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Downtown Winter Haven Homes for Sale

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  • /28

    $185,000

    • 2 Beds
    • 1 Bath
    • 576 Sq Ft

    1607 2nd St SE, Winter Haven, FL 33880

    PRIME LOCATION!! Prime Investment Opportunity with Commercial Zoning! Located in the Historic Pughsville neighborhood of Winter Haven. This property offers incredible versatility. Currently a cozy 2-bedroom, 1-bath residential wood framed home, the lot is zoned commercial, opening the door for various business uses. The property features a spacious, fenced-in yard with the added benefit of No HOA

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    Twanna Dewdney

    LA ROSA REALTY PRESTIGE

    (863) 532-7906

    1607 2nd St SE, Winter Haven, FL 33880
  • /33

    $250,000

    • 3 Beds
    • 2 Baths
    • 1,410 Sq Ft

    936 Avenue T SE, Winter Haven, FL 33880

    ***MULTIPLE OFFERS RECEIVED*** PLEASE SUBMIT YOUR HIGHEST AND BEST OFFER ON 04/01 BY 3PM***Welcome to this beautiful 3-bedroom, 2-bathroom block home perfectly positioned at the end of a quiet cul-de-sac in Winter Haven's sought-after Cypress Gardens neighborhood. With 1,400 square feet of interior living space and a layout designed for both comfort and connection, this home checks every

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    Daniel Rodriguez

    NEW HEIGHTS REALTY GROUP

    (863) 285-3066

    936 Avenue T SE, Winter Haven, FL 33880
  • /29

    $140,000

    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft

    104 Mayfair Place SW, Winter Haven, FL 33880

    Enjoy this clean 2 bedroom, 2 bath villa in the community of Mayfair Place. Step into a spacious great room with soaring ceilings and all ceramic tile floors throughout, offering both style and ease of maintenance. The open kitchen includes plenty of counterspace, gas range/stove, and breakfast bar. The primary suite features sliding glass doors leading to a peaceful back patio, the perfect spot

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    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 343-3020

    104 Mayfair Place SW, Winter Haven, FL 33880
  • /20

    $195,000

    • 3 Beds
    • 2 Baths
    • 1,238 Sq Ft

    1109 5th St SW, Winter Haven, FL 33880

    Short Sale. Discover the exceptional potential of this 3-bedroom, 2-bathroom home ideally located in the heart of Winter Haven, offering unbeatable access and flexibility with no HOA restrictions. Positioned just minutes from major highways, shopping centers, dining, and local amenities, this property delivers convenience that’s hard to match. Inside, the home features a spacious living area, an

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    Carlos DeJesus

    EXIT REALTY 4CORNERS

    (863) 267-9625

    1109 5th St SW, Winter Haven, FL 33880
  • /26

    $270,000

    • 2 Beds
    • 1.5 Baths
    • 1,527 Sq Ft

    940 Oleander Dr SE, Winter Haven, FL 33880

    Auction Property. Ranch-style home offering 2 bedrooms and 1.5 bathrooms with a spacious living room and a good-sized yard. Features include a durable metal roof, RV electrical hookups, and a chicken coop. Some updates in the kitchen. Short Sale subject to lender approval.

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    David Hartigan

    JASON MITCHELL REAL ESTATE FLO

    (863) 264-5970

    940 Oleander Dr SE, Winter Haven, FL 33880
  • /24

    $189,900

    • 3 Beds
    • 2 Baths
    • 1,784 Sq Ft

    305 Avenue B NE, Winter Haven, FL 33881

    INVESTORS! Take a look at this 1914 Crafstman Bungalow style home! This opportunity is located in the heart of the Winter Haven Heights Historic Residential District that was added to the National Register of Historic Places in 2000! Just 200 feet to the Kiwanis Park on the shores of Lake Martha! Spacious rooms with high ceilings waiting for your imagination are renovation! New Roof 2024! Call

