Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
941 VIRGINIA DR, SARASOTA, FL 34234
$1,500,00047 Days on yellowkey MLS ID: A4684540
Bed: 6 Bath: 4.5 Liv Area Sq Ft: 3492 Built: 1945 Tax: $9,217 (2025)Community: Bay HavenSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,217
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: A Rare Piece of Sarasota History with current income of over 167,000 / yr. Four turn-key furnished residences. Three City Lots. One Extraordinary Piece of Sarasota History. Welcome to 941 Virginia Drive, a truly unique historic property originally built by John Ringling Jr., offering vintage Sarasota charm paired with modern flexibility and lucrative income. Set on three city lots, this 125-foot-long masonry residence creates an extraordinary private compound with four distinct living spaces. The main residence features two bedrooms, one and a half bathrooms, and an office or den, highlighted by timeless architectural details including stone porches, arched doorways, pecky cypress paneling, tall vaulted beamed ceilings and a wood-burning fireplace. Modern updates complement the historic character with stainless steel appliances, granite countertops, and updated fixtures. The property is designed for lifestyle, opportunity and flexibility for extended family, guests or continued successful short-term rental business. In addition to the main home, the estate includes three separate guest residences providing privacy and versatility. There are two in-law suites that feature full kitchens, a private pool, hot tub, outdoor shower, patio access and a private bathroom; one offers one bedroom and the other two bedrooms. There is an additional one-bedroom dwelling with a convenient kitchenette, private bathroom and laundry. Located just two miles north of downtown Sarasota, the property offers easy access to Lido Key, Longboat Key, St. Armands Circle, and the vibrant dining, arts, and cultural scene of downtown Sarasota. Whether you envision a private historic estate, a multi-generational compound or a unique established vacation rental business, this rare property offers exceptional character, privacy and opportunity in one of Sarasota’s most desirable locations. Don’t miss this opportunity to Own a Piece of Ringling History — A Private Sarasota Compound with Vintage Charm and Resort-Style Living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Angela Adams (941-809-9760)
4481 ASCOT CIR N, SARASOTA, FL 34235
$298,000242 Days on yellowkey MLS ID: A4662740
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1376 Built: 1994Monthly Fee: $894 Tax: $3,753 (2025)Community: Longwood VillasVilla
Taxes:$3,753
Remarks: Welcome to Tivoli Village—an exclusive, private community of just 100 residences nestled among mature trees and lush landscaping. This beautifully maintained 2-bedroom, 2-bath villa with a den/office and 2-car garage offers the perfect blend of tranquility and convenience, ideally located near UTC shopping and dining, I-75, Nathan Benderson Park, Sarasota-Bradenton International Airport (SRQ), and just a short drive to downtown Sarasota and Gulf Coast beaches. Step inside to an open-concept floor plan featuring soaring cathedral ceilings, abundant natural light, and seamless flow between the kitchen, dining, and living areas—perfect for both everyday living and entertaining. The updated kitchen showcases newer stainless steel appliances, ample cabinetry with slide-out shelving, a breakfast nook, and an extended breakfast bar overlooking the main living space. Sliding glass doors lead to an enclosed lanai, with additional paver patio space extending into a private, tropical outdoor retreat complete with native Florida landscaping and a custom tiled table and seating area. The spacious primary suite is privately situated at the rear of the home and features an updated en-suite bath with dual vanities, granite countertops, and a walk-in shower with built-in bench. A split-bedroom layout ensures privacy for guests, with a secondary bedroom and full bath located at the front of the villa. The versatile den/office includes a skylight and closet, making it ideal for a home office or potential third bedroom. Recent upgrades include exterior painting (2023) and a new HVAC system (2023), offering peace of mind for years to come. Tivoli Village residents enjoy a scenic setting with four spring-fed lakes, fishing opportunities, majestic oak trees, and a tranquil nature trail. The HOA provides exceptional value, covering major expenses such as property insurance, exterior maintenance (including power washing and painting), roof replacement and repairs, as well as lawn care and irrigation—delivering low-maintenance, worry-free living. Don’t miss this opportunity to own a move-in-ready villa in one of Sarasota’s most charming and conveniently located communities!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Diane Goodwin (941-706-6620)
7872 MAINSAIL LN, SARASOTA, FL 34240
$1,495,00020 Days on yellowkey MLS ID: A4687553
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3857 Built: 2022Monthly Fee: $500 Tax: $14,857 (2025)Community: Shoreview/Lakewood Ranch WaterSpa: NoSingle Family
Taxes:$14,857
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Nestled in the sought-after community of Lakewood Ranch Waterside, this exceptional two-story home offers a harmonious blend of comfort and functionality in a picturesque setting. The main floor features a thoughtfully designed great room floor plan with volume ceilings showcasing custom coffered details, along with a private office ideal for working from home. The kitchen is a centerpiece of style and efficiency, boasting a large center island with seating, quartz countertops, stainless steel appliances, a gas cooktop, and a spacious walk-in pantry. The primary suite is a private retreat, complete with a walk-in shower, private water closet, and an expansive custom-organized dressing room. Two additional bedrooms and bathrooms on the main floor provide ample space for family or guests. Upstairs, a generous bonus room, along with a fourth bedroom and full bath, creates an ideal space for visitors. Enjoy a private pool and outdoor kitchen, perfectly positioned to take in serene lake views and a rare backdrop of a prestigious polo farm, where the sight of grazing horses enhances the setting. Shoreview residents enjoy a wide array of amenities, including a fitness center, resort-style pool, tennis and pickleball courts, and more. Located just minutes to Waterside Place, with convenient access to Lakewood Main Street, University Town Center, downtown Sarasota, I-75, beaches, top-rated schools, and medical facilities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Katina Shanahan (941-702-0437)
50 CENTRAL AVE #11A, SARASOTA, FL 34236
$990,000261 Days on yellowkey MLS ID: A4660043
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1595 Built: 2005 Tax: $13,852 (2024)Community: Plaza At 05 Points ResidencesCondo
Taxes:$13,852
Elementary School: Alta Vista Elementary
Tax Year: 2024
Remarks: Lavish boutique living in the heart of Downtown Sarasota awaits at the Plaza at Five Points. This tastefully updated, turnkey 2-bedroom, 2-bath condo residence, with a covered lanai/balcony, offers city living with refined style and comfort. A spacious entry foyer with a dedicated office nook provides a practical and welcoming first impression—ideal for year-round living or a stress-free seasonal retreat. The kitchen features sleek quartz countertops and newer, high-quality appliances. The primary en-suite bedroom showcases beautiful city views, a California-style walk-in closet, and access to the private lanai. The guest bedroom is generously sized and offers equally charming downtown vistas. The lanai is accessible from both the living room and the primary bedroom, providing a seamless indoor-outdoor flow. Additional features include two deeded garage parking spaces conveniently located near the lobby, and a private storage room. Building security includes controlled access at all entry points and elevators, ensuring peace of mind. Enjoy an elevated lifestyle with luxurious amenities including front desk concierge service, front desk steward, valet parking, rooftop heated pool and spa, outdoor grilling area, cabana with gazebo, a well-equipped fitness center, community room with catering kitchen and fireplace, conference room, and a guest suite available for weekly reservations. Step out of your lobby into Sarasota’s vibrant arts and entertainment district. Just a short stroll to the Sarasota Opera House, theaters, live music venues, art galleries, eclectic shopping, and top-rated dining. Whole Foods is around the corner for added convenience. The Bayfront and Marina Jack are just minutes away, offering a variety of boating and waterfront activities. Easy access St. Armands Circle, Lido Beach, Longboat Key, and world-renowned Siesta Key Beach. The Sarasota-Bradenton International Airport, Selby Botanical Gardens, Van Wezel Performing Arts Center, and the Asolo Repertory Theatre are all within a short drive. The building performs like a champ during hurricanes and storms. Residences with this floor plan in ‘The Plaza at Five Points’ are rarely available—schedule your private or virtual showing today. Vacant and easy to show.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Ronald Greene (941-445-2985)
320 S SHORE DR, SARASOTA, FL 34234
$4,149,00075 Days on yellowkey MLS ID: A4680700
2 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2978 Built: 1966 Tax: $48,104 (2025)Community: Sapphire ShoresSingle Family
Taxes:$48,104
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Positioned at the tip of Stephens Point, where Sarasota Bay opens wide and the sky feels endless, 320 South Shore Drive commands what many consider the finest views in the city. With sweeping 180-degree panoramas across North Sarasota Bay, glowing downtown lights and elegant arc of the Ringling Bridge, this is a setting that delivers unforgettable sunsets, constant water activity, and a front row seat to dolphins and wildlife passing by daily. The home’s clean lines, open layout, and extensive use of glass create a seamless connection between indoors and out, allowing the surrounding water and sky to become part of everyday life. From the moment you arrive through the gated entry and enter into the all-glass foyer, the experience is unmistakable. Light pours in, sightlines extend in every direction, and the bay immediately takes center stage. Set on nearly half an acre with expansive direct frontage on Sarasota Bay, the property offers a sense of privacy and an exceptional relationship to the water. Boating enthusiasts will appreciate direct access to the bay, while those drawn to quieter moments will enjoy watching the colors of sunset shift across the horizon and the calm rhythm of the water below. The interior spaces are well-suited for everyday living and entertaining. The living and dining areas are wrapped in glass and flow seamlessly to the outdoor areas, creating an easy indoor-outdoor lifestyle. The kitchen is functional and well-positioned, offering generous workspace, quality finishes and uninterrupted bay views. The primary suite serves as a private retreat, positioned to capture long water views and enhanced by a spa-inspired bath that blends indoor and outdoor living. Additional guest accommodations are thoughtfully arranged, offering comfort and privacy for family and friends while maintaining the home’s cohesive modern aesthetic. Outdoors, the full width lanai and lap pool overlook Sarasota Bay, offering an inviting space to relax, entertain and take in the sunsets that define this location. Mature landscaping, including a striking banyan tree, adds character and a sense of place to the property. 320 South Shore Drive is more than a waterfront home. It is a legacy property that brings together architectural significance, extraordinary views and one of Sarasota’s desired locations. A modern masterpiece designed for those who value design, setting and simple luxury of living on the water at its best.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Mike Warm, Llc (941-525-2740)
4511 DEL SOL BLVD S, SARASOTA, FL 34243
$454,90086 Days on yellowkey MLS ID: A4679694
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1764 Built: 1995Monthly Fee: $11 Tax: $3,357 (2025)Community: Longwood RunSpa: NoSingle Family
Taxes:$3,357
Remarks: Located in the desirable Longwood Run – Del Sol Village community, this beautifully maintained 3-bedroom, 2-bath residence offers privacy and peaceful preserve views. Soaring ceilings and abundant natural light enhance the open-concept layout, designed for both comfortable daily living and entertaining. Plantation shutters add character, and the spacious lanai overlooks a lush natural backdrop. Major updates include a new HVAC system (2026) with a 10-year warranty, a newer roof (2018), a whole-house water softener, a triple-filter kitchen water system, and an upgraded 50-gallon water heater. The extra-long garage accommodates larger vehicles. Situated in Flood Zone X with a low HOA, the community is bike-friendly and pet-friendly, and conveniently located near Sarasota’s beaches, upscale shopping, dining, and cultural attractions. Move-in ready and thoughtfully updated, this home offers privacy, comfort, and convenience in a serene setting.
