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Browse All Cape Style Properties for Sale

16 Church St, Woodstock image
16 Church St, Woodstock $1,375,000

This wonderful Vermont Cape-style home has overlooked the Ottauquechee River and the former Woodstock woolen mill (now the 'new' mill and community pools and recreation c...

  • 4 Beds
  • 3 Baths
  • 5100512 MLS
  • ACTIVE Status
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
915 Peterkin Hill Rd, Woodstock image
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
1326 Curtis Hollow Rd, Woodstock image
1326 Curtis Hollow Rd, Woodstock $799,000

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
473 Kendall Rd, Woodstock image
473 Kendall Rd, Woodstock $2,225,000

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
  • 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
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
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
88 Happy Valley Rd, Woodstock image
88 Happy Valley Rd, Woodstock $502,000 ▼

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
  • ACTIVE UNDER CONTRACT Status
819 Eastside Rd, Woodstock image
819 Eastside Rd, Woodstock $499,900 ▼

This property enjoys all four seasons in the White Mountains.Snowmobile to corridor 11 just outside the door , Loon and Cannon , Waterville Valley just a short ride . Su...

  • 3 Beds
  • 2 Baths
  • 5073667 MLS
  • ACTIVE 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
75 Pleasant St, Woodstock image
75 Pleasant St, Woodstock $525,000

Situated on a lovely .4 acre parcel in the heart of Woodstock Village, this newer construction open-concept home offers modern conveniences combined with superb access to...

  • 3 Beds
  • 1 Baths
  • 5068156 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
10 Bell St, Woodstock image
10 Bell St, Woodstock $435,000

When you imagine life in the White Mountains, this charming home at 10 Bell Street brings that vision to life. Tucked into a quiet neighborhood in Woodstock, this propert...

  • 3 Beds
  • 2 Baths
  • 5064203 MLS
  • CLOSED Status
5798 W Woodstock Rd, Woodstock image
5798 W Woodstock Rd, Woodstock $395,000 ▼

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
13 Golf Ave, Woodstock image
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
2454 South Rd, Woodstock image
2454 South Rd, Woodstock $287,500

None

  • 2 Beds
  • 2 Baths
  • 5016899 MLS
  • CLOSED Status
819 Eastside Rd, Woodstock image
819 Eastside Rd, Woodstock $360,000

This property enjoys all four seasons in the White Mountains.Snowmobile to corridor 11 just outside the door , Loon and Cannon , Waterville Valley just a short ride . Su...

  • 3 Beds
  • 2 Baths
  • 4941392 MLS
  • CLOSED Status
76 Grove Hill Rd, Woodstock image
76 Grove Hill Rd, Woodstock $1,380,000

Great location, views and updated 3 BR / 2.5 BA contemporary cape, with a detached 3 car garage and a fully insulated/heated "geobarn" workshop with finished TV/Rec room ...

  • 3 Beds
  • 3 Baths
  • 4997315 MLS
  • CLOSED Status
13 High St, Woodstock image
13 High St, Woodstock $935,000

Prime Woodstock Village Location. Fabulous spot. Walk to everything in town from this absolutely adorable, renovated 3 bedroom/ 2 full bath home. Formally the town Blacks...

  • 3 Beds
  • 2 Baths
  • 5007926 MLS
  • CLOSED Status
4 River St, Woodstock image
4 River St, Woodstock $925,000

This impeccably restored 1847 Woodstock village cape set upon a captivating river front landscape is truly magical! The complete and meticulous efficiency upgrades and re...

  • 2 Beds
  • 3 Baths
  • 5042622 MLS
  • CLOSED Status
40 Evergreen Ct, Woodstock image
40 Evergreen Ct, Woodstock $785,000

None

  • 2 Beds
  • 2 Baths
  • 5006301 MLS
  • CLOSED Status
819 Pomfret Rd, Woodstock image
819 Pomfret Rd, Woodstock $675,000

Traditional cape style home surrounded by beautiful hayfields and views of the Vermont countryside. This Immaculately maintained property has hardwood floors throughout a...

