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For sale
  • $1,175,000

    27 Dairy Dr, Upton, MA 01568

    4beds
    4,116sqft
    : 
    $8,026/mo
    Get pre-qualified
    Single Family Residence
    Built in 2004
    1.25 Acres Lot
    $1,152,300 Zestimate®
    $285/sqft
    $10/mo HOA

    What's special

    Beautiful architectural detailsHot tubPrivate backyard oasisFormal dining roomFirst-floor officeInground heated saltwater poolSpacious primary en suite
    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.
    2 days
    254
    37

    Zillow last checked:

    Listing updated:

    Listed by:

    Sean Terrell 774-696-6402,

    Redfin Corp. 617-340-7803

    Source: MLS PIN,MLS#: 73587562

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      • Main level bathrooms: 1
      Primary bedroom
      • Features: Bathroom - Full, Ceiling Fan(s), Walk-In Closet(s), Flooring - Wall to Wall Carpet, Recessed Lighting, Lighting - Overhead, Crown Molding
      • Level: Second
      • Area: 425.33
      • Dimensions: 29 x 14.67
      Bedroom 2
      • Features: Bathroom - Full, Ceiling Fan(s), Closet, Flooring - Wall to Wall Carpet, Lighting - Overhead
      • Level: Second
      • Area: 208
      • Dimensions: 16 x 13
      Bedroom 3
      • Features: Bathroom - Full, Ceiling Fan(s), Vaulted Ceiling(s), Closet, Flooring - Wall to Wall Carpet, Recessed Lighting, Lighting - Overhead, Closet - Double
      • Level: Second
      • Area: 325
      • Dimensions: 18.75 x 17.33
      Bedroom 4
      • Features: Bathroom - Full, Ceiling Fan(s), Closet, Flooring - Wall to Wall Carpet, Lighting - Overhead
      • Level: Second
      • Area: 198.72
      • Dimensions: 16.33 x 12.17
      Primary bathroom
      • Features: Yes
      Bathroom 1
      • Features: Bathroom - Half, Flooring - Hardwood, Lighting - Overhead, Pedestal Sink
      • Level: Main,First
      • Area: 27.96
      • Dimensions: 5.5 x 5.08
      Bathroom 2
      • Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - With Shower Stall, Closet - Linen, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Jacuzzi / Whirlpool Soaking Tub
      • Level: Second
      • Area: 179.9
      • Dimensions: 13.08 x 13.75
      Bathroom 3
      • Features: Bathroom - Full, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile, Lighting - Overhead
      • Level: Second
      • Area: 62
      • Dimensions: 12 x 5.17
      Dining room
      • Features: Flooring - Hardwood, Chair Rail, Wainscoting, Lighting - Pendant, Crown Molding
      • Level: Main,First
      • Area: 195.83
      • Dimensions: 14.42 x 13.58
      Family room
      • Features: Flooring - Hardwood, Chair Rail, Wainscoting, Crown Molding
      • Level: Main,First
      • Area: 174.17
      • Dimensions: 12.67 x 13.75
      Kitchen
      • Features: Flooring - Hardwood, Dining Area, Countertops - Stone/Granite/Solid, Kitchen Island, Breakfast Bar / Nook, Exterior Access, Recessed Lighting, Slider, Stainless Steel Appliances, Gas Stove, Lighting - Pendant, Crown Molding
      • Level: Main,First
      • Area: 362.6
      • Dimensions: 24.58 x 14.75
      Living room
      • Features: Ceiling Fan(s), Vaulted Ceiling(s), Flooring - Wall to Wall Carpet, Balcony - Interior, Lighting - Sconce, Crown Molding
      • Level: Main,First
      • Area: 333.96
      • Dimensions: 19.08 x 17.5
      Office
      • Features: Flooring - Hardwood, French Doors, Crown Molding
      • Level: Main
      • Area: 137.08
      • Dimensions: 11.75 x 11.67
      Heating
      • Forced Air, Natural Gas
      Cooling
      • Central Air
      Appliances
      • Included: Gas Water Heater, Water Heater, Oven, Dishwasher, Range, Refrigerator, Range Hood, Plumbed For Ice Maker
      • Laundry: Closet/Cabinets - Custom Built, Flooring - Stone/Ceramic Tile, Lighting - Overhead, Second Floor, Electric Dryer Hookup, Washer Hookup
      Features
      • Recessed Lighting, Closet, Wet bar, Crown Molding, Cathedral Ceiling(s), Chair Rail, Wainscoting, Lighting - Pendant, Bathroom - Full, Bathroom - With Tub & Shower, Lighting - Overhead, Media Room, Game Room, Home Office, Foyer, Bathroom, Central Vacuum, Wet Bar, Walk-up Attic
      • Flooring: Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
      • Doors: French Doors, Insulated Doors
      • Windows: Insulated Windows, Screens
      • Basement: Full,Partially Finished,Interior Entry,Garage Access
      • Number of fireplaces: 1
      • Fireplace features: Living Room
      Interior area
      • Total structure area: 4,116
      • Total interior livable area: 4,116 sqft
      • Finished area above ground: 3,300
      • Finished area below ground: 816
      Video & virtual tour

      Property

      Parking
      • Total spaces: 9
      • Parking features: Attached, Garage Door Opener, Storage, Workshop in Garage, Garage Faces Side, Insulated, Paved Drive, Off Street, Paved
      • Attached garage spaces: 3
      • Uncovered spaces: 6
      Features
      • Patio & porch: Patio
      • Exterior features: Patio, Pool - Inground Heated, Rain Gutters, Hot Tub/Spa, Professional Landscaping, Sprinkler System, Screens, Stone Wall
      • Has private pool: Yes
      • Pool features: Pool - Inground Heated
      • Has spa: Yes
      • Spa features: Private
      • Waterfront features: Lake/Pond, Beach Ownership(Public)
      Lot
      • Size: 1.25 Acres
      • Features: Wooded
      Details
      • Parcel number: M:0019 L:092.15,4528407
      • Zoning: 3

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Foundation: Concrete Perimeter
      • Roof: Shingle
      Condition
      • Year built: 2004

      Utilities & green energy

      • Electric: 200+ Amp Service, Generator Connection
      • Sewer: Private Sewer
      • Water: Public
      • Utilities for property: for Gas Range, for Electric Oven, for Electric Dryer, Washer Hookup, Icemaker Connection, Generator Connection
      Green energy
      • Energy efficient items: Thermostat

      Community & HOA

      Community
      • Features: Park, Walk/Jog Trails, Stable(s), Golf, Medical Facility, Laundromat, Conservation Area, Sidewalks
      • Security: Security System
      HOA
      • Has HOA: Yes
      • HOA fee: $125 annually
      Location
      • Region: Upton

      Financial & listing details

      • Price per square foot: $285/sqft
      • Tax assessed value: $960,000
      • Annual tax amount: $12,557
      • Date on market: 10/7/2026
      • Road surface type: Paved

        Estimated market value

        $1,152,300

        $1.09M - $1.21M

        $5,336/mo

        Price history

        DateEventPrice
        10/7/2026Listed for sale$1,175,000+67.1%$285/sqft
        Source: MLS PIN #73587562 Report a problem
        7/29/2005Sold$703,080$171/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$12,448 +1.7%$946,600 +5.8%
        2024$12,241 +37.5%$894,800 +39.4%
        2023$8,905 -16.8%$642,000 +0.6%
        2022$10,703 -1.8%$638,200 -2.8%
        2021$10,901 -2.9%$656,700 +0.8%
        2020$11,221 -1%$651,600 -0.5%
        2019$11,336 -0.4%$654,900 -0.8%
        2018$11,377 -0.7%$660,300 +4.7%
        2017$11,452 +1.5%$630,600 +3.7%
        2016$11,284 $608,000
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 01568

        Getting around

        5 / 100
        Car-Dependent
        13 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Memorial School
        • Middle: Miscoe Hill School
        • High: Nipmuc Regional High

        Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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