Winter Haven, FL Homes for Sale under $100,000

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  /73

  $42,500

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,169 Sq Ft

  211 Grove Ave, Winter Haven, FL 33884

  ** Exclusive Listing! Age 55+ Land Lease Community. Contact listing agent below for ALL showings and offers.** You'll soon have your very own piece of Florida paradise as the new owner of this comfortably spacious and well maintained 1988 Fuqua. Priced right at $42,500, and measuring 27x38, plus the 11x13 Florida room, this home will provide approximately 1160 total square feet of interior living

  Shawna Kemp Mobile Home Spot Inc.

  211 Grove Ave, Winter Haven, FL 33884
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  /32

  $99,000

  • 3 Beds
  • 2 Baths
  • 1,226 Sq Ft

  333 Lake Howard Dr NW Unit 314D, Winter Haven, FL 33880

  Picture yourself in this top-floor, 3-bedroom, 2-bathroom condo with a Sun/Florida room, nestled in the desirable Imperial Harbor community of Winter Haven. With easy access via an elevator, this is the peaceful 55+ retreat you’ve been searching for!Imagine waking up and enjoying a morning stroll to the private community dock on Lake Howard, where you can cast a fishing line or set off on a boat

  Justin Cans IMPACT REALTY TAMPA BAY

  333 Lake Howard Dr NW Unit 314D, Winter Haven, FL 33880
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  /38

  $74,900

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft

  361 Putter Cir Unit 361, Winter Haven, FL 33881

  2 Bed | 2 Bath | 1144 square foot | $74,900 (Swiss Golf and Tennis- Lot 361) This beautiful, fully furnished and well maintained home is located in a highly desirable 55+ community. Highlights include: New architectural shingle roof and carport (2024) - AC (2024) - updated plumbing - Completely renovated guest bath - Indoor Laundry - New sod - Spacious shed with lots of storage space. Home has

  Brandi Sappington CRF Communities

  361 Putter Cir Unit 361, Winter Haven, FL 33881
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  /2

  $20,000

  • Land
  • 35,283 Sq Ft
  • $24,691 per Acre

  0 Avenue A E Unit F10556451, Winter Haven, FL 33880

  Vacant land being sold as-is. Seller has no knowledge of property condition, boundaries, utilities, zoning, or environmental status. Buyer is responsible for conducting all inspections and verifying suitability for intended use.For Zoning/Future Land Use contact Polk County or the Municipality the parcel is located in. Contact Listing Agent prior to showing

  Lisa Stewart Clearview Realty LLC

  0 Avenue A E Unit F10556451, Winter Haven, FL 33880
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  /23

  $80,000

  $5K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft

  5179 Orchid Tree Ln Unit 81, Winter Haven, FL 33880

  2bedrooms/2baths/1,456sf/$75,000/Winter Haven Oaks/#81 Charming and fully furnished, this beautiful two-bedroom, two bath home offers comfort, space and serene surroundings. Featuring a spacious den perfect for a home office or additional living area, the layout is both functional and inviting, brand new Air Conditioning will give you peace of mind. Situated on a stunning lot overlooking nature

  Donna Lattin CRF Communities

  5179 Orchid Tree Ln Unit 81, Winter Haven, FL 33880
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  /33

  $79,000

  • 2 Beds
  • 2 Baths
  • 1,154 Sq Ft

  1005 Eagle Dr Unit 1005, Winter Haven, FL 33881

  Move-In Ready, Fully Furnished & Packed with Value! Don't miss this beautifully maintained, fully furnished home in the highly desirable Swiss Golf & Tennis community! Whether you're looking for a year-round residence, a seasonal getaway, or an income-producing investment, this turnkey property checks all the boxes. Recent updates provide peace of mind, including a 2019 central A/C and a 2020

  Anthony Mondello ANTHONY JAMES REAL ESTATE

  1005 Eagle Dr Unit 1005, Winter Haven, FL 33881
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  /41

  $59,700

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 936 Sq Ft

  114 Village Ct, Winter Haven, FL 33884

  LOW LOT RENT! Welcome home to 114 Village Court, Winter Haven, FL, located in the desirable Lake Fox Village 55+ community. 80/20 rule allows for someone at the age of 45 plus to live here. This 2-bedroom, 2-bath home offers 946 square feet of comfortable living space and stands out with its warm wood-paneled interior, giving the home a cozy boat-cabin feel full of character and charm. The roof

  Daniel Butler Sun Realty of Florida

  114 Village Ct, Winter Haven, FL 33884
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  /5

  $10,000

  $5K PRICE DROP

  • Land
  • 1.01 Acres
  • $9,901 per Acre

  0 0 Unit MFRL4959833, Winter Haven, FL 33880

  PRICE DROP! Secluded 1.01-acre wooded parcel in Winter Haven — a rare opportunity for builders, investors, or those seeking a private homesite. Please note, the lot is wooded and currently does not have direct road access. Buyer to verify access, utilities, and development feasibility. Located in a growing area with convenient proximity to local amenities, lakes, and major highways.

