Below you can view all the homes for sale in the Watermark subdivision located in Winter Garden Florida. Listings in Watermark are updated daily from data we receive from the Orlando multiple listing service.

To learn more about any of these homes or to receive custom notifications when a new property is listed for sale in Watermark, give us a call at 407-278-2057.

31 Results

Watermark Winter Garden Florida Homes For Sale

Watermark For Sale $459,900

Inviting front porch with brick flooring and black metal railing at 9790 Amber Chestnut Way, Winter Garden, FL 34787
Open-concept kitchen with white cabinetry, granite countertops, and stainless steel appliances at 9790 Amber Chestnut Way, Winter Garden, FL 34787
Modern kitchen featuring a center island with bar seating and white cabinets at 9790 Amber Chestnut Way, Winter Garden, FL 34787
On Market Today
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1626

  • Year Built

    2019

  • $/SqFt

    $283

Known for their energy-efficient features, our homes help you live a healthier and quieter lifestyle while saving you thousands of dollars on utility bills. KIMBRIDGE REALTY, LLC.

Watermark For Sale $451,000

Aerial view showcasing this home's location within a neatly planned community with sidewalks and green spaces at 9513 Amber Chestnut Way, Winter Garden, FL 34787
This aerial view highlights the home's proximity to green spaces and the layout of this residential community at 9513 Amber Chestnut Way, Winter Garden, FL 34787
Wide aerial view highlighting the community layout, including a playground and surrounding residential homes at 9513 Amber Chestnut Way, Winter Garden, FL 34787
On Market For 4 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1789

  • Year Built

    2018

  • $/SqFt

    $252

Don't miss this incredible opportunity—schedule a tour today! PRISTINE INTERNATIONAL REALTY LLC.

Watermark For Sale $459,000

Spacious townhome features a two-car garage and well-maintained landscaping at 14007 Picard Aly, Winter Garden, FL 34787
Bright entryway with modern tile flooring and convenient key hooks at 14007 Picard Aly, Winter Garden, FL 34787
Stylish home office featuring a wood desk, shelving, and a comfortable leather chair at 14007 Picard Aly, Winter Garden, FL 34787
On Market For 3 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1937

  • Year Built

    2018

  • $/SqFt

    $237

The area boasts a variety of shopping, dining, and recreational options nearby. HAVEN PROPERTY GROUP LLC.

Watermark For Sale $769,000

Beautiful single-Gathering home with a well-manicured lawn and inviting front porch at 14661 Glade Hill Park Way, Winter Garden, FL 34787
Inviting covered front porch with seating area and view of the neighborhood at 14661 Glade Hill Park Way, Winter Garden, FL 34787
Covered front porch with seating and a view of the home's exterior at 14661 Glade Hill Park Way, Winter Garden, FL 34787
On Market For 5 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2935

  • Year Built

    2018

  • $/SqFt

    $262

This move-in ready home offers the perfect blend of modern comfort, convenience, and community. Schedule your showing today! KELLER WILLIAMS REALTY AT THE PARKS.

Watermark For Sale $959,000

Charming two-story home featuring a brick driveway, well-manicured lawn, and a two-car garage at 14645 Scott Key Dr, Winter Garden, FL 34787
Spacious brick driveway leading to a two-car garage, covered entryway, and front door at 14645 Scott Key Dr, Winter Garden, FL 34787
Welcoming front porch with decorative door and seating area, offering a cozy entrance at 14645 Scott Key Dr, Winter Garden, FL 34787
On Market For 6 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3427

  • Year Built

    2016

  • $/SqFt

    $280

"seller Will Pay Off Panels Before Closing" WRA BUSINESS & REAL ESTATE.

Watermark For Sale $590,000

Modern two-story home with brick driveway, gray garage door, and well-maintained landscaping at 10372 Austrina Oak Loop, Winter Garden, FL 34787
Sleek living room with a modern fireplace, large windows, and a comfortable gray sofa at 10372 Austrina Oak Loop, Winter Garden, FL 34787
Cozy living room featuring modern staircase, sliding door, and a comfortable gray sofa at 10372 Austrina Oak Loop, Winter Garden, FL 34787
On Market For 7 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2082

  • Year Built

    2019

  • $/SqFt

    $283

Don’t miss the opportunity to make this dream home yours! WRA BUSINESS & REAL ESTATE.

