27 Spring St
Tisbury, MA 02568
5 Beds
4 Baths
2,300 sqft
5 Beds
4 Baths
2,300 sqft
We estimate this home will sell faster than 90% nearby.
Local Information
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Description
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.
We estimate this home will sell faster than 90% nearby.
Home Highlights
Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
$1,259
Listed
3 days ago
Home Details for 27 Spring St
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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 |
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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 |
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Days on Market: 3 |
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Year Built Year Built: 1842Year Renovated: 2007 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence |
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Price List Price: $2,895,000Price Per Sqft: $1,259 |
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MLS Status: A |
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Direction & Address City: Vineyard Haven |
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Listing Agent Listing ID: 44279 |
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Building Area Building Area: 2300 Square Feet |
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Lot Area: 6908.616 sqft |
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Listing Agreement Type: E |
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Partially Furnished |
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BasementMls Number: 44279Water ViewWater View: D/Snd |
Last check for updates: about 5 hours ago
Listing courtesy of Alexis Holden
Tea Lane Associates
Source: LINK, MLS#44279
Also Listed on LINK.
Price History for 27 Spring St
| Date | Price | Event | Source |
|---|---|---|---|
| 05/20/2026 | $2,895,000 | Listed For Sale | LINK #44279 |
| 12/29/2025 | $2,995,000 | ListingRemoved | LINK #41418 |
| 10/10/2025 | $2,995,000 | PriceChange | LINK #41418 |
| 03/28/2025 | $3,195,000 | Listed For Sale | LINK #41418 |
| 08/07/2020 | $1,550,000 | ListingRemoved | Agent Provided |
| 06/03/2020 | $1,550,000 | Listed For Sale | Agent Provided |
| 11/30/2018 | $1,725,000 | ListingRemoved | Agent Provided |
| 04/07/2018 | $1,725,000 | Listed For Sale | Agent Provided |
| 10/11/2017 | $1,725,000 | ListingRemoved | Agent Provided |
| 05/15/2017 | $1,725,000 | Listed For Sale | Agent Provided |
| 12/27/2004 | $920,000 | Sold | LINK #11372 |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $11,457 |
| Assessment | $1,513,500 |
Home facts updated by county records
Comparable Sales for 27 Spring St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.22 | Single-Family Home | $1,500,000 | 01/23/26 | 5 | 3.5 | 2,436 | |
0.47 | Single-Family Home | $1,325,000 | 06/30/25 | 5 | 4 | 2,292 | |
0.14 | Single-Family Home | $1,925,000 | 06/24/25 | 3 | 2.5 | 2,378 | |
0.37 | Single-Family Home | $1,800,000 | 10/15/25 | 3 | 3.5 | 1,913 | |
0.57 | Single-Family Home | $1,230,000 | 12/17/25 | 4 | 3 | 1,900 | |
0.38 | Single-Family Home | $1,560,000 | 01/15/26 | 5 | 3.5 | 4,032 | |
0.21 | Single-Family Home | $4,295,000 | 08/27/25 | 4 | 4.5 | 2,792 | |
0.35 | Single-Family Home | $1,525,000 | 06/18/25 | 4 | 3 | 2,016 | |
0.48 | Single-Family Home | $2,637,500 | 12/12/25 | 4 | 3 | 2,770 | |
0.46 | Single-Family Home | $1,935,000 | 05/06/26 | 3 | 3.5 | 2,453 |
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FOR SALEOPEN SUN, 10-12PM0.36 ACRESViewpoints
Assigned Schools
These are the assigned schools for 27 Spring St.
- Tisbury Elementary School
- PK-8
- Public
- 288 Students
4/10GreatSchools RatingParent Rating AverageFantastic experience. A private school quality education with a public school price tag.Parent Review7y ago - Martha's Vineyard Regional High School
- 9-12
- Public
- 703 Students
6/10GreatSchools RatingParent Rating AverageStandards for academic engagement are ON THE FLOOR at this school. The “c1” courses are equivalent to a special ed class in any other school, and an honors class to a typical c1 course. Very, very low expectations for C1 students, often no homework at all, or just one assignment per week, and very little in class work. Many teachers in the school are just blatantly bad at their jobs. The school is not able to address it due to a lack of new teachers, but also because they refuse to train teachers properly. I will admit, many teachers are incredible, but it is unacceptable that the academic standards are so incredibly low and how the administration allows teachers to get by without being able to teach the curriculum during the school year. Specifically, this school and the school system on the island in general is notorious for its awful math program. The school is now having to extend the math period for freshmen because of the amount of failing students (likely more changes to come). The administration has also consistently shown disregard for the opinions of students and families, particularly about the new phone policy. Many valid arguments were simply dismissed or never addressed or answered prior to the establishment of the policy. The administration is also very unaware of what is actually happening (particularly the former principal) in the student body, as a very, very small percentage of students are actually following the policy—the vast majority sticking to the old rule of just not having phones out in class, while the administration continually brags about how well the implementation of the policy has gone. Hopefully as the former principal is now gone some of these issues will be addressed, but it is important to note that there are many issues with this school.Student Review9mo ago 
Check out schools near 27 Spring St.
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
Alexis Holden, Tea Lane Associates
© 2026 LINK, All Rights Reserved. Data last updated: 2026-05-23 03:06:53 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.
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.