Price Reduced30
$2,750,000
6 bd · 7 ba · 6,968 sqft
14 Nassau Drive, Winchester, MA
Weidong Li · WINN Real Estate & Consulting
Est. $19,477/moGet pre-qualified$666/sqft · 73 days on Realty
5
Beds
4
Baths
4,500
Sqft
2026
Built
New construction currently underway. Estimated completion in approximately Spring/Summer 2027. Set on an impressive 22,629 sq. ft. lot, this beautifully crafted new construction offers exceptional space, thoughtful design, and a peaceful setting with easy access to the Middlesex Fells Reservation and I-93. Designed for today's lifestyle, the main level features a welcoming foyer, elegant living and dining rooms, a spacious family room with fireplace, and a stunning chef's kitchen with a walk-in pantry and adjoining mudroom and half bath. Upstairs, the luxurious primary suite is complemented by four additional bedrooms, 3 beautifully appointed baths, and a convenient second-floor laundry room. An attached two-car garage, generous backyard, and exceptional craftsmanship throughout complete this rare opportunity to own a stunning new home on a charming side street.
Listing agent
Pirani & Wile Group
Courtesy of Gibson Sotheby's International Realty
(617) 584-4661
MLS Property Information Network (MLS PIN) · Listing 73560088
Range $2,136,309 – $2,463,855 · as of August 30, 2026
ATTOM automated valuation model · 55 published estimates over 6.7 years · shaded band is the model's own published low-to-high range
Highest reading $2,300,082 in August 2026; lowest $887,852 in January 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.
$599,800
Estimated monthly payment
$19,477/mo
Loan amount $2,399,200. Estimate only — your actual rate and payment depend on credit, location, and lender.
2025 roll
Rings at ½ mile and 1 mile. Basemap © OpenMapTiles © OpenStreetMap contributors.
Open the Winchester camera map3 license-plate readers mapped within 1 mile of this home, all identified as Flock Safety devices. None within ½ mile. Nearest: 0.6 mi north. Operator named in the data: Woburn Police.
| Device type | Within ½ mi | Within 1 mi |
|---|---|---|
| License-plate readers | 0 | 3 |
| of which Flock Safety | 0 | 3 |
Community-reported via OpenStreetMap; may be incomplete. Data as of . © OpenStreetMap contributors (ODbL)
License-plate readers (ALPR) are fixed cameras that photograph passing vehicles and read their plates. Records are typically shared with the agency or association that operates the camera.
Flock Safety is a company whose plate-reader cameras are used by police departments, cities, HOAs and businesses. Its devices are usually solar-powered and pole-mounted.
School ratings (A+ to F) from HJN community data.
South Elementary School
PK-4 · Regular · Stoneham School District
347 students · 12.3:1 student–teacher
Goodyear Elementary School
KG-5 · Regular · Woburn School District
352 students · 11.1:1 student–teacher
Acera School
KG-10 · Special Program Emphasis
144 students · 4.0:1 student–teacher
Muraco Elementary School
KG-5 · Regular · Winchester School District
352 students · 10.9:1 student–teacher
Greater Boston Academy
PK-8 · Regular
136 students · 21.6:1 student–teacher
St Patrick Elementary School
PK-8 · Regular
217 students · 108.5:1 student–teacher
The Wilder School
UG-UG · Alternative/Other
2 students · 1.8:1 student–teacher
Winchester High School
9-12 · Regular · Winchester School District
1,404 students · 14.8:1 student–teacher
MLS Property Information Network (MLS PIN)This content last refreshed on 2026-10-18 00:30:54 UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Price Reduced30
$2,750,000
6 bd · 7 ba · 6,968 sqft
14 Nassau Drive, Winchester, MA
Weidong Li · WINN Real Estate & Consulting
Price Reduced42$3,200,000
6 bd · 6 ba · 6,100 sqft
9 Albamont Road, Winchester, MA
Kim Covino & Co. Team · Compass
Price Reduced32$2,650,000
4 bd · 5 ba · 5,233 sqft
18 Middlesex St, Winchester, MA
Tina Natale · Luxury Living Real Estate
Price Reduced41$2,195,000
5 bd · 4 ba · 5,006 sqft
276 High Street, Winchester, MA
Kim Covino & Co. Team · Compass
Price Reduced42$2,399,000
4 bd · 5 ba · 4,450 sqft
54 Squire Road, Winchester, MA
Anthony Marino · The Marino Group Collection
42$2,600,000
6 bd · 4 ba · 3,534 sqft
7 Lakeview Terrace, Winchester, MA
Elizabeth Darby · Berkshire Hathaway HomeServices Commonwealth Real Estate





Within 2 miles of this home: 34+ restaurants and cafés, 3 grocery stores, 38+ parks and green spaces, and 34+ transit stops.
Place data from OpenStreetMap.
McDonald's
Montvale Avenue
Bickford's Grille
Montvale Avenue
Polcari's Restaurant
Italian restaurant · Montvale Avenue
Wendy's
Montvale Avenue
Dunkin
Montvale Avenue
Sam Walker’s American Tavern
Rainin Road
Nutnapat Aroy Thai
Thai restaurant
Andrea's Pizza
Main Street
Stop & Shop
Main Street
Natural Food Exchange
Pleasant Street
Apna Bazar
Dikes Pond
Conservation Land/Meadow Road
Leland Park
Davidson Park
Burbank Pond
Unicorn Park
Leonard Field
North Reservoir
Montvale Ave @ I93 ramp
Montvale Ave @ I93
Montvale Ave @ Washington St
Main St @ Graystone Rd
550 Main St
Main St @ Summer St
Main St @ South St
42 Central St