Location: Sarasota
Do Not Show Listings
5162 BOCA RATON AVE, SARASOTA, FL 34234
$109,000234 Days on yellowkey MLS ID: A4669539
REDUCED by $10,000 (8.4%) on 05/26/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 780 Built: 1960Monthly Fee: $132 Tax: $2,678 (2024)Community: Tri-Par EstatesMobile Home
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,678
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Move-in Ready Home| NO Flood Zone | No lot rent | Financing Available| Enjoy the Sarasota lifestyle in this beautifully remodeled 3-bedroom, 1-bath turnkey home located in Tri-Par Estates, known for its resort-style amenities and unbeatable location. This 55+ community is just minutes from downtown Sarasota, marinas, dining, museums, SRQ Airport, and the world-famous beaches of Siesta Key and Lido Key. Step inside to discover a bright, open layout, a new kitchen, and thoughtful finishes throughout. The home has been fully renovated, including energy-efficient mini-splits for year-round comfort. Tri-Par Estates delivers resort-style amenities: a large pool, a brand-new large spa (nearly finished), a tiki hut, pickleball, a fitness center, shuffleboard, mini-golf, horseshoes, and game rooms with ping-pong and billiards, plus arts & crafts and a lively clubhouse that hosts dinners, dances, meetings, and yes, bingo. Ownership here is simple: you own the land, and there’s no separate HOA payment; the annual $1,648 assessment is included in your property taxes. The community is golf-cart friendly, with optional RV/boat storage when space permits. Schedule your private showing today.
Listing is courtesy of: TOP FLORIDA HOMES (855-919-0458)
Listing Agent: Larissa Smith (614-338-5489)
1111 N GULFSTREAM AVE #10E, SARASOTA, FL 34236
$699,00089 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
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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)
6150 MIDNIGHT PASS RD #V38, SARASOTA, FL 34242
$669,900350 Days on yellowkey MLS ID: A4656918
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 939 Built: 1967 Tax: $4,196 (2025)Community: Island HouseVilla
Taxes:$4,196
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Step into your slice of paradise with this amazing lifestyle opportunity in Siesta Key's esteemed Island House Beach Resort. This impeccable 2-bedroom, 2-bath luxurious coastal Villa, which was completely renovated in 2025, seamlessly blends comfort, style, and investment potential, making it the perfect choice for discerning buyers, seasonal residents, and savvy investors alike. From the moment you enter, you'll be welcomed by a bright, open-concept living area with hurricane-impact windows and sliding glass doors that fill the space with natural light and peace of mind. The dedicated dining enclave flows into a chef-inspired kitchen, fully equipped with gleaming, state-of-the-art stainless steel appliances, ideal for preparing both gourmet meals and casual snacks after a day at the beach. Unwind in your private enclosed lanai, where gentle Gulf breezes create a serene backdrop for evening cocktails, before retiring to the villa’s two spacious bedrooms. But the real draw is that, just steps from your door, the Gulf of Mexico’s crystal-clear waters and powdery white sand are mere moments away. Whether you decide to spend the day lounging in private beach cabanas or indulging in the Island House’s other resort-style amenities, like year-round swimming in the nearby heated pool, preparing the day's fresh catch on the outdoor grills, or challenging friends in the game room or on the beachfront shuffleboard courtyard, every day feels like a vacation. Beyond the complex, endless adventure awaits. Tee off at nearby golf courses, comb one of the many nearby beaches for shells and shark teeth, go hiking or birding in one of the areas fabulous preserves and state parks, or get out on the water boating, fishing, kayaking, or flying high on a parasailing excursion; Then take the afternoon to explore vibrant local shops, acclaimed restaurants, and the charming art galleries of Siesta Key Village, Gulf Gate, and downtown Sarasota. Whether you’re seeking a luxurious personal retreat or a high-demand managed vacation rental for your investment portfolio, this villa offers unparalleled value and an enviable coastal lifestyle. Opportunities like this are scarce, so schedule your private tour today and make your dream a reality! 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)
