Searching on:
  1. School = Lake Region
  2. Listing Status = Active
3824 Gaines Drive
Virtual Tour
More Like This
Active
Details for 3824 Gaines Drive, WINTER HAVEN, FL 33884
Single Family
  1. Price: $1,499,000.00
  2. Price sqft: $172.20 / sqft
  3. Previous Price: $1,549,000
  4. Last Price Change: 01/10/26
  5. Days On Market: 103
  6. Bedrooms: 7
  7. Baths: 7
  8. Garage / Parking Spaces: 6
  9. Bldg sqft: 8705
  10. Acreage: 0.64 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Front,Lake Privileges
  16. Year Built: 1980
MLS#: P4936581
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Gaines Cove
  5. Elementary School: Pinewood Elem
  6. Middle School: Denison
  7. High School: Lake Region
  8. Provided by: THE STONES REAL ESTATE FIRM
  9. mfrmls
  10. DMCA Notice
Luxury lakefront home on the Winter Haven Chain of Lakes! A true luxury lakefront masterpiece on the shores of Lake Eloise, one of the most beautiful lakes on the world famous Winter Haven Chain of La
Listing Details and 83 Additional Pictures
Request more information about this listing.
3800 Gerber Dairy Road
Virtual Tour
More Like This
Active
Details for 3800 Gerber Dairy Road, WINTER HAVEN, FL 33880
Single Family
  1. Price: $1,450,000.00
  2. Price sqft: $413.11 / sqft
  3. Days On Market: 5
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3510
  8. Acreage: 30.36 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2014
MLS#: L4958470
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33880
  4. Elementary School: Wahneta Elem
  5. Middle School: Westwood
  6. High School: Lake Region
  7. Provided by: THE STONES REAL ESTATE FIRM
  8. mfrmls
  9. DMCA Notice
Tucked behind a private gated entry, this extraordinary30+ acre estatedelivers an exceptional blend of luxury, privacy, and purposeful designperfectly suited for anequestrian farm, cattle ranch, or re
Listing Details and 99 Additional Pictures
Request more information about this listing.
157 Lake Roy Drive
Virtual Tour
More Like This
Active
Details for 157 Lake Roy Drive, WINTER HAVEN, FL 33884
Single Family
  1. Price: $919,000.00
  2. Price sqft: $201.62 / sqft
  3. Days On Market: 71
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 4558
  8. Acreage: 0.65 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front,Lake Privileges
  14. Year Built: 1987
MLS#: L4957283
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Eloise Woods Lake Roy
  5. Elementary School: Chain O Lakes Elem
  6. Middle School: Denison
  7. High School: Lake Region
  8. Provided by: THE STONES REAL ESTATE FIRM
  9. mfrmls
  10. DMCA Notice
Lakefront pool home on the Winter Haven Chain of Lakes with a detached apartment, 4 car garage, abundant open parking, RV parking pad, pool, dock and more! Perfectly positioned on Lake Roy, one of the
Listing Details and 60 Additional Pictures
Request more information about this listing.
220 Ruby Lake Lane
More Like This
Active
Details for 220 Ruby Lake Lane, WINTER HAVEN, FL 33884
Single Family
  1. Price: $799,977.00
  2. Price sqft: $228.83 / sqft
  3. Previous Price: $824,900
  4. Last Price Change: 10/23/25
  5. Days On Market: 125
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3496
  10. Acreage: 0.42 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Front,Lake Privileges
  15. Year Built: 2001
MLS#: P4936358
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Ruby Lake Ph 04
  5. Elementary School: Chain O Lakes Elem
  6. Middle School: Denison
  7. High School: Lake Region
  8. Provided by: THE STONES REAL ESTATE FIRM
  9. mfrmls
  10. DMCA Notice
Welcome to 220 Ruby Lake Lane, a stunning lakefront pool residence in the highly sought after gated community of Ruby Lake, where modern upgrades blend effortlessly with timeless design and waterfront
Listing Details and 62 Additional Pictures
Request more information about this listing.
2683 Wyndsor Oaks Way
Virtual Tour
More Like This
Active
Details for 2683 Wyndsor Oaks Way, WINTER HAVEN, FL 33884
Single Family
  1. Price: $799,000.00
  2. Price sqft: $175.26 / sqft
  3. Previous Price: $825,000
  4. Last Price Change: 01/13/26
  5. Days On Market: 371
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4559
  10. Acreage: 0.57 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2002
MLS#: P4933374
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Wyndsor At Lake Winterset
  5. Elementary School: Chain O Lakes Elem
  6. Middle School: Denison
  7. High School: Lake Region
  8. Provided by: RE/MAX HERITAGE PROFESSIONALS
  9. mfrmls
  10. DMCA Notice
Back on market, property passed inspections already. Welcome to 2683 Wyndsor Oaks Way, Winter Haven, FL an extraordinary residence in the highly sought after gated Wyndsor at Lake Winterset community
Listing Details and 63 Additional Pictures
Request more information about this listing.
