Displaying: For Sale
Location: Sarasota
Property Type(s): Condos
Living Area Square Feet: 1500 to 1999
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Sarasota - 192 properties found
1255 N GULFSTREAM AVE #507, SARASOTA, FL 34236
$1,300,00029 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)
4004 WILSHIRE CIR E #89, SARASOTA, FL 34238
$335,000341 Days on yellowkey MLS ID: A4659133
REDUCED by $14,000 (4.0%) on 04/17/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1846 Built: 1988 Tax: $2,515 (2024)Community: Lakeshore VillageSpa: NoCondo
Taxes:$2,515
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: Welcome to your new home in one of Sarasota's most sought-after 55+ communities, offering resort-style amenities including clubhouse, tennis courts, pickleball courts, several serene lakes-all centrally located just minutes from shopping, dining, and a world class beach. Step inside to discover high-quality Cherry Bronze laminate flooring in the living and dining areas, giving the warm look and feel of hardwood. The vaulted ceiling in the rooms, enhanced by skylights, flood the space with natural light, creating a bright and airy atmosphere. Enjoy the expanded living area with a cozy Florida room, which was enclosed and tile floor raised, and impact-rated sliding glass doors installed showcasing peaceful views of a park-like backyard. The updated kitchen features wood cabinetry, granite countertops, stainless steel appliances, and a sunny eat-in nook. A large pass-through with granite ledge overlooking the dining room is ideal for entertaining and serving buffet-style meals. The spacious primary bedroom includes a charming nook, ideal for a quiet reading corner or small office. A large picture window frames the tranquil, private backyard, and a 5'X16' walk-in closet provides generous storage. The primary bath has been tastefully remodeled with new cabinetry, granite counters, and a walk-in shower with pebble type flooring. Additional features of the villa are Plantation shutters throughout(except Primary Bedroom), impact-rated windows and doors for peace of mind, electric hurricane shutter in the Florida Room, epoxy-coated garage floor, New AC in 2021, and hot water heater in 2025. The exterior of the villa was freshly painted in April 2025. This move-in ready villa combines modern updates and style in a maintenance-free community designed for active adults. Please note: this is a pet-free community.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Stacy Liljeberg (941-544-6103)
5246 MANORWOOD DR #4C, SARASOTA, FL 34235
$350,00079 Days on yellowkey MLS ID: A4688263
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1997 Built: 2007Monthly Fee: $1,285 Tax: $3,889 (2025)Community: Grande Oaks PreserveCondo
Taxes:$3,889
Elementary School: Emma E. Booker Elementary
Remarks: OWNER OFFERING TO PRE-PAY FIRST 6 MONTHS MAINTENANCE FEES WITH ACCEPTABLE OFFER!!!! BEAUTIFULLY FURNISHED SPACIOUS PENTHOUSE living minutes from University Town Center-Gated resort amenities and almost NO maintenance responsibilities. Truly lock and leave. Elevated living in exquisite penthouse residence sitting high amongst Oak trees, situated within the highly sought-after Grande Oaks Preserve, just moments from the vibrant UTC. This is a rare opportunity to own the only penthouse currently available in this gated enclave, where solid block construction ensures both enduring quality and peace of mind. Upon entering, you are welcomed into a beautifully appointed three-bedroom, two-bathroom home defined by soaring 12-foot ceilings, elegant tray ceilings in both the kitchen and primary suite, intricate crown molding, and stately 8-foot doors that enhance the home’s light-filled, refined ambiance. The thoughtfully designed third bedroom offers versatility as a private study or guest retreat. Expansive French doors lead to a generously sized, screened lanai featuring impact-rated sliders and serene fountain views, creating an ideal setting for both quiet relaxation and effortless entertaining. The chef’s kitchen and spa-inspired baths showcase rich solid wood cabinetry, blending timeless craftsmanship with sophisticated style. Additional highlights include two spacious assigned indoor garage parking spaces and an oversized climate-controlled storage unit, providing both convenience and comfort. Residents of Grande Oaks Preserve enjoy an exceptional lifestyle INCLUDING access to resort-style amenities, including