Location: Sarasota
Do Not Show Listings
7779 WANING MOON WAY, SARASOTA, FL 34241
$424,233173 Days on yellowkey MLS ID: A4670083
1 Days Off yellowkey (back on 4/1/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1533 Built: 2026Monthly Fee: $398Community: Esplanade At Skye RanchVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: Lakeview Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: Under Construction. What's Special: Close to Amenities | South Facing Lot | Pond View. New Construction – March Completion! Built by Taylor Morrison, America’s Most Trusted Homebuilder. Welcome to the Ibis at 7779 Waning Moon Way in Esplanade at Skye Ranch! Step into a home that welcomes you with an open-concept great room, perfectly paired with a designer kitchen and dining area—ideal for gathering and everyday comfort. Just beyond, a peaceful lanai invites you to relax and unwind. Your primary suite is a true retreat, featuring a spacious walk-in closet, dual vanity, expansive shower, and private commode for added serenity. Across the home, a quiet study offers space to focus, while a lovely secondary bedroom and shared bath provide comfort for guests. A thoughtfully placed laundry room near the garage entry adds everyday convenience. Additional Highlights Include: Tray ceiling at great room/dining room/primary suite/study, study in place of flex, double pocket doors at study, 8' interior doors, and extended screened lanai. Photos are for representative purposes only. MLS#A4670083 Live your dream vacation every day in Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day!
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
7077 W COUNTRY CLUB DR N, SARASOTA, FL 34243
$299,900222 Days on yellowkey MLS ID: A4664588
REDUCED by $10,000 (3.2%) on 04/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1798 Built: 1978 Tax: $4,850 (2024)Community: Palm-Aire At Sarasota 9-AVilla
Taxes:$4,850
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Exceptional opportunity to own this Palm Aire Country Club villa, ideally positioned on the 13th hole with sweeping golf course and water views. This villa offers over 2,100 square feet of living space under air, with the lanai elevated to seamlessly match the main living areas. Enjoy the benefit of no CDD fees and a Sarasota address while paying Manatee County taxes. The location is unbeatable—just minutes from the vibrant University Corridor with its wide variety of restaurants, shops, Benderson Park, SRQ Airport, and, of course, the world-famous Gulf beaches. Residents also enjoy a beautiful community pool conveniently located just across the street, perfect for relaxation and socializing. Palm Aire Country Club provides two championship 18-hole golf courses, tennis courts, a fitness center, and a variety of optional membership packages to suit your lifestyle. Additional highlights include an oversized two-car garage. This property is the perfect blend of comfort, convenience, and resort-style living—ready to be your forever home!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Miranda Oswald (941-232-9982)
3351 THORNWOOD RD #3351, SARASOTA, FL 34231
$385,50021 Days on yellowkey MLS ID: A4687754
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1683 Built: 1983 Tax: $3,457 (2025)Community: Crooked Creek Sec 3Villa
Taxes:$3,457
Elementary School: Southside Elementary
Tax Year: 2025
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)
4181 CENTER POINTE CIR #91B, SARASOTA, FL 34233
$280,000100 Days on yellowkey MLS ID: A4677449
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1578 Built: 1983Monthly Fee: $405 Tax: $3,492 (2025)Community: Courtyard VillasVilla
Taxes:$3,492
Elementary School: Ashton Elementary
High School: Sarasota High
Remarks: Largest unit available—this immaculate two-story villa is located in the desirable Centergate community of Sarasota. The 2 bedroom, 2.5 bath home features all bedrooms upstairs, offering privacy and a functional layout. The main living area showcases soaring vaulted ceilings, creating a bright and open feel. A dedicated office area provides flexible space for working from home or a reading nook. What makes this townhome so unique is the huge private 40 x 17 side courtyard patio—perfect for entertaining, grilling, or relaxing in the Florida sunshine. All or part of it could easily be screened in, if so desired. The home has been exceptionally well maintained and is truly move-in ready. Conveniently located near UTC Mall, dining, shopping, medical facilities, parks, and major roadways with easy access to I-75, downtown Sarasota, and area beaches.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Alicea Martinez (941-504-3852)
