Newest Homes for Sale in Winter Haven, FL

• 

  

  

  /11

  $499,000

  • 6 Beds
  • 5 Baths
  • 3,020 Sq Ft

  1339 7th St SW, Winter Haven, FL 33880

  Income-producing 5-unit property just minutes from downtown Winter Haven in a high-demand rental location. Exceptional opportunity for investors seeking cash flow, value-add potential, and long-term appreciation in one of Central Florida’s growing markets. This multi-family asset features a diversified unit mix and strong upside potential. Ideal for expanding your investment portfolio, increasing

  Michael Hochadel BHHS FLORIDA PROPERTIES GROUP

  1339 7th St SW, Winter Haven, FL 33880
• 

  

  

  /73

  $335,000

  • 3 Beds
  • 2 Baths
  • 2,011 Sq Ft

  5264 Green Dr, Winter Haven, FL 33884

  5264 Green Drive Winter Haven, Florida is a 3 Bedroom/2 Bath Provence floor plan located in Lake Ashton, a gated and guarded 55+ community with resort style amenities and activities. This spacious and split floor plan home offers a Formal Dining Area, Living Room, Primary Suite, Guest Bedroom and Bedroom 3 is a Flex Room that could be an Office or additional Entertainment area. There is a closet

  Lori Raath LAKE ASHTON REALTY INC.

  5264 Green Dr, Winter Haven, FL 33884
• 

  

  

  /46

  $305,000

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

  3927 Palazzo Place, Winter Haven, FL 33884

  Do you want to own a true one of a kind? A true one of one? This is truly a special opportunity to own a home that is as unique as it is inviting. This property is the FINAL Amarylis model available in the entire community — a rare find that offers both distinction and immediate availability. Unlike new construction opportunities that often involve lengthy build timelines, unexpected delays, and

  Iliana Perez MAINFRAME REAL ESTATE

  3927 Palazzo Place, Winter Haven, FL 33884
• 

  

  

  /64

  $265,000

  • 2 Beds
  • 2 Baths
  • 1,503 Sq Ft

  4144 Aberdeen Ln, Lake Wales, FL 33859

  Welcome home! 4144 Aberdeen Lane Lake Wales, Florida is a 2 Bedroom, 2 Bath, Plus Den home located in Lake Ashton. This ESSEX Floor Plan home is move in ready and has the CDD BOND DEBT PAID IN FULL, a real MONEY SAVER! Open the Storm Door and Step inside this warm and inviting foyer. The transom window above the front entry door provides an abundance of natural light into the home. The foyer has

  Lori Raath LAKE ASHTON REALTY INC.

  4144 Aberdeen Ln, Lake Wales, FL 33859
• 

  

  

  /26

  $297,500

  • 3 Beds
  • 2 Baths
  • 1,722 Sq Ft

  3306 Oak Hill Place, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. Welcome home to easy Florida living in the beautiful, gated golf community of Cypresswood/Oak Grove! Tucked away on a quiet street, this 3-bedroom, 2-bath home offers the perfect blend of comfort, space, and relaxed lifestyle — plus major updates for peace of mind. From the moment you walk in, you’ll notice the soaring ceilings and natural light

  David Small KELLER WILLIAMS REALTY SMART 1

  3306 Oak Hill Place, Winter Haven, FL 33884
• 

  

  /26

  $197,000

  • 3 Beds
  • 1 Bath
  • 1,021 Sq Ft

  126 Summer View Cir, Winter Haven, FL 33880

  Step inside this charming 3-bedroom, 1-bathroom home in the heart of Winter Haven! Perfect for a first-time homebuyer or an investor looking to add a great rental to their portfolio, this solid block home is full of character and potential. Situated on a quiet street, the property offers a spacious yard that serves as a blank canvas ideal for adding a pool, creating a garden oasis, or designing

  Logan Coon KELLER WILLIAMS WINTER PARK

  126 Summer View Cir, Winter Haven, FL 33880
• 

  

  /15

  $199,900

  • 3 Beds
  • 1 Bath
  • 1,002 Sq Ft

  102 3rd Jpv St, Winter Haven, FL 33880

  Bright and Light, this 3 bedroom/1 Bath home has numerous windows and has been freshly painted. NEW ROOF will be installed prior to closing. Kitchen facelift includes, newer white appliances, granite countertop, new white shaker cabinets with contrast door/drawer pulls. Bath also has granite counters with a double vanity, dual mirrors, new fixtures and lights. Tile throughout and new 6-panel