Watermark For Sale $550,000

Inviting two-story home featuring a covered front porch, complemented by neat landscaping and sidewalk at 9149 Grand Island Way, Winter Garden, FL 34787
Attractive two-story house featuring a welcoming porch, a tidy lawn, and tree in a quiet residential neighborhood at 9149 Grand Island Way, Winter Garden, FL 34787
Inviting front porch with support columns, a concrete floor, and neighborhood views at 9149 Grand Island Way, Winter Garden, FL 34787
On Market For 6 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1904

  • Year Built

    2016

  • $/SqFt

    $289

The community blends small-town charm with modern conveniences, and many homes offer views of Disney's nightly fireworks, adding a touch of magic to everyday life. HOMEVEST REALTY.

Watermark For Sale $789,000

Charming two-story home featuring a three-car garage, manicured landscaping, and a welcoming front porch at 14554 Winter Stay Dr, Winter Garden, FL 34787
Cozy balcony with stylish seating and scenic views, perfect for relaxing and unwinding at 14554 Winter Stay Dr, Winter Garden, FL 34787
Elegant foyer featuring a stylish bench, decorative mirror, and chandelier that welcomes you into the home at 14554 Winter Stay Dr, Winter Garden, FL 34787
On Market For 9 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3035

  • Year Built

    2015

  • $/SqFt

    $260

You will be glad you did. MEMBERS REALTY, LLC.

Watermark For Sale $465,000

View of row of townhomes with well-manicured lawns and mature trees in a residential community at 9743 Amber Chestnut Way, Winter Garden, FL 34787
Aerial view of the townhome community near schools and a pond at 9743 Amber Chestnut Way, Winter Garden, FL 34787
Inviting front porch with seating area and a neatly landscaped garden bed at 9743 Amber Chestnut Way, Winter Garden, FL 34787
On Market For 10 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1948

  • Year Built

    2019

  • $/SqFt

    $239

Don’t miss this opportunity to own a move-in-ready gem in Winter Garden! OLYMPUS EXECUTIVE REALTY INC.

Watermark For Sale $619,999

Charming home featuring a brick driveway, manicured landscaping and a two-car garage at 14675 Scott Key Dr, Winter Garden, FL 34787
Inviting porch with comfortable seating, plants and a stylish blue front door at 14675 Scott Key Dr, Winter Garden, FL 34787
Bright hallway with tile flooring, chandelier and stylish decor at 14675 Scott Key Dr, Winter Garden, FL 34787
On Market For 10 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2444

  • Year Built

    2017

  • $/SqFt

    $254

This home is perfect for modern living and won't last long—schedule your tour today! VYLLA HOME.

Watermark For Sale $530,000

Charming two-story home with a welcoming front porch and well-maintained landscaping at 7853 Summerlake Groves St, Winter Garden, FL 34787
Home featuring a spacious two-car garage and a brick-paved driveway at 7853 Summerlake Groves St, Winter Garden, FL 34787
Charming two-story home with well-manicured lawn and healthy, mature trees at 7853 Summerlake Groves St, Winter Garden, FL 34787
On Market For 15 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1868

  • Year Built

    2017

  • $/SqFt

    $284

Schedule your showing today – it won’t last! CHARLES RUTENBERG REALTY ORLANDO.

Watermark For Sale $1,245,000

Inviting two-story home with a cylindrical tower, dark garage door, and lush green lawn at 9207 Busaco Park Way, Winter Garden, FL 34787
Charming two-story house with a cylindrical tower, brick driveway, and well-maintained yard at 9207 Busaco Park Way, Winter Garden, FL 34787
Close up of the home's front entrance and yard, with cylindrical tower on the left at 9207 Busaco Park Way, Winter Garden, FL 34787
On Market For 17 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3891

  • Year Built

    2015

  • $/SqFt

    $320

4 minutes away from ORANGE COUNTY NATIONAL GOLF COURT AND LODGE for golf lovers and less than 5 miles away from the Magical Walt Disney World. CHARLES RUTENBERG REALTY ORLANDO.

