Displaying: For Sale
Location: Sarasota
Property Type(s): Villas
Price: $300,000 to $399,000
Do Not Show Listings
Sarasota - 65 properties found
4937 CHASE OAKS DR, SARASOTA, FL 34241
$365,00047 Days on yellowkey MLS ID: A4692927
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1572 Built: 1997Monthly Fee: $370 Tax: $2,373 (2025)Community: Heritage Oaks Golf & Country ClubVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,373
Elementary School: Lakeview Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Not just another lovely home on a street, this "Buttonwood" Club Home, former builder's model, is ready for the opportunity to make it your own. With classic design and fully furnished, the home is waiting for the right touch. The kitchen is spacious and conveniently designed, with granite countertops. The Breakfast Nook has a buffet server with overhead lighting and extra cabinet space. Washer/dryer laundry room is in a separate utility room, conveniently adjacent to the kitchen. The den has a built-in entertainment center and an integrated desk/computer work space. The Primary bedroom is more spacious due to the optional bay window which overlooks the water and the golf course. The en-suite bath has double sinks, a step-in shower and an enormous walk-in closet. Situated on a semi private street, in proximity to the tennis courts, Pro Shop, Jr. Olympic pool and spa, and the main clubhouse with the 19th Hole, dining rooms and meeting rooms. Through the breezeway takes you to the newly renovated fitness center, complete with first class fitness equipment and a full-time director and specialty adjunct instructors. All conveniently located and accessible to your new home. In fact, one of the neighborhood pools is located in the other direction and about the same distance. Heritage Oaks Golf and Country Club is a bundled community (all owners are members of the club and enjoy access to the amenities) situated on 550 acres, five miles of walking trails, four neighborhood pools, gated with a 24-hour guard on duty. Sarasota is "The Arts Capital of Florida, and as such, has many cultural and artistic venues: restaurants, world class beaches, Selby Gardens, Mote Marine St. Armand's Circle and the three convenient airports. Come and enjoy the Heritage Oaks Lifestyle in Sunny Sarasota.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: R Glen Ridgeway (941-302-2376)
3825 WILSHIRE CIR #1, SARASOTA, FL 34238
$335,00034 Days on yellowkey MLS ID: A4693723
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2223 Built: 1985 Tax: $2,233 (2025)Community: Lakeshore Village SouthVilla
Taxes:$2,233
Elementary School: None
High School: None
Middle School: None
Remarks: Exceptional value in Sarasota with a NEW TILE ROOF recently installed. Located in Lakeshore Village South, with over 2,223 square feet of air-conditioned living space, this 3-bedroom, 2-bath, 2-car garage, attached villa, offers an incredible opportunity for buyers seeking space, location, and potential at an affordable price point. Lakeshore Village South is a 55+, PET FRIENDLY section of the community with its own heated pool for community enjoyment. Featuring concrete block construction, a spacious great room floor plan, with vaulted ceilings, galley kitchen, enclosed screened lanai, mature landscaping, and peaceful greenbelt view. The home provides strong fundamentals for future customization and personal design updates. The property has been meticulously maintained and is ready to move in while personal choice upgrades and improvements could be added over time. Quarterly fees include lawn service, cable and internet and exterior maintenance, adding additional value and convenience. Ideal for year-round residents, seasonal owners, or buyers looking to personalize a spacious Sarasota home without paying premium prices for someone else’s renovations. Additional OPTIONAL community opportunity to enjoy amenities: tennis courts, pickleball courts, an additional heated saltwater pool, horseshoe pits, clubhouse with a kitchen, library, table tennis, bocce ball, billiard room and countless community events for only $200/yr, see listing agent for details. When location, price and community come together, bring your vision and enjoy the lifestyle of ease, the home offers comfort, space, and privacy in a highly convenient location, close to area restaurants, the beautiful SIESTA KEY BEACH, shopping, airports and so much more. This home is also conveniently positioned near the communities private ( homeowners only) rear entrance, for easy access in and out to Beneva RD.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Maggie Nasser (941-780-1006)
3351 THORNWOOD RD #3351, SARASOTA, FL 34231
$359,00087 Days on yellowkey MLS ID: A4687754
REDUCED by $16,000 (4.3%) on 05/27/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1683 Built: 1983 Tax: $3,457 (2025)Community: Crooked Creek Sec 3Spa: NoVilla
Taxes:$3,457
Elementary School: Southside Elementary
