Location: Sarasota
Do Not Show Listings
1659 DEVONSHIRE LN, SARASOTA, FL 34236
$2,395,000205 Days on yellowkey MLS ID: A4673505
REDUCED by $100,000 (4.0%) on 06/23/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2754 Built: 2024 Tax: $23,612 (2024)Community: Burns Realty Co SubSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$23,612
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to Downtown Sarasota luxury living at its finest. Perfectly positioned in the highly sought-after Laurel Park neighborhood and Southside Elementary school district, just steps from Historic Burns Court, Marie Selby Botanical Gardens, Bayfront Park, Marina Jack, and only minutes to Lido Beach and St. Armands Circle, this custom-built 2024 coastal modern residence offers an exceptional blend of sophistication, comfort, and walkable downtown convenience. Designed for those who value effortless entertaining and an active Sarasota lifestyle, this meticulously constructed two-story residence spans 2,754 square feet and features four bedrooms, three and a half baths, a heated saltwater pool, outdoor kitchen, and thoughtfully curated designer finishes throughout. The heart of the home showcases an expansive open-concept living space centered around a chef's kitchen appointed with premium Thermador stainless appliances, gas cooking, built-in coffee and beverage center, oversized island seating for seven, walk-in pantry, dedicated ice maker, dual wine refrigeration accommodating over 200 bottles, and seamless indoor-outdoor flow ideal for entertaining. Step outside into a private resort-inspired setting where textured stucco privacy walls frame a heated saltwater pool with waterfall feature, fountains, ambient lighting, covered entertaining spaces, outdoor kitchen, pool bath, and outdoor shower. Constructed entirely of concrete block and engineered for peace of mind with CAT 5 hurricane windows, metal roof construction, whole-house Generac generator, water filtration systems, and exceptional finish quality throughout. The second level owner's retreat creates a private sanctuary with spacious walk-in closet and spa-inspired bath, while two guest suites share a beautifully appointed Jack-and-Jill bath. A first-floor bedroom with adjacent full bath offers flexibility for guests, office, fitness, or multigenerational living. Additional features include marble exterior decking, porcelain tile balconies, epoxy garage flooring, irrigation system, quartz surfaces throughout, and premium construction rarely found in downtown Sarasota. Leave the car behind and experience Sarasota the way it was meant to be lived — morning walks to Selby Gardens, evenings in Burns Court, waterfront sunsets along Bayfront Park, and effortless access to world-renowned beaches. Luxury. Lifestyle. Location. 1659 Devonshire Lane delivers all three. Some photos have been virtually staged. All measurements are approximate and should not be relied upon as exact.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Julie Kell (330-309-7022)
9296 STARRY NIGHT AVE, SARASOTA, FL 34241
$2,090,000121 Days on yellowkey MLS ID: A4683429
REDUCED by $110,000 (5.0%) on 06/23/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4877 Built: 2022Monthly Fee: $251 Tax: $18,536 (2025)Community: Cassia At Skye RanchSpa: YesSingle Family
Taxes:$18,536
Elementary School: K-8 At Clark And Lorriane
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Experience elevated living in the highly sought-after Skye Ranch community of Sarasota. Perfectly positioned on Starry Night Avenue, this expanded Beacon Model offers an impressive 4,877 square feet under air across two thoughtfully designed levels, showcasing refined finishes, extensive upgrades, and exceptional attention to detail throughout. Meticulously maintained and beautifully appointed, this four-bedroom residence features four full baths and two half baths, including three private ensuite bedrooms and a fourth bedroom with Jack-and-Jill bath access. The main living areas are enhanced by soaring ceilings, elegant flooring, and expansive open spaces designed for both everyday comfort and effortless entertaining. At the heart of the home, the gourmet kitchen is a culinary showpiece, appointed with a Monogram six-burner gas range top with pot filler, double dishwashers, a separate beverage refrigerator with pass-through to the formal dining room, a generous quartz-topped island with touchless faucet, walk-in pantry, and a casual dining area overlooking the stunning outdoor living space. The main level also offers a private office and dedicated media room, providing flexibility for work, relaxation, or recreation. The spacious primary suite provides the perfect retreat to unwind, offering direct access to the lanai and pool area. Your private retreat area is complimented by two custom walk-in closets and a spa-inspired bath designed for relaxation. Upstairs, the second level is ideal for guests or multigenerational living, featuring a spacious bonus room with wet bar, beverage refrigerator, dishwasher, half bath, and a private ensuite bedroom. Outdoor living is truly resort-inspired. The expansive lanai with travertine flooring frames a graciously sized pool and spa with built-in waterfall, firepit, and sunshelf. A fully equipped summer kitchen and serene preserve views create a private, tranquil setting perfect for entertaining or relaxing year-round. Additional highlights include a spacious laundry room and a three-car garage offering ample storage. Ideally located near The HUB Amenity Center and the new Skye Ranch School, residents enjoy access to exceptional community amenities including a resort-style pool, fitness center, clubhouse, café, dog park, scenic trails, sports courts, playgrounds, and a vibrant calendar of events. Convenient to I-75, shopping, dining, and Sarasota’s renowned Gulf Coast beaches. A remarkable opportunity to embrace refined Florida living in one of Sarasota’s most desirable communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Judy Wright, Pa (941-232-8041)
4079 LAS PALMAS WAY, SARASOTA, FL 34238
$1,699,000119 Days on yellowkey MLS ID: A4683982
