Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
1255 N GULFSTREAM AVE #205, SARASOTA, FL 34236
$850,00053 Days on yellowkey MLS ID: A4688123
REDUCED by $45,000 (5.0%) on 05/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1656 Built: 1982 Tax: $7,175 (2025)Community: Bay PlazaCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,175
Elementary School: Alta Vista Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Refined downtown living awaits at Bay Plaza, a premier address along Gulfstream Avenue and one of Sarasota's most established and distinguished buildings — designed by the celebrated architect Tim Siebert. This exceptional second-floor residence offers something increasingly rare in urban living: a genuine connection to nature and neighborhood, with tree-lined street views below and partial marina glimpses that shift beautifully with the light and seasons. Perfectly positioned, this is a home that places you at the center of Sarasota's most vibrant cultural tapestry — steps from fabulous restaurants, the iconic Opera House, art galleries, charming coffee shops, live theatre, boutique shopping, and the beloved Saturday morning Farmer's Market. Yet despite this enviable proximity, the residence itself feels like a quiet retreat, grounded and peaceful above the gentle rhythm of the street. The well-executed split floor plan creates a natural sense of privacy and balance, with thoughtfully separated bedroom suites ideal for both full-time living and hosting guests. The living and dining areas are designed for effortless entertaining and everyday comfort, while a crisp, light-filled interior aesthetic is elevated by natural light and a seamless flow leading to a private covered balcony. Impact-resistant glass throughout the residence enhances safety and peace of mind, allowing you to enjoy the natural light and views with confidence. The kitchen anchors the living space with a practical and functional layout, offering considerable storage and a wine and beverage refrigerator — a thoughtful touch for those who love to entertain. The primary suite is a peaceful sanctuary, framed by large picture windows that sit among the treetops, filling the space with natural light and a serene connection to nature and the water. A generous walk-in closet with custom built-ins provides organization and ample storage. The en-suite bath is thoughtfully appointed with wood cabinetry, dual sinks, and granite countertops, complete with a soaking tub and separate shower. Bay Plaza residents enjoy a full-service lifestyle that is second to none — including 24-hour concierge, 24/7 valet service, EV charging stations, a resort-style pool and spa, and a state-of-the-art fitness center complete with sauna and steam room. The beautifully appointed lobby — a hallmark of Siebert's vision — showcases a grand piano, a library and media room, and elegant entertaining spaces for gathering with friends and fellow residents. This is a rare opportunity to own a home that offers timeless appeal, privacy, and effortless access to everything that makes Sarasota one of Florida's most coveted destinations. One or more photos has been virtually staged.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
16409 WINBURN PL, SARASOTA, FL 34240
$599,00029 Days on yellowkey MLS ID: A4691548
1 Days Off yellowkey (back on 5/8/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1020 Built: 1985Monthly Fee: $63 Tax: $5,501 (2025)Community: Rainbow Ranch AcresSingle Family
Taxes:$5,501
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. A rare opportunity to own a unique 5-acre “Old Florida” property bordering the Myakka Preserve! This cedar house is totally private among native woods, palms and bamboo. Inside, you will find 2 bedrooms and 2 baths, plus a fully equipped, updated kitchen with modern appliances for comfortable living. This unique home features a solid black walnut floor and a wood-burning fireplace. Up the spiral staircase, you’ll find a loft bedroom with a newly updated bathroom. In the main floor bathroom, there’s a 102-year-old clawfoot tub with black walnut surround, and a washer/dryer hookup in place. The kitchen features solid countertops and solid beech wood cabinets. Watch the deer and other wildlife from the large porch and rear deck. Roof is new! AC is 5 years old. Irrigation available in multiple locations on the property. The Large pole barn allows for covered parking for equipment, tools, vehicles, & boats. Raise your animals, plant your garden, bring your toys! Plenty of room on the East side of the property to build a larger home with its own gate and driveway already in place. Only 5 miles to the North Entrance to Myakka State Park, 13 miles to I-75, Shopping & Restaurants, 16 miles to Waterside at Lakewood Ranch, 19 miles to Downtown Sarasota, 22 miles to Lido Beach and 25 miles to the famous Siesta Key! Schedule your showing today and come see this cabin in the midst of raw beauty of wild and rare acreage.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Tina Timmons (941-350-5030)
