Location: Sarasota , 34235
Do Not Show Listings
4322 HIGHLAND OAKS CIR, SARASOTA, FL 34235
$675,00010 Days on yellowkey MLS ID: A4700000
0 Days Off yellowkey (back on 7/24/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2374 Built: 1991Monthly Fee: $2 Tax: $4,792 (2025)Community: The Highlands - The MeadowsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,792
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: A Jewel in the Highlands! Spotless, beautifully updated and equipped with hurricane protection systems in a prestigious section of The Meadows, a park-like oasis in a phenomenal location. Meandering canopied streets lead you to this exceptional pool home with privacy and ideal southern exposure. Inside, natural light, high ceilings and generously sized rooms create a bright and welcoming atmosphere. Walls of sliders open to a paver lanai with a sparkling pool and charming outdoor seating area, all cocooned by lush greenery for total privacy; a true haven for relaxing or entertaining. The luxuriously appointed kitchen showcases custom, soft-close cabinetry, gleaming Persa granite countertops, stainless steel Bosch appliances, a stone backsplash and ample counter seating. All just a short ride to the exceptional amenities that make The Meadows such a beloved lifestyle community. Set on 1,600 lush acres just 15 minutes from downtown Sarasota, The Meadows offers a resort lifestyle with 14 miles of scenic trails, an active social calendar and, at a reasonable fee, a fitness center, a junior Olympic pool, 10 pickleball courts, two 18-hole golf courses and a top-notch tennis complex. Ideally located near award-winning beaches, cultural attractions, Nathan Benderson Park, Mote SEA Aquarium, Whole Foods, Trader Joe’s, the Legacy Trail and The Mall at University Town Center, a world-class destination for shopping, dining and entertainment. A fabulous Florida lifestyle awaits. 2024 leaf-filter gutters, 2017 air conditioner, 2014 tile roof, 2012 gas water heater, landscape irrigation well, hurricane-impact windows, accordion shutters on sliders, above the floodplain in Zone X.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
3234 DANTE DR, SARASOTA, FL 34235
$332,00030 Days on yellowkey MLS ID: C7527779
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2063 Built: 1964 Tax: $1,379 (2025)Community: Kensington ParkSingle Family
Taxes:$1,379
Remarks: This 3 bedroom, 3 bath home in Sarasota offers a split bedroom floorplan that creates flexibility for various uses. The layout separates the primary suite from the secondary bedrooms, a practical design for occupants seeking privacy or rental potential. Bedroom 3 includes an efficiency kitchen, providing a living setup ideal for multi-generational households or rental scenarios. The home requires updates and attention, but the bones and spatial layout provide a solid foundation to work from. This is an opportunity to acquire real estate in an established Sarasota location at a price that reflects the current condition. If you're ready to explore the potential here, schedule a showing today.
Listing is courtesy of: OCEAN PARTNERS REAL ESTATE (941-627-6232)
Listing Agent: Bradley Geddeis (941-627-6232)
5146 HARPERS CROFT #13, SARASOTA, FL 34235
$249,0005 Days on yellowkey MLS ID: A4699919
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1981Monthly Fee: $70 Tax: $1,668 (2025)Community: Harpers CroftSpa: NoCondo
Taxes:$1,668
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Experience the lifestyle, natural beauty and unbeatable Sarasota location of The Meadows! Set among approximately 1,650 acres of open space, more than 85 lakes and waterways, canopied oak trees and 14 miles of walking and biking trails, this sought-after community offers a peaceful setting, an active social atmosphere and endless opportunities to connect and enjoy the outdoors. Ideally located near I-75 and just minutes from University Town Center, Nathan Benderson Park, downtown Sarasota, shopping, dining, cultural attractions and the area’s world-famous beaches, this charming first-floor end-unit condominium offers the perfect combination of comfort, convenience and Florida living. Inside, you will find two bedrooms, two full bathrooms and a desirable split-bedroom floor plan that provides added privacy for residents and guests. The updated kitchen features newer appliances and opens to the main living and dining areas, creating an easy flow for everyday living and entertaining. Step outside to the screened-in lanai and enjoy peaceful nature views and lush greenery. The spacious primary suite includes generous closet space and a private bathroom with a therapeutic walk-in tub featuring a transferable lifetime warranty. Additional improvements include an updated HVAC system with an enhanced indoor air-quality purification component and easy-care flooring throughout. Whether you are searching for a full-time residence, seasonal retreat or Sarasota getaway, this welcoming end unit offers comfort, convenience and the opportunity to enjoy everything The Meadows lifestyle has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ashley Goldstein (941-587-3876)
