Homes for Sale in 34787

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  /24

  $680,000

  • 5 Beds
  • 3 Baths
  • 3,524 Sq Ft

  2425 Prairie View Dr, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. ****MOTIVATED SELLER. SELLER WILL CONSIDER CONCESSIONS IF MADE IN AN OFFER****Welcome to 2425 Prairie View Drive in the desirable Winter Garden! This spacious, light-filled 5-bedroom home offers beautiful flooring throughout—no carpet anywhere—and a highly flexible layout. Really, there is a space and place for everyone and everything! All main

  Amaal Barakat KELLER WILLIAMS ADVANTAGE III

  2425 Prairie View Dr, Winter Garden, FL 34787
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  /10

  $169,000

  • 4 Beds
  • 1 Bath
  • 880 Sq Ft

  1422 Basin St, Winter Garden, FL 34787

  Property offers 4 bedrooms and 1 bath room.

  Rosa Rodriguez STIRLING INTERNATIONAL REAL ES

  1422 Basin St, Winter Garden, FL 34787
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  /66

  $944,000

  • 4 Beds
  • 3.5 Baths
  • 3,909 Sq Ft

  13665 Killebrew Way, Winter Garden, FL 34787

  This stunning 4-bedroom, 3.5-bath residence offers an impressive 3,909 sq ft of thoughtfully designed living space, making it one of the best family floorplans available in Winter Garden.The open and airy layout features high ceilings and spacious rooms that create a welcoming, light-filled atmosphere perfect for everyday living and entertaining. The primary bedroom is conveniently located

  Paulo Silva CHARLES RUTENBERG REALTY ORLANDO

  13665 Killebrew Way, Winter Garden, FL 34787
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  /27

  $585,000

  • 4 Beds
  • 3.5 Baths
  • 2,474 Sq Ft

  16230 Carraway Bay Aly, Winter Garden, FL 34787

  Welcome to 16230 Carraway Bay Alley, a beautifully maintained home located in the heart of Winter Garden. Situated in a desirable community with convenient access to shopping, dining, and major highways, this property offers a perfect blend of comfort, style, and location. The home features a thoughtfully designed layout with spacious living areas, abundant natural light, and modern finishes

  Matthew Eads WATSON REALTY CORP

  16230 Carraway Bay Aly, Winter Garden, FL 34787
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  /60

  $649,900

  • 5 Beds
  • 3 Baths
  • 2,647 Sq Ft

  730 River Grass Ln, Winter Garden, FL 34787

  Welcome to life in the Winter Garden Golf Cart District, where you can cruise to Downtown Winter Garden’s shops, restaurants, and famous farmers market in minutes, then come home to a cul-de-sac beauty on a premium conservation lot with no rear neighbors. This stunning 5-bedroom, 3-bath home delivers the space, layout, and upgrades buyers dream about. Downstairs, you’ll find a full bedroom

  Karen Tefft ASSIST2SELL BUYERS & SELLERS

  730 River Grass Ln, Winter Garden, FL 34787
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  /58

  $375,000

  • 2 Beds
  • 2.5 Baths
  • 1,620 Sq Ft

  2100 Gopher Tortoise Terrace, Oakland, FL 34787

  Imagine coming home to a space that feels open, comfortable, and perfectly placed for everyday life. This corner-unit townhome in the desirable Longleaf at Oakland community offers added privacy, abundant natural light, and a thoughtfully designed layout that truly works for today’s lifestyle. Inside, the home features a clean, modern feel with plank vinyl flooring, granite countertops, and

  Stiliany Collado LLC MARKET CONNECT REALTY LLC

  2100 Gopher Tortoise Terrace, Oakland, FL 34787
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  /5

  $455,000

  • Land
  • 0.28 Acre
  • $1,625,000 per Acre

  1227 Ridge Lake Way, Winter Garden, FL 34787

  Lot 249 is located in the final phase of Oakland Park at The Reserve, a highly sought-after golf cart community nestled along the shores of Lake Apopka. Enjoy close proximity to the West Orange Trail and the charming Downtown Winter Garden, known for its local shops, dining, and events. This is a rare opportunity to build your FULLY CUSTOM dream home in one of the area’s most desirable

