Downtown Winter Haven Houses for Sale

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  /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
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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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  /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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  /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
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  /2

  $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. LOCATED MINUTES FROM SE PLAZA AND DOWNTOWN WINTER HAVEN. LOVELY AREA WITH LIKE HOMES. ONE OWNER HOME - PURCHASED FROM THE BUILDER - D R HORTON. CLOSE

  Gengar Nerehood BONJORN REAL ESTATE

  145 Waterside Cir, 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 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
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  /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
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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 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
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  /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
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  /73

  $389,000

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

  1919 19th St NW, Winter Haven, FL 33881

  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, and new air conditioner 2024. The kitchen has gold handles, refrigerator/ coffee maker combo, and a farmhouse sink. Wood floors are refinished 2025. Kitchen and

  Kimberly Saddler LA ROSA REALTY PRESTIGE

  1919 19th St 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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  /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
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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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  /76

  $499,000

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

  934 Lake Elbert Dr SE, Winter Haven, FL 33880

  Welcome to a one-of-a-kind lakeside retreat in the heart of Winter Haven — a beautifully preserved 1926 residence set on over half an acre of direct lakefront property along the serene shores of Lake Elbert. With more than 3,100 square feet of versatile living space, this property blends historic charm with modern flexibility for multigenerational households, remote work, or

  Chris Renfro KELLER WILLIAMS REALTY SMART

  934 Lake Elbert Dr SE, 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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  /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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  /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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  /29

  $299,000

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

  751 Avenue B SW, Winter Haven, FL 33880

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

  Emina Vasquez CENTURY 21 WOLF'S CROSSING REALTY

  751 Avenue B SW, Winter Haven, FL 33880
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  /61

  $315,000

  • 2 Beds
  • 1 Bath
  • 1,038 Sq Ft

  1670 17th St NW, Winter Haven, FL 33881

  BACK ON THE MARKET!! Winter Haven Chain of Lakes Home! Needs updating and repairs but this could be your paradise on Lake Mirror! This charming 2-bedroom, 1-bathroom home offers a unique blend of tranquility and recreation, creating a haven for those seeking the perfect retreat. Nestled on the shores of the picturesque Lake Mirror, this property is a true gem. Imagine waking up to breathtaking

  Lori Edwards COLDWELL BANKER REALTY

  1670 17th St NW, Winter Haven, FL 33881
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  /2

  $305,000

  • 3 Beds
  • 2 Baths
  • 1,852 Sq Ft

  1811 5th St SE, Winter Haven, FL 33880

  Very nice and beautiful home located in the heart of Winter Haven FL surrounded by all major stores and restaurants. Three beds and two baths with a bonus room.

  Othner Stfleurose OSF REAL ESTATE SERVICE

  1811 5th St SE, Winter Haven, FL 33880
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  /44

  $270,000

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

  136 Krenson Bay Loop, Winter Haven, FL 33881

  Short Sale. PRICE REDUCED—MOTIVATED SELLER! Nestled in the desirable gated community of Krenson Bay, this well-maintained 3-bedroom, 2-bathroom home is move-in ready and waiting for you! Offering 1,720 sq. ft. of thoughtfully designed living space, this home blends comfort, style, and energy efficiency—built by Adams Homes to help keep utility costs low. Step inside to all-tile flooring, with

  Lori Edwards COLDWELL BANKER REALTY

  136 Krenson Bay Loop, Winter Haven, FL 33881
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  /15

  $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
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  /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
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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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  /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
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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
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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
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  /49

  $243,000

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  544 Avenue G SE, Winter Haven, FL 33880

  Welcome to your perfect starter home located in the heart of Winter Haven! Step inside and fall in love with the character and modern touches throughout this 3-Bedroom, 2-Bathroom home plus an office space! Offering an Open floor plan right as you walk in, a spacious kitchen, perfect for cooking and entertaining. Brand-new AC unit (installed March 2024), plus a newer roof, windows, and updated

  Briana Kellin KELLER WILLIAMS REALTY SMART

  544 Avenue G SE, Winter Haven, FL 33880
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  /86

  $999,000

  • 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
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  /32

