Winter Haven, FL Homes for Sale with Garage

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  /35

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,603 Sq Ft

  4099 Island Lakes Dr, Winter Haven, FL 33881

  **$40K PRICE REDUCTION!!** Lakefront Living on the Chain of Lakes! Welcome to 4099 Island Lakes Dr, a stunning 3 bed, 2 bath block home offering breathtaking waterfront views and direct access to the Chain of Lakes. Nestled in a peaceful setting, this home is perfect for those who love boating, fishing, or simply enjoying serene lakefront sunsets. Step inside to a spacious and inviting layout

  Don Jerue KELLER WILLIAMS REALTY SMART 1

  4099 Island Lakes Dr, Winter Haven, FL 33881
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  /64

  $425,000

  • 3 Beds
  • 3 Baths
  • 2,874 Sq Ft

  1200 Lucerne Blvd, Winter Haven, FL 33881

  This beautiful lakefront home , has been reduced to $425,00, with NO HOA. Your chance to own a slice of paradise at a new lower priceNestled on a forty acre private lake along the Shores of Lake Lucerne, this 3 bedroom 2 bath home offers the ultimate Florida lake front lifestyle.Enjoy boating fishing, jet skiing and all your favorite water activities right from your own backyard. The Home

  Laurie Barker HARPER REALTY FL, LLC

  1200 Lucerne Blvd, Winter Haven, FL 33881
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  /23

  $345,000

  • 3 Beds
  • 2 Baths
  • 1,478 Sq Ft

  847 Channing St, Winter Haven, FL 33880

  Welcome to your perfect retreat in this exclusive gated community, where tranquility meets convenience! Enjoy easy access to shopping, dining, and the exciting attractions of Winter Haven, including Legoland Theme Park, all just minutes away. This charming three-bedroom, two-bathroom home features a modern open-concept layout and a split bedroom design for added privacy. You'll love the luxury

  David Small KELLER WILLIAMS REALTY SMART 1

  847 Channing St, Winter Haven, FL 33880
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  /30

  $299,900

  • 4 Beds
  • 3 Baths
  • 1,883 Sq Ft

  2740 Rochelle Dr, Winter Haven, FL 33881

  Experience elevated lakeview living in this beautifully designed 4-bedroom, 3-bath home with panoramic views of Lake Rochelle, part of the highly sought-after Winter Haven Chain of Lakes. Set on a prime lot, this residence captures the essence of Florida living with scenic vistas from multiple rooms and an open-concept layout that’s both functional and inviting. A brand-new roof will be installed

  Deanna Stone THE STONES REAL ESTATE FIRM

  2740 Rochelle Dr, Winter Haven, FL 33881
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  /10

  $351,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,340 Sq Ft

  Marigold Plan at VillaMar - Signature Series, Winter Haven, FL 33884

  Entertain with ease in your spacious, new kitchen with adjoining dining and great room. Escape to the private primary suite to relax and unwind after a long day. Upstairs loft can be used to best fit your family's needs.

  Meritage Homes Builder

  3745 Giorgio Dr Unit 37076788, Winter Haven, FL 33884
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  /39

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,867 Sq Ft

  175 Cloverdale Rd, Winter Haven, FL 33884

  INVESTMENT PROPERTY 3/2 POOL HOME AND EXTRA FLEX ROOM. Beautiful home for sale in Winter Haven, FL, offering 3 bedrooms and 2 full bathrooms. Inside, the home features a dining room, living room, breakfast nook, and a versatile flex room perfect for a home theater, game room, or potential extra bedroom. The interior includes waterproof bamboo wood flooring in the main areas and bedrooms, fresh

  Viviane de Fraga Kalkmann WRA BUSINESS & REAL ESTATE

  175 Cloverdale Rd, Winter Haven, FL 33884
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  /44

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  1729 Teagan Ln, Winter Haven, FL 33884

  Welcome to this charming 3-bedroom, 2-bathroom home nestled in a quiet, welcoming community. Designed with comfort and functionality in mind, the home features an open floor plan that seamlessly connects the living, dining, and kitchen areas—perfect for everyday living and entertaining alike.The updated kitchen is a standout, showcasing stainless steel appliances, modern finishes, and ample

