Browse All Woodstock VT Single Family Properties for Sale

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 $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

13 High St, Woodstock $1,040,000

Woodstock Village Home~ A rare opportunity to enjoy the best of Woodstock Village living from this charming and beautifully updated 3-bedroom, 2-bath home, once the town...

3 Beds
2 Baths
5105489 MLS
ACTIVE UNDER CONTRACT Status

88 Lost River Rd, Woodstock $195,000 ▼

property being sold by trustee, seller has no knowledge of age, or systems within the home. There is no Zoning in the town Woodstock. This property will need work to make...

2 Beds
2 Baths
5104613 MLS
ACTIVE UNDER CONTRACT Status

5 & 7 Mountainside Rd, Woodstock $899,900 ▼

Mountainside Road really leans into the Mountain get-away theme of New Hampshire. This property is currently being used as an Air B & B, featuring a main house with 4 bed...

5 Beds
4 Baths
5104119 MLS
ACTIVE Status

648 Church Hill Rd, Woodstock $1,075,000

This superbly cared-for cape-style home has been thoughtfully and comprehensively updated, with all bathrooms tastefully renovated with quality fixtures and finishes. The...

3 Beds
3 Baths
5103213 MLS
ACTIVE UNDER CONTRACT Status

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

68 Russell Farm Rd, Woodstock $450,000

Enjoy peace, privacy, and endless possibilities on 2 quiet acres, just 3 miles from downtown Woodstock! This adorable ranch-style double-wide offers a bright, open-concep...

3 Beds
2 Baths
5102664 MLS
ACTIVE UNDER CONTRACT Status

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 $5,875,000

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

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

3036 W Woodstock Rd, Woodstock $799,999 ▲

On a small hill, amongst trees and beautiful gardens, sits this beautifully maintained log cabin with sweeping views of the surrounding mountains and river valley. Just ...

3 Beds
3 Baths
5098474 MLS
ACTIVE Status

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

5 Downing Dr, Woodstock $420,000 ▼

Welcome to 5 Downing Drive, where a peaceful setting and convenient location come together in the heart of the White Mountains. Expansive windows fill the home with abund...

3 Beds
2 Baths
5098036 MLS
ACTIVE Status

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

81 Meadow Ln, Woodstock $1,050,000

Perched high above the valley on 5 private acres, 81 Meadow Lane offers one of the most spectacular panoramic mountain view settings in the White Mountains. With over 90 ...

5 Beds
4 Baths
5097556 MLS
ACTIVE Status

19 Hamlet Dr, Woodstock $299,900

Nestled in a peaceful, natural setting overlooking scenic Mirror Lake, this small and charming cabin offers a true retreat for those seeking simplicity and a connection t...

3 Beds
2 Baths
5097289 MLS
ACTIVE UNDER CONTRACT Status

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

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

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

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

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

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

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

1294 Daniel Webster Hwy, Woodstock image

1294 Daniel Webster Hwy, Woodstock $459,000

Believed to be the oldest home in town, this remarkable c.1790 property offers a rare opportunity to own a piece of local heritage. Located in the town of Woodstock, and ...

5 Beds
3 Baths
5093544 MLS
CLOSED 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 $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

47 Pleasant St, Woodstock $695,000 ▼

Excellent opportunity for residential or office/commercial space with easy access and high visibility on Rt 4 coming into town, Currently configured as office space down...

3 Beds
2 Baths
5089949 MLS
ACTIVE Status

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

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 $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 $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

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 $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 $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 $1,895,000

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 $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

37 South St, Woodstock $718,500 ▼

Great new price! Nestled in the vibrant heart of Woodstock Village, this beautifully renovated residence offers the ultimate "walk to all" lifestyle. Stepping inside, new...

3 Beds
2 Baths
5081166 MLS
ACTIVE UNDER CONTRACT Status

19 Davry Way, Woodstock $630,000

You know that feeling when you walk through a door and you can already see future memories being made? That's what you feel as you turn every corner of this gem. This tho...

3 Beds
2 Baths
5080038 MLS
CLOSED Status

23 Courtney Rd, Woodstock $400,000

This three-bedroom, one-bathroom home on an 0.22-acre lot in North Woodstock, New Hampshire offers prime access to the White Mountains. What sets this location apart is i...

3 Beds
1 Baths
5078682 MLS
CLOSED Status

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 $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

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 $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

137 Laughlin Rd, Woodstock $712,000

Charming property located just minutes from historic Woodstock Green. The main house first floor features 3 bedrooms/ 1bath with formal dining room, living room and kitc...

5 Beds
3 Baths
5074725 MLS
CLOSED Status

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

819 Eastside Rd, Woodstock $479,000 ▼

Four-Season White Mountains Escape: Sunset Views, River Access & Low Taxes! Description: Experience the best of the White Mountains from this charming 1,600 sq. ft. vint...

3 Beds
2 Baths
5073667 MLS
ACTIVE Status

249 Sawyer Rd, Woodstock $2,950,000 ▼

Located in Woodstock, Vermont just one mile from the village green, the Alta House offers a rich quality of life filled with poolside sunsets, mountain vistas, proximity ...

3 Beds
5 Baths
5072035 MLS
ACTIVE Status

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 $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

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Woodstock Single Family Real Estate

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