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Downtown Winter Haven Homes for Sale

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  • /47

    $148,000

    • 1 Bed
    • 1 Bath
    • 714 Sq Ft

    235 6th St NW Unit 307, Winter Haven, FL 33881

    Welcome to The Haven, one of Downtown Winter Haven’s most iconic historic buildings, originally built in the 1920s and now offering a unique opportunity to live in the heart of the city with modern comforts and classic charm. This beautifully updated third-floor condo features 1 bedroom, 1 bathroom, and a bright, open living space filled with natural light.The updated kitchen showcases

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    Brock Jennings

    THE MARKET REALTY COMPANY

    (863) 869-3998

    235 6th St NW Unit 307, Winter Haven, FL 33881
  • /62

    $375,000

    • 4 Beds
    • 2 Baths
    • 1,416 Sq Ft

    577 6th St SE, Winter Haven, FL 33880

    TWO Income-Producing Properties, One Amazing Opportunity! This unique corner-lot package includes two CB 2-bedroom, 1-bath homes being sold together – ideal for investors, multi-generational living, or those looking to live in one and rent the other! Situated on a spacious 140x105 lot, Unit 577, boasts a brand-new roof, new HVAC system, and an all-new screened-in L-shaped lanai, that expands your

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    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 264-4920

    577 6th St SE, Winter Haven, FL 33880
  • /19

    $184,900

    • 2 Beds
    • 2 Baths
    • 1,078 Sq Ft

    2050 San Marcos Dr SE Unit 113, Winter Haven, FL 33880

    Welcome to this charming first-floor condominium in the heart of Winter Haven! Conveniently located on the renowned Chain of Lakes, this spacious 2-bedroom, 2-bathroom home offers the perfect blend of comfort and convenience. Step inside to enjoy an open and inviting floorplan with plenty of natural light throughout. The private outdoor patio provides a perfect space for morning coffee, relaxing

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    Tony Insua Jr.

    CRAIG BURKE REAL ESTATE GROUP, LLC

    (863) 310-1224

    2050 San Marcos Dr SE Unit 113, Winter Haven, FL 33880
  • /34

    $279,900

    • 3 Beds
    • 2 Baths
    • 1,433 Sq Ft

    733 Oleander Dr SE, Winter Haven, FL 33880

    Welcome to this inviting 3-bedroom, 2-bathroom pool home nestled in the desirable Southeast Winter Haven area. This well-maintained property offers the perfect blend of comfort and convenience, featuring a private backyard oasis with a sparkling pool—ideal for relaxing or entertaining year-round. Step inside to discover a functional layout with spacious living areas and ample natural light

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    Tony Insua Jr.

    CRAIG BURKE REAL ESTATE GROUP, LLC

    (863) 592-0878

    733 Oleander Dr SE, Winter Haven, FL 33880
  • /34

    $235,000

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

    104 Avenue K NE, Winter Haven, FL 33881

    Welcome to 104 Avenue K NE in Winter Haven—a charming, move-in ready 3-bedroom, 1-bath concrete block home offering 1,191+- square feet of tastefully updated living space, including a sunny bonus Florida room and a private, fully fenced backyard. With thoughtful renovations completed in recent years, this home is ideal for first-time buyers, investors, or anyone looking to downsize without

    April Spaulding LPT REALTY, LLC

    104 Avenue K NE, Winter Haven, FL 33881
  • /27

    $340,000

    • 7 Beds
    • 3 Baths
    • 2,056 Sq Ft

    806 Avenue O SW, Winter Haven, FL 33880

    "Bundled service pricing available for buyers. Connect with the listing agent for details." Investor's Dream! This income-generating triplex meets the investor 1% rent rule and offers instant cash flow with two units already rented! The front historic 1925 wood-frame home features 3 bedrooms, 1 bathroom, a spacious floor plan, a fully equipped kitchen, and inside laundry. Enjoy the large screened

    Nancy Grabowski REDFIN CORPORATION

    806 Avenue O SW, Winter Haven, FL 33880
  • /28

    $320,000

    • 3 Beds
    • 2 Baths
    • 1,917 Sq Ft

    1841 5th St SE, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. Live in this beautiful home with NO HOA!!! Nestled in one of Winter Haven’s most convenient locations, this beautifully maintained 3-bedroom, 2-bath home offers stunning lake views right at the end of the street. As you drive up, the serene water in the distance adds to the home’s charm and appeal. Inside, you’ll find an open floor plan featuring

