Winter Haven, FL Homes

• 

  

  

  /19

  $184,900

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

  2050 San Marcos Dr SE Unit 113, Winter Haven, FL 33880

  Welcome to this charming first-floor condominium in the heart of Winter Haven! Conveniently located on the renowned Chain of Lakes, this spacious 2-bedroom, 2-bathroom home offers the perfect blend of comfort and convenience. Step inside to enjoy an open and inviting floorplan with plenty of natural light throughout. The private outdoor patio provides a perfect space for morning coffee, relaxing

  

  Tony Insua Jr.

  CRAIG BURKE REAL ESTATE GROUP, LLC

  (863) 310-1224

  2050 San Marcos Dr SE Unit 113, Winter Haven, FL 33880
• 

  

  

  /33

  $2,400 per month

  • 4 Beds
  • 2 Baths
  • 1,983 Sq Ft
  • House for Rent

  104 Sunfish Dr, Winter Haven, FL 33881

  Fully furnished and move-in ready, this 4 bedroom / 2 bathroom single-family home in Lake Lucerne offers comfortable living and everyday convenience at $2,400/month—including lawn care. Set directly across from the community amenity center, you’ll have quick access to the pool, cabana, mail kiosk, and playground—perfect for enjoying Florida living with minimal upkeep.Inside, a light and open

  Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

  104 Sunfish Dr, Winter Haven, FL 33881
• 

  

  /2

  $277,990 Sold Aug 28, 2025

  • 1,665 Sq Ft
  • $167/SF
  • 101 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2025

  3495 Costello Cir, Winter Haven, FL 33884

  Under Construction. "Introducing the Harper floorplan at Villamar, where every square foot is put to use with sophistication and comfort.Inside this 4-bedroom, 2-bathroom home, you’ll find 1,665 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing granite and tile floors throughout. As you step inside, you

  Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  3495 Costello Cir, Winter Haven, FL 33884
• 

  

  

  /15

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,536 Sq Ft

  712 Byni Ridge, Winter Haven, FL 33880

  712 Byni Ridge, Winter Haven, FL 33880
• 

  

  

  /50

  $289,900

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  109 Rebecca Dr NE, Winter Haven, FL 33881

  Welcome to this well-maintained home located in an established neighborhood with NO HOA. This is a split bedroom home with three bedrooms and two full baths. This home has a great room with a cathedral ceiling and a separate family room. The family room has a mini split system that was purchased in 2024.The kitchen was totally remodeled in 2024 with white cabinets, butcher block countertops

  

  Brenda J. Quinn

  QUINN & COMPANY REALTORS, LLC

  (863) 281-4346

  109 Rebecca Dr NE, Winter Haven, FL 33881
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  /14

  $1,000 - $1,275 per month

  Central Haven Apartments

  Studio - 2 Beds

  130 Avenue C SE, Winter Haven, FL 33880

  130 Avenue C SE, Winter Haven, FL 33880
• 

  /2

  $350,000 Sold Aug 28, 2025

  • 2,944 Sq Ft
  • $119/SF
  • 104 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2020

  184 Lake Smart Cir, Winter Haven, FL 33881

  Welcome to your future home in the peaceful community of Lake Smart Point! This spacious property offers 4 bedrooms, plus a flex room and an upstairs loft providing the versatility to fit your lifestyle. Step into the open-concept main area, where the living room, dining space, and kitchen come together in one large, inviting space ideal for gatherings and everyday living. The kitchen is both

  Jose Irizarry NORTHGROUP REAL ESTATE, INC

  184 Lake Smart Cir, Winter Haven, FL 33881
• 

  /2

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,173 Sq Ft

  2423 3rd St NE, Winter Haven, FL 33881

  2423 3rd St NE, Winter Haven, FL 33881
• 

  

  /50

  $259,900

  • 3 Beds
  • 1 Bath
  • 1,264 Sq Ft

  222 5th St, Winter Haven, FL 33880

  LOTS OF CURB APPEAL - NO HOA - A 10 X 20 WORKSHOP - ELECTRIC BILLS UNDER $75.00 PER MONTH - This home has lots to offer. The back yard is totally fenced with two large gates on either side. This three bedroom one bath has new double pane windows that were installed in 2024. The cozy eat-in kitchen has warm colored wood cabinets. All appliances including the washer and dryer will remain with

