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Winter Garden, FL Homes under $100,000

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  • /22

    $39,999

    • 1 Bed
    • 1 Bath
    • 574 Sq Ft

    13905 W Colonial Dr Unit 90, Winter Garden, FL 34787

    Step into this charming 1-bedroom, 1-bathroom manufactured home located in a serene, all-ages RV resort community in Winter Garden, FL, perfect for full-time living or a vacation retreat! Home Highlights: Located in a peaceful, all-ages RV resort community, Prime Winter Garden location: close to schools, shopping, dining, entertainment, and major highways, Move-in ready, just bring your

    Isabel Dalgleish Four Star Homes, Inc.

    13905 W Colonial Dr Unit 90, Winter Garden, FL 34787
  • /25

    $60,000

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

    635 Queensbury Loop, Winter Garden, FL 34787

    This beautifully maintained 2-bedroom, 2-bathroom home offers 816 sq. ft. of living space and is nestled in a vibrant 55+ community in Winter Garden. This home combines comfort, style, and convenience in one perfect package. Step inside to discover an open floorplan designed for modern living, featuring a newer AC. This home was renovated with updated kitchen with stainless-steel appliances.

    Gary DeMarigny USA Mobile & Manufactured Homes Sales, LLC.

    635 Queensbury Loop, Winter Garden, FL 34787
  • /12

    $65,000

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    16502 Menorca Dr Unit 1123, Winter Garden, FL 34787

    Welcome to your new cozy retreat! This delightful 2-bedroom, 2-bathroom home is fully furnished and ready for you to move in. Located in the highly sought after Gated, All-Age, Resort-style Community of Vista del Lago. The open floorplan creates a spacious and inviting atmosphere, perfect for both relaxing and entertaining. Key Features: Open Floorplan: Seamlessly connects the living,

    Kim Unger CFL PROPERTY GROUP

    16502 Menorca Dr Unit 1123, Winter Garden, FL 34787
  • /39

    $65,500

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

    725 London Bridge Rd Unit 353, Winter Garden, FL 34787

    Dont miss this opportunity! This charming 2-bedroom, 2-bath home is located in a prime spot within a vibrant, pet-friendly 55plus community. Enjoy access to fantastic park amenities and a welcoming neighborhood atmosphere. Ready for your personal touch, make it your own today!

    Isabel Dalgleish Four Star Homes, Inc.

    725 London Bridge Rd Unit 353, Winter Garden, FL 34787
  • /19

    $99,000

    • Land
    • 0.28 Acre
    • $353,571 per Acre

    14855 Astrolyn St, Winter Garden, FL 34787

    Welcome to Tildenville! Great Opportunity to purchase a completely cleared vacant lot in the heart of Winter Garden. This Corner Lot is already sitting on two separate lots (16 & 17) with one Parcel ID. Therefore, it may be able to be split into two different Parcels with Orange County; officially making it two buildable lots. Surveyor said lot split should work and Buyers interested in splitting

    Lori Love PREMIUM PROPERTIES R.E SERVICE

    14855 Astrolyn St, Winter Garden, FL 34787
  • /18

    $35,000

    • 1 Bed
    • 1 Bath
    • 396 Sq Ft

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

    Massive 10k Price Drop!! Why wait? This move-in ready 1 bed, 1 bath mobile home is your ticket to affordable living just 5 minutes from the charm and energy of Downtown Winter Garden. Perfect for an Airbnb! Nestled in a quiet, well-kept, all ages community on leased land, this home is perfect for those craving simplicity, style, and convivence. Enjoy a bright, open layout and all the

    Gary DeMarigny USA Mobile & Manufactured Homes Sales, LLC.

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

    $70,000

    • 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 is being sold as-is and has great potential. The A/C is newer and the rooms are larger size. There is plenty of parking and the home is in close proximity to the pool and all of the community amenities.

    Sandra Bergman Cove Communities

    1035 Highgate Blvd Unit 18, Winter Garden, FL 34787
  • /20

    $59,990

    • 2 Beds
    • 2 Baths
    • 782 Sq Ft

    560 Royal Oak Dr N Unit 192, Winter Garden, FL 34787

    Fully renovated manufactured home with NEW roof and NEW A/C!!! 2 Bedrooms / 2 Bathrooms, Tile floors throughout, Fresh paint ?????????????????? move-in ready, Large backyard deck, Quiet neighborhood in a great location, Close to downtown Winter Garden, shopping, dining, and hospitals. Priced to sell fast! Message now to schedule a showing!

    Isabel Dalgleish Four Star Homes, Inc.

