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42-18 Heritage Condo Way Unit Unit 18D, Woodstock image

42-18 Heritage Condo Way Unit Unit 18D, Woodstock $244,000

Easy living in this updated condo that is perfect for a primary or secondary residence. Located in a small condo community that is mostly owner occupied the setting offer...

1 Beds
1 Baths
5101220 MLS
ACTIVE Status

16 Church St, Woodstock $1,375,000

This wonderful Vermont Cape-style home has overlooked the Ottauquechee River and the former Woodstock woolen mill (now the 'new' mill and community pools and recreation c...

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 property in one of South Woodstock's most desirable locations: a place where life slows and the be...

3 Beds
4 Baths
5099532 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 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
ACTIVE UNDER CONTRACT Status

65 Riverfront Dr Unit 216, Woodstock image

65 Riverfront Dr Unit 216, Woodstock $640,000

This fully renovated, Pemigewasset Riverfront top-floor end unit offers exceptional privacy, abundant natural light, and the soothing sounds of the river from every room....

3 Beds
2 Baths
5095794 MLS
ACTIVE Status

2 High St, Woodstock $1,080,000

Beautifully Restored all the way down to the studs, c. 1890 Village Home in the Heart of downtown Woodstock! Extensively renovated while preserving its historic charm, th...

3 Beds
3 Baths
5094456 MLS
CLOSED Status

66 Hollow Farm Rd, Woodstock $2,900,000 ▼

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

85 Town House Way Unit 18, Woodstock image

85 Town House Way Unit 18, Woodstock $510,000

Enjoy the ease of townhouse living in this beautiful fully furnished end unit filled with natural light throughout. The setting is surrounded by woodlands and lovely la...

2 Beds
3 Baths
5090924 MLS
ACTIVE UNDER CONTRACT 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 $785,000 ▼

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
ACTIVE UNDER CONTRACT 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

114 Oak Ridge Way, Woodstock $2,500,000

See the property specific website with video, 3-D tour and more. Set against the timeless beauty of Woodstock’s rolling countryside, this exceptional estate offers a rare...

4 Beds
4 Baths
5087228 MLS
ACTIVE Status

88 Happy Valley Rd, Woodstock $502,000 ▼

Step into a rare offering where timeless New England charm meets contemporary comfort. Originally built in 1846 and thoughtfully reimagined, this exceptional Taftsville, ...

4 Beds
3 Baths
5085202 MLS
ACTIVE UNDER CONTRACT Status

2394 Fletcher Hill Rd, Woodstock $1,895,000

Newly constructed Modern Vermont Farmhouse residence on 14 acres with absolutely amazing river views, 13-foot ceilings, gourmet kitchen, oversized french doors and window...

2 Beds
3 Baths
5084536 MLS
ACTIVE 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 $465,000 ▼

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

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

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

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

26 Mt Peg Rd Unit C, Woodstock $995,000

Introducing the Mt Peg Condos – Beautifully situated at the foot of Mt. Peg in the Village of Woodstock! Rare opportunity to enjoy a turn-key, new construction condo in a...

3 Beds
4 Baths
5065228 MLS
ACTIVE Status

26 Mt Peg Rd Unit A, Woodstock $1,195,000

Introducing the Mt Peg Condos – Beautifully situated at the foot of Mt. Peg in the Village of Woodstock! Rare opportunity to enjoy a turn-key, new construction condo in a...

3 Beds
4 Baths
5065227 MLS
ACTIVE Status

26 Mt Peg Roa Unit D, Woodstock $1,195,000

Introducing the Mt Peg Condos – Beautifully situated at the foot of Mt. Peg in the Village of Woodstock! Rare opportunity to enjoy a turn-key, new construction condo in a...

3 Beds
4 Baths
5065225 MLS
ACTIVE Status

182 Rose Hl, Woodstock $2,350,000

This historic home was built in 1904 by John Cotton Dana for his family around 1904. The Danas were a prominent family in Woodstock . The Dana House , home of the Woodst...

