Skip to Main Content
  1. Home
  2. Search Listings
  3. Search Results
1400 Alabama Drive
More Like This
Details for 1400 Alabama Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $6,500,000.00
  2. Price sqft: $638.82 / sqft
  3. Days On Market: 105
  4. Bedrooms: 5
  5. Baths: 9
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 10175
  8. Acreage: 0.70 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Privileges
  14. Year Built: 1996
MLS#: O6285791
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: J Kronenberger Sub
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: THE AGENCY ORLANDO
  9. mfrmls
  10. 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
Listing Details and 95 Additional Pictures
Request more information about this listing.
1660 Palmer Avenue
Virtual Tour
New Construction
More Like This
Details for 1660 Palmer Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $5,200,000.00
  2. Price sqft: $694.91 / sqft
  3. Days On Market: 114
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 7483
  8. Acreage: 0.36 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2024
MLS#: O6282425
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Comstock Park
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
  9. mfrmls
  10. 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
Listing Details and 47 Additional Pictures
Request more information about this listing.
421 Lakewood Drive
Virtual Tour
More Like This
Details for 421 Lakewood Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $4,500,000.00
  2. Price sqft: $556.72 / sqft
  3. Days On Market: 592
  4. Bedrooms: 5
  5. Baths: 9
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 8083
  8. Acreage: 0.72 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Privileges
  14. Year Built: 1957
MLS#: O6153641
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Osceola Shores Sec 03
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
  9. mfrmls
  10. DMCA Notice
This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake Osceola. This exquisite home invites you in with a grand circular driveway and me
Listing Details and 40 Additional Pictures
Request more information about this listing.
1782 Pine Avenue
Virtual Tour
New Construction
More Like This
Details for 1782 Pine Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $4,100,000.00
  2. Price sqft: $609.85 / sqft
  3. Days On Market: 66
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 6723
  8. Acreage: 0.36 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2025
MLS#: O6297161
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Conwill Estates
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: EXP REALTY LLC
  9. mfrmls
  10. 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
Listing Details and 12 Additional Pictures
Request more information about this listing.
861 Bonita Drive
Virtual Tour
More Like This
Details for 861 Bonita Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $3,850,000.00
  2. Price sqft: $440.45 / sqft
  3. Days On Market: 73
  4. Bedrooms: 6
  5. Baths: 8
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 8741
  8. Acreage: 0.59 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1999
MLS#: O6287490
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Comstock Park
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
  9. mfrmls
  10. DMCA Notice
Nestled on one of Winter Parks most picturesque brick lined streets, this stunning Mediterranean residence offers a refined blend of timeless elegance and modern luxury. With six bedrooms, six full ba
Listing Details and 58 Additional Pictures
Request more information about this listing.
4654 Thornlea Road
Virtual Tour
New Construction
More Like This
Details for 4654 Thornlea Road, ORLANDO, FL 32817
Single Family
  1. Price: $3,615,000.00
  2. Price sqft: $499.93 / sqft
  3. Previous Price: $3,629,000
  4. Last Price Change: 05/24/25
  5. Days On Market: 94
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 7231
  10. Acreage: 1.06 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2026
MLS#: O6286235
  1. County: ORANGE
  2. City: ORLANDO
  3. Zipcode: 32817
  4. Elementary School: Lakemont Elem
  5. Middle School: Maitland
  6. High School: Winter Park
  7. Provided by: BLUE CRAB REALTY LLC
  8. mfrmls
  9. DMCA Notice
Pre Construction. To be built. Unparalleled Lakefront Luxury on Lake Waunatta, a private Ski Lake in Central Florida. Nestled at the end of a quiet cul de sac, this custom built 5,290 sq. ft. estate o
Listing Details and 7 Additional Pictures
Request more information about this listing.
