Google satellite image for 1608 Winchester Rd, Annapolis, MD 21409

Off Market Feb 1994 for $525K

$1,637,267

Est. refi paymentEst. refi $3,367/mo

—

•

4.5 ba

•

5,113

sq ft

1608 Winchester Rd, Annapolis, MD 21409

About this home

1608 Winchester Rd is a 5,113 square foot house on a 2.09 acre lot with 4.5 bathrooms. - it last sold on February 24, 1994 for $525,000. Based on Redfin's Annapolis data, we estimate the home's value is $1,637,267.

Single-familyProperty Type

1945Year Built

2.09 acresLot Size

$320Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,637,267

$1.1M since sold in February 1994$8,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.1% higher than the average sale price ($1.53M) of 6 comparable homes.

SOLD MAR 26, 2026
$1,139,400
A
5 beds4 baths3,660 sq ft
1635 Winchester Rd, Annapolis, MD 21409
SOLD NOV 20, 2025
$1,840,000
B
4 beds4 baths3,492 sq ft
413 Joyce Ln W, Arnold, MD 21012
SOLD JUN 5, 2026
$800,000
C
5 beds3.5 baths3,910 sq ft
1553 Ashcroft Ln, Arnold, MD 21012
SOLD JUN 8, 2026
$3,550,000
D
5 beds5 baths6,607 sq ft
6 Chase Rd, Annapolis, MD 21409
SOLD JUL 16, 2026
$780,000
E
4 beds3 baths2,707 sq ft
45 Sierra Ln, Arnold, MD 21012
SOLD JUN 9, 2026
$1,059,436
F
4 beds4 baths3,070 sq ft
357 Overlook Trl, Annapolis, MD 21401

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Earn from this home

Sell

$1,541,203

Est. take-home

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Refinance

Est. cash available

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Market trends in 21409, MD

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.4%

+0.6% MoM

Median sale price

$564K

$9K MoM

Avg. days on market

23d

4 days MoM

Recently sold homes

3 MoM

New listings for sale

COMING SOON
$425,000
4 beds2 baths1,431 sq ft
778 Windgate Dr, Annapolis, MD 21409
(443) 901-2200
OPEN SEP 13, 11AM TO 1PM
$1,285,000
4 beds2.5 baths3,182 sq ft
1610 Ridout Rd, Annapolis, MD 21409
(410) 280-5600
COMING SOON
$564,999
3 beds2 baths1,092 sq ft
1197 Carrs Rd, Annapolis, MD 21409
(410) 729-7700
$375,000
3 beds1.5 baths1,060 sq ft
463 Man-o-war Ct, Annapolis, MD 21409
(703) 378-8810
COMING SOON
$540,000
4 beds2 baths1,926 sq ft
1164 Latrobe Dr, Annapolis, MD 21409
(410) 224-3600
$585,000
3 beds2.5 baths2,050 sq ft
1055 Sun Valley Dr, Annapolis, MD 21409
(410) 260-2800
$1,199,500
5 beds4 baths5,086 sq ft
1711 Ritchie Hwy, Annapolis, MD 21409
(301) 970-2447
COMING SOON
$999,900
3 beds3 baths2,460 sq ft
19 W Severn Ridge Rd, Annapolis, MD 21409
(443) 292-6767
$425,000
4 beds3 baths1,670 sq ft
425 Blossom Tree Ct, Annapolis, MD 21409
(410) 224-3600
$364,000
3 beds1.5 baths1,120 sq ft
1503 Lodge Pole Ct, Annapolis, MD 21409
(410) 266-9005
See all

Provided by Redfin

Sale history for 1608 Winchester Rd

Year

Property tax

Land + Additions

Assessment*

2025

$8,742 (+2.2%)

2024

$8,557 (+2.3%)

2023

$8,369 (+6.4%)

$405,400 + $473,700

$879,100

2022

$7,865 (+0.8%)

$405,400 + $473,700

$879,100

2021

$7,800 (+2.7%)

$405,400 + $473,700

$879,100

2020

$7,594 (+2.2%)

$435,400 + $498,400

$933,800

2019

$7,434 (+5.4%)

2018

$7,054 (+1.2%)

$390,400 + $422,300

$812,700

2017

$6,972 (−1.7%)

$390,400 + $422,300

$812,700

2016

$7,091 (+0.1%)

$562,900 + $467,200

$1,030,100

2015

$7,083 (+1.2%)

$562,900 + $467,200

$1,030,100

2014

$6,998 (+2.4%)

2013

$6,832 (+4.0%)

2012

$6,572 (+4.8%)

2011

$6,269

2010

$6,269 (+10.3%)

2009

$5,685

Tax history for 1608 Winchester Rd

Year

Property tax

Land + Additions

Assessment*

2025

$8,742 (+2.2%)

2024

$8,557 (+2.3%)

2023

$8,369 (+6.4%)

$405,400 + $473,700

$879,100

2022

$7,865 (+0.8%)

$405,400 + $473,700

$879,100

2021

$7,800 (+2.7%)

$405,400 + $473,700

$879,100

2020

$7,594 (+2.2%)

$435,400 + $498,400

$933,800

2019

$7,434 (+5.4%)

