Karolina on Killarney Pool Homes for Sale
Every pool home currently for sale in Karolina on Killarney — pulled live from the Stellar MLS and updated continuously. Pair this with the free Karolina on Killarney market report to see what's actually selling, days on market, and sold-to-list ratios before you make an offer.
24+ Pool Homes in Karolina on Killarney
$2,995,000
1836 Whitehall Dr
Winter Park, FL 32789
5 bd · 7 ba · 4,168 sqft
Kenilworth Shores Sec 06
MLS ID #O6416158, PREMIER SOTHEBY'S INTL. REALTY.
Listing provided by Stellar MLS
$1,598,000
2430 Chantilly Ave
Winter Park, FL 32789
4 bd · 4 ba · 2,916 sqft
Winter Park Village
MLS ID #O6436367, KELLY PRICE & COMPANY LLC.
Listing provided by Stellar MLS
$285,000
283 Sandlewood Trl #3
Winter Park, FL 32789
2 bd · 3 ba · 960 sqft
Sandlewood Creek Phase 2
MLS ID #O6431475, RE/MAX INNOVATION.
Listing provided by Stellar MLS
$1,525,000
341 E Reading Way
Winter Park, FL 32789
4 bd · 4 ba · 3,723 sqft
Charmont
MLS ID #O6420387, FANNIE HILLMAN & ASSOCIATES.
Listing provided by Stellar MLS
$4,350,000
857 Brock St
Winter Park, FL 32789
5 bd · 6 ba · 4,827 sqft
Park Grove
MLS ID #O6432219, ONE LUXURY INTERNATIONAL LLC.
Listing provided by Stellar MLS
$1,829,000
1550 Palm Ave
Winter Park, FL 32789
4 bd · 4 ba · 2,706 sqft
Lake Knowles Terrace 2nd Add
MLS ID #O6436458, RE/MAX 200 REALTY.
Listing provided by Stellar MLS
$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
$169,900
2500 Lee Rd #123
Winter Park, FL 32789
1 bd · 1 ba · 645 sqft
Lakeside Manor Apts Condo
MLS ID #O6445068, HOME WISE REALTY GROUP, INC..
Listing provided by Stellar MLS
$660,000
1016 Aragon Ave
Winter Park, FL 32789
4 bd · 4 ba · 1,840 sqft
Seville Park
MLS ID #O6433576, PALMANO GROUP RE BROKERAGE LLC.
Listing provided by Stellar MLS
$660,000
1016 Aragon Ave
Winter Park, FL 32789
4 bd · 4 ba · 1,840 sqft
Seville Park
MLS ID #O6435228, PALMANO GROUP RE BROKERAGE 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
$925,000
311 E Morse Blvd #4-5
Winter Park, FL 32789
2 bd · 2 ba · 1,763 sqft
Phillips Circle Rep
MLS ID #O6432808, KELLER WILLIAMS ADVANTAGE REALTY.
Listing provided by Stellar MLS
$1,499,000
641 Northwood Circle
Winter Park, FL 32789
3 bd · 5 ba · 2,756 sqft
Winter Park Oasis
MLS ID #O6412554, PREMIER SOTHEBY'S INTL. REALTY.
Listing provided by Stellar MLS
$1,425,000
1581 Magnolia Ave
Winter Park, FL 32789
4 bd · 4 ba · 2,642 sqft
Lake Knowles Terrace Add 02
MLS ID #O6396118, PREMIER SOTHEBY'S INTL. REALTY.
Listing provided by Stellar MLS
$1,599,000
533 Country Club Dr
Winter Park, FL 32789
4 bd · 4 ba · 2,942 sqft
Lake Killarney Shores
MLS ID #O6440841, KELLER WILLIAMS WINTER PARK.
Listing provided by Stellar MLS
$2,549,000
1823 Sunset Dr
Winter Park, FL 32789
5 bd · 5 ba · 3,479 sqft
Lake Knowles Terrace Add 02
MLS ID #O6421690, ONE LUXURY INTERNATIONAL LLC.
Listing provided by Stellar MLS
$620,000
1416 Border Dr
Winter Park, FL 32789
0.16 acres
Winter Park Village
MLS ID #O6434973, PREMIER SOTHEBY'S INTL. REALTY.
Listing provided by Stellar MLS
$620,000
1416 Border Dr
Winter Park, FL 32789
3 bd · 1 ba · 1,243 sqft
Winter Park Village
MLS ID #O6434966, PREMIER SOTHEBY'S INTL. REALTY.
Listing provided by Stellar MLS
$290,000
188 Sandlewood #1
Winter Park, FL 32789
2 bd · 3 ba · 1,133 sqft
Sandlewood Creek Condo
MLS ID #O6445407, NOELKE REALTY.
Listing provided by Stellar MLS
$3,195,000
2119 Howard Dr
Winter Park, FL 32789
5 bd · 6 ba · 4,139 sqft
Timberlane
MLS ID #O6442111, CORCORAN PREMIER REALTY.
Listing provided by Stellar MLS
$279,000
311 E Morse Blvd #7-11
Winter Park, FL 32789
1 bd · 1 ba · 570 sqft
Phillips Circle Rep
MLS ID #O6337061, FANNIE HILLMAN & ASSOCIATES.
Listing provided by Stellar MLS
$5,500,000
1166 Palmer Ave
Winter Park, FL 32789
5 bd · 7 ba · 5,181 sqft
Palmer Ave Lakeside Prop
MLS ID #O6442798, KELLER WILLIAMS ADVANTAGE REALTY.
Listing provided by Stellar MLS
$850,000
870 N Phelps Ave
Winter Park, FL 32789
4 bd · 3 ba · 2,301 sqft
Osceola Or Lakeview Deed
MLS ID #O6445731, RE/MAX TOWN & COUNTRY REALTY.
Listing provided by Stellar MLS
$2,089,000
1951 Winter Park Rd
Winter Park, FL 32789
4 bd · 4 ba · 3,479 sqft
Charmont
MLS ID #O6441816, KELLER WILLIAMS WINTER PARK.
Listing provided by Stellar MLS
More Karolina on Killarney Homes for Sale
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 11:52 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