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157 Oak Street
157 Oak Street
157 Oak Street
157 Oak Street
157 Oak Street
157 Oak Street
157 Oak Street
157 Oak Street
157 Oak Street
157 Oak Street
157 Oak Street
157 Oak Street
157 Oak Street
157 Oak Street
157 Oak Street
157 Oak Street
157 Oak Street
157 Oak Street
157 Oak Street
157 Oak Street
157 Oak Street
157 Oak Street
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157 Oak Street
157 Oak Street
157 Oak Street
157 Oak Street
157 Oak Street
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Sold

157 Oak Street

157 Oak Street, Weston, MA 02493

$3,100,000
Experience Vermont-style craftsmanship in this unique post-and-beam home on a nearly 3 acre, wooded Weston estate. Step inside to find light-filled living spaces framed by rich woodwork, vaulted ceilings & floor-to-ceiling windows. The open-concept main level features wide-board pine floors & a dramatic 2-story great room anchored by an ornate gas stove. A spacious kitchen with a stone island leads to a dining room for entertaining. The first-floor primary suite is a retreat with an en-suite bath and dual walk-in closets. This level also has a guest bedroom, office, mudroom & 2-car attached garage. Upstairs, find 2 oversized bedrooms & a sun-drenched family room. Enjoy the farmer's porch, rear deck & path to the Norumbega Resevoir. A show-stopping barn offers oversized 3 garage parking & a versatile second-floor apartment with full bathroom. This private escape is minutes from top schools, Route 128 & Mass Pike. A unique, warm & quintessential New England gem close to Boston.

4
beds

3
baths

4,403 Sq.Ft. LIVING AREA

2.94 Acres lot

Jonathan  Caldwell

Jonathan Caldwell

Features & Amenities

Interior

  • total bedrooms4
  • Total bathrooms3
  • full bathrooms3
  • Laundry room Pantry, First Floor
  • Flooring Tile, Pine, Flooring - Wood
  • other interior Features Beamed Ceilings, Bathroom - 3/4, Closet, Breakfast Bar / Nook, Pantry, Vaulted Ceiling(s), Open Floorplan, Office, Accessory Apt, 3/4 Bath, Mud Room, Foyer, Great Room

Area & Lot

  • Status Sold
  • Date Sold June 17, 2026
  • Living Area4,403 Sq.Ft.
  • Total Area4,403 Sq.Ft.
  • Lot Area2.94 Acres
  • MLS® ID73501674
  • TypeResidential
  • YEAR BUILT2008
  • NeighborhoodWeston
  • Architecture StylesCraftsman
  • Middle SchoolWeston Middle
  • High SchoolWeston High

Exterior

  • Garage Space5.0
  • water SourcePublic
  • roofShingle, Metal
  • lot featuresCorner Lot, Wooded
  • parkingAttached, Detached, Garage Door Opener, Storage, Workshop in Garage, Barn, Oversized, Off Street, Stone/Gravel
  • HEAT TYPERadiant, Natural Gas, Fireplace
  • AIR CONDITIONINGCentral Air
  • sewerPrivate Sewer
  • SubstructureConcrete Perimeter
  • other exterior FeaturesPorch, Deck, Barn/Stable, Professional Landscaping, Sprinkler System

Financial

  • Sales Price$3,100,000
  • Real Estate Tax $20,669/yr
  • Zoning 0

Weston

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A Consultative Approach

ACRE takes the time to understand your goals, evaluate the opportunity, and help you make an informed decision. With a focus on education and long-term value, clients receive guidance without the pressure to simply make a transaction happen.

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