420+ Homes For Sale in Winter Park

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1360 Alabama Dr, Winter Park, FL 32789

Stunning Mediterranean Lakefront Estate. Across from the secret gardens of Kraft Azalea Park sits th ... View Full Details

7Beds
11Baths
10,600SqFt

Listing Provided By Kelly Price & Company LLC MYFLR

$5,200,000

1128 Preserve Point Dr, Winter Park, FL 32789

Located on pristine Lake Berry in the famed Windsong Community, this privately gated contemporary es ... View Full Details

4Beds
5Baths
6,179SqFt

Listing Provided By Gary A Jensen MYFLR

$4,795,000

1941 Legion Dr, Winter Park, FL 32789

One of kind Zachary Kauffman masterpiece on 1+acre on Lake Maitland now available. With his renowned ... View Full Details

5Beds
7Baths
9,692SqFt

Listing Provided By Keller Williams Winter Park MYFLR

$4,499,000

1821 Pinetree Rd, Winter Park, FL 32789

Modern Luxury - Tucked away in the Vias of Winter Park sits this Stylish, Contemporary Smart Home on ... View Full Details

5Beds
7Baths
5,006SqFt

Listing Provided By Keller Williams Winter Park MYFLR

$4,300,000

935 Greentree Dr, Winter Park, FL 32789

Exquisite inside and out! This magnificent Georgian-style estate home was meticulously constructed b ... View Full Details

4Beds
5Baths
4,975SqFt

Listing Provided By Coldwell Banker Residential RE MYFLR

$3,995,000

1013 Temple Grv, Winter Park, FL 32789

Beautiful home on Winter Park Chain of Lakes. Stunning estate on Lake Osceola with long private driv ... View Full Details

5Beds
6Baths
5,797SqFt

Listing Provided By Premier Sotheby's Intl. Realty MYFLR

$3,895,000

375 Virginia Dr, Winter Park, FL 32789

Lakefront, Location, Luxury. Move right into this beautiful lakefront custom home on cul-de-sac with ... View Full Details

5Beds
5Baths
7,538SqFt

Listing Provided By Premier Sotheby's Intl. Realty MYFLR

$3,500,000

2170 W Fawsett Rd, Winter Park, FL 32789

A rare opportunity to own one of Winter Parks most distinguished homes. This beautiful, Tudor style, ... View Full Details

5Beds
7Baths
6,589SqFt

Listing Provided By Premier Sotheby's Intl. Realty MYFLR

$3,495,000

1400 Green Cove Rd, Winter Park, FL 32789

Timeless, classic, sophisticated, and exceedingly peaceful A once in a lifetime opportunity to live ... View Full Details

5Beds
7Baths
6,384SqFt

Listing Provided By Fannie Hillman & Associates MYFLR

$3,395,000

125 S Interlachen Ave #6, Winter Park, FL 32789

Under Construction. Completion by July. Only two residences remain. Your opportunity to own unpreced ... View Full Details

3Beds
5Baths
4,160SqFt

Listing Provided By Premier Sotheby's Intl. Realty MYFLR

$3,300,000

455 Lakewood Dr, Winter Park, FL 32789

Private and sophisticated Winter Park lakefront with stunning views of Lake Osceola. Light and brigh ... View Full Details

4Beds
6Baths
5,018SqFt

Listing Provided By Fannie Hillman & Associates MYFLR

$3,300,000

1637 Chase Landing Way, Winter Park, FL 32789

This exquisite lakefront mansion is nested within the exclusive Windsong Preserve Point community in ... View Full Details

5Beds
6Baths
6,272SqFt

Listing Provided By Engine Realty Inc MYFLR

1 - 12 of 420 listings

Average Price	$768,224
Avg Bedrooms	3.11 beds
Avg Bathrooms	2.84 baths

1 bedroom	$136,527
2 bedrooms	$292,229
3 bedrooms	$552,207
4 bedrooms	$848,287
5 bedrooms	$1,757,489

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420+ Homes For Sale in Winter Park

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