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16 Winchester Dr, Lexington MA 02420

Lexington, MA 02420
$3,388,000
Est. $18,951/month
6
Beds
6.5
Baths
7,419
Sq Ft
$457
Price/Sq Ft
0.75
Acres
2024
Year Built
3
Garage Spaces
13
Days on Market
Pending Listed May 22, 2026 • MLS# 73522888 Copied! • Updated Jun 5, 2026

About this home

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!

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Recently Sold Nearby

Property History

Market Insights

1.1%
Price Range
1
Previous Sales

Property Timeline

Pending Sale
Jun 5, 2026
Offer accepted, sale pending
👁️
Showing Instructions Updated
May 28, 2026
New showing requirements
👁️
Showing Instructions Updated
May 26, 2026
New showing requirements
🏠
Listed for Sale
May 22, 2026
$3,388,000
Original listing
Agent: Team Lillian Montalto Office: Lillian Montalto Signature Properties
Previous Transaction - MLS #73329674
Full transaction history available when tracking began
🏷️
Previously Sold
May 23, 2025
$3,350,000
MLS #73329674

Tax History

Year Taxes Assessment
2025 $19,433 $3,174,000

Financial Details

Annual Property Tax
$19,433
Tax Year 2025
Assessed Value
$3,174,000

Facts & Features

3 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 2024
Living Area 7,419 sq ft
Lot Size 0.75 acres
Bedrooms 6
Full Baths 6
Half Baths 1
Total Rooms 13

Interior

Heating Forced Air, Natural Gas
Cooling Central Air
Flooring Tile, Carpet, Hardwood, Flooring - Stone/ceramic Tile, Flooring - Hardwood, Flooring - Wall To Wall Carpet
Appliances Gas Water Heater, Tankless Water Heater, Range, Dishwasher, Disposal, Microwave, Washer, Dryer
Fireplace Family Room, Master Bedroom
Fireplaces 2
Basement Full, Finished
Laundry Flooring - Stone/ceramic Tile, Recessed Lighting, Second Floor
Features Bathroom - Full, Bathroom - Tiled With Shower Stall, Recessed Lighting, Lighting - Sconce, Closet, Wet Bar, Bathroom, Bedroom, Media Room, Exercise Room, Bonus Room

Exterior

Construction Frame
Architecture Contemporary
Roof Shingle
Features Deck, Rain Gutters
Pool None
Spa None
Fencing None
Patio/Porch Deck
Garage Spaces 3
Has Garage Yes
Features Attached, Paved Drive, Off Street
Total Spaces 9
Electric None
Water Public
Sewer Public Sewer
Gas None
Other None
Annual Tax $19,433
Assessed Value $3,174,000
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures 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.
Exclusions See Inclusion Exclusion List Attached To Listing.
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Measured
Sq Ft Disclosures Broker not responsible for discrepancies in SF
Documents None
County Middlesex
Total market time (incl. prior listings) 14 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
2024
Bedrooms
6
Full Bathrooms
6
Half Bathrooms
1
Living Area
7,419 sq ft
Total Rooms
13

Room Details

First Floor

Bedroom5
14 x 13
Walk-In Closet(s), Flooring - Hardwood, Recessed Lighting
Dining Room
19 x 14
Flooring - Hardwood, Window(s) - Picture, Recessed Lighting, Wainscoting, Lighting - Pendant
Kitchen
25 x 15
Flooring - Hardwood, Window(s) - Picture, Dining Area, Kitchen Island, Recessed Lighting, Lighting - Pendant, Tray Ceiling(s)
Living Room
14 x 13
Flooring - Hardwood, Window(s) - Picture, Recessed Lighting, Wainscoting, Lighting - Pendant
Family Room
29 x 21
Closet/Cabinets - Custom Built, Flooring - Hardwood, Recessed Lighting, Slider, Lighting - Pendant, Tray Ceiling(s)

Second Floor

Bathroom1
21 x 16
Bathroom - Full, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile, Double Vanity, Recessed Lighting, Soaking Tub
Bedroom4
15 x 14
Closet, Flooring - Hardwood, Window(s) - Picture, Recessed Lighting
Bedroom3
13 x 13
Closet, Flooring - Hardwood, Window(s) - Picture, Recessed Lighting
Bathroom2
13 x 6
Bathroom - Full, Bathroom - Tiled With Tub & Shower, Closet - Linen, Flooring - Stone/Ceramic Tile, Recessed Lighting, Lighting - Sconce
Bedroom2
21 x 12
Closet, Flooring - Hardwood, Recessed Lighting
Bathroom3
9 x 6
Bathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Recessed Lighting, Lighting - Sconce
Master Bedroom
28 x 18
Flooring - Hardwood, Flooring - Laminate, Recessed Lighting, Tray Ceiling(s)

