Location: Sarasota , 34236
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1255 N GULFSTREAM AVE #507, SARASOTA, FL 34236
$1,300,00031 Days on yellowkey MLS ID: A4693623
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1672 Built: 1982 Tax: $5,148 (2025)Community: Bay PlazaCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,148
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. Experience spectacular Sarasota waterfront living at 1255 N Gulfstream Ave in this 2BR, 2BA res. w/ den & 2 balconies, offering 1,872 total SF, where panoramic bay views & Gulf vistas beyond Big Pass are the undeniable centerpiece. This refined Bay Plaza condo places you at the heart of the city. Floor-to-clg glass doors in the great rm open directly to a covered balcony, perfect for entertaining & enjoying sunset skies & the vibrant energy of the marina & city skyline. The main primary suite is a standout feature, boasting its own private balcony and dramatic ceiling-to-floor glass doors that offer a secluded view of the mesmerizing bay waters and Gulf horizons beyond Big Pass. This space is thoughtfully designed to maximize natural light and showcase the stunning surroundings. Additionally, a secondary bedroom suite provides sweeping views and a beautifully updated bath, offering flexibility and privacy for guests or multi-generational living. Inside, elegant tile floors extend throughout, creating a cohesive visual flow. Substantial enhancements have been implemented, hidden fire sprinkler heads, upgraded electrical & plumbing, new ductwork, soundproof underlayment. Artful millwork draws the eye to impressive high clgs, while contemporary lighting such as LED downlights & designer fixtures, built-in media storage, & floating cabinetry & buffet w/ under-cabinet LED lighting combine style & practicality. The seller invested over $100K in Harmoni cabinetry—a luxury brand renowned for quality & design. Designer shades offer privacy & light control. The state-of-the-art kitchen features a raised clg w/ ambient lighting, quartz counters, contrasting upper & lower cabinets & SS appls., highlighted by a black SS range hood. Plus a serv. entry, a lndry space, & 2nd office area. Accessibility was a key focus in the renovation. The Owner’s suite, main living area, & kitchen are all wheelchair accessible, w/ 2'8" doorways for ease of movement, a fully accessible main closet, & an adapted primary bath. Please note: while most areas are designed for accessibility, some spaces may have limitations based on individual needs. Retreat to a spa-like primary bath w/ elegant natural stone, a floating, European-inspired vanity, complemented by a sep matching vanity w/ a 2nd sink in the wet rm. The zero-entry marble shower features dual shower heads, w/ a recessed rainfall fixt. delivering a spa-inspired experience, complemented by a built-in seat for ultimate relaxation. Both baths feature elevated clgs, and are equipped w/ a premium Schluter shower syst. A dedicated office features a built-in desk w/ Corian, a window seat & etched glass doors for privacy and natural light —an ideal space for flexible living & working. As a resident of Bay Plaza, you will enjoy premium amenities: garaged pkg for 2 cars, 24/7 valet pkg, EV charging, concierge services. & recently installed hurricane-rated sliding glass doors & windows. Unwind at the heated pool, soak in the spa, or stay active in the state-of-the-art fitness rm w/ a sauna & steam rm. Perfectly positioned in the heart of downtown Sarasota, Bay Plaza places you w/in easy reach of trendy restaurants, boutiques, & Sarasota’s vibrant cultural scene, from Whole Foods to the theatre & opera. Take in spectacular 4th of July fireworks at Marina Jack’s from your own balcony, & enjoy quick access to St. Armands Circle, Longboat Key, & the city’s stunning beaches. A detailed list of upgrades is available upon request.
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
688 GOLDEN GATE PT #801, SARASOTA, FL 34236
$11,880,00021 Days on yellowkey MLS ID: A4694190
Bed: 3 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 4618 Built: 2026 Tax: $65,868 (2024)Community: Six88 SarasotaCondo
Taxes:$65,868
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under Construction. Welcome to SIX88 — and the crown jewel of Golden Gate Point. The Penthouse at Residence 801 is the pinnacle of this landmark 10-story boutique tower, offering an extraordinary 4,618 square feet of refined living across 3 bedrooms, 3.5 bathrooms, a private office, and a wine/beverage room — one of just 10 exclusive residences in one of Sarasota's most coveted waterfront addresses. Soaring above the bay with unobstructed, panoramic full-bay views, this penthouse delivers a living experience unlike anything else in the market. The breathtaking great room opens to two private wraparound balconies totaling 638 square feet, where sweeping bay views, glittering city lights, and Sarasota's legendary sunsets become the backdrop of everyday life. Whether sipping morning coffee as the sun rises over the water or entertaining under the stars, the outdoor living space here is truly unmatched — and that's before stepping up to your exclusive 1,011-square-foot private rooftop terrace, a sky-high retreat with a full outdoor kitchen and 360° views that is yours alone. Privacy is paramount — a secure, fob-activated elevator grants direct access only to your designated floor, opening into the residence and delivering a seamless blend of luxury, privacy, and peace of mind. Inside, find Thermador panel-ready appliances, custom cabinetry, designer finishes, engineered hardwood in the primary suite, spa-inspired fully tiled bathrooms, and a dedicated wine room for the discerning collector. Your private 4-car garage can be enhanced with vehicle lifts for additional capacity, while a deeded boat slip puts the bay at your fingertips. Resort-style amenities include a heated pool, fitness center, community lounge, twin elevators, and gated security — all with remarkably low HOA fees. Nestled in the secluded enclave of Golden Gate Point, you are steps from downtown Sarasota's finest dining and shopping, St. Armands Circle, and the Bay Runner. This is not just a residence — it is a legacy.
