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View All Latest Woodstock 500+ Sq. Ft. Properties for Sale

39 Snow King Rd, Woodstock image
39 Snow King Rd, Woodstock $699,000

Welcome to Lost Valley! Tucked into a quiet North Woodstock neighborhood, 39 Snow King Road offers a welcoming White Mountains getaway with 3 bedrooms, 2 baths, and thoug...

  • 3 Beds
  • 2 Baths
  • 5115650 MLS
  • ACTIVE Status
156 Deer Park Dr Unit 137D, Woodstock image
156 Deer Park Dr Unit 137D, Woodstock $12,000

Charming 1-Bedroom Condo at Deer Park Resort – Quarter Share Ownership Discover your own getaway in the heart of the White Mountains! This charming upper level garden-st...

  • 1 Beds
  • 1 Baths
  • 5115503 MLS
  • ACTIVE Status
19 Jack O Lantern Dr Unit Unit 16, Woodstock image
19 Jack O Lantern Dr Unit Unit 16, Woodstock $405,000

Welcome to Jack O’Lantern Resort! Situated along the first hole of the The Jack golf course, this 3-bedroom, 2.5-bathroom condo offers some of the best golf views in the ...

  • 3 Beds
  • 3 Baths
  • 5115334 MLS
  • ACTIVE Status
26 Slayton Unit 1, Woodstock image
26 Slayton Unit 1, Woodstock $2,457,236

A chance awaits to acquire a brand-new, Vernacular Elevator Duplex Townhome with breathtaking views of Woodstock village rooftops and scenic Billings Museum Farm. This ra...

  • 3 Beds
  • 3 Baths
  • 4986623 MLS
  • CLOSED Status
18 Pleasant St, Woodstock image
18 Pleasant St, Woodstock $1,750,000

EATON HOUSE- Steeped in history and ideally situated in Woodstock’s Historic District, the Eaton House is a handsome Greek Revival-inspired residence built in 1856. Set o...

  • 5 Beds
  • 3 Baths
  • 5113873 MLS
  • ACTIVE Status
121 Townhouse Way Unit 20, Woodstock image
121 Townhouse Way Unit 20, Woodstock $495,000 ▼

**Classic Woodstock character, generous living spaces, and the ease of low-maintenance living.** Just minutes from Woodstock Village, this beautifully maintained Federal-...

  • 2 Beds
  • 3 Baths
  • 5113819 MLS
  • ACTIVE Status
75 Riverfront Dr Unit 208, Woodstock image
75 Riverfront Dr Unit 208, Woodstock $449,900 ▼

Deer Park Resort is just over an hour from Manchester and two hours north of Boston in the heart of the White Mountains. Set on 65 manicured acres, including a private fi...

  • 2 Beds
  • 2 Baths
  • 5113760 MLS
  • ACTIVE Status
156 Deer Park Dr Unit 128TD, Woodstock image
156 Deer Park Dr Unit 128TD, Woodstock $12,000

Charming 1-Bedroom Condo at Deer Park Resort – Quarter Share Ownership Discover your own getaway in the heart of the White Mountains! This charming lower level garden-st...

  • 1 Beds
  • 1 Baths
  • 5113684 MLS
  • ACTIVE Status
1190 Long Hill Rd, Woodstock image
1190 Long Hill Rd, Woodstock $350,000

A rare opportunity to own 11.58 private acres in S. Woodstock, ideally situated in one of Vermont’s most sought-after rural settings. With an existing driveway, well, ele...

  • 1 Beds
  • 1 Baths
  • 5113625 MLS
  • ACTIVE Status
139 Doe Hill Way, Woodstock image
139 Doe Hill Way, Woodstock $549,000

Welcome to this newly updated sun-filled craftsman home, ideally located just 4 miles from the heart of Woodstock Village and 11 miles from Killington Ski Resort. Set on ...

  • 3 Beds
  • 2 Baths
  • 5113572 MLS
  • ACTIVE Status
8 Golf Ave, Woodstock image
8 Golf Ave, Woodstock $549,000

Nestled in the heart of historic Woodstock. This 1875 colonial abuts Mt. Peg with direct access to the trail system. A large shed in the backyard could be used as a wor...

  • 3 Beds
  • 2 Baths
  • 5113119 MLS
  • PENDING Status
264 Blake Hill Rd Unit Z, Woodstock image
264 Blake Hill Rd Unit Z, Woodstock $749,000

Enjoy expansive views from every level of this beautifully updated, 3-bedroom, 3-full-bath Blake Hill condominium. As a highly desirable end unit, this property welcomes ...

  • 3 Beds
  • 3 Baths
  • 5113057 MLS
  • ACTIVE Status
21 Scenic Dr, Woodstock image
21 Scenic Dr, Woodstock $130,000

Low Maintenance Mountain Living, Minutes from Loon Tucked into a quiet corner of the park with more privacy than you'd expect, this clean, well-kept home has a warm, rus...