7772 CAMMINARE DR, SARASOTA, FL 34238
$420,00062 Days on yellowkey MLS ID: A4682728
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1693 Built: 2005Monthly Fee: $476 Tax: $2,779 (2025)Community: VillagewalkVilla
Taxes:$2,779
Elementary School: None
High School: None
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Escape the cold and enjoy Florida living in this meticulously maintained Capri III Extended Model with peaceful water views — perfect for snowbirds or second-home buyers seeking comfort, security, and easy living. This light and bright villa offers a spacious great room with custom wall unit and crown molding, creating a warm yet refined coastal feel. The split-bedroom layout provides privacy for guests, with engineered wood flooring in the guest bedroom and a generous primary suite overlooking the water. The kitchen features granite countertops, closet pantry, and ample cabinetry, ideal for seasonal stays or hosting visiting family. Major updates provide peace of mind: A/C 2023, refrigerator & dishwasher 2020, microwave 2016, and 2024 garage door opener. Hurricane protection includes accordion shutters, and the covered patio with Clear Vue screening allows you to relax year-round while enjoying tranquil lake views. Additional features include 2-car attached garage (garage refrigerator conveys), laundry room with utility sink and storage cabinets, extended floor plan for added living space, plantation shutters in primary suite and main living area, crown molding in great room and dining area, custom wall unit in great room. Located within the highly sought-after, amenity-rich community of VillageWalk, residents enjoy resort-style pools, clubhouse, fitness center, tennis, pickleball, walking trails, and an on-site restaurant — all just minutes from Siesta Key beaches, shopping, dining, and the Legacy Trail. Whether you're looking for a winter retreat or a low-maintenance second home, this villa offers the ideal combination of security, convenience, and the Florida lifestyle.
Listing is courtesy of: TOWN CENTER REALTY (941-929-9333)
Listing Agent: Brenda Mazzone (941-236-1250)
3280 SOUTHFIELD LN #804, SARASOTA, FL 34239
$219,900564 Days on yellowkey MLS ID: TB8309229
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1323 Built: 1969 Tax: $2,672 (2023)Community: South Gate Village Green 08Villa
Taxes:$2,672
Tax Year: 2023
Remarks: *UPDATED HOME IN SOUGHT OUT SOUTHGATE VILLAGE GREEN* Recently reduced and move-in ready, this charming villa offers an exceptional opportunity in one of the area's most sought-after 55+ communities. The home features a brand-new kitchen equipped with all modern appliances, fresh new carpeting in halwway and bedrooms, and stylish laminate flooring throughout living areas. A Bright and airy open floor plan complemented by freshly painted interiors and partially updated bathrooms. Residents enjoy convenient access to nearby shopping, parks, and scenic walkways in a relaxing and peaceful ambiance.. Pets welcome (under 20 lbs., subject to approval).
Listing is courtesy of: Y GROUP REALTY (800-386-2830)
Listing Agent: Nancy Yialouris (727-252-3631)
4133 CARRIAGE DR #18, SARASOTA, FL 34241
$299,500187 Days on yellowkey MLS ID: A4668329
5 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2000 Built: 1978 Tax: $1,713 (2024)Community: Knolls The, Bent TreeVilla
Taxes:$1,713
Remarks: Incredible value for a 3 bedroom, 2 bath, 2 car garage, free standing home in a condominium community with beautiful nature panorama and a family of deer who live there. Awesome views from the the living room, Florida room and primary bedroom. The current owner enclosed and central air conditioned the lanai, giving the property 2000 sq ft of living space. Vaulted ceilings with rafters in the living room and luxury vinyl flooring throughout the property with the exception of the Florida room. Guest bedrooms are generously sized. One of the few homes with nature views from living areas.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
5830 CAVANO DR, SARASOTA, FL 34231
$699,90029 Days on yellowkey MLS ID: TB8488712
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1905 Built: 2014Monthly Fee: $287 Tax: $6,780 (2025)Community: Esplanade By Siesta KeyVilla
Taxes:$6,780
