396+ Homes For Sale in Winter Park

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1511 Via Tuscany, Winter Park, FL 32789

Stunning Tuscan Estate on the Winter Park Chain of Lakes. Commanding views offer the pinnacle of Lak ... View Full Details

7Beds
11Baths
10,060SqFt

Listing Provided By Premier Sotheby's Intl. Realty MYFLR

$6,500,000

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

$5,500,000

1731 Pinetree Rd, Winter Park, FL 32789

Luxurious Lakefront Living. Enjoy gorgeous sunsets on Lake Maitland from this luxury estate in Winte ... View Full Details

6Beds
8Baths
7,654SqFt

Listing Provided By Fannie Hillman & Associates 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

$3,879,000

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

$3,495,000

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

$3,175,000

740 Palmer Ave, Winter Park, FL 32789

If youre looking for the quintessential Winter Park Lakefront Estate Home this is it! Designed by ac ... View Full Details

5Beds
5Baths
4,810SqFt

Listing Provided By Kelly Price & Company LLC MYFLR

$3,150,000

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

$3,095,000

409 Genius Dr, Winter Park, FL 32789

This meticulous Mediterranean-style masterpiece looks brand-new and is truly one-of-a-kind, showcasi ... View Full Details

5Beds
9Baths
7,433SqFt

Listing Provided By Premier Sotheby's Intl. Realty MYFLR

$3,050,000

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

$2,850,000

1295 N Park Ave, Winter Park, FL 32789

Under Construction. Currently under construction by Maroon Fine Homes, this transitional residence o ... View Full Details

5Beds
6Baths
4,293SqFt

Listing Provided By Maroon Realty Group LLC MYFLR

1 - 12 of 396 listings

Average Price	$732,463
Avg Bedrooms	3.12 beds
Avg Bathrooms	2.81 baths

1 bedroom	$127,607
2 bedrooms	$312,411
3 bedrooms	$504,149
4 bedrooms	$827,379
5 bedrooms	$1,438,215

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396+ Homes For Sale in Winter Park

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