15+ Gated Homes for Sale in Winter Park

× Winter Park × Gated × 1+ beds

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1220 N Park Ave, Winter Park, FL 32789

Casa del Mondo known as House of the World in Winter Park, is situated on Winter Park Chain of Lakes ... View Full Details

7Beds
7Baths
12,475SqFt

Listing Provided By Premier Sotheby's Intl. Realty FLSTELLAR

$5,500,000

231 Chelton Cir, Winter Park, FL 32789

New Price!! Contemporary living in the heart of Winter Park. This Phil Kean designed/built home is s ... View Full Details

5Beds
7Baths
5,754SqFt

Listing Provided By Premier Sotheby's Intl. Realty FLSTELLAR

$1,695,000

2630 Park Place Dr, Winter Park, FL 32789

Set in a gated little enclave on a quiet cul-de-sac in Winter Park, this custom home sports five bed ... View Full Details

5Beds
5Baths
3,721SqFt

Listing Provided By Premier Sotheby's Intl. Realty FLSTELLAR

$1,275,000

1442 Palm Ave, Winter Park, FL 32789

Recently updated, modern Mediterranean pool home in the highly desirable tree streets neighborhood o ... View Full Details

5Beds
6Baths
3,611SqFt

Listing Provided By Premier Sotheby's Intl. Realty FLSTELLAR

$1,199,000

622 Penn Place, Winter Park, FL 32789

Walking distance to Park Avenue and ensconced in the beautiful Pennsylvania Place community of 28 ho ... View Full Details

3Beds
3Baths
2,767SqFt

Listing Provided By Fannie Hillman & Associates FLSTELLAR

$995,000

250 W Lyman Ave, Winter Park, FL 32789

This modern Mediterranean home is now available in heart of beautiful Winter Park. At first glance, ... View Full Details

3Beds
3Baths
2,000SqFt

Listing Provided By Baldwin Park Realty LLC FLSTELLAR

$975,000

242 W Lyman Ave, Winter Park, FL 32789

This modern Mediterranean home is now available in heart of beautiful Winter Park. At first glance, ... View Full Details

3Beds
3Baths
2,000SqFt

Listing Provided By Baldwin Park Realty LLC FLSTELLAR

$745,000

1305 Heavenly Cove, Winter Park, FL 32792

Welcome home to this luxurious 4 Bedroom water view home in the incredible gated community of Eden P ... View Full Details

4Beds
3Baths
2,654SqFt

Listing Provided By All Seasons Realty FLSTELLAR

$715,000

5305 Cypress Reserve Place, Winter Park, FL 32792

Welcome home to the highly sought-after Winter Park gated community of Cypress Reserve. Property fea ... View Full Details

5Beds
5Baths
2,886SqFt

Listing Provided By Premier Sotheby's Intl. Realty FLSTELLAR

$700,000

1364 Heavenly Cove, Winter Park, FL 32792

One or more photo(s) has been virtually staged. Beautiful understated LUXURY tucked away in Winter P ... View Full Details

4Beds
3Baths
2,800SqFt

Listing Provided By Wemert Group Realty LLC FLSTELLAR

$689,000

7884 Pleasant Pine Cir, Winter Park, FL 32792

Come see this BEAUTIFULLY MAINTAINED, IMMACULATE WINTER PARK HOME ON A QUIET SECLUDED STREET! This i ... View Full Details

4Beds
3Baths
2,319SqFt

Listing Provided By Lori Gilmore Real Estate LLC FLSTELLAR

$579,900

1243 Verdant Glade Pl, Winter Park, FL 32792

Stunning home in Winter Park’s exclusive gated subdivision of Hawk’s Crest! The home was recently co ... View Full Details

3Beds
2Baths
1,631SqFt

Listing Provided By Cfrp Realty LLC FLSTELLAR

1 - 12 of 15 listings

Average Price	$999,723
Avg Bedrooms	2.77 beds
Avg Bathrooms	2.47 baths

1 bedroom	$219,895
2 bedrooms	$411,735
3 bedrooms	$613,143
4 bedrooms	$982,144
5 bedrooms	$2,616,211

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