a sparkling pool and 2 spas, a fully equipped fitness center, clay tennis courts and pickleball courts, and beautifully maintained grounds within a secure, gated environment as well as water/sewer & trash removal. Perfectly positioned in one of Sarasota’s most desirable corridors, Grande Oaks Preserve offers an exceptional location that seamlessly blends convenience with an upscale, tranquil setting. Just moments away, University Town Center presents a premier destination for luxury shopping, fine dining, and entertainment, featuring renowned retailers and an array of top-tier restaurants. Residents enjoy effortless access to everyday conveniences, from boutique grocers to cafes and wellness services, all within a short distance. The community is also ideally situated near Nathan Benderson Park, a picturesque waterfront destination known for its walking trails, rowing events, and outdoor activities. A short drive brings you to the cultural and coastal treasures that define Sarasota living, including the pristine shores of Siesta Key Beach, consistently ranked among the finest beaches in the country. Downtown Sarasota, with its vibrant arts scene, theaters, galleries, and marina, is also easily accessible, offering an unmatched blend of sophistication and leisure. With convenient proximity to major roadways and just 12 minutes from Sarasota-Bradenton International Airport, travel is effortless, whether for business or pleasure. This extraordinary location places the very best of the region—shopping, dining, recreation, and world-class beaches—right at your doorstep while preserving the privacy and serenity of an exclusive gated community. This extraordinary penthouse offers a seamless blend of luxury, location, and lifestyle—an exceptional offering not to be missed. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Tami Cashi (941-527-9088)
1224 MOONMIST CIR #S-3, SARASOTA, FL 34242
$749,00057 Days on yellowkey MLS ID: A4690713
REDUCED by $40,900 (5.2%) on 05/20/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1949 Built: 1968 Tax: $4,925 (2025)Community: Polynesian GardensSpa: NoCondo
Taxes:$4,925
Elementary School: None
High School: None
Middle School: None
Remarks: Outstanding remodeled and updated freestanding 3/3 villa in private and beautiful Polynesian Gardens. New ceramic tile flooring throughout. Spacious with large rooms plus 259 extra square feet in glassed in lanai/Florida room which can be used as a family room. office or man cave. The updates include a new addition to the villa of approximately 330 additional square feet and a beautiful second primary suite/third bedroom with an ensuite bath and a laundry room with new washer/dryer and cabinet and closets. 3 bedrooms are split from each other. Primary bedroom has an ensuite bath with a shower and extra shelving for toiletries, large walk-in closet and a set of sliders to the Florida room. Guest bedroom is large enough for two queen size beds plus large closets. Guest bathroom is right outside of guest bedroom and has a tub/shower with updated vanity with dual sinks. Combo living/dining area with easy access to updated kitchen with pantry and cabinetry galore. New appliances. Living/dining room is large and has a coat closet. New sliding glass door adds sunshine and light and leads to the large private paved side yard and back yard. Large enough for gardening, patio furniture and a barbeque. This villa has been replumbed and the drainpipes were replaced in the entire house in 2017. The roof was replaced by the Association in 2020. New roof on the addition and transition to the existing roof in 2026 Exterior has been freshly painted. New landscaping. Installation of a new 5' high white vinyl fence in the front and rear with a gated storage space. Solar security lights on the rear fence. Many more improvements too numerous to list but available on a feature sheet. Polynesian Gardens is an active community with a clubhouse, heated swimming pool and a newly built fishing pier. Yet the location and setting of Polynesian Gardens allows its owners to enjoy a relaxed coastal lifestyle. The Siesta Breeze free trolley stops in front of the community and will take you to Siesta Village for shopping and eating out, to Turtle Beach and to world renowned Siesta Key beach, America's #1 Beach, known for its powdery white quartz sand. Close to Sarasota's downtown area and cultural centers, there are many venues for entertainment and education. Rentals are allowed and are always in demand. Own your own piece of Paradise.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Stephen Clementi (912-704-2116)
