Winter Haven, FL Homes

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  /34

  $320,000

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

  983 Gotthard Pass Dr, Winter Haven, FL 33881

  Welcome to the highly sought after neighborhood of Lake Lucerne. This near new home is big and beautiful looking for a new family. Home is a nice 3 way set up with your master suite one side, 2 bedrooms on the other, and your fourth bedroom down another hall. You will really enjoy the open floor plan with an awesome large kitchen for all the cooks and holiday fun stuff. Everyone will enjoy the

  Barbara Beyer CHAMBERLAIN REALTY LLC

  983 Gotthard Pass Dr, Winter Haven, FL 33881
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  /11

  $1,445 per month

  • 3 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • House for Rent

  244 Palmetto Ave NE, Winter Haven, FL 33881

  MOVE-IN READYMonthly Recurring Fees:$10.95 - Utility ManagementMaymont Homes is committed to clear and upfront pricing. In addition to the advertised rent, residents may have monthly fees, including a $10.95 utility management fee, a $25.00 wastewater fee for homes on septic systems, and an amenity fee for homes with smart home technology, valet trash, or other community

  244 Palmetto Ave NE, Winter Haven, FL 33881
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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
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  /34

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  6023 Grand Oaks Dr SE, Winter Haven, FL 33884

  6023 Grand Oaks Dr SE, Winter Haven, FL 33884
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  /28

  $314,500

  • 3 Beds
  • 2 Baths
  • 1,857 Sq Ft

  1716 Pebble Beach St, Winter Haven, FL 33881

  This former model home offers just over 1,800 square feet of comfortable, thoughtfully updated living space. Nestled on an oversized conservation lot with meticulously maintained landscaping, the home welcomes you through elegant double front doors into an open, light-filled living area. Located in the highly sought-after Country Club Trails community of Winter Haven.The remodeled kitchen

  Karen Woods RE/MAX REALTY UNLIMITED

  1716 Pebble Beach St, Winter Haven, FL 33881
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  /3

  $2,150 per month

  • 2 Beds
  • 2 Baths
  • 1,077 Sq Ft
  • Condo for Rent

  689 Lake Howard Dr NW Unit 3B, Winter Haven, FL 33880

  Discover the idyllic lake life of this charming and peaceful condo in the desirable 55+ community of Winter Haven, Florida. This unit offers a beautiful quaint view of Lake Howard and the private covered dock, giving you a serene Lakeside experience. Featuring two bedrooms and two bath FULLY FURNISHED for an effortless move-in. The living room includes a comfortable couch, two recliners and a TV,

  Januarie Scorsese KELLER WILLIAMS RLTY NEW TAMPA

  689 Lake Howard Dr NW Unit 3B, 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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  /24

  Est $287,684 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,576 Sq Ft

  4726 Osprey Way, Winter Haven, FL 33881

  4726 Osprey Way, Winter Haven, FL 33881
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  /5

  $35,000

  • 2 Beds
  • 2 Baths

  3 Stebbins Dr Unit 3, Winter Haven, FL 33884

  Make your new home in Grove Shores, a well-maintained, professionally managed manufactured home community! Own a 1974, 2bed/2bath, 896 sqft. home in a great neighborhood. This one won't be on the market for long! Take advantage of this offer now and live in one of the state's most attractive areas. Let us show you around the place! Call and schedule a viewing today! Financing information

  Tori Coil Grove Shores

  3 Stebbins Dr Unit 3, Winter Haven, FL 33884
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  /17

  $2,215 per month

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • House for Rent

  313 Towhee Rd, Winter Haven, FL 33881

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2359.90. That covers your base rent, $2215.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  313 Towhee Rd, 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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  /24

  Est $314,515 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,986 Sq Ft

  4750 Osprey Way, Winter Haven, FL 33881

  4750 Osprey Way, Winter Haven, FL 33881
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  /56

  $749,900

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

  226 Ruby Lake Ln, Winter Haven, FL 33884

  Welcome to this stunning 3 bedroom, 3 bathroom pool home offering gorgeous views of Lake Ruby. Set on a prime waterfront lot, the property includes an oversized 3-car garage and a private boat dock complete with an automated boat lift, making it ideal for boating and lakefront living.Designed with entertaining in mind, the open layout seamlessly blends indoor and outdoor spaces. Sliding

  Eric Chastain THE STONES REAL ESTATE FIRM

  226 Ruby Lake Ln, Winter Haven, FL 33884
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  /15

  $2,250 per month

  • 4 Beds
  • 2 Baths
  • 1,665 Sq Ft
  • House for Rent

  1349 Daisy Field Dr, Winter Haven, FL 33884

  A beautiful, spacious house with 4 bedrooms and 2 bathrooms is waiting for you, fully furnished. Just bring your suitcases and enjoy. It has a unique appeal: it's fully fenced and has solar panels, so you pay very little for electricity.The best thing is that it's just minutes from Legoland, so your weekends can be filled with fun, outings, and memories with the family. Nearby, you'll

