Location: Sarasota
Do Not Show Listings
5387 HUNTINGWOOD CT #4, SARASOTA, FL 34235
$265,000332 Days on yellowkey MLS ID: A4658975
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1263 Built: 1982 Tax: $1,598 (2024)Community: HuntingwoodCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,598
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Stylishly renovated 2-bedroom, 2-bath villa in The Meadows, one of Sarasota’s most established and centrally located communities. This light-filled, move-in ready home features vaulted ceilings, an open-concept layout, and updated laminate wood flooring throughout. The kitchen has been refreshed with updated cabinetry, ample counter space, a double sink, and stainless steel appliances. A raised dining area adds flexibility to the living space. The property offers three distinct outdoor areas, including a screened lanai with wood-beam ceiling and ceiling fan, as well as a wraparound garden patio with multiple access points from the living room and both bedrooms—ideal for outdoor living and relaxation. The split-bedroom floor plan provides privacy, and both bathrooms have been updated. The primary suite includes dual vanities, a walk-in shower, and generous closet space. Located in a well-maintained, amenity-rich community with convenient access to shopping, dining, golf, parks, and Sarasota’s Gulf beaches. Priced at $265,000, this property represents one of the best values in The Meadows.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Kathleen Comerford (941-586-3229)
50 CENTRAL AVE #14B, SARASOTA, FL 34236
$1,400,000228 Days on yellowkey MLS ID: A4670232
REDUCED by $60,000 (4.1%) on 05/04/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1671 Built: 2005 Tax: $15,286 (2024)Community: Plaza At 05 Points ResidencesSpa: YesCondo
Taxes:$15,286
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Sarasota Middle
Remarks: Back on market following a busy rental season, and seller is motivated! Experience the essence of Sarasota’s urban living in this exquisitely updated two-bedroom, two-bath residence at Five Points Plaza, one of the city’s most sought-after addresses. Spanning 1,671 square feet, this beautifully appointed home combines elegant design, modern upgrades, and an unmatched downtown location. The chef-inspired kitchen is a masterpiece of coastal refinement, featuring GE Profile stainless steel appliances, Kohler fixtures, and an Ann Sacks designer tile backsplash. Polished quartz countertops create a sleek, inviting surface for entertaining, while the open-concept layout flows effortlessly into the dining and living areas. A custom solid maple built-in adds architectural warmth and sophistication, perfect for displaying art, books, or media. Step outside to your expansive private terrace, accessible from both bedrooms and the living room, offering stunning views of Sarasota Bay and the vibrant city skyline. The terrace extends your living space, ideal for morning coffee, dining al fresco, or cocktails at sunset. The primary suite is a tranquil retreat featuring a cozy sitting area that doubles as a reading nook or home office. A motorized window shade provides effortless privacy and light control, creating a restful atmosphere day or night. Both bathrooms showcase Kohler fixtures and sinks, while the guest bath features a custom solid oak vanity with artisan craftsmanship. At Five Points Plaza, every detail reflects convenience and peace of mind. Enjoy 24-hour concierge service, on-site management, secure garage parking, and resort-style amenities including a heated pool, state-of-the-art fitness center, and spacious entertainment areas. This property represents a rare opportunity to own a piece of downtown Sarasota’s lifestyle where, convenience, location, and livability converge.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Melissa Perrigoue (941-894-7165)
3835 AUTUMN FERN TER, SARASOTA, FL 34243
$480,000223 Days on yellowkey MLS ID: A4670884
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1744 Built: 2017Monthly Fee: $275 Tax: $3,530 (2024)Community: Magnolia PointSingle Family
Taxes:$3,530
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: One or more photo(s) has been virtually staged. A beautifully designed 3-bedroom, 2-bathroom home with an additional den or flex space, located in the highly sought-after gated community of Magnolia Pointe in Sarasota. From the moment you enter, you'll appreciate the bright and airy ambiance, enhanced by newly installed plantation shutters and abundant natural light flowing throughout the open floor plan. A versatile den on the left offers the perfect space for a home office, reading nook, or creative space. Continue down the hall, and the home opens into an inviting kitchen featuring a large island and beautiful granite countertops, a stylish tile backsplash, and a gas stove ready for your culinary creations. The open layout flows effortlessly into the dining area and spacious living room, where tray ceilings add an elegant touch. Sliding doors to the extended screened-in lanai are ideal access for outdoor relaxing or entertaining. There's also an outdoor gas line, ready for your future outdoor kitchen dreams. Mature, lush landscaping surrounds the backyard, offering natural privacy and a serene backdrop for your morning coffee or evening gatherings. The spacious primary bedroom offers a peaceful retreat, complete with a large walk-in closet and an en-suite bathroom featuring a double sink vanity and a roomy, spa-like shower. Located in a gated community, you'll enjoy both security and a sense of tranquility. Plus, this home is a short drive from Sarasota's world-renowned beaches, the upscale shopping and dining of University Town Center Mall, and an array of local shops and restaurants. Everything you need for the ultimate Florida lifestyle is right at your fingertips.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Bianca Dwyer (941-209-2466)