  Casandra Vann KELLER WILLIAMS REALTY SMART

  1729 Teagan Ln, Winter Haven, FL 33884
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  /22

  $391,002 New Construction

  • 5 Beds
  • 3 Baths
  • 2,800 Sq Ft

  5335 Mickey Ave, Lake Wales, FL 33859

  Discover this thoughtfully designed Moonstone home. Included features: an inviting covered entry; a quiet study; a spacious great room; a well-appointed kitchen offering 42 cabinets, quartz countertops, a walk-in pantry, a center island and an adjacent dining area; a convenient laundry; a lavish primary suite showcasing a generous walk-in closet and a deluxe bath with double sinks; an airy loft;

  Richmond American Homes Builder

  5335 Mickey Ave, Lake Wales, FL 33859
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  /36

  $750,000

  • 4 Beds
  • 2 Baths
  • 2,217 Sq Ft

  264 Ruby Lake Ln, Winter Haven, FL 33884

  Lakefront Gem in Southeast Winter Haven! This Clean and ready to Move In 4 Bedroom, 2 bathroom home with Office sits on the Private-Access Lake Bess with Slalom Ski Course. Connected to Lake Ruby, you’ll have access to Two Pristine Lakes with White Sand Bottom, Calm Waters and minimal boat traffic, perfect for Water Sports and Peaceful Living. As guests step through the front door, they're

  Andrea Friedmann KELLER WILLIAMS REALTY SMART 1

  264 Ruby Lake Ln, Winter Haven, FL 33884
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  /27

  $259,000

  • 2 Beds
  • 2 Baths
  • 1,131 Sq Ft

  516 Lake Dexter Blvd, Winter Haven, FL 33884

  This beautifully updated move-in-ready 2/2 home sits in a quiet, established community on Lake Dexter, one of Winter Haven’s pristine spring-fed lakes. The neighborhood offers an exceptional lifestyle with private access to a residents-only boat ramp, a sparkling saltwater community pool, and a serene waterfront park complete with a fishing dock, gazebo, playground, and shady green space to enjoy

  Emily Ward EXP REALTY LLC

  516 Lake Dexter Blvd, Winter Haven, FL 33884
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  /26

  $247,500

  • 3 Beds
  • 3 Baths
  • 2,070 Sq Ft

  35 Enclave Dr, Winter Haven, FL 33884

  NEW PRICE ON THIS SPACIOUS 3 BEDROOM ENCLAVE UNIT IN CYPRESSWOOD!!! VILLA WITH OVER 2,000 PLUS SQ. FT. LIVING 3 BEDROOM 3 BATH PLAN! YOU WILL ENJOY A TRUE FLORIDA LIFESTYLE WITH THE AMENITIES AT CYPRESSWOOD GOLF & COUNTRY CLUB!! This maintenance-free villa is pristine, the largest villa floor plan in the Cypresswood Enclave with over 2,000 sq. ft. of living area designed with an open floor plan,

  Catherine Kluytenaar THE K TEAM REAL ESTATE SERVICES LLC

  35 Enclave Dr, Winter Haven, FL 33884
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  $292,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,486 Sq Ft

  733 Bayside Blvd, Winter Haven, FL 33881

  Brand-new 3-bedroom home for sale in Winter Haven, Florida! Designed for your modern lifestyle, the Begonia features an open living area under an airy volume ceiling and luxury vinyl plank flooring. Relax in your owner's suite with a walk-in wardrobe and an en-suite bath with dual vanities, and a decorative tiled shower with glass enclosure. Plus, enjoy outdoor living on your front porch and

  Highland Homes Builder

  733 Bayside Blvd, Winter Haven, FL 33881
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  /15

  $346,500

  • 4 Beds
  • 2 Baths
  • 1,827 Sq Ft

  1138 Yumuri St, Winter Haven, FL 33884

  Beautiful property located in the Villamar PH 2 community. This home has so much to offer a 3 bedroom - 2 bath with an additional room to be use as a Den/office or simply a guest room. Enjoy cooking a meal while being able to conversate with your family and friends in this open floor plan, since you enter this cozy home, you fill the charm and brightness of this property. The backyard is perfect

