Under contract-accepting backup offers. Welcome to this beautifully maintained 4-bedroom, 3-bath home in the heart of Oakland, where everyday living feels connected, convenient, and just a little more elevated. This home enjoys amazing views of the Oakland Nature Preserve. Ideally located within walking distance to the West Orange Trail and just minutes from the charm of downtown Oakland and Winter Garden’s vibrant shops, dining, and weekly farmers market.
Inside, the home opens to a flexible front room that works beautifully as a formal dining space, home office, or additional living area. From there, the layout flows into a spacious open-concept living area with volume ceilings and an abundance of natural light, creating a bright and inviting atmosphere. The kitchen is both functional and stylish, featuring a large breakfast bar, updated cabinetry, stainless steel appliances, and a mosaic tile backsplash. The primary suite offers a private retreat with a spacious layout, dual sink vanity, soaking tub, and separate shower. Step outside to a screened-in patio that extends your living space year-round, overlooking a fully fenced backyard with no rear neighbors. It is an ideal setting for entertaining, relaxing, or enjoying quiet evenings around the fire pit. Additional features include a 2-car garage, well-sized secondary bedrooms, and a layout designed for both comfort and flexibility. This is a rare opportunity to enjoy space, privacy, and a connected lifestyle in one of Oakland’s most desirable locations.
Inside, the home opens to a flexible front room that works beautifully as a formal dining space, home office, or additional living area. From there, the layout flows into a spacious open-concept living area with volume ceilings and an abundance of natural light, creating a bright and inviting atmosphere. The kitchen is both functional and stylish, featuring a large breakfast bar, updated cabinetry, stainless steel appliances, and a mosaic tile backsplash. The primary suite offers a private retreat with a spacious layout, dual sink vanity, soaking tub, and separate shower. Step outside to a screened-in patio that extends your living space year-round, overlooking a fully fenced backyard with no rear neighbors. It is an ideal setting for entertaining, relaxing, or enjoying quiet evenings around the fire pit. Additional features include a 2-car garage, well-sized secondary bedrooms, and a layout designed for both comfort and flexibility. This is a rare opportunity to enjoy space, privacy, and a connected lifestyle in one of Oakland’s most desirable locations.
Property Details
Price:
$489,000
MLS #:
O6398538
Status:
Pending
Beds:
4
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
TRAILSIDE STATION
Neighborhood:
34787wintergardenoakland
Listed Date:
Apr 13, 2026
Finished Sq Ft:
2,120
Total Sq Ft:
2,602
Lot Size:
9,914 sqft / 0.23 acres (approx)
Year Built:
2001
See this Listing
Schools
Elementary School:
Tildenville Elem
Middle School:
Lakeview Middle
High School:
West Orange High
Interior
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Ceramic Tile, Engineered Hardwood
Heating
Central
Interior Features
Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Split Bedroom, Walk-In Closet(s)
Laundry Features
Inside
Levels
One
Exterior
Architectural Style
Ranch
Attached Garage YN
1
Community Features
Deed Restrictions
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
West
Exterior Features
Fire Pit, Irrigation System
Garage Spaces
2
Lot Features
City Lot
Parking Features
Garage Door Opener
Patio And Porch Features
Covered, Deck, Patio, Porch, Screened
Roof
Shingle
Security Features
Smoke Detector(s)
Window Features
Blinds
Financial
HOA Fee
$350
HOA Fee Frequency
Annually
HOA Name
Trailside Station HOA
HOA Phone
352-366-0234
Tax Year
2025
Taxes
$3,813
Map
Community
- Address1051 STATIONSIDE DRIVE OAKLAND FL
- SubdivisionTRAILSIDE STATION
- CityOAKLAND
- CountyOrange
- Zip Code34787
Subdivisions in OAKLAND
- BRILEY FARM
- GROVE AT THE HARVEST DISTRICT
- HULL ISLAND AT OAKLAND
- HULL ISLAND ESTATES FIRST ADD
- HULL ISLAND/OAKLAND
- JOHNS COVE 43/104
- JOHNS LANDING
- JOHNS LANDING PH 01 44/47
- JOHNS LANDING PH 02 48 138
- LONGLEAF AT OAKLAND
- LONGLEAF/OAKLAND REP
- OAKLAND
- OAKLAND 291003127
- OAKLAND PARK
- OAKLAND PK UN 7 NORTH
- OAKLAND TOWN
- OAKLAND TRAILS
- OAKLAND TRLS PH 1
- OAKLAND TRLS PH 2
- RYAN COURT
- TRAILSIDE STATION REPLAT 44/23
- WINTERS LNDG PH 01 A D F & G
Market Summary
Current real estate data for Single Family in OAKLAND as of Apr 26, 2026
28
Single Family Listed
77
Avg DOM
344
Avg $ / SqFt
$1,102,678
Avg List Price
Property Summary
- Located in the TRAILSIDE STATION subdivision, 1051 STATIONSIDE DRIVE OAKLAND FL is a Single Family for sale in OAKLAND, FL, 34787. It is listed for $489,000 and features 4 beds, 3 baths, and has approximately 2,120 square feet of living space, and was originally constructed in 2001. The current price per square foot is $231. The average price per square foot for Single Family listings in OAKLAND is $344. The average listing price for Single Family in OAKLAND is $1,102,678. To schedule a showing of MLS#o6398538 at 1051 STATIONSIDE DRIVE in OAKLAND, FL, contact your WINDERMERE INTERNATIONAL REALTY agent at 4079901329.
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Courtesy of CORCORAN PREMIER 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 WINDERMERE INTERNATIONAL REALTY include the name of the listing broker. Neither the listing company nor WINDERMERE INTERNATIONAL REALTY 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. 1051 STATIONSIDE DRIVE
OAKLAND, FL
