4 Calebs Common Cir, Edgartown, MA 02539
Property image
Property image
OFF MARKET

4 Calebs Common Cir
Edgartown, MA 02539

  • 6 Beds
  • 4.5 Baths
  • 3,000 sqft (on 1 acre)

$3,330,500

Trulia Estimate
as of Jul 8, 2026

$3,330,500

Trulia Estimate
as of Jul 8, 2026
6 Beds
4.5 Baths
3,000 sqft
(on 1 acre)

Local Information

  • Map ViewExplore the area around 4 Calebs Common Cir.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

CHAPPY COMPOUND - Two distinct beach houses, beautifully renovated with bright interiors, lofted ceilings and unique character. Both are privately sited - rent one and enjoy the other - with separate pea stone driveways and amenities. A charming studio/office space, post & peg built garage, a firepit, picnic grove, and treehouse with slide and twinkling lights, complete the compound. Each house features professional grade stainless appliances and soapstone counters in the kitchens, hardwood floors, marble and tile baths, mahogany decking and outdoor showers with changing areas. The 1,854 s/f main house enjoys a first floor owners suite, a distinctive screened porch and sunporch on the second floor from the two bedrooms, one with a very special bedroom with bunkhouse loft. The 1,146 s/f guest house features charming hand-painted floors in the first floor bedrooms and a second floor bedroom suite-a private oasis with tile bath and lounge or office area at the landing. Enjoy the quiet sandy Sheriffs Meadow beach at the end of the road. Seller prefers to close after Labor Day. Renovation Details/Seller Improvements and the Guest House Rental Rates and Calendar available in Documents.
4 Calebs Common Cir, Edgartown, MA 02539 is a 6 bedroom, 5 bathroom, 3,000 sqft single-family home built in 1982. It last sold for $2,550,000 on Jul 13, 2021. It is currently off market. The Trulia Estimate is $3,330,500, with a rent estimate of $7,499/month.

Home Highlights

Parking
No Info
Outdoor
Porch, Deck
A/C
Cooling only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 4 Calebs Common Cir

Interior Features

Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Interior Details
Types of Rooms: Dining Room
Appliances & Utilities
DishwasherRefrigeratorWasher
Heating & Cooling
Cooling System: Other
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1982
Property Type / Style
Property Type: Single Family Home

Exterior Features

Exterior Home Features
DeckPorch
Parking & Garage
Parking Space: 1

Community

Units in Building: 2

Lot Information

Lot Area: 1 acre

Price History for 4 Calebs Common Cir

DatePriceEventSource
07/13/2021$2,550,000Sold
LINK #38141
06/05/2021$2,550,000PendingMartha's Vineyard MLS #32100150
05/08/2021$2,550,000Listed For SaleMartha's Vineyard MLS #32100150
09/29/2015$860,000Sold
LINK #27819
04/20/2015$895,000ListingRemovedAgent Provided
04/14/2015$895,000Listed For SaleAgent Provided
03/28/1997$350,000Sold
N/A

Market trends in Edgartown

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
63
14
MoM
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Property Tax and Assessment

Year2025
Tax$7,224
Assessment$2,726,200
Home facts updated by county records

Comparable Sales for 4 Calebs Common Cir

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1.08
Single-Family Home
$2,083,500
12/19/25
5
3
3,475
0.52
Single-Family Home
$3,200,000
11/18/25
2
2
960
1.18
Single-Family Home
$3,075,000
11/21/25
4
3
3,159
1.27
Single-Family Home
$3,867,650
11/21/25
4
3.5
3,000
1.03
Single-Family Home
$15,725,000
10/22/25
6
4.5
3,606
1.23
Single-Family Home
$4,800,000
09/24/25
4
4.5
4,167
1.20
Single-Family Home
$3,600,000
02/12/26
5
4
3,840
1.33
Single-Family Home
$4,700,000
06/26/26
4
3.5
4,168
1.13
Single-Family Home
$17,250,000
10/30/25
7
6
4,388
1.16
Single-Family Home
$5,375,000
11/14/25
4
5.5
2,911

Nearby homes

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Assigned Schools

These are the assigned schools for 4 Calebs Common Cir.
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 "
  • Jordan N.
    "Great area with a nice friendly feel. Beach houses and plenty of shops. Bike trails are here as well. "
  • 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. "
  • 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. "
  • Rob F.
    "Great community support and programming for families and children. Although, housing is expensive. "
  • 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 "
  • 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 "
  • 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"
  • 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. "
  • 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."

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Apartments for Rent

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Homes for sale near 4 Calebs Common Cir

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Off Market Homes Near 4 Calebs Common Cir

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