$1,175,000
27 Dairy Dr
Upton, MA, 01568
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.
Property Details
Price:
$1,175,000
MLS #:
73587562
Status:
Active
Beds:
4
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Oct 7, 2026
Finished Sq Ft:
4,116
Total Sq Ft:
4,116
Lot Size:
54,624 sqft / 1.25 acres (approx)
Year Built:
2004
Schools
Elementary School:
Memorial School
Middle School:
Miscoe Hill School
High School:
Nipmuc Regional High
Interior
Above Grade Finished Area
3300
Appliances
Gas Water Heater, Water Heater, Oven, Dishwasher, Range, Refrigerator, Range Hood, Plumbed For Ice Maker
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Below Grade Finished Area
816
Cooling
Central Air
Fireplaces Total
1
Flooring
Tile, Carpet, Hardwood, Flooring – Wall to Wall Carpet, Flooring – Hardwood, Flooring – Stone/Ceramic Tile
Heating
Forced Air, Natural Gas
Interior 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
Laundry Features
Closet/Cabinets – Custom Built, Flooring – Stone/Ceramic Tile, Lighting – Overhead, Second Floor, Electric Dryer Hookup, Washer Hookup
Main Level Bathrooms
1
Exterior
Architectural Style
Colonial
Attached Garage YN
1
Community Features
Park, Walk/Jog Trails, Stable(s), Golf, Medical Facility, Laundromat, Conservation Area, Sidewalks
Construction Materials
Frame
Covered Spaces
3
Exterior Features
Patio, Pool – Inground Heated, Rain Gutters, Hot Tub/Spa, Professional Landscaping, Sprinkler System, Screens, Stone Wall
Garage Spaces
3
Green Energy Efficient
Thermostat
Lot Features
Wooded
Open Parking Spaces
6
Open Parking YN
1
Parking Features
Attached, Garage Door Opener, Storage, Workshop in Garage, Garage Faces Side, Insulated, Paved Drive, Off Street, Paved
Parking Spots
9
Parking Total
9
Patio And Porch Features
Patio
Roof
Shingle
Security Features
Security System
Spa Features
Private
Waterfront Features
Lake/Pond, Beach Ownership(Public)
Window Features
Insulated Windows, Screens
Financial
HOA Fee
$125
HOA Fee Frequency
Annually
Tax Year
2026
Taxes
$12,557
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Upton as of Oct 17, 2026
36
Single Family Listed
77
Avg DOM
311
Avg $ / SqFt
$923,669
Avg List Price
Community
- Address27 Dairy Dr Upton MA
- CityUpton
- CountyWorcester
- Zip Code01568
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Property Summary
- 27 Dairy Dr Upton MA is a Single Family for sale in Upton, MA, 01568. It is listed for $1,175,000 and features 4 beds, 4 baths, and has approximately 4,116 square feet of living space, and was originally constructed in 2004. The current price per square foot is $285. The average price per square foot for Single Family listings in Upton is $311. The average listing price for Single Family in Upton is $923,669. To schedule a showing of MLS#73587562 at 27 Dairy Dr in Upton, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of ERA Key Realty Services. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing 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 or leasing. 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 set forth herein.
27 Dairy Dr
Upton, MA