62 Chestnut St, Upton, MA 01568
Property image
Property image
OFF MARKET

62 Chestnut St
Upton, MA 01568

  • 4 Beds
  • 3.5 Baths
  • 3,877 sqft (on 2.07 acres)

$1,063,600

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $6,579/mo*

$1,063,600

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $6,579/mo*
4 Beds
3.5 Baths
3,877 sqft
(on 2.07 acres)

Home Value

Trulia Estimate
$1.06M
Since last month
Decreased$9K (-0.8%)
Since last year
Increased$48K (+4.7%)
Since last sale
Increased$71K (+7.1%)
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 +103% in the last 10 years
MonthEstimated value
2026
August 2026$1.07M
July 2026$1.08M
June 2026$1.08M
May 2026$1.07M
April 2026$1.07M
March 2026$1.06M
February 2026$1.04M
January 2026$1.02M
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
0.08
Single-Family Home
$635,000
08/14/26
3
1.5
1,638
1.06
Single-Family Home
$1,000,000
06/22/26
4
3.5
4,265
0.96
Single-Family Home
$925,000
08/22/25
4
2.5
2,856
0.73
Single-Family Home
$795,000
11/24/25
4
3
2,536
1.38
Single-Family Home
$1,050,000
09/25/25
4
3.5
4,178
1.26
Single-Family Home
$770,000
08/13/26
4
3
3,018
0.74
Single-Family Home
$600,000
12/12/25
3
2.5
1,732
1.19
Single-Family Home
$1,500,000
06/18/26
4
6
5,476
1.55
Single-Family Home
$825,000
05/21/26
4
3
3,156
1.53
Single-Family Home
$800,000
12/16/25
4
4
3,406

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
0.08
$635,000
3
1.5
1,638
Recently Sold
0.31
$931,700
3
2.5
3,120
Off Market
0.72
$709,200
4
2.5
2,002
Off Market
0.72
$999,900
6
3.5
3,162
Off Market
0.73
$795,000
4
3
2,536
Recently Sold
0.74
$600,000
3
2.5
1,732
Recently Sold
0.78
$783,200
4
3
2,582
Off Market
0.80
$487,500
3
1.5
1,320
Off Market
0.81
$694,200
3
2.5
1,732
Off Market
0.81
-
3
3.5
4,770
Off Market
0.83
$696,200
3
2.5
2,127
Off Market

Local Information

  • Map ViewExplore the area around 62 Chestnut St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1990
Lot Size
2.07 acres
Living Area
3,877 sqft
Price/Sqft
$274
Parking
2 Car Garage

About this House

The “Lion’s Den” is available! The former Osgood estate has been reimagined & restored to its elegant potential. A 90,000sq/ft lot W/contemporary 4 bed 3 ½ bath home designed for world class entertaining. A 18’ tall black marble gas fireplace anchors the living room. The kitchen boasts a Subzero fridge, a new DW, dbl oven, and gas cooktop. The 1st fl has a full bath, laundry, a skylighted family room W/ 2nd fireplace and office with mahogany-built ins. The 2nd fl has 3 beds, a full bath and a primary ensuite. The 20’x20’ primary has vaulted ceilings, 22’ walk-in closet, 2nd laundry, and Juliette balcony overlooking the “Lion’s Paw” garden W/ new WIFI irrigation. Open wet room primary bath with 2 rain heads, slipper tub, HTD Floors 7’ dbl sink vanity & flat scrn TV behind a 2-way mirror. An amazing walk out lower-level game rm and lounge W/ a 1/2 bath, exercise rm, storage rm,800 btl. wine cellar, and a 19’ zebra wood bar that has dbl sinks, Bosch DW, ice maker and fridge. A must see.
62 Chestnut St, Upton, MA 01568 is a 4 bedroom, 4 bathroom, 3,877 sqft single-family home built in 1990. It last sold for $997,000 on Nov 13, 2023 (1% above the $987,000 asking price). It is currently off market. The Trulia Estimate is $1,063,600, with a rent estimate of $5,226/month.

