Winter Haven, FL Homes for Sale

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  /17

  $329,000

  • 4 Beds
  • 3 Baths
  • 2,675 Sq Ft

  696 Avenue C SE, Winter Haven, FL 33880

  Great investment opportunity just minutes from downtown Winter Haven. This well-maintained, fully leased duplex offers immediate cash flow with strong rental demand in a prime location near shopping, dining, and major roadways—a turnkey property ideal for investors seeking stable income and long-term appreciation. Seller is willing to provide the buyer with credit toward a roof replacement if

  Josh Taylor VILLAGE REALTY OF WINTER HAVEN

  696 Avenue C SE, Winter Haven, FL 33880
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  /55

  $399,000

  • 4 Beds
  • 2.5 Baths
  • 2,654 Sq Ft

  920 Gotthard Pass Dr, Winter Haven, FL 33881

  Spacious single-family home featuring 4 bedrooms and 2.5 bathrooms with approximately 3,160 sq ft of living space, offering a functional and flexible floor plan. The main level includes a private office with French doors, ideal for use as a home office or optional fifth bedroom. Generous interior spaces provide comfortable living and well-sized bedrooms throughout. Conveniently located in Winter

  Maria Chavez LA ROSA REALTY LLC

  920 Gotthard Pass Dr, Winter Haven, FL 33881
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  /31

  $300,990 New Construction

  • 4 Beds
  • 2 Baths
  • 1,665 Sq Ft

  3322 White Indigo Rd, Winter Haven, FL 33884

  Under Construction. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please

  Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  3322 White Indigo Rd, Winter Haven, FL 33884
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  /11

  $850,000

  • Land
  • 5.33 Acres
  • $159,475 per Acre

  1101 Cypress Gardens Blvd, Winter Haven, FL 33884

  “Extraordinary Commercial Property” - This 5.33-acre commercial vacant land site is a rare opportunity to own a prime piece of real estate on busy Cypress Gardens Boulevard. With 550 feet of road frontage, this property is made up of 4 separate parcels and includes a small lake of about 1.5 acres (Lake Rey) (Lake Rey is classified as a Lake in Polk County, Florida). with 2 access points on either

  Dee Norris NEXTHOME NORRIS & COMPANY REAL

  1101 Cypress Gardens Blvd, Winter Haven, FL 33884
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  /31

  $297,327 Open Sat 1PM - 4PM

  • 4 Beds
  • 2.5 Baths
  • 1,938 Sq Ft

  5051 Abigail Dr, Lake Wales, FL 33859

  One or more photo(s) has been virtually staged. Pre-Construction. To be built. Mulberry floor plan epitomizes the charm of single-story living with its spacious and versatile layout, perfectly crafted for the modern single-family lifestyle. Spread across 1,938 square feet, this home offers ample room for comfort and functionality. Featuring four bedrooms and two bathrooms, including a luxurious

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  5051 Abigail Dr, Lake Wales, FL 33859
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  /13

  $145,000

  • Land
  • 0.48 Acre
  • $302,083 per Acre

  332 Hamilton Shores Dr NE, Winter Haven, FL 33881

  FABULOUS HOME SITE on nearly a half an acre, situated in a beautiful neighborhood among custom built homes! This large lot is across the street from lakefront homes on Lake Hamilton. This beautiful building lot is a rare find that you don't want to miss, it is a perfect location to enjoy golfing and amenities offered at the Country Club of Winter Haven. Convenient to US Hwy 27 and just 10 minutes

  Erin Floyd COLDWELL BANKER REALTY

  332 Hamilton Shores Dr NE, Winter Haven, FL 33881
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  /35

  $87,000

  • 2 Beds
  • 2 Baths
  • 1,216 Sq Ft

  1912 Hazeltine Way Unit 505, Winter Haven, FL 33881

  Charming and Updated Home - with 2 Bedroom, 2 Bath, 1,200 Sq Ft of Comfortable Living Homes in the Four Lakes Golf & Country Club, a pet-friendly, 55+ golf community in Winter Haven, Florida, are on lot leased land. Owning the home, but not the land, you pay a monthly lot rent of $658 which gives you and your guest access to the amenities of the community. This beautifully maintained home

