Location: Sarasota
Do Not Show Listings
8951 VERANDA WAY #623, SARASOTA, FL 34238
$399,90035 Days on yellowkey MLS ID: A4692512
REDUCED by $9,100 (2.2%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1321 Built: 1995 Tax: $4,384 (2025)Community: Stoneybrook Verandas 2Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,384
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Country club living at its finest awaits in Stoneybrook Golf & Country Club, a gated, 550-acre community known for its lush surroundings and exceptional lifestyle. This beautifully maintained Barrington model offers over 1,300 square feet of thoughtfully designed interior living space and more than 1,600 square feet of gross living area, featuring two covered lanais, 3 bedrooms—with the flexibility to use the third as a den—2 bathrooms, and a spacious open-concept living and dining area. The home has been enhanced with brand-new luxury vinyl plank flooring (09/2025), soaring cathedral ceilings, and abundant natural light. Glass sliders open seamlessly to the rear lanai, while additional sliders in the dinette further accentuate the bright, airy ambiance. The kitchen and bathrooms feature granite countertops, complemented by newer appliances, updated HVAC, water heater (2025), ceiling fans, and more. Take in tranquil views of the 7th hole, pond, and preserve from your private rear lanai—perfect for morning coffee at sunrise. The front screened lanai offers a peaceful setting to unwind in the evening with sunset views. Additional highlights include a detached one-car garage with extra storage space and convenient proximity to the community pool and tennis courts. Residents of Stoneybrook enjoy an exceptional array of resort-style amenities, including a newly renovated Arthur Hills–designed 18-hole golf course, lighted Har-Tru tennis courts, a heated pool and spa, fitness center, bocce courts, and a full-service restaurant with indoor and outdoor dining, along with a grill room, bar, and pro shop. Ideally located adjacent to the Legacy Trail and just minutes from shopping, dining, and the world-renowned beaches of Siesta Beach and Nokomis Beach.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Mike Aveni (941-961-8730)
1021 CRESCENT ST #1, SARASOTA, FL 34242
$1,699,000167 Days on yellowkey MLS ID: A4676253
0 Days Off yellowkey (back on 6/3/2026)
REDUCED by $46,000 (2.6%) on 05/12/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2780 Built: 2015 Tax: $17,389 (2025)Community: Siesta/RocksCondo
Taxes:$17,389
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Escape to the ultimate Siesta Key lifestyle with this rarely available, coastal contemporary condo—offering the perfect blend of luxury, privacy, and convenience with direct access to the sugar-white sands of world-renowned Siesta Key Beach and Crescent Beach. Known for its quartz-crystal sand and turquoise waters, this top-rated beach offers stunning sunsets, gentle waves, and vibrant coastal charm, all just a short stroll from your door. Nestled in a boutique enclave of only five residences, this exclusive unit has fresh interior paint, lives like a single-family home and is one of only two in its building. this unit encompasses the entire floor and shares no walls with other units. With five private patios, a built-in outdoor grill, tall ceilings and windows, and plantation shutters throughout, the light-filled layout offers an open flow between living, dining, and kitchen spaces—accented by custom cabinetry, upscale finishes throughout. The spacious primary suite provides a private retreat, while the entire home is thoughtfully designed on one level for effortless living. A private elevator offers direct access from your oversized ground-level garage, which is nearly 1,000 square feet and accommodates three vehicles plus storage, along with a private driveway for guest parking — a rare find on the Key. This property is zoned for short-term, weekly rentals and boasts a strong rental history, making it an exceptional opportunity for both personal enjoyment and possibility to earn over $120,000 in investment income. Enjoy walkable access to beachside boutiques, island restaurants, and boat rentals, plus quick and easy access on and off the island, making it ideal for both full-time living and a low-maintenance vacation home. Shared amenities include a serene pool, private owner's clubhouse, and common area used by only five residences, ensuring a peaceful and private setting. Whether you're searching for a serene retreat or a stylish beach escape with income potential, this home offers a unique opportunity to live in the heart of Siesta Key’s coastal paradise. Furnishings optional - not included in list price.