  Dawn Pickard THE C SMITH REAL ESTATE GROUP LLC

  1227 Ridge Lake Way, Winter Garden, FL 34787
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  /28

  $649,000

  • 4 Beds
  • 3 Baths
  • 2,136 Sq Ft

  16622 Parable Way, Winter Garden, FL 34787

  Located in the heart of Winter Garden, this beautiful home at 16622 Parable Way, Winter Garden, FL 34787 offers an excellent combination of top-rated schools, prime location, and natural surroundings. The property is situated in a highly desirable school district and is conveniently close to a nearby lake, providing a peaceful atmosphere and scenic views. Just a short drive to Disney and major

  Xiaoguang Ruan AAA GLOBAL VENTURES PA

  16622 Parable Way, Winter Garden, FL 34787
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  /44

  $2,299,990 New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,988 Sq Ft

  17426 Glossy Pomelo Way, Winter Garden, FL 34787

  Discover this stunning new construction home located at 17426 Glossy Pomelo Way Winter Garden, built by M/I Homes. This impressive 4,988 square foot home features 5 bedrooms and 5 bathrooms, with the owner's bedroom conveniently located upstairs. Key features of this exceptional home include: Spacious open-concept living space perfect for entertaining 5 generously sized bedrooms providing ample

  M/I Homes Builder

  17426 Glossy Pomelo Way, Winter Garden, FL 34787
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  /26

  $845,651 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,327 Sq Ft

  11193 Hollow Bay Dr, Winter Garden, FL 34787

  The property is located at 11193 Hollow Bay Drive WINTER GARDEN FL 34787 priced at 845651, the square foot and stories are 3327, 2.The number of bath is 3, halfbath is 1 there are 4 bedrooms and 2 garages. For more details please, call or email.

  D.R. Horton Builder

  11193 Hollow Bay Dr, Winter Garden, FL 34787
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  /13

  $648,075 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,489 Sq Ft

  16827 Hobe Sound Ct, Winter Garden, FL 34787

  The property is located at 16827 Hobe Sound Court WINTER GARDEN FL 34787 priced at 648075, the square foot and stories are 2489, 2.The number of bath is 3, halfbath is 1 there are 4 bedrooms and 2 garages. For more details please, call or email.

  D.R. Horton Builder

  16827 Hobe Sound Ct, Winter Garden, FL 34787
• 

  $814,566 New Construction

  • 5 Beds
  • 4 Baths
  • 2,866 Sq Ft

  11187 Hollow Bay Dr, Clermont, FL 34787

  The property is located at 11187 Hollow Bay Drive WINTER GARDEN FL 34787 priced at 814566, the square foot and stories are 2866, 2.The number of bath is 4, halfbath is 0 there are 5 bedrooms and 2 garages. For more details please, call or email.

  D.R. Horton Builder

  11187 Hollow Bay Dr, Clermont, FL 34787
• 

  $829,736 New Construction

  • 5 Beds
  • 4 Baths
  • 2,866 Sq Ft

  11223 Hollow Bay Dr, Winter Garden, FL 34787

  The property is located at 11223 Hollow Bay Drive WINTER GARDEN FL 34787 priced at 829736, the square foot and stories are 2866, 2.The number of bath is 4, halfbath is 0 there are 5 bedrooms and 2 garages. For more details please, call or email.

  D.R. Horton Builder

  11223 Hollow Bay Dr, Winter Garden, FL 34787
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  /33

  $807,201 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,225 Sq Ft

  11229 Hollow Bay Dr, Clermont, FL 34787

  The property is located at 11229 Hollow Bay Drive WINTER GARDEN FL 34787 priced at 807201, the square foot and stories are 3225, 2.The number of bath is 4, halfbath is 1 there are 5 bedrooms and 2 garages. For more details please, call or email.

