27 Spring St, Tisbury, MA 02568
Property image
Property image
FOR SALE

27 Spring St
Tisbury, MA 02568

  • 5 Beds
  • 4 Baths
  • 2,300 sqft

$2,895,000

Est. Mortgage $15,935/mo*
Get Pre-Qualified

$2,895,000

Est. Mortgage $15,935/mo*
Get Pre-Qualified
5 Beds
4 Baths
2,300 sqft

Home Highlights

Price/Sqft
$1,259
Listed
95 days ago
Climate Control
Heating only

Local Information

  • Map ViewExplore the area around 27 Spring St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Located in the William Street Historic District, this elegant Greek Revival home, built in 1842, has stood the test of time and has been thoughtfully expanded and renovated in recent years. This five-bedroom, four-bath residence combines historic character with modern comforts. The home features a gracious living room, dining room, office, and an inviting kitchen/breakfast room. There are five original fireplaces, and 3 zone central heat and AC. Additional conveniences include a mudroom, laundry room and a large screened porch where you’ll find yourself spending more time than anywhere else in the summer time. Two of the five bedrooms are on the first floor, including a private ensuite with a full bath. The home is notable for its unusually large and abundant windows, flooding the south-facing interior with natural light. The winding staircase is a sculptural centerpiece that greets you as you enter through the original front door. Renovations include a new roof over the porch, three modernized bathrooms, and updates throughout the first and second floors, all carefully designed to honor the home’s historic charm. Outside you will find a lawn area and back yard patio that overlook perennial plantings including roses, hydrangeas and dogwood and a white picket fence that creates nice privacy. Plus there is off-street parking for 2 cars. Located just one block from Main Street and two blocks from the Vineyard Haven ferry terminal , this prime location offers easy access to shopping and restaurants and the Tisbury Elementary School. The town tennis courts are just a half-block away, and its a leisurely stroll to the town beach at Owen Park. This is a rare opportunity to own a piece of Vineyard Haven history, where timeless charm meets contemporary comfort.
Last check for updates: about 2 hours ago
Listing courtesy of Alexis Holden 508 560 9906
Tea Lane Associates
Source: LINK, MLS#44279
Also Listed on LINK.

Home Details for 27 Spring St

Interior Features

Interior Details
Basement: stone foundation, partial basementNumber of Rooms: 9
Beds & Baths
Number of Bedrooms: 5Main Level Bedrooms: 2Number of Bathrooms: 4Number of Bathrooms (full): 4
Dimensions and Layout
Living Area: 2300 Square Feet
Appliances & Utilities
Utilities: CblAppliances: Stove: Viking range, Washer: yes
Heating & Cooling
Heating: OFHANo CoolingHas HeatingHeating Fuel: OFHA
Fireplace & Spa
Fireplace: 3
Windows, Doors, Floors & Walls
Flooring: Antique pine
Levels, Entrance, & Accessibility
Floors: Antique Pine
View
Has a ViewView: D/Snd

Exterior Features

Exterior Home Features
Exterior: ScrPorch, PubBch, C/TennisFoundation: Stone.
Parking & Garage
No CarportNo GarageNo Attached GarageParking: yes, off street 2 cars
Frontage
Frontage Type: NoneNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Days on Market: 95

Property Information

Year Built
Year Built: 1842Year Renovated: 2007
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence

Price & Status

Price
List Price: $2,895,000Price Per Sqft: $1,259

Active Status

MLS Status: A

Location

Direction & Address
City: Vineyard Haven

Agent Information

Listing Agent
Listing ID: 44279

Building

Building Area
Building Area: 2300 Square Feet

Lot Information

Lot Area: 6908.616 sqft

Offer

Listing Agreement Type: E

Rental Terms, Policies & Fees

Partially Furnished

Miscellaneous

BasementMls Number: 44279Water ViewWater View: D/Snd

Around this home

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. "
    0
    Flag
  • 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 . "
    3
    Flag
  • 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. 🙏💜✝️💜🙏"
    0
    Flag
  • Peter G.
    "The Mink Meadows community is like being up island. quiet, private, easy access to market and so much more. "
    1
    Flag
  • 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! "
    1
    Flag
  • 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. "
    0
    Flag
  • 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."
    1
    Flag
  • 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"
    0
    Flag
  • wbaxter
    "Excellent location, just a short walk to the steamship, downtown, beach, schools and more!"
    0
    Flag
  • 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!!"
    1
    Flag
  • 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."
    0
    Flag