  Kathy Sutak Renee's Resales

  1912 Hazeltine Way Unit 505, Winter Haven, FL 33881
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  /19

  $298,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,526 Sq Ft

  1798 White Elephant Loop, Winter Haven, FL 33884

  Welcome to Peach Crossings, a brand-new community in Winter Haven! This beautiful three-bedroom, two-bathroom home is designed with both comfort and style in mind. The kitchen is a true highlight, featuring expansive counter space, perfect for meal prep and entertaining. It comes fully equipped with Whirlpool appliances, including a refrigerator, stove, dishwasher, and microwave—all included at

  Gayle Van Wagenen LGI REALTY- FLORIDA, LLC

  1798 White Elephant Loop, Winter Haven, FL 33884
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  /27

  $136,000

  • 2 Beds
  • 2 Baths
  • 1,347 Sq Ft

  1776 6th St NW Unit 808, Winter Haven, FL 33881

  Enjoy effortless living in this beautifully furnished and updated condo perched on the 8th floor, offering breathtaking views of Spring Lake. This spacious residence features 2 bedrooms and 2 bathrooms, including a master suite with a walk-in closet and private bath. The custom kitchen is a standout with granite countertops, wainscoting ceiling, and a convenient bar, complemented by updated

  Dee Norris NEXTHOME NORRIS & COMPANY REAL

  1776 6th St NW Unit 808, Winter Haven, FL 33881
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  /2

  $49,000

  • Land
  • 1.04 Acres
  • $47,115 per Acre

  0 Gerber Dairy Rd Unit MFRO6269494, Winter Haven, FL 33880

  Take hold of this chance to own a spacious 1.04-acre vacant lot on Gerber Dairy Road in Winter Haven, FL 33880! Located in a tranquil, rural area, this lot is providing a blank slate for your custom spot. Buyers should note that parcels in this area typically have dirt road access and require the installation of a well and septic system. This is a perfect opportunity for those seeking a larger,

  Samih Sadiq KELLY RIGHT REAL ESTATE

  0 Gerber Dairy Rd Unit MFRO6269494, Winter Haven, FL 33880
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  /8

  $139,900

  • 2 Beds
  • 1.5 Baths
  • 1,332 Sq Ft

  5850 Cypress Gardens Blvd Unit 405, Winter Haven, FL 33884

  This two bedroom one and a half bath condo offers comfortable living. The kitchen features stainless steel appliances and an eat-in space. Bedrooms are upstairs with a full bath for privacy. A fenced patio provides outdoor relaxation and the community pool is just steps away. Convenient location near shopping dining and Legoland.

  NOEL MOENSSENS ORLANDO HOMES & INVESTMENTS

  5850 Cypress Gardens Blvd Unit 405, Winter Haven, FL 33884
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  /36

  $395,000

  • 3 Beds
  • 2 Baths
  • 2,035 Sq Ft

  353 Mandolin Ln, Winter Haven, FL 33884

  This beautiful 3-bedroom, 2-bath home with a den is located in the highly desirable gated community of Mandolin. From the moment you arrive, the charming front porch welcomes you—a perfect spot to sit and relax. Inside, the split bedroom floor plan ensures privacy for the entire family, while the spacious great room, filled with natural light, features a striking reclaimed wood accent wall that

  Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

  353 Mandolin Ln, Winter Haven, FL 33884
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  /15

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,452 Sq Ft

  906 Cattleman St, Winter Haven, FL 33884

  Magnificent home located in the Winter Haven community, offering plenty of privacy and tranquility, close to excellent restaurants and amenities. It has three bedrooms and two bathrooms. The property is practically new and the community has a small lake. Geographically close to Lake Hamilton, this is an excellent community for living or renting. It's just a few miles from US27, a major route to

  Guillermo Silva PFS Realty LLC

  906 Cattleman St, Winter Haven, FL 33884
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  /46

  $269,000 Open Sun 2PM - 5PM

  • 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
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  /24

  $465,000

  • 4 Beds
  • 3.5 Baths
  • 2,722 Sq Ft

  2014 8th Terrace SE, Winter Haven, FL 33880

  Experience the best of Winter Haven living in this beautifully updated 4 bedroom, 3.5 bath home offering Lake Lulu views and a prime central location just minutes from downtown, dining, and the Chain of Lakes. Thoughtfully designed with flexible spaces, you’ll find two primary suites, a warm family room with lake views, and French doors opening to a wrap-around screened porch—perfect for morning

  Chad Lindsey LOKATION

  2014 8th Terrace SE, Winter Haven, FL 33880
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  /36

  $75,000

  • 2 Beds
  • 1 Bath
  • 764 Sq Ft

  1400 6th St NE, Winter Haven, FL 33881

  Investor Special! CASH ONLY. As-Is. Needs repairs and updates throughout. No HVAC. Roof 15+ years old. Water heater older but working.Call Now for an appointment!

