Location: Sarasota
Do Not Show Listings
3631 SAN REMO TER, SARASOTA, FL 34239
$7,995,000265 Days on yellowkey MLS ID: A4669078
REDUCED by $250,000 (3.0%) on 04/22/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4705 Built: 2021Monthly Fee: $13 Tax: $68,556 (2025)Community: San Remo EstatesSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$68,556
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Anchored in one of Sarasota’s most coveted deep water waterfront communities, 3631 San Remo Terrace presents a rare opportunity to own a modern luxury home with direct boating access in San Remo Estates, just moments from Siesta Key, Downtown Sarasota, and Southside Village. Completed in 2021 by award-winning designer Stephen Chung and enhanced with thoughtful 2025 upgrades, this coastal contemporary residence blends clean architectural lines with warm, natural finishes, ideal for buyers seeking newer construction, move-in-ready condition, and hurricane-resilient design in a prime location. Positioned on protected sailboat water with no fixed bridges, the property offers seamless access to Sarasota Bay and a short, unobstructed ride to the Gulf, making it perfectly suited for avid boaters. Spanning approximately 4,750 square feet under air, with nearly 3,000 additional square feet of outdoor living space, the home is designed around the indoor-outdoor lifestyle today’s luxury buyers prioritize. The open-concept layout is anchored by a chef’s kitchen featuring a sculptural marble island and Sub-Zero and Wolf appliances, flowing effortlessly into a great light-filled room with a stone fireplace, custom built-ins, and floor-to-ceiling glass sliders that open to expansive terraces. A temperature-controlled wine room with 1,800-bottle capacity adds a refined touch, while the dining space creates a striking architectural focal point. The primary suite offers true resort-style living, with private access to both a tranquil courtyard with spa and sauna and the waterfront pool terrace. Inside, a custom walk-in closet and spa-inspired bath reflect the level of finish expected in a luxury retreat. The second level features three additional bedrooms, a flexible gym or office, and a loft-style workspace, providing versatility for modern living. Outdoors, the illuminated saltwater pool with a glass wall, newly enhanced outdoor kitchen, and expansive entertaining areas create a private waterfront oasis. The deep-water dock is equipped with two 22,000-pound boat lifts, and a floating dock, delivering a true boating lifestyle. Additional highlights include a three-car garage with a lift, epoxy flooring, and custom storage. A fully integrated smart home system, featuring programmable lighting and shades, whole-home audio, Apple TV integration, a generator, and high-speed WiFi, meets the expectations of today’s tech-forward buyer. Furniture is available separately to create a more turnkey concept. Located within San Remo Estates, the home offers a rare balance of privacy and central convenience. Just minutes from Siesta Key via the nearby North Bridge, beach access becomes part of everyday life. Set on a deep-water basin seconds from Sarasota Bay, the property provides protected docking with immediate access to open water and a short ride to the Gulf. Southside Village and Downtown Sarasota are both a quick drive away without the need to cross any bridges, offering boutique shopping, cafés, acclaimed dining, and a vibrant arts and cultural scene. Everyday conveniences, including top-rated schools, Sarasota Memorial Hospital, and key corridors like US-41 and I-75, are all within close reach. This is a location that seamlessly connects protected waterfront living with the very best of Sarasota.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
35 WATERGATE DR #906, SARASOTA, FL 34236
$2,699,000284 Days on yellowkey MLS ID: A4668452
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2799 Built: 2003 Tax: $29,100 (2024)Community: The Tower ResidencesCondo
Taxes:$29,100
Elementary School: Alta Vista Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Welcome to refined Ritz-Carlton living on Sarasota Bay, where you can experience timeless elegance in this rare corner residence at The Ritz-Carlton Tower Building, and every detail has been thoughtfully reimagined for modern luxury. Positioned to capture sparkling bay waters and lively energy of Sarasota’s cityscape, this home offers luminous morning sunrises, breathtaking evening sunsets and a glittering skyline by night. Inside, expansive windows wrap the living spaces in natural light, while refined designer finishes create a serene and sophisticated backdrop. The chef’s kitchen is a centerpiece, with dramatic quartzite countertops, all-new Wolf and Sub-Zero appliances, and a custom bar ideal for entertaining. Custom built-ins throughout elevate form and function. With two spacious bedrooms plus an additional bedroom set up as an office, three full baths, and multiple terraces, including an oversized patio ideal for alfresco dining with water views, this residence blends comfort and elegance at every turn. Private elevator entry, premium finishes, exquisite wall coverings, and thoughtful design selections further enhance the sense of ease and refinement. Life at The Ritz-Carlton extends far beyond the residence. The building has been recently refreshed with a newly reimagined lobby and enhanced by commercial flood protection for peace of mind. From the convenience of valet and concierge service to world-class amenities, every element ensures a lifestyle defined by security, sophistication and the legendary Ritz-Carlton standard of excellence. This is more than a home, it is a rare opportunity to embrace the best of waterfront serenity and cosmopolitan energy, with the prestige of Ritz-Carlton living.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
3301 BAY SHORE RD, SARASOTA, FL 34234
$3,600,000755 Days on yellowkey MLS ID: A4613341
REDUCED by $395,000 (9.9%) on 07/24/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2703 Built: 1914 Tax: $9,843 (2023)Community: Indian Beach Map OfSpa: NoSingle Family
Taxes:$9,843
Elementary School: None
High School: None
Tax Year: 2023
Middle School: None
Remarks: Exotic and extremely private bay front property on the market for the first time in 40 years. In fact, this is only the third time it’s been available in 100 years. Travel back in time to find ancient oaks and large palms, Banyans, and cedars. It’s an idyllic paradise reminding us of why people have come to these shores for millennia. Even the beachfront appears unadulterated as do several others along Sarasota’s north shore. Although this is direct waterfront, most of the land is not in the flood zone creating many possibilities for new structures on or near grade. What is most unique is the 444-foot lot depth. This is almost 4 times that of other bayfront parcels being redeveloped in the area. This extreme distance provides complete privacy from Bay Shore Road and with each adjacent property a multi-acre estate, the feeling of spaciousness and seclusion is complete. Leave the world behind on the long, winding shell drive through tree canopy and lush vegetation. At “the end of the road” is the original homesite on a small bluff directly on and overlooking Sarasota Bay. Your views are of Longboat and Lido Key and out New Pass to the Gulf of Mexico. Looking south you see our bustling little city of Sarasota and the John Ringling Bridge. Enjoy sea breezes in the afternoon and sunsets all year round. The original home on property evokes a bygone era but land values, building codes and FEMA regulations point toward new construction. A parcel like this is an architects dream providing the size necessary to create what anyone might want, elevation allowing cascading terraces down to the waterfront and multiple, potential “footprints” for accessory dwellings, accessory structures and more. Bay Shore Road has become an eclectic location for the grandest homes in Sarasota. This has led to sales over 10 million dollars and have exceeded 15 million. But you could not put a price on the most spectacular neighbor, Ca’ d Zan. John Ringling’s gilded Venetian palace anchors the neighborhood to the north and downtown Sarasota is just 2 miles south. Other nearby cultural & educational institutions include the Ringling Museum of Art, the Asolo Theater of Performing Arts, the Sarasota Ballet, the Ringling College of Art & Design and our newest amenity, The Bay Park Conservancy redeveloping 53 acres of City waterfront into a world class public park.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: David Jennings (941-650-7354)
4444 DEER TRAIL BLVD, SARASOTA, FL 34238
$528,00067 Days on yellowkey MLS ID: A4693356
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1911 Built: 1992Monthly Fee: $205 Tax: $5,564 (2025)Community: Deer CreekVilla
Taxes:$5,564
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Set in the sought-after Villas of Deer Creek on Palmer Ranch, this beautifully renovated home offers an open layout with 3 bedrooms and 2 baths. The great room showcases vaulted ceilings with tongue-and-groove detail and opens to a stunning chef’s kitchen featuring painted wood cabinetry, granite countertops, a decorative backsplash, GE Profile stainless-steel appliances, and a custom pantry with a floating island. The light-filled Florida room includes three sets of sliders leading to an ultra-private, tropical backyard oasis reminiscent of Selby Gardens. Polished white porcelain tile flooring and plantation shutters run throughout. Spacious primary suite with outfitted walk-in closet and French door to the lanai, while the spa-like primary bath features a frameless glass-tile shower, soaking tub, dual vanity, and an entire wall of cabinets. Two additional bedrooms are separated from the primary suite and share an updated bath with a walk-in shower and vanity; the front bedroom also works well as an office or den. Separate laundry room and 2-car garage. ROOF 2021, HVAC 2017, HTWTR 2024, INTERIOR PAINTED 2026. Deer Creek is a gated community with 24 hr. guard security. The HOA maintains the grounds and offers a heated community pool and social activities. Close to everything in Sarasota, including Shopping, all within 1 mile. Costco, Target, Sprouts, Starbucks, Kohls, the soon to be re-developed Sarasota Square Mall with Whole Foods as the anchor and a new Trader Joe's opening soon. The famous Legacy Trail is just a short distance away. A special home in the Villas of Deer Creek.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Betsy Campbell (203-554-8349)
1602 STICKNEY POINT RD #2-104, SARASOTA, FL 34231
$499,0009 Days on yellowkey MLS ID: A4699936
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1016 Built: 1975 Tax: $4,443 (2025)Community: Castel Del MareSpa: NoCondo
Taxes:$4,443
Remarks: Nestled in the heart of Sarasota's coastal paradise, this beautifully renovated, TURNKEY FURNISHED waterfront condominium offers exceptional bay views and the effortless Florida lifestyle you've been searching for. Located in the highly sought-after Castel Del Mare, affectionately known as the "Hidden Jewel on the Bay," this beautifully updated first-floor 2-bedroom, 2-bath residence is less than one mile from Siesta Key Beach access and just minutes from downtown Sarasota, St. Armands Circle, premier dining, shopping, and entertainment. Step inside to discover a bright, inviting interior where tranquil water views immediately capture your attention. Thoughtfully renovated throughout, the residence showcases luxury vinyl plank flooring, a beautifully redesigned kitchen with shaker-style cabinetry, quartz countertops, tile backsplash, updated hardware and fixtures, generous workspace, and abundant storage. The spacious living and dining areas flow seamlessly to the private lanai, creating the perfect setting to relax while enjoying peaceful bay breezes and picturesque waterfront scenery. The generous primary suite offers beautiful water views, ample closet space, and a beautifully updated en-suite bath, while the guest bedroom and renovated second bath provide comfortable accommodations for family and visitors. Being offered completely turnkey furnished, this residence is ready to enjoy immediately as a full-time home, seasonal retreat, or investment opportunity. Beyond the residence, Castel Del Mare offers an exceptional collection of resort-style amenities, including two heated swimming pools, tennis and pickleball courts, shuffleboard, a clubhouse, kayak launch and storage, fishing, and a scenic waterfront boardwalk that winds throughout the beautifully landscaped community. Spend your days relaxing beside the bayfront pool, launching a kayak on the Intracoastal Waterway, watching dolphins and boats drift by, or taking in breathtaking Sarasota sunsets. With Siesta Key Beach just moments away and everything Sarasota has to offer within easy reach, this move-in ready waterfront retreat delivers an exceptional combination of location, lifestyle, and value. Schedule your private showing today and experience the best of Florida waterfront living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
543 COLUMBIA CT, SARASOTA, FL 34236
$1,749,9902 Days on yellowkey MLS ID: A4700595
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2335 Built: 2019 Tax: $20,809 (2025)Community: Washington ParkSpa: NoSingle Family
Taxes:$20,809
Remarks: Often desired but rarely found! Perfectly positioned in the heart of Laurel Park - one of Sarasota's most coveted neighborhoods - this exceptional 3-bedroom, 3-bath custom residence spanning 2,335 sqft offers the ultimate downtown Sarasota lifestyle. While Laurel Park is celebrated for its historic charm, opportunities to own a newer custom-built home with today's construction standards, modern design aesthetic, luxury finishes and a private pool are exceptionally rare. From your front door, enjoy a short stroll to award-winning restaurants, boutique shopping, the Bayfront, Marina Jack, Selby Gardens, theaters, art galleries, Payne Park and the weekly farmers market. Designed by acclaimed architect Mark Sultana of DSDG and built by Legacy Builders in 2019, this meticulously crafted residence offers the quality and peace of mind you'll appreciate - including concrete block construction, hurricane-impact windows and doors, a whole-house generator (2025), EV charger and energy-efficient systems. Inside, modern designed interiors with clean lines create a sophisticated yet welcoming atmosphere. The thoughtfully designed floor plan features light-filled living spaces with luxury vinyl plank flooring throughout, custom cabinetry, quartz countertops, pocketing sliders and spacious guest suites. The gourmet kitchen is equipped with a large split island with seating, premium LG appliances, Bosch dishwasher, walk-in pantry and a wine cooler. Living and dining spaces are open and light filled - perfect for entertaining or enjoying the tropical views and zen-like gardens. Step outside to the gas-heated saltwater pool and spa - the centerpiece of a private backyard retreat. Enjoy an outdoor kitchen with Artisan grill, multiple entertaining spaces, an expansive rooftop deck and professionally-designed landscaping that beautifully showcases the Selby-like botanical grounds. The result is a tranquil, resort-inspired setting that feels worlds away - yet is just blocks from downtown Sarasota. For buyers seeking the rare combination of downtown walkability, newer construction and contemporary architecture - 543 Columbia Court represents one of Laurel Park's finest offerings. A home of this caliber—with a pool, rooftop deck and today's build quality in one of Sarasota's most cherished neighborhoods—is an opportunity that seldom comes to market.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Monica Verinder (941-704-4040)
