Location: Sarasota , 34236
Do Not Show Listings
707 S GULFSTREAM AVE #307, SARASOTA, FL 34236
$749,000121 Days on yellowkey MLS ID: A4683134
REDUCED by $46,000 (5.8%) on 06/16/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1247 Built: 1974 Tax: $6,546 (2025)Community: Essex HouseCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,546
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: One or more photo(s) has been virtually staged. " MOTIVATED SELLER" PRICE IMPROVEMENT!! FRESHLY PAINTED!! DOWNTOWN BAYFRONT !! Experience the best of downtown Sarasota living in this stunning 2-bedroom, 2-bath corner residence at Essex House, perfectly positioned on Sarasota Bay. This rare unit offers breathtaking, unobstructed panoramic water views through floor-to-ceiling hurricane-resistant windows and one of the few downtown condos with no future development to block your scenery. Just steps from the bay, you'll enjoy effortless access to art galleries, charming coffee shops, top-rated restaurants, Bayfront Park, Marina Jack, Selby Gardens, Burns Court Cinema, Main Street, and more. Inside, the home features an updated kitchen with marble backsplash and stone countertops, beautifully renovated bathrooms with marble-tiled showers, and a spacious primary suite with an upgraded walk-in closet. Step onto your west-facing balcony to savor spectacular sunsets shimmering over the bay. Resort-style amenities include a social room, heated pool, fitness center, outdoor kitchen and gazebo, plus covered assigned parking offering the perfect blend of luxury, lifestyle, and location in the heart of Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Shannon Book (941-390-8711)
33 S GULFSTREAM AVE #404, SARASOTA, FL 34236
$375,0007 Days on yellowkey MLS ID: A4695460
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 754 Built: 1964 Tax: $4,270 (2025)Community: Gulfstream TowersSpa: NoCondo
Taxes:$4,270
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Booker Middle
Remarks: Discover the ultimate downtown Sarasota lifestyle from this beautifully maintained fourth-floor condominium offering partial Sarasota Bay, Bayfront Park, and Marina Jack views. Perfectly positioned at the coveted corner of Main Street and Gulfstream Avenue, this residence places the very best of Sarasota just outside your front door. Step inside to find expansive living spaces, wood-look tile flooring throughout, abundant natural light, and a warm modern aesthetic that complements the building's timeless mid-century architecture. The spacious primary suite offers comfort and privacy, while the retro-inspired bathroom preserves the character and charm that make this residence truly unique. Enjoy spectacular sunset skies from the comfort of your living room or take a short stroll to Sarasota's vibrant waterfront, renowned restaurants, boutique shopping, theaters, art galleries, farmers market, and year-round cultural events. Whether enjoying morning walks along the bayfront or evenings dining downtown, every day feels like a vacation. This well-maintained community offers exceptional amenities including a resort-style pool and expansive sun deck, social room with kitchen and dining area, refurbished lobby and common areas, updated elevators, impact-resistant windows, and attractive brick paver decking. Ideal as a primary residence, seasonal retreat, or investment opportunity, this is a rare chance to own in one of Sarasota's most desirable downtown locations where waterfront living, walkability, and urban convenience come together seamlessly.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Joseph Mcdonald, Llc (941-375-9646)
301 JACKSON DR, SARASOTA, FL 34236
$2,790,000115 Days on yellowkey MLS ID: A4683209
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2028 Built: 1951 Tax: $20,382 (2025)Community: Saint Armands Div John Ringling EstatesSpa: NoSingle Family
Taxes:$20,382
Remarks: Welcome to your private coastal sanctuary just moments from the powder-soft sands of Lido Beach and a short stroll to iconic St. Armands Circle. Perfectly positioned in one of Sarasota’s most coveted locations, this stunning residence captures everything buyers dream about when they imagine luxury living by the gulf. From the moment you arrive, lush tropical landscaping and swaying palms frame a beautifully maintained property that feels both secluded and inviting. The expansive paver drive and manicured lawn create a grand first impression, while mature greenery provides privacy rarely found this close to the beach. Inside, the home blends refined elegance with relaxed island charm. Sunlight pours through plantation-shuttered windows, illuminating spacious bedrooms designed for comfort and style. The primary suite is a tranquil retreat with soft coastal tones and garden views, while the guest rooms are thoughtfully appointed to