Google satellite image for 3 S Winchester Rd, Annapolis, MD 21409

Off Market Apr 2007 for $2.5M

$3,623,017

Est. refi paymentEst. refi $17,016/mo

—

•

6 ba

•

11,398

sq ft

3 S Winchester Rd, Annapolis, MD 21409

About this home

3 S Winchester Rd is a 11,398 square foot house on a 5.69 acre lot with 6 bathrooms. - it last sold on April 03, 2007 for $2,585,000. Based on Redfin's Annapolis data, we estimate the home's value is $3,623,017.

Single-familyProperty Type

2009Year Built

5.69 acresLot Size

$318Est. Price/Sq.Ft.

1 spaceParking

Source:Public Records

Redfin Estimate

$3,623,017

$1.0M since sold in April 2007$363K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 229.8% higher than the average sale price ($1.10M) of 6 comparable homes.

SOLD JUL 17, 2026
$765,000
A
4 beds2 baths2,464 sq ft
25 Cascade Rd, Arnold, MD 21012
SOLD JUL 22, 2026
$775,000
B
3 beds2.5 baths2,282 sq ft
1740 Long Green Dr, Annapolis, MD 21409
SOLD JUL 10, 2026
$819,000
C
3 beds2 baths1,765 sq ft
1915 Dulaney Pl, Annapolis, MD 21409
SOLD SEP 2, 2026
$900,000
D
3 beds1.5 baths1,930 sq ft
8 Brice Rd, Annapolis, MD 21409
SOLD NOV 12, 2025
$1,600,000
E
3 beds2.5 baths2,876 sq ft
214 Wardour Dr, Annapolis, MD 21401
SOLD JUL 10, 2026
$1,733,000
F
4 beds2.5 baths3,414 sq ft
1924 Thomas Dr, Annapolis, MD 21409

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Earn from this home

Sell

$2,400,971

Est. take-home

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Refinance

Est. cash available

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Rent

$7,845/mo

Redfin rental estimate

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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

100.1%

0.2% MoM

Median sale price

$652K

$22K MoM

Avg. days on market

31d

6 days MoM

Recently sold homes

7 MoM

New listings for sale

COMING SOON
$599,000
4 beds2 baths1,754 sq ft
626 Edwards Rd, Annapolis, MD 21409
(443) 906-3848
COMING SOON
$1,105,000
5 beds4.5 baths4,484 sq ft
507 Sunwood Ln, Annapolis, MD 21409
(410) 465-8300
$699,000
2 beds2 baths1,723 sq ft
78 Old Mill Bottom Rd N #311, Annapolis, MD 21409
(703) 378-8810
$564,999
3 beds2 baths1,392 sq ft
1197 Carrs Rd, Annapolis, MD 21409
(410) 729-7700
COMING SOON
$925,000
4 beds3.5 baths3,004 sq ft
1422 Bay Head Rd, Annapolis, MD 21409
(301) 702-4200
$424,800
2 beds2 baths1,210 sq ft
78 Old Mill Bottom Rd N #209, Annapolis, MD 21409
(703) 242-0005
LISTED BY REDFIN
$575,000
4 beds2 baths1,828 sq ft
1178 Glenwood Dl, Annapolis, MD 21409
$414,900
3 beds3 baths1,672 sq ft
311 Sloping Woods Ct, Annapolis, MD 21409
(410) 263-8686
$1,285,000
4 beds2.5 baths3,182 sq ft
1610 Ridout Rd, Annapolis, MD 21409
(410) 280-5600
$999,900
3 beds3 baths2,460 sq ft
19 W Severn Ridge Rd, Annapolis, MD 21409
(443) 292-6767
See all

Provided by Redfin

Sale history for 3 S Winchester Rd

** Price available after signing in.

Year

Property tax

Land + Additions

Assessment*

2025

$47,768 (+2.1%)

2024

$46,776 (+2.1%)

2023

$45,802 (+6.3%)

$2,584,400 + $2,128,100

$4,712,500

2022

$43,075 (+1.8%)

2021

$42,326 (+2.1%)

2020

$41,448 (+2.0%)

$2,484,400 + $2,127,500

$4,611,900

2019

$40,626 (+5.4%)

2018

$38,559 (+2.0%)

$2,384,400 + $2,022,900

$4,407,300

2017

$37,798 (+3.5%)

2016

$36,503 (−1.8%)

$1,413,000 + $2,062,900

$3,475,900

2015

$37,164 (−0.6%)

$1,413,000 + $2,062,900

$3,475,900

2014

$37,374 (−10.6%)

2013

$41,826 (+3.1%)

2012

$40,569 (+3.2%)

2011

$39,325

2010

$39,325 (+90.0%)

2009

$20,702

Tax history for 3 S Winchester Rd

Year

Property tax

Land + Additions

Assessment*

2025

$47,768 (+2.1%)

2024

$46,776 (+2.1%)

2023

$45,802 (+6.3%)

$2,584,400 + $2,128,100

$4,712,500

2022

$43,075 (+1.8%)

2021

$42,326 (+2.1%)

2020

$41,448 (+2.0%)

$2,484,400 + $2,127,500

$4,611,900

2019

$40,626 (+5.4%)

2018

$38,559 (+2.0%)

$2,384,400 + $2,022,900

$4,407,300

2017

$37,798 (+3.5%)

2016

$36,503 (−1.8%)

$1,413,000 + $2,062,900

$3,475,900

2015

$37,164 (−0.6%)

$1,413,000 + $2,062,900

$3,475,900

2014

$37,374 (−10.6%)

2013

$41,826 (+3.1%)

2012

$40,569 (+3.2%)

2011

$39,325

2010

$39,325 (+90.0%)

2009

$20,702

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

Permits

Oct 23, 2023 • Final

Residential accessory structure

Install a stone revetment.

