$3,374,418Average Value$2,054Average Price per Sq Ft43Homes For Sale
Martha's Vineyard town that looks like the Irish countryside
Chilmark is still, quiet and hilly. The only noise regularly heard in this up-island Martha’s Vineyard town is the pitter-patter of deer hooves and the distant rush of waves crashing into Lucy Vincent Beach. “It starts to look like Irelend,” says Win Baker, vice president of operations at Point B Realty in Edgartown. “It has big rolling hills and lots of farmland.”
Chilmark is where people keep their homes for decades, where they live at the end of private dirt roads, where every home lot must be at least three acres, where fishing boats leave as the sun rises, where neighbors turn out in droves for town meetings about community center tennis. Its mighty-waved beaches are open only to town residents, keeping them quiet compared to public stretches like South Beach in Edgartown. There’s no downtown district and no gastropubs here. But that’s why people pick Chilmark instead of other Vineyard towns like Oak Bluffs. “If you drive down Middle Road, you see farmland that goes into the ocean,” says Lisa Lucier, owner/broker with Anchor Realty in Oak Bluffs. “It’s just pastures, horses and sheep, and you have the ocean in the background. It’s really pretty.”
State Rd winds through the hills of Chilmark.
Livestock is not an uncommon sight in the Chilmark Community.
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Not many home sales in Chilmark, but sticker prices are high
Neighbors in Chilmark have plenty of privacy, but it comes at a price. Gray-shingled Cape Cod-style houses spanning 1,000 square feet can cost $2 million, and vast family compounds with a pool and water views from every angle can go for nearly $13 million. Despite the high sticker prices, Chilmark has the second-lowest property tax rate of any island town, at $2.63. Edgartown and Chilmark typically have the most expensive homes on the island, says Baker. The difference is that sales volume in Edgartown is consistently high, whereas in Chilmark, it’s not. “But anything that sells there is expensive,” he says. Prices range from $2.2 million to $12.1 million. Exclusive neighborhoods surrounding Squibnocket Pond provide wealthy residents with high levels of privacy.
Sprawling new homes can be found throughout Chilmark.
Large lots give you plenty of privacy from your neighbors in Chilmark.
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Old school fishing village
Within Chilmark is Menemsha, a quaint fishing village along the Vineyard Sound. Boats go in and out all day, filled with members of the same families who have been fishing in the area for generations. Markets line the road to Menemsha Beach, selling fresh lobsters, clams and mussels. The beach is rocky, the waves are still and nearby Menemsha Hills offers hikes along the ocean edge. Menemsha Pond, which separates Chilmark from the neighboring town of Aquinnah, has tons of houses with boat docks.
A sculpture in Chilmark reminds visitors of the community's strong fishing roots
The Menemsha Jetty provides residents with the best fishing in Chilmark.
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Best sunsets and surfing on Martha's Vineyard
On the opposite side of town, people watch the best sunsets on the island at Lucy Vincent Beach. The beach, which is hidden down a sandy and hilly road, is open only to Chilmark residents. Signs remind visitors to keep off the dunes, to keep the beach clean and what to do if caught in a rip tide. During the off-season, people go there to walk their dogs. Surfers love Squibnocket Beach, which has some of the best waves on the entire island. Dogs play off-leash on the beach early in the mornings.
People flock to Menemsha Beach in Chilmark to watch the sunset.
A family listens to waves lap the shores of Squibnocket Beach in Chilmark.
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Culture and fresh baked goods in up-island town
Chilmark is rural, and people like their privacy, but neighbors are engaged in local affairs. Management of the tennis program at the Chilmark Community Center was such a hot topic that more than 200 people crowded into a small room to attend a town meeting. In the summer, dancers perform at the Yard, a performing arts venue that offers educational programs for kids. The Chilmark General Store, known for its pizza, sells locally grown food, coffee from Chilmark Coffee Company and fresh baked goods.
Play a friendly match on the courts behind the Chilmark Community Center.
Chilmark residents can watch local kid's theater at the Community Center.
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Living away from it all
It's a hike to get to Chilmark, but people like it that way. It’s a 30-minute drive to downtown Edgartown and Oak Bluffs and about 25 minutes to Vineyard Haven, which has a year-round ferry. Martha’s Vineyard Airport is 15 minutes away, and neighbors can take advantage of year-round Cape Air flights and seasonal service via JetBlue, Delta and American Airlines.
