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27 Dairy DrUpton, MA 01568

For Sale

$1,175,000

Smart Buyer Rebate $5,875

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.

Listed by Sean Terrell

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Redfin Corp.

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7746966402

Last updated October 13, 2026

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Source: MLSPin #73587562

Listing Facts

  • TypeSingle-family
  • NeighborhoodSouth Grafton
  • Bedrooms4
  • Bathrooms4
  • Days on Prevu24
  • HOA/Maint. Fees$125/annual
  • Taxes$12,557/year
  • Size4,116 sqft
  • Price per sqft$285

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Air Conditioning
  • Parking
  • Swimming Pool

Location

Mortgage Calculator

Listing History

10/07/2026
Listed by Redfin Corp.
$1,175,000
  1. 10/07/2026$1,175,000
    Listed by Redfin Corp.

Property Details for 27 Dairy Dr

Association

Amenities

  • Community Features: Park, Stable(s), Golf, Sidewalks

Fees

  • Association Fee: $125.00 Annually

Exterior

Construction

  • Roof: Shingle
  • Window Features: Insulated Windows, Screens
  • Year Built: 2004
  • Year Built Details: Actual
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Rain Gutters

Features

  • Fencing: Stone
  • Patio And Porch Features: Patio
  • Pool Features: In Ground, Heated, Private
  • Pool Private: Yes

Measurements

  • Building Area Total: 4,116
  • Building Area Units: Square Feet
  • Lot Features: Wooded, Landscaped
  • Lot Size Acres: 1.25
  • Lot Size Area: 1
  • Lot Size Square Feet: 54,624
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:0019 L:092.15,4528407
  • Tax Annual Amount: $12,557.00
  • Tax Assessed Value: $960,000.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Gas Water Heater, Water Heater, Oven, Dishwasher, Range, Refrigerator, Range Hood, Plumbed For Ice Maker
  • Fireplace Features: Living Room
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Flooring: Tile, Carpet, Hardwood
  • Interior Features: Entrance Foyer, Recessed Lighting, Wet Bar, Crown Molding, Cathedral Ceiling(s), Central Vacuum, Walk-In Closet(s), Ceiling Fan(s), Vaulted Ceiling(s)
  • Spa Features: Private
  • Spa: Yes

Measurements

  • Living Area: 4,116
  • 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: 15

Other

Environmental

  • Green Energy Efficient: Thermostat

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 3
  • Garage Spaces: 3
  • Garage: Yes
  • Open Parking Spaces: 6
  • Open Parking: Yes
  • Parking Features: Paved, Attached, Garage Door Opener, Storage, Workshop In Garage, Garage Faces Side, Off Street, Garage
  • Parking Total: 9

Schools

Elementary School

  • Elementary School: Memorial School

High School

  • High School: Nipmuc Regional High

Middle or Junior School

  • Middle Or Junior School: Miscoe Hill School

Utilities

Equipment

  • Cooling: Central Air, Zoned
  • Has Cooling: Yes
  • Electric: 200+ Amp Service
  • Heating: Natural Gas, Forced Air, Zoned
  • Has Heating: Yes
  • Laundry Features: Electric Dryer Hookup, Washer Hookup
  • Sewer: Private Sewer
  • Water Source: Public

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 27 Dairy Dr.

What schools are nearby to 27 Dairy Dr?

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

Does this single-family home have parking?

Yes, there are 3 parking spaces available for 27 Dairy Dr.

What are the annual taxes for 27 Dairy Dr?

Annual taxes for this single-family home are estimated at $12,557.

How does 27 Dairy Dr compare to other single-family homes in South Grafton?

This single-family home is listed 39% above the average price for single-family homes in South Grafton and has been on the market for 68 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 4,116 sqft.

27 Dairy Dr is a 4-bedroom, 4-bath single-family home for sale in Upton MA 01568. On Prevu for 24 days at $1,175,000. This home features 4,116 square feet of living space, located in South Grafton. The median listing price for single-family homes in this area is $619,000. Nearby schools include Memorial School Elementary School, Miscoe Hill School Middle School, and Nipmuc Regional High. Property amenities include private outdoor space, dishwasher, air conditioning, parking, and swimming pool. Browse more single-family home listings in Worcester County.

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.