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20 Potato Hill Rd, Woodstock image
20 Potato Hill Rd, Woodstock $399,000

Experience tranquility in this charming 2+ bedroom ranch, perfectly situated on a private 1.22 acre lot. Enjoy the peaceful surroundings while being just a short drive fr...

  • 2 Beds
  • 1 Baths
  • 5097869 MLS
  • CLOSED Status
1326 Curtis Hollow Rd, Woodstock image
1326 Curtis Hollow Rd, Woodstock $774,000 ▼

If you've been dreaming of the quintessential Vermont lifestyle, this exceptional property delivers the perfect blend of privacy, charm, and convenience. Nestled on over ...

  • 3 Beds
  • 3 Baths
  • 5097258 MLS
  • ACTIVE Status
358 Cowdrey Path, Woodstock image
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
1113 Daniel Webster Hwy, Woodstock image
1113 Daniel Webster Hwy, Woodstock $560,000

Charming New Englander with Income-Producing Apartment in a Prime Location Well-maintained 4-bedroom, 3-bathroom New Englander-style single-family home featuring an atta...

  • 4 Beds
  • 3 Baths
  • 5093238 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 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
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
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
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
45 Riverfront Dr Unit 242, Woodstock image
45 Riverfront Dr Unit 242, Woodstock $495,000

Fantastic river view and tranquility is what you'll find at this 3-bedroom, 2 full bath, waterfront condo in Deer Park. Open concept floor plan with kitchen, dining and l...

  • 3 Beds
  • 2 Baths
  • 5068260 MLS
  • CLOSED Status
23 Oakes St, Woodstock image
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 image
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
1362 Barnard Rd, Woodstock image
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 image
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
79 Riverfront Dr Unit 195, Woodstock image
79 Riverfront Dr Unit 195, Woodstock $485,000

Fantastic river view and tranquility is what you'll find at this 3 bedroom, 2 full bath, waterfront condo in Deer Park. Open concept floor plan with kitchen, dining and l...

  • 3 Beds
  • 2 Baths
  • 4984379 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
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
256 Daniel Webster Hwy, Woodstock image
256 Daniel Webster Hwy, Woodstock $150,000

Nestled within the picturesque landscapes of Woodstock, New Hampshire, this 3-bedroom cabin offers the perfect retreat for those seeking the quintessential mountain livin...

  • 3 Beds
  • 1 Baths
  • 4974553 MLS
  • CLOSED Status
1176 W Woodstock Rd, Woodstock image
1176 W Woodstock Rd, Woodstock $270,000

New England farmhouse full of charm and character located in the quaint village of West Woodstock. First floor with eat-in kitchen, dining room, living room and ¾ bathroo...

  • 3 Beds
  • 2 Baths
  • 4970088 MLS
  • CLOSED Status
682 Daniel Webster Hwy, Woodstock image
682 Daniel Webster Hwy, Woodstock $278,000

New Englander-Farmhouse style, single family home on approx. 1.5 acres!! Approx. 2400 sq ft, 4 bedrooms with potential for more and lots of land to explore. Hike all the ...

  • 4 Beds
  • 1 Baths
  • 4950645 MLS
  • CLOSED Status
1747 Long Hill Rd, Woodstock image
1747 Long Hill Rd, Woodstock $450,000

An idyllic 10 acres of land that is privately situated in the midst of several of the premier estates of South Woodstock! The interior of this acreage is very accessible,...

  • 1 Beds
  • 1 Baths
  • 4972644 MLS
  • CLOSED Status
35 Pleasant Heights Dr, Woodstock image
35 Pleasant Heights Dr, Woodstock $1,296,000

This fabulous home has the best view we've ever seen here in the Loon Valley. You'll enjoy looking into Franconia Notch and west towards Kinsman Notch. The home features ...

  • 3 Beds
  • 3 Baths
  • 5009898 MLS
  • CLOSED Status
3090 South Rd, Woodstock image
3090 South Rd, Woodstock $742,162

Exposed beams and wide board wood floors accentuate the classic interior of this 5 bedroom Woodstock home! Pastoral views, large terraced lawns and massive stonewalls def...

  • 5 Beds
  • 5 Baths
  • 4935033 MLS
  • CLOSED Status
37 Atwood Ave, Woodstock image
37 Atwood Ave, Woodstock $364,000

It's not just maple syrup that makes VT sweet! This efficient and stress-free home is move-in ready with newer systems including furnace, hot water heater, Tesla power wa...

