Location: Sarasota
Do Not Show Listings
SARASOTA, FL 34236
$10,400,000535 Days on yellowkey MLS ID: A4631351
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 4482 Built: 2026Community: Rosewood Residences Lido KeySpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: None
High School: None
Tax Year: 2022
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Under Construction. The Rosewood Residences, Lido Key is the first collaboration between Rosewood and a developer for a stand-alone residential condominium bearing the prestigious Rosewood name. Offering a limited collection of 65 stunning private residences located on 3.5 acres of one of the most treasured beaches on the West coast of Florida with 235 feet of beach frontage. The 11-story design by Miami based Swedroe Architecture with interiors spaces thoughtfully designed by Lillian Wu Studios of NYC. Offering 24-hour concierge, valet parking and bespoke owner services by Rosewood Resorts. Residence #1108 features 11’ ceilings, 4 bedrooms, 4.5 baths plus den with 4,482 square feet perfect for entertaining. Dramatically organized around an expansive island and an inviting full size wet bar warmed by sunny southern exposure with city and bay views to the East. As the private elevator doors open to the grand salon, the abundance of light and floor to ceiling windows provide a spectacular view of the Gulf of Mexico. Three guest ensuite bedrooms plus a spacious den ensuring owners and guests privacy. The Owner’s suite continues the views even further, with a full wall of floor to ceiling windows and glass door leading out to your expansive terrace. Imagine waking up to this view and enjoying a cup of coffee from the morning bar without having to leave your owner’s suite. No detail overlooked in the expansive kitchen with Wolf, Sub-Zero, Waterworks plumbing fixtures, Rocky Mountain hardware and Irpinia cabinets with a multitude of finish choices. Grab your favorite vintage from your Sub-Zero wine refrigerator as the chef in your life creates their masterpiece on the outdoor summer kitchen with built in gas grill. The residence is a perfect location for entertaining and offers a separate service galley with a second refrigerator, oven, and dishwasher, a perfect space for catering or a dinner prepared by your onsite chef and delivered by the in-residence dining team. The 46,900 square foot amenity level offers an intimate, private club atmosphere surrounded only by family and friends. The spaces are perfect for gathering or quiet escape. Only 65 owners, your experience will be as private as it will be luxurious. Lavish amenities include a private waterfront Bistro dining option, a world-class fitness center with options for private training and yoga, two outdoor pools, private cabanas, day beds, towels, food and beverage service. The wellness spa is a haven for relaxation with hot and cold plunge pools, sauna and steam rooms and private massage treatment rooms. The Club Lounge, serving morning coffee, is a wonderful place to start the day. The other amenities include an exciting game room with TVs, bar, billiards, jukebox and game tables, a nine-seat private theater and six generously sized guest suites allowing owners’ family and friends to enjoy the pleasures of this private resort. The 3rd level pool terrace offers a Zero-edge swimming lap pool & spa with sun shelf, day cabanas and social seating. Fire pit terraces, bocce lawn, Butterfly & chefs garden. The Beach club with a Zero-edge swimming pool with sun shelves and day cabanas, chairs, towel and umbrella service also includes an outdoor pursuits program including kayaking and standup paddle boards. Rosewood’s “Enriched Living” creating experiences that are authentic, original, and deeply personal by offering impeccable service and unparalleled attention to detail. Private enclosed 4 car garage included.
Listing is courtesy of: RONTO REALTY LLC (941-888-3131)
Listing Agent: Van Osborne (239-206-9796)
$8,500,000535 Days on yellowkey MLS ID: A4631386
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4482 Built: 2026Community: Rosewood Residences Lido KeySpa: YesCondo
Remarks: One or more photo(s) has been virtually staged. Under Construction. The Rosewood Residences, Lido Key is the first collaboration between Rosewood and a developer for a stand-alone residential condominium bearing the prestigious Rosewood name. Offering a limited collection of 65 stunning private residences located on 3.5 acres of one of the most treasured beaches on the West coast of Florida with 235 feet of beach frontage. The 11-story design by Miami based Swedroe Architecture with interiors spaces thoughtfully designed by Lillian Wu Studios of NYC. Offering 24-hour concierge, valet parking and bespoke owner services by Rosewood Resorts. Residence #707 features 11’ ceilings, 4 bedrooms, 4.5 baths plus den with 4,482 square feet perfect for entertaining. Dramatically organized around an expansive island and an inviting full wet bar along with views of the sunsets. As the private elevator doors open to the grand salon, the floor to ceiling windows provide a spectacular view of the Gulf of Mexico. Three guest ensuite bedrooms plus a spacious den ensuring owners and guests privacy. The Owner’s suite continues the views even further, with a full wall of floor to ceiling windows and glass door leading out to your expansive terrace. Imagine waking up to this view and enjoying a cup of coffee from the morning bar without having to leave your owner’s suite. No detail overlooked in the expansive kitchen with Wolf, Sub-Zero, Waterworks plumbing fixtures, Rocky Mountain hardware and Irpinia