Downtown Winter Haven Homes

• 

  

  /2

  $260,000 Sold Mar 05, 2025

  • 1,132 Sq Ft
  • $230/SF
  • 60 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1960

  422 21st St SW, Winter Haven, FL 33880

  Welcome home to this charming and meticulously maintained, fully furnished residence nestled in a tranquil, NO-HOA community close to Lake Howard Chain of Lakes! This standout property boasts a New Roof, a delightful, detached 342-square-foot air-conditioned in-law suite, fully furnished and equipped with a kitchen, bathroom, and a cozy Murphy bed in the spacious living area. Imagine relaxing in

  Ed Fahner COLDWELL BANKER REALTY

  422 21st St SW, Winter Haven, FL 33880
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  /7

  Est $149,382 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,538 Sq Ft

  1776 6th St NW Unit 101, Winter Haven, FL 33881

  1776 6th St NW Unit 101, Winter Haven, FL 33881
• 

  

  

  /14

  $799,900

  • Land
  • 0.82 Acre
  • $975,488 per Acre

  1403 7th St SW, Winter Haven, FL 33880

  1403 7th St SW, Winter Haven, FL 33880**Vacant Land | 0.82 Ac | Now Price-Reduced — Call for DetailsProperty Highlights:Located in the highly desirable CRA District of Winter Haven—an unparalleled opportunity for savvy investors and builders.Fully rezoned and engineered for immediate development of 13 upscale townhomes—curbing and parking infrastructure already installed for quick

  Veronica Bard LA ROSA REALTY PRESTIGE

  1403 7th St SW, Winter Haven, FL 33880
• 

  

  /2

  $303,000 Sold Mar 04, 2025

  • 2,060 Sq Ft
  • $147/SF
  • 128 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1960

  251 Lake Howard Dr SW, Winter Haven, FL 33880

  DRASTIC PRICE REDUCTION TO MOVE HOME. EXCELLENT PRICE!!! NEWER ROOF, NEW PRIMARY SUITE AC UNIT~ Welcome to 251 Lake Howard Drive. Nestled in a serene neighborhood just off Lake Howard Drive, on .24 acres this delightful two-story residence boasts 5 (one bedroom was used as a sports/entertainment room off living area) spacious bedrooms and 3 bathrooms, perfect for families or those who love to

  Brandy Duncan COLDWELL BANKER REALTY

  251 Lake Howard Dr SW, Winter Haven, FL 33880
• 

  

  /2

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 967 Sq Ft

  2037 San Marcos Dr SE Unit 213, Winter Haven, FL 33880

  2037 San Marcos Dr SE Unit 213, Winter Haven, FL 33880
• 

  

  /7

  $220,000

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  319 Avenue P NE, Winter Haven, FL 33881

  A cozy 3 bedroom 2 Bathroom remodel home. Great for 1st time home buyers or investors dream. Open floor plan with dinning area and room for stools at the kitchen. Side bar for additional seating. New kitchen with more than enough storage space finished off with quartz countertop for your generous counter space. Enjoy your large size laundry with enough to add your very own folding table and added

  Linda Louisdor Premier Star Realty

  319 Avenue P NE, Winter Haven, FL 33881
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  /2

  $250,000 Sold Mar 03, 2025

  • 1,194 Sq Ft
  • $209/SF
  • 20 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2007

  735 Avenue R NE, Winter Haven, FL 33881

  This fully remodeled 3-bed, 2-bath home offers modern living with a new roof and stylish upgrades throughout. Located just 5 minutes from downtown Winter Haven and a short distance from Polk State College, this home provides convenience and easy access to all the best local amenities. The spacious layout, fresh finishes, and prime location make this property ideal for homeowners looking for

  Krystel Williams REAL BROKER, LLC

  735 Avenue R NE, Winter Haven, FL 33881
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  /36

  Est $270,337 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,408 Sq Ft

  513 Avenue B NW, Winter Haven, FL 33881

  513 Avenue B NW, Winter Haven, FL 33881
• 

  