Listing is courtesy of: ENGEL + VOELKERS SARASOTA (941-388-9800)
Listing Agent: Andrea Stultz (941-929-6529)
688 GOLDEN GATE POINT #302, SARASOTA, FL 34236
$2,750,00050 Days on yellowkey MLS ID: A4692165
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2045 Built: 2026 Tax: $29,880 (2024)Community: Six88 SarasotaCondo
Taxes:$29,880
Remarks: Under Construction. Welcome to SIX88 — Golden Gate Point's most distinctive address. This landmark 10-story boutique tower encompasses just 10 residences, making it one of Sarasota's most exclusive waterfront communities. Residence 302 offers panoramic, unobstructed bay views through floor-to-ceiling impact windows and sliding glass doors, with an open floor plan that lives like a single-family home. Inside, find Thermador panel-ready appliances, custom cabinetry, designer finishes, and spa-inspired fully tiled bathrooms. Your private oversized 2-car garage sits above flood elevation and includes storage with optional lifts for up to 4 vehicles. Resort-style amenities include a rooftop terrace with a full outdoor kitchen and 360° views, heated pool, fitness center, community lounge, twin elevators, and gated security access — all with low HOA fees. Nestled in the secluded enclave of Golden Gate Point, you're steps from downtown Sarasota's dining and shopping, with St. Armands Circle, marina access, and the Bay Runner nearby. Dock access to the bay is available on site. This pet-friendly building offers low HOA fees, six-month rental flexibility, and a quiet environment—perfect for luxury buyers seeking privacy, views, and convenience.
1800 BENJAMIN FRANKLIN DR #A905, SARASOTA, FL 34236
$1,455,00056 Days on yellowkey MLS ID: A4692060
REDUCED by $45,000 (3.0%) on 06/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1350 Built: 1996 Tax: $19,414 (2025)Community: L Elegance On Lido BeachSpa: YesCondo
Taxes:$19,414
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Direct Gulf-front views from the living room and both bedrooms. Newly widened beach. Ninth-floor elevation. Wake to the sound of waves and unobstructed Gulf views from this ninth-floor residence at L’Elegance on Lido Beach, where the living room, primary suite, and guest bedroom all enjoy direct Gulf frontage—a rarely available opportunity on Lido Beach. Positioned directly on the beach, this residence features an expansive Gulf-front terrace designed for year-round sunsets, coastal breezes, and panoramic water views stretching across the horizon. Residents of L’Elegance enjoy an exceptional collection of amenities including a 24-hour guarded entrance, Gulf-front resort-style pool and spa, updated fitness center, tennis courts, clubhouse, and a private deeded beach reserved exclusively for residents and their guests—offering a more peaceful and secluded beachfront experience. Adding to its appeal, Sarasota County’s recent beach renourishment has dramatically expanded the shoreline, creating an even more impressive beachfront setting and enhancing the enjoyment of this coveted stretch of Lido Key and the community’s private deeded beach. Located on the coveted south end of Lido Key, residents enjoy a quieter beachfront setting while remaining just moments from the boutiques, restaurants, and waterfront dining of St. Armands Circle, as well as the arts, entertainment, and cultural attractions of downtown Sarasota. Whether envisioned as a seasonal escape or a full-time coastal residence, this offering presents a rare opportunity to own direct Gulf-front property on one of Sarasota’s most desirable beaches—where every day begins with sweeping water views and ends with Sarasota’s unforgettable sunsets.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lisa Garcia (941-266-9060)
777 JOHN RINGLING BLVD #32, SARASOTA, FL 34236
$599,000151 Days on yellowkey MLS ID: A4679487
0 Days Off yellowkey (back on 3/24/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 882 Built: 1965Monthly Fee: $1,186 Tax: $3,320 (2025)Community: Sarasota Harbor EastCondo
Taxes:$3,320
Remarks: Imagine living in a prime, unique waterfront community with an amazing location—maybe the best Bayfront community in Sarasota! You’re just a short walk from downtown, St. Armands Circle, Lido Beach, and the Sarasota Yacht Club. Sarasota Harbor East is a 55+ waterfront community with all the perks of maintenance-free living. This THIRD-FLOOR unit gives you stunning views of Sarasota Bay and the city. It has 2 bedrooms and 2 full baths, perfect for you to make your own. Plus, you’ll have an enclosed four-season glass lanai and high-impact sliding glass doors and windows. The clubhouse has been updated and includes a fully equipped kitchen, a new metal roof, a library, full bathrooms, and a large lap pool with Bayfront views. There’s even a designated area for storing kayaks and bicycles! You’ll have one covered parking space and plenty of guest parking. The community is very neat and tidy, and the maintenance fees cover everything from docks and exterior building to cable TV, a heated community pool, building insurance, internet, exterior maintenance, ground maintenance, a manager, exterior pest control, pool maintenance, sewer, trash, and water. Deep-water boat slips are available on a first-come, first-served basis, and all costs are included in the maintenance fee. (Slips are currently available.) The boat slip can accommodate up to a 30’ powerboat or sailboat. Leasing is not allowed for one year after purchase. Pets permitted with valid service or support animal documentation.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
319 BIRD KEY DR, SARASOTA, FL 34236
$5,749,900119 Days on yellowkey MLS ID: A4684204
REDUCED by $250,000 (4.2%) on 04/03/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4498 Built: 1998Monthly Fee: $110 Tax: $40,743 (2025)Community: Bird Key SubSingle Family
Taxes:$40,743