Listing is courtesy of: HARTMAN REAL ESTATE & COMPANY (941-500-4547)
Listing Agent: Zain Hartman (941-735-6415)
1080 W PEPPERTREE LN #305A, SARASOTA, FL 34242
$1,135,00051 Days on yellowkey MLS ID: A4690895
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1365 Built: 1974Monthly Fee: $1,239 Tax: $7,537 (2025)Community: Peppertree Bay IvSpa: NoCondo
Taxes:$7,537
Remarks: Rarely available beach-view residence with deeded access to the renowned shores of Siesta Key Beach. Located on the third floor, this bright and inviting unit features a versatile layout, including a pull-out sofa on the lanai with a privacy partition—perfect for creating a comfortable third sleeping area for guests. The well-designed split floor plan offers a spacious dining area, an eat-in kitchen with bar seating, two generously sized bedrooms, and two full bathrooms. Ample storage can be found throughout the home, along with the added convenience of in-unit laundry. Enjoy the ultimate coastal lifestyle with just a short stroll—approximately 70 steps—to the beach, as well as easy access to the community clubhouse, fitness center, and pool. Residents are treated to an array of resort-style amenities, including two heated swimming pools, two clubhouses ideal for entertaining, tennis courts, a fully equipped fitness center, and multiple BBQ areas. A scenic fishing pier invites you to cast a line or simply relax and watch boats and yachts glide by. Ideally located just minutes from shopping, dining, entertainment, golf courses, biking trails, boating, and the vibrant arts and culture of Sarasota. Beautifully updated in 2023 (to the studs, to include all new electric and plumbing) and offered turnkey furnished, this residence is move-in ready and perfectly suited as a primary home, vacation getaway, or income-producing investment.
Listing is courtesy of: PEPPERTREE BAY REALTY INC (941-914-3380)
Listing Agent: Eliza Miller (941-914-3380)
915 BEACH RD #318, SARASOTA, FL 34242
$581,000121 Days on yellowkey MLS ID: A4682116
REDUCED by $30 (0.0%) on 06/03/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1972 Tax: $4,536 (2025)Community: La SiestaCondo
Taxes:$4,536
Remarks: BEACH VIEWS, RENTAL FLEXIBILITY, AND THE ULTIMATE SIESTA KEY LIFESTYLE! Welcome to La Siesta Condominiums, where the sugar-white sands of Siesta Key Beach are quite literally across the street and every day feels like a vacation. Perched on the third floor, this beautifully furnished and move-in ready 2-bedroom, 1-bath condo enjoys sweeping views of the Gulf, beach, and resort-style community amenities below. Whether you’re searching for a personal coastal retreat, an income-producing investment property, or the perfect combination of both, this residence offers an exceptional opportunity in one of Siesta Key’s most desirable communities. Inside, you’ll find 753 square feet of thoughtfully designed living space featuring an open-concept layout, abundant natural light, and a screened lanai where you can relax with your morning coffee while enjoying the tropical breeze and picturesque views. The spacious primary bedroom offers a king-size bed, while the guest bedroom is configured with two twin beds, providing comfortable accommodations for family and guests alike. The condo is being offered furnished and is ready for immediate enjoyment. Additional features include hurricane impact windows and doors, a newer roof, updated HVAC system, covered parking, elevator access, guest parking, and a private ground-floor storage closet perfect for all your beach gear. La Siesta is beloved for its resort-style amenities, including a heated pool, clubhouse, fitness center, shuffleboard courts, BBQ area, on-site management, and a dedicated rental office. Owners enjoy a truly hands-off ownership experience with professional management available for guest reservations, check-ins, and check-outs. One of the property’s most attractive features is its exceptional rental flexibility. Participate in the on-site rental program, self-manage, utilize Airbnb, or enjoy the condo exclusively for personal use. With weekly rentals permitted, renters required to be 25 years of age or older, and Siesta Key’s year-round popularity, the income potential is substantial. Located just moments from Siesta Key Village’s restaurants, shopping, nightlife, and entertainment, you’ll enjoy the perfect balance of relaxation and convenience. Properties offering beach views, rental flexibility, resort amenities, and one of the best beach locations on Florida’s Gulf Coast are increasingly hard to find. Don’t miss your opportunity to own a piece of paradise at La Siesta. Schedule your private showing today.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Laura Millslagle (941-204-1687)
