Winter Haven, FL Homes under $100,000

• 

  

  

  /44

  $58,900

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

  188 Edelweiss Dr, Winter Haven, FL 33881

  Elegant Contemporary Design Home along with elements of architectural appeal and a soothing neutral color palette ready for its new owner to move-in with ease. This home is in Swiss Village, a large 55+ community with a variety of amenities including waterfront living, mini golf, a fishing pier, clubhouse, and large heated pool and so much more. Homes in this community are on lot leased land

  Beverly Hopkins Renee's Resales

  188 Edelweiss Dr, Winter Haven, FL 33881
• 

  

  

  /53

  $20,000

  • 2 Beds
  • 1 Bath

  98 Lake Charlotte Dr W, Winter Haven, FL 33880

  This home offers stunning curb appeal and is in close proximity to park amenities in Winter Haven MHC. Enjoy all that sunny Florida has to offer, whether you are just here for the winter or if you are looking for a full-time home! The lot rent is approximately $640 per month. Relax in the screened-in lanai, which is the place to observe most things going on in the park. Plenty of storage and

  Cynthia Cole Sunset Home Sales

  98 Lake Charlotte Dr W, Winter Haven, FL 33880
• 

  

  

  /31

  $79,900

  • 2 Beds
  • 2 Baths
  • 1,159 Sq Ft

  1051 La Costa Ln Unit 116, Winter Haven, FL 33881

  PRICE REDUCED Again to $79,900! Nestled on a quiet lot on La Costa Lane, this charming two-bedroom, two-bathroom property is the perfect place to call home. Fully furnished and move in ready, this home offers 1,159 sq. ft. of thoughtfully designed living space, plus additional square footage in the enclosed lanai. INTERIOR HIGHLIGHTS: -Modern laminate plank flooring throughout for a

  Cheryl Dobbs CRF Communities

  1051 La Costa Ln Unit 116, Winter Haven, FL 33881
• 

  

  

  /22

  $84,900

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

  1420 Wild Dunes Ct Unit 58, Winter Haven, FL 33881

  2 Bedroom | 2 Bath | 1,148 sq ft | $84,900 Immaculate home in a premier 55+ Community! Four Lakes Golf Club lot 58 is a meticulously maintained home, nestled in a sunny Central Florida. Situated on a desirable perimeter lot adjacent to a serene Florida preserve, this home offers the perfect blend of privacy and tranquility. Priced well at just $84,900- ideal for seasonal escapes or

  Cheryl Dobbs CRF Communities

  1420 Wild Dunes Ct Unit 58, Winter Haven, FL 33881
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  /36

  $75,000

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  1700 6th St NW Unit C27, Winter Haven, FL 33881

  Welcome to your one bedroom one bath 55+ condo located on the second floor. There is Ceramic tile in the kitchen and bathrooms. The kitchen features an abundance of cabinetry. Vertical blinds are the finishing touches to all of the windows. Front porch area is entirely screened. The community features a massive heated pool, clubhouse, shuffleboard, and a grilling area with a nice area to

  Annie Wood HARPER REALTY FL, LLC

  1700 6th St NW Unit C27, Winter Haven, FL 33881
• 

  /2

  $49,000

  • Land
  • 1.10 Acres
  • $44,545 per Acre

  0 U S 17, Winter Haven, FL 33881

  Vacant Residential. Note: buyers I emphasize the importance of conducting thorough due diligence to ensure that the property meets your expectations and requirements.

  Samih Sadiq KELLY RIGHT REAL ESTATE

  0 U S 17, Winter Haven, FL 33881
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  /9

  $39,900

  • Land
  • 0.15 Acre
  • $266,000 per Acre

  0 Pine Island Dr, Winter Haven, FL 33881

  This .14-acre vacant lot offers a fantastic opportunity to build your dream home or invest in a prime piece of land. Easy access to local amenities and conveniences. Don't miss out!

