244 Rolling Meadow Drive, Holliston MA 01746

Holliston, MA 01746

$899,900

Est. $5,709/month

4

Beds

2.5

Baths

2,239

Sq Ft

$402

Price/Sq Ft

0.57

Acres

1987

Year Built

Single Family Residence

Type

2

Days on Market

Active Open House Listed Mar 11, 2026 • MLS# 73485055 Copied!

About this home

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

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Property Overview

Property Type

Single Family Residence

Listing Type

For Sale

Year Built

1987

Bedrooms

4

Full Bathrooms

2

Half Bathrooms

1

Living Area

2,239 sq ft

Total Rooms

8

Open House Schedule

15

Mar

Sunday, March 15

12:00 PM - 2:00 PM EDT

Facts & Features

2 Car Garage

Home Facts

Type Residential

Style Single Family Residence

Year Built 1987

Living Area 2,239 sq ft

Lot Size 0.57 acres

Bedrooms 4

Full Baths 2

Half Baths 1

Total Rooms 8

Interior

Heating Central, Heat Pump, Natural Gas, Ductless

Cooling Ductless

Flooring Wood, Tile, Carpet, Concrete, Flooring - Wood

Appliances Gas Water Heater, Tankless Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Plumbed For Ice Maker

Fireplace None

Fireplaces 1

Basement Full, Partially Finished, Interior Entry, Bulkhead, Sump Pump, Concrete

Laundry Flooring - Stone/ceramic Tile, Electric Dryer Hookup, Washer Hookup, Second Floor

Features Closet, Cable Hookup, Ceiling Fan(s), Vaulted Ceiling(s), Game Room, Sun Room, Internet Available - Unknown

Exterior

Construction Frame

Architecture Contemporary

Roof Shingle

Features Porch - Enclosed, Deck, Pool - Inground Heated, Rain Gutters, Storage, Sprinkler System, Screens, Fenced Yard, Outdoor Shower

Pool Pool - Inground Heated

Spa None

Fencing Fenced

Patio/Porch Porch - Enclosed, Deck

Parking

Garage Spaces 2

Has Garage Yes

Features Attached, Garage Door Opener, Paved Drive, Off Street, Driveway, Paved

Total Spaces 6

Utilities

Electric Circuit Breakers

Water Public

Sewer Private Sewer

Gas None

Other For Gas Oven, For Electric Dryer, Washer Hookup, Icemaker Connection

Financial

Annual Tax $11,261

Assessed Value $768,700

HOA Yes

HOA Fee $240

HOA Frequency Annually

Interior Features

Flooring: Wood, Tile, Carpet, Concrete, Flooring - Wood

Appliances: Gas Water Heater, Tankless Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Plumbed For Ice Maker

Interior Features: Closet, Cable Hookup, Ceiling Fan(s), Vaulted Ceiling(s), Game Room, Sun Room, Internet Available - Unknown

Windows: Screens

Basement: Full, Partially Finished, Interior Entry, Bulkhead, Sump Pump, Concrete

Laundry: Flooring - Stone/Ceramic Tile, Electric Dryer Hookup, Washer Hookup, Second Floor

Security: Security System

Construction & Materials

Style: Contemporary

Year Built: 1987

Structure Type:

Exterior Materials: Frame

Roof: Shingle

Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Central, Heat Pump, Natural Gas, Ductless

Heating Zones: 2

Cooling: Ductless

Cooling Zones: 2

Hot Water:

Water Source: Public

Sewer: Private Sewer

Energy Features:

Exterior & Lot

Exterior Features: Porch - Enclosed, Deck, Pool - Inground Heated, Rain Gutters, Storage, Sprinkler System, Screens, Fenced Yard, Outdoor Shower

Patio & Porch: Porch - Enclosed, Deck

Fencing: Fenced

Other Structures:

Lot Features: Gentle Sloping

Road Surface: Paved

Parking & Garage

Garage Spaces: 2

Garage Type: Attached

Total Parking Spaces: 6

Parking Features: Attached, Garage Door Opener, Paved Drive, Off Street, Driveway, Paved

Special Features

Fireplaces: 1

Fireplace Type:

Pool: Private Pool

Pool Features: Pool - Inground Heated

Community Amenities: Shopping, Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, House of Worship, Public School, Sidewalks

Location

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Neighborhood

244 Rolling Meadow Drive, Holliston MA 01746

Holliston, MA 01746

Walkability

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Nearby Schools

School District

Holliston School District local

A

✓ School Safety 2024-25

0.4% Low

0.4% Suspensions 0.2% In-School

↓ 5.1% below state avg

E

Elementary Schools

3 schools

John D. McGovern Elementary School

1.9 mi

353 students Moderate

Grades PK-01

A-

Miller School

1.9 mi | #183 of 824 | Score: 55.9

Improved 102 spots from last year

-2.3 below state avg

649 students Moderate

Rising School

Grades 03-05

Placentino Elementary School

1.9 mi

605 students Moderate

Grades PK-02

M

Middle Schools

1 school

A

Robert H. Adams Middle School

1.7 mi | #53 of 352 | Score: 56.0

Dropped 5 spots from last year

-2.2 below state avg

626 students Moderate

Grades 06-08

H

High Schools

2 schools

A-

Medway High School

1.8 mi | #78 of 346 | Score: 62.7

Dropped 37 spots from last year

+4.5 above state avg

622 students Moderate

19 sports • 1,282 athletes

Strong AP Program High Graduation Rate College Ready Curriculum Strong Athletics

Grades 09-12

A+

Holliston High School

2.0 mi | #30 of 346 | Score: 71.0

Improved 34 spots from last year

+12.8 above state avg

809 students Moderate

19 sports • 1,684 athletes

Strong AP Program High Graduation Rate Rising School College Ready Curriculum

Grades 09-12

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Property Tax $938

Homeowners Insurance $200

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Year 1

95% Interest

Year 15

50/50

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Property History

Property Timeline

🏠

Listed for Sale

Mar 11, 2026

$899,900

Original listing

Agent: Kelly McGovern Office: Realty Concierge International

Date	Event	Price	Change	$/sqft	Details
03/11/2026	🏠 Listed for Sale	$899,900	-	-	Original listing

Price & Status History

Date	Event	Price	Change
Mar 11, 2026	New Listing Added	$899,900	—

Market Statistics

Days on Market

2 days

Price per Sq Ft

$402

Tax History

Year	Taxes	Assessment
2025	$11,261	$768,700

Financial Details

Annual Property Tax

$11,261

Tax Year 2025

HOA Fee

$240

Annually

Assessed Value

$768,700

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244 Rolling Meadow Drive, Holliston MA 01746

About this home

Property Overview

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Parking

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Interior Features

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Heating, Cooling & Utilities

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Parking & Garage

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