1,329

Newest Homes for Sale in Winter Haven, FL

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  • /39

    $299,999

    • 4 Beds
    • 2 Baths

    1536 Axel Cir, Winter Haven, FL 33880

    Welcome to this stunning 4-bedroom, 2-bath home located in the sought-after in Winter Haven! Designed for modern living, featuring a bright open-concept layout that seamlessly connects the living, dining, and kitchen spaces perfect for entertaining and everyday comfort. The kitchen shines with sleek cabinetry, ample counter space, and modern finishes, creating the perfect space to cook and

    Durshan Burke-Troutman Align Right Realty K1 Group

    1536 Axel Cir, Winter Haven, FL 33880
  • /34

    $389,900

    • 4 Beds
    • 3 Baths
    • 2,485 Sq Ft

    2117 High Point Ave SW, Winter Haven, FL 33880

    This spacious 4-bedroom, 3-bathroom home offers the perfect blend of comfort and functionality. Featuring a large living room, there is plenty of space for relaxing, entertaining guests, or enjoying time with family. The open and inviting layout flows beautifully throughout the home, creating a warm and welcoming atmosphere.Step outside to your own private pool, perfect for enjoying Florida’s

    Marissa Hipp COLDWELL BANKER REALTY

    2117 High Point Ave SW, Winter Haven, FL 33880
  • /22

    $1,650,000

    • Land
    • 17,424 Sq Ft
    • $4,125,000 per Acre

    165 5th St SW, Wahneta, FL 33880

    165 SW 5th St, Winter Haven, FL 33880 presents a strong opportunity for commercial redevelopment or investment in a growing Winter Haven location. This vacant parcel offers approximately 17,476 square feet and is positioned in an area with surrounding commercial and mixed-use activity. The site is ideal for a local owner-user, boutique developer, retail or service user, professional office,

    Lorena Alvarez Cordero CROSBY & ASSOCIATES, INC.

    165 5th St SW, Wahneta, FL 33880
  • /14

    $249,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,405 Sq Ft

    122 Jace Way, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Welcome to this beautifully updated three-bedroom, two-bathroom home with a two-car garage, offering 1,866 square feet under roof in the desirable community of Winter Haven. From the moment you arrive, you’ll appreciate the freshly painted exterior and updated landscaping that create strong curb appeal, setting the tone for what awaits

    Jason Stone BHHS FLORIDA PROPERTIES GROUP

    122 Jace Way, Winter Haven, FL 33881
  • /27

    $349,900

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,905 Sq Ft

    2145 River Hawk Loop, Winter Haven, FL 33880

    Located in the new Residences at Winter Haven community, this home features the Everglades model floor plan, designed with an open-concept layout that maximizes natural light and functionality. The home backs directly to the community pond, offering open view and added privacy. Built with double-pane insulated windows and constructed in compliance with the current Florida Building Energy

    Laref Homes Builder
    2145 River Hawk Loop, Winter Haven, FL 33880
  • /17

    $319,950

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,910 Sq Ft

    5135 Kinsley Dr, Lake Wales, FL 33859

    Discover this must-see Ruby home. Included features: an inviting covered entry; a well-appointed kitchen offering 42 white cabinets, a walk-in pantry and a center island; an elegant dining room; a spacious great room; a lavish primary suite showcasing a generous walk-in closet and a private bath; a laundry and a covered patio. This could be your dream home!

    Richmond American Homes Builder
    5135 Kinsley Dr, Lake Wales, FL 33859
  • /30

    $259,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,407 Sq Ft

    4102 Penelope Ave, Winter Haven, FL 33859

    Welcome to the Auburndale model, a stylish 3-bedroom, 2-bath home featuring a modern blend of gray tones for a clean, contemporary look. The kitchen offers sleek quartz countertops, while the bathrooms are finished with rich granite surfaces. Light gray tile flows through the main living areas, with cozy carpet in the bedrooms for added comfort. The open-concept design creates an easy flow

    Dream Finders Homes Builder
    4102 Penelope Ave, Winter Haven, FL 33859
  • /27

    $259,989

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,407 Sq Ft

    4093 Penelope Ave, Lake Wales, FL 33859

    Want a move-in-ready home with quartz countertops, high ceilings, a covered lanai, and smart home technology — plus community amenities the whole family will love? Step into the Auburndale floor plan at Annabelle Estates by Dream Finders Homes, Builder of the Year. Imagine cooking in your modern kitchen with 42-inch cabinets, relaxing in your spacious living room with soaring ceilings, or

