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Downtown Winter Haven Homes for Sale

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  • /21

    $135,000

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

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

    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. Amenities include heated

    Agent Photo

    Brenda Brooks

    CENTURY 21 MYERS REALTY

    (863) 591-3284

    1776 6th St NW Unit 303, 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

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 264-4920

    577 6th St SE, Winter Haven, FL 33880
  • /57

    $219,500

    • 2 Beds
    • 2 Baths
    • 1,575 Sq Ft

    1531 Oakview Cir SE, Winter Haven, FL 33880

    Welcome to the well-maintained 55+ owner occupant community of Oakview located in beautiful Winter Haven, Florida. This is a two bedroom two bath tastefully furnished home. The split bedroom plan gives lots of privacy to guests or residents. The living/dining room combination is spacious and located right off the kitchen for ease of entertaining family and friends. There is a den at the rear

    Agent Photo

    Brenda J. Quinn

    QUINN & COMPANY REALTORS, LLC

    (863) 270-7869

    1531 Oakview Cir SE, Winter Haven, FL 33880
  • /23

    $265,000 Open Sat 12PM - 3PM

    • 3 Beds
    • 3 Baths
    • 1,696 Sq Ft

    130 Avenue H SE, Winter Haven, FL 33880

    Step into timeless character blended with thoughtful updates in this charming 2-story home. Enter through a welcoming foyer where you’ll find the staircase leading to the second floor and a warm sense of home. The heart and soul of this property is the beautifully remodeled kitchen, featuring tall ceilings, eat-in area, and elegant granite countertops and backsplash—perfect for creating and

    Nancy Parkhurst LA ROSA REALTY KISSIMMEE

    130 Avenue H SE, Winter Haven, FL 33880
  • /24

    $259,900 Open Sat 12PM - 4PM

    • 4 Beds
    • 2 Baths
    • 1,691 Sq Ft

    1928 3rd St NE, Winter Haven, FL 33881

    "HOUSE HACK OPPORTUNITY - INVESTOR GEM!"Live in one unit and rent out the rest! This multi-unit property is perfect for savvy buyers looking to offset their mortgage or cash flow immediately. Whether you're a first-time investor or adding to your portfolio, this gem offers strong rental potential in a prime location. Don't miss out! Beautifully Updated Corner Lot Home in the Heart of Winter Haven

    Stephanie Morales Adriazola KELLER WILLIAMS REALTY SMART 1

    1928 3rd St NE, Winter Haven, FL 33881
  • /37

    $425,000

    • 5 Beds
    • 3 Baths
    • 2,806 Sq Ft

    1501 7th St SE, Winter Haven, FL 33880

    Welcome Home to this 5 bedroom 3 bath POOL Home on a large corner lot in Winter Haven. Upgrades galore. NEWER ROOF, NEWER POOL EQUIPMENT, 2 NEWER A/C UNITS. The home features luxury vinyl wood flooring throughout. The kitchen has been renovated featuring white wood shaker cabinets, quartz countertops and stainless steel appliances. The bathrooms have been fully renovated as well and feature

    Laura Auten ELEVATE REALTY LLC

    1501 7th St SE, Winter Haven, FL 33880
  • /72

    $512,000 Open Sun 1AM - 4PM

    • 4 Beds
    • 2 Baths
    • 3,198 Sq Ft

    934 Lake Elbert Dr SE, Winter Haven, FL 33880

    Welcome to Your Half Acre Lakeside Historic Retreat on Lake Elbert!Step back in time and experience the timeless charm of this beautiful 4-bedroom, 2-bath historic home, perfectly situated on half an acre of lakefront property in the heart of Winter Haven. Built in 1926 and spanning over 3,100 square feet, this residence offers a rare blend of classic elegance, vintage details, and serene

    Chris Renfro KELLER WILLIAMS REALTY SMART

    934 Lake Elbert Dr SE, Winter Haven, FL 33880
  • /42

    $299,900

    • 3 Beds
    • 2 Baths
    • 1,380 Sq Ft

    1204 Lake Elbert Dr SE, Winter Haven, FL 33880

    Beautiful 3 bedrooms and 2 bathrooms single family home with amazing and wide-open lake view!! Everything new from top to bottom: new roof, Impact windows, high traffic laminated floors; new bathrooms and new kitchen with stainless steel appliances and quartz countertops. Huge fenced backyard and new paved driveway. A must see before it is gone!

