Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
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350 GOLDEN GATE PT #62, SARASOTA, FL 34236
$1,175,000125 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,359
Elementary School: Southside Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
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
$275,00048 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
Elementary School: Emma E. Booker Elementary
Tax Year: 2025
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
$180,00016 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
Elementary School: Gocio Elementary
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
$295,000580 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)
35 WATERGATE DR #1005, SARASOTA, FL 34236
$2,900,000105 Days on yellowkey MLS ID: A4676375
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 3659 Built: 2003 Tax: $34,229 (2025)Community: The Tower ResidencesCondo
Taxes:$34,229
Elementary School: Alta Vista Elementary
Remarks: Arrive by private elevator directly to the grand foyer of this tenth-floor residence at the Ritz-Carlton Tower Residences, ideally positioned within the coveted ’05 stack—widely considered the premier vantage point in the building. This preferred orientation captures sweeping, unobstructed panoramas of Sarasota Bay and the Ritz-Carlton marina, complemented by spectacular west-facing sunsets. Artist-crafted glass double entry doors with custom illuminated accents provide a striking arrival and set a tone of understated elegance throughout. Residence #1005 offers a highly sought-after four-bedroom layout with four full baths, thoughtfully designed for both refined entertaining and everyday comfort. An open-concept floor plan is enhanced by wood flooring throughout and anchored by a centrally located kitchen featuring a breakfast bar, stainless-steel appliances, dual convection ovens, and an induction cooktop. Floor-to-ceiling, hurricane-rated windows flood the interior with natural light, while two expansive terraces extend the living space outdoors for effortless entertaining. A split-bedroom design ensures exceptional privacy for owners and guests. The primary suite is distinguished by a double-door entry and custom underlit accent shelving, an en-suite marble bath with dual split vanities, private water closet and custom-fitted walk-in closets. The fourth bedroom / study serves as a versatile retreat, highlighted by a gas fireplace framed by floor-to-ceiling built-in cabinetry and an adjacent full bath. A new HVAC system installed in 2025 adds comfort and peace of mind. The residence includes two assigned under-building parking spaces—one conveniently located near the side lobby entrance. Additionally, 2 climate-controlled storage units, one conveniently located just outside the residence. The pet-friendly Tower Residences offer the legendary Ritz-Carlton lifestyle, featuring dedicated private concierge service, a state-of-the-art fitness center, massage and wellness rooms, sauna, resort-style heated pool and spa, private theater, and beautifully appointed social and entertaining spaces. Recent enhancements include a reimagined lobby and entry experience, refreshed landscaping, and an inviting outdoor lounge with grilling facilities. Additional conveniences include 24-hour in-residence dining, a private interior corridor with direct access to the Ritz-Carlton Hotel’s amenities, restaurants, and spa, as well as valet parking for residents and guests. Perfectly positioned along Sarasota’s Bayfront and downtown corridor, with easy access to St. Armands Circle, Lido Beach, cultural attractions, and fine dining, this exceptional offering represents a rare opportunity to secure one of the most desirable residences within the Tower.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
5647 SHEFFIELD GREENE CIR #29, SARASOTA, FL 34235
$299,99967 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
$250,000105 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)
2819 N OSPREY AVE, SARASOTA, FL 34234
$185,00056 Days on yellowkey MLS ID: A4683160
0 Days Off yellowkey (back on 2/27/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1050 Built: 1950 Tax: $223 (2025)Community: Newtown Heights First Add ToSingle Family
Taxes:$223
Elementary School: Brentwood Elementary
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. 3-bedroom, 1-bath home offering 1,188 sq ft, built in 1950, positioned on a spacious lot along N Osprey Avenue in the Historic Newtown district. Located just minutes from Downtown Sarasota, The Bay waterfront district, SRQ Airport, shopping, dining, and Gulf beaches. No HOA. High-demand central location with continued area growth and momentum.
