Single Family Residence at 21 Douglas Road, Lexington MA 02421, Lexington
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37 photos

$4,450,000

21 Douglas Road, Lexington MA 02421
Lexington, MA 02421
Listed by Elizabeth P. Crampton
Bedrooms
5
Bathrooms
6.5
Living area
8,006 sqft
Year built
2008

About this home

This extraordinary estate showcases exceptional architecture, craftsmanship, and amenities inside and out. Set amid meticulously landscaped grounds with a private and newly fenced back yard, two-tier bluestone patio with pergola, and a tranquil pond with waterfall. Inside, find beautiful custom millwork, soaring ceilings, rich Brazilian cherry flooring, designer Italian lighting, and exquisite finishes. The main level features a spectacular Great Room with an 18’ coffered ceiling and dramatic two-story curved wall of glass, alongside an elegant Living Room, Dining Room with adjoining Buffet, and inviting Den with natural fieldstone fireplace. The impressive chef's Kitchen and Pantry offer serious culinary functionality with top-of-the-line appliances and amenities, abundant custom cabinetry, stone countertops, two spacious islands, European-inspired detailing, and a sunny eat-in bay. Private first-floor Guest Quarters offer an en-suite Bath with French doors to the back yard. The interior balcony upstairs offers breathtaking views of the grand two-story Foyer and Great Room. The lavish Master Suite includes a spacious sitting room with fireplace, vaulted-ceiling marble Bathroom with radiant heat, and an expansive boutique-style walk-in closet. Three additional en-suite Bedrooms plus a Laundry Room complete the second floor. The third floor provides dedicated Office and Exercise space, while the finished lower level boasts a fully equipped Home Theater, Recreation Room, Den, full Bathroom, and extensive storage. Heated attached three-car Garage plus detached Carriage House - ideal for future Pool House or Accessory Dwelling Unit (ADU) - add exceptional parking, storage, and versatility. Beautifully sited on a sprawling lot in one of Lexington’s most desirable neighborhoods, minutes from shopping, dining, top schools, commuter routes, and miles of conservation.

Highlights

Fireplace

Property details

MLS #
73569967
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
25
On market date
August 30, 2026
Stories
N/A
Total bathrooms
6.5
Garage spaces
7
Parking spaces
19
Lot size
0.69 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Harrington
0.75 mi away · Grades 0-5
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
423
Student:teacher ratio
10.8:1
District
Lexington
Middle
Wm Diamond Middle
1.57 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
919
Student:teacher ratio
9.9:1
District
Lexington
High
Lexington High
1.95 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
2,273
Student:teacher ratio
12.4:1
District
Lexington

Walkability

Blended score for Lexington's center: EPA's National Walkability Index (street network, transit, land-use mix) combined with nearby-amenity density. 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

59
Somewhat walkable
out of 100
EPA National Walkability Index
11.3 / 20 -- Above average walkable
Nearby-amenity density
63 / 100
Restaurants & cafes9
Grocery stores0
Parks12
Schools7
Transit stops17
Pharmacies0

Market position

How this listing compares to current activity in Lexington, from live MLS data.

On the market 25 days -- 91 fewer days than Lexington's current average of 116 days.
For reference, the median list price across 258 active listings in Lexington right now is $1,162,000.

Mortgage calculator

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Est. monthly payment
$26,948/mo
$890,000 down
$3,560,000 loan
Principal & interest$23,090
Property tax (est.)$3,708
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 21 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.