49 Windsor Dr #301 Holliston — Photo 1 of 21
Recent Drop: $10,000
$299,000
49 Windsor Dr #301, Holliston, MA 01746
Holliston, MA 01746
Beds
2
Baths
1
SqFt
883
Style
Condominium
Built
1970
Welcome to Oakridge Condominiums! This spacious top-floor 2-bedroom unit offers an open floor plan in a peaceful setting at the end of a wooded cul-de-sac. Located in a garden-style building, this home offers comfortable, low-maintenance living. The building features on-site laundry, secure storage assigned to each unit, one assigned parking space, and ample guest parking. Enjoy a prime location just minutes from the commuter rail, grocery stores, shopping, parks, and the Charles River Rail Trail. For those seeking convenient, low-maintenance living, this condo is a great choice. With limited options at this price point, it is an excellent opportunity for a homeowner or investor.
Key facts
It was listed on September 11, 2026. The price has come down from an original $309,000 to $299,000, most recently on October 2, 2026. The annual property taxes are $2,575 (2025 tax year). The condo fee is $349 per month, which includes water.
Open Houses
Market Value Analysis
Limited sample — based on 5 comparable properties.
* Analysis is based on 5 actively listed and recently sold comparable properties strictly within Holliston, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Range • Refrigerator
Neighborhood
Tennis Court(s) • Park • Walk/Jog Trails • Bike Path • House of Worship
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl FirstCloset, Flooring - Vinyl, Open Floorplan
Kitchen
Lvl FirstFlooring - Laminate, Lighting - Overhead
Primary Bedroom
Lvl FirstCloset, Flooring - Wall to Wall Carpet
Bedroom 2
Lvl FirstProperty History
$299,000
Was $309,000
Oct 2, 2026
MLS® 73576026
$309,000
Sep 11, 2026
MLS® 73576026
Questions about this home
When was 49 Windsor Dr #301, Holliston listed?
49 Windsor Dr #301, Holliston was listed on September 11, 2026.
Has the price of 49 Windsor Dr #301, Holliston changed?
The price has come down from an original $309,000 to $299,000, most recently on October 2, 2026.
What are the property taxes for 49 Windsor Dr #301, Holliston?
The annual property taxes for 49 Windsor Dr #301, Holliston are $2,575 (2025 tax year).
What is the condo fee at 49 Windsor Dr #301, Holliston?
The condo fee is $349 per month, which includes water.
What is the status of 49 Windsor Dr #301, Holliston?
49 Windsor Dr #301, Holliston is actively listed for sale.
Population
15,094
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$160K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
12.6%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Middlesex County
2,698 housing units permitted in the last 12 months (+3% vs the prior 12 months) — 1,713 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jul '26)
Listing Agent: Melissa Kaspern
Listing Office: REMAX Executive Realty
MLS® Number: 73576026