Remarks: Hey… have you heard about this little hidden gem called Crooked Creek? Tucked away alongside the natural beauty of Red Bug Slough, this community is one of Sarasota’s best-kept secrets—and this rarely available end-unit villa might just be the one you’ve been waiting for. Offering 3 bedrooms, 3 bathrooms, and a 2-car garage, this spacious residence just under 1,700 sq ft lives large with a flexible layout that’s hard to find. Two of the bedrooms are generous ensuites, perfect for guests or multi-generational living, while the third bedroom offers versatility as a home office or den with its own patio. Inside, you’ll love the no-carpet lifestyle with stylish vinyl plank and tile flooring throughout, complemented by two skylights that fill the home with natural light. Enjoy the large enclosed sunroom as well as an open outdoor private patio, ideal for morning coffee or unwinding in the peaceful, lush surroundings of mature Florida landscaping. This amazing community was Designed by renowned Sarasota School of Architecture architect Tim Seibert, and this villa blends timeless design with a serene, nature-inspired setting. The lifestyle? It’s just as impressive. Residents enjoy a heated pool, pergolas, large Gazebo, wooden footbridge, scenic walking paths, and the tranquility of nearby Red Bug Slough Preserve—all while being minutes from shopping, dining, and Siesta Key beaches. The HOA offers exceptional value, covering roof maintenance, exterior building care, ground maintenance, private roads, cable, and WIFI, Pest control, and trash, making for truly low-maintenance living. Plus, no age restrictions—this is NOT a 55+ community. Opportunities like this don’t come around often… especially in Crooked Creek. Come take a look—you may just fall in love.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Phyllis Coviello (941-408-3265)
5867 HELICON PL, SARASOTA, FL 34238
$389,00073 Days on yellowkey MLS ID: A4689669
REDUCED by $15,000 (3.7%) on 06/10/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1534 Built: 2002Monthly Fee: $476 Tax: $3,252 (2025)Community: VillagewalkVilla
Taxes:$3,252
Elementary School: Ashton Elementary
Remarks: Great Price Reduction! Lovingly maintained! This beautiful water view home with two bedrooms and two baths and is loaded with updates. Beautiful 20" ceramic tile in every room, updated kitchen with pot sink, granite counters with rounded edges for counter seating, updated cabinets with pull out shelving and new doors, newer appliances and glass entry door. Faux Fireplace in Living area to warm your heart. The home has had a recent 4 pt inspection, dryer vents have been cleaned, A/C serviced recently, garage springs replaced by Precision Garage Doors, new shower door in master bath and so much more. Clear hurricane shutters allow light to brighten the home with secure protection. Dome solar light in 2nd bedroom for added natural light. Freshly painted throughout. Brinks Safe in Laundry Room. Village Walk is a wonderful unique community, built hurricane safe with poured concrete walls and foundations. Every home in Village Walk is considered to be a Single Family Home, roofs are tied down to the structures, the Florida Building Codes are considered to be above average. Inspectors, roofers and Insurance agents that are familiar with Village Walk will share this information with you. Village Walk is in Flood Zone X, an area that is determined to have little chance of flooding. FEMA updated, 8/2/24. Flood Zone provided by Sarasota County Tax reports. Evacuation zone D, flood insurance is not mandatory, but flood insurance is available. Village Walk power lines are underground with a Sarasota Fire Department just down Honore. Seldom losing power. Amenities include 24 hour guarded gate, geo-thermal heated and cooled lap & lagoon pools, six Har-Tru Tennis courts, Pickle ball, Bocce' ball and Basketball courts, State of the Art fitness Center, Miles of walking and bike paths, over 500 acres of lakes and preserves. There are over 50 activity groups who meet daily, weekly, or monthly. Plus there is a full service Cafe with full service Bar, Gas Station, Barber shop/Hair Salon, and Gift Shop. A special NOTE is that Village Walk did not lose power during the hurricanes and there was No flooding. What a Fantastic Place to Call HOME!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kim Klee (941-400-8922)
5633 E LONG COMMON CT #20, SARASOTA, FL 34235
$324,900327 Days on yellowkey MLS ID: A4660727
REDUCED by $100 (0.0%) on 06/09/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1264 Built: 1989Monthly Fee: $454 Tax: $3,933 (2024)Community: Long CommonVilla
Taxes:$3,933
Tax Year: 2024
Remarks: Virtual tour link in MLS is actual 3D tour, not a slideshow - please visit it! Furniture is optional with listing. Welcome to this beautifully maintained 2-bedroom, 2-bath villa located in the highly desirable Long Common enclave within The Meadows. This single-story home offers 1,264 square feet of bright, open living space, ideal for those seeking a low-maintenance Florida lifestyle. Step inside through a charming courtyard entry with a brick-paver driveway and a 2-car garage. Inside, the great room impresses with high ceilings, crown molding, and direct access to a Florida room that features a panoramic view of the pond and fairway in the distance—perfect for relaxing or entertaining year-round. The kitchen features stainless appliances, stone countertops, a cozy bay-window breakfast nook, and a convenient pass-through to the living and dining areas. A split-bedroom floor plan ensures privacy, with the primary suite offering a walk-in closet, dual sinks, and a walk-in shower. Residents of The Meadows enjoy access to three golf courses, tennis and pickleball courts, a Jr. Olympic-sized heated pool, clubhouse, fitness center, and miles of scenic walking and biking trails. The community is also ideally located near Nathan Benderson Park, the upcoming Mote Marine Aquarium, University Town Center Mall, and a wide variety of shopping, dining, and cultural attractions in downtown Sarasota.
