Location: Sarasota , 34236
Do Not Show Listings
325 GOLDEN GATE PT #604, SARASOTA, FL 34236
$3,190,000175 Days on yellowkey MLS ID: A4680640
INCREASED by $195,000 (6.5%) on 05/12/2026
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2709 Built: 2026Community: The Owen Golden Gate PointSpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: Virtually Staged. Under Construction. An intimate gated community of just 29 residences, The Owen is nestled along the southern point of downtown’s Golden Gate Point. Interior finishes include a private elevator entry, 10-foot ceilings per plan, Sub-Zero refrigerator, Wolf five-burner gas cooktop, Wolf wall ovens, quartz countertops, Rohl fixtures, contemporary cabinetry, an oversized island, porcelain tile flooring and a built-in outdoor gas grill. Distinctive resort-style spaces are designed for wellness and leisure, including a 1,700 S.F. fitness center with Technogym equipment, dual locker rooms, steam and sauna, owners' social room, conference/work-from-home suites, game room with pool table, shuffleboard, ping pong table, large screen TV, self-serving outdoor bar and grill area, infinity-edge saltwater pool, spa, and cozy fire pit. A walking path encircling the property and a dog park area are the perfect places for you and your furry friend to get a daily run. The two-story grand entry lobby features relaxing spaces, reception desk with concierge, and separate mail and package rooms. Two parking spaces, one with an outlet for an EV charger are included, along with owner storage and bike storage. Easy access to the restaurants, boutiques, and galleries of downtown, St. Armands Circle, and the beaches of Lido and Longboat Keys, personalized homeowner services, and the security of all new construction make life at The Owen carefree and convenient.
Listing is courtesy of: RONTO REALTY, LLC (941-210-0987)
Listing Agent: Vanroy Osborne (239-206-9796)
1354 WESTWAY DR, SARASOTA, FL 34236
$3,495,000287 Days on yellowkey MLS ID: A4668129
0 Days Off yellowkey (back on 7/24/2026)
REDUCED by $290,000 (7.7%) on 07/10/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3364 Built: 1962 Tax: $41,246 (2025)Community: Lido ShoresSpa: YesSingle Family
Taxes:$41,246
Tax Year: 2025
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. In the coveted enclave of Lido Shores, a community celebrated for its architectural innovation, this striking modern residence stands as a true work of art by renowned architect Guy Peterson. A symphony of clean lines, open volumes, and coastal serenity, the home captures the very essence of Sarasota’s modernist heritage while embodying an effortless sense of luxury and calm. Walls of glass dissolve boundaries between interior and exterior, flooding every space with natural light and blurring the line between home and horizon. In 2022, a thoughtful transformation elevated both form and function, introducing a new dining area, a versatile family room that doubles as a library, enhanced storage, and a dedicated laundry space, all executed with Peterson’s signature restraint and precision. Outdoors, the living experience unfolds across three distinct retreats, each its own expression of tranquility. A Japanese-inspired front courtyard with a water feature welcomes guests with meditative grace. At the center, a lap pool and heated spa anchor the heart of the home, surrounded by lush gardens, a Wolf outdoor grill, and generous lounge areas ideal for entertaining. A third, private garden extends from the primary suite, offering an intimate sanctuary designed for reflection and repose. Inside, refined simplicity defines every space. The open-concept plan seamlessly connects the main living area, dining room, and gourmet kitchen, outfitted with Wolf and Sub-Zero appliances, custom maple cabinetry, and white quartz surfaces that echo the home’s modern aesthetic. The primary suite, with direct access to its secluded courtyard, features a bespoke closet system and serene ambiance that completes this private retreat. Set within a community offering exclusive access to a private Gulf-front beach, this residence transcends the notion of home. It is an architectural statement, an emblem of modern Sarasota design and a rare opportunity to own a piece of its enduring legacy.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
667 MOURNING DOVE DR, SARASOTA, FL 34236
$10,995,00081 Days on yellowkey MLS ID: A4692992
4 Days Off yellowkey (back on 7/24/2026)
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 6570 Built: 2009Monthly Fee: $110 Tax: $63,221 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$63,221
Elementary School: None
High School: None
Middle School: None
Remarks: Set along the deep-water shores of Bird Key, this direct bayfront estate is a striking architectural achievement designed by renowned architect Cliff Scholz and constructed to exceptional standards by luxury builder Murray Homes. Spanning nearly 6,600 square feet of elevated living space, the residence captures panoramic Sarasota Bay views that stretch out to the Gulf while blending timeless craftsmanship with extensive recent updates and resort-inspired outdoor living. Positioned behind manicured landscaping and a pavered circular drive, the home makes a grand first impression with its stately facade, three-car side-entry garage, and elevated waterfront setting. Inside, luxurious finishes define the two-story interior, including cathedral and coffered ceilings, four-piece crown molding, solid-core doors, custom built-ins, cherrywood flooring throughout, chic lighting fixtures, and oversized impact-rated windows and French doors that fill the residence with natural light and sweeping water views. Recent improvements include a new metal roof (2024), rebuilt dock, newer seawall and lift, resurfaced pool, fresh interior and exterior paint, new landscaping, updated exterior lighting, three new garage doors, whole-house lighting, and a new Kinetico water treatment system. A statuesque foyer entry opens to the formal living room, where a stone gas fireplace flanked by custom built-ins serves as the focal point. Walls of floor-to-ceiling French doors seamlessly connect the interior to the expansive outdoor entertaining areas overlooking Sarasota Bay. The formal dining room is complemented by nearby built-ins and a wet bar. At the center of the home, the gourmet chef’s kitchen features marble flooring, contemporary custom cabinetry, professional-grade Viking appliances including a six-burner gas range, double ovens, and Bosch dual dishwashers, along with an oversized island, breakfast bar, and informal dining area. An oversized walk-in pantry with additional wine refrigeration and a first-floor laundry room complete this thoughtfully designed culinary space. To the West, the family room offers en-suite bath access, and a walk-in closet—allowing flexibility as an additional guest suite if desired. A private study completes the main living level. The second floor is devoted to family and guest accommodations and can be accessed by either the elegant solid-wood staircase or private two-stop elevator. Upstairs, a media room and second laundry room enhance everyday convenience, while the bayfront primary suite serves as a luxurious retreat with walls of glass framing spectacular water views and access to an expansive terrace overlooking the bay. The en-suite bath is a spa-like sanctuary featuring extensive custom cabinetry, dual vanities, dedicated makeup area, soaking tub, large glass-and-tile shower, and private water closet. Three additional guest suites are positioned privately along the western wing of the home, each offering walk-in closets, en-suite baths, and one with direct terrace access. Outdoor living is equally exceptional. The multi-level bayfront entertaining areas include an expansive covered terrace with built-in grilling station, lounge and dining spaces, heated swimming pool, and direct boating access—creating an ideal environment for boating enthusiasts and waterfront entertaining alike. Located within the coveted Bird Key community, residents enjoy a prime Sarasota address between downtown Sarasota and St. Armands Circle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
1111 N GULFSTREAM AVE #10E, SARASOTA, FL 34236
$649,000130 Days on yellowkey MLS ID: A4686980
REDUCED by $50,000 (7.2%) on 07/24/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1575 Built: 1974 Tax: $6,085 (2025)Community: One WatergateSpa: NoCondo
Taxes:$6,085
Remarks: Perfectly positioned on the 10th floor at One Watergate, Residence #10E offers a light-filled downtown Sarasota lifestyle with sweeping city views that extend to Sarasota Bay and the iconic John Ringling Bridge. Ideally located along Gulfstream Avenue, this residence places you just steps from the waterfront, marina, and the cultural energy that defines downtown living. Spanning approximately 1,575 square feet of interior living space, the open-concept layout is designed for both comfort and functionality. Expansive impact-rated windows and sliding glass doors (updated in 2017) frame the skyline while filling the residence with natural light. Tile flooring runs throughout, creating a cohesive flow from room to room and enhancing the ease of maintenance. The living and dining areas connect seamlessly to the kitchen, where solid-surface countertops, breakfast bar seating, and ample cabinetry support both everyday living and entertaining. Just beyond, sliding glass doors open to an oversized terrace—an inviting outdoor extension of the living space and an ideal setting to enjoy morning light or evening city views. The split-bedroom floor plan enhances privacy. The primary suite is a comfortable retreat featuring direct terrace access, an oversized walk-in closet with dressing area, additional linen storage, and an en-suite bath. The guest bedroom is positioned on the opposite side of the residence and also enjoys water views, making it ideal for visitors or flexible use as a home office. Additional highlights include two secure under-building parking spaces—an uncommon convenience for downtown living—as well as access to community laundry facilities located on each floor. One Watergate is a well-established downtown community that has recently undergone extensive renovations, further elevating its appeal. Improvements include new impact windows and exterior doors throughout the building, a new roof, renovated corridors, a refreshed lobby with updated elevator and mailroom, a new fitness center (currently being completed), conference room/library, and enhanced common areas and landscaping. Residents enjoy secure building access, on-site management, a resurfaced swimming pool with pavered sun deck, grilling area, and newly updated tennis and pickleball courts. Located in the heart of Sarasota’s Cultural Coast, this residence offers exceptional proximity to everything the city has to offer. Marina Jack, Bayfront Park, and the waterfront promenade are just moments away, while the Sarasota Opera House, Florida Studio Theatre, and Selby Gardens anchor the area’s vibrant arts scene. St. Armands Circle and Lido Beach are only minutes away, providing access to boutique shopping, waterfront dining, and Gulf-front relaxation. Residence #10E presents an opportunity to enjoy walkable downtown living with city and water views, generous interior space, and the convenience of a well-updated community in one of Sarasota’s most desirable locations.