Other Floor

Office
Master Bathroom

Interior Features

Flooring: Tile, Carpet, Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Hardwood, Flooring - Wall to Wall Carpet
Appliances: Gas Water Heater, Tankless Water Heater, Range, Dishwasher, Disposal, Microwave, Washer, Dryer
Interior Features: Bathroom - Full, Bathroom - Tiled With Shower Stall, Recessed Lighting, Lighting - Sconce, Closet, Wet bar, Bathroom, Bedroom, Media Room, Exercise Room, Bonus Room
Windows:
Basement: Full, Finished
Laundry: Flooring - Stone/Ceramic Tile, Recessed Lighting, Second Floor
Security:

Construction & Materials

Style: Contemporary
Year Built: 2024
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Forced Air, Natural Gas
Cooling: Central Air
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Deck, Rain Gutters
Patio & Porch: Deck
Fencing:
Other Structures:
Lot Features: Wooded
Road Surface:

Parking & Garage

Garage Spaces: 3
Garage Type: Attached
Total Parking Spaces: 9
Parking Features: Attached, Paved Drive, Off Street

Special Features

Fireplaces: 2
Fireplace Type: Family Room, Master Bedroom
Community Amenities: Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Public School
School District
Lexington School District local
A+
School Safety 2024-25
0.3% Low
0.3% Suspensions 0.6% In-School
5.2% below state avg
E

Elementary Schools

10 schools
Waldorf School
1.3 mi
Grades PK-08
Lexington Montessori School
2.1 mi
Grades PK-06
Cotting School
2.9 mi
Grades PK-12
Community Therapeutic School
3.5 mi
Grades PK-08
A+
Harrington School
0.3 mi | #60 of 824 | Score: 61.7
Dropped 45 spots from last year
+3.5 above state avg
374 students Diverse
Diverse Student Body Strong Attendance
Grades K-05
Lexington Children's Place
1.4 mi
70 students Diverse
Diverse Student Body
Grades PK
A+
Fiske School
1.7 mi | #37 of 824 | Score: 63.3
Improved 209 spots from last year
+5.1 above state avg
324 students Diverse
Rising School Diverse Student Body Strong Attendance
Grades K-05
A+
Bowman School
1.8 mi | #13 of 824 | Score: 65.8
Dropped 5 spots from last year
+7.6 above state avg
429 students Diverse
Diverse Student Body Strong Attendance
Grades K-05
The LEAP School
1.9 mi
Grades PK
A+
Bridge School
2.8 mi | #21 of 824 | Score: 64.5
Improved 86 spots from last year
+6.3 above state avg
345 students Diverse
Rising School Diverse Student Body Strong Attendance
Grades K-05
M

Middle Schools

2 schools
A+
Jonas Clarke Middle School
2.1 mi | #1 of 352 | Score: 67.5
Improved 4 spots from last year
+9.3 above state avg
796 students Diverse
Diverse Student Body Strong Attendance
Grades 06-08
A+
William Diamond Middle School
2.2 mi | #9 of 352 | Score: 63.9
Same rank as last year
+5.7 above state avg
936 students Diverse
Diverse Student Body Strong Attendance
Grades 06-08
H

High Schools

4 schools
Lexington Christian Academy
0.7 mi
Grades 06-12
JRI Meadowridge Pelham Academy School
1.4 mi
Grades 07-12
A+
Lexington High School
2.1 mi | #2 of 346 | Score: 82.3
Improved 3 spots from last year
+24.1 above state avg
2,405 students Diverse
20 sports • 2,520 athletes
Strong AP Program High Graduation Rate College Ready Curriculum Strong Athletics
Grades 09-12
A
Minuteman Regional High School
4.0 mi | #71 of 346 | Score: 63.9
Dropped 23 spots from last year
+5.7 above state avg
669 students Moderate
12 sports • 700 athletes
Strong AP Program Career Tech Programs College Ready Curriculum
Grades 09-12
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Property Tax $1,619
Homeowners Insurance $200
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Neighborhood

16 Winchester Dr, Lexington MA 02420

Lexington, MA 02420

Listing Information

Listing Agent Team Lillian Montalto
Listing Office Lillian Montalto Signature Properties
Office Phone 978-475-1400
Agent MLS ID TM338007
Office MLS ID G62122
Listing Data Updated Jun 5, 2026 4:28 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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