Woodstock Homes for Sale

Welcome to Woodstock, a charming city nestled in the heart of the picturesque state of Georgia. Known for its rich history, vibrant community, and stunning natural landscapes, Woodstock offers a unique blend of small-town charm and modern convenience. With its quaint downtown area brimming with local shops, delightful restaurants, and cultural attractions, residents enjoy a lively atmosphere that fosters connection and creativity. The city is also surrounded by beautiful parks and nature trails, making it an ideal location for outdoor enthusiasts and families alike.

When it comes to homes for sale in Woodstock, you’ll find a diverse range of options to suit every lifestyle and budget. From cozy single-family homes perfect for first-time buyers to luxurious estates with sprawling yards, there is something for everyone in this welcoming community. Many homes feature modern amenities, spacious layouts, and beautiful landscaping, providing the perfect backdrop for creating lasting memories.

The real estate market in Woodstock is thriving, with new developments and neighborhoods emerging to meet the growing demand. Families will appreciate the highly-rated schools, while professionals will love the easy access to major highways and nearby cities, making commuting a breeze.

Whether you’re looking to settle down in a friendly neighborhood or invest in a property that promises great potential, Woodstock is an exceptional choice. Explore the homes for sale today and discover the perfect place to call home in this enchanting city!

Newest Woodstock Homes for Sale

$1,750,000

5 Beds ⋅ 3 Baths ⋅ 5113873 MLS

EATON HOUSE- Steeped in history and ideally situated in Woodstock’s Historic District, the Eaton House is a handsome Greek Revival-inspired residence built in 1856. Set on a beautifully landscaped .55-acre lot bordering the lovely Kedron Brook, the property offers a rare combination of historic character, modern comfort, and effortless Village living. The interiors are bright and charming, seamlessly blending architectural details with thoughtful updates. The main level is designed for both everyday living and entertaining, with a well-appointed kitchen and dining area complemented by a gracious formal dining room featuring built-in china cabinets and French doors. Adjacent the dining room at the front of the house is a formal sitting room, while across the foyer, a spacious living room with built-in bookshelves centers around a cozy fireplace. Upstairs, five bedrooms and two baths provide generous accommodations for family and friends. Outside, a private deck off the kitchen offers a peaceful setting for outdoor dining and hosting social gatherings. An attached two-car garage and upgraded mechanical systems, including mini-splits for heating and cooling, add modern convenience. Just a short stroll from Woodstock Village’s acclaimed shops, restaurants, galleries, cultural, and recreational offerings, this exceptional property captures the timeless appeal of Village living while offering the comfort and functionality of today. Enjoy the annual Wassail Parade from your own front porch, and view of the Mount Tom Star from the ell of the house. Note: some photos virtually adjusted.

18 Pleasant St, Woodstock

$1,749,000

5 Beds ⋅ 5 Baths ⋅ 5113766 MLS

Located right in the Village of Woodstock, 81 Central Street has both excellent visibility, road and sign frontage on Central Street (Rt 4) and an easy walk to everything. It is currently divided up as three connected units and is zoned "Office/Residential". The charming brick cape house in the front (c. 1821) is currently configured as an office but was formerly a residence, and rented for $5,000 per month. The downstairs office area has an open floorplan plus a full bath, but could easily be reconfigured differently with the addition of interior walls. Upstairs are two rooms (formerly bedrooms) and a shell-bathroom which is plumbed and ready for appliances and finishing. The middle building is now a 3 bedroom 2 bath apartment with full kitchen, laundry, living room, office and central A/C and is currently rented for $5,000/month. The rear studio is a 1 bedroom 1 1/2 bath apartment with open living room / kitchen area, currently rented for $2,200 per month. The property also features a two-car detached, heated garage plus parking for 5-6 other cars, plus a lovely shaded lawn.

81 Central St, Woodstock

$549,000

3 Beds ⋅ 2 Baths ⋅ 5113572 MLS

Welcome to this newly updated sun-filled craftsman home, ideally located just 4 miles from the heart of Woodstock Village and 11 miles from Killington Ski Resort. Set on 5 acres with a lovely pond, this property offers the perfect blend of privacy, convenience, and Vermont charm. The home features a bright and inviting interior with one bedroom on the main level and two additional bedrooms and a full bath on the lower level. A spacious wraparound porch extends the living space outdoors, providing the perfect spot to relax, entertain, and enjoy the peaceful surroundings. Whether you’re looking for a primary residence, Vermont getaway, or a home base for year-round recreation, this beautifully updated chalet offers easy access to skiing, dining, shopping, hiking, and everything the Woodstock and Killington areas have to offer.

