Winter Garden, FL Homes for Sale under $500,000

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  $430,000

  • 3 Beds
  • 1.5 Baths
  • 1,086 Sq Ft

  750 S Park Ave, Winter Garden, FL 34787

  Welcome to 750 S Park Avenue, a beautifully maintained and fully RENOVATED home offering comfort, charm, and modern convenience in one of Winter Garden’s most desirable neighborhoods.This 3-bedroom, 1.5-bath residence spans approximately 1,186 square feet and sits on a well-kept lot with mature FRESH LAID SOD in the front and large fenced backyard — perfect for both relaxing and entertaining.Roof

  

  Keegan Siegfried

  LPT REALTY, LLC

  (321) 462-6888

  750 S Park Ave, Winter Garden, FL 34787
• Explore Winter Garden

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  $409,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,567 Sq Ft

  16311 Lakelet Aly, Winter Garden, FL 34787

  The property is located at 16311 Lakelet Alley WINTER GARDEN FL 34787 priced at 409990, the square foot and stories are 1567, 2.The number of bath is 2, halfbath is 1 there are 3 bedrooms and 1 garages. For more details please, call or email.

  D.R. Horton Builder

  16311 Lakelet Aly, Winter Garden, FL 34787
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  $455,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,675 Sq Ft

  Walden II Plan at Northlake at Ovation - Townhomes, Winter Garden, FL 34787

  The Walden II is a two-story townhome offering three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. The open-concept main floor connects the kitchen, dining, and family rooms, creating a bright and functional space. Upstairs, the private primary suite offers comfort and privacy, accompanied by two additional bedrooms and a conveniently located laundry room. Thoughtful

  Ashton Woods Builder

  17551 Lake Star Rd Unit 36470489, Winter Garden, FL 34787
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  $426,000

  • 3 Beds
  • 2.5 Baths
  • 1,868 Sq Ft

  15663 Kinnow Mandarin Ln, Winter Garden, FL 34787

  Best deal of the holiday season, this meticulously maintained townhouse won't last long. Brand NEW ROOF (2025) and NEW CARPETmakes this home feel brand new. Enjoy the outdoors with an enclosed private courtyard. Rated one of the best neighborhoods in the country, Summerlake Groves, where small-town charm meets modern conveniences, TOP-RATED SCHOOLS and TOP-NOTCH RESORT-STYLE AMENITIES with

  Steven Tsukamoto REAL LIVING R E SOLUTIONS

  15663 Kinnow Mandarin Ln, Winter Garden, FL 34787
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  $444,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,567 Sq Ft

  16353 Lakelet Aly, Winter Garden, FL 34787

  The property is located at 16353 Lakelet Alley WINTER GARDEN FL 34787 priced at 444990, the square foot and stories are 1567, 2.The number of bath is 2, halfbath is 1 there are 3 bedrooms and 1 garages. For more details please, call or email.

  D.R. Horton Builder

  16353 Lakelet Aly, Winter Garden, FL 34787
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  $434,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,567 Sq Ft

  Ibis Plan at Waterleigh - Townhomes, Winter Garden, FL 34787

  Welcome to your charming townhome located at Waterleigh, in Winter Garden Florida. The Ibis townhome is where comfort, style, and modern convenience come together to create the perfect haven for you and your family. This delightful residence features 1,567 square feet, three spacious bedrooms, 2 1/2 baths, a convenient one-car garage, ample loft space, and cutting-edge smart home technology. Step

  D.R. Horton Builder

  10482 Atwater Bay Dr Unit 36202692, Winter Garden, FL 34787
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  $452,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,817 Sq Ft

  Sandhill Plan at Waterleigh - Townhomes, Winter Garden, FL 34787

  Welcome to your charming townhome located at Waterleigh, in Winter Garden, Florida. The Sandhill townhome is where comfort, style, and modern convenience come together to create the perfect haven for you and your family. This delightful residence features 1,817 square feet, three spacious bedrooms, 2 1/2 baths, a convenient one-car garage, ample loft space, and cutting-edge smart home technology.

  D.R. Horton Builder

  10482 Atwater Bay Dr Unit 36202693, Winter Garden, FL 34787
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  $414,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,567 Sq Ft

  16593 Barbours Creek Way, Winter Garden, FL 34787

  The property is located at 16593 Barbours Creek Way WINTER GARDEN FL 34787 priced at 414990, the square foot and stories are 1567, 2.The number of bath is 2, halfbath is 1 there are 3 bedrooms and 1 garages. For more details please, call or email.