accommodate family and visitors with ease. Every space feels bright, airy, and curated for effortless living. The bathrooms are nothing short of spa-worthy. Floor-to-ceiling tile, frameless glass showers, custom vanities with stone countertops, dual sinks, and elegant fixtures create a luxurious experience that rivals high-end resorts. Thoughtful details like recessed niches, designer mirrors, and soft lighting elevate each space. Step outside and the property truly comes to life. The private backyard oasis is designed for unforgettable gatherings and serene relaxation alike. A sparkling pool is surrounded by expansive decking, lounge seating, and tropical landscaping that transforms the space into your own secluded resort. String lights overhead add ambiance for evening swims, while shaded seating areas invite long afternoons under the palms. The fenced yard enhances privacy, creating a rare sense of retreat just minutes from everything. And the location — simply exceptional. Imagine morning walks to Lido Beach, sunset cocktails at St. Armands Circle, boutique shopping, award-winning dining, boating, and downtown Sarasota’s vibrant arts scene all just moments from your front door. Homes in this location with this level of finish and established rental success are incredibly rare. Whether you are searching for a luxury island residence, a sophisticated vacation retreat, or a high-performing investment property with proven appeal, this home delivers on every level. Offered in pristine condition and designed for both comfort and entertaining, it embodies the very best of coastal Florida living. This is more than a home. It is the St. Armands lifestyle — elevated, private, and unforgettable.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Christy Travis (941-545-5284)
701 TYLER DR, SARASOTA, FL 34236
$5,795,000171 Days on yellowkey MLS ID: A4676329
REDUCED by $200,000 (3.3%) on 05/15/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3832 Built: 1977 Tax: $26,279 (2025)Community: Lido Beach Div BSpa: NoSingle Family
Taxes:$26,279
High School: Booker High
Remarks: An Exquisite Bayfront Residence on Prestigious Lido Key, Sarasota. This meticulously reimagined two-story bayfront masterpiece embodies the pinnacle of sophisticated coastal living. Offering 3,832 square feet of thoughtfully designed interior space which was fully renovated in 2017, including impact-resistant doors and windows and a new roof. The residence features 4 ensuite bedrooms, a state-of-the-art 2025 gourmet kitchen, designed for discerning entertainers, showcases premium appliances, custom cabinetry, and an expansive island that serves as the heart of the open-plan living areas. The new elegant flooring unifies the bright, voluminous interiors. The second story includes a spacious home office with views over the pool to the bay. Beyond the interiors lies a private waterfront sanctuary: a heated saltwater pool overlooks an expansive floating dock, ideally suited for vessels of varying sizes, kayaks, or paddleboards. Unobstructed sailboat access invites effortless exploration of the bay and beyond. Additional conveniences include a spacious two-car garage, proximity to downtown Sarasota's vibrant cultural scene, a 15-minute drive to Sarasota-Bradenton International Airport. Close by is the pristine sands of Lido Beach with the most spectacular sunsets and moments away is St. Armands Circle's dining and shopping. Framed by the preserved mangroves of Otter Key, the sheltered waters host an abundance of marine life, dolphins, manatees, and graceful wading birds frequently enchant residents with their presence. This extraordinary property represents a rare harmony of tranquil waterfront serenity, impeccable modern enhancements, and unparalleled proximity to Sarasota's finest amenities—an enduring legacy of refined coastal elegance. Independently certified appraisal on 03/05/2026 by Birkholz Appraisal Group: Value by sales comparison approach $5.9M and Value by cost approach $6.2M
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Mark J Baron, Llc (941-241-7633)
222 MORNINGSIDE DR, SARASOTA, FL 34236
$7,500,000159 Days on yellowkey MLS ID: A4675254
REDUCED by $495,000 (6.2%) on 05/25/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4284 Built: 2015Monthly Fee: $42 Tax: $34,055 (2025)Community: Lido CSpa: YesSingle Family
Taxes:$34,055
