Browse All Properties for Sale with Garden Space

Lovely cottage nestled on the Ottauquechee River in the heart of historic Woodstock. Incredible river frontage with sprawling lawn for entertaining or just sitting enjoy...

4 Beds
3 Baths
5106838 MLS
PENDING Status

13 High St, Woodstock $1,040,000

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...

3 Beds
2 Baths
5105489 MLS
ACTIVE UNDER CONTRACT Status

121 Townhouse Way Unit 20, Woodstock image

121 Townhouse Way Unit 20, Woodstock $399,600 ▼

QUINTESSENTIAL WOODSTOCK VILLAGE LIVING: Offered at $399,600, this beautiful townhouse presents a rare opportunity to own a home in the heart of Woodstock Village at an e...

2 Beds
3 Baths
5105357 MLS
ACTIVE Status

648 Church Hill Rd, Woodstock $1,075,000

This superbly cared-for cape-style home has been thoughtfully and comprehensively updated, with all bathrooms tastefully renovated with quality fixtures and finishes. The...

3 Beds
3 Baths
5103213 MLS
ACTIVE UNDER CONTRACT Status

16 Church St, Woodstock $1,195,000 ▼

This wonderful Vermont Cape-style home is a peaceful hideaway with amazing views upriver towards Killington is within walking distance of Village shops, restaurants, and ...

4 Beds
3 Baths
5100512 MLS
ACTIVE Status

115 Eastman Rd, Woodstock $5,875,000

Sorgenfrei, German for "carefree" captures the spirit of this remarkable 68 acre property in one of South Woodstock's most desirable locations: a place where life slows a...

3 Beds
4 Baths
5099532 MLS
ACTIVE Status

2556 Church Hill Rd, Woodstock $400,000

Once an old school house, this home features stone walls, beautiful gardens, and a nice level yard with a stone patio. The year-round brook cascades over rocks and winds ...

2 Beds
1 Baths
5099229 MLS
ACTIVE Status

915 Peterkin Hill Rd, Woodstock $2,300,000

Exceptional Views to Killington! Perched high on a private knoll and surrounded by open lush meadows and surrounded by antique stonewalls. This 5 bedroom, 4 bathroom ex...

5 Beds
6 Baths
5098424 MLS
ACTIVE Status

121 Townhouse Way Unit 24, Woodstock image

121 Townhouse Way Unit 24, Woodstock $497,500

Live Work Play, Retire and Play, or Just Play on the Weekends and Holidays! This wonderful 3 BR, 3 Bath Townhome/Condo has it all. Nestled in a small quiet wooded comm...

3 Beds
3 Baths
5098210 MLS
ACTIVE UNDER CONTRACT Status

81 Meadow Ln, Woodstock $1,050,000

Perched high above the valley on 5 private acres, 81 Meadow Lane offers one of the most spectacular panoramic mountain view settings in the White Mountains. With over 90 ...

5 Beds
4 Baths
5097556 MLS
ACTIVE Status

18 The Grn, Woodstock $2,999,000

Centrally located on the southwest side of the historic Woodstock Village Green, this classic c1840 Greek Revival farmhouse is one of the town’s finest residences. Loving...

6 Beds
8 Baths
5096089 MLS
PENDING Status

11 Maple St, Woodstock $595,000 ▼

A rare Woodstock Village opportunity! A Victorian style home located in Woodstock's much desired Maple Street neighborhood! Popular Vail Field recreation area is convenie...

5095205 MLS
ACTIVE Status

5798 South Rd, Woodstock $2,950,000

Kedron Valley Farm c1850: A classic beauty, perched on a knoll overlooking the idyllic hills and lush meadows of the valley with approx 32 acres. This stunning extended...

8 Beds
8 Baths
5094600 MLS
ACTIVE Status

358 Cowdrey Path, Woodstock $895,000 ▼

This beautifully renovated, truly move-in-ready home has been thoughtfully updated throughout including a brand-new kitchen, refreshed flooring, modernized bathrooms, fre...

3 Beds
3 Baths
5094379 MLS
ACTIVE Status

66 Hollow Farm Rd, Woodstock $2,650,000 ▼

CURTIS HOLLOW FARM, Exceptional estate on the western edge of Woodstock offering 105 diverse acres bordering Calvin Coolidge State Forest. The updated main house features...

5 Beds
4 Baths
5091062 MLS
ACTIVE Status

25 Sargent St, Woodstock $449,900

Well-maintained ranch-style home in the heart of North Woodstock offering easy one-level living with 3 bedrooms, 2 baths, and first-floor laundry. The level yard provides...

3 Beds
2 Baths
5089555 MLS
CLOSED Status

1522 Barnard Rd, Woodstock $1,395,000 ▼

Just 2 miles from Woodstock Village, this gracious brick Cape on 6 open acres offers the perfect blend of privacy, comfort, and classic Vermont charm. Thoughtfully expand...

