Alyssa Halisky Real Estate Agent - Wallace & Co. Sotheby's International Realty

68 Front St, Oak Bluffs, MA For Sale $1,755,000 - listed by Alyssa Halisky — For Sale $1,755,000

Alyssa Halisky listing agent for 49 High St, Edgartown, MA - sold for $3,650,000 — Sold $3,650,000

21 & 25 Fulling Mill Rd, Chilmark, MA For Sale $2,175,000 - co-listed by Alyssa Halisky — For Sale $2,175,000 • Co-Listing Agent

Alyssa Halisky listing agent for 11 Boylston Dr, Edgartown, MA - sold for $435,000 — Sold $435,000

312 E Chop Dr, Vineyard Haven, MA Pending $2,195,000 - listed by Alyssa Halisky — Pending $2,195,000

Alyssa Halisky

Edgartown MA

Wallace & Co. Sotheby's International Realty

68 Closed Sales

$221.9M Total Value

$275K - $25M Price Range

$3.3M Average Price

Prior 5 years

About Alyssa

Alyssa's extensive knowledge of the Martha's Vineyard real estate market began in 2004. This tenure ensures that her clients have a seamless home buying and selling experience. A licensed REALTOR®, Alyssa has personally been involved in many of the record-breaking estate transactions on the Island. Before joining the Wallace & Co. Sotheby's International Realty team, Alyssa spent six years in the field of Cancer Research. She received her Bachelor of Science Degree in Biochemistry from Bucknell University and her Master of Science Degree in Biotechnology from Johns Hopkins University. The critical thinking skills and intricate processes of biotech have served her well in guiding her clients through what can be complicated Island transactions. Alyssa loves calling the Vineyard her home and lives in West Tisbury with her husband Michael and her three children, Caleb, Laina and Sam.

Home Types: House, Lot/Land

Years of Experience: 22

Education: Bucknell University, John Hopkins University

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	12
Total Value	$38,184,000
Average Sale Price	$3,182,000
Price Range	$435K - $9.3M

Buyer Deals
Total Deals	3
Total Value	$11,900,000
Average Sale Price	$3,966,667
Price Range	$1.4M - $5.8M

Seller Deals
Total Deals	23
Total Value	$67,434,500
Average Sale Price	$2,931,935
Price Range	$435K - $15M

Buyer Deals
Total Deals	9
Total Value	$29,805,000
Average Sale Price	$3,311,667
Price Range	$275K - $9M

Seller Deals
Total Deals	50
Total Value	$182,711,710
Average Sale Price	$3,654,234
Price Range	$409K - $25M

Buyer Deals
Total Deals	18
Total Value	$39,156,755
Average Sale Price	$2,175,375
Price Range	$275K - $9M

5 Year View

Areas Alyssa is Experienced In

Alyssa's Listings and Deals

Alyssa's Recent Active Listings

$1,755,000
- 3 Beds
- 3 Baths
- 2,815 Sq Ft
68 Front St

Oak Bluffs, MA
Located on a quiet street in Oak Bluffs, this beautifully expanded Cape offers generous living spaces, along with an additional 700+ square feet of newly finished recreation space above the two-car garage, complete with a private entrance and second-floor deck. The inviting first floor is designed for comfortable living and entertaining, featuring a spacious kitchen with a center island and

Alyssa Halisky Wallace & Co. Sotheby's International Realty

$45,000,000
- 7 Beds
- 13 Baths
- 11,200 Sq Ft
18 Point Inner Way

Chilmark, MA
A rare offering on the shores of Nashaquitsa Pond, this extraordinary contemporary waterfront estate redefines luxury living in Chilmark. Set on 4.9 acres with a private 115-foot deep-water dock, this one-of-a-kind compound features striking modern architecture, walls of glass, and panoramic water views throughout. The main residence offers six ensuite bedrooms, including a spectacular

Alyssa Halisky Wallace & Co. Sotheby's International Realty

$5,100,000
- Land
- 2.34 Acres
- $2,179,487 per Acre
7 Overview Ln

Oak Bluffs, MA
A rare opportunity to own a 2.4-acre buildable lot within the prestigious Farm Neck Association. Perfectly situated overlooking the lush greens of Farm Neck Golf Club, this remarkable property also offers picturesque water views of Sengekontacket Pond and the distant Vineyard Sound. Design and build your dream home in this sought-after location. As a homeowner in Farm Neck, you'll enjoy exclusive

Alyssa Halisky Wallace & Co. Sotheby's International Realty

$21,500,000
- 10 Beds
- 14 Baths
- 7,598 Sq Ft
56 N Summer St

Edgartown, MA
A rare legacy offering in the heart of Edgartown Village, this extraordinary in-town compound is among the largest on Martha’s Vineyard. Originally built in 1835 and masterfully renovated, it blends historic character with refined modern luxury just moments from Edgartown Harbor, dining, and shopping. Spanning two lots, the property features 10 bedrooms and 14 baths, designed for elegant