    Ana Saya Direct Realty Solutions

    1204 Lake Elbert Dr SE, Winter Haven, FL 33880
  • /38

    $305,000

    • 4 Beds
    • 2 Baths
    • 1,989 Sq Ft

    806 Avenue G NE, Winter Haven, FL 33881

    Priced to move - seller is motivated. Welcome to your dream home—perfectly nestled between Lake Elbert and Lake Martha with convenient access to nearby boat ramps. This beautifully updated 4-bedroom, 2-bath residence sits on an oversized lot and offers both space and style just two blocks from Polk State College in Winter Haven. You are just minutes away from Winter Haven Hospital, the walking

    Hannah Armbruster LOCKHART & ASSOCIATES INC

    806 Avenue G NE, Winter Haven, FL 33881
  • /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
  • /44

    $285,000

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

    1815 6th St SE, Winter Haven, FL 33880

    *SELLER MOTIVATED* SELLER WILL CONTRIBUTE WITH BUYER"S CLOSING COSTS/PREPAIDS OR A MORTGAGE RATE BUYDOWN (Up to *ask listing agent - ONLY with Preferred Lender) This beautiful house features approximately 1,290 square feet of living space, offering three bedrooms and two bathrooms. The exterior showcases a charming farm-style fence in the front yard, a spacious yard with mature landscaping and

    Libni Rodriguez COLDWELL BANKER REALTY

    1815 6th St SE, Winter Haven, FL 33880
  • /39

    $327,700

    • 3 Beds
    • 2 Baths
    • 1,251 Sq Ft

    666 Avenue B SW, Winter Haven, FL 33880

    Price Improvement! This beautiful, renovated, 3-bedroom, 2-bathroom corner home is located in the highly sought-after Lake Howard area of Winter Haven, offering modern updates and versatile living spaces. Additionally, its residential zoning provides the potential for conversion to commercial use, making it ideal for various business ventures. The property features a brand-new roof, and an

    Ivette Rico FLORIDA REALTY MARKETPLACE

    666 Avenue B SW, Winter Haven, FL 33880
  • /34

    $266,000

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

    341 Avenue L NE, Winter Haven, FL 33881

    This property is not only a great place to live but also one of the best Airbnb listings in the area, making it an ideal investment opportunity for short-term rental income. With its prime location and proximity to local attractions such as Legoland, shopping, dining, and schools, this home offers the best of Winter Haven living.Don't miss out on the chance to own this gem near Lake

    Peizhi He Keller Williams Realty/P B

    341 Avenue L NE, Winter Haven, FL 33881
  • /28

    $350,000

    • 3 Beds
    • 2.5 Baths
    • 1,673 Sq Ft

    980 Oleander Dr SE, Winter Haven, FL 33880

    Charming Red Brick Ranch in Winter Haven – No HOA!Nestled in a peaceful, non-HOA community in Winter Haven, this beautifully maintained red brick ranch-style home is ready for its next owner! The inviting curb appeal begins with a well-manicured front yard and a spacious circular driveway, leading you to stunning leaded glass double doors.Step inside to a welcoming foyer

    Desiree Aubrin LPT REALTY, LLC

    980 Oleander Dr SE, Winter Haven, FL 33880
  • /21

    $289,900

    • 2 Beds
    • 2.5 Baths
    • 2,085 Sq Ft

    14 Casarena Ct, Winter Haven, FL 33881

    Beautiful Condo featuring 2-Bedroom, 2.5-Bath in Gated Casarena on the Lakes! Located in a small community, this contemporary Mediterranean-style townhome offers a perfect open floor plan is that features tile floors downstairs and true hardwood oak floors upstairs, creating a wonderful flow throughout the home. The kitchen features solid wood maple cabinetry with tumbled marble countertops,

    Brian Stephens EXP REALTY LLC

    14 Casarena Ct, Winter Haven, FL 33881
  • /49

    $330,000

    • 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. 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 formal living and dining rooms, a spacious

    Amy Long REDFIN CORPORATION

    1841 5th St SE, Winter Haven, FL 33880
  • /28

    $299,999

    • 4 Beds
    • 2 Baths
    • 1,817 Sq Ft

    135 Krenson Bay Loop, Winter Haven, FL 33881

    Welcome to 135 Krenson Bay Loop, Winter Haven, a beautifully maintained 4-bedroom, 2-bathroom home in the desirable Krenson Bay community! This stunning residence offers a bright and open floor plan, perfect for modern living.Step inside to find a spacious living area filled with natural light, seamlessly connecting to the gourmet kitchen, which boasts granite countertops, stainless steel

    Michael Gay KELLER WILLIAMS REALTY SMART 1

    135 Krenson Bay Loop, Winter Haven, FL 33881
  • /22

    $139,900

    • 2 Beds
    • 2 Baths
    • 826 Sq Ft

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

    Great opportunity to add your renovation 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 included with private laundry closet. Wet Bar...Terrific view from the back of

    Dora Siler FOLIO REALTY LLC

    2037 San Marcos Dr SE Unit 217, Winter Haven, FL 33880
  • /10

    $130,000

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

    333 Lake Howard Dr NW Unit 202A, Winter Haven, FL 33880

    This 2 bedroom 2 bath condo is located in the Imperial Harbour 55+ complex on Lake Howard. The unit has a great view of the lake from the master bedroom and the bonus room. The unit has a washer/dryer new carpet and paint.

