14 Nassau Drive Winchester — Photo 1 of 30
Recent Drop: $51,000
$2,799,000
14 Nassau Drive, Winchester, MA 01890
Winchester, MA 01890
Beds
6
Baths
6
SqFt
6,968
Style
Single Family
Built
2002
Grand custom-built 6 bedroom / 7 bathroom house in a quiet Winchester neighborhood. This beautiful home welcomes you with a magnificent 18" foyer and features an amazing family room with 18” high coffered ceilings and 3 sides tall and bright windows and a large gourmet kitchen with a big island and double ovens. Traditional living and dining room maintain its good sense of typical New England Colonial style. Curved front stair case add one more layer of beauty. Second floor and third floor offer total 6 bedrooms, suites and walk-in closets. Master bedroom is with cathedral ceilings, a sprawling master closet and an office/sitting area. Smooth flow of the spacious and walk out lower level enables rich life style with billiard room, media room, art room and exercise room -- all designed for a modern lifestyle, with an open layout that is perfect for entertaining. State of the art systems with total 6 heating and cooling zones and central vacuum system.
Key facts
It was listed on April 14, 2026. The price has come down from an original $2,850,000 to $2,799,000, most recently on May 4, 2026. The annual property taxes are $24,083 (2026 tax year). It sits on a 0.43-acre (18,637 sq ft) lot.
Open Houses
Market Value Analysis
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Winchester, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Water Heater • Range • Oven • Dishwasher • Disposal • Microwave • Refrigerator • Wine Refrigerator • Range Hood
Neighborhood
Shopping • Park • Walk/Jog Trails • Medical Facility • Conservation Area • House of Worship
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl First15 x 25
Flooring - Hardwood, French Doors
Dining Room
Lvl First15 x 18
Flooring - Hardwood, Wet Bar, Recessed Lighting, Decorative Molding
Kitchen
Lvl First14 x 35
Flooring - Stone/Ceramic Tile, Dining Area, Countertops - Stone/Granite/Solid, Kitchen Island, Breakfast Bar / Nook, Cabinets - Upgraded, Open Floorplan
Office
Lvl First12 x 15
Closet/Cabinets - Custom Built, Flooring - Hardwood, French Doors
Family Room
Lvl First16 x 30
Cathedral Ceiling(s), Coffered Ceiling(s), Flooring - Hardwood
Primary Bedroom
Lvl Second18 x 23
Bathroom - Full, Cathedral Ceiling(s), Ceiling Fan(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Hot Tub / Spa
Bedroom 2
Lvl Second14 x 15
Bedroom 3
Lvl Second12 x 12
Bathroom - Full, Bathroom - Double Vanity/Sink, Closet, Flooring - Hardwood
Bedroom 4
Lvl Second13 x 14
Bathroom - Full, Closet, Flooring - Hardwood
Bedroom 5
Lvl Third16 x 21
Bathroom - Full, Closet, Flooring - Hardwood
Bathroom 1
Lvl First10 x 10
Bathroom - Half, Flooring - Stone/Ceramic Tile
Bathroom 2
Lvl First6 x 8
Bathroom - Half, Flooring - Stone/Ceramic Tile
Bathroom 3
Lvl Second8 x 15
Bathroom - Full, Flooring - Stone/Ceramic Tile
Property History
$2,799,000
Was $2,850,000
May 4, 2026
MLS® 73500890
$2,850,000
Apr 14, 2026
MLS® 73500890
$2,850,000
Dec 31, 2025
MLS® 73434748
$2,850,000
Sep 24, 2025
MLS® 73434748
$2,850,000
Jun 30, 2025
MLS® 73360219
$2,850,000
Apr 16, 2025
MLS® 73360219
Questions about this home
When was 14 Nassau Drive, Winchester listed?
14 Nassau Drive, Winchester was listed on April 14, 2026.
Has the price of 14 Nassau Drive, Winchester changed?
The price has come down from an original $2,850,000 to $2,799,000, most recently on May 4, 2026.
What are the property taxes for 14 Nassau Drive, Winchester?
The annual property taxes for 14 Nassau Drive, Winchester are $24,083 (2026 tax year).
How big is the lot at 14 Nassau Drive, Winchester?
14 Nassau Drive, Winchester sits on a 0.43-acre (18,637 sq ft) lot.
What is the status of 14 Nassau Drive, Winchester?
14 Nassau Drive, Winchester is actively listed for sale.
Population
23,406
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$230K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
18.3%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Middlesex County
2,698 housing units permitted in the last 12 months (+3% vs the prior 12 months) — 1,713 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jul '26)
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 6,968 sq ft principal dwelling). Lot size: 18,637 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Agent: Weidong Li
Listing Office: WINN Real Estate & Consulting
MLS® Number: 73500890