  Ben Becton KELLER WILLIAMS REALTY SMART

  0 Pine Island Dr, Winter Haven, FL 33881
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  /2

  $49,000

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

  0 Gerber Dairy Rd Unit MFRO6269500, Winter Haven, FL 33880

  Vacant Residential. Note: buyers I emphasize the importance of conducting thorough due diligence to ensure that the property meets your expectations and requirements.

  Samih Sadiq KELLY RIGHT REAL ESTATE

  0 Gerber Dairy Rd Unit MFRO6269500, Winter Haven, FL 33880
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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

  Vacant Residential. Note: buyers I emphasize the importance of conducting thorough due diligence to ensure that the property meets your expectations and requirements.

  Samih Sadiq KELLY RIGHT REAL ESTATE

  0 Gerber Dairy Rd Unit MFRO6269494, Winter Haven, FL 33880
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  /2

  $49,000

  • Land
  • 1.01 Acres
  • $48,515 per Acre

  0 Gerber Dairy Rd Unit MFRO6269496, Winter Haven, FL 33880

  Vacant Residential. Note: buyers I emphasize the importance of conducting thorough due diligence to ensure that the property meets your expectations and requirements.

  Samih Sadiq KELLY RIGHT REAL ESTATE

  0 Gerber Dairy Rd Unit MFRO6269496, Winter Haven, FL 33880
• 

  /2

  $49,000

  • Land
  • 1.00 Acre
  • $49,000 per Acre

  0 Gerber Dairy Rd Unit MFRO6269495, Winter Haven, FL 33880

  Vacant Residential. Note: buyers I emphasize the importance of conducting thorough due diligence to ensure that the property meets your expectations and requirements.

  Samih Sadiq KELLY RIGHT REAL ESTATE

  0 Gerber Dairy Rd Unit MFRO6269495, Winter Haven, FL 33880
• 

  /2

  $49,000

  • Land
  • 1.01 Acres
  • $48,515 per Acre

  0 Gerber Dairy Rd Unit MFRO6269493, Winter Haven, FL 33880

  Vacant Residential. Note: buyers I emphasize the importance of conducting thorough due diligence to ensure that the property meets your expectations and requirements.

  Samih Sadiq KELLY RIGHT REAL ESTATE

  0 Gerber Dairy Rd Unit MFRO6269493, Winter Haven, FL 33880
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  /2

  $49,000

  • Land
  • 1.05 Acres
  • $46,667 per Acre

  0 Gerber Dairy Rd Unit MFRO6269485, Winter Haven, FL 33880

  Vacant Residential. Note: buyers I emphasize the importance of conducting thorough due diligence to ensure that the property meets your expectations and requirements.

  Samih Sadiq KELLY RIGHT REAL ESTATE

  0 Gerber Dairy Rd Unit MFRO6269485, Winter Haven, FL 33880
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  /2

  $49,000

  • Land
  • 1.27 Acres
  • $38,583 per Acre

  0 Gerber Dairy Rd Unit MFRO6269090, Winter Haven, FL 33880

  Vacant Residential. Note: buyers I emphasize the importance of conducting thorough due diligence to ensure that the property meets your expectations and requirements.

  Samih Sadiq KELLY RIGHT REAL ESTATE

  0 Gerber Dairy Rd Unit MFRO6269090, Winter Haven, FL 33880
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  /12

  $37,000

  • 2 Beds
  • 1.5 Baths
  • 888 Sq Ft

  24 Tangelo Dr, Winter Haven, FL 33884

  New Price! 2-bedroom 1 1/2-bath home has laminate flooring throughout. Appliances included. Open kitchen with attached dining area. Enclosed Florida room with windows for added living space. Master bedroom has 1/2 bath attached. Bedroom 2 has washer and dryer in closet and has a separate entrance. Furniture negotiable including King size adjustable bed with remote. Corner lot. Shed included. New

