Winter Garden, FL Homes for Sale with Pool

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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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  /42

  $719,000

  • 5 Beds
  • 3 Baths
  • 3,887 Sq Ft

  13900 Fox Glove St, Winter Garden, FL 34787

  Price Reduction! Seller is motivated! Brand new roof June 2025! Beautiful specious family home well maintained, southern views over the golf course!Welcome to your new home in the sought-after Stoneybrook West Golfing Community! The lovely 5-bedroom, 3-bathroom home is situated in St Andrews. Walking inside this spacious residence with over 3700 sq ft of space, you'll be welcomed

  Donna Ramsden SELECT ESTATES, LLC

  13900 Fox Glove St, Winter Garden, FL 34787
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  /25

  $306,990

  • 2 Beds
  • 2 Baths
  • 1,375 Sq Ft

  14501 Grove Resort Ave Unit 1743, Winter Garden, FL 34787

  GREAT OPPORTUNITY TO PURCHASE A LUXURY BIRCH DESIGN 2 BEDROOM 2 BATHROOM FULLY FURNISHED CONDO LOCATED ON THE 7TH FLOOR/TOP FLOOR WITH GREAT VIEWS OF THE COURTYARD AREA & MUCH MORE. YOU CAN OWN A BEAUTIFUL VACATION RENTAL PROPERTY AT THE GROVE RESORT & WATERPARK IN ONE OF THE WORLDS PREMIER VACATION DESTINATIONS. THE BEAUTIFUL GROVE RESORT & WATER PARK HAS MANY AMENITIES INCLUDING: WATER PARK,

  Denise Sacks SACKS REALTY GROUP, INC.

  14501 Grove Resort Ave Unit 1743, Winter Garden, FL 34787
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  /68

  $325,000

  • 3 Beds
  • 3 Baths
  • 1,544 Sq Ft

  14501 Grove Resort Ave Unit 1707, Winter Garden, FL 34787

  This top-floor 3-bedroom “Sable” condo at The Grove Resort & Water Park is not just a luxurious vacation retreat — it’s a consistently profitable investment. With strong year-round occupancy and enrollment in the fully managed hotel rental program, this unit has delivered positive cash flow every year for its current owner. Located just 5 minutes from Walt Disney World, The Grove offers unmatched

  Uno Sorlie HOPKEY REALTY

  14501 Grove Resort Ave Unit 1707, Winter Garden, FL 34787
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  /2

  $485,000

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

  15178 Blue Peacock Ln, Winter Garden, FL 34787

  Wonderful Townhouse with 3 bedrooms and 1 Den, 2.5 Bathrooms, very spacious living room. Downstairs there is a modern wood porcelain tile, great open kitchen concept with a beautiful white quartz countertop, new stainless steel appliances, there is a fantastic and spacious office. On the second floor we have carpet throughout, very nice concept access to the bedrooms, fairly new construction

  Ademir Correa Junior Max C&T Realty LLC

  15178 Blue Peacock Ln, Winter Garden, FL 34787
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  /2

  $238,900

  • 2 Beds
  • 2 Baths
  • 918 Sq Ft

  142 Windtree Ln Unit 202, Winter Garden, FL 34787

  ''STUNNING RENOVATED CONDO FOR SALE! Experience the ultimate in comfort and convenience in this beautifully updated 2 bedroom, 2 bathroom condo! Features: Renovated with modern carpet and vinyl floors Gorgeous granite countertops Updated appliances for effortless entertaining Washer and dryer included for added convenience! Perfectly located just minutes from: Top-rated public schools Fresh

  Kevin Isaacs Own At Last

  142 Windtree Ln Unit 202, Winter Garden, FL 34787
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  /5

  $541,365 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,788 Sq Ft

  16412 Silver Brook Way, Winter Garden, FL 34787

  Brand new, energy-efficient home available by May 2025! A beautiful open kitchen features a large island that overlooks the combo spacious dining area and family room. The upstairs loft offers extra space to be configured to best fit your family's needs. Now selling from the mid $500's, Silverleaf Reserve offers spacious open floorplan concepts fit for every lifestyle. Located in the heart of