Remarks: Custom built by a locally treasured builder on one of Bird Key’s largest homesites, over half an acre, this one-level Spanish Mediterranean residence delivers a rare blend of timeless design, thoughtful updates and a resort-style outdoor experience. The home’s wraparound footprint creates exceptional curb appeal while maximizing privacy and indoor-outdoor flow, opening to an expansive rear-yard sanctuary that feels straight out of Selby Gardens. Inside, intricate architectural details meet modern refinement to create dramatic volume and warmth, including soaring ceilings with beams and paneling, walls of windows and travertine flooring throughout. The home has been recently updated with features including PGT impact-rated doors and windows, updated electrical, RH light fixtures, LED accent lighting and fresh landscaping. A 2015 barrel tile roof adds enduring style and peace of mind. The chef’s kitchen is beautifully appointed with a Wolf gas cooktop, built-in oven/microwave, Sub-Zero refrigerator, icemaker, custom cabinetry with specialty slide-outs, marble and quartz counters, and a Carrera marble backsplash, all overlooking an intimate walled courtyard. Two spacious primary suites, made even more unique by a connecting playful outdoor shower, complete the thoughtful layout. Two additional bedrooms rest on another side of the home as a relaxing respite for guests. Outside, the ambiance is unmatched with an infinity-edge pool with a gas fire bowl, a covered sitting area and an expansive yard, fully enclosed for privacy, creating an entertainer’s dream and an everyday escape. Just a short distance to the marina and new Bird Key Yacht Club, and ideally between downtown Sarasota and St. Armands Circle. The feel is unmatched, so to understand this level of quality, make an appointment to see it today.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
223 GOLDEN GATE PT #302, SARASOTA, FL 34236
$2,950,000133 Days on yellowkey MLS ID: A4682563
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2400 Built: 2025Monthly Fee: $2,390Community: Peninsula SarasotaSpa: YesCondo
Taxes:$0
Middle School: Sarasota Middle
Remarks: Newly completed, Peninsula Sarasota is ideally positioned in the coveted Golden Gate Point neighborhood, offering a peaceful residential retreat just moments from the vibrancy of downtown Sarasota. Designed by Blu Interiors, each residence showcases contemporary modern elegance with calming, sophisticated palettes, soaring ceilings, and expansive wraparound terraces that seamlessly blend indoor and outdoor living. Every element reflects a thoughtful commitment to refined luxury. State-of-the-art kitchens feature sleek European cabinetry, gas cooktops, and quartz countertops, complemented by premium Wolf and Sub-Zero appliances. Additional highlights include hardwood flooring throughout, floor-to-ceiling windows that flood the home with natural light, and a private terrace equipped with a gas grill—perfect for effortless entertaining. The spacious owner’s retreat serves as a true sanctuary, complete with a generous walk-in closet, dual vanities, a soaking tub, and an oversized walk-in shower for spa-like relaxation. Residents enjoy on-site concierge services and secure, access-controlled underground parking for two vehicles, including an EV charging station. A private foyer and dedicated elevator provide direct access to exceptional amenities such as a resort-style pool and state-of-the-art fitness center, while the elegant owner’s club room offers private wine storage for each residence. The communal rooftop terrace sets the stage for unforgettable gatherings, boasting sweeping panoramic and sunset views. Peninsula Sarasota delivers a truly elevated lifestyle within a lush, tropical setting—just minutes from Sarasota’s celebrated arts, culture, dining, and award-winning beaches. A rare opportunity to experience sophisticated coastal living. Schedule your tour today!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Georgia Salaverri (954-661-8968)
2050 BENJAMIN FRANKLIN DR #B704, SARASOTA, FL 34236
$2,495,000219 Days on yellowkey MLS ID: A4672363
REDUCED by $155,000 (5.8%) on 06/07/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2936 Built: 2005 Tax: $21,527 (2024)Community: Orchid Beach Club ResidencesSpa: YesCondo
Taxes:$21,527
Remarks: Turnkey furnished executive residence set high on the seventh floor of Orchid Beach Club, this Lido Key beachfront condominium captures sweeping Gulf, bay, and downtown Sarasota views from the moment of arrival. Designed for elevated coastal living, the nearly 3,000-square-foot layout offers three bedrooms, three full baths, private elevator access, and multiple terraces that create a seamless indoor-outdoor lifestyle. A residents-only elevator opens directly into a private lobby, where double iron filigree doors introduce a refined interior filled with natural light. High cove ceilings with inset lighting, custom millwork, wood paneling, motorized window treatments, and thoughtfully updated finishes establish a polished, modern aesthetic. Walls of impact glass frame unobstructed water and city vistas, enhancing every living space. The gourmet kitchen blends clean design with functionality, featuring quartz countertops, sleek cabinetry, center island with seating, breakfast bar, and premium Bosch and Dacor appliances, including a six-burner gas range and warming drawer. The kitchen flows effortlessly into the great room and dining area, creating an ideal setting for both entertaining and everyday living. The Gulf-front primary suite offers a private retreat with terrace access, dual walk-in closets, and a renovated bath featuring marble-inspired finishes, dual vanities, soaking tub, and walk-in shower. Two guest suites are positioned in a split layout for privacy—one with terrace access and the other with its own private balcony—providing comfortable