Winter Haven, FL Homes

• 

  

  

  /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
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  /16

  $1,250 per month

  • 3 Beds
  • 1 Bath
  • 986 Sq Ft
  • House for Rent

  3521 Avenue R NW, Winter Haven, FL 33881

  This cozy single-family home offers 3 bedrooms and 1 bathroom, perfect for anyone looking for comfortable and affordable living in Winter Haven. The home carries classic charm with a practical layout and sits on a spacious lot with room for outdoor activities, gardening, or relaxing.Situated in the Inwood community, this home offers quiet residential living while still being close to city

  Sejida Self OPULENT REALTY INTERNATIONAL

  3521 Avenue R NW, Winter Haven, FL 33881
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  /2

  $322,000 Sold Aug 27, 2025

  • 1,988 Sq Ft
  • $162/SF
  • 139 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2024

  3860 Giorgio Dr, Winter Haven, FL 33884

  Brand NEW energy-efficient home ready NOW! Open floor plan creates a unified living space with a large great room that overlooks the kitchen and dining area. The primary suite is tucked in the rear of the home offering plenty of privacy and features a spacious walk-in closet and shower. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to

  Tatiana Souza MERITAGE HOMES OF FL REALTY

  3860 Giorgio Dr, Winter Haven, FL 33884
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  /62

  Est $440,987 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,763 Sq Ft

  2118 Edgewater Cir, Winter Haven, FL 33880

  2118 Edgewater Cir, Winter Haven, FL 33880
• 

  

  

  /16

  $750,000

  • Land
  • 4.45 Acres
  • $168,539 per Acre

  2400 Buckeye Rd NE, Winter Haven, FL 33881

  Prime development opportunity located at 2400 Buckeye Rd NE in Winter Haven. This 4.45-acre parcel is situated at the intersection of two collector roads—Buckeye Loop Road with an average daily traffic count of 14,800 and Buckeye Road NE with an average daily traffic count of 10,100—offering excellent visibility and access. The property falls within the Residential Low-3 (RL-3) future land use

  April Spaulding

  2400 Buckeye Rd NE, Winter Haven, FL 33881
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  /8

  $750 per month

  • 3 Beds
  • 2 Baths
  • 1,184 Sq Ft
  • House for Rent

  1806 Wallace Manor Ln, Winter Haven, FL 33880

  Spacious, cozy and clean private master bedroom in a quiet neighborhood in WinterHaven. Room includes closet, dresser, 2 nightstands and queen bed (fully furnished). Room has wood flooring and bathroom is connected to bedroom. Bathroom private, toilet has a fully functional bidet installed. Comes with access to amenities including washer/dryer access, kitchenware (pots, pans, blender, cups,

  1806 Wallace Manor Ln, Winter Haven, FL 33880
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  /2

  $160,000 Sold Aug 27, 2025

  • 1,090 Sq Ft
  • $147/SF
  • 225 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  603 Sweet Bay Cir, Winter Haven, FL 33884

  Charming and move-in ready, this 2-bedroom, 2-bathroom condo in Winter Haven’s desirable Winterset community offers a comfortable and low-maintenance lifestyle. With an open floor plan and a prime location near shopping, dining, and Legoland Florida Resort, this home is perfect for first-time buyers, downsizers, or investors. Priced at $210,000, this property combines convenience and value in one

  Malak Benbachir KELLER WILLIAMS REALTY SMART 1

  603 Sweet Bay Cir, Winter Haven, FL 33884
• 

  

  /22

  Est $273,996 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,251 Sq Ft

  4848 Osprey Way, Winter Haven, FL 33881

  4848 Osprey Way, Winter Haven, FL 33881
• 

  

  /13

  Call for Price

  • Land
  • 21 Acres

  5637 Recker Hwy, Winter Haven, FL 33880

  Presenting a rare opportunity to acquire up to 20.77 acres of strategically positioned, BPC-2 zoned land along Recker Highway in the heart of Winter Havens rapidly growing industrial and logistics corridor. Offered as a full assemblage or as individual parcels, each lot provides flexible development potential for business park, flex-industrial, or light manufacturing uses under Polk Countys

