Explore Homes for Sale in Watermark, Winter Garden, FL
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Watermark, Winter Garden FL Homes For Sale | The Nest Group

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Discover an exceptional selection of homes for sale in Watermark, Winter Garden, FL, a premier master-planned community renowned for its resort-style amenities and family-friendly atmosphere. This sought-after neighborhood offers diverse housing options, from charming single-family residences to spacious luxury properties. Perfect for those seeking modern living near top-rated schools and the vibrant Hamlin Town Center, The Nest Group specializes in helping you navigate the Watermark real estate market to find your ideal home in this desirable Winter Garden enclave.

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Exploring Watermark Winter Garden Homes For Sale

Diverse Home Styles & New Construction Options

The Watermark community presents an impressive array of homes for sale, catering to various preferences and family sizes. Here, you'll encounter beautifully crafted residences by esteemed builders like David Weekley Homes, Taylor Morrison, and Ashton Woods. Prospective buyers can explore both meticulously maintained resales and vibrant new construction homes, ensuring a perfect match whether you seek a move-in ready property or a customizable design. Options range from cozy single-story layouts to expansive multi-level estates, all contributing to the distinct charm of Watermark.

Luxury Homes for Sale & Premium Features in Watermark

For those desiring an elevated living experience, Watermark features an exclusive collection of luxury homes for sale. These distinguished properties often boast sophisticated architectural details, high-end finishes, gourmet kitchens, and private outdoor living spaces. Many of these premium residences offer desirable views, including tranquil conservation areas or picturesque pond vistas, enhancing their appeal. Finding such exceptional homes for sale in Watermark ensures a blend of comfort, elegance, and exclusivity.

The Watermark Lifestyle: A Community Rich in Amenities

Resort-Style Amenities Enhancing Watermark Homes for Sale

Purchasing one of the stunning homes for sale in Watermark means gaining access to an unparalleled amenity package that rivals a five-star resort. The vibrant community clubhouse serves as a central hub, complementing the expansive zero-entry pool, state-of-the-art fitness center, tennis courts, and multiple playgrounds. Residents enjoy an active and engaging lifestyle, with community events and social gatherings fostering a strong neighborhood bond. These features significantly add to the value and desirability of Watermark homes.

Proximity & Convenience for Watermark Homeowners

Beyond the impressive properties, the location of Watermark offers immense convenience. Residents are just moments away from the bustling Hamlin Town Center, a hub for diverse dining, retail, and entertainment options, including Cinepolis Luxury Cinemas. Furthermore, world-renowned attractions like Walt Disney World Resort are a short drive away, making homes for sale in Watermark ideal for those seeking both peaceful suburban living and easy access to Orlando's best. The seamless connectivity to major roadways further enhances daily commutes.

Top-Rated Schools Serving Families in Watermark

Families exploring homes for sale in Watermark will appreciate the access to highly-regarded public schools within the acclaimed Orange County Public Schools district. Local schools such as Hamlin Elementary, Bridgewater Middle, and the state-of-the-art Horizon High School are known for their academic excellence and vibrant extracurricular programs. This commitment to quality education is a significant draw for many buyers, ensuring a supportive environment for children growing up in Watermark, Winter Garden.

Finding Your Ideal Watermark Home with The Nest Group

Navigating the Watermark Real Estate Market for Homes For Sale

The real estate market in Watermark, Winter Garden, is dynamic and diverse. Whether you are specifically searching for new construction homes for sale or prefer an an established property with character, navigating the options requires expertise. The Nest Group's team possesses in-depth knowledge of Watermark's unique market nuances, providing invaluable insights into current trends, pricing strategies, and upcoming listings to help you make informed decisions.

Personalized Assistance for Your Watermark Homes Search

At The Nest Group, we understand that finding the perfect home is a highly personal journey. We are dedicated to offering a tailored home search experience for those interested in homes for sale in Watermark. From understanding your specific preferences and budget to arranging private showings and expertly negotiating offers, our agents are committed to guiding you seamlessly through every step. Let us help you discover your dream home in the beautiful Watermark community of Winter Garden, FL.