Listing Agent: Louis Wery (941-232-3001)
8950 BAROQUE TER, SARASOTA, FL 34240
$969,00027 Days on yellowkey MLS ID: A4687146
REDUCED by $20,000 (2.0%) on 04/13/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3066 Built: 2024Monthly Fee: $433 Tax: $9,047 (2025)Community: Artistry SarasotaSpa: NoSingle Family
Taxes:$9,047
Remarks: Welcome to this exceptional 2024-built Van Gogh model by Kolter Homes, a rare single-story residence set within the highly sought-after gated community of Artistry Sarasota. Offering 3,066 square feet of thoughtfully designed living space, this 3 bedroom plus office/den, 2.5 bath home embodies a seamless blend of architectural sophistication, modern comfort, and maintenance-free living. A gracious tile-floored foyer sets the tone, welcoming you into an interior defined by clean lines, volume ceilings, and refined finishes throughout. The open-concept layout unfolds into a formal gathering room adorned with custom tray ceilings, flowing effortlessly into a beautifully composed living and dining environment designed for both everyday living and elevated entertaining. Expansive hurricane-impact windows and doors bathe the home in natural light, enhancing the sense of openness while providing peace of mind. At the heart of the home is the gourmet kitchen—anchored by a striking waterfall-edge center island and complemented by abundant counter space, sleek cabinetry, and a substantial walk-in pantry. Outfitted with premium stainless-steel appliances, including a natural gas 30-inch cooktop with vented hood, built-in microwave, thermal wall oven, and dishwasher, this space is designed to inspire both casual meals and culinary pursuits. A breakfast nook offers a relaxed setting for morning coffee, while the adjacent dining area provides an inviting backdrop for more formal gatherings. The private office or den offers a quiet, dedicated workspace ideal for remote work or creative pursuits. The primary suite serves as a serene retreat, featuring coffering ceiling, a sunlit bay window, and a spacious walk-in closet. The spa-inspired bath is thoughtfully appointed with dual vanities and a frameless glass-enclosed oversized shower, creating a calming, refined atmosphere. Two additional guest bedrooms are generously sized and well-positioned, offering comfort and privacy for family or visitors. A well-designed laundry room enhances daily functionality with upgraded cabinetry and a utility sink. Throughout the home, custom motorized window treatments add both convenience and a polished aesthetic, while energy-efficient systems—including open-cell spray foam insulation, high-efficiency HVAC, and a tankless water heater—underscore the home’s modern performance and sustainability. Outdoor living is equally compelling. A custom screened lanai, pre-plumbed for a future summer kitchen, invites effortless indoor-outdoor entertaining. The beautifully newly landscaped, fenced corner lot provides both privacy and space to unwind in a tranquil setting with plenty of room for a pool! Residents of Artistry enjoy access to an array of resort-style amenities, including a state-of-the-art fitness center, lap and resort-style pools, outdoor cabanas, a spa, basketball court, playground, and scenic walking trails set among lush landscaping and serene lakes. Ideally located just minutes from premier shopping, dining, top-rated schools, and Sarasota’s renowned beaches, this residence offers an unparalleled lifestyle opportunity. Move-in ready and meticulously upgraded, this is a rare offering that combines timeless design, modern innovation, and an exceptional Sarasota location.
Listing Agent: Kelly Sallee (941-914-0400)
9221 BERNINI PL, SARASOTA, FL 34240
$1,225,00018 Days on yellowkey MLS ID: A4688126
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3066 Built: 2023Monthly Fee: $438 Tax: $9,467 (2025)Community: Artistry SarasotaSpa: YesSingle Family
Taxes:$9,467
Remarks: This sought-after Van Gogh model is designed for effortless Florida living, featuring an open-concept layout and two expansive sliding glass doors that seamlessly connect indoor and outdoor spaces. Step outside to your private oasis—a saltwater pool and spa overlooking a tranquil lake, with peaceful views of the community’s nature trail and lake creating a serene, private backdrop rarely found this close to everything Sarasota has to offer. The lanai is prepped for your dream outdoor kitchen, with existing gas, water, and electric hookups already in place, making it easy to customize the space to suit your lifestyle and entertaining needs. Inside, the home is both elegant and functional. The bright white kitchen showcases quartz countertops, custom cabinetry, an under-sink water filtration system, and an open floor plan that flows beautifully into the main living areas. Enhancing comfort and quality throughout the entire home, a water softener has also been installed. The spacious primary suite is enhanced by bay windows that fill the room with natural light, along with a spa-like bathroom featuring an oversized walk-in shower. A versatile den/flex room offers the flexibility today’s buyers need for a home office, playroom, or guest space. The laundry room has been thoughtfully upgraded with custom cabinetry for added convenience and storage. Located within Artistry Sarasota, residents enjoy maintenance-free living and access to resort-style amenities including a community pool, playground, basketball, and pickleball courts. This prime location places you just minutes from shopping, dining, and everyday conveniences, while still offering a peaceful, tucked-away feel. Downtown Sarasota is only about 10 miles away, giving you easy access to world-class restaurants, arts, and beaches. This is the ideal home for luxury buyers seeking a quiet, refined lifestyle without sacrificing proximity to everything Sarasota has to offer.
Listing Agent: Laurie Minear (717-824-5703)
3876 PRUDENCE DR, SARASOTA, FL 34235
$332,50016 Days on yellowkey MLS ID: A4688372
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1211 Built: 1961 Tax: $2,837 (2025)Community: Kensington ParkSpa: NoSingle Family
Taxes:$2,837
Elementary School: Gocio Elementary
Remarks: KENSINGTON PARK where we have NO HOA rules AND NO HOA FEES! LOCATION, LOCATION, LOCATION...Near UTC, shopping, downtown, beaches and I-75! BONUS: you have a new park/playground was just installed on 27th Parkway. Check out the contemporary A-Frame style home with Cathedral (high) ceilings throughout AND Transome windows letting the morning sun in! The 2 bedroom, 2 bath home has an addition that could easily be converted into a PRIMARY and 3rd bedroom with private bath and exterior door to the back yard but still part of the main home access. HOW ABOUT A NEW METAL ROOF and NEW 200 AMP ELECTRIC PANEL plus A NEW ELECTRIC POLE? The washer and dryer are only one year old and most other appliances are 13 years old. TWO of the exterior doors are scheduled to be replaced and on special order now...paid for by the owner/seller. The carport has been converted into a covered/screened lanai. The HVAC ($6400) was installed in 2022 and the Sewer lines replaced in 2013 ($7,800)! COME STEAL THIS HOME TODAY for $332,500!
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Scotty Ledford (941-400-7360)
2843 BUTTERFLY JASMINE TRL, SARASOTA, FL 34240
$499,00087 Days on yellowkey MLS ID: A4679098
REDUCED by $25,900 (4.9%) on 04/13/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1531 Built: 2023Monthly Fee: $245 Tax: $4,206 (2025)Community: Windward/Lakewood Ranch Ph 1Villa
Taxes:$4,206
Remarks: One or more photo(s) has been virtually staged. Lakeview - Whole Home Generator - Whole Home Water Softener - 8 ft Doors - Upgrades Galore. Welcome to to Windward in Lakewood Ranch. This open-concept Tidewater floorplan features a spacious kitchen with oversized island flowing seamlessly into the living and dining areas, perfect for everyday living and entertaining. Impact windows and sliders provide energy efficiency and enhanced comfort throughout. Office/flex space with French doors can also be used as a 3rd bedroom. Step out to the extended screened lanai with serene pond views and a natural gas grill hookup – ideal for relaxing and al fresco gatherings. Enjoy resort-style amenities including multiple pools, clubhouse, fitness center, tennis and pickleball courts, playground, 2 dog parks, full time Events Coordinator and more. This low HOA maintenance free home also offers a 2-car garage. Easy access to Waterside, Sarasota, Lakewood Ranch excellent dining, shopping and Gulf Coast beaches just minutes away. Come and see for yourself and own your piece of Paradise ! Complete upgrade list available upon request.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Diane Barrington (941-350-7572)
