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  1. Subdivision Like Charmont
  2. Listing Status = Active
207 Kings Way
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New Construction
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Details for 207 Kings Way, WINTER PARK, FL 32789
Single Family
  1. Price: $3,650,000.00
  2. Price sqft: $770.21 / sqft
  3. Days On Market: 225
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 4739
  8. Acreage: 0.23 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2026
MLS#: O6337304
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Charmont
  5. Elementary School: Audubon Park K
  6. Middle School: Audubon Park K
  7. High School: Winter Park
  8. Provided by: ONE LUXURY INTERNATIONAL LLC
  9. mfrmls
  10. DMCA Notice
Under Construction. Step into a world where the timeless charm of Old Winter Park meets the pinnacle of modern luxury designed by Winter Park Design and masterfully crafted by renowned builder Vimaro
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2040 Randall Circle
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Details for 2040 Randall Circle, WINTER PARK, FL 32789
Single Family
  1. Price: $3,350,000.00
  2. Price sqft: $550.53 / sqft
  3. Previous Price: $3,450,000
  4. Last Price Change: 03/28/26
  5. Days On Market: 62
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 6085
  10. Acreage: 0.27 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2017
MLS#: O6386920
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Charmont
  5. Elementary School: Audubon Park K
  6. Middle School: Audubon Park K
  7. High School: Winter Park
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
  9. mfrmls
  10. DMCA Notice
Set along a picturesque brick street, 2040 Randall Circle is a beautifully crafted residence that pairs timeless architecture with elevated, designer finishes and a functional floor plan. Framed by ma
Listing Details and 38 Additional Pictures
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141 Glenridge Way
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Details for 141 Glenridge Way, WINTER PARK, FL 32789
Single Family
  1. Price: $3,250,000.00
  2. Price sqft: $421.31 / sqft
  3. Days On Market: 40
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 7714
  8. Acreage: 0.48 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2008
MLS#: O6393616
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Charmont
  5. Elementary School: Audubon Park K
  6. Middle School: Audubon Park K
  7. High School: Winter Park
  8. Provided by: FANNIE HILLMAN & ASSOCIATES
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Grand Southern charm and architectural elegance define this stately residence in one of Winter Parks most desirable neighborhoods, set along a quiet brick lined street just steps from Lake Chelton. P
Listing Details and 65 Additional Pictures
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151 Oakwood Way
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Details for 151 Oakwood Way, WINTER PARK, FL 32789
Single Family
  1. Price: $2,950,000.00
  2. Price sqft: $538.71 / sqft
  3. Previous Price: $3,055,000
  4. Last Price Change: 04/01/26
  5. Days On Market: 90
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5476
  10. Acreage: 0.26 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2023
MLS#: O6380037
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Charmont
  5. Middle School: Audubon Park K
  6. High School: Winter Park
  7. Provided by: CORCORAN PREMIER REALTY
  8. mfrmls
  9. DMCA Notice
Welcome to 151 Oakwood Way, a beautifully executed residence by LunDev Custom Homes, set on a quiet, tree lined street in the heart of Winter Park. Blending timeless architecture with a clean transiti
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1900 Winter Park Road
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Details for 1900 Winter Park Road, WINTER PARK, FL 32789
Single Family
  1. Price: $941,000.00
  2. Price sqft: $448.10 / sqft
  3. Days On Market: 9
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 1
  7. Bldg sqft: 2100
  8. Acreage: 0.20 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1947
MLS#: O6402566
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Charmont
  5. Provided by: RE/MAX ASSURED
  6. mfrmls
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Positioned in one of Central Floridas most iconic and sought after locations, this rare opportunity at 1900 Winter Park Road in Winter Park invites you to create something truly exceptional. Set on
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1960 Winter Park Road
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Details for 1960 Winter Park Road, WINTER PARK, FL 32789
Land
  1. Price: $899,000.00
  2. Days On Market: 22
  3. Acreage: 0.24 acres
  4. Pool: No
  5. Waterfront: No
  6. Year Built: Not Available
MLS#: O6398264
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Charmont
  5. Middle School: Audubon Park K
  6. High School: Winter Park
  7. Provided by: FANNIE HILLMAN & ASSOCIATES
  8. mfrmls
  9. DMCA Notice
Build your dream home in one of Winter Parks most desirable pockets. This 83 x 123 lot (10,258 SF | .24 acres) offers the perfect canvas to create a custom residence tailored to your vision. With util
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