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
$2,300,000
938 ENCLAVE PL, WINTER PARK, FL
WINTER PARK, FL, 32792
For saleStellar MLS · MLS Grid
$1,550,000
905 ENCLAVE PL, WINTER PARK, FL
WINTER PARK, FL, 32792
For saleStellar MLS · MLS Grid
$1,550,000
901 ENCLAVE PL, WINTER PARK, FL
WINTER PARK, FL, 32792
For saleStellar MLS · MLS Grid
$2,070,000
914 ENCLAVE PL, WINTER PARK, FL
WINTER PARK, FL, 32792
For saleStellar MLS · MLS Grid
$439,000
950 HANOVER AVE, WINTER PARK, FL
WINTER PARK, FL, 32789
For saleStellar MLS · MLS Grid
$925,000
1138 S PENNSYLVANIA AVE, WINTER PARK, FL
WINTER PARK, FL, 32789
For saleStellar MLS · MLS Grid
$2,995,000
125 S INTERLACHEN AVE #2, WINTER PARK, FL
WINTER PARK, FL, 32789
For saleStellar MLS · MLS Grid
$354,000
700 MELROSE AVE #M23, WINTER PARK, FL
WINTER PARK, FL, 32789
For saleStellar MLS · MLS Grid
$395,000
5588 GARDEN GROVE CIR, WINTER PARK, FL
WINTER PARK, FL, 32792
For saleStellar MLS · MLS Grid
$519,900
731 BONGART RD, WINTER PARK, FL
WINTER PARK, FL, 32792
For saleStellar MLS · MLS Grid
$185,000
4882 TANGERINE AVE #4882, WINTER PARK, FL
WINTER PARK, FL, 32792
For saleStellar MLS · MLS Grid
$255,000
5108 LAZY OAKS DR #5108, WINTER PARK, FL
WINTER PARK, FL, 32792
For saleStellar MLS · MLS Grid
$524,900
1741 WESTCHESTER AVE, WINTER PARK, FL
WINTER PARK, FL, 32789
For saleStellar MLS · MLS Grid
$1,600,000
723 SYMONDS AVE, WINTER PARK, FL
WINTER PARK, FL, 32789
For saleStellar MLS · MLS Grid
$459,900
630 KILLARNEY BAY CT #3, WINTER PARK, FL
WINTER PARK, FL, 32789
For saleStellar MLS · MLS Grid
$2,350,000
200 S INTERLACHEN AVE #350, WINTER PARK, FL
WINTER PARK, FL, 32789
For saleStellar MLS · MLS Grid
$379,900
3416 ARBUTUS LN, WINTER PARK, FL
WINTER PARK, FL, 32792
For saleStellar MLS · MLS Grid
$2,195,000
1271 PALMER AVE, WINTER PARK, FL
WINTER PARK, FL, 32789
For saleStellar MLS · MLS Grid
$255,000
1500 GAY RD #26-C, WINTER PARK, FL
WINTER PARK, FL, 32789
For saleStellar MLS · MLS Grid
$659,900
274 N RANGER BLVD, WINTER PARK, FL
WINTER PARK, FL, 32792
For saleStellar MLS · MLS Grid
$560,000
2067 POINCIANA RD, WINTER PARK, FL
WINTER PARK, FL, 32792
For saleStellar MLS · MLS Grid
$479,900
2020 LEANNE CT, WINTER PARK, FL
WINTER PARK, FL, 32792
For saleStellar MLS · MLS Grid
$745,000
640 N PARK AVE #3, WINTER PARK, FL
WINTER PARK, FL, 32789
For saleStellar MLS · MLS Grid
$2,990,000
532 LANGHOLM DR, WINTER PARK, FL
WINTER PARK, FL, 32789

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.
Explore seller representation