Downtown Winter Haven Homes for Sale

• 

  

  

  /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

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  (863) 264-4920

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

  Explore Downtown Winter Haven

• 

  

  

  /47

  $150,000

  • 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

  

  Brock Jennings

  THE MARKET REALTY COMPANY

  (863) 869-3998

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

  

  

  /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
• 

  

  

  /41

  $344,999

  • 5 Beds
  • 3.5 Baths
  • 2,588 Sq Ft

  686 22nd St NW, Winter Haven, FL 33880

  Spacious Pool Home with In-Law Suite in Desirable Orangewood Heights!Welcome to this unique and versatile 5-bedroom, 3.5-bath pool home offering 2,588 sq. ft. of heated and cooled living space, located in the sought-after Orangewood Heights neighborhood of Winter Haven—just a short walk to Lake Howard and the beautiful Lake Howard Nature Park.This home features a private in-law suite

  Steve Donahue LIVE FLORIDA REALTY

  686 22nd St NW, Winter Haven, FL 33880
• 

  

  

  /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
• 

  

  /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

  $279,000

  • 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
• 

  

  /30

  $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
• 

  

  /17

  $124,000

  • 1 Bed
  • 1 Bath
  • 648 Sq Ft

  2075 Isle Royale Ct SE Unit 163, Winter Haven, FL 33880

  FOR SALE - 1 Bedroom/1 Bathroom Bottom Floor Condominium in Park Lake with access to Lake Lulu on the Chain of Lakes. Feast your eyes on this updated, upgraded, gorgeous unit. Every inch has been meticulously renovated. It comes with all of the kitchen appliances including a gas stove. The community features a community pool, a clubhouse, and a dock. Come see this beautiful unit today!

  Linda Andre COLDWELL BANKER REALTY

  2075 Isle Royale Ct SE Unit 163, Winter Haven, FL 33880
• 

  

  /34

  $289,900

  • 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

  Tony Insua Jr. CRAIG BURKE REAL ESTATE GROUP, LLC

  733 Oleander Dr SE, Winter Haven, FL 33880
• 

  

  /34

  $310,000

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

  1736 3rd St NE, Winter Haven, FL 33881

  Seller is willing to contribute $3,000 toward Buyer’s Closing Costs!!! 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

  Bobby DeSanto LOCKHART & ASSOCIATES INC

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

  

  /21

  $300,000

  • 2 Beds
  • 1.5 Baths
  • 1,517 Sq Ft

  645 Avenue A NE, Winter Haven, FL 33881

  645 Ave A NE is a waterfront property situated near the edge of downtown Winter Haven. Built in 1939 The house features 2 bedrooms, 1 bathroom, 1 half bathroom, and is equipped with new or updated appliances, air conditioning, plumbing, and electrical work as of 2022. The roof and most windows were also updated in 2024. Within one mile of downtown, it is also situated minutes from Elbert

  Franco Poerio Skubna CENTURY 21 MYERS REALTY

  645 Avenue A 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
• 

  

  /65

  $119,900

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

  700 Mirror Terrace NW Unit 702, Winter Haven, FL 33881

  LAKEFRONT! MUST SEE! Charming 55+ LAKEFRONT 2BR 2BA condo in Winter Haven, FL! Located on the top floor of the complex, providing one of the best views in the building. The Spring Lake Towers community offers many amenities and social events. The association fee covers cable, internet, building and grounds maintenance, common facilities including a gym, library, community kitchen, laundry area,

  Daniel Hut HUT TEAM REALTY

  700 Mirror Terrace NW Unit 702, Winter Haven, FL 33881
• 

  

  /20

  $119,900

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

  333 Lake Howard Dr NW Unit 103C, Winter Haven, FL 33880

  Welcome to 333 Lake Howard Drive – a bright and spacious 2 bedroom, 2-bath unit condo in the desirable Imperial Harbours 55+ lakefront community in Winter Haven. This unit has ample natural light, This well-maintained condo offers an open living and dining area, charming kitchen, primary suite offers a walk-in closet, in-unit laundry, Imperial Harbours offers more than just a home – it’s a

