Is there wildlife in Chilmark, MA?

As of early 2026, 100% of users say there's wildlife

Are there community events in Chilmark, MA?

As of early 2026, 100% of users say there are community events

Is a car needed in Chilmark, MA?

As of early 2026, 100% of users say car is needed

Are yards well-kept in Chilmark, MA?

As of early 2026, 100% of users say yards are well-kept

Are neighbors friendly in Chilmark, MA?

As of early 2026, 78% of users say neighbors are friendly

Is Chilmark, MA dog-friendly?

As of early 2026, 75% of users say it's dog friendly

Would people walk alone at night in Chilmark, MA?

As of early 2026, 75% of users say people would walk alone at night

Is parking easy in Chilmark, MA?

As of early 2026, 67% of users say parking is easy

Is Chilmark, MA quiet?

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

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

As of early 2026, 60% of users say they plan to stay for at least 5 years

Does Chilmark, MA show holiday spirit?

As of early 2026, 43% of users say there's holiday spirit

Is Chilmark, MA walkable to restaurants?

As of early 2026, 33% of users say it's walkable to restaurants

What is the estimated monthly payment for 8 Wauwompauque Trl?

Based on a $5,300,000 list price with 20% down at today's rates, the estimated monthly payment for 8 Wauwompauque Trl in Chilmark, MA is approximately $30,038 (about $27,755 principal & interest, $2,208 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.

What are the closest schools to 8 Wauwompauque Trl?

The closest schools to 8 Wauwompauque Trl in Chilmark, MA are Chilmark Elementary School (rated 8/10), Martha's Vineyard Regional High School (rated 6/10), West Tisbury Elementary School (Pre-K/Middle, rated 7/10).

Does 8 Wauwompauque Trl have laundry facilities?

Yes, 8 Wauwompauque Trl in Chilmark, MA has laundry facilities.

How big is the lot at 8 Wauwompauque Trl?

The lot at 8 Wauwompauque Trl in Chilmark, MA is about 2.6 acres .

FOR SALE

NEW - 11 HRS AGO

2.6 ACRES

8 Wauwompauque Trl
Chilmark, MA 02535

5 Beds
3.5 Baths
2,210 sqft (on 2.60 acres)

$5,300,000

Est. Mortgage $29,111/mo*

Get Pre-Qualified

$5,300,000

Est. Mortgage $29,111/mo*

Get Pre-Qualified

5 Beds

3.5 Baths

2,210 sqft

(on 2.60 acres)

Home Highlights

Price/Sqft

$2,398

Listed

Less than a day ago

Local Information

Map ViewExplore the area around 8 Wauwompauque Trl.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

About this House

Abels Hill opportunity! Coastal living at its finest in this contemporary Abels Hill retreat, where south-facing ocean views and exceptional amenities define the lifestyle. Situated within one of Chilmark's most sought-after communities, the property enjoys exclusive access to the Atlantic Ocean, Chilmark Pond, and private association tennis courts. The property features a beautifully designed main house and a detached guest suite, offering five bedrooms and three full baths. Inside, the light-filled interior showcases soaring vaulted ceilings and a desirable south-facing orientation, filling the home with natural sunlight throughout the day. A true chef's kitchen serves as the heart of the home, thoughtfully designed for both everyday living and effortless entertaining. Step outside to the expansive wraparound deck, where sweeping ocean views provide the perfect setting for morning coffee, al fresco dining, or unforgettable sunsets. Combining modern design, privacy, and premier access to Martha's Vineyard's renowned coastline, this Abels Hill property presents a rare opportunity to own in one of the Island's most coveted neighborhoods.

Last check for updates: 22 minutes ago

Listing courtesy of Jill Hobby Napior 508-642-0831

Tea Lane Associates

Source: LINK, MLS#44596

Also Listed on LINK.

Home Details for 8 Wauwompauque Trl

Interior Features
Interior Details Basement: Full finished basement with a full bath, laundry, 3 bedrooms and basement space.Number of Rooms: 10
Beds & Baths Number of Bedrooms: 5Main Level Bedrooms: 1Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout Living Area: 2210 Square Feet
Appliances & Utilities Utilities: CblAppliances: Stove: 6 Burner Viking Gas, Washer: yes
Heating & Cooling No Cooling
Fireplace & Spa Fireplace: yes 2
Windows, Doors, Floors & Walls Flooring: hardwood flooring
Levels, Entrance, & Accessibility Floors: Hardwood Flooring
View Has a ViewView: Ocean

Exterior Features
Exterior Home Features Exterior: Deck, WViews, Porch, PvtBch, AscBch, PubBch, DdBch, Cov, C/TennisFoundation: Full basement
Frontage Frontage Type: NoneNot on Waterfront
Water & Sewer Sewer: Septic Tank

Days on Market
Days on Market: <1 day on Trulia

Property Information
Year Built Year Built: 1966
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence
Property Information Usage of Home: 718

Price & Status
Price List Price: $5,300,000Price Per Sqft: $2,398

Active Status
MLS Status: A

Location
Direction & Address City: Chilmark

Agent Information
Listing Agent Listing ID: 44596

Building
Building Area Building Area: 2210 Square Feet

Lot Information
Lot Area: 2.6 Acres

Offer
Listing Agreement Type: E

Miscellaneous
BasementMls Number: 44596Water ViewWater View: Ocean

Around this home

West Tisbury Elementary School
PK-8
Public
334 Students
Up-Island Regional School District
7/10
GreatSchools Rating
Parent Rating Average
Kids rule the school. No accountability. Bullying is not taken seriously.
Parent Review
1y ago
5 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 Chilmark

At least 2 Trulia users voted on each feature.

