Milton Overlook Homes

Milton Overlook, situated in Woodstock, GA, is an exceptional real estate development by Toll Brothers. This serene community offers a remarkable selection of homes, each crafted with precision and quality that Toll Brothers is renowned for. Nestled in the heart of Woodstock, residents enjoy a harmonious blend of modern living and natural beauty. The neighborhood's proximity to downtown Woodstock ensures convenient access to a plethora of nearby attractions and amenities.

Toll Brothers' homes in Milton Overlook stand as a testament to their commitment to excellence in real estate. With meticulous attention to detail and innovative designs, these homes cater to a variety of lifestyles. The community capitalizes on its location, offering residents easy access to Woodstock's vibrant downtown scene, characterized by charming boutiques, diverse dining options, and cultural events. Additionally, the development is strategically situated near parks, walking trails, and recreational facilities, providing residents with ample opportunities for outdoor activities and leisure.

Milton Overlook's allure lies not only in its beautifully designed homes but also in its seamless integration with the surrounding area. Combining upscale living with the convenience of nearby attractions, this development exemplifies the essence of modern suburban living. Whether indulging in the local arts and culinary scene or embracing the tranquility of natural landscapes, residents of Milton Overlook find themselves in a privileged position to savor the best of both worlds.

Available Milton Overlook Homes For Sale

$1,050,000
5 Beds ⋅ 4 Baths ⋅ 7831997 MLS
Welcome to 224 Milton Overlook Pass, where sophisticated design, thoughtful upgrades, and an exceptional North Atlanta location come together in one beautifully appointed home. Built just five years ago and thoughtfully enhanced inside and out, this residence offers the style and finish of a custom home with the ease of newer construction — all within the highly desirable Milton Overlook community. From the moment you enter the dramatic two-story foyer, the home makes an impression. Soaring ceilings, walls of windows, and an abundance of natural light create an inviting sense of space, while a thoughtfully designed open floor plan provides effortless flow for both everyday living and entertaining. The two-story great room is anchored by a striking brick fireplace extending to the ceiling and framed by custom built-ins, creating a sophisticated yet comfortable gathering space. At the heart of the home, the stunning luxury kitchen pairs timeless white cabinetry with a showstopping white oak island, generous seating, enhanced lighting, double ovens, a separate range, and a walk-in pantry. Just beyond, the vaulted keeping room invites you to linger by the fireplace, creating the perfect setting for morning coffee, casual dinners, or evenings spent with family and friends. The main level also features a welcoming guest suite, beautifully finished bath, a dining room with custom trim work, and a private office enhanced by new barn doors. Everyday living is made easier with thoughtful details throughout, including a custom drop zone just off the three-car garage with dedicated storage racks and shoe storage. Upstairs, the expansive primary suite offers a true retreat, complete with a spa-inspired bath featuring a soaking tub, dual vanities and oversized shower. The exceptional custom closet is a standout, with a built-in island with drawers and abundant hanging space. Conveniently, the laundry room is located directly off the primary bedroom, with room for a side-by-side configuration. Three additional bedrooms provide flexibility for family, guests, or a dedicated home office or fitness space, with beautifully appointed bathrooms throughout. The outdoor living spaces are equally impressive. Step outside to an expanded, professionally hardscaped patio designed for effortless entertaining, complete with a covered cabana for al fresco dining. The backyard is beautifully landscaped and thoughtfully positioned on a professionally landscaped berm, offering privacy and a peaceful backdrop of mature trees, beautiful plantings, and occasional wildlife sightings. Irrigation serves both the front and back yards, with an additional drop line servicing the landscaping along the berm. Landscape lighting adds warmth and ambiance after sunset. And then there is the lifestyle. Just steps from the home, Milton Overlook’s impressive amenities create an extension of your own backyard. Residents enjoy a resort-style community pool, playground, sidewalks for evening strolls, and lighted tennis and pickleball courts — offering opportunities for recreation, connection, and an active lifestyle without ever leaving the neighborhood. The location is equally compelling. Enjoy the tranquility and lower property taxes of Cherokee County while remaining minutes from Milton and Alpharetta and their exceptional dining, shopping, parks, recreation, and highly rated schools. Downtown Crabapple is approximately 10 minutes away, Downtown Alpharetta approximately 15 minutes, Downtown Woodstock approximately 20 minutes, Downtown Roswell approximately 20 minutes, and Downtown Canton approximately 23 minutes. Beautifully designed, extensively enhanced, and ideally situated, 224 Milton Overlook Pass offers the rare combination of luxury, community, convenience, and lifestyle — a home designed not only to be lived in, but truly enjoyed. Welcome home!

