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2556 Church Hill Rd, Woodstock image
2556 Church Hill Rd, Woodstock $400,000

Once an old school house, this home features stone walls, beautiful gardens, and a nice level yard with a stone patio. The year-round brook cascades over rocks and winds ...

  • 2 Beds
  • 1 Baths
  • 5099229 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
81 Meadow Ln, Woodstock image
81 Meadow Ln, Woodstock $1,050,000

OPEN HOUSE - Sunday July 12th - 10:00am to 2:00pm. Perched high above the valley on 5 private acres, 81 Meadow Lane offers one of the most spectacular panoramic mountain ...

  • 5 Beds
  • 4 Baths
  • 5097556 MLS
  • ACTIVE Status
2706 E Woodstock Rd, Woodstock image
2706 E Woodstock Rd, Woodstock $1,695,000

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
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
11 Maple St, Woodstock image
11 Maple St, Woodstock $649,000 ▼

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...

  • 5095205 MLS
  • ACTIVE 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
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
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
33 Mountain Ave, Woodstock image
33 Mountain Ave, Woodstock $1,150,000

Welcome to 33 Mountain Avenue – a mid-century modern gem poised perfectly on the edge of Faulkner Park and at the foot of Mt. Tom and once part of the Marianne Faulkner E...

  • 2 Beds
  • 4 Baths
  • 5067740 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
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
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
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
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
1 Border Ln, Woodstock image
1 Border Ln, Woodstock $575,000

Location, location location! Situated on a very desirable road within Woodstock Village, this 3 bedroom Ranch sits on just over 1 acre of open lawn surrounded by mature t...

  • 3 Beds
  • 2 Baths
  • 5006149 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
4980 South Rd, Woodstock image
4980 South Rd, Woodstock $1,050,000

This stately home is one of the brick federals built in the early 1800's in the historic village of South Woodstock. Located in what is known as the "Valley of the Kedro...

  • 3 Beds
  • 3 Baths
  • 4997220 MLS
  • CLOSED Status
5798 South Rd, Woodstock image
5798 South Rd, Woodstock $2,000,000

For nearly two centuries the iconic Kedron Valley Farm has served as the gateway to the village of South Woodstock. Prominently sited on a knoll with lovely valley views ...

  • 5 Beds
  • 6 Baths
  • 4968227 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
42 Heritage Condo Way Unit 16, Woodstock image
42 Heritage Condo Way Unit 16, Woodstock $239,000

OPEN HOUSE SAT AUG 2 FROM 10 - 12 Located less than 2 miles from the Woodstock Village Green, this immaculately maintained and move-in-ready condo offers comfort and con...

  • 1 Beds
  • 1 Baths
  • 5053786 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
14 Grant Dr Unit 160, Woodstock image
14 Grant Dr Unit 160, Woodstock $350,000

This nicely renovated townhome is ready for new owners. The kitchen cabinets, counter tops, bathroom vanities and all flooring have been updated recently. You'll enjoy th...

  • 2 Beds
  • 2 Baths
  • 5012179 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
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
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
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
3 Church St, Woodstock image
3 Church St, Woodstock $3,255,000

A handsome Federal Greek Revival built in 1831 by Joel Eaton, Three Church Street is at the heart of the picturesque village of Woodstock, voted the most beautiful town i...

  • 10 Beds
  • 15 Baths
  • 4917788 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
42 River St, Woodstock image
42 River St, Woodstock $570,000

Fantastic River Front property within a short walk to downtown Woodstock Village and the Mt. Tom hiking trails in your backyard! A recent testimonial from a guest of the ...

  • 3 Beds
  • 3 Baths
  • 4982767 MLS
  • CLOSED Status
42 Heritage Way, Woodstock image
42 Heritage Way, Woodstock $232,500

Renovated! Lots of upgrades to this quiet, walk out level condo, convenient for the buyer with a dog. Bonus- new mini split heat pump providing both air conditioning an...

  • 1 Beds
  • 1 Baths
  • 5030589 MLS
  • CLOSED Status
5014 South Rd, Woodstock image
5014 South Rd, Woodstock $680,000

This charming 1852 Cape has been fully renovated with exquisite finishes. Warm honey-toned antique wide pine floors, soapstone counters with creamy cabinetry in kitchen ...