3946 OMEGA CIR, SARASOTA, FL 34235
$449,000157 Days on yellowkey MLS ID: TB8475117
REDUCED by $26,000 (5.5%) on 05/06/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1977 Built: 1961 Tax: $5,052 (2025)Community: Kensington ParkSpa: NoSingle Family
Taxes:$5,052
Remarks: Under contract-accepting backup offers. Virtually Staged. PRICE IMPROVEMENT! Discover exceptional value in this Sarasota pool home situated on a quiet cul-de-sac and conveniently located near Sarasota's major employers, healthcare facilities, shopping, dining, and world-famous Gulf Coast beaches. This 3-bedroom, 2-bath home offers nearly 2,000 square feet of living space on an oversized 13,575 sq ft lot. Enjoy a private lanai with a saltwater pool, perfect for relaxing or entertaining family and friends. The property also offers flexible living spaces that may accommodate a variety of lifestyle needs, including a home office, hobby room, creative studio, or additional storage space. Major updates include a new roof in 2018, new A/C in 2021, electrical service upgrade in 2005, and the majority of windows are hurricane resistant. Whether you're searching for a primary residence, seasonal retreat, or simply looking for more space and value in Sarasota, this property presents a unique opportunity at an attractive price point. Schedule your private showing today.
Listing is courtesy of: BIANCHI REALTY & PROPERTY MANAGEMENT INC. (727-595-7653)
Listing Agent: Brenda Bianchi (727-595-7653)
3950 ROXANE BLVD #4A, SARASOTA, FL 34235
$99,0003 Days on yellowkey MLS ID: A4700852
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 715 Built: 1964 Tax: $554 (2026)Community: Strathmore Village GreenCondo
Taxes:$554
Tax Year: 2026
Remarks: Welcome to this newly renovated 1-bedroom, 1-bathroom condominium offering comfortable, low-maintenance living in a convenient location. The unit features easy-care flooring throughout, a stove, refrigerator, hot water heater, and a designated parking space conveniently located directly in front of the residence. Located in a well-maintained 55+ community, residents can enjoy a variety of amenities, including a swimming pool, clubhouse, and a full calendar of community activities and events. Additional conveniences include on-site laundry facilities with clothesline access, storage options, and guest parking conveniently located across the street. The homeowners association fee includes water, sewer, basic cable, and trash service. Ideally situated near University Town Centre, downtown, the airport, shopping, dining, entertainment, and major transportation routes, this property offers a convenient lifestyle for both seasonal and full-time residents.
Listing is courtesy of: GOOD LIFE REALTY LLC (941-342-9889)
Listing Agent: Raffilena Hamilton (941-685-2441)
4892 GREENCROFT RD, SARASOTA, FL 34235
$420,00078 Days on yellowkey MLS ID: A4692781
REDUCED by $12,500 (2.9%) on 07/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1537 Built: 1978Monthly Fee: $104 Tax: $2,510 (2025)Community: Meadows TheSingle Family
Taxes:$2,510
Remarks: Located in the highly desirable The Meadows community near University Town Center, this spacious 3BR/2BA home offers a functional split floor plan, soaring beamed vaulted ceilings, and abundant natural light throughout. Features include hurricane-impact windows, remodeled bathrooms, an updated kitchen with granite countertops and breakfast bar, courtyard entry, and a large enclosed bonus room that expands the living space year-round. Spacious front and back yards provide plenty of room for tropical landscaping or a private vegetable garden. Residents enjoy miles of scenic walking and biking trails, parks, lakes, a junior Olympic pool, fitness center, and a vibrant community social events calendar, along with access to additional optional amenities including golf, tennis, pickleball, and country club dining through available membership programs. Conveniently located near Nathan Benderson Park, The Mall at University Town Center, Sarasota-Bradenton International Airport, I-75, downtown Sarasota, dining, theaters, museums, colleges, shopping, and world-famous Gulf Coast beaches.