2118 DODGE AVE, SARASOTA, FL 34234
$185,000122 Days on yellowkey MLS ID: A4680017
REDUCED by $26,000 (12.3%) on 05/08/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1339 Built: 1956 Tax: $2,800 (2025)Community: Leisure LakesSingle Family
Taxes:$2,800
Elementary School: Emma E. Booker Elementary
Remarks: Do you need more rooms, a fenced back yard, a screen porch and covered parking that doesn't cost a lot? This is it! Home has Living room, updated kitchen & bath, family room, Florida room, storage room. Close to baseball stadium, public park and playground. Are you handy or have contacts for fixing? Yeah, that works. Call your agent today to set up an appointment to see this diamond in the ruff. Due to condition, the property may have health/safety risk(s). Prior to entry / access, all parties must sign a Hold Harmless Form, and the property may only be shown by appointment. This property may qualify for Seller Financing (Vendee). If property was built prior to 1978, Lead Based Paint Potentially Exists.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Debbie Roth (941-713-0522)
1000 BOULEVARD OF THE ARTS #502, SARASOTA, FL 34236
$1,829,00061 Days on yellowkey MLS ID: A4688087
0 Days Off yellowkey (back on 3/30/2026)
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1664 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Taxes:$0
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Positioned on the fifth floor, residence 0502 offers expansive views across The Bay Sarasota Park and Sarasota Bay, blending elevation with a strong visual connection to the waterfront below. This bay-front residence features an open, light-filled interior designed to maximize views and indoor–outdoor living. The contemporary kitchen is appointed with European cabinetry, quartz countertops and premium appliances, opening to a spacious great room and private terrace. The primary suite provides a serene retreat with a spa-inspired bath, while additional bedrooms and a den offer flexibility for guests, work or leisure. Residents enjoy access to a comprehensive suite of amenities at 1000 Boulevard of the Arts, along with walkable access to Sarasota’s cultural venues, waterfront parks, marina and downtown lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Sarah Harrington (941-915-2467)
1000 BOULEVARD OF THE ARTS #1908, SARASOTA, FL 34236
$2,399,00074 Days on yellowkey MLS ID: A4686149
0 Days Off yellowkey (back on 3/17/2026)
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1767 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Remarks: Pre-Construction. To be built. Residence 1908 presents elevated harbor views from the 19th floor, overlooking Quay Harbor, the Ringling Bridge and coastal horizons beyond. As part of the Harbor residence collection, this home captures the energy of the marina and the dramatic light of Sarasota sunsets. The interior features a contemporary open layout with floor-to-ceiling glass, a refined kitchen with European cabinetry and premium appliances, and a private terrace oriented toward the harbor. The primary suite offers a spa-like bath and walk-in closet, while additional bedrooms and a den provide flexible living options. Within 1000 Boulevard of the Arts, residents enjoy a vibrant waterfront lifestyle with access to resort-style amenities, concierge services, and immediate proximity to dining, arts and marina experiences.
1000 BOULEVARD OF THE ARTS #1101, SARASOTA, FL 34236
$3,799,00074 Days on yellowkey MLS ID: A4686151
Bed: 3 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 3076 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Remarks: Pre-Construction. To be built. On the 11th floor, Residence 1101 offers elevated bayfront living with sweeping views across The Bay Sarasota Park, Sarasota Bay and the downtown skyline. This Bay residence showcases a refined balance of contemporary design and waterfront connection, with expansive glass walls framing sunrise light and panoramic vistas from the great room and primary living spaces. The open-plan layout is ideal for daily living and entertaining, featuring a spacious kitchen with European cabinetry, quartz countertops and premium appliances. A well-proportioned private terrace extends the living area outdoors, offering a front-row seat to Sarasota’s evolving waterfront landscape. The primary suite serves as a serene retreat with a spa-inspired bath and generous closet space, while additional bedrooms provide flexibility for guests or family. Set within 1000 Boulevard of the Arts, this residence places owners at the center of Sarasota’s vibrant bayfront district. The building offers a collection of resort-style amenities, concierge services, and direct access to the cultural, dining and waterfront experiences that define life along the Boulevard of the Arts.