The setting sun reflects off Stonewall Pond in Chilmark.
Find the perfect balance of country and beach living in Chilmark.
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Multi-age classrooms, a Chilmark school tradition
Kids in Chilmark attend Chilmark School for kindergarten through fifth grade. The school combines kindergarten and first grade, second and third grades and fourth and fifth grades. The multi-age classroom, as it’s called, has been part of Chilmark School since its founding and allows for customized learning based on the needs of each student. Chilmark School is rated B-plus by Niche. After fifth grade, most kids attend West Tisbury School, which has a B rating from Niche, and then Martha’s Vineyard Regional High School. The high school, rated B-plus, offers vocational programs, human services, college preparation courses and more.
Chilmark Elementary School received an A- in the academic category by Niche.
West Tisbury School received an overall B rating from Niche.
Welcome to Martha's Vineyard Regional High School.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Are you familiar with the Chilmark neighborhood?
to let others know what life in this neighborhood is like.
Crime and Safety
1 - Low Crime, 10 - High Crime
Chilmark
US
Homicide
2
4
Sexual Assault
1
4
Assault with Weapon
1
4
Robbery
1
4
Burglary
1
4
Motor Vehicle Theft
1
4
Larceny
1
4
Crime Score
1
4
Source: WhatIsMyCrimeRisk.com
Chilmark Demographics and Home Trends
On average, homes in Chilmark, Marthas Vineyard sell after 106 days on the market compared to the national average of 56 days. The median sale price for homes in Chilmark, Marthas Vineyard over the last 12 months is $4,017,500, up 79% from the median home sale price over the previous 12 months.
Stylish Chilmark retreat with sweeping water views, private beach, tennis, and walking trails. Set within the coveted Spring Point community, this beautifully renovated island home captures a rare sense of place, with natural beauty, privacy, and effortless indoor-outdoor living. Thoughtfully updated in 2022, the home blends relaxed coastal sophistication with driftwood-colored hardwood floors, a
Set on a private 3.5-acre wooded parcel surrounded by conservation land, this 3-bedroom, 2-bath single-family home offers the ultimate Martha’s Vineyard retreat. Nestled among mature trees and protected open space, the property provides exceptional privacy and a peaceful natural setting, while remaining conveniently located to island villages, beaches, and amenities. The home is thoughtfully
Modern Cape style home located off Tea Lane could be your special Chilmark retreat. This four bedroom, 2.5 bathroom home needs some updating but is in good condition. Living room with fireplace, dining area and family room provide space for living. Attached two bay garage allows for storage and projects. Wood working area in the basement is a plus. Enjoy the outdoors via the screened porch, large
Set high on the north shore with panoramic waterviews of Vineyard Sound and deeded private beach access, this secluded 9.8-acre property occupies a rare setting bordered by conservation land and the Menemsha Hills trail network.The spacious, meticulously maintained residence features a reverse floor plan that accentuates the natural light, soaring ceilings, and breathtaking views. The upper
A rare opportunity to build a private retreat awaits at this 15 acre land parcel centrally located in Chilmark. Once part of the High Mark estate, the property features groves of mature trees planted more than 100 years ago, creating a wondrous, secluded and private setting rarely found anywhere on the island today.The parcel directly abuts the nearly 80 acres of conservation land at the
This magnificent Spring Point waterfront property, perched 50 ft above sea level and 425 ft back from the North Shore bluff, boasts beautiful views of the Vineyard Sound, Aquinnah coastline and the Elizabeth Islands -- and year dramatic year round sunsets. The property at the end of a well maintained wide dirt road 1 mile from North Rd is SECLUDED and TRANQUIL. It's a SHORT WALK TO THE BEACH,
Welcome to an extraordinary waterfront retreat, where luxury meets nature perfectly. This exclusive property offers unparalleled access to breathtaking views, serene landscapes, and the soothing sounds of water lapping against the shore. Squibnocket Farm Road is renowned for its unspoiled beauty and tranquility. This sophisticated gated community offers a sense of seclusion while remaining within
On a beautiful 3.02-acre parcel in Chilmark, 47 Quenames Road offers privacy, outstanding value, and excellent potential. The year-round 2-bedroom home features first-floor living, an open floorplan with living and dining space, a kitchen remodeled in 2023, two bedrooms, and a full bath with tub. A new roof (2023) and outdoor deck with bluestone patio area overlooks the lawn and the natural
Waterfront house and guest house with a private dock on Menemsha Pond. This location is in the heart of Menemsha, a waterfront enclave within walking distance of this classic Harbor. Built and cared for over four generations by an Island legacy family, this property is unique among Island estates for its combination of privacy yet convenience, seclusion yet expansive views. The property is only a