Listing is courtesy of: LA ROSA REALTY LLC (941-248-2233)
Listing Agent: Ivelisse Lopez (941-405-5058)
5350 MYRTLE #48, SARASOTA, FL 34235
$250,0008 Days on yellowkey MLS ID: A4700437
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1064 Built: 1981Monthly Fee: $592 Tax: $3,190 (2025)Community: SomersetVilla
Taxes:$3,190
Remarks: Welcome to your charming, light-filled Florida retreat at 5350 Myrtle Wood in the highly desirable The Meadows neighborhood in Sarasota. This 2-bedroom, 2-bathroom ground-floor villa offers approximately 1064 square feet of well-designed, maintenance-free living space. Tucked away in the serene Somerset community, the home blends a relaxed resort lifestyle with unbeatable everyday convenience. Spacious Open Layout. Large living room and dining room combination perfect for easy entertaining and comfortable daily living. Modern & Fresh low-maintenance vinyl plank flooring installed across the bedrooms & the living/dining areas. Equipped with dedicated laundry featuring an in-unit washer and dryer. Poolside Living: Premium location directly in front of the community pool, offering immediate backyard access for a refreshing swim. Prime Shopping & Dining: Minutes from top-tier retail, restaurants, and grocery options at the University Town Center (UTC) district. Outdoor Recreation: Located next to Nathan Benderson Park for world-class rowing, walking trails, and community events. Commuter's Dream: Quick, hassle-free access to I-75 connects you to downtown Sarasota, local beaches, and airports.
Listing is courtesy of: PALM OASIS REALTY AND MGMT INC (941-750-6464)
Listing Agent: Tara Bolesta (941-232-8587)
2767 HORSESHOE CT #Q-3, SARASOTA, FL 34235
$199,000262 Days on yellowkey MLS ID: A4670247
REDUCED by $10,000 (4.8%) on 07/24/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1498 Built: 1979 Tax: $2,967 (2024)Community: Meadowlake VSpa: NoCondo
Taxes:$2,967
Tax Year: 2024
Remarks: Welcome to The Meadows in Sarasota! This 3-bedroom and 2-bath bright and spacious two-story condominium features an open layout with cathedral ceilings and abundant natural light. The primary bedroom is conveniently located on the ground floor, while the two upstairs bedrooms provide great extra space for guests, a home office, fitness, or hobbies. Enjoy two spacious patios — a screened front patio for morning coffee and a relaxing garden-style patio in the back to unwind at sunset. This unit offers plenty of storage, including a walk-in attic, under-stair storage, and a covered carport with its own storage area. Living in The Meadows feels like being at a resort all year long — with miles of walking and bike trails, lakes, lush mature landscaping, tennis courts, a pickleball complex featuring 8 new courts, a clubhouse, a fitness center, a playground, and a golf course throughout the community. The heated community pool is a few steps from the back porch. Take a short drive to UTC Mall, Benderson Park, Whole Foods, I-75, restaurants, shopping, Downtown Sarasota, St. Armand’s Circle, Siesta Key, or the stunning Gulf beaches. Country Club membership is optional. This is Sarasota living at its best — comfortable, stylish, and ready for you to enjoy.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Tetyana Hanna (970-765-5107)
4841 SUNDAY CT, SARASOTA, FL 34235
$645,0002 Days on yellowkey MLS ID: A4700839
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2387 Built: 1983 Tax: $5,696 (2025)Community: Maple RidgeSpa: NoSingle Family
Taxes:$5,696
Remarks: Unique Opportunity on a Large Lot with Attached Efficiency Apartment This well-maintained 3,269-square-foot home offers a rare combination of spacious living, flexibility, and potential. Situated on a large lot, the property features an attached full efficiency apartment, providing an ideal space for extended family, guests, a private home office, or potential rental income. The main home offers generous living space and is thoughtfully maintained, while the attached apartment adds versatility that is difficult to find. The property also offers plenty of covered outdoor areas, creating comfortable spaces for relaxing, entertaining, and enjoying the Florida lifestyle year-round. The expansive side yard provides valuable additional space and the opportunity for the new owner to customize the property to suit their needs—whether that means adding a pool, outdoor kitchen, recreational area, garden, or other features. A unique property with plenty of space, flexibility, and possibilities, all in a setting that offers room to make it truly your own.
