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

This nicely maintained two-bedroom, two-bathroom home offers the perfect blend of comfort and convenience. Step inside to discover a spacious layout with a separate Florida room and plenty of natural light. The French doors open up to the main living space with built in cabinet and dining area. The spacious bedrooms are very comfortable for anyone. The screened in porch offers a lovely outdoor

Kim Unger CFL PROPERTY GROUP

This Palm Harbor home sits on a beautifully wooded corner lot in our land leased 55+ community. Spacious Living Room and Dining Room area with ample storage options and plenty of natural light. The Kitchen is open and a good size suitable for Dining and features a large walk in Pantry. Guest Bath has been upgraded with a beautiful walk in shower. Adjacent to the living area is a super-sized three

Sandra Bergman Cove Communities

Discover comfort and functionality in this nicely maintained 2-bedroom, 2-bathroom home featuring updated laminate wood flooring. The spacious bedrooms provide plenty of room to relax, while the thoughtfully designed layout offers expansive living and dining areas-perfect for both everyday living and entertaining. Enjoy the added bonus of two separate lanais, giving you multiple outdoor spaces to

Kim Unger CFL PROPERTY GROUP

This is a wonderful opportunity in our 55+ land leased community. PRICE REDUCTION with New AC , New Range, NEW Dishwasher The washer and dryer 2 years old. Nice open floor plan with natural light throughout the home.. Expanded parking pad with plenty of room for several cars and a golf cart. Excellent storage in both Kitchen and Baths with upgraded appliances. Formal Dining space in addition to a

Sandra Bergman Cove Communities

An excellent opportunity in our 55+, land leased golf cart community. This spacious home offers newer roof and A/C. The floorplan is an inviting open concept that is both functional and unique. The Kitchen flows seamlessly into the Dining space The Primary bedroom includes a generous closet and an ensuite for added privacy. Excellent opportunity to create your own dream home with some cosmetic

Sandra Bergman Cove Communities

This nicely maintained 2-bedroom, 2-bathroom residence offers a perfect blend of comfort and style. Located in a desirable neighborhood, this home boasts numerous upgrades that make it a standout choice. Key Features: Remodeled Kitchen (2015): Enjoy cooking in your updated kitchen, featuring modern appliances that are just 3 years old. The vinyl laminate flooring in the living, kitchen, and

Kim Unger CFL PROPERTY GROUP

HUGE PRICE DROP_ MOTIVATED OPEN TO ALL OFFERS.Welcome to this charming 4-bedroom, 2-bath Palm Harbor home in the heart of Vista Del Lago, one of Central Florida's most sought-after all-ages communities! This move-in-ready residence features a spacious open-concept layout with a large living area perfect for both everyday living and entertaining, along with a comfortable primary suite offering a

Stephanie Thompson USA Mobile & Manufactured Home Sales, LLC.

Foreclosure Auction Ends September 10, 2026 at 11:00 AM EST. Explore this charming 3-bedroom, 2-bath residence set in a peaceful and well-located Winter Garden community. The list price is the opening bid for the online auction. Sold As-is. Explore more details and submit your bid through Federa.

Jamie Boone Jamie L Boone LLC

PRICE REDUCTION ON this Beautiful home in our 55+ land leased community. The home sits on a cul de sac with a unique view of one of our ponds. Very quiet and serene setting. The floorplan is split and excellent for entertaining guests. Roof is in great condition and the A/C was installed this year. There is a double wide driveway for convenient parking. Lovely laminate flooring in main living

Sandra Bergman Cove Communities

This is a great value in our 55+ land leased community. Very attractive curb appeal with a fantastic view of the pond from several rooms of the home. The rooms are spacious and there is excellent storage throughout this floorplan. Come view this home today.

Sandra Bergman Cove Communities

Welcome to this charming 2-bedroom, 2-bathroom home in the heart of Vista Del Lago, one of Central Florida's sought-after all-ages communities! (MORE PHOTOS TO COME)This move-in-ready home features a spacious open-concept layout, perfect for everyday living and entertaining. The living and dining areas feature beautiful real hardwood flooring, adding warmth and character to the home. Recent

Gary DeMarigny USA Mobile & Manufactured Home Sales, LLC.

New Listing in our 55+ land leased community. Discover this beautifully upgraded and unique mobile home that combines comfort, style and value. This home features 2 spacious bedrooms and baths with many modern upgrades and stylish finishes. Enjoy outdoor living with custom touches throughout the yard space. This is truly one of a kind. Make your appointment today.

Sandra Bergman Cove Communities

Great price on this new listing in our 55+ land leased community. Spacious 2 Bedroom 2 Bath home in great condition with a practical floor plan and generous living space. Both bedrooms offer ample space and privacy. The two full bathrooms offer comfort and convenience. Very well maintained home that is MOVE IN READY. Perfect for year round living or a seasonal retreat.

Sandra Bergman Cove Communities

Enjoy Florida living in this beautiful and spacious 2, bedroom, 2, bathroom home located in Vista Del Lago, a desirable all age community just minutes from Disney! Home Features, spacious floor plan, 2 bedrooms, 2 bathrooms, bright and comfortable living spaces, well maintained home, incredible location. Watch the Magic Kingdom fireworks every night right from your master bedroom window!

Isabel Dalgleish Four Star Homes, Inc.

