Beautifully updated & impeccably maintained 3 BR, 3.5 bath home on a sought-after cul-de-sac w/lovely front & side yards, abutting conservation land for exceptional privacy. The main level features a spacious living room, updated sunroom, granite kitchen w/newer SS appliances, abundant cabinetry, peninsula seating, & dining room w/ access to an inviting deck. Two 1st floor bedrooms & two full baths, including an en-suite, offer exceptional flexibility. The 2nd floor primary suite is a private retreat w/ a vaulted ceiling, oversized walk-in closet, spacious bath w/ double vanity. This level offers an additional storage closet & unfinished room w/expansion potential. En-suite bedrooms on both the 1st & 2nd floors provide a versatile floor plan. The bright walk-out lower level includes a large family room w/ access to an expansive deck, mudroom, laundry room, half bath, & bonus room ideal for overnight guests. Replacement windows & beautiful storage shed complete this move in ready home.
Single-familyProperty Type
1960Year Built
0.35 acresLot Size
$676Price/Sq.Ft.
2 garage spacesParking
Listed by Paula Sughrue• Better Homes and Gardens Real Estate - The Shanahan Group
Listed by • Better Homes and Gardens Real Estate - The Shanahan Group
West Side, located between the Aberjona River and the Middlesex Fells Reservation, is a residential and commuter-friendly Winchester neighborhood with leafy side streets and trail-forward green space. The neighborhood’s character concentrates around the Winchester Center area at Main Street and Church Street, where independent cafes, small shops, and the commuter rhythm of the station set the pace. Community pillars include the Winchester Community Music School, the Winchester Unitarian Society’s historic campus, and the Jenks Center. Housing reads as classic New England—Colonial Revivals, Victorians, and well-kept mid-century homes—on walkable blocks with stone walls and mature trees. The Fells’ trailheads and reservoirs shape daily routines, while the river corridor adds a quieter, tucked-away geography. A short ride to the station keeps Boston-bound schedules in view without turning the streetscape into a thoroughfare.
Provided by Walk Score and Local Logic
Market insights
2 Olde Lyme Rd · $1,699,000
DAYS ON MARKET
16 days
The average home goes pending in 22 days.
SALE-TO-LIST
101.2%
Most homes are selling 1% above list price.
LIST PRICE
$1,699,000
Median sale price in this area is $919,982. (46% lower than this home)
PRICE DROP
0 price drops
18% of homes in this area have had a price drop in the past month.
Property details
Interior
Exterior
Finance
Kitchen
Bathroom
Bedroom
Living
Dining
Interior features
Recessed lighting throughout
Ceiling fans
Half bathroom
Sun room
Custom built closets and cabinets
Total of 8 rooms
Bedrooms
Primary bedroom on the second floor with cathedral ceilings and walk-in closet
Second bedroom on the first floor with hardwood flooring and closet
Third bedroom on the first floor with hardwood flooring and closet
Bathrooms
Three full bathrooms and one half bathroom
Main-level full bathrooms with stone/ceramic tile flooring
Second-floor full bathroom with custom built cabinets, stone/ceramic tile flooring and recessed lighting
Primary bathroom present
Kitchen
Hardwood flooring
Peninsula
Recessed lighting
Appliances include oven, range, microwave, refrigerator, dishwasher, disposal, wine refrigerator
Laundry & utility
Laundry located in the basement (11 x 9) with custom built cabinets and recessed lighting
Washer and dryer included
Flooring
Hardwood flooring in main living areas and bedrooms
Stone/ceramic tile flooring in bathrooms and basement family room
Heating & cooling
Electric baseboard and oil heating
Central air conditioning
Exterior features
Deck
Storage
Professional landscaping
Decorative exterior lighting
Corner lot
Public road frontage
Home design
Single family residence
Gray exterior
Parking
Attached garage (2 garage spaces)
2 covered spaces
6 open parking spaces (8 total)
Under-garage parking and paved drive
Construction
Shingle roof
Concrete perimeter foundation
Built (year per public records)
Utilities
Public water
Public sewer
HOA & community
Community amenities include public transportation, shopping, walk/jog trails, medical facility, conservation area, highway access, public school access and T-station nearby
Not a senior community
Electricity and solar
View estimated energy costs and solar savings for this home
Beautiful 3 Bdr, 3.5 Ba Cape situated on a gorgeous wooded lot abutting conservation. House sits at angle set back off street. Second floor master suite addition and fabulous kitchen with granite both look over 14 acres of conservation and walking trails. Quiet street, serene setting. HW floors, custom built ins, 3 season porch and front and back decks. Vinson-Owen School.
Public Records
Apr 26, 1990
Sold
$305,000
$121/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$15,159 (+14.8%)
$915,900 + $451,000
$1,366,900
2023
$13,201 (−0.8%)
$842,600 + $447,500
$1,290,100
2022
$13,302 (+6.7%)
$641,100 + $422,200
$1,063,300
2021
$12,468 (+3.5%)
$549,600 + $422,200
$971,800
2020
$12,041 (+6.3%)
$549,600 + $422,200
$971,800
2019
$11,324 (+5.4%)
$512,900 + $422,200
$935,100
2018
$10,741 (+2.3%)
$471,700 + $409,400
$881,100
2017
$10,504 (+6.7%)
$471,700 + $383,700
$855,400
2016
$9,840 (+5.7%)
$471,700 + $370,800
$842,500
2015
$9,307 (−0.7%)
$411,200 + $355,400
$766,600
2014
$9,372 (+5.8%)
$393,800 + $346,500
$740,300
2013
$8,855 (+1.8%)
$357,200 + $336,200
$693,400
2012
$8,702 (+3.7%)
$357,200 + $336,200
$693,400
2011
$8,390 (+6.6%)
$357,200 + $336,200
$693,400
2010
$7,873 (+2.1%)
$356,700 + $327,300
$684,000
2009
$7,709
$356,700 + $327,300
$684,000
Public record
Beds
3
Baths
2
Stories
2
Lot width
—
Lot depth
—
Lot size
0.35 Acres
Year renovated
—
Finished Sq. Ft.
2,513
Unfinished Sq. Ft.
—
Total Sq. Ft.
2,513
Year built
1960
Style
Single Family Residential
County
Middlesex County
APN
3368351S
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 30, 2026.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
4/10 Heat Factor
7 days above 98° expected this year, 14 days in 30 years
6/10 Wind Factor
50% chance of strong winds in next 30 years
3/10 Air Factor
2 unhealthy days expected this year, 3 days in 30 years
Provided by First Street
Historical weather
Winchester, MA • 01890
Average low and high temperatures (°F)
34
20
36
21
51
32
60
40
69
51
80
61
85
67
80
60
75
57
64
46
53
36
39
24
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
90/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 27% for direct sun exposure in the zip code. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
8.8 hrs
5.4 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 2 Olde Lyme Rd
$1,718,457
$19K over list price of $1.70M
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $1.2M to $1.7M.