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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. All this plus idyllic "Gone with the Wind" setting!

More Info

Basic Information

  • Bedrooms5
  • Mls StatusNew
  • Bathroom7
  • Listing Terms Contract
  • Lot Features Wooded, Level
  • Parcel Number 555385
  • Road Frontage DescriptionPaved

Tax Information

  • Tax Assessed Value $3,951,000
  • Tax Year 2026
  • Taxes$48,009

School Information

  • High School Lexington
  • Elementary SchoolFiske
  • High SchoolLexington
  • Junior HighDiamond

Parking

  • Parking Spaces19
  • Covered Spaces 7
  • Garage YN Yes
  • Open Parking YN Yes
  • Parking Features
    • Attached
    • Carriage Shed
    • Detached
    • Garage Door Opener
    • Garage Faces Side
    • Heated Garage
    • Off Street
    • Paved
    • Paved Drive
    • Storage
    • Workshop in Garage

Rooms

  • Bathroom 1 Second,26 x 16
  • Bathroom 2 Second,10 x 10
  • Bathroom 3 First,13 x 7
  • Bathrooms Total Decimal 6.5
  • Bedroom 2 Second,15 x 14
  • Bedroom 3 Second,17 x 15
  • Bedroom 4 Second,16 x 15
  • Bedroom 5 First,15 x 14
  • Dining Room First,15 x 14
  • Family Room First,16 x 14
  • Full Bath6
  • Half Baths1
  • Kitchen Main, First,28 x 20
  • Living Room First,17 x 15
  • Master Bedroom Second,28
  • Office Third,27 x 16

Basic Information

  • List Price$4,450,000
  • MLS Number73569967
  • Modification Date08/30/2026
  • Property SubTypeSingle Family Residence

Location

  • Address21 Douglas Road
  • Building Number21
  • CountyMiddlesex
  • StateMA
  • StreetDouglas Road
  • TownLexington
  • Zip02421

Building

  • Attached Garage YN Yes
  • BasementFull, Finished, Interior Entry
  • Building Area Units Square Feet
  • Construction Materials Frame
  • Door Features Insulated Doors, Storm Door(s), French Doors
  • FireplaceYes
  • Fireplace Features Family Room, Master Bedroom
  • Fireplaces Total 3
  • FoundationConcrete Perimeter
  • Garage Spaces7
  • Patio And Porch Features Patio, Covered
  • Property StyleColonial, Other (See Remarks)
  • Rooms16
  • Utilities For Gas Range, For Electric Oven, For Gas Dryer, Washer Hookup, Icemaker Connection
  • Window Features Window(s) - Picture, Insulated Windows, Screens
  • Year Built2008
  • Year Built Details Actual
  • Year Built Source Public Records

Property

  • Acreage0.69
  • Frontage Length 163

Interior

  • Flooring
    • Carpet
    • Flooring - Hardwood
    • Flooring - Stone/Ceramic Tile
    • Flooring - Wall to Wall Carpet
    • Hardwood
    • Marble
    • Tile
  • Interior Features
    • Central Vacuum
    • Closet
    • Coffered Ceiling(s)
    • Exercise Room
    • Game Room
    • Great Room
    • Home Office
    • Lighting - Sconce
    • Media Room
    • Mud Room
    • Open Floorplan
    • Recessed Lighting
    • Walk-up Attic
    • Window Seat

Exterior

  • Exterior Features
    • Covered Patio/Deck
    • Decorative Lighting
    • Patio
    • Professional Landscaping
    • Rain Gutters
    • Screens
    • Sprinkler System
    • Stone Wall
    • Storage
  • RoofShingle

Utilities

  • Cooling Central Air
  • Cooling YN Yes
  • Electric Other (See Remarks)
  • Heat SystemYes
  • Heating Forced Air, Radiant, Natural Gas, Fireplace(s)
  • Sewer Public Sewer
  • Water Source Public

Property Information

  • Square Feet8,006
  • Building Area Source Measured
  • Living Area 8,006
  • Lot Size Square Feet 30,021
  • Lot Size Units Acres

Amenities

  • AmenitiesConservation Area, Highway Access, House of Worship
  • Appliances IncludedGas Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, ENERGY STAR Qualified Dryer, ENERGY STAR Qualified Washer, Vacuum System, Range Hood, Plumbed For Ice Maker
  • Green Energy Efficient Thermostat
  • Security Features Security System

Other

  • Date Listed08/31/2026
  • Farm Land Area Units Square Feet
  • Other Equipment Intercom
  • View Count2

Map Location

Driving Directions

Listed by Elizabeth P. Crampton of Coldwell Banker Realty - Lexington

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