Sold
Last Sold Price
4 beds5,756 sqft
55 Flagg Rd, Southborough, MA 01772
Single FamilyProperty Type
1.41 acresLot Size
1817Year Built
$174/sq ftPrice per sq ft
10 carsParking Spaces

Description

Are you seeking turn of the century living in the comfort of a well preserved, updated vintage home? Longtime owners w/40 years of conscientious stewardship offer a rare opportunity to own a unique piece of history on North side of Southboro Spectacular, almost level, completely private lot w/immediate access to Town,RT9/495/Pike Georgian center entrance combines w/Federal farmhouse: Inviting high ceilings, formal music/living room & dining room, country kitchen joined w/3-sided glass morning room...Are you seeking turn of the century living in the comfort of a well preserved, updated vintage home? Longtime owners w/40 years of conscientious stewardship offer a rare opportunity to own a unique piece of history on North side of Southboro Spectacular, almost level, completely private lot w/immediate access to Town,RT9/495/Pike Georgian center entrance combines w/Federal farmhouse: Inviting high ceilings, formal music/living room & dining room, country kitchen joined w/3-sided glass morning room flooded w/light facing views of rear paradise Primary suite takes entire 2nd level of Federal section w/cathedral sleeping chamber & terrace overlooking IG Grecian heated pool & spa & 1.5 acre manicured landscape & offers sizeable dressing room, whirlpool & wide pine floors 3 addtl bedrooms & 1.5 baths & laundry on 2nd flr 3d flr vaulted great rm So many special features: Butler's pantry, wine room, 8 FP, Oversized 3 car garage, potting shed, reinforced 3 story barn, glass pavilion, etc!
  • Listed by: Andrew Abu • Andrew J. Abu Inc., REALTORS®
Listing closed: 01/30/2023 12:00 AM • Source: MLS PIN, MLS#: 73036240

