44 Gilmore Rd

3,758 Sq. Ft.
$266 / Sq. Ft.
3,758
Sq. Ft.
$266
per Sq. Ft.

Description

Beautifully renovated Colonial set on 1.5 private acres in desirable Southborough, offering over 3,500 sq ft of living space including a finished walk-out lower level. The gourmet kitchen features Thermador appliances, custom cabinetry with built-in coffee maker, quartz counters, and a stunning waterfall island, opening to a sun-filled family room with vaulted ceilings and skylights. The main level also includes a living room with stone fireplace, oversized dining room, and a private home office,...Beautifully renovated Colonial set on 1.5 private acres in desirable Southborough, offering over 3,500 sq ft of living space including a finished walk-out lower level. The gourmet kitchen features Thermador appliances, custom cabinetry with built-in coffee maker, quartz counters, and a stunning waterfall island, opening to a sun-filled family room with vaulted ceilings and skylights. The main level also includes a living room with stone fireplace, oversized dining room, and a private home office, plus an additional flexible room ideal for guests or multi-generational living. Upstairs features a spacious primary suite with newly renovated bath. The walk-out lower level offers a game room, bonus space, and full bath. Enjoy outdoor living on the Trex deck with hot tub overlooking the peaceful yard. Close to Hopkinton State Park, top-rated schools, commuter rail, I-495, Mass Pike, and Route 9 for easy commuting.
  1. Listed by Matthew Kelly • Keller Williams Elite

Property Details for 44 Gilmore Road

Town
Southborough
Area
MA-Southborough
Architectural Style
Colonial, Garrison
Style
Garden, Colonial, Garrison
Garage Spaces
2
Open Parking Spaces
6.00
Parking Spaces Total
8
LISTING UPDATED: 03/16/2026 03:05 AM

Property Details for 44 Gilmore Road

StatusActive
MLS #73486028
Days on Market23
Taxes$13,061 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1985
CountyWorcester County

Location

Listing Courtesy of Keller Williams Elite, Matthew Kelly
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Building Information for 44 Gilmore Road