6154 MIDNIGHT PASS RD #A-3, SARASOTA, FL 34242
$619,000107 Days on yellowkey MLS ID: A4689306
0 Days Off yellowkey (back on 7/24/2026)
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 836 Built: 1966 Tax: $4,427 (2025)Community: Casa Blanca VillasCondo
Taxes:$4,427
Elementary School: Phillippi Shores Elementary
Remarks: Under contract-accepting backup offers. Tucked along the sugar-white sands of world-renowned Siesta Key, this freestanding villa offers the rare combination of effortless ownership, strong rental potential, and immediate coastal enjoyment. With direct beach access just steps away, every day begins and ends with the Gulf as your backdrop. Thoughtfully and completely updated, the residence features easy-care terrazzo flooring, a beautifully renovated kitchen with stainless appliances and dining space, along with a refreshed full bath and convenient half bath. The screened porch invites year-round indoor-outdoor living, while an impact-rated sliding glass door enhances both comfort and peace of mind. Positioned just steps from the community pool and clubhouse, this villa is part of an active, well-managed rental community offering flexible 5–7 day minimum rentals, making it an exceptional opportunity for those seeking income potential with personal-use flexibility. On-site management simplifies ownership, whether you’re local or remote. Sold furnished, the home is ready for immediate enjoyment or rental—just bring your suitcase. Parking is conveniently located directly in front of the unit. Beyond the property, you’re ideally situated near Siesta Key’s popular dining, shopping, and parks, while still enjoying a quieter stretch of beach perfect for morning walks, sunset swims, and relaxed days on the sand. Whether you’re looking for a smart investment, a personal retreat, or the perfect blend of both—this villa delivers the Siesta Key lifestyle with ease.
Listing Agent: Ryndie Brusco (941-809-6913)
1781 OLYMPIA FIELDS ST, SARASOTA, FL 34234
$145,00030 Days on yellowkey MLS ID: A4697535
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 940 Built: 1963Monthly Fee: $137 Tax: $2,553 (2025)Community: Tri-Par EstatesMobile Home
Taxes:$2,553
Elementary School: Emma E. Booker Elementary
Remarks: Tri-Par Estates is a Recreation Development and State Park. YOU OWN THE LAND UNDER YOUR HOME. HUGE SIDE YARD FOR MAXIMUMN PRIVACY. 2 bedrooms; 1.5 bathrooms. Floor covering = carpet and laminate. New hot water tank. Washer & Dryer. Work/storage shed. Secure roof. Double-Strength Tie-Downs. You will really like the large bedrooms and the open floor plan, large kitchen next to the dining area. TRI-PAR has for you: Huge heated or cooled pool. + Spa + Fitness center. + Parties + Dances + Clubs, etc. For only $1,648 per year ($137.33/per month) (billed yearly with your tax bill) you’ll receive Garbage Collection, Internet, Road and Pool maintenance and much more. Lovely beaches, UTC Mall, houses of worship and much more are within easy drive. Better arrange a showing ASAP. Don’t get caught in the bidding war ! ! !
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: John Alexander (941-724-5907)
8417 LUNAR SKYE ST, SARASOTA, FL 34241
$339,9002 Days on yellowkey MLS ID: A4700991
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1417 Built: 2025Monthly Fee: $175 Tax: $2,101 (2025)Community: Skye Ranch Nbrhd 2 Town HomesTownhouse
Taxes:$2,101
Elementary School: K-8 At Clark And Lorriane
Remarks: Welcome Home.... Brand New Never Lived In ... 3 Bedroom 2.5 Bath Townhouse condo with 1 Car Garage located just across the street from the community pool. Private rear yard with Greenspace and wooded preserve. A Great Place to Call Home. this nicely updated home includes a spacious Kitchen with wood cabinets and Quartz counter tops, stainless-steel appliances, walk-in pantry and large center island. Great for cooking and entertaining. Nice Master suite with walk-in closet full bath and dual vanities overlooking tranquil preserve. Convenient upstairs laundry area. The Skye Ranch community offers resort -style amenities including 2 pools, scenic walking and bike trails, soccer and Baseball fields and a Brand new in 2025 Skye Ranch Elementary School. Low Hoa fee's only $175 a month. Great location just a short drive to downtown Sarasota and nearby Siesta Key Beach.
