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

9953 Summerlake Groves Street, Winter Garden
$774,900
4 Beds ⋅ 4 Baths ⋅ Watermark Ph 4a SubDv. ⋅ 34787 Zip Code
Premium Corner Lot! Discover this beautiful two-story home in the sought-after Watermark community of Horizon West in Winter Garden! Situated on a desirable corner lot, this well-maintained home offers 4 spacious bedrooms, a den, a versatile bonus room, an office, 3.5 bathrooms, and an oversized two-car garage with epoxy flooring. Step inside to a bright and welcoming open floor plan featuring abundant natural light and a spacious layout designed for comfortable everyday living. The inviting living room connects seamlessly to the covered lanai, featuring an outdoor summer kitchen, creating a wonderful space for relaxing, entertaining, and enjoying Florida's beautiful weather. The gourmet kitchen features a large center island with a sink, generous space for preparing meals, and an adjoining dining area perfect for family gatherings. Upstairs, the primary suite provides a relaxing retreat with access to a private screened balcony, where you can enjoy your morning coffee or unwind in the evening. The additional bedrooms offer comfortable living spaces, while the versatile bonus room can easily serve as a playroom, media room, or additional entertainment area. This home also features a fully functional water softener system, hot and cold water connections, and sewer service, adding convenience and functionality to everyday living. Outside, the fully fenced backyard offers added privacy and plenty of space for outdoor activities and gatherings. The oversized two-car garage with epoxy flooring provides additional convenience and storage space. Residents of Watermark enjoy resort-style amenities, including a community pool, splash pad, playground, tennis courts, recreation center, and outdoor amphitheater. Conveniently located in the heart of Horizon West, this home is just minutes from Disney, shopping, restaurants, and entertainment, with easy access to SR-429 for convenient travel throughout Central Florida. With its premium corner lot, spacious interior, desirable features, fantastic community amenities, and excellent Winter Garden location, this home offers a wonderful opportunity to experience the best of Florida living!

9953 Summerlake Groves Street, Winter Garden
9218 Holliston Creek Place, Winter Garden
$860,000
4 Beds ⋅ 4 Baths ⋅ Watermark Ph 2b SubDv. ⋅ 34787 Zip Code
Delight your clients with this unique opportunity in Watermark, one of the most desirable communities in Winter Garden. This elegant two-story residence combines sophistication, comfort, and impeccable finishes in every detail, featuring over $150,000 in upgrades that elevate the home's overall quality and value. It offers 4 bedrooms, 3 full bathrooms, and 1 powder room, along with a simply enchanting outdoor area designed to provide unforgettable moments. Upon entering, a spacious and welcoming foyer leads to open-concept living areas, where the living room and dining room connect harmoniously, creating a bright and airy space ideal for entertaining family and friends. The beautiful porcelain tile floors enhance the elegance of the property. The kitchen is a true highlight, equipped with appliances, high-quality wood cabinetry, and ample countertop space, combining functionality and style for everyday living. On the second floor, all bedrooms provide greater privacy and comfort. The bedrooms feature closets and carpeting, creating a cozy atmosphere. The primary suite is a special retreat, featuring two walk-in closets and a spacious bathroom with dual sinks, offering both practicality and sophistication. The laundry room is also located on the upper floor and includes a sink, washer, and dryer, providing added convenience to the family's routine. Outside, the property impresses with a fully equipped summer kitchen featuring a built-in grill, granite countertops, cabinetry, and a sink — perfect for gatherings and family moments — integrated with a private heated pool, allowing year-round enjoyment with comfort and exclusivity. Living in Watermark means enjoying resort-style amenities, including a community pool, modern fitness center, tennis court, playground, green areas, and tree-lined sidewalks for outdoor walks. The location is another major advantage: just minutes from Hamlin Town Center, with excellent restaurants, cafés, movie theater, and supermarkets; easy access to Walt Disney World Resort; and close to Florida State Road 429, providing convenient access to Orlando and the entire region. Additionally, it is surrounded by highly rated schools and all the conveniences that Winter Garden offers. A complete home, offering leisure, comfort, and a prime location. Don't miss the opportunity to live or invest in one of the best addresses in the region.

9218 Holliston Creek Place, Winter Garden
10067 Austrina Oak Loop, Winter Garden
$1,150,000
6 Beds ⋅ 5 Baths ⋅ Watermark Ph 4 SubDv. ⋅ 34787 Zip Code
Welcome home this beautifully renovated 6-bedroom, 5-bathroom home offering 4,305 sq. ft. of stylish living in a desirable Winter Garden community. Features include elegant first-floor porcelain tile, an updated kitchen with quartz countertops, a smart cooktop, and decorative glass cabinetry. The spacious primary suite boasts a custom-built walk-in closet. Enjoy Florida living in the outdoor oasis featuring a gazebo and built-in fire pit seating area. A three-car split garage provides ample parking and storage. Residents enjoy two community pools and a playground. Freshly updated and move-in ready, this exceptional home offers comfort, style, and space for the whole family!

10067 Austrina Oak Loop, Winter Garden
15102 Stuttgart Alley, Winter Garden
$515,000
4 Beds ⋅ 3 Baths ⋅ Watermark Ph 4 SubDv. ⋅ 34787 Zip Code
Amazing 4 bedroom 2.5 bath home in the Watermark community near the heart of Hamlin off 429. Built in 2020 with 2204sf, this home offers an open floor plan with great style, architecture, and tasteful decor. The open-concept with kitchen, dining, living room, and cute side cubby combined is great for entertaining. Spacious living areas, contemporary fixtures, and vinyl flooring through out the first floor. The open kitchen is well designed and very pleasing to view with white upgraded cabinets, crown molding, accented with all stainless-steel appliances, quartz countertops, tiled backsplash, and a walk-in pantry. Second floor has a nice size loft, and enter into the large primary bedroom with double doors with huge primary bath. Two separated large vanities, large walk-in shower, large closet, linen closet and toilet room. The washer and dryer have a large laundry room and the other bedrooms share the hall bath with large counter and dual sinks. The back driveway has pavers up to the house and the front of the house looks over a huge, dry retention field. The neighborhood has two community pools, a deluxe resort-style pool and splash pad equipped with cabanas, a nearby gym, and a cool Fire pit overlooking a small pond lined up for viewing of the Disney fireworks! Located perfectly near the heart of Hamlin off Seidel Rd and 429 with convenience just minutes away from brand-new restaurants, shopping, healthcare facilities.

15102 Stuttgart Alley, Winter Garden
9469 Meadow Hunt Way, Winter Garden
$475,000
4 Beds ⋅ 3 Baths ⋅ Watermark At Horizon West SubDv. ⋅ 34787 Zip Code
HOME AVAILABLE TO MOVE IN - This 4 bedroom 2.5 bath home is located in the highly desirable Hamlin Community has a GREAT SCHOOL ZONE in the Winter Garden Area!!! This recently built home features street front parking, open living space downstairs with plenty of room for entertaining, all dearooms upstairs and is wired to charge your lesla. Ine nome is minutes tom great senools, great eating at the namin center and in walking distance to the new development "The Mark". The community features clubhouse, dog park, pool, a playground, tennis court. The local snops reature a variety or restaurants, Danks, nealt orices, a rudiix grocery store, Anyume neness gym, and minutes trom Disney!