  Tatiana Souza MERITAGE HOMES OF FL REALTY

  16412 Silver Brook Way, Winter Garden, FL 34787
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  /5

  $528,060 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,678 Sq Ft

  16436 Silver Brook Way, Winter Garden, FL 34787

  Brand new, energy-efficient home available by May 2025! An open, spacious kitchen overlooks the great room and dining area making it perfect for entertaining friends and family. The second-floor loft can be configured as a home office or a play area . Now selling from the mid $500's, Silverleaf Reserve offers spacious open floorplan concepts fit for every lifestyle. Located in the heart of Winter

  Tatiana Souza MERITAGE HOMES OF FL REALTY

  16436 Silver Brook Way, Winter Garden, FL 34787
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  /5

  $534,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,788 Sq Ft

  16454 Silver Brook Way, Winter Garden, FL 34787

  Brand new, energy-efficient home available by Apr 2025! A beautiful open kitchen features a large island that overlooks the combo spacious dining area and family room. The upstairs loft offers extra space to be configured to best fit your family's needs. Now selling from the mid $500's, Silverleaf Reserve offers spacious open floorplan concepts fit for every lifestyle. Located in the heart of

  Tatiana Souza MERITAGE HOMES OF FL REALTY

  16454 Silver Brook Way, Winter Garden, FL 34787
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  /12

  $829,126 New Construction

  • 5 Beds
  • 2.5 Baths
  • 2,833 Sq Ft

  12372 Clear Sapphire Dr, Winter Garden, FL 34787

  Sleek kitchen featuring Brellin White cabinets & Soapstone Mist quartz countertops. Spacious great room, perfect for hosting family & friends. Peaceful primary suite with tray ceiling & walk-in closet. Refreshing primary bath featuring dual sinks & chrome finishes. Private Extra Suite for overnight guests. Additional bath located in fourth bedroom. Inviting covered lanai for relaxing outdoors.

  

  K. Hovnanian Homes

  Builder

  12372 Clear Sapphire Dr, Winter Garden, FL 34787
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  /36

  $797,429 New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,837 Sq Ft

  12910 Harvest Rain Ave, Winter Garden, FL 34787

  Welcome to the Saint Clair at 12910 Harvest Rain Avenue in Harvest at Ovation! This stunning home combines beautiful design with thoughtful functionality. Step through the inviting foyer to find two secondary bedrooms, each with its own en-suite bath. The open kitchen with center island flows into the great room and opens to a large covered lanai, perfect for outdoor living. A nearby flex space

  

  Taylor Morrison

  Builder

  12910 Harvest Rain Ave, Winter Garden, FL 34787
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  /36

  $774,440 New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,837 Sq Ft

  12892 Harvest Rain Ave, Winter Garden, FL 34787

  Welcome to the Saint Clair at 12892 Harvest Rain Avenue in Harvest at Ovation! This thoughtfully designed home blends style and functionality. Enter through the welcoming foyer to find two secondary bedrooms, each with its own en-suite bath. The open kitchen with center island overlooks the great room and flows to a large covered lanai, perfect for outdoor living. A nearby study adds flexibility,

  

  Taylor Morrison

  Builder

  12892 Harvest Rain Ave, Winter Garden, FL 34787
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  /8

  $578,141 New Construction

  • 3 Beds
  • 2 Baths
  • 1,533 Sq Ft

  12543 Grape Chardonnay Alley, Winter Garden, FL 34787

  Charming kitchen featuring Brellin White cabinets & pendant lights. Vast center island & Steel Grey granite countertops. Productive home office for studying or reading. Open dining area & great room creates seamless flow. Restful primary suite featuring striking tray ceiling. Lavish primary bath with dual sinks & walk-in closet. Versatile covered lanai for spending time outdoors.

