Introducing 37 Winchester Drive, Lexington—a testament to masterful craftsmanship, born anew by a distinguished local builder. Boasting over 8,000 sq ft, 7+ beds, & 6.5 baths, it redefines luxury living. This sprawling, expansive layout- a rare gem- caters to multi-generational needs, and those looking for main level living. The great room boasts 16ft cathedral ceilings, & floods with natural light, seamlessly flowing into the designer kitchen, perfect for hosting exquisite holiday gatherings. The main level includes a secluded primary suite wing, feat. a spa quality bathroom & massive walk-in closet. Step into the open concept lower level, with multiple flex use spaces + bedrooms, a private gym, playroom/media room, and rec room w/ full wet bar. 4 car garage w/ EV charger & custom mudroom. An outdoor lover's dream, adjacent to Whipple Hill hiking trails, this home also incl. deeded membership to neighboring Sun Valley Swim & Tennis Club. This home is completed & ready for occupancy!
Sold for $3,625,000
$3,625,000
37 Winchester Dr, Lexington, MA 02420
7beds
8,096sqft
Single Family Residence
Built in 2023
0.69 Acres Lot
$3,591,200 Zestimate®
$448/sqft
$7,978 Estimated rent
Home value
$3,591,200
$3.30M - $3.91M
$7,978/mo
Zestimate® history
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Custom mudroomEv chargerPrivate gymDesigner kitchenSpa quality bathroomRec room
Zillow last checked:
Listing updated:
Listed by:
Stephanie Rivkind 617-699-9823,
Coldwell Banker Realty - Boston 617-242-0025,
Amanda Woodward 978-503-9074
Bought with:
The Tabassi Team
RE/MAX Partners Relocation
Source: MLS PIN,MLS#: 73171610
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 7
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Primary bathroom
- Features: Yes
Heating
- Hydro Air
Cooling
- Central Air
Appliances
- Included: Gas Water Heater, Tankless Water Heater, Range, Dishwasher, Disposal, Refrigerator, Freezer, Other
- Laundry: Gas Dryer Hookup, Washer Hookup
Features
- Flooring: Tile, Hardwood
- Has basement: No
- Number of fireplaces: 1
Interior area
- Total structure area: 8,096
- Total interior livable area: 8,096 sqft
Property
Parking
- Total spaces: 12
- Parking features: Attached, Carport, Garage Door Opener, Heated Garage, Paved Drive, Paved
- Attached garage spaces: 4
- Has carport: Yes
- Uncovered spaces: 8
Features
- Patio & porch: Deck - Composite, Patio, Covered
- Exterior features: Deck - Composite, Patio, Covered Patio/Deck, Sprinkler System, Stone Wall
Lot
- Size: 0.69 Acres
- Features: Wooded
Details
- Parcel number: M:0036 L:000014,551289
- Zoning: RO
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary,Craftsman
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Concrete Perimeter
- Roof: Shingle,Rubber
Condition
- Year built: 2023
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Gas Dryer, Washer Hookup
Community & HOA
Community
- Features: Pool, Tennis Court(s), Park, Walk/Jog Trails, Stable(s), Golf, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School
- Subdivision: Lexington/Winchster line
HOA
- Has HOA: No
Location
- Region: Lexington
Financial & listing details
- Price per square foot: $448/sqft
- Tax assessed value: $802,000
- Annual tax amount: $10,426
- Date on market: 1/14/2026
Price history
| Date | Event | Price |
|---|---|---|
| 12/4/2023 | Sold | $3,625,000-4.3%$448/sqft |
Source: MLS PIN #73171610 Report a problem | ||
| 10/26/2023 | Contingent | $3,789,000$468/sqft |
Source: MLS PIN #73171610 Report a problem | ||
| 10/18/2023 | Listed for sale | $3,789,000$468/sqft |
Source: MLS PIN #73171610 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $39,772 +75.5% | $3,252,000 +75.8% |
| 2024 | $22,663 +117.4% | $1,850,000 +130.7% |
| 2023 | $10,426 +3.9% | $802,000 +10.3% |
| 2022 | $10,033 +1.8% | $727,000 +6.1% |
| 2021 | $9,857 +3.6% | $685,000 +1.2% |
| 2020 | $9,512 +0.5% | $677,000 +1% |
| 2019 | $9,460 +4.2% | $670,000 +5.5% |
| 2018 | $9,081 +12.3% | $635,000 +13.8% |
| 2017 | $8,085 -9.2% | $558,000 -8.5% |
| 2016 | $8,906 +6.6% | $610,000 +8.5% |
| 2015 | $8,351 +11% | $562,000 +15.9% |
| 2014 | $7,522 +4.4% | $485,000 +2.3% |
| 2013 | $7,205 +1.8% | $474,000 +0.2% |
| 2012 | $7,081 +8.1% | $473,000 +4% |
| 2011 | $6,552 +2.8% | $455,000 -1.1% |
| 2010 | $6,376 +2.8% | $460,000 -3.8% |
| 2009 | $6,200 -0.2% | $478,000 -3.6% |
| 2008 | $6,210 +10.2% | $496,000 -0.2% |
| 2007 | $5,636 +7.5% | $497,000 +5.3% |
| 2006 | $5,244 +5.3% | $472,000 +7.5% |
| 2005 | $4,978 +9.3% | $439,000 +0.9% |
| 2004 | $4,554 +13% | $435,000 +18.2% |
| 2003 | $4,030 +5.1% | $368,000 +8.2% |
| 2002 | $3,835 +15.9% | $340,000 +25.9% |
| 2000 | $3,308 +7.3% | $270,000 +12% |
| 1999 | $3,082 | $241,000 |
Find assessor info on the county website
Neighborhood: 02420
Nearby homes
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Nearby schools
GreatSchools rating
- 10/10Harrington Elementary SchoolGrades: K-5Distance: 0.7 mi
- 10/10Jonas Clarke Middle SchoolGrades: 6-8Distance: 2.4 mi
- 10/10Lexington High SchoolGrades: 9-12Distance: 2.4 mi
Schools provided by the listing agent
- Elementary: Harrington
- Middle: Clarke
- High: Lhs
Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$3,591,200
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$3,591,200
- Massachusetts
- Middlesex County
- Lexington
- 02420
- 37 Winchester Dr