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
5030 MARSH FIELD RD #22, SARASOTA, FL 34235
$250,0004 Days on yellowkey MLS ID: A4700583
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1191 Built: 1979 Tax: $2,687 (2025)Community: HeronmereCondo
Taxes:$2,687
Remarks: Welcome to Heronmere in The Meadows! Home can be sold turnkey furnished with an acceptable offer This beautifully updated 2-bedroom, 2-bath second-floor condo offers peaceful views of the tropical landscaping and community pool from two private screened lanais. Inside you'll find easy maintenance bamboo flooring throughout, stainless steel appliances and impact windows. Enjoy the exceptional lifestyle The Meadows is known for, with scenic walking trails, golf, tennis, pickleball, fitness amenities, and dining, all just minutes from UTC, Nathan Benderson Park, downtown Sarasota, and the area's world-famous beaches. Don't miss this opportunity to enjoy maintenance-free Florida living in one of Sarasota's most desirable communities.
Listing is courtesy of: MARCUS & COMPANY REALTY (941-932-8550)
Listing Agent: Cassandra Roznos (941-545-2690)
5103 GREENCROFT RD, SARASOTA, FL 34235
$295,000682 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)
3174 WINDRUSH #25, SARASOTA, FL 34235
$327,9005 Days on yellowkey MLS ID: TB8531019
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1283 Built: 1984 Tax: $3,999 (2025)Community: Windrush BourneSpa: NoVilla
Taxes:$3,999
Remarks: Enjoy carefree Florida living in this turnkey-furnished 2-bedroom, 2-bath villa with a one-car garage, nestled in the desirable Windrush Bourne community of The Meadows. This bright, open home features soaring 14-foot ceilings, an updated kitchen with granite countertops, custom cabinetry, stainless steel appliances, remodeled bathrooms, and an enclosed lanai overlooking a peaceful lake. Residents enjoy two community pools and optional membership to The Meadows Golf & Country Club, featuring 54 holes of golf, tennis, pickleball, fitness facilities, dining, and miles of scenic walking and biking trails. Ideally located less than three miles from UTC, six miles from downtown Sarasota, and under ten miles from Lido Key and Siesta Key beaches, this villa offers the perfect blend of comfort, convenience, and low-maintenance living.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-342-3800)
Listing Agent: Jerry Gemmecke (317-445-2434)
5450 BENTGRASS DR #5-111, SARASOTA, FL 34235
$220,00073 Days on yellowkey MLS ID: A4693500
1 Days Off yellowkey (back on 5/22/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1192 Built: 2002 Tax: $2,853 (2025)Community: Las Palmas Of SarsotaCondo
Taxes:$2,853
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. Experience the perfect blend of comfort, convenience, and resort-style living in this beautifully located first-floor condo featuring 2 bedrooms, 2 baths, and an attached 1-car garage. Designed with a desirable split-bedroom layout, this home is just steps from the pool and offers access to exceptional gated community amenities including two sparkling swimming pools, a hot tub, fitness center, billiard room, grilling areas, tennis courts, and scenic walking and biking trails. Select furnishings in the master bedroom and kitchen/dining area can stay, making this an easy move-in ready opportunity for full-time residents, seasonal owners, or investors. Ideally situated just one mile from The Mall at University Town Center with over 32 restaurants, premier shopping, and close to Nathan Benderson Park and Mote Marine Laboratory & Aquarium. Enjoy easy access to I-75, Sarasota-Bradenton International Airport, and vibrant Downtown Sarasota with its dining, arts, and waterfront attractions just minutes away. A wonderful opportunity to enjoy the Florida lifestyle year-round or seasonally.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Leslie Capozzi (941-248-6062)
4767 WINSLOW BEACON #25, SARASOTA, FL 34235
$235,000193 Days on yellowkey MLS ID: A4678249
1 Days Off yellowkey (back on 5/29/2026)
REDUCED by $8,000 (3.3%) on 05/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1984 Tax: $2,795 (2025)Community: Winslow BeaconCondo
Taxes:$2,795