cabinets with a multitude of finish choices. Grab your favorite vintage from your Sub-Zero wine refrigerator as the chef in your life creates their masterpiece on the outdoor summer kitchen with built in gas grill. The residence is a perfect location for entertaining and offers a separate service galley with a second refrigerator, oven, and dishwasher, a perfect space for catering or a dinner prepared by your onsite chef and delivered by the in-residence dining team. The 46,900 square foot amenity level offers an intimate, private club atmosphere surrounded only by family and friends. The spaces are perfect for gathering or quiet escape. Only 65 owners, your experience will be as private as it will be luxurious. Lavish amenities include a private waterfront Bistro dining option, a world-class fitness center with options for private training and yoga, two outdoor pools, private cabanas, day beds, towels, food and beverage service. The wellness spa is a haven for relaxation with hot and cold plunge pools, sauna and steam rooms and private massage treatment rooms. The Club Lounge, serving morning coffee, is a wonderful place to start the day. The other amenities include an exciting game room with TVs, bar, billiards, jukebox and game tables, a nine-seat private theater and six generously sized guest suites allowing owners’ family and friends to enjoy the pleasures of this private resort. The 3rd level pool terrace offers a Zero-edge swimming lap pool & spa with sun shelf, day cabanas and social seating. Fire pit terraces, bocce lawn, Butterfly & chefs garden. The Beach club with a Zero-edge swimming pool with sun shelves and day cabanas, chairs, towel and umbrella service also includes an outdoor pursuits program including kayaking and standup paddle boards. Rosewood’s “Enriched Living” creating experiences that are authentic, original, and deeply personal by offering impeccable service and unparalleled attention to detail. Private enclosed garages included.
$7,200,000535 Days on yellowkey MLS ID: A4631395
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4081 Built: 2026Community: Rosewood Residences Lido KeySpa: YesCondo
Remarks: One or more photo(s) has been virtually staged. Under Construction. The Rosewood Residences, Lido Key is the first collaboration between Rosewood and a developer for a stand-alone residential condominium bearing the prestigious Rosewood name. Offering a limited collection of 65 stunning private residences located on 3.5 acres of one of the most treasured beaches on the West coast of Florida with 235 feet of beach frontage. The 11-story design by Miami based Swedroe Architecture with interiors spaces thoughtfully designed by Lillian Wu Studios of NYC. Offering 24-hour concierge, valet parking and bespoke owner services by Rosewood Resorts. Residence #404 features 11’ ceilings, 3 bedrooms, 3.5 baths plus den with 4,081 square feet perfect for entertaining. Dramatically organized around expansive dual islands and an inviting wet bar warmed by sunny southern exposure. As the private elevator doors open to the grand salon, the floor to ceiling windows provide a spectacular view of the Gulf of Mexico. Two guest ensuite bedrooms plus a spacious den ensuring owners and guests privacy. The Owner’s suite continues the views even further, with a full wall of floor to ceiling windows and glass door leading out to your expansive terrace. Imagine waking up to this view and enjoying a cup of coffee from the morning bar without having to leave your owner’s suite. No detail overlooked in the expansive kitchen with Wolf, Sub-Zero, Waterworks plumbing fixtures, Rocky Mountain hardware and Irpinia cabinets with a multitude of finish choices. Grab your favorite vintage from your Sub-Zero wine refrigerator as the chef in your life creates their masterpiece on the outdoor summer kitchen with built in gas grill. The residence is a perfect location for entertaining and offers a separate service galley with a second refrigerator, oven, and dishwasher, a perfect space for catering or a dinner prepared by your onsite chef and delivered by the in-residence dining team. The 46,900 square foot amenity level offers an intimate, private club atmosphere surrounded only by family and friends. The spaces are perfect for gathering or quiet escape. Only 65 owners, your experience will be as private as it will be luxurious. Lavish amenities include a private waterfront Bistro dining option, a world-class fitness center with options for private training and yoga, two outdoor pools, private cabanas, day beds, towels, food and beverage service. The wellness spa is a haven for relaxation with hot and cold plunge pools, sauna and steam rooms and private massage treatment rooms. The Club Lounge, serving morning coffee, is a wonderful place to start the day. The other amenities include an exciting game room with TVs, bar, billiards, jukebox and game tables, a nine-seat private theater and six generously sized guest suites allowing owners’ family and friends to enjoy the pleasures of this private resort. The 3rd level pool terrace offers a Zero-edge swimming lap pool & spa with sun shelf, day cabanas and social seating. Fire pit terraces, bocce lawn, Butterfly & chefs garden. The Beach club with a Zero-edge swimming pool with sun shelves and day cabanas, chairs, towel and umbrella service also includes an outdoor pursuits program including kayaking and standup paddle boards. Rosewood’s “Enriched Living” creating experiences that are authentic, original, and deeply personal by offering impeccable service and unparalleled attention to detail. Private enclosed garages included.
