40 Orchard Rd
Tisbury, MA 02568
- 6 Beds
- 5 Baths
- 3,730 sqft (on 4.50 acres)
6 Beds
5 Baths
3,730 sqft
(on 4.50 acres)
Local Information
-- mins to
Description
CURRENTLY UNDER CONTRACT - Enchanted Gentleman's Farm set on an idyllic 4.5 acres in West Tisbury. As you make your way on the winding driveway, you are led up the hill to the main house where you are greeted by stone walls, gardens, fruit trees and grape vines. Just walking through the front door, you will begin to realize the attention to detail the owners had when creating this home and the entire property. The antique timbers were used to frame the main area of the house and elegantly define the spaces within. The owners truly captured the essence of open living while creating cozy spaces to retreat to when needed. The 3,730 of sq. ft. and bedroom count are divided as follows: Main house has 2,590 sq. ft. of living space and features 3 bedrooms and 2.5 baths. Guest house 800 sq. ft. of living space and has 2 bedrooms with 1 bath. Cottage is 240 sq. ft. and has a sleeping loft and 1 bathroom. Each building has a private outdoor shower. You must visit this unique property to appreciate the architectural details, fine craftsmanship and tremendous energy efficiency of every structure. The property has a rural feel but is only 4 miles to downtown and the ferry. The charming guest house, cottage and barn complete this one of a kind Vineyard treasure. If you need more space, the main house septic will accommodate up to 5 bedrooms. Also, plenty of land for to build a garage and pool. For additional information or to tour this property, please contact Michele Moore/Island Real Estate 508-693-4800 ext. 103.
Main House: Timber frame allows for an open living, dining and kitchen area. The gourmet kitchen has stainless steel appliances, honed soapstone countertops and a large center island with cooktop, ash counters and eating bar. All appliances are high-end and Energy Star rated. Beyond the great room is a den. The exquisite details continue in the open staircase going either upstairs or to the lower level. Enter through the double barn-style doors into the master bedroom suite. Walk-in, marble shower. Marble top vanity with double sinks. Large walk-in closet. A set of French doors lead to a private patio with hot tub. Decorative concrete floors throughout with radiant heat. No details were forgotten in this energy efficient home. The unique details continue throughout the second floor. The "hallways" are open to the lower level so the beams can be further enjoyed. Second level includes two roomy bedrooms. A second set of barns doors frame the entrance to the upstairs bathroom. Relax in the soaking tub. A bridge over the great room takes you to the upstairs loft space. Ceiling fans and air conditioning.
Guest house:
The enchanting feel continues as you come upon this charming guest house. With 2 bedrooms, 1 bath and an open living area, the 800 sq. ft. home feels spacious and airy. Two private decks and porch. Full basement. Outdoor shower. Very energy efficient.
Cottage: A private guest cottage almost finishes off this property. With a open studio space, full bathroom with washer/dryer, a sleeping loft, covered porch and outdoor shower, this cottage adds an additional 240 of living space to this property and is the perfect getaway from the main house for your special guests. Outdoor shower. A horse barn does finish off this property. Keep it "as is" or convert to a pool house or recreational area. Its your choice and only limited by your imagination.
Main House: Timber frame allows for an open living, dining and kitchen area. The gourmet kitchen has stainless steel appliances, honed soapstone countertops and a large center island with cooktop, ash counters and eating bar. All appliances are high-end and Energy Star rated. Beyond the great room is a den. The exquisite details continue in the open staircase going either upstairs or to the lower level. Enter through the double barn-style doors into the master bedroom suite. Walk-in, marble shower. Marble top vanity with double sinks. Large walk-in closet. A set of French doors lead to a private patio with hot tub. Decorative concrete floors throughout with radiant heat. No details were forgotten in this energy efficient home. The unique details continue throughout the second floor. The "hallways" are open to the lower level so the beams can be further enjoyed. Second level includes two roomy bedrooms. A second set of barns doors frame the entrance to the upstairs bathroom. Relax in the soaking tub. A bridge over the great room takes you to the upstairs loft space. Ceiling fans and air conditioning.
