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5 Pine Tree Lane, Tisbury MA 02568

Tisbury, MA 02568 • Vineyard Haven
$1,999,000
Est. $11,134/month
4
Beds
3
Baths
2,730
Sq Ft
$732
Price/Sq Ft
0.18
Acres
1927
Year Built
12 hours 57 minutes
Time on Market
Active Listed Feb 27, 2026 • MLS# 73480830 Copied!

About this home

Blending 1920s charm with modern luxury, this beautifully renovated home is tucked into the coveted West Chop area of Vineyard Haven. Just steps from a neighborhood beach on the pristine shores of Vineyard Sound, it offers an elegant mix of historic character and contemporary comfort. A thoughtfully designed layout features generous living spaces centered around a chef’s kitchen with custom cabinetry, high-end appliances, and refined finishes. Open living and dining areas flow seamlessly, enhanced by updated systems and central air. Upstairs, the serene primary suite includes a spa-like tile bath with soaking tub, while two guest bedrooms share a stylish full bath with laundry. Nautical details like a compass rose stained-glass window add charm. The finished lower level provides a large additional bedroom and flexible living space. Outside, a mahogany deck overlooks the newly landscaped yard with outdoor shower and entertaining areas. Just minutes from downtown Vineyard Haven.

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Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1927
Bedrooms
4
Full Bathrooms
3
Living Area
2,730 sq ft
Total Rooms
11

Facts & Features

Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 1927
Living Area 2,730 sq ft
Lot Size 0.18 acres
Bedrooms 4
Full Baths 3
Total Rooms 11

Interior

Heating Central, Forced Air
Cooling Central Air
Flooring Wood, Tile
Appliances Tankless Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer
Fireplace Living Room
Fireplaces 1
Basement None
Laundry Second Floor
Features None

Exterior

Construction Frame
Architecture Colonial Revival
Roof Shingle
Features Porch, Deck - Wood, Professional Landscaping, Sprinkler System, Outdoor Shower
Pool None
Spa None
Fencing None
Patio/Porch Porch, Deck - Wood

Parking

Features Driveway, Stone/gravel
Total Spaces 3

Utilities

Electric 200+ Amp Service
Water Public
Sewer Private Sewer
Gas None
Other None

Financial

Annual Tax $9,913
Assessed Value $1,336,000

Interior Features

Flooring: Wood, Tile
Appliances: Tankless Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer
Interior Features:
Windows: Insulated Windows
Basement:
Laundry: Second Floor
Security:

Construction & Materials

Style: Colonial Revival
Year Built: 1927
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Central, Forced Air
Cooling: Central Air
Hot Water:
Water Source: Public
Sewer: Private Sewer
Energy Features:

Exterior & Lot

Exterior Features: Porch, Deck - Wood, Professional Landscaping, Sprinkler System, Outdoor Shower
Patio & Porch: Porch, Deck - Wood
Fencing:
Other Structures:
Lot Features: Corner Lot
Road Surface:

Parking & Garage

Total Parking Spaces: 3
Parking Features: Driveway, Stone/Gravel

Special Features

Fireplaces: 1
Fireplace Type: Living Room
Community Amenities: Public Transportation, Shopping, Walk/Jog Trails, Golf, Bike Path, Conservation Area, Public School

Location

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Neighborhood

Vineyard Haven

5 Pine Tree Lane, Tisbury MA 02568

Tisbury, MA 02568

Walkability

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Nearby Schools

School District
Martha's Vineyard School District local
School Safety 2024-25
5.0% Above Average
5.0% Suspensions 1.3% In-School
0.5% below state avg
E

Elementary Schools

2 schools
Vineyard Montessori School
0.6 mi
Grades PK-08
C+
Tisbury Elementary School
1.3 mi | #239 of 352 | Score: 37.3
Dropped 104 spots from last year
-20.9 below state avg
312 students Diverse
Diverse Student Body
Grades PK-08
Learn about these ratings

Monthly Payment Calculator

Monthly Payment
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Principal, interest, taxes & insurance
Loan Amount
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After down payment
Total Interest
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Over life of loan
Total Cost
$0
Including down payment
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Down: $0
%

Monthly Payment Breakdown

Principal & Interest $0
Property Tax $826
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

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Current Rate
$0/mo
+0.5% Rate
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Cost $0/mo

Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Property History

Property Timeline

🏠
Listed for Sale
Feb 27, 2026
$1,999,000
Original listing
Agent: Alyssa Halisky Office: Wallace & Co. Sotheby's International Realty

Price & Status History

Date Event Price Change
Feb 27, 2026 New Listing Added $1,999,000

Market Statistics

Time on Market
12 hours 57 minutes
Price per Sq Ft
$732

Tax History

Year Taxes Assessment
2026 $9,913 $1,336,000

Financial Details

Annual Property Tax
$9,913
Tax Year 2026
Assessed Value
$1,336,000

Listing Information

Listing Agent Alyssa Halisky
Listing Office Wallace & Co. Sotheby's International Realty
Agent MLS ID CN262458
Office MLS ID AN9542
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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