    Dream Finders Homes Builder
    4093 Penelope Ave, Lake Wales, FL 33859
  • /34

    $274,990

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

    4097 Penelope Ave, Lake Wales, FL 33859

    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 more convenient. The owner’s

    Dream Finders Homes Builder
    4097 Penelope Ave, Lake Wales, FL 33859
  • /32

    $264,989

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

    5002 Abigail Dr, Winter Haven, FL 33859

    Welcome home to the Bradley, one of Dream Finders Homes’ most popular floor plans, offering 4 bedrooms, 2 baths, and 1,625 square feet of thoughtful design. Set on a beautiful homesite with no rear neighbors and a serene conservation view, this brand-new home combines privacy with comfort. The open layout showcases a spacious kitchen with quartz countertops, 42-inch cabinets, and energy-efficient

    Dream Finders Homes Builder
    5002 Abigail Dr, Winter Haven, FL 33859
  • /20

    $336,899

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,050 Sq Ft

    5171 Kinsley Dr, Lake Wales, FL 33859

    An inviting covered entry welcomes guests to this inspired Tarragon home. Pass two bedrooms, a shared bath, a flex room and a laundry on your way to a spacious great room with an adjacent covered patio. The well-appointed kitchen boasts a center island, a walk-in pantry and a dining nook. Showcasing a generous walk-in closet and an attached bath with double sinks, the lavish primary suite offers

    Richmond American Homes Builder
    5171 Kinsley Dr, Lake Wales, FL 33859
  • /36

    $289,989

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,938 Sq Ft

    5036 Abigail Dr, Winter Haven, FL 33859

    The Mulberry floor plan epitomizes the charm of single-story living with its spacious and versatile layout, perfectly crafted for the modern single-family lifestyle. Spread across 1,938 square feet, this home offers ample room for comfort and functionality. Featuring four bedrooms and two bathrooms, including a luxurious master suite, residents enjoy privacy and relaxation in every corner. The

    Dream Finders Homes Builder
    5036 Abigail Dr, Winter Haven, FL 33859
  • /17

    $323,635

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,910 Sq Ft

    5147 Kinsley Dr, Lake Wales, FL 33859

    Discover this stunning Ruby home, ready for quick move-in! Included features: a welcoming covered entry; a smartly planned kitchen boasting white 42" cabinets, a center island, a large walk-in pantry, and an open dining area; an immense great room; a secluded primary suite showcasing a generous walk-in closet and a private bath; three secondary bedrooms; a shared hall bath; a central laundry; and

    Richmond American Homes Builder
    5147 Kinsley Dr, Lake Wales, FL 33859
  • /2

    $274,989

    New Construction $6K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,625 Sq Ft

    4110 Penelope Ave, Winter Haven, FL 33859

    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 more convenient. The owner’s

    Dream Finders Homes Builder
    4110 Penelope Ave, Winter Haven, FL 33859
  • /70

    $99,000

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    4253 Cedarwood St, Winter Haven, FL 33880

    Move right into this fully furnished home. This home offers lots of space with walk in closets in both bedrooms and a new vanity in the primary bathroom. Plus the lanai offers extra living space as well as the bonus room on the front of the home. The refrigerator and washer and dryer are newer. The metal roof was installed in 2024. Oakwood Estates, a 55+ community, offers many activities and

    Kathy Devor COLDWELL BANKER REALTY

    4253 Cedarwood St, Winter Haven, FL 33880
  • /2

    $356,990

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,298 Sq Ft

    2775 San Marco Way, Winter Haven, FL 33884

    Beautiful 2-story Lancaster floorplan featuring 4 bedrooms, 3 full baths, and over 2,200 sq ft of living space. Desirable first-floor bedroom with full bath—perfect for guests or multi-generational living. Open-concept layout with spacious kitchen, dining, and great room ideal for entertaining. Upstairs includes a loft, convenient laundry room, and private owner’s suite with walk-in closet and

    Maronda Homes Builder
    2775 San Marco Way, Winter Haven, FL 33884
  • /12

    $369,999

    New Construction
    • 5 Beds
    • 3 Baths
    • 2,471 Sq Ft

    5464 San Pietro Dr, Winter Haven, FL 33884

    Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car garage home perfect for growing families or hosting guests. Enter the impressive foyer with soaring ceilings that creates an immediate sense of openness. From the foyer, the home effortlessly flows into the main living areas and kitchen. With quartz countertops throughout, stainless-steel appliances and a smart thermostat

    Casa Fresca Homes Builder
    5464 San Pietro Dr, Winter Haven, FL 33884
  • /12

    $388,000

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,387 Sq Ft

    3964 Giorgio Dr, Winter Haven, FL 33884

    Open first floor creates a unified living space with a large great room that overlooks the kitchen and dining area. Upstairs loft can be used to best fit your needs and tech area is perfect for a home office.

