$1,599,000
234 Detmar Drive
Winter Park, FL 32789
Listing updated: May 17, 2026 at 2:06 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage space
Flood zone
About this home
Nestled behind gates in the heart of Winter park, this enchanting 1930's residence blends historic charm with many recent upgrades. The beautifully renovated kitchen anchors the home, while the downstairs primary suite offers privacy and comfort with an elegant spa inspired bath. The detached one bedroom guest house is perfect for houseguests, a home office or multi-generational living. The main house has a flexible floor plan that includes four bedrooms and four and one half baths, a sunroom ideal for home office, formal dining room, oversized family room and charming sitting area with fireplace. The kitchen is a chef's delight with six burner gas range, large center island, plentiful l space for gatherings and a separate breakfast room. Other notable features include gleaming wood floors, double pane windows offering abundant natural light, adorable laundry room/mud room. French doors from many rooms open to a classic front porch that is a perfect place for relaxing and enjoying picturesque grounds with towering oaks. Step outside to a private heated pool. Detached garage includes Tesla charging station. This gated compound situated on .42 acres is one block from Lake Osceola and a easy walk to Park Avenue.
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 history96 days on market
- Status: ActiveFeb 10, 2026
- Listed$1,695,000Feb 10, 2026
- Price reduced$1,599,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 96
- Subdivision
- Osceola Shores Sec 1
- County
- Orange
- Year built
- 1935
- Living area
- 3,609 sq ft
- Price/sq ft
- $443
- Building area
- 4,281 sq ft (Public Records)
- Lot size
- 18,499 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- X/LOMR
- Garage
- 1 spaces
- Pool
- Private pool
- Annual taxes
- $13,664 (2025)
- Parcel #
- 05-22-30-6472-05-090
- Zoning
- WP-R-1AA
- MLS #
- O6379927
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 5
- Half bathrooms
- 1
- Flooring
- Marble, Tile, Wood
- Appliances
- Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
- Interior features
- Built-in Features, Ceiling Fans(s), Crown Molding, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Walk-In Closet(s), Window Treatments
- Laundry
- Inside, Laundry Room
- Stories / Levels
- Two
- Direction faces
- West
- Fireplace
- Yes
- In-law suite
- Yes
Heating & Cooling
- Heating
- Electric, Zoned
- Cooling
- Mini-Split Unit(s), Zoned
Parking
- Garage spaces
- 1
- Attached garage
- No
- Parking features
- Covered, Electric Vehicle Charging Station(s), Open
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 7 Months
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Please contact city of Winter Park for leasing regulations
Exterior & Construction
- Exterior features
- French Doors, Garden, Outdoor Shower, Rain Gutters
- Construction materials
- Frame
- Roof
- Shingle
- Foundation
- Other
- Pool
- Private pool
- Road surface
- Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Electricity Connected, Public
Community
- Pets allowed
- Cats OK, Dogs OK
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 |
|---|---|---|
| Kitchen | First | |
| Primary Bedroom | First | |
| Living Room | First | |
| Family Room | First | |
| Dining Room | First | |
| Bedroom 1 | Second | |
| Bedroom 2 | Second | |
| Bedroom 3 | Second | |
| Office | First | |
| Dinette | Second |
Listing Details
- Listing date
- 2026-02-05
- On market date
- 2026-02-10
- Original list price
- $1,695,000
- Occupant type
- Owner
- MLS area
- 32789 - Winter Park
- Listing AOR
- Orlando Regional
- Status changed
- 2026-02-10
- Tax legal description
- OSCEOLA SHORES SECTION 1 S/10 LOT 9 BLK E (LESS ST RD R/W ON E) & THAT PT OF LOTS 4 & 5 DETMAR TERRA
Flood risk
See FEMA for this zone’s designation and insurance requirements.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
Fairbanks to Brewer to Trismen Terrace to Detmar Drive
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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 17, 2026 at 2:06 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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