Dimensions8 x 5
FeaturesBathroom - Tiled With Tub & Shower, Lighting - Overhead
LevelSecond
50 Holland Street, Winchester MA 01890
Winchester, MA 01890
$1,549,000
Est. $8,916/month
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About this home
Completely remodeled with exceptional custom finishes throughout, this stunning expanded cape with 3 levels, 3/4 bedrooms, 2.5-baths will exceed your expectations. The first floor features a spacious bedroom w/ full bath, an inviting living room w/ beautiful fireplace surrounded & custom built-ins, while the chef's kitchen is designed to impress with high end finishes, a large island and vaulted breakfast nook. The open floor plan flows into the dining room, complete with a custom built-in wine bar, ensuring easy entertaining. The second floor provides two very large bedrooms with great closet space and a tastefully remodeled hall bath. The beautifully finished lower level offers incredible flexibility with a cozy family room, kitchenette, laundry and 1/2 bath, with potential for a 4th BR, making it ideal for entertaining, guests, or extended living space. Step outside to an extraordinary backyard that feels like a resort! Enjoy the professionally landscaped grounds, lush gardens, and an expansive patio creating the ultimate outdoor oasis-featuring a built-in grill, pizza oven, bar seating, a hot tub, greenhouse, and shed. The retractable awnings make for comfortable shaded entertaining. It is truly a backyard that you will use all year round! Ideally located just outside Winchester center, enabling you to enjoy all the benefits of being close to town! This turn-key home is a must see, don't miss this one of a kind, move in ready home with so many recent upgrades!
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Recently Sold Nearby
Property History
Property Timeline
Listed for Sale
Jul 29, 2026
$1,549,000
Original listing
Agent: Kim Covino & Co. Team
Office: Compass
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 07/29/2026 | 🏠 Listed for Sale | $1,549,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2025 | $10,599 | $955,700 |
Financial Details
Annual Property Tax
$10,599
Tax Year 2025
Assessed Value
$955,700
Facts & Features
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1960
Living Area
2,640 sq ft
Lot Size
0.15 acres
Bedrooms
3
Full Baths
2
Half Baths
1
Total Rooms
10
Interior
Heating
Forced Air, Oil
Cooling
Ductless
Flooring
Hardwood
Appliances
Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator
Fireplace
Living Room
Fireplaces
1
Basement
None
Laundry
In Basement
Features
Closet, Lighting - Overhead, Wet Bar, Recessed Lighting, Home Office, Kitchen, Wet Bar
Exterior
Construction
Frame
Architecture
Cape
Roof
Shingle
Features
Deck, Patio, Covered Patio/deck, Cabana, Rain Gutters, Hot Tub/spa, Storage, Paddock, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Fenced Yard, Garden, Stone Wall
Pool
None
Spa
Private
Fencing
Fenced
Patio/Porch
Deck, Patio, Covered
Parking
Features
Paved Drive
Total Spaces
4
Utilities
Electric
None
Water
Public
Sewer
Public Sewer
Gas
None
Other
For Electric Range
Financial
Annual Tax
$10,599
Assessed Value
$955,700
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Seller Disclosures
None
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
House Color
white
Sq Ft Source
Measured
Sq Ft Disclosures
Measurements are for marketing purposes only.
Documents
None
County
Middlesex
Total market time (incl. prior listings)
4 days
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1960
Bedrooms
3
Full Bathrooms
2
Half Bathrooms
1
Living Area
2,640 sq ft
Total Rooms
10
Floor Layout
Interactive room guide
Floor Layout
Finished Area
1,790 sq ft above grade
850 sq ft below grade
Dimensions23 x 13
FeaturesCeiling Fan(s), Closet, Flooring - Hardwood
LevelSecond
Dimensions23 x 15
FeaturesCeiling Fan(s), Closet, Flooring - Hardwood
LevelSecond
Dimensions8 x 8
FeaturesBathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Recessed Lighting
LevelFirst
Dimensions15 x 12
FeaturesCeiling Fan(s), Closet, Flooring - Hardwood, Deck - Exterior, Exterior Access, Slider
LevelFirst
Dimensions14 x 12
FeaturesCloset/Cabinets - Custom Built, Flooring - Hardwood, Wine Chiller, Lighting - Overhead
LevelFirst
Dimensions22 x 12
FeaturesFlooring - Stone/Ceramic Tile, Dining Area, Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Exterior Access, Open Floorplan, Recessed Lighting, Stainless Steel Appliances, Wine Chiller, Lighting - Pendant
LevelMain,First
Dimensions18 x 14
FeaturesCeiling Fan(s), Closet/Cabinets - Custom Built, Flooring - Hardwood
LevelFirst
Dimensions11 x 10
FeaturesBathroom - Half
LevelBasement
Dimensions14 x 11
FeaturesCloset, Lighting - Overhead
LevelBasement
Dimensions17 x 13
FeaturesCeiling Fan(s), Closet, Recessed Lighting
LevelBasement
Display Options
Outdoor Areas
SpaPrivate
Patio & porchDeck, Patio, Covered
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:
Hardwood
Appliances:
Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator
Interior Features:
Closet, Lighting - Overhead, Wet bar, Recessed Lighting, Home Office, Kitchen, Wet Bar
Windows:
Screens
Basement:
Laundry:
In Basement
Security:
Construction & Materials
Style:
Cape
Year Built:
1960
Structure Type:
Exterior Materials:
Frame
Roof:
Shingle
Foundation:
Concrete Perimeter
Heating, Cooling & Utilities
Heating:
Forced Air, Oil
Heating Zones:
3
Cooling:
Ductless
Cooling Zones:
3
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Deck, Patio, Covered Patio/Deck, Cabana, Rain Gutters, Hot Tub/Spa, Storage, Paddock, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Fenced Yard, Garden, Stone Wall
Patio & Porch:
Deck, Patio, Covered
Fencing:
Fenced
Other Structures:
Cabana
Lot Features:
Road Surface:
Parking & Garage
Total Parking Spaces:
4
Parking Features:
Paved Drive
Special Features
Fireplaces:
1
Fireplace Type:
Living Room
Spa/Hot Tub:
Yes
Spa Features:
Private
Community Amenities:
Public Transportation, Shopping, Tennis Court(s), Park, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access
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
The Wilder School
0.5 mi
Grades K-12
Acera School
0.6 mi
Grades K-08
St. Mary Elementary School
0.2 mi
Grades PK-05
A+
Muraco Elementary School
0.4 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
A+
Lincoln Elementary School
0.5 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
Creative Corner School Inc
0.8 mi
Grades PK-K
A
Lynch Elementary School
0.9 mi
|
#113 of 824
|
Score: 58.6
Dropped 31 spots from last year
+0.4 above state avg
426 students
Diverse
Grades PK-05
Children's Own School
1.4 mi
Grades PK-K
A+
Ambrose Elementary School
1.5 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+
Vinson-Owen Elementary School
2.2 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
Middle Schools
1 school
A+
McCall Middle School
0.6 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
0.1 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
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Including down payment
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Down: $0
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Monthly Payment Breakdown
Principal & Interest
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Property Tax
$883
Homeowners Insurance
$200
PMI (if <20% down)
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Loan Summary
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Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
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Location
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Neighborhood
50 Holland Street, Winchester MA 01890
Winchester, MA 01890
Listing Information
Listing Agent
Kim Covino & Co. Team
Listing Office
Compass
Office Phone
781-219-0313
Agent MLS ID
TM347383
Office MLS ID
AN6433
Listing Data Updated
Aug 2, 2026 3:10 AM 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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