4722 HARRIS AVE, SARASOTA, FL 34233
$369,00043 Days on yellowkey MLS ID: A4692305
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1196 Built: 1954 Tax: $3,614 (2025)Community: Bee Ridge Townsite Revised Plat Of Blks 2 & 7Single Family
Taxes:$3,614
Elementary School: Ashton Elementary
High School: Riverview High
Tax Year: 2025
Remarks: Don’t miss this opportunity to own a vintage piece of Sarasota. Perfectly located within one of Sarasota’s highly sought-after A-rated school districts, this property offers exceptional value with no HOA and no CDD fees—ideal for homeowners, investors, or anyone seeking a move-in-ready home close to everything. This charming 3-bedroom, 1.5-bath residence sits on a double lot surrounded by mature fruit trees including mango, banana, lemon, and guava. Inside, you’ll find beautiful wood tongue-and-groove ceilings and an inviting open floor plan anchored by an oversized kitchen island with abundant counter space—perfect for entertaining and everyday living. Major upgrades provide peace of mind, including a new roof (2025), new HVAC system (2025) with a 12-year transferable warranty, new water filtration system (2025), upgraded electrical panel (2025), new insulation (2025), and new flooring throughout the living room and bedrooms (2025). Additional updates include a new water heater (2024), upgraded bathroom (2025), and new kitchen appliances including dryer, range, and refrigerator (2024). Step outside to a 12x12 Trex deck, a fully fenced yard, and a charming chicken coop, creating a unique homestead-style setting. A standout feature is the property’s direct adjacency to the Legacy Trail bike path, offering unmatched access to outdoor recreation. The location is exceptional—just minutes from shopping, dining, parks, and I-75. Zoned for Ashton Elementary, Sarasota Middle, and Riverview High, some of the highest-rated schools in the county. You’re only 6 miles from world-famous Siesta Key Beach and a 30-minute drive to Warm Mineral Springs Park, Florida’s only natural warm mineral spring (85°F year-round). With no deed restrictions, this property offers flexibility, lifestyle, and long-term value in one of Sarasota’s most desirable areas.
Listing is courtesy of: U-HOME REALTY LLC (941-726-3736)
Listing Agent: Yuhong Wan (941-726-3736)
2519 SESAME ST, SARASOTA, FL 34231
$1,670,000118 Days on yellowkey MLS ID: A4682791
1 Days Off yellowkey (back on 5/4/2026)
REDUCED by $25,000 (1.5%) on 04/12/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3715 Built: 1975 Tax: $14,989 (2025)Community: Sesame Acres A RepSingle Family
Taxes:$14,989
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Motivated seller and welcomes serious offers! This 5-bedroom single-family home on just under an acre in the heart of Sarasota is a rare find. The residence has been beautifully updated featuring a stunning, newly renovated kitchen with modern finishes, quality cabinetry, and generous space for cooking, gathering, and entertaining. The thoughtfully designed layout flows seamlessly, offering both comfortable everyday living and an ideal setting for hosting family and friends. Set on an incredibly hard-to-find .93 acres, the property provides exceptional privacy and outdoor enjoyment. The fully fenced yard offers security and peace of mind, while the heated pool creates the perfect space for year-round relaxation and entertaining. Located within an excellent school district and close to everything Sarasota has to offer, this home delivers the perfect blend of space, style, privacy, and location.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Amber Lynch (941-556-9680)
1215 S PORTOFINO DR #107, SARASOTA, FL 34242
$425,00044 Days on yellowkey MLS ID: A4692252
0 Days Off yellowkey (back on 5/3/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 929 Built: 1968 Tax: $3,442 (2025)Community: Siesta Harbor ISpa: YesCondo
Taxes:$3,442
Remarks: Under contract-accepting backup offers. WATERFRONT SIESTA HARBOR!DIRECT VIEWS OF THE CANAL, walk right out to the canal from your Lanai! BEACH ACCESS ACROSS THE STREET! Turn-Key Furnished with a Canal View! Move in ready, enclosed lanai with all furniture and furnishings included! Highly Sought after remodeled Unit on the Canal in the Dolphin Building! Close to the Resort-style Heated Swimming Pool and Spa on the wide part of the canal. This Charming condo is adorned with large windows, bathing the dwelling in warm, natural light. Combining dining and living space, this turn-key furnished condo is Spacious, light and airy with a Gorgeous updated kitchen with granite countertops! Just move right in or rent until you retire! It's ready for your enjoyment! Active 55+ community, close to the pool, clubhouse, beach access, SCAT, the trolley right outside your door! Beautifully done, tile through out, great coastal feel! TURNKEY FURNISHED! This is a great community lots of activities, fitness room, saunas, outdoor spa, heated pool, on site free laundry, pier on the main intracoastal waterway to relax and fish each day, plus boat slips as available, for a reasonable fee through the Association. The location is wonderful, easy on and off the key, walk to shops, restaurants, mini-donuts! Elevate your living experience in this ready-to-move-in, fully furnished home, and enjoy all the benefits and convenience it offers. Don't miss this chance to reside in one of the best locations in Sarasota; your new home awaits!
