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Winter Haven, FL Homes for Sale under $500,000

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  • /30

    $419,000

    • 3 Beds
    • 2 Baths
    • 2,107 Sq Ft

    357 Ruby Lake Loop, Winter Haven, FL 33884

    Located in the gated community of Ruby Lake, this stunning 3-bedroom, 2-bath Cassidy Ox floor plan offers a perfect blend of style and functionality. The home features a spacious layout with a formal living room, formal dining room, and a large family room, all designed for comfortable living. The updated kitchen serves as the heart of the home, boasting quartz countertops, a breakfast bar, a

    Agent Photo

    Amy Reynolds

    LOCKHART & ASSOCIATES INC

    (863) 328-0549

    357 Ruby Lake Loop, Winter Haven, FL 33884
  • /62

    $419,900

    • 3 Beds
    • 2.5 Baths
    • 2,566 Sq Ft

    1280 Denali Dr, Winter Haven, FL 33881

    This gorgeous 3/2.5, two story home in the Lake Lucerne II community, backs up to conservation land. Centrally located, it offers easy access to Orlando and Tampa, is close to shopping, and only .8 miles from two golf courses. Have your morning coffee on the back porch looking out at the water of the land behind you. With this home being built in January of 2024 you get all the confidence of a

    Agent Photo

    Terri Dunn

    LIVE FLORIDA REALTY

    (863) 622-7734

    1280 Denali Dr, Winter Haven, FL 33881
  • /86

    $426,900 Open Sat 10AM - 12:30PM

    • 3 Beds
    • 2 Baths
    • 2,027 Sq Ft

    4081 Dunmore Dr, Lake Wales, FL 33859

    New Price! Stunning waterfront home with amazing views, 2.5/2.599APR assumable VA loan, and CDD bond paid in full! Enjoy breathtaking views of Lake Ashton, golf course greens, and serene ponds from this beautifully updated Provence split floor plan, ideally situated in the heart of Lake Ashton with convenient access to both clubhouses and the golf pro shop. Best of all, this home offers a

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    Emily Muscarella

    A+ REALTY LLC

    (863) 341-0015

    4081 Dunmore Dr, Lake Wales, FL 33859
  • /56

    $429,900

    • 3 Beds
    • 2.5 Baths
    • 2,523 Sq Ft

    236 Golf Aire Blvd, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Welcome to 236 Golf Aire Blvd, a beautiful home in the gated Lake Bess Country Club community, perfectly situated on fairway number one. This spacious home features 3 bedrooms, 2 full bathrooms, an oversized 2-car garage, and spans 2523 square feet. As you approach, you'll appreciate the serene setting, meticulously manicured lawn, and ample

    Agent Photo

    Amanda Harrison

    HARRISON REAL PROPERTY GROUP

    (863) 270-3525

    236 Golf Aire Blvd, Winter Haven, FL 33884
  • /23

    $409,475 New Construction

    • 5 Beds
    • 3 Baths
    • 2,888 Sq Ft

    5440 San Pietro Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Never run out of space with the Catalina, a spacious two-story home designed for ultimate comfort and flexibility! This home boasts 5 bedrooms, 3 bathrooms, a versatile den, a generous upstairs recreation space and a private 2-car garage. The open concept

    Dale Human CASA FRESCA REALTY

    5440 San Pietro Dr, Winter Haven, FL 33884
  • /23

    $452,990 New Construction

    • 5 Beds
    • 3 Baths
    • 2,452 Sq Ft

    Jazmin Plan at Harmony at Lake Eloise, Winter Haven, FL 33884

    Discover the Jazmin, a stunning single-story home with 4 to 5 bedrooms, 3 bathrooms and 3-car tandem garage. Modern design meets family-friendly living in this impressive floor plan. Inside, the open concept living space flows effortlessly out to the covered lanai, and the den can easily serve as a 5th bedroom or home office. The kitchen is a true showstopper, featuring 42 upper cabinets, quartz