$14,150,000535 Days on yellowkey MLS ID: A4631467
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4942 Built: 2026Community: Rosewood Residences Lido KeySpa: YesCondo
Remarks: One or more photo(s) has been virtually staged. Under Construction. The Rosewood Residences, Lido Key is the first collaboration between Rosewood and a developer for a stand-alone residential condominium bearing the prestigious Rosewood name. Offering a limited collection of 65 stunning private residences located on 3.5 acres of one of the most treasured beaches on the West coast of Florida with 235 feet of beach frontage. The 11-story design by Miami based Swedroe Architecture with interiors spaces thoughtfully designed by Lillian Wu Studios of NYC. Offering 24-hour concierge, valet parking and bespoke owner services by Rosewood Resorts. Residence #802 features 11’ ceilings, 4 bedrooms, 4.5 baths plus den with 4,942 square feet perfect for entertaining. Dramatically organized around an expansive island and an inviting full size wet bar warmed by sunny southern exposure. As the private elevator doors open to the grand salon, the floor to ceiling windows provide a spectacular view of the Gulf of Mexico. Three guest ensuite bedrooms plus a spacious den ensuring owners and guests privacy. The Owner’s suite continues the views even further, with a full wall of floor to ceiling windows and glass door leading out to your expansive terrace. Imagine waking up to this view and enjoying a cup of coffee from the morning bar without having to leave your owner’s suite. No detail overlooked in the expansive kitchen with Wolf, Sub-Zero, Waterworks plumbing fixtures, Rocky Mountain hardware and Irpinia cabinets with a multitude of finish choices. Grab your favorite vintage from your Sub-Zero wine refrigerator as the chef in your life creates their masterpiece on the outdoor summer kitchen with built in gas grill. The residence is a perfect location for entertaining and offers a separate service galley with a second refrigerator, oven, and dishwasher, a perfect space for catering or a dinner prepared by your onsite chef and delivered by the in-residence dining team. The 46,900 square foot amenity level offers an intimate, private club atmosphere surrounded only by family and friends. The spaces are perfect for gathering or quiet escape. Only 65 owners, your experience will be as private as it will be luxurious. Lavish amenities include a private waterfront Bistro dining option, a world-class fitness center with options for private training and yoga, two outdoor pools, private cabanas, day beds, towels, food and beverage service. The wellness spa is a haven for relaxation with hot and cold plunge pools, sauna and steam rooms and private massage treatment rooms. The Club Lounge, serving morning coffee, is a wonderful place to start the day. The other amenities include an exciting game room with TVs, bar, billiards, jukebox and game tables, a nine-seat private theater and six generously sized guest suites allowing owners’ family and friends to enjoy the pleasures of this private resort. The 3rd level pool terrace offers a Zero-edge swimming lap pool & spa with sun shelf, day cabanas and social seating. Fire pit terraces, bocce lawn, Butterfly & chefs garden. The Beach club with a Zero-edge swimming pool with sun shelves and day cabanas, chairs, towel and umbrella service also includes an outdoor pursuits program including kayaking and standup paddle boards. Rosewood’s “Enriched Living” creating experiences that are authentic, original, and deeply personal by offering impeccable service and unparalleled attention to detail. Private enclosed garages included.
3227 BAYBERRY TER, SARASOTA, FL 34237
$270,00019 Days on yellowkey MLS ID: A4694645
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1324 Built: 1977Monthly Fee: $210 Tax: $2,089 (2025)Community: Oakwood ManorManufactured Home
Taxes:$2,089
Tax Year: 2025
Remarks: Oakwood Manor — Where Fun and Friendship Happen Move-In Ready Home in One of Sarasota’s Most Loved 55+ Communities Experience resort-style living in the heart of Sarasota at Oakwood Manor, a beautifully maintained resident-owned 55+ community spanning 90 scenic acres. Enjoy an exceptional and affordable lifestyle with low HOA fees of just $210/ month and no CDD or master association fees. Pride of ownership shines throughout this meticulously maintained 1977-built home offering 2 bedrooms, 2 bathrooms, and 1,324 square feet of comfortable living space. Truly move-in ready, the owners have carefully updated and maintained the home so you can simply unpack and enjoy. Step inside to a spacious, light-filled sunroom surrounded by windows and accented with Plantation shutters — the perfect place to enjoy your morning coffee or unwind with a good book. The large kitchen features ample storage, granite countertops, designer cabinetry, and flows seamlessly into the dining area, creating an ideal layout for everyday living and entertaining. Kitchen Features: Granite countertops Updated kitchen cabinets Refrigerator only 3 months old Dishwasher Stove and microwave Tile backsplash Recent Updates Include: Newer windows A/C replaced in 2017 (3-ton, 14 SEER) Plumbing connected to city tap in 2017 Water heater replaced in 2025 Newer gutters Screened lanai added 2 years ago Whole-house water filtration system Upgraded tie-downs Carport screws replaced Community Amenities: Residents enjoy access to an impressive array of amenities, including: Clubhouse with commercial kitchen and event stage Fitness center Library Heated pool and spacious hot tub Bocce ball and shuffleboard courts Putt-putt golf Pickleball enthusiasts will appreciate being just a short bike ride from the Legacy Trail and its brand-new pickleball courts. This spotless home is ideally situated just steps from the clubhouse, providing convenient access to community activities and social events. Conveniently located near downtown Sarasota, Siesta Key Beach, St. Armand's Circle, shopping, Sarasota-Bradenton International Airport, and nearby hospitals, Oakwood Manor offers the perfect blend of comfort, convenience, and active Florida living. Please note: no pets, motorcycles, or RVs permitted. Whether you are searching for a seasonal retreat or a full-time residence, this exceptional home is a must-see.