  Mayra Santos SOUTHERN DUNES REALTY

  1138 Yumuri St, Winter Haven, FL 33884
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  /51

  $230,000

  • 2 Beds
  • 2 Baths
  • 1,078 Sq Ft

  715 Magnolia Place, Winter Haven, FL 33884

  Experience beautiful waterfront views, nightly sunsets, and direct access to the world-famous Winter Haven Chain of Lakes in this updated lakefront condo located in the gated community of Winterset. Offering 2 bedrooms, 2 bathrooms, and a private one-car garage, this second-floor residence blends comfort, style, and the relaxed Florida lakefront lifestyle.Inside, an open and airy floorplan

  Michael Stone THE STONES REAL ESTATE FIRM

  715 Magnolia Place, Winter Haven, FL 33884
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  /49

  $299,999

  • 2 Beds
  • 2 Baths
  • 1,293 Sq Ft

  469 Muirfield Ct, Winter Haven, FL 33884

  Charming and Affordable 2/2 Block Home in Cypresswood Golf CommunityDiscover comfort and convenience in this beautifully maintained 2 bedroom, 2 bathroom split floor plan block home located in the highly desirable Cypresswood Golf Community. This inviting residence offers a bright, open layout with spacious living areas and large walk-in closets in both bedrooms, providing plenty of storage

  Vikki Thielen THE MARKET REALTY COMPANY

  469 Muirfield Ct, Winter Haven, FL 33884
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  /34

  $264,900

  • 3 Beds
  • 2 Baths
  • 1,376 Sq Ft

  3201 Oak Tree Ln, Winter Haven, FL 33884

  Welcome home to this beautiful three bedroom, two bathroom single family residence located in the gated community of Cypresswood Golf and Country Club in Winter Haven, Florida. This Central Florida home offers a functional and comfortable layout with features buyers are actively searching for. The spacious primary suite includes an ensuite bathroom with a garden tub plus a separate walk in

  Shalisa Muehlberger S & D REAL ESTATE SERVICE LLC

  3201 Oak Tree Ln, Winter Haven, FL 33884
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  /78

  $389,000

  • 4 Beds
  • 2 Baths
  • 1,749 Sq Ft

  4970 Mandolin Ct, Winter Haven, FL 33884

  Welcome to lakeside living in the Mandolin community! Inviting single story home with 4-bedrooms, 2-baths and scenic backyard water views. With 1,750 sq ft of well-planned living space, this home blends functionality and relaxation, starting with a bright entry and soaring cathedral ceilings that create an immediate sense of openness. The heart of the home is the spacious central kitchen,

  Daniel McIntee LPT REALTY, LLC

  4970 Mandolin Ct, Winter Haven, FL 33884
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  /54

  $355,000

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

  5197 Pebble Beach Blvd, Winter Haven, FL 33884

  Don't miss out on this opportunity to reside in a home located on the WEST golf course in Lake Ashton. This home is being sold FURNISHED; GOLF CART INCLUDED and WASHER/DRYER INCLUDED! This Callaway Floor plan with NEW A/C (December 2025) is a "Green" home with 2 Bedrooms, 2 Baths, Plus Office with over 1,660 sq. ft. of living space. Located on the 17th Fairway of the West Golf Course in Lake

  Lori Raath LAKE ASHTON REALTY INC.

