Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
5362 HUNTINGWOOD CT #16, SARASOTA, FL 34235
$250,000211 Days on yellowkey MLS ID: A4665069
0 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1535 Built: 1982 Tax: $1,954 (2024)Community: HuntingwoodCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,954
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Discover the Best of Sarasota Living at Huntingwood in The Meadows. Welcome to Huntingwood at The Meadows—where comfort, convenience, and resort-style living blend seamlessly. Nestled in one of Sarasota’s most desirable communities, this spacious three-bedroom townhome offers the feel of a single-family home with the ease of maintenance-free living. The smart, two-story layout places the primary suite on the main level, featuring dual vanities, a walk-in shower, and generous closet space. Upstairs, two large guest bedrooms and a full bath provide ample room for family or visitors. The light-filled kitchen is thoughtfully designed with a built-in buffet and sliding doors that open to a private front patio—ideal for morning coffee or alfresco dining. An open-concept living and dining area flows effortlessly, with walls of glass showcasing tranquil garden and pool views. Step out to the screened and covered lanai—your private retreat—also accessible from the primary suite. Additional features include covered parking with attached storage, making everyday living both practical and stress-free. Residents of The Meadows enjoy a truly exceptional lifestyle: heated pools, a recently renovated fitness and wellness center, 14 miles of scenic walking and biking trails, and optional golf and tennis memberships. All this in an unbeatable location—just minutes from UTC, Nathan Benderson Park, I-75, downtown Sarasota, and the white-sand beaches of the Gulf Coast. This is more than a home—it’s the Sarasota lifestyle at its finest.
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)
Listing Agent: Aaron Wittenstein (941-299-1151)
4821 ELFRIDA AVE, SARASOTA, FL 34235
$460,00017 Days on yellowkey MLS ID: A4684754
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1274 Built: 1958 Tax: $3,298 (2025)Community: De Soto LakesSingle Family
Taxes:$3,298
Elementary School: Emma E. Booker Elementary
Tax Year: 2025
Remarks: Beautifully updated and move-in ready, this 3-bedroom home is built with durable concrete block construction for lasting quality. Offers 1% lender credit at closing. The property also features a spacious yard, perfect for outdoor living and entertaining, along with an excellent backyard for recreation and a generous front area providing ample parking. Inside, the layout is thoughtfully designed with an open living and dining area, a kitchen set to the side, and bedrooms positioned toward the rear for privacy. The master suite includes a private side entrance, offering added flexibility and seclusion. A generously sized bonus room—originally a carport—has been properly converted, providing flexible space for a family room, home office, or additional living area. Completely remodeled in 2024, the home includes recently replaced appliances, a new air conditioning system with updated ductwork, and a roof that is approximately two years old. Conveniently located, it’s just a short drive to Downtown, the airport, and about 20 minutes from the beaches.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
1097 WILLIS AVE, SARASOTA, FL 34232
$464,90037 Days on yellowkey MLS ID: A4685461
REDUCED by $10,100 (2.1%) on 03/31/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1855 Built: 1974 Tax: $4,452 (2024)Community: Peaceful Vista HomesSingle Family
Taxes:$4,452
Remarks: One or more photo(s) has been virtually staged. Welcome to Peaceful Vista – Spacious Sarasota Pool Home on a Corner Lot Opportunity awaits in this spacious 4-bedroom, 2-bathroom pool home located on a desirable corner lot in Sarasota’s Peaceful Vista neighborhood. Just minutes from top local amenities, this home offers a versatile floor plan with multiple living areas, perfect for a formal living room, family room, home office, or large dining space to fit your lifestyle. The updated kitchen features granite countertops, refreshed cabinetry, and newer appliances—creating a functional and inviting space for both everyday living and entertaining. Step outside to your private backyard oasis, complete with a pool and plenty of space for outdoor seating, gatherings, and enjoying the Florida sunshine. Gather around the included tiki hut for a relaxing sip by the pool. Also, a convenient storage shed provides additional room for tools, equipment, or hobbies. This home also includes solar panels to help reduce electric costs, along with