199 WHISPERING SANDS DR #204, SARASOTA, FL 34242
$609,000110 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)
1731 SIESTA DR, SARASOTA, FL 34239
$2,595,00056 Days on yellowkey MLS ID: TB8500166
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3200 Built: 2026 Tax: $3,515 (2025)Community: BayviewSpa: YesSingle Family
Taxes:$3,515
Elementary School: Southside Elementary
Remarks: Under Construction. Brand new construction with ultra-luxury finishes, estimated for completion end of July 2026. This is the one. A statement home in one of Sarasota’s most desirable “West of the Trail” locations, designed with intention, elevated finishes, and a level of detail you simply don’t see every day. Be the first to live in it! Featuring 3 bedrooms, 2.5 bathrooms, plus a separate detached 1 bed, 1 bath guest house/in-law suite, this property offers flexibility, privacy, and true lifestyle living. From the moment you walk in, you’re welcomed by a stunning foyer featuring Taj Mahal quartzite and custom solid wood cabinetry, setting the tone throughout. Wide-plank oak flooring runs throughout the home, complemented by designer lighting, double recessed lighting, and curated finishes at every turn. The kitchen is a true showpiece—featuring Taj Mahal quartzite countertops, custom oak cabinetry in a soft cashmere tone, LED strip lighting, 3’ floating shelves with integrated lighting, a statement hood, oven and cooktop, refrigerator, built-in microwave island, spice rack, and a corner cabinet with a built-in lazy Susan. The island showcases sleek slat panel detailing, and the wine feature will be upgraded to a waterfall design. The living space is equally impressive, anchored by a Dimplex deluxe built-in electric fireplace with logs, framed by a custom American walnut wall unit, travertine stone, and metal detailing. The primary suite is a true retreat, featuring custom sand-grey paneling with integrated LED lighting, floating solid wood shelving with drawers, and a fully built-out walk-in closet with oak cabinetry and LED lighting. The spa-inspired primary bath showcases Taj Mahal quartzite countertops, a floating vanity with dual sinks, brushed gold fixtures, and a walk-in shower with dual shower heads including a rainfall feature. Step outside and it only gets better. The backyard is designed for true resort-style living, featuring a full infinity-edge pool with integrated jacuzzi, a fully equipped outdoor kitchen with BBQ and gazebo, perfect for entertaining. Take it to the next level—literally—with a rooftop terrace complete with a built-in bar with mini-fridge and private mini golf course, offering the perfect setting to enjoy sunsets and sweeping views of the beach and Sarasota skyline. Additional highlights include custom oak built-ins with LED lighting in the garage, designer light fixtures and wall sconces throughout, brushed gold plumbing and bathroom fixtures, Bosch appliances, Avanti wine fridge, and Samsung Bespoke washer & dryer. NO HOA. The location is unmatched!! 10 minutes to Siesta Key Beach, rated #1 beach in the US by US News, known for its white-quartz sand and turquoise water, and minutes to Turtle Beach. Just 5 minutes to Southside Village, a charming, walkable area with coffee shops, wine bars, and boutique dining, and 6 minutes to The Crossings at Siesta Key and Morton’s Gourmet Market. Downtown Sarasota is 10 minutes away, while St. Armands Circle and Lido Key Beach are approximately 15 minutes away. Sarasota Memorial Hospital is also just 5 minutes away. This home delivers the perfect balance of luxury, design, and lifestyle, complete with a private guest residence and resort-style outdoor living, making it an exceptional opportunity you don’t want to miss. All photos are renderings and virtually staged. IF BUYER WANTS TO CUSTOMIZE DESIRED APPLIANCE PACKAGE, STONE, ETC. IT IS NOT TOO LATE!