  Saunders Land

  5637 Recker Hwy, Winter Haven, FL 33880
• 

  

  /13

  $1,200 per month

  • 2 Beds
  • 1 Bath
  • 1,032 Sq Ft
  • Townhouse for Rent

  4021 Saint Paul Dr, Winter Haven, FL 33880

  This comfortable 2-bedroom, 1-bath home is great for anyone looking for a practical and convenient place to live. Inside, you’ll find a simple, functional layout that makes everyday living easy. The location is a major plus—set in a quiet residential area while still being just minutes from shopping, dining, schools, and parks. Downtown Winter Haven, with its local restaurants, lakes, and

  Sejida Self OPULENT REALTY INTERNATIONAL

  4021 Saint Paul Dr, Winter Haven, FL 33880
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  /2

  $342,000 Sold Aug 26, 2025

  • 2,696 Sq Ft
  • $127/SF
  • 3 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2016

  6060 Forest Ridge Ln, Winter Haven, FL 33881

  Welcome to 6060 Forest Ridge Lane, a move-in ready and partially furnished 5-bedroom, 3-bathroom home located on an oversized corner lot in the established Forest Ridge community of Winter Haven with no CDD. From the moment you arrive, the covered front porch and mature landscaping create a peaceful first impression.Step through the front door into a spacious and thoughtfully designed

  Simi Lakhani KELLER WILLIAMS CLASSIC

  6060 Forest Ridge Ln, Winter Haven, FL 33881
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  /30

  Est $242,712 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,497 Sq Ft

  1621 Vienna Square Dr, Winter Haven, FL 33884

  1621 Vienna Square Dr, Winter Haven, FL 33884
• 

  

  /13

  $7,070,000

  • Land
  • 56 Acres
  • $126,250 per Acre

  0 Ware Ave NE, Winter Haven, FL 33881

  Introducing a prime lakefront investment opportunity in Winter Haven, FL. This property, Zoned R-3 with a Future Land Use of RL-3, presents 202 shovel-ready lots, comprising 50' wide single-family detached (Lots 1-62) and 40' wide (Lots 63-202). Nestled in the sought-after Winter Haven area with frontage on Lake Smart, this offering is an ideal prospect for developers, builders, and residential

  Clay Taylor

  0 Ware Ave NE, Winter Haven, FL 33881
• 

  

  /23

  $1,295 per month

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

  669 Avenue B NW, Winter Haven, FL 33881

  Settled in a quiet neighborhood 1 block from Lake Howard is a spacious 1 bedroom, 1 bath second floor unit. Unit features a claw-foot tub, stove, refrigerator, built-in pantry hardwood floors and large closet. With views of Lake Howard from all windows, this unit makes an excellent home. The property is part of the Pope Historic District which has been undergoing revitalization through

  669 Avenue B NW, Winter Haven, FL 33881
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  /2

  $190,000 Sold Aug 26, 2025

  • 1,130 Sq Ft
  • $168/SF
  • 74 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1960

  300 Avenue E SE, Winter Haven, FL 33880

  One or more photo(s) has been virtually staged. 100-Day Home Warranty coverage available at closing.Come see this charming home now on the market! This home has New HVAC, Fresh Interior Paint, Fresh Exterior Paint, Partial flooring replacement in some areas. Discover a bright interior tied together with a neutral color palette. The primary bathroom features plenty of under sink storage waiting

  Karen Albright OPENDOOR BROKERAGE LLC

  300 Avenue E SE, Winter Haven, FL 33880
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  /2

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,681 Sq Ft

  6380 Lolly Bay Loop NE, Winter Haven, FL 33881

  6380 Lolly Bay Loop NE, Winter Haven, FL 33881
• 

  

  /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
• 

  

  /19

  $1,900 per month

  • 3 Beds
  • 2 Baths
  • 1,429 Sq Ft
  • House for Rent

  2175 Chris Dr, Winter Haven, FL 33884

  New construction home, single-level living, this home offers a thoughtful layout perfect for low-maintenance lifestyles. At the front of the house, two secondary bedrooms share a convenient hall bathroom, while the owner’s suite is privately nestled in the back corner, complete with an en-suite bathroom and a spacious walk-in closet. The heart of the home features an open-concept design,

  Giovanni Figueroa GIOLOCATION, LLC.

