Location: Sarasota
Do Not Show Listings
365 OAK HILL WAY #32, SARASOTA, FL 34232
$269,900178 Days on yellowkey MLS ID: A4677958
REDUCED by $10,100 (3.6%) on 07/12/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1174 Built: 1985Monthly Fee: $559 Tax: $570 (2025)Community: Village Oaks Sec BSpa: NoVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$570
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Virtually Staged. Nestled in the quiet, pet friendly community of Village Oaks features this Immaculate updated 2-bedroom, 2 bathroom Condo/Villa that offers a move-in-ready retreat. This fully updated unit features a new hot water heater installed in January 2026 and boasts a freshly repainted interior throughout. The modernized kitchen offers a pass-through to the dining area. Updated Master Bath with dual sinks, and walk in shower. Enjoy the look of luxury vinyl that flows seamlessly through every room. The open-concept living room boasts of high ceilings, while an enclosed Florida room (lanai) provides a private space to enjoy the lush surroundings. The villa features a convenient in unit laundry area with a washer and dryer tucked into a dedicated laundry closet.Enjoy the convenience of a private one car garage with remote access, plus two dedicated exterior parking spots right outside your villa. Community pool overlooking lake along with tennis/pickleball court for outdoor activities. Ideally situated between I-75 and downtown Sarasota, offering quick access to the University Town Center Mall (UTC), local dining and world-class beaches.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Laura Flood (941-725-2500)
2820 MARRAKESH LN, SARASOTA, FL 34234
$464,99028 Days on yellowkey MLS ID: TB8519403
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1542 Built: 2026Monthly Fee: $115 Tax: $4,207 (2025)Community: GracewaterVilla
Taxes:$4,207
Elementary School: Emma E. Booker Elementary
Remarks: Under Construction. Welcome to The Bishop, a luxury villa in the gated community of Gracewater, where timeless design meets picturesque water and amenity center views. This thoughtfully designed home features 2 bedrooms, a spacious flex room, and an open-concept layout that perfectly balances comfort, functionality, and style. From the moment you step inside, you'll be captivated by the abundance of natural light streaming through the many windows that grace the entry, dining room, and family room, creating a bright and inviting atmosphere throughout. The spacious flex room offers endless possibilities as a home office, hobby space, media room, or guest retreat. At the heart of the home, the designer kitchen serves as a beautiful gathering place where favorite recipes are shared, conversations linger, and everyday moments become cherished memories. Overlooking the dining and family rooms, this elegant space is ideal for both entertaining and everyday living. A stunning wall of sliding glass doors opens to the extended lanai, seamlessly blending indoor and outdoor living. Here, tranquil water views and views of the beautifully appointed amenity center create the perfect backdrop for morning coffee, evening relaxation, or entertaining guests. Come home to The Bishop—where every detail is designed for comfort, togetherness, and the simple joy of living well.**This property offers a limited-time interest rate incentive and closing costs.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
2816 MARRAKESH LN, SARASOTA, FL 34234
$469,99028 Days on yellowkey MLS ID: TB8518871
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1555 Built: 2026Monthly Fee: $115 Tax: $4,276 (2025)Community: GracewaterVilla
Taxes:$4,276
Remarks: Under Construction. Welcome to The Alanson, a luxury villa in the gated community of Gracewater, where timeless design meets picturesque water views. This thoughtfully designed home features 2 bedrooms, a spacious flex room, and an open-concept layout that perfectly balances comfort, functionality, and style. From the moment you step inside, you'll be captivated by the abundance of natural light streaming through the many windows that grace the entry, dining room, and family room, creating a bright and inviting atmosphere throughout. The spacious flex room offers endless possibilities as a home office, hobby space, media room, or guest retreat. At the heart of the home, the designer kitchen serves as a beautiful gathering place where favorite recipes are shared, conversations linger, and everyday moments become cherished memories. Featuring a gas cooktop, wall oven, and an elegant design that overlooks the dining and family rooms, this space is perfectly suited for both everyday living and entertaining. A stunning wall of sliding glass doors frames a picture-perfect pond view and opens to the extended lanai, seamlessly blending indoor and outdoor living. Here, tranquil water views create the perfect backdrop for morning coffee, evening relaxation, or entertaining guests. Come home to The Alanson—where every detail is designed for comfort, togetherness, and the simple joy of living well.**This property offers a limited-time interest rate incentive and closing costs.