a newer well and septic system, offering added efficiency and long-term reliability. One of the biggest advantages of this property is the freedom it offers: No HOA and no deed restrictions, giving you plenty of space to bring your boat, RV, trailers, or other toys. The location is hard to beat, with easy access to many of Sarasota’s most popular destinations, including: The Mall at University Town Center Nathan Benderson Park Downtown Sarasota Sam’s Club The Home Depot Publix Bobby Jones Golf Club Siesta Key Beach You’ll also be close to soccer and softball fields, dog parks, dining, shopping, and additional golf courses. Don’t miss this opportunity to own a spacious Sarasota pool home with flexibility, convenience, and room to enjoy the Florida lifestyle. Dive into your pool home today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
3365 RAMBLEWOOD DR N #35C8, SARASOTA, FL 34237
$147,000133 Days on yellowkey MLS ID: A4673749
REDUCED by $11,000 (7.0%) on 03/31/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1104 Built: 1974 Tax: $2,772 (2025)Community: Ramblewood AcresCondo
Taxes:$2,772
Elementary School: Tuttle Elementary
Remarks: One or more photo(s) has been virtually staged. Step into Florida living in Ramblewood Acres, a gated community known for its convenience and charm. This impeccably kept, move-in-ready townhome offers a smart, functional layout. Granite counters, brand new stainless steel dishwasher, and a passthrough to the dining area - perfect for everyday living and easy entertaining. The great room and main-level half bath add comfort and practicality. Upstairs, two large bedrooms each feature private en-suite baths and large closets. One offers a serene balcony, the other a generous sundeck, your choice of personal retreat. Fresh new interior paint for the next homeowner and brand new roof to be completed January 2026! Ramblewood Acres offers three pools (including one heated), a dog park, clubhouse, fitness center, tennis courts, playground, and shuffleboard. Fees include basic cable, on-site management, and more for true low-maintenance living. The location puts you close to everything. Downtown Sarasota, St. Armands Circle, and world-class beaches are minutes away. UTC’s shopping and dining are within a short drive, and SRQ Airport is conveniently nearby. Golfers will love having the newly renovated Bobby Jones Golf Course just around the corner. Don’t miss this opportunity—schedule your showing and discover your new home!
Listing is courtesy of: KW COASTAL LIVING II (941-556-0500)
Listing Agent: Lori Sabattini (941-266-1597)
8055 SLIPWAY DR, SARASOTA, FL 34240
$885,00077 Days on yellowkey MLS ID: A4680223
0 Days Off yellowkey (back on 3/31/2026)
Bed: 2 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2076 Built: 2023Monthly Fee: $393 Tax: $11,404 (2025)Community: Lakehouse Cove At WatersideSingle Family
Taxes:$11,404
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Welcome to the popular Halyard floor plan, thoughtfully designed with 2 bedrooms, a den, 2 bathrooms, and a 3-car tandem garage. Rich in custom detail, the home features shiplap accents, tray ceilings, and walk-in closets in both bedrooms, blending coastal elegance with everyday functionality. Bathed in natural light, the open-concept layout creates a bright and inviting atmosphere ideal for both daily living and entertaining. The spacious kitchen anchors the main living area with a large center island, abundant cabinetry, and a walk-in pantry, flowing seamlessly into the living and dining spaces. Enjoy effortless indoor-outdoor living with a south-facing pool and spa, expansive covered lanai, and peaceful water views that provide stunning sunset backdrops. The owner’s suite serves as a private retreat, highlighted by tranquil water views that offer a serene setting to begin and end each day. The outdoor living area is thoughtfully appointed with a built-in refrigerator, prep sink and counter space, and is plumbed for a gas grill, making it perfect for hosting or unwinding at home. Additional upgrades include custom shiplap detail, a water softener, and impact windows, enhancing safety and comfort throughout the residence. Located in Lakehouse Cove at Waterside, residents enjoy resort-style amenities including pickleball courts, dog parks, boathouse, clubhouse, resort pool, fitness center, and event lawn. All just a short stroll to Waterside Place, the hub of Lakewood Ranch, known for its dining, shopping, and vibrant community atmosphere.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Sarah Lowry (941-400-9026)
2737 JAY PL #4, SARASOTA, FL 34235
$305,00024 Days on yellowkey MLS ID: TB8489830