100 % Say there's wildlife
100 % Say there are community events
100 % Say car is needed
100 % Say yards are well-kept
78 % Say neighbors are friendly
75 % Say it's dog friendly
75 % Say people would walk alone at night
67 % Say parking is easy
67 % Say it's quiet
60 % Say they plan to stay for at least 5 years
43 % Say there's holiday spirit
33 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.

Elaine V.
12y ago
"I work and live here, and have been in Real estate here for over 20 years, I would recommend it to anyone who needs to feel a sense of community and enjoys nature. A wonderful place to live!!"
0
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Market trends in Chilmark

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

8MoM

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
6 Tabor Hls, Chilmark, MA	0.96	Single-Family Home	$2,100,000	11/25/25	4	3	2,544
25 Osprey Ln, Chilmark, MA	0.64	Single-Family Home	$7,289,000	10/15/25	4	5	3,777
3 Fulling Mill Rd, Chilmark, MA	0.86	Single-Family Home	$1,775,000	11/07/25	3	2	1,728
60 Meeting House Rd, Chilmark, MA	0.71	Single-Family Home	$6,100,000	03/24/26	6	7	5,660
31 N Slope Ln, Chilmark, MA	1.71	Single-Family Home	$2,475,000	09/05/25	4	3.5	2,300
9 Beetlebung Grove Way, Chilmark, MA	2.04	Single-Family Home	$2,225,000	10/24/25	4	3	2,968
15 Old Farm Rd, Chilmark, MA	1.99	Single-Family Home	$3,710,000	03/12/26	3	5	3,171
18 Homeward Way, Chilmark, MA	1.80	Single-Family Home	$4,325,000	12/05/25	5	2.5	3,885
146 Quansoo Rd, Chilmark, MA	2.52	Single-Family Home	$4,350,000	01/07/26	5	3	3,440
49 Gosnolds Way, Chilmark, MA	2.25	Single-Family Home	$4,850,000	12/05/25	5	3.5	4,044

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
10 N Abels Hill Rd, Chilmark, MA 02535	0.15	$1,653,300	4	3	2,850	Off Market
31 Cross Rip Ln, Chilmark, MA 02535	0.23	$1,090,400	1	1	512	Off Market
6 Wakeman Rd, Chilmark, MA 02535	0.29	$9,875,000	6	5.5	3,758	For Sale
276 South Rd, Chilmark, MA 02535	0.33	$1,942,900	4	2	2,034	Off Market
7 Yardarm Ln, Chilmark, MA 02535	0.37	$2,715,600	2	2.5	1,836	Off Market
260 South Rd, Chilmark, MA 02535	0.40	$4,311,100	6	2.5	2,604	Off Market
5 Ocean View Farm Rd, Chilmark, MA 02535	0.41	$2,493,400	3	1.5	1,342	Off Market
2 Other House Rd, Chilmark, MA 02535	0.47	$2,500,000	-	-	-	For Sale
8 Snail Road, Chilmark, MA 02535	0.47	$15,400,000	6	8	6,967	For Sale
27 Ocean View Farm Rd, Chilmark, MA 02535	0.45	$3,003,400	4	3	2,450	Off Market
22 Ocean View Farm Rd #B, Chilmark, MA 02535	0.46	$1,182,300	2	1.5	1,520	Off Market

Price and Tax history

Date	Event	Price
Aug 22, 2026 Source: LINK #44596	Listed For Sale	$5,300,000
May 30, 2000 Source: N/A	Sold	$1,875,000

Year	Property tax	Tax assessment
2025	$10,834	$4,815,000

LGBTQ Local Legal Protections

Additional Cost

Jill Hobby Napior 508-642-0831, Tea Lane Associates

© 2026 LINK, All Rights Reserved. Data last updated: 2026-08-22 00:36:17 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 8 Wauwompauque Trl

What is the estimated monthly payment for 8 Wauwompauque Trl?
Based on a $5,300,000 list price with 20% down at today's rates, the estimated monthly payment for 8 Wauwompauque Trl in Chilmark, MA is approximately $30,038 (about $27,755 principal & interest, $2,208 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
What are the closest schools to 8 Wauwompauque Trl?
The closest schools to 8 Wauwompauque Trl in Chilmark, MA are Chilmark Elementary School (rated 8/10), Martha's Vineyard Regional High School (rated 6/10), West Tisbury Elementary School (Pre-K/Middle, rated 7/10).
Does 8 Wauwompauque Trl have laundry facilities?
Yes, 8 Wauwompauque Trl in Chilmark, MA has laundry facilities.
How big is the lot at 8 Wauwompauque Trl?
The lot at 8 Wauwompauque Trl in Chilmark, MA is about 2.6 acres.

8 Wauwompauque Trl, Chilmark, MA 02535 is a 5 bedroom, 4 bathroom, 2,210 sqft single-family home built in 1966. This property is currently available for sale and was listed by LINK on Aug 22, 2026. The MLS # for this home is MLS# 44596.

8 Wauwompauque Trl
Chilmark, MA 02535

$5,300,000