244 Rolling Meadow Drive Holliston, MA ^$ 899,900

244 Rolling Meadow Drive

^$ 899,900

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Open House 3/15 12pm - 2pm

244 Rolling Meadow Drive

Holliston, MA, 01746

^$ 899,900

Bedrooms4 Baths2.1 Sq 2,239

Monthly Estimate*

^$ 5,541

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Single Family Home for sale in Holliston, MA

for $899,900 with 4 bedrooms and 2 full baths, 1 half bath. This 2,239 square foot home was built in 1987 on a lot size of 0.57.

If you’ve been waiting for a home in one of Holliston’s sought-after neighborhoods with an inground pool-HERE IT IS! This four-bedroom, 2.5-bath contemporary with a two-car garage has been well maintained. The eat-in kitchen with granite counters, pantry, and breakfast bar is open to the family room. The family room features cathedral ceilings, a fireplace, and access to a three-season room and Trex 8x10 deck overlooking a stunning 18x36 inground, heated, saltwater pool with a waterfall. Updates include a gas boiler (2021), tankless hot water heater (2021), heat pump with AC (2021), washing machine (2026), exterior paint (2025), resurfaced driveway (2025), pool pump (2025), energy-efficient stainless-steel appliances (2020), freshly painted interior (2025), and refinished hardwood floors. The basement is partially finished and offers even more space to relax or entertain. Just down the street, a trail leads to Lake Winthrop for kayaking, paddleboarding, and fishing. Showings start 3/12

Open House

3/15/2026 12:00 PM - 2:00 PM

244 Rolling Meadow Drive Holliston, MA

* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

^$ 899,900

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 11,261

Style

Contemporary

Lot Size

0.57

Year Built

1987

Town/City

Holliston

County/Region

Middlesex

MLS | Web ID

73485055

List By

Kelly McGovern

Listing Agent

Realty Concierge International

Broker

Affordability Calculator

$6,479

Per Month

Monthly Principal & Interest: $5,541
Monthly Property Taxes: $938
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends

Single family listings in Holliston, MA

Average List Price ^$1,088,000

Percent of Sale Price 21%

About Holliston, MA

14,518 Population

5% Since 2002

^$110,798 Median Income

46.13 Median Age

40% Households with Children

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Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
3/11/2026	$899,900		Listed Price

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244 Rolling Meadow Drive, Holliston, MA, 01746 is a Single Family Home for sale at $899,900 with 2,239 sqft and a lot size of 0.57. 244 Rolling Meadow Drive has 4 bedrooms, 2.1 baths, and was built in 1987. The property's zip code is 01746 which is in Holliston, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 3/11/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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244 Rolling Meadow Drive

Single Family Home for sale in Holliston, MA

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