  /10

  $400,000

  • Land
  • 0.39 Acre
  • $1,025,641 per Acre

  152 & 148 Avenue D SW, Winter Haven, FL 33880

  Two previously residential lots combined to make .39 Acres of land in heart of Downtown Winter Haven. The lots are leveled and ready to build. The current zoning on the property is MX within the Primary Urban Core which allows for multi-family, various commercial and mixed-use opportunities. Combined frontage on Ave D and 2nd Street with an alley off the south end of the property allowing

  Erik Polumbo POLK REALTY ADVISORS LLC

  152 & 148 Avenue D SW, Winter Haven, FL 33880
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  /2

  $225,000 Sold Mar 03, 2025

  • 1,035 Sq Ft
  • $217/SF
  • 74 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1975

  1236 6th St NE, Winter Haven, FL 33881

  Price Improvement! Motivated seller offering some closing cost assistance!This beautifully maintained 1975 home has been fully renovated, featuring fresh paint inside and out for impressive curb appeal. As you arrive, you're greeted by a charming garden and a welcoming driveway. Inside, enjoy a dream home that was tastefully updated less than two years ago. The kitchen boasts top-of-the-line 42"

  Linda Lopez KELLER WILLIAMS SUBURBAN TAMPA

  1236 6th St NE, Winter Haven, FL 33881
• 

  

  /28

  Est $282,694 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,408 Sq Ft

  515 Avenue B NW, Winter Haven, FL 33881

  515 Avenue B NW, Winter Haven, FL 33881
• 

  

  /6

  $295,000

  • Land
  • 0.44 Acre
  • $670,455 per Acre

  0 Pope Ave NW Unit MFRP4932356, Winter Haven, FL 33881

  Prime .44 vacant lot for sale near Downtown Winter Haven! MX Zoning allows for Mixed-Use, Residential, Multifamily, or Commercial. Two separate lots have been assembled to create a highly developable property in the Central Business District. This property has an incredible location with 126’ of frontage on Pope Ave and 133’ of frontage along Ave B NW. With visibility from Highway 17, this almost

  Zack Strang POLK REALTY ADVISORS LLC

  0 Pope Ave NW Unit MFRP4932356, Winter Haven, FL 33881
• 

  /2

  $115,000 Sold Mar 03, 2025

  • 960 Sq Ft
  • $120/SF
  • 140 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1981

  1878 Avenue Q SW, Winter Haven, FL 33880

  This cozy, 2 bedroom, 1.5 bath offers a private outdoors area in the back with dividers between your neighbors. Situated conveniently off Recker HWY, giving you easy access to Auburndale or Winter Haven! Close to Winter Haven's beautiful Chain of Lakes and Lake Shipp park, come see this townhome for yourself!

  Mitch Harris LOCKHART & ASSOCIATES INC

  1878 Avenue Q SW, Winter Haven, FL 33880
• 

  /2

  Est $140,078 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,029 Sq Ft

  700 Mirror Terrace NW Unit 205, Winter Haven, FL 33881

  700 Mirror Terrace NW Unit 205, Winter Haven, FL 33881
• 

  

  /30

  $29,900

  • 3 Beds
  • 2.5 Baths
  • 1,390 Sq Ft

  18 Parkwood Rd, Winter Haven, FL 33881

  **Exclusive Listing! Age 55+ Land Lease Community. Contact listing agent below for ALL showings and offers.** RARE 3BED/2.5 BATH DOUBLE WIDE! You will quickly make yourself right at home as the new owner of this comfortably spacious and smartly expanded 1973 Double Wide. Priced right at $29,900, and measuring 24x48, plus the additions of the Florida room and third bedroom, this home will

  Shawna Spot Mobile Home Spot Inc.

