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

$525,000
3 Beds ⋅ 3 Baths ⋅ Watermark SubDv. ⋅ 34787 Zip Code
Located in Watermark, one of Horizon West's most sought-after resort-style communities, this TURN-KEY, ENERGY-EFFICIENT home offers the perfect blend of modern upgrades, flexible living space, and an unbeatable location just minutes from Hamlin Town Center, Walt Disney World, top-rated schools, shopping, dining, and major highways. Offered for the first time by the original owner, this beautifully maintained 3-bedroom, 2.5-bath home with a spacious LOFT offers over 2,000 square feet of thoughtfully designed living space. Need a fourth bedroom? The oversized loft can easily be converted into a 4TH BEDROOM, home office, media room, or play space to fit your lifestyle. The bright, open-concept floor plan is designed for both everyday living and entertaining. At the center of the home, the gourmet kitchen features DOUBLE OVENS, a cooktop, designer backsplash, under-cabinet lighting, abundant cabinetry, and an oversized island that seamlessly connects to the dining and living areas. Designer upgrades throughout include wood flooring in the main living areas, oak tread stairs with wood spindles, upgraded baseboards, eight-foot first-floor doors, and double French doors leading to the covered lanai for effortless indoor-outdoor living. The spacious primary suite is a private retreat featuring a tray ceiling, TWO WALK-IN CLOSETS, and a spa-inspired bath with dual vanities, an extended countertop, walk-in shower with dual shower heads, linen closet, and private water closet. Two additional bedrooms also feature walk-in closets, providing excellent storage and flexibility. Additional highlights include SPRAY FOAM INSULATION, DOUBLE-PANE WINDOWS, and a 9-PANEL SOLAR SYSTEM designed to help reduce monthly utility costs. Watermark residents enjoy RESORT-STYLE AMENITIES including two community pools, splash pad with water slides, fitness center, clubhouse, tennis and basketball courts, food truck nights, community events, and a rooftop observation deck with breathtaking views of Disney's nightly fireworks. With everyday conveniences, restaurants, Starbucks, parks, and trails just minutes away, this MOVE-IN READY home offers the lifestyle buyers are searching for in the heart of Horizon West. Furniture is negotiable. Schedule your private showing today.

9354 Meadow Hunt Way, Winter Garden
$553,690
3 Beds ⋅ 3 Baths ⋅ Watermark Ph 4 SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully upgraded home located in one of the most desirable areas of Winter Garden. Built in 2019, this property offers a perfect blend of modern finishes, functionality, and prime location. Step inside and enjoy a thoughtfully designed layout featuring upgraded flooring, elegant lighting fixtures, and luxury aluminum handrails that elevate the space. The kitchen stands out as the heart of the home, offering a clean and modern design ideal for both everyday living and entertaining. The primary suite is a true retreat with double walk-in closets and abundant natural light throughout the home, creating a bright and inviting atmosphere. Enjoy added privacy with no rear neighbors and peaceful conservation views—perfect for relaxing after a long day. Location is everything, and this home delivers. Conveniently situated just minutes from top-rated schools, shopping centers, restaurants, golf courses, and major highways, making daily commutes and weekend plans effortless. One of the standout features of this property is the solar panel system, which will be fully paid off at closing—providing significant long-term savings for the new homeowner. This is a rare opportunity to own a move-in ready, upgraded home in a prime Winter Garden location. Schedule your private showing today.

9972 Pallida Hickory Way, Winter Garden
$890,000
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
$385,000
3 Beds ⋅ 3 Baths ⋅ Watermark Ph 3 SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained townhome offering stylish finishes, functional space, and a prime location with serene views. Step inside to an open-concept layout featuring a spacious kitchen with light cabinetry, granite countertops, stainless steel appliances, a large center island with bar seating, and a walk-in pantry. The kitchen flows seamlessly into the dining and living areas, creating the perfect space for entertaining or everyday living. Natural light fills the home, highlighting the neutral tones and tile flooring throughout the main living areas. Upstairs, the generous primary suite features a designer accent wall, large windows, and a spacious walk-in closet with built-in organization. The en-suite bath offers dual vanities with granite counters and a walk-in glass-enclosed shower. Secondary bedrooms are well-sized and share a full bath with granite countertops. A convenient upstairs laundry room adds to the home’s thoughtful layout. Additional highlights include a private office/flex space, a powder bath downstairs, ample storage throughout, and a charming covered front porch overlooking peaceful green space. Enjoy outdoor living on the private paver patio. Enjoy low-maintenance living with community-maintained exteriors and close proximity to Hamlin’s shops, restaurants, lakefront trails, events, and community recreational amenities, including a nearby basketball court — all just minutes from your front door. Convenient access to FL-429, top-rated schools, and downtown Winter Garden adds to the appeal. This is a fantastic opportunity to own in a vibrant, walkable area that blends convenience, lifestyle, and charm. Schedule your showing today!