Listing is courtesy of: BLUE SKY REAL ESTATE (941-587-3492)
Listing Agent: John Werner (941-587-4579)
4396 WOODMANS CHART #146, SARASOTA, FL 34235
$347,00096 Days on yellowkey MLS ID: A4686620
0 Days Off yellowkey (back on 6/8/2026)
REDUCED by $28,000 (7.5%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1551 Built: 1977 Tax: $3,023 (2025)Community: Woodmans Chart - The MeadowsVilla
Taxes:$3,023
Remarks: Elegant, delightful and move-in ready with serene pond views! This 3 bedroom, light filled end-unit villa with no shared walls offers the easy, maintenance-free lifestyle buyers are looking for; perfect for enjoying Sarasota year-round or locking up and leaving with peace of mind. Even better, the big-ticket items are already taken care of: 2025 exterior paint, 2024 roof, 2022 A/C and water heater. A private atrium, vaulted ceilings, transom windows, and an open floor plan create a bright, airy feel from the moment you enter. You’ll love the stone-look tile flooring, no-popcorn ceilings, and beautifully updated kitchen with solid-wood cabinetry, Santa Cecilia granite countertops, stainless-steel appliances, and breakfast bar. The oversized screened lanai overlooks peaceful wooded and pond views—ideal for morning coffee, relaxing, entertaining, or birdwatching. Additional highlights include an interior laundry room, abundant storage in the stand-up attic, an oversized two-car garage, block construction, and a desirable Flood Zone X location above the flood plain. Homes with this combination of privacy, updates, views, and maintenance-free convenience are hard to find; don’t miss it! All in The Meadows, a sought-after 1,600-acre park-like community just 15 minutes from downtown Sarasota. Residents enjoy 14 miles of scenic trails and access to a fitness center, Junior Olympic pool, pickleball, golf, and Har-Tru tennis. You’ll also be minutes from award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, the Legacy Trail, Mote SEA Aquarium, the future Sarasota Orchestra Music Center, and University Town Center’s shopping, dining, and entertainment. A fabulous Florida lifestyle awaits!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
4638 WILLOW WOOD CIR #34, SARASOTA, FL 34241
$300,00058 Days on yellowkey MLS ID: A4691512
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2124 Built: 1982Monthly Fee: $56 Tax: $2,688 (2025)Community: Hammocks IiiVilla
Taxes:$2,688
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Rarely do homes become available on Willow Wood Circle - and even more rare is finding one with a water view. Offered for the first time, this one-owner residence has been cherished since it was built and now presents a solid foundation with the opportunity to make it your own. Located within the gated community of Bent Tree, Hammocks III is a well-established subdivision offering maintenance-free living with no age restrictions. This 3 bedroom, 2.5 bath home offers 2,124 square feet of living space with an inviting layout, including a first-floor primary suite, high vaulted ceilings, and a Florida room that fills the home with natural light. A private front courtyard creates a setting for outdoor dining or a quiet morning coffee, while the home’s location offers a peaceful, wooded sense of privacy throughout. Water views become the backdrop to everyday living, with frequent visits from birds and deer adding to the natural charm. Situated on a quiet dead-end street with no thru-traffic, homesites like this are among the most desirable in Hammocks III. Additional highlights include a two-car garage, mature landscaping, and beautifully tree-lined streets that define the character of the community. Notably, the property is not located in a flood zone and has not experienced hurricane damage, offering an added layer of confidence for future owners. Ideally located just minutes from shopping and daily conveniences - including Publix, Walmart, Home Depot, and UTC Mall - with easy access to I-75 and a short drive to Sarasota’s renowned beaches, dining, and entertainment. Opportunities to secure a homesite like this in Bent Tree are few and far between. Schedule a showing today and explore why residents love living here.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Daniel Carrozzo (941-400-8462)
3374 W CHELMSFORD CT #9, SARASOTA, FL 34235
$349,00022 Days on yellowkey MLS ID: A4695215
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1513 Built: 1991 Tax: $2,824 (2025)Community: Chelmsford Close - The MeadowsVilla
Taxes:$2,824