  18 Parkwood Rd, Winter Haven, FL 33881
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  /2

  $250,000 Sold Mar 03, 2025

  • 1,484 Sq Ft
  • $168/SF
  • 181 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1960

  1515 Kenwood Ave SW, Winter Haven, FL 33880

  NO HOA!!! A LITTLE LESS THAN AN ACRE!!! Welcome to your beautifully updated 3-bedroom, 2-bathroom home, nestled in the heart of Winter Haven. This charming property seamlessly blends modern upgrades with cozy living. The contemporary kitchen, featuring stainless steel appliances, a stylish center island with butcher block countertops, and chic pendant lighting, opens up to a spacious and

  Lina Torres BROKER HUB REALTY GROUP LLC

  1515 Kenwood Ave SW, Winter Haven, FL 33880
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  /20

  Est $125,366 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,077 Sq Ft

  689 Lake Howard Dr NW Unit 1D, Winter Haven, FL 33880

  689 Lake Howard Dr NW Unit 1D, Winter Haven, FL 33880
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  /4

  $82,500

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  1700 6th St NW Unit C7, Winter Haven, FL 33881

  Ground floor unit overlooking the pool and recreation area. This is a smoke free and animal free neighborhood.

  Jane Tyl CHOICE PROPERTIES OF CENT FL

  1700 6th St NW Unit C7, Winter Haven, FL 33881
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  /2

  $560,000 Sold Feb 28, 2025

  • 1,557 Sq Ft
  • $360/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1939

  1516 17th St NW, Winter Haven, FL 33881

  Welcome 1516 17th St NW, Your Dream Home in the Prestigious Interlaken Community Homes in this storied lakeside enclave rarely become available, as they are often cherished across generations. This offering represents a singular opportunity to claim a home located on Lake Mirror, apart of the Winter Haven Chain of Lakes, imbued with both history and meticulous care, nestled in one of the

  Michael Ellingson NEARBY REALTY

  1516 17th St NW, Winter Haven, FL 33881
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  /58

  Est $132,967 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,347 Sq Ft

  1776 6th St NW Unit 802, Winter Haven, FL 33881

  1776 6th St NW Unit 802, Winter Haven, FL 33881
• 

  

  /40

  $369,000

  • 3 Beds
  • 2 Baths
  • 2,617 Sq Ft

  1500 8th St SE, Winter Haven, FL 33880

  Beautiful Renovated 3Bed/2Bath Pool Home with 2,617 square feet of living area, this home boasts a spacious floor plan with oversized rooms and a desirable layout. New Roof, AC, Windows, Water Heater, New Pool heater, light & fan fixtures. The entry foyer features gorgeous stone floors and invites guests into the 24x21 great room Highlighted by a beautiful Electric Fireplace, tiled flooring,

  Michael Suazo PREFERRED REAL ESTATE BROKERS

  1500 8th St SE, Winter Haven, FL 33880
• 

  /2

  $325,000 Sold Feb 28, 2025

  • 1,991 Sq Ft
  • $163/SF
  • 74 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  400 Avenue B NE, Winter Haven, FL 33881

  Welcome to 400 Avenue B NE, Winter Haven, FL 33881, a beautifully updated 3-bedroom, 2-bathroom home in the heart of Winter Haven! This property has undergone a complete interior transformation, offering modern finishes and turnkey readiness for its lucky new owner.Inside, you'll find a spacious, open-concept layout that seamlessly blends the living, dining, and kitchen areas. The kitchen is a

  Jatnna Jimenez LPT REALTY, LLC

  400 Avenue B NE, Winter Haven, FL 33881
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  /6

  Est $198,328 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,173 Sq Ft

  512 Avenue B NE, Winter Haven, FL 33881

  512 Avenue B NE, Winter Haven, FL 33881
• 

  

  /30

  $498,999

  • 4 Beds
  • 3 Baths
  • 1,985 Sq Ft

  1075 8th St NW, Winter Haven, FL 33881

  Gorgeous 4 Bedroom, 3 Bathroom, Single Family Home with 2 In-Law Apartments, on a huge lot, in the heart of historic Winter Haven. The photos don't lie. This is one beautiful and spacious home offering amazing options few other homes do. It has been completely and beautifully remodeled to modern standards from the roof down to the flooring. If you wish, you can lock an interior door or two and

  Jim Knetsch LPT REALTY, LLC

  1075 8th St NW, Winter Haven, FL 33881
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  /2

  $249,000 Sold Feb 28, 2025

  • 1,444 Sq Ft
  • $172/SF
  • 179 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1920

