovated, fully furnished guest suites available to rent. Unmatched location with an on-site Publix grocery store and nearby shopping and dining for ultimate convenience. Just minutes to theaters, art galleries, cultural events, parks, marina, and world-famous Gulf Coast beaches. Broadway Promenade offers an elevated lifestyle where every detail is designed for ease and enjoyment. If you have been waiting for a Sarasota condo that checks all the boxes - style, security, amenities, and location - this is it!
Listing Agent: Tina Renta (941-600-7361)
988 BLVD OF THE ARTS #1710, SARASOTA, FL 34236
$1,499,00014 Days on yellowkey MLS ID: A4690864
REDUCED by $1,000 (0.1%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1555 Built: 1982 Tax: $15,696 (2025)Community: Condo On The Bay Tower IiSpa: YesCondo
Taxes:$15,696
Remarks: Mesmerizing, unobstructed views of Sarasota Bay and the Gulf of Mexico set a breathtaking stage from this towering 17th-floor residence at Condo on the Bay, where sky, water and city lights create an ever-changing coastal panorama. Perfectly positioned on a private peninsula in the heart of Sarasota, this home captures elevated waterfront living with a rare sense of openness and tranquility. From sunrise reflections over the bay to golden sunsets across the Gulf, every moment is framed by water. Expansive windows and floor-to-ceiling glass sliders draw your eye outward, while a spacious, covered balcony offers a front-row seat to passing boats, seabirds and Sarasota’s natural shoreline. Upon entry, the view takes center stage, complemented by a custom built-in buffet with a wine cooler as well as French oak plank flooring. The renovated kitchen features new stainless steel appliances, updated fixtures, Campbell solid wood cabinetry and striking Cambria quartz countertops that extend seamlessly along the full wall, creating a clean, modern statement. A pass-through design connects the kitchen to the dining and living areas, enhancing light and flow, with additional built-in cabinetry providing generous storage. The living space is thoughtfully designed with a floating media cabinet, a Samsung Frame TV and a Sonos sound bar included. In the primary suite, custom details continue with floating nightstands, a wood canopy bed and a spacious walk-in closet with built-ins, while a wall of windows showcases sweeping views of the bay, Longboat Key and the Gulf beyond. Both baths have been fully updated with new cabinetry, tile and countertops and the guest bedroom features an oversized closet with custom built-ins. Tinted glass entry doors throughout the residence add a refined contemporary touch. Residents of Condo on the Bay enjoy a secure, gated environment with 24-hour concierge and security, along with amenities that include two resort-style pools, tennis courts, two fitness rooms, social spaces and a private marina with boat slips available for lease. Kayak launches, a fishing pier and waterfront walking paths further enhance the coastal lifestyle. Directly next to The Bay, Sarasota’s transformative 50-plus-acre waterfront park, residents have immediate access to scenic trails, performance venues, open green space and year-round cultural programming. Downtown Sarasota’s renowned dining, arts and cultural scene is just moments away, along with St. Armands Circle and the white sand beaches of Lido Key. Whether as a full-time residence or seasonal retreat, this is a rare opportunity to own a premier position in Sarasota’s skyline, offering panoramic water views, exceptional amenities and unmatched proximity to downtown coastal living. Furnishings are available on a separate schedule.
