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

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  /36

  $445,000 Open Sun 2PM - 5PM

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  15187 Harrowgate Way, Winter Garden, FL 34787

  Location! Location! Welcome to this wel maintained 3 beds 2 bath single family home located in the desirable community of Stone Creek in Winter Garden. This home offers a spacious living room, dining area, spacious master bedroom with double sink and walking closet, 2 extra bedrooms and sharing bath, 2 car garage, screened porch and generous fenced back yard. This property is convenient located

  Maria Howard CHARLES RUTENBERG REALTY INC

  15187 Harrowgate Way, Winter Garden, FL 34787
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  /18

  $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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  /4

  $400,000

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

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

  This is a wetland property. W Orange Country Club Drive in Winter Garden, Florida 34787. "Zoning: C-2" Nestled in a desirable and well-established area. This county currently is not allowing anything to be built on it. Pin Location: Latitude 28.49896925, Longitude -81.58828662. Note: buyers I emphasize the importance of conducting thorough due diligence to ensure that the property meets your

  Samih Sadiq KELLY RIGHT REAL ESTATE

  0 W Orange Country Club Dr, Winter Garden, FL 34787
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  /14

  $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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  /35

  $415,000

  • 3 Beds
  • 2.5 Baths
  • 1,789 Sq Ft

  14989 Apollo Bond Dr, Winter Garden, FL 34787

  Welcome to this beautifully maintained townhome offering stylish finishes, functional space, and a prime location with serene views. Step inside to an open-concept layout featuring a spacious kitchen with light cabinetry, granite countertops, stainless steel appliances, a large center island with bar seating, and a walk-in pantry. The kitchen flows seamlessly into the dining and living areas,

  Jasmine Reierson THE C SMITH REAL ESTATE GROUP LLC

  14989 Apollo Bond Dr, Winter Garden, FL 34787
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  /36

  $429,990

  • 4 Beds
  • 2.5 Baths
  • 1,990 Sq Ft

  14844 Driftwater Dr, Winter Garden, FL 34787

  Welcome to this beautifully maintained townhome located in one of Winter Garden’s most desirable communities. Featuring 4 bedrooms, 2.5 bathrooms, and nearly 2,000 square feet of thoughtfully designed living space, this home delivers the comfort of a single-family residence with the convenience of low-maintenance living. The main floor offers a bright open layout with elegant tile flooring, a

  Claudio Maciel NOVA REAL ESTATE SERVICES INC

  14844 Driftwater Dr, Winter Garden, FL 34787
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  /13

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,689 Sq Ft

  16613 Point Rock Dr, Winter Garden, FL 34787

  School in area, Publix in area.

  Alfredo Olivares CREDIT HOME CORP

  16613 Point Rock Dr, Winter Garden, FL 34787
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  /6

  $449,990 New Construction

  • 3 Beds
  • 3.5 Baths
  • 1,715 Sq Ft

  Porter Plan at Hamlin Meadows - Townhomes, Winter Garden, FL

  The Porter floorplan is an inviting two-story townhome designed with thoughtful spaces throughout. Featuring three bedrooms and two full bathrooms, the layout offers a smooth flow between living spaces. The first floor boasts a bright great room that opens into the dining area and lanai, perfect for entertaining or relaxation. Upstairs, all three bedrooms are thoughtfully arranged alongside a

  Dream Finders Homes Builder

  0 Hamlin Meadows St Unit 39247914, Winter Garden, FL
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  /33

  $460,000

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

  11072 Silver Surfer Aly, Winter Garden, FL 34787

  Come see 11072 Silver Surfer Aly, recently updated with fresh interior paint and partial flooring replacement. The kitchen features all stainless steel appliances, an accent backsplash, a practical island, and a convenient walk-in pantry. The primary bedroom includes a walk-in closet for ample storage, and the primary bathroom contains double sinks. An exterior covered patio extends the living

  Karen Albright OPENDOOR BROKERAGE LLC

  11072 Silver Surfer Aly, Winter Garden, FL 34787
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  /34

  $474,990 New Construction

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

  15267 Hamlin Park Dr, Winter Garden, FL 34787

  Experience modern townhome living in this beautifully designed three-story residence located in Parkview at Hamlin in Winter Garden. This thoughtfully planned home features three private suites, including a convenient first-floor suite and a spacious third-floor primary suite, offering flexibility and privacy for today’s lifestyle. The second floor serves as the heart of the home, showcasing an