Remarks: Spectacular golf and lake views, plus hurricane glass for peace of mind, in a phenomenal location! Filled with natural light, this two-bedroom plus den end unit villa features high ceilings with crown molding and walls of glass that beautifully bring the outdoors in. The spacious primary suite offers a walk-in closet, dual vanities and a walk-in shower. Relax on the screened lanai and take in the gorgeous sunrise views over the lake and golf course, perfect for morning coffee, reading or entertaining friends. All just a short distance to the heated community pool and a quick ride to everything The Meadows has to offer. Set on 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and an available fitness center, junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll be minutes from award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, Legacy Trail, the future Sarasota Orchestra and University Town Center, a favorite shopping, entertainment and dining destination. A fabulous Florida lifestyle awaits! 2022 A/C system, 2021 water heater, 2014 tile roof (condo's responsibility), above flood plain in zone X.
5940 DRIFTWOOD AVE #15, SARASOTA, FL 34231
$319,00051 Days on yellowkey MLS ID: A4692199
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973 Tax: $2,407 (2025)Community: Baywood Colony Sec 1Villa
Taxes:$2,407
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Experience the ease of coastal living just minutes from the world-renowned shores of Siesta Key with this inviting, free-standing villa, an ideal retreat for buyers seeking comfort, convenience, and value. Perfectly positioned in Sarasota's desirable 34231 corridor, this residence offers a rare opportunity to enjoy the beach lifestyle without the premium price typically associated with island living. Designed for relaxed, low-maintenance ownership, the villa features a spacious, open-concept layout with abundant natural light, neutral finishes, and easy-care ceramic tile flooring throughout. Recent updates include new HVAC in 2024, roof 2019, water heater and Impact windows in 2022. The well-appointed kitchen provides ample cabinetry and workspace, flowing seamlessly into the main living and dining areas, with functionally elegant built-ins with storage, and perfect for entertaining or hosting seasonal guests. Generous bedroom accommodations offer privacy and comfort, while updated baths enhance the home's move-in-ready appeal. A highlight of the property is the private outdoor living space, ideal for morning coffee, evening cocktails, or simply enjoying the coastal breezes. Residents also enjoy serene sunsets on Sarasota Bay, access to community amenities such as a pool, clubhouse, and beautifully maintained grounds, perfect for a lock-and-leave seasonal.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Adrian Mociran (941-302-8603)
3191 LAKE PARK LN #2, SARASOTA, FL 34231
$374,000155 Days on yellowkey MLS ID: A4678896
REDUCED by $15,000 (3.9%) on 04/28/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1738 Built: 1987 Tax: $1,047 (2025)Community: Park Place VillasSpa: NoVilla
Taxes:$1,047
Elementary School: Wilkinson Elementary
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! You will discover comfort, style, and Florida living at its best in this beautifully maintained 2-bedroom, 2-bath villa perfectly situated in central Sarasota - just minutes from the area's pristine beaches, vibrant downtown shopping, and fine dining options. As you enter the home, you are welcomed by a light and bright interior featuring soaring vaulted ceilings, skylights, and an inviting open layout that enhances the spacious feel. A new tile roof (2023) and new A/C system (2025) provide peace of mind and year-round comfort. The living area opens to a relaxing lanai with impact-resistant sliders where you can unwind while taking in the serene lake view and lush, mature landscaping. Two charming bay windows also offer picturesque water views, filling the home with natural light. The primary suite offers a tranquil retreat with stylish LVP flooring, a custom closet system, and an ensuite bathroom with multiple grab bars and zero entry shower. Whether you're seeking a seasonal getaway or a year-round residence, this lakefront villa offers the perfect blend of convenience, beauty, and low-maintenance living - all in one of Sarasota's most desirable locations.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Nancy Moore (941-313-5159)
5126 BLUE ASH AVE, SARASOTA, FL 34241
$375,00083 Days on yellowkey MLS ID: A4687578
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1572 Built: 1998Monthly Fee: $436 Tax: $4,045 (2025)Community: Heritage Oaks Golf & Country ClubVilla
Taxes:$4,045
