Is Oak Bluffs, MA dog-friendly?

As of early 2026, 96% of users say it's dog friendly

Do kids play outside in Oak Bluffs, MA?

As of early 2026, 86% of users say kids play outside

Are yards well-kept in Oak Bluffs, MA?

As of early 2026, 83% of users say yards are well-kept

Is Oak Bluffs, MA walkable to restaurants?

As of early 2026, 79% of users say it's walkable to restaurants

Is a car needed in Oak Bluffs, MA?

As of early 2026, 79% of users say car is needed

Would people walk alone at night in Oak Bluffs, MA?

As of early 2026, 78% of users say people would walk alone at night

Is Oak Bluffs, MA walkable to grocery stores?

As of early 2026, 78% of users say it's walkable to grocery stores

Is there wildlife in Oak Bluffs, MA?

As of early 2026, 73% of users say there's wildlife

Do residents of Oak Bluffs, MA plan to stay at least 5 years?

As of early 2026, 73% of users say they plan to stay for at least 5 years

Does Oak Bluffs, MA show holiday spirit?

As of early 2026, 70% of users say there's holiday spirit

Is Oak Bluffs, MA quiet?

As of early 2026, 67% of users say it's quiet

Is parking easy in Oak Bluffs, MA?

As of early 2026, 62% of users say parking is easy

Are neighbors friendly in Oak Bluffs, MA?

As of early 2026, 59% of users say neighbors are friendly

Are there community events in Oak Bluffs, MA?

As of early 2026, 47% of users say there are community events

Does Oak Bluffs, MA have sidewalks?

As of early 2026, 44% of users say there are sidewalks

Are the streets well-lit in Oak Bluffs, MA?

As of early 2026, 36% of users say streets are well-lit

What is the price history for 56 Holmes Hole Rd?

56 Holmes Hole Rd in Oak Bluffs, MA last sold for $450,000 in June 2026.

Is Oak Bluffs a buyer's or seller's market?

Oak Bluffs is currently a buyer's market, based on recent for-sale activity.

What do residents say about Oak Bluffs?

Residents describe Oak Bluffs, MA as dog-friendly, well-kept, and walkable to restaurants. See recently sold homes in Oak Bluffs, MA .

What are the closest schools to 56 Holmes Hole Rd?

The closest schools to 56 Holmes Hole Rd in Oak Bluffs, MA are Martha's Vineyard Regional High School (rated 6/10), Oak Bluffs Elementary School (Pre-K/Middle, rated 7/10).

SOLD

JUN 15, 2026

$450,000

Last sold price

56 Holmes Hole Rd, Oak Bluffs, MA 02557

Refinance Your Home

Currently Off Market - Sold Jun 15, 2026 for $450,000 (33% below list price)

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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
Lyle Ln, Vineyard Haven, MA	0.63	Lot/Land	$525,000	05/29/26		-	-
Red Buoy Ln #147, Vineyard Haven, MA	0.88	Lot/Land	$585,000	02/05/26		-	-
02 John Hoft Rd, Vineyard Haven, MA	1.09	Lot/Land	$505,000	09/26/25		-	-
Tashmoo Ave, Vineyard Haven, MA	1.31	Lot/Land	$500,000	10/02/25		-	-
2 Hope'S Way, Oak Bluffs, MA	1.47	Lot/Land	$665,000	03/06/26	3	3.5	1,716
200 Edgartown Vineyard Hvn, Oak Bluffs, MA	1.24	Lot/Land	$1,100,000	12/29/25		-	-
34 Paddock Rd, Oak Bluffs, MA	1.80	Lot/Land	$1,800,000	10/02/25		-	-
Worcester Avenue & Olinda, Oak Bluffs, MA	2.89	Lot/Land	$500,000	11/17/25		-	-
66 Munroe Ave #17, Oak Bluffs, MA	3.07	Lot/Land	$1,200,000	08/14/26		-	-