2849 MARRAKESH LN, SARASOTA, FL 34234
$419,99038 Days on yellowkey MLS ID: TB8516261
REDUCED by $30,000 (6.7%) on 07/11/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1542 Built: 2026Monthly Fee: $115 Tax: $3,631 (2025)Community: GracewaterVilla
Taxes:$3,631
Remarks: Under Construction. Looking for a move in ready, natural light filled Luxury Villa? How about a Palm Tree lined pond view from your lanai? Welcome to The Bishop a Luxury Villa in the gated community of Gracewater, where timeless design meets serene views. From the moment you walk through the door, sunlight streams through the abundance of windows throughout the entry, the dining room and living room, filling the space with warmth and brightness. The open-concept layout flows seamlessly from the welcoming front porch to the inviting dining and family areas, and out to the breezy lanai where a peaceful pond view invites you to gather, relax, and reconnect.
2856 MARRAKESH LN, SARASOTA, FL 34234
$454,990119 Days on yellowkey MLS ID: TB8487205
REDUCED by $15,000 (3.2%) on 07/06/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1542 Built: 2026Monthly Fee: $115 Tax: $4,079 (2025)Community: GracewaterVilla
Taxes:$4,079
Elementary School: None
High School: None
Middle School: None
Remarks: Experience the perfect balance of style, comfort, and top-quality construction in this elegant 3-bedroom, 2-bath “Bishop” plan, located in Sarasota’s sought-after Gracewater community. Designed with open sight lines and a natural flow between the kitchen, dining, and family areas, this home delivers the ideal layout for effortless entertaining and relaxed everyday living. The designer kitchen is a showpiece, featuring a sleek slide-in gas range/oven, premium finishes, and a spacious layout that makes both cooking and gathering a joy. A large laundry room off the garage doubles as a true mudroom, offering exceptional storage and everyday convenience. The enclosed study with French doors adds flexibility—perfect for a quiet home office, reading retreat, or hobby space. Your Owner’s Retreat is a serene escape with a spa-inspired bath and generous walk-in closet, while two additional bedrooms provide comfort and privacy for family or guests. This natural gas community offers tankless water heaters, gas appliances, and impact-rated windows, ensuring energy efficiency, safety, and peace of mind. Step outside to your covered lanai, where you can enjoy the breeze and Sarasota sunshine year-round. Residents of Gracewater will soon enjoy access to a resort-style amenity center featuring sparkling pools, pickleball courts, a clubhouse with a fitness center, and even an on-site lifestyle director curating events and activities for the community. The HOA maintains all landscaping and amenity upkeep, giving you more time to relax and enjoy everything this exceptional neighborhood has to offer. Located just minutes from Sarasota’s vibrant shopping, dining, and world-famous Gulf Coast beaches, this home combines modern luxury with low-maintenance living in one of the area’s most desirable new communities.**This property offers a limited-time interest rate incentive and closing costs.
2808 MARRAKESH LN, SARASOTA, FL 34234
$489,990165 Days on yellowkey MLS ID: TB8470352
REDUCED by $25,000 (4.9%) on 06/12/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1755 Built: 2026Monthly Fee: $115 Tax: $3,926 (2025)Community: GracewaterVilla
Taxes:$3,926
Remarks: Welcome to The Fieldview by David Weekley Homes—a luxury villa with 2 bedrooms 2 baths + flex room in the gated community of Gracewater, where timeless design meets serene preserve views. With 8' doors, high ceilings & oversized windows, natural light fills every room, creating a bright and inviting atmosphere. At the heart of it all, next to our grand dining room, an elegant kitchen, featuring gas cooking, classic white cabinetry with a striking natural wood island accent, topped with 3cm quarts & finished with elegant hardware. A place of connection — where favorite recipes are shared; conversations linger, and everyday moments turn into cherished traditions. Designed as a personal retreat, the owner’s suite offers large windows, a generous bedroom, an oversized walk-in closet, and a spa-inspired bathroom for the ultimate unwind.**This property offers a limited-time interest rate incentive and closing costs. More than just a stunning home, The Fieldview is thoughtfully designed for comfort, effortless living, and the beauty of everyday moments. Step outside and embrace the resort-style lifestyle of Gracewater. The Pura Vida Club invites you to unwind by the cabana-lined beach entry pool, play pickleball, stay active in the gym, or let your on-site lifestyle manager arrange your perfect day. Enjoy leisurely dog walks to Peppa Park, soak in the sunshine, and savor every moment. The Bishop isn’t just a home — it’s your everyday vacation retreat. **This property offers a limited-time interest rate incentive.
