35+ Lakefront Homes for Sale in Winter Park

× Winter Park × 1+ beds × Has Lake

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1636 Elizabeths Walk, Winter Park, FL 32789

Welcome home to this custom 4-bedroom, 4.5-bath home in the highly desirable community of Windsong. ... View Full Details

4Beds
5Baths
3,412SqFt

Listing Provided By Keller Williams Winter Park FLSTELLAR

$2,100,000

1400 Elizabeth Dr, Winter Park, FL 32789

Build your dream home on this beautiful lake front lot on Lake Osceola, The Winter Park Chain of Lak ... View Full Details

4Beds
3Baths
2,451SqFt

Listing Provided By Fannie Hillman & Associates FLSTELLAR

$3,999,777

4400 Tuscany Island Ct, Winter Park, FL 32792

Welcome to Tuscany Island in Winter Park! Private gated enclave of 5 magnificent luxury estate homes ... View Full Details

4Beds
7Baths
7,226SqFt

Listing Provided By Royalty R E Boutique Inc FLSTELLAR

$200,000

2500 Lee Rd Unit 136, Winter Park, FL 32789

Adorable 2 bedroom/1 bathroom condo located in the charming Lakeside Manor community on gorgeous Lak ... View Full Details

2Beds
1Bath
851SqFt

Listing Provided By Fannie Hillman & Associates FLSTELLAR

$1,200,000

2250 Venetian Way, Winter Park, FL 32789

Great opportunity to build in Winter Park with easy access to the Winter Park Chain of Lakes. This ... View Full Details

3Beds
2Baths
1,824SqFt

Listing Provided By Fannie Hillman & Associates FLSTELLAR

$1,495,000

580 Ololu Dr, Winter Park, FL 32789

Luxury Lifestyle on Beautiful Lake Killarney. Enjoy the serenity of lakeside living on the largest a ... View Full Details

3Beds
3Baths
2,812SqFt

Listing Provided By Sotera Living FLSTELLAR

$284,900

1500 Gay Rd 9b, Winter Park, FL 32789

Lakefront Community on beautiful Lake Killarney. Community Boat Ramp and Lakefront Deck for gorgeous ... View Full Details

2Beds
2Baths
1,026SqFt

Listing Provided By Realcom Real Estate Services Inc FLSTELLAR

$4,750,000

1290 Park Ave, Winter Park, FL 32789

Nestled along the shores, on approximately an acre property on Lake Maitland walking distance to dow ... View Full Details

4Beds
5Baths
3,823SqFt

Listing Provided By Premier Sotheby's Intl. Realty FLSTELLAR

$1,349,000

250 Hampden Pl, Winter Park, FL 32789

Beautiful home in Winter Park’s Virginia Heights on corner lotand quiet street with deeded access to ... View Full Details

3Beds
3Baths
2,548SqFt

Listing Provided By Keys Realty Redefined LLC FLSTELLAR

$3,700,000

1795 Killarney Dr, Winter Park, FL 32789

Pre-Construction. To be built. Timeless Mid-Century inspired Lake-front residence with approx. 115' ... View Full Details

4Beds
5Baths
4,363SqFt

Listing Provided By Douglas Elliman FLSTELLAR

$239,000

1500 Gay Rd 17c, Winter Park, FL 32789

Lakefront Community on beautiful Lake Killarney. Community Boat Ramp for water access. Community Lak ... View Full Details

2Beds
2Baths
1,026SqFt

Listing Provided By Realcom Real Estate Services Inc FLSTELLAR

$3,200,000

1420 Holts Grove Cir, Winter Park, FL 32789

Presenting an architecturally stunning, Posada Custom Homes estate in Winter Park’s Windsong communi ... View Full Details

4Beds
7Baths
4,014SqFt

Listing Provided By Kelly Price & Company LLC FLSTELLAR

1 - 12 of 35 listings

Average Price	$1,060,078
Avg Bedrooms	2.91 beds
Avg Bathrooms	2.65 baths

1 bedroom	$259,494
2 bedrooms	$301,712
3 bedrooms	$673,810
4 bedrooms	$1,430,679
5 bedrooms	$2,181,015

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