Winter Haven, FL Homes for Sale in a Senior Community under $100,000

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  /73

  $47,500

  • 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 $47,500, 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

  $63,000

  • 2 Beds
  • 2 Baths
  • 1,701 Sq Ft

  60 Bern Dr Unit 60, Winter Haven, FL 33881

  Swiss Village / Lot #60 / 2 Bedroom/ 2 Bath/ 1,701 Sq. Ft. / $63,000.00 SPRING SAVINGS WITH A 12K PRICE REDUCTION!!!! This GORGEOUS home has been meticulously taken care of and updated with: New Flooring, A/C, Roof, 13x9 Florida Room (which adds additonal sq. footage), & Updated Bathrooms! Fully furnished, this spacious home allows you plenty of room for storage and moving about (not that you

  Jennifer Torres CRF Communities

  60 Bern Dr Unit 60, Winter Haven, FL 33881
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  /36

  $39,900

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  474 Lake Henry Cir, Winter Haven, FL 33881

  Hidden Cove West / Lot #474 / 2 Bed/2 Bath / 924 Sq. Ft. / $39,900.00 SPRING SAVINGS! GORGEOUS HOME REDUCED 10K AND CLOSE BY MARCH 2026!! This popular floor plan offers plenty of room and storage and is the largest of our single-wide floor plans! It is furnished and boasts: New wiring, LVP Flooring, New windows, New Underpinning, Outside Paint, and Hurricane Shutters!! This is truly a TURN-KEY

  Jennifer Torres CRF Communities

  474 Lake Henry Cir, Winter Haven, FL 33881
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  /22

  $45,000

  • 2 Beds
  • 2 Baths
  • 672 Sq Ft

  46 Odessa Dr SW, Winter Haven, FL 33880

  Fixer Upper with Split Floor Plan in a 55+ Community - Winter Haven, Florida Homes in Garden Mobile Village, a 55+ community are on lot leased land Winter Haven, Florida. Owning the home, but not the land, you pay a monthly lot rent of $462.00 which gives you and your guest access to the amenities of the community. Water, sewer & trash are included in the lot fee. Also, each home has a boat

  Bette Johnson Renee's Resales

  46 Odessa Dr SW, Winter Haven, FL 33880
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  /31

  $65,000

  • 2 Beds
  • 2 Baths
  • 1,584 Sq Ft

  77 Bern Dr, Winter Haven, FL 33881

  Swiss Village / Lot #77/ 2 Bed/ 2 Bath / 1,584 Sq. Ft./ REDUCED TO $65,000.00 !! Reasonable offers will be considered by the Seller. This gorgeous home has been updated with: Sprinkler System Leaf Filter on Gutters Painted inside and out Laundry in the shed with sink Luxury Vinyl Plank Flooring Roof And so much more! It offers a formal dining room, new appliances, and large bedrooms! It has a

  Jennifer Torres CRF Communities

  77 Bern Dr, Winter Haven, FL 33881
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  /18

  $32,500

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  132 Mandarin Dr SE, Winter Haven, FL 33884

  Stress-Free Retirement Awaits in this Immaculate and Turnkey Home! Homes in Orange Manor East, a pet friendly, 55+ community are on lot leased land in Winter Haven, Florida. Owning the home, but not the land, you pay a monthly lot rent of $536 which gives you and your guest access to the amenities of the community. Trash also included in the lot fee. Discover the perfect blend of comfort and

  Bette Johnson Renee's Resales

  132 Mandarin Dr SE, Winter Haven, FL 33884
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  /24

  $79,000

  • 2 Beds
  • 2 Baths
  • 1,128 Sq Ft

  508 Lakeside Ranch Way, Winter Haven, FL 33881

  ENJOY THIS WELL KEPT FURNISHED MANUFACTURED HOME IN GATED 55 AND OVER COMMUNITY. THIS PROPERTY IS IN A CO-OP. THE AIR CONDITIONER 2025, KING AND QUEEN SIZE BEDS WITH MATCHING DRESSERS, SOFA BED, 70 IN TV, LEATHER COUCH AND ROCKING RECLINERS. SUN ROOM HAS TV WITH LARGE BAR WITH STOOLS. LAMINATE FLOORS IN ALL ROOMS EXCEPT BEDROOMS HAVE CARPET. BRING YOUR TOOTHBRUSH, EVERYTHING ELSE IS READY FOR YOU