2763 WOODGATE LN #301, SARASOTA, FL 34231
$140,00063 Days on yellowkey MLS ID: N6143851
REDUCED by $9,900 (6.6%) on 06/03/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 663 Built: 1979 Tax: $1,162 (2025)Community: Pinewood Village IiCondo
Taxes:$1,162
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Location, Location, Location! This charming 1-bedroom, 1-bath condo is the perfect opportunity for a permanent residence, seasonal getaway or investment property in the heart of Sarasota. Ideally situated just 7 minutes from world-famous Siesta Key Beach, 7 minutes to nearby hospitals and only 1 mile to Publix, you’ll enjoy convenient access to shopping, dining, and everything the area has to offer. This well-maintained unit features ceramic tile and durable PVC flooring, a spacious walk-in closet in the bedroom, an additional entry closet and the convenience of an in-unit washer and dryer. Recent updates include new flooring, new bedroom windows and a newer A/C unit (approximately 5 years old). The building also boasts a newly installed elevator and experienced no damage during recent hurricanes, offering peace of mind. Residents enjoy a beautifully maintained community with a clubhouse, fitness center and a large pool surrounded by an inviting paver patio—perfect for relaxing or entertaining. Don’t miss this exceptional opportunity to own in a prime Sarasota location!
Listing is courtesy of: PELICAN REALTY CORP (941-270-2650)
Listing Agent: Anna Bridinger, Pa (941-544-8195)
8342 ENCLAVE WAY #102, SARASOTA, FL 34243
$325,00072 Days on yellowkey MLS ID: A4688186
0 Days Off yellowkey (back on 5/6/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1397 Built: 2018Monthly Fee: $93 Tax: $3,574 (2025)Community: Soleil Ph 16Condo
Taxes:$3,574
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. Step into your very own coastal dream with this stunning ground floor end-unit condo nestled within the highly sought-after, gated community of Soleil. This home radiates with an abundance of natural light and a refreshing, carpet-free interior that perfectly captures the breezy Florida lifestyle. The intelligent layout features a split-bedroom plan for ultimate privacy, highlighted by a massive primary suite featuring a stylish accent wall and an elegant ensuite bathroom with dual sinks. At the heart of the home, the kitchen stands out as a true centerpiece with high-end upgrades including gorgeous granite countertops and oversized cabinetry that offer both style and incredible storage. Entertaining is a breeze with the addition of a built-in bar area complete with a mini fridge, perfect for hosting friends after a day in the sun. The versatile office space also showcases a beautiful accent wall, creating an inspiring environment for those who work from home. Throughout the residence, ceiling fans and modern finishes ensure comfort and beauty in every room. Living in this vibrant Sarasota community means enjoying a vacation-like atmosphere every single day. The amenity-rich lifestyle includes a magnificent clubhouse, a resort-style heated pool, a state-of-the-art fitness center, bocce courts, and even a dedicated dog park for your furry companions. Soleil is also famous for its proximity to the world-renowned Siesta Key beaches, St Armands/Lido Key, the Legacy Trail for outdoor enthusiasts, the Sarasota-Bradenton Internation airport and a premier selection of dining and shopping. Complete with an attached one-car garage, this move-in-ready gem offers the security and social connection you have been searching for. Schedule your private showing today and start living the sunshine state's finest life!