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1375 Built: 1962 Tax: $6,300 (2025)Community: Kensington Park Unit 4Single Family
Taxes:$6,300
Remarks: Rare opportunity with an assumable FHA loan—potential buyers can step into favorable financing, subject to lender approval Charming Sarasota home nestled in a quiet, established neighborhood! This inviting property offers a bright and open layout with plenty of natural light throughout. Enjoy a spacious living area perfect for entertaining, a well-appointed kitchen with ample cabinet space, and comfortable bedrooms designed for relaxation. Step outside to a private backyard ideal for outdoor gatherings or peaceful mornings. Conveniently located near shopping, dining, parks, and just a short drive to beautiful Gulf Coast beaches. Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this home is full of potential. Don’t miss your chance to make it yours!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Eric West (352-359-5691)
6950 EL DORADO DR, SARASOTA, FL 34240
$1,750,00074 Days on yellowkey MLS ID: A4679055
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 3977 Built: 1981Monthly Fee: $83 Tax: $14,829 (2025)Community: Pine Valley RanchesSingle Family
Taxes:$14,829
Remarks: A PREMIUM HIDDEN LOCATION WITH CONVENIENCE AND PRIVACY! These private acreage lots allow up to three structures on the property—build an ADU, add a large workshop, and still have room to create whatever you envision. Endless possibilities await! This exceptional estate is set on more than five fully fenced acres of beautifully manicured, lush grounds. Tucked away, you will enter through a winding, tree-canopied driveway. Welcome to “The Ranch at Pine Acres ” a five-bedroom residence, where complete privacy and peaceful natural surroundings create a country feel. Delight in the endless possibilities of this private home in Pine Valley Ranches. This hidden gem is perfectly positioned on the most desirable 5-acre lot in this exclusive community, offering the perfect balance of tranquil country living and easy access to I75, Sarasota’s downtown, University Town Center, Waterside, and the renowned Gulf beaches. The main home offers nearly 4,000 square feet of professionally designed living space, with expansive views from every window of this private estate. This unique property is move-in ready. Recent upgrades include a new metal roof on both the home and barn, pavered walkways and patio, wood and Trex decking, a large saltwater pool, three air-conditioning systems. Impact windows and French doors throughout offer abundant natural light with cedar plank tongue-and-groove vaulted ceilings. At the heart of the home, the gourmet kitchen flows seamlessly into the formal dining room and is open to the oversized great room that has a beautiful wood-burning fireplace with specialty coquina stone. Designed for both function and style, the kitchen showcases rich 5/4" cherry cabinetry with under-cabinet lighting, multiple copper farm house sinks, imported granite countertops, Mulga White Turkish marble backsplash extending to the ceiling, built-in appliances including a cabinet-faced KitchenAid refrigerator, Miele built-in oven, THOR induction cooktop, Bosch dishwasher, GE infrared microwave and an exceptionally spacious butler’s pantry with even more storage. A large multipurpose room with laundry area provides flexible space for a playroom, office, or additional family room or storage. The generous primary suite overlooks the front picturesque grounds with its private balcony/deck. This second-level retreat features a luxurious Indian Rainforest marble bathroom fully equipped with a soaking tub and large shower, dual walk-in closets, and beautiful oak floors. A second two-room suite completes the upper level. Adjacent flex space is ideal for an office, playroom, or additional bedroom overlooking the trees of “The Ranch at Pine Acres ”. Three additional bedrooms are located on the first floor, offering comfortable accommodations for a large family and/or guests. Attached 3-car oversized garage with a hurricane room and RV hookup. Adding to the property’s versatility is a massive, detached barn featuring a horse stall, workshop, tack room, generous storage space, two more RV hookups, and a surrounding horse paddock—ideal for equestrian use, recreational vehicles, or additional storage. A Sarasota premier location...where private acreage meets the charm of country life... yet right in Sarasota!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Janette Schafer (954-298-7791)
350 GOLDEN GATE PT #62, SARASOTA, FL 34236
$1,175,000127 Days on yellowkey MLS ID: A4674150
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1677 Built: 1969 Tax: $9,359 (2024)Community: Bay Point AptsCondo
