WINTER PARK HOMES
289 Featured Properties Available
- Default
- Newest Listings
- Price-High To Low
- Price-Low To High
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- 1/22 22
2 Beds 2 Baths 1,105 SqFt$200,000Active2923 ANTIQUE OAKS CIR #39, Winter Park, FL 32792
Listed by Michell Carrasquero GLOBALWIDE REALTY LLC
Condo
- 1/26 26
3 Beds 2 Baths 1,115 SqFt$550,000Active720 N PENNSYLVANIA AVE, Winter Park, FL 32789
Listed by Dominick Florio RE/MAX TOWN & COUNTRY REALTY
Single Family Home
- 1/30 30
3 Beds 2 Baths 1,167 SqFt$695,000Active726 N PENNSYLVANIA AVE, Winter Park, FL 32789
Listed by Dominick Florio RE/MAX TOWN & COUNTRY REALTY
Single Family Home
- 1/49 49
6 Beds 4 Baths 2,284 SqFt$1,215,000Active726 and 720 N PENNSYLVANIA AVE, Winter Park, FL 32789
Listed by Dominick Florio RE/MAX TOWN & COUNTRY REALTY
Multi-Family
- 1/49 49
6 Beds 4 Baths 2,284 SqFt$1,215,000Active726/720 N PENNSYLVANIA AVE, Winter Park, FL 32789
Listed by Dominick Florio RE/MAX TOWN & COUNTRY REALTY
Single Family Home
- 1/42 42
3 Beds 2 Baths 1,827 SqFt$765,000Active625 BRECHIN DR, Winter Park, FL 32792
Listed by Kelly Price KELLY PRICE & COMPANY LLC
Single Family Home
- 1/39 39
2 Beds 2 Baths 956 SqFt$239,990Active - 1/34 34
3 Beds 3 Baths 1,907 SqFt$432,000Active - 1/50 50
4 Beds 3 Baths 2,310 SqFt$1,250,000Active1400 S PENNSYLVANIA AVE, Winter Park, FL 32789
Listed by John Keller JACK KELLER INC
Single Family Home
- 1/11 11
3 Beds 2 Baths 1,250 SqFt$130,000Active334 SCOTTSDALE SQ #334, Winter Park, FL 32792
Listed by John Sheynkman CHARLES RUTENBERG REALTY ORLANDO
Condo
- 1/38 38
3 Beds 2 Baths 1,807 SqFt$475,000Open Sat 1PM-3PM1608 BOMI CIR, Winter Park, FL 32792
Listed by Suzette Berkhalter KELLER WILLIAMS ADVANTAGE III REALTY
Single Family Home
- 1/26 26
3 Beds 3 Baths 1,907 SqFt$465,000Active2774 BRIGHT BIRD LN, Winter Park, FL 32792
Listed by Priscila Triska FLORIDA CONNEXION PROPERTIES
Townhouse
- 1/7 7
2 Beds 2 Baths 1,105 SqFt$196,400Active - 1/15 15
3 Beds 2 Baths 1,149 SqFt$139,900Active - 1/100 100
4 Beds 5 Baths 4,636 SqFt$6,600,000Active2661 VIA TUSCANY, Winter Park, FL 32789
Listed by Prescilla Vazquez Cosme PV LUXURY GROUP PA
Single Family Home
- 1/34 34
4 Beds 5 Baths 4,875 SqFt$2,499,000Active2550 VENETIAN WAY, Winter Park, FL 32789
Listed by Brian Rotenberger COMPASS FLORIDA LLC
Single Family Home
- 1/36 36
4 Beds 4 Baths 3,116 SqFt$1,349,950Active1429 CHAPMAN CIR, Winter Park, FL 32789
Listed by Greg Martinez CORCORAN PREMIER REALTY
Single Family Home
- 1/21 21
2 Beds 2 Baths 1,030 SqFt$139,900Active - 1/89 89
6 Beds 4 Baths 3,853 SqFt$1,999,993Active1451 LYNDALE BLVD, Winter Park, FL 32789
Listed by Chris Soucy REALTY ONE GROUP MVP
Single Family Home
- 1/35 35
3 Beds 2 Baths 1,311 SqFt$297,500Active2384 SUN VALLEY CIR, Winter Park, FL 32792
Listed by Yvette Hernandez THE REALTY EXPERIENCE POWERED BY LRR
Condo
- 1/45 45
1 Bed 1 Bath 900 SqFt$399,000Active311 E MORSE BLVD #7-2, Winter Park, FL 32789
Listed by Padgett McCormick KELLY PRICE & COMPANY LLC
Condo
- 1/15 15
4,104 SqFt$725,000Active - 1/15 15
0.11 Acres$425,000Active786 W CANTON AVE, Winter Park, FL 32789
Listed by Laurie Cain CHARLES RUTENBERG REALTY ORLANDO
Vacant Land
- 1/20 20
2 Beds 2 Baths 1,018 SqFt$220,000Active
GET MORE INFORMATION

Real Estate News

Want Top Dollar for Your House? Now’s the Time To List It.
When you’re selling any item, you usually want to sell it for the greatest profit possible. That happens when there’s a strong demand and a limited supply for that item. In the real estate market, that time is right now. If you’re thinking of selling your house this year, here are two reasons why no
Read More
Millions of Americans Have Discovered the Benefits of Multigenerational Households
If your needs are changing, you may be thinking about sharing a home with additional loved ones, such as grandparents, adult children, or other extended family members. Whether it’s for financial or health-related circumstances, or simply because you’ve reached a new phase of life, you might be wond
Read More
The Top Indicator if You Want To Know Where Mortgage Rates Are Heading
Mortgage rates have increased significantly since the beginning of the year. Each Thursday, Freddie Mac releases its Primary Mortgage Market Survey. According to the latest survey, the average 30-year fixed-rate mortgage has risen from 3.22% at the start of the year to 3.55% as of last week. This is
Read More