1000 BOULEVARD OF THE ARTS #2001, SARASOTA, FL 34236
$4,799,00074 Days on yellowkey MLS ID: A4686147
Bed: 3 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 3105 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Remarks: Pre-Construction. To be built. On the 20th floor, Residence 2001 offers elevated bayfront living with sweeping views across The Bay Sarasota Park, Sarasota Bay and the downtown skyline. This Bay residence showcases a refined balance of contemporary design and waterfront connection, with expansive glass walls framing sunrise light and panoramic vistas from the great room and primary living spaces. The open-plan layout is ideal for daily living and entertaining, featuring a spacious kitchen with European cabinetry, quartz countertops and premium appliances. A well-proportioned private terrace extends the living area outdoors, offering a front-row seat to Sarasota’s evolving waterfront landscape. The primary suite serves as a serene retreat with a spa-inspired bath and generous closet space, while additional bedrooms provide flexibility for guests or family. Within 1000 Boulevard of the Arts, this residence places owners at the center of Sarasota’s most vibrant bayfront district. The building offers a collection of resort-style amenities, concierge services, and direct access to the cultural, dining and waterfront experiences that define life along the Boulevard of the Arts.
1000 BOULEVARD OF THE ARTS #1001, SARASOTA, FL 34236
$3,699,00074 Days on yellowkey MLS ID: A4686145
Remarks: Pre-Construction. To be built. On the 10th floor, Residence 1001 offers elevated bayfront living with sweeping views across The Bay Sarasota Park, Sarasota Bay and the downtown skyline. This Bay residence showcases a refined balance of contemporary design and waterfront connection, with expansive glass walls framing sunrise light and panoramic vistas from the great room and primary living spaces. The open-plan layout is ideal for daily living and entertaining, featuring a spacious kitchen with European cabinetry, quartz countertops, and premium appliances. A well-proportioned private terrace extends the living area outdoors, offering a front-row seat to Sarasota’s evolving waterfront landscape. The primary suite serves as a serene retreat with a spa-inspired bath and generous closet space, while additional bedrooms provide flexibility for guests or family. Set within 1000 Boulevard of the Arts, this residence places owners at the center of Sarasota’s vibrant bayfront district. The building offers a collection of resort-style amenities, concierge services, and direct access to the cultural, dining and waterfront experiences that define life along the Boulevard of the Arts.
1000 BOULEVARD OF THE ARTS #1005, SARASOTA, FL 34236
$1,999,000109 Days on yellowkey MLS ID: A4682052
Remarks: Pre-Construction. To be built. Positioned on the 10th floor, Residence 1005 offers expansive views across The Bay Sarasota Park and Sarasota Bay, blending elevation with a strong visual connection to the waterfront below. This Bay residence features an open, light-filled interior designed to maximize views and indoor–outdoor living. The contemporary kitchen is appointed with European cabinetry, quartz countertops and premium appliances, opening to a spacious great room and private terrace. The primary suite provides a serene retreat with a spa-inspired bath, while additional bedrooms and a den offer flexibility for guests, work or leisure. Residents enjoy access to a comprehensive suite of amenities at 1000 Boulevard of the Arts, along with walkable access to Sarasota’s cultural venues, waterfront parks, marina and downtown lifestyle.
1000 BOULEVARD OF THE ARTS #1201, SARASOTA, FL 34236
$3,899,000134 Days on yellowkey MLS ID: A4678718
Remarks: Pre-Construction. To be built. On the 12th floor, Residence 1201 offers elevated bayfront living with sweeping views across The Bay Sarasota Park, Sarasota Bay and downtown skyline. This Bay residence showcases a refined balance of contemporary design and waterfront connection, with expansive glass walls framing sunrise light and panoramic vistas from the great room and primary living spaces. The open-plan layout is ideal for daily living and entertaining, featuring a spacious kitchen with European cabinetry, quartz countertops and premium appliances. A well-proportioned private terrace extends the living area outdoors, offering a front-row seat to Sarasota’s evolving waterfront landscape. The primary suite serves as a serene retreat with a spa-inspired bath and generous closet space, while additional bedrooms provide flexibility for guests or family. Set within 1000 Boulevard of the Arts, this residence places owners at center of Sarasota’s vibrant bayfront district. The building offers a collection of resort-style amenities, concierge services and direct access to the cultural, dining and waterfront experiences that define life along the Boulevard of the Arts.