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Welcome to one of the most beautiful villas in Esplanade by Siesta Key—an impeccably maintained and professionally decorated three-bedroom, two-bath residence with a den, offering the perfect blend of luxury, comfort, and maintenance-free living. From the moment you step inside, you’ll notice the elegant details, including tray ceilings, crown molding, and high-end laminate flooring paired with tile throughout. The gourmet kitchen is a true centerpiece, featuring stunning new quartz countertops, custom wood cabinetry, stainless steel appliances, and a spacious peninsula ideal for casual dining, morning coffee, or gathering with guests. The open-concept layout flows effortlessly into the dining and living areas, creating an inviting space for entertaining. Natural light pours in through glass doors that lead to a generous screened-in lanai, where you can unwind while enjoying peaceful lake views right in your backyard. The outdoor kitchen, complete with a sink and stainless steel refrigerator, makes alfresco dining a breeze. The spacious owner’s suite is a private retreat, offering a large walk-in closet with professionally designed custom cabinetry. The ensuite bathroom features a dual granite vanity with a dedicated makeup area, along with a walk-in shower, custom glass enclosure, and built-in bench. Designed with privacy in mind, the split floor plan places the additional bedrooms away from the primary suite. Each guest room is generously sized and well-appointed with quality finishes and ceiling fans. The versatile den provides the perfect space for a home office, library, or quiet reading room, and also offers a built in murphy bed. Even the laundry room impresses, offering abundant cabinetry, a utility sink, and ample counter space. The garage has been thoughtfully upgraded with custom storage cabinets and overhead metal racks, maximizing organization. Additional upgrades include hurricane shutters, a widened driveway, and an extended paver walkway. Recent improvements add peace of mind, including a water heater (2021), new HVAC (2025), and a new Bosch dishwasher and refrigerator (2026). This home is truly move-in ready. Residents of Esplanade by Siesta Key enjoy resort-style amenities, including a beautifully appointed clubhouse, state-of-the-art fitness center, tennis court, pickleball court, and a stunning pool and outdoor living area. This gated, meticulously landscaped community offers a lifestyle of ease, elegance, and year-round enjoyment. *ALL information is believed to be accurate, but must be verified by the buyer and the buyer's agent*
Listing is courtesy of: HOMESMART (407-476-0461)
Listing Agent: Brett Tate (727-240-7318)
3759 COLLINS ST #711, SARASOTA, FL 34232
$295,00019 Days on yellowkey MLS ID: TB8492643
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1423 Built: 1978Monthly Fee: $460 Tax: $2,825 (2025)Community: Forest Pines 07Villa
Taxes:$2,825
Remarks: Well-maintained villa in the 55+ community of Forest Pines! Spacious floor plan with 1423 sq. ft. of living space. The living room/dining room area is large and open. This unit features 2 bedrooms, 2 full bathrooms, interior laundry and 1 attached carport. The community amenities feature a heated swimming pool, shuffleboard courts, and a clubhouse with fitness room. This is a great neighborhood for walking and riding bikes. Forest Pines is centrally located to the beaches, downtown Sarasota, golf, the airport and just a short walk to Village of Pinecraft, where you can enjoy Amish restaurants and ice cream/coffee shops. This unit is a must see and a pleasure to show!
Listing is courtesy of: WIKLE INCORPORATED (727-781-7974)
Listing Agent: Tina Shank (727-644-9565)
3880 EL POINIER CT #8702, SARASOTA, FL 34232
$299,999212 Days on yellowkey MLS ID: A4665473
2 Days Off yellowkey (back on 3/31/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1498 Built: 1978 Tax: $1,106 (2024)Community: Village Plaza Sec 7Villa
Taxes:$1,106
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained villa nestled in the heart of Village Plaza. Offering 1,498 heated square feet of comfortable living space, this two-bedroom, two-bath home with a newer a/c unit combines spaciousness with convenience. Step inside to discover a bright and open floor plan, for both relaxing and entertaining. The generously sized living and dining areas flow seamlessly, while the well-appointed kitchen provides ample cabinetry and counter space for all your culinary needs. The primary suite features a private bath and plenty of closet space, while the second bedroom is ideal for guests or a home office. Enjoy peaceful mornings or cozy evenings in the enclosed lanai, adding a touch of Florida charm to your everyday living. Located just minutes from shopping, dining, medical facilities, and Siesta Key this villa offers the perfect blend of tranquility and accessibility. Whether you're downsizing, investing, or searching for your forever home, this Village Plaza gem is a must-see!