Home Details for 62 Chestnut St

Interior Features

Interior Details
Basement: Full,Finished,Walk-Out Access,Interior Entry,Sump Pump,Radon Remediation System,ConcreteNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room, OfficeWet Bar
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 3877 Square Feet
Appliances & Utilities
Utilities: for Electric Dryer, Washer Hookup, Icemaker ConnectionAppliances: Water Heater, Dishwasher, Trash Compactor, Refrigerator, Water Treatment, Vacuum System, Water Softener, Oven, Second Dishwasher, Stainless Steel Appliance(s), Plumbed For Ice MakerDishwasherLaundry: Dryer Hookup - Electric,Washer Hookup,Linen Closet(s),Flooring - Stone/Ceramic Tile,Main Level,Electric Dryer Hookup,Exterior Access,Paints & Finishes - Low VOC,Recessed Lighting,First FloorRefrigerator
Heating & Cooling
Heating: Central,Forced Air,Electric,PropaneHas CoolingAir Conditioning: Central Air,Whole House FanHas HeatingHeating Fuel: Central
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Family Room, Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: 220 Volts, Circuit Breakers, 200+ Amp Service
Windows, Doors, Floors & Walls
Window: Skylight(s), Bay/Bow/Box, Insulated WindowsDoor: Insulated DoorsFlooring: Tile, Carpet, Marble, Hardwood, Stone / Slate, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Marble, Hardwood, Stone Slate, Flooring Stone Ceramic Tile, Flooring Wall To Wall Carpet

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Porch, Deck, PatioExterior: Porch, Deck, Patio, Balcony, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Fruit Trees, Garden, Stone WallFoundation: Concrete PerimeterGardenSprinkler System
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 12No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 14Parking: Attached,Under,Garage Door Opener,Garage Faces Side,Insulated,Paved Drive,Off Street,Paved
Frontage
Waterfront: Lake/Pond, 1/2 to 1 Mile To Beach, Beach Ownership(Public)Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Private Sewer

Property Information

Year Built
Year Built: 1990
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Condition: Updated/Remodeled, RemodeledNot Included in Sale: Lions Negotiable.Parcel Number: M:029 L:069.02, 1717093

Price & Status

Price
List Price: $987,000
Status Change & Dates
Off Market Date: Fri Oct 06 2023

Active Status

MLS Status: Sold

Location

Direction & Address
City: Upton

Building

Building Area
Building Area: 3877 Square Feet

Community

Community Features: Tennis Court(s), Walk/Jog TrailsNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 2.067 Acres

Offer

Contingencies: FinancingListing Terms: Contract

Energy

Energy Efficiency Features: Attic Vent Elec., Thermostat

Miscellaneous

BasementMls Number: 73153656

Additional Information

Tennis Court(s)Walk/Jog Trails
Last check for updates: about 4 hours ago
Listed by John Coutinho, (508) 801-5000
Berkshire Hathaway HomeServices Commonwealth Real Estate, (508) 435-6333
Bought with: Deke Mardirossian, (617) 216-3768, Keller Williams Pinnacle Central, (508) 754-3020
Source: MLS PIN, MLS#73153656

Price and Tax history

DateEventPrice
Nov 13, 2023
Source: MLS PIN #73153656
Sold
$997,000
Sep 23, 2023
Source: MLS PIN #73153656
Contingent
$987,000
Sep 5, 2023
Source: MLS PIN #73153656
Listed For Sale
$987,000
Sep 9, 2022
Source: MLS PIN #73005596
Sold
$651,000
Jul 29, 2022
Source: RE/MAX International #73005596
Pending
$675,000

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
4
MoM
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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."
  • 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."
  • 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."
  • 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 "
  • 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. "
  • Lily G.
    "plenty of parks to walk dogs. big yards and land for dogs to play and have space. close to tuffs animal hospital. "
  • 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. "
  • 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."
  • 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!"
  • 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."

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Apartments for Rent

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Homes for sale near 62 Chestnut St

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Off Market Homes Near 62 Chestnut St

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Frequently asked questions about 62 Chestnut St

  • What is 62 Chestnut St estimated to be worth?
    Trulia's estimated value for 62 Chestnut St in Upton, MA is $1,063,600.
  • What is the price history for 62 Chestnut St?
    62 Chestnut St in Upton, MA last sold for $997,000 in November 2023.
  • Is Upton a buyer's or seller's market?
    Upton is currently a seller's market, based on recent for-sale activity.
  • 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 recently sold homes in Upton, MA.
  • Does 62 Chestnut St have air conditioning?
    Yes, 62 Chestnut St in Upton, MA has air conditioning.
  • Does 62 Chestnut St have laundry facilities?
    Yes, 62 Chestnut St in Upton, MA has laundry facilities.
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.