Listing is courtesy of: AIM WEALTH REALTY LLC (305-762-9576)
Listing Agent: Lyndsey Kaplan (813-924-4017)
4632 VIGNETTE WAY, SARASOTA, FL 34240
$275,000133 Days on yellowkey MLS ID: A4681427
0 Days Off yellowkey (back on 5/29/2026)
REDUCED by $5,000 (1.8%) on 05/21/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1758 Built: 2019Monthly Fee: $127 Tax: $3,707 (2025)Community: Artistry Ph 2ESpa: NoTownhouse
Taxes:$3,707
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Welcome to this beautifully remodeled and truly move-in-ready townhome located in the highly desirable Artistry community. Offering 3 spacious bedrooms, 2.5 bathrooms, and an attached 1-car garage, this residence combines modern comfort, functionality, and an exceptional location—perfect for today’s lifestyle. The open-concept main living area is designed for both everyday living and effortless entertaining. The kitchen is well-appointed with stainless steel appliances, ample cabinetry, generous counter space, and includes a washer and dryer for added convenience. Natural light flows throughout the main level, creating a warm and inviting atmosphere, while the enclosed lanai provides additional living space—ideal for relaxing with morning coffee, hosting guests, or enjoying Florida evenings in comfort. All three bedrooms are thoughtfully positioned upstairs, offering privacy and separation from the main living areas. Each bedroom is generously sized, providing flexibility for guest rooms, home offices, or growing households. The upstairs water views add a peaceful backdrop and enhance the home’s serene feel. With 2.5 bathrooms, this townhome easily accommodates both residents and visitors. Situated near a quiet cul-de-sac, this home enjoys a more private setting within the community while still being close to everything Artistry has to offer. The location is truly unbeatable—just minutes from the I-75 corridor, providing seamless access into Lakewood Ranch and surrounding areas. Residents will appreciate proximity to some of Sarasota’s most sought-after destinations, including University Town Center (UTC) for premier shopping and dining, Nathan Benderson Park for outdoor recreation and events, Mote Marine Laboratory & Aquarium, and the Legacy Trail for biking and walking. Enjoy world-famous Siesta Key and Lido Beach, upscale dining and boutiques at St. Armands Circle, numerous golf courses, and a wide variety of entertainment options. The area also offers highly ranked schools, nearby medical facilities, abundant job opportunities, grocery stores, and is well-known for being family- and pet-friendly. Whether you’re seeking a primary residence, seasonal home, or low-maintenance lifestyle close to everything Sarasota has to offer, this Artistry townhome delivers comfort, convenience, and exceptional value. This is Florida living at its finest—schedule your private showing and experience it for yourself.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Peter Lasalle (941-350-0651)
6511 SILVERSTAR DR, SARASOTA, FL 34240
$360,000104 Days on yellowkey MLS ID: A4685176
1 Days Off yellowkey (back on 6/3/2026)
REDUCED by $20,000 (5.3%) on 05/20/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1466 Built: 2024Monthly Fee: $222 Tax: $4,573 (2025)Community: Avanti At WatersideVilla
Taxes:$4,573
Remarks: Under contract-accepting backup offers. Welcome to 6511 Silverstar Dr. This almost-new villa has been meticulously maintained and immensely improved. With very high-end appliances, finishes, and additions, this home is truly better than new and ready for you to step right in. Whether you are looking for a great open floor plan for full-time residence or the comfort of knowing that you can lock up and head north for half-the year, you'll appreciate the hurricane-rated windows, the built-in (and hardwired) electric fireplace, the beautiful ceiling fans, and the VERY specious kitchen! With a full office in addition to two spacious bedrooms, you'll have room for everyone! Wonderful flow from the front door to the back lanai and absolutely lovely outside space make this home one you definitely will want to move to the top of your list!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Tracy Leclair (941-209-0549)
8652 MILESTONE DR, SARASOTA, FL 34238
$370,00049 Days on yellowkey MLS ID: A4691721
REDUCED by $2,000 (0.5%) on 05/29/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1724 Built: 2021Monthly Fee: $350 Tax: $4,286 (2025)Community: Promenade EastTownhouse
Taxes:$4,286
Elementary School: K-8 At Clark And Lorriane
High School: Riverview High
Middle School: K-8 At Clark And Lorriane