139 Doe Hill Way, Woodstock

$549,000

3 Beds ⋅ 2 Baths ⋅ 5113119 MLS

Nestled in the heart of historic Woodstock. This 1875 colonial abuts Mt. Peg with direct access to the trail system. A large shed in the backyard could be used as a workshop and/or storage, ample space for gardening and very private backyard for entertaining. The house had some upgrades to the kitchen and bathrooms and still boasts some of the original features including hardwood floors in the bedrooms upstairs. First floor has a mudroom, large oversized kitchen with cherry cabinets, stainless steel appliances and stone countertops anchored with an island and opens to the dining area. There is a handsome set of French doors that walk out onto a stone patio. The living room is spacious with a wood burning fireplace and a small room that could be used as an office. The second floor has 3 bedrooms and a full bath. The primary bedroom has ample space to add a separate bathroom. This home has a newer heating system. It's a great project for a buyer wanting to put in some sweat equity and refurbish this lovely old home. Walk to town with easy access to all amenities including restaurants and stores. Easy access to mountain biking, hiking and cross country skiing. There is an inspection report available. Come take a look- this house is located in a wonderful neighborhood and waiting for the perfect buyer to embrace a fun project.

8 Golf Ave, Woodstock

$2,600,000

5 Beds ⋅ 5 Baths ⋅ 5112419 MLS

2687 GARVIN HILL ROAD- Surrounded by the rolling hills and natural beauty of the Woodstock countryside, 2687 Garvin Hill Road offers a quintessential Vermont lifestyle on 18.16 acres, just minutes from the heart of Woodstock Village. Landscaped grounds, old stone walls, and expansive acreage create an inviting setting for gardening, outdoor gatherings, walking the property, or simply enjoying the changing seasons. The 5-bedroom historic residence blends original charm and character with sophisticated upgrades, creating warm, comfortable living spaces without compromising modern convenience. A bright, light-filled kitchen and dining area flows beautifully into a formal dining room and a dramatic vaulted great room–showcasing exposed hand-hewn beams and a wood-burning fireplace–as well as a sizable screened porch overlooking the grounds, all of which provide an ideal setting for entertaining family and friends. Adjacent to the kitchen on the other side of the house is a more intimate living room with a second fireplace, an office, and a bedroom with full bath, offering the possibility of one-level living. Upstairs, there is an en suite bedroom and two additional bedrooms that share a full bath. The lower level adds versatile finished space with a 5th bedroom guest suite with recreation space. An attached three-bay garage and barn provide ample room for vehicles, outdoor equipment, and all the gear that comes with four-season Vermont living. The attached barn has two horse stalls. There are two beautiful ponds on the property, the larger is well positioned in the backyard towards the view. Beyond the property, Woodstock’s extensive network of hiking and biking trails, nearby rivers, golf, skiing, and other year-round recreation along with shops, restaurants, and galleries are all within easy reach. Some photos are digitally enhanced.

2687 Garvin Hill Rd, Woodstock

$2,175,000

5 Beds ⋅ 4 Baths ⋅ 5111700 MLS

Located in the heart of the charming hamlet of South Woodstock, the iconic John Arnold Cottle House is widely considered one of Woodstock's finest early residences. Built in 1811, and listed on the National Historic Register, this stately home has been thoughtfully restored, and lovingly stewarded over the years honoring the period detail while creating the perfect unification of antiquity and modern functionality. The bright, spacious rooms flow seamlessly for daily living or entertaining. The impressive Kitchen-Great Room is anchored by a generous brick fireplace, and sweeping 17’ cathedral ceiling, and steps out to a private deck overlooking the brook, fields and trail systems beyond. There is a lovely Primary ensuite bedroom, two additional guest rooms and a cozy loft space on the second level. The Kingsley Barn has been transformed into an impeccably appointed two-bedroom lofted guest house with a heated studio space below, and a strong rental history. Cross the brook to the fields and find another barn for storage or animals. Direct access to the GMHA and VAST trail systems for riding, hiking, cross country skiing, and recreation. A short stroll to South Woodstock Store, Kedron Valley Inn and Ransom Tavern. 5 minutes drive to Woodstock Village Green. Furnishings available.

