Welcome to this impeccably designed one of a kind home located on an acre of land in the heart of Myopia Hill. As you pull up to the impressive circular drive, accented with brilliant landscaping and outstanding stonework, you quickly realize there is nothing else like it in Winchester.Enjoy an abundance of open space with a perfect blend of contemporary design and classic charm.The gracious foyer interconnects to an updated chef’s kitchen, an expansive dining room, and an elegant living room accented with a stunning bay window and marble fireplace.The brightly lit family room boasts a custom stone fireplace and floor to ceiling windows that overlook a seemingly endless fully fenced backyard. An outdoor covered patio impresses with a full media area, working bathroom and heated bluestone, offering the perfect balance of comfort and fun.The heated garage bays continue to amaze with a full gym, basketball court, and a separate home office space. This luxury home is not to be missed!
Single-familyProperty Type
1955Year Built
0.9 acresLot Size
$709Est. Price/Sq.Ft.
3 garage spacesParking
Listed by The McLaren Team• Compass
Bought with Nancy Pallotta• Leading Edge Real Estate
Beautifully sited on nearly an acre of land on Myopia Hill, this unique shingle and stone home is a treasure! Thoughtfully designed for today’s living and entertaining, all while maintaining privacy. This home is one of a kind with surprises at every turn: striking stonework; gorgeous bow window; magnificent patio; enormous yard; outhouse and gymnasium. First floor offers a wonderful open floor plan featuring large rooms, master bedroom suite, and a beautiful stone fire-placed family room. Newly added second floor offers exquisite craftsmanship with 2 unique bedrooms, beautiful built-ins, hardwood floors, full bath and transom windows allowing for plenty of natural light. No expense has been spared. A 3 bay garage plus 1 car lift is currently used as workshop and gymnasium...a must see! Most notably, this extraordinary property is surrounded by spectacular grounds with gorgeous handcrafted stonework, archways and seasonal plantings which beautifully compliment this exclusive home.
MLS PIN #30593802
Jun 4, 2002
Sold
$1,400,000
$266/sq ft
Apr 27, 2002
Listing Removed
—
Apr 4, 2002
Listed
$1,500,000
$285/sq ft
MYOPIA HILL ESTATE. CUSTOM BUILT HOME BEAUTIFULLY SITED ON NEAR ACRE IN WINCHESTER'S EXCLUSIVE MYOPIA HILL AREA. SPACIOUS ROOMS WITH WONDERFUL FLOOR PLAN DESIGNED FOR EASY LIVING. LIES WITHIN THE AMBROSE SCHOOL DIST. ONE OF A KIND!
Year
Property tax
Land + Additions
Assessment*
2026
$35,888 (+3.6%)
$1,372,000 + $1,867,000
$3,239,000
2025
$34,654 (+9.2%)
$1,332,000 + $1,792,800
$3,124,800
2023
$31,730 (+2.6%)
$1,332,000 + $1,587,100
$2,919,100
2022
$30,918 (+3.4%)
$1,130,900 + $1,340,600
$2,471,500
2021
$29,913 (+3.6%)
$990,900 + $1,340,600
$2,331,500
2020
$28,887 (+6.4%)
$990,900 + $1,340,600
$2,331,500
2019
$27,145 (+3.9%)
$900,900 + $1,340,600
$2,241,500
2018
$26,116 (+34.9%)
$884,900 + $1,257,500
$2,142,400
2017
$19,362 (+6.7%)
$884,900 + $691,800
$1,576,700
2016
$18,139 (+3.4%)
$884,900 + $668,100
$1,553,000
2015
$17,536 (+2.4%)
$804,900 + $639,600
$1,444,500
2014
$17,118 (+9.9%)
$732,900 + $619,200
$1,352,100
2013
$15,569 (+1.8%)
$732,900 + $486,300
$1,219,200
2012
$15,301 (+3.7%)
$732,900 + $486,300
$1,219,200
2011
$14,752 (+9.6%)
$732,900 + $486,300
$1,219,200
2010
$13,456 (+2.1%)
$732,900 + $436,200
$1,169,100
2009
$13,176
$732,900 + $436,200
$1,169,100
Tax history for 44 Myopia Rd
Year
Property tax
Land + Additions
Assessment*
2026
$35,888 (+3.6%)
$1,372,000 + $1,867,000
$3,239,000
2025
$34,654 (+9.2%)
$1,332,000 + $1,792,800
$3,124,800
2023
$31,730 (+2.6%)
$1,332,000 + $1,587,100
$2,919,100
2022
$30,918 (+3.4%)
$1,130,900 + $1,340,600
$2,471,500
2021
$29,913 (+3.6%)
$990,900 + $1,340,600
$2,331,500
2020
$28,887 (+6.4%)
$990,900 + $1,340,600
$2,331,500
2019
$27,145 (+3.9%)
$900,900 + $1,340,600
$2,241,500
2018
$26,116 (+34.9%)
$884,900 + $1,257,500
$2,142,400
2017
$19,362 (+6.7%)
$884,900 + $691,800
$1,576,700
2016
$18,139 (+3.4%)
$884,900 + $668,100
$1,553,000
2015
$17,536 (+2.4%)
$804,900 + $639,600
$1,444,500
2014
$17,118 (+9.9%)
$732,900 + $619,200
$1,352,100
2013
$15,569 (+1.8%)
$732,900 + $486,300
$1,219,200
2012
$15,301 (+3.7%)
$732,900 + $486,300
$1,219,200
2011
$14,752 (+9.6%)
$732,900 + $486,300
$1,219,200
2010
$13,456 (+2.1%)
$732,900 + $436,200
$1,169,100
2009
$13,176
$732,900 + $436,200
$1,169,100
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Utilities: for Gas Oven, for Electric Dryer, Generator Connection
Sewer: Public Sewer
Water Source: Public
Electric: Generator Connection
Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Radiant, Natural Gas
Cooling: Central Air
Location
Location Information
Directions: Arlington Street to Myopia Rd
UnparsedAddress: 44 Myopia Rd, Winchester MA 01890
Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, Private School, Public School, T-Station
Public facts
Beds: 5
Baths: 3.5
Sq. Ft.: 4,448
Stories: 2.0
Lot Size: 0.9 acres
Style: Single Family Residential
Year Built: 1955
Year Renovated: 2023
County: Middlesex County
APN: 2560204S
Home facts updated by county records on Sep 16, 2026
Other
Listing Information
Exclusions: The Lights That Are Excluded Include The Entryway, Stairway, Kitchen, And Master Bedroom
StandardStatus: Closed
Around this home
Schools
Ambrose Elementary School
Public K-5 • Assigned • 0.4mi
10/10
McCall Middle School
Public 6-8 • Assigned • 1.2mi
9/10
Winchester High School
Public 9-12 • Assigned • 1.5mi
10/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
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
5/10 Heat Factor
7 days above 98° expected this year, 15 days in 30 years
6/10 Wind Factor
54% 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
84
66
80
60
75
56
64
46
53
36
39
24
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 9.2 hours in
June and 4.4 hours in December, placing it below the
U.S. average for solar exposure.
9.2 hrs
4.4 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$3.54M – $4.28M
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