Recent comparable sales

Median sold price

$1,075,000

Avg days on market

35

Sale-to-list ratio

97.7%

Southborough, MA

9 comparable properties found

a view of a house with snow on the road
1/40
1

$1,100,000

Sold 04/09/25

4
Bedrooms
3,514
Square Feet
1.03
Acres
$1,126,250 | 22 High Street, Southborough, MA 01772
1/43
2

$1,126,250

Sold 09/29/25

4
Bedrooms
3,432
Square Feet
1.58
Acres
a view of swimming pool with an outdoor space
1/41
3

$850,000

Sold 07/24/25

4
Bedrooms
2,524
Square Feet
1.86
Acres
$1,200,000 | 11 Skylar Drive, Southborough, MA 01772
1/40
4

$1,200,000

Sold 01/30/26

5
Bedrooms
5,022
Square Feet
1.1
Acres
a front view of a house with plants
1/43
5

$1,075,000

Sold 07/02/26

4
Bedrooms
2,705
Square Feet
0.26
Acres
$976,000 | 2 Foley Drive, Southborough, MA 01772
1/43
6

$976,000

Sold 08/06/26

4
Bedrooms
2,858
Square Feet
0.64
Acres
a view of a house with a garden
1/40
7

$1,250,000

Sold 10/31/24

4
Bedrooms
3,798
Square Feet
1.02
Acres
$1,015,000 | 8 Bantry Road, Southborough, MA 01772
1/41
8

$1,015,000

Sold 09/14/26

4
Bedrooms
2,633
Square Feet
1.08
Acres
a view of a house with a yard
1/37
9

$1,010,000

Sold 06/30/25

4
Bedrooms
2,633
Square Feet
1.33
Acres

Location

Listing Courtesy of Andrew J. Abu Inc., REALTORS®, Andrew Abu

Sold By Andrew J. Abu Inc., REALTORS®, Kristine Wingate Shifrin

Add your commute

Payment Calculator

$6,380 per month

30 year fixed, 6.71% Interest

Principal and Interest

$5,168

Property Taxes

$1,213

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 55 Flagg Road

Property Details
  • Taxes: $14,551 / year
  • MLS Type: Single Family / Detached
  • Town: Southborough
  • Area: MA-Southborough
  • Architectural Style: Colonial, Antique, Georgian, Federal
  • Style: Garden, Colonial, Antique, Georgian, Federal
  • Garage Spaces: 3
  • Parking Spaces Total: 10
Building Information
  • Year Built: 1817
  • Lot Size: 1.41 AC / 61,420 SF
General Details
Property Details
  • Building Area Units: Square Feet
  • Current Financing: Conv. ARM
  • Living Area: 5756.0
  • Color: brick/whit
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Approximate,Renovated Since,Unknown/Mixed
  • Year Built Source: Owner
Location/School
  • Grade School: Finn/Neary/Wdwd
  • High School: Algonquin
  • Middle School: Trottier
Features
Interior Features
  • Appliances: Range, Dishwasher, Refrigerator, Washer, Dryer, Wine Refrigerator, Tankless Water Heater, Utility Connections for Electric Range, Utility Connections for Electric Dryer, Utility Connections Outdoor Gas Grill Hookup
  • Basement Features: Full, Partially Finished, Interior Access, Bulkhead, Sump Pump, Concrete Floor
  • Num of Baths: 4.0
  • Num of Full Baths: 2
  • Num of Half Baths: 2
  • Bathrooms Total Decimal: 3.00
  • Bathrooms Total Integer: 4
  • DoorFeatures: French Doors
  • FireplaceFeatures: Family Room, Kitchen, Living Room, Master Bedroom, Bedroom
  • FireplaceYN: Yes
  • Fireplaces: 8
  • Flooring: Wood, Tile, Marble, Hardwood, Flooring - Wood, Flooring - Vinyl, Flooring - Hardwood
  • Interior Features: Vaulted Ceiling(s), Wainscoting, Lighting - Overhead, Bathroom - Half, Lighting - Sconce, Crown Molding, Ceiling - Beamed, Ceiling - Vaulted, Study, Play Room, Bathroom, Game Room, Foyer, Internet Available - Broadband
  • Interior Features: Internet Available - Broadband, French Doors, Security System, Window AC
  • Laundry Features: Fireplace, Laundry Closet, Flooring - Wood, Attic Access, Electric Dryer Hookup, Second Floor, Washer Hookup
  • Primary Bath: Yes
  • SpaYN: Yes
  • Window Features: Storm Window(s), Screens
Exterior Features
  • Construction: Brick, Post & Beam
  • Exterior Features: Rain Gutters, Professional Landscaping, Garden, Outdoor Shower, Stone Wall
  • Exterior Features: Pool - Inground Heated, Paddock, Screens, Cabana, Barn/Stable, Gazebo, Professional Landscaping, Garden Area, Outdoor Shower, Stone Wall, Deck - Roof, Deck - Wood, Patio
  • Lot Description: Corner Lot, Underground Storage Tank, Cleared, Level
  • Other Structures: Cabana, Barn/Stable, Gazebo
  • Patio And Porch Features: Deck - Roof, Deck - Wood, Patio
  • Pool Features: Pool - Inground Heated
  • Pool Private: Yes
  • Roof Material: Shingle
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 3.00
  • Garage: Yes
  • Garage Parking: Attached, Storage, Barn, Paved Drive, Off-Street, Stone/Gravel, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Attached, Storage, Barn, Paved Drive, Off-Street, Stone/Gravel, Paved Driveway
  • Parking Features: Off-Street, Stone/Gravel, Paved Driveway
Utilities
  • Cooling: Window AC, Wall AC, 3 or More
  • Cooling: Yes
  • Electric: Generator, Circuit Breakers, 200+ Amp Service, Generator Connection
  • Green Energy Efficient: Thermostat
  • Heating: Baseboard, Steam, Oil, Propane, Pellet Stove
  • Heating: Yes
  • Sewer: Private Sewerage
  • Utility Connections: for Electric Range, for Electric Dryer, Washer Hookup, Generator Connection, Outdoor Gas Grill Hookup
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Features: Beamed Ceilings,Vaulted Ceiling(s),Walk-In Closet(s),Closet,Flooring - Wood,Balcony - Exterior,Deck - Exterior,Dressing Room,Gas Stove,Lighting - Overhead
  • Primary Bedroom Level: Second Floor
Bedroom 2
  • Bedroom2 Features: Closet,Flooring - Wood
  • Bedroom2 Level: Second
Bedroom 3
  • Bedroom3 Features: Fireplace,Closet,Flooring - Wood
  • Bedroom3 Level: Second
Bedroom 4
  • Bedroom4 Features: Fireplace,Closet,Flooring - Wood
  • Bedroom4 Level: Second
Bathroom 1
  • Bathroom1 Features: Bathroom - Half,Flooring - Marble,Countertops - Stone/Granite/Solid,Recessed Lighting
  • Bathroom1 Level: First
Bathroom 2
  • Bathroom2 Features: Bathroom - Tiled With Tub & Shower,Flooring - Marble,Lighting - Sconce,Crown Molding,Pedestal Sink
  • Bathroom2 Level: Second
Bathroom 3
  • Bathroom3 Features: Bathroom - Double Vanity/Sink,Bathroom - Tiled With Tub & Shower,Beamed Ceilings,Flooring - Wood,Jacuzzi / Whirlpool Soaking Tub,Low Flow Toilet,Cabinets - Upgraded
  • Bathroom3 Level: Second
Dining Room
  • Dining Room Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,French Doors,Gas Stove,Lighting - Overhead,Crown Molding
  • Dining Room Level: First
Family Room
  • Family Room Features: Wood / Coal / Pellet Stove,Beamed Ceilings,Flooring - Wood,French Doors,Recessed Lighting,Wainscoting
  • Family Room Level: First
Kitchen
  • Kitchen Features: Flooring - Wood,Dining Area,Pantry,Countertops - Stone/Granite/Solid,French Doors,Kitchen Island,Breakfast Bar / Nook,Recessed Lighting,Gas Stove,Lighting - Overhead,Crown Molding
  • Kitchen Level: First
Living Room
  • Room Living Room Features: Flooring - Hardwood,Chair Rail,Recessed Lighting,Wainscoting,Gas Stove,Crown Molding
  • Room Living Room Level: First
Property Information
Property Info
  • UFFI: Unknown
  • Year Round: Yes
  • 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: Underground storage tank for PROPANE by black fence on side - about 3 years - tank is rented from Suburban*Yr blt reflects coins in granite dated 1817*HW circulator at primary bath,powder room*laundry FP closed*
Tax Information
  • Tax ID: M:033.0 B:0000 L:0011.0,1663326
  • Assessments: $893,800
  • Book: 0
  • Tax Year: 2022
  • Zoning: RA
Building / Association Information
Living Characteristics
  • Beds Total: 4
Other Building Characteristics
  • Accessibility Features: No
  • Foundation: Stone, Granite
  • Cooling Zones: 4
  • Heat Zones: 7
Complex & Association Information
  • Association Security: Security System
  • Adult Community: No
Rental Info
Rental Info
  • HorseAmenities: Paddocks
Market and Agent Information
Sale Info
  • Buyer Broker Comp: 2.5
  • Other Agent Compensation: 2.5

