Browse All Historic Vintage Style Properties for Sale

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
PENDING Status

24 High St, Woodstock $460,000

Constructed in 1840, this post & beam home is situated in the heart of Woodstock Village. A short stroll across the Kedron Brook footbridge to shopping and restaurants, t...

5 Beds
2 Baths
4997618 MLS
CLOSED Status

5851 South Rd, Woodstock $613,000

This charming home is an amazing opportunity to own a piece of history in the lovely village of South Woodstock , Vermont. Starting its life as the garage and home of Cly...

3 Beds
3 Baths
5014012 MLS
CLOSED Status

587 Old River Rd, Woodstock $7,775,000

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

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

113 Prosper Rd, Woodstock $1,500,000

A rare opportunity to advance a premier Woodstock estate to its finest possibilities. This circa 1840 four-bedroom antique Farmhouse is sited on 18+ acres of idyllic roll...

4 Beds
1 Baths
4959862 MLS
CLOSED Status

72 Frenchs Rd, Woodstock $1,200,000

In 1880, this lovely hilltop Gambrel Colonial was designed by the prominent Manhattan Architectural Firm, McKim, Mead and White. “Rose Hill” was one of Woodstock’s most p...

6 Beds
4 Baths
5014859 MLS
CLOSED Status

938 South Rd, Woodstock $1,600,000

None

5 Beds
5 Baths
5005984 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

35 Mountain Ave, Woodstock $565,000

Prime In-Village location on Mountain Avenue just steps to Faulkner Park, The Mt Tom trail system and Woodstock Rec Center. This classic New England duplex (eastern side)...

3 Beds
3 Baths
5060078 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

61 Academy Cir, Woodstock $2,500,000 ▼

Hyacinth House has been a landmark property in the historic village of South Woodstock from its early settlement in the 1800's. Sited on a knoll overlooking the Kedron ...

6 Beds
6 Baths
5002873 MLS
ACTIVE UNDER CONTRACT Status

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Woodstock Historic Vintage Style Real Estate & Homes

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