  2175 Chris Dr, Winter Haven, FL 33884
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  /2

  $220,000 Sold Aug 26, 2025

  • 1,320 Sq Ft
  • $167/SF
  • 125 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1988

  642 Lake Dexter Cir, Winter Haven, FL 33884

  This 3-bedroom, 2.5-bathroom two-story home offers 1,320 sq. ft. of heated living space in a welcoming and vibrant Winter Haven community. With essential system upgrades and desirable community amenities, this home is move-in ready while offering the chance to customize with minor cosmetic updates. Key improvements include a new roof, new electric panel, and a well-maintained AC unit

  Ruben Galindo Vega PREFERRED SHORE LLC

  642 Lake Dexter Cir, Winter Haven, FL 33884
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  /41

  Not Listed For Sale

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

  509 Sharon Hill Ct, Winter Haven, FL 33880

  509 Sharon Hill Ct, Winter Haven, FL 33880
• 

  

  /23

  $225,000

  • 2 Beds
  • 2 Baths
  • 1,419 Sq Ft

  2646 Rutledge Ct, Winter Haven, FL 33884

  Welcome to this beautifully maintained two-bedroom, two-bathroom townhome with a versatile flex space, perfectly situated in one of Winter Haven's most desirable communities. As you step inside, you’ll be greeted by soaring 16-foot ceilings, an open floor plan filled with natural light, and tasteful finishes that create an inviting atmosphere. Just off the entry, a spacious guest bedroom with an

  Nancy Lezotte KELLER WILLIAMS CLASSIC

  2646 Rutledge Ct, Winter Haven, FL 33884
• 

  

  /23

  $1,295 per month

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

  669 Avenue B NW, Winter Haven, FL 33881

  Settled in a quiet neighborhood 1 block from Lake Howard is a spacious 1 bedroom, 1 bath second floor unit. Unit features a claw-foot tub, stove, refrigerator, built-in pantry hardwood floors and large closet. With views of Lake Howard from all windows, this unit makes an excellent home. The property is part of the Pope Historic District which has been undergoing revitalization through

  669 Avenue B NW, Winter Haven, FL 33881
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  /2

  $330,000 Sold Aug 26, 2025

  • 1,845 Sq Ft
  • $179/SF
  • 140 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2021

  447 Lanham Dr, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. Welcome to this stunning 4-bedroom, 2-bathroom home nestled in a prestigious gated, waterfront community offering exclusive access to a private dock and the lake. Designed for both elegance and functionality, this home is perfect for families, with a community playground nearby.Step inside to discover a bright and open living and dining

  David Small KELLER WILLIAMS REALTY SMART 1

  447 Lanham Dr, Winter Haven, FL 33881
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  /27

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  6417 Jacaranda Ave NE, Winter Haven, FL 33881

  6417 Jacaranda Ave NE, Winter Haven, FL 33881
• 

  

  /45

  $320,000

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

  4094 Great Egret Dr, Winter Haven, FL 33881

  Welcome to this beautiful and well-maintained 4-bedroom, 2-bathroom single-family home located in a quiet area of Winter Haven, Florida. The property offers an open layout that seamlessly connects the living and dining rooms, creating a perfect setting for family gatherings or entertaining. The modern kitchen is the heart of the home, equipped with a large center island with a drop-in sink, ideal