Listing Agent: Gary Hoskins (941-809-7709)
1755 7TH ST, SARASOTA, FL 34236
$1,985,000100 Days on yellowkey MLS ID: GC539589
REDUCED by $10,000 (0.5%) on 07/20/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4451 Built: 2023 Tax: $32,680 (2025)Community: Schindler SubHalf Duplex
Taxes:$32,680
Remarks: A rare blend of modern luxury, income potential + lifestyle flexibility awaits in this striking custom 2023 duplex in the heart of Gillespie Park, moments from downtown Sarasota. Designed for those wanting more than just a home, this architectural standout offers 4,400+ sq ft of elevated living with two fully independent residences, each approx 2,200 sq ft featuring 2 bedrooms, 2 bathrooms, private laundry, soaring ceilings + a light-filled expansive design. Whether downsizing, creating a multi-gen retreat, or offsetting your lifestyle with income, this property delivers exceptional versatility, live in one + generate revenue from the other (currently $3,600/month). The main level showcases a chef-inspired kitchen with premium Thermador appliances, gas cooking, dual dishwashers, walk-in pantry + built-in coffee/wine bar, while the upper level offers a refined private living experience with sleek Bosch appliances+ ensuite bedrooms. Outdoor living feels like a private resort with a secluded courtyard featuring an outdoor kitchen and hot tub, plus an expansive second-level balcony ideal for relaxing. Built for efficiency + longevity with solar power, natural gas tankless water heaters, elevator access + rare 3-car alley-access garage, features seldom found this close to downtown. Zoned for short-term rentals and crafted as a high-end multigenerational retreat with full custom handicap-accessible design, delivering an exclusive lifestyle in a prime location.
Listing is courtesy of: DANIEL CRAPPS AGENCY, INC. (386-755-5110)
Listing Agent: Daniel Crapps (386-397-3002)
7111 41ST LN E, SARASOTA, FL 34243
$475,000261 Days on yellowkey MLS ID: A4671341
2 Days Off yellowkey (back on 6/9/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1894 Built: 1994Monthly Fee: $53 Tax: $6,532 (2024)Community: The Trails Ph IiaSpa: NoSingle Family
Taxes:$6,532
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. A home that welcomes you with timeless charm and modern comfort! Tucked at the end of a quiet cul-de-sac and surrounded by beautifully landscaped grounds, this 3-bedroom, 2-bath residence offers 1,894 sq. ft. of inviting living space. Built in 1994, it blends classic architectural details—columns, arched windows, and soaring ceilings—with tasteful updates, including beautiful flooring that seamlessly flows throughout. As you enter, your eyes are immediately drawn to the sparkling pool framed by large glass sliding doors that fill the home with natural light. The split floor plan ensures privacy, with a spacious master suite featuring direct access to the lanai and pool, plus an ensuite bath complete with dual vanities and a separate soaking tub and shower. The kitchen comes fully equipped with a complete appliance package, ample cabinetry, and a breakfast bar peninsula overlooking the family room that perfect for everyday living or entertaining. Formal and informal spaces alike enjoy tranquil pool views, creating an effortless connection between indoor and outdoor living. Step outside to your own tropical retreat: an enclosed, screen-protected lanai with a sparkling inground pool surrounded by lush landscaping. Whether relaxing in the sun or hosting friends, this is the perfect space to unwind. Located in The Trails, one of Sarasota’s most desirable communities near Lockwood Ridge and University Parkway, you’ll enjoy low HOA fees, no CDD, and an unbeatable location just minutes from UTC Mall, dining, and the beaches. Visit today!
Listing Agent: Ryan Skrzypkowski (941-328-8307)
5880 MIDNIGHT PASS RD #907, SARASOTA, FL 34242
$1,850,00060 Days on yellowkey MLS ID: A4694262
Bed: 3 Bath: 2.0 Gar: 25 Liv Area Sq Ft: 2165 Built: 1982 Tax: $16,144 (2025)Community: CasarinaCondo
Taxes:$16,144
Remarks: TOP FLOOR. TOP BEACH. TOP NOTCH. This Siesta Key condo checks ALL the hard to find boxes — THREE bedrooms. PRIVATE Beach. TOP Floor. RESORT Style Amenities. GARAGE Parking Space. NO Work Needed! Welcome to Unit 907, a beautifully refreshed top-floor residence offering generous living space, a calm coastal feel, and the easy beach lifestyle buyers are looking for. From the moment you open the door, the residence feels bright, relaxed, and beautifully pulled together with updated coastal furnishings and a soft beachside palette. Spacious living and dining areas create an easy flow for everyday enjoyment or extended stays, while the kitchen offers quartz countertops, stainless appliances, breakfast bar, and generous storage. The Master Bedroom has spectacular gulf views, ensuite with double sinks, walk-in shower, and a spacious closet. The split-bedroom floor plan with two guest bedrooms provides privacy and flexibility for guests, or home office, hobbies, and additional storage. The Casarina community has recently completed significant improvements which include a new roof, elevator updates, electrical updates, new A/C units, flood-prevention panels, new carport roofs, refreshed landscaping, new driveway and pool pavers, new grilling area, and more — assessments already paid by seller! Get ready to enjoy approximately 7 acres of tropical grounds, direct access to Siesta Key's powdery-soft, white sand beach, heated pool and spa, clubhouse, fitness room, tennis and pickleball courts, basketball, BBQ areas, onsite management, secured access, two elevators, and beautifully maintained outdoor spaces. Minutes from Siesta Key Village, dining, shopping, and downtown Sarasota. Contact me today to schedule your private tour and start living the Siesta Key lifestyle you've always dreamed of.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Christa Spalding (941-529-6978)
