Newest Homes for Sale in Winter Haven, FL

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  /30

  $255,999

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft

  124 Emanuelle Dr, Winter Haven, FL 33884

  New price!!! Sellers are motivated. Move-In Ready 3-Bedroom Home on a Premium Lot in Villamar, Winter Haven!Welcome to 124 Emanuelle Dr, nestled in the sought-after Villamar community of Winter Haven! This beautifully maintained 3-bedroom, 2-bath home, built in 2021, sits on a premium lot and offers the perfect blend of comfort, style, and convenience. Step inside to discover a bright, open

  Jody Pagan LA ROSA REALTY PRESTIGE

  124 Emanuelle Dr, Winter Haven, FL 33884
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  /32

  $350,000

  • 4 Beds
  • 2 Baths
  • 2,280 Sq Ft

  541 Adriel Ave, Winter Haven, FL 33880

  $10,000 TOWARD BUYER’S CLOSING COSTS – INCREDIBLE INCENTIVE! 4 BED | 2 BATH home on an expansive 0.60-acre lot, offering the space and freedom buyers are actively searching for. The oversized lot provides ample room for trucks, trailers, RVs, and large vehicles, with no restrictions—an opportunity rarely found at this price point. Conveniently located near schools, restaurants, supermarkets, and

  Jenny Guillen EXP REALTY LLC

  541 Adriel Ave, Winter Haven, FL 33880
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  /64

  $430,000

  • 4 Beds
  • 2.5 Baths
  • 2,497 Sq Ft

  280 Lake Smart Cir, Winter Haven, FL 33881

  Welcome to your 4 bedroom, 2.5 bathroom 2 story home located conveniently in Winter Haven with easy access to shopping, dining, and major roadways. Arriving at the home, you’ll appreciate the tastefully landscaped yard and screened in entry way. Entering the home, you’ll find LVP flooring throughout the home. The bright and open kitchen features stainless steel appliances, quartz countertops, a

  Casandra Vann KELLER WILLIAMS REALTY SMART

  280 Lake Smart Cir, Winter Haven, FL 33881
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  /23

  $300,000

  • 3 Beds
  • 2 Baths
  • 1,449 Sq Ft

  250 Volusia Dr, Winter Haven, FL 33884

  Welcome to this charming 3-bedroom, 2-bathroom home in Winter Haven, offering an open and functional layout perfect for everyday living and entertaining. This solid single-family residence features approximately 1,449 sq. ft. of comfortable living space, including a cozy living/dining combination and a well-appointed kitchen. The property boasts significant recent upgrades, including: - Roof:

  David Small KELLER WILLIAMS REALTY SMART 1

  250 Volusia Dr, Winter Haven, FL 33884
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  /77

  $39,900

  • 2 Beds
  • 2 Baths
  • 1,304 Sq Ft

  28 Parkwood Rd, Winter Haven, FL 33881

  ** Exclusive Listing! Age 55+ Land Lease Community. Contact listing agent below for ALL showings and offers.** You could soon have your slice of Sunshine State paradise as the new proud owner of this especially well maintained and updated 1972 Double Wide home. Priced right at $39,900, and measuring 23x48, plus the 10x20 Florida room, this home will provide an approximate total of 1300 square

  Shawna Kemp Mobile Home Spot Inc.

  28 Parkwood Rd, Winter Haven, FL 33881
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  /47

  $699,900

  • 3 Beds
  • 3 Baths
  • 2,790 Sq Ft

  124 Pangola Dr, Winter Haven, FL 33880

  Experience lakeside living in this custom-built home, perfectly situated on the shores of Lake Grassy. As you approach the property, you are greeted by a sprawling 13’x60’ front porch complete with a charming swing and ample space for entertaining. Imagine hosting gatherings here, with tables lined up as you enjoy views of the beautifully landscaped front yard. Step inside through a wide foyer

