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

• 

  

  

  /22

  $49,000

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  11 Henry Dr SW, Winter Haven, FL 33880

  Charming Home on Lake Shipp in Garden Mobile Village, with 2-Bedroom/1 bath, in a 55+ Community Homes in this community are on lot leased land in 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 slip

  Bette Johnson Renee's Resales

  11 Henry Dr SW, Winter Haven, FL 33880
• 

  

  

  /20

  $52,900

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

  138 Rigi Slope Dr, Winter Haven, FL 33881

  NEW PRICE REDUCTION! 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.

  Leslie Yokshas Flamingo Mobile Home Sales

  138 Rigi Slope Dr, Winter Haven, FL 33881
• 

  

  

  /60

  $78,000

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

  93 Parson Dr, Winter Haven, FL 33884

  DISCOVER THIS BEAUTIFULLY FURNISHED 2-BEDROOM, 2-BATHROOM MOBILE HOME, THOUGHTFULLY UPDATED IN RECENT YEARS TO ENHANCE COMFORT AND STYLE. The home features all-new ceramic tile flooring, offering durability and easy maintenance. The guest bedroom's paneling has been replaced with drywall, providing a modern and polished look. A new dishwasher, washer, and dryer add convenience to daily living.

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

  93 Parson Dr, Winter Haven, FL 33884
• 

  

  

  /29

  $69,500

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

  398 Tennis Ln, Winter Haven, FL 33881

  2 Bedroom | 2 Bath | 1,296 sq ft in highly sought after 55+ Community! Golf cart included in sale- 2024 E-Z-GO Express S4!! This home is one you don't want to miss! Beautifully maintained home with large spacious hallways, open kitchen and separate dining space. This home also has an oversized screened room for relaxing. Key Features You'll Love - Newer Membrane Roof (2023) for peace of mind and

  Brandi Sappington CRF Communities

  398 Tennis Ln, Winter Haven, FL 33881
• 

  

  

  /26

  $20,000

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  113 Woodside Ln Unit 113, Winter Haven, FL 33881

  Hidden Cove / Lot #113 / 2 Bed/Bath / 840 Sq. Ft. / $20,000.00 PRICE REDUCTION OF 5K!!!! Nestled in this beautiful community, is this split floor plan home that has: Stainless Steel Appliances Plantation Shutters LVP Flooring throughout Newer Cabinets & Countertops Eat-In Kitchen New Bathroom Vanities Plus LAWN CARE PAID THROUGH APRIL 1ST, 2026!!! Run, don't walk, to get your name on this

  Jennifer Torres CRF Communities

  113 Woodside Ln Unit 113, Winter Haven, FL 33881
• 

  

  /88

  $79,990

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  81 Stebbins Dr, Winter Haven, FL 33884

  OPEN FOR OFFERS! Experience lakefront living in this 3-bedroom, 2-bathroom Presidential Model home at 81 Stebbins Drive in Winter Haven. This fully furnished 1982 double-wide residence offers an unparalleled combination of comfort, convenience, and breathtaking lake views that will captivate you from the moment you arrive. The thoughtfully designed floor plan features expansive living spaces with

  Chrissy Walter Sunset Home Sales

  81 Stebbins Dr, Winter Haven, FL 33884
• 

  

  /29

  $25,000

  • 2 Beds
  • 2 Baths
  • 936 Sq Ft

  122 King Dr, Winter Haven, FL 33884

  Your Ideal Retirement Retreat - Homes in the Orange Manor East, a 55+ lake 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, as well as trash pick-up. The community offers a clubhouse, heated pool, billiards, croquet, shuffleboard, horseshoes,

  Bette Johnson Renee's Resales

  122 King Dr, Winter Haven, FL 33884
• 

  

  /51

  $74,900

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft

  19 Key West Ave, Winter Haven, FL 33880

  Discover Carefree living in this Meticulous 3-bedroom/2-bath home in the highly esteemed Shipp-Reck 55+ Community, Winter Haven, Florida. GOLF CART is negotiable! Lot Rent is Low at $475 per month. Easy Access to Lake Ship and a variety of water activities across the street. Welcome home to this well-maintained and well-appointed sanctuary, boasting beautiful style and texture in every room.

  Linda Wilson Sunset Home Sales

  19 Key West Ave, Winter Haven, FL 33880
• 

  

  /34

  $45,000

  • 2 Beds
  • 2 Baths
  • 1,118 Sq Ft

  110 Greenview Dr, Winter Haven, FL 33881

  Seller Motivated....make offer! Charming, Fully Furnished Home - Move-In Ready! Step into comfort in this well-maintained, fully furnished home. Features include spacious bedrooms with walk-in closets, a generous living area, and a separate dining room with a built-in cabinet. Key features-NEW LAMINATE FLOORING- UDATED KITCHEN COUNTERTOPS AND BACKSPLASH - UPDATED APPLIANCES AND WINE COOLER! -

  Brandi Sappington CRF Communities

  110 Greenview Dr, Winter Haven, FL 33881
• 

  