1300 BENJAMIN FRANKLIN DR #709, SARASOTA, FL 34236
$3,450,000309 Days on yellowkey MLS ID: A4665895
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3352 Built: 2005 Tax: $32,701 (2024)Community: The Beach ResidencesSpa: YesCondo
Taxes:$32,701
High School: Booker High
Remarks: Private and EPIC 180 Views! Every day is a vacation living on the beach in this Ritz-Carlton-Managed enclave on Lido Key called “The Beach Residences.” Imagine, dreams do come true at The Beach Residences, where coastal luxury meets seamless living. Enter your private elevator foyer, where floor-to-ceiling glass walls frame panoramic bay, city, sunrise, and moonrise views. This residence offers flexible living options: 3 bedrooms and 3 bathrooms, or 2 bedrooms plus a den, 10 ft. ceilings, timeless travertine flooring, and abundant natural light throughout with walls of glass wrapping around this home. The main living area opens to an oversized terrace—the perfect indoor-outdoor flow for entertaining and relaxation. An open living area with modern sophistication. The kitchen features a breakfast area and bar, a gas range, and premium appliances. The primary suite is a private sanctuary with two generous walk-in closets, a coffee bar, and sunrise vistas. The en-suite bath boasts a large shower and a garden tub. A separate guest wing offers an en-suite bedroom with bay views and terrace access. An additional study/den can be flexed to meet your needs; it is currently used as another guest suite. Relax on the expansive terrace with sparkling bay views and Sarasota’s skyline. Two pets are welcome with no weight limit. The Beach Residences delivers world-class resort-style living, a private movie theater, two guest suites available for overflow family and friends, a pool, spa, fitness center, social room, game room, dog run, and 24/7 concierge service. On-site is the Beach Club, directly on the beach with over 400 feet of Gulf frontage, offering Five-Star amenities like a resort-style pool, hot tub, cabanas, a tiki bar, a restaurant, and a small convenience store. There is also a Ritz-Carlton trolley that will take you to the Ritz-Carlton hotel in downtown Sarasota. You can experience Sarasota’s cultural venues, festivals, events, and restaurants. After the fun, the trolley will bring you back home. You can also immerse yourself in the charming St. Armands Circle that offers exclusive boutique shopping, casual and fine dining, art galleries, and much more. A short four-minute drive, or if you prefer to walk, just one mile away. With no waitlist for the optional Ritz Beach Club Membership, this versatile residence is designed for refined entertaining and relaxed daily living. Schedule your private showing to experience resort-like lifestyle firsthand.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Judy Kepecz-Hays (941-587-1700)
111 GOLDEN GATE #403, SARASOTA, FL 34236
$2,000,000168 Days on yellowkey MLS ID: A4682088
REDUCED by $195,000 (8.9%) on 07/24/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2050 Built: 2024Community: EvolutionSpa: YesCondo
Remarks: New construction. No wait. No stress. Unit 403 at The Evolution is a completed 3-bedroom, 3-bath luxury residence designed by award-winning architect Mark Sultana of DSDG. Inside, you’ll find 2,050 square feet of elegant interior living and over 300 square feet of outdoor space across three private balconies, ready for move-in today. Ten-foot ceilings, imported European cabinetry, polished porcelain tile, and top-tier Sub-Zero and Wolf appliances create a timeless, functional space that’s both beautiful and easy to maintain. The primary suite opens to a shared balcony for peaceful mornings or sunset gatherings, and your private deeded 2-car garage offers extra convenience. This boutique community of just 20 residences includes a rooftop lounge with a sunset spa and fireplace, a resort-style pool with private cabanas, a fitness studio, a European sauna, an outdoor kitchen, and full-time concierge service. Located on Golden Gate Point, you’re minutes from Sarasota’s top restaurants, the arts, and stunning Gulf beaches. Let’s schedule your private tour and show you what move-in-ready luxury really feels like.