Remarks: An extraordinary expression of modern waterfront living, this custom-designed Sarasota residence seamlessly blends architectural distinction, refined interiors and a tranquil Bayou setting flowing directly into the Gulf of Mexico, creating a home that is visually striking and effortlessly livable. Thoughtfully conceived by the owners, this exceptional five-bedroom, three full-bath and one half-bath waterfront residence is on approximately .37 acres and was designed to honor its surroundings while embracing contemporary form, function and natural light. Offering 4,284 square feet under air and 6,416 total square feet, the home makes a striking yet calming first impression. A circular brick-paver driveway, decorative architectural elements, trellises accents, curated landscaping, and subtle exterior lighting establish a refined sense of arrival and architectural presence. Inside, a dramatic open-concept floor plan unfolds with intention and volume. The great room features ceilings approaching 20 feet, custom wire railings and expansive glass frame serene water views from every room. Natural materials, most notably warm cedar accents carried seamlessly from interior to exterior, create a cohesive modern design language. Beechwood flooring, refined finishes, automatic solar window treatments, imported European light fixtures, and integrated LED lighting enhance comfort and contemporary appeal. The gourmet kitchen is designed for everyday living and entertaining, featuring Porcelanosa Design cabinetry, a side-by-side paneled Sub-Zero refrigerator, Asko dishwasher, Wolf built-ins including wall oven, warming drawer, microwave, a U-Line under-counter wine cooler, illuminated onyx island, quartz countertops, seamless under-cabinet lighting and a walk-in pantry. A new Whirlpool top-load washer complements the Whirlpool Cabrio Platinum dryer, completing the home’s functional amenities. The residence offers exceptional flexibility with two private primary suites on the main and upper levels, each providing direct terrace access and tranquil water views. Spa-inspired baths, one features a steam shower and walk-in closets, creating serene retreats. Additional guest suites, office, a waterfront gym or flexible living space, and these multiple en-suite accommodations support a variety of lifestyles. Outdoor living is equally compelling. A saltwater infinity-edge pool with spa and planter waterfall feature anchors the waterfront setting, complemented by covered and enclosable lanais with automatic window and terrace screens. Existing posts for the hammock overlook the Bayou. The outdoor pavilion provides space for an outdoor kitchen, with room to add a built-in grill, ice maker or under-counter refrigerator with existing gas hookup and water supply. A private illuminated dock provides direct Bayou access leading into the Gulf of Mexico, enhancing the home’s connection to nature and offering multiple gathering spaces ideal for entertaining and cherished memories. Modern construction, impact-rated openings and integrated smart-home technology contribute to peace of mind and long-term value. In one of Sarasota’s desirable waterfront neighborhoods, with optional deeded Lido Shores beach access and proximity to downtown Sarasota, St. Armands Circle and Longboat Key, this residence offers privacy, elevation, serenity and refined expression of luxury coastal living, designed to be admired and lived in.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Moriah Taliaferro (941-504-9910)
1903 OAK ST, SARASOTA, FL 34236
$720,00036 Days on yellowkey MLS ID: A4693794
0 Days Off yellowkey (back on 6/20/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1626 Built: 1950 Tax: $8,464 (2025)Community: Laurel ParkSingle Family
Taxes:$8,464
Remarks: Under contract-accepting backup offers. Located in the coveted Laurel Park neighborhood in downtown Sarasota, this exceptional property captures the charm and character of true “Laurel Park Living.” Positioned in Flood Zone X with one of the highest elevations in the neighborhood, the home offers an outstanding combination of location, flexibility, and peace of mind. The meticulously maintained residence features a 2-bedroom, 1 full bath and 1 half bath main home, along with a separate fully equipped 1-bedroom apartment complete with its own kitchen and full bath. Ideal as a private guest suite or income-producing opportunity, the property allows for short-term or long-term rentals if desired. Optionally offered turnkey furnished, the home is move-in ready and enhanced by two inviting paver patio areas and upgraded walkways designed for relaxed outdoor living. Just moments from downtown Sarasota’s acclaimed dining, shopping, entertainment, bayfront parks, and world-renowned beaches, Laurel Park is one of the city’s most sought-after historic neighborhoods known for its vibrant atmosphere and timeless appeal. Opportunities to own properties like this are rare.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Michael Grady (941-366-8070)
430 KUMQUAT CT #212, SARASOTA, FL 34236
$1,150,00022 Days on yellowkey MLS ID: A4695129
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1176 Built: 2026Monthly Fee: $684 Tax: $11,188 (2025)Community: Villa BalladaCondo
Taxes:$11,188
Elementary School: Alta Vista Elementary