3548 FOUNDERS CLUB DR, SARASOTA, FL 34240
$2,395,000271 Days on yellowkey MLS ID: A4658917
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5426 Built: 2006Monthly Fee: $499 Tax: $10,982 (2024)Community: Founders ClubSpa: YesSingle Family
Taxes:$10,982
Remarks: This is the one * WELCOME TO THE FOUNDERS CLUB, ONE OF THE MOST COVETED COUNTRY CLUB COMMUNITIES IN SARASOTA * This Quality Built Lee Wetherington Executive Home features a VERY PRIVATE SETTING ON OVER 1/2 ACRE * PANORAMIC VIEWS OF A TRANQUIL LAKE IN YOUR BACKYARD WITH SERENE GREENBELT VIEWS FROM YOUR FRONT YARD - THIS IS A PREMIER LOCATION * RARELY AVAILABLE in this sought after neighborhood, this BEAUTIFUL HOME has been LOVINGLY RENOVATED * Step into the Grand Foyer and be amazed * Architectural details are at every turn * The current homeowners painstakingly oversaw every step of the NEW CHEF'S KITCHEN WITH A COASTAL CONTEMPORARY DESIGN BOASTING NEW Custom Wood Cabinets, NEW Quartz Countertops, a Waterfall Island, NATURAL GAS COOK-TOP and a Walk-in Pantry * The Kitchen is open to the SPACIOUS Family Room AND an expansive Glass-enclosed A/C Cabana-style Room with three walls of glass sliders (open the doors in the winter time!), screen windows, a natural gas fireplace, plus a wet bar - this is the perfect space for relaxing, entertaining, and it can even be used as a playroom * This FAMILY ESTATE is remarkable with 5,426+/- A/C SQFT * 4 Bedrooms & 4.5 Baths * Den/Office * Bonus Room * A Multi-use 15x13 Safe Room could be used as a Home Gym or Flex-space * Your Primary Suite features #2 Custom California style Walk-in Closet's and a NEW LOVINGLY RENOVATED Spa-style Bath with custom Cabinets, NEW Garden Tub, and a SPACIOUS Walk-in shower * This THOUGHTFULLY CURATED BATH is a TRUE OWNERS' RETREAT * Formal Living Room * Formal Dining Room * UPSTAIRS FEATURES A BONUS ROOM AND A SEPARATE GUEST BEDROOM + BATH with a Screened Lanai featuring Lake Views * Just a few of the additional features include: Volume ceilings * IMPACT GLASS WINDOWS + STORM SHUTTERS * SOLID CORE DOOR & CUSTOM WOOD TRIM * NEW Exterior Paint 2021 * NEW Interior Paint 2022 * Whole House Water Softener and Reverse Osmosis System * A 40-kilowatt OLYMPIAN NATURAL GAS WHOLE HOUSE GENERATOR * All of this wraps the PRIVATE HEATED POOL & SPA RECENTLY UPDATED with a NEW HEATER IN 2022 AND RESURFACING WAS DONE IN 2021 * The Founders Club is a beautiful low-density 24/7 guard-gated community with over 700 acres of wetlands and preserve and only 262 homes. The renowned Robert Trent Jones Jr. golf course offers members easy tee times and is one of the only walkable courses in the region. Har-Tru tennis courts & pickle ball courts and a picnic pavilion, and playground, basketball court, and fitness center are also on site. Residents enjoy easy access to the cultural venues of downtown Sarasota and attractions of Lakewood Ranch. Optional golf/social memberships. Members enjoy a 24/7 fitness facility, stately clubhouse, community events, and a restaurant with picturesque veranda. Come see this exceptional home and discover an extraordinary lifestyle. ONE LOOK & YOU'LL FALL IN LOVE *
Listing Agent: Glenn Brown (941-342-6464)
4092 GOLD DUST LN, SARASOTA, FL 34243
$357,000122 Days on yellowkey MLS ID: A4675768
REDUCED by $2,000 (0.6%) on 04/13/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1673 Built: 2026Monthly Fee: $199Community: Oasis At Longwood RunTownhouse
Taxes:$0
Remarks: MOVE IN READY! REDTAG SALE! Receive up to $20,000 towards closing costs, $5,000 towards upgrades and special interest rates with the use of our preferred lender - Now through Sunday, April 26th. This two-story, all concrete block constructed townhome has an open concept downstairs that includes a large open kitchen, a powder room, and a large family room that overlooks a covered lanai. The second floor includes a spacious Bedroom 1 with ensuite bath, two additional bedrooms, a full bathroom, and a laundry area. This home comes with all appliances, including a stainless-steel refrigerator, built-in dishwasher, electric range, microwave, washer, and dryer. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing.