5300 HYLAND HILLS AVE #U2016, SARASOTA, FL 34241
$274,000209 Days on yellowkey MLS ID: A4673371
REDUCED by $46,000 (14.4%) on 05/24/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 2003Monthly Fee: $901 Tax: $3,405 (2024)Community: Heritage Oaks GccCondo
Taxes:$3,405
Elementary School: Lakeview Elementary
Remarks: This is a first floor, corner unit ABBEY floor plan: the largest of the Veranda Condos at 1684 square feet overlooking the green of the Signature 14th Island Hole. In addition to the standard floor plan, this unit has a wet bar in the Living Room and a built in desk/bookcase/ computer unit in the Den and is offered fully turnkey furnished, just waiting for exactly the right person to come along and upgrade with their own personal touch - a blank slate to make your designer alter ego come to fruition. it's all about Location, Location, Location and in a gated golfing community. Heritage Oaks Golf and Country Club is a 500 acre, Audubon Certified community which features an 18-hole, Azinger-Lewis designed championship golf course, complemented by a Master's style Pro Shop. The recently remodeled clubhouse features the expanded 19th Hole Bar & Grille with several other smaller dining rooms for private parties, a multi-use room, card room, and an outdoor Al Fresco dining area. In addition, the club's extensive amenities include 4 Har-Tru surface, lighted tennis courts, a newly remodeled equipped fitness facility staffed by a full-time director and guest instructors who provide numerous classes. There are five pools, including the main, Jr Olympic pool and Spa, disbursed throughout the community. The condo's one car detached garage, in addition to the car or golf cart, has some extra storage space. Driving to the other venues, Sarasota is usually within twenty minutes: the Siesta Key beach, the downtown area, the Ringling Bridge to St. Armand's Circle, Longboat Key, and Anna Maria Island; Venice to the south and talc, sandy beaches along the entire coastline. This is not just a house on the street: Heritage Oaks has an active lifestyle with a plethora of physical amenities, but also many social activities in which to participate. Come join un in Sunny Sarasota and live the country club experience.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: R Glen Ridgeway (941-302-2376)
1221 N PALM AVE #106/107, SARASOTA, FL 34236
$800,000131 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)
988 BLVD OF THE ARTS #1710, SARASOTA, FL 34236
$1,499,00036 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 is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Thomas Netzel (941-539-0633)
5294 HUNTINGWOOD CT #59, SARASOTA, FL 34235
$249,90041 Days on yellowkey MLS ID: A4693268
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1656 Built: 1987 Tax: $2,152 (2025)Community: HuntingwoodCondo
Taxes:$2,152
Elementary School: Gocio Elementary
Remarks: Located in sought-after The Meadows, this adorable 3-bedroom, 2.5-bath villa with a coveted GARAGE offers comfort, charm, and stunning golf -course views surrounded by mature landscaping. The updated kitchen features newer granite countertops, stainless steel appliances, and convenient access to a darling private courtyard through sliding glass doors — perfect for morning coffee or casual outdoor dining. The spacious combination living and dining area boasts high ceilings and multiple sliding doors that fill the home with natural light while seamlessly connecting indoor and outdoor living spaces. Relax on the back porch overlooking the golf course or unwind in the covered and screened lanai, an ideal setting for afternoon reading or meditation. The primary suite is conveniently located on the first floor and includes an en-suite bath. Downstairs also features a laundry closet and adjacent half bath for guests. Upstairs, you’ll find two additional bedrooms and a full bath, offering plenty of space for family or out-of-town guests. This amenity-rich community offers a pool, tennis, fitness center, golf, and so much more. Conveniently located just minutes from University Town Center for shopping and dining, and close to Nathan Benderson Park with walking trails, biking paths, and year-round events. A wonderful opportunity to enjoy the Florida lifestyle in an unbeatable location!
