$499,900
4190 Bear Gully Road
Winter Park, FL 32792
Listing updated: May 29, 2026 at 12:46 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
Price reduced!! Spacious Winter Park home on over a half acre with no rear neighbors!. In Bear Gully Forest community and has over 2,000 s/f- with a Living Room, Dining Room, Eat-in Kitchen and more. The home's fully-equipped kitchen has excellent cabinet space and appliances that include a stove, microwave, and dishwasher. An inside laundry room has a washer/dryer combination for your convenience. Bedroom with 1/2 bath upstairs. Roof new in 2018 with a 10 year full warranty.
Local Insight
At $243/sqft for a 2003 build in Bear Gully Forest, you're paying solid Winter Park pricing but landing in the subdivision tier rather than the walkable lakefront or Park Avenue charm that typically justifies the premium—so location matters here: you're getting the school district and community name without the historic character or water access that moves resale value. The flood zone A designation and that modest 0.53-acre lot are practical constraints worth stress-testing against your long-term hold, especially if you're banking on appreciation like you'd see one neighborhood over in the historic core. At under $500K with four bedrooms, the value itself is reasonable for Winter Park, but make sure you're buying the actual property and lifestyle fit, not just the zip code.
AI-generated insight based on listing data and neighborhood context. Verify independently.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history143 days on market
- Status: ActiveJan 6, 2026
- Listed$540,000Jan 6, 2026
- Price reduced$499,900
Virtual Tour
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 143
- Subdivision
- Bear Gully Forest
- County
- Seminole
- Year built
- 2003
- Living area
- 2,058 sq ft
- Price/sq ft
- $243
- Building area
- 2,478 sq ft (Estimated)
- Lot size
- 23,275 sq ft
- Lot category
- 1/2 to less than 1
- Flood zone
- A (12117C0260F)
- Garage
- 2 spaces
- Annual taxes
- $5,630 (2024)
- Parcel #
- 36-21-30-512-0000-0050
- Zoning
- R-1AA
- MLS #
- O6371014
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 2
- Half bathrooms
- 1
- Flooring
- Carpet, Ceramic Tile, Laminate
- Appliances
- Dishwasher, Disposal, Microwave, Range Hood
- Interior features
- Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Primary Bedroom Main Floor, Vaulted Ceiling(s), Walk-In Closet(s)
- Laundry
- Electric Dryer Hookup, Laundry Room, Washer Hookup
- Stories / Levels
- Two
- Direction faces
- North
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
HOA & Financial
- HOA fee
- $311 / Semi-Annually
- Monthly HOA
- $52/mo
- Total monthly fees
- $52/mo
- Total annual fees
- $622
- HOA name
- Thad Knowles
- CDD
- No
- Min lease term
- 7 Months
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
Exterior & Construction
- Exterior features
- Private Yard, Rain Gutters
- Construction materials
- Stucco, Frame
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- None
- Utilities
- Cable Available, Electricity Connected, Public, Sewer Connected, Water Connected
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Primary Bedroom | First | 12x20 |
| Living Room | First | 12x24 |
| Kitchen | First | 10x16 |
Listing Details
- Listing date
- 2026-01-05
- On market date
- 2026-01-06
- Original list price
- $540,000
- Occupant type
- Vacant
- MLS area
- 32792 - Winter Park/Aloma
- Listing AOR
- Orlando Regional
- Status changed
- 2026-01-06
- Tax legal description
- LOT 5 BEAR GULLY FOREST PB 61 PGS 1 - 5
Flood risk
FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
Aloma or Howell Branch to Bear Gully
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of May 29, 2026 at 12:46 PM ET. 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.
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