Listing is courtesy of: D.R. HORTON REALTY OF SARASOTA (941-256-7010)
Listing Agent: Sarah Bordeaux (941-367-2571)
4158 PRUDENCE DR, SARASOTA, FL 34235
$540,0008 Days on yellowkey MLS ID: A4689465
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2573 Built: 1967 Tax: $5,244 (2025)Community: Kensington ParkSpa: NoSingle Family
Taxes:$5,244
Remarks: Located in the established Kensington Park community, this beautifully updated four-bedroom, three-bath residence with a pool offers a thoughtfully designed single-level layout with a desirable split-bedroom floor plan, creating a seamless balance of privacy and open-concept living. Spacious living and dining areas flow effortlessly, making the home ideal for both everyday comfort and entertaining. The upscale kitchen, features a large island with dual sinks, ample cabinetry, stainless appliances, and generous counter space, perfectly suited for meal preparation, casual dining, and hosting gatherings. Multiple living areas enhance the home’s versatility, while a substantial bonus room with a working fireplace provides added flexibility for a media room, or additional living space. The large primary suite features dual vanities, a steam shower with double shower heads, soaking tub and full walk-in closet. Wheelchair accessibility adds to the home’s overall convenience. The split floorpan offers three more bedrooms with two full bathrooms and a private office. Outdoor living is elevated by a fully fenced backyard with mature landscaping and a private pool, complete with an updated system and prior refinishing. A double gate allows for boat or additional storage access. The property also includes a two-car garage with a newly resurfaced floor and ample additional parking. Recent updates provide peace of mind, including a 2019 renovation with updated electrical and plumbing systems, a new roof (2025), new water heater (2025), and a 2019 HVAC system with UV filtration. Hurricane-impact windows and doors are installed. The exterior has been freshly painted, and additional features include buried electrical in the backyard for a future shed, included appliances, and a home warranty with approximately four years remaining covering major components. Kensington Park is ideally located in the heart of Sarasota, just minutes from The Mall at University Town Center, offering a wide selection of shopping, dining, and entertainment. The home is also conveniently close to downtown Sarasota, Sarasota-Bradenton International Airport, and the area’s renowned Gulf beaches, including Lido Key and Siesta Key. With easy access to major roadways, parks, and everyday conveniences, this location offers both accessibility and the best of the Sarasota lifestyle.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Joe Ebert (941-932-1487)
4533 CHINKAPIN DR, SARASOTA, FL 34232
$385,00087 Days on yellowkey MLS ID: A4679401
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2339 Built: 2018 Tax: $4,300 (2025)Community: Hammock ParkTownhouse
Taxes:$4,300
Remarks: Welcome to Hammock Park—where privacy, space, and Sarasota convenience come together. Tucked inside one of Sarasota’s most intimate gated communities, this beautifully maintained 3-bedroom, 2.5-bath townhome offers the rare combination of peaceful surroundings and unbeatable access to everything that makes this area so desirable. Inside, you’ll find a thoughtfully designed floor plan with over 2,339 square feet of living space, ideal for everyday comfort and flexible living. The kitchen is a true standout, featuring abundant cabinetry, generous counter space, stainless steel appliances, and an eat-in layout—perfect for casual mornings or entertaining friends. The home offers multiple versatile areas that easily adapt to your lifestyle, whether you need a home office, guest space, fitness room, or bonus lounge. The primary suite is spacious and inviting, complete with a huge bathroom with double sinks and an enormous shower, plus direct access to a private screened outdoor space—your own peaceful retreat. One of the most loved features of this home is the two screened porches, upstairs and downstairs, both overlooking serene natural views that provide privacy and a calming backdrop you’ll appreciate every day. With maintenance included and a new roof you get peace of mind and truly low-maintenance living. Tile and quality flooring throughout add durability and style, while the attached 2-car garage provides secure parking and storage. Hammock Park is a quiet, gated community of only 35 townhomes, where the HOA covers landscaping, irrigation, water/sewer, exterior insurance, roof reserves, and gated entry—saving homeowners thousands each year and making day-to-day living refreshingly easy. No flood insurance required, and no damage from previous storms. Located just minutes from UTC Mall, Nathan Benderson Park, the new Mote Aquarium, downtown Sarasota, and I-75, this home puts beaches, dining, shopping, and culture all within easy reach. If you’re looking for space, privacy, style, and a prime Sarasota location—this is the one. $3,000 credit given to buyer to replace all upstairs carpet including the stairs.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Robert Halbman (941-677-3948)
5836 HELEN WAY, SARASOTA, FL 34243
$510,00043 Days on yellowkey MLS ID: A4682914
REDUCED by $9,000 (1.7%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2043 Built: 1990 Tax: $800 (2025)Community: Cedar Creek Unit 3Spa: NoSingle Family
Taxes:$800
Remarks: LET THE SUN SHINE IN! Come explore this waterfront beauty in Cedar Creek - North Sarasota, where serene pond views and indoor-outdoor living come together beautifully. This 3-bedroom, 2-bath home offers approximately 2,100 square feet of living space on a generously sized lot perfectly positioned to capture water views from nearly every room. Double front doors open to a vaulted-ceiling living room with sliders that immediately draw your eye to the sparkling salt water pool and wide pond view beyond. The natural light pouring in creates a warm and inviting first impression that only gets better throughout the home. Designed for both comfort and entertaining, the layout includes separate living and dining rooms plus a comfortable family room featuring a stone wood-burning fireplace and a full wall of custom built-ins adjacent to the kitchen. The bright kitchen offers shaker cabinetry, dark granite countertops, a pass-through window to the lanai, a newer dark stainless GAS range giving you the convenience of propane cooking — a true chef’s dream. All three bedrooms feature walk-in closets and mounted 50+” TVs, with the 2nd bath featuring a door to access the pool area. The spacious primary suite includes a custom-designed closet maximizing every inch of space and sliding glass doors that open directly to the lanai and salt water pool. Outdoor living shines with four sets of sliders leading to the pool area, creating seamless indoor-outdoor flow. The large lanai is under roof, offering plenty of room to add an outdoor kitchen and dining area. The screened pool enclosure was replaced in 2024, and poured sidewalks surround the home for clean, easy access all around. For peace of mind, major improvements include • Roof replacement in 2021 • New A/C and water heater in 2022 - there are so many features here, get the full list! Low HOA fees of just $200/quarter and no CDD make this home even more attractive. Location is here as this community is just 4 miles from UTC and all there is to do - restaurants, shopping, Benderson Park, and tons more close by! Don't let this opportunity pass you by!