REDUCED by $50,000 (2.9%) on 05/30/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5073 Built: 1988Monthly Fee: $73 Tax: $14,847 (2025)Community: PrestanciaSingle Family
Taxes:$14,847
Elementary School: Gulf Gate Elementary
Remarks: Nestled behind the gates of Prestancia, one of Sarasota’s most established and sought-after golf communities, this exceptional estate offers the perfect blend of timeless elegance, privacy, and opportunity. Situated on an oversized and beautifully landscaped homesite of nearly 0.8 acres, the residence spans approximately 5,073 square feet and is thoughtfully designed for both grand-scale entertaining and comfortable everyday living. A dramatic arrival sets the tone, with soaring ceilings, expansive living spaces, and walls of glass that fill the home with natural light while showcasing tranquil views of the lush surroundings. Offering four spacious bedrooms, multiple living and gathering areas, and four-plus baths, the flexible floor plan easily accommodates guests, multigenerational living, a dedicated home office, fitness space, or creative studio. The home's generous proportions create an effortless flow between formal and casual living areas, while the outdoor spaces invite year-round enjoyment of Sarasota’s coveted indoor-outdoor lifestyle. Mature landscaping and exceptional lot size provide a level of privacy rarely found in today's market. Additional highlights include a three-car garage, generously sized en-suite bedrooms, abundant storage, and the quality craftsmanship associated with Prestancia’s premier estate residences. Located within Palmer Ranch, residents enjoy convenient access to world-famous Siesta Key Beach, championship golf, the Legacy Trail, fine dining, upscale shopping, downtown Sarasota, and the area's vibrant arts and cultural scene. With its impressive scale, premier location, and endless potential to personalize and elevate, this is a rare opportunity to secure a signature estate within one of Sarasota's most prestigious gated communities.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Nikki Taylor (941-587-9060)
2100 MCCLELLAN PKWY, SARASOTA, FL 34239
$6,000,0007 Days on yellowkey MLS ID: A4693318
Bed: 5 Bath: 8.0 Gar: 3 Liv Area Sq Ft: 4765 Built: 2026 Tax: $14,834 (2025)Community: Mcclellan Park ResubSpa: YesSingle Family
Taxes:$14,834
Middle School: Brookside Middle
Remarks: Pre-Construction. To be built. Construction in progress, and opportunity for customizations. Situated West of the Trail, this exceptional estate represents the pinnacle of luxury living in Sarasota. Developed by Pham Development, this residence is a masterpiece of innovative, forward-thinking design and flawless craftsmanship. This home is 4,765 square feet, with 5 bedrooms, 7 baths and 2 half baths. Inside, you'll discover an open floor plan that harmoniously blends expansive spaces with comfortable, luxurious living. The soaring, 18-foot vaulted ceilings and seamless transitions between the grand indoor living areas, multiple patios, wrap-around balconies, and lush outdoor grounds make this home ideal for intimate gatherings and larger events alike. The well-appointed kitchen features an open-concept layout, highlighted by a stunning quartz island with waterfall edges, under elegant pendant lighting. Custom cabinetry in a sleek, glossy finish complements the state-of-the-art stainless-steel appliances, which include a professional-grade gas range, double ovens, and a built-in espresso machine. A discreet entry leads to a spacious butler’s pantry, offering additional storage, a secondary sink, and a prep area - perfect for hosting large gatherings or keeping the main kitchen organized. The pantry also mirrors the kitchen’s custom cabinetry and countertops for a seamless design. Adjacent to the dining area, a glass-enclosed, temperature-controlled wine room adds both style and function, and is sure to beautifully showcase your wine collection with custom shelving and ambient lighting. The expansive primary bedroom features 14-foot vaulted ceilings and large windows that fill the room with natural light. Soft, neutral tones create a serene environment, while the en-suite bathroom offers a spa-like retreat with a freestanding soaking tub positioned beneath a large window. Dual sinks with quartz countertops and sleek fixtures provide ample space, and the frameless glass walk-in shower features multiple shower heads and exquisite tile work. For entertainment, the theater room is a dream come true, offering tiered seating with oversized leather recliners - each equipped with cup holders and personal charging stations. The ultra-high-definition projection screen spans an entire wall, ensuring an immersive viewing experience. Outside, the resort-style pool is the centerpiece of the backyard, complete with a built-in spa, waterfall, and ambient lighting. A natural stone deck, covered lanai dining area, and a fully equipped outdoor kitchen and bar provide the perfect setting for outdoor living. A cozy fire pit with seating offers a perfect gathering spot for evenings, while the lush landscaping - featuring vibrant flower beds, mature trees, and decorative water features - creates a tranquil and picturesque setting. This outdoor space seamlessly combines comfort, style, and functionality for an exceptional living experience. Positioned on a grand parcel of approximately 20,505 square feet, this home offers privacy and tranquility amidst beautifully landscaped grounds. Whether you’re seeking the excitement of downtown Sarasota or the natural beauty of the Gulf, experience the perfect blend of luxury, comfort, and convenience in this exceptional home in a fabulous location.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
4860 CEDAR OAK WAY, SARASOTA, FL 34233
$725,00013 Days on yellowkey MLS ID: A4696764
1 Days Off yellowkey (back on 6/23/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2527 Built: 2000Monthly Fee: $48 Tax: $5,264 (2025)Community: Three OaksSpa: NoSingle Family
Taxes:$5,264
Elementary School: Ashton Elementary
