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

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  • /41

    $81,000

    • 1,152 Sq Ft

    14251 Vista Del Lago Blvd, Winter Garden, FL 34787

    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 walk-in closet and an oversized secondary

    Stephanie Thompson USA Mobile & Manufactured Home Sales, LLC.

    14251 Vista Del Lago Blvd, Winter Garden, FL 34787
  • /13

    $99,000

    $11K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    14816 Sugura Dr Unit 2111, Winter Garden, FL 34787

    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

    14816 Sugura Dr Unit 2111, Winter Garden, FL 34787
  • /11

    $75,000

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

    865 Highgate Blvd Unit 156, Winter Garden, FL 34787

    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

    865 Highgate Blvd Unit 156, Winter Garden, FL 34787
  • /17

    $89,900

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

    14413 Palencia St Unit 3074, Winter Garden, FL 34787

    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

    14413 Palencia St Unit 3074, Winter Garden, FL 34787
  • /11

    $79,900

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

    595 Royal Oak Dr N Unit 271, Winter Garden, FL 34787

    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

    595 Royal Oak Dr N Unit 271, Winter Garden, FL 34787
  • /11

    $95,000

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

    745 Queensbury Loop Unit 222, Winter Garden, FL 34787

    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

    745 Queensbury Loop Unit 222, Winter Garden, FL 34787
  • /10

    $85,000

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

    1012 Royal Citrus Ct Unit 441, Winter Garden, FL 34787

    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

    1012 Royal Citrus Ct Unit 441, Winter Garden, FL 34787
  • /8

    $65,000

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

    765 White Chapel Rd Unit 307, Winter Garden, FL 34787

    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

    765 White Chapel Rd Unit 307, Winter Garden, FL 34787
  • /9

    $95,000

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    856 Royal View Cir Unit 391, Winter Garden, FL 34787

    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

    856 Royal View Cir Unit 391, Winter Garden, FL 34787
  • /2

    $59,000

    • Land
    • 4,356 Sq Ft
    • $590,000 per Acre

    764 Klondike Ave, Winter Garden, FL 34787

    Excellent parcel in downtown Winter Garden. Great location.

    Fernanda Heidtmann Nobre WRA BUSINESS & REAL ESTATE

    764 Klondike Ave, Winter Garden, FL 34787
  • /12

    $90,000

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

    740 Queensbury Loop Unit 213, Winter Garden, FL 34787

    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

    740 Queensbury Loop Unit 213, Winter Garden, FL 34787
  • /13

    $69,900

    $19K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    16738 Cordoba St Unit 3103, Winter Garden, FL 34787

    This 2 bedroom 2 bathroom home is priced to sell. It features wood laminate flooring throughout. The roof and water heater were both replaced in 2023 and the A/C in 2024 and offers a transferrable warranty.

    Kim Unger CFL PROPERTY GROUP

    16738 Cordoba St Unit 3103, Winter Garden, FL 34787
  • /23

    $97,500

    • 2 Beds
    • 2 Baths
    • 1,025 Sq Ft

    14745 Sugura Dr Unit 2020, Winter Garden, FL 34787

    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.

    14745 Sugura Dr Unit 2020, Winter Garden, FL 34787
  • /13

    $97,900

    • 2 Beds
    • 2 Baths
    • 868 Sq Ft

    14706 Sugura Dr Unit 2072, Winter Garden, FL 34787

    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

    14706 Sugura Dr Unit 2072, Winter Garden, FL 34787
  • /29

    $99,500

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

    14265 El Pico St, Winter Garden, FL 34787

    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.

    14265 El Pico St, Winter Garden, FL 34787
  • /23

    $55,900

    $2K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    750 Hyde Park Cir W Unit 377, Winter Garden, FL 34787

    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.

    750 Hyde Park Cir W Unit 377, Winter Garden, FL 34787
  • /11

    $72,000

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

    1005 Hyde Park Cir Unit 136, Winter Garden, FL 34787

    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

    1005 Hyde Park Cir Unit 136, Winter Garden, FL 34787
  • /17

    $69,900

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    16525 Menorca Dr Unit 1110, Winter Garden, FL 34787

    Great opportunity! Beautiful and well-maintained mobile home for sale, perfect as a primary residence, vacation home, or income-producing property. Airbnb & short-term rentals allowed Excellent investment opportunity High rental demand area Parking available Gym,Pool,tenis court just 15 minutes from Disney. Start generating income right away or enjoy comfortable living in a peaceful community.

