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

$8,999,300

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

49 Tilton Rd, Chilmark, MA 02535

Est. Refi. Payment $52,305/mo*
Refinance Your Home
Currently Off Market - Sold Nov 21, 2024 for $7,650,000

Home Value

Trulia Estimate
$9M
Since last month
Increased$94K (+1.1%)
Since last year
Increased$1M (+14.8%)
Since last sale
Increased$1M (+17.9%)
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 +32% in the last 10 years
MonthEstimated value
2026
September 2026$9.02M
August 2026$8.92M
July 2026$8.79M
June 2026$8.38M
May 2026$8.03M
April 2026$7.89M
March 2026$7.94M
February 2026$7.91M
January 2026$7.83M
2025
2024
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
9 Beetlebung Grove Way, Chilmark, MA
0.99
Single-Family Home
$2,225,000
10/24/25
4
3
2,968
300 North Road 18 Belhaven Way, Chilmark, MA
1.55
Single-Family Home
$2,800,000
08/27/26
4
3.5
2,515
49 Gosnolds Way, Chilmark, MA
1.65
Single-Family Home
$4,850,000
12/05/25
5
3.5
4,044
124-116 122 Old Farm Rd, Chilmark, MA
1.49
Single-Family Home
$3,700,000
05/28/26
5
4
3,413
15 Old Farm Rd, Chilmark, MA
1.64
Single-Family Home
$3,710,000
03/12/26
3
5
3,171
94 Menemsha Inn Rd, Chilmark, MA
2.15
Single-Family Home
$8,178,500
10/27/25
6
4.5
4,104
300 North Rd, Chilmark, MA
1.55
Single-Family Home
$2,800,000
08/27/26
2
3
2,515
18 Homeward Way, Chilmark, MA
2.08
Single-Family Home
$4,325,000
12/05/25
5
2.5
3,885
6 Tabor Hls, Chilmark, MA
2.09
Single-Family Home
$2,100,000
11/25/25
4
3
2,544
44 Forest Rd, West Tisbury, MA
2.66
Single-Family Home
$12,267,500
09/16/26
6
4
4,876

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
99 Hammett Rd, Chilmark, MA 02535
0.36
$2,257,700
4
5.5
2,405
Off Market
78 Hammett Rd, Chilmark, MA 02535
0.52
$6,750,000
5
3.5
4,050
For Sale
25 Brickyard Road, Chilmark, MA 02535
0.82
$16,250,000
6
7
8,648
For Sale
220 North Rd, Chilmark, MA 02535
0.95
$2,195,000
7
4
2,232
For Sale
34 Brickyard Rd, Chilmark, MA 02535
0.95
$3,624,000
6
3
2,297
Off Market
9 Beetlebung Grove Way, Chilmark, MA 02535
0.99
$2,488,200
4
3
2,968
Off Market
North Rd, Chilmark, MA 02535
1.06
-
-
-
-
Off Market
3 Bens Way, Chilmark, MA 02535
1.08
$3,900,000
3
4
2,960
For Sale
139 Tea Ln, Chilmark, MA 02535
1.08
$2,095,000
3
3
2,363
For Sale
51 Blueberry Ridge Ln, Chilmark, MA 02535
1.12
$2,555,200
6
3.5
2,229
Off Market
100 Gosnolds Way, Chilmark, MA 02535
1.31
$3,300,000
4
2.5
2,383
For Sale

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

Home Highlights

Single-Family Home
Built in 1995
4 acre lot
3,834 sqft
$2,347/sqft
HOA $250/mo

About this House

What's unique:Spring point beachPool houseCoastal bluff walk
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). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $8,999,300.
Last check for updates: 36 minutes 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

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

Media

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

Price and Tax history

DateEventPrice
Nov 21, 2024
Source: LINK #42292
Sold
$7,650,000
Sep 11, 2024
Source: LINK #42292
Pending
$7,950,000
Aug 14, 2024
Source: LINK #42292
PriceChange
$7,950,000
Price decreased by 2%
Jul 25, 2024
Source: LINK #42292
Listed For Sale
$8,100,000

Market trends in Chilmark

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
40
1MoM

Around this home

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!!"
    0
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LGBTQ Local Legal Protections

© 2026 LINK, All Rights Reserved. Data last updated: 2026-09-24 14:12:39 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 49 Tilton Rd

  • What is 49 Tilton Rd estimated to be worth?
    Trulia's estimated value for 49 Tilton Rd in Chilmark, MA is $8,999,300.
  • What is the price history for 49 Tilton Rd?
    49 Tilton Rd in Chilmark, MA last sold for $7,650,000 in November 2024.
  • Is Chilmark a buyer's or seller's market?
    Chilmark is currently a buyer's market, based on recent for-sale activity.
  • What are the closest schools to 49 Tilton Rd?
    The closest schools to 49 Tilton Rd in Chilmark, MA are Chilmark Elementary School (rated 8/10), Martha's Vineyard Regional High School (rated 6/10), West Tisbury Elementary School (Pre-K/Middle, rated 7/10).
  • Does 49 Tilton Rd have a pool?
    Yes, 49 Tilton Rd in Chilmark, MA has a pool.
  • How big is the lot at 49 Tilton Rd?
    The lot at 49 Tilton Rd in Chilmark, MA is about 4 acres.

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