Home in 234 Detmar Dr Winter Park for sale with MLS# O6379927

Under contract-accepting backup offers. 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.

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Days on the market

234 Detmar Dr, Winter Park, FL 32789

Price
Price:
$1,599,000.00
Previous Asking Price:
$1,645,000.00
Original List Price:
$1,695,000.00
List Price per Sq Ft (Calculated, Approx.):
$443.06
Property Status and Type
Listing Type:
For Sale
Status:
Pending (An offer has been accepted)
Previous Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6379927
Rooms Distribution
Bedrooms:
4
Bathrooms Total:
6
Full Bath:
5
Half Bath:
1
Additional Rooms:
Den/library/office, Inside Utility, Family Room, Formal Dining Room Separate, Breakfast Room Separate
Measures
Living Area:
3,609 Sqft
Built-Up Area:
4,281 Sqft
Lot Area:
18,499 Sqft
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Features:
Oversized Lot, Paved, City Limits, Landscaped
Lot Size Acres:
0.42
Property Features
View from the Property:
Garden, Park/greenbelt
Waterfront:
No
Private Pool
Swimming Pool Features:
In Ground
Security:
Security Gate
Furnished:
Unfurnished
Appliances:
Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Cooktop, Built-in Oven
Interior:
Walk-In Closet(s), Built-in Features, Ceiling Fans(s), Split Bedroom, Stone Counters, Window Treatments, Crown Molding, Primary Bedroom Main Floor
Exterior:
Outdoor Shower, Rain Gutters, French Doors, Garden
Patio and Porch:
Porch, Wrap Around, Covered, Front Porch, Rear Porch
Windows:
Double Pane Windows, Shutters
Other Structures:
Guest House
Laundry:
Inside, Laundry Room
Fireplace
Fireplace:
Gas, Living Room
Air Conditioning System:
Zoned, Mini-split Unit(s)
Heating System:
Electric, Zoned
Fence:
Wood
Vegetation and Trees:
Trees/landscaped, Mature Landscaping, Oak Trees
Property Entrance Faces:
West
Road Responsibility:
Public Maintained Road
Other Equipment:
Irrigation Equipment
Construction
Year Built:
1935
Roof:
Shingle
Architectural Style:
Traditional
Levels:
Two
Construction Materials:
Frame
Flooring:
Tile, Wood, Marble
Foundation Details:
Other
Flood Zone Code:
X/LOMR
Property Condition:
Completed
Taxes and Expenses
Homestead Property
Tax Annual Amount:
$13,664.00
Tax Year:
2025
Parking
Garage
Garage Spaces:
1
Parking Features:
Covered, Open, Electric Vehicle Charging Station(s)
Utilities
Sewer:
Public Sewer
Utilities Available:
Electricity Connected, Public
Water Source:
Public
Community
Minimum Lease Term:
7 Months
Pets Allowed?:
Dogs Ok, Cats Ok
Subdivision Name:
OSCEOLA SHORES SEC 1
Senior Community:
No
Terms
Listing Terms Considered by Seller:
Cash, Conventional
Occupant Type:
Owner
Lease Considered:
Yes
Zoning and Legal
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
Real Estate Folio Number (Parcel Number):
05-22-30-6472-05-090
Zoning:
WP-R-1AA
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Cooper City
High School:
Winter Park High
Middle Or Junior School:
Maitland Middle
Listing History
Originally published on:
February 10, 2026 9:04 pm
Active on the market since:
February 10, 2026
Listing Agreement executed on:
February 5, 2026
Purchase Contract Date:
May 27, 2026
Price change occurred on:
April 29, 2026 7:18 pm
Listing Status Last Changed On:
May 29, 2026 5:58 pm
Photos updated on:
May 1, 2026 4:32 pm
Last Modified:
May 29, 2026 5:59 pm
Additional Information
Courtesy of:
FANNIE HILLMAN & ASSOCIATES
Attribution:
407-644-1234
Road Surface Type:
Paved
Location
Street Name:
DETMAR
Street Number:
234
City:
WINTER PARK
State:
Florida
Zip Code:
32789
County:
Orange
Latitude:
N28° 35' 54.4''
Longitude:
W82° 39' 36.9''
Property Map

Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $100,213
Median Home Value $695,000
Median Rent $1,667/mo
Median Age 44
Population 26,884

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