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466 Properties

466 Properties Available In Winter Park

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1850 WHITEHALL DR, Winter Park, FL 32789
1/34 34

$3,400

Active

Single Family Home

3 Beds 2 Baths 1,670 SqFt

1850 WHITEHALL DR, Winter Park, FL 32789

This is a wonderful, furnished, pool home located in the sought after neighborhood of Kenilworth Shores in Winter Park. ...

Listed by FANNIE HILLMAN & ASSOCIATES

1762 MONDRIAN CIR, Winter Park, FL 32789
1/42 42

$895,000

Active

Townhouse

3 Beds 4 Baths 2,265 SqFt

1762 MONDRIAN CIR, Winter Park, FL 32789

Introducing a stunning brand-new modern brownstone in the heart of Winter Park, offering access to Lake Killarney. Locat...

Listed by COLDWELL BANKER RESIDENTIAL RE

3458 BALSAM DR, Winter Park, FL 32792
1/12 12

$475,000

Price Dropped by $14K

Single Family Home

3 Beds 2 Baths 1,910 SqFt

3458 BALSAM DR, Winter Park, FL 32792

Seller motivated! Seller to offer, $2500 towards buyers closing cost, and prepaid items at closing. Come see this charm...

Listed by CENTURY 21 BE3

2033 CANNY CV, Winter Park, FL 32792
1/34 34

$457,000

Active

Townhouse

3 Beds 3 Baths 1,907 SqFt

2033 CANNY CV, Winter Park, FL 32792

Step into this stunning townhome and be greeted by an open-concept kitchen, dining, and living area—perfect for entertai...

Listed by LPT REALTY, LLC

817 ANTONETTE AVE, Winter Park, FL 32789
1/60 60

$1,825,000

Price Dropped by $70K

Single Family Home

4 Beds 3 Baths 3,971 SqFt

817 ANTONETTE AVE, Winter Park, FL 32789

Iconic Winter Park treasure! Welcome home to 817 Antonette, an architecturally inviting residence that exudes quality an...

Listed by FANNIE HILLMAN & ASSOCIATES

141 OAKWOOD WAY, Winter Park, FL 32789
1/58 58

$2,254,000

Price Dropped by $25K

Single Family Home

5 Beds 4 Baths 3,909 SqFt

141 OAKWOOD WAY, Winter Park, FL 32789

Welcome to 141 Oakwood Way, a one-of-a-kind custom-built estate in the highly desirable south Winter Park/Lake Sue area....

Listed by MAINFRAME REAL ESTATE

785 N PHELPS AVE, Winter Park, FL 32789
1/11 11

$2,119,000

Active

Single Family Home

5 Beds 5 Baths 2,964 SqFt

785 N PHELPS AVE, Winter Park, FL 32789

Under Construction. Completion September 2025, Nestled in the heart of Winter Park, this luxurious custom-built home sea...

Listed by COMPASS FLORIDA LLC

437 N CAPEN AVE, Winter Park, FL 32789
1/18 18

$5,000

Active

Single Family Home

3 Beds 3 Baths 1,802 SqFt

437 N CAPEN AVE, Winter Park, FL 32789

Discover the charm of this beautiful David Weekley home in the heart of Winter Park. This home is ideally behind the vib...

Listed by PREMIER SOTHEBY'S INTL. REALTY

469 SHOREVIEW AVE, Winter Park, FL 32789
1/16 16

$2,200

Active

Single Family Home

3 Beds 2 Baths 1,512 SqFt

469 SHOREVIEW AVE, Winter Park, FL 32789

3 Bedroom 1.5 Bath Home for rent includes: Range, Refrigerator, Central Heat and A/C. Close to shopping and restaurants.

Listed by REALSOURCE PROPERTY MANGNT LLC

1400 S PENNSYLVANIA AVE, Winter Park, FL 32789
1/50 50

$1,350,000

Price Dropped by $30K

Single Family Home

4 Beds 3 Baths 2,060 SqFt

1400 S PENNSYLVANIA AVE, Winter Park, FL 32789

Look at this rare opportunity to own a chic and trendy residence in winter park in an incredible location. <br>You will...

Listed by JACK KELLER INC

2823 CADY WAY, Winter Park, FL 32792
1/26 26

$525,000

Price Dropped by $10K

Single Family Home

4 Beds 2 Baths 1,688 SqFt

2823 CADY WAY, Winter Park, FL 32792

$10,000 SELLER CREDIT! You can use it to buy down the interest rate or use it for updates to the home. New roof 2020! Be...

Listed by COLDWELL BANKER RESIDENTIAL RE

1930 ALBERT LEE Pkwy, Winter Park, FL 32789
1/76 76

$389,900

Active

Single Family Home

2 Beds 2 Baths 1,262 SqFt

1930 ALBERT LEE Pkwy, Winter Park, FL 32789

Tucked away on a quiet street yet just minutes from downtown Winter Park, College Park, and downtown Orlando, this beaut...

Listed by FLORIDA ONE REAL ESTATE LLC

3131 ASH PARK LOOP, Winter Park, FL 32792
1/72 72

$374,900

Price Dropped by $25K

Single Family Home

2 Beds 2 Baths 1,408 SqFt

3131 ASH PARK LOOP, Winter Park, FL 32792

Welcome to your next home located at 3131 Ash Park Loop in the serene Hyde Park community. This inviting 2-bedroom, 2-ba...

Listed by STRICKLAND REALTY GROUP INC

1660 WALNUT AVE, Winter Park, FL 32789
1/11 11

$1,759,000

Active

Single Family Home

4 Beds 4 Baths 2,172 SqFt

1660 WALNUT AVE, Winter Park, FL 32789

Under Construction. Elegant and modern new construction home perfectly situated in beautiful Winter Park. Scheduled for ...

Listed by COMPASS FLORIDA LLC

700 MELROSE AVE #A 22, Winter Park, FL 32789
1/25 25

$299,000

Price Dropped by $11K

Condo

2 Beds 2 Baths 1,074 SqFt

700 MELROSE AVE #A 22, Winter Park, FL 32789

PRICE IMPROVEMENT! <br> <br>Welcome to this beautifully updated second-floor unit, offering a fresh and modern living ex...

Listed by FANNIE HILLMAN & ASSOCIATES

1400 PLACE PICARDY, Winter Park, FL 32789
1/48 48

$2,995,000

Active

Single Family Home

5 Beds 6 Baths 4,411 SqFt

1400 PLACE PICARDY, Winter Park, FL 32789

Gorgeous Warm and Welcoming, this five-bedroom, 5.5-bath custom home is full of modern elegance with over 4,400 square ...

Listed by PREMIER SOTHEBY'S INTL. REALTY

1417 MILLER AVE, Winter Park, FL 32789
1/4 4

$1,599,900

Active

Single Family Home

5 Beds 4 Baths 3,312 SqFt

1417 MILLER AVE, Winter Park, FL 32789

Under Construction. New construction, single family home from FG Schaub Custom Homes, featuring five bedrooms and four b...

Listed by CORCORAN PREMIER REALTY

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