  Lynne Powers POWERS REAL ESTATE SOLUTIONS LLC

  102 3rd Jpv St, Winter Haven, FL 33880
• 

  

  /50

  $229,900

  • 2 Beds
  • 2 Baths
  • 1,258 Sq Ft

  459 Pinehurst Ct, Winter Haven, FL 33884

  Welcome to this beautifully maintained patio home located in a desirable gated golf community, offering comfort, convenience, and exceptional value. Nestled on a quiet dead-end street, this charming residence features 2 bedrooms, 2 bathrooms, and a spacious 2-car garage. Property Highlights2 Bedrooms | 2 Bathrooms2-Car GarageNew Roof (2024)New Gutters (2025)New Hot Water

  Debbie Bradbury REAL ESTATE BROKERS USA, INC.

  459 Pinehurst Ct, Winter Haven, FL 33884
• 

  

  /7

  $5,858,000

  • Land
  • 56.74 Acres
  • $103,243 per Acre

  2400 11th St NE, Winter Haven, FL 33881

  Discover the charm of Winter Haven, a thriving community with a perfect blend of natural beauty and urban amenities. Located a short distance from the property, residents can enjoy easy access to Smartridge Park, a serene oasis for outdoor activities. Additionally, the nearby Chain of Lakes offers a picturesque setting for boating and fishing enthusiasts. Explore the vibrant downtown area,

  David Hitchcock SAUNDERS REAL ESTATE, LLC

  2400 11th St NE, Winter Haven, FL 33881
• 

  

  /23

  $325,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,695 Sq Ft

  3777 Giorgio Dr, Winter Haven, FL 33884

  Built in 2024, this stunning home showcases a modern open-concept kitchen that flows effortlessly into the dining area, spacious great room, and private outdoor patio—ideal for entertaining and everyday luxury living. Located in the desirable Villamar community, residents enjoy access to two resort-style amenity centers featuring clubhouses, sparkling pools, and playgrounds. Set in the heart of

  Oscar Isaac PRIVILEGE REAL ESTATE & INVESTMENTS INC

  3777 Giorgio Dr, Winter Haven, FL 33884
• 

  

  /19

  $348,093 New Construction

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

  5163 Kinsley Dr, Winter Haven, FL 33859

  This thoughtfully designed Slate home opens with two bedrooms flanking a full hall bath. Beyond the entry, you'll find an open layout with a dining nook, a great room with access to an inviting covered patio, and a kitchen with a center island, walk-in pantry and abundant cabinetry. The owner's suite is nearby, offering a generous walk-in closet and a private bath with optional dual sinks, a

  Richmond American Homes Builder

  5163 Kinsley Dr, Winter Haven, FL 33859
• 

  

  /22

  $381,002 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
• 

  

  /20

  $359,999 New Construction

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

  5327 Mickey Ave, Lake Wales, FL 33859

  Discover this exceptional Moonstone home. Included features: an inviting covered entry; a large great room; a well-appointed kitchen offering 42 cabinets, stainless-steel appliances, quartz countertops, a walk-in pantry and a center island; an open dining area; a quiet study; a beautiful primary suite showcasing a spacious walk-in closet and a private bath with double sinks; a convenient laundry;

  Richmond American Homes Builder

  5327 Mickey Ave, Lake Wales, FL 33859
• 

  $320,355 New Construction

  • 3 Beds
  • 2 Baths
  • 1,545 Sq Ft

  536 Ituna Cir, Winter Haven, FL 33881

  Brand-new, open-layout, 3-bedroom home for sale in Winter Haven, Florida! The Parsyn provides you with a welcoming, open living area with luxury vinyl plank flooring under an airy volume ceiling. Relax in your beautiful owner's suite with a large walk-in wardrobe and, a decorative tiled shower with glass enclosure, dual vanities, and a closeted toilet. Plus, enjoy outdoor living on your front

  Highland Homes Builder

  536 Ituna Cir, Winter Haven, FL 33881
• 

  $289,970 New Construction

  • 3 Beds
  • 2 Baths
  • 1,479 Sq Ft

  525 Ituna Cir, Winter Haven, FL 33881

  Brand-new 3-bedroom home for sale in Winter Haven, Florida, with a bright, open living area with volume ceilings, a beautiful owner's suite complete with a dual vanity en-suite bath, and a covered lanai for outdoor living! This home includes features and finishes hand-selected by our professional designers to provide you with enduring style, move-in convenience, and easy home maintenance: Open