  /35

  $44,000

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  603 Lake Henry Dr Unit 603, Winter Haven, FL 33881

  Hidden Cove West / Lot #603/ 2 Bed/2Bath /840 Sq. Ft.+ Fl. Room / $44,000.00 PRICE REDUCED BY NEARLY 4K FOR THE HOLIDAYS! Gorgeous & Spacious would be the words to describe this mostly furnished home (close to the water & clubhouse/pool). The Florida Room adds extra A/C square footage to the home, and just a few upgrades are: Metal Roof New lighting in kitchen & bathrooms New flooring Freshly

  Jennifer Torres CRF Communities

  603 Lake Henry Dr Unit 603, Winter Haven, FL 33881
• 

  

  /52

  $65,000

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

  84 Gasparilla Pass, Winter Haven, FL 33880

  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 landscape and curb

  Linda Wilson Sunset Home Sales

  84 Gasparilla Pass, Winter Haven, FL 33880
• 

  

  /28

  $85,000

  • 2 Beds
  • 2 Baths
  • 1,000 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
• 

  

  /33

  $32,990

  • 2 Beds
  • 1.5 Baths
  • 560 Sq Ft

  24 Hideaway Ln, Winter Haven, FL 33881

  Welcome to your serene retreat at 24 Hideaway Ln, nestled in the heart of Winter Haven's welcoming Hidden Cove community, an idyllic setting dedicated to those 55 and better. This charming two-bedroom, one & half bathroom home boasts a suite of upgrades over the last few years. From the moment you step inside, you'll be greeted by fresh, modern interiors. Step outside and experience the

  Chrissy Walter Sunset Home Sales

  24 Hideaway Ln, Winter Haven, FL 33881
• 

  

  /33

  $85,000

  • 2 Beds
  • 2 Baths

  80 Parson Dr, Winter Haven, FL 33884

  2-Bedroom/2-Bathroom Home in Desirable Orange Manor West! Welcome to this beautifully maintained 2-bedroom, 2-bathroom home, nestled in the highly sought-after 55+ community of Orange Manor West in Winter Haven, Florida. One of the many highlights of this home is the peaceful pond view, providing the perfect backdrop for your morning coffee or evening relaxation. The open floor plan seamlessly

  Emily Muscarella

  80 Parson Dr, Winter Haven, FL 33884
• 

  

  /79

  $39,900

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  510 Century Dr, Winter Haven, FL 33881

  All the big-ticket items are done! Don't miss this fully furnished 2BR/2BA home in Hidden Golf Club, a 55+ community conveniently located on Lake Henry in Central Florida. This turnkey home has all the extra features Florida living offers. Pride of ownership is evident throughout this spacious home, which has been well taken care of. It has the highly popular open concept split floor plan with

  Patti Alvin Sunset Home Sales

  510 Century Dr, Winter Haven, FL 33881
• 

  /2

  $99,900

  • Land
  • 0.16 Acre
  • $624,375 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 REALTY, INC

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

  

  /21

  $65,000

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

  74 Misty Meadow Rd, Winter Haven, FL 33881

  2-Bedroom 2-Bathroom home has laminate flooring throughout. Large open eat-in kitchen boasts lots of cabinet space and island with cooktop. Home comes partially furnished and is ready for you to make it your own. Large main bedroom with walk-in closet and ensuite with walk-in shower. Separate laundry room. New roof 2023, New hot water heater 2023, AC new 2025. Community features include fishing

  Leslie Yokshas Flamingo Mobile Home Sales

  74 Misty Meadow Rd, Winter Haven, FL 33881
• 

  

  /58

  $44,900

  • 2 Beds
  • 2 Baths

  63 Bern Dr, Winter Haven, FL 33881

  New Price! This Spacious 2-bedroom / 2-bath, 1200+sf home is waiting for you in the 55+ gated community of Swiss Village! It comes fully furnished with everything you'll need to start enjoying the Florida lifestyle. It is a true Turn-key opportunity! The fully enclosed, newly rebuilt lanai offers even more living space to entertain family/friends, enjoy a quiet cup of coffee, work on crafts, or

  Cynthia Cole Sunset Home Sales

  63 Bern Dr, Winter Haven, FL 33881
• 

  

  /8

  $100,000

  • Land
  • 0.44 Acre
  • $227,273 per Acre

  4311 Emerald Palms Blvd, Winter Haven, FL 33884

  One of the few remaining lots in the beautiful gated community of Emerald Palms, which is located on the shores of lake Winterset connected to the Winter Haven Chain of Lakes! This is an Extra Large North Facing Lot that is 120' wide and 160' deep giving you plenty of room to pick the floor plan of your liking. This lot offers the opportunity of having your very own custom home built just the way

  Deana Lainhart KELLER WILLIAMS REALTY SMART

  4311 Emerald Palms Blvd, Winter Haven, FL 33884
• 

  

  /13

  $49,900

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

  4155 Rolling Oaks Dr, Winter Haven, FL 33880

  Cash Only, This home has a new roof, but needs a lot of work.priced accordingly! If you are allergic to smoke do not go in this home, because smoke smell is very strong. But would be a beautiful home with some rehab work.

