26

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

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  • /11

    $85,000

    • 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

    $85,900

    • 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. New AC , New Range, 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 Breakfast nook. Wait until you see the

    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
  • /3

    $100,000

    • Land
    • 0.56 Acre
    • $178,571 per Acre

    0 W Orange Country Club Dr, Winter Garden, FL 34787

    Discover an exceptional opportunity to build your dream home on this 0.56-acre vacant residential lot located on W Orange Country Club Drive in Winter Garden, Florida 34787. Nestled in a desirable and well-established area, this property offers a peaceful setting with plenty of space for a custom residence, outdoor living features, and landscaping. Enjoy the charm and convenience of Winter

    Samih Sadiq KELLY RIGHT REAL ESTATE

    0 W Orange Country Club Dr, Winter Garden, FL 34787
  • /33

    $74,999

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    14444 Vista Del Lago Blvd, Winter Garden, FL 34787

    Welcome to your dream home! This charming fully 2-bedroom, 2-bath residence is heart of Vista Del Lago, one of Central Florida's most loved all-ages family communities!perfectly located near Disney and a variety of shopping and dining options in the Four Corners area. Enjoy spacious master bedroom and an open floor plan for restful nights and a cozy living space that's ideal for relaxation and

    Gary DeMarigny USA Mobile & Manufactured Home Sales, LLC.

    14444 Vista Del Lago Blvd, Winter Garden, FL 34787
  • /21

    $34,900

    • 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
  • /23

    $48,900

    • 2 Beds
    • 2 Baths
    • 768 Sq Ft

    14770 Sugura Dr, Winter Garden, FL 34787

    Discover unbeatable value in this 2 bedroom, 2 bath home in the highly desirable, gated Vista Del Lago community, just minutes aways from Disney, top schools, shopping, and endless entertainment. This home has the big ticket updates covered, newer roof, 2 years old. AC is 2 years old, fully re piped plumbing for peace of mind. Step inside to find wood laminate flooring, an open, spacious layout

    Mylvia Nova Four Star Homes, Inc.

    14770 Sugura Dr, 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
  • /15

    $88,500

    • 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
  • /13

    $29,900

    • 1 Bed
    • 1 Bath
    • 396 Sq Ft

    14400 W Colonial Dr Unit 4, Winter Garden, FL 34787

    This quaint and quiet 1 bedroom 1 bathroom cottage located within the family friendly . Stage Stop Campground in Winter Garden Florida currently serves as an Airbnb with great rental history and is seeking a new loving owner. This home has been well maintained and is move in ready. Lot rent includes electric, water, lawn care and trash. Amenities feature a swimming pool, community center, and

    Scott Rankin Four Star Homes, Inc.

    14400 W Colonial Dr Unit 4, Winter Garden, FL 34787
  • /13

    $75,900

    • 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
  • /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
  • /11

    $39,000

    • 2 Beds
    • 2 Baths
    • 768 Sq Ft

    610 Royal Oak Dr N Unit 187, Winter Garden, FL 34787

    Neat and tidy home in our 55+ land leased community. Excellent curb appeal and a private rear yard for your enjoyment. Floors are laminate and ceramic tile in main living area. Nice natural light throughout the home and a lovely front porch to enjoy on those cooler days. Book a tour for this well priced home in our golf-cart community. .

    Sandra Bergman Cove Communities

    610 Royal Oak Dr N Unit 187, Winter Garden, FL 34787
  • /8

    $95,000

    • Land
    • 0.15 Acre
    • $633,333 per Acre

    1500 E Bay St, Winter Garden, FL 34787

    INVESTORS AND BUILDERS WANTED!!! Nearly half an acre between the two adjacent Lots in the heart of charming Winter Garden. The Lots add up to .40 Acre & offers an exceptional opportunity to build your dream home or investment property. This is a Rare opportunity to purchase a double lot in the city of Winter Garden! Zone R2, Utilities, water, sewer is also available. The lots are Designated &

    Jorge Barcelo LA ROSA REALTY LLC

    1500 E Bay St, 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

    Price Reduced 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

    $69,999

    • Land
    • 0.28 Acre
    • $249,996 per Acre

    0 Killarney Cove Dr, Winter Garden, FL 34787

    This is a group of 3 lots for sale; they can all be purchased or sold individually. They're side by side. The lots have canal access to Lake Apopka. They will need to be cleaned out due to the overgrowth. Right off of highway 50 just minutes to the turnpike onramp for quick access anywhere in the Orlando area. Tax ID 19 22 27 0000 00 043 is first on the left, middle Lot is Tax ID 19 22 27 0000 00

    Carl Mataushek REAL ESTATE FIRM OF ORLANDO

    0 Killarney Cove Dr, Winter Garden, FL 34787
  • /20

    $25,900

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

    682 Royal Oak Dr E, Winter Garden, FL 34787

    Cute and comfortable 2 bed, 2 bath manufactured home located in Hyde Park Village is everything you have been dreaming of to make the most of your retirement years. Just steps from downtown Winter Garden, this gated 55 plus community features a resort-style amenities, and the charm of a secure, friendly neighborhood. Leave the car at home, Hyde Park Village is a golf cart friendly community, so

    Isabel Dalgleish Four Star Homes, Inc.