    Gabriel Dumeng AMAZING MOBILE HOMES LLC

    16525 Menorca Dr Unit 1110, Winter Garden, FL 34787
  • /9

    $99,900

    • 3 Beds
    • 2 Baths
    • 1,372 Sq Ft

    940 Royal View Cir Unit 401, Winter Garden, FL 34787

    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

    940 Royal View Cir Unit 401, Winter Garden, FL 34787
  • /8

    $45,000

    • 2 Beds
    • 2 Baths
    • 884 Sq Ft

    761 Royal Oak Dr E Unit 253, Winter Garden, FL 34787

    This is a great value in our 55+ land leased community. Cottage feel when you enter this well kept home. Natural light filtered through all rooms. There are good storage options and upgraded appliances. Nicely shaded lot with low maintenance landscaping for your enjoyment. Come see this gem today.

    Sandra Bergman Cove Communities

    761 Royal Oak Dr E Unit 253, Winter Garden, FL 34787
  • /8

    $95,000

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    680 Queensbury Loop Unit 207, Winter Garden, FL 34787

    This is a 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

    680 Queensbury Loop Unit 207, Winter Garden, FL 34787
  • /31

    $98,490

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

    1191 Meadow Finch Dr, Winter Garden, FL 34787

    Discover this 3-bedroom, 2-bathroom manufactured home nestled within a welcoming all-age community in the heart of Winter Garden. . The thoughtful floor plan places bedrooms on opposite sides of the property, providing exceptional privacy for homeowners and guests alike - ideal for families, roommates, or anyone who values their own personal retreat. Recent upgrades ensure peace of mind for years

    Chrissy Walter Sunset Home Sales

    1191 Meadow Finch Dr, Winter Garden, FL 34787
  • /27

    $99,500

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    14255 Vista Del Lago Blvd, Winter Garden, FL 34787

    Welcome to this beautifully upgraded 3 bedroom, 2 bath home in the sought after Vista Del Lago community! Step inside to find a bright open layout with a remodeled kitchen featuring granite countertops and modern cabinetry. Both bathrooms have been tastefully updated, including a luxurious walk-in tub for ultimate comfort. The roof was replaced in 2017, giving you peace of mind for years to come.

    Mylvia Nova Four Star Homes, Inc.

    14255 Vista Del Lago Blvd, Winter Garden, FL 34787
  • /9

    $89,000

    $11K PRICE DROP
    • 3 Beds
    • 2 Baths

    16601 Rialto Dr Unit 4285, Winter Garden, FL 34787

    Welcome to this well maintained 3-bedroom, 2-bathroom home perfectly situated on a spacious corner lot in the highly sought after Gated, All-Age, Resort-style Community of Vista del Lago! Featuring a desirable split floorplan and hard-surface flooring throughout, this home offers comfort, style, and peace of mind with major updates already completed. Step inside to find bright, inviting living

    Kim Unger CFL PROPERTY GROUP

    16601 Rialto Dr Unit 4285, Winter Garden, FL 34787
  • /19

    $72,000

    $48K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft

    16641 Rialto Dr Unit 4295, Winter Garden, FL 34787

    This beautifully maintained three-bedroom, two-bathroom split plan home features wood laminate flooring in the living room area and ceramic tile in the kitchen. The home features side-by-side parking for extra convenience. The spacious kitchen is great for entertaining friends and family. It is located on a peaceful street. The home will have a new roof prior to closing

    Kim Unger CFL PROPERTY GROUP

    16641 Rialto Dr Unit 4295, Winter Garden, FL 34787
  • /14

    $85,000

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

    1035 Highgate Blvd Unit 18, Winter Garden, FL 34787

    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

    1035 Highgate Blvd Unit 18, Winter Garden, FL 34787
  • /18

    $74,500

    $41K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft

    1197 Meadow Finch Dr, Winter Garden, FL 34787

    Move in at closing and make this your dream home with a little TLC Walk to many shopping choices, Publix, Aldi, misc. restaurants, Etc. 1 mile to vibrant downtown Winter Garden, access to Turnpike, 429, 408. GOLD standard Home Warranty with full price offer. $2,500 Discount for a CASH contract. Enjoy life in beautiful Central Florida.

    Larry Bruner Four Star Homes, Inc.

    1197 Meadow Finch Dr, Winter Garden, FL 34787
  • /17

    $82,500

    $22K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,176 Sq Ft

    16580 Menorca Dr Unit 1140, Winter Garden, FL 34787

    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

    16580 Menorca Dr Unit 1140, Winter Garden, FL 34787

Home Prices in Winter Garden, FL

Home Price Trends

Median Sale Price
$574,310
Median Single Family Sale Price
$632,000
Median Townhouse Sale Price
$455,000
Median 2 Bedroom Sale Price
$279,950
Median 1 Bedroom Sale Price
$215,000
Average Price Per Sq Ft
$271
Number of Homes for Sale
751
Last 12 months Home Sales
1,933
Months of Supply
4.70
Median List Price
$599,450
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
1%
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