  Gil Medina REALTY ONE GROUP MAGIC CITY

  4094 Great Egret Dr, Winter Haven, FL 33881
• 

  

  /20

  $1,850 per month

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft
  • House for Rent

  1024 Harold Pass, Winter Haven, FL 33884

  Discover your next home at 1024 Harold Pass ?A super-spacious house with 3 bedrooms and 2 bathrooms, perfect for those looking for comfort and space for the whole family.Note: This house has a fully equipped efficiency apartment with a separate entrance and a couple with their respective backgrounds live there.Imagine enjoying bright mornings in the open living room, cooking

  Karla Rangel LA ROSA REALTY LLC

  1024 Harold Pass, Winter Haven, FL 33884
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  /2

  $400,000 Sold Aug 26, 2025

  • 2,095 Sq Ft
  • $191/SF
  • 150 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2018

  4033 Phoenician Way, Winter Haven, FL 33884

  Experience luxury 55+ living in this beautifully upgraded 3-bedroom, 2-bath home with a private heated saltwater pool and spa, located in the highly sought-after Lake Ashton community. Designed for comfort and entertainment, this home boasts an open-concept floor plan with luxury vinyl plank flooring, a spacious primary suite with a walk-in closet and glass-enclosed shower, and a gourmet kitchen

  Brad Kirwan GLOBAL LIFESTYLE LLC

  4033 Phoenician Way, Winter Haven, FL 33884
• 

  

  /31

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,222 Sq Ft

  6709 Canterbury Dr NE, Winter Haven, FL 33881

  6709 Canterbury Dr NE, Winter Haven, FL 33881
• 

  

  /30

  $315,000

  • 4 Beds
  • 2 Baths
  • 1,696 Sq Ft

  1228 Denali Dr, Winter Haven, FL 33881

  Better Than New 4 Bedroom Home, Handicap Accessible, No CDD, & Move-In Ready! This 4 bedroom, 2 bath home is truly better than new and designed with comfort and accessibility in mind. With 36” doorways, an automatic door opener, and a roll-in shower, it’s thoughtfully built to be handicap accessible while maintaining a modern and stylish feel. Inside, you’ll find ceramic tile throughout, creating

  Jackie Mazurowski KELLER WILLIAMS REALTY SMART 1

  1228 Denali Dr, Winter Haven, FL 33881
• 

  

  /15

  $1,945 per month

  • 3 Beds
  • 2 Baths
  • 1,487 Sq Ft
  • House for Rent

  1954 Sarah St, Winter Haven, FL 33884

  Discover comfort and charm in this brand-new, 1,487 sq ft Winter Haven home! This single-story residence features three bedrooms, two modern bathrooms, and generous living space designed for a cozy and inviting atmosphere. Nestled in a tranquil, friendly neighborhood, enjoy peaceful living with convenient access to local amenities

  1954 Sarah St, Winter Haven, FL 33884
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  /2

  $270,000 Sold Aug 25, 2025

  • 1,794 Sq Ft
  • $151/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1966

  1900 Manor Cir SE, Winter Haven, FL 33880

  Timeless curb appeal, a walkable neighborhood and solid construction—this is the kind of home that stands the test of time. Perfectly situated on an oversized 0.38-acre corner lot, 1900 Manor Circle S.E. in Winter Haven, Florida, offers 3 bedrooms, 2 baths, and a spacious ranch-style layout that works beautifully whether you’re just starting out, growing a family or enjoying

  Michael Stone THE STONES REAL ESTATE FIRM

  1900 Manor Cir SE, Winter Haven, FL 33880
• 

  

  /23

  Est $344,786 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,034 Sq Ft

  325 Majestic Gardens Dr, Winter Haven, FL 33880

  325 Majestic Gardens Dr, Winter Haven, FL 33880
• 

  

