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21 Douglas RoadLexington, MA 02421

For Sale

$4,450,000

Smart Buyer Rebate $22,250

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.

Last updated September 03, 2026

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Source: MLSPin #73569967

Listing Facts

  • TypeSingle-family
  • NeighborhoodCountryside
  • Bedrooms5
  • Bathrooms7
  • Days on Prevu15
  • Taxes$48,009/year
  • Size8,006 sqft
  • Price per sqft$556

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

08/31/2026
Listed by
$4,450,000
  1. 08/31/2026$4,450,000
    Listed by

Property Details for 21 Douglas Road

Exterior

Construction

  • Roof: Shingle
  • Window Features: Insulated Windows, Screens
  • Year Built: 2008
  • Year Built Details: Actual
  • Architectural Style: Colonial, Other (See Remarks)
  • Construction Materials: Frame
  • Exterior Features: Rain Gutters, Storage, Lighting

Features

  • Fencing: Stone
  • Other Structures: Storage
  • Patio And Porch Features: Patio, Covered, Deck

Measurements

  • Building Area Total: 8,006
  • Building Area Units: Square Feet
  • Frontage Length: 163
  • Lot Features: Wooded, Level, Landscaped
  • Lot Size Acres: 0.69
  • Lot Size Area: 0
  • Lot Size Square Feet: 30,021
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 555385
  • Tax Annual Amount: $48,009.00
  • Tax Assessed Value: $3,951,000.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Gas Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, ENERGY STAR Qualified Dryer, ENERGY STAR Qualified Washer, Range Hood, Plumbed For Ice Maker
  • Fireplace Features: Family Room, Master Bedroom
  • Fireplace: Yes
  • Fireplaces Total: 3
  • Flooring: Tile, Carpet, Marble, Hardwood
  • Interior Features: Coffered Ceiling(s), Open Floorplan, Recessed Lighting, Central Vacuum, Wet Bar, Pantry, Walk-In Closet(s), Crown Molding, Ceiling Fan(s), Tray Ceiling(s)

Measurements

  • Living Area: 8,006

Rooms

  • Basement: Full, Finished, Interior Entry
  • Has Basement: Yes
  • Bathrooms Full: 6
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 7
  • Bedrooms Total: 5
  • Rooms Total: 16

Other

Environmental

  • Green Energy Efficient: Thermostat

General

  • Exclusions: Exclusions: Foyer Chandelier & "hanging" Mirrrors

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 7
  • Garage Spaces: 7
  • Garage: Yes
  • Open Parking Spaces: 12
  • Open Parking: Yes
  • Parking Features: Paved, Attached, Detached, Garage Door Opener, Heated Garage, Storage, Workshop In Garage, Garage Faces Side, Off Street, Garage
  • Parking Total: 19

Schools

Elementary School

  • Elementary School: Fiske

High School

  • High School: Lexington

Middle or Junior School

  • Middle Or Junior School: Diamond

Utilities

Equipment

  • Cooling: Central Air, Zoned
  • Has Cooling: Yes
  • Heating: Natural Gas, Forced Air, Radiant, Fireplace(s), Zoned
  • Has Heating: Yes
  • Laundry Features: Sink, Gas Dryer Hookup, Washer Hookup
  • Other Equipment: Intercom
  • Sewer: Public Sewer
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 5 bedrooms and 7 bathrooms in this single-family home at 21 Douglas Road.

What schools are nearby to 21 Douglas Road?

Nearby schools include the Fiske Elementary School, Diamond Middle School, and Lexington High School.

Does this single-family home have parking?

Yes, there are 7 parking spaces available for 21 Douglas Road.

What are the annual taxes for 21 Douglas Road?

Annual taxes for this single-family home are estimated at $48,009.

How does 21 Douglas Road compare to other single-family homes in Countryside?

This single-family home is listed 67% above the average price for single-family homes in Countryside and has been on the market for 13 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 8,006 sqft.

21 Douglas Road is a 5-bedroom, 7-bath single-family home for sale in Lexington MA 02421. Listed on Prevu for 15 days at $4,450,000. This property features 8,006 square feet of living space, located in Countryside. The median listing price for single-family homes in this area is $1,475,000. Nearby schools include Fiske Elementary School, Diamond Middle School, and Lexington High School. Property amenities include private outdoor space, dishwasher, air conditioning, parking, and washer/dryer. Explore more single-family home listings in Middlesex County.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.