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$1,175,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 4,116 Sq. Ft.
  • 1.25 Acres
  • 3 Car Garage
  • Updated 2 hours ago

Next open house:

Open House: 11:00 AM - 1:00 PM

Sunday 10/11 11:00 AM - 1:00 PM

27 Dairy Dr,Upton, MA 01568

27 Dairy DrUptonMA01568

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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.

Full Property Details for 27 Dairy Dr

General

  • Price: $1,175,000
  • HOA FEE: $10/month
  • Taxes: $12,557 (2026)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73587562
  • Updated: Today (10/7/2026)
  • Added to Site: Today

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Bathroom 1: 5.50 x 5.08, Main, First
  • Bathroom 2: 13.08 x 13.75, Second
  • Bathroom 3: 12.00 x 5.17, Second

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: 29.00 x 14.67, Second
  • Bedroom 2: 16.00 x 13.00, Second
  • Bedroom 3: 18.75 x 17.33, Second
  • Bedroom 4: 16.33 x 12.17, Second

Other Rooms

  • Living Room: 19.08 x 17.50, Main, First
  • Family Room: 12.67 x 13.75, Main, First
  • Kitchen: 24.58 x 14.75, Main, First
  • Dining Room: 14.42 x 13.58, Main, First
  • Office: 11.75 x 11.67, Main

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Parking Features: Attached, Garage Door Opener, Storage, Workshop in Garage, Garage Faces Side, Insulated, Paved Drive, Off Street, Paved

Location

  • County: Worcester

Structural Information

  • Architectural Style: Colonial
  • Basement: Yes
  • Square Feet: 4,116
  • Year Built: 2004

Lot Features

  • Lot Size (Acres): 1.25

Financial Considerations

  • Association Fee: $125
  • Tax Amount: $12,557
  • Tax Year: 2026

Disclosures and Reports

  • Disclosures/Rstr.: Buyer and Buyer's Agent to verify all information and perform their own due diligence. Hot tub is in as is condition. Pool table will be left as a gift for the buyer.
  • Property ID: M:0019 L:092.15, 4528407

Listed by Redfin Corp., Sean Terrell

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Listing agent

— 27 Dairy Dr —

  • Sean Terrell

    Redfin Corp.

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 27 Dairy Dr

School District:Mendon-Upton School District
NameGradesDistance
Memorial School, Upton, MA
69 Main Street, Upton, MA 01568
PK-41.6 mi
Miscoe Hill School
148 North Avenue, Mendon, MA 01756
5-84.6 mi
Nipmuc Regional High School
90 Pleasant Street, Upton, MA 01568
9-121.7 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 27 Dairy Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/07/2026
Listed
$1,175,000
67.12%
MLS
7/29/2005
Sold
$703,080
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 27 Dairy Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$12,448
2%
$946,600
6%
2024
$12,241
37%
$894,800
39%
2023
$8,905
-17%
$642,000
1%
2022
$10,703
-2%
$638,200
-3%
2021
$10,901
-3%
$656,700
1%
2020
$11,221
-1%
$651,600
-1%
2019
$11,336
—
$654,900
-1%
2018
$11,377
-1%
$660,300
5%
2017
$11,452
1%
$630,600
4%
2016
$11,284
10%
$608,000
—
2015
$10,302
—
$607,800
—
2014
$10,272
—
$606,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Redfin Corp., Sean Terrell

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27 Dairy Dr, Upton, MA 01568 (MLS# 73587562) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 27 Dairy Dr is currently listed for $1,175,000 and was received on October 07, 2026. Want to learn more about 27 Dairy Dr? Do you have questions about finding other Single Family real estate for sale in Upton? You can browse all Upton real estate or contact a Coldwell Banker agent to request more information.

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