224 Milton Overlook Pass, Woodstock

Courtesy of Atlanta Fine Homes Sotheby's International

$1,299,900
7 Beds ⋅ 7 Baths ⋅ 7809362 MLS
Luxury, privacy, and exceptional value converge in this remarkable Toll Brothers residence, offering a rare opportunity to own a nearly new custom quality home below market value. Perfectly positioned just minutes from Milton and Crabapple, this impressive house showcases more than 5,400 square feet of impeccably designed living space, designer-selected finishes, a beautifully finished terrace level, and tranquil wooded views that create a true private retreat. From the moment you enter, you’ll appreciate the soaring ceilings, abundant natural light, designer finishes, and open-concept floor plan created for both everyday living and effortless entertaining. The chef’s kitchen is the heart of the home, featuring premium appliances, an oversized island, abundant cabinetry, and seamless flow into the spacious family room and dining areas. You will fall in love with the walk in pantry, the mudroom storage for coats, shoes and anything else you want to place behind custom cabinets along with a space for your family calendar and drop zone. The luxurious owner’s suite provides a private retreat with a spa inspired bath, and expansive walk-in closets, while the additional bedrooms offer generous space and privacy for family and guests. A dedicated home office, flexible living areas, and a professionally finished terrace level create endless possibilities for entertaining, a home gym, media room, playroom, home school, or multigenerational living. In addition, expansive heated & cooled storage space making exceptional organization in this home. Situated on .74 acres, step outside to enjoy the covered back porch overlooking large backyard plus a wooded area behind the house offering peaceful views and exceptional privacy including a nature buffer. With ample room to create your dream outdoor oasis, including a future pool, outdoor kitchen, or entertaining area, the possibilities are endless. Neighborhood boasts a community pool, playground, and lighted tennis and pickle ball courts and just down the street from the home. Located just minutes from Milton and Alpharetta, this home offers the rare opportunity to enjoy luxury living with the added benefit of lower Cherokee County taxes while remaining close to award-winning dining, Avalon shopping, parks, nearby golf, and top-rated schools. In addition, residents of Cherokee County love the lower taxes compared to neighboring counties, Schedule your private showing today and experience everything this exceptional home has to offer. Note the property line goes far beyond the fence line, as one of the larger lots in this community.

419 Oakleigh Avenue, Woodstock

Courtesy of Keller Williams Realty Signature Partners

$1,750,000
6 Beds ⋅ 6 Baths ⋅ 7791009 MLS
Welcome to this Extraordinary Custom Estate in the prestigious Milton Overlook community, where timeless architecture, luxury finishes, and exceptional craftsmanship combine to create a truly one-of-a-kind residence. Perfectly positioned on a beautifully landscaped homesite in one of Woodstock's most sought-after neighborhoods, this remarkable home offers convenient access to Downtown Woodstock, Crabapple, Milton, Roswell, top-rated schools, premier golf clubs, upscale dining, shopping, and entertainment while maintaining a peaceful, private setting. A sprawling Covered Front Porch and Grand Foyer Entrance create an unforgettable first impression, opening to elegant living spaces designed for both everyday living and large-scale entertaining. The Main Level features a private Home Office, Formal Dining Room, and an expansive Fireside Family Room that seamlessly connects to the heart of the home. The Chef's Kitchen is a showpiece, offering an Oversized Center Island, Premium Appliances, Custom Cabinetry, abundant storage, and exceptional workspace, while the adjoining Scullery elevates functionality with an Additional Refrigerator, Gas Oven, Dishwasher, extensive Cabinetry, and generous Prep Space. A convenient Half Bath completes the Main Level. Upstairs, the Luxurious Primary Suite serves as a true private retreat, featuring a Sitting Area with Fireplace and an extraordinary Spa-Inspired Ensuite Bath that rivals those found in high-end custom homes. Thoughtfully designed with striking Designer Finishes throughout, the space showcases Dual Furniture-Style Vanities with Vessel Sinks, Quartz Countertops, Backlit Mirrors, a Freestanding Soaking Tub, and a spectacular Oversized Walk-In Shower wrapped in Floor-to-Ceiling Marble-Look Tile. The shower features Dual Rainfall Showerheads, Multiple Body Sprays, Built-In Niches, a Frameless Glass Enclosure, and a spacious Bench Seating Area, creating a true resort-style experience. The expansive Walk-In Closet is equally impressive, featuring Custom Built-Ins designed for both luxury and organization. Additional Bedrooms are generously sized and well-appointed, each offering access to beautifully finished Bathrooms. The Finished Terrace Level provides incredible flexibility with expansive Recreation and Living Spaces, an Additional Bedroom and Full Bathroom, a Kitchen Area, Fitness Room, and abundant Storage. Highlights include a Bar Area, Dedicated Pool Table Room, and a hidden room concealed behind a Murphy Door, creating the perfect space for entertaining, hobbies, or additional storage. Outdoor living is equally impressive with Covered Porches enhanced by Retractable Screens, allowing for year-round enjoyment and seamless Indoor-Outdoor Living, overlooking the private backyard. The Garage has been thoughtfully upgraded with Epoxy Floors, a Workshop Area, and a Mini-Split System, making it ideal for projects, storage, or climate-controlled workspace. Additional premium features include a Whole-House Water Filtration System and professionally tinted windows designed to provide UV Protection while improving energy efficiency and comfort. Combining Luxury Design, Functional Living, and an unbeatable location in Milton Overlook, this exceptional home offers a rare opportunity to enjoy elevated living at its finest.

423 Oakleigh Avenue, Woodstock

Courtesy of Bolst, Inc.

$1,285,000
5 Beds ⋅ 4 Baths ⋅ 7783780 MLS
4,282 SF FINISHED, 1,947 SF UNFINISHED BASEMENT, 6,229 SF OF POTENTIAL LIVING SPACE. NEARLY 1 ACRE ON A PRIVATE CUL-DE-SAC LOT IN MILTON OVERLOOK, WITH A VERY PRIVATE WOODED VIEW AND NO HOMES IN SIGHT. This 5 Bedroom, 4 Bath, 3 Car Garage home offers 4,282 square feet of finished living space plus an unfinished daylight basement, already framed and stubbed for future expansion. Inside, 10-foot ceilings and floor-to-ceiling windows take full advantage of the wooded views. The chef's kitchen features an oversized island, KitchenAid appliances, double ovens, wine bar, quartz countertops and walk-in pantry. The main level includes a private guest suite with full bath, oversized office, dining room and mudroom. Upstairs offers a large Loft, spacious primary suite with sitting area and spa-style bath, plus three additional bedrooms with ensuite and Jack-and-Jill baths. The unfinished basement gives the next owner the flexibility to create the space they want - home theater, gym, golf simulator, guest suite or additional living space. Already framed and stubbed for a 6th bedroom and 5th bathroom, with the opportunity to add nearly 2,000 square feet of finished space on your terms. Outside, the flat backyard has room for a pool and offers privacy and protected wooded views. With more finished square footage and a larger lot than many recent nearby sales, this property offers a combination that is increasingly difficult to find. Come see it in person. The lot, views and scale of this home are best appreciated firsthand.

401 Oakleigh Avenue, Woodstock

Courtesy of Coldwell Banker Realty

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