  • 3 Beds
  • 2 Baths
  • 5005373 MLS
  • CLOSED Status
7-9 Sargent St, Woodstock image
7-9 Sargent St, Woodstock $167,500

Comp Only

  • 1 Beds
  • 1 Baths
  • 5030695 MLS
  • CLOSED Status
1207 Church Hl, Woodstock image
1207 Church Hl, Woodstock $692,000

Historic Vermont cape house with easy access, only a mile to the Woodstock village center. There is a lot of history and character with beautiful old wood floors and bea...

  • 3 Beds
  • 4 Baths
  • 4993525 MLS
  • CLOSED Status
295 Mecawee Rd, Woodstock image
295 Mecawee Rd, Woodstock $810,000

Renovated circa 1795 house on 12 acres plus adjoining 5 acre lot with septic design, located on quiet town road. The house has beautiful, original hand hewn beams, 3 or 4...

  • 4 Beds
  • 2 Baths
  • 4959835 MLS
  • CLOSED Status
16 Depot St, Woodstock image
16 Depot St, Woodstock $1,395,000

Embrace the epitome of luxury living with this exquisite five bedroom, three bath RIVERFRONT property. Nestled in the heart of the White Mountains, this home offers a uni...

  • 5 Beds
  • 3 Baths
  • 4981043 MLS
  • CLOSED Status
29 River St, Woodstock image
29 River St, Woodstock $925,000

None

  • 2 Beds
  • 2 Baths
  • 4990594 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
105 Happy Valley Rd, Woodstock image
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
25 Slayton Ter, Woodstock image
25 Slayton Ter, Woodstock $945,000

Beautifully and thoroughly renovated, this historic home offers the charm of an antique cape with the comforts of modern construction. From the new kitchen to the solar ...

  • 3 Beds
  • 2 Baths
  • 4987319 MLS
  • CLOSED Status
37 River St, Woodstock image
37 River St, Woodstock $920,000

This historic cape was in the long-time ownership of the Faulkner Family and referred to as the Nurse's Cottage. Ideally located within walking distance of all Village am...

  • 3 Beds
  • 3 Baths
  • 5004572 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
19 Linden Hill St, Woodstock image
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
6453 South Rd, Woodstock image
6453 South Rd, Woodstock $1,175,000

Round Top Cottage is sited on a knoll just outside the village of South Woodstock on 20 acres, offering complete privacy and views of the rolling hills framing the Kedron...

  • 3 Beds
  • 3 Baths
  • 5003482 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
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
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
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
433 Cowdrey Path, Woodstock image
433 Cowdrey Path, Woodstock $975,000

Splendid contemporary cape and separate barn guest apartment idyllically nestled on an open and sunny hillside in the heart of South Woodstock horse country. The light an...

  • 4 Beds
  • 4 Baths
  • 4932619 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
86 Willow Brook Rd, Woodstock image
86 Willow Brook Rd, Woodstock $835,000

This classic expanded Cape Style Home is located on a quiet dirt road within walking distance to The Village Green, and just steps to King Farm and the Mt Tom Trail syste...

  • 6 Beds
  • 3 Baths
  • 5001367 MLS
  • CLOSED Status
39 South St, Woodstock image
39 South St, Woodstock $475,000

Located a quarter mile from the Village Green, this peaceful home does not rely on any fossil fuel energy to run. Outfitted with energy efficient mini splits for heat and...

  • 2 Beds
  • 2 Baths
  • 4968624 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
938 South Rd, Woodstock image
938 South Rd, Woodstock $1,600,000

None

  • 5 Beds
  • 5 Baths
  • 5005984 MLS
  • CLOSED Status
11 1/2 Church St Unit 4, Woodstock image
11 1/2 Church St Unit 4, Woodstock $627,500

Downtown Woodstock Village – Perfectly situated in the heart of one of Vermont’s most picturesque towns, this stand-alone 2-bedroom, 2-bathroom cottage-style home offers ...

  • 2 Beds
  • 2 Baths
  • 5062835 MLS
  • CLOSED Status
144 Butternut Ln, Woodstock image
144 Butternut Ln, Woodstock $400,000

NEW PRICE!! Discover classic Vermont charm at The Harry Emmons House, an antique brick cape located in the village of Taftsville, ideally situated on a level, open lot. A...

  • 4 Beds
  • 3 Baths
  • 5039332 MLS
  • CLOSED Status
4165 Hartland Hill Rd, Woodstock image
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

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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