1000 BOULEVARD OF THE ARTS #1701, SARASOTA, FL 34236
$4,299,000141 Days on yellowkey MLS ID: A4677034
Remarks: Pre-Construction. To be built. Residence 1701 is a high-floor bay residence offering dramatic views over The Bay Sarasota Park, Sarasota Bay and skyline beyond. On the 17th floor, its corner position, enhanced ceiling heights and expansive sightlines deliver a heightened sense of openness and connection to the surrounding waterfront environment. Designed with contemporary elegance, the residence features an open great room with floor-to-ceiling glass, a spacious kitchen with European cabinetry and premium appliances, and a private terrace ideal for outdoor dining or sunset viewing. The primary suite offers a spa-like bath and walk-in closet, while additional bedrooms provide privacy and flexibility. A dedicated den adds versatility for work-from-home or media use. Residents of 1000 Boulevard of the Arts enjoy a full-service lifestyle with access to a resort-style pool deck, fitness and movement studios, residents club room, co-working spaces and concierge services, a short distance to Sarasota’s arts venues, marina promenade and downtown dining scene.
4646 LONGWATER CHASE #98, SARASOTA, FL 34235
$289,900141 Days on yellowkey MLS ID: N6142292
REDUCED by $10,000 (3.3%) on 05/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1108 Built: 1979Monthly Fee: $332 Tax: $2,824 (2024)Community: The MeadowsSpa: NoCondo
Taxes:$2,824
Elementary School: Gocio Elementary
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Don’t look any further! ***You just found your new home!*** Welcome to this beautifully presented, 2BD /2BA, 2nd FLOOR, CORNER, END UNIT, COMPLETELY UPDATED with CARPORT and extra STORAGE! Your own slice of paradise awaits. BRAND NEW A/C (June 2025). NO CDD. NOT in the Flood Zone. The building and stairways are scheduled to be freshly painted in July 2026. This condo is just minutes away from shopping centers, downtown, restaurants and world-famous beaches. Very welcoming, owner occupied home in LONGWATER CHASE, secluded community within THE MEADOWS Golf and Country Club is waiting for you! Lots of natural light throughout, new, luxury laminate flooring, freshly repainted. NEW kitchen with beautiful cabinets, upper ones going right to the to the ceiling, all soft closing, very stylish GRANITE COUNTERS and has designated place for a breakfast table by the window. Spacious living room with dining area is full of natural light and is leading to the good size, fully screened balcony overlooking a greenery and the pool. Great place to enjoy your morning coffee and evening glass of wine. The sun-filled, generous size Primary Bedroom Suite featuring elegantly remodeled bathroom with new vanity, fully tiled step-in shower and glass doors. Split bedroom floorplan offers lots of privacy when having guests. The 2nd bedroom has it's own, private upgraded bathroom and balcony making it perfect when friends and family come to visit. In-unit laundry room comes with newer LG stackable washer & dryer and offers extra storage space. THE MEADOWS is not only a place to live, it’s a lifestyle you deserve offering amenities like heated pool, 14 miles of trails for walking, biking, jogging, access to 18-hole golf courses, fitness center, pickleball courts and more. This condo also has a deeded carport and storage unit and plenty of parking spaces for your guests. The location is unbeatable! Don’t miss out, schedule your showing today!