  

  K. Hovnanian Homes

  Builder

  12543 Grape Chardonnay Alley, Winter Garden, FL 34787
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  /2

  $796,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,101 Sq Ft

  16029 Honey Harvest St, Winter Garden, FL 34787

  Welcome to the Cumberland at 16029 Honey Harvest Street in Harvest at Ovation. This spacious two-story Cumberland offers 5 bedrooms, 4.5 bathrooms, and flexible living for every stage of life. The open-concept great room, dining area, and gourmet kitchen flow effortlessly together and open to an extended covered lanai through two sets of sliding glass doors—perfect for entertaining. Tucked

  

  Taylor Morrison

  Builder

  16029 Honey Harvest St, Winter Garden, FL 34787
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  /25

  $500,000 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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  /28

  $861,940 New Construction

  • 4 Beds
  • 3 Baths
  • 3,017 Sq Ft

  6244 Argent Wood Dr, Winter Garden, FL 34787

  Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining - Now Open!The beautifully

  Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

  6244 Argent Wood Dr, Winter Garden, FL 34787
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  /65

  $1,949,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,274 Sq Ft

  1020 Tildenville School Rd, Winter Garden, FL 34787

  Step into luxury with this brand-new, custom-built J&J home! Featuring 5 spacious bedrooms, 4.5 baths, plus a loft and flex space, this home is designed for both comfort and style. GREEN certified home. The primary bedroom and two additional bedrooms are conveniently located on the main floor, offering easy living. Chef's kitchen with monogram appliances and a scullery kitchen complete with

  Kara Manuchia ALL REAL ESTATE & INVESTMENTS

  1020 Tildenville School Rd, Winter Garden, FL 34787
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  /30

  $925,000 New Construction

  • 4 Beds
  • 3 Baths
  • 3,017 Sq Ft

  338 Crystal Wood Dr, Winter Garden, FL 34787

  Under Construction. Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from historic downtown Winter Garden. This intimate gated new community features single-family homes on large homesites without a CDD. Residents enjoy all the proximity to shopping, dining, and entertainment this area is known for. Explore Our Two Models!The

  Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

  338 Crystal Wood Dr, Winter Garden, FL 34787
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  /13

  $725,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,833 Sq Ft

  Sanya II Plan at Osprey Ranch, Winter Garden, FL 34787

  Private home office for studying or telecommuting. Open-concept kitchen with center island and huge pantry. Spacious covered lanai for outdoor entertaining. Versatile loft, great for relaxing or game nights. Convenient laundry room in proximity to bedrooms. Stunning primary suite with large walk-in closet and elegant bath.

  

  K. Hovnanian Homes

  Builder

  15221 Blue Peacock Ln Unit 37292445, Winter Garden, FL 34787
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  /14

  $836,990 New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,034 Sq Ft

  Grayson II Plan at Osprey Ranch, Winter Garden, FL 34787

  Extra Suite with private bath and walk-in closet for guests. Designer kitchen with large counterspace, center island and pantry. Spacious great room with tray ceiling and access to covered lanai. Primarysuite with bath featuring large shower and dual sinks. Versatile loft space for relaxing or entertaining. Second story media room with optional barn doors for movie nights.

  

  K. Hovnanian Homes

  Builder

  15221 Blue Peacock Ln Unit 37292432, Winter Garden, FL 34787
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  /14

  $791,990 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,652 Sq Ft

  Xavier II Plan at Osprey Ranch, Winter Garden, FL 34787

  Private first floor home office, ideal for working from home. Impressive kitchen with large center island. Spacious great room and dining area near kitchen for entertaining. Relaxing primarysuite with tray ceiling and large walk-in closet. Luxurious primary bath with opt. freestanding tub. Expansive covered lanai, great for enjoying the outdoors.

  

  K. Hovnanian Homes

  Builder

  15221 Blue Peacock Ln Unit 37292433, Winter Garden, FL 34787
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  /15

  $758,990 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,291 Sq Ft

  Tompkins III Loft Plan at Osprey Ranch, Winter Garden, FL 34787

  Private home office near foyer, perfect for telecommuting. Striking kitchen with large island overlooking great room and dining area. Beautiful tray ceiling in dining area and great room. Luxurious primary suite with spacious walk-in closet. Lavish primary bath with optional freestanding tub. Versatile loft with loft bedroom and bath.