    Russ Brantley HAVEN REALTY SERVICES, INC.

    333 Lake Howard Dr NW Unit 202A, Winter Haven, FL 33880
  • /50

    $270,000

    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft

    657 Avenue C SW, Winter Haven, FL 33880

    Discover this beautifully 3/2 home with a brand new roof 2022 in serene neighborhood .With no HOA or CDD ,this property offers peace of mind and potential for a primary residence ,rental investment ,or Airbnb .The open concept living space is filled with natural light .The kitchen features a glass cooktop range ,ample counter space .Each generously sized bedroom includes ceiling fans. Step

    Hala Saleh Keller Williams Realty of PSL

    657 Avenue C SW, Winter Haven, FL 33880
  • /40

    $140,000

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft

    900 Avenue Z SE Unit A3, Winter Haven, FL 33880

    Charming 2 Bedroom Condo in Sandy Cove – Updated & Move-In Ready!Welcome to your new home in the desirable Sandy Cove community in Winter Haven, FL! This beautifully updated 2 bedroom, 1 bathroom condo offers comfort, convenience, and a low-maintenance lifestyle — perfect for first-time buyers, snowbirds, or investors.Step inside to find a bright, open living space with no carpet

    Suzanna Rudd KELLER WILLIAMS REALTY SMART 1

    900 Avenue Z SE Unit A3, Winter Haven, FL 33880
  • /12

    $284,900

    • 3 Beds
    • 2 Baths
    • 1,403 Sq Ft

    2014 S Lake Cannon Dr NW, Winter Haven, FL 33881

    Cute 5 year old home with views of Lake Cannon. This ranch style home has 3 bedrooms and 2 bathrooms. The open floor plan features a kitchen with granite countertops which opens up to the living room with sliding doors to your fenced in back yard and patio. The primary bedroom has ensuite bathroom. Private laundry room and single attached garage. No HOA.

    Anne Halbert LIVE FLORIDA REALTY

    2014 S Lake Cannon Dr NW, Winter Haven, FL 33881
  • /23

    $270,000

    • 4 Beds
    • 2 Baths
    • 1,176 Sq Ft

    1714 2nd St NE, Winter Haven, FL 33881

    Take a look at this completely remodeled 4 bedroom 2 bathroom home located conveniently in Winter Haven, with easy access to shopping, dining, and major roadways. In 2024, the roof and AC were replaced, all new plumbing and electrical was done, as well as all new interior and exterior paint! Arriving at the home you’ll love the covered front porch and landscaped yard. Entering the home, you’ll

    Casandra Vann KELLER WILLIAMS REALTY SMART

    1714 2nd St NE, Winter Haven, FL 33881
  • /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
  • /39

    $130,000

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

    700 Mirror Terrace NW Unit 111, Winter Haven, FL 33881

    **FIRST FLOOR CONDO** 2 BEDROOM 2 BATH LAKEFRONT CONDO WITH ASSIGNED COVERED PARKING SPACE (A-7) A FEW FEET AWAY** Enjoy a relaxed lifestyle at SPRING LAKE TOWERS, a 55+ condo complex in Winter Haven, Florida. THE CONDO FEE INCLUDES; CABLE TV, INTERNET, WATER, SEWER, TRASH REMOVAL, condo reserves, maintenance of common grounds, building exterior, roof, building insurance, use of the amenities,

    Chris Goode JUDY B CLEAVES PROPERTIES INC

    700 Mirror Terrace NW Unit 111, Winter Haven, FL 33881
  • /13

    $267,000

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

    1865 4th St SE, Winter Haven, FL 33880

    Seller is motivated!! Great Location!! Charming 3 bedroom 2 bath home in prime Winter Haven location! Discover the perfect blend of comfort and convenience with this cozy home. Ideally situated in the heart of Winter Haven located just off of Cypress Gardens Blvd. This home is minutes from LEGOLAND Florida Resort and just under an hour's drive to Disney World and Universal Studios—ideal for

