- Register
- Sign In
247 Properties Available In 32789
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
$635,000
Condo
565 HUNTINGTON AVE #565, Winter Park, FL 32789
Private, no-through-traffic street in one of Winter Park's most desirable locations. Just a short walk from downtown Win...
Listed by Olivia Maxwell FANNIE HILLMAN & ASSOCIATES
$3,999,000
Single Family Home
1417 WILLIAMS DR, Winter Park, FL 32789
Designed to evoke the timeless architecture of Olde Winter Park, this exceptional modern Tudor home features character, ...
Listed by Christopher Christensen ONE LUXURY INTERNATIONAL LLC
$549,900
Single Family Home
1652 BERKSHIRE AVE, Winter Park, FL 32789
This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that redu...
Listed by Brian Teach COLDWELL BANKER REALTY
$575,000
Townhouse
2881 TEMPLE TRL, Winter Park, FL 32789
A rare opportunity in Winter Park's coveted 32789! This stunning fee-simple townhome offers the feel of a private retrea...
Listed by Alexis Davis FANNIE HILLMAN & ASSOCIATES
$1,050,000
Condo
311 E MORSE BLVD #4-5, Winter Park, FL 32789
Experience effortless Winter Park living in Whispering Waters, a premier 55+ lakefront community beautifully situated al...
Listed by Kim Garcia KELLER WILLIAMS ADVANTAGE REALTY
$4,750,000
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
$2,390,000
Single Family Home
645 PANSY AVE, Winter Park, FL 32789
Custom-built Santa Barbara-style estate set on one of Winter Park's most coveted brick-paved streets, just moments from ...
Listed by Jamie Sharon PREMIER SOTHEBY'S INTL. REALTY
$424,400
Condo
644 N KNOWLES AVE #3, Winter Park, FL 32789
Virtually Staged. LOCATION! LOCATION! LOCATION! Welcome to Knowles Manor...a charming 11 unit condo perched on quiet bri...
Listed by Catherine D'Amico FANNIE HILLMAN & ASSOCIATES
$1,399,000
Townhouse
512 W SWOOPE AVE, Winter Park, FL 32789
Vilasa Homes — Winter Park's Expression of Modern Luxury. Perfectly positioned just steps from Park Avenue, this archit...
Listed by Carmen Quintana COLDWELL BANKER REALTY
$1,450,000
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
$2,150,000
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
$550,000
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
$1,690,000
Single Family Home
1420 MAGNOLIA AVE, Winter Park, FL 32789
Available furnished or unfurnished, lease-to-own or straight lease (6-12 months). On a picturesque brick street in Wint...
Listed by Audra Wilks PREMIER SOTHEBY'S INTL. REALTY
$1,425,000
Single Family Home
1581 MAGNOLIA AVE, Winter Park, FL 32789
WOW! AN AMAZING NEW PRICE! SEE IT THIS WEEKEND! Perfectly situated along a picturesque brick lined street with sidewalks...
Listed by Jo Ann Lamar PREMIER SOTHEBY'S INTL. REALTY
$1,895,000
Single Family Home
622 PENN PL, Winter Park, FL 32789
Located just steps to the Golf Course and Park Avenue, in downtown Winter Park, 622 Penn Place is in the highly sought a...
Listed by Douglas Addeo COMMUNITY REALTY ASSOCIATES
$234,900
Condo
1500 GAY RD #17D, Winter Park, FL 32789
PRICE REDUCED TOTAL OF $25,000! AMAZING VALUE!!! <br>Fantastic Winter Park Location on Lake Killarney. This 2 Bedroom 2 ...
Listed by Janice Erickson REALCOM REAL ESTATE SERVICES INC
$1,599,000
Single Family Home
2430 CHANTILLY AVE, Winter Park, FL 32789
Positioned as one of the best values currently available in Winter Park, this exceptional residence designed by renowned...
Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC
$995,000
Single Family Home
1611 CHESTNUT AVE, Winter Park, FL 32789
HUGE PRICE IMPROVEMENT!! BRING ALL OFFERS!! Situated on arguably the finest brick street in Winter Park, beneath a canop...
Listed by Olivia Maxwell FANNIE HILLMAN & ASSOCIATES
$950,000
Single Family Home
1800 MAGNOLIA AVE, Winter Park, FL 32789
Virtually Staged. JULY 2026 NEW CONCRETE CIRCULAR DRIVE AND NEW CONCRETE SIDEWALKS! PRICE IMPROVEMENT! NO HOA! SEPTIC IN...
Listed by Kathy Summers FLORIDA REALTY INVESTMENTS
$1,649,000
Single Family Home
2501 WINTER PARK RD, Winter Park, FL 32789
PRICED BELOW APPRAISAL, CUSTOM BAREFOOT BROTHERS HOME IN WINTER PARK. Finding a truly CUSTOM-BUILT home in Winter Park i...
Listed by Jill Healey KELLER WILLIAMS WINTER PARK
$820,000
Single Family Home
1927 ELAND AVE, Winter Park, FL 32789
*Ask about a lender provided credit up to $12,500 on this home!*1927 Eland Avenue is a rare single family home for sale ...
Listed by Ryan Leitter CHARLES RUTENBERG REALTY ORLANDO
$279,000
Condo
311 E MORSE BLVD #7-11, Winter Park, FL 32789
Charming Downtown Winter Park Pied-à-Terre – Steps from Park Avenue! <br>Welcome to Whispering Waters, a beautifully mai...
Listed by Mary Colton FANNIE HILLMAN & ASSOCIATES
$3,975,000
Single Family Home
1150 VIA SALERNO, Winter Park, FL 32789
In the heart of Winter Park, 1150 Via Salerno is a newly completed Mediterranean-minimalist residence that blends archit...
Listed by Padgett McCormick KELLY PRICE & COMPANY LLC
$899,000
Single Family Home
1621 CHESTNUT AVE, Winter Park, FL 32789
Welcome to 1621 Chestnut Avenue, ideally situated in the heart of Winter Park's coveted "Tree Streets" neighborhood. Off...
Listed by Kelly Price KELLY PRICE & COMPANY LLC
- 1
- 2
- 3
- 4
- 5
- ...
- 11