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    Steve Lockhart

    LOCKHART & ASSOCIATES INC

    (863) 264-6177

    305 Avenue B NE, Winter Haven, FL 33881
  • /24

    $480,000

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

    1075 8th St NW, Winter Haven, FL 33881

    Stunning renovated 4 bedroom 3 bathroom property is move-in ready with a new roof, upgraded plumbing and electrical, new gutters, impact windows and doors. Giving you peace of mind from the start. The layout includes two in-law suites, offering flexible options for family, guests, or rental income. The home also features an attached garage, a backyard shed, and space where you can add an ADU

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    Jim Knetsch

    LPT REALTY, LLC

    (863) 591-0805

    1075 8th St NW, Winter Haven, FL 33881
  • /29

    $279,900

    • 3 Beds
    • 2 Baths
    • 1,860 Sq Ft

    880 Oleander Dr SE, Winter Haven, FL 33880

    PENDING - REQUESTING BACKUPS! Welcome to this inviting 3 bedroom, 2 bath home with 1,860 sqft of living space in one of Southeast Winter Haven’s desirable neighborhoods. Enjoy a spacious family room surrounded by large glass windows on three sides, flooding the home with natural light and providing a perfect spot to relax or entertain. The cozy living room features a fireplace with built-in

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    Steve Lockhart

    LOCKHART & ASSOCIATES INC

    (863) 591-6496

    880 Oleander Dr SE, Winter Haven, FL 33880
  • /36

    $196,900

    • 3 Beds
    • 1 Bath
    • 1,188 Sq Ft

    341 Avenue L NE, Winter Haven, FL 33881

    Charming & Renovated Single Family Home With NO HOA & Great Investment Potential! Welcome to this cozy 3 Bed, 1 Bath residence that features a seamless open floor plan, with a bright living room and dining room combo that flows into the modern kitchen. The interior has been thoughtfully updated with luxury vinyl and tile flooring throughout, providing a stylish and easy-to-clean environment. The

    Guanhua Zhang KN PREMIER REALTY, INC

    341 Avenue L NE, Winter Haven, FL 33881
  • /34

    $217,000

    • 3 Beds
    • 1 Bath
    • 1,190 Sq Ft

    104 Avenue K NE, Winter Haven, FL 33881

    Looking for an affordable, move-in ready home under $250k with a fenced yard and no HOA in central Winter Haven? This updated 3-bedroom, 1-bath concrete block home offers 1,191+ square feet of easy living—plus a bright Florida bonus room and a private backyard that's fully fenced, perfect for pets, gardening, or relaxing outdoors. Inside, you'll find a modern kitchen with granite countertops,

    April Spaulding LPT REALTY, LLC

    104 Avenue K NE, Winter Haven, FL 33881
  • /77

    $129,900

    • 2 Beds
    • 2 Baths
    • 1,190 Sq Ft

    700 Mirror Terrace NW Unit 505, Winter Haven, FL 33881

    Best view in the building! Welcome to your dream Florida escape at 700 Mirror Terrace NW, a beautifully updated and well-maintained condo in this lively 55+ Spring Lake Towers Community. This stunning unit boasts unparalleled lakefront views on the Chain of Lakes in Winter Haven, offering breathtaking sunrises and sunsets every day. Step inside and discover a spacious living and dining room. The

    Victoria Bollea CHARLES RUTENBERG REALTY INC

    700 Mirror Terrace NW Unit 505, Winter Haven, FL 33881
  • /75

    $285,000

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

    207 24th Ct SW, Winter Haven, FL 33880

    Welcome home to this charming 3-bedroom, 2-bath residence nestled on a spacious lot in the heart of Winter Haven. Offering nearly 1,300 square feet of comfortable living space, this well-maintained home features a functional layout with a kitchen and family room combination, ceiling fans throughout, and plenty of natural light. Step outside to your private backyard oasis complete with an

    Melissa Mottern KELLER WILLIAMS REALTY SMART

    207 24th Ct SW, Winter Haven, FL 33880
  • /20

    $259,900

    • 3 Beds
    • 2 Baths
    • 1,259 Sq Ft

    151 1st St S, Winter Haven, FL 33880

    Welcome to your move in ready dream home! Built in 2023 and still sparkling like new, this 3 bedroom , 2 bath beauty comes with an attached 1 car garage, sits at the at the end of of a peaceful dead end street in the highly sought after unincorporated Winter Haven-offering the perfect blend of privacy and convenience.Step inside to an open, light filled floor plan where every detail shines.