    Michael Dorman ELEVATE REAL ESTATE BROKERS

    1865 4th St SE, Winter Haven, FL 33880
  • /57

    $264,500

    • 3 Beds
    • 2 Baths
    • 1,590 Sq Ft

    807 Avenue M SE, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. ** Owner Finacing available with low interest rates and no closing costs!! ** Welcome to a home that effortlessly blends charm, comfort, and functionality. This 3-bedroom, 2-bath gem features stunning hardwood floors, soaring high ceilings, and exquisite crown molding, all bathed in abundant natural light streaming through an oversized front

    David Small KELLER WILLIAMS REALTY SMART 1

    807 Avenue M SE, Winter Haven, FL 33880
  • /32

    $285,000

    • 3 Beds
    • 2 Baths
    • 1,413 Sq Ft

    147 Krenson Bay Loop, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Assumable 3.25% interest rate!!! Nestled in a charming gated community of fewer than 80 homes, this 2021-built gem offers a harmonious blend of style, convenience, and durability. Designed to meet Florida’s latest hurricane codes, the home boasts 16-on-center interior studs, providing added structural integrity. With R-38 insulation and a

    Veronica Bard LA ROSA REALTY PRESTIGE

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

    $248,000

    • 4 Beds
    • 2 Baths
    • 1,900 Sq Ft

    649 Avenue J NW, Winter Haven, FL 33881

    Welcome to a charming, historic, and completely refreshed 2 story home without an HOA. This beautiful home is located in the heart of Winter Haven FL. This charming home has 4 bedrooms along with 2 fully functional bathrooms. You will see as you enter this home you are adorned by beautiful natural light that shines into the living room from large open view windows. The 3 bedrooms on the first

    Nikii Cheng LA ROSA REALTY PRESTIGE

    649 Avenue J NW, Winter Haven, FL 33881
  • /34

    $186,000

    • 2 Beds
    • 2 Baths
    • 1,252 Sq Ft

    2218 Abbey Rd, Winter Haven, FL 33880

    Turnkey Villa in Winter Haven’s Stonebridge – Stylish & Move-In Ready!Looking for a low-maintenance Florida home with serious charm and zero compromises? This 2 bed / 2 bath villa in the highly desirable Stonebridge community is exactly what you’ve been waiting for.From the moment you step inside, you'll feel the open, airy vibe thanks to vaulted ceilings, natural light, and an easy flow that

    Larry King REAL BROKER, LLC

    2218 Abbey Rd, Winter Haven, FL 33880
  • /24

    $172,000

    • 3 Beds
    • 2 Baths
    • 1,608 Sq Ft

    620 Oleander Dr SE, Winter Haven, FL 33880

    **Buyers' Highest and Best is now due by Midnight on Saturday, April 26, 2025** Must See 3-Bedroom, 2-Bath Home in a Prime Winter Haven Location! Discover the potential of this 1,608 sq. ft. heated home, nestled on a 0.25-acre fenced lot. This property features 3 spacious bedrooms and 2 baths and offers a fantastic opportunity for those looking to add their personal touch. Located in an

    Felicia Gaffney XCELLENCE REALTY, INC

    620 Oleander Dr SE, Winter Haven, FL 33880
  • /21

    $175,000

    • 2 Beds
    • 1 Bath
    • 833 Sq Ft

    1215 6th St NE, Winter Haven, FL 33881

    Beautiful, move in ready home with large backyard.

    Danielle Galloway CFL REALTY PROS LLC

    1215 6th St NE, Winter Haven, FL 33881
  • /33

    $199,995

    • 2 Beds
    • 2 Baths
    • 1,252 Sq Ft

    2185 Knights Rd, Winter Haven, FL 33880

    Newly renovated condo

    angie chacko PEOPLE'S CHOICE REALTY SVC LLC

    2185 Knights Rd, Winter Haven, FL 33880
  • /23

    $899,000

    • 1,208 Sq Ft

    802 Avenue L SW, Winter Haven, FL 33880

    Rare lakefront development opportunity located in the Winter Haven Downtown CRA District. This 2.46-acre property offers beautiful views of Lake May and access to the Winter Haven Chain of Lakes. Current DOR use code (0852) permits duplexes, triplexes, and quadplexes — up to 9 units — in Polk City, Auburndale, Lake Alfred, and Winter Haven.The property includes a 1,208 sq ft concrete