2836 MARRAKESH LN, SARASOTA, FL 34234
$449,990466 Days on yellowkey MLS ID: TB8369826
REDUCED by $20,000 (4.3%) on 07/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1755 Built: 2025Monthly Fee: $115 Tax: $3,468 (2024)Community: GracewaterVilla
Taxes:$3,468
Tax Year: 2024
Remarks: Move in ready. Built by David Weekley Homes, the Fieldview is a stunning example of craftsmanship and thoughtful design in a sought-after community near Sarasota’s vibrant downtown and beautiful beaches. This 3-bedroom, 2-bathroom layout includes a 2-car garage is situated on a beautiful corner lot close to future amenities. The spacious owner’s suite serves as a private haven, while the heart of the home flows effortlessly into a large lanai, where you can relax and take in breathtaking pond views. A corner pantry, center island and open sight lines contribute to the culinary layout of the contemporary kitchen. Guest rooms are privately situated away from the home’s living spaces and rests next to a full bathroom all its own. Enjoy a low-maintenance lifestyle with included lawn care, while hurricane impact windows provide peace of mind and enhanced protection, ensuring both elegance and security in your dream home. **This property offers a limited-time interest rate incentive and closing costs.
7287 ELEANOR CIR #15, SARASOTA, FL 34243
$329,00094 Days on yellowkey MLS ID: A4689525
REDUCED by $10,000 (2.9%) on 07/12/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2228 Built: 1984Monthly Fee: $557 Tax: $1,957 (2025)Community: Pinehurst Sec IVilla
Taxes:$1,957
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: You won't want to miss this open and spacious 2/2 Maintenance Free Villa with a huge den/office (possible third bedroom). Located in desirable Pinehurst Village Community within the Palm Aire Country Club Neighborhood. This home is nestled in this lovely quiet serene neighborhood. You will find this home features a large open Living - Dining room concept with vaulted ceilings, A full sized eat in kitchen with Quartz Countertops and GE appliances. A very spacious master bedroom features a private bath and over sized 6'x 10' walk-in closet. Plenty of room for family and friends in the second bedroom which also features its own walk in closet. Huge glassed in, tiled lanai off the living room, master bedroom and den. Easy to maintain ceramic tile and luxury vinyl thru out this magnificent home. Spacious two car garage with storage cabinets, workbench and overhead an overhead rack to finish off some great storage options. A rather long driveway for off street parking. You'll also find a full size washer and dryer laundry room off the kitchen area. Community pool, Clubhouse for special events you might want to host along with tennis courts. Close to Rt 75, Downtown Sarasota, Bradenton and the Beautiful Gulf Beaches, Golf Courses, UTC Mall, the upcoming Mote Aquarium, shopping and dining. Minutes to SRQ Airport, and a short drive to TPA, RSW, PGD airports are 60-90 mins away. This is the perfect location to enjoy the Florida life style. Enjoy the mixture of Villa's, Condo's, Single Family Homes that make living amongst the many preserves and lakes within a golf course community a pleasure to live. This is the perfect location to enjoy the Florida life style. Located adjacent to Palm Aire Country Club, membership is not required but multiple membership levels are available through the country club. BETTER HURRY AT THIS PRICE AND IN THIS NEIGHBORHOOD, THIS HOME WILL NOT LAST!!!!!!
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Jonathan Woods (941-356-7583)
3412 TALLYWOOD CIR #7018, SARASOTA, FL 34237
$284,50024 Days on yellowkey MLS ID: A4697416
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1668 Built: 1983 Tax: $1,351 (2025)Community: Tallywood Ph 1 & 2Spa: NoVilla
Taxes:$1,351
Remarks: TALLYWOOD-A 55+ CANOPY TREE SHADE Villa community close to The Orioles ball park, Bobby Jones Golf Course, Downtown Sarasota, Lido/St. Armand's and UTC! This is the largest floorplan available at the Villas in Tallywood with just under 1700 square feet! The MAIN LEVEL has a PRIMARY bedroom suite, guest bedroom/bathroom, CATHEDRAL CEILINGS in the living room/dining room, LARGE KITCHEN AND there is a LOFT/3rd bedroom upstairs with LOADS OF STORAGE. Updates include new HURRICANE WIND RATED WINDOWS AND SLIDERS THROUGHOUT, hot water tank is 3 years old, most appliances are 3-6 years old. There is a transferrable home warranty that conveys with the home till the end of the year 2026. You have a beautiful lanai plus plenty of open parking PLUS your own carport with more storage! Tallywood boasts a large Olympic size pool, clubhouse with gym, library, community kitchen for events, shuffleboard, etc. Priced right @ $284,500. Don't let this one slip away!