    560 Royal Oak Dr N Unit 192, Winter Garden, FL 34787
  • /12

    $54,900

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    775 Hyde Park Cir W, Winter Garden, FL 34787

    This Light Bright and Inviting 2 Bed / 2 Bath Manufactured Home located in beautiful Winter Garden Florida has been wonderfully well maintained, is looking for a new loving family and is PRICED TO SELL! This adorable little gem is move-in ready and located within the confines of one of Winter Gardens most sought-after, 55plus, gated communities. Features included a spacious 2- bedroom, 2-

    Scott Rankin Four Star Homes, Inc.

    775 Hyde Park Cir W, Winter Garden, FL 34787
  • /47

    $74,900

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

    820 Royal View Cir Unit 385, Winter Garden, FL 34787

    This beautifully maintained 2-bedroom, 2-bathroom home offers 1,144 sq. ft. of living space and is nestled in a vibrant 55+ community in Winter Garden. With an incredible price reduction, this home combines comfort, style, and convenience in one perfect package. Step inside to discover an open floorplan designed for modern living, featuring a newer roof, well-maintained AC unit, and fully

    Gary DeMarigny USA Mobile & Manufactured Homes Sales, LLC.

    820 Royal View Cir Unit 385, Winter Garden, FL 34787
  • /15

    $99,500

    • 2 Beds
    • 2 Baths

    14732 Vamora Dr, Winter Garden, FL 34787

    Welcome to this stunning, move-in ready 2-bedroom, 2-bathroom home located in the highly sought-after Vista del Lago, an all-age, gated community just 5 minutes from Walt Disney World! This home has been lovingly updated with major improvements inside and out-perfect for anyone seeking comfort, style, and convenience in Central Florida. Recent Updates Include: New Roof (July 2021) New AC Unit

    Donovan Frantz Weichert, Realtors - Hallmark Properties

    14732 Vamora Dr, Winter Garden, FL 34787
  • /8

    $45,000

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

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

    This is as great value in our 55+ land leased community. well kept home with nice natural light and good storage options. 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
  • /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
  • /13

    $50,000

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

    755 London Bridge Rd Unit 350, Winter Garden, FL 34787

    Come see this well-priced home in our 55+ land leased community. This home offers an open floorplan with spacious rooms and ample storage. Nice easy maintenance landscaping and curb appeal. Make your appointment today to view this new listing.

    Sandra Bergman Cove Communities

    755 London Bridge Rd Unit 350, Winter Garden, FL 34787
  • /21

    $67,000

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    16541 Menorca Dr Unit 1106, Winter Garden, FL 34787

    Welcome to your Florida dream home! This charming and budget-friendly 2-bedroom, 2-bathroom manufactured home is nestled in the beautiful and highly desirable Vista del Lago community in Winter Garden, FL. Priced at just $80,000! The home features a spacious master bedroom with an en suite bathroom, a cozy screened-in Florida room perfect for relaxing year-round, a carport, and a dedicated

    Samantha Rodriguez Sunset Home Sales

    16541 Menorca Dr Unit 1106, Winter Garden, FL 34787
  • /11

    $59,000

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    652 Royal Oak Dr E Unit 241, Winter Garden, FL 34787

    An excellent buy in our 55+ land leased community. Everything has been refreshed in this home. Lovely natural light and neutral colors offer a clean slate for a new buyer. Laminate flooring throughout this great open floor plan. Updated Kitchen and Baths make this an outstanding value in popular Hyde Park Village.

    Sandra Bergman Cove Communities

    652 Royal Oak Dr E Unit 241, Winter Garden, FL 34787
  • /11

    $94,900

    • 2 Beds
    • 2 Baths
    • 777 Sq Ft

    16505 Menorca Dr Unit 1115, Winter Garden, FL 34787

    Nestled in the Charming, Gated, All-Age, Resort-Style community of Vista del Lago. This adorable cottage-style home offers the perfect blend of comfort and character. Featuring two spacious bedrooms and two modern bathrooms, this house is designed for cozy living and effortless entertaining. Step into the heart of the home, where the kitchen boasts a newer refrigerator, stove, and kitchen

    Kim Unger CFL PROPERTY GROUP

    16505 Menorca Dr Unit 1115, 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
  • /12

    $55,000

    • 2 Beds
    • 2 Baths
    • 1,232 Sq Ft

    671 Royal Oak Dr E Unit 262, Winter Garden, FL 34787

    Nice 2 Bedroom 2 Bath home in our 55+ land leased community. Great curb appeal with low maintenance landscaping. All seasons Porch for your enjoyment. Spacious Bedrooms with ample storage in our golf-cart friendly community that is close to shopping, dining and entertainment. Come visit today to explore the possibilities.