5 Beds
4 Baths
5089552 MLS
ACTIVE Status

2358 Long Hill Rd, Woodstock $6,673,000

Framed by groves of mature birch trees, a winding drive descends into a private valley surrounded by pastures, apple orchards, a spring-fed pond, and sweeping mountain vi...

5 Beds
4 Baths
5089158 MLS
PENDING Status

2605 Cox District Rd, Woodstock $737,500

This lovely four-bedroom, 2.5-bath cape features a two-car attached garage and a separate 700+/- sq. ft. one-bedroom apartment. The property also includes a separate outb...

5 Beds
4 Baths
5088406 MLS
CLOSED Status

11 Maple St, Woodstock $595,000 ▼

A rare Woodstock Village opportunity! A Victorian style home located in Woodstock's much desired Maple Street neighborhood! Popular Vail Field recreation area is convenie...

4 Beds
2 Baths
5088170 MLS
ACTIVE Status

17 High St Unit 5, Woodstock $365,000

Bathed in natural light from soaring skylights and perched above the rooftops of one of New England's most beloved villages, this charming one-bedroom condominium puts th...

1 Beds
1 Baths
5088124 MLS
CLOSED Status

51 River St, Woodstock $870,000

Beautiful residence with newer renovations...located in the heart of historic Woodstock. Sunlit rooms, open floor concept with handsome refinished original pine floors. ...

4 Beds
2 Baths
5084320 MLS
CLOSED Status

57 Townhouse Way Unit 9, Woodstock image

57 Townhouse Way Unit 9, Woodstock $456,250

This beautiful Woodstock West Townhouse offers effortless, low-maintenance living in one of Vermont’s most charming four-season destinations. The main level welcomes you ...

3 Beds
3 Baths
5080108 MLS
CLOSED Status

85 Townhouse Way Unit 14, Woodstock image

85 Townhouse Way Unit 14, Woodstock $450,000 ▼

Fully furnished condo nestled in a small quiet community just 5 minutes from "Historic Woodstock". Super location! This unit is in very good condition- first floor com...

2 Beds
3 Baths
5077683 MLS
ACTIVE Status

598 E Woodstock Rd, Woodstock $659,000 ▼

Historic Woodstock, Vermont - Spacious Home on Nearly 3 Acres. Welcome to a rare opportunity in the heart of Woodstock, one of Vermont’s most picturesque and sought-after...

4 Beds
3 Baths
5077210 MLS
ACTIVE UNDER CONTRACT Status

513 Deer Brook Way, Woodstock $1,100,000

Set on a sun-bathed hillside between Woodstock Village and the renowned slopes of Killington and Pico, this custom-built Colonial captures what buyers seek most in Vermon...

4 Beds
3 Baths
5077012 MLS
CLOSED Status

39 Elm St Unit B, Woodstock $1,600,000

The Richmond House Unit B | Woodstock Village. An enduring Woodstock landmark, the iconic Richmond House (c.1826) is a proud brick Federal distinguished by its softly wea...

3 Beds
4 Baths
5076786 MLS
ACTIVE Status

125 Shurtleff Ln, Woodstock $1,175,000

Beautifully sited just a short walk from Woodstock Village, this 2015 custom-built home blends modern comfort with timeless Vermont charm. Thoughtfully designed for every...

4 Beds
5 Baths
5069230 MLS
CLOSED Status

33 Mountain Ave, Woodstock $1,150,000

Welcome to 33 Mountain Avenue – a mid-century modern gem poised perfectly on the edge of Faulkner Park and at the foot of Mt. Tom and once part of the Marianne Faulkner E...

2 Beds
4 Baths
5067740 MLS
CLOSED Status

23 Oakes St, Woodstock $460,000

More Space, More Privacy, Less Hassle - All for Less than a Condo! Well-maintained and full of charm, this Oakes Road home sits on a spacious lot in a peaceful neighborho...

2 Beds
1 Baths
5066982 MLS
CLOSED Status

51 Terrace St, Woodstock $482,500

Idyllic Village condo located a short distance from the Woodstock Country Club, the elementary school, and downtown restaurants and shopping. Perched at the top of Terrac...

2 Beds
2 Baths
5066799 MLS
CLOSED Status

355 Greene Rd, Woodstock $14,900,000 ▼

Star Hill Farm is completely private, hidden on a hillside with pastoral and mountain views in the heart of South Woodstock. From the valley floor to the top of Meetingho...

7 Beds
10 Baths
5066210 MLS
ACTIVE Status

1362 Barnard Rd, Woodstock $2,097,500

Gilbert’s Hill, the very best of Vermont living - Iconic, 112-acre estate with a storybook history as the first “modern” ski run in the US. Located two miles from the v...