4945 South Rd, Woodstock

$1,795,000

3 Beds ⋅ 4 Baths ⋅ 5111623 MLS

HILLSIDE FARM - SOUTH WOODSTOCK, VERMONT. Hillside Farm estate presents an exceptional opportunity to embrace the quintessential Vermont country lifestyle on 10.1 picturesque acres in prestigious South Woodstock. Offered TURNKEY and FULLY FURNISHED, the sale includes an extraordinary array of shop equipment, mechanical equipment and property-maintenance and recreational equipment. Built by a master craftsman and builder, the residence showcases handsome timber-frame construction, warm woodwork and enduring craftsmanship throughout. Rolling meadows and pastures, woodland, two streams and a scenic pond create an idyllic setting for equestrian, agricultural and recreational pursuits. At the heart of the home, the spacious country kitchen features cherry cabinetry, gas cooktop, and an antique Stewart woodstove. The 20’ x 18’ great room offers wide pine floors, exposed framing and a soaring cathedral ceiling, overlooking a lovely 14 foot deep pond and scenic vista. The primary suite includes double closets and an ensuite bath with radiant heat, Jacuzzi tub and shower. Additional bedrooms, dining room, and a home office provide flexible living space. The lower level offers a game room with woodstove and pool table, a small kitchenette, and 3/4 bath. The property is remarkably well equipped with a greenhouse, two-stall horse stable, multiple barns and outbuildings, garage workshop, mechanic’s shop, and a substantial 23’ x 35’ woodworking shop. Tucked into the woods is a delightful rustic cabin complete with kitchenette, woodstove, porch and nearby outhouse; an inviting retreat surrounded by nature and set just above one of two babbling brooks. Located in the heart of South Woodstock’s celebrated horse country, Hillside Farm enjoys proximity to the renowned GMHA and the area’s extensive network of scenic riding trails. This is a rare opportunity to own a gentleman's farm that is move-in ready for a VT homestead or second home. Photos electronically decluttered.

6405 Folding Hills Rd, Woodstock

$359,900

4 Beds ⋅ 2 Baths ⋅ 5111583 MLS

Welcome to this beautifully maintained 4-bedroom, 2-bath home offering over 2,000 square feet of comfortable living space in a prime location. Ideally situated just minutes from Loon Mountain and walking distance to the Pemi River, this property offers the perfect combination of convenience, space, and outdoor enjoyment. Inside, you’ll find a bright, open-concept kitchen and dining area, along with two separate living room spaces providing plenty of room for entertaining, relaxing, or accommodating guests. The spacious primary suite features two generous walk-in closets, a jetted Jacuzzi tub, and a double vanity, creating a comfortable private retreat. Step outside to a large deck overlooking the nicely manicured backyard, where you’ll find an above-ground pool-perfect for summer gatherings. Picture warm afternoons by the pool, evening barbecues on the deck, and cool mountain nights spent relaxing with family and friends. Set on a slab, this double-wide offers generous living space and an exceptional location for year-round living, a vacation getaway, or investment potential. With easy access to the White Mountains, Loon Mountain, I-93, and downtown Lincoln/Woodstock, this property puts everything you need and love about the area close at hand.

811 Eastside Rd, Woodstock

$2,095,000

4 Beds ⋅ 5 Baths ⋅ 5111035 MLS

Privately set on 6.7 acres just three minutes from the Woodstock Village Green, this Greek Revival-inspired farmhouse offers views of Mount Tom and the Pomfret Hills. Built by noted local designer and builder Chris Ambrose, it combines the character of the 115-year-old farmhouse that once stood here with energy-efficient modern living. Salvaged floors, beams, doors and hardware bring history to light-filled rooms with oversized Andersen windows and French doors. Custom cabinetry, honed granite and quartz countertops, and carefully chosen fixtures complement the reclaimed details. The kitchen features a five-burner range, pot filler, farmhouse sink, beverage center and generous pantry. The vaulted primary suite offers reclaimed beams, mountain views, a walk-in closet and a bath with a cast-iron clawfoot tub. A second spacious suite has built-ins and a marble bath. Gather by the fireplace, currently fitted with a gas insert, relax on the screened porch, or entertain on the 18-by-32-foot terrace overlooking the hills. A finished lower level with a family room, bunkroom and full bath helps the home sleep up to 13. Radiant heat, mini-split heating and cooling, a Viessmann tankless water heater, whole-house water filtration and high-speed internet support year-round comfort. A standing-seam metal roof, copper details, stone walls, birch trees and an outdoor shower complete this distinctive Woodstock retreat. SEE 306MEOKIWAY PROPERTY WEBSITE FOR VIDEO, VIRTUAL WALK-THROUGH, FLOORPLANS AND MORE.

