Searching on:
  1. Subdivision Like Windermere
904 Main Street
Virtual Tour
More Like This
Details for 904 Main Street, WINDERMERE, FL 34786
Single Family
  1. Price: $4,100,000.00
  2. Price sqft: $607.77 / sqft
  3. Previous Price: $4,299,000
  4. Last Price Change: 03/10/25
  5. Days On Market: 190
  6. Bedrooms: 4
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 6746
  10. Acreage: 2.24 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake
  16. Year Built: 2003
MLS#: O6241373
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere Town
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha Middle
  7. High School: Olympia High
  8. Provided by: VINTAGE REALTY GROUP LLC
  9. mfrmls
  10. DMCA Notice
This property includes an incredibly rare air conditioned boathouse that is completely renovated with apartment, kitchen and bathroom. A custom platform boat lift with overhead garage door lends secur
Listing Details and 77 Additional Pictures
Request more information about this listing.
8441 Oakland Place
More Like This
Details for 8441 Oakland Place, ORLANDO, FL 32819
Single Family
  1. Price: $3,500,000.00
  2. Price sqft: $340.20 / sqft
  3. Days On Market: 291
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 14
  7. Bldg sqft: 10288
  8. Acreage: 1.02 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2018
MLS#: O6204737
  1. County: ORANGE
  2. City: ORLANDO
  3. Zipcode: 32819
  4. Subdivision: Windermere Heights Add 02
  5. Elementary School: Palm Lake Elem
  6. Middle School: Chain of Lakes Middle
  7. High School: Olympia High
  8. Provided by: MILLENIUM REALTY GROUP
  9. mfrmls
  10. DMCA Notice
Experience the epitome of modern luxury living, where the fusion of location, style, innovation, and automotive excellence culminates in a masterpiece of architectural prowess. Nestled within the popu
Listing Details and 81 Additional Pictures
Request more information about this listing.
2 Chase Road
New Construction
More Like This
Details for 2 Chase Road, WINDERMERE, FL 34786
Single Family
  1. Price: $3,168,000.00
  2. Price sqft: $574.33 / sqft
  3. Days On Market: 30
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5516
  8. Acreage: 0.44 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6282569
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere
  5. Provided by: PV LUXURY GROUP PA
  6. mfrmls
  7. DMCA Notice
Pre construction. To be built. Pre construction | to be built | designed for unparalleled luxury discover an extraordinary opportunity to own a masterfully designed luxury residence in the prestigious
Listing Details and 2 Additional Pictures
Request more information about this listing.
325 Magnolia Street
More Like This
Details for 325 Magnolia Street, WINDERMERE, FL 34786
Single Family
  1. Price: $2,998,000.00
  2. Price sqft: $617.00 / sqft
  3. Previous Price: $3,049,900
  4. Last Price Change: 03/12/25
  5. Days On Market: 205
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4859
  10. Acreage: 2.97 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake
  15. Year Built: 1954
MLS#: O6235395
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere Town
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha Middle
  7. High School: Olympia High
  8. Provided by: REVEL REALTY LLC
  9. mfrmls
  10. DMCA Notice
Boasting a prime location in the Town of Windermere on Lake Down with access to the Butler Chain of Lakes, enjoy the perks of town and lake living being in the heart of Windermere. Less than half a mi
Listing Details and 27 Additional Pictures
Request more information about this listing.
12428 Summerport Lane
Virtual Tour
More Like This
Details for 12428 Summerport Lane, WINDERMERE, FL 34786
Single Family
  1. Price: $2,995,000.00
  2. Price sqft: $638.87 / sqft
  3. Previous Price: $3,195,000
  4. Last Price Change: 03/01/25
  5. Days On Market: 205
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4688
  10. Acreage: 0.83 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake
  15. Year Built: 2003
MLS#: O6236319
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere
  5. Elementary School: Windermere Elem
  6. Middle School: Bridgewater Middle
  7. High School: Windermere High School
  8. Provided by: COLDWELL BANKER RESIDENTIAL RE
  9. mfrmls
  10. DMCA Notice
Awake to a breathtaking sunrise in this beautiful Key West Style custom designed house. ALMOST AN ACRE WITH 130 FEET DIRECT LAKEFRONT PROPERTY LOCATED ON PRESTIGE LAKE BUTLER, THE CHAIN OF LAKES! Enjo
Listing Details and 43 Additional Pictures
Request more information about this listing.