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Katanya Taite (941-313-2427)
3972 OVERLOOK BND #28, SARASOTA, FL 34232
$165,00021 Days on yellowkey MLS ID: N6143618
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1180 Built: 1973 Tax: $1,322 (2025)Community: Glen Oaks Ridge Villas 1Villa
Taxes:$1,322
Remarks: Welcome to Glen Oaks Ridge Villas! This furnished 2BR/2BA end-unit villa in a desirable 55+ community offers light-filled living with an abundance of windows and added privacy on a corner lot. Spacious layout features an extra-large living room, generous dining area (with potential to open to kitchen), and an 8’x5’ foyer entry. Recent updates include bathroom vanities, primary shower inset, Plantation Shutters, new carpet (2026) in primary bedroom, living and dining areas, HVAC (2024 w/ 10 year warranty). Guest bedroom features laminate flooring, with tile throughout the main living spaces. The 88 sq ft utility room includes washer, dryer, utility sink, and ample storage. Enjoy outdoor living in the 20’x21’ covered carport, perfect for two vehicles plus space for seating and plants. Budget planning value—monthly condo fee covers water, sewer, trash, cable, exterior maintenance, and lawn care (owner pays for WiFi and electric only). Community amenities include a lakeside pool, shuffleboard, putting green, fitness center, billiards room, grilling area, and clubhouse for special events. Beautiful Banyan trees provide shade and a peaceful setting. Ideally located across from the newly renovated Bobby Jones Golf Course; about 7 miles to Lido Key with stunning white sand and tropical Gulf of America waters; close to the quaint downtown area of St Armands Circle exploding with lots of restaurants, shopping; and Marie Selby Botanical Gardens.
Listing is courtesy of: NEXTHOME SUNCOAST (941-882-2229)
Listing Agent: Barbara Pierce (941-408-6190)
3318 VILLAGE GREEN DR #823, SARASOTA, FL 34239
$190,00073 Days on yellowkey MLS ID: N6142788
0 Days Off yellowkey (back on 3/31/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1323 Built: 1969Monthly Fee: $340 Tax: $1,192 (2025)Community: South Gate Village Green 8Villa
Taxes:$1,192
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. Welcome to easy Florida living in the highly sought-after Village Green community, featuring a new roof. This two bedroom, two bath villa is located in a peaceful 55+ community known for its mature landscaping, friendly atmosphere, and convenient Sarasota location. Just steps to the pool and set within a great walking area with charming vistas, the home offers a welcoming foyer entry, eat-in kitchen, inside laundry, den, and a screened lanai ideal for relaxing. With a little TLC, this villa could become the perfect place to call home. The community features a swimming pool perfect for socializing or unwinding, along with beautifully maintained common areas that reflect pride of ownership throughout. Village Green is centrally located just minutes from world-class Sarasota beaches including Siesta Key, premier shopping and dining, and medical facilities. This villa is an excellent opportunity for a full-time residence or seasonal retreat, offering low-maintenance living in an established community. Enjoy the best of the Sarasota lifestyle with sun, convenience, and community in one desirable address.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rick Tritschler, Jr. (941-928-1292)
5103 GREENCROFT RD, SARASOTA, FL 34235
$295,000584 Days on yellowkey MLS ID: N6134516
0 Days Off yellowkey (back on 3/20/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1487 Built: 1979Monthly Fee: $567 Tax: $3,642 (2023)Community: Vivienda At The MeadowsVilla
Taxes:$3,642
