Welcome to this beautifully maintained, move-in ready 3-bedroom, 3-bathroom home in Oakland Park, one of Winter Garden’s most desirable communities. Offering a blend of classic architecture, modern updates, and an exceptional location, this turnkey Winter Garden home is designed for comfortable Florida living.
Step inside to a bright and spacious open-concept floor plan featuring abundant natural light, soaring ceilings, and generously sized living and dining areas. The flexible layout is ideal for entertaining, working from home, or accommodating guests.
At the center of the home is the chef-inspired kitchen, featuring natural gas appliances, ample cabinetry, generous counter space, and an open connection to the main living areas. Whether you’re preparing a weeknight dinner or entertaining friends and family, this kitchen is both functional and inviting.
The spacious primary suite provides a private retreat with a luxurious ensuite bathroom and generous walk-in closet. Two additional bedrooms and bathrooms offer plenty of flexibility for family, guests, a home office, or additional living space.
Throughout the home, you’ll find plantation shutters, designer finishes, and quality upgrades that create a polished yet comfortable atmosphere. With thoughtful improvements already in place, you can move in and start enjoying the lifestyle this home and community have to offer.
And then there’s Oakland Park. Residents have access to an impressive collection of resort-style community amenities, including TWO community pools, beautiful green spaces, parks, playgrounds, walking paths, gathering areas, and the neighborhood’s iconic tree-lined streets and welcoming front porches. Oakland Park is designed to create a true neighborhood feel while offering the amenities buyers want from a premier Winter Garden community.
Location is hard to beat. You’re just minutes from Historic Downtown Winter Garden, the popular Winter Garden Farmers Market, the West Orange Trail, local restaurants, boutique shopping, parks, and year-round community events. Convenient access to SR 429 and the Florida Turnpike makes commuting throughout Central Florida easy, while Disney, downtown Orlando, and Orlando International Airport are all within a manageable drive.
If you’re searching for a move-in ready home in Winter Garden, a community with resort-style amenities and pools, or a home close to Downtown Winter Garden and the West Orange Trail, this Oakland Park property checks the boxes. Experience the charm, convenience, and lifestyle that make Oakland Park one of Winter Garden’s most sought-after communities.
Step inside to a bright and spacious open-concept floor plan featuring abundant natural light, soaring ceilings, and generously sized living and dining areas. The flexible layout is ideal for entertaining, working from home, or accommodating guests.
At the center of the home is the chef-inspired kitchen, featuring natural gas appliances, ample cabinetry, generous counter space, and an open connection to the main living areas. Whether you’re preparing a weeknight dinner or entertaining friends and family, this kitchen is both functional and inviting.
The spacious primary suite provides a private retreat with a luxurious ensuite bathroom and generous walk-in closet. Two additional bedrooms and bathrooms offer plenty of flexibility for family, guests, a home office, or additional living space.
Throughout the home, you’ll find plantation shutters, designer finishes, and quality upgrades that create a polished yet comfortable atmosphere. With thoughtful improvements already in place, you can move in and start enjoying the lifestyle this home and community have to offer.
And then there’s Oakland Park. Residents have access to an impressive collection of resort-style community amenities, including TWO community pools, beautiful green spaces, parks, playgrounds, walking paths, gathering areas, and the neighborhood’s iconic tree-lined streets and welcoming front porches. Oakland Park is designed to create a true neighborhood feel while offering the amenities buyers want from a premier Winter Garden community.
Location is hard to beat. You’re just minutes from Historic Downtown Winter Garden, the popular Winter Garden Farmers Market, the West Orange Trail, local restaurants, boutique shopping, parks, and year-round community events. Convenient access to SR 429 and the Florida Turnpike makes commuting throughout Central Florida easy, while Disney, downtown Orlando, and Orlando International Airport are all within a manageable drive.
If you’re searching for a move-in ready home in Winter Garden, a community with resort-style amenities and pools, or a home close to Downtown Winter Garden and the West Orange Trail, this Oakland Park property checks the boxes. Experience the charm, convenience, and lifestyle that make Oakland Park one of Winter Garden’s most sought-after communities.
Property Details
Price:
$595,000
MLS #:
O6410871
Status:
Pending
Beds:
3
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
OAKLAND PARK
Neighborhood:
34787wintergardenoakland
Listed Date:
May 26, 2026
Finished Sq Ft:
1,642
Total Sq Ft:
2,115
Lot Size:
2,248 sqft / 0.05 acres (approx)
Year Built:
2022
See this Listing
Schools
Elementary School:
Tildenville Elem
Middle School:
Lakeview Middle
High School:
West Orange High
Interior
Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Refrigerator, Tankless Water Heater, Washer
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Laminate, Tile
Heating
Central
Interior Features
Ceiling Fan(s), High Ceilings, Open Floorplan, PrimaryBedroom Upstairs, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
Laundry Features
Inside, Laundry Room, Upper Level
Levels
Two
Exterior
Architectural Style
Traditional
Association Amenities
Maintenance, Park, Pool, Recreation Facilities
Attached Garage YN
1
Community Features
Clubhouse, Community Mailbox, Dog Park, Golf Carts OK, Park, Playground, Pool, Sidewalks
Construction Materials
HardiPlank Type, Stucco
Covered Spaces
2
Direction Faces
South
Exterior Features
Lighting, Permeable Paving, Rain Gutters, Sidewalk
Fencing
Other
Garage Spaces
2
Lot Features
Landscaped, Sidewalk
Open Parking YN
1
Parking Features
Driveway
Patio And Porch Features
Covered, Front Porch
Roof
Shingle
View
Garden
Window Features
Double Pane Windows, Shutters
Financial
HOA Fee
$1,069
HOA Fee Frequency
Quarterly
HOA Includes
Community Pool, Maintenance Grounds, Recreational Facilities
HOA Name
Erin Lewis / Leland Management
HOA Phone
407-409-8594
Tax Year
2025
Taxes
$6,421
Map
Community
- Address914 TROWMAN ALLEY WINTER GARDEN FL
- SubdivisionOAKLAND PARK
- CityWINTER GARDEN
- CountyOrange
- Zip Code34787
Subdivisions in WINTER GARDEN
Market Summary
Current real estate data for Single Family in WINTER GARDEN as of Aug 30, 2026
826
Single Family Listed
113
Avg DOM
279
Avg $ / SqFt
$757,830
Avg List Price
Property Summary
- Located in the OAKLAND PARK subdivision, 914 TROWMAN ALLEY WINTER GARDEN FL is a Single Family for sale in WINTER GARDEN, FL, 34787. It is listed for $595,000 and features 3 beds, 3 baths, and has approximately 1,642 square feet of living space, and was originally constructed in 2022. The current price per square foot is $362. The average price per square foot for Single Family listings in WINTER GARDEN is $279. The average listing price for Single Family in WINTER GARDEN is $757,830. To schedule a showing of MLS#o6410871 at 914 TROWMAN ALLEY in WINTER GARDEN, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of HOMEVEST REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 914 TROWMAN ALLEY
WINTER GARDEN, FL