Listing is courtesy of: REAL ESTATE BOUTIQUE LLC (941-726-8061)
Listing Agent: Maria Atkins (941-726-8061)
988 BLVD OF THE ARTS #1710, SARASOTA, FL 34236
$1,499,00027 Days on yellowkey MLS ID: A4690864
REDUCED by $1,000 (0.1%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1555 Built: 1982 Tax: $15,696 (2025)Community: Condo On The Bay Tower IiSpa: YesCondo
Taxes:$15,696
Elementary School: Alta Vista Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Mesmerizing, unobstructed views of Sarasota Bay and the Gulf of Mexico set a breathtaking stage from this towering 17th-floor residence at Condo on the Bay, where sky, water and city lights create an ever-changing coastal panorama. Perfectly positioned on a private peninsula in the heart of Sarasota, this home captures elevated waterfront living with a rare sense of openness and tranquility. From sunrise reflections over the bay to golden sunsets across the Gulf, every moment is framed by water. Expansive windows and floor-to-ceiling glass sliders draw your eye outward, while a spacious, covered balcony offers a front-row seat to passing boats, seabirds and Sarasota’s natural shoreline. Upon entry, the view takes center stage, complemented by a custom built-in buffet with a wine cooler as well as French oak plank flooring. The renovated kitchen features new stainless steel appliances, updated fixtures, Campbell solid wood cabinetry and striking Cambria quartz countertops that extend seamlessly along the full wall, creating a clean, modern statement. A pass-through design connects the kitchen to the dining and living areas, enhancing light and flow, with additional built-in cabinetry providing generous storage. The living space is thoughtfully designed with a floating media cabinet, a Samsung Frame TV and a Sonos sound bar included. In the primary suite, custom details continue with floating nightstands, a wood canopy bed and a spacious walk-in closet with built-ins, while a wall of windows showcases sweeping views of the bay, Longboat Key and the Gulf beyond. Both baths have been fully updated with new cabinetry, tile and countertops and the guest bedroom features an oversized closet with custom built-ins. Tinted glass entry doors throughout the residence add a refined contemporary touch. Residents of Condo on the Bay enjoy a secure, gated environment with 24-hour concierge and security, along with amenities that include two resort-style pools, tennis courts, two fitness rooms, social spaces and a private marina with boat slips available for lease. Kayak launches, a fishing pier and waterfront walking paths further enhance the coastal lifestyle. Directly next to The Bay, Sarasota’s transformative 50-plus-acre waterfront park, residents have immediate access to scenic trails, performance venues, open green space and year-round cultural programming. Downtown Sarasota’s renowned dining, arts and cultural scene is just moments away, along with St. Armands Circle and the white sand beaches of Lido Key. Whether as a full-time residence or seasonal retreat, this is a rare opportunity to own a premier position in Sarasota’s skyline, offering panoramic water views, exceptional amenities and unmatched proximity to downtown coastal living. Furnishings are available on a separate schedule.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Thomas Netzel (941-539-0633)
201 HONORE AVE, SARASOTA, FL 34232
$539,00020 Days on yellowkey MLS ID: A4694437
REDUCED by $10,000 (1.8%) on 06/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1581 Built: 1979 Tax: $2,957 (2025)Community: Green AcresSpa: NoSingle Family
Taxes:$2,957
Elementary School: Fruitville Elementary
High School: Sarasota High
Middle School: McIntosh Middle
Remarks: Welcome to this stunning designer-renovated pool home offering modern contemporary style, exceptional privacy, and flexible living in one of Sarasota’s most convenient locations — just minutes from UTC Mall, downtown Sarasota, premier dining, golfing, and the area’s renowned beaches. Thoughtfully reimagined with custom finishes throughout, this single-story residence blends clean architectural design with comfortable everyday living. Inside, you’ll find 2 bedrooms plus a striking glass-enclosed office that creates a dramatic focal point while maintaining the home’s bright, open-concept feel. The showpiece kitchen was designed for entertaining, featuring an oversized waterfall island with additional storage, solid wood cabinetry, granite countertops, premium appliances, wine/beverage refrigerator, designer lighting, and seamless flow into the expansive living and dining areas. A sleek modern electric fireplace and custom inset designed to accommodate up to an 85-inch TV elevate the main living space. The private primary suite offers custom walk-in closet shelving and a beautifully renovated spa-inspired bathroom with an oversized walk-in shower and dual vanity. Step outside to your own private backyard retreat featuring a resurfaced heated pool, expansive screened lanai, covered outdoor dining area, updated landscaping, new pool lighting, fenced yard, front courtyard, and dedicated boat/RV parking space. The detached 2-car garage includes additional air-conditioned flex space perfect for a home gym, studio, workshop, guest overflow, or hobby room. The options are limitless. Additional upgrades include: • Smart-home technology throughout • Front Courtyard • Back and side yards are fenced • Newer roof • Brand-new septic system • New flooring throughout • New lighting, doors, baseboards, and custom millwork • Custom window shades • Fresh interior and exterior paint • Oversized 2 car garage with workshop/storage space No HOA restrictions — bring your boat, recreational vehicles, or outdoor toys. Ample parking in garage and driveway. Also includes RV electrical hookup in garage. Main residence offers approximately 1416, sq. ft. under air and 1,951 sq. ft. under roof, plus approximately 165 sq. ft. of additional air-conditioned flex space off the garage as well as an oversized 2 car garage. A complete list of renovations and smart-home features is available upon request. This home can go conventional, FHA or VA financing if you are considering different mortgage options.