  David Small KELLER WILLIAMS REALTY SMART 1

  0 0 Unit MFRL4959833, Winter Haven, FL 33880
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  /52

  $60,000

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft

  84 Gasparilla Pass, Winter Haven, FL 33880

  PRICE REDUCTION..You will LOVE this warm and inviting 2-bedroom, 2-bath oasis located near Lake Shipp, a natural freshwater lake, on the Chain of Lakes in beautiful Winter Haven, Florida! Over 1000 sq ft.of living space. Get ready for some fun in the sun in this lake community with so many lakes at your fingertips! Welcome home to this stylish residence with lots of character. Lovely tropical

  Linda Wilson Sunset Home Sales

  84 Gasparilla Pass, Winter Haven, FL 33880
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  /47

  $90,000

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,760 Sq Ft

  262 Alpine Dr, Winter Haven, FL 33881

  Swiss Village / Lot #262 / 2 Bedroom/2 Bath / 1,260 Sq. Ft.+ Florida Room/ $90,000.00 FINAL EPIC REDUCTION 20K FROM THE ORIGINAL PRICE!!! This is your chance to own a lakefront property at a ridiculously low price. This gorgeous lakeside home, with a dock, is now available! These homes rarely become available, so jump on this one before it is gone! It has so many updates/upgrades, such as:

  Jennifer Torres CRF Communities

  262 Alpine Dr, Winter Haven, FL 33881
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  /28

  $79,500

  $16K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  824 Sunningdale Ct Unit 14, Winter Haven, FL 33881

  Experience Privacy, Modern Comfort, and Resort-Style Living - 2-Bed, 2-Bath, 1,200 Sq Ft Home with Scenic Golf Course & Pond Views Homes in theFour Lakes Golf & Country Club, a pet-friendly, 55+ golf community inWinter Haven, Florida, are on lot leased land. Owning the home, but not the land, you pay a monthly lot rent of $830 which gives you and your guest access to the amenities of the

  Kathy Sutak Renee's Resales

  824 Sunningdale Ct Unit 14, Winter Haven, FL 33881
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  /33

  $78,800

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  1700 6th St NW Unit A38, Winter Haven, FL 33881

  Virtually Staged. Perched on the third floor, Unit A38 at Winter Haven Condominiums offers the perfect combination of privacy, comfort, and peaceful views. As a desirable end unit, you'll enjoy extra windows that fill the home with natural light along with added privacy from neighboring units. Best of all, elevator access means you can enjoy the top-floor location without worrying about the

  Shelby Beasley S & D REAL ESTATE SERVICE LLC

  1700 6th St NW Unit A38, Winter Haven, FL 33881
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  /3

  $80,000

  $10K PRICE DROP

  • Land
  • 4,791 Sq Ft
  • $727,273 per Acre

  0 Martin Luther King Blvd NE, Winter Haven, FL 33881

  Prime Commercial Mix- Use, Vacant Land – Cleared Corner Lot Opportunity! Excellent commercial development opportunity located on a high-traffic road with prime corner lot visibility, offering outstanding exposure for future retail or service-based businesses. Zoned Retail Sales / Service, this parcel is ideal for retail storefronts, professional services, convenience retail, or small business

  Chanmarlie Lim HOME WISE REALTY GROUP, INC.

  0 Martin Luther King Blvd NE, Winter Haven, FL 33881
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  /2

  $94,900

  $55K PRICE DROP

  • Land
  • 6,969 Sq Ft
  • $593,125 per Acre

  0 Spirit Lake Rd Unit MFRL4955714, Winter Haven, FL 33880

  LAKE FRONT PROPERY - A RARE FIND! Beautiful lake front property just waiting for your dream home. Enjoy beautiful sunsets and fish from your very own back yard. Property has been cleared and has a current survey available. Owner is a builder and has a house plan and site plan available should you choose to build with them.

  Amy Fuqua XCELLENCE

  0 Spirit Lake Rd Unit MFRL4955714, Winter Haven, FL 33880
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  /55

  $24,900

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  39 Morningside Rd, Winter Haven, FL 33881

  ** Exclusive Listing! Contact listing agent below for ALL showings and offers.** PRETTY 2BED/2BATH SPLIT PLAN WITH NEWER METAL ROOF! You can afford to soon be living the easy life as the new owner of this well maintained and nicely updated 1981 Fleetwood Broadmore. Priced to sell at $24,900, and measuring 14x60, plus the 11x16 screen room, this home will provide an approximate total of 1010

  Shawna Kemp Mobile Home Spot Inc.

