Winter Park Waterfront Homes for Sale
Homes the listing agent marked as waterfront in the MLS: lake, pond, river, canal or ocean frontage.
- For sale now
- 27
- Median list price
- $968K
- Median $ / sq ft
- $632
- Median days listed
- 119
Newest 24 of 27 waterfront homes in Winter Park
$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
$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
$3,400,000
2622 Lake Howell Ln
Winter Park, FL 32792
4 bd · 3 ba · 3,377 sqft
Acreage & Unrec
MLS ID #O6433534, THE AGENCY FL.
Listing provided by Stellar MLS
$915,000
1927 S Lakemont Ave
Winter Park, FL 32792
3 bd · 4 ba · 2,093 sqft
Lake Spier Xing
MLS ID #O6426102, IAD REAL ESTATE.
Listing provided by Stellar MLS
$968,000
1400 Pelican Bay Trl
Winter Park, FL 32792
5 bd · 4 ba · 3,600 sqft
Pelican Bay
MLS ID #O6456240, ABSOLUTE REALTY GROUP, LLC.
Listing provided by Stellar MLS
$299,000
311 E Morse Blvd #7-5
Winter Park, FL 32789
1 bd · 1 ba · 482 sqft
Phillips Circle Rep
MLS ID #O6308664, CHARLES RUTENBERG REALTY ORLANDO.
Listing provided by Stellar MLS
$5,950,000
1441 Grove Ter
Winter Park, FL 32789
5 bd · 6 ba · 5,796 sqft
Sylvan Lake Shores
MLS ID #O6450422, ONE LUXURY INTERNATIONAL LLC.
Listing provided by Stellar MLS
$335,000
220 Killarney Bay Ct #6-2
Winter Park, FL 32789
2 bd · 2 ba · 1,140 sqft
Killarney Bay Condo
MLS ID #O6450663, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$1,175,000
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
$1,150,000
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
$825,000
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
$849,000
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
$1,150,000
1602 Alabama Dr #107
Winter Park, FL 32789
2 bd · 2 ba · 993 sqft
Alabama Condo
MLS ID #O6442900, CORCORAN PREMIER REALTY.
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
$1,250,000
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
$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
$1,999,900
1133 Bella Lago Cv
Winter Park, FL 32792
3 bd · 2 ba · 1,765 sqft
MLS ID #O6425181, LPT REALTY, 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
4 bd · 3 ba · 3,463 sqft
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
$825,000
1131 Wildmeadow Run
Winter Park, FL 32792
4 bd · 4 ba · 2,589 sqft
Meadows At Hawks Crest
MLS ID #O6392218, BECK REALTY LLC.
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
Search all Winter Park listings on the map →
Winter Park waterfront homes by price
- Under $300K5
- $300K–$500K2
- $500K–$750K2
- $750K–$1M5
- $1M+13
Neighborhoods with the most waterfront homes for sale
- Killarney Estates3 listed
- Lake Killarney Condo3 listed
- Phillips Circle Rep2 listed
Winter Park waterfront homes: quick answers
How many waterfront homes are for sale in Winter Park?+
27 waterfront homes are listed for sale in Winter Park, FL right now, 2 of them new in the last 7 days. Homes the listing agent marked as waterfront in the MLS: lake, pond, river, canal or ocean frontage.
What do waterfront homes cost in Winter Park?+
The median list price is $968K (about $632 per square foot), with listings from $184K to $6.9M.
How long do waterfront homes in Winter Park stay on the market?+
The listings for sale now have been on the market a median of 119 days.
Which Winter Park neighborhoods have the most waterfront homes for sale?+
Killarney Estates (3), Lake Killarney Condo (3), Phillips Circle Rep (2).
More Winter Park homes for sale
Waterfront 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 12:15 PM 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.
© 2026 Space 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