14989 Apollo Bond Drive, Winter Garden
$1,100,000
4 Beds ⋅ 4 Baths ⋅ Watermark Ph 2a SubDv. ⋅ 34787 Zip Code
Located in the highly sought-after Watermark community in Winter Garden, this stunning 4-bedroom, 3 full bath, and 1 half bath home offers the perfect blend of luxury, comfort, and functionality. Step inside to find beautiful wood flooring, tile, and plush carpet thoughtfully placed throughout the home. The chef-inspired kitchen features gourmet stainless-steel appliances, ample cabinetry, and modern finishes—ideal for both everyday living and entertaining. Elegant details elevate the interior, including crown molding, upgraded baseboards throughout, and a tray ceiling in the spacious primary suite. The home also offers a versatile bonus room perfect for a media room, office, or playroom. The laundry room is equipped with built-in cabinets for added storage and convenience. A 2-car garage completes the home, while the community offers exceptional amenities and a prime location close to shopping, dining, and major roadways. Schedule your private showing today and experience the best of Winter Garden living!

9312 Holliston Creek Place, Winter Garden
$529,000
4 Beds ⋅ 4 Baths ⋅ Watermark Ph 3 SubDv. ⋅ 34787 Zip Code
Welcome to your new townhome in the always desirable Watermark Terrace community in Winter garden FL! Built in 2019 the two story property stuns upon entry with its open floor plan, double height and beautiful and unique style that was meticulously selected by the owners when they had it built. Enjoy fireworks from the clubhouse viewing deck, a few sets of tennis or a summer afternoon at the community's resort-style swimming pool. Schedule your showing today!!!!

9803 Amber Chestnut Way, Winter Garden
$1,000,000
5 Beds ⋅ 4 Baths ⋅ Watermark Ph 1b SubDv. ⋅ 34787 Zip Code
Discover refined living in this impressive 5-bedroom, 4-bathroom Spanish-style estate home, beautifully positioned on a serene waterfront lot with peaceful conservation views and nightly Disney fireworks from your own backyard. This exceptional home blends elegance, comfort, and energy efficiency throughout its thoughtfully designed layout. Step through the grand, elegant entrance into a soaring cathedral-ceiling foyer that leads to spacious formal and casual gathering areas. The formal dining room sets the tone for entertaining, while the gourmet kitchen is a true showpiece—featuring an oversized island, dry bar, walk-in pantry, solid wood cabinets, granite countertops, elegant backsplash, and high-end stainless steel appliances. A striking stone accent wall with an electric fireplace adds warmth and style to the main living area, which opens through French doors to breathtaking water and conservation views. The first floor includes a comfortable guest bedroom with a walk-in closet, a full guest bath with convenient pool access, and a luxurious primary suite. The primary bedroom offers a huge walk-in closet, and a spa-inspired ensuite bathroom with garden tub, expansive walk-in shower with multiple rain shower heads, and dual vanities. Upstairs, a spacious loft with surround sound showcases elevated views of the water and conservation area—perfect for a media room or game space. On one side of the loft sits a private bedroom with its own full bath, ideal for guests or extended family. On the opposite side are two additional bedrooms connected by a Jack-and-Jill bathroom, providing comfort and privacy for everyone. Additional highlights include a tile roof, oversized garage, paver driveway, Smart thermostat, water softener and filtration system, and energy-efficient features for year-round comfort. Located in the highly desirable Watermark community, residents enjoy resort-style amenities including a sparkling pool, water park, cabanas, BBQ areas, playground, dog park, tennis and basketball courts, clubhouse with rooftop deck, weekly community activities, fitness center, and scenic walking trails. All of this—just minutes from top-rated schools, dining, shopping, Orange County National Golf Course, and Disney World. A perfect blend of elegance, comfort, and unmatched location—this waterfront estate is truly a must-see.

