Searching on:
  1. School = Lakemont Elem
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: 119
  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: 127
  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: 605
  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: 80
  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.
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: 107
  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: 48
  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: 70
  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.
1690 Palm Avenue
More Like This
Details for 1690 Palm Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $2,749,000.00
  2. Price sqft: $692.97 / sqft
  3. Days On Market: 57
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3967
  8. Acreage: 0.26 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2020
MLS#: O6302777
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winter Park Heights
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland
  7. High School: Winter Park
  8. Provided by: HOUWZER INC
  9. mfrmls
  10. DMCA Notice
This Fabulous transitional 5 bedroom pool home is perfect for family living & entertaining & just minutes from downtown Winter Park's shopping, entertainment & dining on Park Avenue. Floor plan is ide
Listing Details and 52 Additional Pictures
Request more information about this listing.
1781 Pine Avenue
Virtual Tour
More Like This
Details for 1781 Pine Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $2,700,000.00
  2. Price sqft: $557.05 / sqft
  3. Days On Market: 15
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4847
  8. Acreage: 0.24 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2017
MLS#: O6314404
  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: FLORIDA CONNEXION PROPERTIES
  9. mfrmls
  10. DMCA Notice
An exceptional custom home by award winning Davila Homes, perfectly blending modern design and functionality. Located in sought after Conwill Estates, just minutes from Park Avenue, this 5 bed, 4.5 ba
Listing Details and 95 Additional Pictures
Request more information about this listing.
1630 Lasbury Avenue
Virtual Tour
More Like This
Details for 1630 Lasbury Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $2,650,000.00
  2. Price sqft: $502.18 / sqft
  3. Previous Price: $2,795,000
  4. Last Price Change: 06/20/25
  5. Days On Market: 106
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5277
  10. Acreage: 0.34 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2003
MLS#: O6289369
  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: FANNIE HILLMAN & ASSOCIATES
  9. mfrmls
  10. DMCA Notice
One or more photo(s) has been virtually staged. Nestled on a serene, brick paved street in the heart of Winter Park, this elegant 5 bedroom, 3.2 bathroom pool home is situated on a stunning oversized
Listing Details and 45 Additional Pictures
Request more information about this listing.