    Amy Long REDFIN CORPORATION

    1841 5th St SE, Winter Haven, FL 33880
  • /35

    $297,000

    • 4 Beds
    • 3 Baths
    • 2,212 Sq Ft

    685 Avenue N SE, Winter Haven, FL 33880

    Spacious 4-Bedroom, 3-Bath Pool Home with Office & Upgrades!Welcome to this 4-bedroom, 3-bath home offering approximately 2,212 square feet of comfortable living space. Step into the inviting double foyer that leads to an oversized family room/formal dining area, complete with a modern mini-split A/C system for year-round comfort. The newly remodeled bathroom and laundry room with

    Kelley Vogel Blackburn COLDWELL BANKER REALTY

    685 Avenue N SE, Winter Haven, FL 33880
  • /63

    $550,000

    • 3 Beds
    • 2 Baths
    • 2,006 Sq Ft

    1818 6th St SE, Winter Haven, FL 33880

    ***FULLY RENOVATED***Discover the perfect blend of modern upgrades and timeless charm in this beautifully updated 3-bedroom, 2-bathroom home.This beautiful house has now 2 extra bedrooms after renovations with the total 5 bedrooms, new kitchen, new living room, new floor, new bathrooms and the best new backyard in the city. Nestled between Orlando and Tampa with no HOA or CDD, this property

    Erika Pinto GARCIA REALTY GROUP

    1818 6th St SE, Winter Haven, FL 33880
  • /20

    $310,000

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

    111 Krenson Bay Loop, Winter Haven, FL 33881

    Don’t miss this nearly new 3 bedroom, 2 bath home located in a desirable community in Winter Haven! Built just 2 years ago, this move-in ready property offers modern finishes, and energy-efficient features throughout. The spacious kitchen includes stainless steel appliances, a large island, and ample cabinet space, perfect for entertaining. The split bedroom plan provides privacy, with a generous

    Neisha Crespo CROWN LEGACY REALTY LLC

    111 Krenson Bay Loop, Winter Haven, FL 33881
  • /39

    $169,000

    • 2 Beds
    • 2 Baths
    • 826 Sq Ft

    2037 San Marcos Dr SE Unit 335, Winter Haven, FL 33880

    Enjoy lakeside living with city convenience in this 2-bedroom, 2-bath Winter Haven Chain of Lakes condo. Featuring luxury vinyl flooring, stainless steel appliances, granite counters, and a breakfast bar, this home blends style with comfort. Relax on the private dock, fish, or swim in the community pool. Just minutes from top shopping, dining, and entertainment—perfect as a weekend getaway,

    Logan Bennett KELLER WILLIAMS REALTY SMART

    2037 San Marcos Dr SE Unit 335, Winter Haven, FL 33880
  • /29

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,893 Sq Ft

    1224 7th St NW, Winter Haven, FL 33881

    Welcome to this custom-built updated 3 bedroom, 2 bath pool home offering the perfect blend of comfort, convenience, and Florida living—all with no HOA and the peace of mind of a new metal roof installed in 2021 and a new A/C in 2022. Ideally situated just a short five-minute walk from Publix, Bealls, medical offices, dining options, and a postal store, you’ll love the accessibility of this prime

    Deanna Stone THE STONES REAL ESTATE FIRM

    1224 7th St NW, Winter Haven, FL 33881
  • /69

    $797,500

    • 4 Beds
    • 2.5 Baths
    • 2,710 Sq Ft

    1360 Mirror Terrace NW, Winter Haven, FL 33881

    AN AMAZING 4 BEDROOM 2.5 BATHROOM HOME SITUATED ON AN OVERSIZED (.71) AC LOT ON WINTER HAVEN'S FAMOUS CHAIN OF LAKES!!! This home on Spring Lake has amazing water views from the inside of nearly all rooms and especially from the 850 Sq Ft. covered screened patio with oversized pool. Enjoy the shade in both the front and back yards provided by the beautiful oaks while you appreciate the lake

    Bryan Dicks COLDWELL BANKER REALTY

    1360 Mirror Terrace NW, Winter Haven, FL 33881
  • /18

    $275,000

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    311 Avenue P NW, Winter Haven, FL 33881