1003 Oakdale Street
Virtual Tour
Reduced
More Like This
Details for 1003 Oakdale Street, WINDERMERE, FL 34786
Single Family
  1. Price: $2,900,000.00
  2. Price sqft: $529.49 / sqft
  3. Previous Price: $2,950,000
  4. Last Price Change: 03/16/25
  5. Days On Market: 109
  6. Bedrooms: 6
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5477
  10. Acreage: 1.77 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake
  15. Year Built: 2003
MLS#: O6261656
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere Town
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha Middle
  7. High School: Olympia High
  8. Provided by: VINTAGE REALTY GROUP LLC
  9. mfrmls
  10. DMCA Notice
Never lived in since completely remodeled and expanded total of 6 bedrooms 5 full baths 1 pool or guest bath primary suite & guest suite on 1st floor 4 more bedrooms & 3 bathrooms on 2nd flo
Listing Details and 70 Additional Pictures
Request more information about this listing.
4108 Downeast Lane
More Like This
Details for 4108 Downeast Lane, WINDERMERE, FL 34786
Land
  1. Price: $2,675,000.00
  2. Previous Price: $3,300,000
  3. Last Price Change: 02/26/25
  4. Days On Market: 46
  5. Acreage: 3.31 acres
  6. Pool: No
  7. Waterfront: Yes
  8. Wateraccess: Yes
  9. Waterfront Type: Lake
  10. Year Built: Not Available
MLS#: O6276653
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere
  5. Elementary School: Windermere Elem
  6. Middle School: Chain of Lakes Middle
  7. High School: Olympia High
  8. Provided by: KELLY PRICE & COMPANY LLC
  9. mfrmls
  10. DMCA Notice
IMPROVED PRICE (Reduced $625,0000: The price adjustment is generating strong interest. Acting now ensures you dont miss out on this unique Butler Chain of Lakes opportunity.) Welcome to 4108 Downeast
Listing Details and 34 Additional Pictures
Request more information about this listing.
4108 Downeast Lane
Virtual Tour
More Like This
Details for 4108 Downeast Lane, WINDERMERE, FL 34786
Single Family
  1. Price: $2,675,000.00
  2. Price sqft: $471.45 / sqft
  3. Previous Price: $3,300,000
  4. Last Price Change: 02/26/25
  5. Days On Market: 51
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5674
  10. Acreage: 3.31 acres
  11. Pool: No
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake
  15. Year Built: 1979
MLS#: O6273954
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere
  5. Elementary School: Windermere Elem
  6. Middle School: Chain of Lakes Middle
  7. High School: Olympia High
  8. Provided by: KELLY PRICE & COMPANY LLC
  9. mfrmls
  10. DMCA Notice
IMPROVED PRICE (Reduced $625,0000: The price adjustment is generating strong interest. Acting now ensures you dont miss out on this unique Butler Chain of Lakes opportunity.) Welcome to 4108 Downeast
Listing Details and 80 Additional Pictures
Request more information about this listing.
409 2nd Avenue
Virtual Tour
More Like This
Details for 409 2nd Avenue, WINDERMERE, FL 34786
Single Family
  1. Price: $2,650,000.00
  2. Price sqft: $423.86 / sqft
  3. Days On Market: 4
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6252
  8. Acreage: 0.51 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1995
MLS#: O6290296
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere Town
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha Middle
  7. High School: Olympia High
  8. Provided by: UPSIDE REAL ESTATE INC
  9. mfrmls
  10. DMCA Notice
Welcome to Second Avenue, a serene peninsula in the heart of Old Windermere. This modern masterpiece offers 5 bedrooms, 4.5 baths, including a detached poolside Guest House, seamlessly blending sleek
Listing Details and 56 Additional Pictures
Request more information about this listing.
105 Pine Street
Virtual Tour
More Like This
Details for 105 Pine Street, WINDERMERE, FL 34786
Single Family
  1. Price: $2,495,000.00
  2. Price sqft: $341.97 / sqft
  3. Previous Price: $2,750,000
  4. Last Price Change: 03/14/25
  5. Days On Market: 36
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 7296
  10. Acreage: 0.57 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2015
MLS#: O6279246
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere
  5. Elementary School: Windermere Elem
  6. Middle School: Gotha Middle
  7. High School: Olympia High
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
  9. mfrmls
  10. DMCA Notice
On a serene over half acre lot in the heart of historic downtown Windermere this fabulous one of a kind multi generational home is a short distance from the charming boutiques, eateries, coffee shops,
Listing Details and 45 Additional Pictures
Request more information about this listing.