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Single Family
- Price: $11,900,000.00
- Price sqft: $889.59 / sqft
- Days On Market: 100
- 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
- Year Built: 2009
MLS#: O6269585
- 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
Nestled within the exclusive community of Windsong on Lake Berry, this magnificent 1.6 acre gated Mediterranean Estate is a true private oasis. With over 11,000 square feet of living area and a beauti
1400 Alabama Drive
Reduced
Single Family
- Price: $6,500,000.00
- Price sqft: $638.82 / sqft
- Previous Price: $6,950,000
- Last Price Change: 04/16/25
- Days On Market: 50
- 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
- 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
Custom Waterfront Estate located in the heart of Winter Park with a covered Boat Dock on Lake Maitland the largest of the Winter Park Chain of Lakes. A timeless Neoclassical Italian home that exudes
Single Family
- Price: $5,800,000.00
- Price sqft: $902.58 / sqft
- Previous Price: $5,999,999
- Last Price Change: 04/02/25
- Days On Market: 103
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 3
- Bldg sqft: 6426
- Acreage: 0.51 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake
- Year Built: 2008
MLS#: O6268853
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Timberlane Shores
- Middle School: Audubon Park K 8
- High School: Winter Park High
- Provided by: HOMEVEST REALTY
- DMCA Notice
*Price Improvement* The sellers received an unexpected opportunity and are relocating out of state, so the house is priced to sell quickly. Walk in with instant equity in this once in a lifetime lake
Single Family
- Price: $5,450,000.00
- Price sqft: $728.32 / sqft
- Previous Price: $5,700,000
- Last Price Change: 04/03/25
- Days On Market: 58
- Bedrooms: 5
- Baths: 7
- Garage / Parking Spaces: 3
- Bldg sqft: 7483
- Acreage: 0.36 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2024
MLS#: O6282425
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Comstock Park
- Elementary School: Lakemont Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Provided by: PREMIER SOTHEBY'S INTL. REALTY
- DMCA Notice
Experience refined luxury in this newly constructed 2024 Hamptons style residence, a seamless blend of elegance and modern sophistication. A remote operated gated entrance opens to a grand circular dr
Single Family
- Price: $5,400,000.00
- Price sqft: $797.05 / sqft
- Days On Market: 183
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 3
- Bldg sqft: 6775
- Acreage: 0.33 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2008
MLS#: O6250411
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Maitland Shores First Add
- Elementary School: Dommerich Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Provided by: COMPASS FLORIDA LLC
- DMCA Notice
Gorgeous Winter Park home beautifully curated with designer details and recently featured in Junes Orange Appeal and was the 2022 Mystery Home Tour selected by Council of 101 for the Orlando Museum of
Single Family
- Price: $4,500,000.00
- Price sqft: $992.28 / sqft
- Days On Market: 88
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 2
- Bldg sqft: 4535
- Acreage: 0.23 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2025
MLS#: O6273466
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Palmer Ave Lakeside Prop
- Elementary School: Lakemont Elem
- Middle School: Glenridge Middle
- High School: Winter Park High
- Provided by: FLORIDIAN REALTY GROUP LLC
- DMCA Notice
Under Construction. New Custom Home in the Desirable Winter Park Vias Completion Expected June 2025
This exceptional residence, designed with European English Tudor inspired architecture, offers the
Single Family
- Price: $4,395,000.00
- Price sqft: $605.37 / sqft
- Previous Price: $4,875,000
- Last Price Change: 04/05/25
- Days On Market: 46
- Bedrooms: 4
- Baths: 6
- Garage / Parking Spaces: 3
- Bldg sqft: 7260
- Acreage: 0.27 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2012
MLS#: O6281892
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Alexander Place
- Elementary School: Audubon Park K8
- Middle School: Audubon Park K 8
- High School: Winter Park High
- Provided by: PREMIER SOTHEBY'S INTL. REALTY
- DMCA Notice
One or more photo(s) has been virtually staged. Discover a stunning blend of modern luxury and award winning design in this architectural gem by Phil Kean. Originally the International Showcase Home f
Single Family
- Price: $4,395,000.00
- Price sqft: $789.76 / sqft
- Days On Market: 38
- Bedrooms: 5
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 5565
- Acreage: 0.58 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: 1998
MLS#: O6289194
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Forest Hills
- Elementary School: Audubon Park K8
- Middle School: Audubon Park K 8
- High School: Winter Park High
- Provided by: KELLY PRICE & COMPANY LLC
- DMCA Notice
Just Listed ~ Stunning lakefront home in Winter Park that has been completely remodeled and offers 4 bedrooms, a bonus room, and guest apartment! This home is exquisite from top to bottom and feature
Single Family
- Price: $4,100,000.00
- Price sqft: $609.85 / sqft
- Days On Market: 11
- Bedrooms: 5
- Baths: 7
- Garage / Parking Spaces: 4
- Bldg sqft: 6723
- Acreage: 0.36 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2025
MLS#: O6297161
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Conwill Estates
- Elementary School: Lakemont Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Provided by: EXP REALTY LLC
- DMCA Notice
Under Construction. UNDER CONSTURCTION.....Step into this stunning West Indies inspired luxury home crafted by Nautilus Homes, where tropical charm meets timeless elegance. An architectural masterpiec
Single Family
- Price: $3,795,000.00
- Price sqft: $609.74 / sqft
- Days On Market: 8
- Bedrooms: 4
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 6224
- Acreage: 1.21 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front,Lake
- Year Built: 1981
MLS#: O6298623
- County: ORANGE
- City: MAITLAND
- Zipcode: 32751
- Subdivision: Ravndals Rep
- Elementary School: Lake Sybelia Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Provided by: KELLY PRICE & COMPANY LLC
- DMCA Notice
Tucked away at the end of a quiet cul de sac, this serene lakefront retreat is sited on a lush 1.21 acre lot w/ 187 feet of shoreline on tranquil Lake Ninapart of the Winter Park Chain of Lakesthis 4
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