    Juan Garcia LIVE FLORIDA REALTY

    151 1st St S, Winter Haven, FL 33880
  • /39

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,595 Sq Ft

    122 22nd St NW, Winter Haven, FL 33880

    Welcome to your dream oasis—a stunning craftsman-style 3-bedroom, 2-bath saltwater pool home nestled on just over a quarter acre. This charming property features a large front porch, perfect for relaxing with your morning coffee or enjoying beautiful sunsets. Step inside to find a warm and inviting interior with classic crown molding throughout. The formal dining room offers an elegant space for

    Tiffany Russell KELLER WILLIAMS REALTY SMART 1

    122 22nd St NW, Winter Haven, FL 33880
  • /22

    $139,900

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

    689 Lake Howard Dr NW Unit 2D, Winter Haven, FL 33880

    Price Improvement!! Welcome to this Charming 2-bedroom 2 bath move-in-ready condo in the well-established 55+ Wellington Community. This community has a beautiful lake front with a private dock and access to Lake Howard that connects to the Chain of Lakes. This spacious home provides plenty of living space, with large bedrooms, and sliding doors that lead to a screened in lanai with a side rear

    Rick Hemenway CROSBY & ASSOCIATES, INC.

    689 Lake Howard Dr NW Unit 2D, Winter Haven, FL 33880
  • /2

    $260,000

    • 3 Beds
    • 2 Baths
    • 1,479 Sq Ft

    140 Krenson Bay Loop, Winter Haven, FL 33881

    Short Sale. 3-bedroom, 2-bath Adams Homes 1512 floor plan in Winter Haven offering 1,512 square feet of living space, a split-bedroom layout, and a 2-car attached garage. Interior features include tile flooring in the main living areas, carpet in the bedrooms, and an open kitchen with pantry and dining area. The primary suite includes a walk-in closet, and the primary bath features dual sinks, a

    Daniel Rivera Fontan ZARZUELA REALTY, LLC

    140 Krenson Bay Loop, Winter Haven, FL 33881
  • /25

    $125,000

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    1700 6th St NW Unit B23, Winter Haven, FL 33881

    This beautifully maintained **DELUXE UNIT** is move-in ready and offers everything you’ve been searching for—located in a desirable **55+ community**, perfect for comfortable and peaceful living! What sets this unit apart is its **private in-unit laundry room**, a rare and valuable upgrade compared to other units in the community—adding both convenience and functionality. Enjoy improved energy

    Jean Julme CENTRIC REALTY SERVICES LLC

    1700 6th St NW Unit B23, Winter Haven, FL 33881
  • /40

    $310,000

    • 3 Beds
    • 2 Baths
    • 1,398 Sq Ft

    1004 Avenue G NE, Winter Haven, FL 33881

    Welcome to your dream home! This stunning three-bedroom, two-bathroom residence boasts beautiful ceramic tile flooring and luxurious vinyl throughout. The modern kitchen is a chef's delight, equipped with stainless steel appliances including a refrigerator, dishwasher, microwave, and range. Enjoy the spacious living room, perfect for entertaining, and an additional bonus room that offers

    Austin Towns STACEY TOWNS REALTY LLC

    1004 Avenue G NE, Winter Haven, FL 33881
  • /47

    $277,000

    • 3 Beds
    • 2 Baths
    • 1,470 Sq Ft

    1727 2nd St NE, Winter Haven, FL 33881

    Welcome to this beautifully built 2022 new construction home in Winter Haven, FL, offering the perfect blend of modern design, energy efficiency, and affordability — all conveniently located near Orlando’s world-famous attractions, including Walt Disney World and Universal Studios. Built by one of Winter Haven’s most recognized affordable builders, J&S Properties, this 3-bedroom, 2-bathroom,