    Sandra Bergman Cove Communities

    671 Royal Oak Dr E Unit 262, Winter Garden, FL 34787
  • /9

    $29,900

    • 1 Bed
    • 1 Bath

    14400 W Colonial Dr, Winter Garden, FL 34787

    Nestled in a quiet and charming community, this delightful one-bedroom, one-bathroom manufactured home offers the perfect blend of comfort and convenience. Located in the heart of Winter Garden, Florida, residents enjoy easy access to a host of amenities within the community. Owners will love the inviting clubhouse, complete with social activities and events. The community also boasts a

    Donovan Frantz Weichert, Realtors - Hallmark Properties

    14400 W Colonial Dr, Winter Garden, FL 34787
  • /2

    $50,999

    • Land
    • 0.15 Acre
    • $339,993 per Acre

    1700 E Bay St, Winter Garden, FL 34787

    Rare Winter Garden Residential Lot, no rear neighbors. How would you feel if you could live near downtown Winter Garden? Here's your chance. Enjoy a quaint piece of vacant land that allows you a great opportunity to build a home in one of Florida's most sought-after cities. This lot previously had a house on it but it has been removed. Electric and Gas still have the hookups. Lot is cleared.

    Marilyn Mang NORTHSTAR FIRST PROPERTIES LLC

    1700 E Bay St, Winter Garden, FL 34787
  • /13

    $45,000

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    722 Royal Oak Dr E Unit 248, Winter Garden, FL 34787

    PRICE REDUCTION for this Lovely well cared for home in our 55+ land leased community. Attractive curb appeal on this well maintained home in desirable Hyde Park Village. Open floor plan with a nice sized Kitchen offering many storage options. Cheerful and Bright with filtered natural light throughout the home. Come visit this home and make it yours today.

    Sandra Bergman Cove Communities

    722 Royal Oak Dr E Unit 248, Winter Garden, FL 34787
  • /30

    $85,000

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

    935 Hyde Park Cir Unit 129, Winter Garden, FL 34787

    Welcome home to 935 Hyde Park Cir. #129 located in Winter Garden's 55+ Hyde Park Village near shopping, restaurants and Downtown Winter Garden. This adorable residence features an oversized Primary bedroom with updated ensuite bathroom offering a new tiled walk-in shower and gorgeous new vanity. This well designed home has an open layout with updated LVP flooring throughout the home, with the

    Rachel Rivera Re/max Premier Realty

    935 Hyde Park Cir Unit 129, Winter Garden, FL 34787
  • /11

    $84,900

    • 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
  • /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
  • /2

    $100,000

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

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

    Property DescriptionWOODBRIDGE COMMERCE CENTER 54/126 TRACT B (RETENTION)Vacant ResNote: buyers I emphasize the importance of conducting thorough due diligence to ensure that the property meets your expectations and requirements.

    Samih Sadiq KELLY RIGHT REAL ESTATE

    0 W Orange Country Club Dr, Winter Garden, FL 34787
  • /12

    $85,900

    • 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
  • /10

    $79,500

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

    725 London Bridge Rd Unit 353, Winter Garden, FL 34787

    Spacious and well maintained home on a tree-lined street in our 55+ land leased community. You have quick access to the downtown historic district from this location either by golf-cart or car. This home has been lovingly cared for and features a large floor plan. There is a breakfast nook as well as a formal Dining Room. Plenty of storage and lovely natural light throughout the home. All

    Sandra Bergman Cove Communities

    725 London Bridge Rd Unit 353, Winter Garden, FL 34787
  • /13

    $85,000

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft

    867 Royal View Cir Unit 434, Winter Garden, FL 34787

    SELLER MOTIVATED on a Large 2 Bedroom 2 Bath home with Office or crafting room in our 55+ land leased community. This home offers a MORNING ROOM as well as formal Dining Room. Large Kitchen with plenty of counter space and storage for your convenience. Lovely curb appeal featuring low maintenance landscaping. The Lanai is spacious with a beautiful view. All appliances will stay with home and are

    Sandra Bergman Cove Communities

    867 Royal View Cir Unit 434, Winter Garden, FL 34787
  • /11

    $94,500

    • 2 Beds
    • 2 Baths
    • 884 Sq Ft

    755 Hyde Park Cir W Unit 166, Winter Garden, FL 34787

    This home has been completely updated in our 55+ land leased community. Roof is new, A/C is new, flooring is new and appliances are fresh and new. Beautiful curb appeal welcomes you to your slice of Florida heaven. Beautiful low maintenance landscaping with expanded parking for multiple cars. Come see this move in ready home today!

