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115 Eastman Rd, Woodstock image
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 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
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
  • ACTIVE UNDER CONTRACT Status
5798 South Rd, Woodstock image
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
25 Sargent St, Woodstock image
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
2605 Cox District Rd, Woodstock image
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
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
22 Sharon Hill Dr, Woodstock image
22 Sharon Hill Dr, Woodstock $300,000

Perched atop Sharon Hill in the heart of North Woodstock, this unique 2-bedroom, 2-bath home offers charm, flexibility, and sweeping mountain views in one of the White Mo...

  • 2 Beds
  • 2 Baths
  • 5076623 MLS
  • CLOSED Status
958 E Woodstock Rd, Woodstock image
958 E Woodstock Rd, Woodstock $977,500

Set along East Woodstock Road with sweeping views across the Woodstock Valley, this thoughtfully renovated farmhouse pairs timeless Vermont character with a refined moder...

  • 4 Beds
  • 3 Baths
  • 5075123 MLS
  • CLOSED Status
3914 South Rd, Woodstock image
3914 South Rd, Woodstock $660,000

This South Woodstock contemporary residence was designed by the original architect-owner to showcase Vermont’s changing seasons and capture views of the Kedron Brook as i...

  • 4 Beds
  • 3 Baths
  • 5067285 MLS
  • CLOSED Status
355 Greene Rd, Woodstock image
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
93 Blake Hill Rd Unit B, Woodstock image
93 Blake Hill Rd Unit B, Woodstock $587,715

Stunning Views overlooking beautiful pastoral meadows as you gaze to the Pomfret Hills. This handsome condo has been completely renovated with cathedral ceilings accente...

  • 3 Beds
  • 3 Baths
  • 5064977 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
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
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
2646 Curtis Hollow Rd, Woodstock image
2646 Curtis Hollow Rd, Woodstock $650,000

Delano Birches Farm , built in 1834, has been lovingly cared for by the present owners for 36 years. The approach is down a country lane bordered by stone walls and matur...

  • 4 Beds
  • 3 Baths
  • 4954660 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
75 Riverfront Dr Unit 205, Woodstock image
75 Riverfront Dr Unit 205, Woodstock $435,000

Experience Riverside Bliss- This gorgeous, fully furnished, and meticulously maintained 2-bedroom, 2-bath condo in Deer Park Resort offers an enchanting view of the seren...

  • 2 Beds
  • 2 Baths
  • 4970001 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
55 S Station Rd, Woodstock image
55 S Station Rd, Woodstock $1,225,000

Nestled in the White Mountains, this 6-bedroom colonial home sits on 11 private acres with over 1,000 feet of riverfront along the Pemi River, offering endless opportunit...

  • 6 Beds
  • 5 Baths
  • 5035510 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
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
1207 Church Hl, Woodstock image
1207 Church Hl, Woodstock $692,000

Historic Vermont cape house with easy access, only a mile to the Woodstock village center. There is a lot of history and character with beautiful old wood floors and bea...

  • 3 Beds
  • 4 Baths
  • 4993525 MLS
  • CLOSED Status
45 Riverfront Dr Unit 244, Woodstock image
45 Riverfront Dr Unit 244, Woodstock $430,000

Sunny 2 bedroom mountain condo with a peaceful deck overlooking the river. This condo has a beautifully updated kitchen and bathrooms with granite countertops, stainless ...

  • 2 Beds
  • 2 Baths
  • 4956142 MLS
  • CLOSED Status
193 Main St Unit 111, Woodstock image
193 Main St Unit 111, Woodstock $195,000

Are you looking for a place to escape from your everyday hectic life? Look no further! This well-kept 1BR garden-style condo located in the heart of the White Mountains i...

  • 1 Beds
  • 1 Baths
  • 4968391 MLS
  • CLOSED Status
484 Carlton Hill Rd, Woodstock image
484 Carlton Hill Rd, Woodstock $1,800,000

Make this unique Adirondack-style home, with its rich stone and timber frame, and perfect location along the banks of the Ottauquechee River, your new Vermont retreat. Ev...

  • 4 Beds
  • 5 Baths
  • 5032740 MLS
  • CLOSED Status
7 Hathorn Hill Unit 7, Woodstock image
7 Hathorn Hill Unit 7, Woodstock $623,000

Rare opportunity to own in Hathorn Hill Condos. Private, quiet with lovely fern grove and stonewalls with views to the South East. This unit has an attached 2 bay gara...

  • 3 Beds
  • 3 Baths
  • 5002916 MLS
  • CLOSED Status
588 Kendall Rd, Woodstock image
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
45 Riverfront Dr Unit 238, Woodstock image
45 Riverfront Dr Unit 238, Woodstock $440,000

PEACEFUL RIVER VIEWS- This 2 bedroom, 2 bath garden style condominium has a great view of the Pemigewasset River but that's just the beginning. The property has been comp...

  • 2 Beds
  • 2 Baths
  • 5007968 MLS
  • CLOSED Status
486 Benedict Rd, Woodstock image
486 Benedict Rd, Woodstock $3,350,000

"BENEDICT HILL" - sited on 38 acres on a quiet gravel road in a premier location in South Woodstock is this truly classic Vermont estate property. Excellent equestrian /...

  • 6 Beds
  • 7 Baths
  • 4986511 MLS
  • CLOSED Status
10 Resnick Cir, Woodstock image
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
2409 South Rd, Woodstock image
2409 South Rd, Woodstock $1,125,000

This splendid 1920 Vermont Farmhouse with Post and Beam Great Room and detached barn with a 1-bedroom guest apartment is sited beautifully on 2.74 acres that are detailed...

