2227 HOWARD DRIVE Winter Park, FL $ 1,100,000
2227 HOWARD DRIVE
$ 1,100,000
Recently Listed
Open House 9/5 11am - 2pm
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2227 HOWARD DRIVE

Winter Park, FL, 32789
$ 1,100,000
Bedrooms3 Baths2.1 Sq 2,196

Monthly Estimate*

$ 6,946

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Single Family Home for sale in Winter Park, FL

for $1,100,000 with 3 bedrooms and 2 full baths, 1 half bath. This 2,196 square foot home was built in 1958 on a lot size of 0.44.

A rare corner lot in one of Winter Park's most established, increasingly in-demand Lake Forest Park neighborhood. This mid-century home has been meticulously maintained. With beautiful hardwood floors and updated systems throughout, there's nothing left to do but move in. The lot is the story here. A stunning mature oak anchors the front yard, and the corner position with no north-facing neighbor gives you privacy that's hard to find this close to town. Out back, a covered porch overlooks Lake Forest, plus a private sauna and a large shed built for a workshop, storage, or a future ADU. Quiet, shaded, genuinely peaceful. The kind of backyard people forget exists in-town. The street is whisper-quiet and made for evening walks, with Lake Forest views most homes in the area can't touch. Move in as-is and enjoy a home that's already been cared for the right way. Or use the lot and elevation to add a second story and expand the lake views, or build new entirely. Lake Forest is in the middle of a real transformation, with new luxury construction going up throughout the neighborhood. This lot puts you ahead of that curve - schedule your private viewing today.

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Open House

9/5/2026 11:00 AM - 2:00 PM
2227 HOWARD DRIVE Winter Park, FL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 1,100,000

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 10,795

Style

Mid-Century Modern Ranch

Lot Size

0.44

Year Built

1958

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6437639

Features
General
Sewer Septic Tank
Heating Central
Cooling Central Air
Utilities BB/HS Internet Available Public
Roof Shingle
Appliances Dishwasher Disposal Dryer Microwave Range Refrigerator Washer
Zoning R-1A
Patio/Porch Features Covered Rear Porch
Architectural Style Mid-Century Modern Ranch
Security Features Security System
Construction Materials Block Stucco
Pets Allowed Yes
Year Built 1958
View Water
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Waterfront Features Lake Front
Community Features Golf Carts OK Park
Accessibility Accessible Bedroom Accessible Closets Accessible Common Area Accessible Doors Accessible Entrance Accessible Full Bath Visitor Bathroom Accessible Hallway(s)
County Orange
New Construction false
Property Type Residential
Subdivision Name LAKE FOREST PARK
Facing Direction Northeast
Garage Y/N false
Other Structures Shed(s) Storage Workshop
Total Rooms 7
Full Baths 2
Status Active
Directions From FL-417 N exit at Aloma Ave (FL-436 S) and head toward Winter Park. Turn left on Glenridge Way then right on Howard Dr. Home will be on the right.
High School Winter Park High
City WINTER PARK
Body of Water LAKE FOREST
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 18991
Carport Spaces 2
Carport Y/N true
Listing Terms Cash Conventional VA Loan
Elementary School Audubon Park K8
Land Lease Y/N false
Tax Annual Amount 10795
Home Warranty Y/N false
Middle/Junior High School Audubon Park K-8
Additional Parcels Y/N false
Lease Considered Y/N true
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Tenant
Tax Lot 23
Legal Description LAKE FOREST PARK S/20 LOT 23 BLK A
Water View Lake
Water Access Type Lake
Minimum Lease 7 Months
Water Access Y/N true
Additional Rooms Family Room Formal Dining Room Separate Formal Living Room Separate Inside Utility
Water View Y/N true
Flood Zone Code X
In Law Suite YN false
Flood Zone Code X Y
DockY/N true
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Interior
Interior Amenities Ceiling Fan(s) Crown Molding Split Bedroom Stone Counters Thermostat
Flooring Tile Hardwood
Furnished Y/N Unfurnished
Fireplace Features Family Room
Common Walls Corner Unit
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 1
Laundry Features Inside Laundry Room
Total Bedrooms 3
Total Baths 3
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Exterior
Exterior Amenities French Doors Irrigation System Lighting Private Mailbox Sauna Sidewalk Storage
Vegetation Trees/Landscaped
Fencing Fenced
Parking Features Driveway
Lot Features Corner Lot City Lot Oversized Lot Private
Water Source Public
Lot Size Area 18991
Foundation Details Slab
Building Area Total 3032
Lot Size Acres 0.44
Road Surface Type Paved
Private Pool false
Waterfront Y/N true
Covered Spaces 2
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* Excluded Features
List By
The Simon Simaan Group

Broker

julianjrealestate@gmail.com

Email

Affordability Calculator

$7,845
Per Month
89%
11%
0%
Monthly Principal & Interest
$6,946
Monthly Property Taxes
$900
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% 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
9/1/2026$1,100,000 Listed Price

Map


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2227 HOWARD DRIVE, Winter Park, FL, 32789 is a Single Family Home for sale at $1,100,000 with 2,196 sqft and a lot size of 0.44. 2227 HOWARD DRIVE has 3 bedrooms, 2.1 baths, and was built in 1958. The property's zip code is 32789 which is in Winter Park, FL