Skip to content
Bean Group
← Back to search

Active

21 Douglas Road

Lexington, MA 02421

$4,450,000
5Bedrooms
7Bathrooms
8,006Square feet
2008Year built

Residential · Active · MLS #73569967
Listing Courtesy of Coldwell Banker Realty - Lexington | Elizabeth P. Crampton

MLS PIN data

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.

Property information

Details at a glance

Interior

Rooms
16
Heating
Forced Air, Radiant, Natural Gas, Fireplace(s)
Cooling
Central Air
Flooring
Tile, Carpet, Marble, Hardwood, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet
Fireplaces
3

Building

Style
Single Family Residence
Year built
2008
Garage
7
Parking
19
Foundation
Concrete Perimeter
Roof
Shingle

Land & utilities

Lot size
0.69 acres
Water
Public
Sewer
Public Sewer
Zoning
RES

Financial

Annual taxes
$48,009
Assessment year
2026

Listing history

Price and status timeline

No additional public listing history was supplied for this property.

Property value estimate

An informed starting point

Estimated value$4,102,027

Estimated range $3,666,169$4,537,884

Request a professional valuation →

Automated estimates are not appraisals or guarantees of market value.

Comparable sales

Recent properties for context

Recent comparable sales are not available for this property.

Photo insights

Condition signals

Overall presentationexcellent

Generated from listing photography; not a substitute for an inspection.

Local market context

How this home compares in Lexington

MetricThis propertyLexington
List price$4,450,000$2,385,00087% above local
Price / sq ft$556$5916% below local
Days on market46294% below local
Explore homes in Lexington

Active city listing statistics from MLS PIN as of September 7, 2026. Asking prices are not completed-sale values.

Keep exploring

Similar homes nearby

Same city and within 25% of the asking price, matched by property type and bedroom count when available and ranked by size and price.

Bean Group guidance

Useful next steps

Request property information

Select a document or report and Bean Group will help track it down.

Availability varies by property and source. Documents are requested from the appropriate source and may not be immediately available.

Considering this property?

Decide whether it deserves a closer look.

A local Bean Group agent can help you compare nearby inventory, understand the listing details, and identify the questions worth answering before you visit.

Compare nearby homes

Common questions

About 21 Douglas Road

Can I schedule a private showing?

Yes. Request a tour of 21 Douglas Road and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.