  Highland Homes Builder

  525 Ituna Cir, Winter Haven, FL 33881
• 

  

  /20

  $335,899 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
• 

  $334,220 New Construction

  • 3 Beds
  • 2 Baths
  • 1,744 Sq Ft

  448 Ituna Cir, Winter Haven, FL 33881

  Brand-new 3-bedroom home for sale in Winter Haven, FL! Say hello to the Sophia, a beautiful new home plan featuring an open living area with luxury vinyl plank flooring, under an airy volume ceiling! Unwind in your spacious owner's suite with a private en-suite bath including a decorative tiled shower, dual vanities and a walk-in wardrobe! Plus enjoy outdoor living on your covered lanai! This

  Highland Homes Builder

  448 Ituna Cir, Winter Haven, FL 33881
• 

  

  /20

  $324,999 New Construction

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

  5323 Mickey Ave, Lake Wales, FL 33859

  Discover this must-see Tarragon home. Included features: an inviting covered entry; an expansive great room; a quiet study; a well-appointed kitchen offering quartz countertops, stainless-steel appliances, 42 cabinets, a walk-in pantry, a center island and an adjacent dining area; a convenient laundry; an impressive primary suite showcasing a spacious walk-in closet and a private bath; a mudroom

  Richmond American Homes Builder

  5323 Mickey Ave, Lake Wales, FL 33859
• 

  

  /17

  $314,999 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
• 

  

  /25

  $79,900

  • 2 Beds
  • 2 Baths

  5218 Orchid Tree Ln Unit 124, Winter Haven, FL 33880

  This gorgeous fully furnished home has every detail and upgrade to make your Florida lifestyle a dream come true. The roof was just inspected with many more years of life, the floors are all vinyl and all of the built ins are beautiful. This home has a huge laundry room with access to the bathroom. This home is a must see and priced to sell at $79,900

  Donna Lattin CRF Communities

  5218 Orchid Tree Ln Unit 124, Winter Haven, FL 33880
• 

  

  /8

  $12,500

  • 3 Beds
  • 2 Baths

  5601 Cypress Gardens Rd Unit M28, Winter Haven, FL 33884

  Nora Mcdonald Hammondell MHP LLC

  5601 Cypress Gardens Rd Unit M28, Winter Haven, FL 33884
• 

  

  /25

  $239,900

  • 4 Beds
  • 3 Baths
  • 2,178 Sq Ft

  390 16th St NE, Winter Haven, FL 33881

  This spacious 4-bedroom, 3-bath ranch-style home offers an impressive amount of living space (2,178 sqft) filled with natural light and designed for comfort and flexibility. The many windows throughout the home create a bright, welcoming atmosphere, while multiple living areas provide room to spread out and enjoy. The remodeled kitchen features a refrigerator, dishwasher, and range, along with a

  Michelle Heath CENTURY 21 MYERS REALTY LAKE WALES

  390 16th St NE, Winter Haven, FL 33881
• 

  

  /56

  $337,900

  • 4 Beds
  • 3 Baths
  • 2,109 Sq Ft

  1172 Tyler Loop, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. This thoughtfully designed one-story Next Gen® home offers the ideal balance of connection and privacy. Featuring four bedrooms, three bathrooms, an office, two-car garage, and this home includes a private Next Gen suite with its own separate entrance, living area, kitchenette, bedroom, and full bath—perfect for multigenerational living or extended

  Lisa Mahjoub THE REAL ESTATE COLLECTION LLC

  1172 Tyler Loop, Winter Haven, FL 33884
• 

  

  /43

  $379,950

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

  241 Greenfield Rd, Winter Haven, FL 33884

  Welcome to this beautifully renovated home in Greenfield Village at Cypresswood Golf & Country Club, perfectly situated on a spacious .37-acre lot on the 13th green. This charming 2-bedroom, 2-bathroom residence features a bright and open layout with a large living area plus an additional family room accented by a cozy brick fireplace and floor-to-ceiling wood built-ins. The brand-new kitchen has

  Angie Reynolds PORCHLIGHT HOMES LLC

  241 Greenfield Rd, Winter Haven, FL 33884
• 

  