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Amy Chapman (941-225-1500)
101 BENJAMIN FRANKLIN DR #66, SARASOTA, FL 34236
$1,250,000116 Days on yellowkey MLS ID: A4682218
0 Days Off yellowkey (back on 6/5/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1351 Built: 1968 Tax: $15,325 (2025)Community: St Armand TowersCondo
Taxes:$15,325
Remarks: Under contract-accepting backup offers. DIRECT GULF-FRONT residence in the highly sought-after #6 stack at St. Armands Tower South on Lido Beach. This stack provides full Gulf views from every room. Open-concept living with sliding glass doors leading to a 40-foot private balcony overlooking the beach and Gulf. The balcony provides outdoor access from both bedrooms and the main living area. The kitchen features custom cabinetry with glass-front uppers, stone countertops, mosaic tile backsplash, stainless steel appliances, breakfast bar seating, and track lighting. The kitchen opens directly to the dining and living areas, allowing uninterrupted Gulf views from the primary living spaces. The primary bedroom offers direct balcony access, Gulf views, and a walk-in closet with ample storage. The primary bathroom includes a stone vanity, framed mirror with tile surround, built-in storage cabinetry, and a glass-enclosed shower. Large-format tile flooring runs throughout the main living spaces and bedrooms, and the residence is filled with natural light. The residence is equipped with electric hurricane shutters to all windows and sliders for added protection and ease of operation.One covered carport space is included, along with a private storage closet. St. Armands Tower South is a well-managed, pet-friendly community (up to 25 lbs). Building amenities include a Gulf-front heated pool, updated lobby, community room with kitchen, library, fitness center, laundry facilities on each floor, and on-site management and maintenance supervision. The property is located two blocks from St. Armands Circle, offering convenient access to dining, shopping, and local events. Downtown Sarasota is approximately three miles away. Furniture and accessories may be available under separate sale.
Listing is courtesy of: INVESTMENTS IN SARASOTA (941-894-6059)
Listing Agent: Lee Mirman (941-587-0740)
3950 RED ROCK WAY, SARASOTA, FL 34231
$7,999,999238 Days on yellowkey MLS ID: A4669105
Bed: 5 Bath: 7.0 Gar: 5 Liv Area Sq Ft: 6850 Built: 2026 Tax: $3,206 (2024)Community: Red Rock TerraceSpa: YesSingle Family
Taxes:$3,206
Tax Year: 2024
Remarks: Pre-Construction. To be built. Why choose between your perfect sanctuary and stunning sunsets when you can have both. Every evening, the horizon performs a breathtaking masterpiece and from your private terrace at 3950 Red Rock Way, you hold the best seat in the house. Set upon a rare half-acre waterfront lot with 50 feet of frontage on Roberts Bay, this 6,850-square-foot modern coastal estate captures the essence of Sarasota luxury: enchanting artistry, seductive serenity, and a seamless connection to water and light. This new-construction residence, designed for those who refuse to compromise beauty for function, rises with quiet confidence above manicured grounds. A private courtyard garden greets you—tranquil, lush, and softly lit. Inside, 12-foot ceilings and walls of glass erase the boundary between indoors and out, filling each space with western light that glows from sunrise to sunset. Warmed by dual fireplaces, the heart of the home flows through a grand open living area. The chef’s kitchen, a pristine and stylish space for guests, is anchored by Miele appliances, two sculptural islands and features a well-appointed scullery, the engine that drives a flawless entertaining experience. A whisper of a push opens the retractable glass, where the world outside becomes part of the home and reveals the infinity-edge pool where the horizon of the pool disappears into the bay. The surrounding terraces are intended for sun, laughter, and unforgettable evenings under painted skies. This residence offers five bedrooms, including two primary suites, each a world of privacy and refinement with spa-inspired baths, water views, and terraces that invite the morning breeze. A dedicated gym and flex space await your vision—transform it into a golf simulator, media lounge, or wellness retreat. The custom wine cellar stands ready for your finest vintages, while a five-car garage accommodates every passion you choose to explore. Beyond luxury lies peace of mind: a new dock with double jet ski lift, elevator, whole-home generator, and the enduring protection of superior and meticulous modern construction. As twilight settles over Roberts Bay, the pool catches the last light, and the sound of water laps softly at the shore. Here, time slows, your world quiets, and moments feels both rare and deeply familiar. This isn’t just a home—it’s a front-row seat to the soul of every sunset.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
