Karolina on Killarney Homes Over $2M for Sale
Every home priced over $2M 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+ Homes Over $2M 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
$2,050,000
240 N Phelps Ave
Winter Park, FL 32789
5 bd · 5 ba · 2,889 sqft
Sylvan Heights
MLS ID #O6415360, KELLER WILLIAMS WINTER PARK.
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
$3,150,000
125 S Interlachen Ave #2
Winter Park, FL 32789
3 bd · 5 ba · 3,244 sqft
South Interlachen Place
MLS ID #O6411134, CHARLES RUTENBERG REALTY ORLANDO.
Listing provided by Stellar MLS
$2,695,000
660 W Morse Blvd
Winter Park, FL 32789
3 bd · 4 ba · 3,286 sqft
Morse & Pennsylvania Twnhms
MLS ID #O6419377, COMPASS FLORIDA LLC.
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
$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
$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
$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
$3,600,000
207 E Kings Way
Winter Park, FL 32789
5 bd · 5 ba · 3,719 sqft
Charmont
MLS ID #O6337304, ONE LUXURY INTERNATIONAL LLC.
Listing provided by Stellar MLS
$3,075,000
1821 Englewood Rd
Winter Park, FL 32789
5 bd · 6 ba · 3,863 sqft
Forest Hills
MLS ID #O6345085, PREMIER SOTHEBY'S INTL. REALTY.
Listing provided by Stellar MLS
$2,990,000
532 Langholm Dr
Winter Park, FL 32789
5 bd · 5 ba · 4,050 sqft
Kenilworth Shores Sec 01
MLS ID #O6442823, ONE LUXURY INTERNATIONAL LLC.
Listing provided by Stellar MLS
$2,195,000
1271 Palmer Ave
Winter Park, FL 32789
4 bd · 5 ba · 2,850 sqft
J Kronenberger Sub
MLS ID #O6441038, KELLY PRICE & COMPANY LLC.
Listing provided by Stellar MLS
$2,625,000
413 W Morse Blvd
Winter Park, FL 32789
3 bd · 4 ba · 3,048 sqft
Town Of Winter Park
MLS ID #O6412134, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$3,265,000
1761 Legion Dr
Winter Park, FL 32789
5 bd · 6 ba · 4,949 sqft
Green Oaks Rep 02
MLS ID #O6435967, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$6,195,000
698 N New York Ave
Winter Park, FL 32789
5 bd · 6 ba · 5,096 sqft
Greens/Pk
MLS ID #O6439388, PREMIER SOTHEBY'S INTL. REALTY.
Listing provided by Stellar MLS
$2,095,000
555 E Lake Sue Ave
Winter Park, FL 32789
4 bd · 4 ba · 3,776 sqft
Lake Virgina Shores
MLS ID #O6442775, KELLER WILLIAMS WINTER PARK.
Listing provided by Stellar MLS
$2,725,000
1773 Walnut Ave
Winter Park, FL 32789
5 bd · 5 ba · 3,784 sqft
Conwill Estates
MLS ID #O6437159, ONE LUXURY INTERNATIONAL LLC.
Listing provided by Stellar MLS
$4,700,000
231 Chelton Cir
Winter Park, FL 32789
4 bd · 7 ba · 5,550 sqft
Forest Hills
MLS ID #O6414890, BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY.
Listing provided by Stellar MLS
$5,600,000
2228 Azalea Pl
Winter Park, FL 32789
5 bd · 6 ba · 5,152 sqft
Maitland Shores First Add
MLS ID #O6416342, COMPASS FLORIDA LLC.
Listing provided by Stellar MLS
$3,300,000
1627 Mizell Ave
Winter Park, FL 32789
5 bd · 6 ba · 3,421 sqft
Sylvan Lake Shores
MLS ID #O6406300, PREMIER SOTHEBY'S INTL. REALTY.
Listing provided by Stellar MLS
$2,495,000
541 W Canton Ave
Winter Park, FL 32789
4 bd · 4 ba · 3,553 sqft
Winter Park
MLS ID #O6389829, PREMIER SOTHEBY'S INTL. 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
$3,895,000
125 S Interlachen Ave #1
Winter Park, FL 32789
3 bd · 5 ba · 3,878 sqft
South Interlachen Place
MLS ID #O6428952, COLLADO REAL ESTATE.
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