Listing Agent: Brandy Sheldon (941-724-0469)
433 CENTRAL AVE, SARASOTA, FL 34236
$749,0006 Days on yellowkey MLS ID: A4700912
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1475 Built: 2008 Tax: $9,672 (2025)Community: 5Th & Central CondoSpa: NoCondo
Taxes:$9,672
Remarks: Experience the best of downtown Sarasota living in this exceptional luxury condominium, where sophisticated design, walkable convenience, and the vibrant energy of the Rosemary District come together in one remarkable residence. This beautifully appointed TURNKEY two-bedroom, two-and-a-half-bath home is located in an exclusive boutique building with only six private residences, offering a level of privacy rarely found in the heart of downtown. Designed with timeless elegance, the open-concept floor plan showcases soaring ceilings, real hardwood flooring throughout, designer Italian cabinetry, granite countertops, stainless steel appliances, a new refrigerator, and a built-in wine bar with beverage refrigerator. Both bedrooms feature luxurious ensuite bathrooms, while the spacious primary suite opens to a private balcony overlooking the Rosemary District and downtown skyline. Thoughtfully upgraded throughout, this residence includes custom California Closets, remote-controlled blinds, new HVAC systems installed in 2024 and 2025, and a new water heater installed in 2025, all backed by transferable warranties for added peace of mind. Residents enjoy assigned covered parking, elevator access, gated entry, and additional storage, all just moments from Sarasota's most celebrated destinations. Stroll to The Bay Park, Bayfront Marina, Whole Foods, Main Street, the Saturday Farmers Market, art galleries, award-winning restaurants, live entertainment, and the flourishing Rosemary Arts District, or spend the afternoon at Lido Key Beach, just minutes away. Offering an unmatched combination of luxury finishes, boutique living, recent high-value upgrades, and one of Sarasota's most desirable walkable locations, this exceptional residence delivers the very best of downtown Sarasota living.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Nico Guillen (571-524-3613)
631 N ORANGE AVE #208, SARASOTA, FL 34236
$309,900264 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, short-term rentals allowed, 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.
631 N ORANGE AVE #107, SARASOTA, FL 34236
$339,900372 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 (short-term rentals allowed), or seasonal pied-a-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.
103 FILLMORE DR, SARASOTA, FL 34236
$2,399,000135 Days on yellowkey MLS ID: A4686381
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2908 Built: 1951 Tax: $20,246 (2025)Community: Saint Armands Div John Ringling EstatesSpa: NoSingle Family
Taxes:$20,246
Remarks: Welcome to 103 Fillmore Drive, a beautifully renovated 4-bedroom (or 3 bedroom plus den/office), 3-bath pool home with an assumable flood policy located in the heart of world-famous St. Armands Circle. Just a few blocks from the white sands of Lido Beach, this exceptional property offers the perfect opportunity as a primary residence, vacation home, or income-producing investment. The home has been completely renovated and features an open, inviting layout designed for comfortable Florida living. The living area includes a cozy fireplace and flows seamlessly to the outdoor entertaining spaces. Step outside to your private backyard oasis with a sparkling pool, tropical landscaping, bar with grill,and a firepit lounge area—perfect for relaxing or entertaining under the Florida sunshine. Major improvements include a new roof installed in 2025, kitchen and baths updated and whole home beautifully remodeled. Located just moments from the renowned restaurants, boutiques, and vibrant atmosphere of St. Armands Circle and minutes to downtown Sarasota, the home offers an unbeatable island lifestyle. With estimated rental income potential of approximately $100,000 annually, this property presents a rare opportunity in one of Sarasota’s most desirable coastal communities.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Tom Cail, Pa (941-780-2245)
1738 7TH ST, SARASOTA, FL 34236
$1,995,00076 Days on yellowkey MLS ID: A4693200
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3337 Built: 2026 Tax: $11,093 (2025)Community: Schindler SubSpa: NoSingle Family
Taxes:$11,093