Watermark For Sale $820,000

Two-story home featuring a tile roof, brick driveway, blue shutters and a two-car garage at 14602 Winter Stay Dr, Winter Garden, FL 34787
Charming two-story home with a brick driveway, blue accents, and a covered front porch at 14602 Winter Stay Dr, Winter Garden, FL 34787
Two-story home featuring a tile roof, brick driveway, blue shutters and a two-car garage at 14602 Winter Stay Dr, Winter Garden, FL 34787
On Market For 17 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3433

  • Year Built

    2017

  • $/SqFt

    $239

Don't miss out on this stunning property and schedule your private tour today! KELLER WILLIAMS REALTY AT THE LAKES.

Watermark For Sale $1,275,000

Beautiful two-story home featuring a brick paver driveway, two-car garage, and manicured lawn at 9947 Summerlake Groves St, Winter Garden, FL 34787
Inviting covered porch with arched entryways and white railing offering neighborhood views at 9947 Summerlake Groves St, Winter Garden, FL 34787
Elegant foyer showcasing modern decor, stylish console, and natural light from the front door at 9947 Summerlake Groves St, Winter Garden, FL 34787
On Market For 19 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4114

  • Year Built

    2021

  • $/SqFt

    $310

This house is ready to become your dream home. Don't miss this opportunity! WRA BUSINESS & REAL ESTATE.

Watermark Pended $550,000

Charming two-story home with a manicured lawn and elegant gray exterior, and lush landscaping at 10319 Austrina Oak Loop, Winter Garden, FL 34787
Inviting front porch with seating area and a stylish blue door adorned with a wreath at 10319 Austrina Oak Loop, Winter Garden, FL 34787
Bright and airy living room featuring a staircase, modern decor, and lots of natural light at 10319 Austrina Oak Loop, Winter Garden, FL 34787
On Market For 40 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2079

  • Year Built

    2019

  • $/SqFt

    $265

Don’t miss your chance to make this great house your home! KELLER WILLIAMS ELITE PARTNERS III REALTY.

Watermark For Sale $1,079,000

Reduced By $20,000

Backyard pool features a sun deck and is surrounded by a well-maintained lawn at 9573 Meadow Hunt Way, Winter Garden, FL 34787
Spacious living room with a ceiling fan opens up to the modern, updated kitchen at 9573 Meadow Hunt Way, Winter Garden, FL 34787
Inviting entryway with tile flooring and an elegant staircase leads to the upper level at 9573 Meadow Hunt Way, Winter Garden, FL 34787
On Market For 46 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3849

  • Year Built

    2018

  • $/SqFt

    $280

Don’t miss out on the opportunity to own this exceptional property—schedule a showing today! ORLANDO PROPERTY ADVISORS.

Watermark Pended $549,000

Beautiful two-story home boasts modern design, balcony, and lush landscaping at 9317 Holliston Creek Pl, Winter Garden, FL 34787
Upper balcony featuring modern pergola, sleek railings, and a relaxing outdoor space at 9317 Holliston Creek Pl, Winter Garden, FL 34787
Welcoming two-story home featuring a vibrant front door and charming outdoor space at 9317 Holliston Creek Pl, Winter Garden, FL 34787
On Market For 45 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1944

  • Year Built

    2019

  • $/SqFt

    $282

Don’t miss the opportunity to make this exceptional home yours, call today to schedule your private showing! FOLIO REALTY LLC.

Watermark For Sale $509,990

Reduced By $10,009

Light blue front door with a white trim and a gray porch at 10432 Austrina Oak Loop, Winter Garden, FL 34787
Open concept kitchen with white cabinets, island, and stainless steel appliances at 10432 Austrina Oak Loop, Winter Garden, FL 34787
Spacious dining room with tile floors and plenty of natural light at 10432 Austrina Oak Loop, Winter Garden, FL 34787
On Market For 47 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1745

  • Year Built

    2019

  • $/SqFt

    $292

Community Pool Zoned for Panther Lake Elementary, Hamlin Middle, and Horizon High School. ALLUX REAL ESTATE LLC.