accommodations for visitors. Three terraces extend the living experience outdoors. The expansive bay-facing terrace features a full summer kitchen with a new (2024) built-in gas grill, generous dining area, and ample seating space for sunset entertaining. A Gulf-facing terrace is shared by the primary suite and third bedroom, while the second guest suite enjoys its own secluded balcony. Orchid Beach Club is an exclusive Gulf-front community of just 54 residences, offering a full-service lifestyle with 24-hour gated entry, concierge services, and a recently updated clubhouse featuring a social room, catering kitchen, library, billiards, and lounge. The wellness amenities include a fitness center, sauna, spa room, and massage services. Outdoors, the Gulf-side pool and spa are surrounded by a spacious sun deck, with direct access to Lido Beach’s soft sand and turquoise waters. Ideally located near St. Armands Circle, Longboat Key, and downtown Sarasota, residents enjoy close proximity to fine dining, boutique shopping, marinas, and renowned cultural venues including the Van Wezel Performing Arts Hall, Sarasota Opera House, and The Ringling Museum. This turnkey furnished executive residence offers a rare opportunity to experience beachfront living with exceptional views, privacy, and convenience on Lido Key.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
850 S TAMIAMI TRL #630, SARASOTA, FL 34236
$317,500115 Days on yellowkey MLS ID: A4684292
REDUCED by $11,500 (3.5%) on 05/17/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1224 Built: 1998 Tax: $1,963 (2025)Community: Central Park Sec 2 Ph 1Condo
Taxes:$1,963
Middle School: Brookside Middle
Remarks: Beautiful townhouse in Central Park II Recently painted with laminant flooring thruout the unit, two bedrooms upstairs each with own bath a half baths located close to downtown. This pet friendly complex has swimming pool , clubhouse and tennis courts. Close to downtown and a short ride to St Armands and the beaches.
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Tom Ward (941-350-2463)
888 S ORANGE AVE #2C, SARASOTA, FL 34236
$2,799,00023 Days on yellowkey MLS ID: A4693764
2 Days Off yellowkey (back on 6/7/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2511 Built: 2007 Tax: $29,084 (2026)Community: Hudson CrossingSpa: YesCondo
Taxes:$29,084
Tax Year: 2026
Remarks: Under contract-accepting backup offers. OPEN HOUSE FOR SUNDAY 6/7 HAS BEEN CANCELED. Set within the exclusive 12-residence waterfront enclave of Hudson Crossing, Residence 2C delivers a rare combination of low-density living, private boating access, and refined downtown Sarasota luxury. Included is a boat slip with a 16,000-lb lift, offering effortless days on the water with direct access to Sarasota Bay. Spanning over 2,500 square feet, the residence is highlighted by an exceptional 1,200-square-foot waterfront terrace, among the largest in the community and a true rarity in downtown Sarasota condominium living. Designed for elevated indoor-outdoor entertaining, the terrace features natural gas for grilling, integrated speakers, irrigation, and a private staircase to the pool and docks, creating a seamless connection to the waterfront lifestyle. From the secured garage, a private elevator opens directly into the residence, where expansive living and dining areas feature high ceilings, polished porcelain flooring, and serene water views. The chef’s kitchen is thoughtfully appointed with European cabinetry, a large island, Wolf gas cooktop, Sub-Zero refrigeration, built in oven, microwave and a walk-in pantry. A wet bar and beverage center further enhance the home’s seamless entertaining flow. The fully renovated primary suite offers a tranquil escape with water views, remote-controlled shades, a spa-like bath with dual vanities and walk-in shower, and a custom walk-in closet with center island. Two additional guest suites provide flexibility, including an oversized second bedroom and a third bedroom currently configured as an office with built-ins and a Murphy bed. Additional features include a private two-car garage with EV charger, a ground-level cabana, Lutron lighting, app-controlled HVAC, whole-home water monitoring, remote control shades, central vacuum and a fully integrated Ubiquiti network with hardwired connectivity. Ideally located adjacent to Marie Selby Botanical Gardens, Hudson Crossing offers a boutique waterfront lifestyle just moments from Sarasota’s bayfront, dining, and cultural attractions.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Keith Redding (941-894-4216)
1221 N PALM AVE #106/107, SARASOTA, FL 34236
$800,000133 Days on yellowkey MLS ID: A4682388
REDUCED by $50,000 (5.9%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1593 Built: 1924 Tax: $3,860 (2025)Community: Frances CarltonCondo
Taxes:$3,860
Remarks: One or more photo(s) has been virtually staged. Tucked inside the historic 1924 Frances Carlton on Palm Avenue, this fully reimagined residence offers something rarely found in downtown Sarasota, the character of a vintage building paired with the comfort of a completely rebuilt interior. Created by combining two residences, the home spans almost 1,600 square feet and lives more like a private apartment than a typical condominium. High ceilings, original arched windows, and defined rooms preserve the architectural charm, while a comprehensive renovation brings the home entirely into the present. You enter directly into a generous, open kitchen, an unexpected feature in a building of this era, designed for daily living and gathering rather than passing through. Custom cabinetry, stone surfaces, Café appliances, and thoughtful lighting create a space that is both refined and welcoming. Plantation shutters throughout soften the natural light while maintaining privacy. The living areas flow naturally toward the sunroom