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT! 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. This spacious 2 bedroom, 2 bath home offers multiple living areas, including a living room, open-concept kitchen/family/dining area, and a lanai with tranquil greenbelt views. Ideally positioned within the community, this home boasts a generous front yard and privacy with no direct-facing neighbors across the street. 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.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY (941-207-5055)
Listing Agent: Janet Linaburg (941-225-5289)
5721 CASA DEL SOL BLVD #3223, SARASOTA, FL 34233
$275,00032 Days on yellowkey MLS ID: A4686344
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1313 Built: 1989 Tax: $1,774 (2025)Community: Casa Del Sol Sec IiVilla
Taxes:$1,774
Remarks: Positioned in one of the most desirable and private locations within Casa Del Sol, this end-unit villa stands out immediately with rare preserve views, added privacy, and a layout that offers both functionality and flexibility. Unlike many homes in the community that look onto the rear of neighboring properties, this residence enjoys a peaceful, natural backdrop overlooking the preserve—creating a far more serene and desirable setting. Inside, the home offers a bright and open floor plan with multiple living spaces, including an additional sitting room featuring wood flooring and a skylight that fills the space with natural light. From here, step directly out to your patio and take in the preserve views, seamlessly blending indoor and outdoor living. The layout includes an open living and dining area, kitchen with breakfast bar, and a primary suite conveniently located on the main level, complete with a walk-in closet and en-suite bath. This particular unit also benefits from additional green space compared to many neighboring properties, further enhancing both privacy and outdoor enjoyment. The property features a true 2-car garage—an upgrade not commonly found in all units within the community—along with an oversized private courtyard that is both functional and inviting, with no A/C equipment taking up valuable outdoor space. This area creates the perfect setting for outdoor living, entertaining, or simply enjoying the Florida lifestyle. Situated at the opposite end of the main road, the home benefits from minimal traffic and a noticeably quieter environment. As an end unit with only one shared wall, it provides additional privacy along with extra natural light and an overall more open feel compared to interior units. From a long-term ownership perspective, the value here is clear. At a time when many communities are increasing fees, Casa Del Sol has actually lowered HOA dues for certain sections in 2026, including this one—an uncommon advantage that speaks to strong community management. The A/C system is still under the balance of a 10-year warranty, and the roofs were proactively replaced by the HOA approximately 10 years ago, offering added peace of mind. The community itself offers a well-rounded lifestyle with amenities including a clubhouse, fitness center, pool, and tennis courts, all within a well-maintained setting with a consistent aesthetic. Location matters, and this home delivers with convenient access to some of Sarasota’s most sought-after amenities. Colonial Oaks Park is just minutes away for outdoor recreation, while Sarasota Christian School is nearby for quality education. Ideally situated off Cattlemen Road between US-41 and I-75, you are just minutes to downtown Sarasota and in close proximity to the #1 beach in the United States, Siesta Key, along with local favorites including Lido Beach, Legacy Trail, Payne Park, Sarasota High School, and the Sarasota Art Museum. Enjoy easy access to Sarasota’s renowned cultural venues, sun-drenched beaches, and everyday conveniences like Big Olaf Ice Cream, Yoder’s Fresh Market, the YMCA, and Locklear Park—all just a short drive away. This is a rare opportunity to secure a private, well-positioned end unit with preserve views, additional outdoor space, and key upgrades in one of the most sought-after sections of Casa Del Sol.
