Skip to Main Content
Headshot for Associate Michelle Hill
  1. Michelle Hill, ABR,AHWD,PA,PSA,REALTOR ®,SFR
  2. Tropic Shores Realty
  3. Mobile: 352.247.2177
  4. 229.834.4988
Skip to Main Content
Refine Search
  1. Home
  2. Search Listings
  3. Search Results
Searching on:
  1. School = Brookshire Elem
1120 Preserve Point Drive
Virtual Tour
More Like This
Details for 1120 Preserve Point Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $11,900,000.00
  2. Price sqft: $889.59 / sqft
  3. Days On Market: 123
  4. Bedrooms: 7
  5. Baths: 11
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 13377
  8. Acreage: 1.63 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake
  14. Year Built: 2009
MLS#: O6269585
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Windsongpreserve Point
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
  9. mfrmls
  10. DMCA Notice
Nestled within the exclusive community of Windsong on Lake Berry, this magnificent 1.6 acre gated Mediterranean Estate is a true private oasis. With over 11,000 square feet of living area and a beauti
Listing Details and 84 Additional Pictures
Request more information about this listing.
141 Phelps Avenue
Virtual Tour
More Like This
Details for 141 Phelps Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $3,980,000.00
  2. Price sqft: $552.62 / sqft
  3. Days On Market: 5
  4. Bedrooms: 6
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 7202
  8. Acreage: 0.28 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 2006
MLS#: O6306273
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Windsong Lakeside Sec 01 4370
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: COLDWELL BANKER RESIDENTIAL RE
  9. mfrmls
  10. DMCA Notice
Presenting a stunning luxury estate in the highly coveted Windsong community with access to the gorgeous Winter Park chain of lakes. Prepare to be impressed as you enter this almost 6,000 square foot
Listing Details and 59 Additional Pictures
Request more information about this listing.
532 Worthington Drive
Virtual Tour
More Like This
Details for 532 Worthington Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $3,295,000.00
  2. Price sqft: $605.59 / sqft
  3. Days On Market: 28
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5441
  8. Acreage: 0.26 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2023
MLS#: O6298838
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Kenilworth Shores Sec 01
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: FLORIDA ONE REAL ESTATE LLC
  9. mfrmls
  10. DMCA Notice
Nestled in peaceful Winter Park, your new contemporary home boasts expansive open living areas featuring 12 foot ceilings, five en suite bedrooms, and outdoor living spaces spanning two levels. T
Listing Details and 99 Additional Pictures
Request more information about this listing.
1795 Greenwich Avenue
Virtual Tour
More Like This
Details for 1795 Greenwich Avenue, Winter Park, FL 32789
Single Family
  1. Price: $2,490,000.00
  2. Price sqft: $485.95 / sqft
  3. Previous Price: $2,575,000
  4. Last Price Change: 04/30/25
  5. Days On Market: 21
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5124
  10. Acreage: 0.27 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2019
MLS#: O6301700
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Eastline
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge
  7. High School: Winter Park
  8. Provided by: KELLY PRICE & COMPANY LLC
  9. Provided through
  10. DMCA Notice
Welcome to a one of a kind, custom designed residence offering the perfect blend of modern sophistication, thoughtful functionality, and resort style amenities. Designed by Origins Residential Design
Listing Details and 76 Additional Pictures
Request more information about this listing.
1795 Greenwich Avenue
Virtual Tour
Reduced
More Like This
Details for 1795 Greenwich Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $2,490,000.00
  2. Price sqft: $485.95 / sqft
  3. Days On Market: 20
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5124
  8. Acreage: 0.27 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2019
MLS#: O6301700
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Eastline
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: KELLY PRICE & COMPANY LLC
  9. mfrmls
  10. DMCA Notice
Welcome to a one of a kind, custom designed residence offering the perfect blend of modern sophistication, thoughtful functionality, and resort style amenities. Designed by Origins Residential Design
Listing Details and 76 Additional Pictures
Request more information about this listing.