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Kim Rossi (941-928-4586)
2444 STAR APPLE WAY, SARASOTA, FL 34240
$745,990179 Days on yellowkey MLS ID: A4669338
4 Days Off yellowkey (back on 4/13/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3244 Built: 2025Monthly Fee: $290 Tax: $888 (2024)Community: Windward At Lakewood Ranch Phase 2Single Family
Taxes:$888
Remarks: Stunning Laurel 2 by Neal Communities in Windward at Lakewood Ranch! This spacious 3,244 sq. ft. home features 3 bedrooms, 3.5 baths, a den, and a spacious bonus room. The open-concept great room flows to a covered lanai with pocket sliding doors and an outdoor kitchen rough-in—perfect for entertaining. The gourmet kitchen offers Timberlake cabinets in Harbor finish, quartz countertops, a tile backsplash, and GE stainless appliances with a gas range. Designer details include wood-look tile flooring, impact windows, coastal stair railing, and a spa-inspired primary bath. Foam wall insulation, recessed lighting, and a pool pre-wire package add comfort and convenience. Enjoy resort-style amenities in Windward—two pools, fitness center, pickleball, tennis, and scenic trails—just minutes from UTC and Gulf beaches.
Listing is courtesy of: NEAL COMMUNITIES REALTY, INC. (941-328-1111)
Listing Agent: John Neal (941-313-8575)
8544 CACHE DR, SARASOTA, FL 34240
$360,00023 Days on yellowkey MLS ID: A4687044
REDUCED by $25,000 (6.5%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1619 Built: 2019Monthly Fee: $190 Tax: $2,853 (2025)Community: Hidden Creek Ph 1Spa: NoVilla
Taxes:$2,853
Remarks: One or more photo(s) has been virtually staged. Welcome to 8544 Cache Drive in Sarasota—an exceptional opportunity to own a beautifully maintained villa in a quiet, well-kept community in one of the area’s most desirable and rapidly growing locations. This home has been meticulously cared for, showcasing pride of ownership throughout and offering a move-in-ready experience. A brand-new 2025 A/C unit delivers energy efficiency and peace of mind. NEW dishwasher in 2025 and NEW refrigerator in late 2024. The primary bedroom and great room welcome you with tray ceilings, giving the home a larger-than-life feel. This home has been well taken care of and sits high and dry in the heart of Sarasota. Its location in a non-flood zone adds an extra layer of security and potential savings on insurance. With no CDD fees and low HOA dues, this property delivers outstanding value with minimal ongoing costs. Ideally situated near Waterside Place in Lakewood Ranch, this home places you close to vibrant dining, shopping, and year-round community events—perfect for embracing the sought-after Sarasota lifestyle. Enjoy convenient access to: The Mall at University Town Center for premier shopping and dining Downtown Sarasota for beaches, arts, and entertainment Sarasota-Bradenton International Airport for effortless travel I-75 for easy commuting and connectivity Whether you’re looking for a full-time residence, seasonal retreat, or investment opportunity, this villa offers the perfect blend of comfort, location, and low-maintenance Florida living. Schedule your private showing today and use our preferred lender for 1% in savings!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dylan Lach (952-649-8324)
5222 MYRTLE WOOD #9, SARASOTA, FL 34235
$279,88875 Days on yellowkey MLS ID: A4680262
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1176 Built: 1981 Tax: $3,347 (2025)Community: Somerset/The MeadowsSpa: NoVilla
Taxes:$3,347
Remarks: Seller is motivated, all REASONABLE offers will be considered. Nestled within the lush, park-like setting of The Meadows, this astounding, fully renovated two-bedroom, two-bath villa is the epitome of refined Florida living. Meticulously updated from top to bottom, the residence lives like a private home while offering the ease and peace of mind of maintenance-free ownership. Arrive beneath your attached, assigned carport and step into a charming front courtyard—a warm prelude to the light-filled interior beyond. Inside, cathedral ceilings soar above a bright, open floor plan designed to capture abundant natural light. New lighting, contemporary finishes, tiled entry and kitchen, and premium vinyl flooring throughout (no carpet) create a seamless flow from room to room, culminating in a glass-enclosed Florida room. Primary bathroom is wheelchair accessible. Here, a wall of sliders frames tranquil garden views and a community pool, inviting indoor-outdoor living year-round. The open-concept kitchen is both elegant and functional, appointed with gleaming new white quartz countertops, a generous breakfast bar, brand-new white cabinetry, and all new stainless-steel appliances. Sliding glass doors provide easy access to the front patio—perfect for morning coffee or evening gatherings. The airy layout is tailored for carefree, casual living, with no neighbors above or below and chic, contemporary appointments throughout. Additional highlights include an exterior storage closet, interior washer and dryer, and thoughtful proximity—just steps from the heated community pool and a scenic nature walking trail. Set across 1,600 acres of resort-style grounds, The Meadows offers an exceptional lifestyle only minutes from downtown Sarasota and the UTC. Residents enjoy 14 miles of biking and hiking trails, a fitness center, a Junior Olympic pool, pickleball courts (available via separate memberships), dining options, and pay-to-play access to award-winning golf courses and a premier tennis complex at remarkably accessible pricing. Ideally located near the area’s best attractions—including Nathan Benderson Park, Mote SEA Aquarium, and The Mall at University Town Center—this villa places award-winning beaches, vibrant arts and culture, shopping, and dining within easy reach. Pet-friendly and move-in ready, this exceptional condo delivers a truly hassle-free lifestyle in a coveted location. The gorgeous furnishings are available under separate bill of sale. This is an exceptional opportunity to purchase at a lower price per square foot than competing properties while securing a truly modern, move-in-ready home.(Association rules apply: no trucks or commercial vehicles permitted for overnight parking.)
