Browse All Properties for Sale with Natural Shade

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

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

235 Eastside Rd, Woodstock $130,000

Welcome to 235 Eastside Road in Woodstock, NH a well-maintained 1994 Skyline Claridge mobile home situated on its own .36-acre lot in the heart of the White Mountains. Lo...

2 Beds
1 Baths
5091984 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

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

57 Townhouse Way Unit 9, Woodstock image

57 Townhouse Way Unit 9, Woodstock $456,250

This beautiful Woodstock West Townhouse offers effortless, low-maintenance living in one of Vermont’s most charming four-season destinations. The main level welcomes you ...

3 Beds
3 Baths
5080108 MLS
CLOSED Status

39 Elm St Unit B, Woodstock $1,600,000

The Richmond House Unit B | Woodstock Village. An enduring Woodstock landmark, the iconic Richmond House (c.1826) is a proud brick Federal distinguished by its softly wea...

3 Beds
4 Baths
5076786 MLS
ACTIVE 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

17 Ridge Dr Unit A-14, Woodstock $525,000

Time to make the White Mountains of NH your home away from home. This well maintained townhome at Deer Park Resort features 2 bedrooms, 2 1/2baths, wood burning fireplace...

2 Beds
3 Baths
5067578 MLS
CLOSED Status

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

13 Golf Ave, Woodstock $700,000

Charming circa 1880 cape in Woodstock Village! Located on a quiet dead-end street across from Mt Peg trail head... Walk to all of towns amenities, shops, restaurants an...

2 Beds
2 Baths
5043874 MLS
CLOSED Status

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

6963 South Rd, Woodstock $750,000

Enchanting cottage perched on a private knoll with short range views. This property consist of 33 acres with a mixture of open meadow and woods for those looking for an ...

2 Beds
2 Baths
5032545 MLS
CLOSED Status

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

2115 E Woodstock Rd, Woodstock $470,000

This charming Woodstock home, with river views & versatile floor plan offers two levels of thoughtfully designed living space. This property is a fantastic opportunity fo...

3 Beds
2 Baths
5017382 MLS
CLOSED Status

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

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

105 Happy Valley Rd, Woodstock $575,000

PRICE REDUCTION!! A Quintessential Historic 3 Bedroom, 1,700 sq/ft. Home in Woodstock's coveted Taftsville Village. The "Levi D. Hall House" was built in 1848 by D. Taft ...

3 Beds
1 Baths
5008819 MLS
CLOSED Status

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

6 Highland Ave, Woodstock $410,000

A rare opportunity for Woodstock! An affordable Woodstock Village cottage! The advantage of contemporary solar powered energy efficiency, with connection to an energy sto...

1 Beds
1 Baths
5018412 MLS
CLOSED Status

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

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

506 Westerdale Rd, Woodstock $840,000

A great opportunity to acquire a small Woodstock horse farm nestled on 5+ private acres, with an updated 3 bedroom home, oversize detached 3 car garage with large storage...

3 Beds
2 Baths
4976244 MLS
CLOSED Status

19 Linden Hill St, Woodstock $875,000

Perched along scenic Linden Hill, this stunning village home offers exceptional privacy, comfort, and spacious interiors. A paved driveway leads to a one-car garage with ...

3 Beds
4 Baths
5031942 MLS
CLOSED Status

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

1133 Atwood Ln, Woodstock $1,499,000

**Price Improvement**Beautiful country contemporary home offers the best of Vermont living.Private yet convenient,just 6 miles from Woodstock Village and within 30 min. d...

3 Beds
3 Baths
4998131 MLS
CLOSED Status

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

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 $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

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

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

93 Blackbriar Rd, Woodstock $595,000

Privately sited on 1.90 landscaped and wooded acres in downtown Woodstock, this newly renovated mid-century Bungalow offers the perfect combination of original charm, mod...

2 Beds
1 Baths
5007589 MLS
CLOSED Status

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

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

256 Daniel Webster Hwy, Woodstock $290,000

Get away from it all at your private cabin in the woods of North Woodstock, NH. A rustic, year round refuge with many modern conveniences. This property has had many r...

3 Beds
1 Baths
5009475 MLS
CLOSED Status

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

11 Church St Unit 2, Woodstock $530,000

This is the perfect In-Village Location!! Absolutely charming two bedroom, 2nd floor condo unit in an historic brick village home, located within steps of all the conveni...

2 Beds
1 Baths
4994810 MLS
CLOSED Status

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

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

4945 South Rd, Woodstock $1,850,000

The John Arnold Cottle House is a landmark residence in the heart of South Woodstock, a rare blend of village convenience and country living. Built in 1811 by one of the ...

5 Beds
4 Baths
5028924 MLS
CLOSED Status

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

4165 Hartland Hill Rd, Woodstock $647,000

A professionally renovated classic cape, in a convenient Woodstock location! The interior appeals as fresh and new! The property presents itself as truly turn-key ready f...

4 Beds
2 Baths
5056857 MLS
CLOSED Status

7 North St, Woodstock $1,625,000

Stunning Renovated Antique Cape in the Heart of Woodstock Village! Tucked away on over an acre of beautifully landscaped land directly abutting the Marsh-Billings-Rockef...

2 Beds
3 Baths
5043657 MLS
CLOSED Status

39 Elm St Unit Unit B, Woodstock $1,600,000

For good reason, the Richmond House is one of Woodstock's most photographed homes. This stately 1826 brick Federal with all the architectural trimmings and distinctly wea...

3 Beds
4 Baths
4982328 MLS
CLOSED Status

2 Pleasant St, Woodstock $2,350,000

2 PLEASANT STREET- This stately brick Federal is a historic landmark property in the heart of Woodstock Village, home to many storied families in the town and state’s his...

4 Beds
4 Baths
5057220 MLS
CLOSED Status

20 The Grn, Woodstock $1,710,000

Stunning antique cape! Located in the 'heart' of Woodstock. Originally located on Central Street- this home was moved in the 1960's to this location and had an extensi...

3 Beds
3 Baths
5033342 MLS
CLOSED Status

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 $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

1782 Randall Rd, Woodstock $865,000 ▼

This early Woodstock residence was built in 1792 by Joseph Wood on a parcel of land he purchased in 1786 from Ebenezer Kingsley, one of Woodstock early settlers. A classi...

4 Beds
3 Baths
5052613 MLS
ACTIVE UNDER CONTRACT 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

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