Listing Agent: Celine Charleson (716-783-4667)
1111 N GULFSTREAM AVE #10E, SARASOTA, FL 34236
$699,00082 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)
199 WHISPERING SANDS DR #204, SARASOTA, FL 34242
$609,000103 Days on yellowkey MLS ID: A4684412
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1970Monthly Fee: $1,579 Tax: $5,538 (2025)Community: Whispering SandsCondo
Taxes:$5,538
Remarks: Welcome to effortless coastal living in this beautifully UPDATED second floor midrise residence in the premier GULF FRONT property of Whispering Sands! Designed with an OPEN CONCEPT floor plan, this light-filled condo showcases a bright, sophisticated 2023/2024 REMODELED kitchen featuring quartz countertops, stainless Samsung appliances, an impressive 8' breakfast bar with seating for 3, soft close cabinetry, and recessed lighting—all complemented by an elegant uplit tray ceiling. A true highlight is the expansive 29' x 8' lanai stretching the full length of the residence—offering an inviting extension of the living space ideal for relaxing, dining, or working from home, complete with hurricane impact sliders for total peace of mind. Both bathrooms have been tastefully updated with granite countertops and tiled, glass-enclosed walk-in showers, while ceiling fans and crown molding add comfort and sophistication throughout the unit. Beyond the residence, Whispering Sands offers true resort-style living in a premier Gulf front setting. Spend your days lounging on your private beach, taking a refreshing swim in one of two heated pools, an invigorating workout in the gym, or enjoying the vibrant social atmosphere of the clubhouse just steps from your door. Whether it’s a peaceful morning walk along the shoreline or a sunset gathering with neighbors, every day feels like a vacation. Perfectly positioned just steps from the clubhouse—currently undergoing complete remodeling in 2026—and pool, and a short stroll along the sidewalk to your 800' of your own private beach, this residence embodies the very best of resort style living. Ideally located just around the corner from the boutiques and restaurants of Siesta Key Village, you'll enjoy the perfect balance of relaxed beachfront living and easy access to dining, entertainment and island charm. Move right in and start enjoying the easy island lifestyle you’ve been dreaming of!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
1305 4TH ST #502E, SARASOTA, FL 34236
$1,795,000111 Days on yellowkey MLS ID: A4683301
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 1692 Built: 2026 Tax: $17,950 (2025)Community: The Gallery SarasotaCondo
Taxes:$17,950
Remarks: Under Construction. Experience the unparalleled sophistication and serenity of The Gallery’s luxurious south-facing, single-level penthouse, boasting 3 bedrooms and 3.5 baths across 1,692 square feet of living space (1,909 total SF), soaring 14’ ceilings with full-height windows, and a 27’ grand terrace with a sleek glass panel railing. The designer integrated kitchen features imported Italian flat-panel cabinetry, quartz countertops, stainless steel appliances, and an extra-long island offering ideal prep space and additional seating. Creating additional privacy, you are greeted with a vestibule to withhold the view of the primary bedroom that features a spacious walk-in closet, floating double vanity, and glass enclosed walk-in shower. Top-tier amenities include a spacious west-facing rooftop pool terrace to soak in the sun's brilliance, social lounge, and a vast two-room Fitness Center and Yoga Studio equipped with cutting-edge cardio and strength-training equipment. Perfectly located on Downtown Sarasota’s west end, above floodplain at 4th & Cocoanut, TheGallerySarasota offers a vibrant, walkable lifestyle with effortless access to premier restaurants, shopping, cultural venues, and the breathtaking 53-acre Bay Park. Amenities include a spacious west-facing rooftop pool terrace with summer kitchen, social lounge, and bay views, along with a vast two-room Fitness Center and Yoga Studio equipped with cutting-edge cardio and strength-training equipment. Schedule a private hardhat and showroom tour to receive an in-depth look into what we have planned for the property and surrounding area. Our showroom is located at 625 S Orange Sarasota, FL 34236 (retail space at Orange Club).
