Homes for sale in Winter Park
Top Climate Risks
Affordability Trends
Insurance
avg. annual premium$4,039(+14.0%)
Electricity
avg. monthly bill$156(+2.6%)
Property Taxes
avg. annual cost$2,967
91 homes
Est. $1,168 /mo

$155,000
1 bd
1 ba
678 sqft
189 Lewfield Cir #189, Winter Park, FL 32792
Re/Max 200 Realty
Est. $1,023 /mo

$129,900
2 bd
2 ba
1,030 sqft
3053 George Mason Ave #8, Winter Park, FL 32792
Graves Realty
Est. $1,575 /mo

$219,900
3 bd
2 ba
1,230 sqft
7771 Country Pl #7, Winter Park, FL 32792
Outlet Realty
Est. $3,375 /mo

$495,000
2 bd
3 ba
1,428 sqft
630 Killarney Bay Ct #3, Winter Park, FL 32789
Florida One Real Estate Llc
Est. $1,192 /mo

$159,000
1 bd
1 ba
678 sqft
262 Lewfield Cir #262, Winter Park, FL 32792
Keller Williams Realty Ft Myer
Est. $1,106 /mo

$145,000
1 bd
1 ba
678 sqft
302 Lewfield Cir #302, Winter Park, FL 32792
Regency Real Estate Llc
Est. $1,043 /mo

$133,000
2 bd
2 ba
1,036 sqft
7429 Daniel Webster Dr #14-C, Winter Park, FL 32792
Keller Williams Realty At The Parks
Est. $1,469 /mo

$199,900
2 bd
2 ba
1,120 sqft
639 Saint Johns Ct #639, Winter Park, FL 32792
Platinum Realty Group Florida Inc
Est. $1,701 /mo

$239,900
2 bd
2 ba
1,068 sqft
7794 Country Pl #2, Winter Park, FL 32792
Charles Rutenberg Realty Orlando
Est. $12,633 /mo

$1,925,000
5 bd
5 ba
3,618 sqft
906 Enclave Pl, Winter Park, FL 32792
Corcoran Premier Realty
Est. $769 /mo

$89,900
0 bd
1 ba
549 sqft
3071 George Mason Ave #5, Winter Park, FL 32792
Castle & Cottage Realty Llc
Est. $1,607 /mo

$225,000
3 bd
2 ba
1,230 sqft
7706 Country Pl #7706, Winter Park, FL 32792
Realty Tech Inc
Est. $7,846 /mo

$1,185,999
6 bd
4 ba
2,282 sqft
726/720 N Pennsylvania Ave, Winter Park, FL 32789
Compass Florida Llc
Est. $3,425 /mo

$444,900
3 bd
3 ba
1,782 sqft
1951 Canny Cv, Winter Park, FL 32792
Lpt Realty, Llc
Est. $5,851 /mo

$825,000
4 bd
4 ba
2,589 sqft
1369 Blue Stem Ln, Winter Park, FL 32792
U S Glory Realty
Est. $3,083 /mo

$425,000
4 bd
2 ba
1,827 sqft
1354 Tierra Cir, Winter Park, FL 32792
Real Estate Firm Of Orlando
Est. $2,155 /mo

$280,000
3 bd
2 ba
1,050 sqft
5450 Peaco Pl, Winter Park, FL 32792
Keller Williams Advantage 2 Realty
Est. $6,697 /mo

$925,000
4 bd
2 ba
3,950 sqft
1521 Heron Wood Pl, Winter Park, FL 32792
Re/Max Innovation
Est. $64,009 /mo

$8,950,000
7 bd
11 ba
11,255 sqft
1120 Preserve Point Dr, Winter Park, FL 32789
Premier Sotheby'S Intl. Realty
Est. $14,398 /mo

$1,995,000
4 bd
4 ba
3,551 sqft
1813 Harland Park Dr, Winter Park, FL 32789
Fannie Hillman & Associates
Est. $11,441 /mo

$1,599,000
5 bd
4 ba
3,028 sqft
1864 Grinnell Ter, Winter Park, FL 32789
Coldwell Banker Realty
Est. $4,101 /mo

$550,000
3 bd
3 ba
1,818 sqft
1807 Hammerlin Ave #G, Winter Park, FL 32789
All Real Estate & Investments
Est. $1,241 /mo

$149,000
1 bd
1 ba
749 sqft
3019 Antique Oaks Cir APT 124, Winter Park, FL 32792
Coldwell Banker Realty
Est. $1,545 /mo

$189,000
2 bd
2 ba
1,018 sqft
2918 Antique Oaks Cir APT 25, Winter Park, FL 32792
Premier Management Group Inc
Est. $1,413 /mo

$185,000
1 bd
1 ba
753 sqft
4768 Tangerine Ave #4768, Winter Park, FL 32792
Property Outlet International
Est. $20,022 /mo

$2,795,000
4 bd
6 ba
4,356 sqft
1529 Holts Grove Cir, Winter Park, FL 32789
Kgv Realty Group
Est. $1,344 /mo

$159,000
1 bd
1 ba
678 sqft
262 Lewfield Cir, Winter Park, FL 32792
Keller Williams Realty Fort Myers and the Islands
Est. $2,758 /mo

$355,000
2 bd
3 ba
1,550 sqft
2648 Galliano Cir, Winter Park, FL 32792
Allegiant Management Group Inc
Est. $13,068 /mo

$1,850,000
5 bd
5 ba
4,288 sqft
4469 Old Bear Run, Winter Park, FL 32792
Lpt Realty, Llc
Est. $2,867 /mo

$370,000
3 bd
3 ba
1,397 sqft
3374 Hamlet Loop, Winter Park, FL 32792
Keller Williams Advantage Realty
Est. $2,630 /mo

$379,900
3 bd
2 ba
1,529 sqft
3245 Coleus Ct, Winter Park, FL 32792
Re/Max 200 Realty
Est. $3,171 /mo

$429,000
4 bd
2 ba
- sqft
1842 Puritan Ave, Winter Park, FL 32792
Mobed Realty, P.A
Est. $2,398 /mo

$317,500
3 bd
2 ba
1,392 sqft
121 Stefanik Rd, Winter Park, FL 32792
Savvy Avenue, Llc
Est. $2,074 /mo

$269,900
3 bd
2 ba
1,311 sqft
2384 Sun Valley Cir, Winter Park, FL 32792
Urbanista Brokers
Est. $3,483 /mo

$475,000
3 bd
2 ba
1,676 sqft
1468 Auburn Green Loop, Winter Park, FL 32792
Coldwell Banker Vanguard Edge
Est. $14,080 /mo

$1,949,999
4 bd
4 ba
2,810 sqft
2501 Lafayette Ave, Winter Park, FL 32789
Real Broker, Llc
Est. $17,440 /mo

$2,394,500
5 bd
7 ba
4,506 sqft
2412 Chantilly Ave, Winter Park, FL 32789
Real Broker, Llc
Est. $16,138 /mo

$2,265,000
5 bd
4 ba
3,691 sqft
1885 Temple Dr, Winter Park, FL 32789
Compass Florida Llc
Est. $30,122 /mo

$4,197,000
5 bd
7 ba
4,782 sqft
1782 Pine Ave, Winter Park, FL 32789
Keller Williams Advantage Realty
Est. $8,122 /mo

$1,125,000
3 bd
3 ba
2,608 sqft
1723 Chestnut Ave, Winter Park, FL 32789
Anne Rogers Realty Group Inc
Est. $42,707 /mo

$5,995,000
5 bd
6 ba
5,476 sqft
1200 Via Salerno, Winter Park, FL 32789
Premier Sotheby'S Intl. Realty
Est. $20,685 /mo

$2,895,000
5 bd
5 ba
4,091 sqft
670 Williams Dr, Winter Park, FL 32789
Fannie Hillman & Associates
Est. $23,461 /mo

$3,270,000
5 bd
6 ba
4,955 sqft
1761 Legion Dr, Winter Park, FL 32789
Scanlon Realty Group Llc
Est. $14,057 /mo

$1,949,500
4 bd
4 ba
3,307 sqft
2614 Parkland Dr, Winter Park, FL 32789
Jw Gaston Llc
Est. $22,560 /mo

$3,135,000
5 bd
6 ba
3,863 sqft
1821 Englewood Rd, Winter Park, FL 32789
Premier Sotheby'S Intl. Realty
Est. $16,955 /mo

$2,325,000
4 bd
4 ba
3,111 sqft
2361 Mulbry Dr, Winter Park, FL 32789
Compass Florida Llc
Est. $1,084 /mo

$122,990
1 bd
1 ba
735 sqft
1000 S Semoran Blvd APT 715, Winter Park, FL 32792
Lpt Realty, Llc
Est. $3,719 /mo

$510,000
2 bd
1 ba
1,073 sqft
1036 Aragon Ave, Winter Park, FL 32789
Watson Realty Corp
Est. $11,044 /mo

$1,499,000
5 bd
4 ba
2,895 sqft
1473 Berkshire Ave, Winter Park, FL 32789
Golden Group Realty LLC
Est. $5,318 /mo

$675,000
4 bd
2 ba
1,604 sqft
1618 Indiana Ave, Winter Park, FL 32789
National Real Estate
Est. $12,003 /mo

$1,599,900
5 bd
5 ba
3,252 sqft
1510 Miller Ave, Winter Park, FL 32789
Re/Max Exclusive Collection
Est. $11,946 /mo

$1,550,000
5 bd
4 ba
3,164 sqft
1523 Miller Ave, Winter Park, FL 32789
Charles Rutenberg Realty Orlando
Est. $1,494 /mo

$179,000
3 bd
2 ba
1,117 sqft
3217 Oak Lawn Pl #211, Winter Park, FL 32792
Shores Real Estate
Est. $1,521 /mo

$185,000
2 bd
3 ba
1,031 sqft
3370 Cedar Springs Pl #156, Winter Park, FL 32792
Springhill Properties Llc
Est. $1,685 /mo

$205,000
3 bd
3 ba
1,151 sqft
3371 River View Way #46, Winter Park, FL 32792
Realty One Group Evolve
Est. $2,957 /mo

$375,000
2 bd
1 ba
1,150 sqft
1307 Formosa Ave, Winter Park, FL 32789
Lpt Realty, Llc
Est. $2,707 /mo

$349,000
2 bd
1 ba
749 sqft
811 Overspin Dr, Winter Park, FL 32789
Rick Singh Real Estate
Est. $2,010 /mo

$269,000
2 bd
2 ba
1,036 sqft
3220 Netherwood Dr, Winter Park, FL 32792
The Firm Re
Est. $5,294 /mo

$729,000
3 bd
3 ba
1,680 sqft
418 Gilbert Rd, Winter Park, FL 32792
Sotera Living
Est. $5,802 /mo

$800,000
5 bd
3 ba
2,194 sqft
739 Roughbeard Rd, Winter Park, FL 32792
Serhant