Grading

Sep 16, 2022 • Final

Plumbing

Water heater

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

Basement Information
Basement Sq. Ft: 2,900
Basement Finish: Finished
Basement Type: Finished

Bathroom Information
# of Full Baths: 5
# of 1/2 Baths: 2

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

Fireplace Information
# of Fireplaces: 4
Fireplace Type: 1 Story Stone
Has Fireplace

Exterior

Exterior Information
Building Construction Quality: Luxury
Exterior Wall: Aluminum/Vinyl
Building Type: Single Family

Pool Information
Pool Type: Concrete
Has Pool

Property Information
Subdivision Name: HAMMONDS SECURITY
Living Sq. Ft: 11,398
Building Sq. Ft: 12,302
# of Stories: 2.5
Stories Type: 2 1/2 Story With Basement
Legal Description: 5.696 ACRES 3 SOUTH WINCHESTER RD ON SEVERN RIVER

Parking & Garage Information
Parking Type: Attached Frame Garage
Garage/Parking Sq. Ft: 904
Garage / Carport Type: Attached Frame

Lot Information
# of Buildings: 2
Land Sq. Ft: 247,856
Legal Lot Number: R
Acres: 5.69
Zoning Code: RLD
State Use Description: RESIDENTIAL

Location Information
Parcel Location Influence: Waterfront

Utility Information
Sewer Type: Private
Water Service Type: Private

Financial

Assessor Information
Assessment Year: 2026
Tax District County: 3

Public facts

Beds: —
Baths: 6.0
Sq. Ft.: 11,398
Stories: 2.5
Lot Size: 5.69 acres
Style: Single Family Residential
Year Built: 2009
Year Renovated: —
County: Anne Arundel County
APN: 03 00024974100

Home facts updated by county records on Jul 17, 2026

Around this home

Schools

Arnold Elementary School

Public K-5 • Assigned • 1.9mi

10/10

Severn River Middle School

Public 6-8 • Assigned • 3.7mi

10/10

Broadneck High School

Public 9-12 • Assigned • 3.2mi

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, 15 days in 30 years

6/10 Wind Factor

75% 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

$3.44M – $4.17M

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Nearby similar homes

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New listings for sale in 21409

COMING SOON

$599,000

4 beds2 baths1,754 sq ft

626 Edwards Rd, Annapolis, MD 21409

(443) 906-3848

COMING SOON

$1,105,000

5 beds4.5 baths4,484 sq ft

507 Sunwood Ln, Annapolis, MD 21409

(410) 465-8300

$699,000

2 beds2 baths1,723 sq ft

78 Old Mill Bottom Rd N #311, Annapolis, MD 21409

(703) 378-8810

$564,999

3 beds2 baths1,392 sq ft

1197 Carrs Rd, Annapolis, MD 21409

(410) 729-7700

COMING SOON

$925,000

4 beds3.5 baths3,004 sq ft

1422 Bay Head Rd, Annapolis, MD 21409

(301) 702-4200

$424,800

2 beds2 baths1,210 sq ft

78 Old Mill Bottom Rd N #209, Annapolis, MD 21409

(703) 242-0005

LISTED BY REDFIN3D WALKTHROUGH

$575,000

4 beds2 baths1,828 sq ft

1178 Glenwood Dl, Annapolis, MD 21409

$414,900

3 beds3 baths1,672 sq ft

311 Sloping Woods Ct, Annapolis, MD 21409

(410) 263-8686

$1,285,000

4 beds2.5 baths3,182 sq ft

1610 Ridout Rd, Annapolis, MD 21409

(410) 280-5600

Home values near 3 S Winchester Rd

Data from public records.

Address	Redfin Estimate
125 S Winchester Road, Annapolis, MD - Beds \| 4.5 Baths \| 4260 Sq. Ft.	$5,027,163
55 S Winchester Road, Annapolis, MD - Beds \| 2 Baths \| 2468 Sq. Ft.	$863,438

Address	Redfin Estimate
105 S Winchester Road, Annapolis, MD - Beds \| 2.5 Baths \| 3300 Sq. Ft.	$1,819,485
141 S Winchester Road, Annapolis, MD 4 Beds \| 2.5 Baths \| 2557 Sq. Ft.	$1,177,694

Address	Redfin Estimate
71 S Winchester Road, Annapolis, MD 4 Beds \| 3 Baths \| 3330 Sq. Ft.	$1,991,780
129 S Winchester Road, Annapolis, MD - Beds \| 2.5 Baths \| 2018 Sq. Ft.	$1,693,144

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