5 Osprey Ln, Chilmark, MA 02535
Property image
Property image
OFF MARKET

5 Osprey Ln
Chilmark, MA 02535

  • 3 Beds
  • 2 Baths
  • 1,952 sqft (on 3 acres)

$4,958,800

Trulia Estimate
as of Jul 23, 2026
Est. Refi. Payment $27,163/mo*

$4,958,800

Trulia Estimate
as of Jul 23, 2026
Est. Refi. Payment $27,163/mo*
3 Beds
2 Baths
1,952 sqft
(on 3 acres)

Local Information

  • Map ViewExplore the area around 5 Osprey Ln.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1990
Lot Size
3 acres
Living Area
1,952 sqft
Price/Sqft
$2,540

About this House

This single-family home is located at 5 Osprey Ln, Chilmark, MA. 5 Osprey Ln is in Chilmark, MA and in ZIP code 02535. This property has 3 bedrooms, 2 bathrooms and approximately 1,952 sqft of floor space. This property has a lot size of 3.00 acres and was built in 1990.
5 Osprey Ln, Chilmark, MA 02535 is a 3 bedroom, 2 bathroom, 1,952 sqft single-family home built in 1990. It last sold for $2,450,000 on Oct 2, 2009. It is currently off market. The Trulia Estimate is $4,958,800, with a rent estimate of $6,484/month.

Home Details for 5 Osprey Ln

Interior Features

Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 9

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1990Year Updated: 1990
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 3.00 acres

Price History for 5 Osprey Ln

DatePriceEventSource
10/02/2009$2,450,000Sold
LINK #18662

Market trends in Chilmark

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
31
4
MoM
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Property Tax and Assessment

Year2025
Tax$9,079
Assessment$4,035,000
Home facts updated by county records

Comparable Sales for 5 Osprey Ln

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.10
Single-Family Home
$7,289,000
10/15/25
4
5
3,777
0.86
Single-Family Home
$1,775,000
11/07/25
3
2
1,728
1.19
Single-Family Home
$2,100,000
11/25/25
4
3
2,544
1.64
Single-Family Home
$2,475,000
09/05/25
4
3.5
2,300
1.25
Single-Family Home
$6,100,000
03/24/26
6
7
5,660
2.31
Single-Family Home
$2,225,000
10/24/25
4
3
2,968
1.67
Single-Family Home
$4,325,000
12/05/25
5
2.5
3,885
2.45
Single-Family Home
$3,710,000
03/12/26
3
5
3,171
2.44
Single-Family Home
$2,550,000
10/02/25
3
2
1,524
2.20
Single-Family Home
$4,850,000
12/05/25
5
3.5
4,044

Nearby homes

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Assigned Schools

These are the assigned schools for 5 Osprey Ln.
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 Chilmark

At least 2 Trulia users voted on each feature.
  • 100 % Say there's wildlife

  • 100 % Say there are community events

  • 100 % Say car is needed

  • 100 % Say yards are well-kept

  • 78 % Say neighbors are friendly

  • 75 % Say it's dog friendly

  • 75 % Say people would walk alone at night

  • 67 % Say parking is easy

  • 67 % Say it's quiet

  • 60 % Say they plan to stay for at least 5 years

  • 43 % Say there's holiday spirit

  • 33 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Elaine V.
    "I work and live here, and have been in Real estate here for over 20 years, I would recommend it to anyone who needs to feel a sense of community and enjoys nature. A wonderful place to live!!"

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 5 Osprey Ln

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Off Market Homes Near 5 Osprey Ln

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