    Meritage Homes Builder
    3964 Giorgio Dr, Winter Haven, FL 33884
  • /10

    $309,100

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,483 Sq Ft

    3924 Giorgio Dr, Winter Haven, FL 33884

    Retreat to your primary suite located in the back of the home for plenty of privacy and offers a huge walk-in closet.

    Meritage Homes Builder
    3924 Giorgio Dr, Winter Haven, FL 33884
  • /12

    $359,999

    New Construction $12K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,471 Sq Ft

    5453 San Pietro Dr, Winter Haven, FL 33884

    Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car garage home perfect for growing families or hosting guests. Enter the impressive foyer with soaring ceilings that creates an immediate sense of openness. From the foyer, the home effortlessly flows into the main living areas and kitchen. With quartz countertops throughout, stainless-steel appliances and a smart thermostat

    Builder Photo

    Casa Fresca Homes

    Builder

    5453 San Pietro Dr, Winter Haven, FL 33884
  • /13

    $328,480

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,708 Sq Ft

    3865 Giorgio Dr, Winter Haven, FL 33884

    Open kitchen flows to the dining space, great room and outside patio.

    Meritage Homes Builder
    3865 Giorgio Dr, Winter Haven, FL 33884
  • /2

    $69,900

    • 2 Beds
    • 2 Baths
    • 896 Sq Ft

    64 Stebbins Dr Unit 64, Winter Haven, FL 33884

    Why keep renting when you can own for less? Step into your own 2 bed / 2 bath home-brand new, spacious, and designed for real living. Located in Grove Shores, a beautifully maintained, professionally managed community, this is your chance to upgrade your lifestyle without increasing your monthly cost. Call today to schedule your tour-opportunities like this don't last.

    Tori Coil Grove Shores

    64 Stebbins Dr Unit 64, Winter Haven, FL 33884
  • /21

    $56,000

    • 2 Beds
    • 2 Baths
    • 1,830 Sq Ft

    206 Edelweiss Dr Unit 206, Winter Haven, FL 33881

    Swiss Village/ Lot #206 / 2 Bedroom/2 Bath / 1,830 Sq. Ft. / $56,000.00 This HUGE corner lot home has gorgeous views of Lake Henry from a higher elevation in the community! There will be more pictures coming of the inside, once the Seller has moved out completely, but we wanted to get this home on the market ASAP. This beautiful Palm Harbor home has a BRAND NEW A/C & DUCT WORK, and the roof is

    Jennifer Torres CRF Communities

    206 Edelweiss Dr Unit 206, Winter Haven, FL 33881
  • /37

    $340,000

    $9K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,109 Sq Ft

    3322 Oak Hill Place, Winter Haven, FL 33884

    WELCOME HOME to this beautifully updated 3-bedroom, 2-bath residence located in the pristine gated community of Cypresswood! From the moment you enter the neighborhood, you’ll feel the charm of this private, resort-style community nestled in the heart of Polk County—just minutes from US Hwy 27, providing easy access to all that Central Florida has to offer.Step through the front door into a

    Michelle Keohane INFINITE REAL ESTATE POWERED BY ILIST

    3322 Oak Hill Place, Winter Haven, FL 33884
  • /57

    $319,900

    • 3 Beds
    • 2 Baths
    • 1,975 Sq Ft

    4436 Waterford Dr, Lake Wales, FL 33859

    One or more photo(s) has been virtually staged. This completely remodeled home, located in the prestigious golfing community of Lake Ashton, offers resort-style living at its finest. This modified Hemingway floor plan features 2 bedrooms, 2 bathrooms, and a den—thoughtfully designed for both comfort and entertaining. Upon arrival, you’re greeted by a charming front porch adorned with pavers. As

    Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

    4436 Waterford Dr, Lake Wales, FL 33859
  • /58

    $619,500

    • 4 Beds
    • 3 Baths
    • 2,916 Sq Ft

    44 Lake Eloise Ct, Winter Haven, FL 33884

    BEAUTIFUL SE POOL HOME LOCATED ON A QUIET CUL-DE-SAC IN DESIRABLE HARBOR ESTATES. SITUATED ON A SPACIOUS WOODED LOT OF OVER 1/2 ACRE. THIS PROPERTY OFFERS PRIVACY, MATURE LANDSCAPING AND PLENTY OF OUTDOOR LIVING SPACE FOR ENTERTAINING OR FOR THOSE FAMILY GATHERINGS. THIS HOME FEATURES 4BR PLUS A PRIVATE GUEST BEDROOM AND BATH, IDEAL FOR GUESTS, MULTI GENERATIONAL LIVING OR FLEXIBLE HOME OFFICE

    Glenda Pruitt FLORIDA HOME CHOICE REALTY

    44 Lake Eloise Ct, Winter Haven, FL 33884
  • /30

    $279,000

    • 3 Beds
    • 2 Baths
    • 1,542 Sq Ft

    2015 6th St NE, Winter Haven, FL 33881

    LOOKING FOR THAT AMAZING HOME? Discover it in this fully renovated 3-bedroom, 2-bathroom beauty featuring a NEW roof (2025), NEW A/C unit (2026), NEW water heater (2025), and NEW electrical service panel (2026)—perfectly positioned just opposite Jewett Middle Academy. Enjoy your morning coffee on the radiant front porch before stepping into a bright and welcoming interior where the living room

    Sarita Khan SUNSHINE LIFE REALTY LLC

    2015 6th St NE, Winter Haven, FL 33881
  • /28

    $215,000

    $5K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,312 Sq Ft

    2330 SE Royal Isle, Winter Haven, FL 33880

    Beautifully updated 2 bed, 2 1/2 bath townhome in the desirable Park Lake Community. Enjoy a modern kitchen (2023) plus a new A/C, renovated master bathroom with a relaxing soaking tub (2024). Located in a quiet neighborhood just minutes from downtown, shopping, restaurants, hotels and only 10 minutes to Legoland. Right next to the Advent Sports Complex. Great location with recent upgrades, bring

    Janet Lynn LPT REALTY, LLC

    2330 SE Royal Isle, Winter Haven, FL 33880
  • /41

    $324,900

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

    136 Lake Ring Dr, Winter Haven, FL 33884

    WELCOME TO YOUR NEW HOME!Experience peaceful lakefront living in a charming SE Winter Haven location, just minutes from LEGOLAND Florida Resort and the beautiful Chain of Lakes. This home is perfect for buyers looking to slow down and enjoy the simple things—morning coffee with a water view, evenings by the lake, and weekends spent fishing or unwinding in your own backyard. While the lake is

    Lamanda Jones CENTURY 21 WATSON & MYERS REALTY

    136 Lake Ring Dr, Winter Haven, FL 33884
  • /63

    $575,000

    • 3 Beds
    • 1.5 Baths
    • 2,002 Sq Ft

    100 Alachua Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Wonderful opportunity to live in your home and collect income of $1800 monthly from 2 detached studio apartments on your property. This is a unique opportunity and is located on an oversized fenced corner double lot and only a 1/2 mile to Legoland. No need to worry about skyrocketing electric bills as this home also has solar panels which are fully

    Scott Kline KLINE REAL ESTATE SERVICES

    100 Alachua Dr, Winter Haven, FL 33884
  • /29

    $69,999

    $3K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 826 Sq Ft

    1100 Martinique Dr Unit 207, Winter Haven, FL 33884

    Located in desirable southeast Winter Haven, this second-floor, east-facing one bedroom, one bath condo, with NO age restrictions, offers a functional layout with great potential for customization. The unit features a combined kitchen, dining, and living/office space that opens to a rear enclosed patio/sunroom with sliding glass doors- perfect for enjoying morning light. While the condo is need

    Dawn Van Meter KELLER WILLIAMS REALTY SMART 1

    1100 Martinique Dr Unit 207, Winter Haven, FL 33884
  • /27

    $279,000

    • 3 Beds
    • 2 Baths
    • 1,553 Sq Ft

    3304 Costello Cir, Winter Haven, FL 33884

    Better Than New | 2023 Build | Upgraded & Move-In Ready Welcome to this beautifully upgraded 2023-built Begonia II model, offering 1,553 sq ft of thoughtfully designed living space in the desirable Winter Haven area. This solid block construction home stands out as truly better than new, with premium upgrades already completed—saving buyers time, money, and hassle. Step inside to discover luxury