Remarks: Now completed! Families are living the good life in Villa Ballada. The third in our series of extraordinary contemporary architectural designs in the Rosemary District by local award-winning architects, Halflants & Pichette. Villa Ballada follows our first two projects by Dunn Hospitality Group, Zahrada and Zahrada 2, just a half block away. Twenty-two residences and two retail units presenting an unbelievable opportunity to choose from 21 different floor plans, each offering its own unique feel and desirable for many with lifestyle all on one level. This spacious residence overlooks the pool with your own private terrace. Wide open foyer, spacious designer kitchens with breakfast bar and welcoming dining and living rooms are key features in all 21 designs. A delightful swimming pool and courtyard cool you down on those hot summer days. Secure lobby and parking garage with assigned parking and optional EV charging stations keep you safe and sound. But in the end, the location where you can experience Sarasota’s downtown delights, such as delectable culinary opportunities, arts and culture, Florida Studio Theatre, Sarasota Opera House, Westcoast Black Theatre Troupe and the farmer’s market. There’s also Whole Foods close by, the John Ringling Causeway, Marina Jack and the Sarasota waterfront. The new construction techniques, premium finishes and craftsmanship rule the day. Experience Villa Ballada, as you won't be disappointed. Remember, we are only four blocks from our incredible new The Bay Sarasota 53-acre bayfront park underway for everyone who frequents and delights in Sarasota. Your new condominium is available from $990,000 to $1,995,000 with two-, three- and four-bedroom designs. See you soon. Low HOA fee includes insurance, management fees, building maintenance, a manager, exterior window cleaning once per year, water, sewer, trash and exterior pest control.
Listing Agent: Frank Lambert (941-920-1500)
128 GOLDEN GATE PT #202A, SARASOTA, FL 34236
$1,995,00052 Days on yellowkey MLS ID: A4691688
REDUCED by $180,000 (8.3%) on 06/04/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3317 Built: 2004 Tax: $22,705 (2025)Community: Vista Bay PointSpa: YesCondo
Taxes:$22,705
Remarks: Experience elevated coastal luxury at Vista Bay Point, ideally on prestigious Golden Gate Point in the heart of downtown Sarasota. This exceptional, one-of-a-kind second-floor residence delivers a rare combination of privacy, sophistication and effortless access, with a private elevator opening directly into your own foyer and an oversized two-car garage with additional storage on the level below, along with a private staircase that connects directly to the residence. In addition to all this, there is direct access to a private wraparound terrace, the only residence in the building with an outdoor area of this size, and up to two dogs are welcome, allowing them plenty of room to roam. From the moment you enter, the home is bathed in natural light, with expansive impact glass windows throughout framing serene bay views, shimmering city lights and Sarasota’s iconic sunsets. The open, flowing design is elegant and inviting, enhanced by refined finishes and custom details that create a sense of arrival, while a Sonos sound system and Crestron lighting system add to the thoughtful touches that make this home exceptional. Taking center stage, the gourmet kitchen is designed to impress, featuring custom cabinetry, rich stone surfaces, a generous island with seating for up to six, and premium appliances including Sub-Zero refrigeration and a professional Thermador 48-inch gas range with grill, griddle and dual ovens, all seamlessly connected to the dining and living spaces to create an effortless indoor outdoor lifestyle. The terrace provides a setting for morning coffee, evening cocktails or dining, offering multiple seating areas along with beautiful bay views. The owner’s suite offers a peaceful retreat with a spacious walk-in closet and a beautifully appointed bath designed for relaxation, while two separate guest suites with full baths ensure comfort and privacy for visiting family and friends. Vista Bay Point is an exclusive, gated boutique community offering a full suite of luxury amenities, including a heated pool and spa, sundeck with grilling area, fitness center with premium equipment, theater room, elegant owners lounge with pool table and bar, and a private guest suite for extended stays. This residence places you just moments from Sarasota’s vibrant downtown, the marina, world-class dining, Ringling Bridge, cultural attractions, St. Armands Circle and the region’s award-winning beaches, making this more than a residence, it is a lifestyle defined by privacy, prestige and the best of Sarasota waterfront living. Ask for the complete property catalog with all the information about this residence.