  

  Brenda J. Quinn

  QUINN & COMPANY REALTORS, LLC

  (863) 329-5409

  222 5th St, Winter Haven, FL 33880
• 

  

  /5

  $2,000 per month

  • 4 Beds
  • 2 Baths
  • 1,632 Sq Ft
  • House for Rent

  1204 Golden Eagle Ln, Winter Haven, FL 33880

  Newer house just built 2022 is still fresh and clean.

  Pit Tjay LOKATION

  1204 Golden Eagle Ln, Winter Haven, FL 33880
• 

  /2

  $215,000 Sold Aug 28, 2025

  • 1,350 Sq Ft
  • $159/SF
  • 136 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  3545 Harbor Cir NW, Winter Haven, FL 33881

  MOMOTIVATED SELLER BRING ALL OFFERS! Welcome to 3545 Harbor Cir NW in Winter Haven, a beautifully maintained home offering breathtaking lake views and access to a serene community pool. This property features a bright and open floor plan designed for both comfort and functionality. Large windows fill the living spaces with natural light, creating a warm and inviting atmosphere. The spacious

  Brian Cox KELLER WILLIAMS REALTY SMART 1

  3545 Harbor Cir NW, Winter Haven, FL 33881
• 

  

  /37

  Est $164,896 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,073 Sq Ft

  361 Winter Ridge Blvd Unit 180, Winter Haven, FL 33881

  361 Winter Ridge Blvd Unit 180, Winter Haven, FL 33881
• 

  

  /38

  $181,000

  • 2 Beds
  • 2 Baths
  • 1,103 Sq Ft

  1901 Garden Lake Dr Unit 1901, Winter Haven, FL 33884

  Experience the pristine, resort-like lifestyle at Winterset! This beautifully updated, end unit, first-floor 2-bedroom, 2-bath condo offers breathtaking panoramic views of Garden Lake. Residents enjoy an array of amenities, including a heated pool and spa, tennis courts, and a community pier on Lake Winterset—perfect for fishing, boat access, bike rides, and leisurely walks. This condo provides a

  

  Kathy Alexander

  CENTURY 21 WATSON & MYERS REALTY

  (863) 576-5342

  1901 Garden Lake Dr Unit 1901, Winter Haven, FL 33884
• 

  

  /15

  $1,550 per month

  • 3 Beds
  • 2 Baths
  • 1,432 Sq Ft
  • House for Rent

  2648 Whispering Trails Dr, Winter Haven, FL 33884

  We are currently making final preparations for this home to be available. We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be

  2648 Whispering Trails Dr, Winter Haven, FL 33884
• 

  /2

  $255,000 Sold Aug 28, 2025

  • 1,490 Sq Ft
  • $171/SF
  • 138 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2017

  579 Lucerne Blvd, Winter Haven, FL 33881

  Motivated Seller. New Roof! The owner will replaced the roof in March! This stunning 3-bedroom, 2-bathroom home in Winter Haven is move-in ready and waiting for its next owner! Featuring an open floor plan, this beautifully decorated and immaculately maintained property has had only one owner, making it a dream home for any buyer. Simply bring your furniture and start making memories right away!

  Charisse Marin Landrua THE LANDRUA GROUP REAL ESTATE INC

  579 Lucerne Blvd, Winter Haven, FL 33881
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  /34

  Est $502,950 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,391 Sq Ft

  230 Franklin Ct, Winter Haven, FL 33881

  230 Franklin Ct, Winter Haven, FL 33881
• 

  

  /37

  $410,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,534 Sq Ft

  5790 Crystal Beach Rd, Winter Haven, FL 33880

  Under contract-accepting backup offers. Welcome to your brand-new 2024 build on the serene shores of Eagle Lake! This thoughtfully designed 3-bedroom, 2-bathroom home offers modern living with stunning lakefront views and no HOA. Step into the inviting foyer, which opens to two guest bedrooms and a beautifully appointed kitchen. The kitchen is the heart of the home, featuring elegant quartz