  Kelley Vogel Blackburn COLDWELL BANKER REALTY

  124 Pangola Dr, Winter Haven, FL 33880
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  /25

  $225,000

  • 2 Beds
  • 1 Bath
  • 1,220 Sq Ft

  1331 34th St NW, Winter Haven, FL 33881

  Welcome to 1331 34th St NW in Winter Haven, a property offering exceptional potential and versatility This home is ideal for buyers ready to bring their vision and personal updates, offering the opportunity to build instant equity through thoughtful improvements. In addition to the existing layout, the home features a dedicated office space that, with the addition of a closet, could easily

  Andrew Fearn BHHS FLORIDA PROPERTIES GROUP

  1331 34th St NW, Winter Haven, FL 33881
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  /25

  $159,900

  • 2 Beds
  • 2 Baths
  • 823 Sq Ft

  626 Pavare Ct, Winter Haven, FL 33884

  Welcome to 626 Pavare Ct, a charming completely remodeled 2-bedroom, 2-bath end unit condo located on the 2nd floor in the desirable Orchid Springs community. Step inside this 823 sqft second-level residence, where an open floor plan welcomes you with luxury vinyl flooring and soothing neutral paint tones. The living room effortlessly flows into the dining area and kitchen, creating an ideal

  Misty McTeer LA ROSA REALTY PRESTIGE

  626 Pavare Ct, Winter Haven, FL 33884
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  /49

  $210,000

  • 2 Beds
  • 2 Baths
  • 1,385 Sq Ft

  3007 Caneel St, Winter Haven, FL 33884

  Welcome to your dream villa in a resort-style 55+ community, where at least one resident must be 55 years or older. This beautifully maintained 2-bedroom, 2-bath home offers an open and inviting floor plan designed for comfort and easy living. Step inside to find a spacious living area filled with natural light, a versatile den perfect for a home office, formal dining, or family room, and a cozy

  Natalie Rivera VESTI LLC

  3007 Caneel St, Winter Haven, FL 33884
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  /16

  $174,900

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  1246 31st St NW, Winter Haven, FL 33881

  Welcome to this charming 2-bedroom, 1-bathroom home in the West Cannon Heights neighborhood of Winter Haven, an excellent opportunity for first-time buyers or investors. With a really large open kitchen, this home is move-in ready. The exterior features a covered parking area and a workshop with a new roof. This property offers a cozy living space and a convenient location, with no HOA fees.

  Pablo Lluveras Matos PEOPLE'S CHOICE REALTY SVC LLC

  1246 31st St NW, Winter Haven, FL 33881
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  /22

  $305,900

  • 3 Beds
  • 2 Baths
  • 1,847 Sq Ft

  144 Waterside Cir, Winter Haven, FL 33880

  Welcome to Waterside Village, a boutique community of just 48 homes in the heart of Winter Haven, featuring a beautifully landscaped and fenced entry, streetlights, and sidewalks on both sides of the road. This well-maintained 3-bedroom, 2-bath, 2-car garage home offers an open-concept layout with high ceilings, abundant natural light, and spacious living and dining areas. This home is the only

  Crystal Harrison RE/MAX REALTY PLUS

  144 Waterside Cir, Winter Haven, FL 33880
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  /37

  $165,000

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft

  345 24th St NW Unit 25, Winter Haven, FL 33880

  Welcome to maintenance-free living in the heart of Winter Haven! This darling 2-bedroom, 2-bath villa is perfectly located in the desirable Imperial Villas a 55+ residential community, sitting within a short walking distance to beautiful Lake Howard. Inside, you’ll find updated flooring throughout and both bathrooms tastefully renovated, giving the home a fresh, move-in-ready feel. The open

  Michele Elchin DALTON WADE INC

  345 24th St NW Unit 25, Winter Haven, FL 33880
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  /22

