5 Pine Tree Lane, Tisbury, MA 02568
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FOR SALE
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5 Pine Tree Lane
Tisbury, MA 02568

  • 4 Beds
  • 3 Baths
  • 2,730 sqft

$1,999,000

Original price: $1,999,999
Est. Mortgage $11,079/mo*

$1,999,000

Original price: $1,999,999
Est. Mortgage $11,079/mo*
4 Beds
3 Baths
2,730 sqft

Home Highlights

Parking
Open Parking
Outdoor
Porch, Deck
Climate Control
Heating & Cooling
Price/Sqft
$732
Listed
20 days ago

Local Information

  • Map ViewExplore the area around 5 Pine Tree Lane.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

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.

Home Details for 5 Pine Tree Lane

Interior Features

Interior Details
Basement: Finished,Interior EntryNumber of Rooms: 11Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Master Bathroom, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 2730 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Washer, Range Hood, Refrigerator, Electric Range, Electric Dryer, Electric Water HeaterDishwasherLaundry: Laundry Room, Second FloorRefrigeratorWasher
Heating & Cooling
Heating: Has Heating Unspecified TypeHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Has Heating Unspecified Type
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Wood BurningHas a Fireplace
Windows, Doors, Floors & Walls
Flooring: Hardwood, Tile, Wood
Levels, Entrance, & Accessibility
Stories: 3Floors: Hardwood, Tile, Wood

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Deck, PorchFencing: PartialExterior: Outdoor ShowerFoundation: PouredNo Private Pool
Parking & Garage
No CarportNo GarageHas Open ParkingParking Spaces: 3Parking: Open
Frontage
Road Frontage: PublicRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 1Days on Market: 20

Property Information

Year Built
Year Built: 1927Year Renovated: 2024
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Other
Building
Construction Materials: Shingle SidingNot a New ConstructionNot Attached PropertyDoes Not Include Home Warranty
Property Information
Condition: Updated/Remodeled, ActualParcel Number: TISB M:0004F B:00000 L:00001

Price & Status

Price
List Price: $1,999,000Price Per Sqft: $732

Active Status

MLS Status: Active

Location

Direction & Address
City: Vineyard Haven
School Information
Elementary School District: Martha's VineyardJr High / Middle School District: Martha's VineyardHigh School District: Martha's Vineyard

Agent Information

Listing Agent
Listing ID: 22603526

Building

Building Area
Building Area: 2730 Square Feet

HOA

No HOA

Lot Information

Lot Area: 7840.8 sqft

Listing Info

Special Conditions: None

Miscellaneous

BasementMls Number: 22603526Showing Requirements: Appointment Required, Call Listing Agent
Last check for updates: about 3 hours ago
Listing courtesy of Alyssa M Halisky, (508) 525-2584
Wallace & Co. Sotheby's International Realty
Source: CCIMLS, MLS#22603526

Market trends in Tisbury

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
47
5
MoM

Price History for 5 Pine Tree Lane

DatePriceEventSource
07/01/2026$1,999,000PendingToActiveLINK #43291
06/26/2026$1,999,000PendingMLS PIN #73516062
06/11/2026$1,999,000ContingentLINK #43291
02/27/2026$1,999,000PriceChange
MLS PIN #73480830
10/01/2025$1,999,999PriceChange
MLS PIN #73410635
09/18/2025$1,999,000PriceChange
Martha's Vineyard MLS #32400203
07/15/2025$2,195,000PriceChange
Martha's Vineyard MLS #32400203
05/17/2025$2,395,000Listed For SaleLINK #43291
01/31/2025$2,490,000ListingRemovedLINK #42345
09/02/2024$2,490,000PriceChange
Martha's Vineyard MLS #32400203
07/31/2024$2,590,000Listed For SaleLINK #42345
07/19/2024$2,590,000ListingRemovedLINK #42204
06/24/2024$2,590,000Listed For SaleLINK #42204
04/28/2023$1,050,000Sold
LINK #40535
03/10/2023$1,100,000PendingLINK #40535
03/02/2023$1,100,000Listed For SaleLINK #40535
06/03/1998$50,000Sold
N/A

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Property Tax and Assessment

Year2025
Tax$7,896
Assessment$1,043,100
Home facts updated by county records

Comparable Sales for 5 Pine Tree Lane

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
0.39
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
0.60
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
0.77
Single-Family Home
$2,000,000
05/28/26
4
3.5
2,690
0.77
Single-Family Home
$2,000,000
05/28/26
4
3.5
2,690