541 Canton Avenue
Virtual Tour
New Construction
More Like This
Details for 541 Canton Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $3,150,000.00
  2. Price sqft: $796.06 / sqft
  3. Days On Market: 35
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3957
  8. Acreage: 0.20 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2024
MLS#: O6307816
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winter Park
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: KELLER WILLIAMS WINTER PARK
  9. mfrmls
  10. DMCA Notice
Timeless elegance meets boutique craftsmanship at 541 W Canton Avenuean exceptional new construction home by Urban Perch, proudly featured in the 2025 Parade of Homes Orlando. Located just steps from
Listing Details and 48 Additional Pictures
Request more information about this listing.
1020 Mayfield Avenue
Virtual Tour
More Like This
Details for 1020 Mayfield Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $2,950,000.00
  2. Price sqft: $822.87 / sqft
  3. Previous Price: $3,195,000
  4. Last Price Change: 06/04/25
  5. Days On Market: 57
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3585
  10. Acreage: 0.26 acres
  11. Pool: No
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 1989
MLS#: O6296230
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: J Kronenberger Sub
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: KELLY PRICE & COMPANY LLC
  9. mfrmls
  10. DMCA Notice
Exquisite, Luxury Listing in the Heart of Winter Park! Stunning, single story residence, customized and remodeled by Phil Kean Design Group. Open and spacious, 2,600 + SF interior layout which boasts
Listing Details and 48 Additional Pictures
Request more information about this listing.
940 Lincoln Circle
Virtual Tour
Reduced
More Like This
Details for 940 Lincoln Circle, Winter Park, FL 32789
Single Family
  1. Price: $2,895,000.00
  2. Price sqft: $648.96 / sqft
  3. Previous Price: $3,095,000
  4. Last Price Change: 06/11/25
  5. Days On Market: 36
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4461
  10. Acreage: 0.33 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1995
MLS#: O6306740
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Robert Dhu Macdonald Park
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: KELLY PRICE & COMPANY LLC
  9. Provided through
  10. DMCA Notice
This newly adjusted price represents extraordinary value for one of Winter Parks most coveted addresses. Located in the heart of the Golden Trianglethe core residential district just a short walk from
Listing Details and 80 Additional Pictures
Request more information about this listing.
940 Lincoln Circle
Virtual Tour
Reduced
More Like This
Details for 940 Lincoln Circle, WINTER PARK, FL 32789
Single Family
  1. Price: $2,895,000.00
  2. Price sqft: $648.96 / sqft
  3. Previous Price: $3,095,000
  4. Last Price Change: 06/13/25
  5. Days On Market: 36
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4461
  10. Acreage: 0.33 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1995
MLS#: O6306740
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Elementary School: Lakemont Elem
  5. Middle School: Maitland
  6. High School: Winter Park
  7. Provided by: KELLY PRICE & COMPANY LLC
  8. mfrmls
  9. DMCA Notice
This newly adjusted price represents extraordinary value for one of Winter Parks most coveted addresses. Located in the heart of the Golden Trianglethe core residential district just a short walk from
Listing Details and 80 Additional Pictures
Request more information about this listing.
Refine Search
Featured Listing
Lot 9 Herschel Road
Featured Listing
7464 Acorn Circle
Featured Listing
3223 Dublin Road
Featured Listing
19364 Sheltered Hill Drive
Featured Listing
1820 St James Loop
See All of Our Listings
Tropic Shores Realty - Crystal River
Equal Housing Opportunity
Listing Data ©2025 Greater Fort Lauderdale REALTORS®
Listings provided courtesy of The Hernando County Association of Realtors MLS.
Listing Data ©2025 REALTOR® Association of Citrus County
Listing Data ©2025 Royal Palm Coast Realtor® Association
The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Display of MLS data is usually deemed reliable but is NOT guaranteed accurate.
Datafeed Last updated on June 15, 2025 @ 12:00 am
©2006-2025 brokerIDXsites.com - https://brokerIDXsites.com
We believe in accessibility for all
Your Privacy Is Important
XML Sitemap
Manage Your Account