Market trends in Tisbury

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
55
8MoM

Home Value

Trulia Estimate
$2.68M
Since last month
Increased$30K (+1.1%)
Since last year
Decreased$248K (-8.5%)
Since last sale
Increased$2M (+190.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +127% in the last 10 years
MonthEstimated value
2026
August 2026$2.68M
July 2026$2.65M
June 2026$2.67M
May 2026$2.78M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
128 Spring St, Tisbury, MA
0.22
Single-Family Home
$1,500,000
01/23/26
5
3.5
2,436
82 Skiff Ave, Tisbury, MA
0.37
Single-Family Home
$1,800,000
10/15/25
3
3.5
1,913
21 Cromwell St, Tisbury, MA
0.57
Single-Family Home
$1,230,000
12/17/25
4
3
1,900
36 Ferro Way, Tisbury, MA
0.38
Single-Family Home
$1,560,000
01/15/26
5
3.5
4,032
118 William St, Tisbury, MA
0.21
Single-Family Home
$4,295,000
08/27/25
4
4.5
2,792
36 Tashmoo Ave, Tisbury, MA
0.48
Single-Family Home
$2,637,500
12/12/25
4
3
2,770
34 Davis St, Vineyard Haven, MA
0.46
Single-Family Home
$1,935,000
05/06/26
3
3.5
2,453
30 Daggett Ave, Tisbury, MA
0.63
Single-Family Home
$2,195,000
08/19/26
4
2.5
2,890
202 Lake St, Tisbury, MA
0.46
Single-Family Home
$1,130,000
04/28/26
4
2
1,414

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
49 William St, Tisbury, MA 02568
0.05
$3,251,600
5
4.5
3,752
Off Market
Franklin St, Vineyard Haven, MA 02568
0.10
-
-
-
-
Off Market
70 Spring St, Tisbury, MA 02568
0.10
$2,300,000
4
3.5
3,274
For Sale
27 William Street #0, Vineyard Haven, MA 02568
0.13
$1,500,600
Studio
-
2,784
Off Market
21 William St, Tisbury, MA 02568
0.14
$1,981,500
3
2.5
2,378
Off Market
29 & 33 Lagoon Pond Road, Vineyard Haven, MA 02568
0.17
$3,295,000
5
4
2,330
For Sale
4 Lagoon Pond Rd, Vineyard Haven, MA 02568
0.16
$1,395,000
Studio
0.5
1,283
For Sale
26 Union St #7, Vineyard Haven, MA 02568
0.14
$1,625,000
2
2.5
1,532
For Sale
33 Lagoon Pond Rd, Tisbury, MA 02568
0.18
$1,975,000
3
3
1,680
For Sale
29-29 Lagoon Pond Rd #33, Vineyard Haven, MA 02568
0.18
$3,295,000
5
4
2,330
For Sale
89 Main St, Tisbury, MA 02568
0.14
$2,977,500
4
5
2,728
Off Market

Price and Tax history

DateEventPrice
May 20, 2026
Source: LINK #44279
Listed For Sale
$2,895,000
Dec 29, 2025
Source: LINK #41418
ListingRemoved
$2,995,000
Oct 10, 2025
Source: LINK #41418
PriceChange
$2,995,000
Price decreased by 6%
Mar 28, 2025
Source: LINK #41418
Listed For Sale
$3,195,000
Aug 7, 2020
Source: Agent Provided
ListingRemoved
$1,550,000

LGBTQ Local Legal Protections

Alexis Holden 508 560 9906, Tea Lane Associates
© 2026 LINK, All Rights Reserved. Data last updated: 2026-08-22 15:06:11 PDT. Some properties may no longer be for sale if they have gone under contract, have sold, or are no longer being offered for sale since the last update.

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Frequently asked questions about 27 Spring St

  • What is the estimated monthly payment for 27 Spring St?
    Based on a $2,895,000 list price with 20% down at today's rates, the estimated monthly payment for 27 Spring St in Tisbury, MA is approximately $16,441 (about $15,160 principal & interest, $1,206 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 27 Spring St?
    The closest schools to 27 Spring St in Tisbury, MA are Martha's Vineyard Regional High School (rated 6/10), Tisbury Elementary School (Pre-K/Middle, rated 4/10).
  • What is 27 Spring St estimated to be worth?
    Trulia's estimated value for 27 Spring St in Tisbury, MA is $2,676,600.
  • How big is the lot at 27 Spring St?
    The lot at 27 Spring St in Tisbury, MA is about 0.16 acres (6,908 sq ft).
  • Does 27 Spring St have parking?
    Yes, 27 Spring St in Tisbury, MA has on-site parking.
27 Spring St, Tisbury, MA 02568 is a 5 bedroom, 4 bathroom, 2,300 sqft single-family home built in 1842. This property is currently available for sale and was listed by LINK on May 20, 2026. The MLS # for this home is MLS# 44279.