  D.R. Horton Builder

  11229 Hollow Bay Dr, Clermont, FL 34787
• 

  $570,950 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,027 Sq Ft

  16821 Hobe Sound Ct, Horizon West, FL 34787

  The property is located at 16821 Hobe Sound Court WINTER GARDEN FL 34787 priced at 570950, the square foot and stories are 2027, 2.The number of bath is 2, halfbath is 1 there are 3 bedrooms and 2 garages. For more details please, call or email.

  D.R. Horton Builder

  16821 Hobe Sound Ct, Horizon West, FL 34787
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  $590,700 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,027 Sq Ft

  16840 Hobe Sound Ct, Horizon West, FL 34787

  The property is located at 16840 Hobe Sound Court WINTER GARDEN FL 34787 priced at 590700, the square foot and stories are 2027, 2.The number of bath is 2, halfbath is 1 there are 3 bedrooms and 2 garages. For more details please, call or email.

  D.R. Horton Builder

  16840 Hobe Sound Ct, Horizon West, FL 34787
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  /79

  $869,900

  • 4 Beds
  • 3.5 Baths
  • 2,800 Sq Ft

  15672 Shorebird Ln, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Experience refined Florida living in this elegant Toll Brothers built residence, perfectly located on a premium corner homesite in the sought-after Lakeshore Preserve community. Distinguished by its Tuscan elevation, stone accents, and barrel tile roof, this 4-bedroom, 3.5-bath pool home offers timeless curb appeal and thoughtfully designed living

  Helen Thompson RE/MAX SELECT GROUP

  15672 Shorebird Ln, Winter Garden, FL 34787
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  /80

  $975,000

  • 5 Beds
  • 3 Baths
  • 3,557 Sq Ft

  16975 Wingspread Loop, Winter Garden, FL 34787

  Wake each morning to tranquil lake views and soft natural light that set a serene tone for the day. Built in 2021, this refined residence is positioned on an expansive premium lot within Winter Garden’s sought-after Hawksmoor community, offering the rare luxury of no rear or front neighbors—only open space, conservation views, and uninterrupted privacy.The paved driveway and oversized

  Kristin Duncan KELLER WILLIAMS ADVANTAGE REALTY

  16975 Wingspread Loop, Winter Garden, FL 34787
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  /49

  $719,000

  • 4 Beds
  • 3.5 Baths
  • 2,839 Sq Ft

  5966 Cypress Hill Rd, Winter Garden, FL 34787

  Welcome to 5966 Cypress Hill Rd, nestled in the highly sought-after Independence community of Winter Garden. This beautifully cared-for home offers a rare blend of privacy, space, and lifestyle amenities that truly make it stand out. One of the biggest highlights is the fully paid-off solar system, giving the next owner the benefit of extremely low electric bills—around $35 per month. It’s a huge

  Mahmoud Mango DALTON WADE INC

  5966 Cypress Hill Rd, Winter Garden, FL 34787
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  /57

  $505,000

  • 4 Beds
  • 3 Baths
  • 2,328 Sq Ft

  6524 Pasturelands Place, Winter Garden, FL 34787

  One full year of ***AHS HOME WARRANTY**This townhome is located in a highly desirable community offering exceptional amenities and long-term value. Featuring 4 bedrooms and 3 full bathrooms, this beautifully upgraded residence stands out with a spacious first-floor bedroom and full bath providing convenience, accessibility, and privacy ideal for guests, multigenerational living, or anyone wishing

  Maritza Jimenez WATSON REALTY CORP

  6524 Pasturelands Place, Winter Garden, FL 34787
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  /86

  $589,000

  • 3 Beds
  • 2 Baths
  • 2,184 Sq Ft

  4620 Gliding Wave St, Winter Garden, FL 34787

  A STUNNING, ENERGY-EFFICIENT HOME LOCATED IN ONE OF WINTER GARDEN’S MOST DESIRABLE GATED COMMUNITIES. Located at the highly desirable gated community of Lakeview Preserve, this 2021-built residence offers a rare combination of modern design, comfort, and quality of life in one of Central Florida’s fastest-growing and most appreciated areas. The home features 3 bedrooms and 2 bathrooms with a

