Woodstock Homes with Two Stories

Woodstock Homes with Two Stories

Welcome to Woodstock, Georgia—a vibrant city that beautifully blends the charm of small-town living with the conveniences of modern life. Nestled in Cherokee County, Woodstock is renowned for its rich history, picturesque landscapes, and a strong sense of community. With its quaint downtown area filled with boutique shops, delightful eateries, and lush parks, residents enjoy a lifestyle that is both relaxed and engaging. The city is also known for its excellent schools and family-friendly atmosphere, making it an ideal place to raise children.

One of the most attractive features of Woodstock is its diverse real estate market, particularly the availability of stunning two-story homes. These spacious residences are perfect for families seeking room to grow, providing ample space for living, working, and entertaining. Many of these two-story homes boast open floor plans, modern amenities, and beautiful outdoor spaces, allowing for both comfort and style. Imagine hosting gatherings in your expansive living room or enjoying quiet evenings on your private deck overlooking a serene backyard.

Moreover, the two-story homes in Woodstock often come with the added benefit of proximity to local parks, recreational facilities, and community events. Residents can easily access hiking trails, sports complexes, and seasonal festivals, ensuring that there’s always something to do just around the corner.

In Woodstock, you’re not just buying a home; you’re investing in a lifestyle filled with warmth, community spirit, and endless possibilities. Come discover your dream two-story home in this delightful Georgia city!

Newest Woodstock Homes with Two Stories

255 Sumac Trail, Woodstock
$724,900
4 Beds ⋅ 3 Baths ⋅ 7860196 MLS
Welcome to one of the most thoughtfully updated and luxurious residences in The Woodlands. Nestled in the prestigious Enclave community, this exceptional home sits at the end of a quiet cul-de-sac, featuring a meticulously manicured lawn and beautiful professional landscaping. Approach the covered front porch and enter through a striking new custom iron double door into a refined 4-bedroom, 2.5-bath home designed for both everyday living and elegant entertaining. The heart of the home is a soaring two-story great room with custom built-ins and a dramatic stone accent wall, flowing seamlessly into the kitchen. Additional main-level spaces include a versatile bonus room, a private office, and a formal dining room. Upstairs, the primary suite is complemented by three additional bedrooms. The open floor plan, extensive updates, and carefully considered layout create an elevated lifestyle ideal for hosting. Outdoor living reaches new heights with a spectacular 16x32 Gunite saltwater pool complete with waterfalls and heating, a freshly painted deck, an in-deck jacuzzi, and a covered back porch—perfect for year-round enjoyment. Notable features and recent improvements include: Termite bond, Split A/C and heating in the garage with new epoxy floors, freshly painted exterior (September 2026), ADT security system and keyless entry, Roof replaced in 2022, Second-floor HVAC replaced in 2023. Residents will also benefit from upcoming park and recreation enhancements planned for Little River Park. Great schools and convenient to Roswell and Woodstock. This home offers the perfect blend of luxury, comfort, and modern convenience in one of The Woodlands’ most desirable settings.

255 Sumac Trail, Woodstock

5032 Winding Hills Lane, Woodstock
$665,000
5 Beds ⋅ 3 Baths ⋅ 7860675 MLS
Exceptional opportunity in sought-after Towne Lake Hills East! Beautifully updated, meticulously maintained, and truly move-in ready, this home offers incredible value in one of Woodstock's most desirable established communities! Situated on a spacious corner lot, the property features a large, level, private backyard, beautiful landscaping, and incredible outdoor living spaces. Step inside to discover a bright, inviting interior featuring fresh neutral paint, beautiful hardwood floors, and thoughtful updates throughout. The impressive two-story great room offers soaring ceilings and a fireplace, while the spacious kitchen features white cabinetry, a large island, and a sun-filled breakfast area. A beautiful sunroom surrounded by windows provides the perfect place to relax and enjoy the backyard views. The spacious primary suite features new flooring, elegant wall molding, and a stunningly renovated bathroom with a soaking tub and oversized glass shower. Additional highlights include a renovated powder room, custom closet systems, and two staircases. The outdoor living is truly a standout! A brand-new Trex deck overlooks the expansive, flat backyard, while a waterproof under-deck system creates an incredible covered entertaining area below, complete with a beautiful paver patio and ceiling fans. Perfect for watching the game, hosting friends, or relaxing outdoors! Professional landscape lighting, irrigation, and wiring for exterior speakers complete the experience. Additional features include a new roof (2025), a two-car main-level garage with two new openers, and a spacious unfinished basement featuring a third garage bay, abundant storage, and incredible potential for future finished living space, a workshop, or home gym. Move-in ready, beautifully updated, and offering exceptional value in Towne Lake Hills East — this is an opportunity you don't want to miss!