2018

$7,054 (+1.2%)

$390,400 + $422,300

$812,700

2017

$6,972 (−1.7%)

$390,400 + $422,300

$812,700

2016

$7,091 (+0.1%)

$562,900 + $467,200

$1,030,100

2015

$7,083 (+1.2%)

$562,900 + $467,200

$1,030,100

2014

$6,998 (+2.4%)

2013

$6,832 (+4.0%)

2012

$6,572 (+4.8%)

2011

$6,269

2010

$6,269 (+10.3%)

2009

$5,685

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

Permits

Jun 17, 2009 • Final

Residential/commercial perc test

Grading

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Interior

Bathroom Information
# of Full Baths: 4
# of 1/2 Baths: 1

Heating & Cooling
Air Conditioning Type: Split System
Heating Type: Heat Pump

Fireplace Information
# of Fireplaces: 2
Fireplace Type: 2 Story
Has Fireplace

Exterior

Exterior Information
Building Construction Quality: Average
Exterior Wall: Wood Shake/Shingle
Building Type: Single Family

Pool Information
Pool Type: Vinyl
Has Pool

View Information
View: Water

Property Information
Living Sq. Ft: 5,113
Building Sq. Ft: 5,113
# of Stories: 2
Stories Type: 2 Story With Basement
Legal Description: 2.32 ACRES 1608 WINCHESTER RD COOL SPRING COVE

Lot Information
# of Buildings: 1
Land Sq. Ft: 91,040
Acres: 2.09
Zoning Code: R1
State Use Description: RESIDENTIAL

Utility Information
Sewer Type: Private
Water Service Type: Public

Financial

Assessor Information
Assessment Year: 2026
Tax District County: 3

Public facts

Beds: —
Baths: 4.5
Sq. Ft.: 5,113
Stories: 2.0
Lot Size: 2.09 acres
Style: Single Family Residential
Year Built: 1945
Year Renovated: —
County: Anne Arundel County
APN: 03 00011838728

Home facts updated by county records on Jul 17, 2026

Around this home

Schools

Arnold Elementary School

Public K-5 • Assigned • 1.3mi

10/10

Severn River Middle School

Public 6-8 • Assigned • 3.0mi

10/10

Broadneck High School

Public 9-12 • Assigned • 3.3mi

9/10

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

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

8/10 Heat Factor

7 days above 106° expected this year, 14 days in 30 years

6/10 Wind Factor

64% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Annapolis, MD • 21409

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 9.3 hours in June and 4.6 hours in December, which is comparable to the U.S. average for solar exposure.

9.3 hrs

4.6 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.56M – $1.88M

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New listings for sale in 21409

COMING SOON

$425,000

4 beds2 baths1,431 sq ft

778 Windgate Dr, Annapolis, MD 21409

(443) 901-2200

OPEN SEP 13, 11AM TO 1PM

$1,285,000

4 beds2.5 baths3,182 sq ft

1610 Ridout Rd, Annapolis, MD 21409

(410) 280-5600

COMING SOON

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3 beds2 baths1,092 sq ft

1197 Carrs Rd, Annapolis, MD 21409

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$375,000

3 beds1.5 baths1,060 sq ft

463 Man-o-war Ct, Annapolis, MD 21409

(703) 378-8810

COMING SOON

$540,000

4 beds2 baths1,926 sq ft

1164 Latrobe Dr, Annapolis, MD 21409

(410) 224-3600

$585,000

3 beds2.5 baths2,050 sq ft

1055 Sun Valley Dr, Annapolis, MD 21409

(410) 260-2800

$1,199,500

5 beds4 baths5,086 sq ft

1711 Ritchie Hwy, Annapolis, MD 21409

(301) 970-2447

COMING SOON

$999,900

3 beds3 baths2,460 sq ft

19 W Severn Ridge Rd, Annapolis, MD 21409

(443) 292-6767

$425,000

4 beds3 baths1,670 sq ft

425 Blossom Tree Ct, Annapolis, MD 21409

(410) 224-3600

Home values near 1608 Winchester Rd

Data from public records.

Address	Redfin Estimate
1601 Winchester Road, Annapolis, MD 3 Beds \| 3.5 Baths \| 1988 Sq. Ft.	$846,590
1614 Winchester Road, Annapolis, MD - Beds \| 3 Baths \| 2610 Sq. Ft.	$1,731,525

Address	Redfin Estimate
1616 Winchester Road, Annapolis, MD 5 Beds \| 4 Baths \| 4058 Sq. Ft.	$2,126,114
1604 Winchester Road, Annapolis, MD 7 Beds \| 10.5 Baths \| 35435 Sq. Ft.	$9,258,458

Address	Redfin Estimate
1612 Winchester Road, Annapolis, MD 5 Beds \| 5 Baths \| 3264 Sq. Ft.	$1,479,521
1618 Winchester Road, Annapolis, MD 3 Beds \| 1.5 Baths \| 1620 Sq. Ft.	$803,433

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 21409, MD

Sale history for 1608 Winchester Rd

Tax history for 1608 Winchester Rd

Permits

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 21409

Home values near 1608 Winchester Rd

More real estate resources