  • 4 Beds
  • 3 Baths
  • 4961738 MLS
  • CLOSED Status
944 College Hill Rd, Woodstock image
944 College Hill Rd, Woodstock $700,000

PRIVATE- Cape Cod Home less than a mile to Historic Woodstock Village! This generous sized home consisting of 2616 squ ft. sits on 3.62 secluded acres. Built in 1988 an...

  • 4 Beds
  • 3 Baths
  • 5025613 MLS
  • CLOSED Status
612 Church Hill Rd, Woodstock image
612 Church Hill Rd, Woodstock $1,400,000

MODERN COMFORT IN WOODSTOCK - Enjoy summer sunsets from the deck of this gracious five-bedroom Woodstock home. Built in 2009 and subsequently finished to exacting standa...

  • 5 Beds
  • 4 Baths
  • 4958860 MLS
  • CLOSED Status
15 Hathorn Hill Ext, Woodstock image
15 Hathorn Hill Ext, Woodstock $2,210,000

An incredibly rare combination of in-Village and country living. 4+ acres and privacy with a pond and heated in-ground pool, yet walk-to-the Green. The residence, designe...

  • 4 Beds
  • 4 Baths
  • 5043750 MLS
  • CLOSED Status
294 Barberry Hill Rd, Woodstock image
294 Barberry Hill Rd, Woodstock $679,000

Discover this delightful 3-bedroom, 2.5-bath home nestled on 1.8 acres at the end of a peaceful dead-end road. Conveniently located near Woodstock Middle/High School, the...

  • 3 Beds
  • 3 Baths
  • 5042200 MLS
  • CLOSED Status
327 Fletcher Schoolhouse Rd, Woodstock image
327 Fletcher Schoolhouse Rd, Woodstock $4,205,000

ByBrook Farm: Reimagined, turnkey 1790s farmhouse set in one of Vermont's most loved valleys, perennial gardens, stone walls, a spring fed pond, a brook, and rolling mead...

  • 4 Beds
  • 4 Baths
  • 4993127 MLS
  • CLOSED Status
157 Deer Ridge Way, Woodstock image
157 Deer Ridge Way, Woodstock $349,000

Private Woodstock location a few miles away from beautiful Woodstock Village and very close access to wonderful hiking, mountain biking, and snowmobile trails. This spaci...

  • 3 Beds
  • 3 Baths
  • 4970337 MLS
  • CLOSED Status
68 Russell Farm Rd, Woodstock image
68 Russell Farm Rd, Woodstock $422,000

Here is the location you have been waiting for, 2 quiet, private acres only 3 miles to downtown Woodstock. When you walk into this 2017 double wide manufactured home you...

  • 3 Beds
  • 2 Baths
  • 4975766 MLS
  • CLOSED Status
2127 E Woodstock Rd, Woodstock image
2127 E Woodstock Rd, Woodstock $460,000

Discover the essence of Vermont living in this exquisite 2-bedroom, 2-bath home, with spacious bonus room w/bath; from its rustic charm to modern elegance, this property ...

  • 2 Beds
  • 2 Baths
  • 4967184 MLS
  • CLOSED Status
1862 Long Hill Rd, Woodstock image
1862 Long Hill Rd, Woodstock $8,000,000

Living with light and a view. Designed to be a family retreat, the Meadow House in South Woodstock is an Arts and Crafts-inspired Vermont farmhouse on 94 acres. Award win...

  • 4 Beds
  • 4 Baths
  • 4957857 MLS
  • CLOSED Status
12 Grant Dr Unit Unit 163, Woodstock image
12 Grant Dr Unit Unit 163, Woodstock $429,000

Welcome to Alpine Village. Spacious, multi-level, end unit Town Home with three bedrooms plus loft to make 4 total and two baths. Well maintained with updated gas heating...

  • 4 Beds
  • 2 Baths
  • 5007834 MLS
  • CLOSED Status
39 Pleasant Heights Dr, Woodstock image
39 Pleasant Heights Dr, Woodstock $1,504,500

This stunning property at Grandview offers approximately 3,400 sq. ft. of living space, perched in one of the most desirable locations in the White Mountains. Enjoy breat...

  • 5 Beds
  • 3 Baths
  • 5017089 MLS
  • CLOSED Status
5274 W Woodstock Rd, Woodstock image
5274 W Woodstock Rd, Woodstock $1,195,000

This stunner of a farmhouse is a spectacular example of vision, craftsmanship, and a commitment to the finest materials including standing seamed roofs and fully updated ...

  • 2 Beds
  • 2 Baths
  • 5019724 MLS
  • CLOSED Status
119 English Mills Way, Woodstock image
119 English Mills Way, Woodstock $1,075,000

An expansive 5 bedroom home, in a private location, conveniently just a few minutes drive from Woodstock Village! Among often sought amenities are a ground floor primary ...

  • 5 Beds
  • 5 Baths
  • 4991097 MLS
  • CLOSED Status
16 Sharon Hill Dr, Woodstock image
16 Sharon Hill Dr, Woodstock $745,000

Views galore and privacy are found at this unique home within the Quintessential New England Village of North Woodstock. You'll delight in this renovated 1730+ Sq. Ft. ho...

  • 3 Beds
  • 3 Baths
  • 4973370 MLS
  • CLOSED Status
3 Hathorn Hill Unit 3, Woodstock image
3 Hathorn Hill Unit 3, Woodstock $776,000

Rare opportunity to own in Hathorn Hill Condos. Private, quiet with lovely fern grove and stonewalls with views to the East. This unit has an de-attached 2 bay garage w...

  • 3 Beds
  • 3 Baths
  • 5047891 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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