See Home Value
$2,300,000
● House - Off Market

14 Hillside Ave

Winchester, MA 01890
bedrooms
4 Beds
bathrooms
4 Baths, 1 Half Bath
square feet
3,881 Ft²
$12,680
Est. Monthly

About This Property

Fully gutted in 2026, this exceptional Winchester home offers the perfect blend of luxury, craftsmanship, and location. Featuring a brand-new roof, upgraded 400-amp electrical service, designer kitchen, beautifully renovated baths, and HVAC systems and all-new finishes throughout. First floor featuring wide open large living & dinning area with a family room. 2nd floor featuring (3) main bedroom with full baths suites.  The stunning finished lower level includes a custom wine cellar and recreation area, and flexible rooms perfect for a home office, gym, media room, or guest accommodations.. Ideally located just minutes from Winchester's highly rated schools, town center, parks, dining, and commuter routes. this is a rare opportunity in one of Winchester's most sought-after neighborhoods.
Unit Size
3,881 Ft²
Days on Market
-
Land Size
0.28 acres
Price per sqft
$593
Property Type
House
Property Taxes
$1,387
HOA Dues
-
Year Built
1870

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Last updated: 3 months ago (MLSPIN #73541163)

Price History

Date / Event Date Event Price
Aug 12, 2026 Withdrawn -
Withdrawn
Jul 20, 2026 Price Decreased $2,300,000
↓ $80K (3.4%)
Price Decreased
Jun 24, 2026 Listed by William Raveis R.E. & Home Services $2,380,000
Listed by William Raveis R.E. & Home Services
Aug 21, 2025 Sold
Sold
Jul 7, 2025 In contract -
In contract
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Property Highlights

Garage
Parking Available
Air Conditioning
Fireplace

Building Info

Overview

    General

  • Year Built: 1870
  • Effective Year Built: 1870
  • Building Count: 1
  • Total Rooms: 8
  • Bedroom Count: 3
  • Bathroom Count: 3
  • Full Bathrooms: 2
  • Partial Bathrooms: 3
  • Building Condition: 6
  • Building Quality: 0
  • Construction Type: 6
  • Building Style: 5
  • Exterior Walls Type: 18
  • Interior Walls Type: 0
  • Roof Shape Type: 1
  • Roof Cover Type: 15
  • Floor Count: 200
  • Living Units: 1
  • Floor Cover: 0
  • Basement Type: 7
  • Basement Area: 961
  • Garage Type: 4
  • Parking Space Count: 0
  • Patio Type: 0
  • Porch Type: 0
  • Pool Type: 0

    Dimensions

  • Lot Size Square Feet: 12,057
  • Total Building Area: 2,605
  • Gross Building Area: 4,729
  • Building Area: 2,605
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 13
  • Heating: 10
  • Heated Square Feet: 2,605
  • Heating Fuel Type: 6

    Utilities

  • Sewer System: 0
  • Water Service: 0

Building

  • Building Type: 0
  • Property Class: R
  • Land Acres: 0000000277
  • Standard Land Use Code: 1001
  • County Land Use Code: 101

Neighborhood

  • School District Name: Winchester School District
  • School Tax School District: WINCHESTER SD
  • Census Tract: 338500

Zoning

  • Zoning: RDB

Geography

  • Parcel: WINC M:005 B:0269 L:0
  • Block: 269
  • Municipality: WINCHESTER
  • Latitude: 42.4488
  • Longitude: -71.1319

    Address

  • Full Address: 14 Hillside Ave
  • Address - House Number: 14
  • Address - Street Name: Hillside
  • Address - Suffix Type: Ave
  • State: MA
  • City Name: Winchester
  • Carrier Code: C004
  • 4-Digit Zip Code: 3040
  • Zip Code: 01890

Valuation

    Tax

  • Tax Year: 2024
  • Tax Amount: $1,573,400
  • Initial Tax Delinquent Year: 2024

    Appraisal Valuation

  • Standard Deviation: 0.237
  • Valuation Date: Jan 17, 2024
  • Confidence Score: 66
  • Final Value: 1,432,004
  • High Value: 1,771,434
  • Low Value: 1,092,574

    Assessments Valuation

  • Assessed Year: 2024
  • Assessed Total Value: $1,388,700
  • Assessed Land Value: $895,500
  • Assessed Improvements Value: $493,200
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Winchester Town Center


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Frequently Asked Questions

When was property at 14 Hillside Avenue built and last sold?
The property at 14 Hillside Avenue was built in 1870 and last sold on Jan 1, 1970 for $0.
How much is this home worth?
The estimated value of the home located at 14 Hillside Avenue is $2,389,553.
What are some comparable homes to 14 Hillside Avenue?
There are currently no comparable homes to 14 Hillside Avenue.