Remarks: One or more photo(s) has been virtually staged. Your gated community in Palmer Ranch features a heated pool with low HOA fees that cover lawn care, irrigation, water & sewer (no CDD fees!). You're just one mile from shopping, dining, and everyday conveniences, yet steps away from the renowned 18.5-mile Legacy Trail—a converted railroad corridor perfect for biking, walking, and connecting to Florida's extensive trail systems. The home overlooks the protected 82-acre Culver House Preserve. This spacious 3 bedroom, 2.5 bath townhome features an open kitchen and living room space perfect for entertaining. Or just relax on your back porch to sounds of fountains on the pond backing to the preserve for serene views. Only 15 minutes to the pristine white-sand beaches of the Gulf Coast, putting you at the heart of Southwest Florida's coastal paradise. This location offers the perfect balance of natural beauty, modern conveniences, and easy access to everything that makes this region a top destination for relocating families. Don't miss out—schedule your showing today!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Tammi Deinlein (941-961-4481)
7219 COACHLIGHT ST, SARASOTA, FL 34243
$735,00064 Days on yellowkey MLS ID: TB8497612
REDUCED by $10,000 (1.3%) on 06/03/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2895 Built: 1998Monthly Fee: $118 Tax: $4,166 (2025)Community: Palm AireSpa: NoSingle Family
Taxes:$4,166
Elementary School: Robert E Willis Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Located in the sought-after Arbor Lakes Estates at Mote Ranch, this inviting 4BR/3BA home blends comfort, style, and effortless Florida living. Inside, soaring ceilings and abundant natural light create a bright, open feel, enhancing the home's thoughtfully designed layout. At the center of the home, the oversized kitchen features ample counter space, generous cabinetry, and plenty of room to gather. It opens seamlessly to the main living and dining areas, creating a warm, connected environment ideal for hosting or relaxing. The primary suite provides a peaceful retreat, complete with an updated spa-inspired bath. With elegant finishes and a calming atmosphere, it's the perfect place to unwind. Additional bedrooms are well-sized, ideal for guests, family, or a home office. Step outside to the expansive lanai, where indoor-outdoor living takes center stage, designed for year-round enjoyment, overlooking a private park-like green space. Being located minutes from UTC shopping and dining, as well as Palm Aire Country Golf Club, this home balances peaceful living with everyday convenience.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (813-251-2002)
Listing Agent: Selina Fioretti (941-408-6970)
4021 JARDIN LN, SARASOTA, FL 34238
$399,90058 Days on yellowkey MLS ID: A4689958
0 Days Off yellowkey (back on 6/3/2026)
REDUCED by $19,100 (4.6%) on 05/21/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1767 Built: 1992Monthly Fee: $430 Tax: $3,080 (2025)Community: Mira Lago At Palmer Ranch Ph 1Single Family
Taxes:$3,080
Elementary School: Gulf Gate Elementary
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Welcome to low-maintenance Mira Lago on Palmer Ranch. Mira Lago is all about simplicity, location, and a quiet lifestyle. This community offers the ideal combination of a maintenance-free lifestyle, a desirable location, and reasonable HOA fees. The HOA includes lawn care, exterior maintenance, irrigation and power washing. This gated boutique community is private with only 180 homes. This inviting 2-bedroom plus den residence offers the perfect blend of comfort and elegance, featuring an open, light-filled floor plan with impressive 10 and 12 foot ceilings that create a spacious and airy atmosphere throughout. The flexible den or office, complete with custom built-in shelving and storage is ideal for remote work, hobbies, or a quiet retreat. The kitchen offers abundant cabinetry and a space for casual dining, while the larger dining and living combo space flows seamlessly through sliding glass doors into the air-conditioned Florida room, perfect for both everyday living and entertaining. Step outside to your large screened lanai, equipped with Cat 3 hurricane screens, offering ample space for multiple seating areas, ideal for morning coffee, outdoor dining, or hosting guests in a private, tranquil setting. Additional highlights include plantation shutters throughout, a newer A/C system with warranty, a 2021 roof, and a spacious 2-car garage. Beyond the home, residents enjoy access to a community pool and spa, scenic lakes, and peaceful walking paths with bench seating throughout. The HOA provides comprehensive services, including exterior painting on a scheduled cycle, lawn care, tree and shrub maintenance, irrigation, mulching, annual power washing of driveways and sidewalks, interior pest control, and cable service, allowing for truly low-maintenance living. Ideally located just minutes from world-class dining, shopping, Legacy Trail, and the powdery sands of Siesta Key Beach, this home offers the perfect blend of privacy and convenience. Experience the best of Florida living in one of Sarasota’s most desirable gated communities. All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lisa Kroshus (941-303-3429)
33 S PALM AVE #701, SARASOTA, FL 34236
$1,995,00022 Days on yellowkey MLS ID: A4692948
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2229 Built: 2024Community: The DemarcayCondo
Taxes:$0
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)
1509 FLOWER DR, SARASOTA, FL 34239
$5,375,000163 Days on yellowkey MLS ID: A4665815
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4989 Built: 2026 Tax: $11,550 (2025)Community: Harbor Acres Sec 2Spa: YesSingle Family