Listing Agent: Kristina Waskom (941-266-8658)
770 S PALM AVE #2, SARASOTA, FL 34236
$999,500129 Days on yellowkey MLS ID: A4682673
INCREASED by $20,500 (2.1%) on 06/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1584 Built: 1975 Tax: $15,829 (2025)Community: Embassy HouseSpa: YesCondo
Taxes:$15,829
Remarks: One or more photo(s) has been virtually staged. Welcome to Penthouse #2. This FULLY Furnished unit is offered with many recent upgrades, the rarely available top-floor penthouse at the iconic Embassy House delivers elevated downtown living with breathtaking waterfront views. Located on the 18th floor, one of four penthouses in the building, this two-bedroom, two-bath residence showcases sweeping, unobstructed views of Sarasota Bay, the John Ringling Bridge, and the Gulf of America and beyond. With no neighbors above, you’ll enjoy exceptional privacy and a daily front-row seat to Sarasota’s world-famous sunsets and vibrant coastal skies. Natural light pours into the open living and dining areas, creating a bright, welcoming atmosphere. The enclosed sunroom is ideal for relaxing or entertaining while taking in panoramic bay views. Both bedrooms open to a private terrace, offering peaceful morning sunrises and sparkling downtown city views. Embassy House is celebrated for its premier bayfront location and strong sense of community. Amenities include a heated saltwater pool, fitness center overlooking the bay, electric vehicle charging station, guest parking, outdoor grilling area, catering kitchen, and a recently updated modern lobby. Residents also benefit from concierge service, an on-site manager, and semi-private elevator access serving just two residences per floor. A shared laundry room for PH1 and PH2 is maintained by the HOA, including service and replacement of washers, dryers, and A/C units. Rent includes cable, internet, water, sewer, and trash for a truly effortless lifestyle. Just steps from Selby Gardens, Bayfront Park, Marina Jack, and downtown Sarasota’s renowned dining, arts, and cultural attractions, this penthouse offers the perfect blend of vibrant city energy and serene waterfront beauty. ********************Also Available for lease at $5,900 a month******************Owner financing Available*******************
Listing Agent: Matthew Clayton (631-335-5325)
1111 N GULFSTREAM AVE #10E, SARASOTA, FL 34236
$699,00095 Days on yellowkey MLS ID: A4686980
REDUCED by $50,000 (6.7%) on 06/03/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1575 Built: 1974 Tax: $6,085 (2025)Community: One WatergateSpa: NoCondo
Taxes:$6,085
Remarks: Perfectly positioned on the 10th floor at One Watergate, Residence #10E offers a light-filled downtown Sarasota lifestyle with sweeping city views that extend to Sarasota Bay and the iconic John Ringling Bridge. Ideally located along Gulfstream Avenue, this residence places you just steps from the waterfront, marina, and the cultural energy that defines downtown living. Spanning approximately 1,575 square feet of interior living space, the open-concept layout is designed for both comfort and functionality. Expansive impact-rated windows and sliding glass doors (updated in 2017) frame the skyline while filling the residence with natural light. Tile flooring runs throughout, creating a cohesive flow from room to room and enhancing the ease of maintenance. The living and dining areas connect seamlessly to the kitchen, where solid-surface countertops, breakfast bar seating, and ample cabinetry support both everyday living and entertaining. Just beyond, sliding glass doors open to an oversized terrace—an inviting outdoor extension of the living space and an ideal setting to enjoy morning light or evening city views. The split-bedroom floor plan enhances privacy. The primary suite is a comfortable retreat featuring direct terrace access, an oversized walk-in closet with dressing area, additional linen storage, and an en-suite bath. The guest bedroom is positioned on the opposite side of the residence and also enjoys water views, making it ideal for visitors or flexible use as a home office. Additional highlights include two secure under-building parking spaces—an uncommon convenience for downtown living—as well as access to community laundry facilities located on each floor. One Watergate is a well-established downtown community that has recently undergone extensive renovations, further elevating its appeal. Improvements include new impact windows and exterior doors throughout the building, a new roof, renovated corridors, a refreshed lobby with updated elevator and mailroom, a new fitness