Remarks: This maintenance free club home offers two bedrooms, two baths, and a flexible den with pocket doors, along with a tranquil lake view that is not commonly found in many of the villas. A skylight fills the den with natural light, adding to the home’s bright and airy feel. The attached two car garage provides convenience and additional storage. Inside, the kitchen and baths have been updated with granite countertops, and plantation shutters add timeless appeal throughout. The home shows clean, bright, and move-in ready. Furniture may be included if desired. Another especially desirable feature is the lovely green space across the street, creating a more open and attractive setting, as many villas in the community face other residences. The screened lanai with tile flooring and hurricane shutters provides a comfortable outdoor retreat to relax and enjoy Florida’s year round sunshine while taking in the tranquil lake view. Additional updates include replumbing, a hot water heater installed in 2018, an approximately eight year old air conditioning system, and kitchen appliances replaced within the last six or so years. Ownership includes bundled golf membership, giving residents access to the beautifully maintained course, tennis, fitness, swimming, dining, and an active social calendar. Roof and exterior maintenance are included, making it even easier to enjoy a relaxed, low-maintenance lifestyle. Located in Flood Zone X, this property offers added peace of mind. Perfectly positioned in Sarasota, this home offers convenient access to everyday essentials, dining, and shopping, with nearby destinations such as Publix, Waterside at Lakewood Ranch, and the UTC shopping district. You are also just a short drive from downtown Sarasota, renowned cultural venues, and the area’s world-famous Gulf beaches. Whether you are seeking a full time residence or seasonal getaway, this is an exceptional opportunity to enjoy the Heritage Oaks lifestyle in one of Sarasota’s most desirable guard gated communities. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-487-1492)
Listing Agent: Margot Leonard (941-387-5050)
5612 PALM AIRE DR, SARASOTA, FL 34243
$325,000121 Days on yellowkey MLS ID: A4683581
REDUCED by $10,000 (3.0%) on 06/04/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1369 Built: 1977Monthly Fee: $600 Tax: $3,566 (2025)Community: Palm-Aire At Sarasota 7-BVilla
Taxes:$3,566
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Step into relaxed Florida living in this beautifully maintained 2-bedroom, 2-bath villa offering 1,369 square feet of bright, inviting space in a highly sought-after Sarasota community. Thoughtfully designed with an open-concept kitchen, granite countertops, and seamless flow, the layout is perfect for both everyday comfort and easy entertaining. A versatile bonus room offers flexible space for a home office, reading nook, or morning coffee retreat. Soft neutral tones and an airy design create a calm, welcoming atmosphere ideal for year-round living or a seasonal escape. Enjoy true maintenance-free living. HOA covers roof repair and replacement, exterior paint, exterior insurance, landscaping, pest control, and irrigation—eliminating surprise repair costs, yard work, and ongoing upkeep so you can focus on enjoying the Florida lifestyle. This home has been thoroughly upgraded, all windows are now hurricane impact windows, providing added peace of mind, energy efficiency, and storm protection. Located in the desirable Palm Aire neighborhood, this community is especially appealing for those seeking a low-maintenance, lock-and-leave lifestyle. The community pool is just steps away, and Palm Aire Country Club is nearby with optional access to golf, pickleball, dining, and social activities—perfect for an active and social lifestyle. Conveniently located near University Town Center, shopping, dining, parks, Sarasota-Bradenton International Airport, I-75, and the Gulf Coast’s world-renowned beaches. Exceptional comfort, convenience, and carefree living await.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
6581 APPROACH RD #63, SARASOTA, FL 34238
$399,00040 Days on yellowkey MLS ID: A4693540
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1841 Built: 1985 Tax: $2,483 (2025)Community: Westwoods At SunriseVilla
Taxes:$2,483
Remarks: Perfectly positioned directly across from the community amenities, this beautifully maintained villa in Westwoods at Sunrise offers an exceptional combination of space, privacy, and convenience in one of Sarasota’s most established locations. From the moment you arrive, the mature landscaping, corner-unit positioning, and oversized two-car garage create the feel of a single-family home while still enjoying the ease of maintenance-free living. NEW AC 2025! One of the standout features of this property is its immediate proximity to one of the heated community's pool, which is maintained at approximately 85 degrees year-round, along The clubhouse itself includes a full kitchen and gathering space, making it ideal for social events, entertaining, and community activities. Even more appealing, the association is self-managed with reasonable fees, Maintenance of roofs, exterior repairs, basic cable, and pest control. Residents of this active 55+ community enjoy two heated pools, a pet-friendly atmosphere (up to 25 pounds), a year-round calendar of fun events, clubhouse, and four premier pickleball courts that residents and friends actively play. Inside, the home offers nearly 1,850 square feet of living space with soaring ceilings, abundant natural light, and a flexible open floor plan. The spacious living room features a fireplace and flows naturally into the dining area and kitchen, while