Downtown Winter Haven Homes for Sale

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  /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
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  /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
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  /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
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  /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
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  /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
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  /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 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 throughout.

  Tony Insua Jr. CRAIG BURKE REAL ESTATE GROUP, LLC

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

  $314,900

  • 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
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  /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 3 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
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  /36

  $399,990

  • 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
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  /25

  $150,000

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

  1776 6th St NW Unit 709, Winter Haven, FL 33881

  Welcome to lakeside living at Lakeridge Condominiums! This beautifully updated 7th-floor, 2-bedroom, 2-bath unit in the highly sought-after 55+ gated community offers panoramic sunset and lake views right from your private balcony. The building has recently undergone major upgrades including fresh exterior paint and brand-new windows, bringing a modern touch and improved energy efficiency—new

  Haylee Taylor WATSON REALTY CORP.

  1776 6th St NW Unit 709, Winter Haven, FL 33881
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  /22

  $160,000

  • 2 Beds
  • 2 Baths
  • 967 Sq Ft

  2037 San Marcos Dr SE Unit 443, Winter Haven, FL 33880

  Here we have a charming 2 bedroom, 2 bath turnkey home. This fully furnished and completely updated property boasts beautiful Lake Lulu access and views, as well as views of the new Chain of Lakes Park. Enjoy the convenience of being within walking/ biking distance to parks, shops, and restaurants, along with easy access to freeways for commuting. This is a wonderful opportunity for comfortable

  Susan Brown COLDWELL BANKER REALTY

  2037 San Marcos Dr SE Unit 443, Winter Haven, FL 33880
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  /32

  $349,000

  • 3 Beds
  • 2 Baths
  • 2,280 Sq Ft

  900 Howard Terrace NW, Winter Haven, FL 33881

  Welcome to this charming 3-bedroom, 2-bath home with endless potential. Nestled in a very desirable neighborhood between Lake Howard and Lake Mirror and just waiting for a family to update it into the home of their dreams. This residence offers a comfortable and very spacious layout perfect for both relaxing and entertaining.Step inside a large foyer to find a formal living and dining room,

  Donna Sealy KLINE REAL ESTATE SERVICES

  900 Howard Terrace NW, Winter Haven, FL 33881
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  /37

  $325,000

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

  961 Oleander Dr SE, Winter Haven, FL 33880

  The property you are inquiring about is located in Winter Haven, FL, in the In-town SE area of Polk County. This is a super convenient location. This is a fabulous pool home with a brand new roof (shingle & flat), newer AC, and should pass appraisal and 4PT with no issues. This is a 3-bed and 2-bath home with loads of room to gather in and out alike. And also a circular driveway. Well-kept

  Renee Butler BROKERS REALTY OF CENTRAL FLOR

  961 Oleander Dr SE, Winter Haven, FL 33880
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  /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
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  /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 within a fully

  Lucy Martinez CENTURY 21 WOLF'S CROSSING REALTY

  229 Avenue B NE, Winter Haven, FL 33881
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  /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
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  /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
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  /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
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  /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
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  /21

  $270,000

  • 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
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  /22

  $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
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  /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
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  /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
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  /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
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  /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
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  /39

  $285,000

  • 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. Priced Reduced To Sell!!!! $4,000 Incentive available! This beautifully renovated 3-bedroom, 2-bathroom home in Winter Haven, Florida, offers modern living in a serene neighborhood. The open-concept layout features a spacious living area, a new kitchen with brand-new stainless steel appliances, and stylish finishes throughout. Each bedroom is

  Austin Williams GREAT WESTERN REALTY

  450 Avenue B NE, Winter Haven, FL 33881
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /20

  $229,900

  • 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
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  /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
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  /32

  $174,999

  • 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
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  /9

  $149,500

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  142 Avenue B SE, Winter Haven, FL 33880

  Handyman's dream. This house has so much potential. With a bit of love it would make a great home or office. It is mixed level zoned. Commercial office space would be ideal in this location also, as it is located just off 1st street. There is also a generous sized backyard. There are many unique features this place features. A couple of examples are 2 enclosed front porches and built in storage.

  Scott Kline KLINE REAL ESTATE SERVICES

  142 Avenue B SE, Winter Haven, FL 33880
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  /26

  $225,000

  • 2 Beds
  • 1.5 Baths
  • 1,188 Sq Ft

  341 Avenue L NE, Winter Haven, FL 33881

  This charming and cozy home is perfect as a primary residence. Thoughtfully maintained and easy to care for, it offers a low-maintenance lifestyle with no HOA restrictions. Whether you're a first-time buyer or looking to downsize, this well-kept property provides comfort, convenience, and peace of mind. This beautifully located home is just 5 miles from Legoland and close to the lake, hospital,

  Xiaobo Zhang CENTURY 21 CARIOTI

  341 Avenue L NE, Winter Haven, FL 33881
• 

  

  /18

  $83,000

  • 2 Beds
  • 2 Baths
  • 1,114 Sq Ft

  333 Lake Howard Dr NW Unit 201A, 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. Need some TLC, sold as is or with repairs done to be negotiated.

  george reed FAMILY REALTY

  333 Lake Howard Dr NW Unit 201A, Winter Haven, FL 33880
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  /36

  $240,000

  • 3 Beds
  • 2.5 Baths
  • 1,407 Sq Ft

  301 Orange Blossom Dr, Winter Haven, FL 33880

  ~Beautiful 3/2.5 Waters Edge Townhome Offered for Sale~Nestled within the Water’s Edge Community, located between Lake Lulu and Lake Roy in Winter Haven Florida, this townhome offers endless recreational opportunities from an exquisitely designed home. Features include a neutral color scheme, renovated kitchen with plenty of cabinet space and a convenient pass-through/bar area leading to an

  Michael Jimenez HOUSE OF GLASS REAL ESTATE PM

  301 Orange Blossom Dr, Winter Haven, FL 33880
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  /59

  $649,900

  • 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

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.

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 $249,900. If you put a 20% down payment of $50,000 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $1,290 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $55K 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.

Are home prices dropping in Downtown Winter Haven?

Yes, home prices in Downtown Winter Haven are down 1% in the last 12 months.

Home Trends in Downtown Winter Haven, FL

On average, homes in Downtown Winter Haven, Winter Haven sell after 105 days on the market compared to the national average of 50 days. The median sale price for homes in Downtown Winter Haven, Winter Haven over the last 12 months is $241,250, up 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$241,250

Median Single Family Sale Price

$259,900

Median Townhouse Sale Price

$343,000

Median 2 Bedroom Sale Price

$127,000

Median 1 Bedroom Sale Price

$95,000

Average Price Per Sq Ft

$164

Number of Homes for Sale

96

Last 12 months Home Sales

218

Months of Supply

5.30

Median List Price

$249,900

Median Change From 1st List Price

6%

Median Home Sale Price YoY Change

3%