  Christopher Howard DALTON WADE INC

  1400 6th St NE, Winter Haven, FL 33881
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  $273,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft

  4148 Giorgio Dr, Winter Haven, FL 33884

  The property is located at 4148 Giorgio Drive WINTER HAVEN FL 33884 priced at 271490, the square foot and stories are 1504, 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

  4148 Giorgio Dr, Winter Haven, FL 33884
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  /38

  $699,999

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

  803 Lake Jessie Dr, Winter Haven, FL 33881

  Stunning Newly Built (2023) Modern hacienda with luxurious finishes and a beautiful view of Lake Jessie—and best of all, no HOA! This spacious 4-bedroom, 4-bathroom home offers an expansive open floorplan, soaring high ceilings, and porcelain tile throughout, blending comfort and elegance in every room. The living area is anchored by a dramatic porcelain tile fireplace, creating a warm and

  Sandra Canales LA ROSA REALTY PRESTIGE

  803 Lake Jessie Dr, Winter Haven, FL 33881
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  /27

  $275,000

  • 3 Beds
  • 2 Baths
  • 1,392 Sq Ft

  3406 Fox Ridge St, Winter Haven, FL 33884

  IDEAL LOCATION FOR THIS HOME situated near Garden Grove Elementary and LEGOLAND, with convenient access to shopping along the Boulevard and into downtown Winter Haven. This 3-bedroom, 2-bath split-plan home features an open-concept living and dining area that flows into the kitchen, a decorative stone fireplace for cozy winter months, attractive laminate plank flooring, cathedral ceilings, and

  Erin Floyd COLDWELL BANKER REALTY

  3406 Fox Ridge St, Winter Haven, FL 33884
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  /30

  $82,500

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  1700 6th St NW Unit C7, Winter Haven, FL 33881

  Welcome to your one bedroom one bath 55+ condo located on the FIRST floor. The kitchen features an abundance of cabinetry. Primary bedroom offers 2 built in closets. Front porch area is entirely screened. The community features a massive heated pool, clubhouse with exercise room, kitchen, pool table, shuffleboard, and a grilling area with a nice area to entertain friends and family. This

  Annie Wood HARPER REALTY FL, LLC

  1700 6th St NW Unit C7, Winter Haven, FL 33881
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  /42

  $225,000

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

  2735 Rutledge Ct, Winter Haven, FL 33884

  Move-in-ready villa now available in the highly sought-after Verandahs at Lake Reeves community. This well-maintained home offers 2 spacious bedrooms and 2 full bathrooms, plus a large bonus room that can be used as an office, den, or potential third bedroom.The kitchen features solid wood cabinetry, solid surface countertops, and ample space for cooking and entertaining. High ceilings and an

  Cynthya Kladakis KELLER WILLIAMS TAMPA PROP.

  2735 Rutledge Ct, Winter Haven, FL 33884
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  /30

  $331,240 New Construction

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

  Foxglove Plan at VillaMar - Signature Series, Winter Haven, FL 33884

  Prepare dinner while catching up on the days events from this home's open kitchen which overlooks a spacious great room and dining area. Retreat to your primary suite that is conveniently situated in the back of the home for plenty of privacy.

  Meritage Homes Builder

  3745 Giorgio Dr Unit 37076786, Winter Haven, FL 33884
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  /14

  $250,000

  • 3 Beds
  • 1 Bath
  • 1,129 Sq Ft

  1022 30th St NW, Winter Haven, FL 33881

  Beautifully remodeled 4-bedroom, 1-bath home featuring an open floor plan, bright living spaces, and a modern kitchen with brand-new stainless steel appliances. Spacious bedrooms filled with natural light and a large backyard perfect for outdoor enjoyment. Conveniently located near parks, schools, and shopping. Schedule your showing today!

