11 Checama Path, Oak Bluffs, MA 02557
Property image
Property image
OFF MARKET

$1,983,000

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,452 sqft (on 2.78 acres)

11 Checama Path, Oak Bluffs, MA 02557

Est. Refi. Payment $10,928/mo*
Refinance Your Home
Currently Off Market - Sold Apr 4, 2022 for $1,300,000

Home Value

Trulia Estimate
$1.98M
Since last month
Decreased$9K (-0.4%)
Since last year
Increased$40K (+2%)
Since last sale
Increased$683K (+52.5%)
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 +105% in the last 10 years
MonthEstimated value
2026
August 2026$1.98M
August 2026$1.98M
July 2026$1.99M
June 2026$2.02M
May 2026$1.96M
April 2026$1.93M
March 2026$1.96M
February 2026$1.9M
January 2026$1.91M
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
44 Iron Hill Rd, Vineyard Haven, MA
0.30
Single-Family Home
$1,100,000
12/31/25
3
1.5
1,496
56 Bridle Path Rd, Tisbury, MA
0.93
Single-Family Home
$1,735,000
09/29/25
3
3
2,526
105 Stoney Hill Rd, West Tisbury, MA
1.15
Single-Family Home
$1,525,000
02/03/26
4
2.5
1,815
8 School House Village Rd, Vineyard Haven, MA
0.84
Single-Family Home
$1,500,000
09/22/25
4
3.5
2,336
8 School House Village Rd, Vineyard Haven, MA
0.84
Single-Family Home
$1,500,000
09/22/25
4
3.5
2,336
126 Border Rd, Tisbury, MA
1.09
Single-Family Home
$1,685,000
10/09/25
3
3
2,251
5 Seths Path, Oak Bluffs, MA
0.72
Single-Family Home
$1,325,000
07/07/26
3
2
1,428
1 Red Arrow Rd, West Tisbury, MA
1.37
Single-Family Home
$1,550,000
06/15/26
4
2.5
2,000
32 Machipscat Trl, West Tisbury, MA
1.27
Single-Family Home
$1,330,000
10/17/25
3
1.5
1,404
71 Stoney Hill Road Road, West Tisbury, MA
0.70
Single-Family Home
$3,930,000
06/29/26
5
5
5,598

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
2A Little Pond Rd, Oak Bluffs, MA 02557
0.07
$2,326,100
4
3.5
3,758
Off Market
39 Iron Hill Rd, Oak Bluffs, MA 02557
0.23
$1,650,000
5
5.5
4,334
Recently Sold
33 Iron Hill Rd, Oak Bluffs, MA 02557
0.28
$1,510,600
Studio
2
1,827
Off Market
19 Winkler Way, Oak Bluffs, MA 02557
0.32
$1,371,000
3
2
1,400
Off Market
44 Iron Hill Rd, Vineyard Haven, MA 02568
0.30
$1,100,000
3
1.5
1,496
Recently Sold
12 Iron Hill Rd, Vineyard Haven, MA 02568
0.37
$1,598,300
3
3.5
2,022
Off Market
56 Head Of The Pond Rd, Oak Bluffs, MA 02557
0.44
$1,537,900
3
2.5
2,095
Off Market
26 Head Of The Pond Rd, Oak Bluffs, MA 02557
0.44
-
6
6.5
4,700
Off Market
41 Head Of The Pond Road, Oak Bluffs, MA 02557
0.50
$1,284,000
2
3
2,011
Off Market
51 Head Of The Pond Rd, Oak Bluffs, MA 02557
0.50
$1,264,200
3
2
1,725
Off Market
47 Head Of The Pond Rd, Oak Bluffs, MA 02557
0.49
$1,958,400
3
2
1,760
Off Market
49 Head Of The Pond Ln, Barnstable, MA 02630
0.50
$904,700
3
2
1,196
Off Market

Local Information

  • Map ViewExplore the area around 11 Checama Path.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1988
Lot Size
2.78 acres
Living Area
2,452 sqft
Price/Sqft
$809

About this House

One of a kind passive solar home nestled on 2.78 private acres near the State Forest, Greenlands Conservation area, MV Land Bank Trails and scenic Duarte Pond. Sunny solarium on the front invites the "outside in". Massive, tree shaded wrap around deck with room for your hot tub and all your friends. Expansive yard features bubbling fish pond with waterfall, garden area and irrigation system. Detached 30x40 workshop has a full basement below and 1 BR apartment above.
11 Checama Path, Oak Bluffs, MA 02557 is a 4 bedroom, 3 bathroom, 2,452 sqft single-family home built in 1988. It last sold for $1,300,000 on Apr 4, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,983,000, with a rent estimate of $7,979/month.

