House Prices

West Side Winchester, MA House Prices & Home Values 2026


Average Data

average house price$825,091
average size per house1708 ft²
average price per ft²448 $ / ft²

04/19/2026 - The value range (VR) for house prices in West Side Winchester, MA is $425.6/ sqft to $470.4/ sqft. An average home with 1708 sqft costs approximately $673,133 to $743,989. Winchester, MA includes 1 ZIP codes and it is located in Middlesex county. The lowest prices are found in ZIP 01890, while the highest are in ZIP 01890. The average price per sqare feet is $448. Our analysis is based on 19 property listings.

Avergage prices by ZIP codes West Side Winchester

01890515 $ / ft²




Historical development of home values in West Side Winchester

Year Estimated value (USD) Change vs. 2025
2010 $383,187 -53.6%
2011 $368,369 -55.4%
2012 $367,377 -55.5%
2013 $381,109 -53.8%
2014 $400,060 -51.5%
2015 $420,592 -49.0%
2016 $442,541 -46.4%
2017 $466,427 -43.5%
2018 $492,214 -40.3%
2019 $515,037 -37.6%
2020 $541,662 -34.4%
2021 $616,082 -25.3%
2022 $718,213 -13.0%
2023 $757,389 -8.2%
2024 $801,205 -2.9%
2025 $825,091 0.0%

Graph: estimated home values in West Side Winchester over time (USD)



Example: 100% financing house in West Side Winchester

Loan amount: $825,091

Interest rate: 5.56%

Fixed monthly payment: $4,713.81

Breakdown in the 1st month:
Interest portion: $3,820.17  –  Principal portion: $893.64

Yearly breakdown (100% financing)

Year Interest per year ($) Principal per year ($) Remaining balance at year-end ($)
1 $45,564.72 $11,000.96 $814,090.04
2 $44,937.70 $11,627.98 $802,462.06
3 $44,274.94 $12,290.74 $790,171.32
4 $43,574.41 $12,991.27 $777,180.04
5 $42,833.94 $13,731.74 $763,448.31
6 $42,051.28 $14,514.40 $748,933.90
7 $41,224.00 $15,341.68 $733,592.23
8 $40,349.57 $16,216.11 $717,376.12
9 $39,425.31 $17,140.37 $700,235.74
10 $38,448.36 $18,117.32 $682,118.42
11 $37,415.73 $19,149.95 $662,968.47
12 $36,324.24 $20,241.44 $642,727.02
13 $35,170.54 $21,395.14 $621,331.88
14 $33,951.08 $22,614.60 $598,717.28
15 $32,662.12 $23,903.56 $574,813.72
16 $31,299.69 $25,265.99 $549,547.73
17 $29,859.61 $26,706.07 $522,841.66
18 $28,337.44 $28,228.24 $494,613.42
19 $26,728.52 $29,837.16 $464,776.27
20 $25,027.90 $31,537.78 $433,238.48
21 $23,230.34 $33,335.34 $399,903.14
22 $21,330.33 $35,235.35 $364,667.79
23 $19,322.02 $37,243.66 $327,424.14
24 $17,199.25 $39,366.43 $288,057.71
25 $14,955.49 $41,610.19 $246,447.51
26 $12,583.84 $43,981.85 $202,465.67
27 $10,077.01 $46,488.67 $155,976.99
28 $7,427.30 $49,138.38 $106,838.61
29 $4,626.56 $51,939.12 $54,899.49
30 $1,666.19 $54,899.49 $0.00

Note: The calculation is based on a standard annuity mortgage with a fixed monthly payment over the entire term. Extra payments, interest rate changes, and additional purchase costs (e.g. taxes, notary fees) are not included.


How to sell in West Side Winchester, MA


1500 sqft3900 sqft
Ø selling price$752,950$1,601,729
Ø fast selling$684,500$1,441,556
Ø high price sale$821,400$1,761,901

In 2026, houses in West Side Winchester, MA will be offered at an average price of $448 per square foot. A 1,500 sqft home priced at $752,950 is 21.30% more expensive per square foot than a 3,900 sqft home priced at $1,601,729. Home prices in West Side Winchester, MA vary significantly depending on the property’s condition and exact location. For a quick sale, a 2,700 sqft home should be listed at around $1,108,889. Sellers who can wait longer may achieve a higher price of up to $1,355,309.


West Side, Winchester, MA Neighborhood Guide

Location and Lifestyle

The West Side of Winchester, MA blends suburban calm with quick access to Boston-area amenities.
Tucked near the Lexington and Arlington lines, the neighborhood features tree-lined streets, sidewalks, and a welcoming community vibe.
Residents enjoy proximity to Winchester Center for boutique shopping, cafes, and weekly errands.

Parks and Recreation

Outdoor lovers appreciate nearby Wright-Locke Farm and the trails of Whipple Hill, perfect for hiking, birding, and seasonal events.
The Mystic Lakes and neighborhood playgrounds provide paddling, picnicking, and year-round recreation for families.

Transit and Convenience

Commuters value the MBTA Lowell Line at Wedgemere and Winchester Center, offering direct rail service to North Station.
Convenient access to Route 2 and I-95/Route 128 makes regional travel straightforward for work and weekend getaways.

Homes and Schools

Housing on the West Side ranges from classic Colonials and Victorians to updated homes and new construction on quiet side streets.
The area is served by the highly regarded Winchester Public Schools, with elementary, middle, and high school campuses located within a short drive.
With strong community organizations, popular youth sports, and a low-crime reputation, West Side remains one of Winchester?s most sought-after neighborhoods.



FAQ – Home Values in West Side Winchester

What is the median home value in West Side Winchester in 2026?

In 2026, the typical home value in West Side Winchester is about $825,091 for an average home size of 1708 square feet. This corresponds to an average price of roughly $448 per square foot.

What is the average cost per square foot in West Side Winchester?

In 2026, homes in West Side Winchester sell for an average of around $448 per square foot, with a typical range between $425.6 and $470.4 per square foot, depending on the property’s location, condition, and lot size.

What is the average home size in West Side?

The average home size in West Side Winchester is about 1708 square feet, with an estimated 2026 value around $825,091.



Neighborhoods close to West Side Winchester, MA

Cliftondale Saugus, MA316 $ / ft²
Beach Bluff Swampscott, MA336 $ / ft²
Little Nahant Nahant, MA328 $ / ft²
Silver Lake Wilmington, MA324 $ / ft²
Forge Village Westford, MA222 $ / ft²
Greenwood Wakefield, MA315 $ / ft²
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