  5197 Pebble Beach Blvd, Winter Haven, FL 33884
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  /33

  $199,500

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  66 Cactus Cir, Winter Haven, FL 33880

  Enjoy the perfect blend of country charm and city convenience in this well-maintained 3-bedroom, 2-bath manufactured home. Located just minutes from downtown Winter Haven, the scenic shores of Lake Hancock, and a short drive to Legoland, this property offers both comfort and convenience. Step inside to an inviting L-shaped living and dining room, with the kitchen opening to the living space

  Lindsey Funderburk JT REALTY & ASSOCIATES

  66 Cactus Cir, Winter Haven, FL 33880
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  /48

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,717 Sq Ft

  2220 Garden Lake Dr, Winter Haven, FL 33884

  Nestled behind the gates of Winterset, one of Winter Haven’s most sought-after lakefront communities, this meticulously maintained 3-bedroom, 2-bath home offers stunning water views and a serene natural setting surrounded by ponds and towering cypress trees. With water wrapping around the east and south sides, every day brings a new display of Florida wildlife, from graceful herons to playful

  Deanna Stone THE STONES REAL ESTATE FIRM

  2220 Garden Lake Dr, Winter Haven, FL 33884
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  /2

  $280,000 New Construction

  • 4 Beds
  • 7 Baths
  • 1,824 Sq Ft

  2228 Chris Dr, Winter Haven, FL 33884

  BEAUTIFUL home built in 2024 with 1,824 square feet on one story, featuring 3 bedrooms, 2 baths, and an open living area.The kitchen boasts an open and airy design, with a spacious center island perfect for entertaining, complemented by new stainless-steel appliances,and a walk-in pantry.The dining room is perfectly placed near the kitchen, providing the ideal setting for meals and

  Marian Capri Capriles Garcia LPT REALTY, LLC

  2228 Chris Dr, Winter Haven, FL 33884
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  /45

  $323,500

  • 3 Beds
  • 2 Baths
  • 2,004 Sq Ft

  708 Canberra Rd, Winter Haven, FL 33884

  Welcome Home! Step into this beautiful 3-bedroom, 2-bath home located in the heart of Winter Haven — nestled in a stunning golf course community with breathtaking views right from your backyard. As you enter, you’ll find a spacious guest bedroom and full guest bathroom to your left, along with an additional room that can serve as a home office or extra bedroom. Continue into the open-concept

  Stephanie Class Cordero EXP REALTY LLC

  708 Canberra Rd, Winter Haven, FL 33884
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  /5

  $329,366 New Construction

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

  1533 Leamington Ln, Winter Haven, FL 33884

  Under Construction. Step into a home that instantly wraps you in warmth and possibility. Bathed in natural light from an impressive double window, this radiant space is more than just a room — it's a blank canvas ready for your next chapter.Imagine a serene home office, a play zone, an inspiring craft studio, or a cozy library nook — this flexible space effortlessly adapts to your lifestyle.

  Claudia Gutierrez ADAMS HOMES REALTY

  1533 Leamington Ln, Winter Haven, FL 33884
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  /13

  $325,900

  • 4 Beds
  • 2 Baths
  • 1,851 Sq Ft

  3132 Country Club Cir, Winter Haven, FL 33881

  PRICE REDUCED!! Seller Motivated !! This home is located in the awesome Lake Region of Winter Haven. In a very desired area of right off Dundee road onto Country Club. Central to everything! Minutes away from Legoland & 45 min to Tampa or all of the Orlando attractions and close to downtown Winter Haven area, shopping, several lakes and travel.! This meticulously 4 Bedroom,2 bath, over 1828 sf.,

  Irma Cruz FLORIDA REALTY MARKETPLACE

  3132 Country Club Cir, Winter Haven, FL 33881
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  /56

  $470,000

  • 4 Beds
  • 3 Baths
  • 2,438 Sq Ft

  319 Terranova Blvd, Winter Haven, FL 33884

  Step into this elegant residence nestled within a serene gated community, where comfort meets sophistication. This home offers 4 spacious bedrooms and 3 full bathrooms, beautifully designed with thoughtful upgrades and stylish finishes throughout. Bask in the Florida sunshine by your sparkling screened-in pool—an inviting retreat for relaxation or entertaining. Perfectly positioned near Winter

  Laura Pizarro PIZARROS GROUP

  319 Terranova Blvd, Winter Haven, FL 33884
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  /18

  $309,990 New Construction

  • 5 Beds
  • 2.5 Baths
  • 2,112 Sq Ft

  Edison Plan at VillaMar, Winter Haven, FL 33884

  The first floor of this new two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in closet and en-suite bathroom.