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Chad Fonder (941-961-3865)
33 S PALM AVE #701, SARASOTA, FL 34236
$1,995,00015 Days on yellowkey MLS ID: A4692948
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2229 Built: 2024Community: The DemarcayCondo
Taxes:$0
Tax Year: 2024
Remarks: Experience elevated downtown living in this exceptional residence at The DeMarcay. Unit 701 offers three spacious bedrooms and an elegant blend of modern finishes with timeless sophistication, creating the ideal balance of luxury and comfort. Expansive windows fill the home with natural light while framing breathtaking waterfront views of Sarasota Bay, the marina, downtown skyline and the iconic Ringling Bridge. Designed for entertaining and everyday living, the open-concept floor plan flows seamlessly onto a private balcony where you can enjoy vibrant sunsets and the energy of downtown Sarasota below. The chef-inspired kitchen features sleek contemporary design, premium finishes, a walk-in pantry and refined details throughout. Enhancing the residence is a state-of-the-art Lutron motorized shade system by Haven Smart, offering effortless convenience and modern luxury at touch of a button. The owner's suite is a private retreat featuring a beautifully upgraded custom closet and spa-inspired ambiance. Additional highlights include two assigned parking spaces in the secured garage, EV charger capability and an air-conditioned storage locker. With no pet restrictions, this residence offers flexibility for every lifestyle. Residents of The DeMarcay enjoy an unmatched collection of luxury amenities, highlighted by a stunning rooftop pool and entertaining deck overlooking the marina, Sarasota Bay, downtown skyline and the sparkling Ringling Bridge. The building also offers 24/7 valet service and on-site staff, delivering a lock-and-leave luxury lifestyle. Ideally in the heart of downtown Sarasota, this exceptional residence places you moments from world-class dining, boutique shopping, theaters, art galleries and the city’s vibrant cultural scene. Luxury waterfront living meets modern downtown convenience in one of Sarasota’s sought-after addresses.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
4166 CENTRAL SARASOTA PKWY #527, SARASOTA, FL 34238
$259,00090 Days on yellowkey MLS ID: A4685582
REDUCED by $6,000 (2.3%) on 05/06/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 949 Built: 1998Monthly Fee: $755 Tax: $2,520 (2025)Community: Bella Villino ViSpa: YesCondo
Taxes:$2,520
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: Bella Villino is a highly desirable gated community just minutes from the world-renowned sands of Siesta Key Beach. This beautifully maintained Puccini IV residence is being sold turnkey furnished, making it a convenient move-in ready opportunity. Inside, the home features an airy open layout highlighted by a dramatic cathedral ceiling rising to nearly 13 feet, creating a bright and spacious feel throughout the main living area. The recently updated kitchen includes a functional counter that comfortably seats four and opens to the living space, ideal for everyday living or entertaining. Plantation shutters throughout add timeless style while allowing natural light to fill the home. The sunroom is a standout feature, complete with pocket sliders that open the space to the main living area. A Murphy bed makes this versatile room ideal for guests, a home office, hobby space, or additional living area. Privacy is another standout feature. This unit shares only one adjoining wall and has no neighbors above or below, significantly reducing noise and creating a peaceful environment. A separate laundry room with washer and dryer is included for convenience, along with a covered carport parking space. Bella Villino residents enjoy a wide range of amenities including a heated swimming pool, hot tub, clubhouse, tennis courts, racquet/basketball court, gas grills, poolside seating areas, and a vehicle detail station. Pet lovers will appreciate the generous policy allowing two pets. The community’s prime location offers quick access to US-41 and I-75, while nearby shopping, dining, and entertainment are only a short drive away. Outdoor enthusiasts will enjoy immediate access to walking and biking paths, with the popular Legacy Trail located just a short distance from the entrance. The monthly association fee is very reasonable and covers exterior maintenance including the roof, water, sewer, trash service, pest control, and the secure gated entrance.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
5231 MAHOGANY RUN AVE #321, SARASOTA, FL 34241
$319,900133 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
Elementary School: Lakeview Elementary
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
$1,745,00076 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
Middle School: Booker Middle
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.