Taxes:$11,550
Remarks: Under Construction. Allegra Homes presents the custom-built Southside IV in Harbor Acres—one of Sarasota’s signature bayfront enclaves. Designed for elevated everyday living, this 5BR/4.5BA residence balances drama and comfort with a soaring great room, intricate millwork, and seamless indoor–outdoor flow to a covered lanai with summer kitchen and pool. An open chef’s kitchen with Wolf Professional appliances and stone countertops anchors the great room and dining area to create one cohesive gathering space. The main level offers a serene primary suite with expansive walk-in closets and a spa-style bath, a private guest suite, a dedicated office, and a bonus room that opens to the pool. Upstairs, three additional bedrooms are joined by a game room and loft for versatile living. Three-car garage on a large lot. Harbor Acres hugs Sarasota Bay just south of downtown—a long-established community known for convenience, comfort, and an elegant blend of classic and newer homes along beautifully landscaped, winding streets. Enjoy a short stroll to Southside Village (Morton’s Market, dining, and shops) and close proximity to Sarasota Memorial Hospital and Marie Selby Botanical Gardens; approximately 2 miles to downtown/bayfront and about 5.5 miles to St. Armands Circle, Lido Beach, and Siesta Key. Highly sought-after Southside Elementary School is roughly 1 mile away.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
6183 MISTY OAKS DR, SARASOTA, FL 34243
$645,000124 Days on yellowkey MLS ID: A4682575
REDUCED by $5,000 (0.8%) on 05/07/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2068 Built: 1991Monthly Fee: $17 Tax: $4,537 (2024)Community: Misty OaksSpa: NoSingle Family
Taxes:$4,537
Remarks: Don’t let the square footage fool you! This beautifully maintained home feels far more expansive the moment you step inside. Beautifully maintained and thoughtfully updated, this exceptional residence offers not only great bones — but true peace of mind — with nearly every major system already replaced. Perfectly positioned on a generous corner lot with only one neighboring home and a serene preserve bordering the other side, this property offers rare privacy and additional green space that enhances both architectural presence and curb appeal. Lush, mature tropical landscaping, a manicured lawn, and a welcoming double-door entry create an elegant first impression. Step inside and you’ll immediately notice how much larger the home feels than its square footage suggests. The bright, open split floor plan, soaring vaulted ceilings, and expansive pocket sliders create an airy, spacious ambiance that allows for indoor/outdoor living. The gracious living room flows effortlessly into a spacious formal dining area—ideal for entertaining. Most recent update, the built in shelving closest to the sliders were professionally removed to make room to hang an extra large tv. At the heart of the home, the open kitchen features granite countertops, abundant cabinetry, stainless-steel appliances, a brand-new dishwasher and microwave, recently replaced appliances throughout, and updated LED lighting. A charming breakfast nook overlooks the sparkling pool, creating a serene backdrop for everyday meals. Major mechanical updates include a NEW AC SYSTEM, NEW ROOF, NEW WATER HEATER, WHOLE HOUSE SURGE PROTECTION, wired carbon monoxide detectors, updated fixtures throughout, and enhanced LED lighting in the kitchen, laundry room, and garage — providing modern efficiency and confidence for years to come. Step outside to your private outdoor retreat where indoor and outdoor living truly unite. The expansive lanai surrounds a heated pool enhanced with a NEW POOL HEATER, NEW POOL PUMP, NEW POOL SKIMMER, NEW POOL DECKING, NEWER POOL CAGE (2019). Pool cage is professionally grounded for lightning protection, adding another thoughtful layer of security. Lush tropical landscaping surrounds the space for total privacy and year-round enjoyment. Safety and storm readiness are exceptional with NEW HURRICANE IMPACT WINDOWS, SLIDING IMPACT SHUTTERS for the pocket sliders, and a hurricane shield for the front entry. The oversized primary suite is a true sanctuary, offering private lanai access, dual walk-in closets, and a spa-inspired bath featuring dual vanities, a spacious walk-in shower, and an updated extra-deep garden tub. Two generously sized guest bedrooms are privately situated on the opposite side of the home—one offering direct pool access—alongside a well-appointed guest bath ideal for family or visitors. Additional highlights include an oversized three-car garage and a well-equipped laundry room with cabinetry, utility sink, drying rack, and ample storage. This home is located within Misty Oaks, an intimate enclave of just 63 homes, this residence offers low HOA fees and no CDD—delivering exceptional value within a peaceful, tucked-away setting. Enjoy privacy without sacrificing convenience, just minutes from Sarasota’s premier shopping, dining, golf, nature trails, and the pristine Gulf Coast beaches.UPDATE: Custom bookshelf nearest to the sliders and behind chairs has been professionally removed to allow for a tv.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Esmeralda Rico (941-600-8001)