  Lennar Builder

  6614 Crescent Loop Unit 38667750, Winter Haven, FL 33884
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  /21

  $795,000

  • 4 Beds
  • 3 Baths
  • 2,800 Sq Ft

  912 Lake Jessie Dr, Winter Haven, FL 33881

  * Unique Investment or Multi-Generational Living Opportunity on the Winter Haven Chain of Lakes! * Set up as a Kosher Kitchen, or can separate the lower floor into 2 units. Looking for income potential, a spacious family retreat, or both? This versatile property offers two fully updated units on the main floor plus a private, fully updated upstairs suite—perfect for a mother-in-law setup, rental

  Leslie Wichman EXP REALTY LLC

  912 Lake Jessie Dr, Winter Haven, FL 33881
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  /13

  $314,390 New Construction

  • 4 Beds
  • 3 Baths
  • 1,988 Sq Ft

  3873 Giorgio Dr, Winter Haven, FL 33884

  Open floor plan creates a unified living space with a large great room that overlooks the kitchen.

  Meritage Homes Builder

  3873 Giorgio Dr, Winter Haven, FL 33884
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  /13

  $272,670 New Construction

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

  3889 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

  3889 Giorgio Dr, Winter Haven, FL 33884
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  /16

  $306,950 New Construction

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  5351 Mickey Ave, Lake Wales, FL 33859

  **Take advantage of special financing + Flex Funds on quick move-in homes** THIS HOME OFFERS, 9"4' CEILINGS AND 8' DOORS, 42' CABINETS, WHITE QUARTZ COUNTER TOPS IN KITCHEN, CERAMIC TILE THROUGHOUT THE WET AND MAIN LIVING AREAS OF THE HOME, ALL BEDROOMS, FAMILY ROOM, AND COVERED LANAI ARE PREWIRED FOR CEILING FANS. *Options may vary by community, so see your sales associate for details. These

  Stephanie Morales THE REALTY EXPERIENCE POWERED BY LRR

  5351 Mickey Ave, Lake Wales, FL 33859
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  /39

  $285,000

  • 2 Beds
  • 2 Baths
  • 1,295 Sq Ft

  3365 Raleigh Dr, Winter Haven, FL 33884

  Welcome to Traditions at Lake Ruby — a vibrant 55+ lakeside community where every day feels like a Florida resort getaway. Welcome to this lovely 2-bedroom, 2-bathroom home in the highly sought-after Traditions at Lake Ruby community!Walk through the front door into an open-concept living and dining area that flows seamlessly into the kitchen. With bright windows and quality finishes, the

  James Barris EXP REALTY LLC

  3365 Raleigh Dr, Winter Haven, FL 33884
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  /54

  $310,000

  • 4 Beds
  • 3 Baths
  • 2,101 Sq Ft

  3952 Warbler Dr, Winter Haven, FL 33880

  One or more photo(s) has been virtually staged. Welcome to this spacious 4-bedroom, 3-bathroom home located in the desirable Winter Haven area. This residence offers an open floor plan with plenty of natural light, a modern kitchen with ample storage, and a comfortable layout ideal for everyday living or entertaining. The owner’s suite includes a private bath and walk-in closet, while the

  Rosalina Esquilin ZARIA REALTY GROUP LLC

  3952 Warbler Dr, Winter Haven, FL 33880
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  /71

  $375,000

  • 5 Beds
  • 3 Baths
  • 2,616 Sq Ft

  605 Honey Bell Rd, Winter Haven, FL 33880

  Welcome home to this beautiful 2-story BLOCK HOME built in 2022 - still feels LIKE NEW and full of warmth and charm! This home offers INCREDIBLE SPACE, BRIGHT ROOMS, and a PEACEFUL WATER VIEW - perfect for family living and entertaining. Step inside to a welcoming foyer that opens to a FLEX ROOM - perfect for a formal dining room, formal living room or office. The kitchen is truly the HEART OF

