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  1. School = Chain O Lakes Elem
157 Lake Roy Drive
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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: 58
  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
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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
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2683 Wyndsor Oaks Way
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Details for 2683 Wyndsor Oaks Way, WINTER HAVEN, FL 33884
Single Family
  1. Price: $825,000.00
  2. Price sqft: $180.96 / sqft
  3. Previous Price: $849,000
  4. Last Price Change: 07/25/25
  5. Days On Market: 359
  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
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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
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220 Ruby Lake Lane
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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: 113
  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
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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
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238 Ruby Lake Lane
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Details for 238 Ruby Lake Lane, WINTER HAVEN, FL 33884
Single Family
  1. Price: $795,000.00
  2. Price sqft: $232.52 / sqft
  3. Days On Market: 80
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3419
  8. Acreage: 0.45 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake Front,Lake Privileges
  13. 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
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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
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1576 Covey Rise Terrace
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Details for 1576 Covey Rise Terrace, WINTER HAVEN, FL 33884
Single Family
  1. Price: $788,670.00
  2. Price sqft: $219.99 / sqft
  3. Previous Price: $798,670
  4. Last Price Change: 10/02/25
  5. Days On Market: 146
  6. Bedrooms: 5
  7. Baths: 3
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 3585
  10. Acreage: 0.71 acres
  11. Pool: No
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Front
  15. Year Built: 2026
MLS#: W7878298
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Ashton Covey
  5. Elementary School: Chain O Lakes Elem
  6. Middle School: Mclaughlin
  7. High School: Lake Region
  8. Provided by: MALTBIE REALTY GROUP
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Pre Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home off
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264 Ruby Lake Lane
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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: 89
  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
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Lakefront gem in southeast winter haven! This clean and ready to move in 4 bedroom, 2 bathroom home with office sits on the private access lake bess with slalom ski course. Connected to lake ruby, you
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226 Ruby Lake Lane
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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: 121
  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
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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
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237 Mclean Point
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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: 70
  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
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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
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10 Apple Tree Lane
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Details for 10 Apple Tree Lane, WINTER HAVEN, FL 33884
Single Family
  1. Price: $714,900.00
  2. Price sqft: $199.53 / sqft
  3. Previous Price: $719,900
  4. Last Price Change: 12/09/25
  5. Days On Market: 122
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3583
  10. Acreage: 5.01 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1997
MLS#: P4936277
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Sundance Ranch Estates
  5. Elementary School: Chain O Lakes Elem
  6. Middle School: Mclaughlin
  7. Provided by: LOCKHART & ASSOCIATES INC
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Discover the perfect blend of country living and modern convenience with this well maintained property set on over 5 acres. This spacious home offers 3 bedrooms plus a dedicated office, 2 full baths,
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1552 Covey Rise Terrace
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Details for 1552 Covey Rise Terrace, WINTER HAVEN, FL 33884
Single Family
  1. Price: $576,990.00
  2. Price sqft: $185.47 / sqft
  3. Days On Market: 55
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 3111
  8. Acreage: 0.48 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake Front
  13. Year Built: 2026
MLS#: W7880882
  1. County: POLK
  2. City: WINTER HAVEN
  3. Zipcode: 33884
  4. Subdivision: Ashton Covey
  5. Elementary School: Chain O Lakes Elem
  6. Middle School: Mclaughlin
  7. High School: Lake Region
  8. Provided by: MALTBIE REALTY GROUP
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Pre Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home off
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Tropic Shores Realty - Crystal River
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Listing Data ©2026 Greater Fort Lauderdale REALTORS®
Listings provided courtesy of The Hernando County Association of Realtors MLS.
Listing Data ©2026 REALTOR® Association of Citrus County
Listing Data ©2026 Royal Palm Coast Realtor® Association
The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Display of MLS data is usually deemed reliable but is NOT guaranteed accurate.
Datafeed Last updated on January 13, 2026 @ 12:00 am
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