overlooking Palm Avenue, where warm southwest afternoon light fills the space. At the opposite end of the home, the primary suite offers a different experience entirely. Positioned at the rear of the residence, it extends into a second enclosed sunroom overlooking a small garden courtyard. Accessible through the bedroom, this space becomes a quiet retreat, ideal for morning coffee, reading, or a peaceful workspace. The renovation extends well beyond cosmetics. Flooring, kitchen, baths, electrical, plumbing, lighting, and finishes have all been rebuilt, complemented by two new air-conditioning systems and a tankless water heater. The result preserves the building’s architectural soul while providing the reliability of a much newer home. The residence includes in-unit laundry, two assigned secured parking spaces, and access to the community pool within an intimate building of twenty residences. From here, downtown Sarasota is part of everyday life. Florida Studio Theatre, Sarasota Opera, restaurants, cafés, and evening drinks are just one or two blocks away, with the Bayfront and marina a short walk beyond. For those seeking amenities and high-rise living, downtown offers many options. For those seeking charm, history, walkability, and a home that feels genuinely unique, opportunities like this are very rare.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Justyna Michalowska (941-567-7300)
771 JOHN RINGLING BLVD #7, SARASOTA, FL 34236
$529,500301 Days on yellowkey MLS ID: A4663602
REDUCED by $20,000 (3.6%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 938 Built: 1965 Tax: $5,888 (2024)Community: Sarasota Harbor EastCondo
Taxes:$5,888
Middle School: Pine View School
Remarks: Direct Waterfront, newly updated 2 bedroom 2 bath end unit with hurricane resistant windows and sliders. Sarasota Harbor East, a premier 55+ maintenance-free community in one of the most desirable bayfront locations in Sarasota! Just minutes from downtown Sarasota, St. Armands Circle, Lido Beach, and directly across from the Sarasota Yacht Club, this community offers an unmatched combination of convenience, charm, and waterfront living. This residence features a fully glass-enclosed lanai—perfect for soaking in the spectacular waterfront views. The unit also comes with a covered parking space plus ample guest parking. Community highlights include: Free boat docks for sailboats or powerboats up to 30’ (first-come, first-serve), heated waterfront pool with stunning bay views, community gas grill and picnic area, secured covered bicycle shed & kayak storage, individual storage bins for residents. With its unbeatable location, Sarasota Harbor East is a rare opportunity to own in one of Sarasota’s most sought-after waterfront communities.
Listing Agent: Janice Melzer Langa (941-404-0802)
1350 MAIN ST #707, SARASOTA, FL 34236
$699,00025 Days on yellowkey MLS ID: A4695236
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1165 Built: 2007Monthly Fee: $1,188 Tax: $5,588 (2025)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$5,588
Remarks: One or more photo(s) has been virtually staged. Step into your dream downtown sanctuary at 1350 Main — freshly updated and ready for your personal style. Beautifully refreshed with brand-new large-format tile flooring and crisp, modern paint throughout, this 7th-floor residence is offered unfurnished — giving you a clean, move-in-ready canvas to make it uniquely yours. Every surface has been thoughtfully prepared, so you can skip the renovation timeline and walk in ready to design your dream downtown retreat from day one. Location, location, location. Positioned in the absolute heart of downtown Sarasota, 1350 Main puts you steps from the city's best galleries, boutique shopping, award-winning restaurants, and the legendary theatre district. Marina Jack is just around the corner, Lido Beach and the iconic St. Armands Circle are a quick drive over the bridge, and Sarasota Bayfront Park is literally one block away. This is the address that turns "going out" into "stepping out." The view is the showstopper. From your private balcony and main living areas, enjoy serene, elevated views of the resort-style pool deck and courtyard below — a tranquil oasis that's the perfect contrast to the energy of the city just beyond your door. Imagine your morning coffee with the sunrise, or sunset cocktails watching the pool deck come alive. Inside, every detail elevates daily living. The thoughtful open floor plan features two spacious bedrooms and two full baths. The guest bedroom offers ample room. The primary suite is a true retreat with a generous custom-designed walk-in closet and a spa-inspired bathroom featuring dual sinks, a walk-in shower, and a relaxing garden tub. Tray ceilings, elegant crown molding, and the fresh large-format tile create a expansive yet welcoming atmosphere. The kitchen is appointed with stainless steel appliances, granite countertops, abundant storage, and a layout that works equally well for quick weeknight meals or entertaining friends after a night downtown. Bring your designer and your style — the heavy lifting is done. With fresh tile, fresh paint, and a clean palette throughout, this residence is ready to receive your furnishings, artwork, and personal touches without delay. Resort-style amenities at your doorstep. 1350 Main delivers the full luxury high-rise experience: 24-hour concierge service, a beautifully appointed club room, catering kitchen, fully equipped fitness center, library, conference room, heated pool and spa, outdoor kitchen, and cabana. Add secured under-building parking and a true lock-and-leave lifestyle whether you're here year-round or escaping the snowbird season. The bottom line: Freshly updated. Unfurnished and move-in ready. Unbeatable downtown location. Tranquil pool views. Resort amenities. This is downtown Sarasota living done right.