  Kevin Tison LPT REALTY, LLC

  333 Lake Howard Dr NW Unit 103C, Winter Haven, FL 33880
• 

  

  /44

  $119,900

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

  700 Mirror Terrace NW Unit 303, Winter Haven, FL 33881

  Welcome to SPRING LAKE TOWERS, a premier 55+ community in Winter Haven, Florida offering a relaxed lakefront lifestyle with this well-maintained 2-bedroom, 2-bath condo featuring an open floor plan with stunning lake views, a 12' x 22' great room connected to the kitchen via convenient pass-through, spacious 12' x 18' Primary suite with private bathroom and walk-in closet, 10' x 13' second

  Kevin Tison LPT REALTY, LLC

  700 Mirror Terrace NW Unit 303, Winter Haven, FL 33881
• 

  

  /31

  $120,000

  • 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
• 

  

  /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

  $299,500

  • 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
• 

  

  /39

  $319,000

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

  666 Avenue B SW, Winter Haven, FL 33880

  Beautifully updated 3-bedroom, 2-bath home in highly desirable Lake Howard area of Winter Haven. Zoned residential with potential for commercial use—ideal for home or business. Features include a new roof, 2024 energy-efficient AC, and luxury vinyl flooring throughout. The spacious kitchen offers new cabinets, quartz countertops, brand-new appliances, and room for an island. Open-concept layout

  Ivette Rico FLORIDA REALTY MARKETPLACE

  666 Avenue B SW, Winter Haven, FL 33880
• 

  

  /20

  $300,000

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft

  305 20th St SW, Winter Haven, FL 33880

  Price Improvement just taken!!! This fantastic single-family home features 3 bedrooms and 1 bathroom. The house is located on a 0.26-acre lot in Winter Haven, the property is part of a community known for its numerous lakes and recreational opportunities. The area offers a blend of residential neighborhoods and convenient access to local amenities, making it desirable. Also, the house has a new

  Lilia Morales United Realty Group Inc

  305 20th St SW, Winter Haven, FL 33880
• 

  

  /24

  $125,000

  • 2 Beds
  • 2 Baths
  • 826 Sq Ft

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

  Price Improvement & 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. New Dishwasher & Gas

  Dora Siler FOLIO REALTY LLC

  2037 San Marcos Dr SE Unit 217, 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
• 

  

  /39

  $315,000

  • 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
• 

  

  /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

  $320,000

  • 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
• 

  

  /21

  $130,000

  • 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

  $230,000

  • 2 Beds
  • 1 Bath
  • 1,240 Sq Ft

  411 Avenue A SE, Winter Haven, FL 33880

  ONE FLOOR CHARMER that is in Move-In Ready Condition. The OWNER WILL ASSIST WITH BUYER CLOSING COSTS! Beautifully maintained concrete block ranch home situated on over 1/4 acre fenced lot. Interior offers an open floor plan for easy entertaining, with elbow room to spare. The large living room has laminate flooring and a ceiling fan. If you’re looking for a real cook’s kitchen with lots of

  Penny Miller NUWAVE REALTY

  411 Avenue A SE, Winter Haven, FL 33880
• 

  

  /14

  $535,000

  • 8 Beds
  • 8 Baths
  • 3,456 Sq Ft

  231 Palmetto Ave NW, Winter Haven, FL 33881

  Full Occupancy, $57,000 Annual Gross Income, Long Term Leases in place. Turnkey QUADRUPLEX located close to downtown Winter Haven. Great opportunity to add to your portfolio or buy your first investment property. Each unit features 2 bedrooms, 1 full bathroom and 1 half bathroom, eat in kitchen, living room, a mix of tile and vinyl plank flooring, and laundry room equipped with washer and dryer

