64 Christiantown Rd, Vineyard Haven, MA For Sale $3,495,000 - listed by Karen Overtoom — For Sale $3,495,000

Karen Overtoom listing agent for 103 Meadow View Rd, Oak Bluffs, MA - sold for $1,687,500 — Sold $1,687,500

43 Edgartown Rd, Vineyard Haven, MA For Rent $7,500/month - listed by Karen Overtoom — For Rent $7,500/month

299 Daggett Ave Unit A, Vineyard Haven, MA For Sale $1,175,000 - listed by Karen Overtoom — For Sale $1,175,000

Karen Overtoom buyer's agent for 100 Meetinghouse Way, Edgartown, MA - sold for $6,499,000 — Sold $6,499,000

55 Samoset Ave Unit 1, Oak Bluffs, MA For Rent $20,000/month - listed by Karen Overtoom — For Rent $20,000/month

Karen Overtoom listing agent for 113 Leonard Cir, Vineyard Haven, MA - sold for $1,000,000 — Sold $1,000,000

Karen Overtoom

West Tisbury MA

Karen M. Overtoom R E

7 Closed Sales

$15M Total Value

$1M - $6.5M Price Range

$2.1M Average Price

Prior 5 years

About Karen

Karen M. Overtoom Real Estate is in the Island's heartland - the Town of West Tisbury, which is by tradition the agricultural center of the Island. To the west are the Towns of Chilmark, with their wonderful hills and vistas of the ocean, and Aquinnah, with its famous Gay Head Cliffs. To the north is our main seaport town of Vineyard Haven and Oak Bluffs with its Victorian "Cottage City". To the east lies Edgartown, the elegant whaling port and seat of government for Dukes County.

Home Types: House

Years of Experience: 21

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	2
Total Value	$2,687,500
Average Sale Price	$1,343,750
Price Range	$1M - $1.7M

Seller Deals
Total Deals	4
Total Value	$4,800,000
Average Sale Price	$1,200,000
Price Range	$1M - $1.7M

Seller Deals
Total Deals	6
Total Value	$8,500,000
Average Sale Price	$1,416,667
Price Range	$1M - $2.2M

Buyer Deals
Total Deals	1
Total Value	$6,499,000
Average Sale Price	$6,499,000

Areas Karen is Experienced In

Karen's Listings and Deals

Karen's Recent Active Listings

$3,495,000
- 4 Beds
- 4 Baths
- 3,200 Sq Ft
64 Christiantown Rd

Vineyard Haven, MA
This stunning 3,200 sq. ft. architectural home features a bright, open layout defined by vaulted ceilings and rich hardwood floors. The gourmet kitchen, appointed with high-end finishes including silestone countertops, flows seamlessly into both a cozy family room and an elegant living room, anchored by a gorgeous dual-sided brick fireplace. With 4 bedrooms, 4 full bathrooms, and 2 dedicated home

Karen Overtoom Karen M. Overtoom R.E.

$1,175,000
- 3 Beds
- 1 Bath
- 998 Sq Ft
299 Daggett Ave

Unit A

Vineyard Haven, MA
This cheerful sun drenched three-bed & one bath home with cathedral ceilings sits on just over an acre of gently rolling land surrounded by mature pines, oaks and ornamental plantings. Inspired by Norwegian architecture, the current owner designed and built this home in 1999 with his wife who was an artist from Norway. It’s located about a mile to town in one direction and the beach in the other.

Karen Overtoom Karen M. Overtoom R.E.

$7,500 per month
- 3 Beds
- 2 Baths
- 1,435 Sq Ft
43 Edgartown Rd

Vineyard Haven, MA
Located off of Edgartown-Vineyard Haven Road, close to down-town and bike path, this 3 bedroom, 2 bath property is being offered year round to the right tenants. The home has been completely renovated, is being offered fully furnished and features an open floor plan with wood floors on the first level, wall to wall carpet in the upstairs bedrooms and an in-ground pool in the backyard. Available

Karen Overtoom Karen M. Overtoom R.E.

$20,000 per month
- 5 Beds
- 3 Baths
- 2,352 Sq Ft
55 Samoset Ave

Unit 1

Oak Bluffs, MA
THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Newly renovated, Great for Family Gatherings, Corporate Retreats, Central Air & Heat, very close to Circuit Ave and Beach, 5 Bedrooms, 3 full baths, galley kitchen, new appliances, dining room, family room, Flat Screen TV, FREE Wifi, washer & dryer, bay window breakfast nook, Oak and Pine wood flooring, outdoor shower, wrap around porch, blue stone

Karen Overtoom Karen M. Overtoom R.E.