  511 Avenue G NW, Winter Haven, FL 33881

  New Price!!! Beautifully updated bungalow nestled in the heart of Winter Haven! Bursting with character and historical charm, this meticulously maintained home showcases original architecture with tasteful updates. The cozy living room invites relaxation with its vintage fireplace, while the sunlit dining area offers a perfect setting for meals and gatherings. The home features three spacious

  David Craig 1513 REALTY LLC

  511 Avenue G NW, Winter Haven, FL 33881
• 

  

  /20

  Est $336,161 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,100 Sq Ft

  1993 8th St SE, Winter Haven, FL 33880

  1993 8th St SE, Winter Haven, FL 33880
• 

  

  /21

  $122,500

  • 2 Beds
  • 2 Baths
  • 1,347 Sq Ft

  1776 6th St NW Unit 303, Winter Haven, FL 33881

  Improved Price!! All new window in the building...Price improvement...Seller ready to sell! Beautifully maintained 55+ condominium located in Lake Ridge Winter Haven. This is a gated community offering a tranquil living space. Conveniently located near hospitals, restaurants, shopping, entertainment and so much more. This home offers everything you need to live a true Floridian lifestyle.

  Brenda Brooks CENTURY 21 MYERS REALTY

  1776 6th St NW Unit 303, Winter Haven, FL 33881
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  /2

  $330,045 Sold Feb 28, 2025

  • 2,202 Sq Ft
  • $150/SF
  • 609 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2024

  148 Krenson Bay Loop, Winter Haven, FL 33881

  Move-In Ready! This stunning 2,202 sq. ft. home in a gated community offers 4 bedrooms, 2.5 bathrooms, and a 2-car garage. Enjoy the convenience of no CDD fees and a low annual HOA fee of just $900. Features include a tile-covered first floor, a spacious main suite with large walk-in closets, a private bath with double sinks, a linen closet, a separate shower, and a garden tub. All bedrooms and

  Cassandre Martin ADAMS HOMES REALTY

  148 Krenson Bay Loop, Winter Haven, FL 33881
• 

  

  /8

  Est $120,736 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  900 Avenue Z SE Unit D2, Winter Haven, FL 33880

  900 Avenue Z SE Unit D2, Winter Haven, FL 33880
• 

  

  /31

  $32,000

  • 3 Beds
  • 3 Baths
  • 1,772 Sq Ft

  93 Misty Meadow Rd, Winter Haven, FL 33881

  ** Exclusive Listing! Age 55+ Land Lease Community. Contact listing agent below for ALL showings and offers.** As soon as you set your eyes on this truly unique and super spacious double wide and single wide combination, you'll know it's the one you've been looking for! Priced right at $32,000, the 1974 double wide measures 23x52, the 1976 single wide addition measures 12x48, for an

  Shawna Spot Mobile Home Spot Inc.

  93 Misty Meadow Rd, Winter Haven, FL 33881
• 

  /2

  $191,000 Sold Feb 26, 2025

  • 1,068 Sq Ft
  • $179/SF
  • 9 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1923

  316 8th St NE, Winter Haven, FL 33881

  Welcome to this charming bungalow style home featuring 2 bedrooms and 1 bathroom, ideal for first-time homebuyers or those looking for a lucrative investment property. This adorable residence combines character, comfort, and convenience in a desirable location. As you enter, you are greeted by a warm and inviting living room that centers around a decorative fireplace, perfect for cozy evenings

  John Hubbert, Jr BHHS FLORIDA PROPERTIES GROUP

  316 8th St NE, Winter Haven, FL 33881
• 

  /2

  Est $138,878 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,072 Sq Ft

  689 Lake Howard Dr NW Unit 212, Winter Haven, FL 33880

  689 Lake Howard Dr NW Unit 212, Winter Haven, FL 33880
• 

  

  /32

  $75,000

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft

  78 Misty Meadow Rd, Winter Haven, FL 33881

  ** Exclusive Listing! Age 55+ Land Lease Community with $520 monthly lot rent. Contact listing agent below for ALL showings and offers.** You will soon have your slice of Sunshine State paradise as the new proud owner of this remarkably well maintained and thoroughly updated 1980 Double Wide home. Priced right at $75,000, and measuring 23x48, plus the 12x16 Florida room, this home will provide

  Shawna Spot Mobile Home Spot Inc.