Remarks: Welcome to the Winslow Beacon community located in The Meadows! Enjoy ownership of a ground floor corner unit located in the Meadows, one of the premier golf communities in Sarasota. This turn-key 2 bedroom /2 bathroom unit is tastefully decorated and includes washer and dryer, so you can move right in. The screened lanai offers privacy and a quiet, wooded setting, with the community pool only a few steps away. The master bedroom has sliding glass doors to your patio area and a walk-in closet. Brand new dishwasher and 2022 UV light AC system. The community has been well-maintained and completely renovated, including new paint and roofs on the buildings, the parking lots resurfaced, plus the pool has been resurfaced and tiled, along with the decking. The pool bathrooms have also been upgraded. The pool is just steps from your back door! The community is quiet and private with natural views. The Meadows is an award winning master planned community utilizing the natural landscape to create over 14 miles of trails, and 80 lakes with abundant wildlife. The optional Meadows Country Club offers three 18 hole golf courses, 16 lighted tennis/ pickleball courts, a jr. Olympic swimming pool with spa, and a fitness center.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Steven Howard (941-957-8511)
4557 KINGSMERE #23, SARASOTA, FL 34235
$277,000131 Days on yellowkey MLS ID: A4685751
REDUCED by $10,000 (3.5%) on 07/10/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1188 Built: 1987 Tax: $3,813 (2025)Community: Kingsmere - The MeadowsVilla
Taxes:$3,813
Remarks: Spectacular golf course views, partially furnished and priced to sell! Easy living in this spotless, maintenance-free one-story villa with natural light and tranquil golf views in The Meadows, a park-like oasis in a phenomenal location. A canopied street and charming pergola welcome you home. Inside, you will love the cathedral ceilings, new skylights that bathe the great room with soft light, and a relaxing Florida room overlooking the golf course with a preserve in the distance. No neighbors in sight. The kitchen features stainless steel appliances, white shaker cabinetry, Mykonos White quartz countertops and direct access to the private grilling patio. The primary suite pampers you with a walk-in closet and a gorgeous zero-entry Roman shower with mosaic flooring. All just 100 feet to the heated pool, 1.5 miles to Whole Foods and Trader Joe’s and convenient to all The Meadows has to offer. Set on 1,600 park-like acres, The Meadows is a resort-style community only 15 minutes from downtown Sarasota. Residents enjoy 14 miles of scenic biking and walking trails, and, for a low resident fee, a new fitness center, Junior Olympic-size pool, pickleball courts, golf courses and a top Har-Tru tennis complex. Plus, close to the country's award-winning beaches, remarkable arts and culture, and just two miles from Nathan Benderson Park, the new Mote SEA Aquarium, the future Sarasota Orchestra and The Mall at University Town Center, a world-class fashion and dining destination. A fabulous Florida lifestyle awaits. With 2024 shingle roof and above flood plain in zone X.
4725 GREENCROFT RD, SARASOTA, FL 34235
$594,000181 Days on yellowkey MLS ID: A4679547
REDUCED by $15,000 (2.5%) on 05/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2300 Built: 1978 Tax: $5,502 (2025)Community: The MeadowsSpa: NoSingle Family
Taxes:$5,502
Remarks: A home you can truly feel good about. Welcome to this sustainable, tranquil pool home with sweeping golf course views, in The Meadows, a 1,600-acre park-like oasis in one of Sarasota’s most desirable locations. Major structural systems already upgraded, including fully owned solar system (no lease), professionally epoxy-lined sewer pipes (2022), newer HVAC (2019), and electrical panel replacement, providing rare long-term cost stability and peace of mind. Set on a quiet, tree-lined street, a circular drive and charming front porch invite you into this eco-conscious residence where solar panels provide abundant power, saving an estimated $3,000+/year, while Florida-friendly landscaping conserves water and minimizes environmental impact. Inside, you’ll find gorgeous matte Romana porcelain tile flooring throughout, soaring beamed cathedral ceilings in the family room, and spacious interiors filled with natural light. The heart of the home is the updated kitchen, featuring solid maple cabinetry, thick Baltic granite countertops, stainless steel appliances, and a convenient pass-through window to the pool deck perfect for effortless entertaining. Step outside to the inviting screened lanai and pool, ideal for relaxing, swimming, or gathering with friends and family, all framed by lush greenery and serene golf course vistas. Residents of The Meadows enjoy a true resort-style lifestyle set across 6,600 lush acres, just 15 minutes from downtown Sarasota. Community amenities include 14 miles of scenic walking and biking trails, a vibrant social calendar, fitness center, junior Olympic pool, 10 pickleball courts, three 18-hole golf courses, and a premier tennis complex all available at a very reasonable fee. Ideally located near award-winning beaches, cultural attractions, Nathan Benderson Park, Mote Marine Aquarium, Whole Foods, Trader Joe’s, and The Mall at University Town Center: a world-class destination for shopping, dining, and entertainment. A fabulous Florida lifestyle awaits. Notable Updates: 2022 owned photovoltaic solar panels & electrical panel, 2022 epoxy-lined sewer pipes, 2019 HVAC system, 2016 Pool cage, 2004 Tile roof, above flood plain in Flood Zone X