  $99,000

  • 2 Beds
  • 2 Baths
  • 1,180 Sq Ft

  2412 Crooked Stick Dr Unit 271, Winter Haven, FL 33881

  2 Bedrooms | 2 Bathrooms | 1,180 Sq. Ft. | $99,000 Four Lakes Golf Club Lot 271 Airy, Open Floor Plan with Picture Window & Screened Lanai!Welcome to your slice of Florida paradise in Four Lakes Golf Club! This bright, open and airy 2-bedroom, 2-bath home comes fully furnished, includes a golf cart, and even features one full year of FREE golf-making it an unbeatable value for carefree

  Cheryl Dobbs CRF Communities

  2412 Crooked Stick Dr Unit 271, Winter Haven, FL 33881
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  /28

  $259,900

  • 3 Beds
  • 2 Baths
  • 1,454 Sq Ft

  5 Twilight Ln, Winter Haven, FL 33884

  Welcome to this beautifully remodeled 3-bedroom, 2-bathroom home in Winter Haven, where modern updates meet timeless charm. This property, with no HOA, has been extensively upgraded over the years to provide a comfortable and stylish living space. Highlights include a updated roof (July 2025) and HVAC system installed in 2021, all-new windows (October 2024), and full re piping for peace of mind.

  Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

  5 Twilight Ln, Winter Haven, FL 33884
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  /10

  $239,000

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

  610 Avenue A NE, Winter Haven, FL 33881

  Charming 1910 Colonial Home — Elegantly Renovated in Central Winter Haven Welcome to timeless charm blended with modern comfort in this beautifully Colonial residence, perfectly situated in the heart of Winter Haven, Florida. Meticulously updated while honoring its historic character, this home offers the ideal blend of classic architectural details and contemporary living. As you approach,

  Raul Briceno CENTRAL REALTY GROUP AND PROPERTIES

  610 Avenue A NE, Winter Haven, FL 33881
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  /26

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,301 Sq Ft

  859 Orleans Dr, Eagle Lake, FL 33839

  Welcome to 859 Orleans Dr in Eagle Lake, a beautifully maintained 2020-built home that truly feels like new thanks to being lightly lived in as a second residence. Step inside and you’ll immediately notice the stylish vinyl flooring and soaring vaulted ceilings that create a bright, open living space perfect for both relaxing evenings and entertaining guests. The neutral paint palette throughout

  Andrew Fearn BHHS FLORIDA PROPERTIES GROUP

  859 Orleans Dr, Eagle Lake, FL 33839
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  /21

  $115,000

  • 1 Bed
  • 1.5 Baths
  • 559 Sq Ft

  7808 Waterview Way, Winter Haven, FL 33884

  1 Bedroom plus Loft which could be 2nd bedroom or office space,1 and half baths, upstairs unit, open balcony, parquet flooring in living room and dining room and washer dryer included. Nice open kitchen with highs ceilings. The community has a wonderful club house, swimming pool and indoor recreation. Virtual security and much more. Call for showing appointment.

  Ulises Vargas Stambaugh Inc. Real Estate Firm

  7808 Waterview Way, Winter Haven, FL 33884
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  /6

  $64,999

  • Land
  • 0.14 Acre
  • $464,279 per Acre

  108 8th Eloise St, Winter Haven, FL 33880

  This 0.13-acre wooded lot in Winter Haven offers a quiet, private setting while remaining conveniently located near everyday amenities. Situated in a desirable area, the property provides easy access to schools, shopping centers, parks, and transportation options, making it an ideal spot for a future homesite or investment. Enjoy the flexibility of owning your own land in a peaceful environment

  Zach Hilferding NEW ALLIANCE GROUP REALTY

  108 8th Eloise St, Winter Haven, FL 33880
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  /19

  $230,000

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

  1661 Teagan Ln, Winter Haven, FL 33884

  Welcome to this beautifully built 2024 modern contemporary home located in a quiet and inviting community just minutes from the world-famous Orlando and Kissimmee theme parks. This stylish three-bedroom, two-bath residence features a thoughtfully designed open-concept layout that blends clean lines, functionality, and everyday comfort. The contemporary kitchen showcases sleek quartz countertops,

