Downtown Winter Haven Homes

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  /2

  $261,000 Sold Dec 23, 2024

  • 1,626 Sq Ft
  • $161/SF
  • 126 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1962

  720 Avenue H NE, Winter Haven, FL 33881

  Milton Who? Take a look at this private pool home who stood strong through Hurricane Milton. It is located walking distance from Polk State College and their public walking trail. This house is equipped with an in ground pool and is great for any time of the year in Florida. This home is also located very close to downtown Winter Haven's several shops and restaurants! The house boasts with

  Antonios Kappos TRANSCEND REALTY

  720 Avenue H NE, Winter Haven, FL 33881
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  /6

  Est $139,606 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 868 Sq Ft

  248 Avenue L NE, Winter Haven, FL 33881

  248 Avenue L NE, Winter Haven, FL 33881
• 

  

  

  /25

  $235,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,276 Sq Ft

  2040 San Marcos Dr SE Unit 203, Winter Haven, FL 33880

  Under contract-accepting backup offers. Super Cozy 2 bedroom 2 bath Condo at Park Lake! Inside this freshly painted/recently remodeled condo you will find a beautiful view from the living room which contains a gas fireplace. The Kitchen as well as the bathrooms all have granite countertops. Upstairs is a Loft that could possibly be used as a 3rd bedroom that has a closet or just extra storage

  Misty McTeer LA ROSA REALTY PRESTIGE

  2040 San Marcos Dr SE Unit 203, Winter Haven, FL 33880
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  /2

  $226,000 Sold Dec 23, 2024

  • 1,652 Sq Ft
  • $137/SF
  • 192 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1984

  2231 Devonshire Place, Winter Haven, FL 33880

  Back on the Market!! This completely remodeled 2-bedroom, 2-bathroom Plus Loft room, boasting new kitchen with cabinets, quartz counter tops, light fixtures, and appliances. Additionally, new bathroom vanities, mirrors, light fixtures, tub with surround, toilets, and primary bathroom with a tiled walk-in shower. The entire home is unified with light gray laminate wood flooring, new white paint

  Kim Davis CROSBY & ASSOCIATES, INC.

  2231 Devonshire Place, Winter Haven, FL 33880
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  /11

  Est $373,008 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,928 Sq Ft

  1487 Avenue I SW, Winter Haven, FL 33880

  1487 Avenue I SW, Winter Haven, FL 33880
• 

  

  /27

  $169,000 Pending

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  900 Avenue Z SE Unit G6, Winter Haven, FL 33880

  2 bedroom/2 bath condo located directly on the Chain of Lakes with BEAUTIFUL sunset views! Step inside and you will notice the new LVP flooring throughout, the kitchen features new appliances, cabinets, countertops and new washer/dryer. Walk in closets in both bedrooms, updated lighting fixtures, new blinds and new doors. AC is only 2 years old. The community amenities include a large pool,

  Wendy Watson KELLER WILLIAMS REALTY SMART 1

  900 Avenue Z SE Unit G6, Winter Haven, FL 33880
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  /2

  $750,000 Sold Dec 20, 2024

  • 2,448 Sq Ft
  • $306/SF
  • 278 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1955

  212 Avenue F SW, Winter Haven, FL 33880

  Prime Downtown Location: These apartments offer the convenience of living in the heart of Winter Haven's bustling downtown. Five completely remodeled one-bedroom apartments with a modern look. Tenants pay all utilities and this property has a TIF reimbursement grant locking in property taxes for many years—a cap rate of 6.5% at the full list price. Great investment!

  Josh Taylor VILLAGE REALTY OF WINTER HAVEN

  212 Avenue F SW, Winter Haven, FL 33880
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  /2

  Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,397 Sq Ft

  319 22nd St SW, Winter Haven, FL 33880

  319 22nd St SW, Winter Haven, FL 33880
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  /10

  $255,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,322 Sq Ft

  147 1st St S, Winter Haven, FL 33880

  Under contract-accepting backup offers. Under Construction. PRICE IMPROVEMENT: Under Construction. We are back on the market people, after a short time off, to get the interior finished we are almost to the finish line . This brand new block construction home that is on a dead end street offers. 3 bedrooms 2 bathrooms 1 car garage, with Living Room, Kitchen, Dining Room and a back patio. The

  Robin Pascale KELLER WILLIAMS REALTY SMART

  147 1st St S, Winter Haven, FL 33880
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  /2

  $159,000 Sold Dec 16, 2024

  • 1,223 Sq Ft
  • $130/SF
  • 187 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1970

