Location: Winter Garden
Keyword(s): Lakeview Middle
Keyword(s) Middle School: Lakeview Middle
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205 S WOODLAND ST, WINTER GARDEN, FL 34787
$3,8504 Days on yellowkey MLS ID: G5115261
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2502 Built: 1961Community: Annie L Berry SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Dillard Street Elem
High School: West Orange High
Tax Year:
Middle School: Lakeview Middle
Remarks: Virtually Staged. 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)
53 WINDTREE LN #102, WINTER GARDEN, FL 34787
$1,8957 Days on yellowkey MLS ID: O6425367
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1983Community: Windtree Gardens Condo Ph 01Spa: NoCondo
Elementary School: Maxey Elem
Remarks: Virtually Staged. This 2 bedroom and 2 bath condo is located on the FIRST FLOOR and it comes with tiled flooring throughout, all appliances, and fresh paint. Two assigned parking spaces for your convenience and beautiful amenities like pool, and basketball courts. Located at closed proximity to Downtown Winter Garden, shopping, public transportation, and restaurants. Clean and ready for you! There is a two vehicle max per HOA Rules and Regs. Two parking spots are assigned and residents are only permitted to park in their assigned spots. **RESIDENTS BENEFIT PACKAGE Residents are enrolled in the Resident Benefits Package (RBP). There is an additional $35.00 a month charge for this added to the advertised rent and is considered additional rent. RBP includes HVAC air filter delivery, utility concierge services making utility connection a breeze during your move-in, our best-in-class resident rewards program, and much more! More details upon application. **RENTERS INSURANCE REQUIRED. Tenant is required to carry a minimum of $100k liability coverage. Personal property coverage is optional.
Listing is courtesy of: CT HOMES REALTY CORPORATION (407-578-6545)
Listing Agent: Francisco Nieves-Taranto (321-248-4149)
1450 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787
$4,20014 Days on yellowkey MLS ID: O6423308
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4194 Built: 2019Community: Mcallister LandingSingle Family
High School: Ocoee High
Remarks: Welcome to this exceptional opportunity to reside in a meticulously maintained 6-bedroom, 4-bathroom, 3-car garage home in the McAllister Landing community, just minutes from the historic charm of Downtown Winter Garden. Situated at the corner of a serene and well-established neighborhood, this residence is surrounded by the captivating allure of majestic oak trees. Upon entry, discover a thoughtfully designed split floor plan featuring a spacious kitchen with a delightful breakfast nook, an elegant formal dining room, and a versatile office/flex space. The lower level encompasses two bedrooms, including a master suite and a guest room, while the upper level boasts four bedrooms, including a second master suite, along with three additional rooms. A generously sized loft adds versatility to the living space. Outside, enjoy a spacious backyard and lanai, perfect for relaxation and outdoor activities, all while enjoying the privacy of no rear neighbors. Additionally, the residence is conveniently located minutes away from the action and entertainment of Historic Downtown Winter Garden and Lake Apopka Wildlife Drive. A short 20-25 minute drive will take you to downtown Orlando, major theme parks, the Mall at Millenia, and Orlando International Airport. Community amenities include a dock on Lake Apopka, walking trails, and landscaped parks, enhancing the overall lifestyle experience.
Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)
Listing Agent: Veronica Li (407-674-0460)
129 S PARK AVE, WINTER GARDEN, FL 34787
$4,99515 Days on yellowkey MLS ID: O6423031
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2030 Built: 2020Community: Park Place/Winter GardenTownhouse
Remarks: Fully furnished rental, turnkey Urban retreat in Downtown Winter Garden — perfect for snowbirds, recent life-changes, divorcees, or anyone craving an active, walkable Florida lifestyle. This immaculate three-story townhome at Park Place offers 2,030 sq ft of stylish is ready for quality living with 3 beds, 3.5 baths and a custom elevator for easy access to every level. Why you’ll love it? Move-in ready: thoughtfully curated furnishings and decor — unpack, relax, entertain. Ideal for flexible living: private first-floor guest suite with full en-suite bath — perfect for in-laws, guests, or a live-work setup. Entertainer’s kitchen: chef-inspired with oversized island, breakfast bar, stainless appliances and gas range. Private primary level: spa bath with dual vanities, soaking tub and large walk-in shower. Comfortable modern features: natural gas, ceramic floors, plantation shutters, tankless water heater and rear-entry 2-car garage. Accessibility: custom elevator makes all three levels effortless. Location: You can live steps away from Winter Garden’s Plant Street scene — Plant Street Market, Crooked Can Brewing, Award winning Restaurants, Boutique shops, and the 22 mile long West Orange Trail. Enjoy yearly festivals, various superb dining, weekly farmers’ markets and nightlife within easy walking distance, plus quick access to major highways and all Orlando’s Theme Parks and Attractions. Perfect fit for: families/couples building a home and bridging the gap, tenants seeking low-maintenance seasonal living, those starting fresh after a divorce who want an elegant, turnkey sanctuary, or anyone who values design-forward, walkable downtown life. Schedule a tour and see how effortlessly this home fits your next chapter. Property is also For Sale.
