5 Pine Tree Lane Tisbury, MA ^$ 1,999,000

5 Pine Tree Lane

^$ 1,999,000

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5 Pine Tree Lane

Tisbury, MA, 02568

^$ 1,999,000

Bedrooms4 Baths3.0 Sq 2,730

Monthly Estimate*

^$ 12,308

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Single Family Home for sale in Tisbury, MA

for $1,999,000 with 4 bedrooms and 3 full baths. This 2,730 square foot home was built in 1927 on a lot size of 0.18.

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.

Single Family Active

Price

^$ 1,999,000

Bedrooms

Full Bath

Property Type

Single Family

Taxes

^$ 9,913

Style

Colonial Revival

Lot Size

0.18

Year Built

1927

Town/City

Tisbury

County/Region

Dukes

MLS | Web ID

73480830

List By

Alyssa Halisky

Listing Agent

Wallace & Co. Sotheby's International Realty

Broker

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$13,134

Per Month

Monthly Principal & Interest: $12,308
Monthly Property Taxes: $826
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Trends

Single family listings in Tisbury, MA

Average List Price ^$2,831,800

Percent of Sale Price 42%

About Tisbury, MA

4,262 Population

13% Since 2002

^$60,806 Median Income

46.23 Median Age

22% Households with Children

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Trends Information provided by ATTOM Data Solutions.

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Pricing History

Date	Price	Price Change	Description
2/27/2026	$1,999,000		Listed Price

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5 Pine Tree Lane, Tisbury, MA, 02568 is a Single Family Home for sale at $1,999,000 with 2,730 sqft and a lot size of 0.18. 5 Pine Tree Lane has 4 bedrooms, 3.0 baths, and was built in 1927. The property's zip code is 02568 which is in Tisbury, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 3/2/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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5 Pine Tree Lane

Single Family Home for sale in Tisbury, MA

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