    Regan Pappas REAL BROKER, LLC

    1727 2nd St NE, Winter Haven, FL 33881
  • /21

    $115,000

    • 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
  • /16

    $259,000

    • 3 Beds
    • 2 Baths
    • 1,624 Sq Ft

    450 Avenue B NE, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. This Fully Renovated Gem is ready to go! New Roof at Closing! This beautifully renovated 3-bedroom, 2 bathroom home in Winter Haven, Florida, offers modern living in a serene neighborhood near shopping and seasonal markets. The open-concept layout features a spacious living area, a new kitchen with brand-new stainless steel appliances, and stylish

    Austin Williams ALIGN RIGHT REALTY LLC

    450 Avenue B NE, Winter Haven, FL 33881
  • /25

    $115,000

    • 2 Beds
    • 2 Baths
    • 826 Sq Ft

    2037 San Marcos Dr SE Unit 217, Winter Haven, FL 33880

    UPDATED condo. NEW Bathroom Vanity & fresh Paint throughout. Price Improvement & Great opportunity to add your personal style to this 2 bedroom 2 full bath condo in Park Lake. Located on the 2nd floor close to the elevator with tremendous rental returns. Luxury Vinyl flooring in main living area & primary bedroom. Gas range & Water Heater. Ceiling fans throughout...Roof 2021...Washer/Dryer

    Dora Siler FOLIO REALTY LLC

    2037 San Marcos Dr SE Unit 217, Winter Haven, FL 33880
  • /23

    $116,000

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    1700 6th St NW Unit B24, Winter Haven, FL 33881

    55+ PLUS COMMUNITY! Corner unit! Features granite countertops, marble kitchen flooring, and wood laminate floors throughout the living room, dining area, and hallway. Interior utility area includes washer and dryer for extra convenience. The primary bedroom opens to a screened-in balcony. This amenity-rich community offers a large heated pool, pickleball and shuffleboard courts, a grilling area,

    Roxanne Suarez LPT REALTY, LLC

    1700 6th St NW Unit B24, Winter Haven, FL 33881
  • /38

    $305,000

    • 3 Beds
    • 2 Baths
    • 1,543 Sq Ft

    111 Krenson Bay Loop, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Short Sale. Welcome to this beautifully maintained 3-bedroom, 2-bath home with a 2-car garage, offering 1,512 square feet of comfortable living space in a desirable gated community in Winter Haven. Built just two years ago, this nearly new home blends modern design with a warm, family-friendly feel. Step inside to find vaulted ceilings and tile

    Carolina Flores, LLC LPT REALTY, LLC

    111 Krenson Bay Loop, Winter Haven, FL 33881
  • /29

    $290,000

    • 3 Beds
    • 3 Baths
    • 1,528 Sq Ft

    525 7th St NE, Winter Haven, FL 33881

    Welcome to this versatile and spacious property located at 525 7th St NE in the heart of Winter Haven! Situated on a desirable corner lot, this home offers flexibility, comfort, and income potential—all with NO HOA. The living area feature an open-concept floor plan with a bright and airy along with 3 bedrooms and 3 bathrooms designed for everyday comfort. The kitchen is well-appointed with stone

    Veronica Figueroa EXP REALTY LLC

    525 7th St NE, Winter Haven, FL 33881
  • /31

    $116,000

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft

    1700 6th St NW Unit C26, Winter Haven, FL 33881

    This fully remodeled condo offers comfortable and stylish living with two bedrooms and one bathroom. Enjoy brand-new vinyl flooring throughout, making maintenance a breeze. The kitchen features new appliances and solid surface countertops, while the updated bathroom adds a modern touch. Assigned covered parking is included with the unit. The active 55+ community boasts a newly remodeled, heated

    Ave Bar CENTURY 21 WATSON & MYERS REALTY

    1700 6th St NW Unit C26, Winter Haven, FL 33881
  • /22

    $305,900

    • 3 Beds
    • 2 Baths
    • 1,847 Sq Ft

    144 Waterside Cir, Winter Haven, FL 33880

    Welcome to Waterside Village, a boutique community of just 48 homes in the heart of Winter Haven, featuring a beautifully landscaped and fenced entry, streetlights, and sidewalks on both sides of the road. This well-maintained 3-bedroom, 2-bath, 2-car garage home offers an open-concept layout with high ceilings, abundant natural light, and spacious living and dining areas. This home is the only