  David Craig 1513 REALTY LLC

  231 Palmetto Ave NW, Winter Haven, FL 33881
• 

  

  /27

  $215,000

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

  2352 Isle Royale Ct SE, Winter Haven, FL 33880

  Welcome Home to this charming 2 bedroom, 2.5 bathroom townhouse in Park Lake, one of Winter Haven's desirable communities located close to shopping, restaurants, schools, lakes, Legoland and the beautiful downtown Winter Haven area. This move in ready home offers a bright and spacious living area located on the first floor with new luxury vinyl flooring, fresh paint and a convenient half bath

  Wendy Watson KELLER WILLIAMS REALTY SMART 1

  2352 Isle Royale Ct SE, Winter Haven, FL 33880
• 

  

  /32

  $220,000

  • 2 Beds
  • 1 Bath
  • 992 Sq Ft

  766 Bates Ave SW, Winter Haven, FL 33880

  Welcome to 766 Bates Ave SW in Winter Haven—a charming and move-in ready home offering views of Lake Howard right from your front yard. With great curb appeal and a fantastic location just a short stroll to downtown shops and restaurants, this home is ideal for first-time buyers, people downsizing, or investors looking for a solid rental property. Best of all, there's no HOA to worry

  Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

  766 Bates Ave SW, Winter Haven, FL 33880
• 

  

  /47

  $2,600,000

  • 4 Beds
  • 4.5 Baths
  • 5,178 Sq Ft

  950 N Lake Otis Dr SE, Winter Haven, FL 33880

  There was a time when homes were designed to last—and this is one of them. Designed by award-winning architect Gene Leedy, this south-facing lakefront residence embodies a legacy of modernism uniquely attuned to Florida’s landscape and climate. As a founding voice of the Sarasota School of Architecture, Leedy’s vision was ahead of its time, helping to shape a movement that left its mark on

  Ashley Marbet COMPASS FLORIDA LLC

  950 N Lake Otis Dr SE, Winter Haven, FL 33880
• 

  

  /14

  $98,900

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft

  724 Avenue D SW, Winter Haven, FL 33880

  Location, location, location, with house included for under $100,000.00! Near Lake May and Lake Howard and downtown Winter Haven. Second bedroom's closet is located in the dining room. Sold in "AS IS" condition with all contents included. The truck parked in the carport does NOT convey.

  Mike Nolen COLDWELL BANKER REALTY

  724 Avenue D SW, Winter Haven, FL 33880
• 

  

  /32

  $674,900

  • 6 Baths
  • 2,400 Sq Ft

  351 Avenue North NE, Winter Haven, FL 33881

  **100 PERCENT OCCUPIED**Turnkey 6-unit studio apartment building on a corner lot in Winter Haven – 100% occupied and fully remodeled! All units have been upgraded with NEW INTERIOR PAINT, NEW APPLIANCES, NEW CABINETS, NEW COUNTERTOPS, NEW TRIM, NEW FLOORING, NEWER VINYL WINDOWS, NEW CEILING FANS, and MODERN LIGHT FIXTURES. Each unit features its own FRONT PORCH, IN-UNIT LAUNDRY WITH FRONT-LOADING

  Betsy Tinervin REAL BROKER, LLC

  351 Avenue North NE, Winter Haven, FL 33881
• 

  

  /14

  $975,000

  • 12 Beds
  • 12 Baths
  • 5,256 Sq Ft

  510 Avenue K NW, Winter Haven, FL 33881

  Turnkey 6-Unit Apartment Complex overlooking Lake Silver. FULLY occupied and exceptionally maintained 6-unit apartment building featuring updated and spacious 2 bed, 2 bath units. This property offers easy access to public transportation and is just minutes from downtown Winter Haven’s shops, restaurants, and entertainment. Winter Haven is the ski capital of the world! Tenants are able to sit on

  Kylie Berry BERRY REALTY & APPRAISAL SERVICES PA

  510 Avenue K NW, Winter Haven, FL 33881
• 

  

