66 Glenview St, Upton, MA 01568
Property image
Property image
FOR SALE
3D VIEW
2 ACRES

$1,340,000

  • 5 Beds
  • 3.5 Baths
  • 4,498 sqft (on 2 acres)

66 Glenview St, Upton, MA 01568

Est. Mortgage $8,234/mo*
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Home Highlights

Single-Family Home
Built in 2003
2 acre lot
$298/sqft
3 Car Garage

Local Information

  • Map ViewExplore the area around 66 Glenview St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Set amid park-like grounds with a private wooded backdrop, this expansive Upton home stands out for its generous living space, thoughtful updates and remarkable flexibility. Updated kitchens and baths throughout bring a fresh, polished feel to the home, while impressive architectural details begin in the soaring two-story foyer and continue into the dramatic family room, where a vaulted ceiling, fireplace and an extraordinary collection of windows fill the space with natural light and views of the surrounding landscape. At the center of the main level, the updated kitchen features quartz counters, extensive cabinetry, stainless appliances, gas/propane cooking and an oversized island. Its open connection to the breakfast area and family room creates an inviting gathering space, while the generous dining room provides plenty of room for larger occasions. A private office or library with built-in bookshelves offers a quiet, distinctive space away from the main gathering areas. The home's generous proportions continue upstairs, where the exceptionally spacious primary suite features two walk-in closets and a beautifully updated, spa-like private bath. Three additional bedrooms, another updated full bath and conveniently located laundry complete the bedroom level. One of the property's greatest advantages is the finished lower level. With its own updated kitchen, bedroom, full bath, living/guest space and recreation room, it offers an outstanding setup for multigenerational living or extended family, while also providing tremendous flexibility for recreation, guests, a home gym or additional living space. Outdoors, a heated inground pool with newer liner, expansive deck with pergola, raised garden beds, brick walkways, fire pit, flowering shrubs and perennials create a wonderful setting for summer gatherings and time at home. Tucked within mature landscaping and a wooded setting, the backyard feels like its own retreat while remaining convenient to Upton's town center, schools, recreation and major commuting routes. An oversized garage provides exceptional vehicle and storage space, while fully owned solar and a newer 5-bedroom septic system are significant improvements for the next owner.
Last check for updates: about 11 hours ago
Listing courtesy of Lisa Aron Williams, (617) 721-9094
Coldwell Banker Realty - Sudbury, (978) 443-9933
Source: MLS PIN, MLS#73562275
Also Listed on MLS PIN.

Home Details for 66 Glenview St

Interior Features

Interior Details
Basement: Full,Finished,Walk-Out Access,Interior Entry,Garage Access,Radon Remediation SystemNumber of Rooms: 13Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4498 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Electric Oven, for Electric Dryer, Washer Hookup, Icemaker ConnectionAppliances: Electric Water Heater, Dishwasher, Microwave, Range, Refrigerator, Stainless Steel Appliance(s), Plumbed For Ice MakerDishwasherLaundry: Flooring - Stone/Ceramic Tile,Attic Access,Electric Dryer Hookup,Lighting - Overhead,Sink,Second Floor,Washer HookupMicrowaveRefrigerator
Heating & Cooling
Heating: Central,Forced Air,FireplaceHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Number of Fireplaces: 2Has a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers, 200+ Amp Service
Windows, Doors, Floors & Walls
Window: Insulated WindowsDoor: Insulated DoorsFlooring: Wood, Tile, Carpet, Flooring - Stone/Ceramic Tile, Flooring - Hardwood, Flooring - Wall to Wall Carpet
Levels, Entrance, & Accessibility
Floors: Wood, Tile, Carpet, Flooring Stone Ceramic Tile, Flooring Hardwood, Flooring Wall To Wall Carpet
View
Has a ViewView: Scenic View(s)

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Deck, Deck - WoodFencing: Fenced/Enclosed, InvisibleExterior: Deck, Deck - Wood, Pool - Inground, Rain Gutters, Storage, Sprinkler System, Invisible Fence, Stone WallFoundation: Concrete PerimeterHas a Private PoolSprinkler System
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Open Parking Spaces: 6No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 9Parking: Attached,Paved Drive,Paved
Pool
Pool: In GroundPool
Frontage
Waterfront: Lake/Pond, Beach Ownership(Public)Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Private Sewer
Finished Area
Finished Area (above surface): 3628Finished Area (below surface): 870