Remarks: Under contract-accepting backup offers. Some homes are well-built, some have vibrant personalities. This stunning four-bedroom-plus-office retreat in Three Oaks has both; a quality-built home with warmth, and interiors that carry an energy that's vivid, layered, and genuinely inviting. The heart of the home is a spacious chef's kitchen that would turn heads in any price range. Paneled SubZero refrigerator, a touch cooktop with double ovens, and granite counters with breakfast bar set the stage. The kitchen opens to both the living room and the pool beyond; conversation flows naturally here. A split floor plan gives the primary suite its own quiet wing, complete with a generous walk-in closet, and ensuite bath with jetted garden tub and generously sized shower. Three additional bedrooms and a full bath, plus pool bath extend along the other side. An office, family room, foyer, and dining room provide plenty of space for work, reading, and hobbies. This home was purposefully designed with outdoor living in mind with direct access to the screened pool enclosure from the primary suite, dining room, living room and pool bath. Open the expansive sliding glass doors for a seamless transition to the pool deck where you’ll enjoy a heated saltwater swimming pool and an outdoor kitchen with Wolf grill, refrigerator, and sink. The setting is beautifully framed by mature tropical landscaping that creates a sense of calm and privacy. Among the flourishing foliage are papaya and banana trees, hibiscus, agave, bougainvillea and desert rose. A koi pond with waterfall adds a quiet, meditative note to the backyard setting, and the neighborhood lake view stretches beyond, with stunning sunrises visible from throughout the home. Insurance is a breeze with a brand-new tile roof in June 2026 and no flood insurance required. Ideally located in an A-rated school corridor (Ashton Elementary, Sarasota Middle, Riverview High), and just minutes from the white quartz sands of Siesta Key. Three Oaks is a neighborhood of 280 homes with low HOA fees of just $575 per year. Three Oaks is located west of I-75 near the corner of Proctor Road and Honore Avenue. Three Oaks. 2,527 square feet. One of a kind. Schedule your private showing today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Christine Pope (941-685-5565)
4321 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$550,00041 Days on yellowkey MLS ID: O6405845
REDUCED by $200,000 (26.7%) on 06/23/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1602 Built: 1972 Tax: $2,392 (2025)Community: Flora VillaSingle Family
Taxes:$2,392
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this charming 3-bedroom, 2-bath home located in the heart of Sarasota! This inviting residence features a bright and spacious layout with a versatile Florida room for relaxing, entertaining, or working from home. The open living and dining areas flow naturally, creating a warm and comfortable atmosphere. Enjoy the convenience of a central location just minutes from shopping, dining, and Sarasota’s beautiful beaches. Whether you are a first-time homebuyer, seasonal resident, or investor, this property presents excellent potential in a highly desirable area. Don’t miss the chance to own this Sarasota home.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
7300 GREAT EGRET BLVD, SARASOTA, FL 34241
$790,000128 Days on yellowkey MLS ID: A4682797
REDUCED by $10,000 (1.3%) on 06/05/2026
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2517 Built: 2019Monthly Fee: $240 Tax: $8,409 (2025)Community: Heron Lndg Ph 1Spa: YesSingle Family
Taxes:$8,409
Remarks: Motivated seller. Act now. This approximately 2,500-square-foot home offers three bedrooms and two and a half bathrooms with an additional office / den. This home is designed for both comfort and functionality. The primary suite is filled with natural light and features a private en-suite bath and an exceptionally large walk-in closet, providing abundant storage and organization space. The two additional bedrooms are generously sized and flexible for use as guest rooms, home offices, nurseries, or creative spaces. A conveniently placed half bath and full guest bath enhance everyday convenience. An open-concept floor plan creates a seamless flow between the living, dining, and kitchen areas, making the home ideal for both everyday living and entertaining. The kitchen offers abundant counter space and storage, creating a practical and inviting environment for cooking and gathering. Large windows throughout the home invite in natural light, enhancing the bright, airy atmosphere. Step outside to discover an over-the-top, incredible custom pool designed to impress. Featuring unique custom elements and generous space for lounging and entertaining, this backyard retreat elevates outdoor living to a resort-style experience. The spacious yard provides additional room for relaxation, recreation, and gatherings. Ideally located with convenient access to nearby shopping, dining, and local amenities, this home combines comfort, versatility, and standout outdoor living for an exceptional lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Ian Mcpherson (941-320-0999)
1467 GEORGETOWNE DR, SARASOTA, FL 34232
$462,50079 Days on yellowkey MLS ID: A4686405
REDUCED by $12,500 (2.6%) on 06/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1536 Built: 1983Monthly Fee: $10 Tax: $4,666 (2025)Community: GeorgetowneSingle Family
Taxes:$4,666
Elementary School: Gocio Elementary
High School: Booker High