  

  Cheyanne MacNeill

  THE AGENCY ORLANDO

  (863) 334-3328

  5790 Crystal Beach Rd, Winter Haven, FL 33880
• 

  

  /11

  $1,899 per month

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft
  • House for Rent

  325 Kensington View Dr, Winter Haven, FL 33880

  Embrace contemporary living in this 4-bedroom, 2-bathroom residence. Revel in the thoughtful design of a functional open floorplan, a modern built house featuring a gas stove for the gourmet in you, and bid farewell to cold showers with a tankless water heater. Call for a private showing and details on our leasing special. Seize the opportunity to make this modern haven your home today!

  Kevin Watson DALTON WADE INC

  325 Kensington View Dr, Winter Haven, FL 33880
• 

  /2

  $177,000 Sold Aug 28, 2025

  • 1,312 Sq Ft
  • $135/SF
  • 185 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2020

  1629 Ambar Ct, Winter Haven, FL 33881

  Welcome to this newer 1 Story home located in the Lake Lucerne subdivision. This home features 3 spacious bedrooms and 2 full baths. The open concept kitchen is great for gatherings with friends and family. The features a laundry room and an attached 2 car garage. This newer home is ready to be converted into your ideal living space. Hurry and schedule your viewing today!The home is being

  Jesse Carriedo REALTYCITY INC

  1629 Ambar Ct, Winter Haven, FL 33881
• 

  

  /12

  Est $204,412 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 940 Sq Ft

  3204 Conine Dr W, Winter Haven, FL 33881

  3204 Conine Dr W, Winter Haven, FL 33881
• 

  

  /35

  $345,000

  • 3 Beds
  • 2 Baths
  • 1,964 Sq Ft

  73 Lake Link Cir SE, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. Welcome to your next chapter in this charming, well-loved home just minutes from the vibrancy of downtown Winter Haven. Tucked into a welcoming neighborhood with no HOA, this home has character, comfort, and plenty of room to stretch out. Inside, you’ll find warm hardwood floors, plantation shutters, and quality Pella windows throughout. There’s

  Amy Long REDFIN CORPORATION

  73 Lake Link Cir SE, Winter Haven, FL 33884
• 

  

  /25

  $1,500 per month

  • 2 Beds
  • 1.5 Baths
  • 1,400 Sq Ft
  • Condo for Rent

  5850 Cypress Gardens Blvd Unit 602, Winter Haven, FL 33884

  This property at 5850 Cypress Gardens Blvd features 2 bedrooms and 1.5 bathrooms within a spacious 1,400 square feet. The living room offers ample space for relaxation and entertainment, while the kitchen is equipped with a dishwasher for convenience. The bedrooms provide comfortable living quarters, and the half bathroom adds extra privacy for guests. The full bathroom is designed for

  5850 Cypress Gardens Blvd Unit 602, Winter Haven, FL 33884
• 

  

  /16

  $275,040 Sold Aug 27, 2025

  • 1,880 Sq Ft
  • $146/SF

  • 4 Beds
  • 2 Baths
  • Built 2025

  1906 Sarah St, Winter Haven, FL 33884

  This expansive two-story home boasts a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary bedrooms from the serene owner's suite. Completing the home is a convenient

  Lennar

  1906 Sarah St, Winter Haven, FL 33884
• 

  

  /30

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft

  6320 Grove Pointe Dr SE, Winter Haven, FL 33884

  6320 Grove Pointe Dr SE, Winter Haven, FL 33884
• 

  

  /34

  $235,000

  • 3 Beds
  • 1 Bath
  • 1,190 Sq Ft

  104 Avenue K NE, Winter Haven, FL 33881

  Welcome to 104 Avenue K NE in Winter Haven—a charming, move-in ready 3-bedroom, 1-bath concrete block home offering 1,191+- square feet of tastefully updated living space, including a sunny bonus Florida room and a private, fully fenced backyard. With thoughtful renovations completed in recent years, this home is ideal for first-time buyers, investors, or anyone looking to downsize without

