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- School = Maitland
Single Family
- Price: $12,500,000.00
- Price sqft: $838.76 / sqft
- Days On Market: 149
- 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
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: $10,950,000.00
- Price sqft: $1,289.90 / sqft
- Previous Price: $11,950,000
- Last Price Change: 09/06/25
- Days On Market: 122
- Bedrooms: 5
- Baths: 8
- Garage / Parking Spaces: 2
- Bldg sqft: 8489
- Acreage: 1.86 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Privileges
- Year Built: 1991
MLS#: O6304588
- County: ORANGE
- City: MAITLAND
- Zipcode: 32751
- Subdivision: Adams Grove
- Elementary School: Dommerich Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: PREMIER SOTHEBY'S INTL. REALTY
- DMCA Notice
Behind private gates along the shores of Lake Maitland, this elegant Mizner style Mediterranean estate offers an extraordinary opportunity to own a timeless lakefront masterpiece on the Winter Park Ch
Single Family
- Price: $6,500,000.00
- Price sqft: $961.82 / sqft
- Days On Market: 44
- 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
- High School: Winter Park
- 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: $5,999,000.00
- Price sqft: $729.81 / sqft
- Days On Market: 4
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 2
- Bldg sqft: 8220
- Acreage: 0.55 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2021
MLS#: O6342506
- County: ORANGE
- City: Winter Park
- Zipcode: 32789
- Subdivision: J Kronenberger Sub
- Elementary School: Lakemont Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: PREMIER SOTHEBY'S INTL. REALTY
- Provided through
- DMCA Notice
This stunning private residence is situated on an oversized lot featuring a private sports pad, kids playground, and sparkling pool. Encompassing over 6,700 square feet of expansive .55 acre lot, t
Single Family
- Price: $5,999,000.00
- Price sqft: $729.81 / sqft
- Days On Market: 4
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 2
- Bldg sqft: 8220
- Acreage: 0.55 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2021
MLS#: O6342506
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: J Kronenberger Sub
- Elementary School: Lakemont Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: PREMIER SOTHEBY'S INTL. REALTY
- DMCA Notice
This stunning private residence is situated on an oversized lot featuring a private sports pad, kids playground, and sparkling pool. Encompassing over 6,700 square feet of expansive .55 acre lot, t
Single Family
- Price: $5,950,000.00
- Price sqft: $1,059.28 / sqft
- Days On Market: 39
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 3
- Bldg sqft: 5617
- Acreage: 0.30 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2026
MLS#: O6332790
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Cloister Grove Sub
- Elementary School: Lakemont Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: PHIL KEAN REAL ESTATE LLC
- DMCA Notice
Under Construction. Situated on one of the choicest streets in Winter Park on a large and lovely lot will soon be a Phil Kean Design Group new construction project.
Enjoy a world class location along
Single Family
- Price: $5,549,000.00
- Price sqft: $869.48 / sqft
- Days On Market: 43
- 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
- High School: Winter Park
- 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 FG Schaub Custom Homes, known for grand open spaces and superior craftsmans
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: 82
- 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
Land
- Price: $4,999,000.00
- Days On Market: 43
- 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
- DMCA Notice
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
Single Family
- Price: $4,995,000.00
- Price sqft: $551.02 / sqft
- Days On Market: 47
- Bedrooms: 4
- Baths: 7
- Garage / Parking Spaces: 3
- Bldg sqft: 9065
- Acreage: 0.42 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2013
MLS#: O6330261
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Sicilian Shores Rep 02
- Elementary School: Dommerich Elem
- Middle School: Maitland
- High School: Winter Park
- Provided by: KELLY PRICE & COMPANY LLC
- DMCA Notice
Discover unparalleled luxury in this meticulously crafted estate home, where no detail has been overlooked in creating the ultimate in sophisticated living. Encompassing over 6,200 square feet of exqu

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Datafeed Last updated on September 14, 2025 @ 12:00 am
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