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33 Properties Available
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$3,495,000
Single Family Home
662 GRANVILLE DRIVE, Winter Park, FL 32789
Timeless elegance meets effortless modern living in this exceptional 5 bedroom, 5.5 bath residence In Park Grove, one of...
Listed by Nathalie Bates PREMIER SOTHEBY'S INTL. REALTY
$389,000
Condo
720 KILLARNEY BAY CT #7-6, Winter Park, FL 32789
LAKE KILLARNEY CONDO IN WINTER PARK! Enjoy the best of Winter Park living in this beautiful 2-bedroom, 2-bath corner con...
Listed by Lisa Gould KELLER WILLIAMS WINTER PARK
$2,195,000
Single Family Home
1271 PALMER AVE, Winter Park, FL 32789
Set on a generous corner lot, this stunning single-story pool home in Winter Park has been beautifully remodeled and off...
Listed by JR Keelin KELLY PRICE & COMPANY LLC
$2,495
Condo
720 KILLARNEY BAY CT, Winter Park, FL 32789
LAKE KILLARNEY CONDO IN WINTER PARK! Enjoy the best of Winter Park living in this beautiful 2-bedroom, 2-bath corner con...
Listed by Lisa Gould KELLER WILLIAMS WINTER PARK
$349,500
Condo
500 N PENNSYLVANIA AVE #G, Winter Park, FL 32789
Virtually Staged. **Rare opportunity to own in the highly desired Downtown of Winter Park for under $350,000!** Enjoy th...
Listed by Jen Gotlewski OLYMPUS EXECUTIVE REALTY INC
$725,000
Single Family Home
1850 BRYAN AVE, Winter Park, FL 32789
Tucked beneath mature oak trees, 1850 Bryan Avenue is a well-maintained home offering comfortable single-story living in...
Listed by Jennifer King CORCORAN PREMIER REALTY
$1,900,000
Single Family Home
1702 ARBOR PARK DR, Winter Park, FL 32789
Set along a charming, tree-lined street in Winter Park, this stunning new construction home brings together modern farmh...
Listed by Christopher Christensen ONE LUXURY INTERNATIONAL LLC
$1,100,000
Single Family Home
2227 HOWARD DR, Winter Park, FL 32789
A rare corner lot in one of Winter Park's most established, increasingly in-demand Lake Forest Park neighborhood. This m...
Listed by Julian Correa THE SIMON SIMAAN GROUP
$575,000
Townhouse
1259 INDIANA AVE, Winter Park, FL 32789
Virtually Staged. WINTER PARK, WITHIN REACH. A rare opportunity to step into one of Central Florida's most coveted lifes...
Listed by Karan Wienker COLDWELL BANKER REALTY
$1,598,000
Single Family Home
2430 CHANTILLY AVE, Winter Park, FL 32789
Architecture, design, and function come together with remarkable intention in this custom Winter Park residence designed...
Listed by Kelly Price KELLY PRICE & COMPANY LLC
$1,600,000
Single Family Home
2207 KINDEL AVE, Winter Park, FL 32789
WELCOME TO LAKEFRONT LUXURY ON LAKE BELL. This exceptional custom residence brings together refined craftsmanship and de...
Listed by Sandra Velasquez THE SIMON SIMAAN GROUP
$1,574,900
Single Family Home
1526 MILLER AVE, Winter Park, FL 32789
New Construction! New photos coming soon! First photo is a rendering of the new home and the following photos are interi...
Listed by Kim Griffin RE/MAX EXCLUSIVE COLLECTION
$649,900
Single Family Home
2333 WESTMINSTER CT, Winter Park, FL 32789
Welcome to 2333 Westminster Court, a stunningly reimagined residence that perfectly captures the effortless elegance of ...
Listed by Steven Luppert COMPASS FLORIDA LLC
$1,750,000
Single Family Home
2343 VERSAILLES AVE, Winter Park, FL 32789
This modern and sleek Winter Park residence, with over $130K of improvements, is tucked along a quiet dead-end street, o...
Listed by MaryStuart Day FANNIE HILLMAN & ASSOCIATES
$1,625,000
Single Family Home
2407 LAFAYETTE AVE, Winter Park, FL 32789
Discover this exceptional custom-designed modern pool home, ideally situated in one of Winter Park's most sought-after n...
Listed by Lisa Fleming FANNIE HILLMAN & ASSOCIATES
$4,595,000
Single Family Home
1525 GRANVILLE DR, Winter Park, FL 32789
There are luxury homes, and then there are homes that redefine luxury altogether. Crafted by renowned luxury builder Vim...
Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC
$1,525,000
Single Family Home
341 E READING WAY, Winter Park, FL 32789
Virtually Staged. A rare opportunity to live on a quiet one-way street overlooking a park in the heart of Winter Park. B...
Listed by Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES
$999,000
Townhouse
1138 S PENNSYLVANIA AVE, Winter Park, FL 32789
Georgetown-style 'Brownstown' in the Heart of Winter Park, walking distance to Downtown, PLUS deeded Lake Access to Lake...
Listed by George Stringer COLDWELL BANKER REALTY
$950,000
Single Family Home
3006 NORTHWOOD BLVD, Winter Park, FL 32789
Reinvented from the ground up for modern living while honoring its 1953 mid-century modern roots, this 4-bedroom, 3-bath...
Listed by Daren Ellington ORLANDO HOMES GROUP LLC
$1,377,500
Single Family Home
1421 CHAPMAN CIR, Winter Park, FL 32789
Welcome to 1421 Chapman Circle, an elegant Spanish-Mediterranean home nestled within the highly coveted Windsong communi...
Listed by Kelly Price KELLY PRICE & COMPANY LLC
$2,050,000
Single Family Home
240 N PHELPS AVE, Winter Park, FL 32789
A striking expression of modern luxury, this brand-new residence offers nearly 3,000 square feet of thoughtfully designe...
Listed by Nick McKee KELLER WILLIAMS WINTER PARK
$1,399,000
Single Family Home
1473 BERKSHIRE AVE, Winter Park, FL 32789
LOCATION LOCATION LOCATION. Discover exceptional new construction in the heart of Winter Park. Completed in 2025, this s...
Listed by Gilson Rodrigues KARDOSH REALTY
$535,000
Townhouse
1250 FORMOSA AVE, Winter Park, FL 32789
Modern living meets unbeatable location in this stunning 3 bedroom, 3.5 bathroom home nestled in the highly sought-after...
Listed by Jeanine Louis, LLC EXP REALTY LLC
$674,900
Single Family Home
860 N DENNING DR, Winter Park, FL 32789
**NEW CONSTRUCTION QUALITY | WALKABLE WINTER PARK | DESIGNER SMART HOME** <br> <br>This is not a remodel — it's a comple...
Listed by LaDarrius Sanders OUTLET REALTY
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