  /20

  $209,900

  • 3 Beds
  • 2 Baths
  • 1,644 Sq Ft

  2038 Kings Crossing SW, Winter Haven, FL 33880

  This 3-bedroom, 2-bathroom home features a spacious kitchen and generously sized bedrooms and bathrooms. The roof was replaced in 2022, offering peace of mind for years to come. Additional highlights include a 1-car garage and a low monthly HOA fee of just $150. A great opportunity in a quiet, well-kept community close to shopping, dining, and major attractions—located near Spirit Lake, Legoland,

  Michelle Paez SILVER DOOR REALTY LLC

  2038 Kings Crossing SW, Winter Haven, FL 33880
• 

  

  /21

  $84,884

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  1700 6th St NW Unit A38, Winter Haven, FL 33881

  The property you are inquiring about is located in Winter Haven, FL in the Winter Haven Harbour area of Polk County. Now conveniently located is this corner unit with beautiful window views from the third floor and with recent updates. Two bedrooms, 1 bath, with every square inch utilized for practical purposes. The community is a 55+ and is conveniently located in the heart of convenience. The

  Renee Butler BROKERS REALTY OF CENTRAL FLOR

  1700 6th St NW Unit A38, Winter Haven, FL 33881
• 

  

  /32

  $169,900

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

  2215 Knights Rd, Winter Haven, FL 33880

  THIS SPACIOUS CONDO HAS A BONUS LOFT AREA FEATURING A SPIRAL STAIRCASE, WHICH IS A BEAUTIFUL DESIGN FEATURE, IN THE LIVING ROOM. THE LIVING ROOM IS LARGE WITH LOTS OF LIGHT. THE PRIMARY BEDROOM HAS A WALK-IN CLOSET AND SHOWER AREA. STEP OUTBACK LEADS TO THE POOL AND CABANA AREA, GREAT FOR BBQS AND REFRESHING SWIM.

  Tina Marie TINA MARIE LLC

  2215 Knights Rd, Winter Haven, FL 33880

Showing Results 1 - 40, Page 1 of 4

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.

Learn more about living in Downtown Winter Haven

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 $499,900. If you put a 20% down payment of $100,000 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $2,590 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $111K 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:

• Frank E. Brigham Academy has a B+ Niche grade and a student teacher ratio of 18:1.
• Chain of Lakes Elementary School has a B Niche grade, a student teacher ratio of 17:1 and an average review score of 3.0.
• Jewett Middle Academy Magnet has a B- Niche grade, a student teacher ratio of 19:1 and an average review score of 4.2.

What are the best private schools in Downtown Winter Haven?

The best private schools that serve Downtown Winter Haven are:

• St Joseph Catholic School has an A+ Niche grade, a student teacher ratio of 16:1 and an average review score of 5.0.
• Winter Haven Christian School has a B Niche grade, a student teacher ratio of 17:1 and an average review score of 3.4.
• Oasis Christian Academy has a C+ Niche grade, a student teacher ratio of 10:1 and an average review score of 4.1.

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 Poinsettia Park, Southwest Winter Haven, Inwood, Jan Phyl Village and Sun Ridge.

Home Trends in Downtown Winter Haven, FL

On average, homes in Downtown Winter Haven, Winter Haven sell after 58 days on the market compared to the national average of 70 days. The median sale price for homes in Downtown Winter Haven, Winter Haven over the last 12 months is $508,900, up 34% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$508,900

Median Single Family Sale Price

$489,900

Median Townhouse Sale Price

$508,900

Median 2 Bedroom Sale Price

$360,000

Median 1 Bedroom Sale Price

$259,900

Average Price Per Sq Ft

$272

Number of Homes for Sale

23

Last 12 months Home Sales

125

Months of Supply

2.20

Median List Price

$499,900

Median Change From 1st List Price

2%

Median Home Sale Price YoY Change

34%