Property
$2,000,00033 Acres4 beds • 2 baths • 1 half bath • 2,988 sq ft
Off Market
Off Market
$2,000,00033 Acres
Off Market
4 beds • 2 baths • 1 half bath • 2,988 sq ft

369 Sykes Hollow Road, Rupert, VT 05761 - Rutland County

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Property ID 10045932

33 acres in Rutland County, Vermont

Situated in Southern Vermont's Mettowee Valley; minutes from Dorset/Manchester and close proximity to Albany, Saratoga, and Saugerties, you can't help but recognize the magical, calm feeling as you approach Sykes Hollow Farm. Upon turning up the tree lined drive, passing three grass paddocks, large fields with Run-In Sheds, Derby Field and a competition sized outdoor Ring (100 x 200) the charming reimagined (2011) farmhouse awaits your arrival. Consisting of four bedrooms and three baths, and a wonderful open country kitchen where there is room for guests to help with dinner preparations before adjourning to the wood beamed, candle lit dining room. After dinner you can curl up with a good book or board game in front of a roaring fire in the cozy living room. This home also enjoys a running brook, swimming and skating pond, seven stall show barn and 70 x 144 indoor ring. Add a two-bedroom guest cottage for family or guests plus a barn with a studio/groom apartment as well as space for yoga, dance or exercise in loft area. This 33-acre gem awaits the buyer who is looking to embrace all a Southern Vermont lifestyle has to offer, including golf, hiking, snow shoeing, skiing and the opportunity to make lifelong friends and memories. All measurements approximate.

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Four Seasons Sotheby's International Realty

Manchester, VT

(540) 270-9994
Listing provided by
Richard Slocum
Four Seasons Sotheby's International Realty(540) 270-9994
Source: Sotheby's, MLS# 4841751
Listing last updated: February 6, 2022 at 5:57 PM
Listing last checked: December 1, 2025 at 9:30 AM
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