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
35 Breakdown Ln, Oak Bluffs, MA 02557	0.03	$768,200	3	2	1,961	Off Market
68 Holmes Hole Rd, Vineyard Haven, MA 02568	0.04	-	3	2	1,404	Off Market
5 Village Ct #A3, Vineyard Haven, MA 02568	0.22	$600,600	2	1	658	Off Market
83 William Norton Rd, Tisbury, MA 02568	0.27	$2,115,800	3	3.5	1,907	Off Market
169 Clover Hill Dr, Tisbury, MA 02568	0.28	$1,300,000	3	2	1,809	Recently Sold
97 Snake Holw, Tisbury, MA 02568	0.33	$1,802,500	3	2	1,850	Off Market
459 State Rd #19, Vineyard Haven, MA 02568	0.34	$711,400	Studio	0.5	1,030	Off Market
State Rd, Vineyard Haven, MA 02568	0.39	$2,000,000	-	-	-	For Sale
51 Lantern Ln, Tisbury, MA 02568	0.43	$775,000	2	1	768	Recently Sold
110 Clover Hill Drive #1, Vineyard Haven, MA 02568	0.41	$1,411,700	Studio	-	3,091	Off Market
110 Clover Hill Dr, Tisbury, MA 02568	0.42	$1,495,000	3	4	3,072	For Sale

Local Information

Map ViewExplore the area around 56 Holmes Hole Rd.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Lot/Land

0.49 acre lot

About this House

Presenting a unique opportunity to acquire a wooded level lot located on Holmes Hole Road in Oak Bluffs, encompassing a .49-acre parcel situated within a Residential Urban (RU) zoning district. This property offers a serene environment ideal for constructing a home while remaining conveniently close to the town's amenities. There is potential for developing a 3-bedroom residence utilizing either an Enhanced Septic System or Advanced Treatment System, or alternatively, a 2-bedroom home equipped with a Title 5 septic system. Prospective buyers are encouraged to confirm building options and requirements with the Town of Oak Bluffs. Attached documents for buyers review.

56 Holmes Hole Rd, Oak Bluffs, MA 02557 is a lot/land. It last sold for $450,000 on Jun 15, 2026 (33% below the $674,000 asking price). This property is not currently displayed as for sale or rent on Trulia.

Last check for updates: about 2 hours ago

Listed by Marilyn Moses Cell 617-462-0381 ANYTIME!

Ocean Park Realty Inc

Bought with: Rene Ben David,Ocean Park Realty Inc. 508-847-4864, Ocean Park Realty Inc

Source: LINK, MLS#42990

Home Details for 56 Holmes Hole Rd

Interior Features
Heating & Cooling No Cooling

Exterior Features
Frontage Not on Waterfront
Water & Sewer Sewer: Septic Tank

Property Information
Property Type / Style Property Type: LandProperty Subtype: Unimproved Land

Price & Status
Price List Price: $674,000

Active Status
MLS Status: S

Location
Direction & Address City: Oak Bluffs

Lot Information
Lot Area: 0.49 acres

Offer
Listing Agreement Type: E

Miscellaneous
Mls Number: 42990

Price and Tax history

Date	Event	Price
Jun 15, 2026 Source: LINK #42990	Sold	$450,000
Apr 24, 2026 Source: LINK #42990	Pending	$674,000
Oct 20, 2025 Source: LINK #42990	PriceChange	$674,000 Price decreased by 4%
Mar 14, 2025 Source: LINK #42990	Listed For Sale	$699,000

Year	Property tax	Tax assessment
2025	$3,085	$610,800

Additional Cost

Market trends in Oak Bluffs

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

4MoM

Around this home

Oak Bluffs Elementary School
PK-8
Public
390 Students
Oak Bluffs School District
7/10
GreatSchools Rating
Parent Rating Average
An excellent school where students seem to be happy, learning and engaged. You can tell the teachers really care about and truly want the best for their students. The new principal is very energetic, involved and approachable and he seems very well-liked by students, parents and the staff (which is everything).
Parent Review
10mo ago
4 Reviews

View nearby schools on GreatSchools

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 Oak Bluffs

At least 18 Trulia users voted on each feature.