527 FREELING DR, SARASOTA, FL 34242
$5,825,000185 Days on yellowkey MLS ID: A4669657
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 4310 Built: 2026 Tax: $6,458 (2024)Community: Bay Island ShoresSpa: YesSingle Family
Taxes:$6,458
Remarks: Under Construction. The exterior presentation of this spectacular waterfront residence is most impressive with its blend of modern architecture and refined luxury. With superior elevation high above the water’s edge on Siesta Key’s prestigious Bay Island, this new to-be-built 4,310 sq. ft. residence is an unparalleled oasis of tranquility in a breathtaking setting. A place where architectural elegance and natural beauty converge in perfect harmony with elaborate artisanal work, functional design, and top-tier amenities. For boaters, the location is ideal with a new seawall and a private dock allowing quick access to the bay and gulf beyond. Built with intention and quality, large windows flood the space with natural light illuminating the graceful enhancements within. When entering the home through the 4-car garage, an elevator takes you to the first and second living levels. An elegant foyer entry with double-height ceiling and sleek iron-railed staircase usher you into the spacious interiors where every detail, from the fluid layout to the custom finishes, is thoughtfully curated. Adding a distinctive touch to the stunning great room are 20-foot ceilings and a two-story entertainment wall flanked by artistic display niches. A wall of glass sliders sets a dramatic tone, framing water views and uniting indoor-outdoor living. Designed for effortless entertaining and timeless family gatherings, the outdoor area overlooks the water to create a tranquil setting that feels both secluded and well-connected. With nearly 500 sq. ft. of covered lanai, an outdoor cook center and a heated pool/spa, there’s ample opportunity for hosting special gatherings or simply enjoying the quiet beauty laid before you. Lovely landscaping, lush greenery and outdoor spaces add to the home's overall aesthetic appeal. A remarkable gourmet kitchen is designed for functionality and style, equipped with high-end finishes, top-tier appliances, a large island and a butler’s pantry with additional refrigerator and dishwasher. An adjoining dining room comfortably seats 8-10 and offers wonderful water views while dining. The primary wing is remarkable with an exquisite spa bath, enlarged customized wardrobe room, and direct access to the laundry facilities. The first level also includes a den suite ideal for remote work or creative pursuits and a completely private guest bedroom with its own full bath. Upstairs, there’s an overlook to the great room below, 2 bedrooms, 2 full baths, and an amazingly-sized bonus room with private balcony. The award-winning and talented team of professionals at Allegra Homes has thoughtfully and expertly created a residence offering a secure, exclusive lifestyle in one of Sarasota's most sought-after and high-value areas. The construction quality is of the highest standard, ensuring that the home is both beautiful and built to last. Just minutes to the mainland, downtown’s cultural mecca, world-class dining and shopping venues, gorgeous area beaches and a top-ranked school system coveted by families for generations, the prized waterfront location couldn’t be better. Showcasing extraordinary craftsmanship throughout, this never-lived-in showplace is the ultimate vision for those who value the very best of coastal Florida living. There’s still time to make your own personal choices for creating the perfect custom home tailored to your family’s taste and style.
4166 CENTRAL SARASOTA PKWY #527, SARASOTA, FL 34238
$259,00097 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
$319,900140 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
$1,745,00083 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
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.
340 MORNINGSIDE DR, SARASOTA, FL 34236
$4,925,000219 Days on yellowkey MLS ID: A4671655
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3280 Built: 1993Monthly Fee: $42 Tax: $55,749 (2024)Community: Lido CSpa: YesSingle Family
Taxes:$55,749
Remarks: Experience the epitome of island living in this luxurious three-bedroom, four-bath residence. With high-end finishes and spacious rooms featuring soaring ceilings, every detail exudes comfort and elegance. Enjoy leisure time with a ping-pong table, a theater room, and a pristine pool that basks in southern exposure, overlooking the tranquil open bayou. The kitchen, complete with a breakfast area, offers stunning views of the pool and bayou, while a cozy office space provides an ideal work-from-home environment. The home also features a beautiful dining room with a wet bar and a welcoming living room adorned with elegant wood floors throughout. Each bedroom offers luxurious en-suite baths, and the master bath is a true retreat. The expansive pool deck area and the convenience of a two-car garage and boat dock add to the home’s charm. Plus, with an elevator and a full-house generator, you’ll enjoy ultimate comfort and peace of mind.