Listing is courtesy of: JUDITH GUZZI & ASSOCIATES LLC (914-490-9032)
Listing Agent: Judith Guzzi (914-490-9032)
5495 CYNTHIA LN, SARASOTA, FL 34235
$611,00055 Days on yellowkey MLS ID: TB8498165
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2198 Built: 1993Monthly Fee: $31 Tax: $5,889 (2025)Community: Deer HollowSingle Family
Taxes:$5,889
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Stop your search—this is the MOVE-IN READY gem you’ve been waiting for! Tucked away in the quiet, family-friendly enclave of Deer Hollow, this 3-bedroom, 2-bathroom pool home sits on an exceptionally SPACIOUS AND PRIVATE LOT at the end of a peaceful cul-de-sac. Every inch of this residence has been meticulously revitalized, boasting a BRAND NEW ROOF, new water heater, and updated AC and appliances for total peace of mind. Inside, you’ll find a FULLY UPDATED KITCHEN AND BATHROOMS, fresh designer paint inside and out, modern flooring, and upgraded lighting throughout. The versatile Florida room provides that essential ADDITIONAL LIVING SPACE for a home gym or private office, while the outdoor oasis beckons with a RECENTLY RESURFACED POOL and cozy fire pit area. Perfectly positioned near UTC MALL, BENDERSON PARK, AND DOWNTOWN SARASOTA, this home also features HURRICANE SHUTTERS to ensure AFFORDABLE INSURANCE. It truly is the TOTAL PACKAGE!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Krisztina Juhasz (571-423-8772)
8309 SHADOW PINE WAY, SARASOTA, FL 34238
$1,019,000109 Days on yellowkey MLS ID: A4684119
REDUCED by $26,000 (2.5%) on 04/30/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2790 Built: 1991Monthly Fee: $205 Tax: $6,496 (2025)Community: Deer CreekSpa: YesSingle Family
Taxes:$6,496
Elementary School: Gulf Gate Elementary
Remarks: Meticulously renovated and move-in ready, this four-bedroom pool home offers stunning lake views in Palmer Ranch's prestigious Deer Creek. This gracious residence has been completely reimagined for the highest level of comfort, style, and peace of mind, boasting a 2021 roof, impact-rated doors and windows, lush tropical landscaping, and a sleek paver driveway. Upon entry, guests are immediately greeted with sweeping views of the expansive pool lanai and the tranquil lake beyond. The split floorplan is anchored by soaring ceilings and luxury vinyl plank flooring throughout. Architectural character abounds through a wood-burning fireplace, vaulted ceilings, skylights, tray ceilings, custom moldings, and plantation shutters. The 2022 chef's kitchen is a culinary masterpiece featuring custom ceiling-height cabinetry, lighted glass accent doors, and a generous island with a farmhouse sink, complemented by KitchenAid appliances (including an induction stove and double oven with convection), granite surfaces, a separate prep sink, an above-stove pot-filler, and Rohl faucets. The primary retreat serves as a private sanctuary, complete with a "speakeasy" door and sliding glass doors to the pool area. A spa-like ensuite completes the primary suite featuring a steam shower, Victoria and Albert soaking tub, custom vanities with granite countertops and contemporary LED medicine cabinets, including a separate makeup area. Three additional bedrooms, including one with its own ensuite, provide ample space for family and guests to relax. Outside, the expansive screened lanai and 2022 renovated pool with waterfall spa provide the ultimate backdrop for alfresco dining against a tranquil lake setting teeming with wildlife. Additional upgrades include an EV charger in the garage, a 2025 irrigation system, a custom Amish-built library wall and murphy bed, and an HVAC system with a whole house air filter and separate UV disinfection filter. Deer Creek is an upscale, guard-gated community featuring scenic lakes and a tranquil natural environment all just minutes from the Sarasota's world-class beaches, premier shopping and vibrant cultural attractions.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Jaya Brossard (941-914-8414)
6005 MIDNIGHT PASS RD #N4, SARASOTA, FL 34242
$799,999154 Days on yellowkey MLS ID: A4677763
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1966 Tax: $7,741 (2025)Community: Provincial GardensVilla
Taxes:$7,741
