65 High Street, Winchester, MA 01890 - Photo 1

1/1

$1,440,150

Sold
Closed
Single Family
6 Beds
3 Full Baths
2,658 Sq. Ft.
0.23 Acres
1 Car Garage

1/1

Property Description

Exceptional opportunity in a highly desirable Winchester neighborhood! This spacious 6-bedroom home offers incredible flexibility for today's lifestyle, perfect for multi-generational living, work-from-home setups, or growing households. The sun-filled main level 3-bedrooms feature hardwood floors and a seamless flow, ideal for both everyday living and entertaining. The updated second floor includes a full bath, private laundry, and generously sized 3 bedrooms with abundant natural light. A standout feature is the expansive 1,337 sq ft lower level - ideal for a playroom, gym, media room, or future customization. Enjoy a level, private backyard perfect for outdoor gatherings, gardening, and recreation. Conveniently located near top-rated schools, commuter rail, and Winchester center. Incredible value and space in one of Winchester's most sought-after communities!! The seller will gift the new buyer a pool and a ping-pong table for the playroom.

Full Property Details

Full Property Details for 65 High St

General

Sold For: $1,440,150
Taxes: $13,499 (2025)
Status: Closed
Type: Single Family
MLS ID: 73498871
Added to Site: 88 day(s) ago

Rooms

Bathrooms

Total Bathrooms: 3
Full Bathrooms: 3
Bathroom 1: 5.42 x 7.33, First
Bathroom 2: 9.25 x 11.83, Second
Bathroom 3: 8.75 x 5.92, Basement

Bedrooms

Total Bedrooms: 6
Primary Bedroom: 14.67 x 11.25, First
Bedroom 2: 10.00 x 11.00, First
Bedroom 3: 13.17 x 11.83, First
Bedroom 4: 10.75 x 15.67, Second

Other Rooms

Living Room: 20.92 x 12.00, First
Kitchen: 11.00 x 11.25, First
Dining Room: 13.00 x 11.25, First

Parking

Garage: Yes
Garage Spaces: 1
Parking Features: Attached, Paved Drive, Off Street

Location

County: Middlesex

Structural Information

Architectural Style: Colonial
Basement: Yes
Square Feet: 2,658
Year Built: 1949

Lot Features

Lot Size (Acres): 0.23

Financial Considerations

Tax Amount: $13,499
Tax Year: 2025

Disclosures and Reports

Disclosures/Rstr.: Buyer and buyer's agent to do all due diligence.
Property ID: 900217

Listed by K Stadium Realty INC, Anna Jung
Sold by Keller Williams Realty Boston Northwest, Keystone Homes Group

What's Your Home Worth?

* Indicates a required field

For a complimentary comparative market analysis, please contact us so we can discuss your home's value.

Your Property Information

Address optional

City *State *

Zip Code optional

Your Contact Information

First Name *Last Name *

Email Address *

Phone Number *

Comment *

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Submit, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

Listing agent

— 65 High St —

Anna Jung

K Stadium Realty INC

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender

NMLS#: 1598647

Get Pre-Approved

Schools

Schools serving 65 High St

School District:Winchester School District, Winchester, MA

Name	Grades	Distance
Ambrose Elementary School 27 High Street, Winchester, MA 01890	K-5	0.2 mi
Mccall Middle School 458 Main Street, Winchester, MA 01890	6-8	1.3 mi
Winchester High School 80 Skillings Road, Winchester, MA 01890	9-12	1.6 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 65 High St

Date

Details

Price

Change

Source

6/01/2026

Sold

$1,440,150

2.88%

MLS

4/09/2026

Listed

$1,399,800

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

64 Garfield Ave, Woburn, MA 01801 - Photo 1

Just Listed

$699,900

64 Garfield Ave Woburn, MA 01801

Single Family
Active
Updated 2 days ago

3
Beds
2
Total Baths
1,219
Sq. Ft.

159 Mishawum Rd, Woburn, MA 01801 - Photo 1

Just Listed

$1,329,900

Open House

159 Mishawum Rd Woburn, MA 01801

Single Family
Active
Updated 16 hours ago

6
Beds
4
Total Baths
3,100
Sq. Ft.

26 Perkins St, Arlington, MA 02476 - Photo 1

Just Listed

$1,049,000

Open House

26 Perkins St Arlington, MA 02476

Single Family
Active
Updated 3 days ago

3
Beds
2
Total Baths
1,799
Sq. Ft.

11-13 Lowell St, Arlington, MA 02476 - Photo 1

Just Listed

$1,299,999

11-13 Lowell St #11B Arlington, MA 02476

Condo
Active
Updated 2 days ago

4
Beds
4
Total Baths
2,246
Sq. Ft.

2 Cpl Charles J McMahon Dr, Woburn, MA 01801 - Photo 1

2 Cpl Charles J McMahon Dr Woburn, MA 01801

Single Family
Active
Updated 6 hours ago

5
Beds
5
Total Baths
3,500
Sq. Ft.

50 Mishawum Rd, Woburn, MA 01801 - Photo 1

Price Reduced

-$26,000 (-3.85%)

$649,000

50 Mishawum Rd Woburn, MA 01801

Single Family
Active
Updated 3 days ago

3
Beds
1
Total Bath
1,404
Sq. Ft.

38 Waltham St, Woburn, MA 01801 - Photo 1

Price Reduced

-$14,000 (-1.75%)

$785,000

38 Waltham St Woburn, MA 01801

Single Family
Active
Updated 4 hours ago

3
Beds
3
Total Baths
2,102
Sq. Ft.

Price Reduced

-$50,000 (-4.17%)

$1,149,000

6 Cooley Dr #6 Woburn, MA 01801

Townhouse
Active
Updated 8 hours ago

3
Beds
3
Total Baths
2,055
Sq. Ft.

28 Emerson Rd, Winchester, MA 01890 - Photo 1

Sold

$1,475,000

28 Emerson Rd Winchester, MA 01890

Single Family
Closed

3
Beds
2
Total Baths
2,344
Sq. Ft.

34 Robinhood Rd, Winchester, MA 01890 - Photo 1

Sold

$1,450,000

34 Robinhood Rd Winchester, MA 01890

Single Family
Closed

4
Beds
3
Total Baths
3,380
Sq. Ft.

10 Trinity Rd, Winchester, MA 01890 - Photo 1

Sold

$1,580,000

10 Trinity Rd Winchester, MA 01890

Single Family
Closed

3
Beds
3
Total Baths
2,112
Sq. Ft.

19 Cox Rd, Winchester, MA 01890 - Photo 1

Sold

$1,375,000

19 Cox Rd Winchester, MA 01890

Single Family
Closed

3
Beds
2
Total Baths
2,351
Sq. Ft.

65 High Street, Winchester, MA 01890 (MLS# 73498871) is a Single Family property that was sold at $1,440,150 on June 01, 2026. Want to learn more about 65 High Street? Do you have questions about finding other Single Family real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.

65 High St Winchester, MA 01890