Listing Agent: Thomas Netzel (941-539-0633)
55 N WASHINGTON DR, SARASOTA, FL 34236
$2,900,00099 Days on yellowkey MLS ID: A4683582
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3071 Built: 1960 Tax: $20,384 (2025)Community: St Armands Div/John Ringling ESingle Family
Taxes:$20,384
Remarks: St. Armand's Circle is home to this beautiful turnkey furnished vacation home: a wonderful 2 story, 6 BR, 4.5 BA pool home with ample chef's kitchen, formal dining area, new durable beach sand worthy epoxy flooring. This home is perfect for large family vacation home or to utilize as a successful investment opportunity. This home has been meticulously cared for and enjoyed as a vacation rental for over 10 years and is successful for any investor wanting to cover carrying costs and come visit throughout the year. Just ask for rental history. The expansive yet comfortable floor plan boasts an eat-in kitchen with breakfast table and breakfast bar. The open concept living room and entertaining area open from sliding glass doors lead to a private backyard oasis featuring an outdoor natural gas heated pool andplenty ofroom to enjoy fun in the sun! Adding to privacy for guests, there is an in-law suite off garage as the 6th bedroom with bathroom and separate exit. This is the perfect home for a big group to spread out and have your own privacy and space while still allowing for shared memories on the island. A short jaunt out the back gate and you are on St. Armand's Circle - shopping, restaurants, spas, beaches and live music are all around the corner - it doesn't get better than this! At the end of your day you have a private, beautiful place to relax with family and friends. You can spend the entire day right around the corner at our famous St. Armand's Circle with its award winning indoor or outdoor dining, upscale shopping, and galleries.There is an abundant amount of Activities and Attractions in Sarasota/Bradenton - close by to enjoy many treasures and cultural events. Benderson Park, Mote Marine Aquarium, Ringling Museum of Art, Florida's Largest Wildlife Rescue, Rehabilitation Center with the Pelican Man, Selby Botanical Gardens, Museum of the Circus, water fountain at Island Park, Myakka River and Park, Ed Smith Stadium Sport Complex, Sarasota Ballet (Oct-Apr), Van Wezel Performing Arts, Florida Studio Theatre, Sarasota Opera House, The Asolo Theatre, and Players Theatre. Leisure time can be spent on shops, galleries, golfing, tennis, ice skating, water sports like; fishing, snorkeling, kayaking, diving, jet skis, water skiing or leisure boating or choose from one of our many famous beaches: Siesta Key, Longboat Key, Lido Key, Bradenton Beach, and Anna Maria Beach.
Listing is courtesy of: PRECISE REALTY CORP (941-400-0374)
Listing Agent: Jennifer Le Blanc (941-400-0374)
660 GOLDEN GATE PT #32, SARASOTA, FL 34236
$699,000322 Days on yellowkey MLS ID: A4658549
REDUCED by $26,000 (3.6%) on 05/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1359 Built: 1970Monthly Fee: $1,126 Tax: $11,007 (2025)Community: Marina ViewCondo
Taxes:$11,007
Remarks: Under contract-accepting backup offers. LOCATION, VALUE, AND VIEW, updated beautifully— the perfect Bayfront Residence on Golden Gate Point! This beautifully updated 2-bedroom, 2-bath residence offers a rare chance to enjoy Sarasota’s premier downtown waterfront lifestyle. Located in Marina View, a charming, pet-friendly building with only eight residences, this home provides stunning panoramic views of Sarasota Bay, Marina Jack, and the vibrant downtown skyline. Within walking distance to all amenities, with convenient access to the trolley for added ease. The open-concept layout is filled with natural light and features modern finishes, including a tasteful blend of matched tile and bamboo flooring throughout. The kitchen is a cook’s dream with granite countertops, stainless steel appliances, and a spacious pantry. Both bathrooms have been tastefully renovated, and custom-built-in shelving in the closets offers excellent storage. This residence includes a covered parking space, a private locked storage room perfect for bikes, beach chairs, or fishing gear, secure elevator access, guest parking, and a day dock just outside your window. The building’s flexible rental policy makes it an ideal choice for investors or those seeking flexibility. Located on Golden Gate Point, you are just steps from Sarasota’s lively arts, shopping, dining, and entertainment scene. Enjoy front-row views of fireworks, the Christmas boat parade, and daily dolphin sightings—all from the comfort of your living room. With easy walking access to art shows, theaters, and Main Street, and just across the street is the Ritz-Carlton Hotel, the Westin Rooftop restaurant and bar, plus quick access to St. Armands Circle and Lido Beach, this quiet, upscale enclave offers a luxurious waterfront lifestyle at an exceptional value. Do not miss this opportunity to experience Sarasota Bayfront living at its finest—schedule your private showing today!
Listing Agent: Judy Kepecz-Hays (941-587-1700)
1990 MAIN ST #4, SARASOTA, FL 34236
$575,00060 Days on yellowkey MLS ID: A4687688
REDUCED by $10,000 (1.7%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1453 Built: 2005 Tax: $6,766 (2025)Community: Cityscape At Courthouse CentreCondo
Taxes:$6,766
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)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.