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Tucked into the hills of South Woodstock, this charming Cape-style home offers privacy, mountain views, and a wonderful setting on 4.6 acres of lawn and woodland. Built i...
- 3 Beds
- 3 Baths
- 5116353 MLS
- ACTIVE Status
Currently operating as an award winning B&B, this thoughtfully designed, flexibly configured income property is also ideal as a primary residence. Situated at 45 Pleasant...
- 5 Beds
- 6 Baths
- 5115063 MLS
- ACTIVE Status
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
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
**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
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
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 UNDER CONTRACT Status
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
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
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
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
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
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
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
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
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
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
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
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
"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
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
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
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
- CLOSED Status
OPEN HOUSE - SUNDAY 10/11 - 10:00AM TO 12:00PM. Perched high above the valley on 5 private acres, 81 Meadow Lane offers one of the most spectacular panoramic mountain vie...
- 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
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
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
- CLOSED 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
- CLOSED Status
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...
- 5095205 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 UNDER CONTRACT Status
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
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
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
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
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
- CLOSED 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
- CLOSED Status
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
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
Great investment opportunity in the beautiful White Mountains. This could be strictly rental property or it could be your 2 bedroom home with 2 apartments for rental inc...
- 5089528 MLS
- CLOSED 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
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
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
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
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
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
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
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
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
- CLOSED 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
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 .
1750+ Sq. Ft. Woodstock Real Estate
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