  Ashton Woods Builder

  15267 Hamlin Park Dr, Winter Garden, FL 34787
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  /22

  $404,000 Open Sat 11AM - 2PM

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

  15663 Kinnow Mandarin Ln, Winter Garden, FL 34787

  MASSIVE PRICE REDUCTION !! SELLERS ARE HIGHLY MOTIVATED AND OFFERING $4,000 TOWARDS THE BUYERS CLOSING COSTS FOR A FULL PRICE OFFER!! Look no further, this meticulously maintained townhouse checks all the boxes. Brand NEW ROOF (2025) and NEW CARPET with a 10-year WARRANTY makes this home feel brand new. Stainless steel kitchen appliances complete with a BOSCH DISHWASHER. the OPEN CONCEPT is

  Steven Tsukamoto REAL LIVING R E SOLUTIONS

  15663 Kinnow Mandarin Ln, Winter Garden, FL 34787
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  /73

  $434,900

  • 3 Beds
  • 2.5 Baths
  • 1,560 Sq Ft

  6212 Aralia Ivy Ln, Winter Garden, FL 34787

  LOCATION! LOCATION! LOCATION! Take advantage of $5,000 in seller concessions! This spacious and beautiful two-story townhome offers the perfect blend of comfort, privacy, and convenience in the highly desirable Hamilton Gardens community. Enjoy an open-concept floor plan, freshly painted interior, and a private outdoor courtyard leading to a rear-entry two-car detached garage.The bright

  Olga Recean EMPIRE NETWORK REALTY

  6212 Aralia Ivy Ln, Winter Garden, FL 34787
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  /75

  $490,000

  • 4 Beds
  • 3 Baths
  • 2,070 Sq Ft

  16329 Prairie School Dr, Winter Garden, FL 34787

  Welcome to this stunning corner-unit townhome in the heart of Winter Garden, where natural light, extra space, and thoughtful design come together to create the perfect place to call home! As you step inside, you'll be greeted by a welcoming foyer that leads into an open-concept layout. From there, you’ll approach the beautifully designed modern kitchen and spacious dining area that flows

  Erica Jefferson COLDWELL BANKER REALTY

  16329 Prairie School Dr, 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 446990, 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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  /8

  $436,990 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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  /7

  $400,000

  • Land
  • 1.8 Acres
  • $222,222 per Acre

  12325 & 12303 Stagg Rd, Winter Garden, FL 34787

  Winter Garden 2 lots surrounded by commercial/industrial properties. Close to Highway 50, the Turnpike, and SR 429.

  Matine Pawlicki CENTURY 21 CARIOTI

  12325 & 12303 Stagg Rd, Winter Garden, FL 34787
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  /2

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 1,767 Sq Ft

  15939 Marina Bay Dr, Winter Garden, FL 34787

  Tucked inside the highly desirable Hawksmoor community, 15939 Marina Bay Dr delivers the kind of Winter Garden lifestyle buyers are searching for: modern townhome living, a well-planned community setting, and everyday convenience near some of Horizon West's most popular destinations. This townhome offers a comfortable and functional layout with open living spaces designed for both daily living

  Clayton Chaves La Rosa Realty Llc

  15939 Marina Bay Dr, Winter Garden, FL 34787
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  /10

  $441,000

  • 3 Beds
  • 2.5 Baths
  • 1,536 Sq Ft

  15038 Windflower Aly, Winter Garden, FL 34787

  Welcome to this beautiful and well-maintained home located in the highly desirable community of Winter Garden. This charming property offers a perfect blend of comfort, functionality, and modern living. Featuring a spacious layout, the home provides ample natural light throughout, creating a warm and inviting atmosphere. The kitchen is designed for both convenience and style, with plenty of

  Pedro Stuart DTB FLORIDA REALTY, INC.