5206 WEDGEWOOD LN #78, SARASOTA, FL 34235
$239,900209 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)
5315 MYRTLE WOOD #46, SARASOTA, FL 34235
$310,00084 Days on yellowkey MLS ID: A4679179
REDUCED by $14,900 (4.6%) on 03/31/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1596 Built: 1981Monthly Fee: $532 Tax: $2,410 (2025)Community: SpringlakeCondo
Taxes:$2,410
Remarks: Welcome to effortless Florida living in this beautifully updated 3-bedroom, 2-bath condo in the desirable Meadows. Begin your day in the private front courtyard patio, ideal for enjoying the morning sunshine, and unwind in the evening on the back lanai overlooking peaceful water views surrounded by nature. Inside, cathedral ceilings create an airy, light-filled atmosphere. The main-level primary suite offers a true retreat with an updated bath featuring double sinks and charming shiplap accents. Upstairs, two spacious bedrooms provide flexibility for guests, a home office, or hobbies...one showcasing tranquil water views and both sharing an upgraded full bathroom. The main living area flows seamlessly with an updated kitchen and thoughtful use of space. Newer appliances and plenty of storage space keep your kitchen a thoughtful space. Additional conveniences include a covered carport and a thoughtfully designed layout that supports easy, low-maintenance living. Whether you’re seeking a full-time residence or a seasonal escape, this move-in-ready condo delivers comfort, style, and the relaxed lifestyle The Meadows is known for. MEMBERSHIPS NOT MANDATORY: Optional Golf and Tennis membership information
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Nikki Weiss (941-468-9551)
8034 SANDSTAR WAY, SARASOTA, FL 34240
$859,90027 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
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
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
$363,00085 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
$417,50027 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
$339,00060 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
$1,274,00018 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
$350,00069 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)
1741 CLEAT LN, SARASOTA, FL 34240
$475,00055 Days on yellowkey MLS ID: A4683232
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1776 Built: 2024Monthly Fee: $235 Tax: $5,515 (2025)Community: Nautique/WatersideTownhouse
Taxes:$5,515
Remarks: Perfectly positioned in Nautique at Waterside, just a short stroll from the vibrant shops, restaurants, and events of Waterside Place, life here captures the essence of effortless living. This townhome offers 3 bedrooms, 2.5 baths, 1,776 square feet, and a 2-car garage. The sun-splashed first floor showcases an open-concept kitchen, living, and dining area with 9-foot ceilings and large accent wall, along with a laundry room, powder bath, and large walk-in pantry. Upstairs, the expansive primary suite captures sunset and pond views, while two additional bedrooms share a full bath. Outdoors, a secluded courtyard serves as a peaceful extension of the home, perfect for morning coffee, evening relaxation, catching some sunshine or tending to your favorite plants. Impact windows and doors throughout provide peace of mind, and the HOA covers lawn care for true, low-maintenance living. Just a short walk away, you'll enjoy the community amenities including a pool overlooking Kingfisher Lake, pickleball courts, a playground, and a dog park, all connected by miles of scenic walking trails. Situated in the southernmost part of Lakewood Ranch, Nautique offers excellent accessibility to downtown Sarasota and the area’s beaches, while still providing walkable access to waterfront dining, boutique shopping, and the popular Farmers Market & Ranch Nites. Living here feels like vacation everyday! Furniture & decor available for purchase.