  /20

  $257,000 Open Mon 9AM - 7PM

  • 3 Beds
  • 2 Baths
  • 1,433 Sq Ft

  2118 Chris Dr, Winter Haven, FL 33884

  2118 Chris Dr is a property that boasts a kitchen equipped with all stainless steel appliances, adding a modern touch to the culinary space. The kitchen island serves as a functional centerpiece, perfect for meal preparation or casual dining. The primary bedroom is a haven of comfort, complete with a walk-in closet that provides ample storage for your wardrobe. With these attributes, this

  Karen Albright OPENDOOR BROKERAGE LLC

  2118 Chris Dr, Winter Haven, FL 33884
• 

  

  /34

  $329,990 New Construction

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

  4422 Blackwell Ave, Lake Wales, FL 33859

  The property is located at 4422 Blackwell Avenue LAKE WALES FL 33859 priced at 329990, the square foot and stories are 2077, 1.The number of bath is 3, halfbath is 0 there are 5 bedrooms and 2 garages. For more details please, call or email.

  D.R. Horton Builder

  4422 Blackwell Ave, Lake Wales, FL 33859
• 

  

  /35

  $265,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,328 Sq Ft

  4517 Faith Dr, Lake Wales, FL 33859

  The property is located at 4517 Faith Drive LAKE WALES FL 33859 priced at 265990, the square foot and stories are 1328, 1.The number of bath is 2, halfbath is 0 there are 3 bedrooms and 2 garages. For more details please, call or email.

  D.R. Horton Builder

  4517 Faith Dr, Lake Wales, FL 33859
• 

  

  /32

  $318,990 New Construction

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

  4415 Blackwell Ave, Lake Wales, FL 33859

  The property is located at 4415 Blackwell Avenue LAKE WALES FL 33859 priced at 318990, the square foot and stories are 2077, 1.The number of bath is 3, halfbath is 0 there are 5 bedrooms and 2 garages. For more details please, call or email.

  D.R. Horton Builder

  4415 Blackwell Ave, Lake Wales, FL 33859
• 

  

  /35

  $262,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,328 Sq Ft

  4249 Lester Dr, Lake Wales, FL 33859

  The property is located at 4249 Lester Drive LAKE WALES FL 33859 priced at 262990, the square foot and stories are 1328, 1.The number of bath is 2, halfbath is 0 there are 3 bedrooms and 2 garages. For more details please, call or email.

  D.R. Horton Builder

  4249 Lester Dr, Lake Wales, FL 33859
• 

  

  /29

  $294,990 New Construction

  • 4 Beds
  • 2 Baths
  • 1,828 Sq Ft

  4418 Blackwell Ave, Lake Wales, FL 33859

  The property is located at 4418 Blackwell Avenue LAKE WALES FL 33859 priced at 294990, the square foot and stories are 1828, 1.The number of bath is 2, halfbath is 0 there are 4 bedrooms and 2 garages. For more details please, call or email.

  D.R. Horton Builder

  4418 Blackwell Ave, Lake Wales, FL 33859
• 

  

  /27

  $277,990 New Construction

  • 4 Beds
  • 2 Baths
  • 1,498 Sq Ft

  4253 Lester Dr, Lake Wales, FL 33859

  The property is located at 4253 Lester Drive LAKE WALES FL 33859 priced at 277990, the square foot and stories are 1498, 1.The number of bath is 2, halfbath is 0 there are 4 bedrooms and 2 garages. For more details please, call or email.

  D.R. Horton Builder

  4253 Lester Dr, Lake Wales, FL 33859
• 

  

  /36

  $29,500

  • 2 Beds
  • 2 Baths
  • 672 Sq Ft

  515 Century Dr, Winter Haven, FL 33881

  2 Bed | 1 1/2 Bath | 672 square foot | $29,500 (Hidden Golf Club Lot 515) Charming 2-bedroom home in highly sought after 55+ Hidden Golf Community with great bones and lots of potential! This home has a NEW ROOF, VINYL SIDING, AND CARPORT. Inside, the home needs a little TLC but offers a cozy open layout. This gem is full of potential just waiting on your personal touch! Key Features include -NEW

  Brandi Sappington CRF Communities

  515 Century Dr, Winter Haven, FL 33881
• 

  

  /4

  $8,000

  • 2 Beds
  • 1 Bath

  72 Stebbins Dr Unit 72, Winter Haven, FL 33884

  Bring your imagination and tool belt! This 2 bed/1 bath, 840 sq.ft. home is located in Grove Shores , a well maintained, professionally managed manufactured home community. This fixer upper has endless possibilities. Call to schedule your private tour!

