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$1,100,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,196 Sq. Ft.
  • Updated 1 hour ago

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Open House: 11:00 AM - 2:00 PM

Saturday 9/5 11:00 AM - 2:00 PM

2227 Howard Drive,Winter Park, FL 32789

2227 Howard DriveWinter ParkFL32789

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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.

Full Property Details for 2227 Howard Dr

General

  • Price: $1,100,000
  • Taxes: $10,795 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6437639
  • Updated: Today (9/1/2026)
  • Added to Site: Today

Rental Information

  • Min. Lease: 7 Months

Interior

  • Number of Rooms: 7
  • Interior Features: Ceiling Fan(s), Crown Molding, Split Bedroom, Stone Counters, Thermostat
  • Fireplace: Yes
  • Fireplace(s): Family Room
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside, Laundry Room

Additional Information

  • Security/Safety: Security System

Exterior

  • Exterior Features: French Doors, Irrigation System, Lighting, Private Mailbox, Sauna, Sidewalk, Storage
  • Deck/Patio: Covered, Rear Porch
  • Porch/Patio/Deck: Covered, Rear Porch

Parking

  • Carports: Yes
  • Carport: 2
  • Carport Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway

Location

  • Area: 32789 - Winter Park
  • County: Orange
  • Development Name: 32789 - Winter Park
  • Subdivision: LAKE FOREST PARK
  • Driving 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.
  • Direction Faces: Northeast

School Information

  • Elementary School: Audubon Park K8
  • Middle School: Audubon Park K-8
  • High School: Winter Park High

Community

  • Community Name: 32789 - Winter Park
  • Community Features: Golf Carts OK, Park

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Septic Tank
  • Water District: LAKE FOREST
  • Water: Public
  • Utility Description: BB/HS Internet Available, Public

Structural Information

  • Architectural Info: Mid-Century Modern, Ranch
  • Architectural Style: Mid-Century Modern, Ranch
  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Common Walls: Corner Unit
  • Stories/Levels: One
  • Square Feet: 2,196
  • Sq. Ft. Source: Public Records
  • Year Built: 1958

Additional Structures

  • Other Structures: Shed(s), Storage, Workshop

Lot Features

  • Property View: Water
  • Lot Size (Acres): 0.44
  • Lot Size (Sq. Ft.): 18,991
  • Lot Size: 18991
  • Street/Road Desc.: Paved
  • Fencing (Description): Fenced

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Access: Yes
  • Water Access Desc: Lake
  • Water Extras: Yes
  • Water Front Name: LAKE FOREST
  • Water Front Desc.: Lake Front

Financial Considerations

  • Tax Amount: $10,795
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LAKE FOREST PARK S/20 LOT 23 BLK A
  • Flood Zone Info: X
  • APN: 172230443601230
  • Property ID: 172230443601230
  • Block/Lot/Section: A

Listed by The Simon Simaan Group

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Listing agent

— 2227 Howard Dr —

  • The Simon Simaan Group

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 2227 Howard Dr

School District:Orange County School District
NameGradesDistance
Audubon Park School
1500 Falcon Drive, Orlando, FL 32803
PK-80.6 mi
Winter Park High School
2100 Summerfield Road, Winter Park, FL 32792
9-121.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 2227 Howard Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/01/2026
Listed
$1,100,000
33.33%
MLS
7/14/2023
Sold
$825,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 2227 Howard Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$11,098
—
$762,691
3%
2025
$11,098
3%
$742,640
3%
2024
$10,763
125%
$722,082
115%
2023
$4,777
8%
$336,047
3%
2022
$4,430
1%
$326,259
3%
2021
$4,376
—
$316,756
1%
2021
$4,376
1%
$312,383
2%
2019
$4,344
1%
$305,360
2%
2018
$4,316
1%
$299,666
2%
2017
$4,273
2%
$293,502
2%
2016
$4,184
-2%
$287,465
1%
2015
$4,284
-1%
$285,467
1%
2014
$4,320
2%
$283,201
1%
2013
$4,223
—
$279,016
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by The Simon Simaan Group

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2227 Howard Drive, Winter Park, FL 32789 (MLS# O6437639) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 2227 Howard Drive is currently listed for $1,100,000 and was received on September 01, 2026. Want to learn more about 2227 Howard Drive? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.

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