Remarks: Under Construction. Introducing 1738 7th Street, a brand-new modern luxury residence offering 3,337 square feet of refined coastal living on a 42 x 130 lot in downtown Sarasota's Gillespie Park neighborhood. This thoughtfully designed 5-bedroom, 3.5-bath home delivers the privacy of a standalone property with the architectural cohesion of a boutique collection. Behind a premium plaster facade and 8-foot hand-crafted black iron impact-rated entry doors, the home opens to an expansive open-concept main level anchored by soaring 21-foot ceilings. Floor-to-ceiling windows frame the private outdoor living space and flood the interior with natural light. The professional chef's kitchen features a 48-inch Thor gas range with six sealed burners, integrated griddle, and dual convection ovens. A commanding center island anchors the space with a Karran stainless undermount sink, custom-painted bespoke cabinetry, and signature matte black hardware. The adjacent butler's pantry includes an oversized walk-in, 64-inch Electrolux refrigerator and freezer column suite, and built-in microwave. A dedicated beverage gallery with dual-zone wine refrigeration and high-capacity ice maker rounds out the hospitality wing. The first-floor primary suite serves as a private sanctuary overlooking a hedged-in patio, with an adjoining sitting room or home office, a spa-inspired bath with large-format marble tile, an architectural glass-enclosed wet room with deep soaking tub and multi-head shower system, polished nickel double vanity, and a massive custom walk-in closet. Upstairs, 10-foot ceilings continue across four generously proportioned guest bedrooms with high-profile windows. Two oversized Jack-and-Jill marble bathrooms feature floor-to-ceiling showers, custom storage niches, double vanities, and private water closets. A detached two-car garage delivers secure covered off-street parking, a premium and increasingly rare feature in the downtown Sarasota core. Structural provisions are in place for a future ADU above the garage, offering flexibility for a guest suite, studio, or additional living space. The outdoor living space features an expansive large-format paver patio and low-maintenance turf lawn. The backyard is designed to accommodate a future private pool addition, allowing buyers to customize to their preference. Hedged privacy screening frames the space. Additional highlights include a designer powder room, first-floor laundry, 2-zone HVAC, 200-amp electrical, designer LED recessed lighting, 8-foot black iron French doors, weathershed wide-plank flooring, and Benjamin Moore Chantilly Lace paint with Revere Pewter cabinetry. Exterior touches include a crushed shell driveway. Est. completion September 30, 2026. Renderings are illustrative; actual construction may vary.
Listing is courtesy of: CATALIST REALTY LLC (386-871-4600)
Listing Agent: Vannesa Poole (407-538-1030)
1563 4TH ST, SARASOTA, FL 34236
$1,695,000137 Days on yellowkey MLS ID: A4685670
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1624 Built: 1927 Tax: $10,987 (2025)Community: Owen BurnsSingle Family
Taxes:$10,987
Elementary School: Alta Vista Elementary
Remarks: A rare opportunity to own a single-family residence in Sarasota’s sought-after Rosemary District. Set on a beautifully landscaped property, this home features a towering century-old oak tree that anchors the backyard and creates a distinctive outdoor setting rarely found in downtown locations. Spanish and Mediterranean architectural elements introduce the residence, offering classic Old World character paired with solid construction and an elevation of approximately 25 feet above sea level. The property is in Flood Zone X, where flood insurance is not required. Inside, the home features high ceilings, hardwood flooring and extensive crown molding throughout. A gas fireplace adds warmth and character to the living area during cooler winter evenings. Multiple windows allow natural light to flow throughout the interior spaces. The residence includes three bedrooms, with one configured as an office or study and featuring a separate exterior entrance, offering flexibility for work-from-home use or private guest access. Outdoor living spaces include a spacious garden area, an oversized patio and a pergola surrounded by mature landscaping, creating a private setting for dining and entertaining. In the heart of the Rosemary District, the home places residents within proximity to many culinary delights, Sarasota’s cultural amenities, including galleries, theaters and live music venues. More than 65 restaurants, cafés and shops are within approximately a six-block radius. The Bay Park waterfront district, a 53-acre public park along Sarasota Bay, is just five blocks away. Payne Park, the Legacy Trail for recreation and biking, Sarasota Farmers Market and Whole Foods Market are all nearby. The John Ringling Bridge provides convenient access to St. Armands Circle and Lido Beach. The property is zoned DTE, which offers future redevelopment potential, subject to city approvals. Owners may choose to enjoy the residence as a private downtown home while maintaining long-term flexibility for future planning. Or alternatively, since this is DTE zoning, this is ideal property for a restaurant possibility, just something else to consider! A unique opportunity to experience downtown Sarasota living in one of the city’s vibrant and evolving neighborhoods.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Frank Lambert (941-920-1500)