Listing is courtesy of: GULF SHORES REALTY (941-488-6644)
Listing Agent: Emilia Hankiewicz (941-323-3734)
301 QUAY COMMONS #1704, SARASOTA, FL 34236
$1,750,000281 Days on yellowkey MLS ID: A4662905
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1689 Built: 2023 Tax: $15,359 (2024)Community: Bayso SarasotaSpa: NoCondo
Taxes:$15,359
Remarks: Discover an elevated lifestyle at Bayso, Sarasota’s most coveted luxury tower where contemporary urban elegance meets laid-back coastal charm. Perfectly positioned at the vibrant Quay Sarasota waterfront district, this 18-story residential landmark offers walkable convenience to the city's acclaimed arts, dining, and cultural scene, making it an ideal retreat for those who desire both sophistication and connection. Perched on the 17th floor, Residence 1704 is a beautifully designed, light-filled sanctuary that offers 1,689 square feet of airy, open living space. This two-bedroom, three-bath residence exudes effortless style with 10-foot ceilings and expansive floor-to-ceiling glass windows and sliders, opening to a 33’ x 8’ private terrace. From here, take in panoramic views of Sarasota Bay, city skyline, and breathtaking sunsets. Inside, the residence has been thoughtfully furnished with curated European antiquities, offering a unique blend of character and contemporary flair. The open-concept layout flows seamlessly from the living area to the chef’s kitchen, where Italkraft Euro-style cabinetry, quartz countertops, and premium JennAir stainless steel appliances create a striking and functional space. The owner’s suite features a generous walk-in closet and a spa-inspired bathroom with Grohe fixtures, perfect for unwinding after a day by the sea. The guest bedroom suite offers equally impressive views and a private en-suite bath. A third full bathroom with walk-in shower and a spacious laundry room add to the home’s thoughtful design. Bayso’s exceptional amenities are designed for elevated everyday living. The ground floor features 24-hour conceierge service, a professional fitness room, community room with bar, a conference room and private work rooms with high-speed internet. On the fifth level, residents enjoy a resort-style pool and spa, expansive sun decks, a grilling station, club room and a residents’ lounge with multiple gathering spaces. Additional features include a dog park and pool baths. Additional amenities include one-reserved parking space, a secure storage unit, and a bike room for easy exploration of downtown and the bayfront paths. The location is just minutes from award-winning Siesta and Lido beaches, world-class shopping, fine dining, and Sarasota-Bradenton International Airport, this residence combines the best of Florida living with the understated elegance of a private coastal retreat. If you’re seeking a sophisticated urban home with a coastal soul, Residence 1704 at Bayso welcomes you.
Listing Agent: Thomas Netzel (941-539-0633)
388 S SHORE DR, SARASOTA, FL 34234
$18,950,000240 Days on yellowkey MLS ID: A4665863
Bed: 5 Bath: 4.5 Gar: 8 Liv Area Sq Ft: 7428 Built: 2025 Tax: $36,594 (2024)Community: Sapphire Shores Resub Blk MSpa: YesSingle Family
Taxes:$36,594
Remarks: World-renowned as Florida’s cultural coast, Sarasota’s heritage of culture and the arts provides a distinguished backdrop for its newest architectural tour de force – Lunara. Set in Sapphire Shores, one of Sarasota’s most historic and culturally rich neighborhoods, the location is quintessentially Sarasota. This prized location, originally chosen by one of the city's foremost visionaries for his own Ca' d'Zan mansion, commands what are widely regarded as the city's best views, with sweeping panoramas of Sarasota Bay, the downtown skyline, and the landmark Ringling Bridge. Steeped in a tradition of the future, Lunara transforms state-of-the-art materials from around the world through the enduring craft of local artisans. Designed by Mark Sultana of DSDG Architects and built by Michael Voigt of Voigt Brothers Construction, the residence reveals itself with dramatic geometry and floating planes. Every angle captures the shimmer of water, every surface plays with light, and every room welcomes you into a life surrounded by beauty. The heart of the home opens with dramatic presence — the 11-foot pivot entry door leads to a soaring double-height living space, where an 11-foot automated glass wall extends to an equally lofty trellised sun deck. Despite its scale, the residence feels warm and personal, thanks to a no-hallway design directive that connects each area with purposeful flow. The impressive entertainment bar, which features floating liquor display shelves and a climate-controlled wine display, stands distinct yet linked to the ultra-high-end kitchen, which includes a retractable pass-through to a concealed prep kitchen. Outside, the al-fresco kitchen and pool deck share the same floor level as the interior, creating a connected indoor-outdoor living experience that amplifies the home’s spacious elegance. Lunara’s pleasures are abundant, anchored by amenities that blend function with imagination. A two-level swimming pool cascades from infinity edge to lap lane, offering a visual spectacle as much as a place for play or exercise. The glass elevator, tallest of its kind in a Sarasota residence, glides between levels with clarity and grace. The 10-car garage is designed to be more than just storage with bay-facing sliding glass doors that invite fresh breezes, natural light and a perfect view to enjoy while caring for your prized collection. The rooftop deck, a stage for Sarasota’s sunsets, invites leisure and entertainment in equal measure, complete with a putting green, fire pit and a flex space adaptable to yoga at dawn or cocktails at dusk. Even the practical touches are elevated – a dedicated “Christmas tree closet”, concealed floor-to-ceiling doors, and a movable wall of privacy glass that transforms the primary bath into either open vista or private retreat. Beyond prestige, the best of Sarasota is always close at hand. Within one mile you’ll find SRQ International Airport and The Ringling Museum. Downtown Sarasota, The Bay park, and Marina Jack are just five miles away, with Sarasota Memorial Hospital, St. Armands Circle and Lido Beach within six miles. IMG Sports Academy and St. Stephens School are within eight miles from your door. It is rare to find a residence that is at once a work of art and a place of retreat, where scale feels human and luxury feels livable. In Lunara, architecture becomes lifestyle, and lifestyle becomes sanctuary. This is a home that does not merely impress, it endures.