Listing Agent: Rachel Tritschler (941-993-5892)
4266 OAKHURST CIR E #3060, SARASOTA, FL 34233
$259,00041 Days on yellowkey MLS ID: A4685488
1 Days Off yellowkey (back on 3/31/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1543 Built: 1981Monthly Fee: $656 Tax: $3,514 (2025)Community: Oakhurst Ph IVilla
Taxes:$3,514
Remarks: Under contract-accepting backup offers. Charming villa in an over 55 community in sunny, Sarasota! Tastefully updated, two-bedroom, two-bath home with an open floor plan and vaulted ceiling. A ground-floor unit with a private, attached, one-car garage, inside laundry room and a sunroom overlooking the garden. Recently updated with a new roof in October 2025, followed by a commercial grade water heater, plus a new refrigerator and dishwasher. Steps away is a community clubhouse, shuffleboard court and a swimming pool, making this an amazing opportunity for an affordable, relaxing lifestyle. Whether retirement or part-time living, this well-located community offers easy access to restaurants and shopping, world-famous beaches, the arts, airport and top-ranking healthcare.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Maureen Morris (941-350-0807)
4058 CENTER POINTE PL #28A, SARASOTA, FL 34233
$250,00091 Days on yellowkey MLS ID: A4678831
1 Days Off yellowkey (back on 3/30/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1029 Built: 1983 Tax: $1,704 (2025)Community: Courtyard VillasVilla
Taxes:$1,704
Remarks: Under contract-accepting backup offers. Located in the centrally positioned Courtyard Villas community, this renovated two-bedroom, two-bath residence offers effortless, low-maintenance living with a private screened courtyard and an expansive single-level layout. Soft gray tones, vaulted ceilings, and updated finishes create a light, welcoming interior, while the split-bedroom floor plan provides privacy and functionality. The open-concept kitchen features white stone countertops and newer appliances, seamlessly connecting to the main living space. Both the living area and primary suite open to a private tiled patio—perfect for morning coffee, alfresco dining, or container gardening. Additional highlights include an interior laundry closet, a deep one-car garage, and a two-car driveway. Major updates provide peace of mind, including brand new bathroom remodels, new kitchen remodel with wooden cabinetry featuring soft-close drawers, newer HVAC system and a new roof (2020). Residents enjoy access to two community heated pools, one just a short walk away. The monthly association fee includes basic cable, allows two small pets, and has no age restrictions. Ideally situated in the Centergate area, this home offers walkable access to grocery stores, dining, medical offices, pharmacies, and a nearby hospital. With easy connectivity to Interstate 75 and Bee Ridge Road, and just minutes from Benderson Recreation Park, the pink sands of Siesta Key Beach, and the vibrant shops and restaurants of Siesta Key Village, this residence delivers comfort, convenience, and a truly central Florida lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Danielle Dietrich, Pa (603-767-9166)
3350 W CHELMSFORD CT #13, SARASOTA, FL 34235
$363,00089 Days on yellowkey MLS ID: TB8466391
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1513 Built: 1990 Tax: $2,699 (2025)Community: Chelmsford CloseVilla
Taxes:$2,699
Remarks: Located in the desirable Chelmsford Close enclave of The Meadows, this well-maintained and freshly painted 2 bedroom, 2 bathroom villa with a 2-car garage offers over 1,500 square feet of comfortable living space and golf course frontage with peaceful fairway views. Built in 1990 and carefully cared for by the original owners, the home enjoys a prime setting close to the community pool and is surrounded by mature landscaping and manicured grounds. Chelmsford Close is known as one of the newer villa communities in The Meadows, featuring solid construction, attractive architecture and a quiet, private feel. Residents enjoy a park-like setting within a 1,600-acre master-planned community offering 14+ miles of walking and biking trails, lakes, green spaces, fitness facilities, pickleball and optional golf and tennis memberships. Ideally situated near Nathan Benderson Park, University Town Center shopping and dining, and just minutes to downtown Sarasota, cultural attractions and world-class Gulf beaches. Competitively priced, this villa presents an excellent opportunity to enjoy the Sarasota lifestyle—schedule your private showing today before it’s gone!