  April Spaulding LPT REALTY, LLC

  104 Avenue K NE, Winter Haven, FL 33881
• 

  

  /15

  $1,695 per month

  • 3 Beds
  • 2 Baths
  • 1,308 Sq Ft
  • House for Rent

  160 Kings Pond Ave, Winter Haven, FL 33880

  Discover the allure of this delightful 3-bedroom, 2-bathroom home, nestled in the heart of Winter Haven. This residence welcomes you with a combined living and dining area that boasts sleek tile flooring, perfect for both festive gatherings and tranquil evenings.Effortless meal prep awaits in the bright kitchen, equipped with pristine white appliances, an abundance of cabinet space, a

  Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

  160 Kings Pond Ave, Winter Haven, FL 33880
• 

  

  /16

  $319,990 Sold Aug 27, 2025

  • 1,536 Sq Ft
  • $208/SF

  • 3 Beds
  • 2 Baths
  • Built 2025

  3251 Nightfall Rd, Winter Haven, FL 33881

  From the covered porch, you step into the foyer, where you're greeted by a coat closet and welcomed into the open dining area, kitchen, and family room. Just off the kitchen is the laundry room, which also provides access to the two-car garage. The family room leads to a back patio for outdoor living, as well as the private primary bedroom featuring a walk-in closet and a spacious primary bath.

  Starlight Homes

  3251 Nightfall Rd, Winter Haven, FL 33881
• 

  

  /49

  Est $306,100 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,685 Sq Ft

  996 Buccaneer Blvd, Winter Haven, FL 33880

  996 Buccaneer Blvd, Winter Haven, FL 33880
• 

  

  /36

  $350,000

  • 5 Beds
  • 3 Baths
  • 2,601 Sq Ft

  979 Sun Burst Rd, Winter Haven, FL 33880

  Welcome to this exceptional, well-priced home located just minutes from Legoland! This modern residence, built only two years ago, offers a comfortable and functional layout with five bedrooms and three bathrooms. Situated on a peaceful corner lot, the home features an inviting open floor plan seamlessly connecting the living room, kitchen, and dining areas. The spacious kitchen provides

  Ivan Rocco MARKET CONNECT REALTY LLC

  979 Sun Burst Rd, Winter Haven, FL 33880
• 

  

  /31

  $1,290 per month

  • 2 Beds
  • 2 Baths
  • 1,114 Sq Ft
  • Condo for Rent

  333 Lake Howard Dr NW Unit 212D, Winter Haven, FL 33880

  If you are 55+ this is the place for you. Beautifully renovated 2-bedroom, 2 full bathroom apartment available for rent inmediately. This spacious unit includes cable TV, internet, maintenance, recreational facilities, sewer, trash, water and storage space. Ceiling fans in Bedrooms, Living room and Kitchen. Enjoy a tranquil lifestyle in a quiet retirement community with stunning lakefront

  333 Lake Howard Dr NW Unit 212D, Winter Haven, FL 33880
• 

  

  /16

  $314,990 Sold Aug 27, 2025

  • 1,536 Sq Ft
  • $205/SF

  • 3 Beds
  • 2 Baths
  • Built 2025

  3506 Evening Star Dr, Winter Haven, FL 33881

  From the covered porch, you step into the foyer, where you're greeted by a coat closet and welcomed into the open dining area, kitchen, and family room. Just off the kitchen is the laundry room, which also provides access to the two-car garage. The family room leads to a back patio for outdoor living, as well as the private primary bedroom featuring a walk-in closet and a spacious primary bath.