    Crystal Harrison RE/MAX REALTY PLUS

    144 Waterside Cir, Winter Haven, FL 33880
  • /7

    $260,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,683 Sq Ft

    1740 2nd St NE, Winter Haven, FL 33881

    Brand-new 3-bedroom, 2-bath home just minutes from Downtown Winter Haven and the Chain of Lakes! Designed with flexibility in mind, this modern layout offers a potential private-entry suite ideal for in-laws, guests, or rental income. Featuring laminate wood floors, white cabinetry, stainless steel appliances, tankless water heater, and spacious open living areas. Move-in ready, no HOA, and close

    Daryl Ash, II KELLER WILLIAMS REALTY SMART

    1740 2nd St NE, Winter Haven, FL 33881
  • /39

    $295,000

    • 3 Beds
    • 2 Baths
    • 1,361 Sq Ft

    751 Avenue B SW, Winter Haven, FL 33880

    Charming property with plenty of desirable features! This 3 bedrooms 2 baths remodeled home features a spacious kitchen with quartz countertops, Oversized cabinets, stainless steel appliances, tankless water heater. Come and enjoy the formal dinning room and living room, . Completely remodeled home, near shopping centers, schools, churches and hospitals offers convenience, while amazing views of

    Lucy Martinez CENTURY 21 WOLF'S CROSSING REALTY

    751 Avenue B SW, Winter Haven, FL 33880
  • /29

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,361 Sq Ft

    751 Avenue B SW, Winter Haven, FL 33880

    This home is waiting just for you! Don’t lose the opportunity to come and see this remodeled house. Walking distance to Lake Howard where you can enjoy your leisure time. House is located just a few minutes from Publix, Walmart, CVS, and Winter Haven Hospital.

    Emina Vasquez CENTURY 21 WOLF'S CROSSING REALTY

    751 Avenue B SW, Winter Haven, FL 33880
  • /51

    $285,000

    • 2 Beds
    • 2.5 Baths
    • 2,045 Sq Ft

    21 Casarena Ct, Winter Haven, FL 33881

    Move in ready and located on the Winter Haven Chain of Lakes! Welcome to the gated community of Casarena on the Lakes. This well-designed and meticulously maintained home is set up just right for indoor and outdoor living. The first floor is an open design with the fireplace separating the living and dining area. Enjoy granite countertops and updated appliances in the spacious kitchen that

    Kami Rickert HOMETRUST REAL ESTATE & PTY MGT

    21 Casarena Ct, Winter Haven, FL 33881
  • /33

    $284,900

    • 4 Beds
    • 2 Baths
    • 2,325 Sq Ft

    2285 Avenue C SW, Winter Haven, FL 33880

    Super Motivated Seller!! Discover this charming 4 bedroom, 2 bathroom single family home located in the heart of Winter Haven, just minutes from the serene shores of Lake Howard. With its spacious layout and versatile design, this property is perfect for families and savvy investors alike. It has a separate mother in law suite, offering privacy or the potential for rental income. A recently

    Miluska Parot LPT REALTY, LLC

    2285 Avenue C SW, Winter Haven, FL 33880
  • /32

    $290,000

    • 4 Beds
    • 2 Baths
    • 1,728 Sq Ft

    800 Avenue L SE, Winter Haven, FL 33880

    Beautifully maintained 4-bedroom, 2-bathroom home with a 2-car garage, situated on a spacious corner lot of over a quarter acre in desirable Plant City. The primary suite features an en suite bathroom with a walk-in shower, while three additional generously sized bedrooms and a second full bath provide comfortable accommodations for family or guests. The inviting kitchen offers ample space with a

    Lindsey Funderburk JT REALTY & ASSOCIATES

    800 Avenue L SE, Winter Haven, FL 33880
  • /52

    $289,800

    • 3 Beds
    • 2 Baths
    • 1,698 Sq Ft

    136 Krenson Bay Loop, Winter Haven, FL 33881

    Another Great Listing brought to you by Paul Jacques, P.A. EveryThing Real Estate. Gated Community, Like New. Open floor plan. minutes from downtown Winter Haven. Low HOA, you’ll enjoy neighborhood security and amenities without the extra cost. Commuters will love the quick access to Hwy 27, providing an easy drive to area beaches, Orlando’s theme parks, and more. Price To Sell.