  700 Mirror Terrace NW Unit 311, Winter Haven, FL 33881

  You can enjoy Magical views of sunrise and sunset over prestigious Lake Spring. 2 COVERED PARKING SPACES/CARPORTS L-4 AND B-7. This 2BR 2BA condo shows a touch of class and elegance in the new flooring throughout the unit ;new ceiling fans with remote controls, new vanities with quartz countertops, new porcelain flooring in the lanai. Enjoy your new appliances and lovely quartz countertops

  Constance Dykes TOWN & COUNTRY REAL ESTATE

  700 Mirror Terrace NW Unit 311, Winter Haven, FL 33881
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  /16

  Est $245,311 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,615 Sq Ft

  2207 Avenue C NW, Winter Haven, FL 33880

  2207 Avenue C NW, Winter Haven, FL 33880
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  /34

  $299,950 Pending

  • 3 Beds
  • 3 Baths
  • 1,548 Sq Ft

  1055 8th St NW, Winter Haven, FL 33881

  Under contract-accepting backup offers. Location, location , location! Come see this beautifully renovated home located just minutes from everything Winter Haven and Central Florida have to offer. Step inside and be greeted by a bright and airy living space that showcases all the upgrades of this charming home. With all new windows, this home gets plenty of natural light throughout. The brand

  Lee Saunders LANDSEARCH LLC

  1055 8th St NW, Winter Haven, FL 33881
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  /2

  $110,000 Sold Dec 13, 2024

  • 1,226 Sq Ft
  • $90/SF
  • 280 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  333 Lake Howard Dr NW Unit 104C, Winter Haven, FL 33880

  REDUCED FOR QUICK SALE! ! FIRST FLOOR END UNIT and would be good for long term rentals. Beautifully maintained community with Large, heated pool, pool building complete with grills. The HOA fee includes Spectrum Cable and Personal Internet/Wi-Fi.- Heated community pool.- Pool house/gazebo with community Wi-Fi.- Community gas grills. - Meeting room with kitchen, bathroom, TV,

  Sharon Watson CENTURY 21 WATSON & MYERS REALTY

  333 Lake Howard Dr NW Unit 104C, Winter Haven, FL 33880
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  /61

  Est $314,764 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,102 Sq Ft

  1823 3rd St SE, Winter Haven, FL 33880

  1823 3rd St SE, Winter Haven, FL 33880
• 

  

  /16

  $150,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,114 Sq Ft

  1709 2nd St NE, Winter Haven, FL 33881

  Discover the potential at 1709 2nd Street NE, an exciting opportunity nestled in the heart of Winter Haven. This residence featuring 3 bedrooms and 1.5 baths is a hidden gem awaiting your creative touch to become your dream home or a valuable addition to your investment portfolio.Step inside, and you'll find three spacious and functional bedrooms. The kitchen seamlessly connects to a spacious

  Mary Ferry COLDWELL BANKER REALTY

  1709 2nd St NE, Winter Haven, FL 33881
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  /2

  $245,000 Sold Dec 06, 2024

  • 1,139 Sq Ft
  • $215/SF
  • 56 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1978

  1532 Foxridge Run SW, Winter Haven, FL 33880

  **** NEW PRICE ****LOCATION, LOACATION, LOCATION!! Come see this well maintained HOME located in Winter Haven centrally between Lake Howard and Lake Shipp! You are just minutes to all the water fun on the Chain of Lakes. Close to Lego Land, Downtown Winter Haven, Restaurants, & Medical. This 3 Bedroom/2 bath has a Beautiful fenced in back yard, 11x7 Shed that includes Electric for all your

  Belinda Cress LAKELAND HOMES AND REALTY, LLC

  1532 Foxridge Run SW, Winter Haven, FL 33880
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  /34

  Est $202,072 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,374 Sq Ft

  1532 Oakview Cir SE, Winter Haven, FL 33880

  1532 Oakview Cir SE, Winter Haven, FL 33880
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  /4

  $282,500 Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft

  780 Avenue H NE, Winter Haven, FL 33881

  No HOA !!!! 3bed, 2 bath home located in Martha Heights neighborhood. Large Yard with ample storage sheds and fruit trees. Home complete with carport, long driveway to allow for ample parking. Across from Polk State College, Polk State College Softball Complex, Diamondplex, close to Downtown Winter Haven, close to Legoland, ease to commute to Lakeland, Orlando or Tampa.