  D.R. Horton Builder

  16593 Barbours Creek Way, Winter Garden, FL 34787
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  $434,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,635 Sq Ft

  Regina II Plan at Northlake at Ovation - Townhomes, Winter Garden, FL 34787

  The Regina II is a two-story townhome offering three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. The open-concept main floor connects the kitchen, dining, and family rooms, creating a bright and inviting space for everyday living. Upstairs, the private primary suite features a walk-in closet, accompanied by two additional bedrooms and a conveniently located laundry

  Ashton Woods Builder

  17551 Lake Star Rd Unit 36453066, Winter Garden, FL 34787
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  $414,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,567 Sq Ft

  16587 Barbours Creek Way, Winter Garden, FL 34787

  The property is located at 16587 Barbours Creek Way WINTER GARDEN FL 34787 priced at 414990, the square foot and stories are 1567, 2.The number of bath is 2, halfbath is 1 there are 3 bedrooms and 1 garages. For more details please, call or email.

  D.R. Horton Builder

  16587 Barbours Creek Way, Winter Garden, FL 34787
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  $414,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,567 Sq Ft

  16581 Barbours Creek Way, Winter Garden, FL 34787

  The property is located at 16581 Barbours Creek Way WINTER GARDEN FL 34787 priced at 414990, the square foot and stories are 1567, 2.The number of bath is 2, halfbath is 1 there are 3 bedrooms and 1 garages. For more details please, call or email.

  D.R. Horton Builder

  16581 Barbours Creek Way, Winter Garden, FL 34787
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  $459,690 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,846 Sq Ft

  5771 Citrus Park Dr, Winter Garden, FL 34787

  Spacious 3 Level Townhome With Over 1,800 sq Ft of Living Space! 2-Car Rear Entry Garage Townhome with Over 1,800 Finished Square Feet! Finished on all three levels, townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms, a powder room, spanning 1,846 sq. ft. As you enter this home through the 8ft entry-door, you are

  DRB Homes Builder

  5771 Citrus Park Dr, Winter Garden, FL 34787
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  $405,000

  • 3 Beds
  • 2.5 Baths
  • 1,792 Sq Ft

  16217 Prairie School Dr, Winter Garden, FL 34787

  Spacious Townhome in Winter Garden, Now Available! This 3 Bedroom, 2.5 Bathroom Townhome has been well maintained. Located in the tranquil, picturesque community of Hawksmoor in Horizon West. Community amenities include: Walking Paths, Fitness Center, Community Pool, Splash Pad, Playground, etc. Quick access to 429 and there are plenty of nearby options for Shopping, Dining & Entertainment in

  Mike Long COLDWELL BANKER RESIDENTIAL RE

  16217 Prairie School Dr, Winter Garden, FL 34787
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  $424,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,567 Sq Ft

  18153 Cider Mill Ln, Winter Garden, FL 34787

  The property is located at 18153 Cider Mill Lane WINTER GARDEN FL 34787 priced at 419990, the square foot and stories are 1567, 2.The number of bath is 2, halfbath is 1 there are 3 bedrooms and 1 garages. For more details please, call or email.

  D.R. Horton Builder

  18153 Cider Mill Ln, Winter Garden, FL 34787
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  $423,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,577 Sq Ft

  Kendall II Plan at Northlake at Ovation - Townhomes, Winter Garden, FL 34787

  The Kendall II is a two-story townhome featuring three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. The open-concept main floor seamlessly connects the kitchen, dining, and family room, while all bedrooms are tucked upstairs for privacy. With ample storage and a rear-load garage, this home is designed for low-maintenance living. Additional highlights include abundant

  Ashton Woods Builder

  17551 Lake Star Rd Unit 36464621, Winter Garden, FL 34787
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  $425,000

  • 3 Beds
  • 2.5 Baths
  • 1,714 Sq Ft

  6149 Elfin Herb Way, Winter Garden, FL 34787

  Welcome to this elegantly appointed residence offering a perfect blend of modern design, spacious living, and refined upgrades throughout. From the moment you step inside, you’re greeted by soaring ceilings, abundant natural light, and an open-concept layout that seamlessly connects living, dining, and entertaining spaces. The gourmet kitchen serves as the home’s centerpiece—featuring premium

  alonso delgado REALTY ONE GROUP MVP

  6149 Elfin Herb Way, Winter Garden, FL 34787
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  $450,585 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,846 Sq Ft

  15262 Groveside Rd, Winter Garden, FL 34787

  3 Level Townhome with Study! Under Construction. Ready December! This new construction, three-story townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms, a powder room, spanning 1,846 sq. ft. As you enter this home through the 8 ft. entry-door, you are welcomed with a dedicated study/office with large storage closet. As