5456 HAMPSTEAD HEATH #20, SARASOTA, FL 34235
$278,00079 Days on yellowkey MLS ID: A4692963
REDUCED by $17,000 (5.8%) on 06/24/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1241 Built: 1989 Tax: $3,626 (2025)Community: Hampstead Heath - The MeadowsVilla
Taxes:$3,626
Remarks: Fabulous location and views! Tranquil pond and golf course views from this bright end-unit in The Meadows, a park-like oasis 15 minutes from downtown. In the desirable maintenance-free Hampstead Heath community, canopied streets and a private front patio welcome you home. Inside, vaulted ceilings, tall windows and walls of sliders bring in the outdoors, creating a bright and tranquil ambiance. You’ll enjoy the spacious great-room layout, ample kitchen with breakfast nook with access to grilling patio, and the relaxing glassed-in lanai showcasing a daily parade of bird life there just to entertain you! The primary suite features a walk-in closet, double vanities and walk-in shower. All just half a block to the heated pool and convenient to all 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 available fitness center, Junior Olympic pool, pickleball, golf, and Har-Tru tennis. You’ll be minutes to 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. Furniture available separately, 2026 exterior paint, 2024 shingle roof, 2023 hot water heater, 2021 A/C system, and above flood plain in Zone X.
5475 CHANTECLAIRE #58, SARASOTA, FL 34235
$525,00047 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: Chanteclaire - The MeadowsVilla
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!
4540 ASCOT CIR N, SARASOTA, FL 34235
$275,000147 Days on yellowkey MLS ID: TB8481018
0 Days Off yellowkey (back on 7/23/2026)
REDUCED by $25,000 (8.3%) on 06/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1447 Built: 1986Monthly Fee: $894 Tax: $1,824 (2025)Community: Longwood Run/TivoliSpa: NoSingle Family
Taxes:$1,824
Remarks: Under contract-accepting backup offers. Rarely available 2-bedroom/2-bath home with a single-car garage is seeking a new owner. For the convenience of the Seller, the property is sold furnished. Off the beaten path, discover the quiet, well-established neighborhood of Tivioli, where this particular home is surrounded by mature trees and offers a bonus water view. If you are seeking rural quiet with urban conveniences, 4540 Ascot Circle N offers the best of both worlds. The HVAC is from 2023, and the Water Heater is from 2024; hurricane shutters are stored in the 1-car garage. Oodles of storage closets and an inside laundry room with a full-size washer/dryer. This estate sale is ready to close. The location offers immense privacy, yet quick access to urban shopping, restaurants, beaches, and recreational activities. Tivoli is located in Sarasota County, just south of the University Corridor, the shopping mecca and community event hub for local enjoyment. It is NOT a secret that the HOA fees include exterior insurance, roof, exterior maintenance and repairs, grounds and irrigation maintenance, and pest control. Although zoned as a single-family home, the community is managed as a condominium, meaning the owner is responsible for "paint-in" only. Neighbors love the location, mature trees, walking trails, and easy maintenance. Hustle to your phone and call for your private showing. Time is a-wasting!
Listing is courtesy of: BROCK REALTY INC. (941-313-1234)
Listing Agent: Lynn Brock (941-313-1234)
4740 MARSH FIELD RD #6, SARASOTA, FL 34235
$180,00037 Days on yellowkey MLS ID: A4697508
REDUCED by $10,000 (5.3%) on 07/18/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 884 Built: 1978Monthly Fee: $521 Tax: $2,467 (2025)Community: BriarfieldCondo
Taxes:$2,467
Remarks: Under contract-accepting backup offers. Stunning one bedroom, one bathroom condo in Meadows Country Club in Sarasota with RECENT UPGRADES! Upgrades include kitchen and bathroom updates that provide a modern feel with vinyl and tile flooring throughout. The kitchen has granite counters with a tasteful backsplash and plenty of counter space. The unit also includes a detached garage and backs up to the golf course. Community offered amenities are pool, clubhouse and tennis courts and no flood insurance required! Do not miss this opportunity! Schedule your private showing today!
Listing is courtesy of: MCKAY MANAGEMENT & REALTY (815-483-5052)
Listing Agent: Irina Mckay (815-483-5052)
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