  

  K. Hovnanian Homes

  Builder

  15221 Blue Peacock Ln Unit 37292427, Winter Garden, FL 34787
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  /14

  $688,990 New Construction

  • 3 Beds
  • 3 Baths
  • 2,552 Sq Ft

  Tobago II Plan at Osprey Ranch, Winter Garden, FL 34787

  Multi-generational Extra Suite Plus with living room and optional kitchenette. Private home office, perfect for telecommuting. Spectacular kitchen with large center island and pantry for storage. Open dining area and great room with tray ceiling and lanai access. Relaxing primarysuite with natural light and walk-in closet. Stunning primary bath with large shower and optional freestanding tub.

  

  K. Hovnanian Homes

  Builder

  15221 Blue Peacock Ln Unit 37292423, Winter Garden, FL 34787
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  /29

  $875,000 New Construction

  • 5 Beds
  • 3 Baths
  • 3,147 Sq Ft

  276 Summer Pine St, Winter Garden, FL 34787

  QUICK MOVE IN!!! NEWLY BUILT Highly Desirable Community and Location!! Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from Historic Downtown Winter Garden. This Gated New Community features single-family homes on large homesites without a CDD. Step into the Coral Grand by Pulte Homes, where Luxury and Convenience seamlessly

  Raymond Tong LPT REALTY, LLC

  276 Summer Pine St, Winter Garden, FL 34787
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  /9

  $459,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,835 Sq Ft

  9428 Bolshoi Alley, Winter Garden, FL 34787

  Under Construction. Discover this stunning new construction townhome at 9428 Bolshoi Alley in Winter Garden! This thoughtfully designed home features 3 bedrooms, 2.5 bathrooms, a flex room, a 2-car detached garage, and more. This townhome's design emphasizes functionality and comfort throughout. The open-concept living area creates seamless transitions between spaces, making it ideal for both

  Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

  9428 Bolshoi Alley, Winter Garden, FL 34787
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  /9

  $429,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,693 Sq Ft

  9416 Bolshoi Alley, Winter Garden, FL 34787

  Under Construction. Discover this stunning new construction townhome at 9416 Bolshoi Alley in Winter Garden. This charming home features 3 spacious bedrooms, 2.5 bathrooms, an open-concept living area, and so much more. This home showcases excellent design quality with attention to detail in every room. The open-concept floorplan connects the main living areas, creating an inviting atmosphere for

  Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

  9416 Bolshoi Alley, Winter Garden, FL 34787
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  /7

  $557,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,114 Sq Ft

  Ellison Plan at Silverleaf Reserve - Bungalows, Winter Garden, FL 34787

  The open first floor boasts a spacious great room and dining area that flow seamlessly together. The upstairs primary suite features an oversized walk-in closet, dual sinks, and a standing shower.

  

  Meritage Homes

  Builder

  5115 Citrus Leaf Blvd Unit 37076734, Winter Garden, FL 34787
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  /10

  $532,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,788 Sq Ft

  Hurston Plan at Silverleaf Reserve - Bungalows, Winter Garden, FL 34787

  A beautiful open kitchen features a large island that overlooks the combo spacious dining area and family room. The upstairs loft offers extra space to be configured to best fit your family's needs.

  

  Meritage Homes

  Builder

  5115 Citrus Leaf Blvd Unit 37076737, Winter Garden, FL 34787
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  /7

  $519,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,678 Sq Ft

  Austen Plan at Silverleaf Reserve - Bungalows, Winter Garden, FL 34787

  An open, spacious kitchen overlooks the great room and dining area making it perfect for entertaining friends and family. The second-floor loft can be configured as a home office or a play area for kids.

  

  Meritage Homes

  Builder

  5115 Citrus Leaf Blvd Unit 37076733, Winter Garden, FL 34787
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  /7

  $550,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,985 Sq Ft

  Faulkner Plan at Silverleaf Reserve - Bungalows, Winter Garden, FL 34787

  This plan offers a large, covered front porch and spacious, open first floor. Upstairs boasts a game room for entertaining friends and family, a versatile loft that can be configured as a home office or play area for the kids and a private primary suite.

  

  Meritage Homes

  Builder

  5115 Citrus Leaf Blvd Unit 37076735, Winter Garden, FL 34787
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  /7

  $551,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,011 Sq Ft

  Hughes Plan at Silverleaf Reserve - Bungalows, Winter Garden, FL 34787

  Enjoy the functionality of the open designer curated kitchen, spacious great room and dining area. Flex space can be configured as a home office, hobby space, or play area for kids.