Remarks: Perfect Snowbird Getaway! Mid Siesta Key, highly sought after, free-standing villa with it’s own private courtyard front, side and rear. Maintenance Free condo lifestyle that feels like a single family home. Situated in Provincial Gardens on a lushly landscaped and tree canopied street of only 26 units offering old Florida charm. This updated, Turnkey Furnished 2 bedroom + Den, 2 bath offers 1400sf. Spacious owner’s suite features a private patio; wall of closets; and ensuite bath. The updated kitchen offers abundance of cabinets and counterspace & newer appliances. The open floor plan offers tile floors throughout; abundance of sliding glass doors opening to your surrounding private courtyard; Florida room; updated baths; Full Size washer/dryer utility closet; new hot water heater 2023; New roof 2023; & Storage Shed 10x6. The crown jewel of this community is the enormous Bay front park with spacious paver patio where owners and their guests enjoy exquisite sunrises and picturesque sunsets while watching the dolphins, manatees, birds and boaters play in the intracoastal waterway. In addition, there is a new seawall, day dock with canoe/kayak launch, and plenty of room to try your luck at fishing. In addition, owners enjoy deeded beach access; beach chair usage; and jr. Olympic heated pool across the street at the Aloha Kai Community. It is also comforting to note that this community sustained no water damage from any recent hurricanes. This Beach to Bay Retreat is ready as a rental or personal winter getaway for you, your family and friends. This mid-key location is an easy Breeze Bus or Froggy Hop ride to Siesta Key Village; Tennis Courts; Public Beach; Grocery; and abundance of restaurants. Don't delay; these units are rarely available and sell fast.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Linda Starcher, Pa (941-780-2396)
540 N TAMIAMI TRL #701, SARASOTA, FL 34236
$3,350,000179 Days on yellowkey MLS ID: A4675649
REDUCED by $199,000 (5.6%) on 04/24/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3698 Built: 2020 Tax: $36,727 (2024)Community: The Blvd SarasotaSpa: NoCondo
Taxes:$36,727
Elementary School: Alta Vista Elementary
Remarks: Enjoy refined elevated Living at The BLVD offering more than a home—this northwest corner 4-bedroom unit delivers a premier vantage to Sarasota’s spectacular bay and city skyline views from sunrise to sunset. Perfectly positioned in the Bayfront District, this modern masterpiece rises above the ordinary to bestow a stunning expression of Sarasota living. Expansive floor-to-ceiling glass along with a 1,356 sq ft wraparound balcony reveal sweeping unobstructed bay vistas and glittering city views. A private elevator entry introduces a flowing 3,698 sq ft layout with tons of natural light designed to showcase the view from nearly every space. The generous great room is designed for both comfort and entertaining, highlighted by soaring tray ceilings, a custom wooden slatwall, and wood-planked tile flooring. The kitchen serves as a striking focal point, blending refined cabinetry and a tailored tile backsplash for a clean, contemporary aesthetic. A quartz-clad island provides abundant workspace and storage, while premium Thermador appliances—including convection cooktop, built-in wall oven, wine refrigerator, and dual pantries with custom shelving—cater to both everyday living and elevated culinary pursuits. The primary suite offers a tranquil retreat, featuring two walk-in closets and a spa-inspired bath complete with a soaking tub and an expansive glass-enclosed shower featuring luxurious his-and-her Rain Head, enhanced with integrated steam for a spa-like retreat. An additional oversized bedroom suite currently used as a bonus room could become the primary bedroom. Two additional bedroom suites each enjoy private terrace access and indulgent en-suite baths. A stylish powder room and a well-appointed laundry room complete the interior. BLVD is an intimate, boutique residence with just forty-nine homes, distinguished by its curated, hotel-inspired amenities and full-time concierge services. Residents enjoy an elegant social lounge with service bar, a state-of-the-art fitness center, conference facilities, a temperature-controlled wine room with private secured storage, an indoor driving range, and a dedicated dog grooming suite. An expansive outdoor terrace provides additional lounge spaces and thoughtfully designed pet amenities. At the pinnacle of the building, Sarasota’s premier rooftop retreat offers an unmatched setting for relaxation and entertaining, featuring a stunning zero-horizon pool, inviting lounge areas, a covered summer kitchen, and a fire pit overlooking the bay. Residence 701 reflects the very essence of the Sarasota lifestyle—where refined luxury and effortless sophistication converge. And COMING SOON - 1000 NORTH Sarasota, an exclusive members-only club located on the bottom floor of the BLVD and centered in the heart of the city’s cultural corridor. This private retreat will offer refined dining and handcrafted cocktails. From waterfront strolls and acclaimed dining to world-class arts and cultural events just moments away, BLVD is as much a destination as it is a home.