238 Ruby Lake Lane
Virtual Tour
More Like This
Active
Details for 238 Ruby Lake Lane, WINTER HAVEN, FL 33884
Single Family
  1. Price: $789,000.00
  2. Price sqft: $230.77 / sqft
  3. Previous Price: $795,000
  4. Last Price Change: 01/08/26
  5. Days On Market: 92
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3419
  10. Acreage: 0.45 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Front,Lake Privileges
  15. Year Built: 2000
MLS#: P4936774
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Ruby Lake Ph 04
  5. Elementary School: Chain O Lakes Elem
  6. Middle School: Denison
  7. High School: Lake Region
  8. Provided by: LOCKHART & ASSOCIATES INC
  9. mfrmls
  10. DMCA Notice
A truly wonderful lifestyle! Nestled in the charming, gated community of Ruby Lake, this beautiful 4 bedroom, 3 bath pool home provides the perfect blend of elegance and comfort. Known for being two o
Listing Details and 59 Additional Pictures
Request more information about this listing.
264 Ruby Lake Lane
Virtual Tour
More Like This
Active
Details for 264 Ruby Lake Lane, WINTER HAVEN, FL 33884
Single Family
  1. Price: $750,000.00
  2. Price sqft: $246.71 / sqft
  3. Days On Market: 102
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3040
  8. Acreage: 0.46 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake Front
  13. Year Built: 1999
MLS#: P4936678
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Ruby Lake Ph 04
  5. Elementary School: Chain O Lakes Elem
  6. Middle School: Denison
  7. High School: Lake Region
  8. Provided by: KELLER WILLIAMS REALTY SMART 1
  9. mfrmls
  10. DMCA Notice
Discover a lakefront retreat in southeast winter haven! This pristine, move in ready 4 bedroom, 2bathroom home with a dedicated office is perfectly positioned on private access lake bess, complete wit
Listing Details and 35 Additional Pictures
Request more information about this listing.
226 Ruby Lake Lane
Virtual Tour
More Like This
Active
Details for 226 Ruby Lake Lane, WINTER HAVEN, FL 33884
Single Family
  1. Price: $744,900.00
  2. Price sqft: $227.73 / sqft
  3. Previous Price: $749,900
  4. Last Price Change: 10/07/25
  5. Days On Market: 134
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 3271
  10. Acreage: 0.42 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Front
  16. Year Built: 2001
MLS#: P4936048
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Ruby Lake Ph 04
  5. Elementary School: Chain O Lakes Elem
  6. Middle School: Denison
  7. High School: Lake Region
  8. Provided by: THE STONES REAL ESTATE FIRM
  9. mfrmls
  10. DMCA Notice
Welcome to this stunning 3 bedroom, 3 bathroom lake front pool home offering gorgeous views of Lake Ruby. Set on a prime waterfront lot, the property includes an oversized 3 car garage and a private b
Listing Details and 55 Additional Pictures
Request more information about this listing.
237 Mclean Point
Virtual Tour
More Like This
Active
Details for 237 Mclean Point, WINTER HAVEN, FL 33884
Single Family
  1. Price: $740,000.00
  2. Price sqft: $188.63 / sqft
  3. Days On Market: 83
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 3923
  8. Acreage: 0.46 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2001
MLS#: L4957003
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Elementary School: Chain O Lakes Elem
  5. Middle School: Denison
  6. High School: Lake Region
  7. Provided by: EXP REALTY LLC
  8. mfrmls
  9. DMCA Notice
MUST SEE! Beautiful Custom Built Home in the Renaissance Subdivision! Welcome to your dream home nestled in the serene community of Renaissance in lovely Winter Haven, Florida. This stunning 4 bedroo
Listing Details and 84 Additional Pictures
Request more information about this listing.
4189 Stone Creek Loop
More Like This
Active
Details for 4189 Stone Creek Loop, LAKE WALES, FL 33859
Single Family
  1. Price: $735,000.00
  2. Price sqft: $296.61 / sqft
  3. Days On Market: 2
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2478
  8. Acreage: 0.18 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2010
MLS#: O6376126
  1. County: POLK
  2. City: LAKE WALES
  3. Zipcode: 33859
  4. Subdivision: Lake Ashton Golf Club Ph 06
  5. Elementary School: Jesse Keen Elem
  6. High School: Lake Region
  7. Provided by: PREMIER SOTHEBYS INT'L REALTY
  8. mfrmls
  9. DMCA Notice
Welcome to an exceptional estate, originally one of the builders premier Ashton model homes, where refined design meets relaxed, resort style living. Soaring ceilings, abundant natural light, and a th
Listing Details and 51 Additional Pictures
Request more information about this listing.