Introducing 18 Ridge Street — a masterfully restored and reimagined Greek Revival residence where timeless architectural beauty meets elevated modern luxury. Set on a beautifully landscaped 20,654 sq ft lot, this exceptional 5-bedroom, 5 full and 1 half bath home offers over 5,295 square feet of exquisitely curated living space designed for both sophisticated entertaining and everyday comfort. From the moment you arrive, the home’s striking historical columns, wraparound porch, circular driveway, and natural stone detailing create an unforgettable first impression. Inside, every space has been thoughtfully crafted with premium finishes and custom design elements throughout. The showstopping chef’s kitchen features paneled Thermador appliances, a stunning La Cornue induction range, and a custom white oak island that seamlessly anchors the heart of the home. Formal and informal living spaces flow beautifully together, highlighted by exposed chimneys, restored 1800s double doors, multiple fireplaces, floor-to-ceiling windows, and rich hardwood flooring. The luxurious primary suite serves as a private retreat, complete with a tray ceiling, fireplace, spa-inspired bath with radiant heated floors, soaking tub, oversized custom shower, and an impressive walk-in closet with built-in island storage. Additional bedrooms offer ensuite and Jack-and-Jill bath configurations, while the finished third floor provides flexible living with cathedral ceilings, sitting area, and office space.Designed with entertainment and lifestyle in mind, the finished lower level features a custom movie theater, wet bar, wine room, and additional pantry storage. Above the detached two-car garage, finished bonus rooms with a full bath create the ideal space for a home office, gym, studio, or guest accommodations.Blending historic character with cutting-edge efficiency, the home has undergone an extensive structural rebuild and offers fully electric, energy-efficient living with multi-zone heat pumps, EV-ready garage spaces, radiant heated bathroom floors, Pella windows, and premium construction materials throughout. A rare opportunity to own a truly distinctive luxury residence in one of Winchester’s most sought-after neighborhoods.
West Side, located between the Aberjona River and the Middlesex Fells Reservation, is a residential and commuter-friendly Winchester neighborhood with leafy side streets and trail-forward green space. The neighborhood’s character concentrates around the Winchester Center area at Main Street and Church Street, where independent cafes, small shops, and the commuter rhythm of the station set the pace. Community pillars include the Winchester Community Music School, the Winchester Unitarian Society’s historic campus, and the Jenks Center. Housing reads as classic New England—Colonial Revivals, Victorians, and well-kept mid-century homes—on walkable blocks with stone walls and mature trees. The Fells’ trailheads and reservoirs shape daily routines, while the river corridor adds a quieter, tucked-away geography. A short ride to the station keeps Boston-bound schedules in view without turning the streetscape into a thoroughfare.
Provided by Walk Score and Local Logic
Offer insights
18 Ridge St · $3,200,000
$3.21M and above
75% chance or better to win
Why $3.21M+ is a strong offer
DAYS ON MARKET
31 days
The average home goes pending in 22 days.
SALE-TO-LIST
101.3%
Most homes are selling 1% above list price.
About offer insights
Property details
Interior
Exterior
Finance
Kitchen
Bedroom
Living
Interior features
Media room
Home office with separate entry
Wine cellar
Insulated doors
Insulated windows
Total of 13 rooms
Full, partially finished basement
Two fireplaces
Bedrooms
Primary bedroom located on the second floor
Additional bedrooms on the second floor
One bedroom on the third floor
Bathrooms
Five full bathrooms
One half bathroom
Primary bathroom present
Kitchen
Range
Dishwasher
Disposal
Microwave
Refrigerator
Wine refrigerator
Plumbed for ice maker
Electric water heater
Laundry & utility
Washer hookup
Electric dryer hookup
Laundry located on the second floor
Flooring
Wood flooring
Tile flooring
Heating & cooling
Forced air electric heating
Central air conditioning
Thermostat (energy-efficient feature)
Exterior features
Porch
Patio
Rain gutters
Professional landscaping
Fenced/enclosed yard
Corner, level lot with public road frontage
Home design
Single family residence
White exterior
Renovated since original construction
Parking
Attached garage with 2 garage spaces
Garage faces side
Garage with door opener and storage
Paved driveway
Four open/off-street parking spaces
Total of 6 parking spaces
Construction
Frame construction
Shingle roof
Concrete perimeter and stone foundation
Built originally in public records year, renovated since
Utilities
Public water
Public sewer
200+ amp electric service
Electric range/oven hookups
Electric dryer hookup
Icemaker connection
HOA & community
Community features include shopping, walk/jog trails, golf, and conservation area
Not a senior community
Other
Located on a 0.47-acre lot
Directions: Lockland Rd to Ridge St. or Hutchinson Rd to Ridge St.