    Welcome to your future home in the heart of Winter Haven!This charming and modern 3-bedroom, 2-bathroom home offers 1,440 sq ft of comfortable living space and was built in 2021 — making it practically new and move-in ready. Nestled on Avenue P NW, this property is perfect for families, first-time buyers, or investors looking for a low-maintenance, no-HOA, and no-CDD opportunity!-Step

    Viviana Arias EXP REALTY LLC

    311 Avenue P NW, Winter Haven, FL 33881
  • /31

    $360,000

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

    144 Waterside Cir, Winter Haven, FL 33880

    Welcome home! This beautifully maintained 3-bedroom, 2-bathroom, 2 car garage home offers a perfect blend of comfort and style. Waterside Village is a boutique (48 homes) community located in the heart of Winter Haven. Step inside to discover an open-concept floor plan filled with natural light, high ceilings, and spacious living and dining areas ideal for both relaxing and entertaining. The

    Anita Lowe LOCKHART & ASSOCIATES INC

    144 Waterside Cir, Winter Haven, FL 33880
  • /37

    $389,000

    • 4 Beds
    • 2 Baths
    • 2,292 Sq Ft

    710 Avenue T SE, Winter Haven, FL 33880

    Welcome to this modernly updated Mid-Century home, perfectly blending timeless charm with contemporary comforts. This spacious residence offers 4 bedrooms and 2 bathrooms across 2,292 square feet of thoughtfully designed living space. Step inside to an open great room plan featuring stunning Terrazzo flooring that flows seamlessly throughout the main areas, creating a bright and inviting

    Dee Norris NEXTHOME NORRIS & COMPANY REALTY

    710 Avenue T SE, Winter Haven, FL 33880
  • /26

    $275,000

    • 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. The Gem is ready to go! $4,000 Incentive available! 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 finishes

    Austin Williams GREAT WESTERN REALTY

    450 Avenue B NE, Winter Haven, FL 33881
  • /44

    $375,000

    • 4 Beds
    • 2 Baths
    • 2,080 Sq Ft

    145 Waterside Cir, Winter Haven, FL 33880

    GORGEOUS 4 BEDROOM 2 BATH HOME. GRANITE COUNTER TOPS THROUGHOUT THE KITCHEN AND BATHROOMS. STAINLESS STEEL APPLIANCES, WALK IN PANTRY. LARGE ISLAND IN THIS OPEN FLOOR PLAN HOME. CERAMIC TILE IN THE MAIN LIVING AREAS, CARPET IN THE BEDROOMS, IRRIGATION. BACK YARD IS FENCED, INSIDE LAUNDRY ROOM. NEW MICROWAVE AND DISHWASHER REPLACED JUST SIX MONTHS AGO. THIS HOME HAS A HUGE SCREENED LANAI,

    Gengar Nerehood BONJORN REAL ESTATE

    145 Waterside Cir, Winter Haven, FL 33880
  • /55

    $299,999

    • 3 Beds
    • 2 Baths
    • 1,268 Sq Ft

    1736 3rd St NE, Winter Haven, FL 33881

    Lakefront Living!!! Morning sunrises over the lake! Built in 2024! This like new home on the water is a great option for a family. Short-Term Rentals Allowed! This home presents an opportunity for an investor to add to their portfolio for many years to come. Over 1/3 of an acre! Solid flooring throughout, no carpet!!! The home offers a very nice kitchen with granite countertops and an island that

    Bobby DeSanto LOCKHART & ASSOCIATES INC

    1736 3rd St NE, Winter Haven, FL 33881
  • /36

    $389,990

    • 3 Beds
    • 2.5 Baths
    • 1,953 Sq Ft

    1505 N Lake Mirror Dr NW, Winter Haven, FL 33881

    Welcome to this beautifully updated home nestled in the heart of Winter Haven, Florida! Situated on an oversized corner lot with lake access, this charming 3-bedroom, 2.5-bath residence offers over 1,900 square feet of thoughtfully designed living space. From the moment you arrive, you’ll notice the fresh exterior paint and updated landscaping that enhance the home’s curb appeal and set the tone