1350 MAIN ST #502, SARASOTA, FL 34236
$487,000101 Days on yellowkey MLS ID: A4684303
REDUCED by $8,000 (1.6%) on 05/27/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 705 Built: 2007 Tax: $5,070 (2025)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$5,070
Remarks: Located at the direct epicenter of downtown Sarasota on Main Street, this 5th-floor residence at 1350 Main Street offers the ultimate turn-key downtown Sarasota condo for sale under $500k. Offering a rare sense of privacy with only three units on the entire floor, this 705 SF layout is perfect for a Florida seasonal retreat, a weekend getaway, or an effortless "lock-and-leave" lifestyle. Expansive North-facing windows flood the interior with natural light, while sliding glass doors open to invite in the city breeze. Motorized sun and blackout shades controlled by a hidden, customizable Lutron shade and lighting system provide quick control over the home’s light and atmosphere. A stackable washer and dryer are in the bathroom closet. The efficient kitchen has a newer refrigerator and a KitchenAid range and dishwasher, opening into a spacious living area. In the primary suite, custom built-in shelving provides an elegant storage solution, and for those seeking an absolute move-in ready condo in Sarasota, the furnishings are negotiable (excluding the display cabinet). This pet-friendly condo in downtown Sarasota serves as a premier secondary sanctuary for those desiring a refined city escape. Ownership includes the "gold standard" of luxury condo amenities and conveniences: a deeded parking space in the private garage and a highly coveted same-floor condo storage unit. Known for its 24/7 concierge service and meticulous cleanliness, the building offers resort-style amenities including a heated lap pool and spa, fitness center, catering kitchen, BBQ grill, social room, fire pit, library, and stylish clubroom. Step out of the lobby and into the heart of walkable downtown Sarasota. Directly across Main Street, enjoy immediate proximity to local favorites including Clasico, Cafe Epicure, Selva, OfKors Bakery, Green Zebra, Cafe Amici, and Main Street Creamery. Explore the nearby galleries of Palm Avenue Sarasota, or take a scenic stroll down to Marina Jack and the beautiful paths of Bayfront Park. With the Sarasota Opera House, Florida Studio Theatre, Art Ovation, and local theaters just steps away, this is a rare opportunity to own Sarasota luxury real estate at the intersection of culture and convenience.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: John Forberger (305-905-1842)
1709 N TAMIAMI TRL #416, SARASOTA, FL 34234
$525,00049 Days on yellowkey MLS ID: A4690932
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 855 Built: 2022 Tax: $6,366 (2025)Community: The Strand Of SarasotaCondo
Taxes:$6,366
Elementary School: Gocio Elementary
High School: Booker High
Remarks: Exceptional opportunity to experience a premier waterfront lifestyle in this contemporary condo, located just minutes from the vibrant energy of downtown Sarasota and our award-winning local beaches. Amazing water views from sunrise to sunset right outside your door. This gated community offers a suite of high-end amenities, including a state-of-the-art fitness center, a serene pool, and direct water access—perfect for launching a kayak or paddleboard through Whitaker Bayou into Sarasota Bay. A community dog park and fire pit are also available. The residence itself features modern styling with clean lines and is complemented by practical luxuries such as custom designer shades and curtains throughout and a large organized walk in closet in the owners suite. Additional features of this property include: -Den/Office with built in closet. - Dedicated underground parking space, additional storage, and secure elevator access. - A full-size front-load washer and dryer conveniently located adjacent to the owner's suite walk-in closet. - Significant investment potential, with the rare benefit of permitting weekly rentals. Whether you are seeking a personal sanctuary or a high-performing income-generating property, this residence is an ideal choice.
Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)
Listing Agent: Anne Friedland (941-894-7248)
4142 CENTRAL SARASOTA PKWY #1426, SARASOTA, FL 34238
$149,900329 Days on yellowkey MLS ID: A4659189
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 661 Built: 1998 Tax: $2,205 (2024)Community: Bella Villino IvSpa: YesCondo
Taxes:$2,205
Remarks: Unbeatable Value!" Act fast before it's gone! "Low taxes! The monthly fee covers water, sewer, trash, basic cable, exterior maintenance, grounds care, and amenities, making a TRULY LOW-maintenance living. This Charming one-bedroom unit with a private screened lanai! Enjoy lake view throughout the unit! Fantastic Location! Bella Villino community is a luxury community where you'll enjoy relaxing on a heated pool and A workout fitness center, tennis courts, an indoor racquetball and basketball court, a clubhouse with a business center, lakeside walking trail, pet stations and also a car wash station. Kitchen has granite countertops, breakfast bar, dining area, a good size family room leads to the balcony! Master suite with dual closets and a private en-suite bath. Also, inside the unit a full-sized washer/dryer. A covered Carport detached reserved space and additional guest parking. It is conveniently minutes to Sarasota Memorial Hospital, downtown Sarasota, Sarasota-Bradenton International Airport, and an abundance of shopping! Bella Villino community is minutes away from the beautiful beaches of Siesta Key. it makes a lot of sense to stop renting and be an owner! It is Vacant and Ready for move-in, call the realtor to see IT!
