OFF MARKET

Off Market Mar 2021 for $2.8M

$3,437,563

Est. refi paymentEst. refi $3,299/mo

•

5,237

sq ft

14 Leslie Rd, Winchester, MA 01890

About this home

A rare opportunity for the discriminating buyer. Prominent builder’s own home, impeccably designed & beautifully sited on nearly a half-acre in Winchester’s coveted Ledgewood area. Casual elegance & luxury inside, extending to luscious outdoor areas with saltwater pool & Guest House. 7 fireplaces & much more! Open floor plan perfect for entertaining has a sun splashed chef’s kitchen, huge center island, top of the line appliances, & butler’s pantry. Distinctive millwork throughout. A front to back family room, mudroom and private office. Second floor has an exquisite 4-room owner’s suite w/vaulted ceilings and lavish spa bath; laundry, bath, 3 bedrooms, one ensuite. Lower level has media room, flex space & wine room. Backyard oasis w/pool, waterfall, built-in gas grill, & striking pergola with infrared heaters for the shoulder seasons. Stylish Guest House, great for guests or home office. 2 car detached garage/workshop with radiant heated floors! Extensive list of amenities available.

Single-familyProperty Type

2011Year Built

0.44 acresLot Size

$656Est. Price/Sq.Ft.

2 garage spacesParking

Listed by The Lorrie Parajeckas Group • Compass

Bought with Erica Lockberg • Berkshire Hathaway HomeServices Town and Country Real Estate

Redfin checked: 2 minutes ago

•Source:MLS PIN #72784280

Redfin Estimate

$3,437,563

$609K since sold in March 2021$1,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 130.5% higher than the average sale price ($1.49M) of 6 comparable homes.

BOUGHT WITH REDFIN JUL 27, 2026
$1,750,000
A
5 beds4.5 baths4,177 sq ft
77 Wolcott St, Medford, MA 02155
SOLD AUG 12, 2026
$1,450,000
B
4 beds5 baths3,600 sq ft
12 Powder House Rd Ext, Medford, MA 02155
SOLD MAY 21, 2026
$1,135,000
C
4 beds3 baths3,159 sq ft
65 Ripley Rd, Medford, MA 02155
SOLD JUL 29, 2026
$1,535,000
D
4 beds2.5 baths2,691 sq ft
375 Lawrence Rd, Medford, MA 02155
SOLD JUL 31, 2026
$1,149,000
E
5 beds4 baths2,790 sq ft
9 Grove St, Medford, MA 02155
SOLD AUG 17, 2026
$1,930,000
F
5 beds3.5 baths3,612 sq ft
48 Terrace Rd, Medford, MA 02155

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$1,244,197

Est. take-home

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Market trends in 01890, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.0%

0.9% MoM

Median sale price

$1.7M

$39K MoM

Avg. days on market

21d

3 days MoM

Recently sold homes

7 MoM

New listings for sale

3D WALKTHROUGH
$974,900
4 beds2.5 baths1,719 sq ft
258 Cross St, Winchester, MA 01890
$769,000
2 beds2 baths1,170 sq ft
666 Main St #310, Winchester, MA 01890
VIDEO TOUR
$775,000
3 beds2 baths1,643 sq ft
189 Washington St #2, Winchester, MA 01890
$1,599,000
5 beds2 baths2,944 sq ft
143 Arlington St, Winchester, MA 01890
$4,299,000
5 beds5.5 baths6,526 sq ft
4 Dartmouth, Winchester, MA 01890
$1,300,000
4 beds2.5 baths2,666 sq ft
465 Washington St, Winchester, MA 01890
$1,300,000
4 beds2.5 baths2,666 sq ft
465 Washington St #465, Winchester, MA 01890
$1,299,000
4 beds1.5 baths3,307 sq ft
253 Pond St, Winchester, MA 01890
$2,995,000
5 beds5.5 baths6,500 sq ft
8 Priscilla Ln, Winchester, MA 01890
$3,149,000
7 beds7.5 baths8,540 sq ft
37 Mayflower Rd, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 14 Leslie Rd

Date

Event

Price

MLS PIN #72784280

Mar 29, 2021

Sold

$2,829,000

$540/sq ft

Feb 17, 2021

Contingent

—

Feb 10, 2021

Listed

$2,750,000

$525/sq ft

MLS PIN #70895373

Aug 6, 2009

Sold

$825,000

$158/sq ft

Jul 27, 2009

Contingent

—

Jul 27, 2009

Relisted

—

Jul 26, 2009

Listing Removed

—

Apr 25, 2009

Price Changed

$899,000

$172/sq ft

Mar 30, 2009

Listed

$919,000

$175/sq ft

Public Records

May 4, 1987

Sold

$372,500

$71/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$33,704 (+5.2%)

$1,106,600 + $1,932,500

$3,039,100

2023

$32,043 (+8.9%)

$1,027,500 + $1,828,800

$2,856,300

2022

$29,419 (+0.7%)

$829,900 + $1,521,700

$2,351,600

2021

$29,209 (+14.0%)

$760,800 + $1,515,800

$2,276,600

2020

$25,625 (+7.4%)