Charming 2 Bed / 2 Bath Home! Welcome to this beautifully maintained 2-bedroom, 2-bathroom home featuring stylish laminate wood flooring throughout for a clean, modern look and easy upkeep. The home has been thoughtfully updated, offering refreshed kitchen cabinets and contemporary fixtures that add both character and functionality. Both bathrooms have been tastefully renovated with new vanities

Kim Unger CFL PROPERTY GROUP

Why compromise on quality when you can have it all? Located in the prestigious Vista Del Lago Family Community, this 3-bedroom, 2-bathroom home is the perfect blend of comfort, durability, and unbeatable value. This is a rare find for a buyer who knows that real value is found in the bones of a home. Designed for Living, featuring a highly desirable split floor plan, this home offers the perfect

Mylvia Nova Four Star Homes, Inc.

Well-maintained 2-bedroom, 2-bathroom home offering 1,032 square feet of thoughtfully designed living space, beautifully maintained and nestled in a vibrant, highly sought-after 55+ gated community in the golf-cart-friendly City of Winter Garden. This gorgeous home combines comfort, style, and convenience, featuring covered parking, a storage shed, and a wonderful Florida Room perfect for

Gary DeMarigny USA Mobile & Manufactured Home Sales, LLC.

Charming 2BR, 2BA home with approximately 1,000 SqFt located in the desirable 55 plus gated community of Hyde Park Village. Major upgrades already completed: NEW Roof, 2023, and NEW AC 2023, giving you peace of mind and added value. Bonus Savings! The new owner will benefit from grandfathered lot rent of $1,034.01 a month for the remainder of the year, creating immediate savings. Ideally located

Isabel Dalgleish Four Star Homes, Inc.

SELLER MOTIVATED on this home that has so many great features in our 55+, land leased community. You will notice that the parking is ample with plenty of room for several cars and a golf cart. The landscaping is very attractive and is low maintenance. Beautiful oak trees in the rear of home provide lovely shade in the yard. The AC is newer and has been serviced regularly. The Kitchen is large and

Sandra Bergman Cove Communities

Welcome home to this well maintained 3 bedroom, 2 bath residence located in the family friendly, all age community, of Westwood Village in desirable Winter Garden. Featuring a popular split bedroom floor plan, this home offers comfort, privacy, and functionality for everyday living. The spacious kitchen is the centerpiece of the home, boasting a large center island, abundant cabinet space, and an

Pamela O'Grady Four Star Homes, Inc.

This is a great opportunity to enjoy everything Winter Garden has to offer in our 55+ land leased community. Some of the great features include new Kitchen flooring, fresh paint, Stainless Steel appliances and a new Washer and Dryer. Attractive low maintenance landscaping add to the charm of this home in our golf cart community.

Sandra Bergman Cove Communities

Great location in our 55+ land leased community. Access to all of the downtown Winter Garden amenities. This home has a convenient split plan with spacious rooms and a pleasing view. Relax on the All seasons' porch in the front of home and take advantage of the view. Appliances Are all included. With no rear neighbors this home is in a lovely setting. Come see this gem today in Beautiful Hyde

Sandra Bergman Cove Communities

Foreclosure Auction Ends September 8, 2026 at 11:00 AM EST. Explore this charming 4-bedroom, 2.5-bath residence set in a peaceful and well-located Winter Garden community. The list price is the opening bid for the online auction. Sold As-is.

Jamie Boone Jamie L Boone LLC

REDUCED--Enter into a lifestyle of comfort and recreation with this 2-bedroom, 2-bathroom home located in the highly desirable, all-age community of Vista Del Lago. This home offers incredible peace of mind with major recent upgrades, including a Brand-New 2025 AC system, a Brand New Roof Aug 2026, Brand-New Windows throughout and Brand New upgraded carpet and vinyl plank floor. From the moment

Lisa Dobbs LISA DOBBS LLC

Price Reduced on this lovely home in our 55+, land leased community. The Kitchen is large and features ample cabinetry and counter space. Natural light is abundant and includes all appliances. The carpet is new and a lovely neutral color. The extra large Florida Room is great for entertaining or morning coffee. This carefully maintained home is a must see in our golf-cart friendly community.

Sandra Bergman Cove Communities

Located in the highly sought after Gated, All-Age, Resort-style Community of Vista del Lago. Spacious 3-bedroom, 2-bath home offering a desirable split floor plan with plenty of room to spread out. Features include a formal living room, separate family room, and a generously sized primary suite complete with an en suite bath featuring dual sinks, a walk-in shower, and relaxing garden tub. Enjoy

Kim Unger CFL PROPERTY GROUP

GOLF CART INCLUDED with this home in our 55+ land leased community has been thoughtfully remodeled and is move in ready. The roof is brand new and the A/C is recent. Pleasing open floor plan with large rooms for your comfort. Ample parking and a nice sized shed for convenience. This home is within walking distance of the heated pool and other beautiful amenities. Come tour this home today.

Sandra Bergman Cove Communities

This home features wood laminate flooring throughout, offering a warm and cohesive feel in every room and offers side by side parking. The spacious living room provides the perfect setting for relaxing or entertaining, complete with a built-in cabinet for added storage and display. The master bedroom is a true retreat, highlighted by barn doors that add a touch of rustic charm. Enjoy the comfort

Kim Unger CFL PROPERTY GROUP