  Jose Ferrer LA ROSA REALTY LLC

  1022 30th St NW, Winter Haven, FL 33881
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  /16

  $269,900

  • 3 Beds
  • 2 Baths
  • 1,460 Sq Ft

  5147 Magnolia Preserve Blvd, Winter Haven, FL 33880

  This move-in-ready 3-bedroom, 2-bath home features fresh interior paint, new carpet, and new LVP flooring throughout. The large living room showcases vaulted ceilings, creating an open and airy feel, while the kitchen offers a convenient breakfast bar. Step outside to enjoy a private yard with a patio—perfect for relaxing or entertaining.

  Robert Jones OFFERPAD BROKERAGE FL, LLC

  5147 Magnolia Preserve Blvd, Winter Haven, FL 33880
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  /30

  $249,900

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

  634 Wexford Ct, Winter Haven, FL 33884

  MOVE IN CONDITION! Nestled on a beautifully landscaped and tree shaded lot this well maintained 2 bedroom 2 bathroom patio home features split bedrooms with ample closets, an expansive great room with space for living and dining areas, breakfast nook in the kitchen and an attached 2 car garage. Additional amenities include an oversized rear screened porch overlooking a picturesque greenspace with

  Steven Smith, PA LOCKHART & ASSOCIATES INC

  634 Wexford Ct, Winter Haven, FL 33884
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  /10

  $199,900

  • 3 Beds
  • 1 Bath
  • 1,210 Sq Ft

  118 Orange Ave, Winter Haven, FL 33880

  BACK ON THE MARKET! INVESTORS SPECIAL! HANDYMAN SPECIAL! This cozy home is located just minutes from downtown Winter Haven. This cute home boast a 3 bedroom, 1 bath in the main house with screened in patio in the rear and two carports for parking currently rented under market rate. An additional highlight of this home is the de-attached 1br/1ba or mother-in-law suite, which includes a separate

  Sam Pergerson COLDWELL BANKER REALTY

  118 Orange Ave, Winter Haven, FL 33880
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  $267,990 New Construction

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

  Freeport II Plan at Annabelle Estates, Lake Wales, FL 33859

  The Freeport II floorplan at Annabelle Estates offers the perfect blend of comfort, functionality, and modern design. Built with durable all-concrete block construction, this one-story home maximizes living space with a bright, open-concept layout that’s ideal for everyday living and entertaining. As you enter through the foyer, you’ll find two spacious guest bedrooms and a full guest bath with a

  D.R. Horton Builder

  4019 Penelope Ave Unit 37619577, Lake Wales, FL 33859
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  /20

  $329,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,761 Sq Ft

  3318 Twilight Rd, Winter Haven, FL 33881

  Entering from the front porch, you step into the foyer, where two bedrooms greet you at the front of the home—each featuring a walk-in closet and sharing a full bath. As you continue down the hallway, you'll pass a coat closet, the laundry room, and access to the two-car garage. The layout then opens into the kitchen, family room, and dining area, creating a welcoming space for everyday living. A

  Starlight Homes Builder

  3318 Twilight Rd, Winter Haven, FL 33881
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  /17

  $495,000

  • Land
  • 4.27 Acres
  • $115,925 per Acre

  0 Pollard Rd, Winter Haven, FL 33884

  This property is located on Pollard Road, which has just been repaved. With the new easement, acquired by the City of Winter Haven, street lights have been added and also City water and City sewer is available. And best of all there is NO HOA. This property is in a rural setting, with the occasional train passing by, yet, less than 5 miles from Publix or the local theme park. Currently, this

  Jim Campbell CENTURY 21 MYERS REALTY

  0 Pollard Rd, Winter Haven, FL 33884
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  /47

  $39,000

  • 2 Beds
  • 2 Baths
  • 784 Sq Ft

  341 Sioux Dr Unit 64, Winter Haven, FL 33881

  Experience the exquisite charm of timeless design, offering a captivating combination of elegance, sophistication, and contemporary comfort that's sure to impress! This home is in Hidden Cove East, an 80% 55+ and 20% 40+ with park approval gated communitywith a variety of amenities including waterfront living, private boat docks and a fishing pier as well as a clubhouse with swimming pool hosting

  Michelle Gentile Renee's Resales

  341 Sioux Dr Unit 64, Winter Haven, FL 33881
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  /7

  $525,000

  • Land
  • 2.36 Acres
  • $222,458 per Acre

  7820 Thompson Nursery Rd, Winter Haven, FL 33884

  Beautiful 2.36 acre lakefront lot on lake bess. One of the last vacant lots left to build your home in this esteemed area of winter haven. Land is cleared and ready to build. All utilities are nearby/on the land. This land is conveniently located right off Thompson nursery road with a quick drive to restaurants, grocery stores, pet stores, convenience stores and highway 27. Everything you need is