Listing is courtesy of: BOARDWALK REALTY, LLC (321-241-5171)
Listing Agent: Marc Holland (407-408-4394)
1257 WINTER GREEN WAY, WINTER GARDEN, FL 34787
$1,85027 Days on yellowkey MLS ID: O6419882
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1144 Built: 1984Community: Village Grove Ph 02Townhouse
Elementary School: SunRidge Elementary
Remarks: Welcome to this extremely spacious 2-bedroom, 1 full-bathroom and 1 half-bath townhome, offering modern updates and a peaceful retreat in a quiet community. Step inside to find a bright and open floor plan with stylish finishes throughout. The fully updated kitchen features new cabinetry, sleek countertops, and stainless-steel appliances, making it a dream for cooking and entertaining. Enjoy the comfort and privacy of generously sized bedrooms, each having their own vanity the main bathroom upstairs, plus an additional half bath for guest's downstairs. The screened-in patio provides the perfect space to relax while overlooking the nicely sized fenced in backyard—ideal for outdoor gatherings or quiet moments of serenity. As a resident, you’ll have access to the community pool, offering a great place to unwind and enjoy the sunshine. With its prime location, modern updates, and tranquil setting, this townhome is a true gem. Don’t miss out on this incredible opportunity—schedule your showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Prentice Williams (321-438-8955)
2081 STANDING ROCK CIR, WINTER GARDEN, FL 34787
$2,80028 Days on yellowkey MLS ID: O6419740
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2221 Built: 2019Community: Oakland TrailsSingle Family
Elementary School: Tildenville Elem
Remarks: Move-in ready 4-bedroom, 2.5-bath home located in a desirable Winter Garden/Oakland community. This spacious two-story residence features a functional floor plan with generous living areas, large bedrooms, and ample closet space throughout. Brand-new luxury vinyl flooring was installed on the entire second floor this month, while the main level offers easy-maintenance flooring and no carpet upstairs. The oversized bedrooms provide plenty of comfort and flexibility for families, guests, or a home office. Ideally situated in a well-maintained community, this home offers convenient access to shopping, dining, schools, major highways, and the many attractions of Winter Garden and Oakland. Clean, well-kept, and ready for occupancy, this is a wonderful opportunity to enjoy comfortable living in a great location.
Listing is courtesy of: POINTON REALTY INC (407-395-2860)
Listing Agent: Andrea Pointon (407-446-4414)
720 PARKMONT PL, WINTER GARDEN, FL 34787
$3,96529 Days on yellowkey MLS ID: O6419049
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2210 Built: 2016Community: Covington Park A B D E F G & JSingle Family
Remarks: Welcome to 720 Parkmont Place, a charming 3-bedroom, 2-bathroom, single-story home located in the desirable Covington Chase community, nestled along the West Orange Trail in the heart of Winter Garden. Fully furnished and move-in ready, this home offers generous living space and well-sized rooms throughout. Upon entering, you'll find French doors leading to a flexible bonus room currently set up as a living area. This space would work equally well as a home office, playroom, or home gym. Continuing through, you're welcomed into the dining room, which flows seamlessly into the kitchen with additional dining options. The fully equipped kitchen includes a breakfast bar, ample cabinetry, and all major appliances. The main living room features a large, comfortable sofa, a television, and sliding glass doors that open to the rear of the home. The spacious primary suite includes its own sitting area, direct access to the covered porch, and an en-suite bathroom complete with a soaking tub, walk-in shower, oversized walk-in closet, and private water closet. Two additional bedrooms with built-in closets share a family bathroom with a shower-over-tub. A separate laundry room provides convenient access to the garage. Outside, the home offers driveway parking, a two-car garage, a covered rear porch, and a good-sized yard. Located within the golf cart district of Winter Garden, this home is ideally positioned just minutes from Historic Downtown Winter Garden, with easy access to the 429 and other major routes, plus an array of amenities including restaurants, bars, shops, and recreational options.
Listing is courtesy of: WINTER GARDEN REAL ESTATE (407-910-1066)
Listing Agent: Anthony O'Reilly Brookes (407-910-1066)
224 FAULKNER ST, WINTER GARDEN, FL 34787
$2,66555 Days on yellowkey MLS ID: O6411344
REDUCED by $100 (3.6%) on 06/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1591 Built: 2002Community: Traditions SubSingle Family
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.
1535 BROKEN OAK DR #37B, WINTER GARDEN, FL 34787
$2,09542 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
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)
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