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. 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. With close proximity to downtown Vineyard Haven and the beaches of Vineyard Sound, this exceptional home captures the essence of island living. 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.
For sale
Price increase: $999 (10/1)
$1,999,000
5 Pine Tree Ln, Tisbury, MA 02568
4beds
2,730sqft
Est.:
Single Family Residence
Built in 1927
7,840.8 Square Feet Lot
$1,884,500 Zestimate®
$732/sqft
$-- HOA
What's special
Central air conditioningOutdoor showerNewly landscaped backyardFinished lower levelStunning mahogany deckSpa-like tile bathUpdated systems
- 497 days |
- 338 |
- 19 |
Zillow last checked: 8 hours ago
Listing updated: October 16, 2025 at 07:55am
Listed by:
Alyssa M Halisky 508-525-2584,
Wallace & Co. Sotheby's International Realty
Source: Martha's Vineyard MLS,MLS#: 32400203
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Heating
- Heat Pump
Cooling
- Central Air
Appliances
- Included: Washer, Refrigerator, Dishwasher, Electric Water Heater
- Laundry: Second Floor
Features
- Recessed Lighting
- Flooring: Hardwood, Wood, Tile
- Basement: Finished,Interior Entry
- Number of fireplaces: 1
Interior area
- Total structure area: 2,730
- Total interior livable area: 2,730 sqft
Video & virtual tour
Property
Parking
- Parking features: Open
- Has uncovered spaces: Yes
Features
- Exterior features: Outdoor Shower
Lot
- Size: 7,840.8 Square Feet
- Features: Bike Path, Harbor, School, Shopping, Public Tennis, Medical Facility, In Town Location, Conservation Area, Cleared, Level
Details
- Parcel number: 4F1
- Zoning: R25
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Other
- Property subtype: Single Family Residence
Materials
- Shingle Siding
- Foundation: Poured
- Roof: Asphalt
Condition
- Year built: 1927
- Major remodel year: 2024
Utilities & green energy
- Sewer: Septic Tank
Community & HOA
HOA
- Has HOA: No
Location
- Region: Tisbury
Financial & listing details
- Price per square foot: $732/sqft
- Tax assessed value: $1,043,100
- Annual tax amount: $7,896
- Date on market: 7/31/2024
- Road surface type: Paved
Estimated market value
$1,884,500
$1.79M - $1.98M
$6,075/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 10/1/2025 | Price change | $1,999,999+0%$733/sqft |
Source: MLS PIN #73410635 Report a problem | ||
| 9/18/2025 | Price change | $1,999,000-8.9%$732/sqft |
Source: Martha's Vineyard MLS #32400203 Report a problem | ||
| 7/15/2025 | Price change | $2,195,000-8.4%$804/sqft |
Source: Martha's Vineyard MLS #32400203 Report a problem | ||
| 5/17/2025 | Listed for sale | $2,395,000-3.8%$877/sqft |
Source: LINK #43291 Report a problem | ||
| 1/31/2025 | Listing removed | $2,490,000$912/sqft |
Source: LINK #42345 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $7,896 -12.7% | $1,043,100 -8% |
| 2024 | $9,044 +7.2% | $1,133,300 -1.6% |
| 2023 | $8,435 +27.1% | $1,152,300 +51% |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$11,716/mo
Principal & interest
$10183
Property taxes
$833
Home insurance
$700
Climate risks
Neighborhood: 02568
Nearby schools
GreatSchools rating
- 7/10Tisbury Elementary SchoolGrades: PK-8Distance: 1.3 mi
- 5/10Martha's Vineyard Regional High SchoolGrades: 9-12Distance: 3.6 mi
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