Single Family Residence at 8 Winter St, Southborough MA 01745, Southborough
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$585,900

8 Winter St, Southborough MA 01745
Southborough, MA 01745
Listed by Matthew Straight
Bedrooms
2
Bathrooms
1
Living area
1,187 sqft
Year built
1940

About this home

Minutes from Rt. 9, I-90, and Rt. 495, this charming 2-bedroom, 1-bath Colonial offers a rare blend of convenience, tranquility, and picturesque water views. Set on a peaceful lot overlooking a beautiful Sudbury reservoir, the property provides a serene backdrop that feels worlds away from the hustle of daily life while still offering exceptional commuter access. Inside, the home has been thoughtfully refreshed to create a warm and inviting atmosphere. The entire interior has been recently painted, giving each room a crisp, clean feel. Gleaming wood floors—professionally re-sanded and stained—flow throughout the home, adding character and timeless appeal. The formal dining room features classic built-in cabinetry, perfect for displaying glassware, serving pieces, or cherished décor. In the kitchen, granite countertops offer both durability and style, complemented by ample cabinet space and a layout ideal for everyday cooking or weekend entertaining. The living spaces are filled with natural light and offer comfortable areas for gathering, relaxing, or working from home. Upstairs, two well-proportioned bedrooms provide peaceful retreats with views of the surrounding landscape. Step outside and enjoy the true highlight of this property—its outdoor setting. The yard features fruit trees, mature shrubs, and natural plantings that enhance the sense of privacy and charm. A storage shed provides space for tools, gardening supplies, or seasonal items. The deck overlooking the water is the perfect place to start your morning with coffee, unwind at sunset, or host friends for weekend gatherings. Whether you enjoy birdwatching, quiet reflection, or simply taking in the scenery, the views here are exceptional. Additional features include a Passing Title V, Central AC throughout the home.

Highlights

View

Property details

MLS #
73589699
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
1
On market date
October 12, 2026
Stories
N/A
Total bathrooms
1
Garage spaces
N/A
Parking spaces
3
Lot size
0.22 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Albert S. Woodward Memorial School
1.15 mi away · Grades 2-3
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
269
Student:teacher ratio
13.5:1
District
Southborough
Middle
P Brent Trottier
1.8 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
383
Student:teacher ratio
9.8:1
District
Southborough
High
Ashland High
3.87 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
812
Student:teacher ratio
14.5:1
District
Ashland

Walkability

Blended score for Southborough's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

75
Walkable
out of 100
EPA National Walkability Index
12.8 / 20 -- Above average walkable
Google Places amenity density
90 / 100
Restaurants & cafes16
Grocery stores2
Parks3
Schools6
Transit stops4
Pharmacies2

Mortgage calculator

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Est. monthly payment
$3,678/mo
$117,180 down
$468,720 loan
Principal & interest$3,040
Property tax (est.)$488
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 9 hr ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.