6 Beds
5 Baths
5066205 MLS
CLOSED Status

1079 Fletcher Hill Rd, Woodstock $400,000

This charming 2-bedroom ranch house offers a nice layout for main floor living. Features include a sunroom entrance, two bedrooms, a full bath, laundry room, and a main l...

2 Beds
2 Baths
5064428 MLS
CLOSED Status

10 Bell St, Woodstock $435,000

When you imagine life in the White Mountains, this charming home at 10 Bell Street brings that vision to life. Tucked into a quiet neighborhood in Woodstock, this propert...

3 Beds
2 Baths
5064203 MLS
CLOSED Status

348 Laughlin Rd, Woodstock $920,000

Stunning contemporary extensively renovated and idyllically situated on a westerly facing hillside overlooking the village of Woodstock offers a coveted Woodstock locatio...

4 Beds
3 Baths
5064076 MLS
CLOSED Status

65 Riverfront Dr Unit 216, Woodstock image

65 Riverfront Dr Unit 216, Woodstock $650,000

OPEN HOUSE CANCELLED - UNDER AGREEMENT Welcome to this fully renovated, luxury Pemigewasset riverside unit at Deer Park in Woodstock, NH. No expense was spared in the re...

3 Beds
2 Baths
5023164 MLS
CLOSED Status

1075 Westerdale Rd, Woodstock $1,275,000

This lovingly maintained property with mountain views has been enjoyed by a single family since its construction in 1985. The open-concept layout is anchored by a stone R...

3 Beds
4 Baths
5022674 MLS
CLOSED Status

13 Golf Ave, Woodstock $700,000

Charming circa 1880 cape in Woodstock Village! Located on a quiet dead-end street across from Mt Peg trail head... Walk to all of towns amenities, shops, restaurants an...

2 Beds
2 Baths
5043874 MLS
CLOSED Status

339 Gully Rd, Woodstock $740,000

Peaceful Gully Road Retreat. Just minutes from Woodstock Village. Set on 5.1 private acres along quiet and desirable Gully Road, this beautifully updated four-bedroom, tw...

4 Beds
3 Baths
5037463 MLS
CLOSED Status

2 Maple St, Woodstock $1,145,000

Located in the Heart of Woodstock Village- fantastic location at the foot of the Mtn Peg trail system with easy access to Vail field and all of towns amenities. This be...

4 Beds
4 Baths
5049138 MLS
CLOSED Status

11a Prospect St, Woodstock $480,000

Walk to everything Woodstock village has to offer from this sunny condo! Within an easy stroll of the Woodstock Inn, downtown restaurants, farmer's markets, and the Marsh...

2 Beds
2 Baths
5037971 MLS
CLOSED Status

1548 Peterkin Hill Rd, Woodstock $1,100,000

A classic, beautifully maintained residence in an exceptional location in South Woodstock, 8 minutes to the Village Green, in an area of substantial homes and estates, si...

4 Beds
4 Baths
5023612 MLS
CLOSED Status

6963 South Rd, Woodstock $750,000

Enchanting cottage perched on a private knoll with short range views. This property consist of 33 acres with a mixture of open meadow and woods for those looking for an ...

2 Beds
2 Baths
5032545 MLS
CLOSED Status

13 High St, Woodstock $935,000

Prime Woodstock Village Location. Fabulous spot. Walk to everything in town from this absolutely adorable, renovated 3 bedroom/ 2 full bath home. Formally the town Blacks...

3 Beds
2 Baths
5007926 MLS
CLOSED Status

4 River St, Woodstock $925,000

This impeccably restored 1847 Woodstock village cape set upon a captivating river front landscape is truly magical! The complete and meticulous efficiency upgrades and re...

2 Beds
3 Baths
5042622 MLS
CLOSED Status

45 Profile Dr, Woodstock $919,900

Welcome to 45 Profile drive in North Woodstock. The perfect setting for your new home or perhaps your White Mountain getaway. This is the first time this custom built 4 ...

4 Beds
3 Baths
4972085 MLS
CLOSED Status

2115 E Woodstock Rd, Woodstock $470,000

This charming Woodstock home, with river views & versatile floor plan offers two levels of thoughtfully designed living space. This property is a fantastic opportunity fo...

3 Beds
2 Baths
5017382 MLS
CLOSED Status

1 Border Ln, Woodstock $575,000

Location, location location! Situated on a very desirable road within Woodstock Village, this 3 bedroom Ranch sits on just over 1 acre of open lawn surrounded by mature t...

3 Beds
2 Baths
5006149 MLS
CLOSED Status

587 Old River Rd, Woodstock $7,775,000

Old Fitch Farm is one of New England’s most extraordinary estates. This remarkable residence is sited graciously on a plateau with 1200' of frontage on the Ottauquechee R...

5 Beds
6 Baths
4923048 MLS
CLOSED Status

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