Safety & registry resources

Review official public-safety information for any area from these government sources:

U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
FBI: state sex-offender registry directory

Buy

Start here

Homes for sale by state
Home buying tips
Before you start looking
The buying timeline

Afford it

Today's mortgage rates
Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

Save search Advertise Sign In

Saved homes Saved searches Your tours Your inquiries Recently viewed Account settings

Rentals
Commercial

82 listings

Sell

Selling Options

What's my home worth?
Compare selling options
Get an instant cash offer
Buy before you sell

Resources

How selling works
When should I sell?
Home selling tips
Pricing your home
What's worth fixing first
Find a seller's agent

Home Loans

Find an Agent

Save search

3 beds New construction With a pool

Condos in Winter Park, FL

Hide Map

10 of 82 Listings

Map

10 of 82 Listings

Price Reduced37Active

Condos in Winter Park, FL — Page 4

82 listings

Condos in Winter Park, FL

Hide Map

10 of 82 Listings

Map

Condos in Winter Park, FL

10 of 82 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced37Active

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

$182,900

2 bd · 2 ba · 927 sqft

205 Lewfield Cir #205, Winter Park, FL

Eimi Moreno Carrera · LPT REALTY, LLC

Price Reduced26Active

$184,400

1 bd · 1 ba · 645 sqft

2500 Lee Rd. #222, Winter Park, FL

Christine Bouchard · HOMESMART

Price Reduced23Active

$285,000

2 bd · 1 ba · 710 sqft

151 N Orlando Ave ##115, Winter Park, FL

Chris Creegan · CREEGAN GROUP

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced8Active

$109,400

1 bd · 1 ba · 785 sqft

311 Scottsdale Sq #311, Winter Park, FL

Omar Rodriguez · EMPIRE NETWORK REALTY

Price Reduced12Active

$285,000

2 bd · 2 ba · 1,669 sqft

2336 Sun Valley Cir #Bldg 20, Winter Park, FL

Lizzie Beaudoin · PR REAL ESTATE SERVICES

33Active

$150,000

1 bd · 1 ba · 749 sqft

2948 Antique Oaks Cir #94, Winter Park, FL

Santiago Silva · THE PAMPAS REAL ESTATE GROUP, LLC.

Price Reduced25Active

$279,000

1 bd · 1 ba · 570 sqft

311 E Morse Blvd #7-11, Winter Park, FL

Mary Colton · FANNIE HILLMAN & ASSOCIATES

Price Reduced26Active

$179,990

2 bd · 3 ba · 1,031 sqft

3370 Cedar Springs Pl #156, Winter Park, FL

Wendy Lin · SPRINGHILL PROPERTIES LLC

Price Reduced19Active

$89,900

0 bd · 1 ba · 549 sqft

3071 George Mason Ave #5, Winter Park, FL

Katherine Bordelon · CASTLE & COTTAGE REALTY LLC

Price Reduced1Active

$205,000

3 bd · 2 ba · 1,149 sqft

1695 Lee Rd #C202, Winter Park, FL

Hoover Yap · PRIMESTATE REALTY, INC.

1…3 4

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

By price

Homes Under $200K
Homes Under $300K
Homes Under $400K
Homes Under $500K
Homes Under $600K
Homes Under $700K
Homes Under $800K
Homes Under $900K
Homes Under $1M
Homes Under $1.25M
Homes Under $1.5M
Homes Under $1.75M
Homes Under $2M
Homes Under $2.25M
Homes Under $2.5M
Homes Over $3M
Luxury Homes

By bedrooms

2 Bedroom Homes
3 Bedroom Homes
4 Bedroom Homes
5 Bedroom Homes

By type

Single-Family Homes
Townhomes
Condos

By feature

New Construction Homes
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.