Off Market Apr 2010 for $692K

$1,705,310

•

2,485

sq ft

14 Dennett Rd, Winchester, MA 01890

About this home

Split entry Home 4 bed 2.5 bath 2 car garage walk out to fireplaced family room next to 1st floor bedroom. Main level 3 bedrooms formal living room Formal Dining room eat in kitchen deck fully appliance d kitchen . Scenic views overlooking Dennett field town maintained park .Abuts middle sex fells reservation . On Cull DE sac dead end . Great spot to grow up walk the nature trails mountain bike trails . One of top rated school systems in Boston is Here Winchester schools.Well kept home.

Single-familyProperty Type

1969Year Built

0.34 acresLot Size

$686Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Christopher D'Errico • Greater Boston Properties, Inc

Bought with Christopher D'Errico • Greater Boston Properties, Inc

Redfin checked: 2 minutes ago

•Source:MLS PIN #71043017

Redfin Estimate

$1,705,310

$1.0M since sold in April 2010$19K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 6.4% higher than the average sale price ($1.60M) of 6 comparable homes.

SOLD APR 30, 2026
$1,560,000
A
4 beds2.5 baths2,578 sq ft
17 Cranston Rd, Winchester, MA 01890
BOUGHT WITH REDFIN JUL 13, 2026
$2,150,000
B
5 beds3 baths3,136 sq ft
22 Hollywood Rd, Winchester, MA 01890
SOLD OCT 9, 2025
$1,500,000
C
3 beds2.5 baths2,283 sq ft
17 Dennett Rd, Winchester, MA 01890
SOLD JUN 1, 2026
$1,607,000
D
4 beds2.5 baths3,298 sq ft
6 Oakland Cir, Winchester, MA 01890
SOLD MAR 25, 2026
$1,470,000
E
3 beds2.5 baths2,370 sq ft
2 Canterbury Rd, Winchester, MA 01890
SOLD APR 22, 2026
$1,325,000
F
3 beds2.5 baths2,153 sq ft
6 Marchant Rd, Winchester, MA 01890

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Sell

$1,286,795

Est. take-home

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$5,126/mo

Redfin rental estimate

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Market trends in 01890, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.1%

+0.0% MoM

Median sale price

$1.4M

$57K MoM

Avg. days on market

20d

0 days MoM

Recently sold homes

14 MoM

New listings for sale

OPEN TODAY, 5PM TO 6:30PM
$1,699,000
5 beds3.5 baths3,180 sq ft
30 Farrow St, Winchester, MA 01890
$1,098,000
3 beds1.5 baths1,657 sq ft
17 Russell Rd, Winchester, MA 01890
OPEN SUN, 12PM TO 1:30PM
$1,999,000
4 beds2.5 baths3,757 sq ft
85 High St, Winchester, MA 01890
EARLY ACCESS
Unknown
3 beds3 baths5,127 sq ft
187 High St, Winchester, MA 01890
$949,999
4 beds2 baths2,326 sq ft
96 Loring Ave, Winchester, MA 01890
$3,199,000
5 beds4.5 baths5,406 sq ft
10 Rangeley Rd, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 14 Dennett Rd

Year

Property tax

Land + Additions

Assessment*

2025

$15,754 (+3.3%)

$1,022,000 + $398,600

$1,420,600

2024

$15,251 (+9.1%)

$949,000 + $397,100

$1,346,100

2023

$13,978 (+0.5%)

$949,000 + $397,100

$1,346,100

2022

$13,912 (+10.2%)

$766,500 + $345,600

$1,112,100

2021

$12,630 (+7.5%)

$638,800 + $345,600

$984,400

2020

$11,744 (+8.4%)

$602,300 + $345,600

$947,900

2019

$10,836 (+3.4%)

$529,300 + $365,500

$894,800

2018

$10,482 (+5.0%)

$499,100 + $360,800

$859,900

2017

$9,980 (+6.0%)

$469,900 + $342,800

$812,700

2016

$9,416 (+6.9%)

$469,900 + $336,300

$806,200

2015

$8,811 (+7.5%)

$427,100 + $298,700

$725,800

2014

$8,199 (+2.1%)

$355,900 + $291,700

$647,600

2013

$8,032 (+1.7%)

$355,900 + $273,100

$629,000

2012

$7,894 (+3.7%)

$355,900 + $273,100

$629,000

2011

$7,611 (−0.5%)

$355,900 + $273,100

$629,000

2010

$7,650 (+2.1%)

$381,400 + $283,200

$664,600

2009

$7,490

$381,400 + $283,200

$664,600

Tax history for 14 Dennett Rd

Year

Property tax

Land + Additions

Assessment*

2025

$15,754 (+3.3%)

$1,022,000 + $398,600

$1,420,600

2024

$15,251 (+9.1%)

$949,000 + $397,100

$1,346,100

2023

$13,978 (+0.5%)

$949,000 + $397,100

$1,346,100

2022

$13,912 (+10.2%)

$766,500 + $345,600

$1,112,100

2021

$12,630 (+7.5%)

$638,800 + $345,600

$984,400

2020

$11,744 (+8.4%)

$602,300 + $345,600

$947,900

2019

$10,836 (+3.4%)

$529,300 + $365,500

$894,800

2018

$10,482 (+5.0%)

$499,100 + $360,800

$859,900

2017

$9,980 (+6.0%)

$469,900 + $342,800

$812,700

2016

$9,416 (+6.9%)

$469,900 + $336,300

$806,200

2015

$8,811 (+7.5%)

$427,100 + $298,700

$725,800

2014

$8,199 (+2.1%)

$355,900 + $291,700

$647,600

2013

$8,032 (+1.7%)

$355,900 + $273,100

$629,000

2012

$7,894 (+3.7%)

$355,900 + $273,100

$629,000

2011

$7,611 (−0.5%)

$355,900 + $273,100

$629,000

2010

$7,650 (+2.1%)

$381,400 + $283,200

$664,600

2009

$7,490

$381,400 + $283,200

$664,600

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

0.34 Acres

Year renovated

—

Sq. Ft.