  Yanery Perez XCELLENCE REALTY, INC

  605 Honey Bell Rd, Winter Haven, FL 33880
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  /5

  $338,967 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,405 Sq Ft

  2331 Brassie Ct, Winter Haven, FL 33884

  Under Construction. This two-story home features 4 bedrooms and 2 and a half baths. This Home begins with a two-story foyer opening up to the spacious first floor living spaces. The kitchen shines with abundant counter space and an island perfect for entertaining, Upstairs, you will find all four bedrooms. CUSTOM EXTERIOR includes 30-year mildew resistant dimensional shingles Cementitious masonry

  Claudia Gutierrez ADAMS HOMES REALTY

  2331 Brassie Ct, Winter Haven, FL 33884
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  /29

  $315,000 Open House 1/03

  • 4 Beds
  • 2 Baths
  • 1,707 Sq Ft

  1228 Denali Dr, Winter Haven, FL 33881

  Better Than New 4 Bedroom Home, universal design features, No CDD, flexible floor plan, & Move-In Ready! This thoughtfully designed 4 bedroom, 2 bath home embraces the principles of universal design creating a comfortable, accessible, and intuitive living experience for people of all ages and abilities. You'll enjoy wide 36” interior doorways, no steps in or out of the home, and an open flowing

  Jackie Mazurowski KELLER WILLIAMS REALTY SMART 1

  1228 Denali Dr, Winter Haven, FL 33881
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  /17

  $367,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,631 Sq Ft

  Primrose Plan at VillaMar - Signature Series, Winter Haven, FL 33884

  Entertain guests with ease with an open kitchen which overlooks the dining and great room. First floor flex space can be best used to fit your family's needs. Upstairs primary suite features an oversized walk-in closet.

  Meritage Homes Builder

  3745 Giorgio Dr Unit 37076789, Winter Haven, FL 33884
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  /12

  $270,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,550 Sq Ft

  860 5th St NW, Winter Haven, FL 33881

  LOCATION LOCATION! 17 minutes from Cypress Gardens! 8.2 miles away from LEGOLAND! 6 mins from Winter Haven Airport! 11 miles from I-4 east Ramp! 5 mins from Publix and many local restaurants parks lakeside views and much more. Located on a quiet road newly built 1550 sq ft modern home includes continuous luxury vinyl flooring on both floors, luxury quartz countertops with matching backsplash, two

  Lajuan Chambers UNITED REAL ESTATE PREFERRED

  860 5th St NW, Winter Haven, FL 33881
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  Price To Be Determined New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,202 Sq Ft

  Plan 2202- at VillaMar - Villamar, Winter Haven, FL 33884

  Adams Homes Builder

  836 Vienna Dr Unit 36485333, Winter Haven, FL 33884
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  /25

  $275,000

  • 3 Beds
  • 2 Baths

  1421 Avenue G NE, Winter Haven, FL 33881

  Tired of a Crowded South Florida? Come check out this cozy house in Winter Haven. It is a 3BD/2B home located at short walking distance from Lake Elbert. The family room is spacious and connects to the screened in porch. The nice size kitchen provides plenty of cabinets and counter space. This home offers nice size bedrooms, a single car garage, a fenced and a private back yard. Seller has made

  Mario Perez Premium Properties R.E Service

  1421 Avenue G NE, Winter Haven, FL 33881
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  /19

  $349,950 New Construction

  • 4 Beds
  • 3 Baths
  • 2,077 Sq Ft

  5355 Mickey Ave, Lake Wales, FL 33859

  *Take advantage of special financing + Flex Funds on quick move-in homes* This home offers, 9"4' ceilings and 8' doors, 42' cabinets, white quartz counter tops in kitchen, ceramic tile throughout the wet and main living areas of the home, all bedrooms, family room, and covered lanai are prewired for ceiling fans, secondary bedroom with its own bathroom. Seasons at Annabelle Estates is a must-see

  Stephanie Morales THE REALTY EXPERIENCE POWERED BY LRR

  5355 Mickey Ave, Lake Wales, FL 33859

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