Listing Agent: Francoise Borel (941-228-3768)
1209 WESTWAY DR, SARASOTA, FL 34236
$13,900,000298 Days on yellowkey MLS ID: TB8420202
Bed: 5 Bath: 7.0 Gar: 2 Liv Area Sq Ft: 6862 Built: 1987 Tax: $37,838 (2025)Community: Lido CSpa: YesSingle Family
Taxes:$37,838
Remarks: ONE OF THE LARGEST GULFFRONT ESTATES OFFERING STUNNING GULF VIEWS | LIDO SHORES | SARASOTA | Situated within the prestigious enclave of Lido Shores in Sarasota, this exceptional estate seamlessly marries architectural pedigree with unmatched natural beauty, offering the perfect balance of accessibility—just minutes from the vibrant St. Armands Circle and dynamic downtown Sarasota—all with complete seclusion and privacy. This is far more than a luxury residence; it represents a legacy property conceived by one of Southwest Florida’s most acclaimed architects, destined to endure as one of Lido Key’s most distinguished Gulf-front estates for generations to come. Perched on the coveted Gulf of Mexico, this extraordinary estate represents the pinnacle of coastal luxury, designed by celebrated architect Clifford M. Scholz, founder of CMSA Scholz, Oswald & Shaffer whose vision transforms this super-sized pristine Gulf frontage estate into an architectural symphony of sophistication and modern elegance. This distinguished 6,862-square-foot residence commands stunning panoramic views of the Gulf, standing as one of Sarasota’s most coveted coastal properties where thoughtful scale and precise attention to detail converge in perfect harmony. The property is strategically elevated for optimal protection from storms (no water intrusion from storms). The interior unfolds as a masterclass in refined design, with soaring vaulted ceilings, curated designer lighting, formal living and dining rooms framed by floor-to-ceiling glass with panoramic water views, generous gathering spaces, a sun-drenched breakfast nook, a versatile bonus flex room extends living possibilities just steps from the resort-style pool. At the heart of daily life lies a custom culinary masterpiece, anchored by an elegant La Cornue range and a matching commercial vent hood, a large butler’s kitchen, and a built-in bar for ease of prep and service for bespoke, large gatherings of family, friends or business associates. The gourmet kitchen’s impressive arsenal includes a Sub-Zero refrigerator, Miele dishwasher, Bosch oven, Dacor microwave, and wine refrigeration. The residence’s five bedrooms, six full bathrooms, and two powder rooms provide luxurious accommodations for family and guests, including two distinctive guest suites featuring charming loft spaces. The serene primary suite serves as a private sanctuary, while two dedicated office spaces offer quiet retreats for productivity. The home’s wellness amenities include a traditional sauna and state-of-the-art infrared light therapy room, bringing spa-inspired luxury into daily life. Throughout the residence, sophisticated architectural details, including an elegant custom-crafted staircase and two inviting fireplaces, reinforce the home’s exceptional character and superior craftsmanship. The outdoor living experience unfolds as a private resort oasis, where a stunning pool with cascading waterfall features becomes the centerpiece of the professionally designed landscaping that embraces and enhances the spectacular Gulf-front setting. The property’s distinguished presence is defined by Turkish white shell stone perimeter walls and elegant gates that provide both privacy and architectural gravitas. Generous grounds offer exceptional potential for expansion or additional structures, this remarkable property presents the rare opportunity to create a truly private family compound. (Adjacent parcel at may also be purchased in tandem.)
Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: Leisa Mohler-Erickson (239-789-7106)
1865 ORCHID ST, SARASOTA, FL 34239
$1,895,00073 Days on yellowkey MLS ID: A4688669
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2252 Built: 1953 Tax: $17,715 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$17,715
Remarks: Welcome to your dream home in Sarasota’s coveted West of Trail neighborhood—one of the area’s most sought-after locations, known for its quiet, tree-lined streets, upscale homes, and unbeatable proximity to the water. This beautifully designed 4-bedroom, 3-bathroom residence offers the perfect blend of comfort, style, and income potential, complete with a spacious garage for added convenience. Inside, you’ll find a thoughtfully curated layout that effortlessly balances everyday living with entertaining, featuring open, inviting spaces filled with natural light. Step outside to your own private retreat. The brand-new heated pool and spa create a true Florida oasis—perfect for relaxing afternoons, entertaining guests, or enjoying warm evenings year-round. Living West of Trail means being just moments from the best of Sarasota. You’re minutes to the powdery white sands of Siesta Key Beach, consistently ranked among the top beaches in the country, as well as the vibrant culture, dining, and shopping of Downtown Sarasota. The area is prized for its blend of coastal charm, walkability, and access to top-rated schools, making it highly desirable for both homeowners and vacation guests. Whether you’re seeking a personal retreat, a luxury vacation home, or a high-performing investment property, this residence delivers on every level. Don’t miss the opportunity to own a move-in-ready home in one of Sarasota’s premier locations.
Listing Agent: Tina Ellis (512-550-1117)
5231 MAHOGANY RUN AVE #325, SARASOTA, FL 34241
$268,00055 Days on yellowkey MLS ID: TB8500121
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1433 Built: 1998 Tax: $3,262 (2025)Community: Veranda 1 At Heritage OaksCondo
Taxes:$3,262
Elementary School: Lakeview Elementary
Remarks: FULLY FURNISHED ! Welcome to 5231 Mahogany Run Ave, Unit 325 - One of Sarasota’s most sought-after gated, resort-style communities. This second-floor residence features vaulted ceilings, an open, airy layout, and peaceful views overlooking the 13th hole and adjacent nature preserve. This well-designed 2-bedroom, 2-bath floor plan includes a dedicated office/den that can easily function as a third bedroom, ideal for guests, a home office, or added flexibility. The main living area flows directly to both the front and rear screened lanais, both recently upgraded with new tile - perfect for enjoying golf course and preserve views. Inside, you’ll find laminate flooring throughout the main living areas and bathrooms, with soft carpet in the bedrooms for added comfort. A built-in wet bar in the living room adds a great touch for entertaining. The kitchen offers a clean, functional layout with ample cabinetry and a seamless connection to the dining and living areas. The primary suite is privately situated with generous closet space and an en-suite bath. The guest bedroom is well-positioned and paired with an updated guest bathroom, giving a fresh, modern feel for visitors. Additional highlights include a newer A/C system (2022), a new roof, one-car garage, and open guest parking. The home is being offered fully furnished, with everything included. Making this a true turnkey opportunity. Condo fees are highly inclusive, covering unlimited golf, water, sewer, trash, cable, and internet—an ideal setup for golfers or buyers seeking a low-maintenance second home. Heritage Oaks offers an 18-hole golf course, five heated pools, tennis courts, fitness center, 24-hour gated security, and a vibrant clubhouse with dining and year-round events. A clean, flexible, and fully equipped opportunity in one of Sarasota’s most established golf communities.