  Simone de Souza Nunes Silva WRA BUSINESS & REAL ESTATE

  4620 Gliding Wave St, Winter Garden, FL 34787
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  /85

  $2,175,000

  • 5 Beds
  • 5 Baths
  • 4,139 Sq Ft

  16038 Johns Lake Overlook Dr, Winter Garden, FL 34787

  Discover lakefront luxury at its finest in the coveted community of Hickory Hammock - where peaceful water views greet you from both the front and back of this extraordinary Winter Garden residence. Perfectly positioned on the shimmering shores of Johns Lake, this home offers a rare blend of elegance, privacy, and resort-style living that feels like a vacation every single day.Step inside and

  Brad Gruber WHEATLEY REALTY GROUP

  16038 Johns Lake Overlook Dr, Winter Garden, FL 34787
• 

  Price To Be Determined New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,903 Sq Ft

  Autumn Plan at Westhaven at Ovation - Townes Collection, Winter Garden, FL 34787

  Toll Brothers, Inc. Builder

  14030 Lochend St Unit 39178511, Winter Garden, FL 34787
• 

  Price To Be Determined New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,863 Sq Ft

  Crowley Plan at Westhaven at Ovation - Townes Collection, Winter Garden, FL 34787

  Toll Brothers, Inc. Builder

  14030 Lochend St Unit 39178492, Winter Garden, FL 34787
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  /41

  $285,000

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

  14501 Grove Resort Ave Unit 1503, Winter Garden, FL 34787

  ***Don't miss this spacious, immaculate, 3-bedroom/2-bathroom vacation condo, situated on the 5th floor of The Grove Resort and Water Park condo hotel. The screened-in balcony looks over the relaxing courtyard and pond with conservation behind, and the path below leads you in either direction to the water park, or pools and Lake Austin. The unit comes fully-furnished and ready for you to enjoy

  Lesley O'Neal FLARE PROPERTIES LLC

  14501 Grove Resort Ave Unit 1503, Winter Garden, FL 34787
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  /55

  $1,175,000

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

  15312 Gilligan Ct, Winter Garden, FL 34787

  Set within one of Winter Garden’s most loved communities, this thoughtfully designed two-story home offers a lifestyle shaped by ease, connection, and everyday enjoyment in Winter Garden, Florida. Morning walks along sidewalks, friendly neighbors, nearby parks, and resort-style amenities create a rhythm that feels relaxed yet vibrant. With top-rated schools, convenient access to shopping and

  Gretchen Carlson REAL BROKER, LLC

  15312 Gilligan Ct, Winter Garden, FL 34787
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  /32

  $490,000

  • 3 Beds
  • 2.5 Baths
  • 1,905 Sq Ft

  900 Walkers Grove Ln, Winter Garden, FL 34787

  Downtown Winter Garden – Golf Cart District! Don’t miss this amazing opportunity to own a well maintained 3-bedroom, 2.5-bath townhome in the heart of Downtown Winter Garden, right in the highly desirable Golf Cart District—with no rear neighbors! Built in 2015, this home features a spacious layout with tile flooring throughout the first floor, a welcoming foyer, and an open-concept kitchen with

  Laura Taylor SPECTRUM PROPERTY GROUP LLC

  900 Walkers Grove Ln, Winter Garden, FL 34787
• 

  $843,995 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,894 Sq Ft

  Griffin Plan at Westhaven at Ovation - Retreat Collection, Winter Garden, FL 34787

  The Griffin's welcoming extended covered porch, and inviting covered entry and foyer, flow past the lovely dining room to the spacious great room and views of the desirable covered lanai beyond. The well-designed kitchen overlooks a bright casual dining area, and is highlighted by a large center island with breakfast bar, plenty of counter and cabinet space, and roomy walk-in pantry. The graceful