Watermark For Sale $735,000

Reduced By $63,000

Two-story house with stone accents and a two-car garage at 14657 Winter Stay Dr, Winter Garden, FL 34787
Two-story house with stone accents and a two-car garage at 14657 Winter Stay Dr, Winter Garden, FL 34787
Two-story house with stone accents and a two-car garage at 14657 Winter Stay Dr, Winter Garden, FL 34787
On Market For 52 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2935

  • Year Built

    2018

  • $/SqFt

    $250

Known for their energy-efficient features, our homes help you live a healthier and quieter lifestyle while saving you thousands of dollars on utility bills.community has everything to keep your family entertained, great schools, fantastic location, and easy access to the highway.It is located 1-mile to Orange County National Golf Course; 1-1/2 miles to the brand new Horizon High School just opening ;This Energy-efficient home ready to move-in! MULTI CHOICE REALTY LLC.

Watermark For Sale $579,995

Reduced By $19,005

Well-maintained home exterior with lush landscaping and manicured lawn at 14519 Crested Plume Dr, Winter Garden, FL 34787
Resort-style pool with a water playground, lounge chairs, and palm trees at 14519 Crested Plume Dr, Winter Garden, FL 34787
Community pool area with a fun water playground for  at 14519 Crested Plume Dr, Winter Garden, FL 34787
On Market For 54 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2064

  • Year Built

    2016

  • $/SqFt

    $281

All information contained in this listing is believed to be reliable but is not guaranteed or warranted ROI AVE LLC.

Watermark For Sale $570,000

Reduced By $25,000

Two-story house with gray siding, white trim, and a landscaped yard, viewed from the side at 10415 Austrina Oak Loop, Winter Garden, FL 34787
House entrance with dark brown door, white railings, and well-maintained landscaping at 10415 Austrina Oak Loop, Winter Garden, FL 34787
Two-story house with gray siding, white trim, and a landscaped front yard at 10415 Austrina Oak Loop, Winter Garden, FL 34787
On Market For 63 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2192

  • Year Built

    2019

  • $/SqFt

    $260

Contact us today for a private showing! K REALTY.

Watermark For Sale $498,000

Reduced By $22,000

Two-story house with gray siding, front porch, and landscaping at 14537 Golden Harbor Ln, Winter Garden, FL 34787
Two-story house with gray siding, front porch, and landscaping at 14537 Golden Harbor Ln, Winter Garden, FL 34787
Small bathroom with pedestal sink, toilet, and round mirror at 14537 Golden Harbor Ln, Winter Garden, FL 34787
On Market For 81 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1868

  • Year Built

    2017

  • $/SqFt

    $267

Don’t miss the opportunity to make this house your home—schedule your showing today! " EXP REALTY LLC.

Watermark For Sale $469,900

Reduced By $30,000

Townhome with walkway, landscaping and a view of a grassy field at 9736 Amber Chestnut Way, Winter Garden, FL 34787
Townhome community showcasing a row of houses with well-manicured lawns at 9736 Amber Chestnut Way, Winter Garden, FL 34787
Covered front porch with two adirondack chairs and brick flooring at 9736 Amber Chestnut Way, Winter Garden, FL 34787
On Market For 83 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1937

  • Year Built

    2019

  • $/SqFt

    $243

Don't miss out on this incredible opportunity! KELLER WILLIAMS REALTY AT THE LAKES.

Watermark For Sale $518,000

Reduced By $17,000

Open-concept living area with a staircase and view of the kitchen at 15084 Stuttgart Aly, Winter Garden, FL 34787
Modern kitchen featuring dark wood cabinets, stainless steel appliances, and granite countertops at 15084 Stuttgart Aly, Winter Garden, FL 34787
Bright and airy bedroom with large windows and neutral-colored carpet at 15084 Stuttgart Aly, Winter Garden, FL 34787
On Market For 96 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2204

  • Year Built

    2020

  • $/SqFt

    $235

Enjoy easy access to all the Disney park, Winter Garden Village, Hamlin Town Center, shopping, dining and so much more. COLDWELL BANKER REALTY.

Watermark For Sale $529,900

Two-story house with front porch, landscaping, and walkway at sunset at 9344 Tyrella Pine Trl, Winter Garden, FL 34787
Two story house with front porch and manicured hedges at 9344 Tyrella Pine Trl, Winter Garden, FL 34787
Front porch with rocking chairs and a blue front door at 9344 Tyrella Pine Trl, Winter Garden, FL 34787
On Market For 128 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1838

  • Year Built

    2018

  • $/SqFt

    $288

With its prime location near highways, shopping, restaurants and top-rated schools, this home is perfect. Schedule your showing today! REALTY ONE GROUP MVP.