  Lora Harper Keller Williams Realty of PSL

  1661 Teagan Ln, Winter Haven, FL 33884
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  /33

  $289,000

  • 4 Beds
  • 2 Baths
  • 2,325 Sq Ft

  2285 Avenue C SW, Winter Haven, FL 33880

  Super Motivated Seller!! Discover this charming 4 bedroom, 2 bathroom single family home located in the heart of Winter Haven, just minutes from the serene shores of Lake Howard. With its spacious layout and versatile design, this property is perfect for families and savvy investors alike. It has a separate mother in law suite, offering privacy or the potential for rental income. A recently

  Miluska Parot LPT REALTY, LLC

  2285 Avenue C SW, Winter Haven, FL 33880
• 

  $341,900 New Construction

  • 5 Beds
  • 3 Baths
  • 2,227 Sq Ft

  615 Ituna Cir, Winter Haven, FL 33881

  Move-in ready 2-story home for sale in Winter Haven, Florida, with 5 bedrooms! Welcome to the Seabrooke II! Downstairs, enjoy a welcoming, open living area with luxury vinyl plank flooring! Plus, enjoy outdoor living on your front porch and large covered lanai, spanning the entire back of your home! Upstairs, your beautiful owner's suite is complete with a private en-suite bath with a decorative

  Highland Homes Builder

  615 Ituna Cir, Winter Haven, FL 33881
• 

  $324,900 New Construction

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

  420 Ituna Cir, Winter Haven, FL 33881

  Move-in ready 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

  420 Ituna Cir, Winter Haven, FL 33881
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  /68

  $59,990

  • 2 Beds
  • 2 Baths

  259 Alpine Dr, Winter Haven, FL 33881

  Discover the perfect blend of comfort and community living in this 2-bedroom, 2-bathroom manufactured home nestled in the heart of Winter Haven's Swiss Village. This turnkey property is ready for you to move in and start living your best retirement life! Step inside and experience this well-maintained home. The 2024 HVAC system ensures year-round comfort, while the 2025 water heater and 2024 roof

  Chrissy Walter Sunset Home Sales

  259 Alpine Dr, Winter Haven, FL 33881
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  /49

  $139,000

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft

  1550 11th St NE Unit D7, Winter Haven, FL 33881

  Welcome home to this inviting upstairs condo located in the peaceful Lake Buckeye Condo community, where tranquil lake views and relaxed living come together. Step inside to find laminate and ceramic tile flooring throughout, offering both durability and easy maintenance. The open living and dining area is light and welcoming, seamlessly extending to a private 3x7 balcony, the perfect place to

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  (863) 267-8250

  1550 11th St NE Unit D7, Winter Haven, FL 33881
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  /18

  $226,900

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft

  414 Avenue C NE, Winter Haven, FL 33881

  This 2 BR, 2 BA home is located near Rotary Park and Kiwanis Park which is on Lake Martha, both public parks. Each park has room for games and family gatherings. Rotary Park has a baseball field with backstop and other outside activity areas. This home is located near schools, the Winter Haven downtown post office, the Winter Haven (Bay Care Hospital) and several doctors offices and medical

  Tim Irby TOWN & COUNTRY REAL ESTATE

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

  $269,000

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

  523 Terranova Cir, Winter Haven, FL 33884

  This wonderful family home features 3 bedrooms plus a den or office that can serve as a fourth bedroom. The interior boasts an open great room with high volume ceilings ideal for entertaining. The spacious primary suite includes a private bathroom, while the large kitchen offers a comfortable eat-in area. Outside, you will find a screened porch and a large fenced backyard perfect for relaxation.