8219 TIMBER LAKE LN, SARASOTA, FL 34243
$389,000117 Days on yellowkey MLS ID: A4683126
0 Days Off yellowkey (back on 4/6/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1454 Built: 1983Monthly Fee: $35 Tax: $2,008 (2024)Community: Palm-Aire At SarasotaSingle Family
Taxes:$2,008
Remarks: Under contract-accepting backup offers. Buyer backed out, not due to any fault of the home. Seller is now offering a $6,000 credit to the buyer at closing! Welcome to this charming 2-bedroom, 2-bath pool home nestled on a quiet residential street in Timberlake Village within Palm-Aire, one of Sarasota’s most sought after communities. Just minutes from UTC’s premier shopping and dining, this home offers the perfect blend of tranquility and accessibility. Situated on a generous lot just shy of 1/3 acre, the property provides ample space to relax, garden, and entertain. The backyard is truly a private sanctuary, complete with a trellis and established garden bed—ideal for cultivating your own flowers, herbs, or vegetables. The sparkling pool and screened patio create a peaceful setting for morning coffee or evening gatherings with friends. Inside, the home is filled with natural light and thoughtfully designed with a desirable split floor plan for added privacy. Beautiful wood plantation shutters throughout add warmth and timeless style. The spacious kitchen is a standout feature, offering abundant counter space, a gas range for the gourmet cook, and a window overlooking the pool and screened lanai. Impact windows and sliders provide added peace of mind and energy efficiency. Whether you’re looking for the perfect snowbird retreat, a first home, or a low-maintenance Florida getaway, this Timberlake Village gem offers comfort, charm, and an unbeatable Sarasota location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Heather Gehan (941-893-0213)
3618 MEDFORD LN #1538, SARASOTA, FL 34232
$255,00011 Days on yellowkey MLS ID: A4694975
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1651 Built: 1975 Tax: $2,660 (2025)Community: Village Green Sec 15Spa: NoVilla
Taxes:$2,660
Elementary School: Wilkinson Elementary
Middle School: Brookside Middle
Remarks: Experience easy, low-maintenance living in this beautifully updated 2-bedroom, 2-bath residence located in the desirable 55+ Village Green community. Offering 1,651 square feet of comfortable living space, recent improvements include impact windows (2022), a new HVAC system (2022), roof replacement (2024), updated flooring, and a recently replaced dishwasher. Designed for both everyday comfort and entertaining, the spacious living and dining areas flow seamlessly into a bright Florida Room overlooking tranquil park-like green space just beyond your back door. Enjoy peaceful mornings, relaxing afternoons, and scenic views from this inviting retreat. Village Green residents enjoy access to a heated community pool, walking paths, mature oak trees, and beautifully maintained landscaping. Conveniently located near award-winning beaches, shopping, dining, medical facilities, and public transportation, this home combines comfort, convenience, and an active Florida lifestyle in one exceptional package.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
3803 FERGUSON ST, SARASOTA, FL 34233
$355,00048 Days on yellowkey MLS ID: A4690491
REDUCED by $4,000 (1.1%) on 06/05/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1636 Built: 1957 Tax: $3,851 (2025)Community: Clark MeadowsSingle Family
Taxes:$3,851
Remarks: Flexible opportunity in one of Sarasota’s most desirable and centrally located areas—ideal as an investment property or a place to call home. This 4-bedroom, 2-bathroom property is currently generating nearly $2,400/month in rental income through June 30, with a reliable tenant in place who takes great care of the home and would love to renew, providing immediate cash flow. For buyers planning ahead, you have the option to move in after the current lease ends. No HOA or CDD fees! Located just minutes from Gulf Gate and world-famous Siesta Key Beach, this home offers easy access to some of Sarasota’s best dining, shopping, and entertainment. Its central location, along with convenient access to I-75, continues to drive strong demand from both renters and homeowners. Inside, the home features a comfortable and functional layout with a bright living room highlighted by bay windows, a dedicated dining area, and a well-equipped kitchen with full appliances and durable ceramic tile flooring. The primary suite includes a walk-in closet and private en-suite bath with a walk-in shower, while three additional bedrooms offer flexibility for family, guests, or a home office. Outside, the large fenced backyard provides privacy and space to relax or entertain. Whether you’re looking for steady rental income or a well-located home for the future, this property offers a great combination of both in the Sarasota market.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Brett Keyser, Jr (941-957-8425)
5631 PIPERS WAITE #12, SARASOTA, FL 34235
$515,000213 Days on yellowkey MLS ID: A4671983
25 Days Off yellowkey (back on 6/5/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2122 Built: 1984Monthly Fee: $175 Tax: $4,183 (2024)Community: Pipers WaiteSpa: NoVilla