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (813-839-3800)
Listing Agent: Tyler Gilley (847-347-4734)
7363 OAK MOSS DR #33, SARASOTA, FL 34241
$395,00022 Days on yellowkey MLS ID: A4687824
0 Days Off yellowkey (back on 3/30/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2177 Built: 1986Monthly Fee: $52 Tax: $3,640 (2025)Community: Hammocks IvVilla
Taxes:$3,640
Remarks: Under contract-accepting backup offers. Pride of ownership is evident throughout this beautifully maintained lakefront home in the Hammocks IV subdivision (55+) of Bent Tree. Offering one of the most sought-after homesites in the community, with expansive water views and a peaceful natural setting, this property delivers an opportunity to own a special piece of Florida living. This 3 bedroom, 2.5 bath home features 2,177 SqFt of living space with an inviting layout. Major updates include 2 NEW A/C units (2024), providing peace of mind and energy efficiency for years to come. The home is also equipped with newer kitchen appliances, reverse osmosis system, and a whole-house water purification system. Hurricane shutters provide added protection and convenience. Notably, the property is not located in a flood zone and has not experienced any hurricane damage, offering an added layer of confidence for the new owners. Peaceful lake views become the backdrop to everyday life, whether enjoying your morning coffee or simply enjoying front row seats to stunning sunset skies. Nature lovers will appreciate the frequent visits from birds and deer roaming the backyard, creating a picturesque setting. This is truly a backyard view most could only wish they had. Homes with this kind of wide lakefront exposure are among the most desirable in Hammocks IV, making it one of the community’s premier homesites. Ideally located minutes from shopping and conveniences including Publix, Walmart, Home Depot, UTC Mall, easy access to I-75, and a short drive from Sarasota’s renowned beaches, best restaurants, and entertainment. Opportunities to capitalize on lakefront homesites like this in Bent Tree are few and far between. Schedule a showing today and explore why residents love it here.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Daniel Carrozzo (941-400-8462)
3410 CHELMSFORD CT #3, SARASOTA, FL 34235
$417,50031 Days on yellowkey MLS ID: A4686671
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1649 Built: 1991 Tax: $2,746 (2025)Community: Chelmsford CloseVilla
Taxes:$2,746
Remarks: Enjoy sweeping golf course and lake views from this inviting 2BR/2BA + den villa with a 2-car garage and charming courtyard entry. The open living area flows seamlessly to an air-conditioned enclosed lanai, creating an airy, expanded space ideal for both relaxing and entertaining. A light-filled kitchen features a breakfast nook, solid- surface counters, stainless appliances, soft-close drawers, and convenient pull-out shelving. The primary suite is a peaceful retreat with scenic views, a spacious walk-in closet, and a tiled walk-in shower with a separate dressing area. A split-bedroom layout provides privacy for guests. Neutral tile flooring and classic plantation shutters add style and continuity throughout the home. A community pool is just steps away. Located within The Meadows, tropical resort-style setting, where residents enjoy miles of scenic trails, a fitness center, a Junior Olympic pool, pickleball, dining, golf, and a premier tennis complex with Har-Tru courts. Just minutes to UTC, Whole Foods, Fresh Market, Nathan Benderson Park, and a short drive to Sarasota’s award-winning beaches, arts, and culture—offering the very best of the Florida lifestyle.
Listing Agent: Marci Mcfarland (941-961-3390)
5519 PALM AIRE DR, SARASOTA, FL 34243
$349,90028 Days on yellowkey MLS ID: A4686305
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1632 Built: 1977 Tax: $4,154 (2025)Community: Palm-Aire At Sarasota 7-CVilla
Taxes:$4,154
Remarks: Beautifully updated Palm Aire villa with expansive GOLF COURSE AND POND VIEWS, offering exceptional privacy and serene natural surroundings. This TURNKEY FURNISHED home is move-in ready, perfect for full-time or seasonal living. Thoughtfully upgraded throughout, the villa features luxury vinyl plank flooring in the main living areas, creating a bright, open feel. The updated kitchen includes wood cabinetry, quartz countertops, pantry, stainless steel appliances, breakfast bar, and a spacious dining area. The primary suite offers a walk-in closet and updated en-suite bath with quartz countertops, modern cabinetry, and walk-in shower. The guest bedroom provides comfortable accommodations, and the second bath features updated finishes and a tub/shower combination. A remodeled Florida Room with hurricane impact windows serves as an ideal bonus space for dining, relaxing, card playing or entertaining while enjoying tranquil lake and nature views. Additional highlights include a GARAGE, fresh interior paint, new window treatments, and updated ceiling fans. The interior furnishings are high quality and will not disappoint! Enjoy carefree living as the roof, exterior building and ground maintenance are handled by the association. Conveniently located near shopping, dining, entertainment, and world-renowned beaches. Enjoy easy access to Conservatory Park and a community pool just a short walk away. Optional membership to Palm Aire Country Club offers golf, tennis, pickleball, fitness, and dining. Schedule your private showing today—this one won’t last! I
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Jan Jordan (941-737-4169)
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