center (currently being completed), conference room/library, and enhanced common areas and landscaping. Residents enjoy secure building access, on-site management, a resurfaced swimming pool with pavered sun deck, grilling area, and newly updated tennis and pickleball courts. Located in the heart of Sarasota’s Cultural Coast, this residence offers exceptional proximity to everything the city has to offer. Marina Jack, Bayfront Park, and the waterfront promenade are just moments away, while the Sarasota Opera House, Florida Studio Theatre, and Selby Gardens anchor the area’s vibrant arts scene. St. Armands Circle and Lido Beach are only minutes away, providing access to boutique shopping, waterfront dining, and Gulf-front relaxation. Residence #10E presents an opportunity to enjoy walkable downtown living with city and water views, generous interior space, and the convenience of a well-updated community in one of Sarasota’s most desirable locations.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
5231 MAHOGANY RUN AVE #321, SARASOTA, FL 34241
$319,900146 Days on yellowkey MLS ID: A4680494
REDUCED by $5,000 (1.5%) on 05/09/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 1998Monthly Fee: $717 Tax: $3,387 (2025)Community: Veranda 1 At Heritage OaksCondo
Taxes:$3,387
Remarks: Welcome to effortless Florida living in Heritage Oaks Golf & Country Club! This desirable Abbey floor plan offers 2 bedrooms, 2 bathrooms plus a den, with over 1,600 sq ft of bright, airy living space. As a second-floor end unit, enjoy higher ceilings, extra windows, and abundant natural light throughout. Step onto the spacious screened lanai and take in serene eastern views of the 13th hole and tranquil pond, perfect for morning coffee. Beautifully updated with new flooring, newer HVAC, water heater, and appliances, this residence is move-in ready. Heritage Oaks is a gated, maintenance-free community with 24-hour security and a full golf membership included, featuring an 18-hole championship course, tennis, fitness center, clubhouse, multiple pools, and an active social calendar. This is more than a home, it's a lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Amber Watson (229-392-8892)
111 S PINEAPPLE AVE #806, SARASOTA, FL 34236
$1,745,00089 Days on yellowkey MLS ID: A4687850
REDUCED by $50,000 (2.8%) on 05/18/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1891 Built: 2019 Tax: $12,679 (2025)Community: Mark Sarasota CondoCondo
Taxes:$12,679
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Experience elevated downtown living at The Mark, Sarasota’s premier luxury address. This exceptional 8th-floor corner residence offers 2 bedrooms plus a den, 2.5 baths, abundant natural light, and rare dual private terraces—the only floor plan in the building featuring both a spacious main terrace and a separate terrace off the primary suite. Desirable south-facing exposure captures beautiful sunrises, partial sunset views, and partial Sarasota Bay views while providing exceptional privacy. Interior highlights include porcelain tile flooring, remote-controlled shades throughout, custom built-ins, and a designer kitchen with striking two-tone European cabinetry, full-height backsplash, and premium appliances. Located in the heart of downtown Sarasota, enjoy a true walkable lifestyle with Main Street’s acclaimed dining, shopping, galleries, theaters, and waterfront attractions just steps from your door.
988 BLVD OF THE ARTS #1116, SARASOTA, FL 34236
$799,00061 Days on yellowkey MLS ID: A4690957
5 Days Off yellowkey (back on 6/2/2026)
REDUCED by $51,000 (6.0%) on 05/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1555 Built: 1982 Tax: $12,561 (2025)Community: Condo On The Bay Tower IiCondo
Taxes:$12,561
Remarks: Enjoy sweeping sunset views over Sarasota Bay, Longboat Key, and the Ringling Bridge from this 2-bedroom, 2-bath residence in Condo on the Bay, Tower II. With protected water vistas and an unbeatable location, this is a rare opportunity to secure a bayfront property at exceptional value. The spacious Great Room is filled with natural light and offers an open layout ready for your personal vision. The kitchen includes a built-in wine cooler and desk area, while fresh paint and new carpeting provide a clean foundation. The remainder of the residence offers the opportunity for updates to suit your style. Residents enjoy resort-style amenities including private docks with kayak launch, tennis and pickleball courts, pools, fitness center, and 24-hour gated security with concierge services. Ideally located next door to The Bay Park and just a short walk to downtown Sarasota, plus a quick drive to Lido Beach. An outstanding opportunity to personalize and create value in one of Sarasota’s premier bayfront communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Nora Johnson (941-809-1700)