  Danielle Collins MILLI REAL ESTATE SERVICES LLC

  780 Avenue H NE, Winter Haven, FL 33881
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  /2

  $340,000 Sold Dec 06, 2024

  • 1,550 Sq Ft
  • $219/SF
  • 32 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1984

  805 Avenue M SW, Winter Haven, FL 33880

  Instant Income Producer! Experience the epitome of comfortable living in this beautiful duplex house that will capture your heart. With two spacious bedrooms and one modern bathrooms, it's a cozy haven. The expansive living room seamlessly connects to the kitchen, creating the perfect space for family gatherings while you whip up delicious meals. The kitchen is equipped with top-of-the-line

  Jacob Hara TRANSCEND REALTY

  805 Avenue M SW, Winter Haven, FL 33880
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  /39

  Est $140,083 Not Listed For Sale

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

  1776 6th St NW Unit 102, Winter Haven, FL 33881

  1776 6th St NW Unit 102, Winter Haven, FL 33881
• 

  

  /23

  $249,000

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

  130 Avenue H SE, Winter Haven, FL 33880

  Short Sale. 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

  Nancy Parkhurst LA ROSA REALTY KISSIMMEE

  130 Avenue H SE, Winter Haven, FL 33880
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  /2

  $215,000 Sold Dec 06, 2024

  • 1,392 Sq Ft
  • $154/SF
  • 176 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1953

  1942 19th St NW, Winter Haven, FL 33881

  Welcome to this beautifully renovated home, showcasing a fresh and welcoming look! The entire house has been updated with new interior and exterior paint in a neutral color scheme, creating a cohesive and spacious feel. The soothing paint colors provide a blank canvas for your personal decorating style. Outside, the freshly painted exterior adds to the curb appeal. The new flooring complements

  GREGORY BLACKALL VERANDA REALTY GROUP

  1942 19th St NW, Winter Haven, FL 33881
• 

  /2

  Est $194,676 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 999 Sq Ft

  2309 Avenue E NW, Winter Haven, FL 33880

  2309 Avenue E NW, Winter Haven, FL 33880
• 

  

  /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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  /2

  $343,000 Sold Dec 05, 2024

  • 1,716 Sq Ft
  • $200/SF
  • 25 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1977

  715 Carroll Ave SW, Winter Haven, FL 33880

  No flooding due to hurricane Milton!! Ready to own an amazing duplex that's move in ready? Partial lake view. You can see Lake Howard from the house as it is just a few steps away. Enjoy this COMPLETLEY RENOVATED property (the upstairs unit was owner occupied)! Both units are identical layouts that are 2 bedrooms 1 bathroom with indoor laundry, a huge kitchen, and large living room. Both units

  Destini Lewis LA ROSA REALTY PRESTIGE

  715 Carroll Ave SW, Winter Haven, FL 33880
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  /17

  Est $166,728 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,020 Sq Ft

  391 Lee Ave NE, Winter Haven, FL 33881

  391 Lee Ave NE, Winter Haven, FL 33881
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  /12

  $100,000

  • 3 Beds
  • 2 Baths
  • 1,330 Sq Ft

  333 Lake Howard Dr NW Unit 204C, Winter Haven, FL 33880

  Short Sale. BANK APPROVED PRICE! Step into one of the largest units at the vibrant 55+ community of Imperial Harbor in Winter Haven! This spacious 3-bedroom, 2-bath condo also features a bonus room. With three comfortable bedrooms, there’s ample space for guests, a home office, or crafting area. Enjoy an active lifestyle with shuffleboard courts, a well-equipped gym, and a billiard room. The

  Anthony Giglio REALTY COOPERATIVE

  333 Lake Howard Dr NW Unit 204C, Winter Haven, FL 33880
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  /2

  $165,000 Sold Dec 04, 2024

  • 1,078 Sq Ft
  • $153/SF
  • 67 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  2040 San Marcos Dr SE Unit 201, Winter Haven, FL 33880

  HUGE PRICE IMPROVEMENT!!! Attention Investors!!! This great 2 bed/2 bath condo in the lakefront community of Park Lake which is on the Chain of Lakes in Winter Haven. This condo features affordable HOA fees and gives you lots of flexibility with maintenance free living with a pool and clubhouse. A perfect location for anyone wanting to be in close proximity to downtown, restaurants, medical

  Wanda Dicks COLDWELL BANKER REALTY

  2040 San Marcos Dr SE Unit 201, Winter Haven, FL 33880
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  /44

  Est $456,985 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,264 Sq Ft

  832 Lake Elbert Ct, Winter Haven, FL 33881

  832 Lake Elbert Ct, Winter Haven, FL 33881
• 

  

  /61

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,597 Sq Ft

  103 13th St SE, Winter Haven, FL 33880

  Short Sale. NO HOA! Well-maintained and move-in ready, this three bedroom, two bathroom house has everything you need to call it "home". The roof was replaced in 2022 and the wiring was replaced within the last two years. Wood-look ceramic tile flows throughout the entire home, making it easy to clean and pet friendly. A real wood-burning fireplace is the focal point of the spacious living