5 Beds
5 Baths
5002465 MLS
CLOSED Status

739 Westerdale Rd, Woodstock $2,425,000

Absolutely stunning, newly renovated residence, privately situated towards the end of a quiet town road in Woodstock, in an area of other substantial homes. Lovely mount...

4 Beds
5 Baths
5056790 MLS
CLOSED Status

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

608 Fletcher Hill Rd, Woodstock $1,300,000

Open House Sunday, April 13, 12:00 to 2:00 - Tucked away in the serene forests of Woodstock, Vermont, this beautifully remodeled 11-room home offers 4 bedrooms, 4 bathroo...

4 Beds
4 Baths
5028430 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

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

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

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

23 Jack O Lantern Dr Unit 18, Woodstock image

23 Jack O Lantern Dr Unit 18, Woodstock $430,000

Love to golf, ski, hike or just enjoy the great outdoors? Welcome to the Jack O'Lantern! Prepare to be wowed by this 3 bedroom plus loft , 2.5 bath condo, tastefully reno...

3 Beds
3 Baths
5044066 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

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

7 Golf Ave, Woodstock $550,000

Super location! Nestled in the historic village of Woodstock- Built in 1832- this 3500+ squ foot home boast tall ceilings with handsome hardwood floors, kitchen with a...

5 Beds
3 Baths
4966983 MLS
CLOSED Status

4411 Church Hill Rd, Woodstock $1,850,000

"The Schoolhouse," is a turn-key village home overflowing with charm and character. Sited on a hill overlooking the picturesque village of South Woodstock, this light-fil...

3 Beds
3 Baths
5001980 MLS
CLOSED Status

828 Deerbrook Way, Woodstock $975,000

A gem of a property on 12 spectacular, mostly wooded, acres in the desirable Deerbrook Way area of Woodstock. Four+ miles to all the amenities of Woodstock Village and 8 ...

4 Beds
3 Baths
5020713 MLS
CLOSED Status

418 Fletcher Hill Rd, Woodstock $625,000

Located on a lovely country road in South Woodstock this very charming custom built log home enjoys long range mountain views. Enjoy entertaining on the wrap around porch...

3 Beds
3 Baths
4966735 MLS
CLOSED Status

50 Upper Grandview, Woodstock $1,495,000

WELCOME TO THE WHITE MTNS – Beautiful and sustainable custom-built, single family home located in N. Woodstock with unobstructed views through Franconia Notch. Proximal t...

5 Beds
4 Baths
4967381 MLS
CLOSED Status

56 Townhouse Way Unit 5, Woodstock image

56 Townhouse Way Unit 5, Woodstock $415,000

The setting and location of this West Woodstock Townhouse has made this condominium community a perennial favorite for those looking for the ease and convenience of condo...

3 Beds
3 Baths
4941676 MLS
CLOSED Status

85 Townhouse Way Unit 18, Woodstock $475,000

Fully furnished and equipped condo nestled in a small quiet community just 5 minutes from historic Woodstock. This is an end unit in very good condition- first floor co...

2 Beds
3 Baths
5041627 MLS
CLOSED Status

318 Ebbin Lockwood Way, Woodstock $2,750,000

Serene, private, contemporary: Sited on a ridge above South Woodstock village, the 54 acre property offers complete seclusion in an elegant setting with an extensive netw...

3 Beds
4 Baths
4966761 MLS
CLOSED Status

113 Prosper Rd, Woodstock $1,500,000

A rare opportunity to advance a premier Woodstock estate to its finest possibilities. This circa 1840 four-bedroom antique Farmhouse is sited on 18+ acres of idyllic roll...

4 Beds
1 Baths
4959862 MLS
CLOSED Status

588 Kendall Rd, Woodstock $495,000

While relaxing on the gracious front porch of this classic New England home the mesmerizing sound of the nearby cascading brook can transport your cares away! Located in ...

5 Beds
2 Baths
4956721 MLS
CLOSED Status

10 Resnick Cir, Woodstock $1,200,000

Presenting 10 Resnick Circle, a newly built (2022) modern gem nestled on the banks of the picturesque Pemigewasset River. Featuring 143 feet +/- of direct river frontage,...

3 Beds
3 Baths
5012218 MLS
CLOSED Status

board logo Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .

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