Listing Agent: Monica Lesuer (941-525-7278)
17001 DEER PRAIRIE DR, SARASOTA, FL 34240
$2,000,00033 Days on yellowkey MLS ID: A4684995
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3687 Built: 2008Monthly Fee: $83 Tax: $13,656 (2025)Community: Deer HammockSingle Family
Taxes:$13,656
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to an extraordinary, gated estate in Sarasota, FL, where nearly 5 private acres create the perfect backdrop for luxury living. This one-of-a-kind property boasts 3 gates for security & convenience. Behind board fencing, the estate ensures privacy, a long paver-brick drive, & curated landscaping. A serene pond enhances the beauty, making this an ideal retreat for those seeking space & premier amenities. A standout is the expansive detached bldg (approx. 2,100 sq. ft.), perfect for RVs, car collectors, or boaters. It offers parking for up to potentially 8 cars via tandem bays, an RV-height bay, & space for a boat or rec vehicles, accommodating up to a 34-ft boat or RV. There's a reinforced attic for storage, plus a beautifully finished guest studio apt. Ideal for multigenerational living or as an income-producing rental, this space features tile floors, crown molding, barn door, kitchenette w/ pantry, white cabinets, full bath, & independent climate control. The main residence presents a Mediterranean-style tile roof, welcoming porch w/ custom tile inset, arched dbl doors, & side-entry 2-car garage w/ resurfaced floor. Inside are 4 BRs, 3 baths, & a versatile den/study—providing flexible space for work or relaxation. Detailed ceilings, textured walls, designer/recessed lighting, ceramic tile, & wood floors add sophistication & warmth. A grand foyer w/ illuminated art niches, elegant columns, & a coffered ceiling welcomes you. Entertain in a formal dining/living area w/ stately columns, fireplace, & direct lanai access. The gourmet kitchen features white cabinets, subway-tile backsplash, lighted display cabs, premium appliances, breakfast bar, walk-in pantry, coffee bar, quartz counters, & butler’s pantry upgrade. Enjoy a breakfast nook w/ aquarium glass windows overlooking the pool, lanai, & acreage. Retreat to a warm family rm w/ coffered ceiling & fireplace or unwind in a luxurious primary suite w/ dbl doors, wood floors, triple sliders to the pool, dual walk-in closets, & spa-like bath. One add'l BR has walk-in closet, all have crown molding, & access to a beautiful guest bath w/ quartz. The separate studio apt provides a 4th bath, affording privacy & convenience for guests or extended stays. Functional spaces include laundry/craft rm (safe rm). Experience the FL lifestyle w/ an expansive covered lanai featuring a summer kitchen, granite bar, & a heated saltwater pool & spa w/ Pebble Tec finish and a new micro-mesh pool cage—ideal for entertaining or relaxing in total privacy. This outdoor oasis also grants convenient access to a pool bath w/ quartz. Deer Hammock luxury estate offers an exceptional blend of space, elegance, & security, conveniently located just east of I-75 in Sarasota County near local amenities. For added peace of mind, the estate has impact windows, hurricane shutters, a whole-house generator & 30 days propane storage, ensuring continuous comfort regardless of weather or outages. Picture cozy evenings by the fire pit under a starlit sky, w/ the excitement of bringing your horses to explore this beautiful setting. It's the perfect canvas for a dream equestrian estate! This home provides an impressive range of amenities that can't all be detailed here, making it ideal for those seeking a spacious country getaway and representing a remarkable opportunity, enhanced by deed restrictions that ensure the neighborhood’s visual appeal & protect property values.
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
724 CROSSWIND AVE, SARASOTA, FL 34240
$1,595,000100 Days on yellowkey MLS ID: A4673669
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2688 Built: 2021Monthly Fee: $419 Tax: $20,062 (2025)Community: Lakehouse Cove At WatersideSingle Family
Taxes:$20,062
Remarks: MAJOR PRICE IMPROVEMENT - Welcome to 724 Crosswind Avenue, an elegant custom-built Lee Wetherington home that reflects timeless craftsmanship and thoughtful design. In a quiet, private enclave surrounded by lush preserves and vibrant wetlands, this 2,688-square-foot, single-story residence offers breathtaking views of abundant wildlife, including waterfowl, birds, deer and majestic eagles, creating a serene setting. Designed for relaxation and entertaining, the home features three spacious bedrooms, a private den and three full baths. From the moment you enter through the double glass doors, you’re greeted by a seamless, open flow and refined details throughout. The gourmet kitchen is a chef’s dream, showcasing top-of-the-line Monogram appliances, a gas cooktop, built-in ovens, custom wood cabinetry with deep drawers, quartz countertops and backsplash walls, a large walk-in pantry, and an oversized island with breakfast bar seating, ideal for casual dining and gatherings. The