$1,449,000 ($278.44 per sqft)

Est. Mortgage $7,137/mo *

Quick Pre-Approval

Virtual Tour Brochure

Call Text Schedule Tour Request More Information

Open House Schedule

05/23/2026
10:00 AM to 12:00 PM
Google calendar
Other calendars

14 Hillside Ave, Southborough, MA, 01772

View larger map Directions

10 rooms

4 beds

4 Full baths

2001

Colonial, Contemporary

5,204 sqft

Perched on a hilltop in a peaceful cul-de-sac, 14 Hillside Ave is a stunning custom contemporary offering privacy and sweeping scenic views. This thoughtfully designed home features an open floor plan with a dramatic two-story family room, soaring ceilings, and walls of glass that fill the space with natural light. The gourmet kitchen includes granite countertops, stainless steel appliances, custom cherry cabinetry, and a bright breakfast area with access to a large composite deck—perfect for indoor-outdoor living. The spacious primary suite offers a walk-in closet, private balcony, and spa-style bath with soaking tub and slate accents. Three additional bedrooms provide convenient bath access, plus a first-floor office. The top floor features a spacious bonus room currently used as a dance studio. A finished walkout lower level, beautiful landscaping, paver patio, and serene setting complete this exceptional property near the town center.

Status:

Active

Type:

Single-family residential

Laundry Remarks:

Flooring - Hardwood, Lighting - Overhead, Sink, Second Floor

Zoning:

Garage:

3-car Attached

Heating:

Central, Forced Air, Natural Gas

Cooling:

Central Air

Energy Features:

Thermostat

Basement:

Full

Parking:

12-car, Garage Door Opener, Paved Drive, Off Street

Acreage:

1.14

Est. Taxes:

$19,440

Assessment

$1,407,700

Construction

Frame

Utilities

for Gas Range, for Gas Oven

Lot Description:

Wooded

View Description:

Scenic View(s)

Amenities:

Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Medical Facility, Conservation Area, Highway Access, Private School, Public School, T-Station

Elementary School:

Albert S. Woodward Memorial

Middle School:

P. Brent Trottier Middle

High School:

Algonquin Regional High

Appliances:

Gas Water Heater, Range, Oven, Dishwasher, Refrigerator, Washer, Dryer

MLS #:

73516652

Community Info

School Info

Walk Score

Mass Transit

Yelp

Similar Properties

$1,399,000

4 beds

3.5 baths

3,626 sqft

113 Newton St, West Boylston, MA, 01583

Price Reduced!

$1,495,000

4 beds

4 baths

4,095 sqft

46 Lackey Street, Westborough, MA, 01581

Price Reduced!

$1,349,900

5 beds

3 baths

3,282 sqft

2 Clover Glen Circle, Shrewsbury, MA, 01545

$1,545,000

4 beds

4 baths

3,558 sqft

LL45 Libbey Lane, Westborough, MA, 01581

$1,395,000

4 beds

3 baths

3,082 sqft

48 Lackey Street, Westborough, MA, 01581

$1,350,000

4 beds

2.5 baths

3,525 sqft

19 Crimson Dr, Shrewsbury, MA, 01545

Price Reduced!

$1,550,000

4 beds

3.5 baths

3,572 sqft

3 Foxhill Drive, Southborough, MA, 01772

$1,499,000

5 beds

3.5 baths

5,793 sqft

16 Stone Meadow Farm Drive, Shrewsbury, MA, 01545

$1,375,000

2 beds

3 baths

3,130 sqft

26C Meadow Lane, Southborough, MA, 01772

$1,324,000

4 beds

3.5 baths

3,080 sqft

186 Justice Hill Rd, #Oakmont, Sterling, MA, 01564

Price Reduced!

$1,470,000

4 beds

3 baths

3,658 sqft

27 Spring Road, Westborough, MA, 01581

Price Reduced!

$1,385,000

6 beds

5 baths

4,838 sqft

98R Walnut Street, Shrewsbury, MA, 01545

Price Reduced!

$1,400,000

4 beds

4 baths

4,473 sqft

7 Grindstone Ct, Westborough, MA, 01581

$1,349,000

5 beds

4 baths

4,500 sqft

0 Falcon Dr, Shrewsbury, MA, 01545

Price Reduced!

$1,375,000

4 beds

5 baths

3,900 sqft

42 High St, Shrewsbury, MA, 01545

Price Reduced!

$1,450,000

4 beds

4 beds

3.5 baths

3,022 sqft

8 Autumn Ln, Natick, MA, 01760

Listing courtesy of Brian O'keefe, Redfin Corp. 617-340-7803

$1,449,000 ($278.44 per sqft)

Open House Schedule

14 Hillside Ave, Southborough, MA, 01772

Community Info

School Info

Walk Score

Mass Transit

Yelp

Similar Properties

$1,399,000

113 Newton St, West Boylston, MA, 01583

$1,495,000

46 Lackey Street, Westborough, MA, 01581

$1,349,900

2 Clover Glen Circle, Shrewsbury, MA, 01545

$1,545,000

LL45 Libbey Lane, Westborough, MA, 01581

$1,395,000

48 Lackey Street, Westborough, MA, 01581

$1,350,000

19 Crimson Dr, Shrewsbury, MA, 01545

$1,550,000

3 Foxhill Drive, Southborough, MA, 01772

$1,499,000

16 Stone Meadow Farm Drive, Shrewsbury, MA, 01545

$1,375,000

26C Meadow Lane, Southborough, MA, 01772

$1,324,000

186 Justice Hill Rd, #Oakmont, Sterling, MA, 01564

$1,470,000

27 Spring Road, Westborough, MA, 01581

$1,385,000

98R Walnut Street, Shrewsbury, MA, 01545

$1,400,000

7 Grindstone Ct, Westborough, MA, 01581

$1,349,000

0 Falcon Dr, Shrewsbury, MA, 01545

$1,375,000

42 High St, Shrewsbury, MA, 01545

$1,450,000

LL39 Libbey Lane, Westborough, MA, 01581

New or Coming Soon Properties

$1,499,000

235 Putnam Hill Rd, Sutton, MA, 01590

$1,495,000

71 Sears Rd, Southborough, MA, 01772

$1,350,000

64 Jenkins Rd, Andover, MA, 01810

$1,395,000

275 Division St, Great Barrington, MA, 01230

$1,479,000

25 Hounds Ditch Ln, Duxbury, MA, 02332

$1,499,999

9 Kiwanis Beach Rd, Upton, MA, 01568

$1,550,000

26 Corn Road, Bolton, MA, 01740

$1,380,000

7 Whitney Circle, Natick, (East Natick), MA, 01760

$1,395,000

375 Linebrook Rd, Ipswich, (Linebrook), MA, 01938

$1,398,000

291 Russett Rd, Brookline, MA, 02467

$1,489,000

757 Main Street, Hingham, MA, 02043

$1,450,000

448 Green Street, Northborough, MA, 01532

$1,349,000

150 Cotton St, Newton, (Newton Center), MA, 02458

$1,525,000

18 Pickwick Road, Marblehead, MA, 01945

$1,370,000

6 Audrina Lane, Grafton, MA, 01536

$1,349,000

8 Autumn Ln, Natick, MA, 01760

14 Hillside Ave, Southborough, MA, 01772

Your Raveis Experience

Your best can only get better...