  $207,000

  • 3 Beds
  • 2 Baths
  • 1,272 Sq Ft

  679 Avenue Q SE, Winter Haven, FL 33880

  More photos to come soon! Come see what the charming home has to offer, in the heart of beautiful Winter Haven. The home features 3 bedrooms, with 2 full bathrooms. The master bath features a separate shower and tub area. Large front sunroom gives ample space for seating to relax with your morning coffee, with plenty of natural lighting. Extra large master bedroom, with its own back porch area

  Rachel Sowder DOWN HOME REALTY, LLLP

  679 Avenue Q SE, Winter Haven, FL 33880
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  /84

  $545,000 Open Sat 11AM - 2PM

  • 4 Beds
  • 4 Baths
  • 3,221 Sq Ft

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

  Historic Elegance with Modern Luxury – Built by Cypress Gardens’ Founder Dick Pope! Step into a piece of Winter Haven history with this stunning 4-bedroom, 4-bathroom home, originally built in 1935 by Dick Pope, founder of the famed Cypress Gardens. Overflowing with timeless character and meticulously blended with modern updates, this residence offers a rare opportunity to own a truly iconic

  Team Papin FLORIDA LUXURY REALTY INC

  800 W Lake Elbert Dr NE, Winter Haven, FL 33881
• 

  

  /20

  $207,000

  • 2 Beds
  • 2 Baths
  • 1,130 Sq Ft

  300 Avenue E SE, Winter Haven, FL 33880

  One or more photo(s) has been virtually staged. 100-Day Home Warranty coverage available at closing.Come see this charming home now on the market! This home has New HVAC, Fresh Interior Paint, Fresh Exterior Paint, Partial flooring replacement in some areas. Discover a bright interior tied together with a neutral color palette. The primary bathroom features plenty of under sink storage waiting

  Karen Albright OPENDOOR BROKERAGE LLC

  300 Avenue E SE, Winter Haven, FL 33880
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  /62

  $849,900

  • 4 Beds
  • 3 Baths
  • 3,020 Sq Ft

  1 Brogden Ct SE, Winter Haven, FL 33880

  Custom-Built by Hulbert Homes! Known for their exceptional quality and craftsmanship, Hulbert Homes delivers again with this thoughtfully designed home. From the custom mahogany double doors to the luxury vinyl flooring throughout, every detail has been carefully considered. This 4-bedroom, 3-bath home is filled with natural light and features high ceilings, crown moulding, and a spacious

  Brian Stephens EXP REALTY LLC

  1 Brogden Ct SE, Winter Haven, FL 33880
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  /26

  $234,900

  • 3 Beds
  • 2 Baths
  • 1,623 Sq Ft

  780 Oleander Dr SE, Winter Haven, FL 33880

  Steps to shopping and restaurants, 1⁄4 acre yard, fenced in the rear, and overlooked by a spacious screened room. Ideal for outside enjoyment. 3 bedrooms, 2 bathrooms plus a living room, dinette and an office or dining room area, all are nice size rooms, so that you don’t feel crowded. You will be so comfortable with a BRAND NEW A/C unit that was just installed May, 2025! This home is very

  Mike Nolen COLDWELL BANKER REALTY

  780 Oleander Dr SE, Winter Haven, FL 33880
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  /30

  $250,000

  • 4 Beds
  • 3 Baths
  • 1,733 Sq Ft

  536 Avenue G SE, Winter Haven, FL 33880

  Step into potential with this unique 4-bedroom, 3-bath home nestled in the heart of Winter Haven. Full of character and opportunity, this property is perfect for someone ready to renovate, restore, and reimagine.With a spacious layout, this home offers distinctive architectural details, multiple living areas, and endless flexibility to design the space of your dreams. Whether you’re envisioning

  Karen Corea Cuadra LPT REALTY, LLC

  536 Avenue G SE, Winter Haven, FL 33880

Showing Results 1 - 40, Page 1 of 2

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

Home Trends in Downtown Winter Haven, FL

On average, homes in Downtown Winter Haven, Winter Haven sell after 48 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

$480,600

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

$270

Number of Homes for Sale

23

Last 12 months Home Sales

132

Months of Supply

2.10

Median List Price

$499,900

Median Change From 1st List Price

1%

Median Home Sale Price YoY Change

34%