    Builder Photo

    Casa Fresca Homes

    Builder

    1022 Brimstone Cir Unit 36468488, Winter Haven, FL 33884
  • /20

    $484,990 New Construction

    • 5 Beds
    • 3 Baths
    • 3,288 Sq Ft

    Violeta Plan at Harmony at Lake Eloise, Winter Haven, FL 33884

    Live boldly in the Violeta, a two-story masterpiece featuring 5 bedrooms, 3 bathrooms, den and 3-car garage. The open-concept layout invites you into a stunning kitchen that seamlessly flows into the expansive living and dining areas, which opens to a generously sized lanaiperfect for both hosting and relaxing. The kitchen was designed to impress with sleek quartz countertops, 42 upper cabinets,

    Builder Photo

    Casa Fresca Homes

    Builder

    1022 Brimstone Cir Unit 36485815, Winter Haven, FL 33884
  • /25

    $417,990 New Construction

    • 4 Beds
    • 2 Baths
    • 2,212 Sq Ft

    Dalia Plan at Harmony at Lake Eloise, Winter Haven, FL 33884

    Fall in love with the Dalia, a thoughtfully designed single-story home with must-have features! This home has 4 bedrooms, 2 bathrooms, and a spacious 3-car tandem garage, offering plenty of room for family and guests. The eye-catching elevation and professional landscaping add to its bold curb appeal, making a lasting first impression. Step inside to find a flexible den space and an oversized

    Builder Photo

    Casa Fresca Homes

    Builder

    1022 Brimstone Cir Unit 36500799, Winter Haven, FL 33884
  • 1651 Hummingbird Rd Unit 36202781, Winter Haven, FL 33880

    $419,990 New Construction

    • 4 Beds
    • 3 Baths
    • 2,336 Sq Ft

    DENHAM Plan at Harmony at Lake Eloise, Winter Haven, FL 33880

    Introducing the Denham at Harmony at Lake Eloise, in Winter Haven, Florida. A stunning 2,336 square foot, single-story home featuring 4 bedrooms, 3 bathrooms, and a spacious 3-car garage. As you step inside a grand foyer draws you in, leading you through a thoughtfully designed layout where every detail shines. Bedrooms 2, and 3, and 4 branch off from the foyer, creating a private wing for

    Builder Photo

    D.R. Horton

    Builder

    1651 Hummingbird Rd Unit 36202781, Winter Haven, FL 33880
  • /15

    $489,499 New Construction

    • 5 Beds
    • 3 Baths
    • 2,452 Sq Ft

    1022 Brimstone Cir, Winter Haven, FL 33884

    Discover the Jazmin, a stunning single-story home with 4 to 5 bedrooms, 3 bathrooms and 3-car tandem garage. Modern design meets family-friendly living in this impressive floor plan. Inside, the open concept living space flows effortlessly out to the covered lanai, and the den can easily serve as a 5th bedroom or home office. The kitchen is a true showstopper, featuring 42 upper cabinets, quartz

    Builder Photo

    Casa Fresca Homes

    Builder

    1022 Brimstone Cir, Winter Haven, FL 33884
  • /73

    $466,500

    • 4 Beds
    • 3.5 Baths
    • 2,723 Sq Ft

    14 Pilot Place, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Architectural Elegance Meets Aviation Lifestyle at 14 Pilot Place ____Welcome to Eagles Landing, an exclusive enclave in Winter Haven where architectural distinction, aviation access, and luxury living come together. This stunning 4-bedroom, 3.5-bath custom home was masterfully derived from the May 1997 Life Magazine Dream Home whom the owner met

    April Spaulding LPT REALTY, LLC

    14 Pilot Place, Winter Haven, FL 33881
  • /27

    $410,544 New Construction

    • 4 Beds
    • 2 Baths
    • 1,625 Sq Ft

    239 Meredith Blvd, Winter Haven, FL 33881

    SAMPLE IMAGES* TRIPLE NET LEASE*The Bradley floor plan is a well-designed one-story home featuring four spacious bedrooms and two bathrooms. This layout emphasizes an open concept, with the dining room flowing seamlessly into the great room, creating a bright and airy central living space perfect for gatherings. The kitchen offers easy access to the dining area, making meal times and entertaining

