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

$1,529,200

Trulia Estimate
  • 3 Beds
  • 4 Baths
  • 2,535 sqft (on 0.50 acres)

92 Stephen Dr, Chatham, MA 02633

Est. Refi. Payment $8,609/mo*
Refinance Your Home
Currently Off Market - Sold Aug 27, 2014 for $580,000

Home Value

Trulia Estimate
$1.53M
Since last month
Decreased$13K (-0.8%)
Since last year
Increased$65K (+4.4%)
Since last sale
Increased$952K (+164.1%)
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 +145% in the last 10 years
MonthEstimated value
2026
August 2026$1.53M
August 2026$1.52M
July 2026$1.54M
June 2026$1.56M
May 2026$1.55M
April 2026$1.53M
March 2026$1.55M
February 2026$1.51M
January 2026$1.46M
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
93 Stephen Drive, Chatham, MA
0.05
Single-Family Home
$835,000
10/17/25
3
2
1,144
35 Oakridge Circle, Chatham, MA
0.23
Single-Family Home
$950,000
09/01/26
3
1.5
1,476
1775 Main St, Chatham, MA
0.21
Single-Family Home
$1,249,000
10/01/25
3
2
1,775
40 Sam Ryder Road, Chatham, MA
0.33
Single-Family Home
$1,175,000
06/25/26
3
2
1,528
93 Bucks Creek Road, Chatham, MA
0.21
Single-Family Home
$3,025,000
12/19/25
3
3.5
3,544
74 Deering Drive, Chatham, MA
0.52
Single-Family Home
$1,725,000
09/12/25
3
3.5
3,057
1805 Main St, Chatham, MA
0.22
Single-Family Home
$485,000
04/16/26
4
1
1,112
116 Happy Valley Road, Chatham, MA
0.25
Single-Family Home
$1,350,000
10/23/25
2
3
1,861
20 Jessies Landing, Chatham, MA
0.57
Single-Family Home
$3,200,000
04/30/26
3
3.5
2,940
5 Bonnies Lane, Chatham, MA
0.27
Single-Family Home
$1,175,000
05/18/26
4
2
1,712

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
93 Stephen Drive, Chatham, MA 02633
0.05
$851,300
3
2
1,144
Off Market
16 Sulphur Springs Road, Chatham, MA 02633
0.11
$1,167,900
4
2
1,572
Off Market
40 Stephen Drive, Chatham, MA 02633
0.10
$874,600
2
2
864
Off Market
110 George Ryder Rd, Chatham, MA 02633
0.15
-
4
2
1,596
Off Market
110 George Ryder Road S, Chatham, MA 02633
0.15
$1,200,600
4
2
1,804
Off Market
141 S George Ryder Road #So, Chatham, MA 02633
0.16
$1,091,300
2
3
2,000
Off Market
15 Stephen Dr, Chatham, MA 02633
0.16
$1,121,500
3
1
1,144
Off Market
15 Joshuas Way, Chatham, MA 02633
0.18
$996,100
3
3
2,352
Off Market
12 Whiteleys Way, Chatham, MA 02633
0.19
$1,477,700
3
2.5
2,620
Off Market
89 George Ryder Rd, Chatham, MA 02633
0.20
-
3
2
1,900
Off Market
35 Oakridge Circle, Chatham, MA 02633
0.23
$950,000
3
1.5
1,476
Recently Sold
3 Whiteleys Way, Chatham, MA 02633
0.21
$1,148,500
3
2
1,508
Off Market

Local Information

  • Map ViewExplore the area around 92 Stephen Dr.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1982
0.5 acre lot
2,535 sqft
$603/sqft
Garage

About this House

This finely-crafted Maine Post & Beam features gorgeous woodwork & quality accents throughout. Living room w/Rumford design fireplace, cathedral ceiling and marvelous beams. Sunny kitchen with new stainless appliances. Adjacent dining area has French door opening to a deck, there is also a separate dining room if you prefer. Large Master bedroom suite addition in 2002 has two walk-in closets and luxurious full bath (there is Central A/C in the master BR suite only). A bedroom, laundry room and full bath on the first floor allows for one-floor living if needed. Central Vacuum, oversized 2-car garage, and large outdoor shower. Beautifully landscaped yard w/brick walkways offers woodland and seasonal cranberry bog views. Residential neighborhood location convenient to beaches and Town. This exceptionally-maintained home is perfect year-round or Summer living. Please click on the virtual tour/slide show for many more photos!
92 Stephen Dr, Chatham, MA 02633 is a 3 bedroom, 4 bathroom, 2,535 sqft single-family home built in 1982. It last sold for $580,000 on Aug 27, 2014. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,529,200, with a rent estimate of $5,011/month.

Home Details for 92 Stephen Dr

Interior Features

Interior Details
BasementNumber of Rooms: 7Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Laundry Room, Master Bath, Mud Room, PantryCeiling Fan
Heating & Cooling
Heating: Baseboard, GasAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: Asphalt, Shake ShingleDeckExterior: WoodLawn
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1982Year Updated: 2002
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 0.50 acres

Price and Tax history

DateEventPrice
Aug 27, 2014
Source: CCIMLS #21403193
Sold
$580,000
May 18, 2014
Source: Agent Provided
ListingRemoved
$598,900
Apr 15, 2014
Source: Agent Provided
Listed For Sale
$598,900

Market trends in Chatham

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.14M
Sale-to-List Price
97.9%
Price per sq ft
$704
Available listings
72
3MoM

Around this home

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

  • 72 % 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. "
    1
    Flag
  • 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"
    1
    Flag
  • Virginia S.
    "It’s beautiful, near stores, beach, highways. Quiet and neighbors mind their own business. Lake at end of our street."
    0
    Flag
  • Pmil
    "They would like that most people keep their dog on a leash. They would not like the coyotes in winter"
    1
    Flag
  • 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"
    2
    Flag
  • 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 "
    0
    Flag
  • 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"
    0
    Flag
  • 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,"
    0
    Flag
  • 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 "
    1
    Flag
  • 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. "
    0
    Flag
  • mwff1
    "Wonderful, convenient, yet very private area! Conservation and park areas prevalent nearby"
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 92 Stephen Dr

  • What is 92 Stephen Dr estimated to be worth?
    Trulia's estimated value for 92 Stephen Dr in Chatham, MA is $1,529,200.
  • What is the price history for 92 Stephen Dr?
    92 Stephen Dr in Chatham, MA last sold for $580,000 in August 2014.
  • Is Chatham a buyer's or seller's market?
    Chatham is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Chatham?
    The median sale price in Chatham is $1.14M.
  • Does 92 Stephen Dr have air conditioning?
    Yes, 92 Stephen Dr in Chatham, MA has air conditioning.
  • Does 92 Stephen Dr have laundry facilities?
    Yes, 92 Stephen Dr in Chatham, MA has in-unit laundry.

Explore by feature - Air Conditioning

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