186 Ridge Street, Winchester MA 01890
Winchester, MA 01890
$15,000/mo
About this home
Custom-built ~6,000 sq ft Colonial estate offering 5 bedrooms, 4.5 bathrooms, and panoramic hilltop views on over an acre of beautifully landscaped grounds. Ideally located on the desirable West Side of Winchester, just minutes from Vinson-Owen Elementary School and with convenient access to Boston, Cambridge, and Lexington.This impeccably maintained residence features a gourmet chef’s kitchen with high-end appliances, oversized center island, walk-in pantry, and dining area that opens to a spacious family room with a gas fireplace and custom millwork. The main level also includes formal living and dining rooms, a private study, and an oversized mudroom with direct access to the attached three-car garage. The second level offers a luxurious primary suite with a spa-like ensuite bath, three additional bedrooms, a laundry room, and multiple well-appointed bathrooms. The finished walk-up third level serves as an ideal guest retreat or bonus living space, complete with a bedroom, full bathroom, and additional lounge area. The home offers multiple living and dining areas, a fully equipped laundry room, and abundant natural light throughout. Outside, enjoy a private patio overlooking the expansive backyard—perfect for outdoor dining, entertaining, or relaxing. Short- and long-term rentals available. Offered fully furnished or unfurnished. All utilities included.
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Property History
Market Insights
Property Timeline
Showing Instructions Updated
Aug 1, 2026
New showing requirements
Showing Instructions Updated
May 9, 2026
New showing requirements
Listed for Sale
May 1, 2026
$15,000
Original listing
Agent: Anzor Sidamonidze
Office: Skylight Real Estate, LLC
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 08/01/2026 | 👁️ Showing Instructions Updated | - | - | - | New showing requirements |
| 05/09/2026 | 👁️ Showing Instructions Updated | - | - | - | New showing requirements |
| 05/01/2026 | 🏠 Listed for Sale | $15,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| Tax history not available | ||
Facts & Features
3 Car Garage
Home Facts
Type
Residential Lease
Style
Single Family Residence
Year Built
2020
Living Area
5,820 sq ft
Lot Size
43,560 sq ft
Bedrooms
5
Full Baths
4
Half Baths
1
Total Rooms
12
Rental Details
Available
Aug 15, 2026
Lease Term
Other,Lease Terms(Tbd),Term of Rental(2-12+)
Rent Includes
Heat, Hot Water, Electricity, Gas, Water, Snow Removal, Extra Storage
Security Deposit
$15,000
Required
Last MonthDepositInsurance
Pets
Yes w/ Restrictions
Pet Policy
Dogs OKCats OKRestrictions Apply
Interior
Heating
Natural Gas, Central, Forced Air
Cooling
None
Flooring
None
Appliances
Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
Fireplace
None
Fireplaces
1
Basement
None
Laundry
In Unit
Features
None
Exterior
Construction
None
Architecture
None
Roof
None
Features
Porch, Patio
Pool
None
Spa
None
Fencing
None
Patio/Porch
Porch, Patio
Parking
Garage Spaces
3
Has Garage
Yes
Features
None
Total Spaces
10
Utilities
Electric
None
Water
None
Sewer
None
Gas
None
Other
None
Building & Pet Policy
Fee Includes
None
Amenities
None
Optional Fee Includes
None
Additional Details
Possession
Flexible
Accepted Financing
None
Structure Type
[]
Sq Ft Source
Other
Documents
None
County
Middlesex
Total market time (incl. prior listings)
93 days
Property Overview
Property Type
Single Family Residence
Listing Type
For Rent
Year Built
2020
Bedrooms
5
Full Bathrooms
4
Half Bathrooms
1
Living Area
5,820 sq ft
Total Rooms
12
Entry Level
1
Floor Layout
Interactive room guide
Floor Layout
Finished Area
5,820 sq ft above grade
FeaturesYes
Display Options
Outdoor Areas
Patio & porchPorch, Patio
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Appliances:
Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
Interior Features:
Windows:
Basement:
Laundry:
In Unit
Security:
Construction & Materials
Year Built:
2020
Structure Type:
Exterior Materials:
Roof:
Foundation:
Heating, Cooling & Utilities
Heating:
Natural Gas, Central, Forced Air
Cooling:
Hot Water:
Water Source:
Sewer:
Energy Features:
Exterior & Lot
Exterior Features:
Porch, Patio
Patio & Porch:
Porch, Patio
Fencing:
Other Structures:
Lot Features:
Road Surface:
Parking & Garage
Garage Spaces:
3
Total Parking Spaces:
10
Parking Features:
Special Features
Fireplaces:
1
Fireplace Type:
Community Amenities:
Nearby Schools
School District
Winchester School District local
A+
School Safety
2024-25
0.1%
Very Low (Safest)
0.1%
Suspensions
0.1%
In-School
5.4% below state avg
Elementary Schools
10 schools
Acera School
2.5 mi
Grades K-08
The Wilder School
2.7 mi
Grades K-12
A+
Vinson-Owen Elementary School
< 0.1 mi
|
#40 of 824
|
Score: 63.2
Improved 112 spots from last year
+5 above state avg
441 students
Diverse
Rising School
Strong Attendance
Grades PK-05
A+
Ambrose Elementary School
1.1 mi
|
#11 of 824
|
Score: 66.1
Improved 36 spots from last year
+7.9 above state avg
398 students
Moderate
Rising School
Strong Attendance
Grades K-05
A
Lynch Elementary School
1.5 mi
|
#113 of 824
|
Score: 58.6
Dropped 31 spots from last year
+0.4 above state avg
426 students
Diverse
Grades PK-05
Creative Corner School Inc
1.8 mi
Grades PK-K
A+
Lincoln Elementary School
2.2 mi
|
#74 of 824
|
Score: 60.7
Dropped 29 spots from last year
+2.5 above state avg
334 students
Moderate
Strong Attendance
Grades K-05
St. Mary Elementary School
2.3 mi
Grades PK-05
Children's Own School
2.3 mi
Grades PK-K
A+
Muraco Elementary School
2.5 mi
|
#62 of 824
|
Score: 61.6
Improved 62 spots from last year
+3.4 above state avg
352 students
Diverse
Rising School
Strong Attendance
Grades K-05
Middle Schools
1 school
A+
McCall Middle School
2.1 mi
|
#16 of 352
|
Score: 62.4
Dropped 3 spots from last year
+4.2 above state avg
1,036 students
Diverse
Strong Attendance
Grades 06-08
High Schools
1 school
A+
Winchester High School
2.2 mi
|
#17 of 346
|
Score: 73.6
Improved 18 spots from last year
+15.4 above state avg
1,404 students
Diverse
20 sports
• 2,818 athletes
Strong AP Program
High Graduation Rate
College Ready Curriculum
Strong Athletics
Grades 09-12
Learn about these ratings
Location
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Neighborhood
186 Ridge Street, Winchester MA 01890
Winchester, MA 01890
Listing Information
Listing Agent
Anzor Sidamonidze
Listing Office
Skylight Real Estate, LLC
Office Phone
617-599-9109
Agent MLS ID
BB954008
Office MLS ID
AN2564
Listing Data Updated
Aug 1, 2026 7:34 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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