Listing Agent: Andrew Tanner (941-539-0998)
2637 STAR APPLE WAY, SARASOTA, FL 34240
$550,000165 Days on yellowkey MLS ID: A4675339
0 Days Off yellowkey (back on 5/7/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2466 Built: 2022Monthly Fee: $290 Tax: $8,336 (2025)Community: Windward At Lakewood Ranch Phase 1Single Family
Taxes:$8,336
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Located within the well-established Windward neighborhood in Sarasota, 2637 Star Apple Way presents a refined residential offering that balances comfort, functionality, and convenient access to the area’s most desirable amenities. With 4 bedrooms and 2.5 bathrooms and 2,466 square feet, it is ideal for true Sarasota living. Thoughtfully positioned on a quiet street, the home provides a welcoming setting suited for both full-time living and seasonal enjoyment. The interior is designed with an emphasis on natural flow and everyday livability and enjoy the brand new matching floors throughout the home. Well-proportioned living spaces are enhanced by abundant natural light, creating an inviting atmosphere throughout the home. The layout supports a variety of lifestyles, offering flexibility for entertaining, remote work, or relaxed daily living. Architectural details and finishes reflect a timeless aesthetic, allowing the home to appeal to a wide range of tastes. At the heart of the residence, the kitchen is arranged to serve as a central gathering space, with ample cabinetry, generous counter space, and a functional layout suited for both casual meals and hosting guests. Adjacent living and dining areas transition seamlessly, providing a cohesive environment that encourages connection and comfort. The primary suite offers a private retreat, thoughtfully separated from secondary living areas. It features comfortable proportions, closet space, and an en-suite bath designed for ease and practicality. Additional bedrooms provide versatility for guests, home office use, or hobbies, allowing the home to adapt to changing needs over time. Outdoor areas extend the living space and invite enjoyment of Florida’s year-round climate. Whether used for quiet mornings, evening relaxation, or entertaining, the exterior setting offers flexibility to personalize, subject to applicable community guidelines. The surrounding neighborhood contributes to a sense of stability and established character, enhancing the overall appeal of the property. Star Apple Way benefits from its proximity to shopping, UTC mall, dining, medical facilities, parks, and the 75 interstate, it makes daily errands and travel throughout Sarasota both convenient and efficient. Downtown Sarasota, cultural venues, and Gulf beaches are all within a reasonable driving distance, offering access to the lifestyle for which the area is well known. 2637 Star Apple Way represents an opportunity to enjoy a thoughtfully designed home in a desirable Sarasota location. With its balanced layout, comfortable living spaces, and convenient setting, this property is well suited for buyers seeking enduring value and a relaxed Florida lifestyle.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jeffrey Bray, Pllc (941-718-1213)
101 SUNSET DR #402, SARASOTA, FL 34236
$1,999,000102 Days on yellowkey MLS ID: A4680474
REDUCED by $226,000 (10.2%) on 05/06/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2179 Built: 1978 Tax: $19,046 (2025)Community: Lawrence Pointe ISpa: NoCondo
Taxes:$19,046
Remarks: Rare opportunity to own in the architecturally significant Lawrence Pointe community—>offering some of the lowest condo fees on Sarasota’s Downtown Bayfront. Finding a true three-bedroom, three-bath residence with direct Bayfront views at just $1,261.67/month in condo fees is virtually unheard of, making this an exceptional value for waterfront living. Even better, your Sarasota Bay views are protected, meaning you’ll never have to worry about future development obstructing what you see today. Designed by renowned Sarasota School of Architecture architect Tim Seibert, this spacious fourth-floor residence offers over 2,000 square feet of light-filled living space. The open floor plan is thoughtfully designed to capture tranquil bay views while still feeling comfortable for everyday living and effortless for entertaining. Inside, you’ll find a wet bar perfect for hosting, along with a dedicated office nook ideal for remote work or a