988 BLVD OF THE ARTS #311, SARASOTA, FL 34236
$899,000531 Days on yellowkey MLS ID: A4634217
REDUCED by $30,000 (3.2%) on 05/15/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1555 Built: 1982 Tax: $11,786 (2024)Community: Condo On The BayCondo
Taxes:$11,786
Remarks: One or more photo(s) has been virtually staged. (To show this unit’s full potential) The Bayfront Horizon is Your Neighbor - Imagine a lifestyle where the sunset never has an expiration date. This isn't just a beautiful condo; it’s a front-row seat to the best of Sarasota. Perched in the iconic Condo on the Bay, this fully renovated 2-bed/2-bath sanctuary offers "forever" views of the Bayfront, Longboat Key, and the Ringling Bridge—views protected by the water, with no future buildings to ever obstruct your peace. The Interior Experience: Step into a Great Room where the boundaries between indoors and out vanish. A massive wall of impact-glass sliders pulls the turquoise waters right into your living space. Underfoot, White Oak engineered hardwoods lead you past a custom dry bar—complete with a wine fridge—toward a kitchen designed for the culinary artist. Featuring Elite Woodwork of Sarasota cabinetry, a Walnut backsplash, and an induction cooktop, this space is as functional as it is beautiful. Your Private Oasis: The master suite is a masterclass in serenity. Wake up to calm water views, adjust your environment with remote-controlled Hunter Douglas shades, and prepare for the day in a spa-inspired en-suite featuring dual floating vanities and a multi-head rainfall shower. Even the secondary bedroom is generously scaled, ensuring guests feel the same level of coastal luxury. The Lifestyle & Amenities: Living here means the best of Sarasota is at your doorstep. Whether you’re launching a kayak from the private docks, playing a match on the lighted pickleball or tennis courts, or socializing at the resort-style pools, the "Tower II" lifestyle is one of effortless sophistication. Peace of Mind: 24-hour gated security, concierge services, and a newer HVAC (March 2023). The Location: A short stroll to the vibrant arts of Downtown Sarasota and a quick hop to the sands of Lido Beach. Ready to live where the city meets the Bay? Welcome home to Condo on the Bay, Tower II #311.
Listing Agent: Dana Cook Westmark (941-356-5091)
5260 HERON WAY #202, SARASOTA, FL 34231
$444,900199 Days on yellowkey MLS ID: A4673815
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1899 Built: 1986 Tax: $3,541 (2026)Community: Landings South IiiCondo
Taxes:$3,541
Elementary School: Phillippi Shores Elementary
Tax Year: 2026
Middle School: Brookside Middle
Remarks: Discover an unparalleled lifestyle at The Landings, a highly sought-after community perfectly positioned just moments from the world-renowned Siesta Key beaches and the vibrant cultural scene of spectacular downtown Sarasota. This exquisite 3-bedroom, 2-bath residence combines low-maintenance condo living with single-family home amenities, featuring an inviting open floor plan and soaring high ceilings. Move-in ready and fully upgraded, the home boasts brand-new luxury vinyl flooring and modern light fixtures. The heart of the home, a chef’s kitchen, is completely new, showcasing extra-tall cabinetry, elegant granite countertops, and a full suite of stainless steel appliances . Guest bathroom has been fully remodeled with high-end finishes. Additional peace of mind comes with a new water heater and a new garage door opener.The Association is well-maintained and financially sound, with no special assessments pending or anticipated. Recent community enhancements completed within the last two years include new roofs and gutters, exterior building painting, and road resurfacing, reflecting the Association's commitment to preserving and enhancing property values. Enjoy leisurely strolls along the brand-new, eco-friendly nature path with Kayak launch to the Intercoastal Waterway, all security gates and security systems upgraded complete with 24 hour gate guard. Further adding to its appeal, this residence experienced no damage from the recent hurricanes, providing buyers with additional confidence and peace of mind. Located close to A-rated school district, this property offers the ultimate Florida lifestyle, blending convenience, luxury, and peace of mind . Schedule your private showing today!