Days on Market

Days on Market: 27

Property Information

Year Built
Year Built: 2003
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Not Included in Sale: Front Foyer Chandelier Is Excluded And Wash/Dryer Is NegotiableParcel Number: M:026 L:007.02, 1718569

Price & Status

Price
List Price: $1,340,000Price Per Sqft: $298

Active Status

MLS Status: Active

Media

Location

Direction & Address
City: Upton
School Information
Elementary School: MemorialJr High / Middle School: Miscoe Hill MiddleHigh School: Nipmuc Regional High School

Agent Information

Listing Agent
Listing ID: 73562275

Building

Building Area
Building Area: 4498 Square Feet

Community

Community Features: Park, Walk/Jog Trails, Stable(s), Medical Facility, Bike Path, Highway Access, Public SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 2 Acres

Energy

Energy Efficiency Features: Thermostat

Miscellaneous

BasementMls Number: 73562275Power Production Type Annual: 12803Power Production Type Annual Status: EstimatedPower Production Type Size: 13Power Production Type Year Install: 2014Above Grade Unfinished Area: 3628

Additional Information

ParkWalk/Jog TrailsStable(s)Medical FacilityBike PathHighway AccessPublic School

Around this home

What Locals Say about Upton

At least 28 Trulia users voted on each feature.

  • 94 % Say car is needed

  • 88 % Say parking is easy

  • 83 % Say yards are well-kept

  • 75 % Say it's dog friendly

  • 73 % Say people would walk alone at night

  • 71 % Say there's wildlife

  • 68 % Say they plan to stay for at least 5 years

  • 67 % Say there's holiday spirit

  • 66 % Say it's quiet

  • 60 % Say neighbors are friendly

  • 59 % Say kids play outside

  • 48 % Say there are sidewalks

  • 30 % Say there are community events

  • 25 % Say streets are well-lit

  • 17 % Say it's walkable to restaurants

  • 13 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Fernando M.
    "I've lived in Upton now for almost a Decade and it's an amazing town. The community is amazing, people are respectful, lots of community events, lots of recreational areas from Kiwanis beach, Upton State Park, Peppercorn Hill Conservation Area and other location, the schools are excellent, teachers care about the students, great academic and athletic departments. Upton truly is a place you can raise a family and feel safe."
    0
    Flag
  • Kristy G. B.
    "Must leave early to get to Boston or Boston area. Early is 6:30 or leave after 9 am. There is a lot of traffic going East, but is going on the other direction not as bad. There is not a lot of traffic on the town, but on the boarders of all surrounding towns there is traffic at peak hours."
    7
    Flag
  • Kristy G. B.
    "We’ve lived here for 9 years and everyone is very friendly and looks out for each other, yet you maintain your privacy. It’s a great sense of community with lots of young families."
    1
    Flag
  • Bapalladini
    "it's a nice area. my dad loves it here. nice neighborhood, good community. old time feel to the area. plenty of hiking, parks etc. good schools, overall great "
    2
    Flag
  • Kristy G. B.
    "Safe, tight knit community where everyone is looking out for each other. The community is growing and young families are moving in. It definitely has a small town feel. "
    2
    Flag
  • Lily G.
    "plenty of parks to walk dogs. big yards and land for dogs to play and have space. close to tuffs animal hospital. "
    1
    Flag
  • Paola W. O.
    "Tons of areas to walk dogs. You just have to be careful with wild animals that could attack your dogs at night. "
    2
    Flag
  • Acmalzone
    "Small, friendly neighborhood town. Great neighbors. Awesome school system. Safe town. No chain stores or chain restaurants. All Ma & Pop shops and family owned restaurants."
    2
    Flag
  • annacollari
    "I have lived here for 2 years and it has already topped all the 10 other places i lived in, it is very clean, and my kids get a great education at the two high schools and one elementary school. All the people here are so nice and friendly. There are loads of places to walk and hang out, and it is great for kids, there is one park and baseball field, and there is another public park at the Elementary school. Upton is a Great place to live!"
    0
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  • Petersonk17
    "I live here since I was born and I think it is a wonderful neighborhood to live in. Lots of kids live around so it is good for families with children."
    0
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Market trends in Upton