319 BIRD KEY DR, SARASOTA, FL 34236
$5,499,900152 Days on yellowkey MLS ID: A4684204
REDUCED by $250,000 (4.3%) on 07/23/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4498 Built: 1998Monthly Fee: $110 Tax: $40,743 (2025)Community: Bird Key SubSingle Family
Taxes:$40,743
Remarks: Custom built by a locally treasured builder on one of Bird Key’s largest homesites, over half an acre, this one-level Spanish Mediterranean residence delivers a rare blend of timeless design, thoughtful updates and a resort-style outdoor experience. The home’s wraparound footprint creates exceptional curb appeal while maximizing privacy and indoor-outdoor flow, opening to an expansive rear-yard sanctuary that feels straight out of Selby Gardens. Inside, intricate architectural details meet modern refinement to create dramatic volume and warmth, including soaring ceilings with beams and paneling, walls of windows and travertine flooring throughout. The home has been recently updated with features including PGT impact-rated doors and windows, updated electrical, RH light fixtures, LED accent lighting and fresh landscaping. A 2015 barrel tile roof adds enduring style and peace of mind. The chef’s kitchen is beautifully appointed with a Wolf gas cooktop, built-in oven/microwave, Sub-Zero refrigerator, icemaker, custom cabinetry with specialty slide-outs, marble and quartz counters, and a Carrera marble backsplash, all overlooking an intimate walled courtyard. Two spacious primary suites, made even more unique by a connecting playful outdoor shower, complete the thoughtful layout. Two additional bedrooms rest on another side of the home as a relaxing respite for guests. Outside, the ambiance is unmatched with an infinity-edge pool with a gas fire bowl, a covered sitting area and an expansive yard, fully enclosed for privacy, creating an entertainer’s dream and an everyday escape. Just a short distance to the marina and new Bird Key Yacht Club, and ideally between downtown Sarasota and St. Armands Circle. The feel is unmatched, so to understand this level of quality, make an appointment to see it today.
Listing Agent: Katy Mcbrayer (941-400-2406)
541 S WASHINGTON DR, SARASOTA, FL 34236
$4,300,00054 Days on yellowkey MLS ID: A4695620
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3395 Built: 1957 Tax: $48,030 (2025)Community: Saint Armands Div John Ringling EstatesSpa: NoSingle Family
Taxes:$48,030
Remarks: For Those Who See Home as an Expression of Art. 541 S Washington offers a rare blend of architectural character, quality craftsmanship, and waterfront living. Beautifully renovated to reflect the enduring principles of Mid-Century Modern design, where clean lines, natural light, and a connection to the outdoors shape the living experience. Set on 75 feet of canal frontage along prestigious South Washington Drive, just moments from St. Armands Circle, Lido Beach, and downtown Sarasota. From the moment you enter, expansive folding glass doors frame the water beyond. A striking gas fireplace anchors the main living spaces, while thoughtfully proportioned rooms balance openness with comfort. Offering four bedrooms, four-and-a-half baths, and a flexible bonus space, the 3,395-square-foot floor plan was designed for easy every day living. At the center of the home, a custom Poliform kitchen with premium Miele appliances combines clean design with exceptional functionality. The primary suite serves as a private retreat, complete with a spa-inspired bath and outdoor shower. Throughout the residence, the current owners have also enhanced the property with Control4 home automation, security system, new HVAC system, instant-on hot water heaters, whole-home water treatment, Icynene insulation, and a reinforced roof with tiedowns. Outside, curated tropical landscaping creates privacy around the heated saltwater pool. Multiple outdoor living spaces, including an expansive balcony and rooftop deck, provide beautiful settings for sunset views, while a private kayak launch offers direct access to Sarasota's waterways. A distinctive waterfront residence in one of Sarasota's most sought-after island neighborhoods, inspired by timeless design and a connection to the water. Inquire with the listing agents for a complete list of updates and to schedule your private showing.
