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1587 Upper Holbrook Road, Whitingham, VT 05361

$425,000
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Active Under Contract
BEDS3 BATHS2 full 1 partial SQUARE FEET2,872 MLS#5061235
STATUSActive Under Contract PROPERTY TYPEResidential - Single Family SCHOOLWindham Southeast

Listing Courtesy of: Deerfield Valley Real Estate
Agency Phone: 802-464-3055
Associate Name: Jennifer Densmore
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Property Description

Set on 3 beautiful acres, this well-maintained 3-bedroom plus loft, 2 1/2 bath home is truly move-in ready. Enter through a spacious mudroom with a convenient back opening for bringing in firewood for the cozy wood stove in the living room. The open-concept kitchen and dining area provide plenty of room for entertaining, while a den/game room just off the living room with a bar area (4X8) offers extra space to gather. A half bath is also located on the main level. Upstairs, the loft makes a great office, reading nook, or playroom. The lower level features a primary suite with a 3/4 bath, two additional bedrooms, another 3/4 bath, laundry, and a utility room. Step outside to the back deck and enjoy the countryside views, where you may even catch sight of cows grazing across the way. The North Adams Art Scene and Mass MoCA are just the start of what western Massachusetts and southern Vermont have to offer. Conveniently located near year-round recreation, including golfing, hiking, boating, biking, and snowmobiling, with skiing just minutes away at Mount Snow, Berkshire East, and Stratton. A warm and inviting move-in-ready property is ideal as a full-time residence or a Vermont getaway.

1587 Upper Holbrook Road | MLS# 5061235

This single family home located at 1587 Upper Holbrook Road, Whitingham, VT 05361 is currently listed for sale with an asking price of $425,000. This property was built in 1989 and has 3 bedrooms and 2 full and 1 partial baths with 2872 sq. ft. Upper Holbrook Road is located within the Windham Southeast school district. Search Whitingham real estate on peytonseaver.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Finished, Full, Walkout, Interior Access
Basement: Yes
Cooling: None
Heating: Baseboard, Electric
Home Style: Contemporary
Lot Size: 3.00 Acres
Roof Type: Metal
Stories: 2.0
Taxes: $6,424
Year Built: 1989

Amenities

Blinds
Ceiling Fan
Dining Area
Kitchen/Dining
Primary BR w/ BA
Natural Light
Vaulted Ceiling
Wood Stove Hook-up
Basement Laundry
Deck

Feature Descriptions

Appliances: Dishwasher, Dryer, Refrigerator, Washer, Electric Stove
Baths 1/2: 1
Baths 3/4: 2
Color: grey
Construction: Wood Frame, Wood Siding
Construction Status: Existing
Days on Site: 182
Driveway: Gravel
Electric: 200+ Amp Service
Exterior: Wood Frame, Wood Siding
Flood Zone: No
Flooring: Carpet, Wood, Vinyl Plank
Foundation: Poured Concrete
Lot: Landscaped, Wooded
Number of Rooms: 8
Road Frontage: 700
Roads: Gravel
Sewer: Mound, Septic
Sq. Ft. Above Grade Finished: 1636
Sq. Ft. Below Grade Finished: 1236
Sq. Ft. Total Finished: 2872
Total Stories: 2
Water: Drilled Well
Zoning: residential

Room Sizes

Mudroom: 7x8.5 Level - 1
Kitchen: 14x14 Level - 1
Dining Room: 9.5x14 Level - 1
Living Room: 27x19.5 Level - 1
Den: 13.5x19 Level - 1
Bathroom Half: 4x6 Level - 1
Loft: 14x13 Level - 2
Primary BR Suite: 16.5x11.5 805x9.5 Level - Basement
Bedroom: 11x13 Level - Basement
Bedroom: 10x11.5 Level - Basement
Bathroom Three Quarter: 4x9 Level - Basement
Utility Room: 4x8 Level - Basement
Laundry Room: 3.5x6 Level - Basement

Local Schools

High School: Twin Valley High School
Middle School: Twin Valley Middle School
Elementary School: Deerfield Valley Elem. Sch
School District: Windham Southeast

Listed By / Shown By

Listed By

Agency Name: Deerfield Valley Real Estate
Agency Phone: 802-464-3055
Agent Name: Jennifer Densmore

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Estimated Payment

$ 1,605.16 per month $945.87 Principal & Interest $535.33 Property Tax $123.96 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 03/15/2026. The listing information on this page last changed on 03/15/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sun 03/15/2026 3:52:02 AM EST) or MLSPIN MLS (last updated Sat 03/14/2026 11:38:22 PM EST) or Prime MLS (last updated Sat 03/14/2026 11:33:12 PM EST) or MREIS (last updated Sun 03/15/2026 2:05:20 AM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) 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, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data Last Updated 2026-03-14 23:33:12

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