Location: Winter Garden
Keyword(s): Lakeview Middle
Keyword(s) Middle School: Lakeview Middle
Do Not Show Listings
80 WINDTREE LN #203, WINTER GARDEN, FL 34787
$1,65043 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Maxey Elem
High School: West Orange High
Tax Year:
Middle School: Lakeview Middle
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)
456 SILVERDALE AVE, WINTER GARDEN, FL 34787
$3,10025 Days on yellowkey MLS ID: O6398638
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1844 Built: 2007Community: Covington Park A B D E F G & JSingle Family
Elementary School: Dillard Street Elem
High School: Ocoee High
Remarks: FOR RENT!!!!! Located in the GOLF CART DISTRICT of HISTORIC Downtown Winter Garden, in COVINGTON CHASE. NO CARPET! All carpet was replaced with light wood laminate flooring. This beautiful 4-bedroom, 2 bath home offers a split floor plan and easy accessibility onto the WEST ORANGE TRAIL. Enjoy the breathtaking nightly sunset views from the screened porch overlooking the pond. Spacious kitchen/family room combo with a wood burning fireplace. Kitchen features island, dark wood cabinets and stainless-steel appliances. Oversized Primary Suite includes spa style bathroom with garden tub, standalone shower and dual sinks. Three more bedrooms off the family room and guest bath. Located within minutes to Downtown Winter Garden Plant Street, The Market Place, City of Winter Garden Splash Pad, Restaurants, Shopping, Saturday's Farmer's Market and Major Highways. Public Boat Ramp within minutes at Newton Park with access to Lake Apopka and Dora Chain of Lakes. Rent includes monthly lawn maintenance.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Erica Sadelfeld (407-427-0398)
376 DOUGLAS WAY #73, WINTER GARDEN, FL 34787
$1,65018 Days on yellowkey MLS ID: O6401072
0 Days Off yellowkey (back on 5/5/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1989Community: Townhomes Winter GardenCondo
Elementary School: Tildenville Elem
Remarks: Available to rent in the heart of Winter Garden! This 3-bedroom, 2-bathroom condo is located in the Townhomes of Winter Garden community that features a community pool, quick access to major roadways, minutes from the charm and dining of Downtown Winter Garden and the scenic West Orange Trail, perfect for biking, walking, and outdoor recreation.
Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)
Listing Agent: Kevin Sullivan (321-663-3457)
619 E PLANT ST, WINTER GARDEN, FL 34787
$2,80019 Days on yellowkey MLS ID: G5111272
0 Days Off yellowkey (back on 4/23/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1850 Built: 2018Community: Heritage/Plant StreetTownhouse
Remarks: Welcome to this charming and well-located rental in the heart of Winter Garden! Situated on historic Plant Street, this inviting property offers the perfect blend of character, convenience, and lifestyle. This home features a bright and functional layout with comfortable living spaces, ideal for relaxing or entertaining. Large windows bring in plenty of natural light, creating a warm and welcoming atmosphere throughout. The kitchen is thoughtfully designed with ample cabinet space, making everyday living easy and efficient. Step outside and enjoy being just moments from the vibrant downtown Winter Garden district. You’ll have easy access to local shops, dining, the popular farmers market, and the scenic West Orange Trail—perfect for biking, walking, or enjoying Florida’s beautiful weather. Additional highlights include convenient parking, quick access to major roadways for commuting to Orlando and surrounding areas, and enrollment in a Residents Benefits Package offering HVAC filter delivery, renters insurance, and more for $39.95/month. Whether you’re looking for a cozy place to call home or a location that keeps you connected to everything, this rental offers the best of both comfort and convenience. Don’t miss your chance to live in one of Winter Garden’s most sought-after areas—schedule your showing today!
Listing is courtesy of: WATSON REALTY CORP., REALTORS (352-243-7374)
Listing Agent: Robert Pringle (407-436-2142)
314 DOUGLAS WAY #900, WINTER GARDEN, FL 34787
$1,57045 Days on yellowkey MLS ID: O6393613
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
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)
918 WOODSON HAMMOCK CIR, WINTER GARDEN, FL 34787
$3,50052 Days on yellowkey MLS ID: O6391458
0 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2487 Built: 2001Community: Fullers Crossing Ph 01 44/14Single Family
Remarks: LAWN CARE, PEST CONTROL & HVAC MAINTENANCE INCLUDED!Welcome to the established community of FULLERS CROSSING in Winter Garden! Located within the highly sought after golf cart district and just 10 MINUTES from Downtown Winter Garden, this beautifully maintained 4-bedroom, 2-bath home offers the ultimate lifestyle with easy access to Plant Street, where you can enjoy local favorites like the Crooked Can Brewery Food Hall, the Winter Garden Farmers Market, boutique shopping, dining, and year-round community events. This spacious home features a functional split floorplan offering both privacy and flexibility, along with a dedicated den or study that can easily be used as a 5TH BEDROOM, home office, or flex space. The kitchen is designed for both everyday living and entertaining, featuring granite countertops, custom cabinetry, and ample storage space, all overlooking the main living areas. The primary suite is a true retreat, complete with an oversized walk-in closet and a fully remodeled, spa-like bathroom featuring a custom walk-in shower with five showerheads, creating an oasis experience right at home. This home features no carpet throughout, making for easy maintenance, with wood flooring in all bedrooms for a clean and modern feel. Step outside to enjoy a spacious, fully fenced backyard with no rear neighbors, providing added privacy and the perfect setting for entertaining or relaxing. This home offers the perfect combination of space, location, and low maintenance living. Schedule your private showing today!
Listing is courtesy of: SUNDIAL REAL ESTATE LLC (407-601-2200)
Listing Agent: Michael Salazar (407-692-5614)
64 N PARK AVE, WINTER GARDEN, FL 34787
$5,99540 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)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.