2,485

Year built

1969

Style

Single Family Residential

County

Middlesex County

APN

1486349S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 30, 2026.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 8
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Paved Drive, Off Street, Paved

Interior

Bedroom Information
Main Level Bedrooms: 2

Master Bedroom Information
Area: 221
Length: 17
Width: 13
Level: Main,Second
Features: Bathroom - Full,Flooring - Wall to Wall Carpet,Closet

Bedroom #2 Information
Area: 154
Length: 14
Width: 11
Level: Main,Second
Features: Closet

Bedroom #3 Information
Area: 144
Length: 12
Width: 12
Level: Second
Features: Flooring - Wall to Wall Carpet,Closet

Bedroom #4 Information
Area: 187
Length: 17
Width: 11
Level: First
Features: Bathroom - Half,Flooring - Wall to Wall Carpet,Closet

Bathroom Information
# of Bathrooms (Full): 2
# of Bathrooms (Half): 1

Bathroom #1 Information
Area: 30
Length: 6
Width: 5
Level: Second
Features: Bathroom - Full,Flooring - Stone/Ceramic Tile

Bathroom #2 Information
Area: 72
Length: 12
Width: 6
Level: Second
Features: Flooring - Stone/Ceramic Tile

Bathroom #3 Information
Area: 30
Length: 6
Width: 5
Level: First
Features: Bathroom - Half

Living Room Information
Area: 304
Length: 19
Width: 16
Level: Main,Second
Features: Flooring - Wall to Wall Carpet,Window(s) - Bay/Bow/Box

Family Room Information
Area: 299
Length: 23
Width: 13
Level: First
Features: Bathroom - Half,Wood / Coal / Pellet Stove,Window(s) - Bay/Bow/Box,Closet

Dining Room Information
Area: 144
Length: 12
Width: 12
Level: Main,Second
Features: Flooring - Wall to Wall Carpet,Window(s) - Bay/Bow/Box

Kitchen Information
Area: 192
Length: 16
Width: 12
Level: Main,Second
Features: Bathroom - Full,Dining Area,Flooring - Vinyl

Basement Information
Basement: Full, Finished, Walk-Out Access, Garage Access

Laundry Information
Laundry Dimen: 14X10
Laundry Features: First Floor

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2
Fireplace Features: Family Room, Living Room

Interior Features
# of Rooms (Total): 9
Door Features: Insulated Doors
Window Features: Storm Window(s)
Flooring: Tile, Vinyl, Carpet
Interior Features: Walk-In Closet(s), Entrance Foyer

Exterior

Building Information
Building Area (Total): 2,485
Foundation Area: 1,580
Foundation Details: Concrete Perimeter, Brick/Mortar
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual

Exterior Features
Roof: Shingle
Patio And Porch Features: Deck, Deck - Wood
Exterior Features: Deck, Professional Landscaping, Deck - Wood

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.34
Lot Features: Cul-De-Sac
ViewYN: Has View
View: Scenic View(s)
Frontage Length: 101
Road Surface Type: Paved
Road Frontage Type: Public, Dead End
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $7,650
Tax Year: 2010

Utilities

Utility Information
Sewer: Public Sewer, City/Town Sewer
Water Source: Public, City/Town Water

Heating & Cooling
Has Heating
Has Cooling
Heating: Electric
Cooling: Wall Unit(s), Whole House Fan

Location

Location Information
Directions: Rt 93 exit 33a south border right lights highland left pirpont left Hollywood right Dennet rd
UnparsedAddress: 14 Dennett Rd, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Public School, T-Station

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 2,485
Stories: 1.0
Lot Size: 0.34 acres
Style: Single Family Residential
Year Built: 1969
Year Renovated: —
County: Middlesex County
APN: 1486349S

Home facts updated by county records on Jul 30, 2026

Other

Miscellaneous Information
Heat Zones: 7

Listing Information
Exclusions: Washer And Dryer /And Chattels
StandardStatus: Closed

Around this home

Schools

Lincoln Elementary School

Public K-5 • Assigned • 0.9mi

9/10

McCall Middle School

Public 6-8 • Assigned • 0.9mi

9/10

Winchester High School

Public 9-12 • Assigned • 1.2mi

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

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 days above 97° expected this year, 14 days in 30 years

6/10 Wind Factor

50% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 3 days in 30 years

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

In this area, properties receive around 9.2 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9.2 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.62M – $1.96M

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Home values near 14 Dennett Rd

Data from public records.

Address	Redfin Estimate
3 Dennett Rd, Winchester, MA 4 Beds \| 2.5 Baths \| 2128 Sq. Ft.	$1,628,332
17 Dennett Rd, Winchester, MA 3 Beds \| 2.5 Baths \| 2283 Sq. Ft.	$1,795,758

Address	Redfin Estimate
5 Dennett Rd, Winchester, MA 4 Beds \| 4.5 Baths \| 3555 Sq. Ft.	$1,825,652
19 Dennett Rd, Winchester, MA 4 Beds \| 3 Baths \| 2706 Sq. Ft.	$1,770,888

Address	Redfin Estimate
7 Dennett Rd, Winchester, MA 4 Beds \| 3.5 Baths \| 3500 Sq. Ft.	$2,092,240
21 Dennett Rd, Winchester, MA 3 Beds \| 3.5 Baths \| 3429 Sq. Ft.	$1,797,846

Property information provided by MLS PIN when last listed in 2010. This data may not match . Learn more.

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