Remarks: **PRICE IMPROVEMENT 6/23/2026** Welcome to 1467 Georgetowne Drive—an exceptional opportunity to own a gorgeous POOL home in one of Sarasota’s most centrally located and desirable neighborhoods. Nestled in the established Georgetowne community, this property offers the perfect balance of comfort, convenience, and Florida lifestyle living. Situated on a private, fenced lot, this 3-bedroom home features hardwood flooring, a PRIVATE POOL, upgraded kitchen and bathrooms, a 2-car garage, a whole home water filtration system and so much more! The spacious layout is designed for both everyday living and entertaining. Large living areas provide plenty of room to gather, while the thoughtful floor plan offers comfortable private spaces as well. The property’s outdoor space is fully fenced and accessible through the double gates on both sides of the home – making the parking and storage of your RV or boat a breeze! Whether you envision relaxing evenings under the Florida sky, gardening, or sipping evening wine or a morning coffee on your screened porch while overlooking your private pool, this home has something for everyone! What truly sets this home apart is its prime Sarasota location. Enjoy easy access to nearby parks including Fruitville Park and 17th Street Park, both offering athletic fields, walking paths, and green spaces perfect for outdoor recreation. Nathan Benderson Park is also just minutes away, offering world-class rowing facilities, scenic walking trails, and year-round community events. Convenience is another highlight of this location. Daily essentials, shopping, and dining are just a short drive away along the Fruitville Road corridor, including grocery stores, restaurants, and retail centers. Upscale shopping and entertainment can be found nearby at The Mall at University Town Center, one of the area’s premier shopping destinations. Enjoy all that Sarasota has to offer! Known for its stunning white sand beaches, warm climate, and vibrant arts and culture scene, live like you are on vacation! Clear turquoise waters and soft white sand, Sarasota is home to some of the most beautiful beaches in the world! Siesta Key Beach, Lido Beach, and Longboat Key Beach are all top-rated destinations for swimming, sunbathing, fishing, boating, and watersports. Beyond the beaches, Sarasota is home to a thriving arts and culture scene. The city is home to the Ringling Museum of Art, which boasts an impressive collection of European paintings, as well as the Sarasota Opera, the Sarasota Ballet, and the Asolo Repertory Theatre. The downtown area of Sarasota is home to numerous art galleries, studios, and theaters, making it a hub for creativity and innovation. Easy access to interstate 75, airports, shopping, restaurants, nightlife, and more!! Now is the time to make the move – come enjoy Florida lifestyle at its finest!! Whether you’re looking for a primary residence, seasonal retreat, or investment opportunity, this home delivers outstanding potential in a location that puts the best of Sarasota right at your fingertips. Don’t miss the chance to make this well-positioned home your own and enjoy everything this vibrant Gulf Coast community has to offer.
Listing is courtesy of: NETWORK REAL ESTATE GROUP (941-803-0344)
Listing Agent: Shawn Peacher (703-405-2615)
3440 GULFMEAD DR, SARASOTA, FL 34242
$12,900,000153 Days on yellowkey MLS ID: A4679384
REDUCED by $1,050,000 (7.5%) on 06/23/2026
Bed: 5 Bath: 5.0 Gar: 6 Liv Area Sq Ft: 6596 Built: 2008 Tax: $58,421 (2025)Community: Gulfmead EstatesSpa: NoSingle Family
Taxes:$58,421
Remarks: Discover a rare opportunity to enjoy pristine Gulf views, aquamarine waters, and a deep-water dock on the very North end of Siesta Key, just minutes to downtown Sarasota. One of Siesta Key’s most stunning and secluded waterfront sites — a residence offering a rare combination of historic significance, panoramic views of Big Pass, and exceptional structural integrity. Located approximately 200 feet south of civic leader Henry Higel’s early 20th-century Higelhurst Hotel, the pioneering developer’s beloved coastal breezes still beckon family and friends to enjoy swimming, water sports, boating, fishing, shoreline picnics, and direct, no-bridge access to the sparkling Gulf. Multiple covered porches and expansive windows provide front-row views of vivid sunsets and frolicking dolphins. Named for its pineapple stair finials symbolizing welcome, the Pineapple House was built in 2008 with an engineer-homeowner’s meticulous eye for detail. Constructed on pilings and grade beams, the home is set on a 31,293-square-foot lot and encompasses 6,596 square feet under air, with more than 13,000 total square feet. Designed by Diane Weinman with a refined Boca Grande aesthetic and built by ML Collingwood, the dwelling projects enduring quality, thoughtful engineering, and elevated coastal living. Enter through the impressive double doors to a sensual treat of symmetry and light. Main-level windows crowned with transoms frame views of the tropical blue sky. Walnut engineered flooring, Jerusalem stone, eight-foot doors, custom millwork, and generous closets enhance both functionality and beauty throughout. Scaled to feel both warm and elegant, the interiors are enriched with refined finishes and thoughtful architectural detailing. Living spaces encompass a formal dining room with butler’s pantry, living room, bookcase-lined library or sitting room, private office with built-in desk and cabinetry, dedicated home gym, and a flexible gathering room. A second primary or guest suite on the main level offers a private sitting area, breakfast bar, screened porch, and picture-perfect water views. An elevator conveniently serves all three floors. The chef’s kitchen anchors the main living areas with honed granite countertops, Sub-Zero appliances, custom Campbell cabinetry, and a walk-in pantry, opening to casual dining spaces and sun-filled outdoor porches. Upstairs, the primary suite is a tranquil retreat featuring a spa-inspired bath, oversized walk-in closet, shaded terrace, and outdoor shower. The expansive dock features two boat lifts: one 22,000-pound lift suitable for a 32- to 36-foot vessel and a second 10,000-pound lift. A humidity-controlled four-car tandem garage and a separate two-car garage accommodate up to six vehicles along with extensive marine and recreational gear. Solar panels and a 30kW generator underscore the home’s focus on energy efficiency and resilience. Outdoor living is highlighted by a 20,000-gallon heated saltwater lap pool surrounded by Shellcrete patios and Ipe decking. A perched beach with fire pit and swings welcomes gatherings overlooking Big Pass, while a 75-foot rear setback ensures privacy within a lushly landscaped yard. Rich in history, resilient and luxurious, intimate and refined, this is Sarasota waterfront living at its most authentic and coveted. Photos 1 and 2 reflect the new colors that the home is being painted.