  Vivian Ortiz OAK AVENUE REAL ESTATE LLC

  523 Terranova Cir, Winter Haven, FL 33884
• 

  

  /98

  $799,900

  • 4 Beds
  • 3 Baths
  • 2,397 Sq Ft

  3050 Crump Rd, Winter Haven, FL 33881

  ** This home can be purchased with no income verification needed!** Welcome to this exceptional lakefront property at 3050 Crump Rd in Winter Haven, offering space, versatility, and direct access to the lifestyle Central Florida is known for. Situated on approximately 1.08 acres along Lake Hamilton, this residence combines a thoughtfully updated main home with a private guest studio, outdoor

  Lisa Matheny ENGEL & VOELKERS LAKELAND

  3050 Crump Rd, Winter Haven, FL 33881
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  /63

  $115,000

  • 2 Beds
  • 2 Baths
  • 1,114 Sq Ft

  4118 Sprucewood St, Winter Haven, FL 33880

  Pack your bags and move right into this beautiful home. The kitchen was remodeled three years ago. The side porch/lanai adds approximately 200 sf of living space (included in total sf) and is vented with central air. The home features beautiful built ins in the dining area as well as the 2nd bedroom. The primary bathroom has an updated shower and vanity. The shingled roof is 11 years old and the

  Kathy Devor COLDWELL BANKER REALTY

  4118 Sprucewood St, Winter Haven, FL 33880
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  /48

  $210,000

  • 2 Beds
  • 2 Baths
  • 1,385 Sq Ft

  3008 Caneel St, Winter Haven, FL 33884

  Situated in the desirable, maintenance-free gated community of Traditions, this gorgeous 2-bedroom, 2-bath villa with a flex room offers the perfect opportunity to enjoy a truly leisurely lifestyle. Designed for comfort, efficiency, and style, this home delivers the feel of single-family living with the convenience of condominium maintenance. Upon arrival, you’re welcomed by a charming

  Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

  3008 Caneel St, Winter Haven, FL 33884
• 

  

  /21

  $281,300

  • 4 Beds
  • 2 Baths
  • 1,782 Sq Ft

  4872 Summerfield Cir, Winter Haven, FL 33881

  Charm and curb appeal abound for this Winter Haven Home! Step inside into the inviting foyer, which is flanked on the right by the three secondary bedrooms. Through the well-appointed living room you'll find the kitchen, which boasts stainless steel appliances, hard surface countertops, and ample storage. Rounding out this ranch style floorplan is the dining room and the primary suite. Come and

  Blake Keathley EVERYSTATE INC.

  4872 Summerfield Cir, Winter Haven, FL 33881
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  /78

  $300,000

  • 2 Beds
  • 2 Baths
  • 1,530 Sq Ft

  4424 Waterford Dr, Lake Wales, FL 33859

  GREAT SNOWBIRD HOME! FURNITURE and WASHER/DRYER TO CONVEY WITH THE SALE OF 4424 WATERFORD DRIVE LAKE WALES, FLORIDA 33859. Well Maintained Bali Floor Plan Offers an Open and Spacious Entry, Living Room Area, Kitchen and Dinette area. There is an Enclosed Lanai with Acrylic Windows with Screen Option, too. This 2 Bedroom /2 Bath home is located in Lake Ashton, a gated 55+ community in Florida. NO

  Lori Raath LAKE ASHTON REALTY INC.

  4424 Waterford Dr, Lake Wales, FL 33859
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  /62

  $118,000

  • 2 Beds
  • 2 Baths
  • 1,104 Sq Ft

  4228 Cedarwood St, Winter Haven, FL 33880

  Move right into this very well maintained home. This home features some new vinyl flooring and newer windows. The hall bathroom has been upgraded with a new vanity and flooring. The home has had new plumbing installed in 2025 including a new water heater and washing machine. Just pack your bags and move right into this fully furnished home. Oakwood Estates, a 55+ community offers many amenities

  Kathy Devor COLDWELL BANKER REALTY

  4228 Cedarwood St, Winter Haven, FL 33880
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  /69

  $459,000

  • 3 Beds
  • 2 Baths
  • 2,045 Sq Ft

  6216 Pinehurst Loop, Winter Haven, FL 33884

  Stunning Sebastian Floor Plan Home in an Exclusive, Secure 55+ Florida Community, Lake Ashton. Discover this exceptional single-family home built in 2022, designed with every modern comfort in mind. Perfectly positioned home with a POND VIEW. With a thoughtfully crafted open floor plan, this home with over 2,045 sq.ft. living area, combines style and functionality, perfect for those seeking

  Lori Raath LAKE ASHTON REALTY INC.