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Timothy Guerrette (239-249-9423)
722 S BLVD OF THE PRESIDENTS #201, SARASOTA, FL 34236
$459,85087 Days on yellowkey MLS ID: O6394979
REDUCED by $19,150 (4.0%) on 06/06/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 657 Built: 1972 Tax: $995 (2026)Community: Chateau VillageCondo
Taxes:$995
Remarks: Situated on the second story of a 4 unit building within the complex this turnkey Lido Key condo looks and feels like a cozy beach cottage. Enjoy morning coffee on your south facing balcony. Refresh yourself in the beautiful blue Gulf waters at the end of the street then pop over to the adjacent beach bar for lunch, happy hour, or sunset! Walk (or rent a bike) to nearby St Armands Circle and enjoy its myriad of shopping and dining choices - day and night. There's a romantic fireplace (heat optional)for curling up with a good book if we have a cold snap, a full size W/D, lots of closet space, a carport, and (drumroll)..... excellent income potential! Why is the price higher than some? Because of the income potential. The complex is one of the few on Lido Key that doesn't require long term rentals - this allows you to maximize income. It is very popular on Airbnb and VRBO, with many guests returning regularly year 'round. Summer rates for this floorplan are apprx. $240 nt. and Season '27 bookings are $365+ nt.. Upgrades have created a roomy space that adapts well to dual purpose use. While there's a carport, a car isn't really needed to get around the island, and there is a free trolley to/from Whole Foods and adjacent Main Street restaurants and shops, as well as an almost free taxi type service.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
541 S WASHINGTON DR, SARASOTA, FL 34236
$4,300,00021 Days on yellowkey MLS ID: A4695620
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3395 Built: 1957 Tax: $48,030 (2025)Community: Saint Armands Div John Ringling EstatesSpa: NoSingle Family
Taxes:$48,030
Remarks: For Those Who See Home as an Expression of Art. 541 S Washington offers a rare blend of architectural character, quality craftsmanship, and waterfront living. Beautifully renovated to reflect the enduring principles of Mid-Century Modern design, where clean lines, natural light, and a connection to the outdoors shape the living experience. Set on 75 feet of canal frontage along prestigious South Washington Drive, just moments from St. Armands Circle, Lido Beach, and downtown Sarasota. From the moment you enter, expansive folding glass doors frame the water beyond. A striking gas fireplace anchors the main living spaces, while thoughtfully proportioned rooms balance openness with comfort. Offering four bedrooms, four-and-a-half baths, and a flexible bonus space, the 3,395-square-foot floor plan was designed for easy every day living. At the center of the home, a custom Poliform kitchen with premium Miele appliances combines clean design with exceptional functionality. The primary suite serves as a private retreat, complete with a spa-inspired bath and outdoor shower. Throughout the residence, the current owners have also enhanced the property with Control4 home automation, security system, new HVAC system, instant-on hot water heaters, whole-home water treatment, Icynene insulation, and a reinforced roof with tiedowns. Outside, curated tropical landscaping creates privacy around the heated saltwater pool. Multiple outdoor living spaces, including an expansive balcony and rooftop deck, provide beautiful settings for sunset views, while a private kayak launch offers direct access to Sarasota's waterways. A distinctive waterfront residence in one of Sarasota's most sought-after island neighborhoods, inspired by timeless design and a connection to the water. Inquire with the listing agents for a complete list of updates and to schedule your private showing.