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Scotty Ledford (941-400-7360)
4444 DEER TRAIL BLVD, SARASOTA, FL 34238
$528,00054 Days on yellowkey MLS ID: A4693356
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1911 Built: 1992Monthly Fee: $205 Tax: $5,564 (2025)Community: Deer CreekVilla
Taxes:$5,564
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Set in the sought-after Villas of Deer Creek on Palmer Ranch, this beautifully renovated home offers an open layout with 3 bedrooms and 2 baths. The great room showcases vaulted ceilings with tongue-and-groove detail and opens to a stunning chef’s kitchen featuring painted wood cabinetry, granite countertops, a decorative backsplash, GE Profile stainless-steel appliances, and a custom pantry with a floating island. The light-filled Florida room includes three sets of sliders leading to an ultra-private, tropical backyard oasis reminiscent of Selby Gardens. Polished white porcelain tile flooring and plantation shutters run throughout. Spacious primary suite with outfitted walk-in closet and French door to the lanai, while the spa-like primary bath features a frameless glass-tile shower, soaking tub, dual vanity, and an entire wall of cabinets. Two additional bedrooms are separated from the primary suite and share an updated bath with a walk-in shower and vanity; the front bedroom also works well as an office or den. Separate laundry room and 2-car garage. ROOF 2021, HVAC 2017, HTWTR 2024, INTERIOR PAINTED 2026. Deer Creek is a gated community with 24 hr. guard security. The HOA maintains the grounds and offers a heated community pool and social activities. Close to everything in Sarasota, including Shopping, all within 1 mile. Costco, Target, Sprouts, Starbucks, Kohls, the soon to be re-developed Sarasota Square Mall with Whole Foods as the anchor and a new Trader Joe's opening soon. The famous Legacy Trail is just a short distance away. A special home in the Villas of Deer Creek.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Betsy Campbell (203-554-8349)
5475 CHANTECLAIRE #58, SARASOTA, FL 34235
$525,00034 Days on yellowkey MLS ID: A4695707
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1838 Built: 1985 Tax: $5,106 (2025)Community: ChanteclaireVilla
Taxes:$5,106
Remarks: One of a kind! Welcome to this beautifully updated villa on the 14th fairway of the Meadows Golf Course. Enjoy stunning golf course views from the builder’s choice lot in Chanteclaire. Fully updated in 2023, the interior features luxury vinyl flooring, crown molding and abundant natural light. The open kitchen boasts stainless-steel appliances, Malibu quartz countertops, a new tile backsplash and Oxford Maple soft-close cabinetry with direct access to the grilling patio. Perfect for entertaining, the living room includes new custom cabinetry, a matching quartz countertop and a built-in wine fridge. The spacious primary suite serves as a true retreat, complete with a custom walk-in closet and a sliding door that opens to peaceful nature views. The present owners have added extensive premium updates for ultimate comfort and peace of mind. The home features full-height, custom PGT hurricane-rated windows and doors throughout, powered aluminum hurricane shutters and plantation shutters in the dining room and bedrooms. Mechanical and structural upgrades include a high-efficiency Trane variable-speed HVAC unit and a new shingle roof installed in 2025 with 71 additional joist clips for enhanced wind protection. This property sits at a 33-foot elevation in Flood Zone X, making it the perfect choice for a secure, lock-and-leave Florida lifestyle. Outside, a quiet cul-de-sac location, paver driveway and charming courtyard welcome you home. Mature shade trees, colorful sunsets and a daily parade of local birds frame the golf course views. The villa is also just a short distance from two heated community pools. The comprehensive HOA fee covers exterior insurance, maintenance-free yard care, irrigation, pest control, exterior cleaning and painting, roof maintenance, dryer vent cleaning, neighborhood pools and basic cable. Set within the 1,600 park-like acres of The Meadows, this resort-style community offers an active social calendar, 14 miles of scenic trails, championship golf courses, a junior Olympic pool, pickleball, Har-Tru tennis and a fitness center. You are just 15 minutes from downtown Sarasota, Bradenton, Lakewood Ranch and Sarasota International Airport and mere minutes from Whole Foods, Trader Joe’s, Nathan Benderson Park, the Legacy Trail and premier dining at University Town Center. Experience worry-free Florida living at its finest!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