Listing is courtesy of: MCBRIDE KELLY & ASSOCIATES (813-254-0900)
Listing Agent: Wallas Silva (704-953-1922)
2170 ROBINHOOD ST #C2-102, SARASOTA, FL 34231
$1,025,000104 Days on yellowkey MLS ID: A4684432
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1429 Built: 2025 Tax: $46,289 (2025)Community: Sarasota Bath And Racquet Club, A CondominiumCondo
Taxes:$46,289
Remarks: Under Construction. Experience refined luxury living at Bath & Racquet Residences, where modern elegance meets Sarasota’s storied legacy. This beautifully designed two bed 2.5-bath duplex residence features floor-to-ceiling windows, custom Italian cabinetry, quartz countertops, premium Bosch appliances, and a large outdoor patio overlooking the tennis courts. Beyond your doorstep, enjoy an unparalleled collection of resort-style amenities. The community and club feature a private pool, expansive two-acre park, dog park, playground, and a scenic 1-kilometer walking trail—perfect for an active outdoor lifestyle. Sports and wellness enthusiasts will appreciate 13 tennis courts, 2 pickleball courts, 4 padel courts, a resort-style club pool, on-site restaurant, state-of-the-art fitness center, and a full-service wellness spa. Located just 4 miles from the world-famous Siesta Key beaches and 3 miles from vibrant Downtown Sarasota, this address offers the perfect blend of luxury, convenience, and coastal sophistication. Bath & Racquet Residences presents a unique opportunity for both full-time residents and investors, with short-term rentals permitted (7-night minimum), offering flexibility and income potential. Under the guidance of Tommy Haas, former World No. 2 and official club ambassador, this iconic redevelopment reimagines the historic Bath & Racquet Club, originally founded in 1969. Once the home court of tennis legends such as Chris Evert and Martina Navratilova, the property now enters a new era—honoring its rich heritage while embracing modern elegance, wellness, and active living. Designed by Halflants + Pichette Architects, Bath & Racquet Residences and Club presents 256 luxury condominiums with low HOA fees.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Cari Miller (203-722-4509)
1400 BURGOS DR, SARASOTA, FL 34238
$365,000272 Days on yellowkey MLS ID: A4665075
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1672 Built: 2006Monthly Fee: $408 Tax: $3,948 (2024)Community: Isles Of SarasotaTownhouse
Taxes:$3,948
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: Welcome to this bright, move-in ready 3-bedroom, 2.5-bath townhome in the sought-after Isles of Sarasota community in Palmer Ranch where you can enjoy an amenity-rich and maintenance-free lifestyle. Inside, on the first floor you'll find an open floor plan living room and dining room with a spacious kitchen & a breakfast area, as well as a laundry area and guest bathroom. Step outside to your private patio where you can sit, relax, and enjoy peaceful views of nature. Upstairs, all three bedrooms and two full baths provide ample space and comfort. This layout is ideal for anyone looking for convenience and everyday comfort or someone seeking a strong rental opportunity in a high-demand area. The Isles of Sarasota has a heated resort-style pool, fitness center, 4 Har-Tru tennis courts, basketball, playground and clubhouse. With a dedicated lifestyle director, there's always something fun on the calendar for you to enjoy! For your convenience the community includes an on-site manager. Ideally located just minutes from Siesta Key Beach, downtown Sarasota, Legacy Trail, top-rated restaurants, and shopping.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Katia Balcazar (941-539-1005)
3576 SAN REMO TER, SARASOTA, FL 34239
$5,799,995402 Days on yellowkey MLS ID: A4652012
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 6091 Built: 2009Monthly Fee: $13 Tax: $23,607 (2024)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$23,607
Remarks: One or more photo(s) has been virtually staged. 3576 San Remo Terrace – A Waterfront Masterpiece in Sarasota Discover the pinnacle of coastal luxury at this exquisite estate, nestled in the highly sought after San Remo Estates. Offering the best views over Roberts Bay, this 6,091-square-foot residence seamlessly blends timeless elegance, modern sophistication, and unparalleled waterfront access. With an unrivaled location & architectural grandeur it is positioned just over the North Bridge to Siesta Key, this estate delivers spectacular bay views without the flood risks or accessibility challenges often associated with barrier island living. Set on the preferred side of San Remo Terrace, the home enjoys mesmerizing sunset panoramas, deep-water access to the Gulf, and a private, tree-lined setting. A grand custom entryway welcomes you into a world of refined luxury, where turquoise water vistas and the gentle movement of passing boats create an immediate sense of tranquility. The circular paver driveway, lush tropical landscaping, and striking architectural design set the tone for an extraordinary living experience. Designed for entertaining and everyday indulgence. The expansive open floor plan is tailored for both