Searching on:
- School = Winter Park
- Listing Status = Active
Single Family
- Price: $12,500,000.00
- Price sqft: $838.76 / sqft
- Days On Market: 384
- Bedrooms: 6
- Baths: 10
- Garage / Parking Spaces: 6
- Bldg sqft: 14903
- Acreage: 2.73 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front,Lake Privileges
- Year Built: 1996
MLS#: O6300040
- County: ORANGE
- City: MAITLAND
- Zipcode: 32751
- Subdivision: Lake Maitland Manor
- Elementary School: Lake Sybelia Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: FORTUNE INTERNATIONAL REALTY
- DMCA Notice
Description
- Welcome to Maison du Lac a breathtaking lakefront estate that epitomizes unrivaled luxury, timeless elegance, and an extraordinary lifestyle. Situated on an expansive 2.7 acre lot along the prestigio
Single Family
- Price: $8,950,000.00
- Price sqft: $669.06 / sqft
- Days On Market: 212
- 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
- High School: Winter Park
- Provided by: PREMIER SOTHEBY'S INTL. REALTY
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- DMCA Notice
Description
- 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: $6,997,000.00
- Price sqft: $1,182.33 / sqft
- Days On Market: 5
- Bedrooms: 5
- Baths: 7
- Garage / Parking Spaces: 2
- Bldg sqft: 5918
- Acreage: 0.56 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front,Lake Privileges
- Year Built: 2018
MLS#: O6395725
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Sicilian Shores
- Elementary School: Dommerich Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: ONE LUXURY INTERNATIONAL LLC
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- DMCA Notice
Description
- Set on over half an acre along the shores of Lake Maitland in the heart of the coveted Vias, this exceptional residence by Modish Homes is both a former 2018 Parade of Homes winner and a standout exam
Single Family
- Price: $6,950,000.00
- Price sqft: $799.03 / sqft
- Days On Market: 86
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 4
- Bldg sqft: 8698
- Acreage: 0.30 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2026
MLS#: O6380444
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Elementary School: Lakemont Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: ONE LUXURY INTERNATIONAL LLC
-
- DMCA Notice
Description
- Under Construction. Opportunities like this rarely present themself, just a eight minute walk from the iconic shops, restaurants, and cafs of Park Avenue, 40 Palmer represents a rare convergence of ar
Single Family
- Price: $6,900,000.00
- Price sqft: $875.41 / sqft
- Days On Market: 63
- Bedrooms: 6
- Baths: 7
- Garage / Parking Spaces: 3
- Bldg sqft: 7882
- Acreage: 0.57 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Canal - Freshwater
- Year Built: 1991
MLS#: O6387200
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: J Kronenberger Sub
- Elementary School: Lakemont Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: KELLY PRICE & COMPANY LLC
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- DMCA Notice
Description
- Rarely does a property of this caliber grace the Winter Park market. Nestled along the coveted Venetian Canal with 95 feet of pristine waterfrontage, this magnificent masonry estate is the pinnacle of
Single Family
- Price: $6,495,000.00
- Price sqft: $811.67 / sqft
- Previous Price: $6,895,000
- Last Price Change: 04/11/26
- Days On Market: 196
- Bedrooms: 5
- Baths: 7
- Garage / Parking Spaces: 3
- Bldg sqft: 8002
- Acreage: 0.48 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2025
MLS#: O6349188
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Osceola Place
- Elementary School: Lakemont Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: FANNIE HILLMAN & ASSOCIATES
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- DMCA Notice
Description
- Exquisite new construction in the Heart of Winter Park perfectly positioned on an oversized lot just steps from Park Avenues renowned shops, fine dining, and the iconic Winter Park 9 hole golf course,
Single Family
- Price: $6,200,000.00
- Price sqft: $763.17 / sqft
- Previous Price: $6,450,000
- Last Price Change: 04/23/26
- Days On Market: 82
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 3
- Bldg sqft: 8124
- Acreage: 0.45 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2001
MLS#: O6381761
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Cloister Grove Sub
- Elementary School: Lakemont Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: PREMIER SOTHEBY'S INTL. REALTY
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- DMCA Notice
Description
- Along one of the cobblestone brick streets in the prestigious Vias of Winter Park, this completely renovated residence pairs timeless European influence with clean architectural lines and bespoke fini
Single Family
- Price: $5,250,000.00
- Price sqft: $572.77 / sqft
- Previous Price: $5,495,000
- Last Price Change: 04/16/26
- Days On Market: 317
- 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
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- DMCA Notice
Description
- 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: $4,950,000.00
- Price sqft: $661.50 / sqft
- Previous Price: $5,200,000
- Last Price Change: 07/25/25
- Days On Market: 440
- 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
- High School: Winter Park
- Provided by: PREMIER SOTHEBY'S INTL. REALTY
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- DMCA Notice
Description
- New Hamptons style residence offering a seamless blend of elegance and modern sophistication. A gated entrance opening to a circular driveway and motor court, set the stage for enjoying this exception
Land
- Price: $4,500,000.00
- Previous Price: $4,999,000
- Last Price Change: 01/29/26
- Days On Market: 278
- Acreage: 0.48 acres
- Pool: No
- Waterfront: No
- Year Built: Not Available
MLS#: O6331207
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Winter Park
- Elementary School: Lakemont Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: KELLY PRICE & COMPANY LLC
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- DMCA Notice
Description
- JUST LISTED RARE 0.48 ACRE VACANT LOT IN DOWNTOWN WINTER PARK OFFERED AT $4,999,000!!! Zoned R 3, this multi family, prime piece of land is ready for development. Luxury townhomes or condos, nothi
