
25 Arlington St Winchester — Photo 1 of 32
Beds
4
Baths
3.5
SqFt
2,709
Style
Single Family
Built
1953
An exceptional opportunity in one of Winchester’s most desirable neighborhoods, directly across from the Winchester Country Club. Set on a beautiful .39-acre lot, this distinctive 4-bedroom, 3.5-bath Colonial offers approximately 2,709 sq. ft. of living space, a 2-cargarage, generous room proportions, and a flexible floor plan ready for its next chapter. Offering wonderful possibilities with its generous proportions, flexible floor plan, and impressive setting, the property presents an ideal canvas for buyers looking to renovate and personalize a home to their exact vision. Reimagine the existing spaces with sophisticated modern finishes, create a timeless renovation that complements the home’s character, or explore the possibilities for a more extensive transformation. The spacious lot also provides plenty of room to enhance the outdoor experience with thoughtfully designed landscaping, gardens, patios, entertaining areas, or other outdoor amenities. Beyond the property itself, the location stands out, with the Winchester Country Club just across the street and downtown Winchester conveniently nearby, offering restaurants, cafés, shops, services, and commuter rail access to Boston. Convenient access to Winchester public schools, major routes, and nearby public transportation makes commuting and exploring the Greater Boston area easy. Bring your architect, contractor, and creativity and transform this property into something truly special. With its substantial lot, desirable neighborhood setting, proximity to downtown, and access to everything Winchester has to offer, 25 Arlington Street presents a rare chance to create a home that reflects your own style in an exceptional location.
Key facts
It was listed on September 30, 2026. The annual property taxes are $16,723 (2026 tax year). It sits on a 0.39-acre (16,975 sq ft) lot.
Immersive Experience
Market Value Analysis
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Winchester, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Water Heater • Range • Refrigerator • Washer • Dryer
Neighborhood
Public Transportation • Pool • Tennis Court(s) • Golf • Medical Facility • Laundromat
Geography
Questions about this home
When was 25 Arlington St, Winchester listed?
25 Arlington St, Winchester was listed on September 30, 2026.
Has the price of 25 Arlington St, Winchester changed?
The price hasn't changed since it was listed at $1,529,000.
What are the property taxes for 25 Arlington St, Winchester?
The annual property taxes for 25 Arlington St, Winchester are $16,723 (2026 tax year).
How big is the lot at 25 Arlington St, Winchester?
25 Arlington St, Winchester sits on a 0.39-acre (16,975 sq ft) lot.
What is the status of 25 Arlington St, Winchester?
25 Arlington St, Winchester is actively listed for sale.
Population
23,406
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$230K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
18.3%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Middlesex County
2,698 housing units permitted in the last 12 months (+3% vs the prior 12 months) — 1,713 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jul '26)
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 2,709 sq ft principal dwelling). Lot size: 16,975 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Agent: Domingo Medina
Listing Office: Coldwell Banker Realty - Lexington
MLS® Number: 73584817








