2227 Howard Dr

Off Market

2227 Howard Dr

Winter Park FL 32789

3032 sq. ft.

18991 sq. ft.

Single-Family

Last sold for $1,000,000

Julian Correa, last sold this property on 16 October 2026 after 44 days on market.

Overview

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.

Features

3 bedrooms

3 bathrooms

2 carspaces

2 carport spaces

3032 sq. ft. floor area

18991 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Winter Park over the last 12 months, the estimated median property value of 2227 Howard Dr is $638.75k.

Median value

$638.75k

Estimated value range

$287.5k - $2.88m

Median days on market

Estimated value trend

-15%

decrease over the last 12 months

Average days on market is based on recent, comparable sales in Winter Park. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 2227 Howard Dr

2026

Sold

$1,000,000

16 Oct 2026 by Julian Correa, of THE SIMON SIMAAN GROUP

2025

Sold

$4,500

01 Dec 2025

2025

Rented

Undisclosed

19 Oct 2025 by REALTY ONE GROUP MAGIC CITY

Happy sellers in Winter Park

80%

80% of sellers in Winter Park reported that their sale price either exceeded or met their price expectations.

Winter Park stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 7 reviews in Winter Park over the last 12 months.

Local market activity for 3 bedroom single-family properties in Winter Park

In the last 12 months, 111 three-bedroom single-family properties similar to 2227 Howard Dr, have been sold.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Winter Park for a market analysis.

Lisa Gould

at KELLER WILLIAMS WINTER PARK

(208 reviews)

Get a market analysis

Justin Adams

(146 reviews)

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Andrew Livingston

at Coldwell Banker Residential Re

(16 reviews)

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Jennifer King

at CORCORAN PREMIER REALTY

(6 reviews)

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Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Winter Park

Lisa Gould

Sellers who recommend Lisa Gould have praised them for being local expert, clear communication, supportive, responsive, patient, reliable, and empathetic