great room serves as the heart of the home, highlighted by soaring ceilings, built-in display shelving, and a dramatic wall of sliding glass doors that flood the space with natural light while opening to the lanai and preserving panoramic views of the surrounding landscape. The open-concept coastal design flows effortlessly into the dining area and kitchen, creating a warm, inviting atmosphere ideal for entertaining. A formal dining room is conveniently off the kitchen and features glass doors that lead to an outdoor dining area. The private den or office provides a peaceful retreat, complete with French doors for added privacy. The primary suite is a luxurious sanctuary featuring two custom-designed walk-in closets and a spa-inspired en-suite bath with dual vanities, a soaking tub and a floor-to-ceiling tiled walk-in shower. Two additional guest suites, each with its bath and generous closet space, ensure comfort and privacy for family and visitors alike. Step outside to your resort-style outdoor oasis designed for the ultimate Florida lifestyle. This exceptional space includes a heated saltwater pool and spa, a fully equipped outdoor kitchen, two covered loggias offering multiple entertaining areas and a panoramic screen enclosure with uninterrupted preserve views. Enjoy peaceful mornings on the lanai as you take in breathtaking sunrises and tranquil surroundings. Additional features include impact-resistant windows and doors, high and tray ceilings, crown molding, engineered hardwood and tile flooring throughout with no carpet, a spacious laundry room with ample storage, a separate climate-controlled storage room, and a three-car side-load garage with epoxy flooring. Plantation shutters, custom window treatments, built-in speakers, lush tropical landscaping, and accent lighting further enhance the home’s elegance and curb appeal. This custom Lee Wetherington home exemplifies a fusion of design and functionality, promising a life of unparalleled luxury and comfort all in Lakehouse Cove at Waterside. Lakehouse Cove community at Waterside boasts 20 serene shorelines, nature preserves and trails. Residents of Lakehouse Cove enjoy a richly appointed amenity center featuring a resort-style pool, spa, clubhouse with kitchen and scenic outdoor verandas, fire pits, pickleball courts, meeting and game room, and state-of-the-art fitness facility. Catch the Lakehouse Cove water taxi to Waterside Place Marina every Sunday for the farmers market.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Charles Totonis (941-524-8299)
3225 RAMBLEWOOD DR, SARASOTA, FL 34237
$160,00090 Days on yellowkey MLS ID: A4678479
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1343 Built: 1974Monthly Fee: $702 Tax: $2,970 (2025)Community: Ramblewood AcresTownhouse
Taxes:$2,970
Elementary School: Tuttle Elementary
Remarks: Experience the epitome of maintenance-free living in the heart of Florida at Ramblewood Acres, a fantastic, gated community offering an array of luxurious amenities. Nestled in a vibrant, friendly neighborhood, this community features beautifully designed townhouses and villas surrounded by lush landscaping and mature trees. This meticulously renovated home boasts modern elegance throughout. As you step inside the charming kitchen, it invites you in to prepare your next meal. Featuring gleaming granite countertops, neutral cabinetry, and high-end stainless steel appliances it is truly a chef's delight. The attention to detail extends to the freshly painted interiors in the open-concept living and dining area where you can gather during the holidays. The spacious layout includes three full bedrooms upstairs, providing plenty of space for family and sleepover guests. The primary bedroom serves as a serene retreat after a long day, featuring direct access to a private wood deck through sliding glass doors—an ideal spot to unwind and watch the sunset. This tranquil space also includes an attached en-suite bathroom and double closets, providing ample storage for all your needs. Additional conveniences include an in-unit laundry area, a rare outside storage room that is unique to this complex, and parking is a breeze with two dedicated spaces! Residents of Ramblewood Acres enjoy access to three sparkling swimming pools, perfect for cooling off on warm Florida days. Stay active with the on-site tennis courts and playground, or gather with friends and neighbors at the expansive clubhouse, which includes a state-of-the-art fitness center, a billiards room, a fully equipped kitchen and dining area, a well-stocked library, and a large gathering room ideal for social events. Conveniently located in the heart of Sarasota, this community is just minutes away from world-renowned beaches, the Oriole Spring Training ballpark, and popular shopping and dining activities in the vibrant downtown area. Do not miss out on this opportunity, call today to schedule a private tour before it's gone!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joey Lamielle (941-350-0016)
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