5032 Winding Hills Lane, Woodstock

2404 Tippin Trail, Woodstock
$659,900
4 Beds ⋅ 4 Baths ⋅ 7861095 MLS
Welcome to this beautifully appointed home in the sought-after Mews Collection of Oakhurst, a distinctive enclave known for its elevated craftsmanship, thoughtful architectural details, and higher standards of living. Perfectly positioned overlooking a picturesque community greenspace, this home offers incredible curb appeal with lush, meticulously maintained landscaping and a cozy covered front porch overlooking the courtyard. Step inside to discover an inviting, light-filled interior featuring 10-foot ceilings, gorgeous site-finished hardwood floors, and an open, spacious floor plan designed for comfortable everyday living and entertaining. The primary suite on the main level offers convenient, stepless living, while three generously sized bedrooms upstairs provide plenty of room for family and guests. One of this home's standout features is the exceptional bedroom space—every bedroom is oversized, features a walk-in closet, and enjoys direct access to a bathroom! Upstairs, you'll also find an expansive vaulted bonus room with beautiful hardwood floors, perfect for a media room, game room, or additional living space, along with a sunny loft area ideal for a home office or cozy reading nook. Step outside to an inviting patio with a charming pergola, surrounded by trees that provide a wonderful sense of privacy—an ideal setting for morning coffee, outdoor dining, or relaxing at the end of the day. Enjoy the convenience of HOA-maintained lawn care, giving you more time to enjoy everything this wonderful community has to offer! Oakhurst amenities include a swimming pool, clubhouse, playground, walking trails, community gardens, and fire pits. Ideally located just 2 miles from vibrant Downtown Woodstock, Dupree Park is around the corner, with shopping and dining nearby, and 1 mile from I-575. This is a wonderful opportunity to enjoy exceptional living spaces, beautiful surroundings, and a carefree lifestyle in one of Woodstock's most charming communities!

2404 Tippin Trail, Woodstock

424 Highlands Loop, Woodstock
$495,000
3 Beds ⋅ 3 Baths ⋅ 7860802 MLS
Set within the gated Woodstock community, Mountain Brook, this inviting home offers a wonderful balance of comfortable living and spaces to gather. A stone-accented exterior, covered front porch and room for a bench swing set the tone, while inside, natural light and an open flow make everyday living feel easy. The main level brings everyone together, with a spacious family room anchored by a gas fireplace that opens to the kitchen and breakfast area. Painted cabinetry, granite countertops, newer stainless steel appliances and an oversized double pantry make the kitchen as practical as it is welcoming. A wall of windows fills the breakfast area with light and looks out to the screened porch and backyard, creating an easy connection between indoor and outdoor living. A separate dining room offers space for holiday dinners and special occasions, while a two-story foyer, convenient half bath and laundry room off the garage entry round out the main level. Upstairs, the spacious primary suite feels like a retreat at the end of the day, complete with a soaking tub, glass-enclosed shower, double vanity and generous his-and-hers closets with built-in drawers. Two additional bedrooms with spacious closets and a shared bath offer flexibility for family, guests or a home office. Outside, the vaulted screened porch with its stained wood ceiling may quickly become a favorite spot for crisp fall mornings, weekend game days and evenings with friends. The fenced backyard offers established landscaping, Japanese maples and privacy trees, with a cobblestone path leading to a fire pit and a backyard swing for slower afternoons. The neighborhoods own private Lake Gordy is another lovely spot for a fall walk or a little fishing, and the community pool adds one more reason to enjoy the outdoors close to home. When it’s time to explore, Downtown Woodstock is just minutes away, with local shops, restaurants, breweries, parks and events that make it easy to enjoy a night out or a weekend close to home. Historic Roswell is also within easy reach, along with the trails, scenic views and outdoor adventures of North Georgia’s foothills. It’s a great combination of neighborhood charm, outdoor living and access to some of the area’s favorite destinations.