1305 4TH ST #101A, SARASOTA, FL 34236
$1,495,000548 Days on yellowkey MLS ID: A4637380
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1586 Built: 2026 Tax: $15,590 (2025)Community: The Gallery SarasotaCondo
Taxes:$15,590
Remarks: Under Construction. The Private Courtyard Collection at The Gallery Sarasota offers a distinctive approach to downtown living for buyers who value generous outdoor space, privacy, and the ability to host comfortably. This 2-bedroom, 2.5-bath residence offers 1,586 square feet of interior living space and is centered around 620 square feet of luxurious private outdoor living space—an expansive courtyard designed to extend everyday life outdoors. Designed for single-level living, the layout intentionally separates the primary suite and main living areas from the guest suite, creating privacy for both owners and visitors. The separate guest suite with private entry makes the residence especially well suited for frequent guests, extended stays, or shared ownership. Multiple entrances add convenience and flexibility, while 13-foot ceilings and full-height windows bring natural light, volume, and a sense of openness throughout. Inside, the spacious kitchen features a large contemporary island for everyday living and entertaining. The primary suite offers a walk-in closet and freestanding soaking tub, creating a quiet retreat within the home. The result is a private, expansive residence that feels more like an everyday getaway right in your own backyard. The Gallery Sarasota is an iconic 6-level, 60-residence boutique mid-rise located above the floodplain in a highly walkable downtown setting near the bay, Whole Foods, Main Street, The Bay Park, and the Rosemary District. Residents enjoy direct-to-outdoors entries, impeccably crafted Italian finishes, deeded private garage parking and storage, a rooftop terrace pool and social lounge with bay views, and a two-room fitness center with yoga studio. Schedule a private hardhat tour to experience the architecture, amenities, and downtown lifestyle of The Gallery Sarasota firsthand.
Listing Agent: Chad Fonder (941-961-3865)
300 GARDEN LN, SARASOTA, FL 34242
$2,590,000324 Days on yellowkey MLS ID: A4662830
REDUCED by $200,000 (7.2%) on 07/08/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3256 Built: 1975Monthly Fee: $10 Tax: $12,545 (2024)Community: Siesta Rev OfSpa: NoSingle Family
Taxes:$12,545
Remarks: A Rare Opportunity on North Siesta Key with exceptional weekly income, prime location 350 Feet of Waterfront! Discover this unique multi-family income producing single-story property on Bay Island, offering both beauty and potential. High and dry, the home remained unaffected by recent storms, with 4–5 feet of elevation to spare. Set on a tranquil, tropical lot, this historic location on Garden Lane—once home to the Siesta Key Fish Market—with easy fast access to the bay and Big Pass it is truly a boater’s and fisherman’s paradise. Just a few steps to Shell Beach and its breathtaking sunsets, minutes from the world famous Siesta Beach, Siesta Village with restaurants, shopping, nightlife, quick access to downtown, and St. Armands Circle. You have it all! The property features a classic Florida ranch-style 4-bedroom, 2-bathroom home with a pool, large deck, and lush backyard designed for entertaining, plus a detached 2-bedroom, 2-bathroom guest house. Whether you choose to renovate, rebuild, or divide the lot (buyers to verify with the City), the possibilities are endless with this property!
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Holly Parry (941-809-8050)
1305 4TH ST #403B, SARASOTA, FL 34236
$1,459,000547 Days on yellowkey MLS ID: A4637429
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1556 Built: 2026 Tax: $14,590 (2025)Community: The Gallery SarasotaCondo
Taxes:$14,590
Remarks: Under Construction. The Elevated Living Collection at The Gallery Sarasota is designed for buyers drawn to dramatic architectural volume, light-filled interiors, and a more distinctive downtown living experience. This 2-bedroom, 2.5-bath residence with dedicated office offers 1,556 square feet of interior living space, defined by extraordinary 24-foot ceilings and full-height windows that introduce scale, light, and vertical drama rarely found in boutique downtown living. Open, connected living areas create an impressive setting for everyday living and entertaining, while private spaces are designed for comfort and retreat. A sweeping signature open staircase adds sculptural impact, while a private in-suite floor-to-floor elevator provides effortless access between levels. Glass-railed terraces extend the residence outdoors, including a secondary entertaining area or office with its own private terrace. Inside, the modern kitchen is anchored by a 13-foot gathering island, creating a natural centerpiece for entertaining. The primary suite offers a walk-in closet and freestanding soaking tub, adding a refined sense of retreat. The result is expansive, architectural, and distinctly modern—defined by light, volume, and ease. The Gallery Sarasota is an iconic 6-level, 60-residence boutique mid-rise located above the floodplain in a highly walkable downtown setting near the bay, Whole Foods, Main Street, The Bay Park, and the Rosemary District. Residents enjoy direct-to-outdoors entries, impeccably crafted Italian finishes, deeded private garage parking and storage, a rooftop terrace pool and social lounge with bay views, and a two-room fitness center with yoga studio. Schedule a private hardhat tour to experience the architecture, amenities, and downtown lifestyle of The Gallery Sarasota firsthand.
