209 Chappaquiddick Rd, Edgartown, MA 02539
Property image
Property image
SOLD
DEC 19, 2025

$2,134,500

Trulia Estimate
  • 5 Beds
  • 3 Baths
  • 3,475 sqft (on 1.20 acres)

209 Chappaquiddick Rd, Edgartown, MA 02539

Est. Refi. Payment $12,348/mo*
Refinance Your Home
Currently Off Market - Sold Dec 19, 2025 for $2,083,500 (1% below list price)

Home Value

Trulia Estimate
$2.13M
Since last month
Decreased$3K (-0.1%)
Since last year
Increased$45K (+2.1%)
Since last sale
Increased$45K (+2.2%)
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 +143% in the last 10 years
MonthEstimated value
2026
September 2026$2.13M
August 2026$2.13M
July 2026$2.12M
June 2026$2.11M
May 2026$2.12M
April 2026$2.1M
March 2026$2.11M
February 2026$2.1M
January 2026$2.09M
2025
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
1 Ambers Way, Edgartown, MA
0.16
Single-Family Home
$1,350,000
11/20/25
3
2
1,560
9 Sampson Ave, Edgartown, MA
0.62
Single-Family Home
$1,000,000
01/21/26
3
2
2,046
5 Pipn Rd, Edgartown, MA
0.93
Single-Family Home
$1,330,000
01/05/26
3
2
1,800
109 Litchfield Rd, Edgartown, MA
0.88
Single-Family Home
$1,600,000
07/23/26
3
2.5
1,962
56 N Neck Rd, Edgartown, MA
0.53
Single-Family Home
$3,400,000
05/21/26
7
5
9,686
79 E Cape Poge Ave, Edgartown, MA
0.80
Single-Family Home
$975,000
10/24/25
2
1
1,092
3 Down Harbor Rd, Edgartown, MA
2.18
Single-Family Home
$3,075,000
11/21/25
4
3
3,159
23 Manaca Hill Rd, Edgartown, MA
1.52
Single-Family Home
$3,200,000
11/18/25
2
2
960
11 Quammox Rd, Edgartown, MA
1.01
Single-Family Home
$1,100,000
10/29/25
2
1
685

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
1 Ambers Way, Edgartown, MA 02539
0.16
$1,350,000
3
2
1,560
Recently Sold
15 Ambers Way, Edgartown, MA 02539
0.26
-
-
-
-
Off Market
240 Chappaquiddick Rd, Edgartown, MA 02539
0.35
$525,000
-
-
-
For Sale
56 N Neck Rd, Edgartown, MA 02539
0.53
$3,400,000
7
5
9,686
Recently Sold
1 Dike Bridge Rd #5B, Edgartown, MA 02539
0.51
-
-
-
-
Off Market
1 Dike Bridge, Lot 5B Road, Edgartown, MA 02539
0.52
-
-
-
-
Off Market
Chappaquiddick Rd, Edgartown, MA 02539
0.63
-
-
-
-
Off Market
9 Sampson Ave, Edgartown, MA 02539
0.62
$1,000,000
3
2
2,046
Recently Sold
139 Chappaquiddick Rd, Edgartown, MA 02539
0.67
$12,250,000
7
4
4,855
For Sale
139 Chappaquiddick Rd #75, Edgartown, MA 02539
0.67
$12,250,000
7
4
4,855
For Sale
37 N Neck Rd, Edgartown, MA 02539
0.69
$11,043,500
8
7
5,558
Off Market

Local Information

  • Map ViewExplore the area around 209 Chappaquiddick Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1996
1.2 acre lot
3,475 sqft
$600/sqft

About this House

Located on Chappaquiddick, this property includes a 5 bedroom main house (2,683 sq. ft.) and a 1 bedroom guest house (792 sq. ft.). There is also a detached garage with a large workshop and an oversized 1 bay garage attached to the guest house for boat storage. The property abuts 45 acres of Conservation Land which is part of the Cross-Chappy Trail.
209 Chappaquiddick Rd, Edgartown, MA 02539 is a 5 bedroom, 3 bathroom, 3,475 sqft single-family home built in 1996. It last sold for $2,083,500 on Dec 19, 2025 (1% below the $2,100,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,134,500, with a rent estimate of $6,971/month.
Last check for updates: about 17 hours ago
Listed by Alyssa Halisky
Wallace & Co. Sotheby's
Source: LINK, MLS#40062