$5,500 per month
- 3 Beds
- 2 Baths
- 2,200 Sq Ft
2 Fishermans Knot Rd Ed309

Unit 1

Edgartown, MA
THIS PROPERTY IS A WEEKLY VACATION RENTAL PROPERTY. The home’s timeless interior offers a sitting room with a wood-burning fireplace, a hallway opening to a large, bright, modern kitchen featuring a Viking range and large dining table. Ample counter space and a wall of built-ins are the perfect complement to family and friends that enjoy cooking together. A gas grill and outdoor seating are only

Karen Overtoom Karen M. Overtoom R.E.

$17,500 per month
- 8 Beds
- 4.5 Baths
- 3,876 Sq Ft
550 Chappaquonsett Rd Vh424

Unit 1

Tisbury, MA
THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!!!!!! Classic vineyard cottage with large open indoor and outdoor spaces to choose from while you and your family create memories to last a lifetime. Enjoy creating appetizers or three course meals in the newly renovated kitchen, bask in the light filled sun room or one of several covered porches while you take in the smell of fresh ocean air and relaxing

Karen Overtoom Karen M. Overtoom R.E.

$6,000 per month
- 4 Beds
- 2.5 Baths
- 2,000 Sq Ft
33 Kennebago Ave Vh414

Tisbury, MA
THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! This beautiful home has lots of open space for cooking, yard activities or just plain relaxing. Private association beach overlooking the Elizabethan Islands. Plan a sunset picnic on the beach or plan in the morning to see the rays of sun break on the water.

Karen Overtoom Karen M. Overtoom R.E.

$13,600 per month
- 2 Beds
- 2 Baths
- 1,967 Sq Ft
1 Meetinghouse Village Way

Unit 1 ED335

Edgartown, MA
THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Enjoy this well appointed and immaculately clean two bedroom condo located just steps from the association pool and a short drive to South Beach with its gorgeous white sands. An open living room, kitchen and dining room with walk-out access to the deck and back yard offer plenty of gathering spaces to enjoy your company over meals, snacks and games

Karen Overtoom Karen M. Overtoom R.E.

$6,000 per month
- 3 Beds
- 2 Baths
- 1,608 Sq Ft
836 State Rd

Aquinnah, MA
THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Windy Knoll is a 3BR, 2Bath home located in Aquinnah on a secluded lot off State Road with 160 degree views of the Atlantic Ocean. Approximately 1 mile to Philbin Beach similar distance to Moshup Beach and Lobsterville beach. Take the bike ferry over to Menemsha and enjoy sunset on the beach. Outdoor shower with multiple shower heads to wash off the

Karen Overtoom Karen M. Overtoom R.E.

Recently Sold

$1,687,500

Sold Jul 10, 2026
- 3 Beds
- 2.5 Baths
- 2,862 Sq Ft
103 Meadow View Rd

Oak Bluffs, MA
- 4% Below List
- 35 Days On Market
- $590/SF
- Current Est. Value $2M
Karen Overtoom Karen M. Overtoom R.E.

$1,000,000

Sold Mar 31, 2026
- 4 Beds
- 2 Baths
- 1,306 Sq Ft
113 Leonard Cir

Vineyard Haven, MA
- 26% Below List
- 244 Days On Market
- $766/SF
- Current Est. Value $1M
Karen Overtoom Karen M. Overtoom R.E.

$1,012,500

Sold Dec 12, 2024
- 3 Beds
- 2 Baths
- 1,776 Sq Ft
160 Causeway Rd

Vineyard Haven, MA
- 16% Below List
- 115 Days On Market
- $570/SF
- Current Est. Value $1M
Karen Overtoom Karen M. Overtoom R.E.

$1,100,000

Sold Dec 5, 2024
- 3 Beds
- 1.5 Baths
- 1,200 Sq Ft
4 Mockingbird Dr

Edgartown, MA
- 4% Below List
- 65 Days On Market
- $917/SF
- Current Est. Value $1M
Karen Overtoom Karen M. Overtoom R.E.

$1,500,000

Sold Nov 19, 2023
- 4 Beds
- 3 Baths
- 2,484 Sq Ft
18 Jesse's Way

Vineyard Haven, MA
- 16% Below List
- 81 Days On Market
- $604/SF
- Current Est. Value $2M
Karen Overtoom Karen M. Overtoom R.E.

$2,200,000

Sold Jan 10, 2023
- 4 Beds
- 3.5 Baths
- 2,615 Sq Ft
225 Great Plains Rd

Vineyard Haven, MA
- 6% Below List
- 71 Days On Market
- $841/SF
- Current Est. Value $3M
Karen Overtoom Karen M. Overtoom R.E.

Agent License: Massachusetts 448001210

Karen Overtoom

(508) 687-5042

Karen M. Overtoom R E

(508) 687-5042

Nearby Homes

Karen Overtoom

About Karen

Transaction History

Seller Deals

Seller Deals

Seller Deals

Buyer Deals

Areas Karen is Experienced In

Karen's Listings and Deals

Karen's Recent Active Listings

Recently Sold