    Veronica Bard LA ROSA REALTY PRESTIGE

    802 Avenue L SW, Winter Haven, FL 33880
  • /34

    $230,000 Open Sun 12PM - 5PM

    • 2 Beds
    • 2 Baths
    • 1,325 Sq Ft

    1660 10th St SE, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. NEW ON THE MARKET - This charming 2-bedroom, 2-bathroom block home is just 7 minutes from Legoland and less than a mile from WalMart. Property offers great potential for Airbnb or long-term rental income. Priced competitively, it's the perfect opportunity for a first-time homebuyer or savvy investor. The home offers the possibility to easily convert

    Stephanie Meyer LPT REALTY, LLC

    1660 10th St SE, Winter Haven, FL 33880
  • /43

    $299,999

    • 4 Beds
    • 2 Baths
    • 1,950 Sq Ft

    2220 Avenue F NW, Winter Haven, FL 33880

    Come see this duplex in the heart of Winter Haven. It’s minutes away from Winter Haven Hospital and LegoLand. This property offers a fantastic opportunity for savvy investors. Each unit features 2 bedrooms, 1 bathroom, and with enough space to make a 3rd bedroom. Both units have tile flooring throughout. Tenants are already in place so it would start cash flowing immediately. The backyard

    Rick Sein REALSOURCE PROPERTY MANGNT LLC

    2220 Avenue F NW, Winter Haven, FL 33880
  • /25

    $550,000

    • 6 Beds
    • 5 Baths
    • 3,569 Sq Ft

    631 Avenue H NW, Winter Haven, FL 33881

    Lake Howard Apartments is a a 5-unit multifamily property located in Winter Haven, Polk County, Florida. Built in 1920, this well-maintained property spans 3,569 square feet across 0.29 acres, offering residents an attractive living environment near Lake Howard.The property consists of four one-bedroom, one-bathroom units and one two-bedroom, one-bathroom unit. Constructed with wood frame

    Tito Urbano FLORIDA REALTY INVESTMENTS

    631 Avenue H NW, Winter Haven, FL 33881
  • /13

    $219,900

    • 2 Beds
    • 1.5 Baths
    • 960 Sq Ft

    769 Avenue Q SE, Winter Haven, FL 33880

    Beautifully Renovated 2-Bedroom Condo in 55+ Community. Welcome home to this beautifully renovated 2-bedroom, 1.5-bath condo in a peaceful 55+ community. With 960 sq. ft. of living space, this move-in-ready home features new luxury vinyl plank (LVP) flooring throughout, a remodeled kitchen and bathrooms, freshly painted interior and exterior, new appliances, and new double-pane windows with a

    Jorge Zea BLUE LIGHTHOUSE REALTY INC

    769 Avenue Q SE, Winter Haven, FL 33880
  • /67

    $28,500

    • 2 Beds
    • 2 Baths
    • 1,127 Sq Ft

    51 Morningside Rd, Winter Haven, FL 33881

    This is a mobile home on leased land. The land/lot is not included with the sale. Here's the one that has all the potential to soon be your personal slice of paradise, this affordably priced 1973 Skyline. Priced to sell at $28,500, and measuring 23x40, plus the 9x23 Florida room, the home will provide approximately 1120 square feet of interior living space, with two bedrooms and two bathrooms.

    Shawna Spot Mobile Home Spot Inc.

    51 Morningside Rd, Winter Haven, FL 33881
  • /10

    $138,000

    • 2 Beds
    • 1.5 Baths
    • 1,050 Sq Ft

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

    Beautiful property located in a remarkable location! Do not miss out on the opportunity of making this property yours. Discover the perfect blend of comfort and convenience in this beautiful Winter Haven property. Nestled in a peaceful neighborhood, this property offers spacious living areas and a welcoming atmosphere. Enjoy bright living, a well-appointed kitchen, and generously sized bedrooms.

    Maria Rivera RIVERA & ASSOCIATES REALTY

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

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About 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.
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 $250,000. If you put a 20% down payment of $50,000 and had a 30-year fixed mortgage with an interest rate of 6.83%, your estimated principal and interest payment would be $1,310 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $56K 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 33844, 33837, 34759, 34747 and 33896.
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 Southwest Winter Haven, Poinsettia Park, Inwood, Jan Phyl Village and Sun Ridge.

Home Trends in Downtown Winter Haven, FL

Home Trends

Median Price (12 Mo)
$239,475
Median Single Family Price
$260,500
Median Townhouse Price
$346,500
Median 2 Bedroom Price
$134,750
Median 1 Bedroom Price
$104,000
Average Price Per Sq Ft
$171
Number of Homes for Sale
84
Last 12 months Home Sales
234
Months of Supply
4.30
Median List Price
$250,000
Median Discount From 1st List Price
6%
Median Home Sale Price YoY Change
1%
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