2170 ROBINHOOD STREET #A2-203, SARASOTA, FL 34231
$1,132,2501165 Days on yellowkey MLS ID: A4567310
0 Days Off yellowkey (back on 4/16/2023)
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 1754 Built: 2023Community: Sarasota Bath And Racquet, A CondominiumCondo
Taxes:$0
Remarks: Pre-Construction. To be built. One or more photo(s) has been virtually staged. Preconstruction. To be built…Welcome Home to the Active lifestyle of the new Bath and Racquet Community available now for pre-sale. The new iconic First of its kind, Bath and Racquet Residences and Club consists of 256 condominiums featuring 1,2, and 3 bedroom units built around the Brand new Bath and Racquet tennis facility & state of the art Pickleball courts. This beautiful complex features a residences swimming pool, 1 kilometer walking trail, playground, dog park, cabanas, and the option to be a member of the exclusive Bath and Racquet Club, which will feature multiple Tennis and Pickleball courts, Resort style swimming pool, a restaurant and a fitness center. Pickleball courts will be available both outdoor and indoor. We are approximately 4 miles to the award winning Siesta Key beaches, 3 miles to downtown Sarasota, right next to Trader Joe's Grocery, and walking distance to CineBistro Cinemas and many restaurants. This luxurious community features floor to ceiling windows, a superb kitchen appliance package, Quartz countertops and a washer and dryer hook up in all of the units. Elevators and covered parking is also part of this world class project. Priced from the mid $400,000s, Homebuyers have a selection of 29 different floor plans and the option to lease their unit for seven night minimum stay.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Michelle Shiver (352-895-5779)
2170 ROBINHOOD STREET #A4-204, SARASOTA, FL 34231
$1,242,8751165 Days on yellowkey MLS ID: A4567316
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 1947 Built: 2023Community: Sarasota Bath And Racquet, A CondominiumCondo
2170 ROBINHOOD STREET #A2-409, SARASOTA, FL 34231
$931,7501170 Days on yellowkey MLS ID: A4559477
0 Days Off yellowkey (back on 4/11/2023)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1550 Built: 2023Community: Sarasota Bath And Racquet, A CondominiumCondo
2170 ROBINHOOD STREET #A4-101, SARASOTA, FL 34231
$993,7701197 Days on yellowkey MLS ID: A4559479
4 Days Off yellowkey (back on 6/19/2023)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1502 Built: 2023Community: Sarasota Bath And Racquet, A CondominiumCondo
Remarks: Pre-Construction. To be built. One or more photo(s) has been virtually staged. Preconstruction. To be built…Welcome Home to the Active lifestyle of the new Bath and Racquet Community available now for pre-sale. The new iconic First of its kind, Bath and Racquet Residences and Club consists of 256 condominiums featuring 1,2, and 3 bedroom units built around the Brand new Bath and Racquet tennis facility & state of the art Pickleball courts. This beautiful complex features a residences swimming pool, 1 kilometer walking trail, playground, dog park, cabanas, and the option to be a member of the exclusive Bath and Racquet Club, which will feature multiple Tennis and Pickleball courts, Resort style swimming pool, a restaurant and a fitness center. Pickleball courts will be available both outdoor and indoor. We are approximately 4 miles to the award winning Siesta Key beaches, 3 miles to downtown Sarasota, right next to Trader Joe's Grocery, and walking distance to CineBistro Cinemas and many restaurants. This luxurious community features floor to ceiling windows, a superb kitchen appliance package, Quartz countertops and a washer and dryer hook up in all of the units. Elevators and covered parking is also part of this world class project. Priced from the $400,000s, Homebuyers have a selection of 29 different floor plans and the option to lease their unit for seven night minimum stay.
Listing Agent: Tanya Keith (817-995-1559)
2170 ROBINHOOD STREET #A3-409, SARASOTA, FL 34231
$1,257,5751197 Days on yellowkey MLS ID: A4558399
2 Days Off yellowkey (back on 9/15/2023)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1707 Built: 2023Community: Sarasota Bath And Racquet, A CondominiumCondo
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. One or more photo(s) has been virtually staged. Preconstruction. To be built…Welcome Home to the Active lifestyle of the new Bath and Racquet Community available now for pre-sale. The new iconic First of its kind, Bath and Racquet Residences and Club consists of 256 condominiums featuring 1,2, and 3 bedroom units built around the Brand new Bath and Racquet tennis facility & state of the art Pickleball courts. This beautiful complex features a residences swimming pool, 1 kilometer walking trail, playground, dog park, cabanas, and the option to be a member of the exclusive Bath and Racquet Club, which will feature multiple Tennis and Pickleball courts, Resort style swimming pool, a restaurant and a fitness center. Pickleball courts will be available both outdoor and indoor. We are approximately 4 miles to the award winning Siesta Key beaches, 3 miles to downtown Sarasota, right next to Trader Joe's Grocery, and walking distance to CineBistro Cinemas and many restaurants. This luxurious community features floor to ceiling windows, a superb kitchen appliance package, Quartz countertops and a washer and dryer hook up in all of the units. Elevators and covered parking is also part of this world class project. Homebuyers have a selection of 29 different floor plans and the option to lease their unit for seven night minimum stay.
Listing Agent: Amy Disalvo (941-780-8080)
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