5 Pine Tree Ln
Tisbury, MA 02568
- 4 Beds
- 3 Baths
- 2,730 sqft
4 Beds
3 Baths
2,730 sqft
Local Information
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Description
Blending 1920s charm with modern luxury, this beautifully renovated home is tucked away in the sought-after West Chop area of Vineyard Haven. Just steps from the neighborhood beach on the pristine shores of Vineyard Sound, this elegant seaside retreat offers the perfect mix of historic character and contemporary comfort. Inside, a thoughtfully designed floor plan welcomes you with generous living spaces. At the heart of the home is a chef’s kitchen featuring custom cabinetry, high-end appliances, and stylish finishes—perfect for both everyday living and entertaining. The open-concept living and dining areas flow seamlessly, enhanced by updated systems and central air conditioning for year-round comfort. Upstairs, the primary suite provides a serene escape with a spa-like tile bath and soaking tub. Two additional guest bedrooms share a beautifully appointed full bath that also includes convenient laundry. Unique details like a compass rose stained glass window add a distinctive nautical touch. The finished lower level offers even more living space, including a large bedroom—ideal for guests or extended family. Outdoors, a stunning mahogany deck overlooks the newly landscaped backyard, complete with an outdoor shower and perfect areas for entertaining. With close proximity to downtown Vineyard Haven and the beaches of Vineyard Sound, this exceptional home captures the essence of island living—timeless, refined, and move-in ready.
Home Highlights
Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
$732
Listed
180+ days ago
Home Details for 5 Pine Tree Ln
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Interior Details Basement: Finished lower level with family room and large bedroom. Utility closet.Number of Rooms: 11 |
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3 |
Dimensions and Layout Living Area: 2730 Square Feet |
Appliances & Utilities Utilities: CblAppliances: Stove: Bosch Induction Oven & Stovetop, Washer: Electrolux Front Loading Washer |
Heating & Cooling Heating: Heat PumpNo CoolingHas HeatingHeating Fuel: Heat Pump |
Fireplace & Spa Fireplace: 1 |
Windows, Doors, Floors & Walls Flooring: 3 |
Levels, Entrance, & Accessibility Floors: 3 |
View Has a ViewView: None, Res |
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Exterior Home Features Other Structures: Outdoor ShowerExterior: Deck, Porch, Garden, DdBch, PubBchFoundation: Full foundation with finished basementGarden |
Parking & Garage No CarportNo GarageNo Attached GarageParking: Private driveway |
Frontage Frontage Type: NoneNot on Waterfront |
Water & Sewer Sewer: Septic Tank |
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Days on Market: 180+ |
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Year Built Year Built: 1927Year Renovated: 2024 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence |
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Price List Price: $1,999,000Price Per Sqft: $732 |
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MLS Status: A |
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Direction & Address City: Vineyard Haven |
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Listing Agent Listing ID: 43291 |
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Building Area Building Area: 2730 Square Feet |
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Lot Area: 7797.24 sqft |
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Listing Agreement Type: E |
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BasementMls Number: 43291 |
Last check for updates: about 11 hours ago
Listing courtesy of Alyssa Halisky
Wallace & Co. Sotheby's
Price History for 5 Pine Tree Ln
| Date | Price | Event | Source |
|---|---|---|---|
| 02/27/2026 | $1,999,000 | PriceChange | MLS PIN #73480830 |
| 10/01/2025 | $1,999,999 | PriceChange | MLS PIN #73410635 |
| 09/18/2025 | $1,999,000 | PriceChange | Martha's Vineyard MLS #32400203 |
| 07/15/2025 | $2,195,000 | PriceChange | Martha's Vineyard MLS #32400203 |
| 05/17/2025 | $2,395,000 | Listed For Sale | LINK #43291 |
| 01/31/2025 | $2,490,000 | ListingRemoved | LINK #42345 |
| 09/02/2024 | $2,490,000 | PriceChange | Martha's Vineyard MLS #32400203 |
| 07/31/2024 | $2,590,000 | Listed For Sale | LINK #42345 |
| 07/19/2024 | $2,590,000 | ListingRemoved | LINK #42204 |
| 06/24/2024 | $2,590,000 | Listed For Sale | LINK #42204 |
| 04/28/2023 | $1,050,000 | Sold | LINK #40535 |
| 03/10/2023 | $1,100,000 | Pending | LINK #40535 |
| 03/02/2023 | $1,100,000 | Listed For Sale | LINK #40535 |
| 06/03/1998 | $50,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $7,896 |
| Assessment | $1,043,100 |
Home facts updated by county records
Comparable Sales for 5 Pine Tree Ln
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.06 | Single-Family Home | $1,910,000 | 04/03/26 | 5 | 3.5 | 3,250 | |
0.32 | Single-Family Home | $1,050,000 | 06/30/25 | 4 | 2 | 1,606 | |
0.38 | Single-Family Home | $1,000,000 | 03/31/26 | 4 | 2 | 1,306 | |
0.62 | Single-Family Home | $2,637,500 | 12/12/25 | 4 | 3 | 2,770 | |
0.48 | Single-Family Home | $949,000 | 06/23/25 | 3 | 1.5 | 1,012 | |
0.60 | Single-Family Home | $1,164,000 | 08/12/25 | 3 | 2 | 1,650 | |
0.55 | Single-Family Home | $929,000 | 08/18/25 | 3 | 1.5 | 1,286 | |
0.49 | Single-Family Home | $2,100,000 | 08/27/25 | 3 | 3.5 | 3,310 | |
0.45 | Single-Family Home | $946,500 | 03/11/26 | 3 | 1 | 1,008 |
Assigned Schools
These are the assigned schools for 5 Pine Tree Ln.
What Locals Say about Tisbury
At least 26 Trulia users voted on each feature.
87 % Say yards are well-kept
80 % Say it's walkable to grocery stores
78 % Say kids play outside
77 % Say people would walk alone at night
75 % Say it's quiet
72 % Say it's dog friendly
72 % Say it's walkable to restaurants
71 % Say there's holiday spirit
70 % Say there's wildlife
68 % Say car is needed
64 % Say they plan to stay for at least 5 years
63 % Say there are sidewalks
61 % Say parking is easy
53 % Say there are community events
44 % Say neighbors are friendly
39 % Say streets are well-lit
Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Alyssa Halisky, Wallace & Co. Sotheby's
© 2026 LINK, All Rights Reserved. Data last updated: 2026-05-07 18:08:41 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.
5 Pine Tree Ln, Tisbury, MA 02568 is a 4 bedroom, 3 bathroom, 2,730 sqft single-family home built in 1927. This property is currently available for sale and was listed by LINK on May 17, 2025. The MLS # for this home is MLS# 43291.