  /46

  $335,000

  • 3 Beds
  • 2 Baths
  • 1,871 Sq Ft

  4009 Bedford Ave, Winter Haven, FL 33884

  This fabulous Eco-Smart home is nestled in the highly desirable, maintenance-free, gated community of Traditions at Lake Ruby. Upon arrival, you’ll be welcomed by a charming front patio adorned with pavers, setting the stage for this beautifully maintained residence. Inside, the spacious great room boasts diagonally set tile flooring, crown molding, and oversized glass sliding doors that open to

  Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

  4009 Bedford Ave, Winter Haven, FL 33884
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  /21

  $2,100 per month

  • 4 Beds
  • 2 Baths
  • 1,848 Sq Ft
  • House for Rent

  724 Grove St, Winter Haven, FL 33884

  Live in this beautiful brand-new single-family home located in the peaceful and growing community of Inman Grove in Winter Haven! 4 spacious bedrooms and 2 full bathrooms, 2-car garage. Modern open-concept kitchen and living area perfect for entertaining. Great backyard. SS appliances included (fridge, stove, microwave, dishwasher). Window blinds. Enjoy the comfort and convenience of living in a

  Jose Virguez Keller Williams Realty International Lifestyles

  724 Grove St, Winter Haven, FL 33884
• 

  /2

  $719,990 Sold Aug 25, 2025

  • 3,178 Sq Ft
  • $227/SF
  • 8 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2005

  9516 Waterford Oaks Blvd, Winter Haven, FL 33884

  Welcome to this absolutely amazing 4 bedroom, 3 bathroom home that shows like a luxurious model home. Designed by Authur Rutenberg and build by Henderson Homes in 2005, it offers a spacious and open floor plan with countless high-end upgrades that make it extremely attractive. The interior has beautiful tile that flows throughout the The bright, open floor plan and main living areas have tile and

  Thomas Popadak LA ROSA REALTY PRESTIGE

  9516 Waterford Oaks Blvd, Winter Haven, FL 33884
• 

  

  /61

  Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,133 Sq Ft

  304 Thornhill Estates Ct, Winter Haven, FL 33880

  304 Thornhill Estates Ct, Winter Haven, FL 33880
• 

  

  /24

  $309,999

  • 4 Beds
  • 2 Baths
  • 1,820 Sq Ft

  1663 Tressel Ct, Winter Haven, FL 33881

  This spacious 4-bedroom, 2-bath home is located in a desirable gated community, offering both comfort and peace of mind.Enjoy the benefits of a well-kept neighborhood with a low HOA that maintains the community’s charm and curb appeal. With four bedrooms, there’s plenty of space for a growing family, a home office, or guest accommodations.Conveniently situated near shopping, dining,

  Karina Turcios LPT REALTY, LLC

  1663 Tressel Ct, Winter Haven, FL 33881
• 

  

  /4

  $975 - $1,000 per month

  Oakcrest Apartments

  1 Bed

  101-123 Oak Crest Dr NW, Winter Haven, FL 33881

  Ideally located with access to US Hwy 17-92, I-4, Winter Haven and Central Florida. Cozy one-bedroom apartments with Energy Efficient Central A/C, tile floors, W/D hookups and newly updated appliances. Located next to beautiful lake and Rails to Trails walking and bicycle path that makes travel to work or shopping or just sight seeing around Winter Haven by bike a breeze. Bus stop adjacent to

  101-123 Oak Crest Dr NW, Winter Haven, FL 33881
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  /2

  $318,520 Sold Aug 25, 2025

  • 1,715 Sq Ft
  • $186/SF
  • 0 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2025

  476 Ituna Cir, Winter Haven, FL 33881

  Under Construction. New construction home with 1715 square feet on one-story including 4 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining cafe and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with

  George Lindsey, III CAMBRIDGE REALTY OF CENTRAL FL

  476 Ituna Cir, Winter Haven, FL 33881
• 

  

  /25

  Est $275,493 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,320 Sq Ft

  842 Terranova Rd, Winter Haven, FL 33884

  842 Terranova Rd, Winter Haven, FL 33884

Showing Results 281 - 320, Page 8 of 18