  DRB Homes Builder

  15262 Groveside Rd, Winter Garden, FL 34787
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  $472,990 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,072 Sq Ft

  15375 Hamlin Park Dr, Winter Garden, FL 34787

  Beautiful three-story townhome featuring three full suites, including a convenient first-floor suite and a private third-floor primary suite. The second floor offers an open-concept layout with the living room, kitchen, and covered lanai all connected for effortless entertaining. The kitchen includes 42 cabinets, stainless steel GE appliances, white quartz countertops, and stylish vinyl plank

  Ashton Woods Builder

  15375 Hamlin Park Dr, Winter Garden, FL 34787
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  $449,990 New Construction

  • 3 - 4 Beds
  • 2.5 - 3.5 Baths
  • 1,846+ Sq Ft

  Lantana End Unit Plan at Parkview at Hamlin, Winter Garden, FL 34787

  Spacious 3 Level End of Group Townhome with 2-Car Rear Garage and up to 1,921 Sq. Ft.! Adjacent the front entry is a spacious flex space with the option to choose either a private study or a 4th bedroom and full bath. The 2nd level offers an expansive living room and rear kitchen with the option of a chef's kitchen and large island that overlooks the cafe area. The 3rd level boasts a primary

  DRB Homes Builder

  6684 Juneberry Way Unit 36458833, Winter Garden, FL 34787
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  $415,000

  • 3 Beds
  • 2.5 Baths
  • 1,636 Sq Ft

  10684 Words Dr, Winter Garden, FL 34787

  This elegant two story townhome includes three bedrooms, two and one-half bathrooms and a two-car rear load garage. Experience open concept at it’s best with a combination living and dining room. There is a fully equipped kitchen with stainless steel appliances, quartz countertops, abundant cabinet space, and oversized island. Leading to the detached garage is an enticing patio that is perfect

  Melissa Wilson KELLER WILLIAMS REALTY AT THE LAKES

  10684 Words Dr, Winter Garden, FL 34787
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  $486,990 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,072 Sq Ft

  Haines II Plan at Parkview at Hamlin, Winter Garden, FL 34787

  The Haines II is a three-story townhome offering three bedrooms, three full bathrooms, one half bathroom, and a two-car garage. This thoughtfully designed plan features open-concept living on the main floor, spacious private suites on the upper levels, and a ground-level flex space perfect for a home office or guest area. A modern layout ideal for both everyday living and entertaining. Additional

  Ashton Woods Builder

  15501 Hamlin Park Dr Unit 36452938, Winter Garden, FL 34787
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  $434,990 New Construction

  • 3 - 4 Beds
  • 2.5 - 3.5 Baths
  • 1,846+ Sq Ft

  Lantana Plan at Parkview at Hamlin, Winter Garden, FL 34787

  Spacious 3 Level Townhome with 2-Car Rear Garage and up to 1,881 Sq. Ft.! Adjacent the front entry is a spacious flex space with the option to choose either a private study or a 4th bedroom and full bathroom. The 2nd floor offers an expansive living room and a rear kitchen with the option of a chef's kitchen and large island that overlooks to the cafe area. The 3rd floor boasts a primary suite

  DRB Homes Builder

  6684 Juneberry Way Unit 36475876, Winter Garden, FL 34787
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  $455,840 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,846 Sq Ft

  15250 Groveside Rd, Winter Garden, FL 34787

  3 Level Townhome with Study! Ready Now! This new construction, three-story townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms, a powder room, spanning 1,846 sq. ft. As you enter this home through the 8 ft. entry-door, you are welcomed with an open spacious foyer with immediate access to your study and storage area. As

  DRB Homes Builder

  15250 Groveside Rd, Winter Garden, FL 34787
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  $400,000

  • Land
  • 0.18 Acre
  • $2,222,222 per Acre

  282 E Newell St, Winter Garden, FL 34787

  Build your dream home in the heart of Winter Garden on this rare .18-acre vacant lot, perfectly positioned for lifestyle and convenience. Just a short stroll from Historic Downtown Winter Garden, you’ll have easy access to charming shops, award-winning restaurants, live entertainment, and the scenic West Orange Trail for biking or walking. Enjoy the vibrant community atmosphere and weekend

  Karen Jacobs COLDWELL BANKER RESIDENTIAL RE

  282 E Newell St, Winter Garden, FL 34787
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  $415,000

  • 3 Beds
  • 2 Baths
  • 1,396 Sq Ft

  14501 Grove Resort Ave Unit 2541, Winter Garden, FL 34787

  Luxury retreat at The Grove Resort & Water Park Orlando - spacious Jasmine floor plan! Escape to the magic of Orlando and indulge in the ultimate vacation experience at The Grove Resort & Water Park. This stunning 3-bedroom, 2-bathroom apartment, located on the fifth floor of Condominium II, offers an impressive 1,396 square feet of contemporary living space. As you step inside, you'll be greeted