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    239 Meredith Blvd, Winter Haven, FL 33881
  • /28

    $453,916 New Construction

    • 4 Beds
    • 2 Baths
    • 2,110 Sq Ft

    235 Meredith Blvd, Winter Haven, FL 33881

    SAMPLE IMAGE*TRIPLE NET LEASE*The Poinciana floorplan offers a well-designed, one-story layout that includes 4 bedrooms and 2 bathrooms, complete with a spacious two-car garage. This home is centered around a sizable great room, which seamlessly connects to the open kitchen and cozy cafe area, making it ideal for family gatherings and entertaining. The owner's suite, located at the back for added

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    235 Meredith Blvd, Winter Haven, FL 33881
  • /73

    $448,900 Open Fri 10AM - 12PM

    • 3 Beds
    • 2 Baths
    • 2,031 Sq Ft

    5225 Pebble Beach Blvd, Winter Haven, FL 33884

    Your Florida dream home is ready and waiting! This fully furnished Sebastian floor plan offers 3 bedrooms, 2 baths, a 2-car garage plus a dedicated golf cart garage and YES, the golf cart is included. Located on a premium lot overlooking Lake Ashton’s West Course 17th hole and a tranquil pond, enjoy exceptional privacy and breathtaking views from your expansive screened lanai. Step inside to

    Candra Alston LAKE ASHTON REALTY INC.

    5225 Pebble Beach Blvd, Winter Haven, FL 33884
  • /35

    $448,000

    • 5 Beds
    • 3.5 Baths
    • 2,805 Sq Ft

    1676 Tressel Ct, Winter Haven, FL 33881

    Discover the epitome of Winter Haven living in this meticulously upgraded residence. From the moment you arrive, you'll be greeted by modern elegance and timeless charm, perfectly situated in a peaceful neighborhood offering both serenity and effortless access to amenities. The interior is a testament to sophisticated design, showcasing a completely remodeled gourmet kitchen equipped with

    Twanna Dewdney LA ROSA REALTY PRESTIGE

    1676 Tressel Ct, Winter Haven, FL 33881
  • /43

    $462,000

    • 3 Beds
    • 3 Baths
    • 2,149 Sq Ft

    35 S Lake Fox Rd, Winter Haven, FL 33884

    Lakefront living on nearly 2 acres! This 3 bedroom, 3 bath home sits on 1.74 acres along the private shores of Lake Fox. Offering over 2,100 sq ft of living space, the property features spacious common areas, vaulted ceilings, and large windows with serene lake views. The split floor plan includes a generous primary suite, two additional bedrooms, and multiple living and dining spaces. Outside,

    Michele Rueff EXP REALTY LLC

    35 S Lake Fox Rd, Winter Haven, FL 33884
  • /38

    $439,000

    • 3 Beds
    • 2 Baths
    • 2,603 Sq Ft

    2997 Plantation Rd, Winter Haven, FL 33884

    BEAUTIFULLY MAINTAINED, ONE OWNER POOL HOME IN DESIRABLE CYPRESSWOOD GOLF & COUNTRY CLUB PLANTATIONS!!! The Plantations is known for its charming setting, large lots, mature landscaping, friendly neighbors and peaceful streets to walk or bike ride! The entry into Cypresswood is manned with a 24hr security guard. You will want to call this property "home" the moment you arrive in the driveway

    Catherine Kluytenaar THE K TEAM REAL ESTATE SERVICES LLC

    2997 Plantation Rd, Winter Haven, FL 33884
  • /23

    $450,000

    • 4 Beds
    • 3 Baths
    • 2,206 Sq Ft

    252 Lake Link Rd, Winter Haven, FL 33884

    Welcome to this beautifully updated 4 bedroom, 3 bath pool home, ideally positioned on a half-acre lot in the highly desirable gated community of Lake Link. Surrounded by oak-lined streets and refreshing lake breezes, this home combines elegant updates with a functional layout designed for everyday living and entertaining.Inside, an inviting open floor plan is anchored by the gourmet