    Joseph Sipp KELLER WILLIAMS WINTER PARK

    1505 N Lake Mirror Dr NW, Winter Haven, FL 33881
  • /59

    $639,900

    • 4 Beds
    • 3 Baths
    • 2,633 Sq Ft

    333 Lake Otis Dr SE, Winter Haven, FL 33880

    Welcome to this beautifully renovated pool home offering modern luxury, privacy, and ultimate functionality all with no HOA restrictions! Situated on a spacious corner lot, this 3-bedroom, 3-bath residence includes a dedicated office perfect for working from home or a 4th guest room. Inside, you'll find a brand-new designer kitchen with premium cabinetry, solid countertops, and stainless-steel

    Colin Wells SIGNATURE PROPERTIES OF CENTRAL FLORIDA LLC

    333 Lake Otis Dr SE, Winter Haven, FL 33880
  • /86

    $899,000

    • 5 Beds
    • 4 Baths
    • 6,232 Sq Ft

    550 Lake Otis Dr SE, Winter Haven, FL 33880

    NEW PRICE! AVAILABLE! NOW IS YOUR CHANCE TO OWN THIS LEEDY MID CENTURY MODERN LAKEFRONT HOME with a POOL! Unique opportunity to own a custom designed brick home by the renowned architect Gene Leedy! Leedy homes are rarely available for sale and similar in stature to the FLWright style of architecture. You will be amazed at the true beauty of this palatial residence. Brick, steel, concrete and

    Patricia France HAPPY DAYS REALTY LLC

    550 Lake Otis Dr SE, Winter Haven, FL 33880
  • /73

    $389,000

    • 3 Beds
    • 2 Baths
    • 1,752 Sq Ft

    1919 19th St NW, Winter Haven, FL 33881

    It's a beauty. No HOA. Renovated. Desired neighborhood. Help with closing $10,000. Boat ramp in neighborhood. This newly renovated beauty is in a much-desired neighborhood. New Roof, new windows, new doors, new hot water heater, new insulation, new electric and new air conditioner 2024. The kitchen has gold handles, refrigerator/ coffee maker combo, and a farmhouse sink. Wood floors are

    Kimberly Saddler LA ROSA REALTY PRESTIGE

    1919 19th St NW, Winter Haven, FL 33881
  • /40

    $135,000

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft

    900 Avenue Z SE Unit B2, Winter Haven, FL 33880

    Discover relaxed Florida living in this delightful 2-bedroom, 1st-floor condo in the sought-after Sandy Cove community. Perfectly blending comfort and convenience, this charming residence offers a low-maintenance lifestyle with access to top-tier amenities, including a sparkling community pool and a private dock for fishing or relaxing on scenic Lake Lulu—part of the popular Winter Haven Chain of

    Josh Taylor VILLAGE REALTY OF WINTER HAVEN

    900 Avenue Z SE Unit B2, Winter Haven, FL 33880
  • /3

    $280,000

    • 4 Beds
    • 2 Baths
    • 1,593 Sq Ft

    229 Avenue B NE, Winter Haven, FL 33881

    Charming 1925 Two-Story Home with Income PotentialDiscover the possibilities with this centrally located 1925 two-story home, offering excellent income-producing potential. Ideally situated near major roads, hospitals, and doctors' offices, this property provides convenience and accessibility.The home features a metal workshop, carport, mature landscaping, and fruit trees, all

    Lucy Martinez CENTURY 21 WOLF'S CROSSING REALTY

    229 Avenue B NE, Winter Haven, FL 33881
  • /30

    $274,500

    • 3 Beds
    • 2 Baths
    • 1,074 Sq Ft

    1371 Sheridan St SW, Winter Haven, FL 33880

    Welcome to your charming new home nestled on two oversized lots, offering the perfect blend of comfort and functionality. This delightful three-bedroom, one-bath residence features beautiful hardwood floors throughout, complemented by ceramic tile in the kitchen and solid Corian countertops that combine style with durability. The open-concept layout seamlessly connects indoor and outdoor living,

    David Small KELLER WILLIAMS REALTY SMART 1

    1371 Sheridan St SW, Winter Haven, FL 33880
  • /10

    $134,500

    • 2 Beds
    • 2 Baths
    • 1,134 Sq Ft

    333 Lake Howard Dr NW Unit 302B, Winter Haven, FL 33880

    COMPLETLY FURNISHED - READY TO MOVE IN- WAS USED AS WINTER HOME IN BEAUTIFUL 55+ IMPERIAL HARBORS COMMUNITY. GORGEOUS VIEW OF LAKE HOWARD FROM THIS UNIT. APARTMENT HAS BEEN UPDATED INCLUDING NEW FLOORING.