Listing Agent: Keith Kleppinger (941-525-2937)
988 BLVD OF THE ARTS #1411, SARASOTA, FL 34236
$999,000135 Days on yellowkey MLS ID: A4686323
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1555 Built: 1982 Tax: $11,910 (2025)Community: Condo On The Bay Tower IiCondo
Taxes:$11,910
Remarks: Perfectly positioned and chosen by the developer as the original model location. This is an amazing opportunity to be part of the lifestyle of Condominium on the bay. A 9 acre gated peninsula with 24 hour security. Direct unobstructed, gorgeous year round Bay and Sunset views. No future building to obstruct the forever views. Community offers two heated pools, tennis, Pickleball, fitness, fishing pier, boat docks, and kayak storage. A pet friendly building. You can have it all in this central location, convenient to downtown Sarasota arts, restaurants, and beaches.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Ann Martin (941-356-7717)
825 S OSPREY AVE #101, SARASOTA, FL 34236
$499,000138 Days on yellowkey MLS ID: A4685410
REDUCED by $26,000 (5.0%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1985 Tax: $5,341 (2025)Community: Central ParkCondo
Taxes:$5,341
Remarks: Welcome to Central Park I, ideally located in the heart of downtown Sarasota. This beautifully completely renovated 2-bedroom, 2-bath residence offers stylish, move-in-ready living just moments from the city's best dining, shopping, arts, and waterfront parks. Completely updated throughout, the condo features a bright and open layout with modern finishes and thoughtful upgrades at every turn. Premium luxury vinyl plank is in every room and features additional padding underneath for additional comfort. The renovated kitchen is equipped with all-new upgraded LG appliances (induction cooktop / craft ice), quartzite waterfall countertops and backsplash along with brand new cabinetry. From the kitchen, you look onto the spacious living and dining areas - perfect for everyday living and entertaining. A large southern facing terrace overlooking the bayou completes the main living areas, providing a covered seating area and ample space for enjoying the best indoor/outdoor living that Florida has to offer. The light filled primary bedroom features French Doors with custom blinds and access to the main terrace as well as a smaller private terrace for just the bedroom. The primary bath is spa like featuring double sinks, a walk-in shower as well as a fully built out closet with stacked large capacity LG washer/dryer completing the suite. A split, second bedroom with custom closet offers ample space for guest, home office , or additional living space .. The renovated guest bathroom provides a clean, contemporary feel. Major mechanical updates have already been completed, including a new hot water heater and HVAC system w/ added air quality options; Halo LED Indirect Air purifier and UV Light, offering peace of mind and efficiency for years to come. Central Park I residents enjoy a well-maintained community in a highly walkable downtown location, just minutes from Southside Village, Sarasota Bay, Selby Gardens, the Bayfront, and the vibrant cultural amenities that make Sarasota one of Florida's most sought-after cities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Dave Hall (646-256-6524)
1255 N GULFSTREAM AVE #1106, SARASOTA, FL 34236
$1,300,000174 Days on yellowkey MLS ID: A4680458
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1657 Built: 1982 Tax: $8,423 (2025)Community: Bay PlazaCondo
Taxes:$8,423
Remarks: Virtually Staged. Experience the pinnacle of downtown Sarasota living at Bay Plaza, where the 11th floor showcases breathtaking, sweeping vistas of Sarasota Bay and the Gulf of Mexico—views that truly impress from every angle. An updated great room with a spacious, inviting layout, perfect for both relaxation and entertainment. It offers ample space for both the living and dining areas, making it ideal for gatherings. Additionally, there are two beautifully designed en-suite bedrooms and bathrooms. Throughout the home, you'll find crown moldings, recessed lighting, custom built-ins, solid-surface counters, modern, high-quality cabinetry, and tiled flooring set on the diagonal, all of which truly elevate the space! You'll absolutely love this elegantly remodeled kitchen! It’s generously sized, with dramatic granite countertops and a delightful peninsula with bar seating. The open shelving and glass shelves add a stylish touch, while the service entrance and convenient laundry closet make life easier. Imagine creating your dream coffee bar or a cozy home office nook in the flexible space. Plus, it comes equipped with a built-in pantry, sleek stainless-steel appliances, a tiled backsplash with glass tile accents, and task lighting. The Owner’s Suite is thoughtfully located for privacy and boasts amazing views. It has an accessible bathroom that is appealing to everyone, including individuals with disabilities. Key features include double sinks, lots of cabinetry, solid surfaces, a zero-entry tiled shower with dual showerheads, and a wide doorway with a pocket door leading to an expanded water closet designed for mobility with bonus storage. The double primary certainly has its standout characteristics on the other side of the floor plan, with convenient access to the secondary bath and views of the bay. This residence is not only move-in ready for your comfort and enjoyment, but it also shines with spotless perfection. Discover the joy of stepping into a home that feels custom-made for you, where you can truly relax and make it your own from day one! As a resident of Bay Plaza, you will benefit from exceptional amenities, including 24/7 valet parking, convenient EV charging stations, and unmatched concierge services available around the clock. The building has recently been transformed with the installation of impact-resistant glass, elevating its sophistication and ensuring both style and safety. Unwind in the luxurious heated swimming pool, soak in the rejuvenating spa, or maintain your fitness routine in the state-of-the-art fitness room, complete with a European sauna and steam room. Nestled in the heart of downtown Sarasota, this prestigious building is surrounded by a variety of trendy restaurants and boutiques. Residents can effortlessly immerse themselves in the vibrant cultural scene, with Whole Foods, the Theatre, and the Opera just moments away. Enjoy the spectacular 4th of July fireworks at Marina Jacks from the comfort of your balcony. With its unbeatable location just minutes from St. Armands Circle, Longboat Key, and Sarasota’s stunning beaches, this unit offers an unparalleled opportunity to embrace the dynamic social lifestyle that downtown Sarasota proudly provides. Don't miss your chance to make this exquisite residence your own!