Newest Homes for Sale in Watermark, Winter Garden, FL

$555,000
3 Beds ⋅ 3 Baths ⋅ Watermark Ph 4 SubDv. ⋅ 34787 Zip Code
Welcome to 10439 Austrina Oak Loop, a beautifully upgraded 3-bedroom, 2.5-bath home with over 2,080 square feet of thoughtfully designed living space in the highly sought-after Watermark community. From the moment you step inside, you'll appreciate the luxury vinyl flooring throughout the first floor, upgraded 8-foot interior doors, designer hardware, and abundant natural light that enhances the home's bright, open-concept layout. The spacious main room flows seamlessly into the dining area and gourmet kitchen, creating the perfect space for everyday living and entertaining. The kitchen features stainless steel appliances, upgraded cabinetry lighting above and below the cabinets, modern stairs with wire handrails, and stylish finishes that blend beauty with functionality. Upstairs, a versatile loft provides the ideal space for a home office, media room, fitness area, or playroom. All three bedrooms are conveniently located on the second floor, offering privacy and comfort. The spacious primary suite features an elegant tray ceiling, oversized walk-in closets, and a luxurious ensuite bath with dual vanities, a large walk-in shower, and plenty of natural light. The secondary bathroom also offers dual sinks, providing added convenience for family and guests. The upstairs laundry room is both practical and well-appointed with upgraded cabinetry and a large utility sink. For those who work remotely, the dedicated office area includes hard-wired internet for reliable high-speed connectivity. The oversized two-car garage is equipped with a 240-volt outlet, making it ready for electric vehicle charging. Enjoy the added benefit of a professional installed whole-water treatment system with dual treatment tanks and pre-filter, helping provide cleaner, conditioned water throughout the home while protecting plumbing and appliances. Enjoy relaxing on the inviting covered front porch, and each evening step outside to catch views of the spectacular Magic Kingdom fireworks. Residents of Watermark enjoy exceptional resort-style amenities, including a clubhouse, resort pool, splash pad, fitness center, tennis courts, playgrounds, scenic walking trails, and beautifully maintained green spaces. The home is just minutes from The Mark at Watermark, featuring Starbucks, Walgreens, New York Beer Project, restaurants, and everyday conveniences. You'll also enjoy close proximity to Orange County National Golf Center, Winter Garden Village, Walt Disney World Resort, highly rated local schools, and convenient access to State Road 429. Offering an exceptional combination of premium upgrades, an unbeatable location, and outstanding community amenities, this move-in-ready home presents an incredible opportunity to enjoy the very best of Central Florida living.

10439 Austrina Oak Loop, Winter Garden
$1,150,000
5 Beds ⋅ 4 Baths ⋅ Watermark Ph 1b SubDv. ⋅ 34787 Zip Code
Welcome to 9225 Holliston Creek Place, an exceptional pool home nestled on a premium corner lot in one of Winter Garden's most sought-after communities. From the moment you arrive, the lush landscaping, side-entry garage, and beautifully maintained exterior set the tone for everything this home has to offer. Step inside and you are immediately greeted by soaring ceilings, an abundance of natural light, and a thoughtfully designed open floor plan that flows seamlessly from the formal living and dining areas into the heart of the home. The spacious kitchen is a true entertainer's dream, featuring generous counter space, ample cabinetry, and a layout that opens directly to the main living area — perfect for gatherings of any size. The dedicated home office is one of the standout features of this property — large, well-appointed, and completely separate from the living spaces, giving you the ideal work-from-home setup or the flexibility to use as a fifth bedroom, playroom, or media room. The primary suite is a private retreat, offering a generous layout, spa-like en suite bathroom with dual vanities, soaking tub, and walk-in shower. Secondary bedrooms are well-sized and thoughtfully positioned for privacy. Step outside and discover your own backyard oasis. The screened pool and lanai area is designed for true Florida living — whether you are taking a morning swim, hosting a weekend cookout, or simply unwinding at the end of the day. The summer kitchen is fully equipped and perfectly positioned to make outdoor entertaining effortless, with everything you need just steps from the pool deck. Being on a corner lot provides additional yard space, extra privacy, and enhanced curb appeal that interior lots simply cannot match. Located in a vibrant, well-established Winter Garden community with easy access to top-rated schools, SR-429, the 408, shopping, dining, and all of Central Florida's best attractions — this one truly checks every box.

