FeaturesCloset, Flooring - Hardwood, Lighting - Overhead
LevelThird
26 Mayflower Road, Winchester MA 01890
Winchester, MA 01890
$1,950,000
Est. $11,759/month
Estimate assumptions
20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.
Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.
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Open House Schedule
04
Oct
Sunday, October 4
11:00 AM - 12:30 PM EDT
03
Oct
Saturday, October 3
11:00 AM - 12:30 PM EDT
01
Oct
Thursday, October 1
4:30 PM - 6:00 PM EDT
About this home
Welcome to 26 Mayflower Road, located in one of Winchester’s sought-after neighborhoods alongside Winchester Country Club. From the beautifully landscaped grounds to the updated front door, garage doors, and recently redone front steps, this home offers wonderful curb appeal from the moment you arrive. Inside, the main level is warm, inviting, and filled with natural light, featuring a comfortable living room with wood-burning fireplace, an open kitchen and dining area, and a sun-filled family room that opens directly to a private brick patio. Whether you're enjoying your morning coffee, grilling, gathering with friends, or simply relaxing at the end of the day, the indoor-outdoor flow makes this home especially easy to enjoy. The spacious primary suite offers double closets and a beautiful bath with double vanity sinks, soaking tub, and tiled walk-in shower. An attached guest/in-law suite with its own private entrance, full bath, and kitchenette provides exceptional flexibility for guests, extended family, an au pair, or a private work-from-home space. The finished lower level adds even more room to spread out, with two additional living spaces and a full bathroom—perfect for a teen suite, home office, gym, playroom, or media space. Outside, beautiful landscaping, irrigation, and the expansive brick patio create a private setting for entertaining or simply enjoying the outdoors. Ideally located near commuter routes, the MBTA Commuter Rail, shopping, restaurants, schools, and downtown Winchester, this is a home that offers the space and flexibility to fit the way you live, all in a location that makes getting where you need to go easy.
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Recently Sold Nearby
Property History
Market Insights
39.2%
Price Range
1
Previous Sales
Property Timeline
Listed for Sale
Sep 29, 2026
$1,950,000
Original listing
Agent: Nicole M. Condon
Office: The Simply Sold Realty Co.
Previous Transaction - MLS #72027320
Full transaction history available when tracking began
Previously Sold
Sep 15, 2016
$1,185,000
MLS #72027320
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 09/29/2026 | 🏠 Listed for Sale | $1,950,000 | - | - | Original listing |
| 09/15/2016 | 🏷️ Previously Sold | $1,185,000 | - | - | MLS #72027320 |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $20,383 | $1,839,600 |
Financial Details
Annual Property Tax
$20,383
Tax Year 2026
Assessed Value
$1,839,600
Facts & Features
2 Car Garage
Central AC
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1962
Living Area
3,371 sq ft
Lot Size
0.38 acres
Bedrooms
5
Full Baths
4
Total Rooms
11
Interior
Heating
Baseboard, Oil, Ductless
Cooling
Central Air
Flooring
Tile, Laminate, Hardwood, Flooring - Hardwood
Appliances
Oven, Dishwasher, Microwave, Range, Refrigerator, Washer, Dryer
Fireplace
Living Room
Fireplaces
2
Basement
Full, Finished, Walk-out Access, Bulkhead
Laundry
In Basement, Electric Dryer Hookup, Washer Hookup
Features
Bathroom - Full, Closet, Recessed Lighting, Accessory Apt., Den, Home Office, Walk-up Attic
Exterior
Construction
Frame
Architecture
Colonial
Roof
Shingle
Features
Patio, Rain Gutters, Storage, Sprinkler System
Pool
None
Spa
None
Fencing
None
Patio/Porch
Patio
Parking
Garage Spaces
2
Has Garage
Yes
Features
Attached, Paved Drive, Off Street, Paved
Total Spaces
6
Utilities
Electric
200+ Amp Service
Water
Public
Sewer
Public Sewer
Gas
None
Other
For Electric Range, For Electric Oven, For Electric Dryer, Washer Hookup
Financial
Annual Tax
$20,383
Assessed Value
$1,839,600
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Lead Paint
Unknown
Seller Disclosures
None
Exclusions
Tvs And Mounts, Mirrors On Walls, And Chest Freezer In Garage.