5371 CRESTLAKE BLVD #68, SARASOTA, FL 34233
$327,50068 Days on yellowkey MLS ID: A4691243
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1382 Built: 1984Monthly Fee: $600 Tax: $3,372 (2025)Community: Crestwood VillasSpa: NoVilla
Taxes:$3,372
Elementary School: Ashton Elementary
High School: Sarasota High
Remarks: This beautifully updated villa in the desirable Crestwood Villas community offers the rare combination of tranquil lake views and modern comforts, all just steps from the community pool. The bright, open floor plan features soaring vaulted ceilings that flow seamlessly into a spacious enclosed lanai overlooking the peaceful lake. Tile flooring throughout ensures easy maintenance, while the updated kitchen shines with granite counters, fresh cabinetry and appliances, and a generous granite breakfast bar—perfect for casual meals or entertaining. The primary suite is a true retreat, boasting calming lake views, dual walk-in closets, and a luxurious bath with a tiled shower and ample vanity space. A second updated full bath with tile finishes completes the home. Located near Honore Avenue and Wilkinson Road, this villa provides effortless access to everything Sarasota has to offer—world-class beaches, shopping, dining, and the vibrant arts scene. This is a rare opportunity to own a lakefront villa in a prime location. Ideal for those seeking both relaxation and convenience in one of Sarasota’s most convenient communities.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Larry Brzostek (941-993-3125)
1732 KESTRAL PARK WAY S #43, SARASOTA, FL 34231
$534,00095 Days on yellowkey MLS ID: A4686630
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1368 Built: 1982Monthly Fee: $167 Tax: $5,360 (2025)Community: The LandingsVilla
Taxes:$5,360
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: THIS RARELY AVAILABLE and highly sought-after Landings Carriage Home, nestled within mature landscaping and offering verdant vistas from every room, is ready for its next owner. This residence lives like a single-family home, featuring a charming living area with a wood-burning fireplace, custom mantle, glass-topped shelf divider, and LVT plank flooring. Abundant windows fill the home with natural light, while plantation shutters provide privacy and character. The surrounding landscaping includes hibiscus, palms, ferns, and flowering trees, supported by an irrigation system, creating a peaceful garden setting. A paver driveway and walkway enhance the welcoming curb appeal. The split floor plan offers privacy, with a spacious primary suite featuring a dressing-room-style closet. The updated primary bathroom includes a walk-in shower with travertine, stone vanity top, high ceilings, and mirrored and tiled accents. The suite also features a ceiling fan and access to a private patio. The guest bedroom offers two closets and a full patio door for natural light. The second bathroom includes a granite-top vanity and tub/shower combination. The dining area is highlighted by a coastal-style glass bead chandelier. A glass-enclosed lanai provides flexible space for an office, den, or guest area. The kitchen features newer stainless steel appliances, granite countertops, a breakfast area, and a patio door leading to a private walled courtyard with a ceramic tiled fountain—ideal for relaxing or outdoor dining. Residents of The Landings enjoy scenic nature trails leading to Roberts Bay, along with a private fishing gazebo and kayak launch. Conveniently located between the Siesta Key bridges and approximately seven miles to downtown Sarasota. THIS IS THE LOCATION!! New additional gutters (2025), new TPO lanai roof (2026), new barrel tile roof (2022 association maintained), tankless hot water heater, new GE stacked full size washer and dryer with wifi capability (2021), new stainless steel Kitchen Aid appliances (2023), new garbage disposal (2024), new wifi controlled thermostat (2022), newer A/C system, create a home for you to easily move right into. Landscaping and building exterior maintenance are included in the monthly fees, so you are free to take advantage of the ideal Landings location—strategically developed as one of Sarasota’s premier gated communities with optional Racquet Club membership with 8 Har-Tru tennis courts, pro shop, fitness center, meeting rooms, pool and spa. The Landings has a lush well maintained nature trail that leads to Roberts Bay with a private fishing gazebo and rental space to park your kayak. Midway between the two Siesta Key bridges and approximately 7 miles from downtown—this is THE LOCATION.”