Listing Agent: Thomas Netzel (941-539-0633)
430 KUMQUAT CT #406, SARASOTA, FL 34236
$2,263,000479 Days on yellowkey MLS ID: A4640326
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2321 Built: 2026Monthly Fee: $1,343 Tax: $22,600 (2024)Community: Villa BalladaCondo
Taxes:$22,600
Tax Year: 2024
Remarks: NOW MOVE-IN READY AND FINISHED NEW CONSTRUCTION - FAMILIES ARE LIVING THE GOOD LIFE AT VILLA BALLADA, located in Sarasota’s eclectic Rosemary District. Designed by award-winning architects Halflants + Pichette, Villa Ballada is the third project in an acclaimed series (after Zahrada and Zahrada 2). Residence Details: 22 condominium residences with single-level living, 21 unique floor plans to choose from. Two-, three-, and four-bedroom designs available. Pricing from $1,030,600 to $2,263,000. Residence #406 features 4 bedrooms, 3.5 bathrooms, a west-facing covered sunset terrace off the living room, a wide-open foyer, a designer kitchen with a breakfast bar, and spacious dining and living rooms. Interior Features: Contemporary architectural design, premium finishes, and new construction techniques, with high ceilings and open-concept layouts, as well as sunset terraces on select units. Community Amenities: Beautiful swimming pool and landscaped courtyard, secure lobby with controlled access, parking garage with assigned spaces, optional EV charging stations available, and optional luxury parking lift for additional parking space. Lifestyle & Location Highlights: Located in Sarasota’s walkable Rosemary District, 2 to 3 blocks to downtown shops, restaurants, art galleries, and cultural venues. Close to Florida Studio Theatre, Sarasota Opera House, and Westcoast Black Theatre Troupe. Near Whole Foods Market and the vibrant downtown farmers market. Just four blocks from the new 53-acre Bay Sarasota waterfront park, with easy access to the John Ringling Causeway, Marina Jack, and Sarasota’s bayfront. HOA Details: Low monthly HOA fee includes insurance, management fees, building maintenance, manager services, annual exterior window cleaning, water, sewer, trash, and exterior pest control. Reserve your private tour at our building TODAY to see units.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
430 KUMQUAT CT #510, SARASOTA, FL 34236
$1,895,0001188 Days on yellowkey MLS ID: A4564386
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 1745 Built: 2023Monthly Fee: $1,047 Tax: $15,950 (2022)Community: Villa BalladaCondo
Taxes:$15,950
Tax Year: 2022
Remarks: NEWLY COMPLETED NEW CONSTRUCTION - FAMILIES ARE LIVING THE GOOD LIFE IN Villa Ballada - the third in our series of extraordinary contemporary architectural designs in the Rosemary District by local award-winning architects, Halflants + Pichette. Villa Ballada follows our first two projects by Dunn Hospitality Group - Zahrada and Zahrada 2, just a half block away. 22 residences and two retail units presenting unbelievable opportunity to choose from 21 different floor plans, each offering its own unique feel, and desirable to many with a lifestyle all on one level. Wide open foyer, spacious designer kitchens with breakfast bar and welcoming dining and living rooms are the main features in all 21 designs. Enjoy contemporary living in this #510 penthouse condominium with three bedrooms and three-and-a-half baths, AND west facing huge terrace overlooking courtyard pool. Additionally, the beautiful swimming pool/courtyard will cool you down on those hot summer days. Secure lobby and parking garage with assigned parking and optional EV charging stations keep you safe and sound. But in the end, the architecture, the location where you can experience a myriad of Sarasota’s downtown delights, such as delectable culinary opportunities, arts and culture, Florida Studio Theater, Sarasota Opera House, Westcoast Black Theatre and the farmers market, Whole Foods close by, the John Ringling Bridge, Marina Jack and the Sarasota waterfront. New construction techniques, premium finishes and craftsmanship rule the day. You must come experience Villa Ballada as you won't be disappointed. Remember, we are only four blocks away from our incredible new “the Bay Sarasota” 53-acre bayfront park underway for everyone who frequents and delights in Sarasota. Your new condo is available from $915,000 to $1,995,000 with two-, three- and four-bedroom designs. Low HOA fee includes insurance, management fees, building maintenance, manager, annual exterior window cleaning, water, sewer, trash and exterior pest control. Reserve your private tour to experience Rosemary District's latest contemporary walkable lifestyle!