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
509 GOLDEN GATE PT #4, SARASOTA, FL 34236
$2,695,000264 Days on yellowkey MLS ID: A4671195
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2439 Built: 2024 Tax: $5,321 (2024)Community: En PointeSpa: YesCondo
Taxes:$5,321
Remarks: Brand-new, custom-built, and move-in ready, this full-floor condominium residence at En Pointe offers a rare blend of privacy, design, and elevated coastal living on Golden Gate Point. Set within a limited four-residence boutique condominium between the Ringling Bridge and downtown Sarasota, it delivers all the qualities of custom-home living with the ease and convenience of a lock-and-leave lifestyle. The residence captures views of Sarasota Bay, the marina, the downtown skyline, and the Ringling Bridge. Inside, the residence offers 2,439 square feet with 3 bedrooms and 3.5 bathrooms, plus two private covered terraces of approximately 350 square feet each—adding 700 square feet of exceptional outdoor living space. Designed as true extensions of the residence, the terraces easily accommodate open-air dining, a grill, and a generous lounge setting with TV hookup, creating an effortless indoor-outdoor lifestyle. Conceived in a neo-modern style by Echt Architects, the residence pairs refined craftsmanship with clean architectural lines and exceptional livability. A secured elevator opens directly into your private foyer, where walls of glass, expansive living spaces, and a chef-inspired kitchen create a residence that feels both sophisticated and welcoming. Spend evenings on the west terrace beneath the glow of the sunset, and begin the day on the east terrace with morning light over the marina—an elegant daily rhythm that feels distinctly Sarasota. The primary suite is spacious and serene, featuring a large walk-in closet, dual vanities, a soaking tub, an oversized shower, and direct access to the sunset terrace. Two additional en-suite bedrooms provide comfort and privacy for guests. Amenities at En Pointe include a heated saltwater pool, elevated decks for lounging and dining, two covered parking spaces, an EV charger, and ground-level bike storage. Just minutes to Main Street, St. Armands Circle, and Lido Beach, this is an exceptional opportunity to own a brand-new architectural condominium residence in one of downtown Sarasota’s most desirable settings.
Listing Agent: Brittany Perrone (941-685-1598)
1931 HIGH POINT CIR, SARASOTA, FL 34236
$1,450,000103 Days on yellowkey MLS ID: A4690458
REDUCED by $45,000 (3.0%) on 06/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1712 Built: 1940 Tax: $13,413 (2025)Community: Hudson BayouSpa: NoSingle Family
Taxes:$13,413
Middle School: Brookside Middle
Remarks: FULLY FURNISHED SHORT TERM RENTAL PROPERTY. Experience the best of "West of Trail" living in this impeccably maintained, renovated pool home situated on an OVERSIZED LOT. The interior features include refinished HARDWOOD FLOORS, double-paned windows, and an UPDATED KITCHEN equipped with custom cabinetry, granite countertops, and stainless-steel appliances. The inviting main living area is highlighted by a tray ceiling, gas fireplace and French doors leading to a private outdoor area and SALTWATER POOL, perfect for the Florida lifestyle. The fully FENCED professionally landscaped yard includes a PUTTING GREEN. Significant improvements offer peace of mind and long-term value, including a new standing seam METAL ROOF (2025), NEWER A/C system (2022)/mini-split (2024), and completely REPLUMBED with PVC. The air-conditioned TWO-CAR GARAGE features new epoxy flooring and is currently utilized as a versatile game room. Ideally located in the sought-after Southside Elementary district, this residence provides quick access to Southside Village, downtown Sarasota, and the renowned beaches of Siesta and Lido Key. This property has a great rental history (over $83,000 in the first year) along with $27,000+ in future bookings, please inquire for more details
Listing Agent: Fred Sassen (404-408-5956)
221 COSMOPOLITAN CT, SARASOTA, FL 34236
$800,00012 Days on yellowkey MLS ID: A4700152
0 Days Off yellowkey (back on 7/17/2026)
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1682 Built: 2018Monthly Fee: $595 Tax: $11,215 (2025)Community: QSingle Family
Taxes:$11,215
Remarks: Downtown townhouse with 2 car garage .. 2 bedroom, 2.5 baths
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Kerry Becker (203-675-8585)
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