Alyssa Halisky Wallace & Co. Sotheby's International Realty

$439,500
- Land
- 0.56 Acre
- $784,821 per Acre
5 Candle Maker Cir

Edgartown, MA
Located on a quiet cul-de-sac in a private Edgartown neighborhood, this half-acre parcel offers the perfect setting for your Martha's Vineyard home. Centrally located, the property provides easy access to the bike path and State Forest walking trails. With the recent Massachusetts Affordable Homes Act, this lot is now buildable and will include an approved 3-bedroom septic plan. The site allows

Alyssa Halisky Wallace & Co. Sotheby's International Realty

$2,195,000
- 5 Beds
- 4 Baths
- 3,328 Sq Ft
159 Lake St

Vineyard Haven, MA
Tucked back from scenic Lake Street, this distinctive home offers privacy and charm on a landscaped 0.7 acre lot with mature trees and a classic stone wall. Inside, rich wood detailing, exposed beams, and high ceilings create a warm, inviting feel. The four-level design provides flexibility and character. The main level features a spacious kitchen with a center island open to the dining area, and

Alyssa Halisky Wallace & Co. Sotheby's International Realty

$330,000
- Land
- 1.26 Acres
- $261,905 per Acre
0 Moshup Trail

Unit 73508205

Aquinnah, MA
Enjoy coveted access to one of Martha's Vineyard’s most stunning sandy beaches, located just off Moshup Trail in Aquinnah. This secluded beach is shared with only seven other members, ensuring a peaceful and private coastal experience. Located near Aquinnah’s iconic “Painted House,” the property includes use of a private gated parking area for 1 vehicle and a picturesque stretch of shoreline

Alyssa Halisky Wallace & Co. Sotheby's International Realty

$1,625,000
- 2 Beds
- 2.5 Baths
- 1,532 Sq Ft
26 Union St

Unit 7

Tisbury, MA
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. The first level welcomes you with a primary suite featuring a full bath with a tub/shower combination and direct access to a private deck complete with an outdoor shower, perfect

Alyssa Halisky Wallace & Co. Sotheby's International Realty

$7,500,000
- 5 Beds
- 7 Baths
- 4,531 Sq Ft
85 Reservoir Rd

Vineyard Haven, MA
Nestled within Seven Gates Farm, one of Martha’s Vineyard’s most storied and scenic communities, this 26.5-acre estate features a beautifully renovated farmhouse blending modern comforts with historic charm. Surrounded by ancient stone walls, mature trees, and lush gardens, the property also includes a charming guest house, scenic walking paths, and a peaceful hilltop retreat with a stone bench

Alyssa Halisky Wallace & Co. Sotheby's International Realty

Recently Sold

$1,188,000

Sold Sep 15, 2026
- 3 Beds
- 2 Baths
- 1,164 Sq Ft
3 Kims Way

Oak Bluffs, MA
- 1% Below List
- 173 Days On Market
- $1,021/SF
- Current Est. Value $1M
Alyssa Halisky Wallace & Co. Sotheby's International Realty

$3,650,000

Sold Sep 1, 2026
- 5 Beds
- 3 Baths
- 2,733 Sq Ft
49 High St

Edgartown, MA
- 9% Below List
- 35 Days On Market
- $1,336/SF
- Current Est. Value $3M
Alyssa Halisky Wallace & Co. Sotheby's International Realty

$435,000

Sold Aug 18, 2026
- Land
- 0.55 Acres Lot
11 Boylston Dr

Edgartown, MA
- 2% Below List
- 53 Days On Market
- Current Est. Value $457K
Alyssa Halisky Wallace & Co. Sotheby's International Realty

$2,013,500

Sold Aug 5, 2026
- 4 Beds
- 3.5 Baths
- 2,428 Sq Ft
35 Nat's Farm Ln

West Tisbury, MA
- 12% Below List
- 68 Days On Market
- $829/SF
- Current Est. Value $3M
Alyssa Halisky Wallace & Co. Sotheby's International Realty

$9,250,000

Sold Jul 31, 2026
- 6 Beds
- 7 Baths
- 6,135 Sq Ft
52 S Summer St

Edgartown, MA
- 2% Below List
- 106 Days On Market
- $1,508/SF
- Current Est. Value $9M
Alyssa Halisky Wallace & Co. Sotheby's International Realty

Awards and Designations

NAR - National Association of Realtors
ABR - Accredited Buyer Representative

Other Experience

First Time Homebuyers, Luxury Homes, New Construction

Agent License: Massachusetts #448007129

Alyssa Halisky

(774) 713-9430

Nearby Homes

Alyssa Halisky

About Alyssa

Transaction History

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Areas Alyssa is Experienced In

Alyssa's Listings and Deals

Alyssa's Recent Active Listings

Recently Sold

Awards and Designations

Other Experience