quiet workspace. The third bedroom is currently set up as a flexible living area and can easily transition into a guest suite, den, media room, or home office depending on your needs. A generous utility room with full-size washer and dryer, laundry sink, and additional storage which adds a level of functionality that’s rarely found in condo living. This boutique waterfront community features a heated bayfront pool, secure entry, and covered parking, all just minutes from downtown Sarasota’s dining, shopping, arts, and marina district. You’re also just a short drive to Lido Key and St. Armands Circle, giving you the perfect balance of city convenience and coastal lifestyle. A timeless Bayfront residence in one of Sarasota’s most desirable and architecturally celebrated communities.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jomarie Alicea (941-807-2554)
280 GOLDEN GATE PT #200, SARASOTA, FL 34236
$5,500,00098 Days on yellowkey MLS ID: A4683299
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3590 Built: 2016 Tax: $68,985 (2025)Community: AquaSpa: YesCondo
Taxes:$68,985
Elementary School: Southside Elementary
Remarks: AQUA, an ultra-exclusive boutique waterfront building of just seven residences, offers one of the desirable luxury living opportunities in downtown Sarasota. Designed by renowned architect Guy Peterson, this exceptional 3,590-square-foot second-floor residence showcases unobstructed Sarasota Bay views and includes a private boat dock with 16,000-pound lift. Private elevator entry opens to expansive living spaces framed by a dramatic wall of windows and impact-rated accordion glass doors leading to a spacious waterfront terrace with natural gas for grilling. The chef’s kitchen features abundant storage, a large dual-sink island, natural gas range, and premium Wolf, Sub-Zero and Miele appliances. The luxurious primary suite offers floor-to-ceiling water views, custom closet and spa-inspired bath with soaking tub. Two additional en-suite bedrooms provide generous space and privacy. Owners enjoy gated entry, a private two-car garage, concierge-staffed lobby, and an impressive collection of amenities including fitness center, yoga room, sauna, wine storage, executive meeting space and a stunning rooftop terrace with panoramic bay, gulf and skyline views. Ideally on Golden Gate Point, just moments from downtown dining, arts, and marinas while offering a quiet residential setting.
Listing Agent: Jessica Hurley (859-816-7104)
1709 N TAMIAMI TRL #503, SARASOTA, FL 34234
$550,000199 Days on yellowkey MLS ID: A4671066
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 855 Built: 2022 Tax: $7,016 (2025)Community: The StrandSpa: NoCondo
Taxes:$7,016
Remarks: Experience this breathtaking penthouse waterfront condominium with sunset views in the resort style gated complex, The Strand. With direct boating access to the Bay and Gulf of Mexico, serene water views, option to purchase a deeded boat slip with 16,000# lift, five-star amenities and fantastic proximity to Downtown Sarasota and area beaches, this residence affords a second-to-none waterfront lifestyle. This unit features a prime location in the Strand in the building closest to the bay and on the 5th floor providing incredible views! The 1 bedroom + office/den, 2 full bath open floor plan features upgraded finishes, custom closets, sizable living area, dining area and open-air terrace. Perfect as a primary or secondary home, or investment property where weekly rentals are welcome. Entertain in your chef's kitchen with stainless Samsung appliances, upgraded white subway tile backsplash, soft close cabinetry, statement quartz countertops and 2 generously sized peninsulas with room for seating. The main living space has incredible natural light and affords stunning water views through 9' hurricane-rated sliding glass doors. This smartly designed home boasts a serene primary bedroom with custom closet, luxe owner's bath with quartz vanity, and laundry area with stackable Samsung washer and dryer. Office/den with closet perfect for all of your organizational needs and an additional full bath with tub. Other noteworthy features: custom designed closets, pendant lighting, and designer ceiling fans. Includes 1 deeded under building parking space, and private secure storage. Welcome to The Strand, brought to life by renowned architectural firm HOYT, and award-winning interior design firm JKL Design Group. Fantastic resort style amenities including heated swimming pool/spa, fitness center, gas fire pit and grills, electric car charging stations, dog park, boardwalk, and kayak launch & storage. In addition to the fabulous surroundings and culture of Downtown Sarasota, you can enjoy the restaurants, cafes and bars that are just a stone throw away from The Strand. Live THE lifestyle exploring top-rated beaches and bays. Make this exceptional residence, community and city your home today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
