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
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
6
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
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
6
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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Monthly Payment Breakdown
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Property Tax
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Homeowners Insurance
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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
Jul 29, 2026 4:44 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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