Location: Winter Garden
Keyword(s): Lakeview Middle
Keyword(s) Middle School: Lakeview Middle
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1535 BROKEN OAK DR #37B, WINTER GARDEN, FL 34787
$2,0954 Days on yellowkey MLS ID: O6415567
REDUCED by $100 (4.6%) on 06/12/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1544 Built: 2007Community: Tucker OaksCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: SunRidge Elementary
High School: West Orange High
Tax Year:
Middle School: Lakeview Middle
Remarks: STUNNING GATED TOWNHOME IN WINTER GARDEN – AVAILABLE NOW! ? Welcome home to this stylish 2-story, 3-bedroom, 2.5-bathroom townhome featuring an attached 2-car garage. Tucked inside the highly desirable, gated community of Tucker Oaks in the heart of Winter Garden, this home offers 1,544 sq. ft. of bright, open living space designed for easy everyday living and effortless entertaining! HOME HIGHLIGHTS Bright & Airy: Open-concept main level with abundant natural light and warm wood-tone flooring. Chef's Kitchen: Spacious layout featuring full-size appliances, ample cabinetry, and a connected dining area. Upstairs Oasis: Three generous bedrooms located upstairs, including a private, spacious primary suite. In-Unit Laundry: Dedicated washer and dryer hookups for your everyday convenience. Parking Galore: Attached 2-car garage with a private driveway. Year-Round Comfort: Central A/C and forced-air heat keep you perfectly comfortable. Guest-Friendly: Convenient half-bath located on the main floor. THE COMMUNITY & LOCATION Tucker Oaks is a beautifully maintained, gated community in the West Orange corridor. You are just minutes away from: Downtown Winter Garden (Charming shops, local dining, and weekly farmers market) West Orange Trail (Miles of paved walking and biking trails) Hamlin Town Center & Disney theme parks Easy Commutes: Quick access to SR-429 and the Florida Turnpike to get anywhere in Central Florida fast! TOP-RATED SCHOOLS Elementary: Sunridge Elementary Middle: Lakeview Middle High: West Orange High School LEASE DETAILS & FEES Lease Term: 12 Months (Available Immediately!) Pet Policy: NO PETS, please. Utility & Maintenance Reduction Program: $15/month (Includes high-quality AC filters shipped directly to your door for hassle-free replacement). One-Time Move-In Admin Fee: $250 Please Note: Applicants may be subject to HOA application fees, deposits, rules, policies, and procedures. All County does not accept responsibility for HOA rental fees and/or board approval processes. Final security deposit amount may vary based on screening results and rental criteria. READY TO TOUR YOUR NEXT HOME? Don't wait! Schedule your self-guided showing today through Tenant Turner. Listed and professionally managed by: All County CFL Property Management 390 N. Orange Ave Suite 2300, Orlando, FL 32801
Listing is courtesy of: ALL COUNTY CFL PROPERTY MGMT (407-802-2379)
Listing Agent: Vicky Ramos (689-231-6171)
314 DOUGLAS WAY #900, WINTER GARDEN, FL 34787
$1,57081 Days on yellowkey MLS ID: O6393613
0 Days Off yellowkey (back on 6/10/2026)
REDUCED by $30 (1.9%) on 04/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1989Community: Townhomes Winter GardenHalf Duplex
Elementary School: Tildenville Elem
Remarks: Spacious 2-bedroom, 2-bath end-unit duplex located in the well-situated Townhomes of Winter Garden community. This unit offers a practical and comfortable layout with generously sized bedrooms, two full bathrooms, and the added privacy of an end-unit location. Hard-surface flooring runs throughout the home, featuring ceramic tile and laminate for easy maintenance and a clean, modern feel. A washer and dryer are conveniently located inside the unit for everyday convenience. The community is ideally positioned just off Park Avenue and SR 50 (E Colonial Drive), placing residents within close proximity to a wide selection of shopping centers, grocery stores, restaurants, and daily services. With quick access to the Florida Turnpike, SR 429, SR 408, and US 27, this location provides excellent connectivity to Downtown Orlando, Clermont, and surrounding areas, making it a great option for commuters and those looking to stay close to Winter Garden’s growing amenities and attractions.
Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)
Listing Agent: Melquisedec Martins (407-952-6948)
224 FAULKNER ST, WINTER GARDEN, FL 34787
$2,76517 Days on yellowkey MLS ID: O6411344
REDUCED by $100 (3.5%) on 06/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1591 Built: 2002Community: Traditions SubSingle Family
Elementary School: Dillard Street Elem
Remarks: Welcome to 224 Faulkner St, a well-maintained 3-bedroom, 2-bathroom single-story home located within the golf cart district of desirable Winter Garden. As you enter the home, you're welcomed into a spacious living and dining area featuring vaulted ceilings, abundant natural light, and direct access to the backyard. The kitchen includes a breakfast bar, refrigerator, oven, and dishwasher, and flows conveniently into the dining space. The primary suite is privately positioned to the right side of the home and features an ensuite bathroom with dual vanities, a separate shower and toilet area, and a walk-in closet. Two additional bedrooms are generously sized and share a full family bathroom. Additional features include a dedicated laundry room with a washer and dryer, interior access to the two-car garage, and a driveway with ample parking. Outside, the home offers a spacious yard perfect for enjoying Florida living. Conveniently located approximately half a mile from Plant Street, this home offers easy access to downtown Winter Garden's shopping, dining, farmers market, and local events.