Taxes:$9,359
Elementary School: Southside Elementary
Remarks: The first thing you notice is the view: a full sweep of Sarasota Bay through a wall of windows that defines the main living space. Natural light fills the open living and dining areas, where the water, the John Ringling Bridge, and the downtown skyline sit in clear, uninterrupted sight. A sizeable, light-filled great room anchors the floor plan, offering generous space for living, dining, and relaxing. The kitchen is designed for function and ease, with quartz countertops, white soft-close cabinetry, glass-front display cabinets, and stainless-steel appliances. A peninsula with bar seating connects the kitchen to the main living area, and a built-in desk overlooks the bay as an ideal workspace or breakfast bar with a true waterfront backdrop. The primary suite continues the same water-facing views, offering a wide picture window, recessed lighting, and an en-suite bath with a dual-sink vanity, quartz countertops, tall storage cabinetry, and a seamless-glass walk-in shower. The guest bedroom offers bay views as well, and a second full bathroom features an updated vanity and walk-in shower. Tile flooring runs throughout, maintaining a cohesive flow from room to room. Bay Point Apartments offers a relaxed waterfront lifestyle with a community pool, outdoor lounging space, and a day dock for fishing, launching kayaks, or welcoming friends arriving by boat. Located on quiet Golden Gate Point, the building is minutes to downtown Sarasota, St. Armands Circle, and Lido Beach.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
4628 ASHBERRY DR, SARASOTA, FL 34234
$275,00050 Days on yellowkey MLS ID: A4683659
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 954 Built: 1985 Tax: $1,079 (2025)Community: Spring OaksSingle Family
Taxes:$1,079
Remarks: Welcome to this charming 1985 concrete block ranch home offering nearly 1,000 square feet of living space — all on one level. Featuring 2 bedrooms and 2 bathrooms, the layout is comfortable and functional, providing a wonderful foundation to update at your own pace. This home has been lovingly maintained by its original owner and was originally the model home for the development. Major improvements are already complete, including impact windows and doors throughout, a brand-new roof (2025), new hot water heater (2025), and A/C replaced in 2021 — offering peace of mind on the big-ticket items. Tucked away on a quiet street, yet just minutes to SRQ Airport, Downtown Sarasota, shopping, dining, beaches, and major thoroughfares, the location offers both privacy and convenience. While cosmetic updates would enhance the space, the home offers solid block construction, pride of ownership, and long-term potential in a central Sarasota location. Being sold As-Is. A rare opportunity to personalize a well-cared-for home with exceptional fundamentals already in place. Please be aware that the home does smell like cigarette smoke.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Evan Weber (941-287-9700)
3900 ROXANE BLVD #10A, SARASOTA, FL 34235
$180,00018 Days on yellowkey MLS ID: D6146777
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 715 Built: 1964 Tax: $756 (2025)Community: Strathmore Village GreenCondo
Taxes:$756
Remarks: One or more photo(s) has been virtually staged. $180 000 A must see, beautiful first floor, move-in ready, totally renovated one bed/one bath, condominium. 55+ community complete with recreation center, regular senior living activities and heated swimming pool. HOA (only $472) takes care of the roof, all lawn maintenance, along with the building insurance, cable TV and water/sewer/trash, allowing you to focus on enjoying the sunshine. The assigned parking is few steps away, a big advantage with groceries. This building never had any kind of damage or water during hurricanes. You have solid block exterior walls. The house has a 3 years old AC (4.19.2023), water-proof luxury vinyl flooring throughout, 2 impact windows, totally renovated bathroom, new bathtub, new shower doors, new toilet and new built-in cabinet. The kitchen has also been upgraded with new countertops, stainless steel appliances, and tile backsplash. Stainless steel fridge and stove will stay. LOCATION, LOCATION, LOCATION. Only a couple of minutes from Bobby Jones golf course, 5 minutes away from shopping centers, 15 minutes from Lido Beach, 10 minutes from downtown Sarasota. Its prime location places you near award-winning beaches, remarkable arts and culture, Nathan Benderson Park, Art Museum, Mote SEA Aquarium, Whole Foods, Trader Joe's, and the UTC Mall, a world class shopping, entertainment and dining destination. A fabulous Florida lifestyle awaits!