  Karla Rangel LA ROSA REALTY LLC

  1349 Daisy Field 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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  /45

  Not Listed For Sale

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

  4451 Limewood St, Winter Haven, FL 33880

  4451 Limewood St, Winter Haven, FL 33880
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  /60

  $635,000

  • 4 Beds
  • 2.5 Baths
  • 3,114 Sq Ft

  725 Heritage Dr NE, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. Located in the sought-after community of Hamilton Pointe, this beautifully maintained 4-bedroom, 2.5-bath, 3,114 SF pool home sits on a half-acre lot with no rear neighbors. The spacious kitchen features an eat-in area and French doors leading to the lanai, while the grand family room boasts 13’ ceilings, crown molding, and a striking coral tile

  Laura Slocumb TRIBUTE REALTY LLC

  725 Heritage Dr NE, Winter Haven, FL 33881
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  /19

  $2,210 per month

  • 4 Beds
  • 2.5 Baths
  • 2,121 Sq Ft
  • House for Rent

  2140 Rose Blvd, Winter Haven, FL 33881

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2354.90. That covers your base rent, $2210.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  2140 Rose Blvd, 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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  /36

  Est $226,815 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,407 Sq Ft

  341 Orange Blossom Dr Unit 341, Winter Haven, FL 33880

  341 Orange Blossom Dr Unit 341, Winter Haven, FL 33880
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  /28

  $400,000

  • 18 Beds
  • 9 Baths
  • 1,908 Sq Ft

  3125 Avenue S NW, Winter Haven, FL 33881

  This property offers three historically strong cash-flowing units in a quiet residential neighborhood of Winter Haven. The front single-family home is currently vacant and available for owner occupancy, providing the option for favorable financing terms. Two units are currently leased at $1,100 a month.All shingle roofs were replaced in 2019, and the exterior was fully repainted that same

  Tracy Giamarino NINE LINE REALTY LLC

  3125 Avenue S NW, Winter Haven, FL 33881
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  /45

  $3,250 per month

  • 4 Beds
  • 2.5 Baths
  • 2,193 Sq Ft
  • House for Rent

  567 Eagle Landing Blvd, Winter Haven, FL 33880

  Welcome to this beautifully furnished and updated 4-bedroom, 2.5 bath, two-story home featuring modern upgrades such as luxury vinyl floors throughout, bonus room and an all-around spacious layout. Step inside to find an open floor plan on the first floor, perfect for entertaining and everyday living. The remodeled bathrooms add a fresh, stylish touch, while the kitchen is a chef's dream with

  Karsten Hawkins LA ROSA REALTY PRESTIGE

  567 Eagle Landing Blvd, Winter Haven, FL 33880
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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
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  /65

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,320 Sq Ft

  4326 Cherrywood St, Winter Haven, FL 33880

  4326 Cherrywood St, Winter Haven, FL 33880
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  /56

  $240,000

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

  715 Magnolia Place, Winter Haven, FL 33884

  Elevated waterfront views, nightly sunsets, and direct access to the world-famous Winter Haven Chain of Lakes—welcome to this beautifully updated condo in the gated lakeside community of Winterset. Offering 2 bedrooms, 2 bathrooms, and its own private one-car garage, this residence blends comfort, style, and the relaxed Central Florida lakefront lifestyle.Step inside to discover an open and

  Michael Stone THE STONES REAL ESTATE FIRM

  715 Magnolia Place, Winter Haven, FL 33884
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  /15

  $1,570 per month

  • 3 Beds
  • 2 Baths
  • 1,711 Sq Ft
  • House for Rent

  4237 Roberta Dr, Winter Haven, FL 33881

  Please note that the advertised price may exclude additional fees. These include a mandatory $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; fees for amenities like smart home or internet service; and optional conditional fees for services like self-guided tours with third-party provider Rently ($1.99 to $11.99), pet fees/rent, or pool

  4237 Roberta Dr, Winter Haven, FL 33881
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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
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  /59

  Est $167,793 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 878 Sq Ft

  2938 Avenue G NW, Winter Haven, FL 33880

  2938 Avenue G NW, Winter Haven, FL 33880
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  /7

  $49,999

  • Land
  • 0.21 Acre
  • $238,090 per Acre

  335 Avenue O NW, Winter Haven, FL 33881

  This as-is vacant lot in beautiful Winter Haven won't last long! Utilities on site, previous house burnt down. Surrounded by development and located just minutes from lakes, shopping, and schools, and a new Rec Center. Act fast—deals like this don't stick around!

