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165 East StUpton, MA 01568

For Sale

$1,079,000

Smart Buyer Rebate $5,395

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.

Last updated September 13, 2026

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Source: MLSPin #73574514

Listing Facts

  • TypeSingle-family
  • NeighborhoodHopkinton
  • Bedrooms4
  • Bathrooms4
  • Days on Prevu6
  • Taxes$10,770/year
  • Size3,350 sqft
  • Price per sqft$322

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Air Conditioning
  • Parking

Location

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Listing History

09/09/2026
Listed by
$1,079,000
  1. 09/09/2026$1,079,000
    Listed by

Property Details for 165 East St

Exterior

Construction

  • Roof: Shingle
  • Window Features: Insulated Windows
  • Year Built: 1986
  • Year Built Details: Actual
  • Architectural Style: Contemporary
  • Construction Materials: Frame
  • Exterior Features: Garden, Other, Lighting

Features

  • Fencing: Stone
  • Other Structures: Gazebo
  • Patio And Porch Features: Screened, Patio, Deck, Porch

Measurements

  • Building Area Total: 3,350
  • Building Area Units: Square Feet
  • Lot Features: Wooded, Gentle Sloping, Landscaped
  • Lot Size Acres: 3.50
  • Lot Size Area: 3
  • Lot Size Square Feet: 152,460
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:022 L:042,1716664
  • Tax Annual Amount: $10,770.00
  • Tax Assessed Value: $819,000.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Water Heater, Range, Dishwasher, Microwave, Refrigerator, Plumbed For Ice Maker
  • Fireplace Features: Family Room
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Flooring: Tile, Carpet, Hardwood
  • Interior Features: Pantry, Walk-In Closet(s), Vaulted Ceiling(s), Ceiling Fan(s), Recessed Lighting

Measurements

  • Living Area: 3,350
  • Living Area Source: Public Records

Rooms

  • Basement: Full, Partially Finished, Interior Entry
  • Has Basement: Yes
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 4
  • Main Level Bathrooms: 1
  • Rooms Total: 9

Other

Environmental

  • Green Energy Efficient: Thermostat

General

  • Exclusions: Washer/Dryer Negotiable

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking Spaces: 6
  • Open Parking: Yes
  • Parking Features: Paved, Heated Garage, Off Street, Attached, Garage
  • Parking Total: 8

Schools

Elementary School

  • Elementary School: Memorial

High School

  • High School: Nipmuc Regional

Middle or Junior School

  • Middle Or Junior School: Miscoe Hill

Utilities

Equipment

  • Cooling: Central Air, Zoned
  • Has Cooling: Yes
  • Electric: 200+ Amp Service
  • Heating: Baseboard, Oil, Zoned
  • Has Heating: Yes
  • Laundry Features: Main Level, Electric Dryer Hookup, Washer Hookup
  • Sewer: Private Sewer
  • Water Source: Private

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 4 bathrooms in this single-family home at 165 East St.

What schools are nearby to 165 East St?

Nearby schools include the Memorial Elementary School, Miscoe Hill Middle School, and Nipmuc Regional High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 165 East St.

What are the annual taxes for 165 East St?

Annual taxes for this single-family home are estimated at $10,770.

How does 165 East St compare to other single-family homes in Hopkinton?

This single-family home is listed 42% below the average price for single-family homes in Hopkinton and has been on the market for 59 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 3,350 sqft.

165 East St is a 4-bedroom, 4-bath single-family home for sale in Upton MA 01568. Listed on Prevu for 6 days at $1,079,000. This residence features 3,350 square feet of living space, located in Hopkinton. The median listing price for single-family homes in this area is $1,399,000. Nearby schools include Memorial Elementary School, Miscoe Hill Middle School, and Nipmuc Regional High School. The home offers private outdoor space, dishwasher, air conditioning, and parking. View other single-family home listings in Massachusetts.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.