Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 2 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 3 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 4 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 5 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 6 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 7 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 8 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 9 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 10 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 11 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 12 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 13 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 14 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 15 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 16 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 17 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 18 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 19 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 20 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 21 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 22 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 23 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 24 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 25 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 26 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 27 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 28 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 29 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 30 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 31 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 32 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 33 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 34 of 35
Single Family Residence at 29 Woodcliffe Rd., Lexington MA 02421, photo 35 of 35
35 photos

$2,699,000

29 Woodcliffe Rd., Lexington MA 02421
Lexington, MA 02421
Listed by Gerard O'Connell
Bedrooms
4
Bathrooms
4.5
Living area
6,018 sqft
Year built
2012

About this home

What an Opportunity! Stunning Colonial with over 6000 sq. ft. of superior quality Living Area in the highly coveted Woodhaven neighborhood. Blending formal and casual living spaces quality craftsmanship is evident from the mechanical systems to the finished carpentry. Brick walkway leads to the front door. A spectacular and unique light-infused Sunroom with Cathedral Ceilings leading to the expansive patio sets the tone for what is a magnificent home. A 2 Story Firelaced Family Room is at the heart of this elegant home. High end custom finishes on both main floors. Upstairs the Master Suite with it's 10 ft. Ceilings and Radiant heated Spa/Bathroom boasts large dual walk-in closets. The Finished Basement features an Exercise Room, Game Room, Office, Full Bath and Wine Cellar. The wired and plumbed Walk-Up Attic provides potential for future expansion. Large Mudroom leads to the 2 Car Heated Garage. Easy access to commuting routes, trails and schools. A Superb Home,

Highlights

Fireplace

Property details

MLS
MLS Property Information Network
MLS #
73547056
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
106
On market date
July 9, 2026
Stories
N/A
Total bathrooms
4.5
Garage spaces
2
Parking spaces
8
Lot size
0.39 acres
Loading map…

Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Bridge
0.66 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
360
Student:teacher ratio
10.3:1
District
Lexington
Middle
Jonas Clarke Middle
0.66 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
829
Student:teacher ratio
9.9:1
District
Lexington
High
Lexington High
1.1 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, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

62
Walkable
out of 100
EPA National Walkability Index
11.2 / 20 -- Above average walkable
Google Places amenity density
70 / 100
Restaurants & cafes10
Grocery stores0
Parks8
Schools10
Transit stops20
Pharmacies1

Market position

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

On the market 106 days -- 20 fewer days than Lexington's current average of 126 days.
For reference, the median list price across 290 active listings in Lexington right now is $1,111,500.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$16,404/mo
$539,800 down
$2,159,200 loan
Principal & interest$14,005
Property tax (est.)$2,249
Home insurance (est.)$150

Similar homes you might like

Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated July 13, 2026.

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.