9225 Holliston Creek Place, Winter Garden
$859,990
4 Beds ⋅ 4 Baths ⋅ Watermark Ph 4a SubDv. ⋅ 34787 Zip Code
Welcome to this exceptional corner-lot home with a premium lot in the highly sought-after Watermark community of Horizon West, Winter Garden! This beautifully maintained residence offers 4 bedrooms, 3.5 bathrooms, plus a spacious bonus room that can easily serve as a 5th bedroom, home office, media room, or playroom. Designed for both comfort and entertaining, the open-concept floor plan is filled with abundant natural light and features a stunning gourmet kitchen with an oversized island, perfect for gathering with family and friends. The spacious living and dining areas flow seamlessly to the covered lanai, creating the ideal indoor-outdoor Florida lifestyle. The luxurious primary suite offers a private screened balcony, providing the perfect place to enjoy your morning coffee or unwind after a long day. Step outside to a generously sized, fully fenced backyard offering exceptional privacy and endless possibilities to design your dream outdoor oasis, whether you envision a custom pool, summer kitchen, or beautiful garden. Additional upgrades include a whole-home water softener system, epoxy flooring in the oversized two-car garage, and numerous thoughtful features throughout the home. Located within walking distance to top-rated schools and just minutes from shopping, dining, entertainment, major highways, Disney theme parks and everything Horizon West and Winter Garden have to offer, Watermark also features outstanding resort-style amenities for residents to enjoy year-round. This is more than just a home—it’s a lifestyle. Schedule your private showing today and experience everything this remarkable property has to offer.

9953 Summerlake Groves Street, Winter Garden
$815,000
3 Beds ⋅ 4 Baths ⋅ Watermark Ph 1b SubDv. ⋅ 34787 Zip Code
WELCOME HOME to this spacious 3 bedroom / 2 full & 2 half bathroom property, located in the desirable Horizon West area of Winter Garden. Conveniently located within the Watermark community, just one mile east of the 429 and a short drive to all major theme parks, shopping and dining. Built in 2016 by Meritage Homes, this Alcott model offers over 2500sqft with a large bonus room / half bath as well as an oversized living room. Expansive backyard that contains a covered outdoor space, complete with summer kitchen and hot tub, under warranty until Feb/2027. Step into the fully fenced backyard onto the private putting green with tropical landscaping. SunPower 2KW 6-Panel solar system that is owned outright. Large 2-car garage with sealed floor, overhead storage and 50 Amp Heavy Duty EV Charging Port. Original owner who has meticulously cared for this low maintenance and energy efficient property. A/C unit replaced in Sept/2024 with 10 Year warranty. Screen enclosure structure and roof under 10 Year warranty. This property is a move-in ready gem, and will not last long. Schedule your showing today!