Listing Agent: Jennifer Linehan (941-266-7555)
5485 ASHTON MANOR DR, SARASOTA, FL 34233
$450,0004 Days on yellowkey MLS ID: A4697641
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1555 Built: 2001Monthly Fee: $54 Tax: $4,644 (2025)Community: Ashton ManorSingle Family
Taxes:$4,644
Remarks: Does your home wish list sound something like this? A comfortable home in a friendly neighborhood. Something at the end of the road and the school district is second to none. An open floor plan with plenty of space, a yard to enjoy, and a location close to everything that Sarasota offers. Easy access to the the interstate, great shopping, and a straight shot to the beach. An opportunity for the Ashton school district at a price well below the average in Sarasota. And you can even get moved in before the school year starts! Don't miss this home! It has all of the above plus so much more! Most photos are taken previous to the current tenant moving in, however the tenant has taken very good care of the home. Unstaged photos are current.
Listing Agent: Tracy Leclair (941-209-0549)
5005 BEE RIDGE RD, SARASOTA, FL 34233
$369,00014 Days on yellowkey MLS ID: TB8517363
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1151 Built: 1960 Tax: $3,418 (2025)Community: Ridgewood Estates 01St AddSingle Family
Taxes:$3,418
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: This delightful 3-bedroom, 2-bathroom single-story home offers the perfect slice of the Florida lifestyle, boasting an established vacation rental income history for savvy buyers. Centrally located for ultimate convenience, you are a quick drive from both vibrant Downtown Sarasota and the world-famous Siesta Key Beach. You will absolutely love the expansive backyard and the peaceful view across the street. Plus, you enjoy unbeatable walkability right across the street from the 55-acre Urfer Family Park, giving you instant access to nature trails, playgrounds, and fitness paths. From the street, mature landscaping creates immediate curb appeal. Step inside to a bright, open-concept floor plan, controlled by a modern Google Smart Home thermostat. The chef-ready kitchen comes fully equipped with gorgeous granite countertops, a large island, and updated appliances, including a new microwave and dishwasher (both installed in 2023). Down the hall, the layout features a spacious primary suite with a dedicated workstation, a flexible second bedroom, and a comfortable third bedroom—along with a newly added washer/dryer combo (2023) for ultimate convenience. Step outside into your private backyard to find a brand-new 500+ square foot concrete patio, providing the perfect blank canvas for alfresco dining, entertaining, and soaking up the Florida sunshine. This gem comes complete with hurricane impact windows and an impact garage door! Whether you are looking for a profitable investment or your own private haven, this exceptional property is a must-see!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Krisztina Juhasz (571-423-8772)
6338 BEECHWOOD AVE, SARASOTA, FL 34231
$500,000104 Days on yellowkey MLS ID: A4685783
REDUCED by $25,000 (4.8%) on 06/23/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1506 Built: 1954 Tax: $1,942 (2025)Community: Emerald HarborSingle Family
Taxes:$1,942
Elementary School: Phillippi Shores Elementary
Remarks: Located less than a mile from the world-famous Siesta Key Beach, this charming 3-bedroom, 2-bathroom home offers the perfect blend of coastal living and everyday convenience. Situated on a spacious lot, the property features a large backyard—ideal for outdoor entertaining, gardening, or simply enjoying Florida’s beautiful weather. A separate shed in the backyard provides additional storage or workspace. Hurricane windows throughout the house as well as an updated AC. Enjoy being just minutes from shopping, restaurants, and entertainment, while still tucked away in a quiet residential setting. Take a relaxing walk or short bike ride to the beach and experience the stunning white quartz sand and breathtaking sunsets that make Siesta Key so special. Whether you’re looking for a primary residence, vacation getaway, or investment opportunity, this home offers endless potential in one of Sarasota’s most desirable locations.