  • 2 Beds
  • 1 Baths
  • 4975954 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
4651 Cloudland Rd, Woodstock image
4651 Cloudland Rd, Woodstock $1,276,000

Cloudland Aerie is an exceptionally rare offering of an unprecedented out parcel of Maplewood Farm, Woodstock, Vermonts most iconic farm property. The owner is the son of...

  • 3 Beds
  • 2 Baths
  • 4995339 MLS
  • CLOSED Status
53 Daniel Webster Hwy, Woodstock image
53 Daniel Webster Hwy, Woodstock $976,000

It's highly improbable to capture the true essence of what the White Mountain's have to offer at a single residence. One either achieves the dream of obtaining property o...

  • 4 Beds
  • 2 Baths
  • 4987734 MLS
  • CLOSED Status
1613 W Woodstock Rd, Woodstock image
1613 W Woodstock Rd, Woodstock $545,000

OPEN HOUSE SUNDAY JUNE 15 FROM 12-3! Welcome to this turn-key, thoughtfully renovated home featuring a fully updated kitchen with granite countertops, stainless steel app...

  • 3 Beds
  • 2 Baths
  • 5046349 MLS
  • CLOSED Status
1880 South Rd, Woodstock image
1880 South Rd, Woodstock $349,900

Live your best life in "America's Most Beautiful Town!" In 2016, Condé Nast Traveler recognized Woodstock, Vermont, for its quaint New England charm, its perfect village...

  • 3 Beds
  • 2 Baths
  • 4959372 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
3752 Densmore Hill Rd, Woodstock image
3752 Densmore Hill Rd, Woodstock $573,000

Escape to the green mountains of Vermont! This 23.46 acres is ideally located just 2 miles south of Woodstock VT in the very desirable area of South Woodstock. As the say...

  • 3 Beds
  • 2 Baths
  • 4976148 MLS
  • CLOSED Status
378 Fletcher Hill Rd, Woodstock image
378 Fletcher Hill Rd, Woodstock $475,000

Privately located, in desirable South Woodstock! A comfortable home with the benefit of great outside spaces providing the opportunity for recreation, gardening or entert...

  • 4 Beds
  • 1 Baths
  • 5013286 MLS
  • CLOSED Status
43 Main St, Woodstock image
43 Main St, Woodstock $1,050,000

A rare waterfront multifamily gem just minutes from Loon Mountain and a short stroll to the charming downtown North Woodstock. With nearly 200 feet of frontage on the sce...

  • 5045376 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
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
33 River St, Woodstock image
33 River St, Woodstock $1,580,000

BEAUTIFULLY renovated rare antique residence in the heart of historic Woodstock! Located in a premiere neighborhood within walking distance to all of towns amenities, hi...

  • 4 Beds
  • 4 Baths
  • 5009557 MLS
  • CLOSED Status
708 E Woodstock Rd, Woodstock image
708 E Woodstock Rd, Woodstock $505,000

This charming home is the perfect place to relax and unwind and is less than a mile from the heart of Woodstock with shops and restaurants. Wake up to stunning views of t...

  • 3 Beds
  • 1 Baths
  • 4969496 MLS
  • CLOSED Status
19 Prospect St, Woodstock image
19 Prospect St, Woodstock $525,000

Welcome to this charming New England–style home nestled in the heart of picturesque Woodstock, Vermont. Brimming with character, this two-level residence offers a warm bl...

  • 2 Beds
  • 2 Baths
  • 5058710 MLS
  • CLOSED Status
392 Gully Rd, Woodstock image
392 Gully Rd, Woodstock $798,000

Built in 2019, this charming Cape-style home is nestled on five sunny, private acres just minutes from Woodstock Village. Thoughtfully designed and beautifully constructe...

  • 2 Beds
  • 2 Baths
  • 5049894 MLS
  • CLOSED Status
61 Academy Cir, Woodstock image
61 Academy Cir, Woodstock $2,500,000 ▼

Hyacinth House has been a landmark property in the historic village of South Woodstock from its early settlement in the 1800's. Sited on a knoll overlooking the Kedron ...

  • 6 Beds
  • 6 Baths
  • 5002873 MLS
  • ACTIVE UNDER CONTRACT Status
441 Spruce Way, Woodstock image
441 Spruce Way, Woodstock $1,625,000

441 SPRUCE WAY - Easily accessible to the village, yet tucked away on over 24 acres is this unique, modern/contemporary residence designed by Boston architect Ken McKinzi...

  • 4 Beds
  • 3 Baths
  • 5054099 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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603-219-6773

eXp Realty
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