27+ 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 on Park Avenue in Winter Park, is situated on Winter Par ... View Full Details

7Beds
7Baths
12,475SqFt

Listing Provided By Premier Sotheby's Intl. Realty FLSTELLAR

$5,200,000

231 Chelton Cir, Winter Park, FL 32789

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

5Beds
7Baths
5,754SqFt

Listing Provided By Premier Sotheby's Intl. Realty FLSTELLAR

$3,900,000

900 N Park Ave, Winter Park, FL 32789

Park avenue welcomes you into this custom Carlos Posada, gated Winter Park estate, with a courtyard ... View Full Details

5Beds
7Baths
5,035SqFt

Listing Provided By Premier Sotheby's Intl. Realty FLSTELLAR

$1,275,000

3708 Vinsetta Ct, Winter Park, FL 32792

Absolutely stunning home in the gated Lakeside Estates community in Winter Park. This immaculate tw ... View Full Details

6Beds
5Baths
5,021SqFt

Listing Provided By Corcoran Premier Realty FLSTELLAR

$1,050,000

622 Penn Place, Winter Park, FL 32789

One or more photo(s) has been virtually staged. Buyer defaulted at closing, new back on the market!! ... View Full Details

3Beds
3Baths
2,767SqFt

Listing Provided By Fannie Hillman & Associates FLSTELLAR

$740,000

5349 Cypress Reserve Pl, Winter Park, FL 32792

PRICE REDUCED - This stunningly pool home in sought after gated community Cypress Reserve is waiting ... View Full Details

5Beds
5Baths
2,909SqFt

Listing Provided By Coldwell Banker Realty FLSTELLAR

$725,000

1102 Wildmeadow Run, Winter Park, FL 32792

Welcome to Hawk's Crest--a guard gated Winter Park community! This fabulous four bedroom, 3.5 bathro ... View Full Details

4Beds
4Baths
2,589SqFt

Listing Provided By Century 21 Integra Realty FLSTELLAR

$695,000

2308 Kestrel Perch Pl, Winter Park, FL 32792

Simply Breathtaking! BRAND NEW MODEL HOME WITH POOL! Look no further than this stunning 4 bedroom, ... View Full Details

4Beds
3Baths
2,196SqFt

Listing Provided By RE/MAX Assured FLSTELLAR

$679,000

8151 Lazy Bear Ln, Winter Park, FL 32792

Come see this BEAUTIFULLY MAINTAINED HOME ON A QUIET SECLUDED STREET! Located in a small gated commu ... View Full Details

4Beds
4Baths
3,215SqFt

Listing Provided By Lori Gilmore Real Estate LLC FLSTELLAR

$675,000

2070 Laurelwood Way, Winter Park, FL 32792

Welcome home and take a first look at 2070 Laurelwood Way. Step inside and enjoy the serenity and pr ... View Full Details

4Beds
3Baths
2,192SqFt

Listing Provided By Keller Williams Winter Park FLSTELLAR

$630,000

1364 Blue Stem Ln, Winter Park, FL 32792

Stunning 2021 Prestige Series home in the highly desired gated community of Hawk's Crest in Winter P ... View Full Details

4Beds
4Baths
2,138SqFt

Listing Provided By Coldwell Banker Realty FLSTELLAR

$493,205

1367 Merrydale Way, Winter Park, FL 32792

Under Construction. Brand NEW energy-efficient home ready October 2022! The lofty two-story foyer of ... View Full Details

3Beds
3Baths
2,042SqFt

Listing Provided By Meritage Homes Of Fl Realty FLSTELLAR

1 - 12 of 27 listings

Average Price	$962,854
Avg Bedrooms	2.89 beds
Avg Bathrooms	2.52 baths

1 bedroom	$242,717
2 bedrooms	$369,840
3 bedrooms	$610,907
4 bedrooms	$1,100,729
5 bedrooms	$2,367,009

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27+ Gated Homes for Sale in Winter Park

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