Alyssa Halisky, REALTOR, Martha's Vineyard

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Edgartown, MA
Alyssa Halisky, REALTOR, Martha's Vineyard

A licensed REALTOR® and Accredited Buyer’s Representative (ABR®) with nearly two decades of experience in the Martha’s Vineyard real estate market.

09/22/2026

PRICE ADJUSTMENT

Waterview Condo in the Heart of Downtown Vineyard Haven. Experience the best of in-town living with this newly built, thoughtfully designed 2-bedroom condo offering beautiful harbor views and luxurious modern finishes.

26 Union Ct. Unit 7
Vineyard Haven, MA
Martha's Vineyard
Offered for $1,599,000

ALYSSA HALISKY
[email protected]
508.525.2584

09/21/2026

JUST LISTED

68 Front Street, Oak Bluffs
Offered for $1,755,000

Located on a quiet street in Oak Bluffs, this beautifully expanded Cape offers just over 2,800 square feet of living space, plus an additional 700+ square feet of newly finished recreation space above the two-car garage. Additional amenities include a two-car garage and half basketball court, making this a versatile home with plenty of space for guests and entertaining. Conveniently located near Downtown Oak Bluffs and Farm Neck Golf Club, this property offers an ideal setting for enjoying all that the Island has to offer.

ALYSSA HALISKY
[email protected]
508.525.2584

09/07/2026

Recently Sold | 49 High Street, Edgartown

Sold for $3,650,000

Excited to announce the sale of 49 High Street in Edgartown Village. A truly special property with a wonderful connection to Martha’s Vineyard’s literary history.

The home was owned by Norman Bridwell, the beloved American author and cartoonist best known for creating the Clifford the Big Red Dog book series. The Bridwell family moved to Edgartown in 1969, and Norman called Martha’s Vineyard home for more than four decades.

A charming connection to Clifford can be found throughout the property, including the home’s red doors and red shutters, a nod to the “Big Red Dog” himself.

For those who would like to learn more about Norman Bridwell and Clifford’s connection to Martha’s Vineyard, the Martha's Vineyard Museum has a special exhibit inviting children and adults alike to play, explore, and learn about Clifford and the man who brought him to life, who called the Vineyard home for over 40 years.

It was an honor to represent the sale of this remarkable Edgartown home and to help write the next chapter in its story.

ALYSSA HALISKY
[email protected]
508.525.2584

08/19/2026

It was a pleasure welcoming Robert Reffkin to our Sotheby’s International Realty office on Martha’s Vineyard.

We truly enjoyed the opportunity to connect, hear his insights on the real estate market, and talk about the opportunities and challenges facing our industry. His visit was a great reminder of the strength of our global network and the incredible resources available to our agents and clients.

The Sotheby's International Realty brand has a remarkable history built on exceptional real estate service, global reach, and world-class marketing. Today, that foundation is even stronger with the backing of Compass International Holdings

I am proud to be part of this next chapter and excited about what it means for my clients and the future of luxury real estate on Martha’s Vineyard and around the world.

ALYSSA HALISKY
[email protected]
508.525.2584

08/18/2026

PRICE ADJUSTMENT

159 Lake Street, Vineyard Haven
Martha's Vineyard
Now offered for $2,195,000

Tucked back from the road on scenic Lake Street, this one-of-a-kind home offers privacy and charm on a beautifully landscaped 0.7 acre lot accented by mature trees and a classic stone wall. Inside, rich wood detailing, exposed beams, and high ceilings create a warm and inviting atmosphere. The home’s four-level design provides exceptional character and flexibility.

ALYSSA HALISKY
[email protected]
508.525.2584

JUST SOLD35 Nats Farm Lane, West TisburyMartha's VineyardSold for $2,013,500Buyer & Seller RepresentationALYSSA HALISKYa...

08/08/2026

JUST SOLD

35 Nats Farm Lane, West Tisbury
Martha's Vineyard
Sold for $2,013,500

Buyer & Seller Representation
ALYSSA HALISKY
[email protected]
508.525.2584

07/07/2026

JUST LISTED

A rare opportunity to create a premier in-town compound in one of Edgartown’s most desirable locations. Set on High Street, just moments from downtown Edgartown, this exceptional 16,000+ square foot lot offers tremendous potential to create a substantial five-bedroom residence while enjoying the convenience and charm of village living. The property provides a unique foundation for expansion, renovation, or a thoughtfully designed new build. With its generous lot size and coveted location, 49 High Street presents a rare opportunity to create a legacy property within walking distance of Edgartown’s shops, restaurants, harbor, and village amenities.

49 High Street, Edgartown
Martha's Vineyard
Offered for $3,995,000

ALYSSA HALISKY
[email protected]
508.525.2584

07/03/2026

Congratulations to my clients on the purchase of this exceptional Edgartown home! Just steps from Fuller Street Beach and a short stroll to the heart of downtown Edgartown, this stunning property offers the perfect setting to enjoy one of the Vineyard's most coveted locations.

The timing couldn't be better. Just in time to celebrate the Fourth of July in Edgartown! Wishing my buyers many wonderful summers and lasting memories in their new home.

54 Fuller Street, Edgartown
Martha's Vineyard
Sold for $7,080,000

Buyer Representation:
ALYSSA HALISKY
[email protected]
508.525.2584

07/02/2026

If you've ever dreamed of owning a true legacy property on Martha's Vineyard, this is it.✨

Located in the heart of Edgartown Village, this extraordinary compound was originally built in 1835 and masterfully reimagined by renowned architect Patrick Ahearn.

Set on two in-town parcels, this estate offers 10 bedrooms, 14 baths, a resort-style pool and spa, guest accommodations, and exceptional privacy just steps from Edgartown Harbor, Main Street, shopping, and dining.

Combining historic charm with modern luxury, every detail has been thoughtfully curated from the chef's kitchen and elegant entertaining spaces, to the beautifully landscaped grounds surrounded by hydrangeas.

This is one of Edgartown's most iconic estates and a rare opportunity to own a piece of Martha's Vineyard history.

56 North Summer Street, Edgartown
Offered for $21,500,000

ALYSSA HALISKY
[email protected]
508.525.2584

Sotheby's International Realty

06/13/2026

Honored and grateful to be recognized on the 2026 RealTrends Verified list, ranking among the top 1.5% of real estate professionals nationwide.

Top 1.5% Nationwide
Ranked #53 in Massachusetts

Thank you to my clients for your trust and support. It is a privilege to help buyers and sellers achieve their real estate goals. I am grateful for every opportunity to serve the Martha's Vineyard community.

Address

1 North Water Street
Edgartown, MA
02539

Telephone

+15085252584

Website

https://www.sothebysrealty.com/wallacecosir/eng?mp_agent=780-a-df210119071210685135, https://www.sothebysrealty.com/, ht

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