14681 Seton Creek Boulevard, Winter Garden
$905,000
5 Beds ⋅ 5 Baths ⋅ Watermark Ph 4a SubDv. ⋅ 34787 Zip Code
Built by Meritage Homes, this beautifully designed two story home offers the perfect blend of style, functionality, and energy efficiency with solar panels. Step inside and you’re welcomed by a versatile flex room just off the foyer, currently serving as a home office but easily adaptable to fit your lifestyle. The first floor also features a full bedroom and full bathroom, providing added flexibility for guests, multi-generational living, or a private workspace. Continue into the heart of the home where the open concept floor plan features tile flooring throughout the main living areas, a spacious kitchen with a large center island overlooking the living room, and a custom stone entertainment wall with built in shelving that creates a striking focal point. Upstairs, you’ll find a generous loft offering additional living space, along with a spacious primary suite featuring a custom designed walk in closet. The thoughtfully upgraded laundry room includes built in cabinetry and countertop workspace for added convenience. The remaining bedrooms are also located on the second floor, two of the secondary bedrooms are connected by a convenient Jack and Jill bathroom, offering a functional layout that provides privacy while maintaining easy access for family or guests. Step outside to a screened lanai overlooking an expansive backyard that provides exceptional space for future enhancements, including a custom pool, outdoor kitchen, or extended entertaining area. Residents enjoy exceptional community amenities, including a resort style pool with water slides and splash features, a clubhouse, fitness center, playground, tennis courts, and pickleball courts offering something for everyone to enjoy.

15031 Guava Bay Drive, Winter Garden
$945,000
4 Beds ⋅ 5 Baths ⋅ Watermark SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully upgraded 5-bedroom, 5-bathroom floorplan, where comfort meets style in the highly sought-after Watermark community. One of the bedrooms has been thoughtfully converted into a spacious media room by the original owners in 2019, but it can easily function as a fifth bedroom if needed. From the charming front porch to the shining luxury tile floors, this home is filled with elegant touches throughout. As you step inside, you’re greeted by a custom full-length glass wall in the hallway, adding depth and openness to the floorplan. The first room on the left is a fully equipped office. Adjacent is a sophisticated formal dining room with stylish wallpaper. The soaring ceilings and oversized family room are designed for both entertaining and everyday comfort, featuring stunning window treatments, a high-resolution projector, and a built-in surround sound system—perfect for cinematic nights at home. The gourmet kitchen is a chef’s dream, featuring stainless steel appliances, a large quartz countertop, a summer kitchen layout, and designer pendant lights, all of which can remain with the home. The first-floor master suite is a true retreat with blackout window treatments, a spa-like bath with a soaking tub, and a generous walk-in closet. Upstairs, you’ll find three additional bedrooms, a spacious loft, a study/den, and a one-of-a-kind themed game room with a hand-painted moon mural, cloud accents, twinkling ceiling lights, and a second surround sound system. Step outside to a covered patio with a heat-block screen and ambient ceiling lighting—ideal for evening gatherings. Located just a short walk from the luxury clubhouse and nearby commercial plaza, you’ll enjoy resort-style amenities including pool, a fitness center, fire pit, waterslides, tennis and basketball courts—all with a low HOA. This home offers the perfect combination of luxury, convenience, and community living. There are four lights have been removed compared to the original listing photos: • The fixture in the front study room • The one in the formal dining room • The light above the staircase• The one in the morning/breakfast area Please call for showing. Currently occupied by tenant. Tenant will move out Jan 2027.

9567 Meadow Hunt Way, Winter Garden
$380,000
3 Beds ⋅ 3 Baths ⋅ Watermark Ph 3 SubDv. ⋅ 34787 Zip Code
Discover refined, low-maintenance living in this impeccably cared-for townhome located in the sought-after Watermark community of Horizon West. Built by Meritage Homes in 2018 with a focus on energy efficiency, this residence combines comfort, style, and everyday functionality. The main level showcases an open-concept layout with elegant tile flooring throughout, leading into a well-appointed kitchen designed for both daily living and entertaining. Highlights include 42-inch cabinetry with crown molding, polished granite countertops, and a spacious walk-in pantry. Step outside to a private brick-paver lanai, along with access to a detached two-car garage. Upstairs, you’ll find all three bedrooms, including a peaceful primary suite featuring dual granite vanities and a generous walk-in closet. The secondary bedrooms are equally well-sized, sharing a full bathroom with granite finishes. An upstairs laundry room—with washer and dryer included—adds extra convenience. This home is complete with all essential appliances. Living in the Watermark community means enjoying an array of resort-style amenities such as a pool, spa, fitness center, tennis courts, splash pad, playground, picnic areas, and a beautifully appointed clubhouse ideal for gatherings. Conveniently located near top-rated schools, Hamlin Town Center, Walt Disney World, and major roadways including 429, 408, 192, and the Turnpike, this home offers a lifestyle. Don’t miss the opportunity to enjoy everything Florida living has to offer in this vibrant and amenity-rich community. Property is tenant occupied. Showings by appointment only. Listing Agent can provide a video tour of the property upon request.