  15038 Windflower Aly, Winter Garden, FL 34787
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  /29

  $489,000

  • 3 Beds
  • 2.5 Baths
  • 1,624 Sq Ft

  16440 Hamlin Hills Rd, Winter Garden, FL 34787

  CORNER LOT townhouse right next to Hamlin Middle and Hamlin Elementary schools. Downstairs you'll find an open floorplan with the kitchen, dining room and great room, a half bathroom and the courtyard between the house and the garage, which is perfect for entertaining and relaxing outside. Upstairs the 3 bedrooms, 2 full baths, a loft and the laundry for your convenience. All appliances included.

  Dimerson Almeida TALENT REALTY SOLUTIONS

  16440 Hamlin Hills Rd, Winter Garden, FL 34787
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  /25

  $469,999 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,920 Sq Ft

  7363 Mezzano Ln, Winter Garden, FL 34787

  Welcome to your chance to own one of the most desirable residences in this vibrant community! This spacious 4-bedroom, 4-bath corner townhome is truly special—not only does it feature a thoughtful two-story layout with the primary suite on the main floor, but it’s also one of the very first resale opportunities since the builder completely sold out. That means you can move in now without waiting

  Erica Diaz HOMEVEST REALTY

  7363 Mezzano Ln, Winter Garden, FL 34787
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  /52

  $445,000

  • 3 Beds
  • 2.5 Baths
  • 1,814 Sq Ft

  12003 Holystone St, Winter Garden, FL 34787

  Welcome to Waterleigh—one of Winter Garden’s most sought-after communities! This beautifully upgraded end-unit Sandhill townhome shines with natural light, thanks to extra windows and an open, airy layout that just feels right the moment you walk in.Upstairs, a versatile loft flexes to fit your life—home office, playroom, movie zone... you call it. With 3 bedrooms and 2.5 bathrooms, this home

  Darren Moreno KELLER WILLIAMS REALTY SMART

  12003 Holystone St, Winter Garden, FL 34787
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  /40

  $400,000

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

  10031 Memoir Ave, Winter Garden, FL 34787

  PRICE TO SELL!!! This gorgeous and spacious Townhome will impress you! Absolutely nothing left to doin this beautiful 3-bedroom, 2.5-bath that shows like a model! The first floor features an open floor plan with upgraded tile flooring. The kitchen offers solid surface countertops,a massive island, stainless steel appliances, and a full view of the family roomand dining area. The

  Beatriz Dominguez BROKERS REAL ESTATE GROUP INC

  10031 Memoir Ave, Winter Garden, FL 34787
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  /9

  $419,990 New Construction

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

  18179 Cider Mill Ln, 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

  18179 Cider Mill Ln, Winter Garden, FL 34787
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  /48

  $426,000 New Construction

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

  10768 Rhett Butler Aly, Winter Garden, FL 34787

  Designed for modern living, this beautifully maintained 3-bedroom, 2.5-bath townhome is located in the highly desirable Storey Grove community. Built in 2023, this home offers contemporary style, comfort, and convenience in one of the most sought-after areas near Orlando. The first floor features a bright open-concept layout with tile flooring throughout, creating a clean, modern, and

  Emilia Faria KARDOSH REALTY

  10768 Rhett Butler Aly, Winter Garden, FL 34787
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  /34

  $410,000

  • 3 Beds
  • 2.5 Baths
  • 1,536 Sq Ft

  15140 Windflower Aly, Winter Garden, FL 34787

  Stunning 3-bedroom, 2.5-bath townhome in the highly desirable Winter Garden area! This home offers a bright and inviting atmosphere with a sought-after south-facing exposure, filling the space with natural light all day long. Featuring a modern open layout, spacious living areas, and all bedrooms privately located upstairs, it’s designed for both comfort and functionality. Perfectly located just

  Jenny Caso LIFESTYLE INTERNATIONAL REALTY

  15140 Windflower Aly, Winter Garden, FL 34787
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  /22

  $469,900

  • 3 Beds
  • 2.5 Baths
  • 2,012 Sq Ft

  15684 Orange Harvest Loop, Winter Garden, FL 34787

  Welcome to 15684 Orange Harvest Loop, a 3-bedroom, 2.5-bath townhouse with a loft, located in the highly desirable Hickory Hammock neighborhood of Winter Garden, Florida. Known for its charming architecture and resort-style amenities, Hickory Hammock offers an exceptional lifestyle in one of Winter Garden's most sought-after communities.This inviting townhouse features a bright, open floor

  Mary Sue Piesik CHARLES RUTENBERG REALTY INC

  15684 Orange Harvest Loop, Winter Garden, FL 34787
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  $488,692 New Construction

  • 3 Beds
  • 3 Baths
  • 1,715 Sq Ft

  17019 Haggerty Hollow Dr, Winter Garden, FL 34787

  The Porter floorplan is an inviting two-story townhome designed with thoughtful spaces throughout. Featuring three bedrooms and two full bathrooms, the layout offers a smooth flow between living spaces. The first floor boasts a bright great room that opens into the dining area and lanai, perfect for entertaining or relaxation. Upstairs, all three bedrooms are thoughtfully arranged alongside a

  Dream Finders Homes Builder

  17019 Haggerty Hollow Dr, Winter Garden, FL 34787
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  /37

  $495,000

  • 4 Beds
  • 2.5 Baths
  • 2,060 Sq Ft

  9231 Grand Island Way, Winter Garden, FL 34787

  Beautiful corner-lot home located in the highly desirable Watermark community in Horizon West, Winter Garden. This impressive property offers the perfect combination of modern design, comfort, and an unbeatable location. This well-appointed two-story residence features 4 bedrooms, 2 full bathrooms, and a convenient half bath. All bedrooms are located on the second floor, including a spacious

  Diller de Abreu Junior ELITE INTERNATIONAL REALTY INC

  9231 Grand Island Way, Winter Garden, FL 34787
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  /23

  $450,000

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft

  14501 Grove Resort Ave, Winter Garden, FL 34787

  Luxury vacation home ownership 5 minutes from Walt Disney World Park. Dazzling new resort with waterpark, on-site restaurants andcafes, game room, fitness center, fitness trail, amazing pools, convention center, 20-acre activity lake, concierge and complimentary shuttle to the DisneyWorld parks. This unit boasts prime views to the waterpark.

  Roberto Sanz Gonzalez Partnership Realty Inc.

  14501 Grove Resort Ave, Winter Garden, FL 34787
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  $480,819 New Construction

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

  7320 Windy Willow St, Winter Garden, FL 34787

  The Harbor floor plan offers a smartly designed two-story townhome that caters to both convenience and space. With three bedrooms and two and a half bathrooms, this home ensures comfort on every level. All three bedrooms are located upstairs, providing privacy and quiet from the main living areas. The second floor also features a spacious primary suite with a walk-in closet and private bath,

  Dream Finders Homes Builder

  7320 Windy Willow St, Winter Garden, FL 34787
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  /73

  $489,900

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

  12050 Bracco St, Winter Garden, FL 34787

  Modern Living Meets Prime Location in Horizon West! Welcome to this stunning 2023-built Meritage Home in the sought-after Highland Ridge community. This energy-efficient "Bungalow" style residence features 3 bedrooms, 2.5 bathrooms, and a versatile second-floor loft—perfect for a home office or media room. The open-concept main floor boasts a gourmet kitchen with a large quartz island, sleek

  Clarisse Loureiro FLORIDA CONNEXION PROPERTIES

  12050 Bracco St, Winter Garden, FL 34787
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  /16

  $435,000 Pre-Foreclosure

  • 3 Beds
  • 2.5 Baths
  • 1,732 Sq Ft

  15659 Jungle Aly, Winter Garden, FL 34787

  Seller motivated. Beautifully maintained town home 3 bed and 3 bath in the desirable Horizon West area of Winter Garden! This charming alley-facing property features an open-concept floor plan with spacious living and dining areas, a modern kitchen with solid surface countertops, stainless steel appliances, and a large island perfect for entertaining. Upstairs offers generously sized bedrooms,

  Dinorah Navarro LPT REALTY, LLC

  15659 Jungle Aly, Winter Garden, FL 34787
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  /28

  $488,000

  • 4 Beds
  • 2.5 Baths
  • 2,131 Sq Ft

  5413 New Independence Pkwy, Winter Garden, FL 34787

  Beautiful 4-bedroom, 2.5-bathroom townhouse located in the desirable Winter Garden area. The primary bedroom is conveniently located downstairs, offering comfort and privacy, while upstairs you’ll find additional spacious bedrooms. This home features a modern layout perfect for everyday living and entertaining, along with a cozy patio, a 2-car garage, and ample natural light throughout. The

  Monica Duran MD3 HOMES LLC

  5413 New Independence Pkwy, Winter Garden, FL 34787
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  /3

  $500,000

  • Land
  • 9.94 Acres
  • $50,302 per Acre

  12995 Reaves Rd, Winter Garden, FL 34787

  Vacant parcel (9.94 ac) with Residential/Agriculture zoning. Abundant foliage in a wetland setting. Obtaining permits is essential for assessing the conservation area before seeking a building permit. We highly recommend that prospective buyers engage the services of an environmental consultant to evaluate feasibility.

  Brent Balcomb United Realty Group, Inc

  12995 Reaves Rd, Winter Garden, FL 34787
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  $483,659 New Construction

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

  7272 Windy Willow St, Winter Garden, FL 34787

  The Harbor floor plan offers a smartly designed two-story townhome that caters to both convenience and space. With three bedrooms and two and a half bathrooms, this home ensures comfort on every level. All three bedrooms are located upstairs, providing privacy and quiet from the main living areas. The second floor also features a spacious primary suite with a walk-in closet and private bath,

  Dream Finders Homes Builder

  7272 Windy Willow St, Winter Garden, FL 34787
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  /30

  $459,000 Pre-Foreclosure

  • 4 Beds
  • 2.5 Baths
  • 1,996 Sq Ft

  14058 Frasier St, Winter Garden, FL 34787

  Welcome to 14058 Frasier Street in the heart of Winter Garden, Florida—where modern comfort meets small-town charm! Located in one of Central Florida’s most sought-after communities, this beautifully maintained home offers the perfect blend of style, space, and convenience. Step inside to discover an inviting open-concept floor plan filled with natural light, high ceilings, and thoughtfully

  Alireza Partovi EXP REALTY LLC

  14058 Frasier St, Winter Garden, FL 34787
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  /33

  $415,000

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

  10540 Tribute Dr, Winter Garden, FL 34787

  This stunning and spacious townhome will exceed all expectations! Built in 2023 and designed with modern living in mind, this 3-bedroom, 2.5-bath home feels like a model property and offers the perfect blend of style, comfort, and investment potential. The first floor showcases an open-concept design with upgraded tile flooring, a beautifully appointed kitchen featuring solid-surface countertops,

  Solon Potenciano Silva, Jr LEGACY PLUS REALTY

  10540 Tribute Dr, Winter Garden, FL 34787
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  /45

  $475,000

  • 4 Beds
  • 2.5 Baths
  • 1,860 Sq Ft

  6982 Twilight Bay Dr, Winter Garden, FL 34787

  Beautiful and well maintained two story townhouse in Winter Garden just 15 minutes from Magic Kingdom, where you can enjoy nightly fireworks views right from your home. Completed in December 2023, this home is just over two years old, meaning major components such as the roof, AC, and systems are all still very new. This bright and inviting property features an open concept layout filled with

  Yartemy Pinheiro CREEGAN GROUP

  6982 Twilight Bay Dr, Winter Garden, FL 34787
• 

  $487,602 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,729 Sq Ft

  7304 Windy Willow St, Winter Garden, FL 34787

  The Sage floorplan offers a thoughtfully designed two-story layout, ideal for comfortable living and modern convenience. This 3-bedroom, 2.5-bathroom townhome features an open concept on the first floor, highlighted by a spacious great room, a cozy lanai, and a breezeway that connects to a 2-car garage. Upstairs, the second floor boasts all three bedrooms, along with a versatile loft space,

  Dream Finders Homes Builder

  7304 Windy Willow St, Winter Garden, FL 34787
• 

  $477,876 New Construction

  • 3 Beds
  • 3 Baths
  • 1,715 Sq Ft

  7312 Windy Willow St, Winter Garden, FL 34787

  The Porter floorplan is an inviting two-story townhome designed with thoughtful spaces throughout. Featuring three bedrooms and two full bathrooms, the layout offers a smooth flow between living spaces. The first floor boasts a bright great room that opens into the dining area and lanai, perfect for entertaining or relaxation. Upstairs, all three bedrooms are thoughtfully arranged alongside a

  Dream Finders Homes Builder

  7312 Windy Willow St, Winter Garden, FL 34787

Showing Results 41 - 80, Page 2 of 4