  6216 Pinehurst Loop, Winter Haven, FL 33884
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  /16

  $348,000 New Construction

  • 4 Beds
  • 2 Baths
  • 1,853 Sq Ft

  643 Grove St, Winter Haven, FL 33881

  Rare opportunity! Exceptional home with 4 bedrooms, 2 baths, and 2-car attached garage. Open-concept living with quarz kitchen, center island, and ceramic tile floors. Primary suite with walk-in closet and en-suite bath. Features include covered screened lanai, fully fenced yard, gutters, irrigation, and inside laundry. Desirable location, this home won’t last!

  Martha Leighton MIHOUSE REALTY LLC

  643 Grove St, Winter Haven, FL 33881
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  /42

  $215,000

  • 3 Beds
  • 1 Bath
  • 1,044 Sq Ft

  2208 Lake Blvd, Winter Haven, FL 33881

  Let's not just brag about location, location, location and not brag about the water view with amazing sunsets. This updated, clean three bedroon, one bath home is a perfact starter or for someone looking to downsize. The hardwood floors are in excellent condition. The breezeway has been inclosed and can be used in multiple ways. current owner used it for an office. The tile floor and location in

  Jim Hampton, Jr S & D REAL ESTATE SERVICE LLC

  2208 Lake Blvd, Winter Haven, FL 33881
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  /47

  $829,900

  • 3 Beds
  • 2 Baths
  • 2,140 Sq Ft

  601 Lake Pansy Dr NW, Winter Haven, FL 33881

  Lakefront living with a proper sunset! Down a private road with no HOA (because your house shouldn't come with a rule book). This renovated home offers direct frontage 80' on Lake Pansy and a bonus 80' of canal frontage across the street. The property provides excellent water access and endless sunset views. Outside is where this home really shows off with amenities including a heated saltwater

  Olivia Boggs DALTON WADE INC

  601 Lake Pansy Dr NW, Winter Haven, FL 33881
• 

  

  /16

  $276,990 New Construction

  • 4 Beds
  • 2 Baths
  • 1,874 Sq Ft

  6456 Domizio Dr, 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 Builder

  6456 Domizio Dr, Winter Haven, FL 33884
• 

  

  /30

  $331,240 New Construction

  • 4 Beds
  • 2 Baths
  • 1,840 Sq Ft

  3901 Giorgio Dr, Winter Haven, FL 33884

  Prepare dinner from this home's open kitchen which overlooks a spacious great room.

  Meritage Homes Builder

  3901 Giorgio Dr, Winter Haven, FL 33884
• 

  

  /38

  $105,000

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft

  188 Sweet Cir, Winter Haven, FL 33884

  Become a share holder in this highly sought after 55+ gated community. If you are looking for the perfect retirement home, this one is for you! Located in Orange Manor West, it is one of the most popular 55+ communities in Winter Haven and surrounding area with many amenities. Pool, shuffle board, putt putt, horse shoes, crochet, bingo, lake access and much more. Legoland is around one mile away

  Chris Cain MOSAIC SERVICES LLC

  188 Sweet Cir, Winter Haven, FL 33884
• 

  

  /57

  $259,900

  • 3 Beds
  • 3 Baths
  • 2,583 Sq Ft

  2410 Hartridge Point Dr W Unit 23, Winter Haven, FL 33881

  Water views take center stage in this beautifully positioned 3-bedroom, 3-bath condo overlooking Lake Hartridge on the Winter Haven Chain of Lakes. Located within a boutique 28-residence enclave, the home enjoys immediate proximity to the shared dock and uninterrupted lake views from both stories. The entry level opens to a bright, open-concept living and dining arrangement highlighted by a

  Rich Harbin COLDWELL BANKER REALTY

  2410 Hartridge Point Dr W Unit 23, Winter Haven, FL 33881

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