  Steven Koleno BEYCOME OF FLORIDA LLC

  335 Avenue O NW, Winter Haven, FL 33881
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  /16

  $2,150 per month

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft
  • House for Rent

  3483 Costello Cir, Winter Haven, FL 33884

  This single-story home is located in Villamar in Winter Haven, Florida.Inside this 3-bedroom, 2-bathroom home, you'll find 1,500 square feet of comfortable living space. The living room is an open concept, where the kitchen, family room, and dining room seamlessly blend into a space perfect for daily living and entertaining. Relax on the covered deck overlooking your backyard. The kitchen

  Nardy Torres LA ROSA REALTY LLC

  3483 Costello Cir, Winter Haven, FL 33884
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  /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
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  /2

  Not Listed For Sale

  • 7 Beds
  • 4 Baths
  • 2,352 Sq Ft

  122 Avenue C NE, Winter Haven, FL 33881

  122 Avenue C NE, Winter Haven, FL 33881
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  /46

  $249,900

  • 3 Beds
  • 2 Baths
  • 1,096 Sq Ft

  407 Red Hawk Loop, Winter Haven, FL 33880

  Welcome to this freshly painted beautiful and charming single-story home nestled in a well-established Winter Haven neighborhood. This delightful 3-bedroom, 2-bath residence offers approximately 1,096 square feet of comfortable living space, perfect for families, first-time buyers, or anyone seeking a smart move in Central Florida. Built in 1996 with durable masonry construction, this home

  Rafael Lozano, III LA ROSA REALTY PRESTIGE

  407 Red Hawk Loop, Winter Haven, FL 33880
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  /15

  $1,605 per month

  • 4 Beds
  • 2 Baths
  • 1,598 Sq Ft
  • House for Rent

  211 Southern Breeze Lp, Winter Haven, FL 33880

  From Hwy 17 S - Turn right onto Spirit Lake Rd and continue for 1.6 miles. Turn left onto Grady Polk Rd and destination will be on the right. From Hwy 17 N - Turn left onto Spirit Lake Rd and continue for 1.6 miles. Turn left onto Grady Polk Rd and destination will be on the right. Welcome to South Haven, Winter Haven's newest build-to-rent community where luxury and convenience

  211 Southern Breeze Lp, Winter Haven, FL 33880
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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
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  /49

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft

  6029 Grand Oaks Dr SE, Winter Haven, FL 33884

  6029 Grand Oaks Dr SE, Winter Haven, FL 33884
• 

  

  /24

  $254,990

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft

  507 Lorient Dr, Eagle Lake, FL 33839

  Welcome to this one-story residence features 3 spacious bedrooms, 2 full baths, and a convenient 2-car garage in Normandy Heights. The open living and dining room combo creates a warm and inviting space, seamlessly connecting to an airy kitchen with a breakfast bar and durable laminate countertops. A dedicated laundry room adds everyday practicality, while the thoughtful layout is perfect for

  Dan Grieb KELLER WILLIAMS REALTY AT THE PARKS

  507 Lorient Dr, Eagle Lake, FL 33839
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  /16

  $2,600 per month

  • 5 Beds
  • 2.5 Baths
  • 2,254 Sq Ft
  • House for Rent

  930 Cattleman St, Winter Haven, FL 33884

  Welcome to 930 Cattleman St, located in the charming community of Inman Groves in Winter Haven, FL. This spacious Boston model by Lennar offers an ideal blend of comfort, functionality, and modern living. Boasting 5 generously sized bedrooms and 2.5 baths, this two-story home is perfect for families seeking space to grow or investors looking for strong rental potential. The thoughtfully designed

  Carlos Lopez Cadena EXP REALTY LLC

  930 Cattleman St, Winter Haven, FL 33884
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  /2

  $500,000 Sold Aug 25, 2025

  • 2,880 Sq Ft
  • $174/SF
  • 4 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1975

  237 Manatee Rd, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. GORGEOUS LARGE FAMILY HOME!!! 5BR/4BA POOL HOME with 2 MASTER SUITES, MOTHER-IN-LAW OPTION & 3-CAR GARAGE in SE Winter Haven!(more pictures are on the way)This is the one you’ve been waiting for! Nestled in the heart of Southeast Winter Haven, this stunning two-story family pool home is packed with space, style, and flexibility—perfect

  Brooklyn Paul BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY

  237 Manatee Rd, Winter Haven, FL 33884
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  /16

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 860 Sq Ft

  6064 Southern Oaks Dr SE, Winter Haven, FL 33884

  6064 Southern Oaks Dr SE, Winter Haven, FL 33884

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