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Zack Leroy
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244 Rolling Meadow Drive, Holliston, MA 01746

$899,900
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New to the Market Active
BEDS4 BATHS2 full 1 partial SQUARE FEET2,239 MLS#73485055
STATUSActive PROPERTY TYPEResidential - Single Family

Property Description

If youve been waiting for a home in one of Hollistons 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.

244 Rolling Meadow Drive | MLS# 73485055

This single family home located at 244 Rolling Meadow Drive, Holliston, MA 01746 is currently listed for sale with an asking price of $899,900. This property was built in 1987 and has 4 bedrooms and 2 full and 1 partial baths with 2239 sq. ft. Search Holliston real estate on zackleroy.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Full, Partially Finished, Interior Entry, Bulkhead, Sump Pump, Concrete
Basement: Yes
Cooling: Ductless
Fenced: Yes
Fireplaces: 1
Garage: 2 car attached
Heating: Central, Heat Pump, Natural Gas, Ductless
Home Style: Contemporary
Lot Size: 0.57 Acres
Roof Type: Shingle
Taxes: $11,261
Year Built: 1987

Amenities

Closet
Cable Hookup
Ceiling Fan(s)
Vaulted Ceiling(s)
Game Room
Sun Room
Internet Available - Unknown
Porch - Enclosed
Deck
Pool - Inground Heated
Rain Gutters
Storage
Sprinkler System
Screens
Fenced Yard
Outdoor Shower

Feature Descriptions

Accessibility: No
Appliances: Gas Water Heater, Tankless Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Plumbed For Ice Maker
Association Fee: $240/Annually
Building Area Total: 2239
Community Features: Shopping, Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, House of Worship, Public School, Sidewalks
Compensation Based On: N/A
Compensation Broker Transaction: N/A
Compensation Buyer Agency: N/A
Compensation Sub Agency: N/A
Compensation Sub Agency Offered: N/A
Days on Site: 4
Dining Room: Flooring - Wood, Exterior Access, Open Floorplan, Lighting - Overhead
Door Features: Storm Door(s)
Electric: Circuit Breakers
Exclusions: Automated Pool Cleaner Not Included With Sale.
Exterior: Frame
Family Room: Cathedral Ceiling(s), Ceiling Fan(s), Flooring - Wood, Cable Hookup, Deck - Exterior, Exterior Access, Open Floorplan, Slider, Lighting - Overhead
Fencing: Fenced
Fireplace Y/N: Yes
Flooring: Wood, Tile, Carpet, Concrete, Flooring - Wood
GarageY/N: Yes
HeatingY/N: 1
HOA Y/N: Yes
Kitchen: Flooring - Wood, Dining Area, Pantry, Countertops - Stone/Granite/Solid, Breakfast Bar / Nook, Cabinets - Upgraded, Open Floorplan, Recessed Lighting, Stainless Steel Appliances, Lighting - Overhead
Laundry: Flooring - Stone/Ceramic Tile, Electric Dryer Hookup, Washer Hookup, Second Floor
Living Room: Flooring - Wood, Exterior Access
Lot Features: Gentle Sloping
Master Bathroom: Yes
Master Bedroom: Bathroom - Full, Skylight, Cathedral Ceiling(s), Ceiling Fan(s), Walk-In Closet(s), Flooring - Wall to Wall Carpet, Cable Hookup
Open Parking Y/N: Yes
Parcel Number: 523134
Parking Features: Attached, Garage Door Opener, Paved Drive, Off Street, Driveway, Paved
Parking Total: 6
Patio And Porch: Porch - Enclosed, Deck
Pool Features: Pool - Inground Heated
Road Responsibility: Public Maintained Road
Rooms Total: 8
Security: yes
Security Features: Security System
Sewer: Private Sewer
Swimming Pool: Yes
Utilities: for Gas Oven, for Electric Dryer, Washer Hookup, Icemaker Connection
Water: Public
Window Features: Screens

Local Schools

High School: Holliston High School
Middle School: Robert Adams Middle School
Elementary School: Placentino Elementary

Listed By / Shown By

Listed By

Agency Name: Realty Concierge International
Agency Phone: 877-491-3766
Agent Name: Kelly McGovern

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Shown By

Agent Name: Zack Leroy
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 3,203.67 per month $2,002.79 Principal & Interest $938.42 Property Tax $262.47 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information 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. Information on this site was last updated 03/15/2026. The listing information on this page last changed on 03/15/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sun 03/15/2026 9:18:40 AM EST) or MLSPIN MLS (last updated Sun 03/15/2026 9:14:52 AM EST) or Prime MLS (last updated Sun 03/15/2026 9:10:34 AM EST) or MREIS (last updated Sun 03/15/2026 9:16:37 AM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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