234 DETMAR DRIVE Winter Park, FL $ 1,695,000
234 DETMAR DRIVE
$ 1,695,000
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234 DETMAR DRIVE

Winter Park, FL, 32789
$ 1,695,000
Bedrooms5 Baths5.1 Sq 3,609

Monthly Estimate*

$ 10,436

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Single Family Home for sale in Winter Park, FL

for $1,695,000 with 5 bedrooms and 5 full baths, 1 half bath. This 3,609 square foot home was built in 1935 on a lot size of 0.42.

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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Single Family Active

Price

$ 1,695,000

Bedrooms

5

Full Bath

5

Half Bath

1

Property Type

Single Family

Taxes

$ 13,664

Style

Traditional

Lot Size

0.42

Year Built

1935

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6379927

Features
General
Sewer Public Sewer
Heating Electric
Cooling Mini-Split Unit(s)
Utilities Electricity Connected Public
Roof Shingle
Appliances Built-In Oven Cooktop Dishwasher Disposal Dryer Microwave Refrigerator Washer
Zoning WP-R-1AA
Garage Spaces 1
Patio/Porch Features Covered Front Porch Patio Rear Porch
Architectural Style Traditional
Pool Features Heated In Ground
Construction Materials Wood Frame (FSC Certified)
Pets Allowed Cats OK Dogs OK
Year Built 1935
View Garden Park/Greenbelt
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Attached Garage false
Subdivision Name OSCEOLA SHORES SEC 1
Facing Direction West
Garage Y/N true
Other Structures Guest House
Total Rooms 10
Full Baths 5
Status Active
Directions Fairbanks to Brewer to Trismen Terrace to Detmar Drive
High School Winter Park High
City WINTER PARK
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 18499
Carport Y/N false
Listing Terms Cash Conventional
Elementary School Lakemont Elem
Property Attached Y/N false
Land Lease Y/N false
Tax Annual Amount 13664
Home Warranty Y/N false
Middle/Junior High School Maitland Middle
Property Condition Completed
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.zillow.com/view-imx/0c7f4fa5-5bd4-4645-90df-cc9537d445c6?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 090
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
Minimum Lease 7 Months
Water Access Y/N false
Additional Rooms Den/Library/Office Family Room Formal Dining Room Separate Inside Utility
Water View Y/N false
Flood Zone Code X/LOMR
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Interior
Interior Amenities Built-in Features Ceiling Fan(s) Primary Bedroom Main Floor Split Bedroom Stone Counters Walk-In Closet(s) Window Treatments
Flooring Tile Hardwood
Furnished Y/N Unfurnished
Fireplace Features Gas Living Room
Air Conditioning Y/N true
Heating Y/N true
Window Features Double Pane Windows Shutters
Fireplace Y/N true
Half Baths 1
Laundry Features Inside Laundry Room
Total Bedrooms 5
Total Baths 6
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Exterior
Exterior Amenities French Doors Garden Irrigation System Outdoor Shower Rain Gutters
Vegetation Mature Landscaping Oak Trees Trees/Landscaped
Parking Features Electric Vehicle Charging Station(s) Open
Lot Features City Lot Landscaped Oversized Lot
Water Source Public
Lot Size Area 18499
Foundation Details Other
Spa false
Building Area Total 4281
Lot Size Acres 0.42
Road Surface Type Paved
Private Pool true
Waterfront Y/N false
Covered Spaces 1
Road Frontage Type Street Paved
Road Responsibility Public Maintained Road
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* Excluded Features
List By
Fannie Hillman & Associates

Broker

Nhseybold@gmail.com

Email

Affordability Calculator

$11,575
Per Month
90%
10%
0%
Monthly Principal & Interest
$10,436
Monthly Property Taxes
$1,139
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
Pricing History
DatePricePrice ChangeDescription
2/10/2026$1,695,000 Listed Price

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234 DETMAR DRIVE, Winter Park, FL, 32789 is a Single Family Home for sale at $1,695,000 with 3,609 sqft and a lot size of 0.42. 234 DETMAR DRIVE has 5 bedrooms, 5.1 baths, and was built in 1935. The property's zip code is 32789 which is in Winter Park, FL