  Leslie Yokshas Flamingo Mobile Home Sales

  24 Tangelo Dr, Winter Haven, FL 33884
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  /83

  $79,900

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft

  15 Marina Dr, Winter Haven, FL 33881

  Swiss Golf & Tennis 55+ Community -Charming, mostly furnished move-In ready home with 2 spacious bedrooms and large closets, Indoor laundry room, Large Florida room, long double carport with ample parking and oversized shed with space for the included Golf Cart! Recently updated (2023) with -New roof -New double carport -New flooring and subflooring -New vapor barrier -Kinetico water system. This

  Brandi Sappington CRF Communities

  15 Marina Dr, Winter Haven, FL 33881
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  /28

  $89,900

  • 2 Beds
  • 2 Baths
  • 1,242 Sq Ft

  1614 Glen Abby Ln Unit 224, Winter Haven, FL 33881

  Step into this neatly furnished two-bedroom home featuring laminate flooring throughout! Being sold "TURNKEY" this home is ready to be lived in making moving simple and convenient. Enjoy scenic views of the 9th Fairway from your enclosed lanai that provides heat and air making the space available to use year round. KEY FEATURES: -Drywall in main living area & Primary Suite -Updated

  Cheryl Dobbs CRF Communities

  1614 Glen Abby Ln Unit 224, Winter Haven, FL 33881
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  /37

  $51,500

  • 2 Beds
  • 2 Baths
  • 1,508 Sq Ft

  227 Alpine Dr, Winter Haven, FL 33881

  Spacious Home on a Perimeter Lot $500 seller concession Homes in this Swiss Village, a 55+ pet friendly community are on lot leased land in Winter Haven, Florida. Owning the home, but not the land, you pay a monthly lot rent of $591 which gives you and your guest access to the amenities of the community. This home is situated on a perimeter lot with a side view of the lake. Inside this

  Kathy Sutak Renee's Resales

  227 Alpine Dr, Winter Haven, FL 33881
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  /72

  $60,000

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

  241 Fairway Cir, Winter Haven, FL 33881

  NEW PRICE for this beautiful 2/2, 1040 sq ft home in the highly sought-after 55+ gated community, Swiss Golf & Tennis, in sunny Central Florida. One of the few lot lease parks with reasonable monthly lot rent of $595. Whether you're looking for a permanent home or a seasonal get away, this immaculate home is for you. It has ample space to enjoy everything the Florida lifestyle offers. It is a

  Cynthia Cole Sunset Home Sales

  241 Fairway Cir, Winter Haven, FL 33881
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  /51

  $39,990

  • 2 Beds
  • 2 Baths

  20 Charles Dr, Winter Haven, FL 33880

  Welcome to this charming 2-bedroom, 2-bathroom home in the peaceful Winter Haven MHC, a premier 55+ manufactured home community. This well-maintained property features recent updates including new flooring and a water softener system, plus a reliable HVAC system less than 10 years old and a durable rubber roof. Also can't forget the HURRICANE BLINDS in the screened porch! Located in the heart

  Chrissy Walter Sunset Home Sales

  20 Charles Dr, Winter Haven, FL 33880
• 

  

  /11

  $92,900

  • 2 Beds
  • 1.5 Baths
  • 992 Sq Ft

  4067 Rolling Oaks Dr, Winter Haven, FL 33880

  This home is move in ready! Being sold furnished. This home has a lot of updates. Newer,washer,dryer,refrig.,stove with warranty still on refrigerator. and range. Newer hot water heater 2018,CHA 2020,roof 2020;Home has been recently painted. So move in with piece of mind. Enjoy your coffee in the spacious enclosed front porch area. Shed area doors have been updated so you can pull a golf cart in.