Watermark For Sale $799,000

Reduced By $51,000

Modern dining room with white table, gray chairs, and a statement light fixture at 14739 Glade Hill Park Way, Winter Garden, FL 34787
Open living room with gray sectional sofa, geometric rug, and large windows at 14739 Glade Hill Park Way, Winter Garden, FL 34787
Modern dining room with white table, gray chairs, and a statement light fixture at 14739 Glade Hill Park Way, Winter Garden, FL 34787
On Market For 138 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2935

  • Year Built

    2018

  • $/SqFt

    $272

Schedule your visit now and come see what your new home could be like! WRA BUSINESS & REAL ESTATE.

Watermark For Sale $949,000

Reduced By $141,000

Two-story house with arched entryway, two-car garage, and lush landscaping at 9562 Meadow Hunt Way, Winter Garden, FL 34787
Two-story house with arched entryway, two-car garage, and lush landscaping at 9562 Meadow Hunt Way, Winter Garden, FL 34787
Two-story house with gray siding, arched entryway, and landscaped yard at 9562 Meadow Hunt Way, Winter Garden, FL 34787
On Market For 170 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3672

  • Year Built

    2018

  • $/SqFt

    $258

Don’t miss the opportunity to own this exceptional property—schedule your showing today! INTEREALTY SERVICE.

Watermark For Sale $550,000

Spacious dining room with wood floors and lots of natural light at 15102 Stuttgart Aly, Winter Garden, FL 34787
Bright dining room with hardwood floors and large windows at 15102 Stuttgart Aly, Winter Garden, FL 34787
Dining room with hardwood floors and a chandelier at 15102 Stuttgart Aly, Winter Garden, FL 34787
On Market For 173 Days
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2204

  • Year Built

    2020

  • $/SqFt

    $250

Enjoy easy access to Winter Garden village, Orange County National Golf Center, Hamlin Tow Center, shopping, dining and close to Disney Parks, in one of the Top rated school district. ACCESS GROUP.

Watermark Pended $920,000

Reduced By $30,000

Beautiful two story home with arched entryway at 10091 Austrina Oak Loop, Winter Garden, FL 34787
Two story home with large backyard at 10091 Austrina Oak Loop, Winter Garden, FL 34787
Brick driveway with view of neighborhood at 10091 Austrina Oak Loop, Winter Garden, FL 34787
*POTENTIAL GREAT VALUE
On Market For 195 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4475

  • Year Built

    2019

  • $/SqFt

    $206

Please click the Virtual Tour link to view a video tour. MULTI CHOICE REALTY LLC.

Watermark For Sale $1,495,000

Two-story house with brick driveway and landscaping at 10139 Austrina Oak Loop, Winter Garden, FL 34787
Bright dining room with wood-look floors and chandelier at 10139 Austrina Oak Loop, Winter Garden, FL 34787
Bright hallway with view of bedroom and bathroom at 10139 Austrina Oak Loop, Winter Garden, FL 34787
On Market For 233 Days
  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4493

  • Year Built

    2019

  • $/SqFt

    $333

Discover the perfect blend of luxury, comfort, and convenience in this exceptional home. Make it yours today! DELUCA REAL ESTATE SERVICES CORP.

Watermark For Sale $449,000

Reduced By $36,000

Covered porch with wicker chairs and view of green space at 14971 Apollo Bond Dr, Winter Garden, FL 34787
Modern kitchen with stainless steel appliances and granite countertops at 14971 Apollo Bond Dr, Winter Garden, FL 34787
Spacious kitchen featuring dark cabinetry and stainless steel appliances at 14971 Apollo Bond Dr, Winter Garden, FL 34787
On Market For 292 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1655

  • Year Built

    2019

  • $/SqFt

    $271

Located near dining, shopping, and attractions like Disney World, this move-in-ready townhouse is an exceptional opportunity in Horizon West. Schedule a tour today. WRA BUSINESS & REAL ESTATE.

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