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$1,090,000
5 Beds ⋅ 4 Baths ⋅ 7755048 MLS
A beautiful home featuring a charming German smear brick exterior and lush, established hedging that creates a private, storybook setting. A welcoming front porch and quaint wood gate lead into a thoughtfully designed interior. The main level entry opens to a foyer with a full bedroom and bath—perfect for guests. Upstairs, the heart of the home features an open-concept layout with a spacious kitchen offering stainless steel appliances, an oversized island, and a walk-in pantry, all flowing seamlessly into the great room with fireplace. A porch just off the kitchen provides the perfect spot for morning coffee or evening relaxation. This level also includes a formal dining room, an additional bedroom or office, and a full bath. A balcony overlooking the community green space offers a peaceful retreat, especially in the quiet evenings. The upper level features a generous owner’s suite with a spa-like ensuite bath complete with soaking tub, walk-in shower, double vanity, and large walk-in closet. Two additional bedrooms, a full bath, and a conveniently located laundry room complete the upstairs. Located in the highly sought-after Downtown Woodstock area—recognized among the best places to live—this home offers unmatched walkability to restaurants, parks, amphitheater, arts center, breweries, boutiques, shopping, and the local farmers market. Community amenities include a zero-entry saltwater pool, expansive fire pit, green space, and stage. Enjoy the convenience of being just steps from everything—no need for a golf cart commute.

199 Hubbard Road, Woodstock

$1,080,000
5 Beds ⋅ 5 Baths ⋅ 7735443 MLS
Experience luxury living in the heart of Downtown Woodstock. This elevator-equipped, four-story home offers nearly 4,000 sq ft of exceptional design, flooded with natural light, and multiple outdoor living spaces. The main level features an open layout with wide-plank hardwoods, a chef’s kitchen with stainless steel appliances, double ovens, granite countertops, and an oversized island overlooking the fireside living room. The spacious primary suite includes a spa-inspired bath with double vanities, soaking tub, and a generous walk-in closet. Additional guest suites, a Jack-and-Jill bath, and a top-level flex space—perfect for an office, media room, or gym—provide versatility for any lifestyle. The sky terrace offers a private outdoor retreat with beautiful sunset views. A rare three-car garage, lower-level guest suite, and unbeatable walkability to restaurants, boutiques, concerts, and trails make this home a standout

190 Fowler Street, Woodstock

$940,000
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

$870,000
4 Beds ⋅ 4 Baths ⋅ 7728687 MLS ⋅ Woodstock Downtown BLDG.
Experience refined urban living in this exceptional end-unit townhome in the heart of highly desirable Downtown Woodstock. This three-level residence blends architectural sophistication, premium finishes, and unmatched walkability. A private elevator services all three levels, offering seamless access throughout. As an end unit, the home is filled with abundant natural light, enhancing the open-concept design and showcasing REAL hardwood flooring throughout-adding warmth, authenticity, and timeless appeal. The entry level features a private bedroom with an ensuite bath, ideal as a guest suite, executive office, or flexible space for today's live-work lifestyle. The main level is designed for elevated entertainment and everyday comfort. A dramatic family room anchored by a statement fireplace creates an inviting focal point. The gourmet kitchen features marble countertops, an elegant, tiled backsplash, and premium Viking appliances, offering both style and performance. A well-appointed laundry room with a built-in office area adds functionality and convenience. One of the most captivating features of this level is the full front porch overlooking a stunning courtyard adorned with mature landscaping, natural elements, and a welcoming firepit gathering space. It's the perfect setting to unwind, entertain, and enjoy the vibrant yet peaceful atmosphere of the community. At the rear of the home, a sun-drenched deck provides additional private outdoor living space, creating multiple opportunities to enjoy indoor-outdoor living. The top level serves as a luxurious private retreat. The spacious primary suite offers refined comfort, complemented by an elegant ensuite bath with spa-inspired finishes. Two additional bedrooms and a full bath complete this level, providing generous accommodation for family or guests. Located just steps from Woodstock's premier dining, Northside Hospital-Cherokee amphitheater, boutique shopping, entertainment, and green spaces, this residence offers a true lock-and-leave lifestyle without compromising luxury. Sophisticated. Sunlit. Walkable. Elevated.