14031 Picard Alley, Winter Garden
$515,000
3 Beds ⋅ 3 Baths ⋅ Watermark Ph 2c SubDv. ⋅ 34787 Zip Code
Brand New Flooring- No Carpet! Welcome to this beautifully updated 3-bedroom single-family home in the watermark community of Winter Garden! This move-in ready residence features freshly painted interior walls throughout the entire home and brand new flooring on the entire second floor, including the staircase. The spacious upstairs living area is flooded with natural light and provides an open, airy feel for relaxing or entertaining. Strategically located in Horizon West area, this home provides an unbeatable combination of convenience and lifestyle: Just 0.2 miles from highly-rated Panther Lake Elementary School (8/10) 3.1 miles from Hamlin Middle School (9/10) Directly across the street from Starbucks, 7-Eleven, Walgreens, and a variety of restaurants. Only 15 minutes to Disney Magic Kingdom. Buyer Agents are welcome.

14543 Golden Harbor Lane, Winter Garden
$459,300
3 Beds ⋅ 3 Baths ⋅ Watermark Ph 1b SubDv. ⋅ 34787 Zip Code
Short Sale. Welcome to this beautiful two-story home offering 3 bedrooms, 2.5 bathrooms. The first-floor features spacious living and dining areas that flow seamlessly into the well-appointed kitchen, complete with granite countertops, 42-inch cabinetry, and a large walk-in pantry providing ample storage. Upstairs, you'll find a huge loft space that can serve as a second living area, home office, playroom, or media room. The convenient upstairs laundry room makes everyday chores a breeze. The spacious primary suite features dual sinks, a walk-in shower, and plenty of room to unwind. Enjoy resort-style living with outstanding community amenities, including a resort-style pool, splash pad, clubhouse, fitness center, tennis courts and playground. Ideally located just minutes from Walt Disney World, shopping, dining, and entertainment at Hamlin Town Center, this home offers the perfect combination of comfort, convenience, and lifestyle. This is a bankruptcy sale and there is a 15,000 dollar buyers premium due at closing.

9362 Woodcrane Drive, Winter Garden
$1,300,000
4 Beds ⋅ 4 Baths ⋅ Watermark Ph 1b SubDv. ⋅ 34787 Zip Code
Welcome to an exceptional residence where luxury, lifestyle, and location converge in one of Winter Garden’s most desirable communities. Situated on a hard to find oversized premium corner lot, this stunning 4-bedroom, 4-full bath home offers 3,424 square feet of thoughtfully designed living space, perfectly positioned to capture serene park views in the front and tranquil pond vistas in the rear. From the moment you arrive, the home’s elevated presence and expansive setting set the tone. Inside, you are greeted by a light-filled, open-concept layout designed for both elegant entertaining and everyday comfort. The spacious floor plan flows seamlessly, enhanced by refined finishes and generous living areas. At the heart of the home, the kitchen and great room spaces connect effortlessly to the outdoors, where your private resort-style retreat awaits, outdoor living at its finest! Step outside to your private POOL (built in 2022)—a true showpiece designed for relaxation and entertaining. The fully fenced backyard with a sleek metallic fence offers both privacy and unobstructed views, creating the perfect balance of security and openness. Whether hosting gatherings or enjoying a quiet evening, the backdrop of the pond and open skies delivers an unparalleled sense of tranquility. And as the sun sets, prepare for a truly magical experience—nightly views of the MAGIC KINGDOM FIREWORKS right from your backyard create a one-of-a-kind ambiance that elevates everyday living into something extraordinary. INTERIOR HIGHLIGHTS: 4 Bedrooms | 4 Full Bathrooms. A spacious DEN located in the first floor is currently set as a guest room, with the convenience of a full bathroom in the first floor with access to the pool. A spacious BONUS ROOM located on the second floor– ideal for a media room, office, or playroom. Expansive GREAT ROOM and entertaining areas including a STUDY SPACE off of the kitchen and a DINETTE SPACE. A thoughtfully designed layout with functional flow! Recent Update:A/C UNIT REPLACED in late 2025, offering peace of mind and energy efficiency for years to come. Park views from the front – providing openness and privacy. Pond views from the rear – creating a serene and picturesque backdrop. Oversized corner lot enhances curb appeal and outdoor space. This is more than just a home—it’s a lifestyle property that blends natural beauty, luxury amenities, and a prime location. From quiet mornings overlooking the pond to evenings watching Disney fireworks, every day here feels elevated.

