Welcome home to this beautifully maintained 3-bedroom, 2.5-bath residence in the highly desirable Winter Park Oaks community, featuring 1,500 sq. ft. of inviting living space ideal for both comfort and entertaining. The thoughtfully designed two-story layout includes an open-concept main level with a spacious kitchen flowing effortlessly into a bright family room, convenient downstairs half bath, and easy-care tile and laminate flooring throughout. Upstairs you’ll find all bedrooms, providing a peaceful separation between living and sleeping areas, including a primary suite with private bath and two additional bedrooms sharing another full bath. Recent updates add significant value, including a newer roof (2020) and a brand-new HVAC system (2024). Enjoy ample outdoor living on a generous lot with a fully fenced backyard, plus added convenience from the attached one-car garage housing the washer and dryer. Perfectly situated, this home offers quick access to Winter Park Village, Park Avenue, dining, shopping, and major highways. Don’t miss this exceptional opportunity—schedule your private showing today!
1 year ago• May not reflect the current state of the home
Damecia Ross
Redfin Associate agent
Sale history for 156 Oak Grove Rd
Date
Event
Price
Stellar MLS as Distributed by MLS Grid #TB8370885
Jul 31, 2025
Sold
$328,000
$225/sq ft
Jul 1, 2025
Pending
—
Jun 4, 2025
Price Changed
$349,000
$240/sq ft
May 9, 2025
Relisted
—
May 3, 2025
Pending
—
Apr 17, 2025
Price Changed
$359,000
$247/sq ft
Apr 3, 2025
Listed
$375,000
$258/sq ft
STELLARMLS #6273106
Apr 7, 2025
Rental Removed
$2,399
$2/sq ft
Mar 26, 2025
Price Changed
$2,399
$2/sq ft
Mar 19, 2025
Price Changed
$2,450
$2/sq ft
Feb 5, 2025
Price Changed
$2,599
$2/sq ft
Feb 1, 2025
Listed for Rent
$2,699
$2/sq ft
Stellar MLS as Distributed by MLS Grid #O5166160
Oct 25, 2013
Sold
$87,000
$60/sq ft
Jun 17, 2013
Listed
$94,000
$65/sq ft
Active with contract. Short Sale; RECENTLY APPROVED PRICE. Cash offers only. This nicely maintained home features a large lot with a long driveway and fenced in backyard. The open floor plan features an ample kitchen that opens up to the large family room. Upstairs, you'll find 3 bedrooms and 2 full bathrooms. The back patio has been converted to an enclosed patio with A/C, giving the home more living space. All appliances are included and in good condition, even the washer and dryer! The light fixtures and fans are all upgraded. The exterior paint is also of high quality. This home would make a great investment or starter home. Located in the city limits of Winter Park, you'll enjoy convenient access to many shops, restaurants, movie theaters andmajor highways. Call today to schedule a visit!
Public Records
Mar 2, 2004
Sold
$124,900
$86/sq ft
Public Records
Jun 7, 1995
Sold
$77,900
$54/sq ft
Public Records
Apr 1, 1993
Sold
$60,000
$41/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$3,482 (+7.2%)
$35,000 + $219,100
$254,100
2024
$3,249 (+8.9%)
$35,000 + $219,100
$254,100
2023
$2,983 (+16.8%)
$35,000 + $208,847
$243,847
2022
$2,555 (+11.1%)
$35,000 + $163,010
$198,010
2021
$2,299 (+15.6%)
$35,000 + $163,010
$198,010
2020
$1,989 (+3.6%)
$25,000 + $143,275
$168,275
2019
$1,919 (+10.5%)
$22,000 + $109,870
$131,870
2018
$1,736 (+17.4%)
$22,000 + $109,870
$131,870
2017
$1,479 (+3.3%)
$15,750 + $72,369
$88,119
2016
$1,432 (+0.4%)
$15,750 + $72,369
$88,119
2015
$1,426 (+2.7%)
$15,000 + $67,371
$82,371
2014
$1,389 (+195.1%)
2013
$471 (+0.8%)
2012
$467
Tax history for 156 Oak Grove Rd
Year
Property tax
Land + Additions
Assessment*
2025
$3,482 (+7.2%)
$35,000 + $219,100
$254,100
2024
$3,249 (+8.9%)
$35,000 + $219,100
$254,100
2023
$2,983 (+16.8%)
$35,000 + $208,847
$243,847
2022
$2,555 (+11.1%)
$35,000 + $163,010
$198,010
2021
$2,299 (+15.6%)
$35,000 + $163,010
$198,010
2020
$1,989 (+3.6%)
$25,000 + $143,275
$168,275
2019
$1,919 (+10.5%)
$22,000 + $109,870
$131,870
2018
$1,736 (+17.4%)
$22,000 + $109,870
$131,870
2017
$1,479 (+3.3%)
$15,750 + $72,369
$88,119
2016
$1,432 (+0.4%)
$15,750 + $72,369
$88,119
2015
$1,426 (+2.7%)
$15,000 + $67,371
$82,371
2014
$1,389 (+195.1%)
2013
$471 (+0.8%)
2012
$467
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Zoning
Permits
Beds
3
Baths
3
Stories
2
Lot width
—
Lot depth
—
Lot size
6,279 Sq. Ft.
Year renovated
1995
Sq. Ft.
1,456
Year built
1995
Style
Single Family Residential
County
Orange County
APN
292201942100260
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 17, 2026.
PURD
\N
Planned Unit Residential Development District
The planned unit residential development PURD district is established to encourage the development of large tracts of land as planned residential areas which provide a more varied and interesting urban pattern and are capable of incorporating new demands in the housing market and changes in design and technology in the building industry.; Further, the objectives of the PURD district include: To provide a more desirable living environment than would be possible through the strict application of article requirements; To encourage developers to use a more creative approach in the development of land; To encourage a more efficient allocation and maintenance by private initiative of common open spaces within new residential areas; To encourage variety in the physical development pattern of the city; To provide for more efficient use of those public facilities and utilities required in connection with the new residential development; To encourage a variety of dwelling and building types within a neighborhood area; To place emphasis on the density of dwelling units per acre rather than on minimum lot sizes, thereby permitting and encouraging a developer to preserve scenic and natural amenities.
Permitted uses
Include but are not limited to:
Religious facility
Housing-Single unit
Housing-Multiple units
Recreation
Park & open space
Aug 25, 2025 • Final
Plumbing permit - residential
Replace all hot and cold water lines throughout the entire home.
Plumbing
Feb 19, 2025 • Final
Residential mechanical
Replace the heating and air conditioning system with a similar unit. No electrical or ductwork is included as existing components will be used.
HVAC
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Based on information submitted to the MLS GRID as of Sun Oct 11 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.