Listing Agent: Keith Kleppinger (941-525-2937)
1186 WESTWAY DR, SARASOTA, FL 34236
$1,700,000163 Days on yellowkey MLS ID: A4678121
3 Days Off yellowkey (back on 5/11/2026)
REDUCED by $150,000 (8.1%) on 04/28/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2984 Built: 1957 Tax: $21,576 (2025)Community: Lido CSpa: NoSingle Family
Taxes:$21,576
Remarks: An idyllic island getaway in a coveted Lido Shores location with unobstructed Gulf views and nearby access to the residents-only private beach, this chic contemporary home offers a spacious open layout and excellent indoor-outdoor flow with the convenience of single-level living. With the feel of a private resort, the home boasts thoughtful design features that are both elevated and relaxed, from the dramatic covered double-door entrance to the wood-beamed ceiling in the living room, wide plank floors throughout, louvered window coverings, and walls of glass that showcase exotic foliage. Meticulously renovated in 2025, nearly 3,000 square feet of brightly lit interior space opens seamlessly to a fully enclosed rear terrace with a pool, creating an open-air extension of the living space while preserving privacy. Glass doors and oversized windows showcase a connection to the tropical landscape at every angle. The front living room, with warm-toned wood accents and a cozy electric fireplace, enjoys sight lines to the rear terrace and pool on one side and through the glass front doors to the beach on the other side. Past the front living room, a linear kitchen provides plentiful counter and storage space, with premium stainless-steel appliances and counter seating adjacent to the central spacious dining area. Opposite the kitchen, a second living room overlooks the pool through a full wall of sliding glass doors, and beyond it, yet more shared living space extends the terrace access and offers flex space as a game room, media den, and more. Poised for full-time or seasonal living, this home is an exceptional opportunity to acquire a family vacation retreat or investment property where the sense of chic island comfort cannot be overstated. Lido Shores is enviably located between the bustling hub of St. Armands Circle and the southern end of Longboat Key, with ready access to the Longboat Key Club, shopping, dining, and the cosmopolitan amenities of Downtown Sarasota. Beyond its natural beauty, this island enclave is renowned for its concentration of mid-century and modern homes from acclaimed architects including Paul Rudolph and Ralph Twitchell. Residents of Lido Shores enjoy exclusive access to a private beach through a secure gate, with a covered pavilion for entertaining and resident-only events that strengthen the close-knit nature of the community.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lisa Morris, Pa (941-544-3332)
1563 4TH ST, SARASOTA, FL 34236
$1,695,000104 Days on yellowkey MLS ID: A4685670
0 Days Off yellowkey (back on 6/5/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1624 Built: 1927 Tax: $10,987 (2025)Community: Owen BurnsSingle Family
Taxes:$10,987
Remarks: Under contract-accepting backup offers. A rare opportunity to own a single-family residence in Sarasota’s sought-after Rosemary District. Set on a beautifully landscaped property, this home features a towering century-old oak tree that anchors the backyard and creates a distinctive outdoor setting rarely found in downtown locations. Spanish and Mediterranean architectural elements introduce the residence, offering classic Old World character paired with solid construction and an elevation of approximately 25 feet above sea level. The property is in Flood Zone X, where flood insurance is not required. Inside, the home features high ceilings, hardwood flooring and extensive crown molding throughout. A gas fireplace adds warmth and character to the living area during cooler winter evenings. Multiple windows allow natural light to flow throughout the interior spaces. The residence includes three bedrooms, with one configured as an office or study and featuring a separate exterior entrance, offering flexibility for work-from-home use or private guest access. Outdoor living spaces include a spacious garden area, an oversized patio and a pergola surrounded by mature landscaping, creating a private setting for dining and entertaining. In the heart of the Rosemary District, the home places residents within proximity to many culinary delights, Sarasota’s cultural amenities, including galleries, theaters and live music venues. More than 65 restaurants, cafés and shops are within approximately a six-block radius. The Bay Park waterfront district, a 53-acre public park along Sarasota Bay, is just five blocks away. Payne Park, the Legacy Trail for recreation and biking, Sarasota Farmers Market and Whole Foods Market are all nearby. The John Ringling Bridge provides convenient access to St. Armands Circle and Lido Beach. The property is zoned DTE, which offers future redevelopment potential, subject to city approvals. Owners may choose to enjoy the residence as a private downtown home while maintaining long-term flexibility for future planning. Or alternatively, since this is DTE zoning, this is ideal property for a restaurant possibility, just something else to consider! A unique opportunity to experience downtown Sarasota living in one of the city’s vibrant and evolving neighborhoods.
Listing Agent: Frank Lambert (941-920-1500)
435 S GULFSTREAM AVE #1103, SARASOTA, FL 34236
$635,00081 Days on yellowkey MLS ID: A4688618
REDUCED by $30,000 (4.5%) on 05/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972 Tax: $8,550 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$8,550
Remarks: One or more photo(s) has been virtually staged. Elevated PENTHOUSE living with breathtaking views. Ready to skip the renovations and some carrying costs? This 11th-floor penthouse-level gem at Regency House is officially “THE ONE”. Spanning 1,424 SF of bright, open space, this 2-bed, 2-bath residence trades dark corners for floor-to-ceiling glass that frames Sarasota Bay and the Ringling Bridge like a living gallery. Inside, a clean, neutral palette creates a move-in-ready aesthetic that complements a variety of design styles. The designer kitchen featuring custom cabinetry and stone surfaces flows effortlessly into an open-concept living area anchored by a custom electric fireplace, perfect for sunset hosting. Retreat to a spacious primary suite with tranquil water views, complemented by a well-sized secondary bedroom ideal for guests or a home office. Both bathrooms have been tastefully updated. A new in-unit washer and dryer add everyday convenience, along with additional in-unit storage closets. Enjoy maintenance-free living with a professional on-site manager and 24-hour concierge, dedicated covered parking, heated community pool and fitness center, club room, and an active social calendar. Ideally positioned on the quiet edge of downtown Sarasota, this residence offers a true world-class lifestyle just moments from Marina Jack, boutiques of Palm Avenue, Opera and Theatre, Whole Foods, and the botanical beauty of Selby Gardens. Whether it's a morning walk through Bayfront Park or a quick drive over the bridge to St. Armand's Circle and Lido Beach, the best of the Gulf Coast is quite literally at your doorstep. Celebrate ease of ownership and peace of mind; in an era where buyers are cautious about condo buildings, Regency House stands apart as a solid choice. This building has completed the Milestone Inspection and Structural Integrity Reserve Study and maintains healthy reserves. To make your transition entirely frictionless, the seller will pay the Special Assessment for the upgraded pool.