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 5 Pine Tree Lane.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "It’s great, I think any dog owner would enjoy this town for their pup. No dog park that I’m aware of, but there is one in a neighboring town. "
  • Kellyjeanmarie33
    "This is the most wonderful place to exist. You are immersed in nature yet close to town and all of its amenities. The beaches are walking distance. The neighborhood is safe. We never lock our doors. The schools are incredible. The community is living and accepting . "
  • Kellyjeanmarie33
    "This is the most wonderful and magical place to be. Full of Natural Beauty. Immersion in Nature is Constant. The Ocean and the Forest are All Around You. We are Blessed to be Here Each Day. 🙏💜✝️💜🙏"
  • Peter G.
    "The Mink Meadows community is like being up island. quiet, private, easy access to market and so much more. "
  • Meesh
    "In the winter the tourists leave and the island gets quiet. It stays relatively warm due to the Gulf Stream pulling warm water north to insulate the Sound and even though the trees loose their leaves, all the moisture creates the perfect conditions for incredibly beautiful sea-foam green lichen and mosses to cover every organic surface. Therefore, the blissful hue saturates the fog and mist; enveloping every road and path throughout the island. It’s the perfect place to forget the Internet for awhile and relish in getting purposefully lost! Enjoy it with friends or better yet, enjoy the solitude; listen to the wind whistle through the trees, hear the waves crash into the shore, and forget about everything but the moment you’re experiencing right then and now! "
  • Jeannine L.
    "The town of Tisbury on Martha's Vineyard is a community with much to offer families with children, couples, and retirees. In addition to the beaches,there are a lot of recreational activities including golf, tennis, biking, fishing, and water sports. During the day the downtown is bustling. The location is also ideal for those who want to be nearby the ferry. The Steanship ferry out of Vineyard Haven runs throughout the year. "
  • Pfred00
    "This community has a great mix of full time and summer residents, so it never feels deserted. Lady Slipper Way is part of the Spring Hill Association, a cul de sac like small community, with fully paved roads and moderate homes. Walking distance to town, tennis and Lake Tashmoo."
  • Bob B.
    "Always something to do on the Vineyard check it out you will want to live here I did and I want to move back"
  • wbaxter
    "Excellent location, just a short walk to the steamship, downtown, beach, schools and more!"
  • Pfred00
    "Have vacationed in MV for more than 10 years. While it has faced a rise in visitors, given its Presidential spotlight, it remains a wonderful place to vacation!!"
  • Robert B.
    "Perfect place to live when you want to get away from it all. Vacation or year round I know of knowhere else I'd rather live. So I'm planning on moving back."

LGBTQ Local Legal Protections

Frequently asked questions about 5 Pine Tree Lane

  • What is the estimated monthly payment for 5 Pine Tree Lane?
    Based on a $1,999,000 list price with 20% down at today's rates, the estimated monthly payment for 5 Pine Tree Lane in Tisbury, MA is approximately $11,425 (about $10,517 principal & interest, $833 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • What do residents say about Tisbury?
    Residents describe Tisbury, MA as well-kept, walkable to grocery stores, and quiet. See homes for sale in Tisbury, MA.
  • What are the closest schools to 5 Pine Tree Lane?
    The closest schools to 5 Pine Tree Lane in Tisbury, MA are Martha's Vineyard Regional High School (rated 6/10), Tisbury Elementary School (Pre-K/Middle, rated 4/10).
  • What is 5 Pine Tree Lane estimated to be worth?
    Trulia's estimated value for 5 Pine Tree Lane in Tisbury, MA is $1,856,300.
  • Does 5 Pine Tree Lane have air conditioning?
    Yes, 5 Pine Tree Lane in Tisbury, MA has air conditioning.
  • Does 5 Pine Tree Lane have laundry facilities?
    Yes, 5 Pine Tree Lane in Tisbury, MA has laundry facilities.
Alyssa M Halisky, Wallace & Co. Sotheby's International Realty
Agent Phone: (508) 525-2584
All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Detailed information about real estate listings held by brokerage firms other than CC&I Assoc. of REALTORS®, Inc. includes the name of the listing company. Neither the listing company nor CC&I Assoc. of REALTORS®, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. This site was last updated 2022-04-05 08:58:10 PDT. All properties are subject to prior sale, changes, or withdrawal. Copyright 2022© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.
5 Pine Tree Lane, 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 CCIMLS on Jul 21, 2026. The MLS # for this home is MLS# 22603526.