  Rita Stead SOUTHERN BELLE REALTY

  4155 Rolling Oaks Dr, Winter Haven, FL 33880
• 

  

  /13

  $54,900 New Construction

  • 2 Beds
  • 1 Bath

  06 Gardenia Dr Unit GA-06, Winter Haven, FL 33881

  This is a fantastic opportunity to own a charming home. This showstopper is perfectly situated in Lucerne Lakeside, a highly welcoming, Active Adult Community. Come see an inviting open concept floor plan, 2 bedrooms, 1 baths, and 768 sq. ft of living space. You will quickly settle into your new neighborhood and lifestyle. This fantastic opportunity won't last long... Come visit Lucerne Lakeside

  John McDonald Rose Lake Estates

  06 Gardenia Dr Unit GA-06, Winter Haven, FL 33881
• 

  

  /22

  $26,000

  • 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 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 awhile, but that is because

  Jennifer Torres CRF Communities

  449 Coral Dr Unit 449, Winter Haven, FL 33881
• 

  

  /50

  $39,999

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  199 Edelweiss Dr Unit 199, Winter Haven, FL 33881

  (Español a continuación) This stunning 1988 double-wide home in Swiss Village 55+ Community offers the perfect retirement lifestyle on beautiful Lake Henry! With a lot rent of just $660 per month, this move-in ready gem features two spacious bedrooms and two full bathrooms across 1,400+ square feet. Recent upgrades include a brand-new shingle roof and HVAC heat pump system installed in 2024,

  Brenton Basinger Florida Mobile Home Solutions, Inc.

  199 Edelweiss Dr Unit 199, Winter Haven, FL 33881
• 

  

  /23

  $37,999

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft

  5387 Laurel Oak Dr Unit 256, Winter Haven, FL 33880

  2 bd | 2 bth | sq ft 1104 | $37,999 This 1993 double wide is perfectly located near Clubhouse and Pool. A great view from living room looking out an entire wall of glass windows. A large screened in lanai and a huge private back yard. Attached shed with lots of storage. White cabinets and countertops. A dining area in kitchen, plus a full formal dining room. This home also has the washer/dryer

  Russ Lattin CRF Communities

  5387 Laurel Oak Dr Unit 256, Winter Haven, FL 33880
• 

  

  /34

  $24,900

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  30 Azalea Dr, Winter Haven, FL 33881

  Renovated Split Level Home - Refreshingly Cozy! Come Enjoy a Retirement Inspired Lifestyle and Smart Living on Lake Smart! At Lucerne Lakeside you own the home, but not the land, you pay a monthly lot rent of $695 which gives you and your guest access to the community amenities, plus water, sewer and trash pickup is included. Located in Winter Haven, Florida. Let's take a tour... This

  Beverly Hopkins Renee's Resales

  30 Azalea Dr, Winter Haven, FL 33881
• 

  

  /61

  $39,900

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

  103 Winterdale Dr, Lake Alfred, FL 33850

  OPEN FOR OFFERS!! Welcome to this 2-bedroom, 2-bathroom oasis at 103 Winterdale Dr. in Kings Pointe community. This property showcases several updates throughout, ensuring modern comfort and convenience for buyers. The home FEATURES brand-new appliances in the kitchen, complemented by freshly epoxy countertops and painted cabinets over ceramic tile flooring. Recent improvements include new vinyl

  Chrissy Walter Sunset Home Sales

  103 Winterdale Dr, Lake Alfred, FL 33850
• 

  

  /76

  $57,990

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

  122 Winterdale Dr, Lake Alfred, FL 33850

  Discover your retirement retreat in this three-bedroom, two-bathroom manufactured home nestled within Kings Pointe community. This well-appointed residence comes with your choice of partially furnished or unfurnished options, featuring quality appliances including washer, dryer, stove, microwave, and brand-new refrigerator. Recent updates showcase thoughtful improvements throughout, including a

  Chrissy Walter Sunset Home Sales

  122 Winterdale Dr, Lake Alfred, FL 33850
• 

  

  /17

  $61,900

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

  152 Winterdale Dr Unit LOT 190, Lake Alfred, FL 33850

  Discover Your Dream Home in Kings Pointe - A Premier Gated 55+ Community in Polk County Homes in Kings Pointe, a 55+ pet friendly community are on lot leased land in Lake Alfred, Florida. Owning the home, but not the land, you pay a monthly lot rent of $703.00 which gives you and your guest access to the amenities of the community. If you're searching for the perfect place to call home,

  Pam Pullen Renee's Resales

  152 Winterdale Dr Unit LOT 190, Lake Alfred, FL 33850
• 

  

  /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
• 

  

  /62

  $44,990

  • 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
• 

  

  /19

  $99,999 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

Showing Results 201 - 231, Page 6 of 6