Guest house:
The enchanting feel continues as you come upon this charming guest house. With 2 bedrooms, 1 bath and an open living area, the 800 sq. ft. home feels spacious and airy. Two private decks and porch. Full basement. Outdoor shower. Very energy efficient.
Cottage: A private guest cottage almost finishes off this property. With a open studio space, full bathroom with washer/dryer, a sleeping loft, covered porch and outdoor shower, this cottage adds an additional 240 of living space to this property and is the perfect getaway from the main house for your special guests. Outdoor shower. A horse barn does finish off this property. Keep it "as is" or convert to a pool house or recreational area. Its your choice and only limited by your imagination.
40 Orchard Rd, Tisbury, MA 02568 is a 6 bedroom, 5 bathroom, 3,730 sqft multi-family built in 2007. It last sold for $1,750,000 on Apr 14, 2014. It is currently off market. The Trulia Estimate rent is $7,227/month.
Home Highlights
Parking
No Info
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 40 Orchard Rd
|
|---|
Interior Details BasementTypes of Rooms: Walk In Closet, Dining Room, Laundry Room, Master Bath, Mud Room, Recreation Room, WorkshopCeiling Fan |
Heating & Cooling Heating: Other, Radiant, Propane ButaneCooling System: OtherHeating Fuel: Other |
Appliances & Utilities Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher |
Fireplace & Spa FireplaceHot Tub or Spa |
Windows, Doors, Floors & Walls Double Paned Windows |
Levels, Entrance, & Accessibility Floors: Concrete, Hardwood |
|
|---|
Exterior Home Features Roof: AsphaltDeckExterior: ShingleGardenLawnPatio |
Parking & Garage Parking: Off Street |
|
|---|
Year Built Year Built: 2007 |
Property Type / Style Property Type: Multi FamilyArchitecture: Other |
|
|---|
Units in Building: 3 |
|
|---|
Lot Area: 4.50 acres |
Price History for 40 Orchard Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 04/14/2014 | $1,750,000 | Sold | N/A |
| 07/21/2003 | $670,000 | Sold | N/A |
Market trends in West Tisbury
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
22
3MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $13,602 |
| Assessment | $3,002,700 |
Home facts updated by county records
Comparable Sales for 40 Orchard Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
1.42 | Multi-Family Home | $1,700,000 | 10/08/25 | 7 | 4.5 | 3,213 | |
1.83 | Multi-Family Home | $1,650,000 | 04/28/26 | 5 | 5.5 | 4,334 | |
1.56 | Multi-Family Home | $3,500,000 | 09/12/25 | 8 | 3 | 3,656 | |
2.07 | Multi-Family Home | $1,000,000 | 05/13/26 | 4 | 4 | 1,999 | |
4.20 | Multi-Family Home | $3,050,000 | 04/15/26 | 7 | 5 | 3,880 | |
4.55 | Multi-Family Home | $1,900,000 | 05/01/26 | 5 | 2.5 | 2,836 | |
5.95 | Multi-Family Home | $1,595,000 | 10/01/25 | 5 | 3 | 2,020 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 40 Orchard Rd.
What Locals Say about West Tisbury
At least 4 Trulia users voted on each feature.
86 % Say it's dog friendly
83 % Say car is needed
80 % Say there's holiday spirit
75 % Say it's quiet
62 % Say neighbors are friendly
60 % Say it's walkable to restaurants
60 % Say there's wildlife
60 % Say there are community events
50 % Say yards are well-kept
50 % Say people would walk alone at night
43 % Say parking is easy
38 % Say it's walkable to grocery stores
25 % Say kids play outside
22 % Say there are sidewalks
20 % Say streets are well-lit
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections

