Winter Park Lakefront Homes for Sale
Every lakefront home currently for sale in Winter Park — pulled live from the Stellar MLS and updated continuously. Pair this with the free Winter Park market report to see what's actually selling, days on market, and sold-to-list ratios before you make an offer.
24+ Lakefront Homes in Winter Park
$850,000
100 S Interlachen Ave #401
Winter Park, FL 32789
3 bd · 2 ba · 1,639 sqft
Cloisters Condo
MLS ID #O6443942, FANNIE HILLMAN & ASSOCIATES.
Listing provided by Stellar MLS
$699,000
2139 Blossom Ln
Winter Park, FL 32789
0.46 acres
MLS ID #O6446509, ORLANDO BROTHERS REAL ESTATE LLC.
Listing provided by Stellar MLS
$130,000
2500 Lee Rd #143
Winter Park, FL 32789
1 bd · 1 ba · 645 sqft
Lakeside Manor Apts Condo
MLS ID #O6438724, PALMANO GROUP RE BROKERAGE LLC.
Listing provided by Stellar MLS
$1,498,000
1841 Lake Spier Drive
Winter Park, FL 32789
3 bd · 4 ba · 2,467 sqft
South Lakemont Shores
MLS ID #O6407841, FANNIE HILLMAN & ASSOCIATES.
Listing provided by Stellar MLS
$1,250,000
120 Broadview Ave
Winter Park, FL 32789
3 bd · 2 ba · 1,747 sqft
Killarney Estates
MLS ID #O6440960, FANNIE HILLMAN & ASSOCIATES.
Listing provided by Stellar MLS
$1,450,000
120 Broadview Ave
Winter Park, FL 32789
0.23 acres
Killarney Estates
MLS ID #O6440974, FANNIE HILLMAN & ASSOCIATES.
Listing provided by Stellar MLS
$1,949,500
1420 Aloma Ave
Winter Park, FL 32789
3 bd · 4 ba · 2,422 sqft
Sylvan Lake Shores
MLS ID #O6430343, METROPOLITAN R.E SOLUTIONS INC.
Listing provided by Stellar MLS
$269,000
151 N Orlando Ave #242
Winter Park, FL 32789
2 bd · 1 ba · 710 sqft
Lake Killarney Condo
MLS ID #O6437574, COLONIALTOWN REALTY.
Listing provided by Stellar MLS
$2,475,000
311 E Morse Blvd #1-5
Winter Park, FL 32789
3 bd · 3 ba · 2,316 sqft
Phillips Circle Rep
MLS ID #O6441437, COLLADO REAL ESTATE.
Listing provided by Stellar MLS
$6,900,000
1260 Alabama Dr
Winter Park, FL 32789
6 bd · 7 ba · 6,396 sqft
J Kronenberger Sub
MLS ID #O6387200, KELLY PRICE & COMPANY LLC.
Listing provided by Stellar MLS
$2,190,000
1803 Barker Dr
Winter Park, FL 32789
4 bd · 3 ba · 3,463 sqft
South Lakemont Shores
MLS ID #O6442064, DENOVO REALTY.
Listing provided by Stellar MLS
$2,190,000
1803 Barker Drive, Winter Park, Fl 32789
Winter Park, FL 32789
4 bd · 3 ba · 3,463 sqft
None
MLS ID #1087618, Denovo Realty.
Listing provided by Space Coast MLS (Space Coast Association of REALTORS®)
$285,000
151 N Orlando Ave ##115
Winter Park, FL 32789
2 bd · 1 ba · 710 sqft
Lake Killarney Condo
MLS ID #O6362403, CREEGAN GROUP.
Listing provided by Stellar MLS
$184,400
2500 Lee Rd. #222
Winter Park, FL 32789
1 bd · 1 ba · 645 sqft
Lakeside Manor Apts Condo
MLS ID #O6368580, HOMESMART.
Listing provided by Stellar MLS
$899,000
560 Ololu Dr
Winter Park, FL 32789
2 bd · 2 ba · 1,086 sqft
Killarney Circle
MLS ID #O6344540, COMPASS FLORIDA LLC.
Listing provided by Stellar MLS
$549,900
1003 Lake Bell Dr
Winter Park, FL 32789
3 bd · 2 ba · 1,837 sqft
Albert Lee Ridge Add 02
MLS ID #O6418278, KELLER WILLIAMS REALTY AT THE PARKS.
Listing provided by Stellar MLS
$1,350,000
1881 Lake Spier Dr
Winter Park, FL 32789
1.07 acres
South Lakemont Shores
MLS ID #O6396791, NOVA REAL ESTATE SERVICES INC.
Listing provided by Stellar MLS
$1,350,000
1881 Lake Spier Dr
Winter Park, FL 32789
3 bd · 2 ba · 1,750 sqft
South Lakemont Shores
MLS ID #O6396357, NOVA REAL ESTATE SERVICES INC.
Listing provided by Stellar MLS
$299,999
151 N Orlando Ave #118
Winter Park, FL 32789
2 bd · 1 ba · 710 sqft
Lake Killarney Condo
MLS ID #O6311340, FLORIDA DREAMS REALTY GRP INC.
Listing provided by Stellar MLS
$1,595,000
1113 Via Del Mar
Winter Park, FL 32789
0.41 acres
Tuscany Terrace
MLS ID #O6416144, BAY HILL REALTY LLC.
Listing provided by Stellar MLS
$1,595,000
1113 Via Del Mar
Winter Park, FL 32789
3 bd · 2 ba · 2,012 sqft
Tuscany Terrace
MLS ID #O6379697, BAY HILL REALTY LLC.
Listing provided by Stellar MLS
$1,275,000
240 Killarney Dr
Winter Park, FL 32789
3 bd · 3 ba · 1,329 sqft
Killarney Estates
MLS ID #O6415977, PREMIER SOTHEBYS INT'L REALTY.
Listing provided by Stellar MLS
$1,250,000
230 Killarney Dr
Winter Park, FL 32789
4 bd · 1 ba · 1,260 sqft
Killarney Estates
MLS ID #O6415950, PREMIER SOTHEBYS INT'L REALTY.
Listing provided by Stellar MLS
$3,500,000
2240 Venetian Way
Winter Park, FL 32789
4 bd · 4 ba · 4,036 sqft
Maitland Shores 1st Add
MLS ID #O6413398, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
More Winter Park Homes for Sale
All Winter Park homes $500K and up, with the live market brief →
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 October 2, 2026 at 6:49 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.
Brevard County listings courtesy of the Space Coast Association of REALTORS® (Space Coast MLS)
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. Data is deemed reliable but is not guaranteed accurate by the MLS.
© 2026Space Coast Association of REALTORS®. All information should be independently reviewed and verified for accuracy.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA