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If you have been looking for a new place to call "home" then welcome to 27 Dairy Dr in Upton. This beautifully appointed 4-bedroom, 3.5-bath home, with 4,116 sq/ft of exceptional space, thoughtful details, and a private backyard oasis is the one you have been waiting for. The main level features a first-floor office, chef’s kitchen with a large island, a formal dining room, living room with soaring ceiling and loads of natural light, elegant crown moldings, and beautiful architectural details. The second-floor features a spacious primary en suite along with 3 other generous size bedrooms and 2 full baths that offers a flexible layout perfect for multi-generational living, plus the laundry room adds everyday convenience. The finished basement provides versatile space for entertaining with a wet bar and media room area perfect for gaming, recreation and hobbies. Outside, enjoy an inground heated saltwater pool, hot tub and a private setting ideal for relaxing or entertaining. Additional highlights include a 3-car garage, 2 year old central heating and A/C system, and a new hot water tank installed in 2024. With scenic views out the front and tranquility in the private back yard this is truly an inviting home with space, comfort, and style throughout nestled in the amazing town of Upton and all it has to offer. Great commuter location with close proximity to 495 and the MA Pike, highly regarded school systems, and local amenities such as, award winning Shining Rock Golf Club, Kiwanis Beach and much more. Schedule your appointment today to start making your new memories.

More Info

Basic Information

  • Bedrooms4
  • Mls StatusActive
  • Bathroom4
  • Lot Features Wooded
  • Parcel Number M:0019 L:092.15,4528407
  • Road Frontage DescriptionPaved

Tax Information

  • Tax Assessed Value $960,000
  • Tax Year 2026
  • Taxes$12,557

School Information

  • High School Nipmuc Regional High
  • Elementary SchoolMemorial School
  • Junior HighMiscoe Hill School

Parking

  • Parking Spaces9
  • Covered Spaces 3
  • Garage YN Yes
  • Open Parking YN Yes
  • Parking Features
    • Attached
    • Garage Door Opener
    • Garage Faces Side
    • Insulated
    • Off Street
    • Paved
    • Paved Drive
    • Storage
    • Workshop in Garage

Rooms

  • Bathroom 1 Main, First,5.5 x 5.083333333
  • Bathroom 2 Second,13.083333333 x 13.75
  • Bathroom 3 Second,12 x 5.166666666
  • Bathrooms Total Decimal 3.5
  • Bedroom 2 Second,16 x 13
  • Bedroom 3 Second,18.75 x 17.333333333
  • Bedroom 4 Second,16.333333333 x 12.166666666
  • Dining Room Main, First,14.416666666 x 13.583333333
  • Family Room Main, First,12.666666666 x 13.75
  • Full Bath3
  • Half Baths1
  • Kitchen Main, First,24.583333333 x 14.75
  • Living Room Main, First,19.083333333 x 17.5
  • Main Level Bathrooms 1
  • Master Bedroom Second,29
  • Office Main,11.75 x 11.666666666

Basic Information

  • List Price$1,175,000
  • MLS Number73587562
  • Modification Date10/13/2026
  • Property SubTypeSingle Family Residence
  • Virtual TourView Tour

Location

  • Address27 Dairy Drive
  • Building Number27
  • CountyWorcester
  • StateMA
  • StreetDairy Drive
  • TownUpton
  • Zip01568

Building

  • Attached Garage YN Yes
  • BasementFull, Partially Finished, Interior Entry, Garage Access
  • Building Area Units Square Feet
  • Construction Materials Frame
  • Door Features French Doors, Insulated Doors
  • FireplaceYes
  • Fireplace Features Living Room
  • Fireplaces Total 1
  • FoundationConcrete Perimeter
  • Garage Spaces3
  • Patio And Porch Features Patio
  • Property StyleColonial
  • Rooms15
  • Utilities
    • For Electric Dryer
    • For Electric Oven
    • For Gas Range
    • Generator Connection
    • Icemaker Connection
    • Washer Hookup
  • Window Features Insulated Windows, Screens
  • Year Built2004
  • Year Built Details Actual
  • Year Built Source Public Records

Property

  • Acreage1.25

Interior

  • Flooring
    • Carpet
    • Flooring - Hardwood
    • Flooring - Stone/Ceramic Tile
    • Flooring - Wall to Wall Carpet
    • Hardwood
    • Tile
  • Interior Features
    • Bathroom
    • Bathroom - Full
    • Bathroom - With Tub & Shower
    • Cathedral Ceiling(s)
    • Central Vacuum
    • Chair Rail
    • Closet
    • Crown Molding
    • Foyer
    • Game Room
    • Home Office
    • Lighting - Overhead
    • Lighting - Pendant
    • Media Room
    • Recessed Lighting
    • Wainscoting
    • Walk-up Attic
    • Wet Bar
    • Wet bar

Exterior

  • Exterior Features
    • Hot Tub/Spa
    • Patio
    • Pool - Inground Heated
    • Professional Landscaping
    • Rain Gutters
    • Screens
    • Sprinkler System
    • Stone Wall
  • RoofShingle

Utilities

  • Cooling Central Air
  • Cooling YN Yes
  • Electric 200+ Amp Service, Generator Connection
  • Heat SystemYes
  • Heating Forced Air, Natural Gas
  • Sewer Private Sewer
  • Water Source Public

Property Information

  • Square Feet4,116
  • Building Area Source Public Records
  • Living Area 4,116
  • Lot Size Square Feet 54,624
  • Lot Size Units Acres
  • Road Responsibility Public Maintained Road
  • Spa YN Yes

Amenities

  • Amenities
    • Conservation Area
    • Golf
    • Laundromat
    • Medical Facility
    • Park
    • Sidewalks
    • Stable(s)
    • Walk/Jog Trails
  • Appliances IncludedGas Water Heater, Water Heater, Oven, Dishwasher, Range, Refrigerator, Range Hood, Plumbed For Ice Maker
  • Green Energy Efficient Thermostat
  • Pool Features Pool - Inground Heated
  • Pool Private YN Yes
  • Security Features Security System

Water Body

  • Waterfront Features Lake/Pond, Beach Ownership(Public)

Other

  • Association Fee $125
  • Association Fee Frequency Annually
  • Association YN Yes
  • Date Listed10/07/2026
  • Farm Land Area Units Square Feet
  • Spa Features Private
  • View Count2

Map Location

Driving Directions

Listed by Sean Terrell of Redfin Corp.

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