Listing Agent: Amy Chapman (941-225-1500)
174 GOLDEN GATE PT #32, SARASOTA, FL 34236
$1,175,00089 Days on yellowkey MLS ID: A4678205
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1168 Built: 1967Monthly Fee: $1,751 Tax: $12,349 (2025)Community: Harbor HouseCondo
Taxes:$12,349
Elementary School: Southside Elementary
Remarks: Convenient LOCATION! Expansive WATER VIEW! Handsome RENOVATION! Welcome to your Personal Paradise! DOWNTOWN Sarasota on prized GOLDEN GATE POINT. View of SARASOTA BAY and the elegant John Ringling bridge from all rooms. This Third Floor Condo has been beautifully redone. *New Kitchen from studs out *High Quality GE Café Kitchen Appliances *Convenient Undercounter Microwave Drawer *All New Electrical Wiring and Electric Panel *CAT5 Wiring installed *Stylish -not the usual- Ceiling Fans and Recessed Lighting *New HVAC Air Handler and Compressor *New Water Heater *New Bathrooms, one with Rain-showerhead *New Crown Molding *New Wood Flooring throughout. Light and Bright Kitchen with its Sea green Quartz Countertop, Ample Cabinets and Storage, with a hidden stacked Full-sized Washer/Dryer on the pantry end of the kitchen. Living Room space features a sleek, electric Fireplace, with decorative color-changing crushed glass rocks, that also provides heat. Hunter Douglas Window shades for all windows. Two Bedroom Suites, each with plenty of closet area, split plan, one currently being used as an office/guest suite. Closets with Container Store quality closet organizer, shelving changeable as you choose. Assigned carport parking with your own storage room, ready for your beach chairs, bicycles and paddleboards! SARASOTA is known for its beaches, its restaurants, its arts and entertainment: this Central Location lets you easily reach them all! And if you don’t want to leave home, most delightful is being able to enjoy this wonderful view from your armchair in your modern condo!
Listing is courtesy of: BANZHAF & ASSOCIATES INC (941-504-0350)
Listing Agent: Susan Christy (941-504-0350)
2342 MARGARET ST, SARASOTA, FL 34237
$317,49879 Days on yellowkey MLS ID: A4680575
REDUCED by $1 (0.0%) on 03/31/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 945 Built: 1957 Tax: $3,175 (2025)Community: Ethan Allen SubSingle Family
Taxes:$3,175
Elementary School: Tuttle Elementary
Remarks: INVESTORS***Property is currently leased for one year, furnished***Buy at today's lower price, receive rent to cover expenses and sell when Market Increases. Charming Sarasota home located at 2342 Margaret Street, Sarasota offering 2 bedrooms plus a bonus room that can easily be converted into a third bedroom. Features include a beautifully updated kitchen with granite countertops and breakfast bar, bamboo flooring throughout, and a spacious family room with a unique bamboo ceiling that adds warmth and character. Ideal as a short term rental, vacation home, or primary residence. No deed restrictions and no flood insurance required. Newer A/C. An A+ Location conveniently located near Downtown Sarasota with its Shopping, Dining, Theatres and incredible amenities. Just minutes to University Parkway and UTC (University Town Center Mall), Restaurants, Shopping galore and the new Sarasota Aquarium. Just 8 miles to the world-famous Siesta Key Beach. A Location that can't be Beat! No HOA and endless potential—don’t miss this opportunity! Don't Miss the Virtual Tour. Don't Miss This investment opportunity. Owner may consider owner financing.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Geri Scheckner (941-356-0652)
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