9207 Busaco Park Way, Winter Garden
$1,150,000
6 Beds ⋅ 5 Baths ⋅ Watermark Ph 4 SubDv. ⋅ 34787 Zip Code
Seller Motivated , Welcome Home! This beautifully renovated 4,305 sq. ft. single-family residence offers the perfect blend of modern upgrades and inviting comfort, located in one of Winter Garden’s well sought-after communities. Discover elegant porcelain tile flooring throughout the first floor, leading to a spacious, updated kitchen featuring quartz countertops, a smart cooktop, and decorative glass cabinetry, ideal for both everyday living and entertaining. The gorgeous master suite includes a custom built-in walk-in closet, providing both style and functionality. With 6BR/5BA, there’s plenty of space for family and guests alike. Enjoy Florida living at its finest in your outdoor oasis, complete with a gazebo and a built-in fire pit seating area, perfect for relaxing evenings or weekend gatherings. The three-car split garage adds convenience and ample storage.Recently renovated and freshly painted, this home is truly move-in ready. Located in a wonderful community offering two sparkling pools and a playground, you’ll love the nearby amenities that make Winter Garden such a special place to live. Tour Today!

10067 Austrina Oak Loop, Winter Garden
$435,000
4 Beds ⋅ 3 Baths ⋅ Watermark Ph 2b SubDv. ⋅ 34787 Zip Code
Beautiful 4 bedrooms, 2.5 bathrooms, 2 car garage home located in the desirable Watermark community in Winter Garden. Home is perfectly located near the clubhouse (5min walk distance), all tile on the first floor and tray ceiling in the master suite. Watermark has resort-like amenities that includes a pool with splash pad, playground, club house, fitness center, tennis court and nearby attractions such as Orange County National Golf Center and Disney Golf courses. This house was built by Meritage Homes and is well-known for their energy-efficient features, that helps homeowners to live a healthier lifestyle while saving thousands of dollars on utility bills. Winter Garden's unique charm and ambiance offers a wide variety of entertainment, shopping, and dining experiences like the BRAND NEW "THE MARK" which brings Starbucks, 7Eleven, Advent Health, Walgreens and more just a walk distance from the house. A new High School (Horizon West High School) has been added to the zip code and a brand new Elementary School is being built, both within 2 miles from the house.

9338 Tyrella Pine Trail, Winter Garden
$450,000
3 Beds ⋅ 3 Baths ⋅ Watermark Ph 2c SubDv. ⋅ 34787 Zip Code
Short Sale. BACK ON THE MARKET — THROUGH NO FAULT OF THE SELLER! Buyer financing fell through. Welcome Home! 14536 Golden Harbor – a beautifully designed 3-bedroom, 2.5-bathroom home offering 1,904 square feet of thoughtfully laid-out living space. Nestled on the desirable Watermark community on the Disney side of Winter Garden, this Meritage Angelou II model combines modern efficiency with everyday comfort. The home comes equipped with fully PAID OFF solar panels, already wired and ready for connection—making this an energy-smart choice for eco-conscious buyers. As you walk in you are greeted with open-concept living/ dining room area that is ideal for entertaining, with a spacious kitchen located at the rear of the home. Enjoy stainless steel appliances, crown-topped cabinetry, a walk-in pantry, and a generous granite island that flows seamlessly into the living and dining areas. You’ll also find a built-in office nook and a convenient half-bath on this level. Upstairs, a spacious loft adds flexibility—perfect as a second living area, playroom, or home office. The laundry area is thoughtfully tucked away, and the split-bedroom design offers added privacy. The primary suite includes a walk-in closet, dual vanity, and a walk-in shower. Two additional bedrooms are located toward the front of the home and extend access to a private, covered balcony—an ideal spot to catch Disney’s nightly fireworks with a glass of wine and a great book. Whether you're unwinding on the front porch, enjoying balcony views, or taking advantage of community amenities—including a resort-style pool, playground, fitness center, basketball court, and more—you’ll find the lifestyle here hard to beat. You are just walking distance to The Mark, a versatile retail neighborhood center, with stores, restaurants, gas station, and more! Best of all, you’re just minutes from Walt Disney World, Magic Kingdom, Epcot, and Hollywood Studios—each less than 20 minutes away.

14536 Golden Harbor Lane, Winter Garden
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