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Suely Tarr (941-334-9170)
3269 BENEVA RD #102, SARASOTA, FL 34232
$135,000182 Days on yellowkey MLS ID: A4674580
REDUCED by $20,000 (12.9%) on 06/02/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1979Monthly Fee: $438 Tax: $1,484 (2025)Community: Village Brooke Sec 3Spa: NoCondo
Taxes:$1,484
Elementary School: Wilkinson Elementary
Remarks: If you have been searching for a home that offers both comfort and a true feeling of community, this one stands out from the rest. Welcome to this inviting first-floor condo in the well-established community of Village Brooke. The home features an alluring kitchen with stunning counters and a pass-through bar top to the adjacent dining room, durable ceramic tile flooring, a generously sized bedroom with a walk-in closet, an assigned on-site storage unit, and a private, south-facing screened lanai that provides cool shade in the summer and gentle warmth in the winter. In addition to the full-scale updates made by the previous owner, the current owner has recently replaced the air conditioning system and dishwasher. Located just across from the Village Green public golf course, the Village Brooke community is appreciated for its beautifully maintained grounds and friendly atmosphere, and offers an active social calendar for residents, featuring weekly gatherings, seasonal events, and community activities designed to foster connection and engagement within the neighborhood. The association's reasonable monthly fee includes water/sewer, basic cable, trash, pest control, grounds maintenance, and on-site management, making everyday living simple and convenient. In addition, the association's fee also covers the outstanding recreation facilities, which include two heated pools, tennis courts that also accommodate pickleball, shuffleboard, and serene ponds with shaded gazebos outfitted with BBQ grills & picnic areas; As well as a clubhouse that offers billiards, a library, a gathering room, and a kitchen for events. Whether you are buying your first home, planning to downsize, wanting a lock-and-leave seasonal retreat, or adding a reliable long-term rental to your portfolio, this condo offers a carefree lifestyle in a welcoming community just minutes from Sarasota’s best shopping, dining, golf, and the world-famous white sand beaches and warm Gulf waters of Siesta Key. A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Domanic Calamese (941-914-0038)
5134 NORTHRIDGE RD #309, SARASOTA, FL 34238
$214,900107 Days on yellowkey MLS ID: A4683752
REDUCED by $5,100 (2.3%) on 05/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1164 Built: 1999Monthly Fee: $572 Tax: $2,779 (2025)Community: Serenade On Palmer RanchSpa: NoCondo
Taxes:$2,779
Elementary School: Ashton Elementary
Remarks: Turnkey condominium on Palmer Ranch, rarely available two-bedroom, two-bath corner unit condominium on third floor with outside storage closet. Large two-bedroom, two-bath unit with 1,219 total square feet and quality construction. Split bedrooms, high ceilings, crown moldings and an inside laundry center. Kitchen conveniently near the front entry with a closet pantry. Ideally close to community amenities and within a short distance to Publix and shopping. Community amenities include a gated entry, two resort-style pools and spa, a lighted tennis court, a social area with barbecue grills, an executive center with internet access, a state-of-the-art fitness center, and a clubhouse with on-site management. Close to world-famous Siesta Key Beach with white sugar sand and the Legacy Trail for cycling, nature trails, and recreation. Palmer Ranch is convenient to Interstate 75, downtown Sarasota, outstanding schools, and more. Come live the Lifestyle!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Linda Dooley (941-400-7359)
111 S PINEAPPLE AVE #601, SARASOTA, FL 34236
$1,999,000144 Days on yellowkey MLS ID: A4678825
REDUCED by $250,000 (11.1%) on 06/03/2026
