5,295 Sq. Ft.
$652 / Sq. Ft.
5,295
Sq. Ft.
$652
per Sq. Ft.

Description

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 5,200 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,
...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 5,200 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.
Expected completion July 2026.

Listing Agent

  1. Gayle Winters

    Gayle Winters

    Listing Agent

    Compass

    P: (617)-699-0310

Property Details for 18 Ridge Street

Town
Winchester
Area
MA-Winchester
Parking Spaces Total
5

Amenities

  • Washer / Dryer
  • Central AC
  • Air Conditioning
  • Forced Air
  • Dishwasher
  • Stainless Steel Appliances
  • Media / Recreation Room
  • Total Renovation
LISTING UPDATED: 05/07/2026 12:21 PM

Property Details for 18 Ridge Street

StatusComing Soon
Days on Market-
Taxes-
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS Type-
Year Built2026
Lot Size0.47 AC / 20,654 SF
CountyMiddlesex County
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Building Information for 18 Ridge Street

Stories-Year Built2026Building Size-Lot Size0.47 AC / 20,654 SF

Payment Calculator

$18,393 per month

30 year fixed, 6.46% Interest

Principal and Interest

$17,373

Property Taxes

$1,020

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 18 Ridge Street

Features
Interior Features
  • Num of Full Baths: 5
  • Num of Half Baths: 1
Building / Association Information
Living Characteristics
  • Beds Total: 5

Property History for 18 Ridge Street

DateEvent & SourcePriceAppreciation
Apr 4, 2024

Sold

MLS PIN #73207085

$1,050,000
Mar 16, 2024

Under Agreement

MLS PIN #73207085

Mar 16, 2024

Contingent

MLS PIN #73207085

DateEvent & SourcePrice
04/04/2024

Sold

MLS PIN #73207085

$1,050,000
03/16/2024

Under Agreement

MLS PIN #73207085

03/16/2024

Contingent

MLS PIN #73207085

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 18 Ridge Street

Taxable ValueLand$720,400Additions$383,800Total$1,104,200
Tax Record2025$12,246 ($1,020 / month)
Home Facts
Beds5Baths1.5Total Finished SqFt2,350 SqFtAbove Grade Finished SqFt2,350 SqFtUnfinished Basement SqFt896 SqFtStories2Lot Size20,639 SqFtStyleSingle Family ResidenceYear Built1840ZoningRDACountyMIDDLESEXAPNWINC M:025 B:0011 L:0Fireplace TypeHas Fireplace

Schools near 18 Ridge Street

This home is within Winchester School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Private - PK to 5
Rating
School
Distance
Vinson-Owen Elementary School
PublicPK to 5

McCall Middle School
Public6 to 8

Winchester High School
Public9 to 12

New Covenant School
PrivatePK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

18 Ridge Street is a single family home Coming Soon in Winchester, MA 01890. This property is currently priced at $3,450,000. This listing's school district is Winchester School District. Nearby schools include Vinson-Owen Elementary School, McCall Middle School and Winchester High School. 18 Ridge Street is a 5-bed, 6-bath, 5,295 sqft single family home built in 2026.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.