multiple screened and enclosed outdoor living spaces create seamless indoor-outdoor living. A large Florida room surrounded by windows provides additional versatile living space perfect for relaxing, entertaining, or enjoying peaceful green views. The kitchen is centrally located with stone countertops, breakfast bar seating, pantry storage, and solid wood cabinetry. The split-bedroom layout provides privacy, with the primary suite occupying the upper level complete with vaulted ceilings, en-suite bath, and walk-in closet. Guest accommodations on the first floor allow flexibility for visitors or multigenerational living. Outdoor living is another highlight, with multiple screened patio areas, balcony access, and lush landscaping surrounding the property. The oversized garage offers excellent storage and functionality rarely found in villa-style properties. Located just minutes from shopping, dining, Sarasota Memorial Care Center, golf, and Siesta Key Beach, this home also provides quick access to I-75 and all the cultural attractions Sarasota is known for. Schedule your private showing today and discover the comfort, convenience, and lifestyle this exceptional Sarasota villa has to offer before this opportunity is gone.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
5368 KELLY DR #17, SARASOTA, FL 34233
$324,90023 Days on yellowkey MLS ID: A4695569
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1944 Built: 1993 Tax: $2,864 (2025)Community: Crestwood Village Of Sara 2Villa
Taxes:$2,864
Remarks: Discover the perfect blend of comfort, convenience, and Sarasota lifestyle at 5368 Kelly Drive. This well-maintained home features a brand-new roof with a fully paid assessment and a freshly painted interior, providing peace of mind and a bright, move-in-ready atmosphere. The community clubhouse, swimming pool, and tennis/pickleball court add great entertainment opportunities. Enjoy being just minutes from the world-famous Siesta Key Beach, renowned for its powdery sand, crystal-clear Gulf waters, and spectacular sunsets. Whether you're looking for a full-time residence, seasonal retreat, or investment opportunity, the location places you close to shopping, dining, entertainment, and outdoor recreation. Inside, the freshly painted interior creates a clean and inviting setting ready for your personal touches. Outside, the new roof adds significant value and long-term durability, making this home an outstanding opportunity in today's market. The 3 bedrooms allows for flexibility for a work from home situation or hosting family and friends. Experience the best of Sarasota living with easy access to downtown Sarasota, parks, restaurants, and everyday conveniences.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Sean Hickey (941-587-4244)
3244 RINGWOOD MDW #77, SARASOTA, FL 34235
$309,000282 Days on yellowkey MLS ID: A4663917
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1351 Built: 1981Monthly Fee: $564 Tax: $3,971 (2024)Community: Villas Of PapillonVilla
Taxes:$3,971
Remarks: Price Reduced! Lovely location on a cul-de-sac of swaying palms, Papillon consists of private enclaves of maintenance-free villas in The Meadows. You will be greeted by a paver sidewalk leading to the front entry with sidelight. Upon entry, wood flooring from the living room and dining room flow to form a cohesive foundation. The kitchen has a breakfast nook or space for cozy family dining. The living room with high ceilings leads to a wall of sliders opening onto a spacious glassed-in lanai offering you gorgeous water views framed by mossy Live Oak trees. The lanai floor was raised to allow flow from the living room and expands the living space and peaceful views. A fireplace with convenient electric insert provides ambiance on those cooler evenings. The spacious primary bedroom features an ensuite bathroom featuring split dual sinks, shower/tub combo, and ample walk-in closet. The guest bedroom is large and just steps away from the guest bathroom with shower/tub combo. A laundry closet houses the full-size washer and dryer and extra storage. Two car garage with extra depth for storage or workbench space and water heater 2017. Peace of mind with block construction and new tile roof 2012, exterior painted, new downspouts and window shutters, HVAC 2017. Above flood plain in zone x. Enjoy the most delightful resort-style heated community pool just steps away on its own private island for a quick dip or meet neighbors for an outdoor happy hour. Walk to The Meadows Shopping Village for restaurants, new neighborhood bar and restaurants , hair salon, massage therapist, and other convenient services. Papillon HOA has fully-funded reserves and takes pride in a well-managed neighborhood. Live in a friendly and very active community with 24 hour safety patrol and enjoy the carefree Florida lifestyle! The Meadows offers pay-to-play golf, a highly regarded tennis complex with 15 lighted Har-Tru courts, Jr. Olympic swimming pool with spa, private dog park, basketball, new fitness center, and 10 new pickleball courts. All located within 1,650 acres of tropical mature landscaping with miles of trails, wildlife preserves and over 80 lakes and ponds, while convenient to all that Sarasota offers! Minutes to luxury shopping and dining at UTC Mall, Mote SEA, Nathan Benderson Park for water sports and miles of recreational opportunities, downtown Sarasota for art and cultural activities and world class Gulf beaches.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Terry Hayes (941-302-3100)