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Heather Chase (941-320-3121)
5103 GREENCROFT RD, SARASOTA, FL 34235
$295,000669 Days on yellowkey MLS ID: N6134516
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1487 Built: 1979Monthly Fee: $567 Tax: $3,642 (2023)Community: Vivienda At The MeadowsVilla
Taxes:$3,642
Tax Year: 2023
Remarks: Resort-Style Living Maintenance-Free includes Tile Roof. One of Sarasota’s most desirable communities. This spacious 2 bedroom, 2 bath, car garage home offers multiple living areas, including a living room, open-concept kitchen/family/dining area, and tranquil greenbelt view from the lanai. Ideally positioned not direct-facing neighbors, this home boasts a generous front yard and privacy. Enjoy true ease of living—landscaping and TILE roof maintenance are covered by the HOA, with reserves in place for future care. Recent upgrades include HVAC (2021), Water Heater (2023), Washing Machine (2024), Refrigerator (2022), as well as a new kitchen faucet, range hood fan, and light (2024). The Meadows Country Club offers membership access to 54 holes of golf, 17 Har-Tru tennis courts, pickleball, a junior Olympic-size pool, fitness center, two restaurants, and over 200 annual events. Explore 14 miles of scenic walking, biking, and nature trails, all just minutes from downtown Sarasota, UTC Mall, and I75. Come home to comfort, community, and the carefree lifestyle you’ve been looking for. Resort-Style Living in The Meadows Golf & Country Club Welcome to The Vivienda, a maintenance-free enclave within The Meadows, one of Sarasota’s most desirable communities.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY (941-207-5055)
Listing Agent: Janet Linaburg (941-225-5289)
764 N JEFFERSON AVE #764, SARASOTA, FL 34237
$239,90011 Days on yellowkey MLS ID: N6144870
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 936 Built: 1983Monthly Fee: $540 Tax: $1,765 (2025)Community: Jefferson Pines IiVilla
Taxes:$1,765
Elementary School: Tuttle Elementary
Remarks: Virtually Staged. Live the Florida Lifestyle You've Been Dreaming Of! Welcome home to this beautifully updated 2-bedroom, 2-bath villa featuring a bright, open-concept floor plan designed for comfortable everyday living and effortless entertaining. The spacious attached Florida room is enclosed with sliding glass windows and provides the perfect place to relax with your morning coffee, enjoy a good book, or entertain friends year-round and it includes a large storage closet. The stylish kitchen is appointed with granite countertops, stainless steel appliances, upgraded lighting, and elegant crown molding, while custom California-style closets in both bedrooms provide exceptional organization and storage. The open concept in the kitchen, dining area and living area show off the new tile flooring and crown molding that also continues into the hallway. Major updates add peace of mind, including a 4-year-old air conditioning system and hot water heater. Every inch of floor space in the home is covered with ceramic tile - even the closets. There's more! - Popcorn ceilings have been removed, there is extra attic storage, and a lovely bathroom terrarium that brings in the light and adds a delight to your showering experience. Location is everything, and this villa delivers! You're just about a mile from the vibrant shopping, dining, arts, and entertainment of downtown Sarasota, less than 7 miles from Lido Beach, and less than 9 miles from the world-famous Siesta Key Beach, renowned for its powdery quartz sand and stunning Gulf Coast sunsets. Best of all, enjoy truly carefree, low-maintenance living with an HOA that covers an impressive list of services, including roof repair and replacement when needed, exterior painting, structural maintenance, lawn and landscape care, pest control, water, sewer, trash collection, cable TV, and maintenance and use of the community pool and clubhouse/building. Spend less time on home maintenance and more time enjoying everything the Sarasota lifestyle. Whether you're looking for a year-round residence or seasonal getaway, this move-in-ready home in a pet friendly community, offers exceptional value in one of Florida's most desirable locations. Schedule your private showing today!
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Colleen Dilmore (321-945-2542)
6567 DRAW LN #104, SARASOTA, FL 34238
$299,90058 Days on yellowkey MLS ID: A4693843
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1374 Built: 1979 Tax: $708 (2025)Community: Sunrise Golf Club Ph IiiVilla
Taxes:$708