9469 Meadow Hunt Way, Winter Garden
10079 Austrina Oak Loop, Winter Garden
$849,000
5 Beds ⋅ 4 Baths ⋅ Watermark Ph 4 SubDv. ⋅ 34787 Zip Code
Enjoy spacious living, no rear neighbors, and Disney fireworks views in the sought-after Watermark community of Winter Garden! Built by Meritage Homes, this Maison floor plan offers 5 bedrooms, 3.5 bathrooms, and approximately 3,359 square feet of thoughtfully designed living space. A paver driveway and covered front porch create a welcoming first impression, leading into a foyer that opens to the second floor. The main level features a separate dining room and an open kitchen with a center island, pantry, and butler’s pantry. The kitchen connects seamlessly to the spacious family room, creating an inviting setting for everyday living and entertaining. A downstairs bedroom provides flexibility for guests or a home office, with a half bathroom conveniently nearby. Step outside to the covered lanai and enjoy the added privacy of having no rear neighbors, along with views of Disney fireworks. Upstairs, the spacious primary suite features two walk-in closets and an ensuite bathroom with dual vanities, a soaking tub, and a separate shower. Three additional bedrooms and two full bathrooms provide ample space, while the game room offers a versatile area for movies, hobbies, or relaxation. An upstairs laundry room adds everyday convenience, and the two-car garage provides parking and storage. Watermark offers an exceptional collection of resort-style amenities, including a swimming pool with a splash pad, clubhouse, fitness center, tennis courts, playground, park, and outdoor amphitheater. The community’s second-story viewing deck provides another inviting spot to enjoy Disney fireworks. Located in Winter Garden’s desirable Horizon West area near sought-after schools, this home offers convenient access to Hamlin’s shopping, dining, and entertainment, Walt Disney World, and SR-429. Discover a home that brings together generous living space, a versatile floor plan, and outstanding community amenities. Schedule your private showing today!

10079 Austrina Oak Loop, Winter Garden
9936 Pallida Hickory Way, Winter Garden
$468,000
3 Beds ⋅ 3 Baths ⋅ Watermark SubDv. ⋅ 34787 Zip Code
Virtually Staged. Location, location, location! With a paid off solar system! Beautifully maintained home in the highly sought-after Watermark community, offering exceptional amenities and a prime location backing onto a highly rated high school, with NO rear residential neighbors. Enjoy Carpet-Free living with brand-new flooring installed in 2026, plus a lovely balcony perfect for relaxing. Your new home awaits—schedule your showing today!

9936 Pallida Hickory Way, Winter Garden
9356 Tyrella Pine Trail, Winter Garden
$495,000
4 Beds ⋅ 3 Baths ⋅ Watermark Ph 2b SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained 4-bedroom, 2.5-bathroom, 2-car garage home in the highly sought-after Watermark community of Horizon West! Ideally located just a short walk from the clubhouse, this spacious two-story home offers an open-concept floor plan perfect for everyday living and entertaining with a rare long driveway. The main level features tile flooring throughout, abundant natural light, and a modern kitchen with built-in appliances, ample cabinetry, and generous counter space. Upstairs, the spacious primary suite features a walk-in closet, en-suite bath, along with three additional bedrooms, a full bath, and a convenient laundry room. Enjoy Florida living from the welcoming front porch, rear-entry two-car garage, and low-maintenance yard. Built by Meritage Homes, the property features energy-efficient construction designed to help reduce energy consumption and utility costs. Watermark offers resort-style amenities including a community pool with splash pad, clubhouse, fitness center, tennis courts, playgrounds, parks, and walking trails. Conveniently located near shopping, dining, golf, Disney, and all that Winter Garden and Horizon West have to offer. A great opportunity to enjoy comfort, convenience, and the Florida lifestyle in a desirable community!

9356 Tyrella Pine Trail, Winter Garden
9766 Amber Chestnut Way, Winter Garden
$429,900
3 Beds ⋅ 3 Baths ⋅ Watermark Ph 3 SubDv. ⋅ 34787 Zip Code
Space, location, and the Horizon West lifestyle—all in one. Live minutes from Disney without feeling like you live in the middle of the tourist district. This 3-bedroom, 2.5-bath Watermark townhome gives you nearly 2,000 sq. ft., a dedicated first-floor office and an attached 2-car garage. High and tray ceilings, abundant natural light and an open floor plan make the space feel even larger. The kitchen brings granite countertops, espresso cabinetry, stainless steel appliances and a large island together with the dining and living areas. Upstairs, the primary suite includes a walk-in closet and private bath, with two additional bedrooms nearby. Watermark adds even more value outside the home, with community pools, clubhouse, fitness center, playgrounds and more. Hamlin, Flamingo Crossings, shopping, dining, SR-429 and Walt Disney World are all nearby—giving you the convenience of Horizon West without sacrificing the neighborhood feel.