    Karen MYERS UNITED REALTY GROUP INC

    333 Lake Howard Dr NW Unit 302B, Winter Haven, FL 33880
  • /28

    $314,990

    • 3 Beds
    • 3 Baths
    • 1,594 Sq Ft

    1808 4th Ct SE, Winter Haven, FL 33880

    Welcome home, where comfort and elegance await at every turn. Upon entering, you're greeted by a warm fireplace, framed by nicely painted walls in a soothing neutral color scheme. The 3 bedrooms 2 baths and the study room home at Winter Haven location! The perfect comfort and convenience area. The big pool size, with lot of fruits trees. This home is minutes from LEGOLAND Florida Resort and just

    Trinh Le SOGO REAL ESTATE SERVICES LLC

    1808 4th Ct SE, Winter Haven, FL 33880
  • /61

    $355,000

    • 4 Beds
    • 2 Baths
    • 1,824 Sq Ft

    415 Avenue K NE, Winter Haven, FL 33881

    PRICE IMPROVEMENT! No HOA, no Flodd Zone, no CDD. NEW ROOF was installed in 2022. AC and HEATING are both ENERGY EFFICIENT and were installed on 2022. Kitchen was updated with new tiles. Stainless steel appliances. Solid wood floors throughout the living area, the house sits on an oversized lot (there is lot 8 & 9) set back from the road and plenty of space in the back for entertaining or

    Miulvis Kivelier KIVELIER REALTY GROUP LLC

    415 Avenue K NE, Winter Haven, FL 33881
  • /51

    $295,000

    • 3 Beds
    • 2 Baths
    • 2,149 Sq Ft

    912 Avenue T SE, Winter Haven, FL 33880

    Location, Location! This charming 3-bedroom, 2-bath home, large living room and a huge family room ( could be a 4th bedroom) is situated in the vibrant and growing Winter Haven area. Conveniently close toLEGOLAND, shopping centers, hospitals, and medical offices, it offers both comfort and accessibility. Solar Panels( worth $44K) will be paid by seller at closing ! This home has a nice back

    Lucy Martinez CENTURY 21 WOLF'S CROSSING REALTY

    912 Avenue T SE, Winter Haven, FL 33880
  • /40

    $375,000

    • 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
  • /32

    $259,900

    • 4 Beds
    • 3 Baths
    • 2,001 Sq Ft

    1324 3rd St NE, Winter Haven, FL 33881

    Welcome! This 4-bedroom, 3-bathroom home offers a comfortable single-level design with an efficient layout that maximizes functionality, providing a versatile floor plan for everyday life. Recent major upgrades include fresh interior and exterior paint, all new flooring, and a serviced HVAC System. Its cozy covered front porch creates a welcoming entrance and comfortable outdoor space to relax,

    Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

    1324 3rd St NE, Winter Haven, FL 33881
  • /37

    $200,000

    • 3 Beds
    • 1 Bath
    • 1,040 Sq Ft

    950 Avenue O NE, Winter Haven, FL 33881

    This classic 1956 concrete block home offers 3 bedrooms and 1 bathroom, perfectly blending vintage character with everyday convenience. Featuring a covered carport with laundry room, a fully fenced yard, and plenty of space for outdoor living, this property is ideal for first-time buyers, downsizers, or investors.Located just minutes from Polk State College, shopping, dining, and vibrant

    JoJo Cobb KELLER WILLIAMS REALTY SMART 1

    950 Avenue O NE, Winter Haven, FL 33881
  • /24

    $250,000

    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft

    1865 4th St SE, Winter Haven, FL 33880

    Welcome to 1865 4th St. SE, Winter Haven, FL! Step into charm and possibility with this delightful 3-bedroom, 2-bathroom home nestled in a serene neighborhood. From the moment you enter, you'll be greeted by a spacious living room bathed in natural light—perfect for cozy evenings or lively family gatherings.The kitchen offers generous cabinet space and a welcoming eat-in area, ideal for

