165 East St, Upton, MA 01568

• 4 beds |
• 4 baths |
• 3,350 sqft

Property Description

Pride of ownership abounds at this exceptional 4-bedroom, 3.5 bath custom contemporary home set on 3.50 beautifully maintained acres offering privacy and endless opportunities to enjoy the outdoors. Enter through the two-story foyer and be greeted by sunlight pouring into the home through an abundance of windows, skylights, and sliders creating a bright and welcoming atmosphere throughout. The kitchen includes two pantry closets, Sub Zero refrigerator and stylish concrete sink and flows to a step-down dining/living area with gorgeous stone fireplace and slider access to the peaceful screened in porch and amazing deck. A laundry room, half bath and vaulted ceiling living room with French doors complete the floor. Upstairs a large bedroom with en-suite bath acts as a second primary and is complemented by two additional bedrooms and full bath on the way to the huge primary bedroom with vaulted ceilings, double closets, a separate room currently being used as a makeup area and an exquisite bathroom with jetted tub and separate shower. The walk out lower level includes a climate controlled wine cellar and access to the heated two car garage. Outdoor living is truly a highlight, with a beautiful stone patio featuring a pizza oven, pergola and a fire pit, plus a deck with newer composite decking and railings and high end built-in grill and additional pergola—perfect for entertaining, dining, or relaxing. Additional features include a new roof with solar panels, a beautifully repaved driveway with a distinctive paver border, and lushly landscaped grounds. With its combination of generous living space, unique amenities, and spectacular indoor-outdoor living, this Upton property offers a rare opportunity to enjoy comfort, in a serene environment yet only a short distance to Routes 495 and 90 and the shops and restaurants nearby.

Listing Status:

Active

Date Added:

September 9, 2026

Data Last Updated:

September 13, 2026 at 7:07PM

Listing Office:

Redfin Corp. : 617-340-7803

Listing Agent:

Michael Stein : 508-667-1407

MLS ID:

73574514

Interior

• General: SliderLighting - OverheadBathroom - FullBathroom - Double Vanity/SinkBathroom - With Shower StallCloset/Cabinets - Custom BuiltHome OfficeWine CellarBathroom
• Appliances: Water HeaterRangeDishwasherMicrowaveRefrigeratorPlumbed For Ice Maker
• Laundry: Flooring - Stone/Ceramic TileMain LevelLighting - OverheadFirst FloorElectric Dryer HookupWasher Hookup
• Basement: FullPartially FinishedInterior Entry
• Flooring: TileCarpetHardwoodFlooring - HardwoodFlooring - Stone/Ceramic Tile
• A/C: Central Air
• Heating: BaseboardOil
• Fireplace: Family RoomFireplaceFireplaces: 1
• Eco/Green Feature: ThermostatOther (See Remarks)

Exterior

• General: Porch - ScreenedDeck - CompositePatioProfessional LandscapingDecorative LightingGazeboGardenStone WallOtherGazebo
• Style: Contemporary
• Parking: UnderHeated GaragePaved DriveOff StreetPavedParking spaces: 8

Construction

• Roofing: Shingle
• Windows: Insulated Windows
• General: FrameConcrete PerimeterIrregular

Location

• Road/Access: Public
• Originating MLS: MLS Property Information Network
• County: Worcester

Lot

• Zoning: 5M:022 L:0421716664

Utilities

• Utilities: for Electric Rangefor Electric Ovenfor Electric DryerWasher HookupIcemaker Connection200+ Amp Service
• Water: Private
• Sewer: Private Sewer

Financial

• Source: MLS Property Information Network
• Exclusions: Washer/Dryer Negotiable