    Paul Jacques XCELLENCE REALTY INC.

    136 Krenson Bay Loop, Winter Haven, FL 33881
  • /60

    $112,000

    • 2 Beds
    • 2 Baths
    • 1,030 Sq Ft

    333 Lake Howard Dr NW Unit 113D, Winter Haven, FL 33880

    First Floor condo offers comfortable, low-maintenance living with numerous updates throughout. The kitchen features a new backsplash, new sink and faucet, freshly painted cabinets, and newer appliances, including the refrigerator and dishwasher. A new water heater adds additional peace of mind. Both bathrooms have been updated with new vanities, faucets, and tile backsplashes. Custom wood

    NANCY CINI VILLAGE REALTY OF WINTER HAVEN

    333 Lake Howard Dr NW Unit 113D, Winter Haven, FL 33880
  • /73

    $250,000

    • 2 Beds
    • 2.5 Baths
    • 2,045 Sq Ft

    11 Casarena Ct, Winter Haven, FL 33881

    Discover a rare opportunity to own this architecturally distinctive 2-bedroom, 2.5-bath residence located in the gated community of Casarena on the Lakes. This well-designed home offers an impressive blend of indoor and outdoor living spaces. The main level features a formal living room with a fireplace and wet bar, a dining area, a functional kitchen with breakfast bar, a guest half bath, and

    Tim Weisheyer DREAM BUILDERS REALTY

    11 Casarena Ct, Winter Haven, FL 33881
  • /22

    $240,000

    • 4 Beds
    • 2 Baths
    • 1,464 Sq Ft

    444 Avenue B NE, Winter Haven, FL 33881

    Located in the heart of Winter Haven, this property offers a great opportunity to own in a convenient and well-established area of Polk County. Situated on Ave B NE, the home is just minutes from downtown Winter Haven, local shops, restaurants, parks, and the city’s beautiful chain of lakes. The property provides easy access to major roads, making commuting simple while still enjoying a quiet

    Malak Benbachir KELLER WILLIAMS REALTY SMART 1

    444 Avenue B NE, Winter Haven, FL 33881
  • /52

    $224,900

    • 2 Beds
    • 2.5 Baths
    • 1,281 Sq Ft

    2348 Isle Royale Ct SE, Winter Haven, FL 33880

    Recently Fully Renovated Townhouse – Move-In Ready! Seller offering $4,000 credit toward buyer’s closing costs or interest rate buydown. Don’t miss your chance to own this completely remodeled 2-bedroom, 2.5-bathroom townhouse in Park Lake, now available at an unbeatable price! This home has been beautifully updated from top to bottom, offering modern style and worry-free living. All 3 bathrooms

    Fatma Higdon HIGDON HOMES REALTY LLC

    2348 Isle Royale Ct SE, Winter Haven, FL 33880
  • /10

    $90,000

    • 4 Beds
    • 3 Baths
    • 2,064 Sq Ft

    405 W Lake Elbert Dr NE, Winter Haven, FL 33881

    FIXER UPPER with a lake view! Needs full rehab except for roof!

    Claudia Devieux THE KLR GROUP LLC

    405 W Lake Elbert Dr NE, Winter Haven, FL 33881
  • /11

    $499,000

    • 6 Beds
    • 5 Baths
    • 3,020 Sq Ft

    1339 7th St SW, Winter Haven, FL 33880

    Income-producing 5-unit property just minutes from downtown Winter Haven in a high-demand rental location. Exceptional opportunity for investors seeking cash flow, value-add potential, and long-term appreciation in one of Central Florida’s growing markets. This multi-family asset features a diversified unit mix and strong upside potential. Ideal for expanding your investment portfolio, increasing