Listing is courtesy of: WINTER GARDEN REAL ESTATE (407-910-1066)
Listing Agent: Anthony O'Reilly Brookes (407-910-1066)
15350 OAK APPLE CT #17B, WINTER GARDEN, FL 34787
$2,25024 Days on yellowkey MLS ID: O6409283
0 Days Off yellowkey (back on 6/6/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1544 Built: 2008Community: Tucker OaksTownhouse
Remarks: Welcome home to this 3-bedroom and 2.5 bathroom home in the gated community of Tucker Oaks in the heart of Winter Garden. 15350 Oak Apple Ct, Unit 17B offers a bright, open layout with spacious living and dining areas, a well appointed kitchen, and a private screened patio, perfect for relaxing outdoors. There is a half bath on the first level, convenient for guests. All bedrooms are located on the second floor, and the primary suite includes its own en suite bath. The washer and dryer are offered as a convenience item, but the tenant will maintain. There is a large 2 car garage with ample space for parking, along with two storage closets with shelving. Enjoy the community pool, and easy access to shopping, dining, and major roadways. Located just minutes from downtown Winter Garden. No pets and no smoking. This home delivers comfort and convenience in one of Central Florida’s most desirable areas.
Listing is courtesy of: FLORIDA RENTAL TEAM (407-405-8923)
Listing Agent: Sylvia Young (407-405-8923)
205 S WOODLAND ST, WINTER GARDEN, FL 34787
$3,75019 Days on yellowkey MLS ID: G5112038
0 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2502 Built: 1961Community: Annie L Berry SubSingle Family
Remarks: One or more photo(s) has been virtually staged. Available June 1st. One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 3-bedroom, 2-bathroom, 2500 sq ft ranch-style home, ideally located within a 5-minute walk to historic downtown Winter Garden in the heart of the Golf Cart District. Situated on a spacious corner lot, this home blends classic charm, thoughtful upgrades, and everyday functionality—perfect for families, snowbirds, or anyone seeking a relaxed yet connected lifestyle. Step inside to an open and airy floor plan featuring wood flooring in the main living areas and tile in the kitchen and bathrooms. The generously sized kitchen serves as the heart of the home, offering abundant counter space, ample storage, and natural light—ideal for cooking, entertaining, or casual dining. The fully fenced backyard provides privacy and space for outdoor living, pets, or play. A rare find, the 2-car garage includes a pass-through rear door that opens to an additional parking pad—perfect for a trailer, golf cart, or extra vehicle. You’ll also find a small air-conditioned room inside the garage, ideal for a home office, workout space, hobby room, or climate-controlled storage. Located in one of Winter Garden’s most desirable areas, you’re just a quick walk from local shops, yoga studios, restaurants, the farmers market, and community events. With no HOA and a layout built for both comfort and convenience, this home offers a unique opportunity to enjoy both peace and a vibrant, walkable lifestyle. Flexible Lease Term. Perfect if you are Building a home in Winter Garden. Yard care included.
Listing is courtesy of: LISA REALTY PARTNERS (407-500-5472)
Listing Agent: Lisa Pownall (407-927-1698)
80 WINDTREE LN #203, WINTER GARDEN, FL 34787
$1,65079 Days on yellowkey MLS ID: O6394220
REDUCED by $75 (4.3%) on 05/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1983Community: Windtree Gardens Condo Ph 02Condo
Elementary School: Maxey Elem
Remarks: One or more photo(s) has been virtually staged. AMAZING LOCATION - GREAT PRICE - VERY NICELY UPDATED UNIT! SCREENED IN BALCONY PATIO! 2 Bedroom + 2 Bath condo just 3 minutes from Plant Street in Winter Garden. Kitchen has been beautifully updated and unit has stylish flooring throughout (no carpet). Wonderful split floor plan: the 2 bedrooms are separated by open concept kitchen/ living room combo and each has their own bathroom. Community has private pool area, basketball courts, and plenty of green space for outdoor activities. Application process and fees apply. Call today for your private showing.
Listing is courtesy of: ROMAN REALTY GROUP, LLC (407-876-1990)
Listing Agent: Brian Lemay (321-314-5412)
64 N PARK AVE, WINTER GARDEN, FL 34787
$5,99576 Days on yellowkey MLS ID: O6394825
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2225 Built: 2023Townhouse
Remarks: Welcome to 30 North Park, an exceptional townhome located in the heart of Historic Downtown Winter Garden — directly on the West Orange Trail and just steps from Plant Street Market, Crooked Can Brewery, local dining, shopping, and the weekly Farmer’s Market. This modern farmhouse-style residence offers four spacious bedrooms, each with a private en-suite bathroom and custom-fitted closets, providing comfort, privacy, and flexibility for guests, multigenerational living, or work-from-home needs. A first-floor bedroom serves as an ideal guest retreat, office, or flex space. The second level features an open-concept living area anchored by a designer kitchen complete with Bosch natural gas appliances, a large island, quartz countertops, farmhouse sink, artisan tile backsplash, and floor-to-ceiling windows showcasing views toward downtown and the West Orange Trail. A secondary bedroom with dramatic custom windows adds abundant natural light. On the third floor, dual primary suites offer spacious layouts, oversized windows, powered blinds, spa-inspired walk-in showers, and quartz-finished baths. Thoughtful upgrades throughout include warm wood flooring, patterned tile accents, modern black lighting fixtures, and extensive storage. Built with an STC soundproofing rating of 69, the home provides a quiet interior environment while remaining in one of Central Florida’s most vibrant walkable districts. Enjoy balcony views overlooking the trail and experience low-maintenance living with unmatched proximity to Historic Winter Garden’s amenities. Experience refined, walkable living in the heart of Winter Garden — schedule your private showing today.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Steve Healy (407-230-1441)
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