grand gatherings and intimate moments. A grand salon, spacious family room, and a fireplace-accented dining space establish an inviting atmosphere for hosting. The chef’s kitchen is a culinary masterpiece, featuring dual islands with exotic stone countertops, a six-burner gas stove with griddle, double ovens, warming drawer, and an oversized refrigerator/freezer—crafted for culinary excellence. A wet bar and 625-bottle climate-controlled wine room provide the ultimate setting for connoisseurs and casual entertainers alike. With 4 bedrooms, 4.5 baths, an oversized office, and a versatile upstairs entertaining space, this home offers unmatched comfort and functionality. The primary suite on the main floor serves as a serene haven, complete with a luxurious en suite bath, while a private guest suite on the second floor ensures exclusivity for visitors. Step outside into a world of unparalleled alfresco luxury. A resort-style infinity-edge pool takes center stage, surrounded by an expansive paver deck with multiple seating and dining areas—perfect for sun-drenched afternoons or moonlit gatherings. Lush landscaping wraps this serene retreat, creating an oasis for relaxation or playful indulgence. For boating enthusiasts, this estate presents unmatched access to Sarasota’s famed waterways. Brand-new dock & 10,000-lb boat lift Kayak & paddleboard access Fortified seawall The Best of Sarasota Living! This home offers effortless proximity to downtown Sarasota, Siesta Key’s award-winning beaches, fine dining, top-tier schools, and world-class healthcare facilities. Don’t miss the rare opportunity to make this timeless, Tuscan, luxurious waterfront estate your own!
Listing is courtesy of: COMPASS FLORIDA LLC (305-851-2820)
Listing Agent: Deanalita Edelson (941-343-7677)
3685 SQUARE WEST LN #28, SARASOTA, FL 34238
$495,000136 Days on yellowkey MLS ID: A4680387
REDUCED by $24,000 (4.6%) on 04/20/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2741 Built: 2005 Tax: $4,290 (2025)Community: Palmer Square WestCondo
Taxes:$4,290
Remarks: Well-maintained and beautifully designed, this spacious three-bedroom elevated condominium lives like a single-family home, featuring high ceilings, an open, airy floor plan throughout with easy access from the front staircase or elevator. The living and dining areas flow seamlessly into the family room and breakfast area, all centered around an open kitchen that is easily accessible. The generous sized primary suite offers tray ceilings and a large sitting area with serene park-like views. Oversized, multiple closets provide no less than 11 feet of double-hanging space, several shelving levels and a separate shoe closet. The sun-filled primary bath includes a water closet, step-in tub, separate shower, dual sinks plus private utility closet. The spacious guest suite features its own private bath and closet, offering comfort and privacy for visitors. The third bedroom is used as a home office, providing flexible living space to suit a variety of needs. The ground level features an oversized garage with 11 feet of linear storage, separate workroom with workbench, refrigerator, additional storage area and direct elevator access. The garage is also equipped with 220-volt service for electric vehicle charging. Enjoy indoor-outdoor living on the 19-foot screened lanai, accessible from the primary suite, guest suite and family room. Relax on the porch swing while overlooking the tranquil pond with fountain and lush landscaping. The Square West community amenities include a pavilion for social gatherings, pool and spa, making this well-maintained neighborhood a peaceful and enjoyable place to call home. New hurricane impact resistant windows installed 2015, new hurricane resistant sliding glass doors installed 2019.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Peg Davant (941-356-4552)
1350 5TH ST #306, SARASOTA, FL 34236
$950,000196 Days on yellowkey MLS ID: A4673354
REDUCED by $49,000 (4.9%) on 05/01/2026
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 1836 Built: 2019Monthly Fee: $1,840 Tax: $13,815 (2024)Community: Risdon On 5ThSpa: NoCondo
Taxes:$13,815
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. This is the LOWEST-PRICE two-story condominium among comparable units! Welcome to Risdon on 5th! This luxurious, gated residence is ideally located in downtown Sarasota’s most coveted area, the Rosemary District. Rarely available, Risdon on 5th was just built in 2019 and offers a sleek, contemporary living experience within award-winning architecture designed by the renowned Halfants & Pichette. Semi-private elevators whisk you to the third floor of this modern END-UNIT residence. In 2019 the sellers spared no expense upgrading this spacious two-story condominium that offers 3 bedrooms and 3.5 bathrooms, highlighted by energy-efficient IMPACT WINDOWS and DOORS, soaring ceilings, and premium designer finishes throughout. An airy loft bathed in natural light enhances the home’s open, sophisticated feel. The custom-built kitchen showcases premium JennAir appliances, exquisite Irpinia soft-close cabinetry, and a striking centerpiece island highlighted by a 2 inch