    Sandra Bergman Cove Communities

    755 Hyde Park Cir W Unit 166, Winter Garden, FL 34787
  • /8

    $80,000

    • 2 Beds
    • 2 Baths
    • 768 Sq Ft

    640 Royal Oak Dr N Unit 184, Winter Garden, FL 34787

    Price reduction on your dream home in Hyde Park Village, a 55+land leased and gated community just steps away from downtown Winter Garden. This fully renovated gem offers a new roof, fresh flooring,, an updated Kitchen with new cabinets, wood countertops, new appliances, plus freshly Painted interiors. The home also features an updated Laundry Room, new Bathroom cabinets, toilets, and modern

    Sandra Bergman Cove Communities

    640 Royal Oak Dr N Unit 184, Winter Garden, FL 34787
  • /11

    $50,000

    • 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

    $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
  • /33

    $100,000 New Construction

    • Studio
    • 1 Bath
    • 360 Sq Ft

    15695 Grove Resort Ave Unit 4438, Winter Garden, FL 34787

    Auction Property. ONLINE AUCTION: Bidding begins 06/20/2025 @ 10:00 AM. Bidding ends 06/24/2025 @ 11:40 AM. List Price is Opening Bid. Deposit: $20,000. buyer’s premium will be added to High bid. Stunning (FULLY FURNISHED!) studio hotel Style Condominium in Orlando’s highly sought after Disney area. Located within the Grove Resort & Waterpark Resort, The Terraces offers a luxurious retreat

    Jennifer M Johnson ASHLAND AUCTION GROUP

    15695 Grove Resort Ave Unit 4438, Winter Garden, FL 34787
  • /33

    $100,000 New Construction

    • Studio
    • 1 Bath
    • 360 Sq Ft

    15695 Grove Resort Ave Unit 4412, Winter Garden, FL 34787

    Auction Property. ONLINE AUCTION: Bidding begins 06/20/2025 @ 10:00 AM. Bidding ends 06/24/2025 @ 11:30 AM. List Price is Opening Bid. Deposit: $20,000. buyer’s premium will be added to High bid. Stunning (FULLY FURNISHED!) studio hotel Style Condominium in Orlando’s highly sought after Disney area. Located within the Grove Resort & Waterpark Resort, The Terraces offers a luxurious retreat

    Jennifer M Johnson ASHLAND AUCTION GROUP

    15695 Grove Resort Ave Unit 4412, Winter Garden, FL 34787
  • /33

    $100,000 New Construction

    • 1 Bed
    • 1 Bath
    • 485 Sq Ft

    15695 Grove Resort Ave Unit 4342, Winter Garden, FL 34787

    Auction Property. ONLINE AUCTION: Bidding begins 06/20/2025 @ 10:00 AM. Bidding ends 06/24/2025 @ 11:25 AM. List Price is Opening Bid. Deposit: $20,000. buyer’s premium will be added to High bid. Stunning (FULLY FURNISHED!) 1bd/1ba hotel Style Condominium in Orlando’s highly sought after Disney area. Located within the Grove Resort & Waterpark Resort, The Terraces offers a luxurious retreat

    Jennifer M Johnson ASHLAND AUCTION GROUP

    15695 Grove Resort Ave Unit 4342, Winter Garden, FL 34787
  • /33

    $100,000 New Construction

    • Studio
    • 1 Bath
    • 360 Sq Ft

    15695 Grove Resort Ave Unit 4308, Winter Garden, FL 34787

    Auction Property. ONLINE AUCTION: Bidding begins 06/20/2025 @ 10:00 AM. Bidding ends 06/24/2025 @ 11:20 AM. List Price is Opening Bid. Deposit: $20,000. buyer’s premium will be added to High bid. Stunning (FULLY FURNISHED!) studio hotel Style Condominium in Orlando’s highly sought after Disney area. Located within the Grove Resort & Waterpark Resort, The Terraces offers a luxurious retreat

    Jennifer M Johnson ASHLAND AUCTION GROUP

    15695 Grove Resort Ave Unit 4308, Winter Garden, FL 34787
  • /33

    $100,000 New Construction

    • Studio
    • 1 Bath
    • 360 Sq Ft

    15695 Grove Resort Ave Unit 4235, Winter Garden, FL 34787

    Auction Property. ONLINE AUCTION: Bidding begins 06/20/2025 @ 10:00 AM. Bidding ends 06/24/2025 @ 11:00 AM. List Price is Opening Bid. Deposit: $20,000. buyer’s premium will be added to High bid. Stunning (FULLY FURNISHED!) studio hotel Style Condominium in Orlando’s highly sought after Disney area. Located within the Grove Resort & Waterpark Resort, The Terraces offers a luxurious retreat

    Jennifer M Johnson ASHLAND AUCTION GROUP

    15695 Grove Resort Ave Unit 4235, Winter Garden, FL 34787
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