285 Massasoit Rd, Eastham, MA 02642
Property image
Property image
OFF MARKET

285 Massasoit Rd
Eastham, MA 02642

  • 3 Beds
  • 2 Baths
  • 1,218 sqft (on 0.47 acres)

$703,900

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $4,026/mo*
Refinance Your Home

$703,900

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $4,026/mo*
Refinance Your Home
3 Beds
2 Baths
1,218 sqft
(on 0.47 acres)

Home Value

Trulia Estimate
$704K
Since last month
Decreased$4K (-0.5%)
Since last year
Increased$8K (+1.2%)
Since last sale
Increased$370K (+110.4%)
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 +84% in the last 10 years
MonthEstimated value
2026
August 2026$705K
July 2026$707K
June 2026$709K
May 2026$710K
April 2026$699K
March 2026$698K
February 2026$684K
January 2026$678K
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
255 Massasoit Road, Eastham, MA
0.08
Single-Family Home
$585,000
04/21/26
3
2
1,190
35 Wiley Lane, Eastham, MA
0.40
Single-Family Home
$690,000
04/17/26
3
1.5
1,282
100 Orchard Dr, Eastham, MA
0.38
Single-Family Home
$700,000
02/05/26
3
2
1,462
60 Briggs Field Road, Eastham, MA
0.24
Single-Family Home
$944,000
12/19/25
3
2
1,638
10 Mc Guerty Road, Eastham, MA
0.48
Single-Family Home
$800,000
10/30/25
3
2
1,424
90 Campground Rd, Eastham, MA
0.27
Single-Family Home
$390,000
10/30/25
2
1
768
90 Rolling Lane, Eastham, MA
0.49
Single-Family Home
$750,000
06/18/26
3
2
1,128
300 Brackett Road, Eastham, MA
0.44
Single-Family Home
$670,000
06/11/26
3
1
1,040
25 Massasoit Trail, Eastham, MA
0.54
Single-Family Home
$726,000
10/15/25
2
2
1,276
115 Sparrowhawk Lane, Eastham, MA
0.68
Single-Family Home
$679,900
01/08/26
3
2
1,346

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
255 Massasoit Road, Eastham, MA 02642
0.08
$585,000
3
2
1,190
Recently Sold
9 Raymond Way, Eastham, MA 02642
0.07
$790,500
3
2
1,265
Off Market
50 North Forty Road, Eastham, MA 02642
0.09
$940,200
3
2
1,547
Off Market
70 No Forty Road, North Eastham, MA 02651
0.11
$720,800
3
2
1,414
Off Market
75 Massasoit Road, Eastham, MA 02642
0.16
$497,100
4
1
1,300
Off Market
85 Edgewood Road, Eastham, MA 02642
0.16
-
-
-
-
Off Market
450 Massasoit Road #2, Eastham, MA 02642
0.16
$364,100
2
1
648
Off Market
5 Anderson Lane, Eastham, MA 02642
0.18
$679,000
4
2
1,408
For Sale
2800 Herring Brook Road, Eastham, MA 02642
0.19
$641,200
2
1
1,088
Off Market
30 Briggs Field Road, Eastham, MA 02642
0.24
$949,500
3
2.5
1,440
Off Market
60 Briggs Field Road, Eastham, MA 02642
0.24
$944,000
3
2
1,638
Recently Sold
480 Massasoit Road, Eastham, MA 02642
0.20
$1,513,900
6
4.5
3,672
Off Market

Local Information

  • Map ViewExplore the area around 285 Massasoit Rd.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1986
Lot Size
0.47 acres
Living Area
1,218 sqft
Price/Sqft
$578

About this House

This is a 4 bedroom Cape (3 bedrooms plus a loft) that's been well-cared for and ready to move in. It has an updated kitchen with granite counters, a bright dining area with bay window, open vaulted living space with a wood burning fireplace, and 2 good-sized bedrooms downstairs. Upstairs is an open loft with a skylight, a 2nd full bath, and a large master bedroom. Add to that a full basement, an outdoor shower, large deck, a shed, and a nice back yard, all on just under a half acre. Come see - you'll be surprised at how nice this home is!
285 Massasoit Rd, Eastham, MA 02642 is a 3 bedroom, 2 bathroom, 1,218 sqft single-family home built in 1986. It last sold for $335,000 on Jun 7, 2017. It is currently off market. The Trulia Estimate is $703,900, with a rent estimate of $3,156/month.

Home Details for 285 Massasoit Rd

Interior Features

Heating & Cooling
Heating: Other, OilHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 6
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1986Year Updated: 1999
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Lot Information

Lot Area: 0.47 acres

Price and Tax history

DateEventPrice
Jun 7, 2017
Source: CCIMLS #21710719
Sold
$335,000
May 31, 2017
Source: Agent Provided
Pending
$349,000
May 19, 2017
Source: Agent Provided
PendingToActive
$349,000
May 1, 2017
Source: Agent Provided
Pending
$349,000
Apr 1, 2017
Source: Agent Provided
Listed For Sale
$349,000

Market trends in Eastham

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
39
6MoM
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Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Eastham

At least 27 Trulia users voted on each feature.

  • 100 % Say car is needed

  • 91 % Say yards are well-kept

  • 90 % Say it's dog friendly

  • 89 % Say parking is easy

  • 87 % Say there's wildlife

  • 83 % Say it's quiet

  • 83 % Say people would walk alone at night

  • 78 % Say they plan to stay for at least 5 years

  • 73 % Say there's holiday spirit

  • 53 % Say neighbors are friendly

  • 45 % Say there are community events

  • 38 % Say kids play outside

  • 32 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • karenkeon
    "I live here and love the community and feel safe. The neighbors are amazing and welcoming to all. I wouldn’t want to live anywhere else "
    0
    Flag
  • Jw
    "The community events that make our neighborhood special are Windmill weekend and the turnip festival."
    0
    Flag
  • Eljtradke
    "It is quaint New England oceanside town in a rural setting. That is what makes Eastham unique. aaaa!aaaaaaaaaaaaaaaaa"
    4
    Flag
  • Nfegela234
    "some traffic not too bad, main road gets a lot of beach traffic during prime times in the summer but in winter it’s like a ghost town!"
    1
    Flag
  • Imkalilly52
    "I no longer have to commute! I’m retired! Lovely, friendly neighborhood with the bay within walking distance "
    0
    Flag
  • Tomonthecape
    "The neighbors are a community, friendly...we know them on a first name basis, know their families, anda generally get along with everyone"
    1
    Flag
  • mannytech
    "nice people respect the bikers there a bike trail right next to the house which is awesome there also a library and beach close by. the flea market is so much fun as well as p town. 60 nickerson RD quite clean enjoyable I loved it so did my many friends and family! :)"
    1
    Flag
  • Skotwyte
    "I live here, and its wonderful"
    0
    Flag
  • wsitgm
    "Amazing environment of the outer cape....that's why the Federal Government grabbed it to become the National Seashore. While Eastham is a little rustic, it is 5 miles to Orleans and 20 to Hyannis so that creates many opportunities for restaurants, shopping and health care."
    0
    Flag
  • Skotwyte
    "Great Area, just 1000 feet from the Cape Cod National Seashore National Park, great schools, beaches, and restaurants."
    0
    Flag

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Apartments for Rent

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Homes for sale near 285 Massasoit Rd

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Off Market Homes Near 285 Massasoit Rd

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Frequently asked questions about 285 Massasoit Rd

  • What is 285 Massasoit Rd estimated to be worth?
    Trulia's estimated value for 285 Massasoit Rd in Eastham, MA is $703,900.
  • What is the price history for 285 Massasoit Rd?
    285 Massasoit Rd in Eastham, MA last sold for $335,000 in June 2017.
  • Is Eastham a buyer's or seller's market?
    Eastham is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Eastham?
    Residents describe Eastham, MA as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See recently sold homes in Eastham, MA.
  • How big is the lot at 285 Massasoit Rd?
    The lot at 285 Massasoit Rd in Eastham, MA is about 0.47 acres (20,473 sq ft).