Stories-Year Built1985Building Size-Lot Size1.52 AC / 66,211 SF

Payment Calculator

$6,123 per month

30 year fixed, 6.46% Interest

Principal and Interest

$5,035

Property Taxes

$1,088

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 44 Gilmore Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Tennis Court, Park, Walk/Jog Trails, Stables, Golf Course, Medical Facility, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station, University
  • Living Area: 3758.0
  • SqFt with Basement: Yes
  • Property Attached: No
  • Property Condition: Remodeled
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Location/School
  • Grade School: Finn/ Woodward/ Neary
  • High School: Algonquin Regional High School
  • Middle School: Trottier Middle School
Features
Interior Features
  • Appliances: Water Heater, Tankless Water Heater, Range, Oven, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator, Plumbed For Ice Maker
  • Basement Features: Full
  • Num of Baths: 4.0
  • Num of Full Baths: 3
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 3.50
  • Bathrooms Total Integer: 4
  • FireplaceFeatures: Living Room
  • FireplaceYN: Yes
  • Fireplaces: 1
  • Flooring: Tile, Hardwood, Stone / Slate, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Engineered Hardwood
  • Interior Features: Chair Rail, High Speed Internet Hookup, Recessed Lighting, Closet, Lighting - Overhead, Bathroom - Full, Bathroom - With Tub & Shower, Closet - Linen, Home Office, Entry Hall, Bathroom, Game Room, Mud Room, Bonus Room, Sauna/Steam/Hot Tub, Wired for Surround Sound
  • Interior Features: Sauna/Steam/Hot Tub, Wired for Surround Sound, Security System
  • Laundry Features: Flooring - Hardwood, First Floor, Electric Dryer Hookup, Washer Hookup
  • Primary Bath: Yes
  • Spa Features: Private
  • SpaYN: Yes
  • Window Features: Insulated Windows, Screens
Exterior Features
  • Construction: Frame
  • Exterior Features: Porch, Deck, Deck - Composite, Rain Gutters, Hot Tub/Spa, Storage Shed, Professional Landscaping, Screens, Garden, Invisible Fence
  • Exterior Features: Invisible Fence, Screens, Storage Shed, Professional Landscaping, Garden Area, Porch, Deck, Deck - Composite
  • Fencing: Invisible
  • Lot Description: Wooded, Gentle Sloping, Level
  • Patio And Porch Features: Porch, Deck, Deck - Composite
  • Roof Material: Shingle
  • Waterfront Features: Lake/Pond, 1 to 2 Mile To Beach, Beach Ownership(Public)
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Attached, Under, Garage Door Opener, Storage, Side Entry, Paved Drive, Off-Street, Improved Driveway, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Attached, Under, Garage Door Opener, Storage, Side Entry, Paved Drive, Off-Street, Improved Driveway, Paved Driveway
  • Parking Features: Side Entry, Off-Street, Improved Driveway, Paved Driveway
Utilities
  • Cooling: 2 Units, Ductless Mini-Split System
  • Cooling: Yes
  • Electric: Circuit Breakers, 200+ Amp Service
  • Heating: Baseboard, Oil
  • Heating: Yes
  • Sewer: Private Sewerage
  • Utility Connections: for Gas Range, for Electric Dryer, Washer Hookup, Icemaker Connection
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 260.0
  • Room Primary Bedroom Features: Bathroom - Full,Walk-In Closet(s),Flooring - Hardwood,Recessed Lighting
  • Room Primary Bedroom Length: 13.0
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 20.0
Bedroom 2
  • Bedroom2 Area: 192.0
  • Bedroom2 Features: Walk-In Closet(s),Flooring - Hardwood,Recessed Lighting
  • Bedroom2 Length: 16.0
  • Bedroom2 Level: Second
  • Bedroom2 Width: 12.0
Bedroom 3
  • Bedroom3 Area: 208.0
  • Bedroom3 Features: Walk-In Closet(s),Flooring - Hardwood
  • Bedroom3 Length: 13.0
  • Bedroom3 Level: Second
  • Bedroom3 Width: 16.0
Bedroom 4
  • Bedroom4 Area: 156.0
  • Bedroom4 Features: Closet,Flooring - Hardwood,Recessed Lighting
  • Bedroom4 Length: 13.0
  • Bedroom4 Level: Second
  • Bedroom4 Width: 12.0
Bathroom 1
  • Bathroom1 Features: Bathroom - Half,Flooring - Hardwood,Lighting - Sconce
  • Bathroom1 Level: First
Bathroom 2
  • Bathroom2 Features: Bathroom - Full,Bathroom - Tiled With Shower Stall,Closet/Cabinets - Custom Built,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Countertops - Upgraded,Cabinets - Upgraded,Remodeled
  • Bathroom2 Level: Second
Bathroom 3
  • Bathroom3 Features: Bathroom - Full,Bathroom - With Tub & Shower,Recessed Lighting
  • Bathroom3 Level: Second
Dining Room
  • Dining Room Area: 299.0
  • Dining Room Features: Flooring - Hardwood
  • Dining Room Length: 23.0
  • Dining Room Level: First
  • Dining Room Width: 13.0
Family Room
  • Family Room Area: 266.0
  • Family Room Features: Wood / Coal / Pellet Stove,Skylight,Ceiling Fan(s),Vaulted Ceiling(s),Flooring - Hardwood,Deck - Exterior,Open Floorplan,Recessed Lighting,Remodeled,Slider
  • Family Room Length: 19.0
  • Family Room Level: Main,First
  • Family Room Width: 14.0
Kitchen
  • Kitchen Area: 520.0
  • Kitchen Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Balcony / Deck,Countertops - Stone/Granite/Solid,Countertops - Upgraded,Kitchen Island,Cabinets - Upgraded,Deck - Exterior,Exterior Access,Open Floorplan,Recessed Lighting,Remodeled,Slider,Stainless Steel Appliances,Wine Chiller,Lighting - Pendant
  • Kitchen Length: 20.0
  • Kitchen Level: Main,First
  • Kitchen Width: 26.0
Living Room
  • Room Living Room Area: 247.0
  • Room Living Room Features: Flooring - Hardwood,Recessed Lighting
  • Room Living Room Length: 13.0
  • Room Living Room Level: First
  • Room Living Room Width: 19.0
Other Room 1
  • Room Office Area: 168.0
  • Room Office Features: Flooring - Hardwood,Chair Rail,High Speed Internet Hookup,Recessed Lighting
  • Room Office Length: 14.0
  • Room Office Level: Main
  • Room Office Width: 12.0
Property Information
Property Info
  • UFFI: No
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Road Responsibility: Public Maintained Road
  • Road Surface Type: Paved
  • Disclosures: Room sizes are approximate and should be confirmed by the buyer.
Tax Information
  • Tax ID: M:006.0 B:0000 L:0002.0,1662212
  • Assessments: $945,800
  • Book: 35374
  • Tax Year: 2025
  • Zoning: RA
Building / Association Information
Living Characteristics
  • Beds Total: 4
Other Building Characteristics
  • Accessibility Features: No
  • Foundation: Concrete Perimeter
  • Cooling Zones: 2
  • Heat Zones: 4
Complex & Association Information
  • Association Security: Security System
  • Adult Community: No

