2227 Howard Drive, FL2227 Howard Drive, FL2227 Howard Drive, FL
Stellar MLS
1 / 51

$1,100,000

2227 Howard Drive

Winter Park, FL 32789

Listing updated: September 6, 2026 at 8:27 AM ET

Active
Stellar MLSListing courtesy of The Simon Simaan Group · Julian Correa · MLS #O6437639 · Active · 407-558-1396
3
Beds
3
Baths
2,196
Sq Ft
0.44
Acres
1958
Built
WaterfrontWater accessFireplace$501/sqft
Single Family Residence

Property type

1958

Year built

18,991 sqft

Lot size

$501

Price / sq ft

No HOA

HOA dues

5

Days on market

X

Flood zone

About this home

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.

Estimated monthly payment

Principal & interest$5,562
Property taxes$900
Home insurance (est.)$504

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 history5 days on market

  1. Status: Active
    Sep 1, 2026
  2. Listed$1,100,000
    Sep 1, 2026
  3. Price increased$1,100,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
5
Subdivision
Lake Forest Park
County
Orange
Year built
1958
Living area
2,196 sq ft
Price/sq ft
$501
Building area
3,032 sq ft (Public Records)
Lot size
18,991 sq ft
Lot category
1/4 to less than 1/2
Flood zone
X (12095C0255F)
Annual taxes
$10,795 (2025)
Parcel #
17-22-30-4436-01-230
Zoning
R-1A
MLS #
O6437639

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Interior Details

Bedrooms
3
Full bathrooms
2
Half bathrooms
1
Flooring
Tile, Wood
Appliances
Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
Interior features
Ceiling Fans(s), Crown Molding, Split Bedroom, Stone Counters, Thermostat
Laundry
Inside, Laundry Room
Stories / Levels
One
Direction faces
Northeast
Fireplace
Yes

Heating & Cooling

Heating
Central
Cooling
Central Air

Parking

Parking features
Driveway
Carport
Yes

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, VA Loan
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
No
Additional lease restrictions
BUYER TO VERIFY LEASE RESTRICTIONS

Exterior & Construction

Exterior features
Lighting, Private Mailbox, Sauna, Sidewalk, Storage
Construction materials
Block, Stucco
Roof
Shingle
Foundation
Slab
Waterfront
Yes
Water access
Yes
Water view
Yes
Road surface
Paved

Utilities

Sewer
Septic Tank
Water source
Public
Utilities
BB/HS Internet Available, Public

Community

Pets allowed
Yes

Schools

ElementaryAAudubon Park K8GreatSchools ↗
MiddleAudubon Park K-8GreatSchools ↗
High SchoolAWinter Park HighGreatSchools ↗

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

RoomLevelDimensions
Living RoomFirst16x18
Dining RoomFirst12x15
Family RoomFirst19x22
KitchenFirst14x14
Primary BedroomFirst14x11
Bedroom 2First12x11
Bedroom 3First15x12

Listing Details

Listing date
2026-09-01
On market date
2026-09-01
Original list price
$1,100,000
Occupant type
Tenant
MLS area
32789 - Winter Park
Listing AOR
Orlando Regional
Status changed
2026-09-01
Tax legal description
LAKE FOREST PARK S/20 LOT 23 BLK A

Flood risk

Minimal riskFEMA Zone XPanel 12095C0255F

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

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.

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MLS GRID

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 September 6, 2026 at 8:27 AM 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.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

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