  Rita Stead SOUTHERN BELLE REALTY

  4067 Rolling Oaks Dr, Winter Haven, FL 33880
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  /82

  $59,900

  • 2 Beds
  • 2 Baths

  279 Putter Cir, Winter Haven, FL 33881

  Location, Location, Location! PRICE REDUCTION! MOTIVATED SELLER!!! This generously sized home is nestled in the gated community of Swiss Golf & Tennis, offering stunning golf course views. Conveniently situated near the Swiss Clubhouse, restaurant, and pub, you'll have a front-row seat to the park's vibrant activities. The property includes a drive and carport with parking for two cars, plus

  Cynthia Cole Sunset Home Sales

  279 Putter Cir, Winter Haven, FL 33881
• 

  

  /28

  $69,900

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  511 Leyland Cypress Way Unit 58, Winter Haven, FL 33881

  Retire in Style and Relax in Comfort in this Charming Home! If you're looking for fun in the sun, this charming 2-bedroom, 2-bath double-wide manufactured home offers 864 sq. ft. of spacious, open-concept living with a convenient split-bedroom floor plan. Homes in Cypress Creek Village, a 55+ pet-friendly community in Winter Haven, Florida, are on lot leased land. Owning the home, but not

  Tammy Barnhart Renee's Resales

  511 Leyland Cypress Way Unit 58, Winter Haven, FL 33881
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  /28

  $99,900

  • 2 Beds
  • 2 Baths
  • 1,352 Sq Ft

  134 Lake Hazel Dr, Winter Haven, FL 33884

  2-Bedroom, 2-Bathroom Mobile Home in a 55+ Community of ORANGE MANOR WEST-NO LOT RENT!-This spacious 1,352 sq. ft. double wide mobile home located in a 55+ community that offers a wealth of amenities for an active lifestyle. The living room features sliding glass doors that open to a front enclosed Florida room, perfect for enjoying the view of your front yard. The kitchen comes fully equipped

  Kelley Vogel Blackburn COLDWELL BANKER REALTY

  134 Lake Hazel Dr, Winter Haven, FL 33884
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  /30

  $39,900

  • 3 Beds
  • 2.5 Baths
  • 1,390 Sq Ft

  18 Parkwood Rd, Winter Haven, FL 33881

  **Exclusive Listing! Age 55+ Land Lease Community. Contact listing agent below for ALL showings and offers.** RARE 3BED/2.5 BATH DOUBLE WIDE! You will quickly make yourself right at home as the new owner of this comfortably spacious and smartly expanded 1973 Double Wide. Priced right at $39,900, and measuring 24x48, plus the additions of the Florida room and third bedroom, this home will

  Shawna Spot Mobile Home Spot Inc.

  18 Parkwood Rd, Winter Haven, FL 33881
• 

  

  /55

  $49,999

  225 Alpine Dr, Winter Haven, FL 33881

  NEW SUNROOM (THE FRAME AND ROOF) Welcome to 225 Alpine Dr in Swiss Village, a cozy 2-bed, 2-bath home nestled in a gated 55+ community. This charming property offers a peaceful lifestyle with stunning views of Lake Henry from its north-facing sunroom. Step inside to find a well-maintained interior featuring a spacious kitchen with all appliances included. Recent updates make this home

  Chrissy Walter Sunset Home Sales

  225 Alpine Dr, Winter Haven, FL 33881
• 

  

  /4

  $82,500

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

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

  Ground floor unit overlooking the pool and recreation area. This is a smoke free and animal free neighborhood.

  Jane Tyl CHOICE PROPERTIES OF CENT FL

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

  

  /59

  $49,990

  • 2 Beds
  • 2 Baths

  196 Edelweiss Dr, Winter Haven, FL 33881

  NEW ROOF, NEW AWNING, SCREEN, AND AC ONLY 2 YEARS OLD! DON'T MISS THE BIG ITEMS UPDATE!! Welcome to 196 Edelweiss Dr, a charming new listing in the heart of Winter Haven, FL. This cozy 2-bedroom, 2-bathroom house offers 1,560 sqft of comfortable living space, perfect for those seeking a relaxed retirement lifestyle. Situated in the Swiss Village, an active 55+ community, this home provides a