    Michael Hochadel BHHS FLORIDA PROPERTIES GROUP

    1339 7th St SW, Winter Haven, FL 33880

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Why Live in Downtown Winter Haven

Downtown Winter Haven is a vibrant neighborhood known for its eclectic dining, cultural attractions, and lakefront recreation. The area boasts a burgeoning dining scene with notable restaurants like Nutwood, Arabellas, Adler’s, and The Smokin’ Ox, alongside new additions such as Bowen Yard and established eateries like Lucille’s American Café. For nightlife, residents can enjoy Social Cocktail Lounge, Grove Roots Brewing Co., and The Union Taproom. The neighborhood is also a cultural hub, featuring Theatre Winter Haven, the Historic Ritz Theatre, and Gram Parsons Derry Down. Annual events, including Taste of Winter Haven and Craft Beer Crawl, along with the weekly Winter Haven Farmers Market, add to the community's lively atmosphere. The neighborhood is surrounded by several lakes, including Lake Howard, May, Shipp, and Cannon, offering ample opportunities for boating, fishing, and water skiing. Parks like South Lake Howard Nature Park and Martin Luther King Park provide green spaces with walking trails and recreational facilities. Housing options range from traditional ranch-style and midcentury homes to contemporary custom homes in gated communities, with lakefront properties being the most expensive. The area is served by top-rated schools such as Chain of Lakes Collegiate High and Frank E. Brigham Academy. Downtown Winter Haven is safer than the national average and is well-connected via U.S. Highway 17, U.S. Highway 27, and Interstate 4, with Tampa and Orlando approximately 50 miles away. Local amenities include Walmart, Publix, Aldi, and Lowe’s, ensuring convenient access to essentials.

Frequently Asked Questions

Is Downtown Winter Haven a good place to live?
Downtown Winter Haven is a good place to live. Downtown Winter Haven is considered somewhat walkable and somewhat bikeable with some transit options. Downtown Winter Haven is a suburban neighborhood. Downtown Winter Haven has 19 parks for recreational activities. It is fairly sparse in population with 3.9 people per acre and a median age of 40. The average household income is $68,503 which is below the national average. College graduates make up 18.8% of residents. A majority of residents in Downtown Winter Haven are renters, with 54.1% of residents renting and 45.9% of residents owning their home. A local real estate agent serving Downtown Winter Haven can help you decide if this neighborhood is the right one for you. Learn more on our Downtown Winter Haven neighborhood guide.
Is Downtown Winter Haven, FL a safe neighborhood?
Downtown Winter Haven, FL is less safe than the average neighborhood in the United States. It received a crime score of 5 out of 10.
How much do you need to make to afford a house in Downtown Winter Haven?
The median home price in Downtown Winter Haven is $240,000. If you put a 20% down payment of $48,000 and had a 30-year fixed mortgage with an interest rate of 6.38%, your estimated principal and interest payment would be $1,200 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $51K a year to afford the median home price in Downtown Winter Haven. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Downtown Winter Haven is $69K.
What are the best public schools in Downtown Winter Haven?
The best public schools that serve Downtown Winter Haven are:
What are the best private schools in Downtown Winter Haven?
The best private schools that serve Downtown Winter Haven are:
What are the most popular zip codes in Downtown Winter Haven, Winter Haven, FL?
The most popular zip codes in Downtown Winter Haven, Winter Haven, FL include 33880, 33881, 33884, 33839 and 33823.
What are the most popular neighborhoods near Downtown Winter Haven, Winter Haven, FL?
The most popular neighborhoods near Downtown Winter Haven, Winter Haven, FL are East Winter Haven, Cypress Gardens, Southwest Winter Haven, North Winter Haven and Inwood.

Home Trends in Downtown Winter Haven, FL

Housing Trends

Median Sale Price
$230,000
Median Single Family Sale Price
$255,000
Median Townhouse Sale Price
$260,000
Median 2 Bedroom Sale Price
$116,000
Median 1 Bedroom Sale Price
$110,000
Average Price Per Sq Ft
$161
Number of Homes for Sale
97
Last 12 months Home Sales
170
Months of Supply
6.80
Median List Price
$240,000
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
-3%
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