  78 Misty Meadow Rd, Winter Haven, FL 33881
• 

  /2

  $268,000 Sold Feb 20, 2025

  • 1,290 Sq Ft
  • $208/SF
  • 18 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  1738 3rd St NE, Winter Haven, FL 33881

  Located in the heart of the city of Winter Haven. This beautiful 3 bed, 2 bath with a single car garage brand new house has 1,290 sq. feet of heated living area. Waterproof wood looking laminate throughout the house. Beautiful tiled bathroom with walk in shower with the Master Bath. Modern white cabinets and granite top in the kitchen and bath. Separate laundry area. Big yard ends at Lake Maude.

  Mohammad Iqbal KELLER WILLIAMS REALTY SMART

  1738 3rd St NE, Winter Haven, FL 33881
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  /37

  Est $226,784 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,195 Sq Ft

  706 Avenue L SE, Winter Haven, FL 33880

  706 Avenue L SE, Winter Haven, FL 33880
• 

  

  /28

  $39,900

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  57 Morningside Rd, Winter Haven, FL 33881

  ** Exclusive Listing! Age 55+ Land Lease Community. Contact listing agent below for ALL showings and offers.** You will quickly make yourself right at home as the new owner of this comfortably spacious and well cared for 1973 Double Wide. Priced right at $39,900, and measuring 24x48, plus the two screen room additions, this home will provide an approximate total of 1440 square feet of

  Shawna Spot Mobile Home Spot Inc.

  57 Morningside Rd, Winter Haven, FL 33881
• 

  /2

  $364,000 Sold Feb 18, 2025

  • 888 Sq Ft
  • $410/SF
  • 216 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1961

  422 22nd St SW, Winter Haven, FL 33880

  Solid 1961 concrete block 3/1 home, constructed in nice neighborhood on quiet dead end street. TEN (10) total lots - each 50' wide x 150' deep. Parcel is 1.72 acres (150' wide x 500' long = 75, 000 sq. ft)! You get a renovated home with huge 1.55 acre forest next door. City Zoning Mgr. says can be turned back into buildable lots. $50K spent recently on upgrades! Only 1.5 miles to downtown Winter

  Jack Keller JACK KELLER INC

  422 22nd St SW, Winter Haven, FL 33880
• 

  

  /17

  Est $271,453 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,462 Sq Ft

  625 Avenue M SE, Winter Haven, FL 33880

  625 Avenue M SE, Winter Haven, FL 33880
• 

  

  /3

  $135,000

  • Land
  • 0.18 Acre
  • $750,000 per Acre

  0 Avenue A NE Unit MFRP4928843, Winter Haven, FL 33881

  GREAT MIXED-USE PIECE IN DOWNTOWN WINTER HAVEN CRA. EXCELLENT DEVELOPMENT INCENTIVES, INCLUDING IMPACT FEE WAIVERY AND MORE.

  Caspian Collany COLLANY PROPERTIES

  0 Avenue A NE Unit MFRP4928843, Winter Haven, FL 33881
• 

  /2

  $308,750 Sold Feb 17, 2025

  • 2,460 Sq Ft
  • $126/SF
  • 68 Days On Market

  • 6 Beds
  • 2.5 Baths
  • Built 1925

  716 Avenue A SW, Winter Haven, FL 33880

  SELLER FINANCING AVAILABLE AT 2% ON $270,000 TO LIMIT YOUR CASH OUT OF POCKET AT CLOSING !! Welcome to 716 Ave A SW, a spacious and elegant 6-bedroom, 3-bathroom home located in the heart of Winter Haven's booming market! This property is perfect for those seeking comfort, space, and convenience in a prime location. Key features include 6 generously sized bedrooms — perfect for a large family or

  Jake Schmidt CAPSTAR REAL ESTATE LLC

  716 Avenue A SW, Winter Haven, FL 33880

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