  Starlight Homes

  3506 Evening Star Dr, Winter Haven, FL 33881
• 

  

  /20

  Est $273,352 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,544 Sq Ft

  1915 Brown St NE, Winter Haven, FL 33881

  1915 Brown St NE, Winter Haven, FL 33881
• 

  

  /32

  $267,000

  • 3 Beds
  • 2 Baths
  • 1,718 Sq Ft

  269 Saint Georges Cir, Eagle Lake, FL 33839

  One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! Welcome to this beautifully updated 3-bedroom, 2-bathroom home in the heart of Eagle Lake, Florida. Offering 1,718 square feet of thoughtfully designed living space, this home perfectly blends comfort, style, and functionality.Step inside to an open floor plan that seamlessly

  Kathi Zerilli REDFIN CORPORATION

  269 Saint Georges Cir, Eagle Lake, FL 33839
• 

  

  /34

  $1,895 per month

  • 3 Beds
  • 2.5 Baths
  • 1,625 Sq Ft
  • House for Rent

  2614 Tanoak Terrace, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. Welcome to 2614 Tanoak Terrace, a beautifully designed 3-bedroom, 2.5-bathroom townhome nestled in a peaceful community in Winter Haven, FL. This spacious and modern home offers the perfect blend of comfort and functionality—ideal for families, professionals, or anyone seeking low-maintenance living in a prime location.Step into an

  Jacob Hara TRANSCEND REALTY

  2614 Tanoak Terrace, Winter Haven, FL 33881
• 

  $345,180 Sold Aug 27, 2025

  • 2,029 Sq Ft
  • $170/SF

  • 4 Beds
  • 2 Baths
  • Built 2025

  4510 Rapallo Ave, Winter Haven, FL 33884

  Brand-new, open-layout, 4-bedroom home for sale in Winter Haven, Florida!A homeowner favorite, the Shelby features a welcoming, open living area, a covered lanai, and a luxurious owner's suite complete with an elegant tray ceiling, a walk-in wardrobe, and an en-suite bath including a decorative tiled shower with glass enclosure, dual vanities, a linen closet, and a closeted

  Highland Homes

  4510 Rapallo Ave, Winter Haven, FL 33884
• 

  

  /32

  Est $131,989 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 845 Sq Ft

  2600 Lucerne Park Rd Unit 508, Winter Haven, FL 33881

  2600 Lucerne Park Rd Unit 508, Winter Haven, FL 33881
• 

  

  /50

  $399,900

  • 4 Beds
  • 2 Baths
  • 2,376 Sq Ft

  4346 Thomas Wood Ln E, Winter Haven, FL 33880

  Spacious 4-Bedroom Home in Winter Haven, FL – Bring Your Boat, RV & More!Welcome to this updated and move-in-ready 4-bedroom, 2-bathroom home in beautiful Winter Haven! Situated on a generous lot with plenty of room to roam, this property offers the ideal setup for families, hobbyists, and outdoor enthusiasts alike. With no HOA restrictions, you’re free to bring your boat, RV, or any

  Carmelo Velez ELEVATE REAL ESTATE BROKERS OF FLORIDA LLC

  4346 Thomas Wood Ln E, Winter Haven, FL 33880
• 

  /2

  $975 per month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  1 Lamplight Ln Unit 4C, Winter Haven, FL 33884

  Super Value, Great Location! This large Garden Grove apartment is located in a nice area of Winter Haven with access to Hwy 27, Lake Wales and I-4. Must have a clean Credit/Background Report with no prior evictions. Apartment address is: 4 S Lake Fox Rd, Apartment 4C, Winter Haven, 33884. VERIFIED INCOME ONLY.

  1 Lamplight Ln Unit 4C, Winter Haven, FL 33884
• 

  /2

  $243,000 Sold Aug 27, 2025

  • 1,268 Sq Ft
  • $192/SF
  • 0 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1973

  608 Lake Ned Rd, Winter Haven, FL 33884

  The beautifully updated home offers comfort, efficiency and curb appreal in a great neighborhood. Inside, you will find two spacious bedrooms along with two full baths. There is a large enclosed Florida room surrounded by all windows, perfect for year-round enjoyment. The roof was replaced in June 2021 and has a warranty. Solar panels were installed in 2022 and will be paid off at closing. The

  Joni Reiter COLDWELL BANKER REALTY

  608 Lake Ned Rd, Winter Haven, FL 33884
• 

  

  /46

  Est $244,472 Not Listed For Sale

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

  3389 Raleigh Dr, Winter Haven, FL 33884

  3389 Raleigh Dr, Winter Haven, FL 33884

Showing Results 201 - 240, Page 6 of 18