Oakland Trails is located right on the scenic West Orange Trail and just a bike ride away from the vibrant downtown Historic Winter Garden! Step into an immaculately maintained three-bedroom, two-and-a-half-bathroom bungalow with updated wood-look plank luxury vinyl flooring (2024), new carpet in all bedrooms (2025), quartz countertops, and an open-concept living area. Functional floor plan design includes a downstairs half bathroom, a drop zone by the garage, and an understair storage closet. A shaded front porch is perfect for enjoying coffee in the morning and decorating for the holidays! Two car garage and an extended pavered driveway. Upstairs you have a huge loft, all three bedrooms, and laundry. The primary bedroom features two large walk-in closets, a double-door entrance, and granite countertops in the bathroom. The loft is prewired for surround sound. This home has been lovingly maintained; the exterior was painted in 2023. The interior walls and trim were painted in 2024. Modern updates that make this home move-in ready also include new light fixtures throughout, fans in all bedrooms, and new garage door lanterns. Oakland is perfectly situated between Clermont, Winter Garden, and Orlando. You have quick and convenient access to the Florida Turnpike, the 429, 408, Highway 50, and Highway 27. Oakland Trails has a community pool, community playground, walking trails, and a dog park. Lots of dedicated street parking means you can welcome family and friends easily. The Oakland Nature Preserve is less than five minutes away, West Orange Trail’s Killarney Station is just outside the neighborhood. Towering Live Oak Trees, the shore of Lake Apopka, and the extensive trail system make this neighborhood perfect for anyone who loves spending time outdoors!
Property Details
Price:
$515,000
MLS #:
O6398113
Status:
Active
Beds:
3
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
OAKLAND TRAILS PH 2
Neighborhood:
34787wintergardenoakland
Listed Date:
May 21, 2026
Finished Sq Ft:
2,069
Total Sq Ft:
2,846
Lot Size:
3,849 sqft / 0.09 acres (approx)
Year Built:
2018
See this Listing
Schools
Elementary School:
Tildenville Elem
Middle School:
Lakeview Middle
High School:
West Orange High
Interior
Appliances
Dishwasher, Microwave, Range, Refrigerator
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Ceramic Tile, Luxury Vinyl
Heating
Central, Electric
Interior Features
Ceiling Fan(s), Eating Space In Kitchen, Open Floorplan, PrimaryBedroom Upstairs, Stone Counters, Walk-In Closet(s)
Laundry Features
Laundry Room, Upper Level
Levels
Two
Exterior
Association Amenities
Park, Playground, Pool
Attached Garage YN
1
Community Features
Dog Park, Park, Playground, Pool, Sidewalks
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
West
Exterior Features
Sidewalk
Garage Spaces
2
Roof
Shingle
Financial
HOA Fee
$315
HOA Fee Frequency
Quarterly
HOA Name
Oakland Trails HOA / Jessi O’Quinn
HOA Phone
407-274-7700
Tax Year
2025
Taxes
$5,728
Map
Community
- Address1937 STANDING ROCK CIRCLE OAKLAND FL
- SubdivisionOAKLAND TRAILS PH 2
- 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 May 26, 2026
29
Single Family Listed
79
Avg DOM
373
Avg $ / SqFt
$1,268,631
Avg List Price
Property Summary
- Located in the OAKLAND TRAILS PH 2 subdivision, 1937 STANDING ROCK CIRCLE OAKLAND FL is a Single Family for sale in OAKLAND, FL, 34787. It is listed for $515,000 and features 3 beds, 3 baths, and has approximately 2,069 square feet of living space, and was originally constructed in 2018. The current price per square foot is $249. The average price per square foot for Single Family listings in OAKLAND is $373. The average listing price for Single Family in OAKLAND is $1,268,631. To schedule a showing of MLS#o6398113 at 1937 STANDING ROCK CIRCLE in OAKLAND, FL, contact your WINDERMERE INTERNATIONAL REALTY agent at 4079901329.
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Courtesy of REAL BROKER, LLC. 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. 1937 STANDING ROCK CIRCLE
OAKLAND, FL