  Tori Coil Grove Shores

  72 Stebbins Dr Unit 72, Winter Haven, FL 33884
• 

  

  /12

  $4,000

  • 1 Bed
  • 1 Bath

  5601 Cypress Gardens Rd Unit 137, Winter Haven, FL 33884

  Nora Mcdonald Hammondell MHP LLC

  5601 Cypress Gardens Rd Unit 137, Winter Haven, FL 33884
• 

  

  /10

  $9,500

  • 2 Beds
  • 1 Bath

  5601 Cypress Gardens Rd Unit M26, Winter Haven, FL 33884

  Nora Mcdonald Hammondell MHP LLC

  5601 Cypress Gardens Rd Unit M26, Winter Haven, FL 33884
• 

  

  /32

  $485,000

  • 4 Beds
  • 3 Baths
  • 2,569 Sq Ft

  305 Hernando Rd, Winter Haven, FL 33884

  Enjoy the quaint living in this deed restricted community! Step into this stunning home through a spacious, light-filled foyer and prepare to be impressed by the thoughtfully, well maintained designed layout and exceptional features throughout. This home offers oversized bedrooms and a versatile bonus room—perfect for a game room, home office, or even a private in-law suite. This home has a

  Sherry Sapp COLDWELL BANKER REALTY

  305 Hernando Rd, Winter Haven, FL 33884
• 

  

  /30

  $400,000

  • 2 Beds
  • 2 Baths
  • 1,538 Sq Ft

  194 S Lake Mariam Dr, Winter Haven, FL 33884

  Welcome to this beautifully updated home in desirable Southeast Winter Haven, offering space, privacy, and modern upgrades on a generous half-acre lot.Step inside to vaulted ceilings and rich hardwood flooring that create a warm, open feel. The living room features a gas fireplace with mantle detail, adding character and comfort to the main gathering space. The fully renovated kitchen stands

  Don Jerue KELLER WILLIAMS REALTY SMART 1

  194 S Lake Mariam Dr, Winter Haven, FL 33884
• 

  

  /35

  $249,000

  • 3 Beds
  • 2 Baths
  • 1,692 Sq Ft

  389 San Jose Dr, Winter Haven, FL 33884

  Welcome to the Patio Homes section of Orchid Springs — ideally positioned in the heart of Winter Haven, right in the center of the state.This well-maintained 3-bedroom home features a desirable split floor plan, offering privacy between the primary suite and guest bedrooms — ideal for visitors, hobbies, or a dedicated home office. Situated on a cul-de-sac street with no rear neighbors, this

  Don Jerue KELLER WILLIAMS REALTY SMART 1

  389 San Jose Dr, Winter Haven, FL 33884
• 

  

  /39

  $499,900

  • 4 Beds
  • 2.5 Baths
  • 2,557 Sq Ft

  822 Hart Lake St, Winter Haven, FL 33884

  WELCOME TO THIS REFINED SANCTUARY WHERE TIMELESS ELEGANCE MEETS FLORIDA'S TRANQUIL LANDSCAPE!!! Custom-built home by Mike Hickman was awarded "Best of Show" in the Parade of Homes! This is a beautifully maintained 4BR 2.5 Bath home that is perfect, spotless and immaculate! Located in gated Hart Lake Hills, this "one-of-a-kind" property features outstanding curb appeal. Driveway and inviting front

  Catherine Kluytenaar THE K TEAM REAL ESTATE SERVICES LLC

  822 Hart Lake St, Winter Haven, FL 33884
• 

  

  /35

  $550,000

  • 4 Beds
  • 3 Baths
  • 3,045 Sq Ft

  191 Broad St, Winter Haven, FL 33881

  Property is tenant/owner occupied. Strictly by appointment only with at least 24-hour notice. To schedule a showing, please text the Listing Agent with your name, brokerage, and requested time. Please do not disturb the occupants. Thank you for showing!"

  Abigail Gomez KELLER WILLIAMS REALTY SMART 1

  191 Broad St, Winter Haven, FL 33881

Showing Results 161 - 200, Page 5 of 18