William Taylor

Real Estate

Serving Winchester and Greater Boston’s most sought-after suburbs with dedication and expertise.
Whether you’re buying, selling, or just exploring your options, we’re here to provide trusted guidance and exceptional service. On this site, you can browse all current listings in Winchester and surrounding towns and connect with us anytime — we make it fast, easy, and personal.
This website is designed to be blazing fast, effortless to use, and built with the same care and professionalism we bring to every client interaction.
Take a look, reach out, and let us help you move forward.

Find your next home faster
Updated daily, straight from the MLS

No outdated or sold listings, no hidden fees, no gimmicks.
Just the most comprehensive and efficient list of homes for sale in Winchester, MA, and surrounding sought-after towns (Arlington, Belmont, Lexington, Lincoln, Weston).
No sign up required, no spam, no ads, no bs. Browse, share, keep your favorites on your device.
The full market at your fingertips and a local expert to help you make sense of it.

🏠 New Listings

Discover the latest properties just added to the market.

$2,499,000 - Single Family Home

14 Grant Rd - Winchester, 01890

6 beds • 4.5 baths • 4,200 sqft
🏫 Muraco Elementary School

MLS ID: 73397720

Agent: The Marrocco Group

Office: Coldwell Banker Realty - Lexington

$1,099,000 - Single Family Home

115 Mill St - Lincoln, 01773

2 beds • 2 baths • 3,078 sqft

MLS ID: 73398191

Agent: Powell

Office: Advisors Living - Merrimac

$439,000 - Single Family Home

461 River Rd - Lincoln, 02865

2 beds • 1 baths • 1,501 sqft

MLS ID: 73397993

Agent: Blanchet

Office: RE/MAX Town & Country

142 Wellesley Street - Winchester Real Estate

$1,995,000 - Single Family Home

142 Wellesley Street - Weston, 02493

4 beds • 3 baths • 3,760 sqft

MLS ID: 73397721

Agent: Beyond Boston Properties Group

Office: Compass

227 Coolidge Avenue Unit 205 - Winchester Real Estate

$329,000 - Condominium

227 Coolidge Avenue Unit 205 - Watertown, 02472

1 beds • 1 baths • 384 sqft

MLS ID: 73397726

Agent: Kobialka

Office: RE/MAX Real Estate Center

Winchester Real Estate Market Statistics

Current insights from 50 active listings

📈 Key Figures

Total Listings: 50
Median Price: $2,322,000
Min Price: $625,000
Max Price: $4,250,000
Median Sqft: 4,479

🏡 Property Types

Single Family: 44 homes
Median Price: $2,499,000
Median Price/Sqft: $523
Condos: 6 units
Median Price: $702,450
Median Price/Sqft: $614

💵 Price Ranges

$500K-$750K: 4 listings
$750K-$1M: 4 listings
$1M-$1.5M: 9 listings
$1.5M-$2.5M: 12 listings
$2.5M-$5M: 21 listings

Our Services

Personalized Home Search Assistance

We’ll help you navigate the market, identify the best homes that fit your needs and budget, and save you time by filtering out properties that don’t meet your criteria.

Neighborhood Tours & Insights

Explore Winchester with a local expert. We’ll show you not just the houses, but also the schools, parks, shops, and hidden gems that make each neighborhood unique.

Be Ready to Act: Pre-Approval & Offer Readiness

We connect you with trusted lenders who not only pre-approve you but are ready to fully underwrite your loan when needed — giving you confidence and a stronger, more credible offer.

Offer Strategy & Negotiation

Get guidance on crafting competitive offers that stand out — without overpaying. We’ll handle the negotiations to protect your interests and give you the best chance of success.

Access to Off-Market & Upcoming Listings

Through our network and local knowledge, we can sometimes show you homes before they even hit the market, giving you an edge over other buyers.

Guidance Through the Closing Process

From inspections to appraisals to paperwork, we’ll walk you through each step to ensure nothing falls through the cracks and your closing is as smooth as possible.

Post-Purchase Support & Resources

Our service doesn’t stop at closing. Need a contractor, designer, or help settling in? We’re here to connect you with trusted local resources even after you move in.

That's all folks !

Have you checked out our comprehensive list of properties for sale ?
Did you find a property you like ? Call us and let's schedule a showing !
Nothing really caught your eye ? Let's work hard to find the perfect property for you !