110 Stephen Dr, Chatham, MA 02633
Property image
Property image
OFF MARKET

110 Stephen Dr
Chatham, MA 02633

  • 3 Beds
  • 2 Baths
  • 1,170 sqft (on 0.93 acres)

$897,700

Trulia Estimate
as of Jul 14, 2026
Est. Refi. Payment $5,014/mo*

$897,700

Trulia Estimate
as of Jul 14, 2026
Est. Refi. Payment $5,014/mo*
3 Beds
2 Baths
1,170 sqft
(on 0.93 acres)

Local Information

  • Map ViewExplore the area around 110 Stephen Dr.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Custom Cape on almost an acre south of 28! This Stephen Smith custom built home is at the end of a cul-de-sac. It abuts conservation land and a working cranberry bog. A fenced in yard and private setting awaits you. Beautiful woodwork, hardwood floors and cathedral ceilings greet you as you walk into the 2 story foyer. One bedroom on the first floor, a second bedroom and master bedroom and masterbath on the second. A walk out finished basement provides plenty of room for everyone to spread out. Great rental potential.
110 Stephen Dr, Chatham, MA 02633 is a 3 bedroom, 2 bathroom, 1,170 sqft single-family home built in 1992. It last sold for $60,000 on Mar 2, 1992. It is currently off market. The Trulia Estimate is $897,700, with a rent estimate of $3,439/month.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 110 Stephen Dr

Interior Features

Heating & Cooling
Heating: Other, GasAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 6
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1992Year Updated: 1993
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 0.93 acres

Price History for 110 Stephen Dr

DatePriceEventSource
04/19/2012$389,900ListingRemovedAgent Provided
11/24/2010$399,000ListingRemovedAgent Provided
10/15/2010$399,000PriceChange
Agent Provided
09/11/2010$425,000PriceChange
Agent Provided
05/23/2010$449,000Listed For SaleAgent Provided
03/02/1992$60,000Sold
N/A

Market trends in Chatham

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
75
2
MoM
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Property Tax and Assessment

Year2025
Tax$2,753
Assessment$793,300
Home facts updated by county records

Comparable Sales for 110 Stephen Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.06
Single-Family Home
$835,000
10/17/25
3
2
1,144
0.25
Single-Family Home
$1,249,000
10/01/25
3
2
1,775
0.33
Single-Family Home
$1,175,000
06/25/26
3
2
1,528
0.29
Single-Family Home
$650,000
07/31/25
3
2
1,813
0.26
Single-Family Home
$485,000
04/16/26
4
1
1,112
0.30
Single-Family Home
$1,227,000
07/25/25
3
2
1,639
0.22
Single-Family Home
$1,175,000
05/18/26
4
2
1,712
0.56
Single-Family Home
$1,250,000
10/08/25
3
1.5
1,179
0.44
Single-Family Home
$995,000
10/10/25
3
2
1,729
0.42
Single-Family Home
$1,495,000
12/15/25
3
1.5
1,424

Nearby homes

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What Locals Say about Chatham

At least 40 Trulia users voted on each feature.
  • 88 % Say there's wildlife

  • 87 % Say parking is easy

  • 83 % Say there's holiday spirit

  • 83 % Say yards are well-kept

  • 83 % Say it's dog friendly

  • 82 % Say people would walk alone at night

  • 82 % Say car is needed

  • 73 % Say it's quiet

  • 71 % Say they plan to stay for at least 5 years

  • 59 % Say neighbors are friendly

  • 48 % Say it's walkable to restaurants

  • 47 % Say kids play outside

  • 38 % Say there are community events

  • 33 % Say there are sidewalks

  • 21 % Say streets are well-lit

  • 20 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Snbrinc
    "I’m 4th generation living in this neighborhood. Very special highly desirable place. Proud to be a native. "
  • Lilsweeti56
    "Lots of farms. Stop and shop is also close by along with cvs and some banks. Close by to highway. Most people are friendly"
  • Virginia S.
    "It’s beautiful, near stores, beach, highways. Quiet and neighbors mind their own business. Lake at end of our street."
  • Pmil
    "They would like that most people keep their dog on a leash. They would not like the coyotes in winter"
  • Mil
    "Most dogs are on leashes, and in some areas they have doggie poop bags, they have a lot of green. Peomost people pick up after their pets. In winter be careful, foxes and coyotes, deer and wild turkeys are found"
  • George G.
    "Easy because it is a small place in the Cape Cod and I love it here because it is also a older community "
  • Tuscansun83
    "It's such a peaceful place Chatham is one of the best towns to live in year round or part time it's just beautiful"
  • jandesmar
    "I love that it is so close to the boat landing that we can walk to it and watch the activity with our grandchildren. We can also walk to the beach which is a mile away to swim and watch the sunsets,"
  • Nancy P.
    "Safe small town with beautiful beaches and a strong sense of community. I love living here. Great place to grow up and raise children "
  • Jack D. B.
    "I grew up nearby and can attest to what a great location this is - an easy walk to town, yet just far enough from the peak summer hustle and bustle. "
  • mwff1
    "Wonderful, convenient, yet very private area! Conservation and park areas prevalent nearby"

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Apartments for Rent

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Homes for sale near 110 Stephen Dr

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Off Market Homes Near 110 Stephen Dr

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