306 Meoki Way, Woodstock

$449,000

3 Beds ⋅ 1 Baths ⋅ 5110580 MLS

This nicely updated ranch on a country acre is a rare opportunity to live in Woodstock without breaking the bank. Perfect for downsizing, one-level living, starting out, or even an easy-to-care for vacation home. There is plenty of storage for skis or other recreation equipment in the oversized two-plus car garage and two bay shed with a concrete floor. Sellers have spent 12 years gradually improving the property with new vertical wood siding, windows, doors, deck, stone steps, kitchen cabinets,appliances, wood flooring, interior doors and trim,radon mitigation system, a great mudroom entry and more. There are apple trees, a pear tree, gardens and a large fenced in area in back. Bourdon Maple Farm is just up the hill and the Ottauquechee River is across the road below the property. Recreation opportunities are abundant with mountain biking, hiking, skiing, racquet sports and swimming in town and beyond. Dining and Shops in Woodstock Village, Schools, Killington and Pico are all nearby. ArtisTree, Barnarts, Feast and Field and Pentangle Arts offer many opportunities for music, theater, movies, art classes and galleries all just minutes away. Everything that the the Upper Valley has to offer is less than an hour's drive away-including DHMC, Dartmouth College, shopping and dining galore. Don't miss this rare opportunity to own a home in a wonderful country setting convenient to everything at a reasonable price!

23 Biscuit Hollow Rd, Woodstock

$1,395,000

4 Beds ⋅ 3 Baths ⋅ 5110412 MLS

Historic character, beautifully reimagined for modern Vermont living. Minutes from Woodstock Village, this extensively renovated four-bedroom home pairs the warmth and authenticity of its 150-year-old wide-pine floors and exposed beams with a remarkable collection of recent improvements. At the heart of the home is a brand-new, high-end kitchen with Bosch appliances and newly installed natural bluestone radiant heat flooring, complemented by thoughtfully updated baths, including one with a beautifully executed marble walk-in shower. A dramatic new three-story addition, wrapped in oversized casement windows, introduces abundant natural light and generous new living space while creating a compelling architectural counterpoint to the original home. Nearly every major element has been addressed: new ultra-durable Everlast Advanced Composite siding, interior paint, new roof, all new windows, heat and AC pumps throughout, and a whole-house generator provide the comfort, efficiency, and peace of mind of a thoroughly updated property. Outside, the setting is quintessential Vermont. A new natural bluestone patio and walkway open to an expansive, level lawn bordered by the Kedron Valley Brook, where natural swimming holes invite summer afternoons by the water. Established landscaping, a pond, firepit, and the sound of the brook create an unexpectedly private retreat remarkably close to town. The property also features a historic 2,100-square-foot classic red barn with approved septic plans, offering incredible potential for unique expansion. Just minutes from Woodstock Village, with excellent proximity to the Mt. Peg trail system, Woodstock Inn & Resort amenities, and GMHA, this is a rare opportunity to enjoy the soul and craftsmanship of an historic Vermont home with the ease, light, and livability of a comprehensive modern renovation. Old Vermont soul. Entirely new chapter. Showings begin Saturday, 9/19/2026, with an open house from 1-3:30.

2033 South Rd, Woodstock

$1,040,000

3 Beds ⋅ 2 Baths ⋅ 5105489 MLS

Woodstock Village Home~ A rare opportunity to enjoy the best of Woodstock Village living from this charming and beautifully updated 3-bedroom, 2-bath home, once the town's blacksmith shop. Just steps from the heart of the village, you can leave the car at home and walk to shops, restaurants, galleries, cafés, and everything that makes Woodstock one of Vermont's most beloved destinations. Inside, an open-concept floor plan, beautiful wood floors, and abundant natural light create a warm and inviting atmosphere. Recent improvements include a new heat pump providing efficient heating and air conditioning, electrical upgrades, interior painting, and extensive basement work, enhancing both comfort and functionality. Outside is where this village property becomes truly special. The spacious fenced yard borders the Kedron Brook, creating a surprisingly peaceful setting in the heart of town. Relax on the deck and listen to the water, enjoy the newly planted fruit trees, or step through the yard to the nearby village footbridge spanning the brook--a picturesque connection to the surrounding neighborhood. Historic character, thoughtful improvements, a wonderful yard, and an exceptional walkable location come together in a home that captures the charm and ease of life in Woodstock Village.

13 High St, Woodstock

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