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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 Status
Sorgenfrei German for "carefree" captures the spirit of this remarkable property in one of South Woodstock's most desirable locations: a place where life slows and the be...
- 3 Beds
- 4 Baths
- 5099532 MLS
- ACTIVE Status
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
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
Rare opportunity to own a multi-acre lot within walking distance of downtown North Woodstock. Level parcel with road frontage on Lost River Road and also frontage on Gor...
- 5098035 MLS
- ACTIVE Status
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
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
Spacious, immaculate, and beautifully maintained Federal-style brick townhouse located in the prestigious village of Woodstock, often recognized as one of America’s most ...
- 3 Beds
- 3 Baths
- 5095918 MLS
- ACTIVE Status
Instant equity in Woodstock! Bring your vision to life on this exceptional parcel of raw land, nestled in one of Vermont’s most coveted and quintessential communities. Of...
- 5095630 MLS
- ACTIVE Status
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
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
Tucked away on 11.58 private acres in the heart of South Woodstock, this peaceful Vermont retreat offers simplicity, seclusion, and endless potential. Located along sceni...
- 5093182 MLS
- ACTIVE Status
Tucked away on 11.58 private acres in the heart of South Woodstock, this peaceful Vermont retreat offers simplicity, seclusion, and endless potential. Located along sceni...
- 1 Beds
- 1 Baths
- 5093181 MLS
- ACTIVE Status
Rare opportunity to own 8 +/- acres of land in South Woodstock Village with easy access off of Rt. 106. This parcel is being divided off of a 10.87 acre lot. There is a ...
- 5092107 MLS
- ACTIVE Status
RIVER VIEW, 3RD FLOOR, END UNIT in The Glen at Deer Park! Furnished, well maintained condo in this beautiful park-like setting. 3rd floor unit offers vaulted ceiling and ...
- 3 Beds
- 2 Baths
- 5092031 MLS
- ACTIVE Status
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
Enjoy the ease of townhouse living in this beautiful fully furnished end unit filled with natural light throughout. The setting is surrounded by woodlands and lovely la...
- 2 Beds
- 3 Baths
- 5090924 MLS
- ACTIVE UNDER CONTRACT Status
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
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
Peacefully located, in the heart of equestrian oriented South Woodstock, is this prime 6.6 acre portion of a classic Vermont hill farm. This idyllic parcel of land, with ...
- 5088839 MLS
- CLOSED Status
Incredible location! 60+ acres situated on the corner of South Rd. (106) and Noah Wood Rd. in beautiful South Woodstock. The land rises from the roads to the crest of th...
- 5088279 MLS
- ACTIVE Status
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
Your dream home starts right here — with a blank canvas in one of Vermont's most coveted communities. This exceptional buildable lot on Oak Ridge Way presents a rare opp...
- 5085318 MLS
- ACTIVE Status
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
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. The setting is serene in...
- 1 Beds
- 1 Baths
- 5079996 MLS
- CLOSED Status
Fully furnished condo nestled in a small quiet community just 5 minutes from "Historic Woodstock". Super location! This unit is in very good condition- first floor com...
- 2 Beds
- 3 Baths
- 5077683 MLS
- ACTIVE Status
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
Country land at the south end of Woodstock reaching from RT 106 to the top of the ridge. Potential for views with clearing at several levels. Trails through the property ...
- 5070692 MLS
- ACTIVE Status
Welcome to your Woodstock affordable retreat! This inviting, end-unit, two-level townhouse in the sought-after Heritage Condominium community is nestled on a dead-end roa...
- 1 Beds
- 1 Baths
- 5068588 MLS
- CLOSED Status
This South Woodstock contemporary residence was designed by the original architect-owner to showcase Vermont’s changing seasons and capture views of the Kedron Brook as i...
- 4 Beds
- 3 Baths
- 5067285 MLS
- CLOSED Status
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
Gilbert’s Hill, the very best of Vermont living - Iconic, 112-acre estate with a storybook history as the first “modern” ski run in the US. Located two miles from the v...
- 6 Beds
- 5 Baths
- 5066205 MLS
- CLOSED Status
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
Wonderful investment opportunity, two houses for the price of one on a large parcel of land. Three-bedroom, two bath mobile home in great condition and a smaller one-bed...
- 3 Beds
- 2 Baths
- 4956948 MLS
- CLOSED Status
Absolutely stunning, newly renovated residence, privately situated towards the end of a quiet town road in Woodstock, in an area of other substantial homes. Lovely mount...
- 4 Beds
- 5 Baths
- 5056790 MLS
- CLOSED Status
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
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
Peaceful Gully Road Retreat. Just minutes from Woodstock Village. Set on 5.1 private acres along quiet and desirable Gully Road, this beautifully updated four-bedroom, tw...
- 4 Beds
- 3 Baths
- 5037463 MLS
- CLOSED Status
Constructed in 2007 with a nod to the Gothic Style Vermont Farmhouse vernacular, this beautifully composed country home creatively integrates curated period detail with ...
- 3 Beds
- 3 Baths
- 5025879 MLS
- CLOSED Status
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
This timber framed home is sited to take advantage of sweeping long range southerly views of hayfields and forest land protected by a development restriction as a gift by...
- 4 Beds
- 3 Baths
- 4962162 MLS
- CLOSED Status
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
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
Delano Birches Farm , built in 1834, has been lovingly cared for by the present owners for 36 years. The approach is down a country lane bordered by stone walls and matur...
- 4 Beds
- 3 Baths
- 4954660 MLS
- CLOSED Status
The iconic Farmhouse Inn overlooking the Ottauquechee River is located west of Woodstock Village within 15- and 30-minutes’ drive of the Killington and Okemo ski resorts,...
- 9 Beds
- 9 Baths
- 4918791 MLS
- CLOSED Status
Old Fitch Farm is one of New England’s most extraordinary estates. This remarkable residence is sited graciously on a plateau with 1200' of frontage on the Ottauquechee R...
- 5 Beds
- 6 Baths
- 4923048 MLS
- CLOSED Status
Ideally oriented south and westerly this light-filled contemporary home engages you in the outdoors through expansive windows, decks and screened porch overlooking the sp...
- 4 Beds
- 4 Baths
- 4969169 MLS
- CLOSED Status
Nestled in the White Mountains, this 6-bedroom colonial home sits on 11 private acres with over 1,000 feet of riverfront along the Pemi River, offering endless opportunit...
- 6 Beds
- 5 Baths
- 5035510 MLS
- CLOSED Status
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
Located on a lovely country road in South Woodstock this very charming custom built log home enjoys long range mountain views. Enjoy entertaining on the wrap around porch...
- 3 Beds
- 3 Baths
- 4966735 MLS
- CLOSED Status
Copyright 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 .
5+ Acres Woodstock Real Estate
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