Active homes in Jonathan's five markets
Luxury homes for sale in the Orlando area
Search active listings in Orlando, Winter Park, Windermere, Dr. Phillips, and Lake Nona, then ask Jonathan for property-level context and a private showing.

Search with a point of view
Find the home and setting that fit the move.
Luxury homes for sale in the Orlando area can mean very different things: a private lakefront estate, a renovated home on an established street, a golf or gated-community property, a contemporary new build, a low-maintenance condo or townhome, or a second home that also needs careful investment analysis.
Use the live search to compare location, price, property type, bedrooms, and baths. Then go beyond the card. Jonathan can help verify condition, renovations, water or community access, association details, taxes, insurance questions, surrounding development, and other property-specific facts before you make a decision.
Homes to explore
- Luxury single-family and estate homes
- Waterfront and lake-access properties
- Golf and gated-community homes
- New construction and modern resales
- Condos, villas, and townhomes
- Second homes and investment properties
Start with the setting
Five focused Central Florida searches.
Each guide explains the lifestyle and property questions that can change a search. Availability, boundaries, rules, and address-level facts should always be verified.
Search current Central Florida listings
Find a place worth seeing in person.
Filter real active listings by location, price, home type, beds, and baths. Save the address you like, then ask Jonathan to help compare the home with current alternatives.
359 properties
For saleStellar MLS · MLS Grid
$675,000
2322 WOODCREST DR, WINTER PARK, FL
WINTER PARK, FL, 32792
For saleStellar MLS · MLS Grid
$2,095,000
555 E LAKE SUE AVE, WINTER PARK, FL
WINTER PARK, FL, 32789
For saleStellar MLS · MLS Grid
$2,089,000
1951 WINTER PARK RD, WINTER PARK, FL
WINTER PARK, FL, 32789
For saleStellar MLS · MLS Grid
$3,250,000
2823 PARKLAND CIRCLE, WINTER PARK, FL
WINTER PARK, FL, 32789
For saleStellar MLS · MLS Grid
$675,000
2260 COLDSTREAM DR, WINTER PARK, FL
WINTER PARK, FL, 32792
For saleStellar MLS · MLS Grid
$2,050,000
240 N PHELPS AVE, WINTER PARK, FL
WINTER PARK, FL, 32789
For saleStellar MLS · MLS Grid
$1,399,900
1737 INDIANA AVE, WINTER PARK, FL
WINTER PARK, FL, 32789
For saleStellar MLS · MLS Grid
$575,000
2228 KING CHARLES CT, WINTER PARK, FL
WINTER PARK, FL, 32792
For saleStellar MLS · MLS Grid
$1,450,000
100 S VIRGINIA AVE #201, WINTER PARK, FL
WINTER PARK, FL, 32789
For saleStellar MLS · MLS Grid
$1,599,000
533 COUNTRY CLUB DR, WINTER PARK, FL
WINTER PARK, FL, 32789
For saleStellar MLS · MLS Grid
$1,095,000
1517 HARMON AVE, WINTER PARK, FL
WINTER PARK, FL, 32789
For saleStellar MLS · MLS Grid
$895,000
618 BLAIRSHIRE CIR, WINTER PARK, FL
WINTER PARK, FL, 32792
For saleStellar MLS · MLS Grid
$915,000
1927 S LAKEMONT AVE, WINTER PARK, FL
WINTER PARK, FL, 32792
For saleStellar MLS · MLS Grid
$1,250,000
2015 SUMMERFIELD RD, WINTER PARK, FL
WINTER PARK, FL, 32792
For saleStellar MLS · MLS Grid
$1,299,000
102 BELL PL, WINTER PARK, FL
WINTER PARK, FL, 32792
For saleStellar MLS · MLS Grid
$2,125,000
918 ENCLAVE PL, WINTER PARK, FL
WINTER PARK, FL, 32792
For saleStellar MLS · MLS Grid
$899,900
2572 FIFESHIRE DR, WINTER PARK, FL
WINTER PARK, FL, 32792
For saleStellar MLS · MLS Grid
$825,000
2345 BROOKSHIRE AVE, WINTER PARK, FL
WINTER PARK, FL, 32792
For saleStellar MLS · MLS Grid
$440,000
2301 CONIFER AVE, WINTER PARK, FL
WINTER PARK, FL, 32792
For saleStellar MLS · MLS Grid
$275,000
2302 BARBADOS DR, WINTER PARK, FL
WINTER PARK, FL, 32792
For saleStellar MLS · MLS Grid
$1,095,000
1922 HAMMERLIN AVE, WINTER PARK, FL
WINTER PARK, FL, 32789
For saleStellar MLS · MLS Grid
$464,000
2703 TIERRA CIR, WINTER PARK, FL
WINTER PARK, FL, 32792
For saleStellar MLS · MLS Grid
$535,000
1250 FORMOSA AVE, WINTER PARK, FL
WINTER PARK, FL, 32789
For saleStellar MLS · MLS Grid
$2,275,000
930 ENCLAVE PL, WINTER PARK, FL
WINTER PARK, FL, 32792

For Central Florida homeowners
Should your home be the next property buyers discover?
Jonathan builds a property-specific plan for pricing, preparation, presentation, launch, negotiation, and closing across the same five focused markets.
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