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18 Grayson Rd, Winchester MA 01890 - Preview 1 18 Grayson Rd, Winchester MA 01890 - Preview 2 18 Grayson Rd, Winchester MA 01890 - Preview 3 18 Grayson Rd, Winchester MA 01890 - Preview 4 18 Grayson Rd, Winchester MA 01890 - Preview 5 18 Grayson Rd, Winchester MA 01890 - Preview 6 18 Grayson Rd, Winchester MA 01890 - Preview 7 18 Grayson Rd, Winchester MA 01890 - Preview 8 18 Grayson Rd, Winchester MA 01890 - Preview 9 18 Grayson Rd, Winchester MA 01890 - Preview 10 18 Grayson Rd, Winchester MA 01890 - Preview 11 18 Grayson Rd, Winchester MA 01890 - Preview 12 18 Grayson Rd, Winchester MA 01890 - Preview 13 18 Grayson Rd, Winchester MA 01890 - Preview 14 18 Grayson Rd, Winchester MA 01890 - Preview 15 18 Grayson Rd, Winchester MA 01890 - Preview 16 18 Grayson Rd, Winchester MA 01890 - Preview 17 18 Grayson Rd, Winchester MA 01890 - Preview 18 18 Grayson Rd, Winchester MA 01890 - Preview 19 18 Grayson Rd, Winchester MA 01890 - Preview 20 18 Grayson Rd, Winchester MA 01890 - Preview 21 18 Grayson Rd, Winchester MA 01890 - Preview 22 18 Grayson Rd, Winchester MA 01890 - Preview 23 18 Grayson Rd, Winchester MA 01890 - Preview 24 18 Grayson Rd, Winchester MA 01890 - Preview 25 18 Grayson Rd, Winchester MA 01890 - Preview 26 18 Grayson Rd, Winchester MA 01890 - Preview 27 18 Grayson Rd, Winchester MA 01890 - Preview 28 18 Grayson Rd, Winchester MA 01890 - Preview 29 18 Grayson Rd, Winchester MA 01890 - Preview 30 18 Grayson Rd, Winchester MA 01890 - Preview 31 18 Grayson Rd, Winchester MA 01890 - Preview 32 18 Grayson Rd, Winchester MA 01890 - Preview 33 18 Grayson Rd, Winchester MA 01890 - Preview 34 18 Grayson Rd, Winchester MA 01890 - Preview 35 18 Grayson Rd, Winchester MA 01890 - Preview 36 18 Grayson Rd, Winchester MA 01890 - Preview 37
18 Grayson Rd, Winchester MA 01890 - Preview 1 18 Grayson Rd, Winchester MA 01890 - Preview 2 18 Grayson Rd, Winchester MA 01890 - Preview 3 18 Grayson Rd, Winchester MA 01890 - Preview 4 18 Grayson Rd, Winchester MA 01890 - Preview 5 18 Grayson Rd, Winchester MA 01890 - Preview 6 18 Grayson Rd, Winchester MA 01890 - Preview 7 18 Grayson Rd, Winchester MA 01890 - Preview 8 18 Grayson Rd, Winchester MA 01890 - Preview 9 18 Grayson Rd, Winchester MA 01890 - Preview 10 18 Grayson Rd, Winchester MA 01890 - Preview 11 18 Grayson Rd, Winchester MA 01890 - Preview 12 18 Grayson Rd, Winchester MA 01890 - Preview 13 18 Grayson Rd, Winchester MA 01890 - Preview 14 18 Grayson Rd, Winchester MA 01890 - Preview 15 18 Grayson Rd, Winchester MA 01890 - Preview 16 18 Grayson Rd, Winchester MA 01890 - Preview 17 18 Grayson Rd, Winchester MA 01890 - Preview 18 18 Grayson Rd, Winchester MA 01890 - Preview 19 18 Grayson Rd, Winchester MA 01890 - Preview 20 18 Grayson Rd, Winchester MA 01890 - Preview 21 18 Grayson Rd, Winchester MA 01890 - Preview 22 18 Grayson Rd, Winchester MA 01890 - Preview 23 18 Grayson Rd, Winchester MA 01890 - Preview 24 18 Grayson Rd, Winchester MA 01890 - Preview 25 18 Grayson Rd, Winchester MA 01890 - Preview 26 18 Grayson Rd, Winchester MA 01890 - Preview 27 18 Grayson Rd, Winchester MA 01890 - Preview 28 18 Grayson Rd, Winchester MA 01890 - Preview 29 18 Grayson Rd, Winchester MA 01890 - Preview 30 18 Grayson Rd, Winchester MA 01890 - Preview 31 18 Grayson Rd, Winchester MA 01890 - Preview 32 18 Grayson Rd, Winchester MA 01890 - Preview 33 18 Grayson Rd, Winchester MA 01890 - Preview 34 18 Grayson Rd, Winchester MA 01890 - Preview 35 18 Grayson Rd, Winchester MA 01890 - Preview 36 18 Grayson Rd, Winchester MA 01890 - Preview 37

18 Grayson Rd, Winchester MA 01890

Winchester, MA 01890 • Winchester Highlands
$1,699,000
Est. $10,051/month
3
Beds
2.5
Baths
2,992
Sq Ft
$568
Price/Sq Ft
0.16
Acres
1931
Year Built
1
Garage Space
Single Family Residence
Type
13
Days on Market
Pending Listed May 29, 2026 • MLS# 73526595 Copied! • Updated Jun 12, 2026

About this home

OPEN HOUSES ONLY Discover this meticulously maintained 3 bed colonial just steps from Muraco Elementary and the Middlesex Fells. Rich hardwood floors flow through the formal dining room into the oversized, fireplaced living room ideal for entertaining. The beautifully appointed kitchen features a sunny breakfast area with access to a private deck. Upstairs, you'll find 2 spacious bedrooms and a primary suite that boasts a walk-in closet and a stunning en-suite bath with clawfoot tub. From the driveway, enter a newly renovated basement space including mudroom and ample flex space for exercise room or media/play space. Recent updates include a new furnace, water heater and expanded driveway to accommodate additional parking spaces. 1 car garage. Central air, insulated windows and doors, and a programmable thermostat to reduce annual energy costs. Fabulous location, steps from the Tri-Community bike path, hiking trails, Leonard Field, playgrounds and tennis courts

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Recently Sold Nearby

Property History

Market Insights

Property Timeline

👁️
Showing Instructions Updated
Jun 4, 2026
New showing requirements
📋
Status: Active under contract
Jun 4, 2026
Active → Active Under Contract
⏳
Pending Sale
Jun 3, 2026
Offer accepted, sale pending
👁️
Showing Instructions Updated
May 29, 2026
New showing requirements
🏠
Listed for Sale
May 29, 2026
$1,699,000
Original listing
Agent: Andersen Group Realty Office: Keller Williams Realty Boston Northwest

Tax History

Year Taxes Assessment
2026 $15,119 $1,388,500

Financial Details

Annual Property Tax
$15,119
Tax Year 2026
Assessed Value
$1,388,500

Facts & Features

1 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 1931
Living Area 2,992 sq ft
Lot Size 0.16 acres
Bedrooms 3
Full Baths 2
Half Baths 1
Total Rooms 8

Interior

Heating Forced Air, Natural Gas
Cooling Central Air, Dual
Flooring Wood, Tile
Appliances Gas Water Heater, Water Heater, Dishwasher, Disposal, Refrigerator, Range, Plumbed For Ice Maker
Fireplace Living Room
Fireplaces 1
Basement Partially Finished
Laundry Laundry Chute, Electric Dryer Hookup, Washer Hookup
Features None

Exterior

Construction Frame
Architecture Colonial
Roof Shingle
Features Permeable Paving, Deck, Deck - Vinyl, Deck - Composite, Rain Gutters, Storage, Sprinkler System, Garden
Pool None
Spa None
Fencing None
Patio/Porch Deck, Deck - Vinyl, Deck - Composite
Garage Spaces 1
Has Garage Yes
Features Attached, Paved Drive, Off Street, Paved
Total Spaces 4
Electric 220 Volts, Circuit Breakers
Water Public
Sewer Public Sewer
Gas None
Other For Gas Range, For Electric Range, For Electric Dryer, Washer Hookup, Icemaker Connection
Annual Tax $15,119
Assessed Value $1,388,500
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures None
Exclusions Tv By Fireplace
Possession None
Accepted Financing None
Structure Type []
House Color White
Sq Ft Source Public Record
Documents None
County Middlesex
Total market time (incl. prior listings) 14 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1931
Bedrooms
3
Full Bathrooms
2
Half Bathrooms
1
Living Area
2,992 sq ft
Total Rooms
8

Room Details

Other Floor

Bathroom1
Bathroom - Full
Bedroom5
Bedroom4
Bedroom3
Flooring - Hardwood
Dining Room
Flooring - Hardwood, Beadboard
Kitchen
Lighting - Pendant
Bathroom2
Bathroom - Full
Bedroom2
Flooring - Hardwood
Living Room
Flooring - Hardwood
Bathroom3
Bathroom - Half
Master Bedroom
Bathroom - Full, Walk-In Closet(s)
Office
Family Room
Flooring - Hardwood
Master Bathroom
Yes

Interior Features

Flooring: Wood, Tile
Appliances: Gas Water Heater, Water Heater, Dishwasher, Disposal, Refrigerator, Range, Plumbed For Ice Maker
Interior Features:
Windows: Insulated Windows
Basement: Partially Finished
Laundry: Laundry Chute, Electric Dryer Hookup, Washer Hookup
Security:

Construction & Materials

Style: Colonial
Year Built: 1931
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Forced Air, Natural Gas
Heating Zones: 3
Cooling: Central Air, Dual
Cooling Zones: 2
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features: Thermostat

Exterior & Lot

Exterior Features: Permeable Paving, Deck, Deck - Vinyl, Deck - Composite, Rain Gutters, Storage, Sprinkler System, Garden
Patio & Porch: Deck, Deck - Vinyl, Deck - Composite
Fencing:
Other Structures:
Lot Features: Level
Road Surface:

Parking & Garage

Garage Spaces: 1
Garage Type: Attached
Total Parking Spaces: 4
Parking Features: Attached, Paved Drive, Off Street, Paved

Special Features

Fireplaces: 1
Fireplace Type: Living Room
Community Amenities: Public Transportation, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Public School
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
E

Elementary Schools

10 schools
The Wilder School
< 0.1 mi
Grades K-12
Acera School
0.5 mi
Grades K-08
A+
Muraco Elementary School
0.3 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
St. Mary Elementary School
0.7 mi
Grades PK-05
A+
Lincoln Elementary School
1.0 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
1.1 mi
Grades PK-K
A
Lynch Elementary School
1.3 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
1.8 mi
Grades PK-K
A+
Ambrose Elementary School
2.1 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+
Vinson-Owen Elementary School
2.7 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
M

Middle Schools

1 school
A+
McCall Middle School
1.1 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
H

High Schools

1 school
A+
Winchester High School
0.7 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
School data provided by BMN Schools

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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,260
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

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Payment Over Time

Interest
Principal
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

Winchester Highlands

18 Grayson Rd, Winchester MA 01890

Winchester, MA 01890

Listing Information

Listing Agent Andersen Group Realty
Listing Office Keller Williams Realty Boston Northwest
Office Phone 781-862-2800
Agent MLS ID TM309803
Office MLS ID AN2627
Listing Data Updated Jun 12, 2026 11:45 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

Contact Us

Steven Novak
Steven Novak
BMN Boston Real Estate
(617) 955-2224 mail@steve-novak.com
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BMN Boston Real Estate

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