  Ishaan Kumar KELLER WILLIAMS REALTY SMART 1

  7820 Thompson Nursery Rd, Winter Haven, FL 33884
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  /74

  $799,000

  • 4 Beds
  • 4 Baths
  • 2,905 Sq Ft

  9468 Waterford Oaks Dr, Winter Haven, FL 33884

  This custom-built home sets a higher standard of quality. Built by Waters, Inc. constructed this home in 2017. If Lake Life is your priority, living in Waterford Oaks gives you CHAIN OF LAKES ACCESS via Lake Winterset to more than twenty local lakes!Are you looking for a home with a private pool and a large yard? You don't have to compromise here! Welcome to your HALF ACRE LOT with FRUIT

  Ken Pozek REAL BROKER, LLC

  9468 Waterford Oaks Dr, Winter Haven, FL 33884
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  /4

  $399,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,507 Sq Ft

  Maui Plan at Willowbrook North, Winter Haven, FL 33881

  MAUI: Beautiful 2 Level, 2 Car Garage Home with Open Concept Living and 3 Bedrooms! The Maui plan is available in Coastal, Farmhouse or Traditional exterior designs.

  DRB Homes Builder

  0 Fl-544 St Unit 36849122, Winter Haven, FL 33881
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  /35

  $289,740 New Construction

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

  2799 Adeline Ave, Winter Haven, FL 33881

  The property is located at 2799 Adeline Ave WINTER HAVEN FL 33881 priced at 289740, 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

  2799 Adeline Ave, Winter Haven, FL 33881
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  /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
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  /47

  $279,900

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

  1502 Buckeye Rd NE Unit 2, Winter Haven, FL 33881

  Experience lakefront living at its best in this 2-story townhouse with 3 bedroom 3 bath on Lake Buckeye, located just minutes from Winter Haven. Christian School. !Enjoy breathtaking panoramic lake views from the living room, master bedroom balcony, . this spacious home is perfect for anyone looking to customize their living space. This property has great potential and features an oversized

  Joe Kuruvila KURUVILA REALTY ASSOCIATES LLC

  1502 Buckeye Rd NE Unit 2, Winter Haven, FL 33881
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  /35

  $299,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,221 Sq Ft

  6625 Thornhill Rd, Winter Haven, FL 33880

  ***BELOW MARKET VALUE*** New Construction 3 Bedrooms 2 Baths built by the best builder in the area WCM Construction! This home is built with high quality kitchen and bathroom cabinetry, Level 3 Granite counters throughout kitchen and baths, high end appliances, beautiful wood grain tile throughout the entire home - no carpet or wood. Built with perfection, yet affordably priced! Check out the

  Barry Macchione REMAX EXPERTS

  6625 Thornhill Rd, Winter Haven, FL 33880
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  /33

  $409,000

  • 3 Beds
  • 2.5 Baths
  • 2,566 Sq Ft

  1280 Denali Dr, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. Move-In Incentive Available! Qualified buyers who finance with our affiliated lender may choose one of the following: a 4.5 interest rate or $5,000 toward closing costs (buyer must qualify; incentive applies only when using our affiliated lender).Welcome to this stunning 3-bedroom, 2.5-bath two-story home located on a quiet cul-de-sac in the

  Luisa Hurtado LPT REALTY, LLC

  1280 Denali Dr, Winter Haven, FL 33881
• 

  

  /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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  /58

  $285,000

  • 2 Beds
  • 2 Baths
  • 2,005 Sq Ft

  1444 Kingfish Ln, Winter Haven, FL 33884

  Beautifully Maintained 2 bedroom, 2 bath home with a large 2 car garage, perfectly situated on a corner lot. Nestled in Lake Dexter Moorings with a Low Monthly HOA fee! Enjoy access to the neighborhood amenities - a sparkling community pool, a private boat ramp, and a dock. Freshly painted interior! Spanning just over 2,000 square feet of living space, this home offers a spacious great room, an

  Chrissi Jasso ASSOCIATE REALTY

  1444 Kingfish Ln, Winter Haven, FL 33884

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