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Browse All Woodstock VT 4 Bedroom Properties for Sale

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
  • ACTIVE Status
2 River St, Woodstock image
2 River St, Woodstock $1,100,000

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
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
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
2706 E Woodstock Rd, Woodstock image
2706 E Woodstock Rd, Woodstock $1,645,000 ▼

Gracious Single Family home and Investment Opportunity - This 3 bedroom, 2 bath brick colonial is approx. 2,300+/- sq/ft with beautiful old wood flooring, newer kitchen, ...

  • 4 Beds
  • 4 Baths
  • 5096963 MLS
  • ACTIVE Status
473 Kendall Rd, Woodstock image
473 Kendall Rd, Woodstock $1,995,000 ▼

Nestled in amongst flowering lilacs, ancient apple trees, and terraced English perennial gardens, this lovingly restored classic antique stone cape has all the convenienc...

  • 4 Beds
  • 3 Baths
  • 5095556 MLS
  • PENDING 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
11 Maple St, Woodstock image
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
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
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
598 E Woodstock Rd, Woodstock image
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 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
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
69 Grandview Dr, Woodstock image
69 Grandview Dr, Woodstock $560,000

Price Improvement to $599,900 — Don’t Miss This Opportunity in North Woodstock! Welcome to 69 Grandview — a beautifully renovated mountain retreat set on 1.2 acres in one...

  • 4 Beds
  • 2 Baths
  • 5074112 MLS
  • CLOSED Status
256 Barnard Rd, Woodstock image
256 Barnard Rd, Woodstock $800,000

Discover the charm of historic Woodstock in this beautifully maintained late-1800s residence, set on just over an acre of flat, open lawn and ideally located within walki...

  • 4 Beds
  • 4 Baths
  • 5069833 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
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
4 Stanton St, Woodstock image
4 Stanton St, Woodstock $655,000

Step back in time with this classic 1901 Gambrel-style residence, brimming with character and ready for your renovations and personal touch. Featuring 4 bedrooms and 3 ba...

  • 4 Beds
  • 3 Baths
  • 5065029 MLS
  • CLOSED Status
348 Laughlin Rd, Woodstock image
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
5798 W Woodstock Rd, Woodstock image
5798 W Woodstock Rd, Woodstock $349,000 ▼

Classic Vermont farmhouse just minutes from the heart of Woodstock. This charming 4 bedroom , 2 bath home offers the character of a traditional New England property with ...

  • 4 Beds
  • 2 Baths
  • 5063810 MLS
  • ACTIVE Status
8 Cascades Dr Unit #273, Woodstock image
8 Cascades Dr Unit #273, Woodstock $650,000

Invite them all !! This 4 bedroom 4 bath condo spreads you out over 3 floors and offers Direct access and Views of the West Branch of the Pemigewasset River. The Associat...

  • 4 Beds
  • 4 Baths
  • 4972721 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
326 Hall Cir, Woodstock image
326 Hall Cir, Woodstock $1,175,000

This timber framed home is sited to take advantage of sweeping long range southerly views of hayfields and forest land protected by a development restriction as a gift by...

  • 4 Beds
  • 3 Baths
  • 4962162 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
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
2018 Church Hill Rd, Woodstock image
2018 Church Hill Rd, Woodstock $1,810,000

Ideally oriented south and westerly this light-filled contemporary home engages you in the outdoors through expansive windows, decks and screened porch overlooking the sp...

  • 4 Beds
  • 4 Baths
  • 4969169 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
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
34 High St, Woodstock image
34 High St, Woodstock $1,147,500

Come by and fall in love with this impeccably and totally renovated 1840’s Village Colonial, located on the upper side of High Street abutting Mt Peg, and just a short st...

  • 4 Beds
  • 4 Baths
  • 4992596 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
113 Prosper Rd, Woodstock image
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
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
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
2876 Hartland Hill Rd, Woodstock image
2876 Hartland Hill Rd, Woodstock $1,570,000

This property is the quintessential classic Vermont farmhouse featuring the "big house, little house, backhouse, barn" concept. Conveniently located only 1.4 miles from ...

  • 4 Beds
  • 4 Baths
  • 4967464 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
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
23 Jackson Dr Unit 188, Woodstock image
23 Jackson Dr Unit 188, Woodstock $429,900

Have you always wanted a 4 bedroom townhome in the heart of the White Mountains? Here's your opportunity to purchase a nice property located within walking distance to al...

  • 4 Beds
  • 2 Baths
  • 4984291 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
77 Central St, Woodstock image
77 Central St, Woodstock $1,000,000

Incomparable among village properties, this meticulously considered home is nothing short of extraordinary. Every detail reflects the careful attention and intention of g...

  • 4 Beds
  • 2 Baths
  • 5002564 MLS
  • CLOSED Status
587 College Hill Rd, Woodstock image
587 College Hill Rd, Woodstock $2,300,000

Absolutely incredible location on 5+ acres with fabulous long range views yet only a short 10 min walk to the Woodstock village green. This newer and beautifully maintai...

  • 4 Beds
  • 3 Baths
  • 4966586 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
268 Willow Brook Rd, Woodstock image
268 Willow Brook Rd, Woodstock $1,215,000

This elegant residence is an Award Winning Lindal Cedar Home. Private sited on the edge of Woodstock Village it is within walking distance of the nearby King Farm and the...

  • 4 Beds
  • 5 Baths
  • 4968234 MLS
  • CLOSED Status
513 Deerbrook Way, Woodstock image
513 Deerbrook Way, Woodstock $1,200,000

This classic New England Colonial home is perched on a hillside to take advantage of the pleasant views of the distant hills and to benefit from its southern exposure. Th...

  • 4 Beds
  • 3 Baths
  • 4972415 MLS
  • CLOSED Status
3086 South Rd, Woodstock image
3086 South Rd, Woodstock $2,900,000

Beautifully and extensively renovated residence, newer construction barn-garage with five overhead doors and an attached one-bedroom apartment (ADU). The land component ...

  • 4 Beds
  • 5 Baths
  • 5039367 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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Karolina Burtt - Realtor
eXp Realty
(603) 219-6773
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603-219-6773

eXp Realty
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