49 Tilton Rd
Chilmark, MA 02535
- 6 Beds
- 5 Baths
- 3,834 sqft (on 4 acres)
6 Beds
5 Baths
3,834 sqft
(on 4 acres)
Local Information
-- mins to
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 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 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 |
|
|---|
Year Built Year Built: 1995Year Renovated: 2012 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence |
|
|---|
Price List Price: $7,950,000 |
|
|---|
MLS Status: S |
|
|---|
|
|---|
Direction & Address City: Chilmark |
|
|---|
Building Area Building Area: 3834 Square Feet |
|
|---|
Has an HOAHOA Fee: $3,000/Annually |
|
|---|
Lot Area: 4 Acres |
|
|---|
Listing Agreement Type: E |
|
|---|
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
| Date | Price | Event | Source |
|---|---|---|---|
| 11/21/2024 | $7,650,000 | Sold | LINK #42292 |
| 09/11/2024 | $7,950,000 | Pending | LINK #42292 |
| 08/14/2024 | $7,950,000 | PriceChange | LINK #42292 |
| 07/25/2024 | $8,100,000 | Listed For Sale | LINK #42292 |
Market trends in Chilmark
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
31
4MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| 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
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 49 Tilton Rd.
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Apartments for Rent
Homes for sale near 49 Tilton Rd
Off Market Homes Near 49 Tilton Rd
© 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.