  Jean Murphy CENTURY 21 MYERS REALTY

  508 Lakeside Ranch Way, Winter Haven, FL 33881
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  /89

  $85,000

  • 2 Beds
  • 2 Baths
  • 1,550 Sq Ft

  325 Lakeview Ln SE, Winter Haven, FL 33884

  ** Exclusive Listing! Age 55+ Land Lease Community with monthly lot rent. Contact listing agent below for ALL showings and offers.** You'll soon have your very own slice of Florida paradise as the new owner of this super spacious and exceptionally well maintained 1985 Fuqua. Priced right at $85,000, and measuring 25x52, plus the 10x25 Florida room, this home will provide approximately 1550 total

  Shawna Kemp Mobile Home Spot Inc.

  325 Lakeview Ln SE, Winter Haven, FL 33884
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  /19

  $89,900

  • 2 Beds
  • 2 Baths
  • 1,010 Sq Ft

  2218 Tamarron Ln Unit 469, Winter Haven, FL 33881

  Welcome to this charming residence in the prestigious Four Lakes Golf Community, where luxury meets convenience. 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 $747 which gives you and your guest access to the amenities of the community. Ideally

  Michelle Gentile Renee's Resales

  2218 Tamarron Ln Unit 469, Winter Haven, FL 33881
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  /20

  $45,000

  • 2 Beds
  • 2 Baths

  42 Berna Cir, Winter Haven, FL 33884

  PRICE REDUCTION. A beautifully upgraded property in a vibrant community, where relaxation meets recreation! This unique home offers a blend of comfort, style, and convenience, making it an ideal choice for anyone seeking a serene lifestyle. Step inside to discover the elegance of Pergo floors complemented by stylish high baseboard molding, creating a warm and inviting atmosphere. The entire

  Emily Muscarella

  42 Berna Cir, Winter Haven, FL 33884
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  /22

  $97,900

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

  1689 Glen Abby Ln Unit 795, Winter Haven, FL 33881

  Charming Gem,Perfectly Priced in Winter Haven 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 $711 which gives you and your guest access to the amenities of the community. Welcome to this perfectly priced, charming gem in the coveted Four Lakes

  Michelle Gentile Renee's Resales

  1689 Glen Abby Ln Unit 795, Winter Haven, FL 33881
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  /22

  $79,000

  • 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 |$79,000 Four Lakes Golf Club lot 58 Price Reduced from $84,900 to $79,000! Immaculate home in a premier 55+ Community! 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. This fully furnished gem, boasts

  Cheryl Dobbs CRF Communities

  1420 Wild Dunes Ct Unit 58, Winter Haven, FL 33881
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  /59

  $74,900

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

  15 Marina Dr, Winter Haven, FL 33881

  2 Bed | 2 Bath | 1344 square foot | $74,900 (Swiss Golf and Tennis- Lot 15) This gem is back on the market due to no fault of the seller. Enjoy relaxed Florida living in this furnished, move-in ready 2BR home in a vibrant 55+ golf community! Updated in 2023 with NEW roof, carport, flooring, vapor barrier, and Kinetico water system. Includes indoor laundry, sunny Florida room, and oversized shed,

  Brandi Sappington CRF Communities

  15 Marina Dr, Winter Haven, FL 33881
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  /26

  $89,900

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft

  1609 Glen Abby Ln Unit 495, Winter Haven, FL 33881

  Discover Your Dream Home: Spacious and Bright Home offers you Resort-Style 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 $696 which gives you and your guest access to the amenities of the community. Prepare to be delighted by a remarkable

  Kelley Donofrio Renee's Resales

  1609 Glen Abby Ln Unit 495, 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. BRAND NEW A/C! 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

  Kelley Vogel Blackburn COLDWELL BANKER REALTY

  134 Lake Hazel Dr, Winter Haven, FL 33884
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  /55

  $44,999

  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 move-in

  Chrissy Walter Sunset Home Sales

  225 Alpine Dr, Winter Haven, FL 33881
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  /56

  $94,000

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  4338 Cherrywood St, Winter Haven, FL 33880

  Check out the improvements recently completed!! The home is move in ready!! The flooring has all been replaced with new plush carpet and vinyl plank. The subfloor has been reinforced throughout the home. The home has a fresh coat of paint in soothing colors. The main bathroom has new wallboard to complement the updated vanity. The primary bathroom has a new wall cabinet installed. If you saw the

  Kathy Devor COLDWELL BANKER REALTY

  4338 Cherrywood St, Winter Haven, FL 33880
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  /2

  $85,000

  • 2 Beds
  • 2 Baths
  • 1,030 Sq Ft

  333 Lake Howard Dr NW Unit 302D, Winter Haven, FL 33880

  Cozy 2 bedroom 2 bath home with great view of Lake Howard off the master bedroom and patio. Turn around and look out of the front door with a beautiful view of the pool and patio areas. Rood is new this year with all damage from last year's storm repaired. This home is in move-in condition.