Taxes:$4,183
Elementary School: Gocio Elementary
Remarks: Welcome to 5631 Piper Waite, a captivating villa that seamlessly blends modern sophistication with cozy comfort. Situated in the sought-after Pipers Waite subdivision within The Meadows, this beautifully renovated 3-bedroom, 2-bathroom home offers 2,122 square feet of expertly crafted living space—perfect for both peaceful retreat and vibrant entertaining. Step inside to a stunning new kitchen adorned with sleek, contemporary finishes and spacious countertops that invite culinary creativity and memorable gatherings. The fully upgraded bathrooms embody luxury, boasting elegant fixtures and refined details that transform everyday routines into moments of indulgence. Throughout the home, gorgeous new LVP flooring stretches gracefully, marrying style with durability. Large windows bathe the interiors in natural sunlight, creating a bright, airy atmosphere that instantly relaxes the senses. The inviting living room features a modern electric fireplace, radiating warmth and charm, ideal for intimate evenings or lively social occasions. Outside, the expansive screened-in lanai offers a peaceful oasis—a perfect spot to curl up with a favorite book or host guests amid tranquil surroundings. This generous outdoor living area invites you to savor Florida’s beautiful climate while enjoying plenty of space for entertaining and making cherished memories. Experience unparalleled comfort and elegant living at 5631 Piper Waite—where every detail is designed with you in mind.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Robert Krasow (941-363-6507)
3131 HEATHERWOOD LN, SARASOTA, FL 34235
$379,00032 Days on yellowkey MLS ID: A4692966
1 Days Off yellowkey (back on 6/5/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1619 Built: 1980Monthly Fee: $533 Tax: $3,643 (2025)Community: The MeadowsSingle Family
Taxes:$3,643
Remarks: Updated, stylish and easy-living with gorgeous views in The Meadows, a park-like oasis in a phenomenal location. Majestic trees, modernist architecture and a charming covered patio welcome you home. Inside, you’ll love the natural light, luxury vinyl plank flooring, powder-coated banisters, knockdown ceilings with no popcorn, and an open kitchen featuring soft-close shaker cabinetry, Luna Grey quartz countertops, stainless-steel appliances and a breakfast bar. The primary suite offers a relaxing retreat with ample closet space, a dual-sink vanity, a walk-in Roman shower and a cozy private patio. All adorned by beautiful golf course views, a back patio ideal for grilling or unwinding at the end of the day, and a fabulous location just a quarter of a mile to the shopping village. Set on 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and an available fitness center, junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll be minutes from award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, Legacy Trail, the future Sarasota Orchestra and University Town Center, a favorite shopping, entertainment and dining destination. Furniture available, maintenance-free, 2021 sealed flat roof, 2017 water heater, 2015 air conditioner, 2014 shingle roof, one-car garage, room for pool and/or extended patio, and above flood plain in Zone X.
Listing Agent: Fernando Viteri, Pa (941-400-7676)
4001 BENEVA RD #401, SARASOTA, FL 34233
$195,00014 Days on yellowkey MLS ID: A4695440
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1630 Built: 1975 Tax: $2,584 (2025)Community: Beneva RidgeTownhouse
Taxes:$2,584
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 4-bedroom, 2.5-bath townhome offering the perfect blend of space, comfort, and convenience. With thoughtful upgrades throughout in a desirable location. The updated kitchen features stainless steel appliances, granite counter tops, and plenty of workspace for everyday living and entertaining. Brand new vinyl flooring flows throughout the home, providing a clean, modern look with easy maintenance. The spacious living and dining area opens to a private, fenced courtyard—an ideal outdoor retreat for morning coffee, weekend gatherings, or dining al fresco. Additional highlights are a separate utility room with washer and dryer hookups, spacious first-floor powder room with additional storage. Primary suite has 2 closets and an en-suite bath with convenient hallway access. Located in a pet-friendly community, residents enjoy a variety of amenities, including a community swimming pool, tennis courts, basketball court, assigned parking and plenty of guest parking. Conveniently situated just south of Bee Ridge Road, this home is close to shopping, dining, parks, and top-rated schools, making it an excellent choice for families, seasonal residents, or investors. Don't miss this opportunity to own a spacious, updated 4-bedroom townhome in a fantastic Sarasota location. Schedule your private showing today!
Listing Agent: Diane Barrington (941-350-7572)
5328 MANG PL #1305, SARASOTA, FL 34238
$285,00059 Days on yellowkey MLS ID: A4690528
REDUCED by $14,500 (4.8%) on 06/05/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1413 Built: 2008Monthly Fee: $500 Tax: $3,267 (2025)Community: Palmer Oaks Ph 2Single Family
Taxes:$3,267
Remarks: 2-bedroom, 2-bath home with a study and 1-car garage in Palmer Oaks. Kitchen features granite countertops and 42" maple cabinets. Primary suite includes a walk-in closet and ceramic tile flooring.