1305 4TH ST #401B, SARASOTA, FL 34236
$1,659,000548 Days on yellowkey MLS ID: A4637420
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1734 Built: 2026 Tax: $15,250 (2025)Community: The Gallery SarasotaCondo
Taxes:$15,250
Remarks: Under Construction. The Elevated Living Collection at The Gallery Sarasota is designed for buyers drawn to dramatic architectural volume, light-filled interiors, and a more distinctive downtown living experience. This 2-bedroom, 2.5-bath residence with dedicated office offers 1,734 square feet of interior living space, defined by extraordinary 24-foot ceilings and full-height windows that introduce scale, light, and vertical drama rarely found in boutique downtown living. Open, connected living areas create an impressive setting for everyday living and entertaining, while private spaces are designed for comfort and retreat. A private in-suite floor-to-floor elevator provides effortless access between levels, while glass-railed terraces extend the residence outdoors, including a secondary entertaining area or office with its own private terrace. Inside, the modern kitchen is anchored by a spacious gathering island, creating a natural centerpiece for entertaining. A beverage bar with Italian cabinetry and quartz countertop adds function and polish, while the primary suite offers built-in cabinetry and a freestanding soaking tub for a refined sense of retreat. The result is expansive, architectural, and distinctly modern—defined by light, volume, and ease. The Gallery Sarasota is an iconic 6-level, 60-residence boutique mid-rise located above the floodplain in a highly walkable downtown setting near the bay, Whole Foods, Main Street, The Bay Park, and the Rosemary District. Residents enjoy direct-to-outdoors entries, impeccably crafted Italian finishes, deeded private garage parking and storage, a rooftop terrace pool and social lounge with bay views, and a two-room fitness center with yoga studio. Schedule a private hardhat tour to experience the architecture, amenities, and downtown lifestyle of The Gallery Sarasota firsthand.
1305 4TH ST #202P, SARASOTA, FL 34236
$1,995,000508 Days on yellowkey MLS ID: A4642427
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1873 Built: 2026 Tax: $18,590 (2024)Community: The Gallery SarasotaCondo
Taxes:$18,590
Remarks: Under Construction. Residence 202P at TheGallerySarasota is the last remaining 3-bedroom plus office in the Elevated Living West Collection, offering 1,873 square feet of dramatic, light-filled design in one of downtown Sarasota’s most distinctive new luxury addresses. Defined by soaring 26-foot ceilings, full-height windows, and a private in-suite floor-to-floor elevator, this residence delivers architectural volume, natural light, and a true sense of arrival. The main living level features an open great room, dedicated office, dining area, and modern kitchen with high-end Italian finishes and a large gathering island designed for effortless entertaining. A private terrace with glass panel railing extends the living space outdoors, while the upper level offers a luxurious primary suite with walk-in closet, plus two additional bedrooms for guests or family. TheGallerySarasota is an iconic boutique mid-rise located just three blocks from the bay and above the floodplain. Residents enjoy a rooftop terrace with resort-style pool and social lounge, a two-room fitness center and yoga studio, private parking, storage, and a walkable downtown location near Whole Foods, Main Street, The Bay Park, and the Rosemary District. Under construction and thoughtfully limited in design, The Gallery offers a rare opportunity for new construction luxury in downtown Sarasota.
