Southwest Winter Haven Homes under $100,000

Welcome to this charming 2-bedroom, 1-bath home located on the southern Chain of Lakes in central Florida. Shipp-Reck Harbor is a waterfront community with access to Lake Shipp, ideal for water enthusiasts who love boating, fishing, skiing, and enjoying the outdoors. On top of all the surrounding lakes, a variety of famous Florida attractions are accessible in all directions. The vibrant cities

Linda Wilson Sunset Home Sales

Discover your new home at 54 Dale Dr in Winter Haven, FL! This 2-bedroom, 1-bathroom house is now on the market and ready for its next owner. Nestled in a peaceful, wooded neighborhood, this property offers the perfect blend of small-town living with big-city convenience. Recently updated with brand new flooring, this home will be move-in ready when you arrive. It's part of the Winter Haven MHC,

Chrissy Walter Sunset Home Sales

Welcome to Winter Haven! This charming 3-bedroom, 2-bathroom home offers the ideal blend of comfort and convenience you've been searching for. The spacious primary bedroom provides a peaceful sanctuary, while the impressive 12x24 Florida room becomes your personal oasis - perfect for morning coffee, evening relaxation, or entertaining friends year-round. Positioned on the edge of the community

Chrissy Walter Sunset Home Sales

Welcome to your renovation opportunity at 43 Charles Drive in Winter Haven! This charming 2-bedroom, 1.5-bathroom home is perfect for buyers seeking a project with excellent investment potential in a vibrant community setting. **Monthly lot rent is just $850, which includes water, sewer, and trash services** This handyman special comes equipped with essential appliances including washer, dryer,

Chrissy Walter Sunset Home Sales

Whether you're looking to downsize, retire, or simply embrace the best of Florida's lifestyle, this 2 bedroom|2 bathroom in Winter Haven is the perfect place to make your dreams a reality. Winter Haven MHC is a 55+ pet-friendly community for active seniors. There is plenty of additional living space to entertain family/friends and/or enjoy the Florida weather in the large air conditioned lanai,

Patti Alvin Sunset Home Sales

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

Beautiful 2 Bedroom, 2 Bath Home in a Prime Location! This well-maintained home offers comfortable living with plenty of charm. Enjoy relaxing or entertaining in the large screened room, perfect for taking in the beautiful surroundings. Located in a vibrant, active community with a full range of amenities, this home combines comfort and convenience. Financing is available, and you'll love the

Glenn Fogg FOGG MOBILE HOME SALES LLC

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

Charming Home with 2-Bedroom, 2-Bath and Lake Shipp Views in Shipp Reck Harbor Homes in Shipp Reck Harbor community are on lot leased land Winter Haven, Florida. Owning the home, but not the land, you pay a monthly lot rent of $474 which gives you and your guest access to the amenities of the community, basic cable & trash pick-up. Looking for your perfect Florida retreat or forever home?

Bette Johnson Renee's Resales

Welcome to this charming furnished 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

Chrissy Walter Sunset Home Sales

Affordable Home with 2-Bedroom/1 bath Cottage in Garden Mobile Village, a 55+ Community - Winter Haven, Florida Homes in Garden Mobile Village, a 55+ community are on lot leased land located 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

Bette Johnson Renee's Resales

PRICE REDUCED! 3-bedroom 2-bathroom home is waiting for new owners. Large living, dining area. Open kitchen plan. Laminate flooring in the living area. No rear neighbors. AC replaced 2023. Shed. Located across from Lake Shipp Park. Home needs some TLC. Bring your best offer and make this home your own!

Leslie Yokshas Flamingo Mobile Home Sales

Charming Home located in Winter Haven - Active Community with access to everything you need. Homes in Winter Haven Mobile Home Community, 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 $ 847 which gives you and your guest access to the amenities of the community. Experience Peaceful 55+ Living

Bette Johnson Renee's Resales

Welcome to 40 Lake Charlotte Dr. E, a Meticulously Renovated 2-bedroom, 2-bathroom home in Winter Haven's premier community. This exceptional property offers extensive interior remodeling that transforms everyday living into an extraordinary experience. This home features upgraded windows in both the dining and living areas, allowing the spaces to flood with natural light. A spacious 12x36

Chrissy Walter Sunset Home Sales

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

Spacious Lakeside Retreat in Stunning Winter Haven - Cozy Comfort Meets Peaceful Waterfront Living! 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

Bette Johnson Renee's Resales

55 plus Active Community with a calendar of events each month with planned social events and other community amenities. Heated pool, Shuffleboard, Horseshoes, access to a library, and clubhouse. Just minutes away from Downtown Winter Haven, you have easy access to a variety of shopping, restaurants, medical centers, and more! Park application is $35 per person. Subleasing allowed- NO Airbnb, RV,

Joanne Gauthier Four Star Homes, Inc.

Well maintained, Spacious Home with 2-Bedroom, 2-Baths, within walking distance to Lake Shipp in Sunny Winter Haven, Florida. Homes in this community are on lot leased land. Owning the home, but not the land, you pay a monthly lot rent of $474 which gives you and your guest access to the amenities of the community, basic cable & trash pick-up. Community Perks: This home is located in Shipp

Bette Johnson Renee's Resales

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

Foreclosure Auction Ends December 02, 2025 at 10:00 AM EST. Discover this inviting 5-bedroom, 3-bathroom home nestled in a quiet Winter Haven neighborhood. The list price is the opening bid for the online auction. Sold As-is.

Jamie Boone Jaime L Boone LLC