1305 4TH ST #401G RT, SARASOTA, FL 34236
$1,259,00088 Days on yellowkey MLS ID: A4686656
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1344 Built: 2026 Tax: $9,950 (2025)Community: The Gallery SarasotaCondo
Taxes:$9,950
Remarks: Under Construction. Residence 401G at The Gallery Sarasota offers a rare blend of single-level convenience, private rooftop living, and boutique downtown design. This 2-bedroom plus office residence features 2.5 baths, 1,334 square feet of interior living space, and a private rooftop terrace with a partial water view. The main level is designed for effortless everyday living, with 10'4" ceilings, full-height windows, a generous primary suite, powder bath, laundry, and a modern kitchen anchored by a 10-foot statement island. Upstairs, the private rooftop level creates a distinctive retreat with a 156-square-foot terrace, a private office or den, and a second primary suite with its own terrace. The dual-suite layout offers exceptional flexibility for guests, extended stays, or shared ownership. 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 for a more private, less hotel-like feel, impeccably crafted Italian finishes, deeded private garage parking, storage, a rooftop pool and social lounge, and a two-room fitness center with yoga studio. With just one residence remaining in the Majestic Rooftop Collection, 401G presents a rare opportunity to experience private rooftop living in downtown Sarasota. Schedule a private hardhat tour to experience the residence, amenities, and walkable downtown location firsthand.
Listing Agent: Chad Fonder (941-961-3865)
1305 4TH ST #201I, SARASOTA, FL 34236
$795,000113 Days on yellowkey MLS ID: A4681478
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 938 Built: 2026 Tax: $8,590 (2025)Community: The Gallery SarasotaCondo
Taxes:$8,590
Remarks: Under Construction. The Grand Sanctuary Collection at The Gallery Sarasota offers the ease of a one-bedroom residence with the scale, storage, and livability of a larger home. This 1-bedroom, 1.5-bath residence features 938 square feet of thoughtfully designed interior living space, elevated by soaring 13-foot ceilings and dramatic full-height windows that fill the home with natural light. An open layout creates seamless flow between the kitchen, dining, and living areas, while an 11-foot-wide full-height window in the great room enhances the sense of volume and openness. The modern kitchen, featuring flat-panel Italian cabinetry, is anchored by an oversized island and complemented by two built-in pantries. The primary suite is designed as a quiet retreat with an ensuite bath and linen closet, while the entry foyer with closet and spacious walk-in laundry room add everyday convenience rarely found in comparable downtown one-bedroom residences. 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 #302I, SARASOTA, FL 34236
$1,050,000115 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.
1305 4TH ST #502E, SARASOTA, FL 34236
$1,795,000120 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 #301G, SARASOTA, FL 34236
$995,000365 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
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 #202P, SARASOTA, FL 34236
$1,995,000472 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 #403B, SARASOTA, FL 34236
$1,459,000511 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
$1,659,000512 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.