  Jane Tyl CHOICE PROPERTIES OF CENT FL

  333 Lake Howard Dr NW Unit 302D, Winter Haven, FL 33880
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  /30

  $39,500

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

  174 Zermatt Dr, Winter Haven, FL 33881

  Swiss Village / Lot #174 / 2 Bedroom/2 Bath / 1,200 Sq. Ft. / $39,500.00 PRICE REDUCED 6K!!! A NEWLY 4 POINT INSPECTION & APPRAISAL ALREADY DONE!! This home is on a great lot with a unique floor plan. It offers: New A/C, New Roof, RePiped Throughout Home, Vinyl Flooring, Large Dining Area with Built-Ins, Washer & Dryer Inside, Ample Shed Space, Large Walk-In Closet, Covered Porch, and Long

  Jennifer Torres CRF Communities

  174 Zermatt Dr, Winter Haven, FL 33881
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  /12

  $70,000

  • 3 Beds
  • 2 Baths
  • 1,330 Sq Ft

  333 Lake Howard Dr NW Unit 204C, Winter Haven, FL 33880

  Short Sale. Step into one of the largest units at the vibrant 55+ community of Imperial Harbor in Winter Haven! This spacious 3-bedroom, 2-bath condo also features a bonus room. With three comfortable bedrooms, there’s ample space for guests, a home office, or crafting area. Enjoy an active lifestyle with shuffleboard courts, a well-equipped gym, and a billiard room. The heated pool ensures

  Anthony Giglio REALTY COOPERATIVE

  333 Lake Howard Dr NW Unit 204C, Winter Haven, FL 33880
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  /57

  $62,500

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

  127 Chive St, Cypress Gardens, FL 33884

  Prepare to be amazed the moment you step into this spacious, beautifully updated home. Fully furnished and thoughtfully designed with handicap accessibility, this property offers comfort, convenience, and modern style throughout.- The interior has been completely remodeled and upgraded, creating a welcoming, move-in-ready retreat.- Recent Updates Include: • New windows throughout- • New

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

  127 Chive St, Cypress Gardens, FL 33884
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  /23

  $16,500

  • 1 Bed
  • 1 Bath
  • 620 Sq Ft

  1015 Dundee Rd Unit 34, Dundee, FL 33838

  Welcome to Greenfield Village, a quaint 55+ community in Dundee, Florida! This community has a LOW lot rent of just $450 per month, and has amenities including shuffleboard, swimming pool, clubhouse, and fishing! This home is super cute and compact, and is ready for immediate occupancy! Out front, there is a single car carport, and a lovely screen room. The main home has a kitchen with new

  Jennifer Maasdorp Integrity Mobile Homes

  1015 Dundee Rd Unit 34, Dundee, FL 33838
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  /41

  $69,000

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

  143 Wright St, Cypress Gardens, FL 33884

  Discover a turnkey two-bedroom, two-bath mobile home in the Cypress Gardens 55+ community. This corner-lot residence features a large front yard, and the home was updated in 2023. The home boasts a modern A/C system, CPVC plumbing, fresh interior paint, laminate flooring, ceiling fans, and new windows throughout. The kitchen shines with new countertops, soft-close cabinets, and new appliances,

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

  143 Wright St, Cypress Gardens, FL 33884
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  /15

  $24,999

  • 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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  /62

  $39,990

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

  130 Winterdale Dr, Lake Alfred, FL 33850

  **ESTATE SALE OPPORTUNITY!** Discover this three-bedroom, two-bathroom residence nestled within 55 Plus gated community of Kings Pointe. The estate's heirs are motivated to secure a swift transaction, creating an unprecedented opportunity to embrace the sophisticated retirement lifestyle you deserve at an exceptional value, where every detail has been thoughtfully curated for discerning

  Chrissy Walter Sunset Home Sales

  130 Winterdale Dr, Lake Alfred, FL 33850
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  /19

  $88,500 New Construction

  • 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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