    682 Royal Oak Dr E, Winter Garden, FL 34787
  • /10

    $100,000

    • 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
  • /25

    $38,500

    • 1 Bed
    • 1 Bath
    • 480 Sq Ft

    14400 W Colonial Dr Unit 2, Winter Garden, FL 34787

    Family Park and Recreation! Close to all the parks Disney, Universal, Seaworld. This is the cutest home. One large Bedroom and one bath. Fully furnished and ready to stay in the winter! This home has been completely updated with outside porches to sit and enjoy the breeze. The park has a large pool to swim and relax after a long day at the parks. Affordable Park fees make this home a must see.

    Joanne Gauthier Four Star Homes, Inc.

    14400 W Colonial Dr Unit 2, 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
  • /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
  • /21

    $99,000

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

    14915 Avenue de Palma Unit 5009, Winter Garden, FL 34787

    This spacious and well maintained two-bedroom, two-bathroom split plan home features updated flooring and is coming furnished . Home features convenient side-by-side parking for convenience. The beautiful updated Pergo floors in the living, dining and bedrooms offers a fresh and updated look. The ceramic tile in the kitchen and bathrooms gives the home a fresh and clean feel. The home has new

    Kim Unger CFL PROPERTY GROUP

    14915 Avenue de Palma Unit 5009, Winter Garden, FL 34787
  • /18

    $92,900

    • 2 Beds
    • 2 Baths
    • 1,092 Sq Ft

    14460 Vista Del Lago Blvd Unit 3061, Winter Garden, FL 34787

    Step into comfort and convenience with this lovely fully furnished home featuring Berber carpet and vinyl flooring throughout. Located directly across from the community clubhouse, you'll enjoy easy access to amenities while savoring the tranquility of your own space. Inside, you'll find a spacious master bedroom with an en-suite master bath boasting double sinks, perfect for added functionality.

    Kim Unger CFL PROPERTY GROUP

    14460 Vista Del Lago Blvd Unit 3061, Winter Garden, FL 34787
  • /15

    $65,900

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    1192 Meadow Finch Dr, Winter Garden, FL 34787

    Many recent upgrades including double pane windows, Florida room added on, used as a 3rd bedroom, vented AC. Almost 1500 SF under heat and air! Home located on a dead end street! Add your loving touches to make this gem yours today. Call Larry for your private showing!

    Larry Bruner Four Star Homes, Inc.

    1192 Meadow Finch Dr, Winter Garden, FL 34787
  • /25

    $38,000

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

    635 Queensbury Loop, Winter Garden, FL 34787

    Massive Price Reduction! Motivated Seller that is willing to entertain offers. This like new 2 Bed 2 Bath home has been beautifully maintained and offers 816 sq. ft. of thoughtful living space. This gorgeous home is nestled in a vibrant and highly sought after 55+ gated community that's located in the golf cart friendly City of Winter Garden. This home combines comfort, style, and convenience all

    Gary DeMarigny USA Mobile & Manufactured Home Sales, LLC.

    635 Queensbury Loop, Winter Garden, FL 34787
  • /16

    $89,900

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

    1197 Meadow Finch Dr, Winter Garden, FL 34787

    DIY or handyman special. Some new carpet plus vinyl flooring. 3rd bedroom option with accordion wall in large living room. Included in full price offer, see attached floor plan.

    Larry Bruner Four Star Homes, Inc.

    1197 Meadow Finch Dr, Winter Garden, FL 34787

Home Trends in Winter Garden, FL

Housing Trends

Median Sale Price
$568,324
Median Single Family Sale Price
$619,949
Median Townhouse Sale Price
$439,990
Median 2 Bedroom Sale Price
$227,500
Median 1 Bedroom Sale Price
$121,000
Average Price Per Sq Ft
$269
Number of Homes for Sale
606
Last 12 months Home Sales
1,785
Months of Supply
4.10
Median List Price
$598,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-2%
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