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$899,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,239 Sq. Ft.
  • 0.57 Acres
  • 2 Car Garage
  • Updated 1 day ago
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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.

Full Property Details for 244 Rolling Meadow Dr

General

  • Price: $899,900
  • HOA FEE: $20/month
  • Taxes: $11,261 (2025)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73485055
  • Updated: 3/15/2026
  • Added to Site: 6 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Bathroom 1: Main, First
  • Bathroom 2: Second
  • Bathroom 3: Second

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Second
  • Bedroom 2: Second
  • Bedroom 3: Second
  • Bedroom 4: Second

Other Rooms

  • Living Room: Main, First
  • Family Room: Main, First
  • Kitchen: Main, First
  • Dining Room: Main, First

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Attached, Garage Door Opener, Paved Drive, Off Street, Driveway, Paved

Location

  • County: Middlesex

Structural Information

  • Architectural Style: Contemporary
  • Basement: Yes
  • Square Feet: 2,239
  • Year Built: 1987

Lot Features

  • Lot Size (Acres): 0.57

Financial Considerations

  • Association Fee: $240
  • Tax Amount: $11,261
  • Tax Year: 2025

Disclosures and Reports

  • Exclusions: Automated Pool Cleaner Not Included With Sale.
  • Property ID: 523134
  • Block/Lot/Section: 5

Listed by Realty Concierge International, Kelly McGovern

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Listing agent

— 244 Rolling Meadow Dr —

  • Kelly McGovern

    Realty Concierge International

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 244 Rolling Meadow Dr

School District:Holliston School District
NameGradesDistance
Placentino Elementary School
235 Woodland Street, Holliston, MA 01746
PK-21.9 mi
Miller School, Holliston, MA
235 Woodland Street, Holliston, MA 01746
3-51.9 mi
Robert H. Adams Middle School
323 Woodland Street, Holliston, MA 01746
6-81.7 mi
Holliston High School
370 Hollis Street, Holliston, MA 01746
9-121.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 244 Rolling Meadow Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/11/2026
Listed
$899,900
79.98%
MLS
12/08/2011
Sold
$500,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 244 Rolling Meadow Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$11,261
—
$768,700
3%
2024
$11,248
3%
$746,900
5%
2023
$10,943
11%
$710,600
25%
2022
$9,842
10%
$566,300
13%
2021
$8,923
-17%
$499,900
-13%
2020
$10,771
1%
$571,400
1%
2019
$10,618
1%
$563,900
—
2018
$10,528
3%
$563,900
3%
2017
$10,180
—
$549,700
2%
2016
$10,132
2%
$539,200
5%
2015
$9,907
2%
$511,200
5%
2014
$9,682
—
$487,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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with our affiliated lender
NMLS#: 1598647

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Listed by Realty Concierge International, Kelly McGovern

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244 Rolling Meadow Drive, Holliston, MA 01746 (MLS# 73485055) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 244 Rolling Meadow Drive is currently listed for $899,900 and was received on March 11, 2026. Want to learn more about 244 Rolling Meadow Drive? Do you have questions about finding other Single Family real estate for sale in Holliston? You can browse all Holliston real estate or contact a Coldwell Banker agent to request more information.

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