9189 Busaco Park Way, Winter Garden
$965,000
5 Beds ⋅ 4 Baths ⋅ Watermark Ph 4 SubDv. ⋅ 34787 Zip Code
Located in the Watermark community in Horizon West, this beautifully maintained home offers the perfect combination of space, privacy, and convenience in one of Central Florida’s fastest-growing areas. One of the home’s standout features is the spacious first-floor primary suite, providing both comfort and privacy with an ideal layout for everyday living. The oversized backyard backs directly to a wooded conservation area with no rear neighbors, creating a peaceful setting rarely found in newer communities. Zoned for highly rated schools and just minutes from Hamlin Town Center, Disney, SR-429, and Winter Garden Village, the location offers exceptional access to shopping, dining, entertainment, and major roadways while still maintaining a quiet residential feel. Residents of Watermark enjoy resort-style amenities including a clubhouse, fitness center, tennis courts, playgrounds, walking trails, community pool, and even Disney fireworks views throughout the neighborhood. With generous living spaces, a highly functional layout, and a premium homesite offering both privacy and natural views, this home is a rare opportunity in one of Winter Garden’s most sought-after communities. Seller offer $5000 credit toward closing.

10103 Austrina Oak Loop, Winter Garden
$865,000
4 Beds ⋅ 4 Baths ⋅ Watermark SubDv. ⋅ 34787 Zip Code
Former model home now available for sale in the highly desirable Watermark community of Horizon West! This nearly new residence has been lightly used as a second home and remains in pristine condition, offering the perfect blend of luxury, comfort, and convenience—without the wait for new construction. This beautifully upgraded home showcases custom designer finishes throughout, including extensive wood wall paneling, modern vinyl flooring with no carpet, and fully renovated bathrooms that elevate the overall design. The thoughtfully designed layout features a spacious gourmet kitchen with quartz countertops, elegant cabinetry, and a large center island—ideal for entertaining and everyday living. The main level offers a private guest suite, a half bath with direct access to the pool area, and a versatile flex space currently used as a gym, easily adaptable as a formal dining room or home office. An additional open area near the living room provides the perfect setting for a workspace or playroom. Upstairs, the owner’s suite serves as a relaxing retreat, complemented by two additional bedrooms, a shared bathroom, and ample storage space. Step outside to your private outdoor oasis featuring a north-facing pool that allows for natural sunlight throughout the day while maintaining a shaded and comfortable lanai area. The fully fenced backyard provides added privacy—perfect for enjoying Florida living year-round. Located in the heart of Winter Garden, within the sought-after Horizon West area, residents of Watermark enjoy resort-style amenities including a pool, splash pad, playground, tennis courts, recreational center, and outdoor amphitheater. Conveniently situated just minutes from Disney and with easy access to SR-429, offering seamless connectivity throughout Central Florida.

9942 Summerlake Groves Street, Winter Garden
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