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- Zipcode = 32789
Single Family
- Price: $8,950,000.00
- Price sqft: $669.06 / sqft
- Days On Market: 12
- Bedrooms: 7
- Baths: 11
- Garage / Parking Spaces: 4
- Bldg sqft: 13377
- Acreage: 1.63 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: 2009
MLS#: O6350054
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Windsongpreserve Point
- Elementary School: Brookshire Elem
- Middle School: Glenridge Middle
- High School: Winter Park High
- Provided by: PREMIER SOTHEBY'S INTL. REALTY
- DMCA Notice
In the exclusive community of Windsong on Lake Berry, this magnificent 1.6 acre gated Mediterranean estate is a private oasis. With over 11,000 square feet of living area and a beautifully landscaped
Single Family
- Price: $8,500,000.00
- Price sqft: $928.05 / sqft
- Days On Market: 143
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 3
- Bldg sqft: 9159
- Acreage: 1.94 acres
- Pool: Yes
- Community Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: 2013
MLS#: O6312768
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Windsong Preserve Point 4376
- Elementary School: Brookshire Elem
- Middle School: Glenridge Middle
- High School: Winter Park High
- Provided by: KELLY PRICE & COMPANY LLC
- DMCA Notice
Presenting 1112 Preserve Point Drive, Winter Park, FL! Offered at $8,500,000 this very rare and private, nearly 2 acre lakefront estate, is absolutely gorgeous and is available for the first time! Cus
Single Family
- Price: $6,600,000.00
- Price sqft: $1,261.71 / sqft
- Previous Price: $8,500,000
- Last Price Change: 09/16/25
- Days On Market: 326
- Bedrooms: 4
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 5231
- Acreage: 0.36 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2024
MLS#: O6260493
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Winter Park
- Provided by: PV LUXURY GROUP PA
- DMCA Notice
Calling highest and best by 09/26/2025!! Seller financing available with very attractive terms
introducing a unique, stunning modern home
a groundbreaking architectural masterpiece, this one of
Single Family
- Price: $6,500,000.00
- Price sqft: $961.82 / sqft
- Days On Market: 79
- Bedrooms: 6
- Baths: 6
- Garage / Parking Spaces: 2
- Bldg sqft: 6758
- Acreage: 1.07 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1924
MLS#: O6331715
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Dyer Susan Resub
- Elementary School: Lakemont Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Provided by: FANNIE HILLMAN & ASSOCIATES
- DMCA Notice
Offered for the first time in over 50 years, this distinguished Winter Park estate is a true traditional gem, nestled on a picturesque brick street and situated on a full 1 acre lot. Exuding timeless
Single Family
- Price: $5,895,000.00
- Price sqft: $579.36 / sqft
- Previous Price: $6,200,000
- Last Price Change: 10/05/25
- Days On Market: 232
- Bedrooms: 5
- Baths: 9
- Garage / Parking Spaces: 4
- Bldg sqft: 10175
- Acreage: 0.70 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Privileges
- Year Built: 1996
MLS#: O6285791
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: J Kronenberger Sub
- Elementary School: Lakemont Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Provided by: THE AGENCY ORLANDO
- DMCA Notice
Extraordinary Waterfront Neoclassical Italian Estate situated on a prime .71 acre corner lot in one of Winter Park's most sought after locations. This 7,916 SF property includes a main residence of ov
Single Family
- Price: $5,549,000.00
- Price sqft: $869.48 / sqft
- Days On Market: 78
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 2
- Bldg sqft: 6382
- Acreage: 0.16 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2026
MLS#: O6318156
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Greenspk
- Elementary School: Lakemont Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Provided by: CORCORAN PREMIER REALTY
- DMCA Notice
Under Construction. Rare, new construction opportunity in the heart of Winter Park JUST 1 BLOCK FROM PARK AVENUE being built by FG Schaub Custom Homes, known for grand open spaces and superior craftsm
Single Family
- Price: $5,495,000.00
- Price sqft: $599.50 / sqft
- Previous Price: $5,950,000
- Last Price Change: 09/08/25
- Days On Market: 117
- Bedrooms: 5
- Baths: 7
- Garage / Parking Spaces: 5
- Bldg sqft: 9166
- Acreage: 0.69 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Canal Front,Lake Privileges
- Year Built: 2008
MLS#: O6319674
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Maitland Shores
- Elementary School: Dommerich Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: FORTUNE INTERNATIONAL REALTY
- DMCA Notice
Exquisite Waterfront Estate in the Heart of Winter Park Welcome to 2211 Azalea Place, a rare and remarkable waterfront estate nestled on a quiet street in one of Winter Parks most prestigious neighb
Single Family
- Price: $5,495,000.00
- Price sqft: $599.50 / sqft
- Previous Price: $5,950,000
- Last Price Change: 08/18/25
- Days On Market: 117
- Bedrooms: 5
- Baths: 7
- Garage / Parking Spaces: 5
- Bldg sqft: 9166
- Acreage: 0.69 acres
- Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: CanalFront,Lake,LakePrivileges
- Year Built: 2008
MLS#: O6319674
- County: ORANGE
- City: Winter Park
- Zipcode: 32789
- Subdivision: Maitland Shores
- Elementary School: Dommerich Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: FORTUNE INTERNATIONAL REALTY
- Provided through
- DMCA Notice
Exquisite Waterfront Estate in the Heart of Winter Park Welcome to 2211 Azalea Place, a rare and remarkable waterfront estate nestled on a quiet street in one of Winter Parks most prestigious neighb
Single Family
- Price: $5,450,000.00
- Price sqft: $835.38 / sqft
- Previous Price: $5,575,000
- Last Price Change: 10/04/25
- Days On Market: 99
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 2
- Bldg sqft: 6524
- Acreage: 0.34 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2024
MLS#: O6321906
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Virginia Heights Rep
- Elementary School: Audubon Park K8
- Middle School: Audubon Park K 8
- High School: Winter Park High
- Provided by: KELLER WILLIAMS WINTER PARK
- DMCA Notice
An Award Winning Architectural Masterpiece built by Chris Salhab of Valdara Custom Homes. 5,164 Sq Ft | 5 Bedrooms | 6 Bathrooms | Welcome to 1221 Richmond Rd, an extraordinary custom residence locat
Single Family
- Price: $5,300,000.00
- Price sqft: $897.39 / sqft
- Days On Market: 2
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 3
- Bldg sqft: 5906
- Acreage: 0.34 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2025
MLS#: O6353083
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Camwood Sub
- Elementary School: Dommerich Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: FANNIE HILLMAN & ASSOCIATES
- DMCA Notice
An expression of modern luxury by SMRS Design and Cole Homes, The Maybourne masterfully blends Neoclassical elegance with Art Deco sophisticationall just steps from Winter Parks iconic Park Avenue.

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Listings provided courtesy of The Hernando County Association of Realtors MLS.
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Listing Data ©2025 Royal Palm Coast Realtor® Association
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Datafeed Last updated on October 19, 2025 @ 12:00 am
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