424 Highlands Loop, Woodstock

420 Middle Valley Lane, Woodstock
$425,000
4 Beds ⋅ 3 Baths ⋅ 7861078 MLS
WOW! SPACE, UPDATES, AND AN OUTSTANDING TOWNE LAKE LOCATION! Welcome home to this recently renovated 4-bedroom, 2.5-bath home in Deer Run, one of Towne Lake's most desirable communities! Nestled on a quiet cul-de-sac with a private backyard, this spacious home offers plenty of room to spread out, both inside and out. Freshly painted throughout, the home features beautiful new luxury vinyl plank flooring, new carpeting, new exterior doors and select interior doors, a brand-new garage door and opener, and TWO NEW ZONED HVAC SYSTEMS! These major improvements add comfort and convenience while reducing the need for immediate updates. Upstairs, you'll find four bedrooms, including an oversized fourth bedroom that also makes an ideal bonus room, home office, media room, or playroom. Need even more space? The large, full unfinished basement offers tremendous potential for future expansion, a workshop, recreation area, or additional storage. Deer Run is known for its exceptional amenities, including swimming pools, tennis and pickleball courts, a clubhouse, playgrounds, and even a community ball field! Enjoy an active neighborhood lifestyle while being just minutes from vibrant Downtown Woodstock, featuring an exciting selection of restaurants, boutique shops, entertainment, and concerts at the popular Northside Hospital-Cherokee Amphitheater. Conveniently located near I-575, Lake Allatoona, shopping, dining, and recreation, this home offers an outstanding combination of space, updates, location, and neighborhood amenities. VACANT, MOVE-IN READY, AND PRICED AT $425,000! Don't miss this opportunity to own a spacious, updated home in the heart of Towne Lake. Schedule your showing today!

420 Middle Valley Lane, Woodstock

4012 Moody Lane, Woodstock
$1,389,000
4 Beds ⋅ 5 Baths ⋅ 7861105 MLS
|| PRIVATE ELEVATOR TO ALL 3 LEVELS || EXPANSIVE SECOND PRIMARY/IN-LAW SUITE || $150K IN BUILDER UPGRADES || BETTER-THAN-NEW CONDITION || WALK TO DOWNTOWN WOODSTOCK || 3 LIVING AREAS + HOME OFFICE || RESORT-STYLE SOUTH ON MAIN AMENITIES || What if you could enjoy the charm and energy of DOWNTOWN WOODSTOCK while coming home to a nearly new residence with the space, flexibility, and custom finishes of a luxury retreat? Welcome to 4012 Moody Lane, an exceptionally upgraded home in SOUTH ON MAIN, one of Woodstock's most desirable master-planned communities. Completed in NOVEMBER 2024 and used only occasionally as a part-time residence, this MOVE-IN READY home was thoughtfully customized by a professional home builder who invested approximately $150,000 IN UPGRADES during construction. The result is a home where luxury isn't just about appearance—it's about how beautifully everything works together. One of the most remarkable features is the PRIVATE ELEVATOR SERVING ALL THREE LEVELS, offering everyday convenience and flexibility for changing needs. Equally impressive is the EXPANSIVE TERRACE-LEVEL SECOND PRIMARY/IN-LAW SUITE, creating an exceptional opportunity for MULTIGENERATIONAL LIVING, EXTENDED GUEST STAYS, or a private retreat for family members. With FOUR BEDROOMS, FOUR FULL BATHROOMS, A HALF BATH, THREE DISTINCT LIVING AREAS, and a SEPARATE HOME OFFICE/MEDIA ROOM, there's room to spread out without sacrificing togetherness. Inside, SOARING 10-FOOT CEILINGS on the main and terrace levels, VAULTED CEILINGS, HARDWOOD FLOORS THROUGHOUT, SOLID 8-FOOT DOORS, and CUSTOM CROWN MOLDING create an unmistakable sense of quality. The GOURMET KITCHEN features KITCHENAID PROFESSIONAL APPLIANCES, including a BUILT-IN REFRIGERATOR, 36-INCH PROFESSIONAL RANGE, DOUBLE OVENS, and a WATERFALL-EDGE ISLAND. Entertaining gets even better with a CUSTOM WET BAR featuring a VIKING NUGGET ICE MACHINE and UNDERCOUNTER BEVERAGE REFRIGERATOR DRAWERS. Every detail reflects the builder-owner's attention to quality. More than $28,000 was invested in DESIGNER LIGHTING from names including RH, Arhaus, Circa Lighting, and Visual Comfort. REAL WOOD PLANTATION SHUTTERS, CUSTOM CLOSETS AND PANTRIES, UPGRADED MOEN ARRIS FIXTURES, and thoughtful finishing touches elevate the experience. Behind the walls, SPRAY FOAM INSULATION and a TANKLESS WATER HEATER add practical efficiency. Enjoy outdoor living on the COVERED BACK PORCH WITH TV, with low-maintenance TREX DECKING, a GAS GRILL CONNECTION, and a FENCED SIDE YARD. Additional conveniences include a TWO-CAR GARAGE WITH EV CHARGER POWER, SEPARATE GOLF CART/STORAGE GARAGE, EPOXY GARAGE FLOOR, DEDICATED EXTERIOR TRASH STORAGE, and a SECURITY CAMERA SYSTEM. The remaining 2-10 BUILDER WARRANTY is transferable. And then there's the SOUTH ON MAIN LIFESTYLE. Enjoy approximately 20 ACRES OF PARKS AND GREEN SPACE, a COMMUNITY POOL WITH SPLASH PAD, CLUBHOUSE WITH FITNESS CENTER AND GAME ROOM, COMMUNITY GARDEN, PLAY PARK, THE SHED OUTDOOR GATHERING VENUE, and DIRECT ACCESS TO THE NOONDAY CREEK TRAIL. Best of all, DOWNTOWN WOODSTOCK'S RESTAURANTS, SHOPPING, AND ENTERTAINMENT are just steps away. For buyers who appreciate exceptional craftsmanship, 4012 Moody Lane offers something difficult to duplicate: A BARELY USED 2024 HOME WITH $150K IN UPGRADES, A THREE-LEVEL ELEVATOR, A TRUE SECOND PRIMARY SUITE, AND THE WALKABLE SOUTH ON MAIN LIFESTYLE. Even the BRAND-NEW DESIGNER FURNITURE is available for separate purchase, offering the opportunity to preserve the home's carefully curated aesthetic. Why start from scratch when so much thoughtful customization has already been completed?