  Kris Bender BENDER REALTY, LLC

  103 13th St SE, Winter Haven, FL 33880
• 

  /2

  $459,000 Sold Dec 03, 2024

  • 2,421 Sq Ft
  • $190/SF
  • 18 Days On Market

  • 6 Beds
  • 4 Baths
  • Built 1908

  735 Avenue A SW, Winter Haven, FL 33880

  If you’re seeking a unique investment property, this beautifully renovated triplex blends historic charm with modern amenities. Completely updated in 2021, it features a new 30-year architectural shingle roof, Three HVAC systems, and fresh interior and exterior paint. Enjoy stylish vinyl plank flooring, brand-new all white wood shaker kitchen cabinets, and fully tiled bathrooms in each unit,

  Carol van den Berg FLORIDA ONE REAL ESTATE LLC

  735 Avenue A SW, Winter Haven, FL 33880
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  /61

  Est $307,906 Not Listed For Sale

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

  209 Avenue B SE, Winter Haven, FL 33880

  209 Avenue B SE, Winter Haven, FL 33880
• 

  /2

  $240,000

  • 3 Beds
  • 3 Baths
  • 2,363 Sq Ft

  1987 8th St SE, Winter Haven, FL 33880

  Short Sale. "SHORT SALE!! Seller accepting CASH ONLY!! APPROVED SHORT SALE PRICE BY LIEN HOLDER AND CAN CLOSE QUICKLY. Needs TLC. This midcentury POOL home has much potential. It features 3 bedrooms and 3 baths. It has a formal living room area, an office area and a large dining/family room for family gatherings. The fireplace has been converted to gas. Pool enclosure can be developed to be

  Kelly Hansell COLDWELL BANKER REALTY

  1987 8th St SE, Winter Haven, FL 33880
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  /2

  $290,000 Sold Dec 02, 2024

  • 1,759 Sq Ft
  • $165/SF
  • 73 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1959

  1963 8th St SE, Winter Haven, FL 33880

  This POOL house exudes mid-century charm, features three bedrooms and 2 bath sitting on .25 acres. The interior is a blend of nostalgia and modern comfort, with a large kitchen that serves a the heart of the home. Adjacent to it is the living room and formal dinning room, ideal for relaxation or entertainment and also intimate meals with your love ones. One of the highlights is the Florida room,

  Mara Rodriguez KELLY RIGHT REAL ESTATE

  1963 8th St SE, Winter Haven, FL 33880
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  /27

  Est $592,159 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 4,041 Sq Ft

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

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

  /2

  $30,000

  • 2 Beds
  • 1 Bath
  • 680 Sq Ft

  124 1st St N, Winter Haven, FL 33881

  Auction Property. ***Auction will run September 15th to 25th *** 2 bedroom 1 bathroom house ***All property information to be verified by buyers***Property is sold with any outstanding code violations, liens, or expired permits. Buyer to do own research prior to bidding.

  Tony Kelly A BETTER LIFE REALTY

  124 1st St N, Winter Haven, FL 33881
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  /2

  $255,000 Sold Dec 02, 2024

  • 1,104 Sq Ft
  • $231/SF
  • 59 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1947

  850 Avenue N SW, Winter Haven, FL 33880

  Welcome Home!! Hoping for a large corner lot, no HOA, yet still be minutes from downtown? Then, you have found your new home!! Set on a spacious 10,000-square-foot lot, this property offers ample room for expansion and customization to suit your lifestyle. But, rest assured this home boasts of a new build! Brand new roof, sewer, underground plumbing, new floor with waterproof vinyl added

  Josh Postlewait PALMANO GROUP RE BROKERAGE LLC

  850 Avenue N SW, Winter Haven, FL 33880
• 

  

  /20

  Est $261,452 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,808 Sq Ft

  435 Avenue F SE, Winter Haven, FL 33880

  435 Avenue F SE, Winter Haven, FL 33880
• 

  /2

  $240,000 Sold Nov 27, 2024

  • 1,288 Sq Ft
  • $186/SF
  • 27 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1976

  106 24th St SW, Winter Haven, FL 33880

  Welcome to this meticulously cared for, updated 3 bedroom, 2 bathroom home situated on a desirable corner lot. The floor plan flows seamlessly from the living room to the large kitchen/dining room. The kitchen features Frigidaire Stainless Steel appliances and a large island. Outside, you'll find a fully fenced backyard. With its prime location near the Chain of Lakes, you're just moments away

  Stephanie Mayo REGAL REAL ESTATE LLC

  106 24th St SW, Winter Haven, FL 33880
• 

  

  /25

  Est $250,898 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft

  443 Avenue H SE, Winter Haven, FL 33880

  443 Avenue H SE, Winter Haven, FL 33880

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