96 % Say it's dog friendly
86 % Say kids play outside
83 % Say yards are well-kept
79 % Say it's walkable to restaurants
79 % Say car is needed
78 % Say people would walk alone at night
78 % Say it's walkable to grocery stores
73 % Say there's wildlife
73 % Say they plan to stay for at least 5 years
70 % Say there's holiday spirit
67 % Say it's quiet
62 % Say parking is easy
59 % Say neighbors are friendly
47 % Say there are community events
44 % Say there are sidewalks
36 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.

Trulia User
Resident
4w ago
"Easy to walk dogs"
0
Flag
P5j4f84ncw
Resident
7mo ago
"Local people, well known community,quite,hard working people,solid business,good schools,hospitality,new opportunities,security and safety place to leave. "
0
Flag
Adrianalleyne
Visitor
1y ago
"Oak Bluffs has a vibrant history and continues to be a bastion of African American culture. It’s worth checking out some of the many cultural sites in Oak Bluffs and throughout the island "
0
Flag
Trulia User
Resident
2y ago
"Oak Bluffs is a charming town with a bustling summer harbor and lovely shopping district. It’s a beautiful place to live. "
0
Flag
Jrheneeb
Visitor
2y ago
"I love it here. It’s beautiful and the people are amazing. It’s a great place To come relax and unwind. "
0
Flag
Kayceesmith27
Resident
7y ago
"I take the bus to and from work . Car for longer distances. Boat to get to the main land which is 45min ride."
0
Flag
Andrea H.
Prev. Resident
8y ago
"This is fantasy island. It is not like the real world it's not fast paced. we say we're on island time. there's hardly any crime it's safe for kids. and it's a good community."
0
Flag
tkurian
11y ago
"I own a property in Oak Bluffs"
0
Flag
Kristin Z.
11y ago
"We live here year round in what most people think is a vacation paradise for the rich and famous. But in actuality it is one of the best communities to live in terms of caring wonderful neighbors and exciting intellectual stimulation throughout the winter in the form of performances, music groups, communities by interests. "
0
Flag
Island R. E.
11y ago
"This is a lovely and desirable area close to town and everything the island has to offer."
1
Flag

LGBTQ Local Legal Protections

© 2026 LINK, All Rights Reserved. Data last updated: 2026-09-10 14:29:35 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.

Frequently asked questions about 56 Holmes Hole Rd

What is the price history for 56 Holmes Hole Rd?
56 Holmes Hole Rd in Oak Bluffs, MA last sold for $450,000 in June 2026.
Is Oak Bluffs a buyer's or seller's market?
Oak Bluffs is currently a buyer's market, based on recent for-sale activity.
What do residents say about Oak Bluffs?
Residents describe Oak Bluffs, MA as dog-friendly, well-kept, and walkable to restaurants. See recently sold homes in Oak Bluffs, MA.
What are the closest schools to 56 Holmes Hole Rd?
The closest schools to 56 Holmes Hole Rd in Oak Bluffs, MA are Martha's Vineyard Regional High School (rated 6/10), Oak Bluffs Elementary School (Pre-K/Middle, rated 7/10).

Explore by feature - Air Conditioning

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Explore by feature - Washer/dryer

6 rentals with a washer/dryer in Oak Bluffs, MA

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APPLY INSTANTLY
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Total price
3 bd
1 ba
1,056 sqft
28 2nd Ave,
Oak Bluffs, MA 02557
APPLY INSTANTLY
FURNISHED
$3,500/mo
Total price
2 bd
2 ba
1,000 sqft
Address Not Disclosed,
Oak Bluffs, MA 02557
APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$6,550/mo
Total price
4 bd
2 ba
1,520 sqft
107 Barnes Rd,
Oak Bluffs, MA 02557
$28,500/mo
Fees may apply
9 bd
6.5 ba
3,500 sqft
9 Tuckernuck Ave,
Oak Bluffs, MA 02557