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$3,388,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 6 Beds
  • 6 Full Baths
  • 1 Partial Bath
  • 7,419 Sq. Ft.
  • 0.75 Acres
  • 3 Car Garage
  • Updated 3 hours ago

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Open House: 1:00 PM - 3:00 PM

Sunday 5/24 1:00 PM - 3:00 PM

16 Winchester Dr,Lexington, MA 02420

16 Winchester DrLexingtonMA02420

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LEXINGTON AT ITS BEST...SLEEK MODERN LUXURY & REFINED DESIGN DEFINE THIS STUNNING CONTEMPORARY RESIDENCE! Set on 0.75 acres, this beautifully designed 6 bed, 6 full & 1 half bath home offers 7,419 SF of open, light-filled living with a seamless modern flow. The first floor showcases an expansive open layout with a chef-inspired kitchen, oversized island, and effortless connection between living and dining spaces, ideal for both everyday living and entertaining. The luxurious primary suite features a double-sided fireplace and spa-like bath with heated floors, creating a true private retreat. Additional highlights include multiple fireplaces, generous secondary bedrooms, and a fully finished lower level with media room, exercise area, bonus room, and wet bar. A 3-car garage and ample parking complete this exceptional offering. DON'T MISS THIS RARE OPPORTUNITY TO OWN A STRIKING MODERN LUXURY HOME!

Full Property Details for 16 Winchester Dr

General

  • Price: $3,388,000
  • Taxes: $19,433 (2025)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73522888
  • Updated: Today (5/22/2026)
  • Added to Site: Today

Rooms

Bathrooms

  • Total Bathrooms: 7
  • Full Bathrooms: 6
  • Half Bathrooms: 1
  • Bathroom 1: 21.00 x 16.00, Second
  • Bathroom 2: 13.00 x 6.00, Second
  • Bathroom 3: 9.00 x 6.00, Second

Bedrooms

  • Total Bedrooms: 6
  • Primary Bedroom: 28.00 x 18.00, Second
  • Bedroom 2: 21.00 x 12.00, Second
  • Bedroom 3: 13.00 x 13.00, Second
  • Bedroom 4: 15.00 x 14.00, Second

Other Rooms

  • Living Room: 14.00 x 13.00, First
  • Family Room: 29.00 x 21.00, First
  • Kitchen: 25.00 x 15.00, First
  • Dining Room: 19.00 x 14.00, First

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Parking Features: Attached, Paved Drive, Off Street

Location

  • County: Middlesex

Structural Information

  • Architectural Style: Contemporary
  • Basement: Yes
  • Square Feet: 7,419
  • Year Built: 2024

Lot Features

  • Lot Size (Acres): 0.75

Financial Considerations

  • Tax Amount: $19,433
  • Tax Year: 2025

Disclosures and Reports

  • Exclusions: See Inclusion Exclusion List Attached To Listing.
  • Disclosures/Rstr.: Buyers responsible for own due diligence. Assessed value reflects FY2026 assessment. Taxes shown are for FY2025. Some photos in the lower level are virtually staged.
  • Property ID: M:0045 L:000062, 552629

Listed by Lillian Montalto Signature Properties, Team Lillian Montalto and Caroline Healey

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Listing agents

— 16 Winchester Dr —

  • Team Lillian Montalto

    Lillian Montalto Signature Properties

  • Caroline Healey

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 16 Winchester Dr

School District:Lexington School District
NameGradesDistance
Harrington Elementary School, Lexington, MA
328 Lowell Street, Lexington, MA 02420
K-50.3 mi
Jonas Clarke Middle School
17 Stedman Road, Lexington, MA 02421
6-82.2 mi
Lexington High School
251 Waltham Street, Lexington, MA 02421
9-122.1 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 16 Winchester Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/22/2026
Listed
$3,388,000
1.13%
MLS
5/23/2025
Sold
$3,350,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 16 Winchester Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$19,433
43%
$1,589,000
43%
2024
$13,622
14%
$1,112,000
21%
2023
$11,986
6%
$922,000
13%
2022
$11,261
1%
$816,000
5%
2021
$11,195
1%
$778,000
-1%
2020
$11,043
4%
$786,000
5%
2019
$10,590
3%
$750,000
4%
2018
$10,325
5%
$722,000
6%
2017
$9,824
6%
$678,000
6%
2016
$9,300
4%
$637,000
6%
2015
$8,916
7%
$600,000
12%
2014
$8,329
—
$537,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by Lillian Montalto Signature Properties, Team Lillian Montalto and Caroline Healey

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Listed by Deborah Fogarty

16 Winchester Dr, Lexington, MA 02420 (MLS# 73522888) is a Single Family property with 6 bedrooms, 6 full bathrooms and 1 partial bathroom. 16 Winchester Dr is currently listed for $3,388,000 and was received on May 22, 2026. Want to learn more about 16 Winchester Dr? Do you have questions about finding other Single Family real estate for sale in Lexington? You can browse all Lexington real estate or contact a Coldwell Banker agent to request more information.

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