This private 17-acre Chilmark estate with ocean views, tucked away in the rolling hills and farmlands of Chilmark, offers sweeping ocean views to the south and a rare sense of seclusion and serenity. At the heart of the property is a striking modern style home, thoughtfully designed to bring the outdoors in. Expansive walls of glass flood the interior with natural light and frame panoramic views
This rare two-lot offering off Middle Road in Chilmark presents a private sanctuary abutting approximately 50 acres of conservation land. The gently rolling landscape is accented by ancient stone walls and striking glacial boulders, creating a setting of timeless Vineyard character. Ideal for a generational compound or two distinct residences, the property offers both serenity and convenience --
SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Just a short distance from Chilmark Store, this newly remodeled home features 3 bedrooms and 2 1/2 baths. High end finishes with a beachy island feel. The master is located on the first floor with en-suit bath. Fully equipped kitchen with a Cuisinart 14-cup programmable drip coffee maker with glass carafe. There is a coffee grinder provided in the
THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $8,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Modern 4 bedroom home completed in 2019, in Menemsha. Located on a quiet road with waterviews from the upstairs bedrooms also offers views of the famous Menemsha sunsets from the deck. Sustainably harvested flooring features silky smooth and buttery hard wood floors from
THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,200. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Set high on a hill in picturesque Chilmark is this absolutely wonderful 3 bedroom home with a finished walk out that has a sofa bed. Each bedroom has a window A/C unit. The grounds are beautiful. Wonderful screen porch for your morning coffee or sit in the back yard and
September Availability weekly rental rate negotiable, cost $600-$975 per night depending on season and month 3 night min stay The "Grapevine" is located on a private road .The house has 3 generous size bedrooms all with private baths, 2 of the bedrooms are located on the second floor, 1 bedroom is located on the first floor as well as the Open concept living with a chefs Kitchen, living room
THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $10,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This gracious Vineyard elongated Cape overlooks the Keith Farm and the Atlantic Ocean beyond. The gourmet kitchen has just been beautifully renovated and is a dream. The living areas are all decorated with charm and all have views. The separate main house, with four
THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $12,675. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Set atop a hill you will find this wonderful 4 bedroom home with distant views and a wonderful lap pool. Enjoy your days on the large deck or take a swim in the pool. This great vacation home is tastefully decorated and is located on one level with plenty of space for
THIS IS A WEEKLY SUMMER RENTAL ONLY. SEE WEB SITE FOR WEEKLY PRICING. Sweeping views of Squibnocket Pond, Dunes, the South Shore, Nomans Land, to sunsets over Aquinnah. A great family getaway with access to Chilmark's famed Lucy Vincent and Squibnocket Beaches as well as a private association beach in Aquinnah. Roomy and inviting, this house offers 5 five bedrooms all with views, two livingrooms,
THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $5,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Water views, 3 acres and stone walls. At the end of a lane, enjoy the privacy offered by 49 acres of conservation land complete with walking trails. This house is a short distance from Lucy Vincent beach, as well as from Menemsha and Squibnocket. This spacious four
THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,700. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Chilmark Cottage Perfection!!! You will love this quaint Vineyard Style Cottage that has been meticulously designed to include all the amenities one could imagine. This vintage charmer really boasts a lot of Style. Inside you will find really beautiful hardwood floors, a
THIS IS A WEEKLY RENTAL PROPERTY!! This spacious two bedroom home is filled with classic Vineyard charm. Each room features spectacular views overlooking Vineyard Sound, as well as stellar sunsets in the evening. Close to Menemsha Village and public beach as well as access to Lucy Vincent and Squibnocket beaches.
THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Expansive home in North Abels Hill association with water views, private association beach and tennis. Centrally air conditioned, this family home has been well appointed with a large living room featuring fireplaces at both ends, a formal dining room, a first floor primary bedroom with en suite as well as a second floor primary bedroom with en suite.
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