Listing is courtesy of: DEVELOPERS REALTY LBK, INC (941-799-9096)
Listing Agent: Reid Murphy (941-232-3304)
223 SEAGULL LN, SARASOTA, FL 34236
$1,325,000381 Days on yellowkey MLS ID: A4654386
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1814 Built: 1961Monthly Fee: $89 Tax: $16,366 (2024)Community: Bird Key SubSingle Family
Taxes:$16,366
Remarks: Endless possibilities on Bird Key! This prime garden home sits in a location full of potential. Whether you’re looking to renovate and make it your own, start fresh with new construction, or add space to support your lifestyle—this property delivers. The lot is ideal for building a custom home that takes full advantage of the scenery and views. Already have a main residence? This could be the perfect spot for a guest house, studio, or even a car collector’s garage with room for your growing collection. The Bird Key location is convenient and has easy access to so many shops and galleries. Beach access for the beachgoers is enjoyable on Lido Key, which offers beautiful beaches and recreational activities, St Armands for upscale shopping and dining, Also , the Longboat Key Club is a very short distance away, which offers golf and tennis plus several restaurants. Waterfront living is at its best living on Bird Key, which also has a marina and clubhouse.
8963 FISHERMENS BAY DR, SARASOTA, FL 34231
$1,500,000377 Days on yellowkey MLS ID: A4654953
REDUCED by $75,000 (4.8%) on 06/03/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3300 Built: 1993Monthly Fee: $125 Tax: $10,372 (2024)Community: Fishermens BaySpa: YesSingle Family
Taxes:$10,372
Remarks: Live the Dream in Fishermen’s Bay – Private Bayfront Paradise with Deeded Boat Slip & Designer Touches. Welcome to a rare opportunity in the exclusive gated enclave of Fishermen’s Bay, a serene waterfront community of just 20 custom luxury homes, perfectly situated West of the Trail on the shimmering shores of Little Sarasota Bay. Tucked away at the end of a quiet cul-de-sac and nestled on a lush half-acre tropical estate, this Key West-style masterpiece offers over 3,200 square feet of elegant indoor living and expansive outdoor spaces designed for the ultimate Florida lifestyle. Enjoy Sarasota Bay views, water access, and a deeded boat slip, and private gate leading to Vamo Park for easy kayak launching just steps away. Crafted by renowned Yoder Construction, the home is a stunning blend of craftsmanship, comfort, and coastal sophistication. Step inside to discover wood floors, crown moldings, and stone countertops throughout. The chef’s kitchen is a dream, featuring a Viking range, Sub-Zero refrigerator, Fisher & Paykel dishwasher, quartz countertops ideal for entertaining. The main living and dining area opens through sets of French doors to a screened-in deck where you can relax and soak in the tranquil views of the bay and your private heated pool with sun shelf and 5-person spa (installed in 2020). Whether you’re enjoying your morning coffee or hosting sunset dinners, the setting is simply magical. The 3rd-floor master suite is a private sanctuary complete with a fireplace, dual walk-in closets, updated spa bath, and a private balcony offering serene water views. On the ground floor, a large bonus area opens to lush, Selby Garden-style landscaping with rambling paver walkways, and plenty of storage for kayaks and beach toys. Enjoy peace of mind with electric hurricane shutters, a 3-zone A/C system, engineered walls, and a sprinkler system fed by your own well. Additional Highlights: • Deeded boat slip with quick access to the Intracoastal • kayak launch • 2 fireplaces • Screened and covered porches for year-round enjoyment • 2-car garage with ample storage • Minutes to Siesta Key Beach, Pine View School, shopping, and dining This is more than a home—it’s a lifestyle. Discover the timeless charm of Old Florida with every modern luxury you could desire. Paradise is calling in Fishermen’s Bay!
Listing is courtesy of: CLUB REALTY (941-726-2677)
Listing Agent: Brooke O'Malley (941-726-2677)
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