    Agent Photo

    Mary Sorrell

    MAZELG REALTY

    (863) 656-0317

    3304 Costello Cir, Winter Haven, FL 33884
  • /89

    $289,900

    • 2 Beds
    • 2 Baths
    • 1,530 Sq Ft

    4489 Strathmore Dr, Lake Wales, FL 33859

    Welcome to your personal haven in Lake Ashton—Central Florida’s premier 55+ active-adult community. This beautifully maintained 2-bedroom, 2-bath home offers 1,530 square feet of thoughtfully designed living space, along with a 10’ x 13’ golf cart garage. Freshly painted both out and in the living room and kitchen, it feels bright, crisp, and truly move-in ready. The home’s curb appeal shines

    Brad Kirwan GLOBAL LIFESTYLE LLC

    4489 Strathmore Dr, Lake Wales, FL 33859
  • /50

    $319,000

    • 4 Beds
    • 2 Baths
    • 1,823 Sq Ft

    134 Cloverdale Rd, Winter Haven, FL 33884

    This 4 bedroom, 2 bath pool home brings the space you need with a personality that actually makes you feel something the second you walk in. It is bright, it is open, and it has just enough bold style to keep things interesting without trying too hard. Inside, the open layout is filled with natural light and designed for how you really live. The upgraded flooring keeps everything feeling fresh

    Jen Lysak EXP REALTY LLC

    134 Cloverdale Rd, Winter Haven, FL 33884
  • /43

    $118,000

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

    333 Lake Howard Dr NW Unit 203C, Winter Haven, FL 33880

    Enjoy a relaxed, maintenance-free lifestyle in this well-loved 55+ condo overlooking the beautifully maintained grounds of Imperial Harbours and the shores of Lake Howard. From both the bedroom and enclosed Florida room, take in peaceful views of the community pool and landscaped courtyard—an ideal backdrop for quiet mornings or unwinding at the end of the day. Located in Building Two, this

    Debbie Grogan COLDWELL BANKER REALTY

    333 Lake Howard Dr NW Unit 203C, Winter Haven, FL 33880
  • /63

    $380,000

    • 4 Beds
    • 2 Baths
    • 2,234 Sq Ft

    4263 Stafford Dr, Winter Haven, FL 33880

    Ready to be impressed, this move-in ready 4-bedroom, 2-bathroom home at 4263 Stafford Dr is perfectly situated in Winter Haven, FL, with easy access to shopping, restaurants, major roads, and so much more. Step inside and you'll immediately notice the high ceilings and open floor plan that make this 2,234 square foot home feel even bigger than it already is. Hard flooring runs throughout the

    Scott Wilson CHARLES RUTENBERG REALTY ORLANDO

    4263 Stafford Dr, Winter Haven, FL 33880
  • /72

    $415,000

    • 5 Beds
    • 3 Baths
    • 2,944 Sq Ft

    592 Lake Smart Blvd, Winter Haven, FL 33881

    Welcome to a home that offers more than just space — it delivers lifestyle, efficiency, and long-term value. Situated on a premium oversized corner lot, this 5-bedroom, 3-bathroom residence in Winter Haven is designed for those who appreciate both comfort and smart living. From the moment you enter, the clean, elegant tile flooring sets the tone for a modern and refined experience. The kitchen

    Oscar Allende MY REALTY GROUP, LLC.

    592 Lake Smart Blvd, Winter Haven, FL 33881
  • /9

    $335,090

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,840 Sq Ft

    3920 Giorgio Dr, Winter Haven, FL 33884

    Prepare dinner from this home's open kitchen which overlooks a spacious great room.

    Meritage Homes Builder
    3920 Giorgio Dr, Winter Haven, FL 33884
  • /14

    $339,990

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,909 Sq Ft

    3442 Evening Star Dr, Winter Haven, FL 33881

    As you enter the home from the extended front porch, you’re welcomed into the foyer, where two bedrooms sit at the front of the home and share a full bath. Continuing down the hall, you'll find an additional bedroom and a conveniently located laundry room nearby. The heart of the home opens into the kitchen, seamlessly connected to the family room and dining area, creating an inviting space for

    Starlight Homes Builder
    3442 Evening Star Dr, Winter Haven, FL 33881
  • /10

    $342,260

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,840 Sq Ft

    5045 Kaia Ave, Winter Haven, FL 33884

    An open floorplan that makes entertaining easy in the open kitchen, dining, and great room that flow to the patio. The primary suite is tucked in the rear of the home offering plenty of privacy and features a spacious walk-in closet and shower.

    Meritage Homes Builder
    5045 Kaia Ave, Winter Haven, FL 33884

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