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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
Find a buyer's agent

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Commercial

195 listings

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3 beds New construction With a pool

Homes Under $700K in Winter Park, FL

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24 of 195 Listings

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24 of 195 Listings

25Active

Homes Under $700K in Winter Park, FL — Page 2

195 listings

Homes Under $700K in Winter Park, FL

Hide Map

24 of 195 Listings

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Homes Under $700K in Winter Park, FL

24 of 195 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

25Active

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

$290,000

2 bd · 3 ba · 1,133 sqft

188 Sandlewood #1, Winter Park, FL

Tom Noelke · NOELKE REALTY

40Active

$159,000

1 bd · 1 ba · 793 sqft

200 Saint Andrews Blvd #704, Winter Park, FL

Alexis Jacobsen · EXP REALTY LLC

Price Reduced14Active

$439,900

3 bd · 1 ba · 1,304 sqft

712 Baffie Ave, Winter Park, FL

George Bateman, III · RP INVESTMENT REALTY LLC

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced39Active

$355,000

3 bd · 3 ba · 1,872 sqft

7498 Aloma Pines Ct, Winter Park, FL

Marian Coaxum · KELLER WILLIAMS REALTY AT THE PARKS

24Active

$140,000

2 bd · 1 ba · 881 sqft

1695 Lee Rd #C206, Winter Park, FL

Ingrid Garcia Rodriguez · INVESTMENT REALTY

55Active

$410,500

4 bd · 2 ba · 1,301 sqft

7786 Fox Knoll Pl, Winter Park, FL

Eric Senate · NIZZ REALTY INC

13Active

$100,000

1 bd · 1 ba · 785 sqft

173 Scottsdale Sq #173, Winter Park, FL

Paola Jimenez · AXEN REALTY, LLC

31Active

$265,000

2 bd · 2 ba · 908 sqft

1250 S Denning Dr #119, Winter Park, FL

Justin McCarthy · FANNIE HILLMAN & ASSOCIATES

61Active

$479,900

3 bd · 2 ba · 1,614 sqft

1660 Orange Ave, Winter Park, FL

Gaby Murillo · EXP REALTY LLC

30Active

$429,900

3 bd · 2 ba · 1,398 sqft

2818 Ambergate Rd, Winter Park, FL

Noella Tinkler · MARK SPAIN REAL ESTATE

22Active

$474,900

3 bd · 2 ba · 1,706 sqft

3334 Young St, Winter Park, FL

Jason Alves · EQUITYPRO LLC

Price Reduced12Active

$439,900

4 bd · 2 ba · 1,627 sqft

3209 Heartwood Ave, Winter Park, FL

James Fitzgibbon · LEDGE REAL ESTATE SOLUTIONS LLC

52Active

$319,000

2 bd · 2 ba · 1,287 sqft

192 Balfour Dr #2, Winter Park, FL

Tricia Ramsby · BHHS FLORIDA REALTY

16Active

$285,000

3 bd · 2 ba · 1,509 sqft

7348 Grand Ave, Winter Park, FL

Joseph Doher · BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

54Active

$659,000

3 bd · 2 ba · 2,265 sqft

5303 Pine Lily Cir, Winter Park, FL

Jonathan Casique · PM ELITE REALTY LLC

Open house Sat, Oct 17 · 11:00 AM52Active

$599,000

4 bd · 4 ba · 2,322 sqft

4260 Bear Gully Rd, Winter Park, FL

Alexandre Zapparoli LLC · WRA BUSINESS & REAL ESTATE

20Active

$150,000

2 bd · 2 ba · 1,063 sqft

7453 Daniel Webster Dr #a5, Winter Park, FL

Laila Dkhissi · LA ROSA REALTY PREMIER LLC

33Active

$359,000

2 bd · 1 ba · 830 sqft

1306 S Pennsylvania Ave #5, Winter Park, FL

Lisa Gould · KELLER WILLIAMS WINTER PARK

19Active

$249,000

3 bd · 3 ba · 1,720 sqft

2463 Grand Teton Cir #2463, Winter Park, FL

Jessica Polanco · MAINFRAME REAL ESTATE

30Active

$699,000

3 bd · 2 ba · 1,450 sqft

250 Carolina Ave #202, Winter Park, FL

Kevin McClanahan · FANNIE HILLMAN & ASSOCIATES

2Active

$427,000

4 bd · 3 ba · 1,714 sqft

1386 Clematis Ln, Winter Park, FL

Michelle Torrente · ROBERT SLACK LLC

41Active

$675,000

4 bd · 2 ba · 1,688 sqft

2215 Woodcrest Dr, Winter Park, FL

Shari Klafter · KELLER WILLIAMS WINTER PARK

33Active

$380,000

3 bd · 2 ba · 1,277 sqft

4870 Seminole Ave, Winter Park, FL

Tamara Mazo Ferro · COLDWELL BANKER REALTY

Price Reduced28Active

$405,000

4 bd · 2 ba · 2,189 sqft

2301 Conifer Ave, Winter Park, FL

Gregory Buckley · LOKATION

1 2 3…9

Listing data & MLS disclosures

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 housing market

September 2026

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 28, 2026

Median sale price: $565,000$410,000–$952,600 typical range
Price per sq. ft.: $342
Sales: 92
Paid in cash: 44.6%

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

Median list price: $630,000

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

Explore Winter Park homes

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Homes with a Pool

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.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Listing data & MLS disclosures

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

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 28, 2026

Median sale price: $565,000$410,000–$952,600 typical range
Price per sq. ft.: $342
Sales: 92
Paid in cash: 44.6%

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: 28.1%

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.