709 Hammond Drive, Woodstock

$840,000
4 Beds ⋅ 5 Baths ⋅ 7751254 MLS ⋅ Woodstock Downtown BLDG.
This Stunning Townhome is truly one of a kind. Beautiful Gated Courtyard with Spacious Covered Porch Welcomes you Home. Truly the Perfect place to relax. Fantastic Chefs Kitchen has custom cabinets and a 6 Burner Stove, Breakfast Bar & Gorgeous Shiplap. The Grand Dining Room has floor to ceiling windows that showcase the Romantic Courtyard. Upstairs is your large Master Suite with a Spa Like Bathroom, Laundry room, & Two Additional Bedrooms each with a Full Bath. The Terrace level has another Bedroom, Full Bath, a Second Laundry Room, Additional space for Storage & 2 Car Garage. Every room in this home is Gorgeous. Amenities include, Pool & Park. Walking distance to Downtown Woodstock restaurants, amphitheater, parks and shops. FRESHLY PAINTED!!!!

125 Hubbard Road, Woodstock

$450,000
2 Beds ⋅ 3 Baths ⋅ 7718865 MLS ⋅ Woodstock Downtown BLDG.
Live where the energy of Downtown Woodstock meets the comfort of refined, top-floor living. Perched on the 6th floor in a secure, gated community, this 2-bedroom, 2.5-bath condo offers soaring 10-foot ceilings, floor-to-ceiling windows, and beautiful hardwood floors that flood the space with natural light and frame the activity below. Step outside your door and you’re moments from the heartbeat of Woodstock — grab dinner at Salt Factory Pub, cocktails at Century House Tavern, tacos from Pure Taqueria, or catch a live show at the Northside Hospital-Cherokee Amphitheater. Coffee, boutiques, breweries, trails — it’s all right here. Park the car and live fully. Inside, the spacious open-concept layout is designed for both entertaining and everyday comfort. The kitchen features abundant cabinetry, generous prep space, and a large island that anchors the main living area. Whether hosting friends before a concert or enjoying a quiet night in, this home adapts effortlessly. Both bedroom suites are true retreats — each offering dual vanities, separate soaking tubs and showers, and walk-in closets. A rare and luxurious setup that provides privacy and flexibility for guests, roommates, or work-from-home living. One of the most valuable upgrades? Custom Indow window inserts (a $6,000 investment), laser-fitted to dramatically reduce outside noise while preserving the stunning floor-to-ceiling glass and vibrant downtown views. You get the energy when you want it — and serenity when you don’t. Additional features include generous storage and shelving, two parking spaces (one covered), and the security and ease of gated access. This is lock-and-go convenience with elevated style — high ceilings, abundant light, and walkable everything. Downtown living without compromise.

360 Chambers Street Unit 403, Woodstock

$405,000
2 Beds ⋅ 2 Baths ⋅ 7808956 MLS ⋅ Woodstock Downtown BLDG.
Where the vibrancy of Downtown Woodstock meets the comfort of refined living and elevated style + balcony views! Situated on the 3rd floor in a secure, gated community, this 2-bedroom, 2-bath condo showcases soaring ceilings, wall-to-wall windows, and rich hardwoods that flood the space with natural light and frame the activity below. Step outside and you’re moments from the downtown heartbeat — dinner at Salt Factory Pub, craft cocktails at Century House Tavern, street tacos from Pure Taqueria, or live music at the Northside Hospital-Cherokee Amphitheater. Coffee shops, local boutiques, craft breweries, scenic trails — it’s all right here. Park once. Live fully. Inside, the open layout delivers effortless flow and everyday comfort. The kitchen features ample cabinetry, generous prep, and a statement island that anchors the main living space — ideal for easy entertaining or quiet evenings. An elegant Primary Suite features a spacious walk-in closet and spa bath with double vanities, soaking tub and walk in shower. Additional highlights include a freshly painted interior, two covered parking spaces, and the peace of mind that comes with gated access. Lock-and-go convenience. Elevated living. Walkable lifestyle. With unmatched amenities for downtown living, you’ll also find cozy firepits—plus access to the residents-only, resort-style pool! Downtown living at it's finest! The North building sits next door to the new Woodstock parking deck for free parking for guests!

360 Chambers Street Unit 305, Woodstock

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