  Chrissy Walter Sunset Home Sales

  196 Edelweiss Dr, Winter Haven, FL 33881
• 

  

  /26

  $76,500

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

  218 Green Meadow Dr, Winter Haven, FL 33884

  New Price! 2-bedroom 2-bathroom home is well-kept and very clean. Large kitchen with island and lots of cabinet space. Combo dining living room has built-in shelving and is perfect for entertaining. Built-in desk in the hall. Large main bedroom has walk-in closet. Main bedroom bath has walk-in shower. Indoor laundry. Screened room on the side. Exterior painted 2024. New duct work 2023. Near Lego

  Leslie Yokshas Flamingo Mobile Home Sales

  218 Green Meadow Dr, Winter Haven, FL 33884
• 

  

  /26

  $67,000

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

  191 Sweet Cir, Winter Haven, FL 33884

  LOOK NO FURTHER!!! 2Bed/2Bath located in a fabulous 55+ gated CO-OP community in Winter Haven. The community provides a lifestyle tailored to active older adults. Pool, Clubhouse, Horseshoes, Billiards, Mini Golf, Shuffleboard, Fishing, Bingo, Arts & Crafts are just a few of the many amenities you'll enjoy. The home features NEW FLOORING, walk-in closets in both bedrooms, the ac, roof, hot

  Anthony Medina KELLER WILLIAMS REALTY SMART 1

  191 Sweet Cir, Winter Haven, FL 33884
• 

  

  /32

  $59,900

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

  210 Sweet Cir, Winter Haven, FL 33884

  This spacious home is move in ready, generously sized and ultra-comfortable haven. Orange Manor West is a 55+ Active Adult, Gated Community located in Winter Haven, Florida.When you purchase this home, you own the home and lease the land.Lot rent is approximately $535.00 and includes trash service and Wi-Fi and cable, along with park amenities for you and your guests to enjoy. ~~ This

  Tammy Barnhart Renee's Resales

  210 Sweet Cir, Winter Haven, FL 33884
• 

  

  /22

  $89,900

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

  1017 La Costa Ln Unit 133, Winter Haven, FL 33881

  2 Bedroom | 2 Bath | 1,008 sf | $89,900 Featuring a recent price reduction, Lot 133 is an affordable opportunity to own a fully furnished home in the top-notch community of Four Lakes Golf Club! Home Highlights: - Sweet Front Porch: Relax and enjoy the Florida breeze on your screened-in front porch featuring brand-new screens. - Updated Necessities: A/C installed in 2021, laminate flooring

  Cheryl Dobbs CRF Communities

  1017 La Costa Ln Unit 133, Winter Haven, FL 33881
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  /15

  $21,000

  • Land
  • 0.05 Acre
  • $420,000 per Acre

  7066 Fairview Village Cir, Winter Haven, FL 33881

  Welcome to your future home site in a vibrant 55+ community, perfectly positioned along the tranquil canal connecting Lake Hamilton to Lake Henry, with breathtaking views of Lake Henry itself. This is an ideal location for boating and fishing enthusiasts, offering exclusive access to the waterway. The community boasts a wide array of activities and amenities, including a refreshing pool,

  Kristin Kellin KELLER WILLIAMS REALTY SMART

  7066 Fairview Village Cir, Winter Haven, FL 33881
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  /5

  $62,000

  • Land
  • 0.13 Acre
  • $476,923 per Acre

  1304 Salisbury Dr, Winter Haven, FL 33881

  SELLER IS MOTIVATED!!! Ready to build your dream home! Located close to schools, shopping malls, downtown, medical facilities, parks, public boat ramps, and Lego Land in the city chain of lake.

