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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No outdated or sold listings, no hidden fees, no gimmicks.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, Newton, 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.

Single Family Home
32 Oak st. in Winchester, MA - Single Family Home with 4 bedrooms and 3 bathrooms, 2,652 square feet, listed at $1,350,000. Prime location near town center   This renovated ...

$1,350,000

Winchester, 01890

32 Oak st.

4 beds
3 baths
2,652 sqft
Lynch Elementary School

Prime location near town center! This renovated 4-bed, 3-bath home is nestled in a private setting, walking distance t...

MLS ID: 73459273
Agent: Julia and Joanne (Guozhen) Team
Listing Office: Keller Williams Realty-Merrimack
Map showing location of 32 Oak st. in Winchester, MA
Location in Winchester, MA
Single Family Home
95 Irving Street Unit 95 in Winchester, MA - Single Family Home with 4 bedrooms and 3.5 bathrooms, 2,490 square feet, listed at $1,399,000. Beautiful newerconstruction home in a wonderful M...

$1,399,000

Winchester, 01890

95 Irving Street Unit 95

4 beds
3.5 baths
2,490 sqft
Muraco Elementary School

Beautiful newer-construction home in a wonderful Muraco school location! This meticulous 4-bed, 3.5-bath property offers...

MLS ID: 73459194
Agent: Kim Covino & Co. Team
Listing Office: Compass
Map showing location of 95 Irving Street Unit 95 in Winchester, MA
Location in Winchester, MA
Single Family Home
46 Church St in Winchester, MA - Single Family Home with 4 bedrooms and 3.5 bathrooms, 3,475 square feet, listed at $1,999,000. Welcome to 46 Church Street  This spacious beaut...

$1,999,000

Winchester, 01890

46 Church St

4 beds
3.5 baths
3,475 sqft
Ambrose Elementary School

Welcome to 46 Church Street. This spacious, beautifully maintained, Paul Whitney built home is just outside the heart o...

MLS ID: 73458603
Agent: Francis Sullivan
Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group
Map showing location of 46 Church St in Winchester, MA
Location in Winchester, MA
Condominium
6 Wyman Court Unit 6 in Winchester, MA - Condominium with 3 bedrooms and 4.5 bathrooms, 2,722 square feet, listed at $1,399,000. Another Tree Top Group masterpiece Welcome to 6 W...

$1,399,000

Winchester, 01890

6 Wyman Court Unit 6

3 beds
4.5 baths
2,722 sqft
Ambrose Elementary School

Another Tree Top Group masterpiece 'Welcome to 6 Wyman Court! New full gut renovation townhome with 2,722 sq. ft., 3 bed...

MLS ID: 73458347
Agent: The Marrocco Group
Listing Office: Coldwell Banker Realty - Lexington
Map showing location of 6 Wyman Court Unit 6 in Winchester, MA
Location in Winchester, MA

Winchester Real Estate Market Statistics

Current insights from 32 active listings

📈 Key Figures

  • Total Listings: 32
  • Median Price: $1,994,500
  • Min Price: $269,000
  • Max Price: $4,174,000
  • Median Sqft: 3,567

🏡 Property Types

  • Single Family: 24 homes
  • Median Price: $2,275,000
  • Median Price/Sqft: $529
  • Condos: 8 units
  • Median Price: $555,750
  • Median Price/Sqft: $550

💵 Price Ranges

  • Under $500K: 4 listings
  • $500K-$750K: 1 listings
  • $750K-$1M: 3 listings
  • $1M-$1.5M: 6 listings
  • $1.5M-$2.5M: 9 listings
  • $2.5M-$5M: 9 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.

Stay Ahead of the Market

Get exclusive access to new listings, market insights, and real estate tips. Be the first to know about properties that match your criteria.

Newsletter

Weekly market insights, real estate tips, and team updates delivered to your inbox.

  • Market trends and analysis
  • Real estate tips and advice
  • Team updates and news

Property Alerts

Get instant notifications when new properties match your specific criteria.

  • New listings in your area
  • Price changes on favorites
  • Open house notifications
Winchester, MA

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 !