  Daniel De Souza PREMIER SOTHEBYS INT'L REALTY

  14501 Grove Resort Ave Unit 2541, Winter Garden, FL 34787
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  $400,000

  • Land
  • 4.27 Acres
  • $93,677 per Acre

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

  Discover an exceptional opportunity to build your dream home on this 4.27-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
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  $429,000

  • 3 Beds
  • 2.5 Baths
  • 1,868 Sq Ft

  10400 Spring Arbor Ln, Winter Garden, FL 34787

  Welcome to this beautifully updated townhouse in the highly desirable Winding Bay Preserve community. This light-filled corner unit features luxury vinyl flooring, ceiling fans, and stylish lamps throughout. The open-concept living area boasts tile flooring, combining elegance and low-maintenance convenience, while the remodeled kitchen offers modern appliances, sleek countertops, and ample

  Jaime Iraheta LPT Realty, LLC

  10400 Spring Arbor Ln, Winter Garden, FL 34787
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  $469,000

  • 4 Beds
  • 3 Baths
  • 2,196 Sq Ft

  15590 Murcott Blossom Blvd, Winter Garden, FL 34787

  Open plan spacious 4 bedroom, 3 bath ready to be enjoyed and lived in with so many design adaptations available to fit the specific desires of most owners. 2033 square feet for work and entertainment areas or just a place to relax. Located in the midst of the Highlands at Summerlake Groves, it offers a resort style pool, clubhouse, tennis courts, playground, dog park and hiking trails. The low

  Paul Torola AMERICAN IDEAL HOMES, LLC

  15590 Murcott Blossom Blvd, Winter Garden, FL 34787
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  $460,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,770 Sq Ft

  6388 Tabebuia Pkwy, Winter Garden, FL 34787

  Brand New never lived in townhouse with a water view. This property has a 2 car garage and a large parking pad in the rear. Location,Location,Location. Close to everything, Winter Garden is a charming city with historic charm, modern amenities, and a great community atmosphere. It’s perfect for families, and for outdoor activities. There are so many choices of things to do: explore the streets

  D'Anne KinCannon IN TOUCH REAL ESTATE LLC

  6388 Tabebuia Pkwy, Winter Garden, FL 34787
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  $489,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,510 Sq Ft

  17311 Beachgrass Aly, Winter Garden, FL 34787

  Discover this stunning new construction home at 17311 Beachgrass Alley in Winter Garden, built by M/I Homes. This thoughtfully designed single-story home offers 1,510 square feet of comfortable living space with an open-concept layout that seamlessly connects the main living areas. The home features: 3 bedrooms, including an owner's bedroom conveniently located on the main floor 2 full bathrooms

  M/I Homes Builder

  17311 Beachgrass Aly, Winter Garden, FL 34787
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  $470,000

  • 3 Beds
  • 2.5 Baths
  • 1,904 Sq Ft

  14536 Golden Harbor Ln, Winter Garden, FL 34787

  Short Sale. Welcome Home! 14536 Golden Harbor – a beautifully designed 3-bedroom, 2.5-bathroom home offering 1,904 square feet of thoughtfully laid-out living space. Nestled on the desirable Watermark community on the Disney side of Winter Garden, this Meritage Angelou II model combines modern efficiency with everyday comfort. The home comes equipped with fully PAID OFF solar panels, already

  Nurit Bland PIXEL REALTY

  14536 Golden Harbor Ln, Winter Garden, FL 34787
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  $415,000

  • 3 Beds
  • 2.5 Baths
  • 1,741 Sq Ft

  14801 Evergreen Oak Loop, Winter Garden, FL 34787

  Welcome to Your Dream Townhome!Perfectly situated on a desirable corner lot, this charming home offers both comfort and convenience in a prime location. Featuring 2 full bathrooms and 1 half bath, it boasts a spacious open floor plan with modern countertops in the kitchen and bathrooms. The living room is filled with natural light, creating a warm and inviting space for relaxing or

  Manuel Duran Jr VYLLA HOME

  14801 Evergreen Oak Loop, Winter Garden, FL 34787
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  $490,000

  • 4 Beds
  • 2.5 Baths
  • 1,696 Sq Ft

  15060 Stuttgart Aly, Winter Garden, FL 34787

  Beautiful 2 story house in desirable Watermark in Winter Garden. This house includes stainless steel appliances and granite countertops. Allceramic title first floor and carpet second floor. This community features resort style swimming pool, clubhouse, gym, tennis court and more. Its zoned with A-rated school and minutes' drive from Disney and major shopping.

