5 Pine Tree Lane
Tisbury, MA 02568
- 4 Beds
- 3 Baths
- 2,730 sqft
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
-- mins to
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
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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 |
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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 |
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Cumulative Days on Market: 1Days on Market: 20 |
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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 |
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Price List Price: $1,999,000Price Per Sqft: $732 |
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MLS Status: Active |
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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 |
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Listing Agent Listing ID: 22603526 |
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Building Area Building Area: 2730 Square Feet |
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No HOA |
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Lot Area: 7840.8 sqft |
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Special Conditions: None |
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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
Market trends in Tisbury
Last updated June 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
47
5MoM
Price History for 5 Pine Tree Lane
| Date | Price | Event | Source |
|---|---|---|---|
| 07/01/2026 | $1,999,000 | PendingToActive | LINK #43291 |
| 06/26/2026 | $1,999,000 | Pending | MLS PIN #73516062 |
| 06/11/2026 | $1,999,000 | Contingent | LINK #43291 |
| 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 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.Assigned Schools
These are the assigned schools for 5 Pine Tree Lane.
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.
LGBTQ Local Legal Protections
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.