    Katie Melson THE STONES REAL ESTATE FIRM

    252 Lake Link Rd, Winter Haven, FL 33884
  • /95

    $438,888

    • 2 Beds
    • 2 Baths
    • 1,677 Sq Ft

    5332 Hogan Ln, Winter Haven, FL 33884

    Welcome to your personal haven and next chapter in beautiful Lake Ashton—Central Florida’s premier 55+ active-adult community. This immaculate oasis with its extraordinary salt-water pool offers a perfect blend of tasteful style, elegance, and Florida charm. And the CDD debt is paid in full, saving you near $10,000! With 2 spacious bedrooms, 2 full baths and a den, this open-concept floor plan,

    Brad Kirwan GLOBAL LIFESTYLE LLC

    5332 Hogan Ln, Winter Haven, FL 33884
  • /48

    $439,900

    • 4 Beds
    • 2 Baths
    • 2,369 Sq Ft

    1081 Sandpiper Loop, Winter Haven, FL 33881

    Price reduced!!! Don't let this one get away. Welcome to 1081 Sandpiper Loop, a stunning home in a quiet, exclusive community of fewer than 90 homes. Nestled just off Country Club Road in Winter Haven, this property offers the perfect balance of privacy and convenience—close to downtown, yet featuring spacious 1⁄4-acre lots so you’ll never feel crowded.Step inside to beautiful vinyl flooring

    Chris Loschiavo RE/MAX HERITAGE PROFESSIONALS

    1081 Sandpiper Loop, Winter Haven, FL 33881
  • /54

    $444,900

    • 4 Beds
    • 4 Baths
    • 3,586 Sq Ft

    16 Golfview Cir NE, Winter Haven, FL 33881

    Large and lovely two story mid-century pool home in the heart of Winter Haven/North Lake Elbert Heights, near Polk State College, Lake Elbert, the Diamondplex Sports Complex, and beautiful, exciting, and vibrant downtown! Enter the foyer to the living room and formal dining room with newer wood floors throughout and plenty of space for dinner parties and family time. The bright chef's kitchen has

    Natalie Oldenkamp BHHS FLORIDA PROPERTIES GROUP

    16 Golfview Cir NE, Winter Haven, FL 33881
  • /50

    $440,000

    • 4 Beds
    • 2 Baths
    • 1,982 Sq Ft

    260 Lake Smart Cir, Winter Haven, FL 33881

    Experience the perfect blend of style, comfort, and sustainability in this beautifully maintained 4-bedroom, 2-bathroom home, built in 2021. Nestled in a serene neighborhood, this home offers not only modern features but also breathtaking views of Lake Smart which it's part of Polk County Chain of Lakes. Highlights Include: Stunning lake view to enjoy daily sunrises, sunsets, and peaceful vibes.

    Veddy Diaz Rosario CHARLES RUTENBERG REALTY ORLANDO

    260 Lake Smart Cir, Winter Haven, FL 33881
  • 1651 Hummingbird Rd Unit 36202782, Winter Haven, FL 33880

    $439,990 New Construction

    • 5 Beds
    • 3 Baths
    • 2,490 Sq Ft

    COVINGTON Plan at Harmony at Lake Eloise, Winter Haven, FL 33880

    Find all the space you need in our popular one-story Covington floorplan in Harmony at Lake Eloise, one of our communities in Winter Haven, Florida. This unique 5 bedroom, 3 bathroom and 3 car garage floorplan is available in 3 different modern exteriors. As you enter the foyer you are greeted with bedrooms 2 and 3 that are separated by a full bathroom complete with quartz countertops. As you

    Builder Photo

    D.R. Horton

    Builder

    1651 Hummingbird Rd Unit 36202782, Winter Haven, FL 33880
  • /2

    $439,680 New Construction

    • 5 Beds
    • 3.5 Baths
    • 3,184 Sq Ft

    5469 San Pietro Dr, Winter Haven, FL 33884

    Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Prepare to be impressed by the Gabriela, a stunning two-story 5-bedroom, 3.5-bathroom home with a 3-car tandem garage. The inviting exterior and professionally designed landscaping exudes curb appeal. Once you're inside, you'll find a den space and half bathroom off the foyer, offering a private office or flex

    Dale Human CASA FRESCA REALTY

    5469 San Pietro Dr, Winter Haven, FL 33884
  • /45

    $480,000

    • 5 Beds
    • 3 Baths
    • 2,720 Sq Ft

    143 Broad St, Winter Haven, FL 33880

    COME SEE THIS BEAUTIFUL POOL HOME IN THE HEART OF CENTRAL FLORIDA! Gently meander through the charming gated community of Hampton Cove to this residence that offers a well-designed floorplan with a perfect blend of open-concept living areas and defined spaces. This spacious 4-bedroom, 3-bathroom home presents an inviting screened lanai entrance into the 2,720 SqFt of modern luxury living. The

    Erin Floyd COLDWELL BANKER REALTY

    143 Broad St, Winter Haven, FL 33880
  • /66

    $429,900

    • 4 Beds
    • 3 Baths
    • 2,492 Sq Ft

    144 Beverly Dr, Winter Haven, FL 33884

    *If you use the preferred lender, your appraisal fee will be reimbursed back to you at closing!* Immaculate and updated pool home ideally located in SE Winter Haven just two blocks from Chain of Lakes access. This well-cared for pool residence features a sleek modern appearance with comfortable living spaces and an impressive level of quality updates found throughout. Extensive list of recent

    Christina Loesch AGILE GROUP REALTY

    144 Beverly Dr, Winter Haven, FL 33884
  • /60

    $424,900

    • 4 Beds
    • 3 Baths
    • 3,034 Sq Ft

    5392 Chandler Dr, Winter Haven, FL 33884

    Peaceful Waterfront Views! Many Beautiful Features & Oversized Living Areas Great for Entertaining! 3.2 Miles to Legoland! Formal Living & Dining Rooms, Family Room, and Bonus Room Upstairs great for crafts, reading, or toys. Oversized Primary Suite offers space for a sitting area. Beautiful Kitchen with Cooking Island & Large Walk-in Pantry! Enjoy the Chain of Lakes in the Waterski Capital

    Jenni Thompson KELLER WILLIAMS REALTY SMART

    5392 Chandler Dr, Winter Haven, FL 33884
  • /76

    $429,000

    • 3 Beds
    • 2 Baths
    • 2,175 Sq Ft

    6212 Pinehurst Loop, Winter Haven, FL 33884

    Welcome to this modern residence at 6212 Pinehurst Loop Winter Haven, Fl. 33884, designed with 3 Bedrooms and 2 full bathrooms PLUS an additional room that could be used as a Den/Office. This delightful Sebastian home, with screened entry was BUILT in 2022 and features a spacious living area with abundant natural light, an upgraded kitchen paired with a Large Island (Great for additional seating

    Lori Raath LAKE ASHTON REALTY INC.

    6212 Pinehurst Loop, Winter Haven, FL 33884
  • /36

    $425,000

    • Land
    • 2.45 Acres
    • $173,469 per Acre

    0 Old Helena Rd, Winter Haven, FL 33884

    Discover the perfect canvas for your waterfront dreams with this stunning vacant lakefront lot. Nestled along the serene shores of Lake Eloise, this 2.45 acre parcel offers panoramic water views, direct lake access, and the peaceful privacy of nature all around. Whether you're envisioning a potential custom-built home, cozy cabin, or weekend getaway, this property provides the ideal

    John Rodgers STAR REALTY OF WINTER HAVEN

    0 Old Helena Rd, Winter Haven, FL 33884
  • /26

    $400,000

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft

    Unlisted Address

    3 Bedroom, 2 Bath Home on Oversized Cul-de-Sac Lot – Move-In Ready!This beautifully maintained 3 bedroom, 2 bath home features a desirable split bedroom floorplan and an inviting open layout that flows seamlessly into a screened outdoor patio, perfect for relaxing or entertaining.Set on a large oversized lot at the end of a cul-de-sac, the property offers privacy and extra yard

    Margarita Coton A-PATH REALTY INC.