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2112 Built: 2019 Tax: $20,731 (2025)Community: Mark SarasotaSpa: YesCondo
Taxes:$20,731
Remarks: Welcome to The Mark, a contemporary residence in the heart of downtown Sarasota. This sixth-floor corner condominium spans 2,112 square feet of interior living space with an additional 170-square-foot terrace offering panoramic city views. The open-concept floor plan integrates the kitchen, dining, and living areas, all framed by 10-foot ceilings, motorized shades, ceiling fans, and custom porcelain tile flooring. The kitchen features an induction cooktop with a hood, a convection oven, a microwave, a tiled backsplash, an RO drinking water system, a French-door refrigerator with an ice and water dispenser, and a large island for entertaining. Each of the three bedrooms includes a private en-suite bath, with the primary suite offering two closets (including a walk-in), a ceiling fan, and a spa-inspired bath with dual vanities and a multi-head walk-in shower. A powder room, a dedicated laundry room with full-size appliances and cabinetry, and a den designed for work or leisure complete the interior. This 2019-built residence includes Cat-5 impact windows, Cat-5 ethernet wiring throughout and a secured storage space on the same floor. One reserved parking space is on the third level of the secured garage. The building is outside a designated flood zone. Amenities at The Mark include a 60-foot resort-style pool with an infinity edge, swim lane and full-length bench seating, a spa, two gas grills, a gas firepit with lounge seating, a fitness center with a spin/Pilates room, a clubroom with full bar, large TVs and a pool table, a business center and conference room for resident use. Residents benefit from 24/7/365 front desk staff, secured lobby access and overnight roving security. Enjoy immediate access to Sarasota’s renowned restaurants, shopping, arts venues and the harbor. The Mark, where downtown is downstairs.
Listing Agent: Emmy Fitzpatrick (608-577-0053)
1229 MOONMIST CIR #P6, SARASOTA, FL 34242
$650,00010 Days on yellowkey MLS ID: G5112987
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1015 Built: 1968Monthly Fee: $1,035 Tax: $4,713 (2025)Community: Polynesian GardensSpa: NoCondo
Taxes:$4,713
Remarks: Renovated in 2025 and offered fully furnished, THIS FREE STANDING VILLA ON SIESTA KEY IS TRULY TURN KEY-ideal as a personal retreat or a high-demand seasonal rental. Nestled in the highly desirable Polynesian Gardens along the Intracoastal Waterway, this villa offers a rare combination of privacy and convenience. One of only ten villas overlooking the expansive community pool, enjoy your own private entrance just steps from the fresh air terrace and screened lanai. Positioned at one of the highest elevations in the community, it adds both appeal and peace of mind. Unwind in your private outdoor oasis with lush tropical landscaping and a cozy LP gas fire pit—perfect for relaxing evenings. NEW ROOF 2024, NEW HVAC SYSTEM 2023, WATER HEATER 2025, PROGRAMMABLE NEST THERMOSTAT, PROGRAMMABLE AND REMOTE ENTRY TOUCH KEY LOCK, REMOTE CAMERA SYSTEM, AND NEW GUTTERS 2025. Spend your days fishing or watching dolphins and manatees from the community dock/fishing pier on the INTRACOASTAL WATER WAY. Walk to local favorites including dining, shopping, coffee spots, and nightlife at Captain Curt’s, plus nearby grocery stores and marina access. Just across the street is world-famous Siesta Key Beach with its cool, powdery white quartz sand beach. Bike, golf cart, or take the free trolley to The Village for even more to explore. This charming 2-bedroom, 2-bath villa with covered carport and screened lanai lives like a single-family home, offering spacious outdoor living with the ease of low-maintenance, lock-and-leave convenience. RENTAL HISTORY IN ATTACHMENTS. ENJOY THE ULTIMATE SIESTA KEY LIFESTYLE--MOVE IN, RENT OUT, OR SIMPLY RELAX.
Listing is courtesy of: MORRIS REALTY AND INVESTMENTS (352-435-4663)
Listing Agent: Jo Leen Howe (352-267-0770)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.