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Holly Greenleaf Whitney
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21 Chadbourne Road, Lexington, MA 02421

$3,495,000
  • Main Photo
New to the Market Active
BEDS5 BATHS5 full 1 partial SQUARE FEET6,776 MLS#73571946
STATUSActive PROPERTY TYPEResidential - Single Family

Property Description

GRAND CAPE ?? Poised atop a private ½-acre lot at the end of a cul-de-sac, this custom-designed home offers an extraordinary combination of craftsmanship & privacy. Only 8 years young, it feels virtually brand new, with premium materials, custom millwork & commercial-grade systems throughout. The gracious first floor features a two-story foyer, elegant formal dining area, expansive kitchen w/ breakfast bar, eat-in area & Sub-Zero & Wolf appliances, plus a primary suite. At the heart of the home, a stunning great room w/ beverage fridge, bar sink & gas fireplace is highlighted by sliders & walls of windows overlooking the beautiful outdoor setting. The second floor boasts three additional bedrooms including a second primary suite. Ideally separated from the main living area, a private in-law suite, finished to the same exacting standards, provides an ideal retreat for guests or extended family. The finished lower level offers a gym, office, playroom, full bath & media room. Outside, professionally landscaped grounds surround a substantial bluestone patio w/ built-in gas grill, fireplace & outdoor TV. Beneath it all are state-of-the-art electrical & HVAC systems, superior insulation & high-performance infrastructure designed for efficiency, durability & long-term performance. A rare opportunity to own a home built to a standard seldom found in todays construction, combining enduring craftsmanship with effortless modern living.

21 Chadbourne Road | MLS# 73571946

This single family home located at 21 Chadbourne Road, Lexington, MA 02421 is currently listed for sale with an asking price of $3,495,000. This property was built in 2018 and has 5 bedrooms and 5 full and 1 partial baths with 6776 sq. ft. Search Lexington real estate on hollywhitney.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Cooling: Central Air
Fenced: Yes
Fireplaces: 1
Garage: 2 car attached
Heating: Radiant, Propane
Home Style: Cape, Contemporary
Lot Size: 0.50 Acres
Roof Type: Shingle
Taxes: $36,289
Year Built: 2018

Feature Descriptions

Exterior: Frame
Sewer: Public Sewer
Special View Info: Scenic View(s)
Water: Public
Wooded: Yes

Room Sizes

Bathroom 1: 13.00 X 12.00 Level - Main,First
Bathroom 2: 16.00 X 10.00 Level - Second
Bathroom 3: 9.00 X 10.00 Level - Second
Bedroom 2: 27.00 X 20.00 Level - Second
Bedroom 3: 15.00 X 14.00 Level - Second
Bedroom 4: 15.00 X 13.00 Level - Second
Bedroom 5: 22.00 X 24.00 Level - Second
Dining Room: 15.00 X 14.00 Level - Main,First
Family Room: 28.00 X 18.00 Level - Main,First
Kitchen: 33.00 X 16.00 Level - Main,First
Primary Bedroom: 24.00 X 14.00 Level - Main,First

Local Schools

High School: Lhs
Middle School: Clarke
Elementary School: Bowman

Listed By / Shown By

Listed By

Agency Name: William Raveis R.E. & Home Services
Agent Name: Coleman Group
Agency Phone: 781-861-9600

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Estimated Payment

$ 11,821.81 per month $7,778.35 Principal & Interest $3,024.08 Property Tax $1,019.38 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 09/10/2026. The listing information on this page last changed on 09/10/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 09/10/2026 12:02:30 AM EST) or MLSPIN MLS (last updated Wed 09/09/2026 11:38:34 PM EST) or Prime MLS (last updated Wed 09/09/2026 11:33:05 PM EST) or MREIS (last updated Wed 09/09/2026 11:55:19 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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