4812 KESTRAL PARK CIR #20, SARASOTA, FL 34231
$325,000415 Days on yellowkey MLS ID: A4651548
1 Days Off yellowkey (back on 6/3/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1570 Built: 1982Monthly Fee: $167 Tax: $2,723 (2024)Community: Landings Carriagehouse IiVilla
Taxes:$2,723
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. REDUCED! BEST PRICE ON A LANDINGS VILLA! LOCATION, LOCATION! Situated in the Landings, this spacious villa offers maintenance free living in one of Sarasota's favorite communities! 2 bedrooms with an additional den that can be used as a third bedroom or a perfect office. Two enclosed lanais, one on the rear and one on the side, present unlimited opportunities for extra space. Huge living area with fireplace along with an oversized dining area, perfect for entertaining. Beautiful, attached courtyard, perfect for your plants or just relaxing. Access to the lanai or courtyard from each bedroom. One car garage with extra storage space. All of this in a beautiful, gated community located near beaches, downtown & more! The Landings is known for its lush, beautiful mature landscaping, access to the intercoastal and great social activities. Optional membership is available for the Landings Racquet Club. Don't miss this opportunity to live in one the most sought-after communities in Sarasota! PLEASE NOTE: December 2025, unit has been painted throughout, wallpaper removed and some doors replaced.
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Kim Sheridan (941-313-0262)
6511 SILVERSTAR DR, SARASOTA, FL 34240
$360,000110 Days on yellowkey MLS ID: A4685176
REDUCED by $20,000 (5.3%) on 05/20/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1466 Built: 2024Monthly Fee: $222 Tax: $4,573 (2025)Community: Avanti At WatersideVilla
Taxes:$4,573
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Welcome to 6511 Silverstar Dr. This almost-new villa has been meticulously maintained and immensely improved. With very high-end appliances, finishes, and additions, this home is truly better than new and ready for you to step right in. Whether you are looking for a great open floor plan for full-time residence or the comfort of knowing that you can lock up and head north for half-the year, you'll appreciate the hurricane-rated windows, the built-in (and hardwired) electric fireplace, the beautiful ceiling fans, and the VERY specious kitchen! With a full office in addition to two spacious bedrooms, you'll have room for everyone! Wonderful flow from the front door to the back lanai and absolutely lovely outside space make this home one you definitely will want to move to the top of your list!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Tracy Leclair (941-209-0549)
7354 W COUNTRY CLUB DR N, SARASOTA, FL 34243
$350,00075 Days on yellowkey MLS ID: A4689516
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1456 Built: 1973 Tax: $3,024 (2025)Community: Palm-Aire Desoto Lakes Country Club 2Villa
Taxes:$3,024
Remarks: Welcome to easy Florida living in this beautifully updated, maintenance-free two-bedrooms plus den/office, two-bath villa with a two-car garage in the sought-after Palm Aire community. Double entry doors with convenient screens, open to a bright, open interior featuring large, easy-care ceramic tile throughout the main living areas—perfect for both comfortable everyday living and entertaining. The spacious living room flows into a sunny Florida room with upgraded wood flooring, offering additional versatile living space and easy access to the outdoors. The island kitchen is well-appointed with wood cabinetry and stainless steel appliances, double sink, & pantry. The primary suite features a generous walk-in closet and a private en-suite bath, while the guest bedroom is thoughtfully positioned for privacy near a full bath. The office is bright & spacious, very suitable for working from home. Recent updates include a new roof (2023), new air conditioning 2023 with digital thermostat & dehumidifier, and a new hot water heater 2022. Furnishings are negotiable. The association fee covers exterior and grounds maintenance, as well as sewer, water, trash, and basic cable. Enjoy the community pool just a couple of homes away, and take advantage of nearby Palm Aire Country Club, offering optional golf, pickleball, dining, and social memberships. Ideally located close to shopping, dining, UTC, downtown Sarasota, and the area’s renowned beaches.
