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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

$965,000
4 Beds 5 Baths 7617631 MLS
Exquisite Hedgewood EarthCraft Home with Primary Suite on Main – Steps from Downtown Woodstock Welcome to your dream home in the heart of Downtown Woodstock! This exceptional EarthCraft-certified home by renowned builder Hedgewood offers a rare combination of quality craftsmanship, sustainable features, and an unbeatable location—just a short walk to parks, shops, restaurants, and the Greenprints Trail. Recently renovated with a brand-new quartz countertop and backsplash in the kitchen, plus a designer tiled shower in the primary ensuite, this home is move-in ready and thoughtfully upgraded throughout. Updated lighting and fresh exterior and interior paint provide a clean, modern feel. The main level boasts a sought-after primary suite on the main, featuring a luxurious ensuite bath with an oversized frameless glass shower, bench seating, travertine floors, dual vanities, and a spacious walk-in closet with custom shelving and natural light. Soaring two-story ceilings in the Great Room create a dramatic and light-filled living space, anchored by a stunning fireplace and framed by a wall of windows with custom blinds. Adjacent is a cozy exposed brick sunroom—perfect for winding down with a good book or enjoy it as a separate dining room. The open-concept chef’s kitchen is a standout, featuring Viking appliances, a large island with glass pendant lighting, pantry, a breakfast nook, and refreshed cabinetry with brushed nickel hardware. Upstairs, you'll find two generously sized ensuite bedrooms and a spacious landing—ideal for a study zone or sitting area. The fully finished terrace level offers incredible flexibility with a private entrance, large foyer, full bathroom, oversized bedroom (or home office), a media room, ample storage, and front porch that leads to the lush courtyard. The rear-facing two-car garage has epoxy flooring and allows you to bring groceries into the kitchen with ease. Enjoy the peaceful shared courtyard with lush greenery and a serene fountain without having to do the yard work yourself! Take advantage of the welcoming community amenities including a pool, playground, dog park, and fire pit. Welcome home to charming Downtown Woodstock!

147 Hubbard Road, 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

$800,000
2 Beds 3 Baths 7666044 MLS
Experience the luxury of living in the heart of Downtown Woodstock in this exquisite John Wieland custom home, perfectly situated on a corner lot in one of the area’s most coveted communities—just steps from charming boutiques, coffee shops, top-rated restaurants, live music, and scenic walking trails. Built in 2012 and meticulously maintained, this single-family residence spans approximately 2,380 square feet of refined living space with timeless finishes, high ceilings, and a clean, elegant palette ready for your personal touch. Step onto the inviting front porch, a picture-perfect setting for morning coffee or evening gatherings. Inside, you’re greeted by a warm, open foyer leading to a private office and a guest suite with an en suite bath on the main level. The home also features a residential elevator, offering effortless access between levels. The upper level is a stunning open-concept retreat featuring a designer kitchen with white cabinetry, stone countertops, and a seamless flow into the dining area and light-filled living room with a cozy fireplace. French doors open to a covered deck, ideal for al fresco dining or enjoying peaceful sunset views. The primary suite impresses with cathedral ceilings, a spa-inspired bath featuring dual vanities, a custom walk-in tub, a separate tiled shower, and a spacious walk-in closet. A powder room and laundry room complete this thoughtfully designed floor. Additional highlights include dark hardwood floors, fresh interior and exterior paint, abundant storage, and a two-car garage with a level, fenced side yard—perfect for pets, gardening, or quiet relaxation. Located directly across from the community pool, this home offers resort-style living in an unparalleled location. Downtown Woodstock living doesn’t get better than this—luxury, comfort, and connection all in one.

215 Mcaffee Street, Woodstock

$715,000
3 Beds 3 Baths 7645555 MLS Woodstock Downtown BLDG.
This gem located right in the heart of downtown Woodstock could be yours! This bright and inviting 3-bedroom, 2.5-bathroom end-unit townhome is filled with natural light and offers a desirable floorplan with the primary suite on the main level. Fresh paint and brand-new carpet throughout make this home move-in ready. The open-concept living and dining areas offer a comfortable and functional layout, perfect for everyday living and entertaining. Upstairs you will find two more bedrooms, along with a loft area perfect for an office or whatever your heart desires. Step outside to a private, fenced flagstone patio—a great space for relaxing or hosting guests. Located just steps away from the community pool, along with all the shops, dining, and entertainment of vibrant downtown Woodstock. Townhouses in this community rarely come available—especially end units--don’t miss your chance to own in one of the area’s most sought-after locations! Discounted rate options and no lender fee future refinancing may be available for qualified buyers of this home.

191 Fowler Street, Woodstock

$570,000
2 Beds 3 Baths 7521328 MLS Woodstock Downtown BLDG.
Live in the heart of Downtown Woodstock, where city convenience meets small-town charm! This modern condo offers large windows with stunning views of Chambers Street and Market Street, putting you right in the center of the action. Enjoy walking distance to top-rated restaurants, boutique shops, and scenic parks, all while experiencing the vibrant community that makes Woodstock so special. This is a end unit on the 3rd floor with a balcony overlooking Market Street. Granite countertops in the kitchen and stone countertops in bathrooms. Laundry room in unit. Flex space right outside the living room is currently used as office space. New tile floors (2024) in both showers. The HOA replaced the roof to the condominium in 2024. 2 parking spots are located in the gated area behind the condo. Community Pool, playground, dog park, and private amphitheater. Secure access with a key fob to the building. Move in READY!

360 Chambers Street Unit 301, 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

$356,000
1 Beds 1 Baths 7700434 MLS Woodstock Downtown BLDG.
Downtown Woodstock Living - Charming One Bedroom One Bath Condo with Spacious Covered Balcony. Enjoy the ultimate Live-Work-Play lifestyle in highly sought-after Downtown Woodstock! This inviting condo is perfectly located within walking distance of top restaurants, city parks, scenic Green print Trails, boutique shopping, the Farmers Market, Elm Street Arts, the new amphitheater, and so much more. The open floor plan offers excellent storage and a comfortable layout, while the large covered balcony is ideal for relaxing or entertaining guests. The unit includes one assigned parking space conveniently located near the building’s entrance. Refrigerator and washer/dryer are included, making this home truly move-in ready.

360 Chambers Street Unit 155, Woodstock

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