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
41
4MoM

Home Value

Trulia Estimate
$1.31M
Since last month
Decreased$37K (-2.8%)
Since last year
Increased$45K (+3.5%)
Since last sale
Increased$711K (+118.5%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +108% in the last 10 years
MonthEstimated value
2026
September 2026$1.31M
August 2026$1.34M
July 2026$1.35M
June 2026$1.36M
May 2026$1.32M
April 2026$1.32M
March 2026$1.3M
February 2026$1.27M
January 2026$1.22M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
72 Glenview St, Upton, MA
0.13
Single-Family Home
$1,500,000
06/18/26
4
6
5,476
1 Tyler Rd, Upton, MA
0.49
Single-Family Home
$800,000
12/16/25
4
4
3,406
47 Fiske Mill Rd, Upton, MA
0.63
Single-Family Home
$1,160,000
11/24/25
4
2.5
4,514
6 Wood St, Upton, MA
0.49
Single-Family Home
$1,090,000
08/31/26
4
2.5
3,260
127 Glenview St, Upton, MA
0.51
Single-Family Home
$560,000
01/21/26
3
3
1,711
30 Pearl St, Upton, MA
0.78
Single-Family Home
$680,000
08/31/26
4
2.5
2,324
68 Pearl St, Upton, MA
0.62
Single-Family Home
$900,000
05/21/26
4
3.5
2,472
6 Field Pond Rd, Milford, MA
1.11
Single-Family Home
$825,000
05/21/26
4
3
3,156
78 Milford St, Upton, MA
0.78
Single-Family Home
$832,000
04/29/26
4
2.5
2,656
36 Brooks St, Upton, MA
1.14
Single-Family Home
$800,000
06/18/26
4
3
2,598

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
68 Glenview St, Upton, MA 01568
0.00
$1,207,800
4
2.5
4,875
Off Market
72 Glenview St, Upton, MA 01568
0.13
$1,500,000
4
6
5,476
Recently Sold
30 Glenview St, Upton, MA 01568
0.25
$696,400
3
2.5
2,127
Off Market
90 Glenview St, Upton, MA 01568
0.25
$674,500
4
2
2,534
For Sale
95 Glenview St, Upton, MA 01568
0.26
$843,500
3
3
1,849
Off Market
77 Prospect St, Upton, MA 01568
0.43
$669,200
2
1
1,184
Off Market
1 Tyler Rd, Upton, MA 01568
0.49
$800,000
4
4
3,406
Recently Sold
6 Wood St, Upton, MA 01568
0.49
$1,090,000
4
2.5
3,260
Recently Sold
127 Glenview St, Upton, MA 01568
0.51
$560,000
3
3
1,711
Recently Sold
68 Pearl St, Upton, MA 01568
0.62
$900,000
4
3.5
2,472
Recently Sold
47 Fiske Mill Rd, Upton, MA 01568
0.63
$1,160,000
4
2.5
4,514
Recently Sold

Price and Tax history

DateEventPrice
Aug 12, 2026
Source: MLS PIN #73562275
Listed For Sale
$1,340,000
Aug 29, 2022
Source: RE/MAX International
ListingRemoved
Jun 8, 2022
Source: MLS PIN #72994275
Listed For Sale
$1,200,000
Aug 19, 2004
Source: N/A
Sold
$599,875

LGBTQ Local Legal Protections

Lisa Aron Williams, Coldwell Banker Realty - Sudbury, (978) 443-9933
Agent Phone: (617) 721-9094
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.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

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Frequently asked questions about 66 Glenview St

  • What is the estimated monthly payment for 66 Glenview St?
    Based on a $1,340,000 list price with 20% down at today's rates, the estimated monthly payment for 66 Glenview St in Upton, MA is approximately $8,518 (about $7,081 principal & interest, $1,362 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • What do residents say about Upton?
    Residents describe Upton, MA as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See homes for sale in Upton, MA.
  • What are the closest schools to 66 Glenview St?
    The closest schools to 66 Glenview St in Upton, MA are Memorial School (Pre-K/Elementary, rated 9/10), Miscoe Hill School (Elementary/Middle, rated 7/10), Nipmuc Regional High School (rated 6/10).
  • What is 66 Glenview St estimated to be worth?
    Trulia's estimated value for 66 Glenview St in Upton, MA is $1,311,000.
  • Does 66 Glenview St have air conditioning?
    Yes, 66 Glenview St in Upton, MA has air conditioning.
  • Does 66 Glenview St have a pool?
    Yes, 66 Glenview St in Upton, MA has a pool.
66 Glenview St, Upton, MA 01568 is a 5 bedroom, 4 bathroom, 4,498 sqft single-family home built in 2003. This property is currently available for sale and was listed by MLS PIN on Aug 12, 2026. The MLS # for this home is MLS# 73562275.