Listing Agent: Maryana Zilinskiy (941-744-6065)
5103 WINDWARD AVE, SARASOTA, FL 34242
$3,539,000172 Days on yellowkey MLS ID: A4676707
REDUCED by $10,000 (0.3%) on 06/10/2026
Bed: 3 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3034 Built: 2026 Tax: $4,091 (2024)Community: Sara SandsSpa: YesSingle Family
Taxes:$4,091
Remarks: Completed new construction! Built safely and securely ten feet above the island’s flood plain, 5103 Windward is unparalleled new construction with saltwater boating access to the Intracoastal Waterway and Gulf beyond. Along the water’s edge, this homesite spans nearly 1/3 acre on the Grand Canal with 90 ft. of new seawall. The central Siesta Key location makes getting to the spectacular white sand beaches and charming Siesta Village easy and convenient. The free-flowing plan, offering 3,034 sq. ft. of open living, will seduce you with its inviting atmosphere wrapped in casual elegance and modern sophistication. With plenty of natural light, the great room boasts double-height ceilings adorned with rich architectural detail, an elaborate floor-to-ceiling fireplace wall, and see-through views to the expansive outdoor space and coveted canal setting. Beyond the great room’s glass doors, an entertaining lounge with wood ceiling accents, a professional grill station, and a heated pool/spa await your plans for spending cherished time with family and friends. As evening approaches, night lighting transforms the beautiful backyard and creates a timeless ambiance that encourages relaxation and reflection. A gorgeous kitchen is enhanced with an abundance of amenities including a premium Sub-Zero and Wolf appliance package, stone counters, stylized fixtures and finishes, a walk-in pantry, and adjoining laundry. The formal dining room features a built-in buffet and French doors leading to a brick paver patio, making it a wonderful spot for dining alfresco under the stars. The bonus room, with wet bar and pool bath, features two walls of glass sliders showcasing the extensive outdoors and picturesque water views. The primary suite is an oasis of serenity with an office outfitted with built-ins, a generous wardrobe for two, and an exquisite bath intended to pamper and spoil with a free-standing tub, a frameless glass shower with rain head, separate vanities with stone tops, and a water closet. Two additional en-suites offer plenty of room to unwind and rejuvenate in comfortable privacy. A brick paver drive, a 3-car garage, professional landscaping with timed irrigation, eye-catching curb appeal, and other notable customizations inside and out, complete this magnificent waterfront home. This fresh new residence, designed by the award-winning team at Allegra Homes, has been artfully designed and crafted to offer the highest quality to those who live here. An exciting opportunity to make this island paradise yours!
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
1404 KENILWORTH ST, SARASOTA, FL 34231
$5,200,000160 Days on yellowkey MLS ID: A4672697
REDUCED by $450,000 (8.0%) on 04/06/2026
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 5428 Built: 2007Monthly Fee: $333 Tax: $52,740 (2024)Community: Oyster Bay LandingsSpa: YesSingle Family
Taxes:$52,740
Remarks: Privately positioned in gated Oyster Bay Landings with water views stretching down a short canal to Sarasota Bay, this stunning iconic masterpiece from world-renowned architect Guy Peterson is a breathtaking example of the Sarasota School of Architecture’s style and vision. A comfortable modernistic ambiance flows freely throughout the 5,428 sq. ft. of open living where walls of glass capture spectacular displays of the cerulean blue water and evening skies of fiery beauty. No detail has been overlooked. No expense has been spared. Architecturally striking, this 4-bedroom, 4.5-bath waterfront residence is the ultimate indulgence offering rarity, cachet and grandeur. Dock with 2 lifts is conveniently situated on a waterway unencumbered by any bridge. Floor to ceiling windows frame expansive vistas and abundant natural light complements the thoughtfully-appointed and expertly-planned space. Over 4,000 square feet of outdoor area is inviting and festive, and presents unique vantage points to deliver an exhilarating experience. Expansive terraces promote seamless indoor-outdoor living. Covered entertaining is abundant among the verdant tropical gardens and immaculately manicured grounds. Resort-style amenities including an elevator, courtyard with fire pit and heated pool/spa, and breathtaking reflecting pool with fountain. The stunning kitchen is a culinary delight and complemented by an extravagant amenities package of top-tier appliances, island with seating for 6, 20-ft. long counter for 2 desk workstations, side-by-side but separate refrigerator and freezer, 2 dishwashers, and deep walk-in pantry. The family room is equipped with built-in entertainment wall and opens to a waterfront patio with outdoor cooking center. The great room has travertine floors and cypress ceiling detail, and the office provides a desk with stone countertops and plenty of solid wood cabinetry. A 400-bottle wine room is the highlight of the gaming area with wet bar, electric shades and unique glass chandelier. On the second level are spa-inspired en-suite bedrooms with custom closet systems and elevated ceilings. A 30-ft. bridge leads to the master wing highlighted by incredible water views, sitting room with morning bar, and home gym/office. The primary bath creates an immersive experience with a 16-ft. long dressing hall with a wall of built-ins and mirrors, large walk-in specialty closet, multi-faceted shower, deep soaker Jacuzzi tub, separate bidet and laundry chute. In addition, there are two laundry areas, an elevator from ground level to the 2nd and 3rd floors, Creston music and lighting system, Generac generator, and 4-car garage. In one of Sarasota’s most coveted locations along the waterfront, this home redefines coastal living is just minutes from beaches, golf, fine dining and downtown Sarasota’s beloved arts and cultural offerings. When scheduling your exclusive tour of this amazing MODERN waterfront estate, make sure to allow plenty of time for exploring its incredible features, both inside and out. It must be seen in person to be fully appreciated. Even the most discerning buyer will fall in love!