4012 Moody Lane, Woodstock

305 Fraley Drive, Woodstock
$575,000
4 Beds ⋅ 3 Baths ⋅ 7859449 MLS
WHY WAIT TO BUILD WHEN YOUR WOODSTOCK LIFE CAN START NOW? Morning coffee on the front porch, a walk into Downtown Woodstock for lunch, and an evening at home with room to gather. Built in 2025 by Lennar, this NEARLY NEW DETACHED HOME in Forrest Crossing offers the fresh finishes and modern layout buyers love, with an exciting opportunity to enjoy newer construction at an attractive price. Inside, the OPEN-CONCEPT MAIN LEVEL feels welcoming, connected, and easy to live in. The kitchen, dining area, and family room flow together, so whoever is cooking can still be part of the conversation. QUARTZ COUNTERTOPS, a generous island, gas cooking, and a pantry make the kitchen as practical as it is beautiful. Luxury vinyl plank flooring carries through the main living areas, while a GAS FIREPLACE and built-in cabinetry give the family room a warm, finished feel. Picture friends gathered around the island, dinner on the table, and the evening stretching out onto the COVERED REAR PORCH. A MAIN-LEVEL BEDROOM AND FULL BATH give you options from day one. Welcome overnight guests, create a home office, or keep a comfortable bedroom available without the stairs. Upstairs, the OVERSIZED PRIMARY SUITE offers space to unwind, TWO WALK-IN CLOSETS, and a private bathroom with a soaking tub, separate shower, and double vanity. Additional bedrooms and an UPPER-LEVEL LAUNDRY ROOM keep everyday routines conveniently together. A REAR-ENTRY TWO-CAR GARAGE adds storage and parking while letting the welcoming front porch take center stage. Then there is the reason so many people want to call Woodstock home. WALK TO DOWNTOWN WOODSTOCK for restaurants, coffee, boutiques, live music, and community events. Enjoy nearby trails, neighborhood sidewalks, a dog park, and a picnic area, with shopping and I-575 conveniently close. With the builder’s detached homes in Forrest Crossing SOLD OUT, this is your opportunity to own a nearly new single-family home in the community. FRESH FINISHES, FLEXIBLE LIVING SPACES, AND A WALKABLE WOODSTOCK LIFESTYLE. Come step inside and imagine your first weekend here.