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Sq Ft Source
Public Record
Documents
None
County
Middlesex
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1962
Bedrooms
5
Full Bathrooms
4
Living Area
3,371 sq ft
Total Rooms
11
Levels
Multi/Split
Floor Layout
Interactive room guide
Floor Layout
Finished Area
3,371 sq ft above grade
FeaturesBathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Jacuzzi / Whirlpool Soaking Tub, Double Vanity
LevelThird
FeaturesSkylight, Closet - Linen, Closet, Flooring - Hardwood, Window(s) - Bay/Bow/Box, Lighting - Overhead, Window Seat
LevelThird
FeaturesCloset, Flooring - Hardwood, Lighting - Overhead
LevelSecond
FeaturesCloset, Flooring - Hardwood, Lighting - Overhead
LevelSecond
FeaturesBathroom - Full, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile
LevelSecond
FeaturesFlooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Recessed Lighting, Stainless Steel Appliances, Peninsula
LevelFirst
FeaturesFlooring - Hardwood, Lighting - Overhead, Crown Molding
LevelFirst
FeaturesFlooring - Hardwood, Recessed Lighting, Lighting - Overhead, Crown Molding
LevelFirst
FeaturesCloset, Flooring - Hardwood, Recessed Lighting, Crown Molding
LevelFirst
FeaturesFlooring - Laminate
LevelBasement
FeaturesBathroom - Full, Bathroom - With Shower Stall, Flooring - Stone/Ceramic Tile
LevelBasement
FeaturesYes
Display Options
Outdoor Areas
Patio & porchPatio
Room Markers
OOffice (1)
KKitchen (1)
BRBedroom (5)
BABathroom (4)
DDining (1)
LLiving (2)
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:
Tile, Laminate, Hardwood, Flooring - Hardwood
Appliances:
Oven, Dishwasher, Microwave, Range, Refrigerator, Washer, Dryer
Interior Features:
Bathroom - Full, Closet, Recessed Lighting, Accessory Apt., Den, Home Office, Walk-up Attic
Windows:
Basement:
Full, Finished, Walk-Out Access, Bulkhead
Laundry:
In Basement, Electric Dryer Hookup, Washer Hookup
Security:
Construction & Materials
Style:
Colonial
Year Built:
1962
Structure Type:
Exterior Materials:
Frame
Roof:
Shingle
Foundation:
Concrete Perimeter
Heating, Cooling & Utilities
Heating:
Baseboard, Oil, Ductless
Cooling:
Central Air
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Patio, Rain Gutters, Storage, Sprinkler System
Patio & Porch:
Patio
Fencing:
Other Structures:
Lot Features:
Road Surface:
Paved
Parking & Garage
Garage Spaces:
2
Garage Type:
Attached
Total Parking Spaces:
6
Parking Features:
Attached, Paved Drive, Off Street, Paved
Special Features
Fireplaces:
2
Fireplace Type:
Living Room
Community Amenities:
Park, Walk/Jog Trails, Golf, Conservation Area, Highway Access, House of Worship, Public School
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+
Ambrose Elementary School
0.7 mi
|
#13 of 825
|
Score: 65.8
Improved 34 spots from last year
+7.6 above state avg
377 students
Moderate
Rising School
Strong Attendance
Grades K-05
A+
Vinson-Owen Elementary School
0.7 mi
|
#46 of 825
|
Score: 62.7
Improved 106 spots from last year
+4.5 above state avg
387 students
Diverse
Rising School
Strong Attendance
Grades PK-05
A+
Lynch Elementary School
1.7 mi
|
#87 of 825
|
Score: 59.9
Dropped 5 spots from last year
+1.7 above state avg
472 students
Diverse
Diverse Student Body
Strong Attendance
Grades PK-05
Children's Own School
1.8 mi
Grades PK-K
A+
Lincoln Elementary School
1.9 mi
|
#73 of 825
|
Score: 60.6
Dropped 28 spots from last year
+2.4 above state avg
338 students
Moderate
Strong Attendance
Grades K-05
Creative Corner School Inc
2.0 mi
Grades PK-K
St. Mary Elementary School
2.1 mi
Grades PK-05
A+
Muraco Elementary School
2.5 mi
|
#64 of 825
|
Score: 61.2
Improved 60 spots from last year
+3 above state avg
296 students
Diverse
Rising School
Strong Attendance
Grades K-05
Middle Schools
1 school
A+
McCall Middle School
1.8 mi
|
#15 of 352
|
Score: 62.8
Dropped 2 spots from last year
+4.6 above state avg
1,053 students
Diverse
Strong Attendance
Grades 06-08
High Schools
1 school
A+
Winchester High School
2.1 mi
|
#16 of 346
|
Score: 74.0
Improved 19 spots from last year
+15.8 above state avg
1,418 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 Calculator
Monthly Payment
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Principal, interest, taxes & insurance
Loan Amount
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After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%
Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$1,699
Homeowners Insurance
$200
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
$0
Total principal paid
$0
Total interest paid
$0
Rate Impact
-0.5% Rate
$0/mo
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Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.
Location
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Neighborhood
26 Mayflower Road, Winchester MA 01890
Winchester, MA 01890
Listing Information
Listing Agent
Nicole M. Condon
Listing Office
The Simply Sold Realty Co.
Office Phone
508-807-5394
Agent MLS ID
A8001397
Office MLS ID
AN6399
Listing Data Updated
Sep 29, 2026 7:42 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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