Listing Agent: Wanda Kerr (941-374-7074)
5604 DORAL DR, SARASOTA, FL 34243
$364,900457 Days on yellowkey MLS ID: A4645514
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1672 Built: 1983Monthly Fee: $279 Tax: $1,940 (2024)Community: Fairway SixVilla
Taxes:$1,940
Remarks: PRICE IMPROVEMENT !! Don't miss this opportunity to own this at the LOWER PRICE!! JUST FINISHED THIS BEAUTIFUL NEW RENOVATION!! Be the FIRST to move into this 2 BEDROOM, 2 BATH VILLA STYLE home, which is actually a single family attached with the land being owned. Because you will own the land the abilities to expand the outside to enjoy and soak up the Florida sun has MANY POSSIBILITIES. WELCOMING DOUBLE DOORS let you step onto new flooring throughout the house, and you are greeted with NATURAL BRIGHT LIGHT and high ceilings. This SPACIOUS OPEN kitchen has new solid wood cabinets, stainless steel appliances, Granite countertops including high top breakfast bar and separate mini bar with wine fridge. The dining room has large windows looking out to EXPANSIVE GOLF COURSE VIEWS. The living room FEELS EXTRA SPACIOUS with its 18ft pitched ceiling and French Doors opening to your own screened in lanai to enjoy your morning coffee. Both WASHER and DRYER are inside the home which includes a central vacuum system. Bathrooms have all new tile floors, new sinks and a NEW BATHTUB IN GUEST BATHROOM! The primary bathroom also includes his and her closet, separate toilet room. Through your large Primary Bedroom, another FRENCH DOOR allows you to step out to your PRIVATE COURTYARD for some RELAXING SELF TIME!!! An OVERSIZED 2 car attached garage is also a plus! Fairway Six has its own heated pool, clubhouse with kitchen and bathroom, and pickleball court. Palm Aire Country Club community has 36 holes of golf with many membership OPTIONS and amenities to exercise or socialize. It is located minutes from NEW UTC MALL, NUMEROUS RESTAURANTS, THEATRES and much more! Another BIG PLUS it is Also close is The Sarasota – Bradenton International Airport, the University Town Center, Benderson Park with walking path and many events such as rowing races. BUYER make note of the LOW HOA fees which include water, sewer and trash as well as lawn care for MAINTENANCE FREE LIVING!!! Make this your NUMBER ONE MUST SEE HOME!!
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Kathleen Dupont (941-350-4995)
7146 LAKESIDE DR, SARASOTA, FL 34243
$300,000523 Days on yellowkey MLS ID: A4635616
1 Days Off yellowkey (back on 6/2/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1577 Built: 1991Monthly Fee: $590 Tax: $2,079 (2024)Community: Woodlake Villas At Palm-Aire XVilla
Taxes:$2,079
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Ready for a quick closing! What a gem in Woodlake Villas, now offered at a newly reduced price. This well-maintained two-bedroom, two-bath villa features tranquil FULL LAKE VIEWS, soaring vaulted ceilings, and 2 skylights that fill the home with natural light. A versatile flex room with French pocket doors easily serves as a home office, craft room or formal dining space, while the full two-car garage provides excellent storage and everyday convenience. The kitchen is equipped with newer stainless-steel appliances and opens seamlessly to the spacious living and dining areas, making it ideal for entertaining and comfortable daily living, with room for a dining table if desired. Stylish tile flooring flows throughout the home, and ceiling fans in every room ensure year-round comfort. Relax on the enclosed lanai while taking in peaceful lake views and beautiful sunsets, or enjoy a short walk to the heated community pool and gazebo for a quiet retreat by the water. Condo Fee includes roof, painting of outside units, all yard & landscape maintenance & fertilization, sewer, Trash and water and basic cable! The ROOFS REPLACED in May of 2024- and BRAND NEW HVAC, WATER HEATER and DISPOSAL-April 2026
Listing Agent: Brenda Wilson (941-321-8686)
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