When was property at 66 Wellington Drive built and last sold?

The property at 66 Wellington Drive was built in 1900 and last sold on Jan 1, 1970 for $0.

How much is this home worth?

The estimated value of the home located at 66 Wellington Drive is $438,816.

What are some comparable homes to 66 Wellington Drive?

There are currently no comparable homes to 66 Wellington Drive.

Middlesex

66 Wellington Road

Sold on Dec 19, 2025

Map

$355,000

● House - Off Market

66 Wellington Road

Ashby, MA 01431

3 Beds

1 Bath

2,472 Ft²

$2,488

Est. Monthly

5.65%

Cap Rate

About This Property

Enjoy direct access to the abutting 105 acres of state-owned land with hiking trails and also 123' of waterfront on Watatic Pond, the iconic Wellington Homestead that was established in 1759, offering unparalleled privacy and tranquility. This antique gem showcases timeless craftsmanship, with original details throughout. Step inside and be captivated by the charm of yesteryear, featuring original fireplaces in the dining room, living room, family room, and first-floor bedroom. The rich wood flooring and exposed post-and-beam structure echo stories of the past. The expansive front-to-back family room, with oversized windows, offers stunning views of open fields, and lots of natural light. A detached barn and 3-car garage provide ample storage. Nestled at the end of a dead-end street, the Wellington Homestead is a secluded retreat from the hustle and bustle of modern life. Close to Mt. Watatic and NH state line.

Unit Size

2,472 Ft²

Days on Market

Land Size

7.23 acres

Price per sqft

$161

Property Type

House

Property Taxes

$529

HOA Dues

Year Built

1900

Payment Calculator

Cap Rate Calculator

Last updated: 11 months ago (MLSPIN #73355333)

Price History

Date / Event	Date	Event
Dec 19, 2025	Sold	Premium
Sold
Nov 21, 2025	In contract	-
In contract
Aug 16, 2025	Price Decreased	$399,000 ↓ $16K (3.9%)
Price Decreased
Jul 16, 2025	Price Decreased	$415,000 ↓ $4K (1%)
Price Decreased
Apr 5, 2025	Listed by LAER Realty Partners	$419,000
Listed by LAER Realty Partners
Jan 4, 2025	No longer available	-
No longer available
Sep 3, 2024	Listed by LAER Realty Partners	$450,000
Listed by LAER Realty Partners

	Own a piece of American heritage with the iconic Wellington Homestead, Est. in 1759. This antique gem is a testament to timeless craftsmanship, featuring original details that have been preserved over the centuries. Inside you will be greeted by the charm of yesteryear with original fireplaces in the dining room, living room, family room & 1st floor bedroom. The wood flooring & the post & beam structure echo stories of the past. The front-to-back family room, with its fabulous oversized windows, offers breathtaking views of an open field, allowing natural light to pour in. The detached barn & 3-car garage, provides storage & practicality for today’s living. This one-of-a-kind property has 123’ of waterfront on Watatic Pond and abuts 105 acres of state-owned land offering hiking trails & ensuring that your privacy & tranquility will remain undisturbed. Nestled at the end of a dead-end street, this Wellington Homestead offers a secluded retreat from the hustle & bustle of modern life.