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Before you start looking
The buying timeline

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How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
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Closing costs, itemized
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3 beds New construction With a pool

New Construction Homes in Winter Park, FL — Page 2

86 listings

New Construction Homes in Winter Park, FL

New Construction Homes in Winter Park, FL

24 of 86 Listings

New Construction Homes in Winter Park, FL

24 of 86 Listings

64

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Active

$1,598,000

4 bd · 4 ba · 2,916 sqft

2430 Chantilly Avenue, Winter Park, FL

Kelly Price · KELLY PRICE & COMPANY LLC

$1,598,000

4 bd · 4 ba · 2,916 sqft

2430 Chantilly Ave, Winter Park, FL

Kelly Price · KELLY PRICE & COMPANY LLC

$1,829,000

4 bd · 4 ba · 2,706 sqft

1550 Palm Ave, Winter Park, FL

Brian Mitnik · RE/MAX 200 REALTY

$1,829,000

4 bd · 4 ba · 2,706 sqft

1550 Palm Avenue, Winter Park, FL

Brian Mitnik · RE/MAX 200 REALTY

$1,574,900

5 bd · 5 ba · 3,252 sqft

1526 Miller Avenue, Winter Park, FL

Kim Griffin · RE/MAX EXCLUSIVE COLLECTION

$2,700,000

5 bd · 5 ba · 3,588 sqft

648 Worthington Drive, Winter Park, FL

Christopher Christensen · ONE LUXURY INTERNATIONAL LLC

$2,700,000

5 bd · 5 ba · 3,588 sqft

648 Worthington Dr, Winter Park, FL

Christopher Christensen · ONE LUXURY INTERNATIONAL LLC

$3,890,000

6 bd · 5 ba · 4,677 sqft

620 Virginia Drive, Winter Park, FL

Julie Christensen · ONE LUXURY INTERNATIONAL LLC

$3,890,000

6 bd · 5 ba · 4,677 sqft

620 Virginia Dr, Winter Park, FL

Julie Christensen · ONE LUXURY INTERNATIONAL LLC

$1,699,000

4 bd · 4 ba · 2,530 sqft

2308 Mulbry Drive, Winter Park, FL

Brandon Geers · COMPASS FLORIDA LLC

$1,699,000

4 bd · 4 ba · 2,530 sqft

2308 Mulbry Dr, Winter Park, FL

Brandon Geers · COMPASS FLORIDA LLC

Price Reduced11Active

$4,350,000

5 bd · 6 ba · 4,827 sqft

857 Brock St, Winter Park, FL

Julie Christensen · ONE LUXURY INTERNATIONAL LLC

$4,650,000

5 bd · 6 ba · 4,827 sqft

857 Brock Street, Winter Park, FL

Julie Christensen · ONE LUXURY INTERNATIONAL LLC

Price Reduced56Active

$4,595,000

5 bd · 6 ba · 5,211 sqft

1525 Granville Drive, Winter Park, FL

Julie Christensen · ONE LUXURY INTERNATIONAL LLC

Price Reduced59Active

$1,999,990

4 bd · 4 ba · 3,330 sqft

525 S Lakemont Avenue, Winter Park, FL

Christopher Christensen · ONE LUXURY INTERNATIONAL LLC

$1,749,000

4 bd · 4 ba · 2,715 sqft

2525 Lafayette Avenue, Winter Park, FL

Matt Tomaszewski · CORCORAN PREMIER REALTY

$2,299,000

5 bd · 5 ba · 2,868 sqft

1840 Laurel Road, Winter Park, FL

Matt Tomaszewski · CORCORAN PREMIER REALTY

$2,299,000

5 bd · 5 ba · 2,868 sqft

1840 Laurel Rd, Winter Park, FL

Matt Tomaszewski · CORCORAN PREMIER REALTY

$1,419,900

4 bd · 4 ba · 2,984 sqft

1546 Miller Avenue, Winter Park, FL

Kim Griffin · RE/MAX EXCLUSIVE COLLECTION

$2,569,999

5 bd · 5 ba · 3,670 sqft

1754 Taylor Avenue, Winter Park, FL

Christopher Christensen · ONE LUXURY INTERNATIONAL LLC

$2,549,000

5 bd · 5 ba · 3,479 sqft

1823 Sunset Dr, Winter Park, FL

Christopher Christensen · ONE LUXURY INTERNATIONAL LLC

$2,549,000

5 bd · 5 ba · 3,479 sqft

1823 Sunset Drive, Winter Park, FL

Christopher Christensen · ONE LUXURY INTERNATIONAL LLC

$2,995,000

5 bd · 3 ba · 3,523 sqft

1591 Cardinal Court, Winter Park, FL

DJ Diamond · Sunset Lakes Realty

$5,500,000

4 bd · 5 ba · 4,775 sqft

313 Sylvan Drive, Winter Park, FL

Mick Night · PREMIER SOTHEBY'S INTL. REALTY

1 2 3 4

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L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Listing data & MLS disclosures

Space Coast MLS (Space Coast Association of REALTORS): IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Information is deemed reliable but not guaranteed.
Listing information ©2026 Space Coast MLS, Inc®. All Rights Reserved. Last Updated: 2026-06-20 07:15:48 UTC
Stellar MLS: Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. 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. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

Winter Park, FL community profile

Population: 31,855
Median income: $98,252
Housing units: 15,404
People per sq. mi.: 1,409.5
Area: 22.6 sq. mi.

Source: HJN community data

Winter Park housing market

September 2026 · This period is still settling

Selling at 97.9% of asking price

Buyers here are paying below asking. MLS · 84 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 23, 2026

Median sale price: $602,500$441,750–$1,016,350 typical range
Price per sq. ft.: $358
Sales: 78
Paid in cash: 46.2%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $630,000
Homes for sale: 383
Median days on market: 18 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: 38.1%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

Median home size: 1,731 sq. ft.