1558 4TH ST #212, SARASOTA, FL 34236
$845,000113 Days on yellowkey MLS ID: A4681618
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1023 Built: 2024 Tax: $8,596 (2025)Community: Zahrada 2Spa: NoCondo
Taxes:$8,596
Middle School: None
Remarks: Ideally positioned in the vibrant heart of downtown, this refined residence at 1558 4th Street, Unit 212 offers a wonderful 2 bedroom and 2 bath condo with an exceptional opportunity to enjoy upscale urban living in one of Sarasota’s most desirable neighborhoods. Thoughtfully designed and impeccably maintained, the condominium blends modern comfort with timeless style. The interior showcases an open-concept layout that maximizes both natural light and functionality. A well-appointed kitchen features quality cabinetry, solid surface countertops, and a convenient breakfast bar that flows seamlessly into the main living and dining areas—perfect for everyday living or hosting guests. Expansive windows and glass doors enhance the sense of space while inviting in abundant Florida sunshine. The primary suite provides a peaceful retreat, complete with generous closet space and a private bath designed with clean lines and tasteful finishes. Additional living space offers flexibility for guests, a home office, or creative pursuits. Every detail has been considered to support a low-maintenance lifestyle without compromising comfort. Residents enjoy secure building access, elevator service, and designated parking, along with the convenience of being moments from acclaimed dining, boutique shopping, galleries, theaters, and the waterfront. Sidewalk-lined streets and nearby parks create an engaging setting for morning walks or evening strolls. Whether you are seeking a full-time residence, seasonal retreat, or investment opportunity, this property represents a compelling blend of location, quality, and lifestyle. Buyers are encouraged to verify all measurements, association information, and rental policies. This offering presents a rare chance to experience downtown living with ease and distinction.
800 N TAMIAMI TRL #405, SARASOTA, FL 34236
$475,000143 Days on yellowkey MLS ID: A4677207
1 Days Off yellowkey (back on 5/6/2026)
REDUCED by $40,000 (7.8%) on 04/24/2026
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1070 Built: 2007 Tax: $6,158 (2025)Community: AlinariCondo
Taxes:$6,158
Remarks: Experience enchanting evening sunsets from the comfort of your west-facing condo. This stunning 1-bedroom, 1.5-bath residence offers a perfect blend of peace, serenity & warmth. The open-concept features a contemporary kitchen with exquisite granite countertops, a lowered bar for casual dining, stainless steel appliances & ample cabinet space. Retreat to the generously sized primary suite, boasting two walk-in closets, a spa-like en suite bath complete with soaking tub & separate glass-enclosed shower. Stylish vinyl flooring throughout & convenient powder room for guests. Located in the prestigious Alinari, this pet-friendly community offers an impressive array of resort-style amenities. 24-hour concierge service, heated resort-style swimming pool & spa, cabanas & grilling areas. A state-of-the-art fitness center with saunas, theater/media room, library & billiards room. A wine cellar, conference room, business cener & clubroom/social lounge with catering kitchen. Guest suites, bike storage, climate-controlled storage, covered parking equipped with electric vehicle charging stations & on-site management complete the offerings. Steps away from Rosemary District & close to the beautiful Bay Park and the Van Wezel Performing Arts Hall, you will relish being near downtown's finest restaurants, boutique shopping, art galleries, and cultural attractions. Welcome to your Sarasota home!
Listing Agent: Nancie Kalin (941-928-8833)
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