391 Middle Rd
Chilmark, MA 02535
- 6 Beds
- 4.5 Baths
- 3,859 sqft (on 3.30 acres)
6 Beds
4.5 Baths
3,859 sqft
(on 3.30 acres)
Local Information
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Description
This iconic property and location is truly a once-in-a-lifetime opportunity. Exceptional house and guest house that is ready to move into . The exterior resonates with what is beloved about Chilmark but the interior is contemporary and fresh. The main house has views overlooking the Keith farm and the Atlantic Ocean beyond, old stone walls and open meadows. A new owner will have the gratification of the three existing structures already built. Designed and built by two well-known craftsmen, the owners spared no expense on the renovation of the main house and the new post and beam guest house and barn. The open floor plan of the living, state-of-the-art kitchen, and dining room has southern-facing views over the Keith Farm and Atlantic Ocean. There is a first-floor primary bedroom with ocean and farm views as well as a private office. The second floor has a second primary suite with views and two additional bedrooms that share a full bath. Stone patios are lined with vibrant perennial gardens and old stonewalls including glacial boulders that line the property boundaries. In addition to the main house, there is a privately-sited custom post and beam guest house with two bedrooms, an open kitchen living space, and a full bath. Fir floors and trim throughout this cottage, oversized windows, and high ceilings. There is a sweet garage off of Middle Road as well as a shed at the top of the driveway for bikes and beach equipment. The owners added a beautiful Amish framed barn for kayaks, car, boat or potential party barn. This location lends itself to easy living in the heart of Chilmark. Walk to the Chilmark Community Center, the Chilmark Store, the Tavern, the library, and the fabulous Beetlebung Farm Stand.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from October 24, 2024
Home Highlights
Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
180+ days ago
Home Details for 391 Middle Rd
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Interior Details Basement: yes partial full basement with systems and storageNumber of Rooms: 11 |
Beds & Baths Number of Bedrooms: 6Main Level Bedrooms: 1Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 3859 Square Feet |
Appliances & Utilities Utilities: CblAppliances: Stove: 5 burner Wolf with double ovens, Washer: yes |
Heating & Cooling Heating: GFHANo CoolingHas HeatingHeating Fuel: GFHA |
Fireplace & Spa Fireplace: yes |
Windows, Doors, Floors & Walls Flooring: fir floors |
Levels, Entrance, & Accessibility Floors: Fir Floors |
View Has a ViewView: Pasture |
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Exterior Home Features Other Structures: Guest house 800 sq ft, barn is generous 27'9" by 14' with a loft that is 9'3" by 14', garage and storage shedExterior: WViews, Garden, Patio, Porch, PubBchFoundation: yes partial full basementGarden |
Parking & Garage No CarportNo GarageNo Attached GarageParking: Yes plenty |
Frontage Frontage Type: NoneNot on Waterfront |
Water & Sewer Sewer: Septic Tank |
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Year Built Year Built: 1941Year Renovated: 2018 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence |
Property Information Usage of Home: 688 |
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Price List Price: $6,485,000 |
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MLS Status: S |
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Direction & Address City: Chilmark |
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Building Area Building Area: 3859 Square Feet |
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Lot Area: 3.3 Acres |
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Listing Agreement Type: E |
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BasementMls Number: 42440 |
Last check for updates: 25 minutes ago
Listed by Jill Hobby Napior 508-642-0831
Tea Lane Associates
Bought with: Meg Bodnar 508-221-2782, Tea Lane Associates
Source: LINK, MLS#42440
Price History for 391 Middle Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 10/16/2024 | $6,100,000 | Sold | LINK #42440 |
| 09/28/2024 | $6,485,000 | Pending | LINK #42440 |
| 09/10/2024 | $6,485,000 | PriceChange | LINK #42440 |
| 08/21/2024 | $6,950,000 | Listed For Sale | LINK #42440 |
| 11/05/1998 | $1,400,000 | Sold | N/A |
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $12,396 |
| Assessment | $5,509,400 |
Home facts updated by county records
Comparable Sales for 391 Middle Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
1.33 | Single-Family Home | $7,289,000 | 10/15/25 | 4 | 5 | 3,777 | |
1.00 | Single-Family Home | $4,325,000 | 12/05/25 | 5 | 2.5 | 3,885 | |
1.13 | Single-Family Home | $2,475,000 | 09/05/25 | 4 | 3.5 | 2,300 | |
1.52 | Single-Family Home | $8,178,500 | 10/27/25 | 6 | 4.5 | 4,104 | |
1.57 | Single-Family Home | $4,850,000 | 12/05/25 | 5 | 3.5 | 4,044 | |
1.23 | Single-Family Home | $3,100,000 | 07/03/25 | 6 | 3 | 1,500 | |
1.59 | Single-Family Home | $2,100,000 | 11/25/25 | 4 | 3 | 2,544 | |
1.68 | Single-Family Home | $6,550,000 | 11/14/25 | 4 | 3.5 | 3,355 | |
2.11 | Single-Family Home | $5,900,000 | 10/31/25 | 6 | 4.5 | 3,143 | |
1.16 | Single-Family Home | $1,775,000 | 11/07/25 | 3 | 2 | 1,728 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 391 Middle 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.
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Apartments for Rent
Homes for sale near 391 Middle Rd
Off Market Homes Near 391 Middle Rd
© 2026 LINK, All Rights Reserved. Data last updated: 2026-06-02 12:06:57 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.
Homes for rent near 391 Middle Rd
391 Middle Rd, Chilmark, MA 02535 is a 6 bedroom, 5 bathroom, 3,859 sqft single-family home built in 1941. This property is not currently available for sale. 391 Middle Rd was last sold on Oct 16, 2024 for $6,100,000 (6% lower than the asking price of $6,485,000). The current Trulia Estimate for 391 Middle Rd is $6,355,700.