    Unlisted Address
  • /47

    $419,000

    • 4 Beds
    • 2 Baths
    • 2,113 Sq Ft

    115 Lake Mariam Way, Winter Haven, FL 33884

    LOCATION LOCATION! Be prepared to fall in love with this dream home in the gated and enchanting Lake Mariam Hills community. This stunning 4-bedroom, 2-bathroom home is both spacious mixed with style and details. Upon entry, you’ll love the warmth and comfort of the large living room with wood burning fireplace. The amazing split floor plan just flows for maximum living! French doors

    Lynn Arthur FAITH AND FAMILY REALTY LLC

    115 Lake Mariam Way, Winter Haven, FL 33884
  • /18

    $425,000

    • 8 Beds
    • 5 Baths
    • 3,588 Sq Ft

    731 Avenue A SW, Winter Haven, FL 33880

    PLEASE SEE ATTACHED PROPERTY BROCHURE FOR MORE DETAILS. Beautiful historic home with two income producing units in the main home, and a third unit in the converted garage. Near picturesque Lake Howard, Winter Haven, this is an easy to manage money maker. 3,588 SF total, with 2,888 SF in the main home and 800 SF in the garage space. All tenants are on leases, with two of the three currently

    Craig Morby SAUNDERS REAL ESTATE, LLC

    731 Avenue A SW, Winter Haven, FL 33880
  • /49

    $499,900

    • 3 Beds
    • 3 Baths
    • 3,098 Sq Ft

    275 Loma Dr, Winter Haven, FL 33881

    Behind the gates of the desirable Hartridge Hills neighborhood lies this gorgeous POOL HOME offering 3 bedrooms PLUS AN OFFICE, and 3 full bathrooms. Hartridge Hills is a GATED COMMUNITY and has a COMMUNITY BOAT RAMP WITH LAKE HARTRIDGE ACCESS (Chain of Lakes)! Space is no problem here, over 3,000 SQFT OF LIVING SPACE perfectly situated on a STUNNING DOUBLE LOT spanning HALF AN ACRE! HOA INCLUDES

    Zach Lay WATSON REALTY CORP.

    275 Loma Dr, Winter Haven, FL 33881
  • /17

    $490,000

    • 4 Beds
    • 3 Baths
    • 2,733 Sq Ft

    4338 Thomas Wood Ln E, Winter Haven, FL 33880

    This dreamy 4 bedroom 3 bath pool home with ease to the Polk Parkway is waiting for your family. This 2,733 SqFt home is so spacious and ready for you to move in. The kitchen in home features all major stainless appliances and wine fridge, formal dining and living area, family room with gas fireplace, Three large bedrooms upstairs, and a master closet that will make you have to buy more clothes.

    Ruth Morales EBENEZER REAL ESTATE SOLUTIONS GROUP LLC

    4338 Thomas Wood Ln E, Winter Haven, FL 33880
  • /58

    $450,000

    • 4 Beds
    • 2.5 Baths
    • 2,434 Sq Ft

    5009 Strada Dr, Winter Haven, FL 33880

    Welcome to this well-maintained Winter Haven pool home, offering over 2,400 sq ft of living space on a corner lot. This 4-bedroom, 2.5-bathroom home includes a 3-car garage, wood floors in the kitchen, foyer, and dining room, and spacious rooms with generous closet space. Upstairs, a cozy loft provides the perfect spot to unwind.Step outside to a screened and heated inground pool and spa,