2121 33RD ST, SARASOTA, FL 34234
$189,90047 Days on yellowkey MLS ID: O6406141
REDUCED by $10,000 (5.0%) on 06/23/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1960 Tax: $1,308 (2025)Community: Newtown FarmsSingle Family
Taxes:$1,308
Remarks: Well maintained Sarasota 3BR/1BA block home featuring a brand new permitted well and pump, approximately 11-year-old roof, fresh interior and exterior paint, updated fixtures, reglazed tub and shower tile, attached laundry room, and large screened lanai. The home features a functional layout, spacious backyard, good windows, plumbing, electrical, and HVAC, along with very low annual property taxes that help keep ownership costs down. Property is on well and septic. Tenant currently in place through February 2027 paying approximately $1,700/month, providing flexibility for future plans or continued rental income. Please do not disturb tenant.
8753 MERION AVE, SARASOTA, FL 34238
$895,00025 Days on yellowkey MLS ID: A4695410
REDUCED by $33,000 (3.6%) on 06/23/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2405 Built: 1997Monthly Fee: $13 Tax: $7,828 (2025)Community: Stoneybrook Golf & Country ClubSpa: NoSingle Family
Taxes:$7,828
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: WONDERFUL OPPORTUNITY to own one of the most beautiful and largest homesite in the Estates of Stoneybrook Golf and Country Club. NOTICE HOA LIGHT $150 annually. This true split plan home has 4 bedrooms and 3 full baths including a pool bath convenient for the forth bedroom a nice suite away the main bedroom areas. You will love the vaulted ceilings in the family room kitchen combo lots of windows to catch the evening sunsets. Well maintained this home boasts a NEW ROOF 8/2022 and new A/C 10/2022 Fres Exterior PAINT 6/2026. You do NOT want to miss this home with this large Lucious green homesite 19k sq ft plus and serene lake views no golf balls in this yard. Stoneybrook Golf & Country Club offers a member-owned lifestyle just minutes from Siesta Key, shopping, and the Legacy Trail, with a redesigned 18-hole golf course (2024), clubhouse dining, Har-Tru tennis courts, fitness center, and resort-style pool and spa, ideally situated between Downtown Sarasota and Downtown Venice. A new shopping center is set to open later 2026 including a new WHOLE FOODS and TRADER JOES. A 26 acre new park filled with shopping and dining in the COSTCO location.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Marianne Lebar (941-650-0337)
2949 BOUGAINVILLEA ST, SARASOTA, FL 34239
$444,95090 Days on yellowkey MLS ID: A4687629
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1574 Built: 1958 Tax: $4,700 (2025)Community: South GateSingle Family
Taxes:$4,700
Remarks: Back on the market fresh, improved, and truly move-in ready, this fully renovated 3-bedroom, 2-bath home now features even more valuable upgrades for added peace of mind. Recent major improvements include a brand-new electrical panel, professionally repaired HVAC ductwork, a brand-new tankless water heating system for the interior of the home, a serviced garage door with a newly installed reverse safety system and garage door opener, plus a sewer system inspection and professional cleaning completed by a licensed plumber with a transferable 10-year warranty provided. Combined with a newer roof and updated HVAC system, this home offers the perfect blend of style, comfort, and confidence in the heart of Central Sarasota. Ideally located just minutes from Downtown Sarasota, Siesta Key Beach, shopping, dining, and all that Sarasota has to offer, the location makes it easy to enjoy the very best of the area. Inside, a bright and open layout immediately stands out, featuring expansive living spaces, wide plank flooring, and an abundance of natural light pouring through oversized windows. The seamless flow between the living, dining, and kitchen areas creates an inviting atmosphere that feels both airy and connected. The fully redesigned kitchen showcases sleek cabinetry, stainless steel appliances, modern lighting, and a large peninsula with bar seating, perfect for entertaining or casual everyday living. Both bathrooms have been tastefully renovated with contemporary finishes, stylish tile work, and glass enclosures, continuing the home’s clean and cohesive modern aesthetic. Extensive updates throughout include new flooring, fresh interior and exterior paint, updated landscaping, modern lighting, and updated doors. All three bedrooms offer comfortable space and natural light, while the overall design feels fresh, bright, and completely turnkey. Step outside to the backyard with a spacious patio ideal for relaxing, entertaining, or creating your own outdoor retreat. With plenty of room for pets, play, or future possibilities, and no HOA restrictions, this property delivers flexibility along with style. Freshly reintroduced to the market and loaded with upgrades, this is an exceptional opportunity to own a beautifully renovated Sarasota home that is ready to enjoy from day one. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
1150 WILLIS AVE, SARASOTA, FL 34232
$799,000271 Days on yellowkey MLS ID: A4666350
0 Days Off yellowkey (back on 4/24/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3045 Built: 1957 Tax: $4,178 (2024)Community: Peaceful Vista HomesSingle Family
Taxes:$4,178