waterfall-edge Quartz countertop. All 3 bedrooms feature private en-suite bathrooms, with an additional half bath conveniently located on the main floor. Entertain your guests with amenities that include a heated rooftop pool, two rooftop terraces with panoramic Sarasota Bay views and plenty of available onsite parking. Experience the ultimate downtown living with not 1, but 2 private balconies facing North and South, perfectly positioned for spectacular sunrises and unforgettable sunsets. The monthly fees include cable, internet, water, trash, sewer, insurance, reserves, and owners can have 2 pets. This premier building holds a spacious courtyard that is gated and secured, providing 1 designated covered parking spot for owners, plenty of flex parking spaces for owners and guests, and ample street parking. Enjoy the luxury of the close proximity to the Farmers Market, Artisan Cheese Co, Whole Foods, art galleries, Marina Jack, Van Wezel, Ringling Bridge and a short 1.5 blocks from the new Bay Park, Sarasota's beautiful new waterfront park with weekly outdoor entertainment. Comparable units are priced at $1.7 million in the Rosemary District, so act quickly and call for your showing today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Angela Lista (941-544-6255)
5302 LAS ROSAS, SARASOTA, FL 34242
$725,000320 Days on yellowkey MLS ID: A4659614
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1184 Built: 1962Monthly Fee: $4 Tax: $3,190 (2024)Community: Sarasota BeachSingle Family
Taxes:$3,190
Remarks: Welcome to Palm Island, the Heart of Siesta Key!! Palm Island is an Island on an Island, located a short walk to World Famous Sugery Sands of Siesta Key Beach (Beach Access 10) and Siesta Village. With only one small humpback bridge on & off, this beachy neighborhood is a quiet oasis that is close the beach, restaurants and nightlife that makes this area so desirable. Great opportunity to build your dream home or use the current home as an investment or just enjoy the Island lifestyle. Current home has 2 bedrooms, 2 baths and a 2-car garage. Terrazzo floors throughout. The fenced back yard is a Tropical Paradise for taking in the soothing Gulf Breeze.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Dan Miller (941-376-7442)
2453 CRISPIN CT #F4, SARASOTA, FL 34235
$289,900149 Days on yellowkey MLS ID: A4678095
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1685 Built: 1979Monthly Fee: $803 Tax: $2,538 (2025)Community: Meadowlake IiVilla
Taxes:$2,538
Remarks: One or more photo(s) has been virtually staged. Captivating Views on Crispin Court. Located within the sought-after community of The Meadows in Sarasota, this beautifully remodeled THREE-BEDROOM, two-bath villa offers 1,608 square feet of thoughtfully designed living space, along with a versatile bonus area ideal for a home office, study, or flexible living needs—a feature not typically found in Meadowlake units. The A/C and hot water tank were REPLACED in 2022. This residence enjoys UNOBSTRUCTED WATER-VIEWS from the downstairs primary bedroom, living room, and an upstairs bedroom, all complemented by a picturesque golf course fairway in the distance, creating a serene and private setting. The two-story floor plan features a first-floor primary suite with an UPDATED en-suite bathroom and ample closet space. The spacious living and dining areas showcase VAULTED CEILINGS, enhancing openness, natural light, and the home’s connection to the outdoors. Upstairs, two additional bedrooms provide comfort and privacy, ideal for guests or added flex space. The kitchen is well-appointed with granite countertops, abundant cabinetry, generous storage, a newer refrigerator, and a pantry, offering both functionality and timeless appeal. NEWLY INSTALLED luxury vinyl flooring runs throughout the home, while the entire interior has been freshly painted, providing a clean, move-in-ready presentation. Just beyond the living space, a screened-in lanai offers an inviting open-air seating area, perfect for morning coffee, evening relaxation, or enjoying peaceful water views—an ideal extension of the indoor-outdoor lifestyle. The surrounding landscape, both around the home and throughout The Meadows, feels more like a park with homes rather than a dense subdivision. Residents enjoy an active, amenity-rich lifestyle spanning over 1,650 acres of mature oak canopies, scenic lakes and waterways, golf courses, tennis courts, new pickleball courts, a fitness center, 14 miles of walking and bike trails, and a junior Olympic-size community pool. The Meadowlake neighborhood also offers TWO PRIVATE POOLS. Conveniently located near shopping, dining, cafés, University Towne Center (UTC), Mote Marine Aquarium, cultural attractions, and approximately 13 miles to Sarasota’s renowned beaches, this villa offers comfort, lifestyle, and an exceptional location. Schedule your private showing today to experience the setting, views, and quality this Meadowlake villa offers—an exceptional opportunity within one of Sarasota’s most established communities.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Andy Scherer (315-264-0944)
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