Listing is courtesy of: CENTURY 21 SUNBELT REALTY (941-625-6120)
Listing Agent: Jayson Burtch (941-626-5432)
5103 GREENCROFT RD, SARASOTA, FL 34235
$295,000582 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
Tax Year: 2023
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)
5647 SHEFFIELD GREENE CIR #29, SARASOTA, FL 34235
$299,99969 Days on yellowkey MLS ID: A4681514
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1099 Built: 1992 Tax: $2,053 (2025)Community: The MeadowsCondo
Taxes:$2,053
Remarks: First Floor Unit! Get ready for the ultimate Sarasota Lifestyle without the hassle. Enjoy peace and tranquility central to beaches, Nathan Benderson park, downtown, golf, shopping, restaurants, entertainment and more. This immaculate (first floor) well appointed 2 bedroom 2 Bath condominium is updated and ready for you complete with a new roof. This Abode offers an open spacious floor plan with dual open air patios, views and close proximity to the community pool. A work-in kitchen with a view lends itself to a dinning and living area perfect for you and your guest. You will love the spacious master bedroom with a walk-in closet and a convenient ensuite. A large guest room makes a great space for visitors or an office. Upgrades include a new community maintained roof, garage, tile, carpet, barn door, flooring, vanities, paint, kitchen and more. Plenty of storage with interior linen closets, laundry and a garage. Sheffield Greene is an active community with all the amenities on could desire. Enjoy included cable television golf, pickleball, swimming, tennis, community center, dinning, trails a state of the art exercise facility and more. Call today for a private showing.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Zachary Kaplan (941-321-6796)
2022 29TH ST, SARASOTA, FL 34234
$250,000107 Days on yellowkey MLS ID: A4676565
0 Days Off yellowkey (back on 2/4/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1510 Built: 2000 Tax: $1,403 (2025)Community: Newtown TerraceSingle Family
Taxes:$1,403
Remarks: Under contract-accepting backup offers. INVESTOR ALERT!!! Major Price Adjustment!!! 3BR/2BA single-family home built in 2000 on a .28-acre lot, located near downtown Sarasota with convenient access to major roadways. Well-suited for fix-and-flip or long-term buy-and-hold strategies. Detached structure/ADU on site is a tear-down, with utilities already in place.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jacob Wessels (941-999-1179)
5206 WEDGEWOOD LN #78, SARASOTA, FL 34235
$239,900211 Days on yellowkey MLS ID: A4665489
1 Days Off yellowkey (back on 3/24/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1127 Built: 1982 Tax: $1,417 (2024)Community: Wedgewood LakeCondo
Taxes:$1,417
Remarks: Under contract-accepting backup offers. Amazing Lake Views with this 2 Bedroom, 2 Bathroom condo on the 2nd floor. You will me mesmerized by the lake and golf course views of this residence! Large Master bedroom with walk in closet, sliding glass doors leading to a very private screened in lanai, two vanities and a nice walk-in shower. Open floor plan with breakfast window in the kitchen overlooking the dining/living room. Brand new Carpet in the bedrooms and new luxury vinyl floors were just installed! This floor plan is one of the larger floor plans that has a Full-size washer and dryer in its own utility room, eat in kitchen with room for a table and two chairs, floor to ceiling windows, and is located close the heated community pool. There are several restaurants in The Meadows along with dozens of restaurants within 5 minutes at the UTC Mall. The Meadows has 15 miles of walking and biking trails, 80 pristine ponds, and nearly 3,500 homes (consisting of various styles of condominiums, villas, and houses) uniquely placed with beautiful views of the lakes, golf courses, and awesome Spanish moss-clad oak trees, Palm trees, and picture-perfect mature landscaping. The Meadows is 20 minutes to beaches, the downtown arts, and St. Armands Circle. Walk to the most recent International rowing events at Nathan Benderson Park World Class Rowing & Aquatic Sports Arena, Whole Foods, and the worldly popular U T C Mall.