Listing Agent: Dana Cook Westmark (941-356-5091)
850 S TAMIAMI TRL #604, SARASOTA, FL 34236
$289,15059 Days on yellowkey MLS ID: A4691470
REDUCED by $10,350 (3.5%) on 05/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 980 Built: 1998Monthly Fee: $625 Tax: $1,847 (2025)Community: Central Park Sec 2 Ph 1Spa: YesCondo
Taxes:$1,847
Remarks: Under contract-accepting backup offers. Urban convenience meets relaxed Sarasota living in this light-filled 2-bedroom, 2-bath condo at Central Park II, just minutes from Downtown Sarasota, the Bayfront, and the beaches. Step inside to an inviting open-plan living and dining area that flows to a private screened lanai, creating an easy indoor-outdoor lifestyle perfect for morning coffee or evening wind-downs. The Nicely Updated Kitchen offers ample cabinet space and a functional layout. Each bedroom features an adjacent full bath, generous closet space, and natural light, making this nearly 1,000-square-foot condo feel comfortable and livable whether you use it seasonally or year-round. Central Park II is known for its lush, park-like setting with sidewalks that wind past mature trees, and plenty of green space to enjoy the outdoors without leaving home. Resort-style amenities include a heated pool and spa, tennis, a fitness room, clubhouse, and grilling and picnic areas, giving you multiple ways to relax, socialize, or stay active close to home. And Did I mention the DOCK WITH KAYAK LAUNCH?? Direct Access to Hudson Bayou making it easy for your friends to pick you up on their boat. There is On-Site Kayak Storage and Bike Storage for your convenience. The LAUNDRY is INSIDE the UNIT! The Condo Fee Includes everything except Electricity making Day-to-day living stays simple and low maintenance. The AC is from 2022 and is serviced regularly. The location is the star: you are less than a mile to Marina Jack and Bayfront Park, close to Selby Gardens, and just a short stroll or bike ride to downtown dining, shopping, theaters, and the Saturday farmers market. You can Hop right onto Legacy Trail down the street for a Bike Ride. A two-story Publix across the street makes grocery runs incredibly convenient, and you are only a short drive to world-famous Siesta Key Beach, St. Armands Circle, and area golf courses. Whether you are seeking a primary residence, a Sarasota getaway, or an investment opportunity, this move-in-ready condo that offers an unbeatable blend of lifestyle, location, and value in the heart of Sarasota. MAKE AN APPOINTMENT TODAY!
Listing Agent: Jeremy Egglefield (941-809-9200)
988 BLVD OF THE ARTS #1710, SARASOTA, FL 34236
$1,499,00038 Days on yellowkey MLS ID: A4690864
REDUCED by $1,000 (0.1%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1555 Built: 1982 Tax: $15,696 (2025)Community: Condo On The Bay Tower IiSpa: YesCondo
Taxes:$15,696
Remarks: Mesmerizing, unobstructed views of Sarasota Bay and the Gulf of Mexico set a breathtaking stage from this towering 17th-floor residence at Condo on the Bay, where sky, water and city lights create an ever-changing coastal panorama. Perfectly positioned on a private peninsula in the heart of Sarasota, this home captures elevated waterfront living with a rare sense of openness and tranquility. From sunrise reflections over the bay to golden sunsets across the Gulf, every moment is framed by water. Expansive windows and floor-to-ceiling glass sliders draw your eye outward, while a spacious, covered balcony offers a front-row seat to passing boats, seabirds and Sarasota’s natural shoreline. Upon entry, the view takes center stage, complemented by a custom built-in buffet with a wine cooler as well as French oak plank flooring. The renovated kitchen features new stainless steel appliances, updated fixtures, Campbell solid wood cabinetry and striking Cambria quartz countertops that extend seamlessly along the full wall, creating a clean, modern statement. A pass-through design connects the kitchen to the dining and living areas, enhancing light and flow, with additional built-in cabinetry providing generous storage. The living space is thoughtfully designed with a floating media cabinet, a Samsung Frame TV and a Sonos sound bar included. In the primary suite, custom details continue with floating nightstands, a wood canopy bed and a spacious walk-in closet with built-ins, while a wall of windows showcases sweeping views of the bay, Longboat Key and the Gulf beyond. Both baths have been fully updated with new cabinetry, tile and countertops and the guest bedroom features an oversized closet with custom built-ins. Tinted glass entry doors throughout the residence add a refined contemporary touch. Residents of Condo on the Bay enjoy a secure, gated environment with 24-hour concierge and security, along with amenities that include two resort-style pools, tennis courts, two fitness rooms, social spaces and a private marina with boat slips available for lease. Kayak launches, a fishing pier and waterfront walking paths further enhance the coastal lifestyle. Directly next to The Bay, Sarasota’s transformative 50-plus-acre waterfront park, residents have immediate access to scenic trails, performance venues, open green space and year-round cultural programming. Downtown Sarasota’s renowned dining, arts and cultural scene is just moments away, along with St. Armands Circle and the white sand beaches of Lido Key. Whether as a full-time residence or seasonal retreat, this is a rare opportunity to own a premier position in Sarasota’s skyline, offering panoramic water views, exceptional amenities and unmatched proximity to downtown coastal living. Furnishings are available on a separate schedule.
Listing Agent: Thomas Netzel (941-539-0633)
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