  39 Morningside Rd, Winter Haven, FL 33881
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  /8

  $500

  • 2 Beds
  • 2 Baths

  309 Jupiter Ave Unit 71, Winter Haven, FL 33884

  Discover an incredible opportunity at 309 Jupiter Ave, located in the peaceful Cypress Harbor 55+ community. This 2-bedroom, 2-bathroom home offers fantastic bones and several valuable upgrades already in place. The layout features a large master bedroom and a nice guest bedroom, along with an updated bathroom. You will stay comfortable year-round thanks to individual split-unit AC systems

  Danna Fields Bedrock MH Sales LLC

  309 Jupiter Ave Unit 71, Winter Haven, FL 33884
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  /13

  $59,900

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft

  2602 Ashburn Place Unit 754, Winter Haven, FL 33881

  2 Bed, 2 Bath | 1120 Sq. Ft. | Lot 754 | $59,900 This charming and well‐kept 2001 manufactured home offers 2 bedrooms, each with its own ensuite bathroom, providing privacy for residents and guests. With 1120 sq. ft. of living space, a large driveway, and a fully furnished interior, this home is move‐in ready and full of potential. Enjoy the added bonus of a golf cart and one year of free golf,

  Cheryl Dobbs CRF Communities

  2602 Ashburn Place Unit 754, Winter Haven, FL 33881
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  /19

  $45,500

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft

  138 Rigi Slope Dr, Winter Haven, FL 33881

  2-bedroom 2-bath home is located on a corner lot. Hardwood floors in living area and laminate flooring in the bedrooms. Kitchen boasts white cabinets and a coffee bar. Built-in China cabinet in the dining room. French doors lead to the large, screened room on the side off the living room. Main bedroom has walk-in closet, and master bathroom has walk-in shower, and updates. Furnished, clean and

  Leslie Yokshas Flamingo Mobile Home Sales

  138 Rigi Slope Dr, Winter Haven, FL 33881
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  /55

  $39,900

  $5K PRICE DROP

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

  120 Hideaway Ln Unit 120, Winter Haven, FL 33881

  Hidden Cove / Lot #120 / 2 Bedroom/2 Bath / 1,040 Sq. Ft. / NOW ONLY $39,900.00 !!! THAT'S A 5k PRICE REDUCTION! This home may be a 1983, but it doesn't look a day over 2024 with all of the work that has been done! Located in beautiful Hidden Cove, this gorgeous home boasts: New A/C New Vapor Barrier, Tie Downs & Insulation New Thermo-Pane Windows & Siding Luxury Vinyl Plank Flooring Throughout

  Jennifer Torres CRF Communities

  120 Hideaway Ln Unit 120, Winter Haven, FL 33881
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  /3

  $49,000

  • Land
  • 6,969 Sq Ft
  • $306,250 per Acre

  1251 37th St NW, Winter Haven, FL 33881

  Looking for the perfect spot to build your dream home or put your mobile home? Look no further than this gorgeous vacant lot in Winter Haven, Florida! Measuring 0.16 acres, this prime piece of real estate is situated just a stone's throw from Westwood Middle School, making it the ideal location for families or anyone looking to enjoy easy access to excellent schools. With plenty of space to

  Jefferson Dorsey CENTURY 21 MYERS REALTY

  1251 37th St NW, Winter Haven, FL 33881
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  /9

  $59,900

  • 2 Beds
  • 2 Baths

  83 Stebbins Dr Unit 43, Winter Haven, FL 33884

  Gabriel Dumeng AMAZING MOBILE HOMES LLC

  83 Stebbins Dr Unit 43, Winter Haven, FL 33884
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  /22

  $26,000

  $8K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 728 Sq Ft

  449 Coral Dr Unit 449, Winter Haven, FL 33881

  Hidden Cove West / Lot #449 / 2 Bedroom/1.5 Bath / 728 Sq. Ft. / REDUCED TO $26,000.00 This home is nestled in a beautiful, quiet cul-de-sac, and is ready for someone new to call it home. It offers: New A/C, New Hot Water, Heater, Large Lot, Split Floor Plan, Large Screen Room Long Driveway This home has so much to offer at an affordable price! It is a GREAT HOME! It has been on the market for

  Jennifer Torres CRF Communities

  449 Coral Dr Unit 449, Winter Haven, FL 33881
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  /37

  $99,990

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths

  21 Key West Ave, Winter Haven, FL 33880

  A Must See well-maintained 2 Bedroom / 2 Bath - 2025 Build in Shipp Reck 55+ Community. Welcome to easy Florida living in the desirable Shipp Reck community in Winter Haven, Florida. This beautiful 2025-built home with only one owner features 2 bedrooms and 2 bathrooms and comes fully furnished making it move-in ready, the perfect seasonal getaway or full-time residence. Step inside to an open