  Yan Zheng LOKATION

  15060 Stuttgart Aly, Winter Garden, FL 34787
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  $430,000

  • 4 Beds
  • 3.5 Baths
  • 1,902 Sq Ft

  6560 Candied Peel Aly, Winter Garden, FL 34787

  BEAUTIFUL 4 bedrooms and 3 bathrooms townhouse located in new Winter Garden area, the kitchen is designed with stainless steel appliances ,2 car Garage, near to Publix, Walmart, expressways, very close to Winter Garden Village, Disney, cinemas, restaurants, etc. Community includes pool and club house.

  Monica Duran MD3 HOMES LLC

  6560 Candied Peel Aly, Winter Garden, FL 34787
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  $409,900

  • 3 Beds
  • 2.5 Baths
  • 1,567 Sq Ft

  11032 Great Rock St, Winter Garden, FL 34787

  The Ibis at Waterleigh is a spacious town home with 3 bedrooms, 2.5 baths with stainless steel appliances. This home invites you from the time you enter. This lifestyle Community includes over the top amenities with 2 beautiful clubhouses with 2 resort style pools,2 fitness centers, putt-putt golf, beach volleyball, tennis, lake view BBQ/picnic area, dog-park and so much more. Come out and see

  Marcos Del Nero LA ROSA REALTY KISSIMMEE

  11032 Great Rock St, Winter Garden, FL 34787
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  $456,940 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,644 Sq Ft

  13270 Serene Glade Rd, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Under Construction. Sample Images Harbor Town Home – Stylish End Unit Living Beautiful end-unit townhome offering 1,644 sq. ft. of thoughtfully designed living space, featuring three bedrooms, two and a half baths, and a spacious two-car garage with a charming paver driveway. Step inside to impressive tall ceilings, enhancing the natural light and

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  13270 Serene Glade Rd, Winter Garden, FL 34787
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  $448,970 New Construction

  • 2 Beds
  • 2 Baths
  • 1,579 Sq Ft

  15873 Gem View St, Winter Garden, FL 34787

  Under Construction. All photos and videos shown are of model homes. All homes are sold unfurnished. Del Webb Oasis offers the famous 55+ lifestyle and a location just minutes away from world-famous Orlando attractions! This world-class, resort-style luxurious boutique community features natural gas single-family and villa homes nestled in wooded conservation. Del Webb Oasis offers an abundance of

  Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

  15873 Gem View St, Winter Garden, FL 34787
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  $415,000

  • Land
  • 0.48 Acre
  • $864,583 per Acre

  1669 Markel Dr, Winter Garden, FL 34787

  Bring your golf cart and big toys. This 0.48 lot is flat and clear on a quiet, dead-end street in Hillcrest across from McAllister's Landing off S Fuller Rd. BEST RESIDENTIAL LOT IN WINTER GARDEN! No HOA! No wetlands, no land to clear. Ready to build! Attention builders and investors - this is a perfect choice for a 1031 exchange, to purchase and reduce your tax liability for 2025, or to market

  Laura Diss Q BOUTIQUE SPECIALTY REALTY INC

  1669 Markel Dr, Winter Garden, FL 34787
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  $489,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,510 Sq Ft

  17341 Beachgrass Aly, Winter Garden, FL 34787

  Discover this stunning new construction home located at 17341 Beachgrass Alley in Winter Garden. Built by M/I Homes, this thoughtfully designed single-story home offers 1,510 square feet of comfortable living space featuring an open-concept layout perfect for daily life and entertaining. This well-appointed home includes: 3 spacious bedrooms with the owner's bedroom conveniently located on the

  M/I Homes Builder

  17341 Beachgrass Aly, Winter Garden, FL 34787
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  $474,000

  • 4 Beds
  • 3 Baths
  • 2,159 Sq Ft

  14488 Whittridge Dr, Winter Garden, FL 34787

  Unique opportunity in highly desired Independence (Winter Garden)! This corner, end-unit townhome/Duplex shares a wall with only one other corner home and offers a large, fully fenced backyard. Inside, the 2,326 sq ft layout is bright and functional: 4 bedrooms / 3 full baths, including a first-floor bedroom with a full bath for guests or multi-gen living. Upstairs, the spacious primary suite

  Maqueli Gewehr WRA BUSINESS & REAL ESTATE

  14488 Whittridge Dr, Winter Garden, FL 34787

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