Welcome to the Winchester Highlands! This inviting 4-bedroom, 2.5-bath home blends comfort and character in the desirable Lincoln School District—just a short distance to downtown Winchester, the commuter rail, I-93, and the Middlesex Fells. A sun-filled living room with custom stone fireplace flows seamlessly into the dining area, perfect for gatherings. The kitchen offers a vented gas range, light maple cabinetry, and a peninsula with views of the private backyard oasis featuring a stone patio and tree lined property. Enjoy easy single-level living with four bedrooms and 1.5 baths on the main floor, including a spa-inspired bath with walk-in shower and whirlpool tub not to mention hardwood floors throughout. The finished lower level offers a family room, home gym, full bath, laundry, and direct garage access. Thoughtfully maintained with many homeowner improvements, this home combines warmth, functionality, and timeless appeal in one of Winchester’s most sought-after neighborhoods.
Single-familyProperty Type
1945Year Built
10,019 sq ftLot Size
$628Est. Price/Sq.Ft.
2 garage spacesParking
Listed by The Marrocco Group• Coldwell Banker Realty - Lexington
Winchester Highlands 4 bedroom, 2.5 bathroom ranch style home. Lincoln School district with short walk to Wedgemere Train Station, minutes from downtown Winchester, I-93, and the Middlesex Fells Reservation. Feel instantly at home as you enter the welcoming living room, inviting light through its many windows and enjoy the comfort of a wood burning fireplace with custom stone work, leading to formal dining room. The kitchen features a vented gas range, light maple cabinets and a bar top peninsula, with views of the private back yard, featuring a stone patio area, surrounded by dense pine trees. Enjoy first floor living with 4 bedrooms and 1.5 bathrooms on the main floor, including luxurious tiled walk-in shower in addition to a whirlpool tub in the main bathroom. Hardwood floors throughout. Lower level is fully finished with tile floors, full bathroom, laundry closet, and direct access to the 2 car garage, plus driveway for 4 additional spots.
MLS PIN #30021565
Mar 31, 1995
Sold
$290,000
$101/sq ft
Jan 6, 1995
Listing Removed
—
Dec 27, 1994
Listed
$299,000
$104/sq ft
SPACIOUS CUSTOM RANCH IN LOVELY CONDITION WALK TO TOWN AND TRAINS
Public Records
Dec 27, 1991
Sold
$249,000
$87/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$15,111 (+9.8%)
$924,400 + $438,200
$1,362,600
2023
$13,766 (+2.9%)
$858,400 + $438,200
$1,296,600
2022
$13,382 (+9.3%)
$693,300 + $376,400
$1,069,700
2021
$12,241 (+7.3%)
$577,700 + $376,400
$954,100
2020
$11,412 (+10.2%)
$544,700 + $376,400
$921,100
2019
$10,355 (+3.6%)
$478,700 + $376,400
$855,100
2018
$9,997 (+2.6%)
$451,500 + $368,600
$820,100
2017
$9,747 (+8.3%)
$425,100 + $368,600
$793,700
2016
$8,997 (+1.3%)
$425,100 + $345,200
$770,300
2015
$8,880 (+8.1%)
$386,300 + $345,200
$731,500
2014
$8,215 (+0.8%)
$321,900 + $327,000
$648,900
2013
$8,152 (+1.7%)
$321,900 + $316,500
$638,400
2012
$8,012 (+6.0%)
$321,900 + $316,500
$638,400
2011
$7,559
$321,900 + $302,800
$624,700
2010
$7,566 (+2.1%)
$345,000 + $312,300
$657,300
2009
$7,408
$345,000 + $312,300
$657,300
Tax history for 4 Sargent Rd
Year
Property tax
Land + Additions
Assessment*
2025
$15,111 (+9.8%)
$924,400 + $438,200
$1,362,600
2023
$13,766 (+2.9%)
$858,400 + $438,200
$1,296,600
2022
$13,382 (+9.3%)
$693,300 + $376,400
$1,069,700
2021
$12,241 (+7.3%)
$577,700 + $376,400
$954,100
2020
$11,412 (+10.2%)
$544,700 + $376,400
$921,100
2019
$10,355 (+3.6%)
$478,700 + $376,400
$855,100
2018
$9,997 (+2.6%)
$451,500 + $368,600
$820,100
2017
$9,747 (+8.3%)
$425,100 + $368,600
$793,700
2016
$8,997 (+1.3%)
$425,100 + $345,200
$770,300
2015
$8,880 (+8.1%)
$386,300 + $345,200
$731,500
2014
$8,215 (+0.8%)
$321,900 + $327,000
$648,900
2013
$8,152 (+1.7%)
$321,900 + $316,500
$638,400
2012
$8,012 (+6.0%)
$321,900 + $316,500
$638,400
2011
$7,559
$321,900 + $302,800
$624,700
2010
$7,566 (+2.1%)
$345,000 + $312,300
$657,300
2009
$7,408
$345,000 + $312,300
$657,300
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Beds
4
Baths
2.5
Stories
1
Lot width
—
Lot depth
—
Lot size
10,019 Sq. Ft.
Year renovated
—
Sq. Ft.
2,835
Year built
1945
Style
Single Family Residential
County
Middlesex County
APN
2717897S
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 29, 2026.
Property details
Parking
Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 6
AttachedGarageYN: Yes
Parking Features: Attached, Under, Garage Door Opener, Heated Garage, Paved Drive, Off Street, Paved