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26 Slayton Unit 1, Woodstock image
26 Slayton Unit 1, Woodstock $2,457,236

A chance awaits to acquire a brand-new, Vernacular Elevator Duplex Townhome with breathtaking views of Woodstock village rooftops and scenic Billings Museum Farm. This ra...

  • 3 Beds
  • 3 Baths
  • 4986623 MLS
  • CLOSED Status
18 Pleasant St, Woodstock image
18 Pleasant St, Woodstock $1,750,000

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 o...

  • 5 Beds
  • 3 Baths
  • 5113873 MLS
  • ACTIVE Status
121 Townhouse Way Unit 20, Woodstock image
121 Townhouse Way Unit 20, Woodstock $495,000 ▼

**Classic Woodstock character, generous living spaces, and the ease of low-maintenance living.** Just minutes from Woodstock Village, this beautifully maintained Federal-...

  • 2 Beds
  • 3 Baths
  • 5113819 MLS
  • ACTIVE Status
8 Golf Ave, Woodstock image
8 Golf Ave, Woodstock $549,000

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 wor...

  • 3 Beds
  • 2 Baths
  • 5113119 MLS
  • PENDING Status
264 Blake Hill Rd Unit Z, Woodstock image
264 Blake Hill Rd Unit Z, Woodstock $749,000

Enjoy expansive views from every level of this beautifully updated, 3-bedroom, 3-full-bath Blake Hill condominium. As a highly desirable end unit, this property welcomes ...

  • 3 Beds
  • 3 Baths
  • 5113057 MLS
  • ACTIVE Status
2687 Garvin Hill Rd, Woodstock image
2687 Garvin Hill Rd, Woodstock $2,600,000

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...

  • 5 Beds
  • 5 Baths
  • 5112419 MLS
  • ACTIVE Status
2033 South Rd, Woodstock image
2033 South Rd, Woodstock $1,395,000

Historic character, beautifully reimagined for modern Vermont living. Minutes from Woodstock Village, this extensively renovated four-bedroom home pairs the warmth and ...

  • 4 Beds
  • 3 Baths
  • 5110412 MLS
  • ACTIVE Status
26 The Grn, Woodstock image
26 The Grn, Woodstock $2,485,000

Built in 1807 by Tille Parker, 26 The Green is one of Woodstock Village’s earliest and perhaps prettiest houses. The Federal style residence originally served as a tavern...

  • 4 Beds
  • 5 Baths
  • 5107880 MLS
  • PENDING Status
353 Cabot Rd, Woodstock image
353 Cabot Rd, Woodstock $1,695,000

"BLISS HOUSE" Privately nestled on a picturesque hillside just minutes from the Woodstock Village Green, this beautifully renovated residence offers exceptional privacy, ...

  • 4 Beds
  • 3 Baths
  • 5102668 MLS
  • ACTIVE UNDER CONTRACT Status
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 UNDER CONTRACT Status
16 Church St, Woodstock image
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 image
115 Eastman Rd, Woodstock $5,350,000 ▼

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
915 Peterkin Hill Rd, Woodstock image
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 $481,000

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
  • CLOSED Status
18 The Grn, Woodstock image
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
2 High St, Woodstock image
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 image
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 UNDER CONTRACT Status
85 Town House Way Unit 18, Woodstock image
85 Town House Way Unit 18, Woodstock $495,000

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
  • CLOSED Status
1522 Barnard Rd, Woodstock image
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 image
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 image
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
17 High St Unit 5, Woodstock image
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 image
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 image
88 Happy Valley Rd, Woodstock $515,000

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
  • CLOSED Status
2394 Fletcher Hill Rd, Woodstock image
2394 Fletcher Hill Rd, Woodstock $1,695,000 ▼

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 image
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
513 Deer Brook Way, Woodstock image
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 image
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
26 Mt Peg Rd Unit C, Woodstock image
26 Mt Peg Rd Unit C, Woodstock $875,000 ▼

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 image
26 Mt Peg Rd Unit A, Woodstock $975,000 ▼

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 image
26 Mt Peg Roa Unit D, Woodstock $975,000 ▼

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 image
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 image
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 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
608 Fletcher Hill Rd, Woodstock image
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 image
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 image
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 image
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 image
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 image
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 image
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 image
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 image
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
4411 Church Hill Rd, Woodstock image
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 image
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 image
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 image
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

board logoCopyright 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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eXp Realty
(603) 219-6773
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