  • 2 Beds
  • 2 Baths
  • 4994146 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
11 College Hill Rd, Woodstock image
11 College Hill Rd, Woodstock $1,320,000

Welcome to 11 College Hill Road - Situated in the heart of Woodstock Village, this classic 1919 Gambrel offers space, charm, and incredible views of both the Ottauquechee...

  • 5 Beds
  • 4 Baths
  • 5038647 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
509 Church Hill Rd, Woodstock image
509 Church Hill Rd, Woodstock $960,000

One-level living in Woodstock Village! This sunny home is the last in-village residence on Church Hill Road. Within easy walking distance of Woodstock's amenities but bea...

  • 2 Beds
  • 3 Baths
  • 4998657 MLS
  • CLOSED Status
851 Riverside Park Rd, Woodstock image
851 Riverside Park Rd, Woodstock $1,800,000

"All Seasons" is the ultimate Vermont retreat, designed for gatherings and getaways while seamlessly blending rustic charm with modern luxury. This 5,900-sq-ft barn-style...

  • 4 Beds
  • 4 Baths
  • 5025630 MLS
  • CLOSED Status
6 Grandview Dr, Woodstock image
6 Grandview Dr, Woodstock $570,000

Nestled along the serene riverside, this stunning property built in 2017, offered seven years of modern living in a beautifully designed one-level floorplan. It is now ti...

  • 3 Beds
  • 2 Baths
  • 5058697 MLS
  • CLOSED Status
56 Kancamagus Hwy, Woodstock image
56 Kancamagus Hwy, Woodstock $449,000

A GREAT Opportunity to Purchase a Residential home - with many commercial possibilities. Featuring Frontage on the Kanc Scenic Highway / Route 112 within sight of the Exi...

  • 3 Beds
  • 2 Baths
  • 5041939 MLS
  • ACTIVE Status
13 College Hill Rd, Woodstock image
13 College Hill Rd, Woodstock $1,300,000

13 COLLEGE HILL ROAD- This in-town residence offers a perfect blend of elegant living and nature's tranquility all just a short stroll from the vibrant center of Woodstoc...

  • 4 Beds
  • 4 Baths
  • 5062364 MLS
  • CLOSED Status
41 Pleasant St, Woodstock image
41 Pleasant St, Woodstock $2,599,000

This exquisite Victorian invites you to embracequintessential New England living in a charming downtown setting. This property in Woodstock, VT offers a rare blend of his...

  • 9 Beds
  • 11 Baths
  • 5062350 MLS
  • ACTIVE Status
19 Church St, Woodstock image
19 Church St, Woodstock $900,000

Bright and spacious five bedroom, five bath in-village residence with Ottauquechee River frontage and less than 1-minute walk to the Woodstock Green. 2-car attached garag...

  • 5 Beds
  • 5 Baths
  • 5045415 MLS
  • CLOSED Status
412 Skyland Ln, Woodstock image
412 Skyland Ln, Woodstock $5,950,000 ▼

Once the site of an 1850s homestead and now reimagined for 21st-century living, Skyland Farm is a private retreat on 63 acres. Mineral springs, glass architecture, and ex...

  • 4 Beds
  • 5 Baths
  • 5044620 MLS
  • ACTIVE Status
13 Slayton Ter, Woodstock image
13 Slayton Ter, Woodstock $684,000

Charming cottage located in the heart of historic Woodstock Village with walking distance to all the shops, restaurants and town theatre. Mtn Peg walking trails just a 2...

  • 3 Beds
  • 3 Baths
  • 5033279 MLS
  • CLOSED 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
10 Jack O Lantern Dr Unit 30, Woodstock image
10 Jack O Lantern Dr Unit 30, Woodstock $345,000

Tucked into one of the best spots at The Jack O'Lantern, this 3-bedroom, 2.5-bath condo looks right out over the open green space and is just a quick walk to the pool, br...

  • 3 Beds
  • 3 Baths
  • 5048545 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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