  Jean Toussaint WEICHERT REALTORS HALLMARK PRO

  1304 Salisbury Dr, Winter Haven, FL 33881
• 

  

  /5

  $74,900

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  400 El Camino Dr Unit 223, Winter Haven, FL 33884

  REDUCED!!! SELLER SAYS "SELL" THIS ONE BEDROOM CONDO AT ORCHID SPRINGS VILLAGE, A TRANQUIL 55+ COMMUNITY, HAS GREAT VIEWS OF MATURE LANDSCAPING - TROPICAL, QUIET & PEACEFUL! Close proximity to shopping, medical, US Hwy 27 and I-4! Charming 1 bedroom 1.5 bath second floor residence, a great place to call home! Water, sewer, trash, natural gas, grounds upkeep and assigned parking space are

  Catherine Kluytenaar THE K TEAM REAL ESTATE SERVICES LLC

  400 El Camino Dr Unit 223, Winter Haven, FL 33884
• 

  

  /31

  $38,000

  • 3 Beds
  • 3 Baths
  • 1,772 Sq Ft

  93 Misty Meadow Rd, Winter Haven, FL 33881

  ** Exclusive Listing! Age 55+ Land Lease Community. Contact listing agent below for ALL showings and offers.** As soon as you set your eyes on this truly unique and super spacious double wide and single wide combination, you'll know it's the one you've been looking for! Priced right at $38,000, the 1974 double wide measures 23x52, the 1976 single wide addition measures 12x48, for an

  Shawna Spot Mobile Home Spot Inc.

  93 Misty Meadow Rd, Winter Haven, FL 33881
• 

  

  /30

  $99,900

  • 2 Beds
  • 2 Baths
  • 1,474 Sq Ft

  928 La Quinta Blvd Unit 210, Winter Haven, FL 33881

  2 Bedroom | 2 Bath | 1,474 sq ft | $99,900 Welcome to Lot 210 in Four Lakes Golf Club, a delightful two-bedroom, two-bath home nestled in the heart of our vibrant 55+ active retirement community. Now priced at an incredible$99,900(a significant drop from $115,000!), this gem is unique, and homey. Our Favorite Features: - Prime Location:Situated just off the main drive of La Quinta

  Cheryl Dobbs CRF Communities

  928 La Quinta Blvd Unit 210, Winter Haven, FL 33881
• 

  

  /18

  $39,900

  • 1 Bed
  • 1 Bath
  • 618 Sq Ft

  5601 Cypress Gardens Rd Unit M14B, Winter Haven, FL 33884

  MOBILE COMFORT: Cozy Retreat for Seniors....................1989 PENT park model with a 21 x 10 addition for more living space makes a cozy retreat. In pristine condition, this home is move-in ready..................... • 9 x 9 additional laundry room built onto home with plenty of space for storage.... • Workshop/tool shed in back of property also stays with tools included..... • Private

  Kelley Donofrio Renee's Resales

  5601 Cypress Gardens Rd Unit M14B, Winter Haven, FL 33884
• 

  

  /32

  $75,000

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft

  78 Misty Meadow Rd, Winter Haven, FL 33881

  ** Exclusive Listing! Age 55+ Land Lease Community with $520 monthly lot rent. Contact listing agent below for ALL showings and offers.** You will soon have your slice of Sunshine State paradise as the new proud owner of this remarkably well maintained and thoroughly updated 1980 Double Wide home. Priced right at $75,000, and measuring 23x48, plus the 12x16 Florida room, this home will provide

  Shawna Spot Mobile Home Spot Inc.

  78 Misty Meadow Rd, Winter Haven, FL 33881
• 

  

  /28

  $39,900

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

  57 Morningside Rd, Winter Haven, FL 33881

  ** Exclusive Listing! Age 55+ Land Lease Community. Contact listing agent below for ALL showings and offers.** You will quickly make yourself right at home as the new owner of this comfortably spacious and well cared for 1973 Double Wide. Priced right at $39,900, and measuring 24x48, plus the two screen room additions, this home will provide an approximate total of 1440 square feet of

  Shawna Spot Mobile Home Spot Inc.

  57 Morningside Rd, Winter Haven, FL 33881

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