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

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  • /54

    $65,000

    • 2 Beds
    • 2 Baths

    16531 Avenue Del Lago, Winter Garden, FL 34787

    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 roof only ten years old, and brand-new windows throughout. From the moment you arrive, you'll notice the new front door and storm

    Lisa Dobbs LISA DOBBS LLC

    16531 Avenue Del Lago, 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
  • /23

    $57,900

    • 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
  • /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
  • /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
  • /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
  • /8

    $100,000

    • 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
  • /9

    $99,900

    • 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
  • /17

    $69,900

    • 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
  • /12

    $85,000

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

    1035 Highgate Blvd Unit 18, Winter Garden, FL 34787

    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
  • /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

    $99,000

    • 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
  • /20

    $32,900

    • 1 Bed
    • 1 Bath
    • 456 Sq Ft

    14400 W Colonial Dr Unit 28, Winter Garden, FL 34787

    1 Bedroom, 1 Bath Tiny Home, 12 wide PT, with open floor plan. One mile from vibrant downtown Winter Garden and walking distance to lots of misc. shopping. Recently updated with new shingle roof, flooring, cabinets, appliances. Huge porch on a concrete slab, extra storage with Washer and Dryer in attached workshop. HOA includes, Electric, Water, Sewer, Garbage, Lawn, Pool, Clubhouse, Internet and

    Larry Bruner Four Star Homes, Inc.

    14400 W Colonial Dr Unit 28, 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
  • /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
  • /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
  • /10

    $100,000

    • 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
  • /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
  • /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
  • /18

    $74,500

    • 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
  • /19

    $82,000

    • 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
  • /17

    $91,500

    • 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
  • /15

    $99,900

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

    16527 Avenue Del Lago Unit 1072, Winter Garden, FL 34787

    Stylishly Updated 2-Bedroom, 2-Bathroom Home Step into modern comfort with this beautifully renovated 2-bedroom, 2-bathroom home featuring a thoughtfully designed interior and high-end finishes throughout. The brand-new kitchen boasts soft-close cabinetry, sleek quartz countertops, and stainless steel appliances, including a stylish range hood. Pendant lighting over the spacious island adds a

    Kim Unger CFL PROPERTY GROUP

    16527 Avenue Del Lago Unit 1072, Winter Garden, FL 34787
  • /10

    $68,900

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

    14714 Vista Del Lago Blvd Unit 5081, Winter Garden, FL 34787

    This charming cottage style 3-bedroom, 2-bathroom home located in the desired community of Vista del Lago offers comfort, convenience, and curb appeal in one perfect package. Enjoy the highly sought-after side-by-side parking under a covered carport, making everyday living easy and accessible. Step inside to find a welcoming layout with an indoor laundry room for added convenience. The screen

    Kim Unger CFL PROPERTY GROUP

    14714 Vista Del Lago Blvd Unit 5081, Winter Garden, FL 34787
  • /22

    $95,000

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft

    14225 Canarias Dr, Winter Garden, FL 34787

    Welcome to this spacious and well-maintained 3-bedroom, 2-bath manufactured home located in Vista del Lago, a vibrant, family-friendly community offering resort-style amenities and a welcoming atmosphere. Recent updates include fresh interior and exterior paint for a bright, modern look, new vinyl flooring in the master bedroom, kitchen, and breakfast nook that is durable, stylish, and easy to

    Maria Orozco Four Star Homes, Inc.

    14225 Canarias Dr, Winter Garden, FL 34787
  • /10

    $79,900

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    14217 Canarias Dr, Winter Garden, FL 34787

    Rare 3-bedroom opportunity at this price in the community! Located at the end of a quiet cul-de-sac, this bright and spacious 3BR/2BA home features a desirable split floorplan and skylights throughout. The updated primary bath includes a walk-in shower and soaking tub. Enjoy year-round comfort on the large screened patio with vinyl windows, overlooking a peaceful conservation area. Additional

    Kim Unger CFL PROPERTY GROUP

    14217 Canarias Dr, Winter Garden, FL 34787
  • /15

    $78,500

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

    1020 Hyde Park Cir Unit 140, Winter Garden, FL 34787

    Spacious 2 Bed, 2 Bath Manufactured Home. Do not miss this opportunity to own a well maintained, move in ready manufactured home in one of Winter Gardens most sought after 55plus gated Community! Features included Large 2 bedroom, 2 bathroom layout, well-maintained interior and exterior, move-in ready condition, located in a quiet, secure, pet-friendly, gated community, convenient to shopping,

    Isabel Dalgleish Four Star Homes, Inc.

    1020 Hyde Park Cir Unit 140, Winter Garden, FL 34787
  • /21

    $32,500

    • 1 Bed
    • 1 Bath
    • 432 Sq Ft

    13905 W Colonial Dr Unit 200, Winter Garden, FL 34787

    Experience Florida living at its finest in this well-maintained park model home boasts an open floor plan that combines comfort, convenience, and charm in Winter Garden. featuring all-new vinyl plank flooring, all appliances, and a washer and dryer. Enjoy the outdoors in your screened-in room, relax on the back patio, and take advantage of the two storage sheds for extra space, also comes with a

    Crystal Brewer Four Star Homes, Inc.

    13905 W Colonial Dr Unit 200, Winter Garden, FL 34787
  • /13

    $69,900

    • 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
  • /2

    $59,000

    • Land
    • 0.1 Acre
    • $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

Home Trends in Winter Garden, FL

Housing Trends

Median Sale Price
$575,000
Median Single Family Sale Price
$629,995
Median Townhouse Sale Price
$449,990
Median 2 Bedroom Sale Price
$227,497
Median 1 Bedroom Sale Price
$228,000
Average Price Per Sq Ft
$270
Number of Homes for Sale
688
Last 12 months Home Sales
1,886
Months of Supply
4.40
Median List Price
$599,900
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
0%
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