Searching on:
- School = Maitland Middle
- Listing Status = Active
Single Family
- Price: $10,950,000.00
- Price sqft: $1,289.90 / sqft
- Days On Market: 267
- 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 Middle
- High School: Winter Park High
- Provided by: PREMIER SOTHEBY'S INTL. REALTY
- DMCA Notice
Description
- Villa Serenata A Lakefront Legacy on Lake Maitland. Behind private iron gates along the storied shores of Lake Maitland, Villa Serenata presents a rare opportunity to own a distinguished Mediterra
Single Family
- Price: $5,700,000.00
- Price sqft: $843.45 / sqft
- Previous Price: $5,900,000
- Last Price Change: 01/26/26
- Days On Market: 189
- 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
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- DMCA Notice
Description
- 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: $5,495,000.00
- Price sqft: $599.50 / sqft
- Previous Price: $5,950,000
- Last Price Change: 12/07/25
- Days On Market: 227
- 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 Middle
- High School: Winter Park High
- 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: $5,150,000.00
- Price sqft: $872.00 / sqft
- Previous Price: $5,300,000
- Last Price Change: 01/13/26
- Days On Market: 112
- 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 Middle
- High School: Winter Park High
- Provided by: FANNIE HILLMAN & ASSOCIATES
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- DMCA Notice
Description
- 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.
Single Family
- Price: $4,950,000.00
- Price sqft: $661.50 / sqft
- Previous Price: $5,200,000
- Last Price Change: 01/30/26
- Days On Market: 350
- 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
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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
Single Family
- Price: $4,750,000.00
- Price sqft: $1,082.99 / sqft
- Days On Market: 222
- Bedrooms: 4
- Baths: 6
- Garage / Parking Spaces: 2
- Bldg sqft: 4386
- Acreage: 0.21 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2025
MLS#: O6321143
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Cloister Grove Sub
- Elementary School: Lakemont Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Provided by: KELLY PRICE & COMPANY LLC
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- DMCA Notice
Description
- In the heart of Winter Parks coveted Vias neighborhood, 1150 Via Salerno is a newly completed Mediterranean minimalist residence that blends architectural refinement w/ organic warmth. Designed and de
Land
- Price: $4,500,000.00
- Previous Price: $4,999,000
- Last Price Change: 01/28/26
- Days On Market: 188
- 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 Middle
- High School: Winter Park High
- 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
Single Family
- Price: $4,199,000.00
- Price sqft: $682.76 / sqft
- Days On Market: 23
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 3
- Bldg sqft: 6150
- Acreage: 0.37 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2026
MLS#: O6368668
- County: ORANGE
- City: WINTER PARK
- Zipcode: 32789
- Subdivision: Park Grove
- Elementary School: Dommerich Elem
- Middle School: Maitland Middle
- High School: Winter Park High
- Provided by: ONE LUXURY INTERNATIONAL LLC
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- DMCA Notice
Description
- Under Construction. Tucked away on a quiet cul de sac in the coveted Park Grove community, this home sits on an expansive 0.37 acre lot, just moments from the boutiques, dining, and charm of Park Aven
Land
- Price: $3,990,900.00
- Previous Price: $4,490,900
- Last Price Change: 10/23/25
- Days On Market: 559
- Acreage: 7.82 acres
- Pool: No
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lake Front
- Year Built: Not Available
MLS#: O6222186
- County: ORANGE
- City: MAITLAND
- Zipcode: 32751
- Subdivision: Woodbridge
- Elementary School: Lake Sybelia Elem
- Middle School: Maitland Middle
- High School: Edgewater High
- Provided by: AG REALTY SERVICES LLC
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- DMCA Notice
Description
- Exceptional opportunity for commercial developers, residential builders, or those seeking a private estate within the City of Maitland, Orange County. This rare offering includes approximately 8 acres
Single Family
- Price: $3,599,000.00
- Price sqft: $794.66 / sqft
- Days On Market: 24
- Bedrooms: 4
- Baths: 4
- Garage / Parking Spaces: 2
- Bldg sqft: 4529
- Acreage: 0.30 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2001
MLS#: O6372165
- 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: KELLY PRICE & COMPANY LLC
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- DMCA Notice
Description
- Timeless Elegance Meets Modern Luxury in Winter Park's Most Coveted Location Discover an extraordinary residence where exceptional craftsmanship and sophisticated design converge at 948 Poinciana Lan