1305 4TH ST #301G, SARASOTA, FL 34236
$995,000401 Days on yellowkey MLS ID: A4656537
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1182 Built: 2026 Tax: $9,950 (2025)Community: The Gallery SarasotaCondo
Taxes:$9,950
Remarks: Under Construction. The Garden Terrace Collection at The Gallery Sarasota offers a rare opportunity for new-construction two-bedroom living with architectural volume, natural light, private outdoor space, and exceptional downtown value. Designed for buyers seeking a residence that feels elevated, spacious, and connected to the outdoors, these homes range from approximately 1,200 to 1,300 total square feet. A private garden terrace extends the living and dining areas, creating a natural connection between indoor comfort and open-air living. Select residences also include an additional covered terrace, offering shade from the summer sun and shelter from the elements for year-round outdoor enjoyment. Inside, soaring 13'8" ceilings and full-height windows bring impressive scale and light, while a spacious private elevator entry enhances the sense of arrival. Refined Italian finishes, a contemporary kitchen island, and a well-appointed primary suite with built-in designer cabinetry add to the residence’s polished, modern feel. The result is a bright, expansive, and thoughtfully designed home that offers the ease of new construction with the privacy and livability of a boutique downtown address. The Gallery Sarasota is an iconic 6-level, 60-residence boutique mid-rise located above the floodplain in a highly walkable downtown setting near the bay, Whole Foods, Main Street, The Bay Park, and the Rosemary District. Residents enjoy direct-to-outdoors entries, impeccably crafted Italian finishes, deeded private garage parking and storage, a rooftop terrace pool and social lounge with bay views, and a two-room fitness center with yoga studio. Schedule a private hardhat tour to experience the architecture, amenities, and downtown lifestyle of The Gallery Sarasota firsthand.
1305 4TH ST #502E, SARASOTA, FL 34236
$1,795,000156 Days on yellowkey MLS ID: A4683301
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 1692 Built: 2026 Tax: $17,950 (2025)Community: The Gallery SarasotaCondo
Taxes:$17,950
Remarks: Under Construction. Experience the unparalleled sophistication and serenity of The Gallery’s luxurious south-facing, single-level penthouse, boasting 3 bedrooms and 3.5 baths across 1,692 square feet of living space (1,909 total SF), soaring 14’ ceilings with full-height windows, and a 27’ grand terrace with a sleek glass panel railing. The designer integrated kitchen features imported Italian flat-panel cabinetry, quartz countertops, stainless steel appliances, and an extra-long island offering ideal prep space and additional seating. Creating additional privacy, you are greeted with a vestibule to withhold the view of the primary bedroom that features a spacious walk-in closet, floating double vanity, and glass enclosed walk-in shower. Top-tier amenities include a spacious west-facing rooftop pool terrace to soak in the sun's brilliance, social lounge, and a vast two-room Fitness Center and Yoga Studio equipped with cutting-edge cardio and strength-training equipment. Perfectly located on Downtown Sarasota’s west end, above floodplain at 4th & Cocoanut, TheGallerySarasota offers a vibrant, walkable lifestyle with effortless access to premier restaurants, shopping, cultural venues, and the breathtaking 53-acre Bay Park. Amenities include a spacious west-facing rooftop pool terrace with summer kitchen, social lounge, and bay views, along with a vast two-room Fitness Center and Yoga Studio equipped with cutting-edge cardio and strength-training equipment. Schedule a private hardhat and showroom tour to receive an in-depth look into what we have planned for the property and surrounding area. Our showroom is located at 625 S Orange Sarasota, FL 34236 (retail space at Orange Club).
1305 4TH ST #302I, SARASOTA, FL 34236
$1,050,000151 Days on yellowkey MLS ID: A4683324
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1187 Built: 2026 Tax: $9,950 (2025)Community: The Gallery SarasotaCondo
Remarks: Under Construction. The Garden Terrace Collection at The Gallery Sarasota offers a rare opportunity for new-construction two-bedroom living with architectural volume, natural light, private outdoor space, and exceptional downtown value. Designed for buyers seeking a residence that feels elevated, spacious, and connected to the outdoors, this home offers approximately 1,200 to 1,300 total square feet of indoor-outdoor living. A private garden terrace extends the living and dining areas, creating a natural connection between indoor comfort and open-air living. An additional covered terrace offers shade from the summer sun and shelter from the elements, enhancing year-round outdoor enjoyment. Inside, soaring 13'8" ceilings and full-height windows bring impressive scale and light, while a spacious private elevator entry enhances the sense of arrival. Refined Italian finishes, a contemporary kitchen island, and a well-appointed primary suite with built-in designer cabinetry add to the residence’s polished, modern feel. The result is a bright, expansive, and thoughtfully designed home that offers the ease of new construction with the privacy and livability of a boutique downtown address. The Gallery Sarasota is an iconic 6-level, 60-residence boutique mid-rise located above the floodplain in a highly walkable downtown setting near the bay, Whole Foods, Main Street, The Bay Park, and the Rosemary District. Residents enjoy direct-to-outdoors entries, impeccably crafted Italian finishes, deeded private garage parking and storage, a rooftop terrace pool and social lounge with bay views, and a two-room fitness center with yoga studio. Schedule a private hardhat tour to experience the architecture, amenities, and downtown lifestyle of The Gallery Sarasota firsthand.
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