Property History for 55 Flagg Road

DateEvent & SourcePriceAppreciation
Jan 30, 2023

Sold

MLS PIN #73036240

$1,000,000
Nov 5, 2022

Price Change

MLS PIN #73036240

$1,095,000
Nov 5, 2022

Under Agreement

MLS PIN #73036240

DateEvent & SourcePrice
01/30/2023

Sold

MLS PIN #73036240

$1,000,000
11/05/2022

Price Change

MLS PIN #73036240

$1,095,000
11/05/2022

Under Agreement

MLS PIN #73036240

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

Public Records for 55 Flagg Road

Taxable ValueLand$306,300Additions$870,600Total$1,176,900
Tax Record2025$16,253 ($1,354 / month)
Home Facts
Beds4Baths3Total Finished SqFt5,756 SqFtAbove Grade Finished SqFt5,756 SqFtUnfinished Basement SqFt1,435 SqFtStories3Lot Size61,420 SqFtStyleSingle Family ResidenceYear Built1700Year Renovated1700ZoningRACountyWORCESTERAPNSBOR M:033.0 B:0000 L:0011.0

Schools near 55 Flagg 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.

Similar Homes

New listings in 01772

$1,050,000 | 5 Southwood Drive, Unit 50, Southborough, MA 01772
1/39
Open: 9/18 05:30PM - 06:30PMNew

$1,050,000

4
Bedrooms
2,780
Square Feet
0.67
Acres
$889,000 | 7 Tara Road, Southborough, MA 01772
1/42
Open: 9/19 11:00AM - 01:00PMNew

$889,000

4
Bedrooms
2,064
Square Feet
1.00
Acres
$949,900 | 8 Southwood Drive, Unit 8, Southborough, MA 01772
1/41
Open: 9/18 05:00PM - 06:30PM

$949,900

4
Bedrooms
3,462
Square Feet
0.57
Acres
$999,900 | 147 Woodland Road, Southborough, MA 01772
1/42
Virtual Tour

$999,900

3
Bedrooms
2,008
Square Feet
5.74
Acres
$6,250,000 | 31 Sears Road, Southborough, MA 01772
1/42

$6,250,000

5
Bedrooms
12,329
Square Feet
9.59
Acres
$1,899,900 | 6 Watkins Lane, Southborough, MA 01772
1/42
Open: 9/17 04:30PM - 06:30PM

$1,899,900

4
Bedrooms
6,026
Square Feet
2.3
Acres
$639,900 | 23 Woodbury Road, Southborough, MA 01772
1/38
Contingent

$639,900

3
Bedrooms
1,540
Square Feet
0.85
Acres
$1,199,000 | 71 Sears Road, Southborough, MA 01772
1/39

$1,199,000

3
Bedrooms
4,416
Square Feet
1.28
Acres
a view of a barn in the middle of a yard
1/42

$1,600,000

3
Bedrooms
3,000
Square Feet
1.5
Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 55 Flagg Road, Southborough, MA 01772
$1,000,000
4
5,756
61,420
$580,000
3
2,400
43,560
$576,200
4
4,500
$435,000
3
1,692
44,431
$685,000
3
1,767
46,174
$549,900
4
1,852
46,609

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Andrew J. Abu Inc., REALTORS®, Andrew Abu

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.