  Toll Brothers, Inc. Builder

  14030 Lochend Way Unit 39165006, Winter Garden, FL 34787
• 

  $522,995 New Construction

  • 3 - 5 Beds
  • 2.5 - 3.5 Baths
  • 2,062 Sq Ft

  Bellamy Plan at Westhaven at Ovation - Bungalows Collection, Winter Garden, FL 34787

  Stylish urban comfort. The Bellamy's inviting porch and entry flow into the welcoming foyer and a bright flex room, revealing the spacious great room, dining room, and desirable covered lanai beyond. The well-equipped gourmet kitchen is highlighted by a large center island with breakfast bar, plenty of counter and cabinet space, and ample walk-in pantry. The serene primary bedroom suite is

  Toll Brothers, Inc. Builder

  14030 Lochend Way Unit 39164998, Winter Garden, FL 34787
• 

  $652,995 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,109 Sq Ft

  Jensen Plan at Westhaven at Ovation - Retreat Collection, Winter Garden, FL 34787

  The Jensen's inviting extended covered porch and welcoming foyer hallway reveal the expansive great room and views to the desirable large covered lanai beyond. The well-appointed kitchen overlooks a bright casual dining area, and is complete with a large center island with breakfast bar, plenty of counter and cabinet space, and ample walk-in pantry. The private primary bedroom suite is

  Toll Brothers, Inc. Builder

  14030 Lochend Way Unit 39165001, Winter Garden, FL 34787
• 

  $739,995 New Construction

  • 3 - 5 Beds
  • 3.5 - 4.5 Baths
  • 2,917 Sq Ft

  Marco Plan at Westhaven at Ovation - Retreat Collection, Winter Garden, FL 34787

  The Marco's inviting extended covered porch and covered entry reveal the welcoming foyer, lovely dining room, and spacious great room with desirable covered lanai beyond. The well-appointed kitchen is highlighted by a large center island with breakfast bar, plenty of counter and cabinet space, and ample walk-in pantry. The stunning primary bedroom suite is enhanced by a huge walk-in closet and

  Toll Brothers, Inc. Builder

  14030 Lochend Way Unit 39165004, Winter Garden, FL 34787
• 

  $507,995 New Construction

  • 3 - 4 Beds
  • 2.5 - 3.5 Baths
  • 1,908 Sq Ft

  Liston Plan at Westhaven at Ovation - Bungalows Collection, Winter Garden, FL 34787

  Superior contemporary design. The Liston's welcoming covered porch and entry open immediately onto the expansive great room, with views to the lovely dining room and desirable large covered lanai beyond. The well-equipped gourmet kitchen is enhanced by a large center island with breakfast bar, plenty of counter and cabinet space, and generous walk-in pantry. The gorgeous primary bedroom suite is

  Toll Brothers, Inc. Builder

  14030 Lochend Way Unit 39165000, Winter Garden, FL 34787
• 

  $769,995 New Construction

  • 4 - 6 Beds
  • 3.5 - 4.5 Baths
  • 3,256 Sq Ft

  Grenada Plan at Westhaven at Ovation - Retreat Collection, Winter Garden, FL 34787

  The Grenada's inviting extended covered porch and welcoming foyer flow into the spacious great room, with views to the desirable covered lanai beyond. The well-appointed kitchen overlooks a bright casual dining area, and is complete with a large center island with breakfast bar, plenty of counter and cabinet space, and ample walk-in pantry. The secluded primary bedroom suite is highlighted by an

  Toll Brothers, Inc. Builder

  14030 Lochend Way Unit 39164997, Winter Garden, FL 34787
• 

  $791,995 New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,626 Sq Ft

  Delray Plan at Westhaven at Ovation - Retreat Collection, Winter Garden, FL 34787

  The Delray's welcoming extended covered porch and inviting foyer open onto the beautiful dining room, offering views to the expansive great room and desirable covered lanai beyond. The well-designed kitchen overlooks a bright casual dining area, and is highlighted by a large center island with breakfast bar, plenty of counter and cabinet space, and roomy walk-in pantry. The magnificent primary