Property History for 44 Gilmore Road

DateEvent & SourcePriceAppreciation
Mar 12, 2026

Listed (Active)

MLS PIN #73486028

$999,900—
Oct 22, 2025

Canceled

MLS PIN #73420788

$999,000—
Aug 21, 2025

Listed (Active)

MLS PIN #73420788

$1,099,000—
Dec 23, 2004

Sold (Public Record)

Public Record #154058580

$499,000

+4.4% / yr

Dec 23, 2004

Sold

MLS PIN #70101346

$499,000—
Nov 9, 2004

Under Agreement

MLS PIN #70101346

—
Nov 9, 2004

Contingent

MLS PIN #70101346

—
Oct 6, 2004

Canceled

MLS PIN #70073087

$544,900—
Oct 6, 2004

Listed (Active)

MLS PIN #70101346

$529,900—
Aug 5, 2004

Listed (Active)

MLS PIN #70073087

$559,900—
Jul 29, 2004

Expired

MLS PIN #70026448

$564,900—
Apr 29, 2004

Listed (Active)

MLS PIN #70026448

$589,900—
Jun 29, 2001

Sold (Public Record)

Public Record #90770296

$429,900—
Jun 29, 2001

Sold

MLS PIN #30486604

$429,900—
Apr 5, 2001

Under Agreement

MLS PIN #30486604

—
Apr 5, 2001

Contingent

MLS PIN #30486604

—
Mar 18, 2001

Listed (Active)

MLS PIN #30486604

$429,900—
DateEvent & SourcePrice
03/12/2026

Listed (Active)

MLS PIN #73486028

$999,900
10/22/2025

Canceled

MLS PIN #73420788

$999,000
08/21/2025

Listed (Active)

MLS PIN #73420788

$1,099,000
12/23/2004

Sold (Public Record)

Public Record #154058580

$499,000

+4.4% / yr

12/23/2004

Sold

MLS PIN #70101346

$499,000
11/09/2004

Under Agreement

MLS PIN #70101346

—
11/09/2004

Contingent

MLS PIN #70101346

—
10/06/2004

Canceled

MLS PIN #70073087

$544,900
10/06/2004

Listed (Active)

MLS PIN #70101346

$529,900
08/05/2004

Listed (Active)

MLS PIN #70073087

$559,900
07/29/2004

Expired

MLS PIN #70026448

$564,900
04/29/2004

Listed (Active)

MLS PIN #70026448

$589,900
06/29/2001

Sold (Public Record)

Public Record #90770296

$429,900
06/29/2001

Sold

MLS PIN #30486604

$429,900
04/05/2001

Under Agreement

MLS PIN #30486604

—
04/05/2001

Contingent

MLS PIN #30486604

—
03/18/2001

Listed (Active)

MLS PIN #30486604

$429,900

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 44 Gilmore Road

Taxable ValueLand$307,900Additions$637,900Total$945,800
Tax Record2025$13,061 ($1,088 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt2,858 SqFtAbove Grade Finished SqFt2,858 SqFtUnfinished Basement SqFt1,738 SqFtStories2Lot Size66,211 SqFtStyleSingle Family ResidenceYear Built1985ZoningRACountyWORCESTERAPNSBOR M:006.0 B:0000 L:0002.0Fireplace TypeHas Fireplace

Schools near 44 Gilmore Road

This home is within Northboro-Southboro School District.
Rating
School
Type
Grades
Distance
Public - PK to 1
Public - 2 to 3
Public - 4 to 5
Public - 6 to 8
Rating
School
Distance
Mary E Finn School
PublicPK to 1

Albert S. Woodward Memorial School
Public2 to 3

Margaret Neary Elementary School
Public4 to 5

P. Brent Trottier Middle School
Public6 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Similar Sold Homes

44 Gilmore Road is a single family home for sale in Southborough, MA 01772. This property was listed for sale on March 12, 2026 by Keller Williams Elite, it's currently listed at $999,900. It has been on the market for a total of 23 days and was last sold on December 23, 2004. This listing's school districts are Northboro-Southboro School District, Southborough School District. Nearby schools include Mary E Finn School, Albert S. Woodward Memorial School and Margaret Neary Elementary School. 44 Gilmore Road is a 4-bed, 4-bath, 3,758 sqft single family home built in 1985.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Keller Williams Elite, Matthew Kelly

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.