Winter Park Single-Story Homes for Sale
Homes listed with one level, so no stairs inside. Condos are included when the unit itself is one level.
- For sale now
- 170
- Median list price
- $430K
- Median $ / sq ft
- $293
- Median days listed
- 76
Newest 24 of 170 single-story homes in Winter Park
$299,900
2821 Riddle Dr
Winter Park, FL 32789
4 bd · 4 ba · 2,445 sqft
Fairbanks Shores First Add
MLS ID #O6457113, ORLANDO REGIONAL REALTY.
Listing provided by Stellar MLS
$799,000
1621 Chestnut Ave
Winter Park, FL 32789
3 bd · 3 ba · 2,022 sqft
Lake Knowles Terrace
MLS ID #O6435086, KELLY PRICE & COMPANY LLC.
Listing provided by Stellar MLS
$385,000
7361 Grand Ave
Winter Park, FL 32792
3 bd · 2 ba · 1,305 sqft
Oakcrest-516
MLS ID #O6453291, COMPASS FLORIDA LLC.
Listing provided by Stellar MLS
$395,000
5409 Albert Dr
Winter Park, FL 32792
3 bd · 2 ba · 1,483 sqft
Howell Branch Woods
MLS ID #C7528794, SOVEREIGN REAL ESTATE GROUP.
Listing provided by Stellar MLS
$769,000
2410 Sherbrooke Rd
Winter Park, FL 32792
4 bd · 3 ba · 2,141 sqft
Sherbrooke
MLS ID #O6439553, AMERICA REAL ESTATE COMPANY LL.
Listing provided by Stellar MLS
$369,900
1840 Aster Dr
Winter Park, FL 32792
3 bd · 2 ba · 1,666 sqft
Garden Lake Estates Unit 1
MLS ID #O6412364, KONA REALTY SERVICES LLC.
Listing provided by Stellar MLS
$375,000
1830 Gladiolas Dr
Winter Park, FL 32792
3 bd · 2 ba · 1,674 sqft
Garden Lake Estates Unit 1
MLS ID #O6452778, REAL PROPERTY MANAGEMENT AND REALTY.
Listing provided by Stellar MLS
$394,900
1955 Eland Ave
Winter Park, FL 32789
3 bd · 2 ba · 1,494 sqft
Lake Bell Terrace
MLS ID #O6433345, REAL PROPERTY MANAGEMENT AND REALTY.
Listing provided by Stellar MLS
$415,000
2821 Chantilly Ave
Winter Park, FL 32789
3 bd · 2 ba · 1,440 sqft
Winter Park Manor
MLS ID #V4952171, RISE REALTY OF FLORIDA LLC.
Listing provided by Stellar MLS
$310,000
700 Melrose Ave #A22
Winter Park, FL 32789
2 bd · 2 ba · 1,074 sqft
Winter Park Gardens Condo
MLS ID #S5160491, CENTURY 21 CARIOTI.
Listing provided by Stellar MLS
$795,000
2345 Brookshire Ave
Winter Park, FL 32792
3 bd · 3 ba · 2,488 sqft
Brookshire Heights
MLS ID #O6439369, KELLER WILLIAMS WINTER PARK.
Listing provided by Stellar MLS
$1,625,000
345 Beloit Ave
Winter Park, FL 32789
3 bd · 3 ba · 2,884 sqft
Morseland Sub
MLS ID #O6448919, KELLER WILLIAMS ADVANTAGE III.
Listing provided by Stellar MLS
$480,000
1735 Meadowgold Ln
Winter Park, FL 32792
3 bd · 2 ba · 1,768 sqft
Autumn Glen Ph 1
MLS ID #O6454832, RE/MAX TOWN & COUNTRY REALTY.
Listing provided by Stellar MLS
$599,000
4026 Tenita Dr
Winter Park, FL 32792
3 bd · 2 ba · 2,031 sqft
Lake Waunatta Wods
MLS ID #O6430278, RUBY DAVIS, BROKER.
Listing provided by Stellar MLS
$875,000
618 Blairshire Cir
Winter Park, FL 32792
4 bd · 3 ba · 1,876 sqft
Brookshire Heights 4th Add
MLS ID #O6439298, REAL BROKER, LLC.
Listing provided by Stellar MLS
$629,500
640 N Park Ave #26
Winter Park, FL 32790
2 bd · 2 ba · 858 sqft
Park Aire Condo
MLS ID #O6456509, MICHAEL O'SHAUGHNESSY, INC..
Listing provided by Stellar MLS
$449,000
3148 Nicholson Dr
Winter Park, FL 32792
3 bd · 2 ba · 1,577 sqft
Wrenwood Unit 3 4th Add
MLS ID #O6456425, HOMEVEST REALTY.
Listing provided by Stellar MLS
$450,000
2885 Roxbury Rd
Winter Park, FL 32789
3 bd · 2 ba · 1,511 sqft
Fairbanks Shores 2nd Add
MLS ID #O6456440, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$849,000
1507 Golfside Dr
Winter Park, FL 32792
3 bd · 2 ba · 2,003 sqft
Greenview At Winter Pines
MLS ID #S5160711, LPT REALTY, LLC.
Listing provided by Stellar MLS
$417,000
1386 Clematis Ln
Winter Park, FL 32792
4 bd · 3 ba · 1,714 sqft
Eastbrook Sub Unit 06
MLS ID #S5160217, EMPIRE REALTY & MANAGEMENT SERVICES.
Listing provided by Stellar MLS
$485,000
535 N Interlachen Ave #302
Winter Park, FL 32789
2 bd · 2 ba · 970 sqft
Andalucia Apts
MLS ID #O6452921, FANNIE HILLMAN & ASSOCIATES.
Listing provided by Stellar MLS
$699,900
1884 Jessica Ct
Winter Park, FL 32789
3 bd · 2 ba · 1,666 sqft
Waterbridge
MLS ID #O6450978, RE/MAX 200 REALTY.
Listing provided by Stellar MLS
$647,900
250 Carolina Ave #202
Winter Park, FL 32789
3 bd · 2 ba · 1,450 sqft
Park West Condo
MLS ID #O6442686, FANNIE HILLMAN & ASSOCIATES.
Listing provided by Stellar MLS
$925,000
471 Holt Ave
Winter Park, FL 32789
4 bd · 3 ba · 2,528 sqft
Winter Park
MLS ID #O6437590, FLORIDA HOME TEAM REALTY LLC.
Listing provided by Stellar MLS
Search all Winter Park listings on the map →
Winter Park single-story homes by price
- Under $300K53
- $300K–$500K54
- $500K–$750K28
- $750K–$1M17
- $1M+18
Neighborhoods with the most single-story homes for sale
- Eastbrook Sub8 listed
- Cedarwood6 listed
- Garden Lake Estates5 listed
- Winter Park Estates5 listed
- Golfside Villas Condo5 listed
- Winter Park Pines4 listed
- Phillips Circle Rep4 listed
- Winter Park Gardens Condo3 listed
- Wrenwood3 listed
- Winter Park3 listed
Winter Park single-story homes: quick answers
How many single-story homes are for sale in Winter Park?+
170 single-story homes are listed for sale in Winter Park, FL right now, 9 of them new in the last 7 days. Homes listed with one level, so no stairs inside. Condos are included when the unit itself is one level.
What do single-story homes cost in Winter Park?+
The median list price is $430K (about $293 per square foot), with listings from $90K to $3.95M.
How long do single-story homes in Winter Park stay on the market?+
The listings for sale now have been on the market a median of 76 days.
Which Winter Park neighborhoods have the most single-story homes for sale?+
Eastbrook Sub (8), Cedarwood (6), Garden Lake Estates (5), Winter Park Estates (5), Golfside Villas Condo (5).
More Winter Park homes for sale
Single-Story Homes in other cities
Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of November 13, 2026 at 11:51 AM ET. 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.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA