4-Bedroom Homes for Sale in Winter Garden, FL

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  $725,000

  • 4 Beds
  • 3.5 Baths
  • 2,795 Sq Ft

  17938 Hither Hills Cir, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Welcome to your dream home in one of Winter Garden’s most serene and sought-after communities! Tucked away on a quiet street overlooking Lake Apopka, this beautifully upgraded 4-bedroom, 3.5-bath residence offers both elegance and practicality—complete with a private mother-in-law suite and no rear neighbors.Key Features:Mother-in-law suite

  

  Vincent Cordaro

  KELLER WILLIAMS ELITE PARTNERS III REALTY

  (321) 344-8411

  17938 Hither Hills Cir, Winter Garden, FL 34787
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  Explore Winter Garden

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  /49

  $720,000

  • 4 Beds
  • 2.5 Baths
  • 2,617 Sq Ft

  2454 Black Lake Blvd, Winter Garden, FL 34787

  Elegant Pool Home in Exclusive Stoneybrook West Guard-Gated Golf CommunityEnjoy privacy and tranquility in this spacious 4-bedroom, 2.5-bath home with a 3-car garage, set on a serene pond for ultimate privacy. From the moment you enter, you'll appreciate the formal living and dining spaces, ideal for sophisticated entertaining. The gourmet kitchen opens seamlessly to a spacious family room

  

  Kristi Matthew

  CENTURY 21 CARIOTI

  (321) 336-7340

  2454 Black Lake Blvd, Winter Garden, FL 34787
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  /97

  $1,187,600

  • 4 Beds
  • 4.5 Baths
  • 4,027 Sq Ft

  15344 Johns Lake Pointe Blvd, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Homes Like This are Rarely Available-Nestled on a Peninsula with Direct Western Views of Johns Lake and Surrounded by Conservation, it offers a Truly Unique Setting. Every evening brings breathtaking sunsets and the tranquil sounds of Florida wildlife, capturing the essence of classic lakefront living. Paired with the craftsmanship of a highly

  

  Denise Gregorie

  CLOCK TOWER REALTY

  (321) 216-9616

  15344 Johns Lake Pointe Blvd, Winter Garden, FL 34787
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  /49

  $625,000

  • 4 Beds
  • 3 Baths
  • 2,295 Sq Ft

  15531 Waterleigh Cove Dr, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. We just dropped the price from $650K to $625K — and it’s not because we don’t love this home (we do!), but because we want the right buyer to scoop up this gem before summer ends! Welcome to 15531 Waterleigh Cove Dr., a stunning 4-bedroom, 3-bathroom home located in the highly sought-after Horizon West community. of Waterleigh. This beautifully

  

  Vincent Cordaro

  KELLER WILLIAMS ELITE PARTNERS III REALTY

  (321) 455-0589

  15531 Waterleigh Cove Dr, Winter Garden, FL 34787
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  $1,325,000

  • 4 Beds
  • 3 Baths
  • 3,654 Sq Ft

  703 Valencia Shores Dr, Winter Garden, FL 34787

  Wow! Lakefront home on Lake Apopka in the Golf Cart District in Winter Garden! Hurry to see this home with over 1.25 acres of property located on Lake Apopka, known for it's trophy size bass fishing! Enjoy the best of both worlds with lakefront living and driving your golf cart to downtown Winter Garden to enjoy the activities! This nicely landscaped property has a dock and gazebo by the water.

  

  Andrew Kincaid

  BHHS FLORIDA REALTY

  (321) 385-8350

  703 Valencia Shores Dr, Winter Garden, FL 34787
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  /42

  $779,000

  • 4 Beds
  • 3.5 Baths
  • 3,074 Sq Ft

  14399 Wabasso Loop, Oakland, FL 34787

  Your New Home in Tilden Place!..From the moment you walk through the front door, you'll feel like you've arrived. This beautiful 4Bedroom, 3.5Bathroom home in the cozy, gated community of Tilden Place is more than just a place to live it’s a place to make memories. A Warm Welcome. As you step inside, you'll be greeted by soaring vaulted ceilings that fill the space with light and warmth. The

  

  Carmelo Nuccio

  RE/MAX EXCLUSIVE COLLECTION

  (321) 541-4279

  14399 Wabasso Loop, Oakland, FL 34787
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  /43

  $1,099,000

  • 4 Beds
  • 3.5 Baths
  • 2,938 Sq Ft

  149 S Park Ave, Winter Garden, FL 34787

  Gorgeous former model in this beautiful masonry wrapped complex in the heart of Winter Garden! Only 4 of these large 2900 SF units in entire complex which have a separate golf cart garage in addition to the two-car garage. Click on virtual tour for Matterport walk through and floorplan. This unit is elevator ready!! Ground level features a nice en-suite bedroom with walk in closet, full bath

  

  Brigitte Knott

  CHARLES RUTENBERG REALTY ORLANDO

  (321) 321-5397

  149 S Park Ave, Winter Garden, FL 34787
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  /53

  $724,900

  • 4 Beds
  • 3 Baths
  • 2,809 Sq Ft

  13851 Jomatt Loop, Winter Garden, FL 34787

  You've been scrolling the websites for weeks now, just waiting for that perfect combination of price, size, location.....and crossing your fingers for a premium lot.......and you'll be glad that you waited! 13851 Jomatt Loop in Winter Garden is just that and much more, and is now being sold for the very first time by the original owners. One of Taylor Morrison's most popular floor plans' the

  

  Steven Horner

  RE/MAX PRIME PROPERTIES

  (321) 323-3766

  13851 Jomatt Loop, Winter Garden, FL 34787
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  /96

  $565,000

  • 4 Beds
  • 2.5 Baths
  • 2,082 Sq Ft

  12259 Bracco St, Winter Garden, FL 34787

  LOCATION, LOCATION, LOCATION!!!!This beautiful modern and contemporary look Home has very welcoming facade with nice light gray railing fence at the porch area. 4 bedrooms and 2.5 Bathrooms plus the loft area open Gourmet kitchen features a large island that overlooks the combo spacious dining area and family room , tons of upgrades , hardwood flooring , beautiful cabinets as well as custom

  

  Khadija Webber

  CHARLES RUTENBERG REALTY ORLANDO

  (321) 483-3681

  12259 Bracco St, Winter Garden, FL 34787
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  /24

  $560,000

  • 4 Beds
  • 3 Baths
  • 2,042 Sq Ft

  10172 Storey Grove Way, Winter Garden, FL 34787

  Welcome to 10172 Storey Grove Way — a beautifully maintained 4-bedroom, 3-bathroom home in the desirable Storey Grove community! This spacious and functional layout is perfect for families or anyone looking for comfort, convenience, and peace of mind with modern upgrades already in place. Enjoy the confidence of a new roof (2024), along with recent updates including a new dishwasher (2023), new

  

  Jay Stewart

  SOUTHERN REALTY GROUP LLC

  (321) 342-2804

  10172 Storey Grove Way, Winter Garden, FL 34787
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  /30

  $580,000

  • 4 Beds
  • 2 Baths
  • 2,518 Sq Ft

  1319 Castleport Rd, Winter Garden, FL 34787

  Buyer lost financing! Back on the market! Welcome to this beautifully maintained 4-bedroom, 2-bath home in the highly sought-after gated community of Stoneybrook West in Winter Garden. Situated on an oversized lot, this spacious single-story residence offers comfortable living both inside and out. Enjoy Florida living on the screened-in lanai overlooking a serene backyard complete with a tranquil

  

  Kristi Matthew

  CENTURY 21 CARIOTI

  (321) 499-2280

  1319 Castleport Rd, Winter Garden, FL 34787
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  /47

  $1,282,000

  • 4 Beds
  • 3 Baths
  • 2,517 Sq Ft

  11400 Lovers Ln, Winter Garden, FL 34787

  If you've ever dreamed of country living, but don't want to give up your conveniences, then welcome to your DREAM property in desirable Winter Garden! This spacious 2,571 sq ft custom home sits on 4.6 acres and includes a 3 stall horse barn with a tack room, as well as an additional 10x20 garage. The home has so much natural light and views out of every window. The kitchen has been recently

  

  Brad Bolton

  LPT REALTY, LLC

  (321) 353-8727

  11400 Lovers Ln, Winter Garden, FL 34787
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  $549,000

  • 4 Beds
  • 2 Baths
  • 2,365 Sq Ft

  523 Cascading Creek Ln, Winter Garden, FL 34787

  Welcome to 523 Cascading Creek Lane, a stunning 4-bedroom, 2-bathroom single-family home in the desirable gated community of Black Lake Park in Winter Garden! This beautifully maintained home boasts an open-concept floor plan with abundant natural light, modern finishes, and plenty of space for comfortable living.The spacious kitchen features granite countertops, stainless steel

  

  Juliana Garcia Moraes

  PRISTINE INTERNATIONAL REALTY LLC

  (321) 252-5213

  523 Cascading Creek Ln, Winter Garden, FL 34787
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  $1,249,800

  • 4 Beds
  • 3.5 Baths
  • 2,781 Sq Ft

  15050 Sunstar Way, Winter Garden, FL 34787

  Welcome to your lakefront oasis in the heart of Winter Garden—where every day feels like a retreat.This 4-bedroom, 3.5-bath pool home blends timeless comfort with scenic charm, offering a lifestyle defined by relaxation, functionality, and flexibility. Ideally located on a private street in a cul-de-sac, this property provides exceptional privacy and tranquility.Step into a

  Angela Rodriguez DREAM FINDERS REALTY GROUP CORP

  15050 Sunstar Way, Winter Garden, FL 34787
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  /59

  $969,900

  • 4 Beds
  • 3.5 Baths
  • 2,934 Sq Ft

  16712 Rusty Anchor Rd, Winter Garden, FL 34787

  Incredible MOVE-IN READY home in one of the most sought-after communities in one of the most desirable cities around Orlando! If you are looking for your dream home with easy access to downtown Orlando, Disney, and the charm of downtown Winter Garden, come see this 4 bedroom / 3.5 bathroom, 2,934 sq ft, 3-car garage, single story Waterside community home! Built in 2019, this home has been

  Dan Conlon HEIRLOOM REALTY INTERNATIONAL

  16712 Rusty Anchor Rd, Winter Garden, FL 34787
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  /50

  $700,000

  • 4 Beds
  • 3 Baths
  • 2,583 Sq Ft

  14873 Ellingsworth Ln, Winter Garden, FL 34787

  Stunning 4 bedroom Home in the gated community of Oxford Chase - Minutes from Downtown Winter Garden!Welcome to your dream home! This beautifully maintained 4-bedroom, 3-bathroom home is located in the highly sought-after GATED community of Oxford Chase, offering peace, privacy, and modern living just minutes from the heart of charming Downtown Winter Garden.Built in 2018 and still

  yobanec reyes EMORYS ROCK REALTY POWERED BY SELLSTATE

  14873 Ellingsworth Ln, Winter Garden, FL 34787
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  /38

  $829,900

  • 4 Beds
  • 4 Baths
  • 3,278 Sq Ft

  5427 Orange Orchard Dr, Winter Garden, FL 34787

  Welcome to this beautifully upgraded 4-bedroom, 4-bath home located in the highly sought-after Wincey Groves community in Winter Garden. This thoughtfully designed residence features a functional 3-way split floor plan, offering abundant flexible space including a massive upstairs loft and a dedicated bonus room currently used as a home gym with luxury vinyl flooring.The modern interior

  Julimar Barreiro Pastrana SERHANT

  5427 Orange Orchard Dr, Winter Garden, FL 34787
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  /29

  $685,000

  • 4 Beds
  • 2 Baths
  • 2,457 Sq Ft

  539 Copperdale Ave, Winter Garden, FL 34787

  This is it! Welcome home to this showstopper in the gorgeous community of Covington Chase just minutes from downtown Winter Garden. This single story, energy efficient 2013 built home is LOADED with extras! The primary suite is fit for royalty. It features large bedroom with coffered ceilings and an extended sitting area that would also be perfect as a nursery, office, or work out space. The

  Richard Alpizar IRON VALLEY REAL ESTATE CENTRAL FLORIDA

  539 Copperdale Ave, Winter Garden, FL 34787
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  /51

  $1,689,000

  • 4 Beds
  • 3.5 Baths
  • 4,000 Sq Ft

  15264 Shonan Gold Dr, Winter Garden, FL 34787

  BEAUTIFULLY APPOINTED LAKEVIEW ESTATE HOME! Welcome to this exceptional two-story "Courbet" model located in the highly sought-after Overlook at Hamlin community in Winter Garden. Built in 2017, this expansive residence offers over 4,000 square feet of beautifully designed living space. Featuring four spacious bedrooms, three and a half baths, and two versatile dens—one on each floor—this home is

  Michael Julian JULIAN PROPERTIES, INC.

  15264 Shonan Gold Dr, Winter Garden, FL 34787
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  /38

  $539,900

  • 4 Beds
  • 2.5 Baths
  • 2,128 Sq Ft

  16250 Firedragon Dr, Winter Garden, FL 34787

  This Hutchinson model single-family home is smartly designed, functional, and beautiful. The spacious kitchen truly is the heart of the home, and hostess’ dream, in this open floorplan. The show stopping island, measuring over 9 feet long, features granite countertops which pair perfectly with the stainless steel appliances and white cabinetry. The gas stove caters to the discerning chef. The

  Marcia Castro CASTRO REALTY GROUP

  16250 Firedragon Dr, Winter Garden, FL 34787
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  /31

  $2,195,000

  • 4 Beds
  • 4 Baths
  • 3,616 Sq Ft

  15198 E Oakland Ave, Winter Garden, FL 34787

  Price reduction! Welcome to this stunning farmhouse-style home nestled on a premium corner lot in one of the most sought-after communities near Historic Winter Garden. Thoughtfully designed and beautifully maintained, this home offers modern comfort with timeless charm. This is part of one of only 17 exclusive oversized luxury custom residences. Set in a thriving, close-knit neighborhood the area

  Melody Niederst IAD FLORIDA LLC

  15198 E Oakland Ave, Winter Garden, FL 34787
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  /36

  $625,000

  • 4 Beds
  • 2.5 Baths
  • 2,415 Sq Ft

  15408 Lebeau Loop, Winter Garden, FL 34787

  **SELLER IS OFFERING $7,000 IN RATE BUYDOWN/CLOSING COST CREDIT*** Discover the exceptional LOW MAINTENANCE lifestyle offered in the Horizon West - Winding Bay community with this impressive custom-built residence (2022). NO CDD - LOW HOA- This home seamlessly combines modern design, everyday ease, and remarkable accessibility. Situated in a vibrant, active neighborhood boasting a clubhouse, dog

  Nancy Grabowski REDFIN CORPORATION

  15408 Lebeau Loop, Winter Garden, FL 34787
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  /66

  $829,000

  • 4 Beds
  • 2 Baths
  • 2,260 Sq Ft

  1212 Civitas Way, Winter Garden, FL 34787

  Welcome to this beautifully crafted one-story home in the heart of the desirable Oakland Park community, built by award-winning David Weekley Homes in 2022.. Offering the perfect balance of comfort, functionality, and style, this thoughtfully designed residence is ideal for relaxed Florida living. Step inside to a spacious open-concept main living area that seamlessly integrates the kitchen,

  Kathie Glass BHHS FLORIDA REALTY

  1212 Civitas Way, Winter Garden, FL 34787
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  /86

  $759,000 Open Sat 11AM - 2PM

  • 4 Beds
  • 3 Baths
  • 2,931 Sq Ft

  18339 Oliver Twist Way, Winter Garden, FL 34787

  Motivated Seller – 30k off list and Offering $10,000 Credit Toward Closing Costs for rate buydown or other* One-owner, highly upgraded luxury 4-bedroom, 3-bathroom home with 2-car garage, fenced-in oversized yard, and overhead storage in the highly desirable Waterleigh community—just minutes from Walt Disney World in the Top-Rated School zone. No lawn mower needed - the HOA maintains all

  Sharon Brandt KELLER WILLIAMS REALTY AT THE LAKES

  18339 Oliver Twist Way, Winter Garden, FL 34787
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  /57

  $1,675,000

  • 4 Beds
  • 4 Baths
  • 3,487 Sq Ft

  7031 Billie Ct, Winter Garden, FL 34787

  Stunning LAKEFRONT home on Lake Hancock! You'll love this SINGLE LEVEL home that has had only ONE OWNER. The owners paid attention to every detail on this home, from the EXTRA WIDE for comfort, to the DUAL WATER HEATERS in the home which ensure hot water is at the ready for everyone. You'll enter the home through a gorgeous brick pavered enclosed courtyard. Inside you'll find a formal dining

  Marcia Castro CASTRO REALTY GROUP

  7031 Billie Ct, Winter Garden, FL 34787
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  /40

  $2,185,000

  • 4 Beds
  • 5 Baths
  • 3,836 Sq Ft

  60 N Park Ave, Winter Garden, FL 34787

  Welcome to Luxury Living at 30 N Park in the heart of Historic Downtown Winter Garden, Florida. Don’t miss this rare opportunity to own 1 of only 9 Exclusive Residences in this sought-after Townhome Community. This corner unit provides over 3800 square feet of living space and is situated on the Award-Winning West Orange Trail and just steps away from Downtown. Professionally Decorated with High

  Lori Walker CENTURY 21 CARIOTI

  60 N Park Ave, Winter Garden, FL 34787
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  /93

  $789,000

  • 4 Beds
  • 3.5 Baths
  • 3,074 Sq Ft

  14321 Wabasso Loop, Winter Garden, FL 34787

  Welcome to your dream home! This stunning 4-bedroom, 3.5-bathroom residence combines modern elegance with luxurious living in a sought-after gated community. Designed with high-end finishes and top-tier amenities, this home is truly a gem.First Floor: Featuring sleek tile flooring throughout the common areas, a gourmet kitchen with white marble countertops, matching white cabinetry, a

  Ana Pagotto KELLER WILLIAMS REALTY AT THE LAKES

  14321 Wabasso Loop, Winter Garden, FL 34787
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  /40

  $560,000

  • 4 Beds
  • 3 Baths
  • 2,048 Sq Ft

  17019 Seville Orange Rd, Winter Garden, FL 34787

  Beautiful 4-Bedroom, 3-Bathroom Home in a Prime Location!If you're looking for comfort and convenience in a home, this home is the perfect choice! With 4 spacious bedrooms and 3 modern bathrooms, it offers everything you need for a quality life.Upon arrival, you'll be greeted by a charming covered porch, ideal for moments of relaxation, accompanied by a small garden. Upon

  Joao De Souza Freitas, Jr WRA BUSINESS & REAL ESTATE

  17019 Seville Orange Rd, Winter Garden, FL 34787
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  /53

  $899,000

  • 4 Beds
  • 4 Baths
  • 2,831 Sq Ft

  931 Kylee Alley, Winter Garden, FL 34787

  PRICE REDUCED! Welcome exceptional, elegant and innovative comforts to your life in this beautiful home in sought-after Oakland Park known for its community amenities including three swimming pools, a clubhouse, playgrounds, a dog park plus access to the famous 23-mile West Orange Trail for cycling, rollerblading running and walking. Just two years young, this meticulous home features an open

  Sean Spencer PREMIER SOTHEBYS INT'L REALTY

  931 Kylee Alley, Winter Garden, FL 34787
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  /2

  $649,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,791 Sq Ft

  17317 Beachgrass Alley, Winter Garden, FL 34787

  Fall in love with this 4 bedroom, 3 ½ bath, with 2-car ally-load garage home. The Wekiva offers 3 elevations, each with various sized front porches and accents of stone, shutters, siding, or shaker shingles.This versatile plan will wow you the minute you entry, with its impressive 2-story foyer. A bedroom with its own full bath is located up front, creating the perfect spot for guest,

  M/I Homes

  Wekiva, Winter Garden, FL 34787
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  /15

  $669,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,780 Sq Ft

  17323 Beachgrass Alley, Winter Garden, FL 34787

  Discover this stunning new construction home built by M/I Homes, located at 17323 Beachgrass Alley in Winter Garden. This thoughtfully designed 4-bedroom, 3.5-bathroom home spans 2,780 square feet and features an owner's bedroom conveniently located upstairs off the loft. The home showcases quality design elements throughout, with an open-concept living space that creates seamless

  M/I Homes

  Wekiva, Winter Garden, FL 34787
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  /2

  $634,990 New Construction

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

  17329 Beachgrass Alley, Winter Garden, FL 34787

  Discover this stunning new construction home located at 17329 Beachgrass Alley in Winter Garden. Built by M/I Homes, this impressive 2,510 square foot home offers 4 bedrooms and 3 full bathrooms, featuring the owner's bedroom conveniently located upstairs off the loft. This thoughtfully designed home showcases an open-concept living space that seamlessly connects the main living

  M/I Homes

  Sandestin, Winter Garden, FL 34787
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  /14

  $688,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,343 Sq Ft

  Cambridge, Winter Garden, FL 34787

  The single-story Cambridge is available to build with a classic or bungalow inspired exterior elevation. With details such as craftsman-style columns or stone accent, the Cambridge will appeal to those wanting a modern or a traditionally styled home.

  M/I Homes

  Cambridge, Winter Garden, FL 34787
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  /14

  $876,990 New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,475 Sq Ft

  Newport Xl, Winter Garden, FL 34787

  At almost 5,000 sq. ft. you will be glad this home is built to Energy Star 3.1 building standards, making this home more energy efficient than homes just built to code, and it is backed by M/I Homes’ Transferable Structural Warranty. To learn more about this home schedule your personal tour today!

  M/I Homes

  Newport Xl, Winter Garden, FL 34787
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  /3

  $584,990 New Construction

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

  Sandestin, Winter Garden, FL 34787

  Welcome home to the Sandestin! This beautiful home boasts 4 bedrooms, 3 full bathrooms, a loft, a spacious lanai, an open-concept main living area, and a 2-car garage. Contact us today to learn how to personalize the Sandestin to fit your wants and needs!

  M/I Homes

  Sandestin, Winter Garden, FL 34787
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  /17

  $604,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,780 Sq Ft

  Wekiva, Winter Garden, FL 34787

  Fall in love with this 4 bedroom, 3 ½ bath, with 2-car ally-load garage home. The Wekiva offers 3 elevations, each with various sized front porches and accents of stone, shutters, siding, or shaker shingles.

  M/I Homes

  Wekiva, Winter Garden, FL 34787
• 

  

  /3

  $1,020,990 New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,761 Sq Ft

  Lake Star, Winter Garden, FL 34787

  This home comes as a beautiful 2-story 4-bed, 4.5-bath with loft area, 4-car garage with covered lanai with sliding glass 8 ft. doors. To find out more about this home contact us today.

  M/I Homes

  Lake Star, Winter Garden, FL 34787
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  /3

  $723,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,740 Sq Ft

  Kent, Winter Garden, FL 34787

  The Kent floorplan is offered in a traditional or classical exterior design. This spacious, 4-5-bedroom home is one of our most versatile 2-story plans!

  M/I Homes

  Kent, Winter Garden, FL 34787
• 

  

  /20

  $689,990 New Construction

  • 4 Beds
  • 2 Baths
  • 2,277 Sq Ft

  Brighton II, Winter Garden, FL 34787

  As functional and flexible as it is beautiful, the single-story, 4-bedroom, 2-bath Brighton II can be expanded to have 5 bedrooms, 3 baths, and a bonus room; it's even Energy Star®3.1 certified to save you money and energy! Best of all, this home is backed by our 10-Year Transferable Structural Warranty, adding peace of mind to its list of amazing benefits. Contact us today to learn more!

  M/I Homes

  Brighton II, Winter Garden, FL 34787
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  /20

  $849,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,810 Sq Ft

  Aspire, Winter Garden, FL 34787

  Single-level living with large open spaces and the opportunity for two owner’s suites on one level, the Aspire checks all of the boxes. Upon entry, a spacious foyer leads to the formal dining room, a space that is both elegant and functional. Two guest rooms and a full guest bathroom can be found down the private hall.

  M/I Homes

  Aspire, Winter Garden, FL 34787

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