Electricity and solar
View estimated energy costs and solar savings for this home
Discover this timeless Greek revival home, exuding 19th-century charm and architectural grace. Step into history and sunlight entering through the front door with charming floor-to-ceiling windows and hardwood floors throughout. Experience the perfect fusion of past and present as you explore the exquisite architectural details, historical beauty, and modern amenities. This residence offers endless possibilities for contemporary living within a historic setting with 5 bedrooms, two family rooms, and a formal dining room. Located on a corner lot, the picturesque wrap-around porch in the front of the home and additional deck in the back are perfect for winding down to enjoy the beauty of all the stories this house holds. This property is not just a home; it's a living testament to history, waiting for its next chapter to unfold! The home has been lovingly cared for with many upgrades over the past 10+ years. Here's your chance to be part of history in this historical home.
MLS PIN #70993450
Jan 14, 2010
Sold
$541,000
$102/sq ft
Nov 30, 2009
Contingent
—
Nov 27, 2009
Price Changed
$565,000
$107/sq ft
Oct 24, 2009
Listed
$595,000
$112/sq ft
This home is priced with expansion in mind. With a sunny level 20,000+ sq ft. lot and in an area of much higher priced homes, this handsome West Side Antique begs to be brought into the 21st Century with a thoughtful large addition and a new kitchen. The exterior has been recently renovated: siding, roof, porch, and columns. Picture yourself driving up to the the best looking home on the West Side. This is your chance to blend Winchester history with modern conveniences.
Public Records
Oct 14, 2003
Sold
$480,000
$91/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$12,246 (+0.8%)
$720,400 + $383,800
$1,104,200
2024
$12,149 (+2.3%)
$720,400 + $351,900
$1,072,300
2023
$11,880 (+14.8%)
$720,400 + $351,900
$1,072,300
2022
$10,348 (−1.3%)
$500,400 + $326,800
$827,200
2021
$10,485 (+5.3%)
$490,400 + $326,800
$817,200
2020
$9,957 (+13.6%)
$490,400 + $313,200
$803,600
2019
$8,763 (+3.5%)
$410,400 + $313,200
$723,600
2018
$8,464 (+5.1%)
$390,400 + $303,900
$694,300
2017
$8,051 (+6.6%)
$370,400 + $285,200
$655,600
2016
$7,549 (+3.6%)
$370,400 + $275,900
$646,300
2015
$7,284 (+5.4%)
$335,400 + $264,600
$600,000
2014
$6,911 (+4.4%)
$290,400 + $255,500
$545,900
2013
$6,620 (+5.6%)
$270,400 + $248,000
$518,400
2012
$6,267 (+3.7%)
$251,400 + $248,000
$499,400
2011
$6,043 (+4.8%)
$251,400 + $248,000
$499,400
2010
$5,767 (+1.6%)
$253,000 + $248,000
$501,000
2009
$5,674
$253,000 + $250,500
$503,500
Public record
Beds
5
Baths
1.5
Stories
2
Lot width
—
Lot depth
—
Lot size
0.47 Acres
Year renovated
—
Finished Sq. Ft.
2,350
Unfinished Sq. Ft.
—
Total Sq. Ft.
2,350
Year built
1840
Style
Single Family Residential
County
Middlesex County
APN
1712496S
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 30, 2026.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
4/10 Heat Factor
7 days above 98° expected this year, 14 days in 30 years
6/10 Wind Factor
54% chance of strong winds in next 30 years
3/10 Air Factor
2 unhealthy days expected this year, 3 days in 30 years
Provided by First Street
Historical weather
Winchester, MA • 01890
Average low and high temperatures (°F)
34
20
36
21
51
32
60
40
69
51
80
61
85
67
80
60
75
57
64
46
53
36
39
24
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
92/ 100
Exceptional sunlight
Sunscore
There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
9 hrs
4.6 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 18 Ridge St
$3,124,443
$76K under list price of $3.20M
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $1.7M to $4.0M.