9766 Amber Chestnut Way, Winter Garden
14739 Glade Hill Park Way, Winter Garden
$750,000
4 Beds ⋅ 4 Baths ⋅ Watermark Ph 2b SubDv. ⋅ 34787 Zip Code
Stunning Winter Garden Home for Sale – Modern Comfort, Resort-Style Amenities & Solar Energy! Welcome to this beautiful Winter Garden home, offering the perfect combination of comfort, style, functionality, and modern living. Featuring a spacious open floor plan, this home is designed for easy living and entertaining, with abundant natural light flowing throughout the main living areas. The spacious primary suite provides a private retreat, complete with an en-suite bathroom featuring modern cabinetry and quality finishes. The gourmet kitchen is the heart of the home, featuring modern appliances, ample cabinetry, and a large center island—perfect for preparing meals while entertaining family and friends. Large windows bring in plenty of natural light and create a bright, welcoming atmosphere throughout the home. Step outside to enjoy the outdoor living area and take advantage of Florida's beautiful weather. The home is equipped with solar panels, and the seller will pay off the solar system in full at closing, providing the new owner with the benefit of solar energy without assuming the existing solar financing. Located in a desirable Winter Garden community, residents enjoy access to excellent amenities, including a resort-style pool, fully equipped fitness center, and a multi-purpose sports court. The community provides an ideal setting for an active and enjoyable lifestyle. Conveniently located near restaurants, shopping, major roads, entertainment, and everything Winter Garden and the surrounding area have to offer, this home is an excellent opportunity for those seeking comfort, convenience, and modern Florida living. Don't miss this opportunity! Schedule your private showing today and experience all that this beautiful home has in store.

14739 Glade Hill Park Way, Winter Garden
10301 Austrina Oak Loop, Winter Garden
$520,000
3 Beds ⋅ 3 Baths ⋅ Watermark Ph 4 SubDv. ⋅ 34787 Zip Code
Virtually Staged. LOCATION, LOCATION, LOCATION! Welcome to the highly sought-after Watermark at Horizon West, one of Winter Garden's premier communities. Whether you're searching for your next home or a smart investment opportunity, this beautifully maintained 3-bedroom, 2.5-bath home with a 2-car garage checks all the boxes. Built in 2020, this thoughtfully designed home features an open-concept floor plan with ceramic tile throughout the main living areas, creating the perfect space for everyday living and entertaining. The gourmet kitchen overlooks the spacious living and dining areas, while upstairs you'll find a versatile loft/game room that can easily serve as a home office, media room, or additional living space. Enjoy added peace of mind with the original roof, HVAC system, and water heater, all just a few years old. Watermark is known for its outstanding resort-style amenities, including multiple community pools, tennis and basketball courts, fitness center, playgrounds, parks, walking trails, and beautifully maintained green spaces. Just minutes from Hamlin Town Center, SR-429, Walt Disney World, shopping, dining, entertainment, and top-rated schools, this home offers exceptional convenience in one of Central Florida's fastest-growing communities. Investor opportunity! The home is currently tenant occupied, providing the potential for immediate rental income, making it an excellent addition to an investment portfolio. Buyers looking for future occupancy can also take advantage of owning in one of Winter Garden's most desirable communities.

10301 Austrina Oak Loop, Winter Garden
10439 Austrina Oak Loop, Winter Garden
$549,900
3 Beds ⋅ 3 Baths ⋅ Watermark Ph 4 SubDv. ⋅ 34787 Zip Code
PRICE IMPROVEMENT + $10,000 BUYER INCENTIVE! Seller is offering up to $10,000 toward buyer’s closing costs, prepaids or an interest rate buy-down with a full-price contract submitted by November 30, 2026. 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
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