Remarks: Tucked within one of Sarasota’s most peaceful hidden-gem communities, this rarely available Sunrise Condominium villa offers a setting that is truly hard to duplicate. One of only two villas in the community with tranquil pond views from both the front and rear porches, the home delivers a unique sense of privacy and serenity, creating the feeling of being surrounded by water and nature at every turn. This spacious two-bedroom villa features the community’s desirable dual primary suite floor plan, each with its own en-suite bathroom. A standout feature unique to this home is the reimagined primary suite walk-in closet, thoughtfully converted into a private office space complete with its own window — a rare and highly functional addition not commonly found in Sunrise Condominium. Whether working remotely, pursuing hobbies, or simply needing additional flex space, this feature adds versatility and character to the home. Recent improvements include impact windows and doors (2026) for peace of mind and energy efficiency, along with a newer HVAC system (2024) and additional attic insulation to enhance year-round comfort. The cast iron sewer lines were also replaced in 2023 adding to the appeal of this unit. The vaulted ceiling in the great room creates an open and airy atmosphere, while still maintaining the warm and inviting feel that makes villa living so appealing. Power operated window treatments on the sliding glass doors add to the convenience of this move-in ready home. Outdoor living is a true highlight here. Enjoy morning coffee from the front porch overlooking peaceful water views, then unwind in the evening on the rear covered and screened in patio with another calming pond backdrop. Few properties in the community offer this kind of immersive water view experience from both sides of the home. Residents of Sunrise Condominium enjoy maintenance-free living with reasonable quarterly fees that include landscaping, irrigation, and exterior pest control among other items. Community amenities include a sparkling pool, tennis court/pickleball, and quiet winding streets ideal for walking and enjoying the Florida lifestyle. Perfectly positioned just minutes from I-75, shopping, dining, and medical facilities, the home also offers easy access to world-famous Siesta Key Beach via nearby Clark Road, placing white sand beaches and Gulf sunsets within easy reach. Restaurants, doctors offices, hospitals and shopping are all within a short drive! Opportunities to own a villa with this combination of water views, flexibility, and location are exceptionally rare.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Daniel Jasmer (941-284-9893)
4103 CENTER GATE BLVD #2, SARASOTA, FL 34233
$269,900111 Days on yellowkey MLS ID: A4687187
REDUCED by $10,000 (3.6%) on 05/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1601 Built: 1979 Tax: $2,106 (2025)Community: Center Gate VillageVilla
Taxes:$2,106
Remarks: Price Improvement – Sellers Motivated to Sell. NEW A/C July 2026. Welcome to this spacious Villa in the desirable Center Gate Village community. Offering over 1,600 square feet of comfortable living space, this 2-bedroom, 2-bath villa features a thoughtfully designed floor plan perfect for both everyday living and entertaining. Enjoy the community pool and creek views right in your backyard. The expansive living and dining areas are filled with natural light, creating a warm and inviting atmosphere. The well-appointed kitchen provides ample cabinetry and workspace, with easy flow into the main living areas. The generous primary suite offers privacy and comfort, complete with a walk-in closet and en-suite bath. A second bedroom and full guest bathroom make this home ideal for visitors or a home office setup. Additional highlights include an attached garage for convenient parking and extra storage, new LVP flooring, interior laundry space, and abundant closet space throughout. Residents enjoy low-maintenance living with HOA-covered exterior maintenance and beautifully maintained grounds, along with access to a community pool. Ideally located in central Sarasota, you're just minutes from shopping, dining, medical facilities/Doctors Hospital, I-75, downtown Sarasota, and the world-renowned beaches of Siesta Key!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Blair Schrock (970-666-1240)
3386 CHELMSFORD CT #7, SARASOTA, FL 34235
$334,90012 Days on yellowkey MLS ID: A4698377
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1513 Built: 1991 Tax: $2,525 (2025)Community: Chelmsford CloseVilla
Taxes:$2,525
Remarks: BEST VALUE in The Meadows for a 2/2/2 villa! This wonderfully situated villa with a fabulous golf course and water view is your chance to apply your decorating ideas to create a truly stand-out property. Enter your private courtyard through the iron gate and step into your villa through the 6ft wide hallway. The 10 foot ceilings are capped with classic crown molding and picture molding. Enjoy the view and fresh air with your morning coffee or favorite refreshment on the lanai. Storm protection is provided by the electrically operated shutters and steel-reinforced garage door. Chelmsford Close is one of the most recently constructed communities in The Meadows- you’ll find no popcorn ceilings, or cast iron plumbing, and the property is outside of the flood zones. The villa is of solid block construction capped with barrel tile roofs and the very reasonable condo fees cover ALL exterior maintenance, and even include high speed Fiber-Optic internet service. Thge Meadows offers numerous recreational activities, including 16 miles of walking/biking trails, 3 Golf courses, tennis and pickleball courts, a fitness center and even a dog park. Some of the country's most beautiful beaches are nearby, as well as world-class arts and culture, restaurants, entertainment and shopping- you’re literally a 5 minute walk to Benderson Park and just 2 miles from the mall at University Town Center. THIS is the Sarasota lifestyle!