313 Sylvan Drive
Virtual Tour
More Like This
Details for 313 Sylvan Drive, WINTER PARK, FL 32789
Land
  1. Price: $1,850,000.00
  2. Previous Price: $1,950,000
  3. Last Price Change: 04/10/25
  4. Days On Market: 111
  5. Acreage: 0.37 acres
  6. Pool: No
  7. Waterfront: Yes
  8. Wateraccess: Yes
  9. Waterfront Type: Lake Front
  10. Year Built: Not Available
MLS#: O6273464
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Sylvan Park
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: FLORIDIAN REALTY GROUP LLC
  9. mfrmls
  10. DMCA Notice
Desirable Winter Park, Lake Sylvan lakefront homesite, Sunset views, Lot dimensions 72 x 220 high and dry, .37+ acres custom home building site, quiet brick road, surrounded by other custom homes. FA
Listing Details and 6 Additional Pictures
Request more information about this listing.
1831 Mizell Avenue
More Like This
Details for 1831 Mizell Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $1,695,000.00
  2. Price sqft: $411.51 / sqft
  3. Days On Market: 5
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4119
  8. Acreage: 0.25 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2016
MLS#: O6305970
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Lake Monte Sub
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: EXP REALTY LLC
  9. mfrmls
  10. DMCA Notice
Stunning contemporary home in Winter Park is close to Park Avenue and all of the wonderful restaurants, shops and the historic farmer's market. This luxurious home exudes a crisp, pristine setting wi
Listing Details and 39 Additional Pictures
Request more information about this listing.
1429 Chapman Circle
Virtual Tour
More Like This
Details for 1429 Chapman Circle, WINTER PARK, FL 32789
Single Family
  1. Price: $1,599,999.00
  2. Price sqft: $423.95 / sqft
  3. Previous Price: $1,649,000
  4. Last Price Change: 04/19/25
  5. Days On Market: 179
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3774
  10. Acreage: 0.14 acres
  11. Pool: No
  12. Community Pool: Yes
  13. Waterfront: No
  14. Year Built: 2014
MLS#: O6257912
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Windsong
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: CORCORAN PREMIER REALTY
  9. mfrmls
  10. DMCA Notice
Exceptional Phil Kean designed contemporary masterpiece in Winter Park's prestigious Windsong community. This sophisticated 4 bedroom, 4 bathroom residence seamlessly blends modern luxury with practic
Listing Details and 35 Additional Pictures
Request more information about this listing.
690 Osceola Avenue 604
Virtual Tour
More Like This
Details for 690 Osceola Avenue 604, WINTER PARK, FL 32789
Condominium
  1. Price: $1,575,000.00
  2. Price sqft: $740.13 / sqft
  3. Days On Market: 68
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2128
  8. Acreage: 1.56 acres
  9. Pool: No
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Privileges
  14. Year Built: 1969
MLS#: O6276777
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Lake Virginia Condo
  5. Building: Lake Virginia Condo
  6. Elementary School: Brookshire Elem
  7. Middle School: Glenridge Middle
  8. High School: Winter Park High
  9. Provided by: COLDWELL BANKER RESIDENTIAL RE
  10. mfrmls
  11. DMCA Notice
Gorgeous lakefront 2 story winter park penthouse, corner builders unit with panoramic views of lake virginia from almost every room and its expansive full width balcony. Welcome to lakefront luxury li
Listing Details and 58 Additional Pictures
Request more information about this listing.
433 Carolina Avenue
Virtual Tour
More Like This
Details for 433 Carolina Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $1,295,000.00
  2. Price sqft: $479.63 / sqft
  3. Previous Price: $1,395,000
  4. Last Price Change: 03/30/25
  5. Days On Market: 123
  6. Bedrooms: 5
  7. Baths: 4
  8. Bldg sqft: 2700
  9. Acreage: 0.15 acres
  10. Pool: No
  11. Waterfront: No
  12. Year Built: 2018
MLS#: O6270087
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Winter Park
  5. Elementary School: Brookshire Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: COLDWELL BANKER RESIDENTIAL RE
  9. mfrmls
  10. DMCA Notice
From the boutique address at 433 Carolina Ave, take a stroll down to historic Hannibal Square or to the New England gourmet corridor. On Saturday's mornings, have your breakfast at the Winter Park far
Listing Details and 21 Additional Pictures
Request more information about this listing.
Liked Listings