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Troy Funk (941-241-3850)
5368 KELLY DR #17, SARASOTA, FL 34233
$324,90014 Days on yellowkey MLS ID: A4695569
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1944 Built: 1993 Tax: $2,864 (2025)Community: Crestwood Village Of Sara 2Villa
Taxes:$2,864
Remarks: Discover the perfect blend of comfort, convenience, and Sarasota lifestyle at 5368 Kelly Drive. This well-maintained home features a brand-new roof with a fully paid assessment and a freshly painted interior, providing peace of mind and a bright, move-in-ready atmosphere. The community clubhouse, swimming pool, and tennis/pickleball court add great entertainment opportunities. Enjoy being just minutes from the world-famous Siesta Key Beach, renowned for its powdery sand, crystal-clear Gulf waters, and spectacular sunsets. Whether you're looking for a full-time residence, seasonal retreat, or investment opportunity, the location places you close to shopping, dining, entertainment, and outdoor recreation. Inside, the freshly painted interior creates a clean and inviting setting ready for your personal touches. Outside, the new roof adds significant value and long-term durability, making this home an outstanding opportunity in today's market. The 3 bedrooms allows for flexibility for a work from home situation or hosting family and friends. Experience the best of Sarasota living with easy access to downtown Sarasota, parks, restaurants, and everyday conveniences.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Sean Hickey (941-587-4244)
4735 OAK HILL DR #8, SARASOTA, FL 34232
$260,000153 Days on yellowkey MLS ID: A4678024
REDUCED by $10,000 (3.7%) on 05/19/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1451 Built: 1985 Tax: $1,442 (2025)Community: Village Oaks Sec CVilla
Taxes:$1,442
Remarks: Lovingly well-maintained end unit! Updates include added laminate flooring, an enclosed 21 x 9 Florida Room, and inside laundry! This floorplan features walk-in closets in both bedrooms, a pass-through to dining and the "must have" 2 car garage. The dishwasher, water heater, washer/dryer and garage door have all been replaced in the last 3-4 years. The air conditioning system is around 4 years old! 4735 Oak Hill Dr is situated near the rear community near the clubhouse and pool facilities. Fantastic lake views across the street as well.
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Scott Spencer (941-350-0029)
2660 DICK WILSON DR, SARASOTA, FL 34240
$1,299,00059 Days on yellowkey MLS ID: A4690365
REDUCED by $50,000 (3.7%) on 06/05/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3166 Built: 1997Monthly Fee: $369 Tax: $6,823 (2025)Community: Laurel Oak Estates Sec 10Single Family
Taxes:$6,823
Elementary School: Tatum Ridge Elementary
Remarks: Laurel Oak Estates, beautifully on a private .91-acre lot with mature landscaping, this spacious four-bedroom home with office/den offers 3,166 square feet of comfortable living. Thoughtfully designed with custom window treatments, crown molding, and a deluxe lighting system throughout, the home blends elegance with everyday functionality. Kitchen features a large island, Corian countertops, white cabinetry and opens to the main living areas. Sliding glass doors lead to an expansive outdoor space with a large pool and spa, creating an indoor-outdoor lifestyle. Additional highlights include impact windows, a newer tile roof, and a three-car garage providing ample storage. In the guard-gated community, this private property offers security and serenity in a beautiful setting. Membership in Laurel Oak Country Club is optional. Two championship golf courses, 12 Tru-Har tennis courts, pickleball and an active social calendar. Come live the lifestyle!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Linda Dooley (941-400-7359)
5294 HUNTINGWOOD CT #59, SARASOTA, FL 34235
$249,90032 Days on yellowkey MLS ID: A4693268
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1656 Built: 1987 Tax: $2,152 (2025)Community: HuntingwoodCondo
Taxes:$2,152
Remarks: Located in sought-after The Meadows, this adorable 3-bedroom, 2.5-bath villa with a coveted GARAGE offers comfort, charm, and stunning golf -course views surrounded by mature landscaping. The updated kitchen features newer granite countertops, stainless steel appliances, and convenient access to a darling private courtyard through sliding glass doors — perfect for morning coffee or casual outdoor dining. The spacious combination living and dining area boasts high ceilings and multiple sliding doors that fill the home with natural light while seamlessly connecting indoor and outdoor living spaces. Relax on the back porch overlooking the golf course or unwind in the covered and screened lanai, an ideal setting for afternoon reading or meditation. The primary suite is conveniently located on the first floor and includes an en-suite bath. Downstairs also features a laundry closet and adjacent half bath for guests. Upstairs, you’ll find two additional bedrooms and a full bath, offering plenty of space for family or out-of-town guests. This amenity-rich community offers a pool, tennis, fitness center, golf, and so much more. Conveniently located just minutes from University Town Center for shopping and dining, and close to Nathan Benderson Park with walking trails, biking paths, and year-round events. A wonderful opportunity to enjoy the Florida lifestyle in an unbeatable location!
Listing Agent: Kristina Waskom (941-266-8658)
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