    Florentino Beltran KELLER WILLIAMS ADVANTAGE 2 REALTY

    5009 Strada Dr, Winter Haven, FL 33880
  • /96

    $489,900

    • 3 Beds
    • 2 Baths
    • 2,057 Sq Ft

    1142 Sawgrass Dr, Winter Haven, FL 33884

    Welcome to your next chapter in beautiful Lake Ashton—Central Florida’s premier 55+ active-adult community. This immaculate, nearly new home (just 3 years young) offers a perfect blend of tasteful style, elegance, and Florida charm. With 3 spacious bedrooms and 2 full baths, this open-concept floor plan, with 10’ ceilings and 8’ doors, feels spacious, yet warm and comfortable. It is ideal for

    Brad Kirwan GLOBAL LIFESTYLE LLC

    1142 Sawgrass Dr, Winter Haven, FL 33884
  • /61

    $459,900

    • 4 Beds
    • 3 Baths
    • 2,312 Sq Ft

    3934 Bedford Ave, Winter Haven, FL 33884

    Welcome to 3934 Bedford Avenue, a beautifully maintained 4-bedroom, 3-bathroom home nestled in the sought-after 55+ Traditions at Lake Ruby community in Winter Haven. This move-in ready residence offers a perfect blend of comfort, functionality, and low-maintenance living. Step inside to discover an open-concept layout featuring tile flooring throughout the main living areas, a spacious living

    Matt Mesimer KELLER WILLIAMS REALTY SMART 1

    3934 Bedford Ave, Winter Haven, FL 33884
  • /54

    $474,900

    • 4 Beds
    • 3 Baths
    • 2,781 Sq Ft

    1908 Crossroads Blvd, Winter Haven, FL 33881

    Immaculate 4-Bedroom, 3-Bathroom Plus Office Home in the Coveted Crossroads at Lake Region Welcome to this beautifully maintained residence located in the highly desirable gated community of Crossroads at Lake Region. This spacious four-bedroom, three-bathroom home with a dedicated office offers the perfect blend of comfort and functionality. As you arrive, you’re welcomed by a

    Jill Lingenfelter CENTURY 21 MYERS REALTY

    1908 Crossroads Blvd, Winter Haven, FL 33881
  • /35

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,475 Sq Ft

    4273 Stafford Dr, Winter Haven, FL 33880

    This 3 bedroom 2 bath home is located in an established neighborhood close to the Polk parkway for easy access to Orlando or Tampa. The Kitchen is equipped with stainless steel appliances, wood cabinets, granite counter tops, breakfast bar. There is a fire place and a wet bar in the large living room with beautiful tile & wood flooring throughout the home. The back porch is screened and the

    Phillip Thomas THOMAS REALTY

    4273 Stafford Dr, Winter Haven, FL 33880
  • /41

    $424,990

    • 4 Beds
    • 2 Baths
    • 1,855 Sq Ft

    4027 Island Lakes Dr, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. **HUGE PRICE DROP** Welcome to your dream lakefront retreat on the Chain of Lakes. Situated on the picturesque shores of Lake Conine, this property offers direct access to the extensive canal system of the Chain of Lakes, opening up endless opportunities for fishing, boating, water skiing, paddleboarding, and canoeing. Imagine spending your days on

    David Small KELLER WILLIAMS REALTY SMART 1

    4027 Island Lakes Dr, Winter Haven, FL 33881

Showing Results 1 - 40, Page 1 of 3

Home Trends in Winter Haven, FL

Housing Trends

Median Sale Price
$285,949
Median Single Family Sale Price
$299,999
Median Townhouse Sale Price
$259,900
Median 2 Bedroom Sale Price
$139,400
Median 1 Bedroom Sale Price
$100,000
Average Price Per Sq Ft
$172
Number of Homes for Sale
868
Last 12 months Home Sales
1,889
Months of Supply
5.50
Median List Price
$309,990
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-4%
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