  • 2 Beds
  • 1 Baths
  • 5113028 MLS
  • ACTIVE UNDER CONTRACT Status
12 Madison Dr Unit 83, Woodstock image
12 Madison Dr Unit 83, Woodstock $469,000

Beautifully updated and maintained 3 bedroom 3 bath townhome with full finished basement in Alpine Village. Kitchen and bathrooms have all been renovated. New appliance...

  • 3 Beds
  • 3 Baths
  • 5112762 MLS
  • ACTIVE Status
75 Riverfront Dr Unit 205, Woodstock image
75 Riverfront Dr Unit 205, Woodstock $465,900

Where Mountain Living Meets Riverfront Charm! Welcome to your dream White Mountains retreat! This well maintained, completely renovated 2-bedroom, 2-bath condo sits in th...

  • 2 Beds
  • 2 Baths
  • 5112728 MLS
  • ACTIVE UNDER CONTRACT Status
2687 Garvin Hill Rd, Woodstock image
2687 Garvin Hill Rd, Woodstock $2,600,000

2687 GARVIN HILL ROAD- Surrounded by the rolling hills and natural beauty of the Woodstock countryside, 2687 Garvin Hill Road offers a quintessential Vermont lifestyle on...

  • 5 Beds
  • 5 Baths
  • 5112419 MLS
  • ACTIVE Status
4945 South Rd, Woodstock image
4945 South Rd, Woodstock $2,175,000

Located in the heart of the charming hamlet of South Woodstock, the iconic John Arnold Cottle House is widely considered one of Woodstock's finest early residences. Built...

  • 5 Beds
  • 4 Baths
  • 5111700 MLS
  • ACTIVE UNDER CONTRACT Status
164 Deer Park Dr Unit 175B, Woodstock image
164 Deer Park Dr Unit 175B, Woodstock $26,000

This Quarter Share ownership, two bedroom condo (you have use 1 week per month) is a nicely updated unit located in the Notchbrook building. Step out your door to The Pem...

  • 2 Beds
  • 2 Baths
  • 5111647 MLS
  • ACTIVE Status
6405 Folding Hills Rd, Woodstock image
6405 Folding Hills Rd, Woodstock $1,500,000 ▼

SIGNIFICANT PRICE REDUCTION - SOUTH WOODSTOCK - HILLSIDE FARM estate presents an exceptional opportunity to embrace the quintessential Vermont country lifestyle on 10.1 p...

  • 3 Beds
  • 4 Baths
  • 5111623 MLS
  • ACTIVE Status
811 Eastside Rd, Woodstock image
811 Eastside Rd, Woodstock $359,900

Welcome to this beautifully maintained 4-bedroom, 2-bath home offering over 2,000 square feet of comfortable living space in a prime location. Ideally situated just minut...

  • 4 Beds
  • 2 Baths
  • 5111583 MLS
  • ACTIVE UNDER CONTRACT Status
306 Meoki Way, Woodstock image
306 Meoki Way, Woodstock $2,095,000

Privately set on 6.7 acres just three minutes from the Woodstock Village Green, this Greek Revival-inspired farmhouse offers views of Mount Tom and the Pomfret Hills. Bui...

  • 4 Beds
  • 5 Baths
  • 5111035 MLS
  • ACTIVE UNDER CONTRACT Status
29 Riverfront Dr Unit 256, Woodstock image
29 Riverfront Dr Unit 256, Woodstock $469,900

Have you ever wanted to listen to the river while sitting on your deck, if so then this garden style condo is perfect for you and your family! The entire unit is up to da...

  • 2 Beds
  • 2 Baths
  • 5110952 MLS
  • ACTIVE Status
15 Jack O Lantern Dr Unit Unit 34, Woodstock image
15 Jack O Lantern Dr Unit Unit 34, Woodstock $395,000

Welcome to Jack O’Lantern Resort! This well-maintained 3-bedroom, 2-bathroom condo offers a versatile layout with a spacious loft and lock-off suite, giving you plenty of...

  • 3 Beds
  • 2 Baths
  • 5110824 MLS
  • CLOSED Status
14 Adams Dr Unit #11, Woodstock image
14 Adams Dr Unit #11, Woodstock $379,900

This 3 bedroom, 2 bath townhouse in Alpine Village is perfectly located for all of your year-round adventures in the Loon area as well as being a quick minutes drive to C...

  • 3 Beds
  • 2 Baths
  • 5110667 MLS
  • ACTIVE Status
23 Biscuit Hollow Rd, Woodstock image
23 Biscuit Hollow Rd, Woodstock $449,000

This nicely updated ranch on a country acre is a rare opportunity to live in Woodstock without breaking the bank. Perfect for downsizing, one-level living, starting out, ...

  • 3 Beds
  • 1 Baths
  • 5110580 MLS
  • ACTIVE UNDER CONTRACT Status
2033 South Rd, Woodstock image
2033 South Rd, Woodstock $1,395,000

Historic character, beautifully reimagined for modern Vermont living. Minutes from Woodstock Village, this extensively renovated four-bedroom home pairs the warmth and ...

  • 4 Beds
  • 3 Baths
  • 5110412 MLS
  • ACTIVE Status
5556 W Woodstock Rd, Woodstock image
5556 W Woodstock Rd, Woodstock $225,000 ▼

Nestled in the highly desirable Woodstock area, this property offers the perfect canvas for your vision. Featuring an older mobile home and a spacious barn, the possibili...