    Nette Nelson EXP REALTY LLC

    1865 4th St SE, Winter Haven, FL 33880
  • /14

    $33,500

    • 2 Beds
    • 1.5 Baths
    • 800 Sq Ft

    71 Charlote Dr, Winter Haven, FL 33880

    Welcome to your beautifully updated and renovated mobile home located in a vibrant 55+ community! This charming residence features modern upgrades throughout, ensuring a comfortable and stylish living experience. Step inside to discover an open-concept floor plan that maximizes space and natural light. The updated kitchen boasts new appliances, sleek countertops, and ample cabinetry, making

    Michael Hutcheson Coast to Coast Mobile Home Sales LLC

    71 Charlote Dr, Winter Haven, FL 33880
  • /28

    $265,000 Open Sat 2PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,292 Sq Ft

    1815 6th St SE, Winter Haven, FL 33880

    GREAT LOCATION!! Enjoy the convenience of this ideally situated home with NO HOA's. Just minutes from the Lake Summitt and Lake Roy boat launches, with access to the Chain of Lakes, experience lake life in mere minutes. This spacious and updated 3-bedroom, 2-bathroom ranch features Luxury Vinyl Plank throughout the home, no carpet here! Light and bright with neutral touches throughout, the

    Carmen Padilla LOCKHART & ASSOCIATES INC

    1815 6th St SE, Winter Haven, FL 33880
  • /73

    $270,000

    • 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 Casarean 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
  • /18

    $425,000

    • 8 Beds
    • 5 Baths
    • 3,588 Sq Ft

    731 Avenue A SW, Winter Haven, FL 33880

    PLEASE SEE ATTACHED PROPERTY BROCHURE FOR MORE DETAILS. Beautiful historic home with two income producing units in the main home, and a third unit in the converted garage. Near picturesque Lake Howard, Winter Haven, this is an easy to manage money maker. 3,588 SF total, with 2,888 SF in the main home and 800 SF in the garage space. All tenants are on leases, with two of the three currently

    Craig Morby SAUNDERS REAL ESTATE, LLC

    731 Avenue A SW, Winter Haven, FL 33880
  • /28

    $235,000

    • 4 Beds
    • 2 Baths
    • 1,400 Sq Ft

    1904 3rd St NE, Winter Haven, FL 33881

    Welcome home to this beautifully updated 4 bed, 2 bath in the heart of Winter Haven! Inside you’ll find stylish upgrades like vinyl flooring, granite countertops, and stainless steel appliances. A brand new roof offers peace of mind, and the inviting side yard is perfect for gatherings, gardening, or simply relaxing in the Florida sun. With ~1,400 sq ft, this move-in ready home is ideal for

    Henry Linder XPERT REALTY GROUP

    1904 3rd St NE, Winter Haven, FL 33881
  • /14

    $34,900

    • 3 Beds
    • 2 Baths

    64Tower Manor Cir E Unit 64, Auburndale, FL 33823

    Auburndale Estates, a professionally managed, well-maintained manufactured home community, currently has a 1066 sq. ft. home with 3 bedrooms and 2 bathrooms for sale. Take advantage of this offer now and live in one of the state's most attractive areas. Call and schedule a viewing of this home and ask about our flexible financing options!

    Rob Mathis Auburndale Estates

    64Tower Manor Cir E Unit 64, Auburndale, FL 33823

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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 fairly walkable and bikeable. 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.
How much do you need to make to afford a house in Downtown Winter Haven?
The median home price in Downtown Winter Haven is $250,000. If you put a 20% down payment of $50,000 and had a 30-year fixed mortgage with an interest rate of 6.56%, your estimated principal and interest payment would be $1,270 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $54K a year to afford the median home price in Downtown Winter Haven. 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, 33823 and 33839.
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 Poinsettia Park, Southwest Winter Haven, Inwood, Jan Phyl Village and Sun Ridge.

Home Trends in Downtown Winter Haven, FL

Housing Trends

Median Sale Price
$245,000
Median Single Family Sale Price
$255,000
Median Townhouse Sale Price
$343,000
Median 2 Bedroom Sale Price
$127,000
Median 1 Bedroom Sale Price
$100,000
Average Price Per Sq Ft
$165
Number of Homes for Sale
89
Last 12 months Home Sales
201
Months of Supply
5.30
Median List Price
$250,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
5%
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