Woodstock Downtown Homes for Sale

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Newest Woodstock Downtown Homes for Sale

$1,050,000

4 Beds ⋅ 4 Baths ⋅ 7774291 MLS

Luxury living in the heart of Downtown Woodstock. This beautiful three-story luxury home on a premium end lot offers refinement on every level. Complete with 4 bedrooms, 3.5 baths, private elevator, and custom touches throughout. The main level features an open-concept living space with upgraded lighting, beautiful hardwood floors, large fireplace, and a wall of windows that are great for natural light. The center piece of the main level is the chef’s kitchen featuring Viking stainless appliances, custom cabinetry, quartz countertops, and an oversized island overlooking the living room and dining room. The spacious primary suite includes a spa-inspired bath with separate vanities, jetted soaking tub, large tile shower and a generous custom closet. Upstairs, you’ll find two additional spacious guest suites and full bath. The terrace level features an exceptional fourth bedroom or bonus room with its own full bathroom and a hidden room that is great for additional storage or could be used as a safe room. The two large decks offer a private outdoor retreat with great nature views. The two car garage is conveniently equipped with an electric car charger. The unbeatable walkability to the pool and Main Street, featuring award-winning restaurants, boutiques, downtown concerts, and trails make this home a standout.

232 Fowler Street, Woodstock

$990,000

4 Beds ⋅ 4 Baths ⋅ 7773266 MLS

Welcome to a truly exceptional retreat in the heart of Woodstock. Located at 155 Hubbard Road, this beautifully updated 4-bedroom, 4-bathroom home blends timeless elegance with modern luxury, offering thoughtfully curated upgrades throughout every inch of the property. The completely redesigned chef’s kitchen is the centerpiece of the home, featuring stunning quartzite countertops, premium Thermador appliances including refrigerator/freezer columns, double ovens with microwave combo, warming drawer, and a Sub-Zero wine fridge — perfect for entertaining and everyday living alike. A spacious pantry area and stylish wet bar add both beauty and functionality. Each bedroom offers the comfort and privacy of its own en suite bathroom, while artisan-crafted custom closets, pantry systems, and garage storage elevate organization throughout the home. Refinished hardwood floors, fresh interior and exterior paint, plantation shutters, and newly installed windows create a bright, polished atmosphere from room to room. Major system upgrades provide peace of mind, including two new HVAC systems, a new water heater, and a serviced cedar roof. The cozy gas fireplace adds warmth and charm, while the expansive 3-car garage offers abundant storage and convenience. Upstairs in the Master Suite, discover the charming flex space — an inspiring bonus space ideal for a studio, workshop, home office, or creative retreat. This one-of-a-kind property offers the perfect blend of luxury, comfort, and craftsmanship in one of Woodstock’s most desirable locations

155 Hubbard Road, Woodstock

$850,000

4 Beds ⋅ 4 Baths ⋅ 7769050 MLS

Exquisite home offering elevated luxury living in one of Downtown Woodstock’s most coveted communities, just steps from charming boutiques, coffee shops, top rated restaurants, live music venues, and a scenic walking trail. Nestled within a picturesque, sidewalk lined neighborhood featuring a resort style pool, playground, dog park, and fire pit, this beautifully crafted residence blends timeless architecture with refined modern comfort in an exceptional walkable location. A covered front porch and front balcony create inviting outdoor living spaces, while a rear deck and three car rear entry garage add both convenience and thoughtful design. Inside, rich hardwood floors anchor the main level, where a spacious, light filled open concept layout is designed for effortless entertaining and everyday elegance. The great room, accented by a cozy fireplace, flows seamlessly into the kitchen and dining area, creating an expansive and welcoming gathering space, while an additional living area offers flexibility as a family room or formal sitting space. The chef’s kitchen impresses with crisp white cabinetry, granite countertops, a pantry, and abundant counter and storage space, ideal for hosting and daily living alike. A guest bedroom with full bath on the main level provides privacy and comfort for visitors. Upstairs, the oversized owner’s suite serves as a serene retreat, featuring a spacious walk-in closet and a spa inspired private bath with double vanities, a soaking tub, and a separate shower. Generously sized secondary bedrooms, a versatile loft area, and a lower-level flex space perfect for a home office, media room, or additional living area complete this thoughtfully designed home that delivers luxury, space, and lifestyle just moments from everything that makes Downtown Woodstock so desirable.

247 Fowler Street, Woodstock

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