Listing is courtesy of: MEADOWS REAL ESTATE SERVICES (941-556-9440)
Listing Agent: Mike Babiarz (941-373-5064)
8034 SANDSTAR WAY, SARASOTA, FL 34240
$859,90029 Days on yellowkey MLS ID: A4686700
0 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2312 Built: 2019Monthly Fee: $422 Tax: $7,892 (2025)Community: Lakehouse Cove/Waterside Ph 1Single Family
Taxes:$7,892
Remarks: Welcome to your dream home in Lakehouse Cove at Waterside, where coastal design, thoughtful upgrades, and well-appointed interior come together with effortless indoor-outdoor living. (True 4 bedroom/2 bath home - 4th bedroom currently used as office/den.) From the moment you arrive, the inviting FRONT PORCH, attractive designer details, and well-designed landscaping create a warm and welcoming first impression. Inside, the open and flowing layout is enhanced by soaring ceilings, 8-foot doors, ENGINEERED HARDWOOD FLOORING THROUGHOUT and REFINED ARCHITECTURAL ELEMENTS including tray and coffered ceilings, decorative molding, and subtle mirrored accent features—adding depth, character, and a polished, upscale feel. The great room is the heart of the home, featuring a striking vaulted ceiling and expansive space ideal for both everyday living and entertaining. The GOURMET KITCHEN is designed with both style and function in mind, offering quartz countertops, a large peninsula with counter-height seating, glass tile backsplash, under-cabinet lighting as well as uplighting, and stainless-steel appliances including a natural gas cooktop. A wine refrigerator adds to the home’s entertaining appeal. The primary suite provides a peaceful, spa-like retreat with a large WALK-IN SHOWER, generous walk-in closet with custom organization, and a well-designed layout that blends comfort with functionality. Three additional bedrooms provide flexibility, with one currently used as a den/office. Step outside to the EXPANDED PAVER LANAI and enjoy PRIVATE PRESERVE VIEWS in a beautifully designed outdoor setting—perfect for relaxing, entertaining, or simply enjoying the Florida lifestyle. Additional highlights include HURRICANE IMPACT windows and doors, epoxy-coated garage floor, tankless gas water heater, security system, custom closets in all bedrooms, designer lighting, and a spacious laundry room with utility sink. An electric car charger is already in place in the garage. Enjoy the unmatched lifestyle of Lakehouse Cove with resort-style amenities including a lakeside clubhouse, pool and spa, fitness center, pickleball courts, dog parks, walking trails, and direct water taxi access to vibrant Waterside Place with its dining, shopping, and community events. Conveniently located near UTC Mall, downtown Lakewood Ranch, Sarasota Polo Club, championship golf courses, and Sarasota’s renowned Gulf beaches. CDD fee is included in the total tax amount, and internet is included in the HOA fee.