Listing is courtesy of: STOKES PROP MGMT & REAL ESTATE (941-355-4880)
Listing Agent: Hal Poschmann (941-284-4315)
5721 CASA DEL SOL BLVD #3223, SARASOTA, FL 34233
$267,500117 Days on yellowkey MLS ID: A4686344
REDUCED by $7,500 (2.7%) on 04/28/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1313 Built: 1989 Tax: $1,774 (2025)Community: Casa Del Sol Sec IiVilla
Taxes:$1,774
Remarks: RARELY AVAILABLE END-UNIT VILLA WITH PRESERVE VIEWS, OVERSIZED COURTYARD, AND TRUE 2-CAR GARAGE IN HIGHLY DESIRABLE CASA DEL SOL! Positioned in one of the MOST PRIVATE AND SOUGHT-AFTER locations within Casa Del Sol, this exceptional end-unit villa immediately stands apart with tranquil PRESERVE VIEWS, additional green space, and a setting that offers both privacy and serenity. Unlike many homes in the community that overlook neighboring properties, this residence enjoys a peaceful natural backdrop that creates a far more desirable living experience. Inside, the bright and open floor plan offers multiple living spaces designed for both comfort and flexibility. An additional sitting room with WOOD FLOORING and a SKYLIGHT fills the home with natural light and opens directly to the patio, seamlessly blending indoor and outdoor living. The layout features an open living and dining area, kitchen with breakfast bar, and a MAIN-LEVEL PRIMARY SUITE complete with walk-in closet and en-suite bath. This villa also benefits from EXTRA OUTDOOR SPACE rarely found in neighboring units, enhancing both privacy and functionality. The OVERSIZED PRIVATE COURTYARD is ideal for entertaining, relaxing, or enjoying the Florida lifestyle—with no A/C equipment taking up valuable outdoor space. Additional highlights include a TRUE 2-CAR GARAGE, minimal traffic due to its location at the far end of the community, only ONE SHARED WALL, and the added natural light and openness that come with end-unit living. From a long-term ownership perspective, this property delivers exceptional value. Casa Del Sol has actually LOWERED HOA DUES for certain sections in 2026, including this one—an uncommon advantage that reflects strong financial and community management. The A/C is a Rheem and under warranty until 11/15/2028 and the ROOFS were proactively replaced by the HOA approximately 10 years ago for added peace of mind .Hot water heater: Rheem, installed 5/2023>Dishwasher: Frigidaire installed 2023>Hurricane shutters: Mostly metal, some plastic to allow for light into the home. All Screws have been drilled in exterior walls. Upgraded whole-house plumbing system to flow guard gold pipe and fittings. Sunroom was remodeled 2005 with Wood flooring. Residents enjoy access to a community featuring a CLUBHOUSE, FITNESS CENTER, POOL, and TENNIS COURTS, all within a beautifully maintained setting. LOCATION IS EVERYTHING—and this home places you minutes from Sarasota’s most desirable destinations. Conveniently located off Cattlemen Road between US-41 and I-75, you are close to Downtown Sarasota, Siesta Key Beach, Lido Beach, Legacy Trail, Payne Park, Sarasota Art Museum, Colonial Oaks Park, YMCA, Yoder’s Fresh Market, Big Olaf Ice Cream, and more. OPPORTUNITIES LIKE THIS RARELY COME AVAILABLE IN CASA DEL SOL. Plus a 1 year home warranty offered by Seller! Schedule your private showing today and experience the privacy, views and lifestyle this exceptional villa has to offer before it’s gone!
Listing Agent: Rachel Tritschler (941-993-5892)
4516 LEGACY CT, SARASOTA, FL 34241
$399,900178 Days on yellowkey MLS ID: A4678435
0 Days Off yellowkey (back on 7/11/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1829 Built: 2000Monthly Fee: $275 Tax: $4,766 (2025)Community: Golf VillasVilla
Taxes:$4,766
Remarks: Welcome to Heritage Oaks Golf & Country Club! This wonderful "Innverness" model golf villa is the perfect amount of space for both full time owners or seasonal residents. Nestled in a private, less traveled part of the neighborhood and located directly across the street from one of the five heated pools in the community, this lovely property features 2 bedrooms, 2 bathrooms, a den/study that can double as a third bedroom and an attached two car garage. Designed with both everyday living and entertaining in mind, the home features an open and airy layout filled with natural light. Spacious living and dining areas flow seamlessly, providing plenty of room to gather with friends and family. Large windows and sliding glass doors connect the interior to the outdoors allowing you to fully appreciate Florida's indoor-outdoor lifestyle. The owner has just replaced the A/C (2025) giving the new owner years of worry-free living. The kitchen is thoughtfully designed with ample cabinetry, generous counter space, and a functional layout that makes cooking and hosting effortless. The primary suite provides a peaceful sanctuary, complete with abundant closet space and a well appointed en-suite bath. One additional bedroom and a den/study provide flexibility for guests ensuring the home can expand when guests come to visit. Step onto the rear lanai and enjoy the oversized screened area with gorgeous, private views of preserves and nature. Enjoy time with a coffee in the morning and watch the abundance of wildlife that roam this Certified Audubon Neighborhood. Heritage Oaks is known for its pristine 18-hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive clubhouse with 2 restaurants including the sensational 19th Hole Lounge, 5 heated swimming pools, and a calendar of events packed with activities. Are you ready to call Heritage Oaks home?
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Doug Figgins (941-725-1060)
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