Home Details for 11 Checama Path

Property Information

Year Built
Year Built: 1988
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 2.78 acres

Price and Tax history

DateEventPrice
Apr 4, 2022
Source: LINK #39482
Sold
$1,300,000
May 25, 2017
Source: LINK #31541
Sold
$840,000
Feb 16, 2010
Source: Agent Provided
ListingRemoved
$990,000
Jan 14, 2010
Source: Agent Provided
Listed For Sale
$990,000
Aug 29, 2009
Source: Agent Provided
ListingRemoved
$990,000

Market trends in Oak Bluffs

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
58
4MoM

Around this home

What Locals Say about Oak Bluffs

At least 18 Trulia users voted on each feature.

  • 96 % Say it's dog friendly

  • 86 % Say kids play outside

  • 83 % Say yards are well-kept

  • 79 % Say it's walkable to restaurants

  • 79 % Say car is needed

  • 78 % Say people would walk alone at night

  • 78 % Say it's walkable to grocery stores

  • 73 % Say there's wildlife

  • 73 % Say they plan to stay for at least 5 years

  • 70 % Say there's holiday spirit

  • 67 % Say it's quiet

  • 62 % Say parking is easy

  • 59 % Say neighbors are friendly

  • 47 % Say there are community events

  • 44 % Say there are sidewalks

  • 36 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Easy to walk dogs"
    0
    Flag
  • P5j4f84ncw
    "Local people, well known community,quite,hard working people,solid business,good schools,hospitality,new opportunities,security and safety place to leave. "
    0
    Flag
  • Adrianalleyne
    "Oak Bluffs has a vibrant history and continues to be a bastion of African American culture. It’s worth checking out some of the many cultural sites in Oak Bluffs and throughout the island "
    0
    Flag
  • Trulia User
    "Oak Bluffs is a charming town with a bustling summer harbor and lovely shopping district. It’s a beautiful place to live. "
    0
    Flag
  • Jrheneeb
    "I love it here. It’s beautiful and the people are amazing. It’s a great place To come relax and unwind. "
    0
    Flag
  • Kayceesmith27
    "I take the bus to and from work . Car for longer distances. Boat to get to the main land which is 45min ride."
    0
    Flag
  • Andrea H.
    "This is fantasy island. It is not like the real world it's not fast paced. we say we're on island time. there's hardly any crime it's safe for kids. and it's a good community."
    0
    Flag
  • tkurian
    "I own a property in Oak Bluffs"
    0
    Flag
  • Kristin Z.
    "We live here year round in what most people think is a vacation paradise for the rich and famous. But in actuality it is one of the best communities to live in terms of caring wonderful neighbors and exciting intellectual stimulation throughout the winter in the form of performances, music groups, communities by interests. "
    0
    Flag
  • Island R. E.
    "This is a lovely and desirable area close to town and everything the island has to offer."
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 11 Checama Path

  • What is 11 Checama Path estimated to be worth?
    Trulia's estimated value for 11 Checama Path in Oak Bluffs, MA is $1,983,000.
  • What is the price history for 11 Checama Path?
    11 Checama Path in Oak Bluffs, MA last sold for $1,300,000 in April 2022.
  • Is Oak Bluffs a buyer's or seller's market?
    Oak Bluffs is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Oak Bluffs?
    Residents describe Oak Bluffs, MA as dog-friendly, well-kept, and walkable to restaurants. See recently sold homes in Oak Bluffs, MA.
  • How big is the lot at 11 Checama Path?
    The lot at 11 Checama Path in Oak Bluffs, MA is about 2.8 acres.

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