  Toll Brothers, Inc. Builder

  14030 Lochend Way Unit 39164996, Winter Garden, FL 34787
• 

  $717,995 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,775 Sq Ft

  Ormond Plan at Westhaven at Ovation - Retreat Collection, Winter Garden, FL 34787

  The Ormond's welcoming covered porch and entry flow into the inviting foyer, opening to the spacious great room, beautiful dining room, and desirable large covered lanai beyond. The well-designed kitchen is enhanced by a large center island with breakfast bar, plenty of counter and cabinet space, and roomy pantry. The lovely primary bedroom suite is complete with dual walk-in closets and spa-like

  Toll Brothers, Inc. Builder

  14030 Lochend Way Unit 39165005, Winter Garden, FL 34787
• 

  $497,995 New Construction

  • 3 - 4 Beds
  • 2.5 - 3.5 Baths
  • 1,838 Sq Ft

  Kelly Plan at Westhaven at Ovation - Bungalows Collection, Winter Garden, FL 34787

  Stylish townhome luxe. The Kelly's inviting porch and welcoming foyer reveal the spacious great room, dining room, and desirable large covered lanai beyond. The well-designed gourmet kitchen is complete with a large center island with breakfast bar, plenty of counter and cabinet space, and sizable walk-in pantry. The beautiful primary bedroom suite is enhanced by an ample walk-in closet and

  Toll Brothers, Inc. Builder

  14030 Lochend Way Unit 39165003, Winter Garden, FL 34787
• 

  $539,995 New Construction

  • 4 - 6 Beds
  • 3.5 - 4.5 Baths
  • 2,142 Sq Ft

  Montpelier Plan at Westhaven at Ovation - Bungalows Collection, Winter Garden, FL 34787

  Charming contemporary living. The Montpelier's welcoming porch and entry reveal the inviting foyer and views to the spacious great room, dining room, and desirable covered lanai beyond. The well-designed gourmet kitchen is equipped with a large center island with breakfast bar, plenty of counter and cabinet space, and sizable walk-in pantry. The private primary bedroom suite is highlighted by a

  Toll Brothers, Inc. Builder

  14030 Lochend Way Unit 39164999, Winter Garden, FL 34787
• 

  

  /12

  $85,000

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft

  1035 Highgate Blvd Unit 18, Winter Garden, FL 34787

  This home in our 55+ land leased community has been thoughtfully remodeled and is move in ready. The roof is brand new and the A/C is recent. Pleasing open floor plan with large rooms for your comfort. Ample parking and a nice sized shed for convenience. This home is within walking distance of the heated pool and other beautiful amenities. Come tour this home today.

  Sandra Bergman Cove Communities

  1035 Highgate Blvd Unit 18, Winter Garden, FL 34787
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  /58

  $875,000

  • 5 Beds
  • 4.5 Baths
  • 3,635 Sq Ft

  15784 Sweet Limetta Dr, Winter Garden, FL 34787

  ***Motivated Seller - Agent is Owner - Bring All Serious Offers!***. Move-in ready and thoughtfully updated, 15784 Sweet Limetta Dr is a spacious 5-bedroom, 4.5-bath home offering 3,635 sq ft of flexible living space in one of Winter Garden’s most desirable communities and an all A+ school district. The home has been refreshed with brand-new interior paint and brand-new carpet throughout

  Janet Muzzonigro REALTY HUB

  15784 Sweet Limetta Dr, Winter Garden, FL 34787
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  /33

  $540,000

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

  14257 Lagoon Cove Ln, Winter Garden, FL 34787

  Welcome to this charming single-family residence in the highly desirable Black Lake Park community of Winter Garden. This well-maintained home features 4 (3 bedrooms + 1 study)and 2 full bathrooms with a functional open floor-plan that seamlessly connects living, dining, and kitchen areas — perfect for everyday living and entertaining. The spacious interior offers approximately 2,365 sq. ft. of

  Anahi C Rosario INTERNATIONAL REAL ESTATE LLC

  14257 Lagoon Cove Ln, Winter Garden, FL 34787

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