  

  Meritage Homes

  Builder

  5115 Citrus Leaf Blvd Unit 37076736, Winter Garden, FL 34787
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  /12

  $850,805 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,075 Sq Ft

  Thoreau Plan at Silverleaf Reserve, Winter Garden, FL 34787

  This functional floorplan has a spacious family room that's open to an expansive kitchen. A combination dining and living room provides ideal space for indoor entertaining or moving the party outdoors to the private lanai.

  

  Meritage Homes

  Builder

  5115 Citrus Leaf Blvd Unit 37076730, Winter Garden, FL 34787
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  /3

  $630,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,080 Sq Ft

  Alcott II Plan at Silverleaf Reserve, Winter Garden, FL 34787

  This home's family room is open to a functional kitchen that features a casual dining area. Flex room makes an excellent office or hobby space. The primary suite offers a corner soaking tub, separate shower, and dual vanities.

  

  Meritage Homes

  Builder

  5115 Citrus Leaf Blvd Unit 37076726, Winter Garden, FL 34787
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  /12

  $937,015 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,871 Sq Ft

  Hayden Plan at Silverleaf Reserve, Winter Garden, FL 34787

  Enjoy cooking meals in the open kitchen overlooking the family room. Each secondary bedroom features a walk-in closet and there's plenty of storage in the oversized garage. Use the first-floor study for working or relaxation.

  

  Meritage Homes

  Builder

  5115 Citrus Leaf Blvd Unit 37076729, Winter Garden, FL 34787
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  /10

  $703,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,654 Sq Ft

  Barrett Plan at Silverleaf Reserve, Winter Garden, FL 34787

  The main floor features an open kitchen island work area overlooking the dining room and spacious family room. Enjoy outdoor living on the covered porch or back lanai. First floor den and hobby room offer great workspaces.

  

  Meritage Homes

  Builder

  5115 Citrus Leaf Blvd Unit 37076728, Winter Garden, FL 34787
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  /3

  $677,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,485 Sq Ft

  Ashbery Plan at Silverleaf Reserve, Winter Garden, FL 34787

  Have your morning coffee on the charming front porch or covered lanai of this home. Those who work form home will appreciate the first-floor private study. The whole family will enjoy gathering in the spacious, light-filled two-story great room.

  

  Meritage Homes

  Builder

  5115 Citrus Leaf Blvd Unit 37076727, Winter Garden, FL 34787
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  /4

  $582,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,424 Sq Ft

  Thompson II Plan at Highland Ridge, Winter Garden, FL 34787

  Entertain with ease in this open floorplan, with a chef-inspired kitchen overlooking the dining and great room. A rear home study allows the quiet space you need for work focus and relaxation.

  

  Meritage Homes

  Builder

  12037 Bracco St Unit 37076674, Winter Garden, FL 34787
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  /9

  $505,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,678 Sq Ft

  Austen Plan at Highland Ridge, Winter Garden, FL 34787

  An open, spacious kitchen overlooks the great room and dining area making it perfect for entertaining friends and family. The second floor loft can be configured as a home office or a play area for kids.

  

  Meritage Homes

  Builder

  12037 Bracco St Unit 37076668, Winter Garden, FL 34787
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  /7

  $539,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,114 Sq Ft

  Ellison Plan at Highland Ridge, Winter Garden, FL 34787

  Open first floor boasts a spacious great room and dining area that flow seamlessly together. Upstairs primary suite features an oversized walk-in closet, dual sinks, and a standing shower.

  

  Meritage Homes

  Builder

  12037 Bracco St Unit 37076670, Winter Garden, FL 34787
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  /7

  $533,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,011 Sq Ft

  Hughes Plan at Highland Ridge, Winter Garden, FL 34787

  Enjoy the functionality of the open designer curated kitchen, spacious great room and dining area. Flex space can be configured as a home office, hobby space, or play area for kids.

  

  Meritage Homes

  Builder

  12037 Bracco St Unit 37076672, Winter Garden, FL 34787

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