445 N ORANGE AVE #309, SARASOTA, FL 34236
$524,90054 Days on yellowkey MLS ID: A4691486
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 644 Built: 2009 Tax: $5,193 (2025)Community: Citrus Square Ph 1Condo
Taxes:$5,193
Remarks: Exceptionally reimagined 1-bedroom, 1.5-bath residence in Sarasota’s coveted Rosemary District, delivering a downtown lifestyle where refined design, intentional functionality, and effortless walkability converge. Every single inch of this condo has been thoughtfully built out with precision and purpose, blending charm with elevated design to create a home that lives far larger than its footprint. Soaring 10' ceilings amplify natural light and volume, while light coastal engineered oak floors, leathered marble countertops, timeless sophistication. Luxury upgrades are extensive and cohesive, including Brizo plumbing fixtures, a newly reappointed primary shower, new vanities and toilets in both the primary bath and powder room, custom plantation-style closet doors, California Closets throughout, custom living-room built-ins, designer lighting, custom drapery, a new stackable washer/dryer, new hot water heater, new AC supply covers, and fresh interior paint, doors, baseboards, and casing. The result is a residence that feels bespoke, intentional, and flawlessly finished—move-in ready for immediate enjoyment. Adding to the home’s exceptional livability are two private balconies—one off the living area and one off the bedroom—perfect for welcoming the fresh Florida bay breeze and extending living space outdoors. These open-air retreats, combined with the soaring ceilings and abundant light, create an airy, expansive feel that makes the home live large and undeniably special—ideal for morning coffee, sunset unwinding, or simply opening the doors to let the coastal air flow through. Beyond the front door lies one of Sarasota’s most vibrant and evolving cultural corridors. The Rosemary District is celebrated for its artistic energy, chef-driven dining, live music, galleries, and a dynamic events keep downtown engaged year-round. Moments away are Rosemary & Thyme, Hanami Sushi, Blvd Café, Te Bella, Arts & Central, Station 400, and a mix of cultural pop-ups. Publix & Whole Foods Market nearby. Outdoor enthusiasts and pet lovers will appreciate proximity to Sarasota Bay Park and Marina Jack, offering green spaces, waterfront paths, shaded seating, and easy access for morning jogs, sunset strolls, or relaxed dog walks along the bay. With year-round sunshine and access to open space woven effortlessly into daily life. For beach lovers, Lido Beach is just 3.64 miles away and easily accessed via the free Sarasota Bay Runner trolley, which runs daily from downtown to Lido Beach and St. Armands Circle. Whether heading to the Gulf’s sugary sand and turquoise waters, boutique shopping, or waterfront dining, the trolley makes car-free coastal living simple and sustainable. While the residence includes one assigned covered parking space, many find that true urban chic living means being able to walk or trolley nearly everywhere. Frequent travelers will appreciate proximity to SRQ Airport, approximately 8 mi away. Sarasota continues to draw discerning residents seeking year-round sunshine, cultural richness, entrepreneurial opportunity, and a refined coastal lifestyle—key reasons so many are flocking here to live, work, and play. A rare RENOVATED 1-bedroom plus powder room configuration in downtown Sarasota, impeccably styled and ideally positioned for those seeking a lock-and-leave residence, vibrant entertainment, waterfront green spaces, and elevated living in one of Sarasota’s most walkable neighborhoods (Walk Score 94)
Listing Agent: Christine Del Monte (941-266-6733)
1350 5TH ST #402, SARASOTA, FL 34236
$695,00032 Days on yellowkey MLS ID: A4691938
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 784 Built: 2019Monthly Fee: $724 Tax: $5,936 (2025)Community: Risdon On 5ThSpa: NoCondo
Taxes:$5,936
Remarks: Stunning one bedroom penthouse in the heart of the Rosemary District, one of downtown Sarasota’s most vibrant and sought after neighborhoods, featuring an exclusive private garage, an exceptionally rare offering in luxury condo living. Positioned on a private penthouse level with only four residences, this sophisticated urban retreat combines privacy, security, contemporary design, and unmatched walkability. Filled with natural light, the residence features soaring ceilings, impact rated windows and doors, electric blinds, and refined modern finishes throughout. The open concept layout is complemented by a beautifully appointed kitchen with a premium appliance package, sleek cabinetry, and an oversized single cell sink designed for both style and functionality. Designed by Halflants + Pichette Studio for Modern Architecture, Risdon on 5th showcases striking contemporary architecture and an elevated downtown Sarasota lifestyle. Step outside your door to enjoy the rooftop pool and observation lounges, offering resort style amenities and an elevated atmosphere perfect for relaxing or entertaining. The gated community provides peace of mind while placing you in the center of downtown Sarasota’s thriving arts and entertainment scene. Residents enjoy unbeatable walkability to the Sarasota Opera House, theaters, acclaimed dining, rooftop bars, art galleries, boutique shopping, coffee shops, nightlife, and waterfront attractions. The private one car garage is a true rarity for downtown Sarasota penthouse living, adding convenience and long term value rarely found in the Rosemary District. Ideal as a full time residence, seasonal retreat, or investment opportunity, this exceptional penthouse offers the perfect lock and leave lifestyle in one of Sarasota’s most desirable urban locations.
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