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT! LIVE, WORK & HOMESTEAD—JUST MINUTES FROM DOWNTOWN SARASOTA! Bring your animals, your toys, and your vision—this rare 1.5-acre property offers the space and flexibility you’ve been searching for. Whether you’re dreaming of a private homestead, family compound, or income-producing property, this one delivers. The main home features 3 bedrooms, 3 bathrooms, and a 2.5-car garage, while the detached 1-bedroom, 1-bath cottage with full kitchen opens the door to endless possibilities—perfect for multi-generational living, guests, rental income, or a private home office. Inside, the heart of the home is a chef-inspired kitchen with three ovens, two sinks, and generous prep space—ideal for entertaining or large family gatherings. Natural light pours in through floor-to-ceiling front windows, creating a warm and inviting atmosphere. The cozy living room with brick fireplace and built-ins adds charm, while French doors lead from the separate TV room to an expansive screened lanai—perfect for morning coffee and peaceful garden views. Step outside and experience true Florida living—room for animals, gardens, equipment, and more, all with the privacy of two separate entrances. This property is ideal for those looking to create a self-sustaining lifestyle without sacrificing convenience. Additional highlights include: Metal roof for durability Two A/C units (one brand new) Located in a non-flood zone Just minutes to shopping, dining, and I-75 Approximately 20 minutes to Gulf Coast beaches Located near Nathan Benderson Park, you’ll enjoy easy access to world-class recreation while still having your own private retreat. BONUS: The adjacent 1-acre parcel is also available—expand your footprint, increase privacy, or explore future opportunities. This is more than a home—it’s a lifestyle.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Becky Denny (941-914-1327)
4211 64TH AVE E, SARASOTA, FL 34243
$465,0002 Days on yellowkey MLS ID: A4697827
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1710 Built: 2006Monthly Fee: $577 Tax: $5,325 (2025)Community: Cascades At Sarasota Ph IiiaSingle Family
Taxes:$5,325
Remarks: Two bedrooms, a den, and water views in one of Sarasota's most active 55+ communities — and no CDD fees. This home in Cascades at Sarasota has been well cared for and is completely carpet-free, with tile and luxury vinyl plank throughout. The layout works: an eat-in kitchen with updated finishes, a separate dining area, two comfortable bedrooms, and a den that works well as a home office or hobby room. The extended screened lanai has water views, sunsets, and enough room to actually entertain — not just two chairs and a side table. Cascades is a gated, maintenance-free community with lawn care included and no CDD fees. The 25,000-square-foot clubhouse was recently renovated and includes a heated indoor-outdoor pool, fitness center, banquet hall, six Har-Tru tennis courts with a full-time pro, pickleball, bocce, and an arts and crafts room with two pottery kilns. There's a full activity calendar if you want it, or you can keep to yourself — the community supports both. Location-wise, you're about 15 minutes from downtown Sarasota, the Ringling Museum, and Selby Gardens. Siesta Key, Lido Key, and Longboat Key are all within easy reach. UTC Mall and St. Armands Circle are close for shopping and dining, and Sarasota International Airport is convenient for traveling.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dawn Merrill (941-915-7126)
5779 AARON CT, SARASOTA, FL 34232
$474,90091 Days on yellowkey MLS ID: A4687398
REDUCED by $15,000 (3.1%) on 05/27/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2324 Built: 2010Monthly Fee: $108 Tax: $694 (2025)Community: Oak VistasSingle Family
Taxes:$694
Remarks: ***PRICE REDUCTION - MOTIVATED SELLERS*** ***SELLER OFFERING 5K TOWARDS BUYERS CLOSING COSTS*** This stunning 4 bedroom 2.5 bathroom home (built in 2010) is located in the quaint, quiet community known as Oak Vistas and includes tree lined streets with paver driveways and tile roofs. There is nothing "cookie cutter" about this neighborhood and it is truly a hidden gem! Upon entering this home your grand two-story foyer will lead to your spacious family room. The first floor is an entertainers dream and provides ample space for the family to gather together. The first floor is an open concept with large family room, gourmet kitchen with GAS STOVE, eating space, formal dining space and an additional space that can be used as a home office, gym, play room, or whatever suits your needs! Upstairs you will find the primary bedroom and 3 additional guest bedrooms. One of the guest bedrooms is tucked in the corner providing additional privacy. This home provides peace of mind with a BRAND NEW A/C UNIT! The owners also had the roof professionally inspected and it has ample life left! Although you will feel tucked away in your own piece of paradise, this home provides extremely easy access to I-75 and to major roads such as Bee Ridge and Fruitville that will take you to the pristine beaches and gorgeous waterways this area has to offer! To top it off this home has a very LOW HOA and NO CDD FEE! This is a home you surely don't want to miss!
Listing is courtesy of: CENTURY 21 INTEGRA (941-792-2111)
Listing Agent: Kayla Cerquozzi (941-914-2451)
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