49+ Gated Homes for Sale in Winter Park

× Winter Park × Gated × 1+ beds

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1128 Preserve Point Dr, Winter Park, FL 32789

Welcome to this gorgeous, one-of-a-kind, contemporary-style home with over 150 on the shores of Lake ... View Full Details

5Beds
5Baths
6,179SqFt

Listing Provided By Kelly Price & Company LLC MYFLR

$4,195,000

1830 Gipson Green Ln, Winter Park, FL 32789

Luxury and elegance abound in this private, gated Winter Park Chain of Lakes estate, nestled on almo ... View Full Details

5Beds
7Baths
6,444SqFt

Listing Provided By Fannie Hillman & Associates MYFLR

$3,295,000

1300 N Park Ave, Winter Park, FL 32789

A timeless Gary Hancock Mediterranean designed estate situated on a wrapping corner on Park Avenue, ... View Full Details

5Beds
7Baths
6,214SqFt

Listing Provided By Premier Sotheby's Intl. Realty MYFLR

$2,295,000

1660 Palmer Ave, Winter Park, FL 32789

Pre-Construction. To be built. Modern French country villa, situated on an oversized 0.36-acre lot l ... View Full Details

4Beds
6Baths
5,400SqFt

Listing Provided By Premier Sotheby's Intl. Realty MYFLR

$1,995,000

1237 Via Del Mar, Winter Park, FL 32789

This fabulous custom built gated estate home situated on a quiet street in the exclusive Vias of Win ... View Full Details

4Beds
5Baths
5,479SqFt

Listing Provided By Coldwell Banker Realty MYFLR

$1,750,000

147 S Interlachen Ave Unit 301, Winter Park, FL 32789

One or more photo(s) has been virtually staged. Just completed in downtown Winter Park's distinctive ... View Full Details

3Beds
4Baths
3,272SqFt

Listing Provided By Florida One Real Estate LLC MYFLR

$1,579,000

1731 Via Genoa, Winter Park, FL 32789

Exceptionally beautiful private pool home in the most desirable heart of the Vias. Unmatched curb ap ... View Full Details

4Beds
5Baths
3,795SqFt

Listing Provided By Kelly Price & Company LLC MYFLR

$1,575,000

140 E Morse Blvd C, Winter Park, FL 32789

Luxury living in the Landmark Building - Winter Parks premiere address for privacy and proximity to ... View Full Details

2Beds
3Baths
2,450SqFt

Listing Provided By Keller Williams Winter Park MYFLR

$1,295,000

4578 Tigua Island Ct, Winter Park, FL 32792

RARE OPPORTUNITY! Now is your chance to own this absolutely stunning CUSTOM BUILT luxury estate, loc ... View Full Details

5Beds
5Baths
5,989SqFt

Listing Provided By Exp Realty LLC MYFLR

$1,099,000

662 Osceola Ave Unit 3, Winter Park, FL 32789

Lock and leave lifestyle! This beautiful, light and bright, 2,290 sf condo features an amazing open ... View Full Details

3Beds
4Baths
2,290SqFt

Listing Provided By Fannie Hillman & Associates MYFLR

$881,218

2278 Marsh Sedge Ln, Winter Park, FL 32792

Former model home available now as-is! Beautiful model home with a gourmet kitchen featuring designe ... View Full Details

5Beds
5Baths
4,266SqFt

Listing Provided By Meritage Homes Of Fl Realty MYFLR

$874,000

1008 Dunraven Dr, Winter Park, FL 32792

PRICE REDUCED! BRAND NEW CONSTRUCTION! This Just Completed, Open Florida (with a hint of modern farm ... View Full Details

5Beds
5Baths
3,064SqFt

Listing Provided By Keller Williams Winter Park MYFLR

1 - 12 of 49 listings

Average Price	$823,611
Avg Bedrooms	2.8 beds
Avg Bathrooms	2.58 baths

1 bedroom	$111,037
2 bedrooms	$367,622
3 bedrooms	$558,507
4 bedrooms	$1,086,760
5 bedrooms	$1,718,714

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49+ Gated Homes for Sale in Winter Park

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