305 Fraley Drive, Woodstock

274 Dahlia Drive, Woodstock
$535,000
4 Beds ⋅ 3 Baths ⋅ 7860729 MLS
SOLD-OUT WINSOME PARK. Upgraded in every room and finished with custom closet and walk-in pantry systems, 274 Dahlia Drive is no standard Fairview. Tucked into a quieter section of the community and about 2 miles from Downtown Woodstock, it's your chance to own in Winsome Park. Completed in October 2026 and never occupied, this home offers 4 bedrooms, 2.5 baths and 2,053 square feet, with an open main level and 9-foot ceilings. THE KITCHEN: Slate-stained 42-inch cabinetry meets a contrasting black island, polished Cotton White quartz, and a Sea Salt tile backsplash that runs to the ceiling behind a stainless canopy hood. Gas cooking, a dishwasher with third rack, a crisp-corner undermount sink, matte-black fixtures and pendant lighting complete the look, and under-cabinet lighting is prewired. A custom walk-in pantry system keeps everything in its place. THE OWNER'S SUITE: A custom closet system and an enlarged fully tiled shower with a 72-inch frameless black-finish enclosure, double vanity, and coordinated black fixtures. THE DETAILS: Homestead Chaise Tan luxury vinyl plank carries from the main level into all four bedrooms, the upstairs hall and the laundry. Full oak stair treads, main-level crown molding, an in-floor outlet, and a secondary bath with a floor-to-ceiling tiled tub/shower surround, quartz countertop and matte-black accents round it out. OUTSIDE: A covered patio extends your living space. Snowbound siding, New Castle Gray brick with Southern Ivory mortar, a black front door and Dark Bronze gutters create a clean, modern palette. THE LOCATION: Winsome Park puts you about 2 miles from the shops, restaurants, parks and entertainment of Downtown Woodstock, with convenient access to Highway 92 and I-575. With Winsome Park sold out, homes like this do not come around often. Book your private tour today.

274 Dahlia Drive, Woodstock

4643 Waters Road, Woodstock
$1,429,000
4 Beds ⋅ 4 Baths ⋅ 7860330 MLS
Welcome to 4643 Waters Road, where timeless design, thoughtful upgrades, and exceptional outdoor living come together on approximately 1.12 acres in desirable Woodstock. Conveniently located just minutes from Downtown Woodstock, Downtown Alpharetta, Crabapple, and the upscale Avalon area, this beautiful home offers the perfect blend of space, comfort, and convenience. The inviting covered front porch opens to a stunning foyer with classic board-and-batten detailing and an adjacent formal dining room. The main living area features a welcoming fireside family room and a gourmet kitchen complete with a statement beamed ceiling, oversized island, beverage center, and breakfast area. Hardwood floors flow throughout the main level, creating a warm and cohesive feel. The spacious primary suite is conveniently located on the main level and offers a relaxing retreat with a spa-inspired bathroom featuring separate vanities, a seamless glass shower, and an attached laundry room. A private guest suite, dedicated office, four-season porch, and functional mudroom/drop zone round out the main level. Upstairs, you’ll find an additional ensuite bedroom and a generous bonus room offering endless possibilities for a media room, playroom, guest retreat, or additional living space. Outside, the property has been transformed into an exceptional private retreat, highlighted by a luxury in-ground pool and SPA and thoughtfully designed outdoor entertaining space. Whether hosting friends and family, enjoying a quiet afternoon by the pool, or taking advantage of the spacious, level backyard, this outdoor setting offers a lifestyle that is hard to find. The expansive yard provides room to relax, entertain, and enjoy the outdoors, with the added benefit of a fully fenced property. Notable Updates Since Purchase Luxury Pool & Spa Outdoor Living: Added a beautiful in-ground pool and Spa and upgraded outdoor entertaining area, creating a private backyard destination for relaxing and hosting guests. Office Upgrade: Added custom built-in bookshelves, creating a polished and functional workspace. Dedicated Gym: Added a home gym, offering convenience for workouts without leaving the house. Expanded Parking: Extended the concrete parking pad to provide additional parking space for vehicles and guests. Fenced & Stained Property: Added fencing and stained the entire property’s fencing, enhancing privacy, defining the outdoor space, and creating a cohesive finished look. With its desirable location, flexible floor plan, generous homesite, and significant improvements to both the interior and exterior, 4643 Waters Road offers an exceptional opportunity to enjoy the best of Woodstock living. Welcome home!

4643 Waters Road, Woodstock

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