  • 3 Beds
  • 1 Baths
  • 5110107 MLS
  • PENDING Status
193 Main St Unit Unit 213, Woodstock image
193 Main St Unit Unit 213, Woodstock $220,000

Nicely updated and move-in ready, this 1-bedroom, 1-bath condo at the Alpine Lodge puts you right in the heart of North Woodstock. The second-floor location offers a comf...

  • 1 Beds
  • 1 Baths
  • 5110020 MLS
  • ACTIVE Status
27 Riverfront Dr Unit Unit 265, Woodstock image
27 Riverfront Dr Unit Unit 265, Woodstock $499,000 ▼

This well maintained 2-bedroom, 3-bathroom townhome sits beside The Pemigewasset River within Deer Park. Step inside to discover an inviting open-concept layout where the...

  • 2 Beds
  • 3 Baths
  • 5108325 MLS
  • ACTIVE UNDER CONTRACT Status
18 Ridge Dr C Unit Unit 33, Woodstock image
18 Ridge Dr C Unit Unit 33, Woodstock $505,000

Fantastic location, 2 bedroom, 3 bath town home with Deer Park Lake and Franconia Notch in your back yard. Features open concept kitchen, dining and living areas with vau...

  • 2 Beds
  • 3 Baths
  • 5108231 MLS
  • CLOSED Status
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
  • PENDING Status
164 Deer Park Dr Unit 166C, Woodstock image
164 Deer Park Dr Unit 166C, Woodstock $24,000

This main floor Quarter Share (you have use 1 week per month) is a corner unit located in the Notchbrook building. Enjoy great views of the Loon Slopes and Franconia Notc...

  • 2 Beds
  • 2 Baths
  • 5107344 MLS
  • PENDING 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
8 Hayes Dr Unit 40, Woodstock image
8 Hayes Dr Unit 40, Woodstock $412,000

Location is everything! Come experience this centrally located townhouse in downtown Woodstock where you are just 10 minutes from the slopes at Loon Mountain, 5 minutes f...

  • 3 Beds
  • 2 Baths
  • 5106266 MLS
  • CLOSED Status
228 Daniel Webster Hwy, Woodstock image
228 Daniel Webster Hwy, Woodstock $225,000

Perched upon .83 acres in North Woodstock, this fantastic retreat offers the perfect balance of peaceful living and modern convenience. An open floor plan welcomes you in...

  • 2 Beds
  • 2 Baths
  • 5105576 MLS
  • CLOSED Status
13 High St, Woodstock image
13 High St, Woodstock $990,000

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
  • CLOSED Status
164 Deer Park Dr Unit 178C, Woodstock image
164 Deer Park Dr Unit 178C, Woodstock $27,000

Two bedroom, 2 bathroom, gas fireplace, fully furnished and ready to be enjoyed! Gas fireplace for ambience and A/C. Enjoy 13 weeks of ownership on a rotating basis at th...

  • 2 Beds
  • 2 Baths
  • 5105461 MLS
  • CLOSED Status
7 Sundance Rd Unit 4, Woodstock image
7 Sundance Rd Unit 4, Woodstock $400,000

Welcome to your new home or home away from home located in beautiful Woodstock NH. This unique townhome offers a versatile floor plan that is warm and inviting. Cozy up b...

  • 2 Beds
  • 3 Baths
  • 5104834 MLS
  • ACTIVE Status
88 Lost River Rd, Woodstock image
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 Status
5 & 7 Mountainside Rd, Woodstock image
5 & 7 Mountainside Rd, Woodstock $899,900 ▼

Seller is Offering a $10,000 Credit at closing to buy down the interest rate or apply towards closing costs. Mountainside Road really leans into the Mountain get-away the...

  • 5 Beds
  • 4 Baths
  • 5104119 MLS
  • ACTIVE Status
42 Heritage Condo Way Unit 24, Woodstock image
42 Heritage Condo Way Unit 24, Woodstock $238,000 ▲

Amazing opportunity to own a property that is perfect as a full time home or a vacation get away, in the highly desired Heritage Condo community. Quiet setting in a low d...

  • 1 Beds
  • 1 Baths
  • 5103476 MLS
  • PENDING Status
648 Church Hill Rd, Woodstock image
648 Church Hill Rd, Woodstock $1,225,000

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
  • CLOSED 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
68 Russell Farm Rd, Woodstock image
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
  • CLOSED Status
42-18 Heritage Condo Way Unit Unit 18D, Woodstock image
42-18 Heritage Condo Way Unit Unit 18D, Woodstock $244,000

Easy living in this updated condo that is perfect for a primary or secondary residence. Located in a small condo community that is mostly owner occupied the setting offer...

  • 1 Beds
  • 1 Baths
  • 5101220 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
115 Eastman Rd, Woodstock image
115 Eastman Rd, Woodstock $5,350,000 ▼

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 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
121 Townhouse Way Unit 24, Woodstock image
121 Townhouse Way Unit 24, Woodstock $481,000

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
  • 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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