49 Tilton Rd, Chilmark, MA 02535
Property image
Property image
OFF MARKET

49 Tilton Rd
Chilmark, MA 02535

  • 6 Beds
  • 5 Baths
  • 3,834 sqft (on 4 acres)

$8,579,200

Trulia Estimate
as of Jul 17, 2026
Est. Refi. Payment $46,851/mo*

$8,579,200

Trulia Estimate
as of Jul 17, 2026
Est. Refi. Payment $46,851/mo*
6 Beds
5 Baths
3,834 sqft
(on 4 acres)

Local Information

  • Map ViewExplore the area around 49 Tilton Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Unique opportunity to enjoy a remarkable, secure, elevated Chilmark north shore 4 acre waterfront property with dramatic 180 degree year round sunset water views over the one mile Spring Point sandy coastline to Great Rock Bight, Menemsha Hills, Aquinnah shore, Gay Head Lighthouse and the Elizabeth Islands stretching almost to Woods Hole. This wide expanse of the Vineyard Sound enjoys endless sailboat, fishing and other boating activity to enhance the ocean splendor. The views are enchanting every hour of every day of every season under any conditions rain or shine. Enjoy the 4 bedroom 3 bath main house, 2 bedroom 2 bath guest house, 60 by 20 ft waterside pool and pool house and garage on a 33 ft elevated 500 ft setback site in the highly desirable Spring Point waterfront community -- 40 homesites on 330 acres with 90 acres of common land, 2 tennis courts and 4-5 miles of lovely private paths and dirt roads including the finest coastal bluff walk on the Vineyard north shore along the one mile beautiful sandy private Spring Point beach to the dreamy Great Rock Bight Beach Cove.( see Video)
49 Tilton Rd, Chilmark, MA 02535 is a 6 bedroom, 5 bathroom, 3,834 sqft single-family home built in 1995. It last sold for $7,650,000 on Nov 21, 2024 (4% below the $7,950,000 asking price). It is currently off market. The Trulia Estimate is $8,579,200, with a rent estimate of $7,566/month.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
$250/Monthly
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 49 Tilton Rd

Interior Features

Interior Details
Basement: NANumber of Rooms: 12
Beds & Baths
Number of Bedrooms: 6Main Level Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 5
Dimensions and Layout
Living Area: 3834 Square Feet
Appliances & Utilities
Utilities: SatAppliances: Stove: yes, Washer: yes
Heating & Cooling
Heating: ElectricNo CoolingHas HeatingHeating Fuel: Electric
Fireplace & Spa
Fireplace: 0
Windows, Doors, Floors & Walls
Flooring: 1
Levels, Entrance, & Accessibility
Floors: 1
View
Has a ViewView: Sound

Exterior Features

Exterior Home Features
Other Structures: Guest house, large 60 by 20 ft pool and pool house, large one car garage and loft area. Private association membership with two tennis courts and endless trails and dirt roads for walking, running or biking.Exterior: WViews, Deck, Garden, Patio, ScrPorch, P/Pool, C/Tennis, PvtBch, AscBch, DdBch, CovFoundation: poured concreteGarden
Parking & Garage
No CarportNo GarageNo Attached GarageParking: yes
Frontage
WaterfrontWaterfront: SoundFrontage Type: SoundOn Waterfront
Water & Sewer
Sewer: Septic Tank

Property Information

Year Built
Year Built: 1995Year Renovated: 2012
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence

Price & Status

Price
List Price: $7,950,000

Active Status

MLS Status: S

Location

Direction & Address
City: Chilmark

Building

Building Area
Building Area: 3834 Square Feet

HOA

Has an HOAHOA Fee: $3,000/Annually

Lot Information

Lot Area: 4 Acres

Offer

Listing Agreement Type: E

Miscellaneous

Mls Number: 42292Water ViewWater View: Sound
Last check for updates: about 2 hours ago
Listed by Robert Kenney 914-413-5223
Tea Lane Associates
Bought with: Jill Hobby Napior 508-642-0831, Tea Lane Associates
Source: LINK, MLS#42292

Price History for 49 Tilton Rd

DatePriceEventSource
11/21/2024$7,650,000Sold
LINK #42292
09/11/2024$7,950,000PendingLINK #42292
08/14/2024$7,950,000PriceChange
LINK #42292
07/25/2024$8,100,000Listed For SaleLINK #42292

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$23,031
Assessment$10,236,100
Home facts updated by county records

Comparable Sales for 49 Tilton Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.99
Single-Family Home
$2,225,000
10/24/25
4
3
2,968
1.65
Single-Family Home
$4,850,000
12/05/25
5
3.5
4,044
1.49
Single-Family Home
$3,700,000
05/28/26
5
4
3,413
1.64
Single-Family Home
$3,710,000
03/12/26
3
5
3,171
2.15
Single-Family Home
$8,178,500
10/27/25
6
4.5
4,104
1.95
Single-Family Home
$2,475,000
09/05/25
4
3.5
2,300
2.08
Single-Family Home
$4,325,000
12/05/25
5
2.5
3,885
2.09
Single-Family Home
$2,100,000
11/25/25
4
3
2,544
2.60
Single-Family Home
$6,100,000
03/24/26
6
7
5,660
2.40
Single-Family Home
$3,375,000
09/26/25
4
2
2,813

Nearby homes

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Assigned Schools

These are the assigned schools for 49 Tilton Rd.
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 49 Tilton Rd

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Off Market Homes Near 49 Tilton Rd

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© 2026 LINK, All Rights Reserved. Data last updated: 2026-07-17 00:48:48 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.