39 Chessman Dr
Sharon, MA 02067
4 Beds
2.5 Baths
2,746 sqft (on 0.92 acres)
4 Beds
2.5 Baths
2,746 sqft
(on 0.92 acres)
Local Information
- Map ViewExplore the area around 39 Chessman Dr.
- Schools1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1974
Lot Size
0.92 acres
Living Area
2,746 sqft
Price/Sqft
$395
Parking
Garage
About this House
Welcome to this updated and impressive Contemporary home located in Townsman Square. Washed aggregate walkway leads to a stunning Portico. Dramatic entry with marble foyer, open stairway with custom iron railings. Too many recessed lights to count. New Hardwood floors. Recent updates include Architectural grade roof shingles with heated cables. Cedar impression vinyl siding on all four sides. Newer double pane energy efficient windows. Three gas fireplaces. Updated designer kitchen with granite countertops, soft close drawers and under cabinet lighting. Expansive center island. SS appliances, Viking gas cooktop, double ovens. Large pantry closet with sliding barn door. New Navien tankless hw heater and heating system. Updated MBR bath with custom tile shower and updated main bath with double sinks. Upstairs bedrooms have a paddle fans and closet built-ins. Large Cedar closet in lower level. Tons of closet space, oversized 2 car garage. Slider to cement patio off the lower family room
39 Chessman Dr, Sharon, MA 02067 is a 4 bedroom, 3 bathroom, 2,746 sqft single-family home built in 1974. It last sold for $770,000 on Sep 30, 2020. It is currently off market. The Trulia Estimate is $1,083,400, with a rent estimate of $5,041/month.
Home Details for 39 Chessman Dr
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Interior Details BasementNumber of Rooms: 7 |
Heating & Cooling Heating: Baseboard, Electric, GasAir ConditioningCooling System: CentralHeating Fuel: Baseboard |
Levels, Entrance, & Accessibility Stories: 1 |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: AsphaltDeckExterior: VinylPatio |
Parking & Garage GarageParking Spaces: 2Parking: Garage Attached |
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Year Built Year Built: 1974 |
Property Type / Style Property Type: Single Family HomeArchitecture: Contemporary |
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Units in Building: 1 |
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Lot Area: 0.92 acres |
Price History for 39 Chessman Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 09/30/2020 | $770,000 | Sold | N/A |
| 07/23/2020 | $750,000 | Listed For Sale | Agent Provided |
| 09/26/2011 | $500,000 | Sold | N/A |
| 08/19/2011 | $500,000 | Listed For Sale | Agent Provided |
| 08/31/1998 | $307,000 | Sold | N/A |
| 10/14/1993 | $256,000 | Sold | N/A |
Market trends in Sharon
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
57
6MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $15,120 |
| Assessment | $865,000 |
Home facts updated by county records
Comparable Sales for 39 Chessman Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.28 | Single-Family Home | $1,150,000 | 09/22/25 | 4 | 2.5 | 2,792 | |
0.17 | Single-Family Home | $1,002,000 | 03/16/26 | 3 | 3.5 | 2,801 | |
0.38 | Single-Family Home | $760,000 | 12/11/25 | 3 | 2 | 2,680 | |
0.41 | Single-Family Home | $802,000 | 05/29/26 | 4 | 2 | 1,922 | |
0.44 | Single-Family Home | $700,000 | 07/24/25 | 3 | 1.5 | 2,396 | |
0.09 | Single-Family Home | $1,460,000 | 04/14/26 | 5 | 4.5 | 4,179 | |
0.49 | Single-Family Home | $965,000 | 09/29/25 | 3 | 3 | 2,500 | |
0.56 | Single-Family Home | $675,000 | 08/15/25 | 4 | 2.5 | 1,968 | |
0.49 | Single-Family Home | $1,050,000 | 11/14/25 | 4 | 2.5 | 4,516 | |
0.34 | Single-Family Home | $1,360,000 | 10/17/25 | 3 | 3.5 | 3,788 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
SOLDAPR 14, 2026The Needle Group, Real Broker MA, LLC
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Assigned Schools
These are the assigned schools for 39 Chessman Dr.
- East Elementary School
- K-5
- Public
- 416 Students
9/10GreatSchools RatingParent Rating AverageMy experience at East Elementary was excellent. The teachers believe in their students. I learned a lot at this school and highly recommend it.Student Review7y ago - Sharon High School
- 9-12
- Public
- 1129 Students
10/10GreatSchools RatingParent Rating AverageTwo kids went thru Sharon School system, k-12. They were well prepared for college academically, but more importantly they were exposed to classmates and families of many different cultures and religions and learned a great deal from these interactions.Parent Review2y ago - Sharon Middle School
- 6-8
- Public
- 830 Students
7/10GreatSchools RatingParent Rating AverageWhen you tell people you live in Sharon, they usually coo in response and say, "The schools are great there." Sharon Middle School is one of the reasons they say that. Pretty much every teacher in my sons sixth grade class was full of enthusiasm, could relate to the kids, and was trying to deliver an outstanding educational experience. In regard to the administrators and management: ditto!Parent Review8y ago 
Check out schools near 39 Chessman Dr.
What Locals Say about Sharon
At least 64 Trulia users voted on each feature.
91 % Say parking is easy
89 % Say it's dog friendly
86 % Say people would walk alone at night
86 % Say car is needed
83 % Say yards are well-kept
80 % Say there are sidewalks
79 % Say kids play outside
77 % Say it's quiet
74 % Say there's wildlife
72 % Say they plan to stay for at least 5 years
70 % Say there's holiday spirit
64 % Say neighbors are friendly
55 % Say streets are well-lit
50 % Say there are community events
47 % Say it's walkable to restaurants
33 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
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