$760,800 + $1,307,400

$2,068,200

2019

$23,849 (+2.6%)

$662,000 + $1,307,400

$1,969,400

2018

$23,249 (+1.8%)

$630,400 + $1,276,800

$1,907,200

2017

$22,840 (+6.9%)

$630,400 + $1,229,500

$1,859,900

2016

$21,363 (+1.8%)

$630,400 + $1,198,600

$1,829,000

2015

$20,991 (+2.9%)

$573,000 + $1,156,100

$1,729,100

2014

$20,398 (+7.0%)

$479,200 + $1,132,000

$1,611,200

2013

$19,055 (+55.9%)

$479,200 + $1,013,000

$1,492,200

2012

$12,221 (+12.2%)

$479,200 + $494,600

$973,800

2011

$10,889 (+10.5%)

$479,200 + $420,700

$899,900

2010

$9,854 (+2.1%)

$488,100 + $368,000

$856,100

2009

$9,648

$488,100 + $368,000

$856,100

Tax history for 14 Leslie Rd

Year

Property tax

Land + Additions

Assessment*

2025

$33,704 (+5.2%)

$1,106,600 + $1,932,500

$3,039,100

2023

$32,043 (+8.9%)

$1,027,500 + $1,828,800

$2,856,300

2022

$29,419 (+0.7%)

$829,900 + $1,521,700

$2,351,600

2021

$29,209 (+14.0%)

$760,800 + $1,515,800

$2,276,600

2020

$25,625 (+7.4%)

$760,800 + $1,307,400

$2,068,200

2019

$23,849 (+2.6%)

$662,000 + $1,307,400

$1,969,400

2018

$23,249 (+1.8%)

$630,400 + $1,276,800

$1,907,200

2017

$22,840 (+6.9%)

$630,400 + $1,229,500

$1,859,900

2016

$21,363 (+1.8%)

$630,400 + $1,198,600

$1,829,000

2015

$20,991 (+2.9%)

$573,000 + $1,156,100

$1,729,100

2014

$20,398 (+7.0%)

$479,200 + $1,132,000

$1,611,200

2013

$19,055 (+55.9%)

$479,200 + $1,013,000

$1,492,200

2012

$12,221 (+12.2%)

$479,200 + $494,600

$973,800

2011

$10,889 (+10.5%)

$479,200 + $420,700

$899,900

2010

$9,854 (+2.1%)

$488,100 + $368,000

$856,100

2009

$9,648

$488,100 + $368,000

$856,100

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

0.44 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Middlesex County

APN

1535654S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 11, 2026.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 4
Parking Features: Detached, Heated Garage, Storage, Workshop in Garage, Garage Faces Side, Insulated, Carriage Shed, Oversized, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Area: 490
Length: 35
Width: 14
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Vaulted Ceiling(s),Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Hardwood,French Doors,Recessed Lighting,Lighting - Pendant,Pocket Door

Bedroom #2 Information
Area: 228
Length: 12
Width: 19
Level: Second
Features: Bathroom - Full,Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Hardwood,Lighting - Pendant

Bedroom #3 Information
Area: 228
Length: 19
Width: 12
Level: Second
Features: Walk-In Closet(s),Flooring - Hardwood

Bedroom #4 Information
Area: 180
Length: 15
Width: 12
Level: Second
Features: Walk-In Closet(s),Flooring - Hardwood

Bedroom #5 Information
Area: 180
Length: 12
Width: 15
Level: First
Features: Bathroom - 3/4,Walk-In Closet(s),Flooring - Hardwood,Recessed Lighting

Bathroom Information
# of Bathrooms (Full): 4
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First
Features: Bathroom - Half,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid

Bathroom #2 Information
Level: Second
Features: Bathroom - Full,Bathroom - With Shower Stall,Bathroom - With Tub,Vaulted Ceiling(s),Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Stone/Ceramic Tile,Window(s) - Stained Glass,Countertops - Stone/Granite/Solid,Recessed Lighting,Pocket Door

Bathroom #3 Information
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid

Family Room Information
Area: 228
Length: 12
Width: 19
Level: First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Window(s) - Picture,Recessed Lighting

Dining Room Information
Area: 165
Length: 11
Width: 15
Level: First
Features: Closet,Flooring - Hardwood,Open Floorplan,Lighting - Pendant

Kitchen Information
Area: 399
Length: 21
Width: 19
Level: First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Pantry,Countertops - Stone/Granite/Solid,Kitchen Island,Wet Bar,Exterior Access,Open Floorplan,Recessed Lighting,Slider,Stainless Steel Appliances,Wine Chiller,Lighting - Pendant

Office Room Information
Area: 256
Length: 16
Width: 16
Level: First
Features: Flooring - Hardwood,Exterior Access,Recessed Lighting

Basement Information
Basement: Full, Finished, Walk-Out Access, Interior Entry

Laundry Information
Laundry Dimen: 8X12
Laundry Features: Ceiling - Cathedral, Closet/Cabinets - Custom Built, Flooring - Hardwood, Countertops - Upgraded, Gas Dryer Hookup, Recessed Lighting, Sink, Second Floor, Electric Dryer Hookup, Washer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 7
Fireplace Features: Dining Room, Family Room, Kitchen, Master Bedroom, Bedroom

Interior Features
# of Rooms (Total): 13
Door Features: French Doors, Pocket Door, Insulated Doors
Window Features: Skylight, Insulated Windows, Screens
Flooring: Wood, Tile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet
Interior Features: Recessed Lighting, Walk-In Closet(s), Closet/Cabinets - Custom Built, Storage, Cathedral Ceiling(s), Countertops - Stone/Granite/Solid, Wet Bar, Home Office-Separate Entry, Mud Room, Media Room, Bonus Room, Wine Cellar, Wet Bar, Finish - Sheetrock, Wired for Sound, Internet Available - Unknown

Exterior

Building Information
Building Area (Total): 5,237
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Owner
Year Built Details: Actual
Color: mahogany

Exterior Features
Fencing: Fenced/Enclosed, Fenced, Invisible
Roof: Shingle
Patio And Porch Features: Patio, Covered
Exterior Features: Patio, Covered Patio/Deck, Pool - Inground, Rain Gutters, Professional Landscaping, Sprinkler System, Screens, Fenced Yard, Guest House, Invisible Fence, Stone Wall, Outdoor Gas Grill Hookup

Pool Information
Has Private Pool
Pool Features: In Ground

Property Information
PropertySubType: Single Family Residence
Green Energy Efficient : Thermostat
Other Structures: Guest House

Lot Information
Lot Size (Acres): 0.44
Lot Features: Easements
Road Surface Type: Paved
Road Frontage Type: Private Road
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $25,625
Tax Year: 2020

Utilities

Utility Information
Utilities: for Gas Range, for Gas Oven, for Gas Dryer, for Electric Dryer, Washer Hookup, Icemaker Connection, Outdoor Gas Grill Hookup
Sewer: Public Sewer
Water Source: Public
Electric: 200+ Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Central, Forced Air, Radiant, Natural Gas, Hydro Air, Ductless, Fireplace
Cooling: Central Air, Heat Pump, Ductless

Location

Location Information
Directions: Main St to Lawson Rd, across Highland Ave to Lawson Rd Extension; left onto Leslie Rd.
UnparsedAddress: 14 Leslie Rd, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Walk/Jog Trails, Golf, Medical Facility, Highway Access, Public School

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 0.44 acres
Style: Other
Year Built: —
Year Renovated: —
County: Middlesex County
APN: 1535654S

Home facts updated by county records on Sep 10, 2026

Other

Miscellaneous Information
Heat Zones: 4

Listing Information
Exclusions: Car Lift In Garage Is Negotiable.
StandardStatus: Closed

Around this home

Schools

Lincoln Elementary School

Public K-5 • Assigned • 0.6mi

9/10

McCall Middle School

Public 6-8 • Assigned • 0.6mi

9/10

Winchester High School

Public 9-12 • Assigned • 0.9mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

2/10 Fire Factor

0.00% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 hot days expected this year, 14 days in 30 years

Wind Factor

We're working on getting current and accurate wind risk information for this home.

Air Factor

We're working on getting current and accurate air risk information for this home.

Provided by First Street

Historical weather

Winchester, MA • 01890

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$3.27M – $3.95M

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Nearby similar homes

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New listings for sale in 01890

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258 Cross St, Winchester, MA 01890

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VIDEO TOUR

$775,000

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189 Washington St #2, Winchester, MA 01890

$1,599,000

5 beds2 baths2,944 sq ft

143 Arlington St, Winchester, MA 01890

$4,299,000

5 beds5.5 baths6,526 sq ft

4 Dartmouth, Winchester, MA 01890

$1,300,000

4 beds2.5 baths2,666 sq ft

465 Washington St, Winchester, MA 01890

$1,300,000

4 beds2.5 baths2,666 sq ft

465 Washington St #465, Winchester, MA 01890

$1,299,000

4 beds1.5 baths3,307 sq ft

253 Pond St, Winchester, MA 01890

$2,995,000

5 beds5.5 baths6,500 sq ft

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Home values near 14 Leslie Rd

Data from public records.

Address	Redfin Estimate
11 Leslie Rd, Winchester, MA 4 Beds \| 3 Baths \| 4300 Sq. Ft.	$3,116,736
23 Leslie Rd, Winchester, MA 5 Beds \| 2 Baths \| 3191 Sq. Ft.	$1,795,604

Address	Redfin Estimate
17 Leslie Rd, Winchester, MA 7 Beds \| 6 Baths \| 6881 Sq. Ft.	$2,907,725
16 Leslie Rd, Winchester, MA 4 Beds \| 1.5 Baths \| 1831 Sq. Ft.	$2,435,452

Address	Redfin Estimate
21 Leslie Rd, Winchester, MA 4 Beds \| 4 Baths \| 3750 Sq. Ft.	$2,408,044
4 Leslie Rd, Winchester, MA 5 Beds \| 3.5 Baths \| 2860 Sq. Ft.	$2,314,675

Property information provided by MLS PIN when last listed in 2021. This data may not match . Learn more.

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