Listing Agent: Vanessa Fauquier (941-402-9209)
3350 W CHELMSFORD CT #13, SARASOTA, FL 34235
$363,00087 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)
3410 CHELMSFORD CT #3, SARASOTA, FL 34235
$417,50029 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 is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Marci Mcfarland (941-961-3390)
3856 27TH PKWY, SARASOTA, FL 34235
$339,00062 Days on yellowkey MLS ID: A4682653
1 Days Off yellowkey (back on 3/30/2026)
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1014 Built: 1960 Tax: $1,218 (2025)Community: Kensington ParkSingle Family
Taxes:$1,218
Remarks: Under contract-accepting backup offers. Wonderful opportunity to live in Kensington Park. This 2 bedroom 1.5 bath block home is nicely situated on a well established lot with mature Oak trees and Mature fruit trees. The kitchen has been completely redone with quartz counters, luxury vinyl flooring and solid wood cabinets. New Roof in 2020, new hot water heater 2022, updated kitchen and bath 2022, New Hvac 2023. House has been repiped in 2014 and cast iron replaced in 2023. Nice 8'x12' shed in the back.Easy access to the beach and shops.
Listing is courtesy of: SHIRLEY INTERNATIONAL REALTY (941-448-4872)
Listing Agent: David Barkema (941-284-4858)
2616 WATERFRONT CIR, SARASOTA, FL 34240
$1,274,00020 Days on yellowkey MLS ID: A4687928
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 3416 Built: 2026Monthly Fee: $353 Tax: $2,479 (2025)Community: Monterey At Lakewood RanchSingle Family
Taxes:$2,479
Remarks: Under Construction. The Bearadise’s expansive open floor plan offers an exceptional blend of spaces for gathering and quiet retreats. An elegant foyer flows past a secondary bedroom with a walk-in closet and a shared full hall bath. The impressive great room is enhanced by a tray ceiling and access to the expansive covered lanai—perfect for entertaining or relaxing. Overlooking the casual dining area and great room, a well-equipped kitchen features a large center island with breakfast bar, ample counter and cabinet space, and a walk-in pantry. Highlighting the primary bedroom suite is a tray ceiling, a generous walk-in closet, and a luxurious primary bath showcasing a dual-sink vanity, a luxe shower, linen storage, and a private water closet. Adjacent to a versatile loft on the second floor are three secondary bedrooms featuring walk-in closets. Two of the bedrooms share a full hall bath, and one features a private bath. Future water views and a pool, spa, and convenient cabana bath complete this home. The kitchen layout is reimagined with an extended center island and additional storage. Modern open rail detail at the loft creates an airy second-level connection. Your upgraded primary bath features a luxe shower, freestanding tub, and dual-sink vanity. Schedule a visit today!
Listing is courtesy of: TAMPA TBI REALTY LLC (941-279-4055)
Listing Agent: Jordan Kosobucki (941-313-7373)
2439 FEIFFER CIR, SARASOTA, FL 34235
$350,00071 Days on yellowkey MLS ID: A4681217
1 Days Off yellowkey (back on 2/9/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1745 Built: 1986Monthly Fee: $36 Tax: $4,661 (2025)Community: Kensington WoodsSingle Family
Taxes:$4,661
Remarks: Under contract-accepting backup offers. Located in the established community of Kensington Woods in Sarasota, this 3-bedroom, 2-bath home presents a rare opportunity to create something truly special. With a well-designed floor plan, a two-car garage, and a private pool, the foundation is in place for a thoughtful renovation tailored to your vision. The home offers generous living spaces and a layout that lends itself well to modern updates, while the outdoor area provides the perfect starting point for a reimagined Florida lifestyle—ideal for relaxing, entertaining, or enhancing the existing pool retreat. Set in a desirable neighborhood known for its convenience and charm, this property is well-suited for buyers or investors looking to add value and personalize a home in a sought-after Sarasota location. With the right updates, this residence has the potential to shine and become a standout within Kensington Woods. An exciting opportunity for those who see the possibilities and appreciate the reward of transformation. Is this home your perfect match? Book a private showing today!
Listing is courtesy of: HOUSE MATCH (941-213-7028)
Listing Agent: Rachel Woodruff, Pa (941-705-8686)
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