Home Details for 209 Chappaquiddick Rd

Interior Features

Interior Details
Number of Rooms: 11
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 3475 Square Feet
Appliances & Utilities
Utilities: SatAppliances: Stove: Yes, Washer: Yes
Heating & Cooling
Heating: OFHWNo CoolingHas HeatingHeating Fuel: OFHW
Fireplace & Spa
Fireplace: 1
Windows, Doors, Floors & Walls
Flooring: 2
Levels, Entrance, & Accessibility
Floors: 2
View
No ViewView: None

Exterior Features

Frontage
Frontage Type: NoneNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Property Information

Year Built
Year Built: 1996
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence

Price & Status

Price
List Price: $2,100,000Price Per Sqft: $600/sqft

Active Status

MLS Status: S

Location

Direction & Address
City: Edgartown

Building

Building Area
Building Area: 3475 Square Feet

Lot Information

Lot Area: 1.2 Acres

Offer

Listing Agreement Type: E

Miscellaneous

Mls Number: 40062

Price and Tax history

DateEventPrice
Dec 19, 2025
Source: LINK #40062
Sold
$2,083,500

Market trends in Edgartown

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
68
1MoM

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 Edgartown

At least 17 Trulia users voted on each feature.

  • 89 % Say they plan to stay for at least 5 years

  • 85 % Say people would walk alone at night

  • 81 % Say it's dog friendly

  • 76 % Say yards are well-kept

  • 75 % Say car is needed

  • 70 % Say it's quiet

  • 68 % Say there's wildlife

  • 67 % Say kids play outside

  • 60 % Say it's walkable to restaurants

  • 59 % Say neighbors are friendly

  • 56 % Say there's holiday spirit

  • 52 % Say it's walkable to grocery stores

  • 52 % Say parking is easy

  • 46 % Say there are sidewalks

  • 46 % Say streets are well-lit

  • 36 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Some restaurants are dog-friendly but many are not. During the summer months, many shops provide water bowls outside "
    0
    Flag
  • Jordan N.
    "Great area with a nice friendly feel. Beach houses and plenty of shops. Bike trails are here as well. "
    2
    Flag
  • Adriannen1114
    "Beautiful place! Lovely neighborhoods and very safe. The kind of place you want to live and or visit. Absolutely lovely. Everywhere you go there is another amazing fun spot. "
    0
    Flag
  • Olivia G.
    "I live in Edgartown and I work in OB. I work 7 miles from my home and I drive down one of the most beautiful roads I’ve ever seen. "
    0
    Flag
  • Rob F.
    "Great community support and programming for families and children. Although, housing is expensive. "
    0
    Flag
  • Megan S.
    "I leave close to e everything summer time is a cool time to enjoy it bad Martha’s live music winter very quiet and private "
    0
    Flag
  • Megan S.
    "I live in good neighborhoods very close to donoramas peaceful location very close to everything I need I don’t know much about people round but This is my opinion about it "
    5
    Flag
  • Mvrock17
    "My neighborhood is really great and has bike path beautiful roads in trees laying it all the way down into town it seems like every year improvements are made to make it better right now so"
    4
    Flag
  • Unspecified
    "Business area but after five gets quiet. Very close to everything you need is walking distance. Busses are near to go to the other towns. Short walk to a beach. "
    0
    Flag
  • Frank M. M.
    "I live and work in Edgartown and know this to be one of the top areas vacationers like to rent in. Edgartown Estates is well managed, clean, and known to be a "go to" place for vacationers wanting the Beach and In-town experience with easy access."
    0
    Flag

LGBTQ Local Legal Protections

© 2026 LINK, All Rights Reserved. Data last updated: 2026-09-17 23:59:53 PDT. Some properties may no longer be for sale if they have gone under contract, have sold, or are no longer being offered for sale since the last update.

Frequently asked questions about 209 Chappaquiddick Rd

  • What is 209 Chappaquiddick Rd estimated to be worth?
    Trulia's estimated value for 209 Chappaquiddick Rd in Edgartown, MA is $2,134,500.
  • What is the price history for 209 Chappaquiddick Rd?
    209 Chappaquiddick Rd in Edgartown, MA last sold for $2,083,500 in December 2025.
  • Is Edgartown a buyer's or seller's market?
    Edgartown is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Edgartown?
    Residents describe Edgartown, MA as established, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Edgartown, MA.
  • How big is the lot at 209 Chappaquiddick Rd?
    The lot at 209 Chappaquiddick Rd in Edgartown, MA is about 1.2 acres.

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