  Linda Wilson Sunset Home Sales

  21 Key West Ave, Winter Haven, FL 33880
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  /50

  $92,900

  $11K PRICE DROP

  • 2 Beds
  • 2 Baths

  1765 Glen Abby Ln Unit 738, Winter Haven, FL 33881

  This 2 Bedroom/2 Bath listed at $92,900 is located on a large corner lot, fully furnished and is ready for you to move in and take advantage of all that Four Lakes Golf Club community has to offer. This home includes many updates including new A/C unit in 2025, carport replacement 2024, updated appliances, in home washer/dryer, whole house air filtration and 4 passenger electric golf cart. The

  Deb Bartholomew Sunset Home Sales

  1765 Glen Abby Ln Unit 738, Winter Haven, FL 33881
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  /3

  $58,999

  $1K PRICE DROP

  • Land
  • 12,196 Sq Ft
  • $210,711 per Acre

  213 10th Wahneta St W, Winter Haven, FL 33880

  1 Lot that must be sold with Lot 2 Please see MLS#P4934066, SEE REALTOR REMARKS, Attention investors and those looking for a great deal! Seize a truly unique opportunity to own two lots for the price of one. This property includes a single-family home with 3 bedrooms and 2-bathroom address 215 10th Wahneta St W Winter Haven FL, as well as a single-wide mobile home from 1988 with 2 bedrooms and 1

  Jennifer Daniell J&T PROPERTY SOLUTIONS GROUP LLC

  213 10th Wahneta St W, Winter Haven, FL 33880
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  /41

  $28,000

  $8K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  191 Fountain Way, Winter Haven, FL 33881

  THIS WELL-MAINTAINED 2-BEDROOM, 2-BATHROOM HOME OFFERS A COMFORTABLE AND FUNCTIONAL LAYOUT WITH AN OPEN FLOOR PLAN! This well-maintained 2-bedroom, 2-bathroom home offers a comfortable and functional layout with an open floor plan that feels bright and inviting. The home feels bright and inviting, and features carpeting only in the bedrooms, with easy-to-maintain flooring throughout the main

  Whitney Campbell-Conkey Pelican's Nest Mobile Home Sales, LLC.

  191 Fountain Way, Winter Haven, FL 33881
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  /15

  $24,999

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 896 Sq Ft

  26 Lazy Ln, Lake Alfred, FL 33850

  LOWERED PRICE and QUICK CLOSE in 3-5 days!! This spacious 3-bedroom, 2-bathroom home is located on a desirable corner lot in the 55 community of Leisure Homes MHP. This well-lit home features an open floor plan, beautiful shade trees, and is partially furnished for added convenience. Each bedroom includes built-in dressers, and additional features include an inside laundry room, vinyl flooring,

  Todd Newby NEWBY REALTY INC

  26 Lazy Ln, Lake Alfred, FL 33850
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  /30

  $48,000

  $15K PRICE DROP

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

  127 Chive St, Cypress Gardens, FL 33884

  Motivated seller, make offer!! This home is a must-see, with an open floor plan. Prepare to be amazed the moment you step into this spacious home. The interior has been remodeled, upgraded, and is, move-in-ready.- Recent Updates Include: • New windows- •New Siding-• New subflooring and joists- • New interior doors, flooring, and light fixtures - • Brand-new kitchen countertops, and appliances- •

  Tanya Johnston American Mobile Home Sales of Tampa Bay, Inc.

  127 Chive St, Cypress Gardens, FL 33884
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  /15

  $75,000

  New Construction $55K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  1 Leisure Ln, Lake Alfred, FL 33850

  Price Just Reduced! This stunning custom-built 2 bedroom, 2 bathroom home is move-in ready and can close in as little as 3-5 days! Featuring numerous upgrades, including a large farmhouse-style kitchen sink, stainless steel Whirlpool appliances, walk-in closets, and an open floor plan perfect for entertaining. Enjoy a spacious, fenced lot in Leisure Homes MHP, a peaceful 55 lakeside community.

  Todd Newby NEWBY REALTY INC

  1 Leisure Ln, Lake Alfred, FL 33850
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  /6

  $65,000

  • Land
  • 9,583 Sq Ft
  • $295,455 per Acre

  9320 Canal Rd, Haines City, FL 33844

  Beautiful lot with a lot of potential, this property has 2 lots and are selling together. You can build in one lot or in both lots. Canal in the back connect with Lake Marion but canal needs to be cleared. A lot of new build and construction near by including shopping areas within 8 miles and a new Publix 4.4. electricity available, well needs pump and needs a new septic.

  Yolanda Soto Rosado ONE TEAM REALTY

  9320 Canal Rd, Haines City, FL 33844

Showing Results 161 - 190, Page 5 of 5