186 Ridge Street, Winchester MA 01890
Winchester, MA 01890
$15,000/mo
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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. 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.
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Public Records & Permits
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Property History
Market Insights
Property Timeline
Showing Instructions Updated
Aug 7, 2026
New showing requirements
Showing Instructions Updated
Aug 6, 2026
New showing requirements
Showing Instructions Updated
Aug 1, 2026
New showing requirements
Showing Instructions Updated
May 9, 2026
New showing requirements
Listed for Rent
May 1, 2026
$15,000
Original listing
Agent: Anzor Sidamonidze
Office: Skylight Real Estate, LLC
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 08/07/2026 | 👁️ Showing Instructions Updated | - | - | - | New showing requirements |
| 08/06/2026 | 👁️ Showing Instructions Updated | - | - | - | New showing requirements |
| 08/01/2026 | 👁️ Showing Instructions Updated | - | - | - | New showing requirements |
| 05/09/2026 | 👁️ Showing Instructions Updated | - | - | - | New showing requirements |
| 05/01/2026 | 🏠 Listed for Rent | $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
6,000 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
Short Term Lease,Lease Terms(Flex),Term of Rental(1-12)
Rent Includes
Occupancy Only
Security Deposit
$15,000
Required
First MonthLast MonthDeposit
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, Freezer, Washer, Dryer
Fireplace
None
Fireplaces
1
Basement
None
Laundry
In Unit
Features
None
Exterior
Construction
None
Architecture
None
Roof
None
Features
Porch, Patio, Professional Landscaping, Sprinkler System, Decorative Lighting
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
Flex
Accepted Financing
None
Structure Type
[]
Sq Ft Source
Owner
Documents
None
County
Middlesex
Total market time (incl. prior listings)
100 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
6,000 sq ft
Total Rooms
12
Entry Level
1
Floor Layout
Interactive room guide
Floor Layout
Finished Area
6,000 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, Freezer, Washer, Dryer
Interior Features:
Windows:
Basement:
Laundry:
In Unit
Security:
Security System
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, Professional Landscaping, Sprinkler System, Decorative Lighting
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:
Shopping, Walk/Jog Trails, Bike Path, Conservation Area
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 8, 2026 4:26 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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