OFF MARKET

Off Market Dec 2009 for $735K

$1,148,788

Est. refi paymentEst. refi $4,518/mo

•

—

sq ft

103 S Winchester, Annapolis, MD 21409

About this home

Large, rambling pretty cape has undergone complete renovation. Like new but with original character. Wonderful waterviews of Severn River, huge lot Lovely upgrades:super open kitchen, granite, stainless steel apps. hardwood, many french doors, deck, screened porch etc. Detached garage and pool optional. * * * * * * * * * * * * * * * * OPEN SUNDAY 9/13 1-4PM * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * *

Single-familyProperty Type

1934Year Built

0.97 acresLot Size

Listed by Jennifer West • Coldwell Banker Realty

•410-263-8686 (broker)

•khylah.settle@cbmove.com (broker)

Bought with John Collins • Long & Foster Real Estate, Inc.

•410-266-5505 (broker)

Redfin checked: a minute ago

•Source:BRIGHT MLS #1005216680

Redfin Estimate

$1,148,788

$414K since sold in December 2009$30K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 10.5% higher than the average sale price ($1.04M) of 6 comparable homes.

SOLD JUL 22, 2026
$775,000
A
3 beds2.5 baths2,282 sq ft
1740 Long Green Dr, Annapolis, MD 21409
SOLD JUL 16, 2026
$780,000
B
4 beds3 baths2,707 sq ft
45 Sierra Ln, Arnold, MD 21012
SOLD JUL 17, 2026
$765,000
C
4 beds2 baths2,464 sq ft
25 Cascade Rd, Arnold, MD 21012
SOLD NOV 12, 2025
$1,600,000
D
3 beds2.5 baths2,876 sq ft
214 Wardour Dr, Annapolis, MD 21401
SOLD MAY 29, 2026
$1,600,000
E
4 beds3 baths3,062 sq ft
4 Chase Rd, Annapolis, MD 21409
SOLD MAY 22, 2026
$715,000
F
3 beds3 baths1,947 sq ft
1438 Ridgeway E, Arnold, MD 21012

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Earn from this home

Sell

$735,763

Est. take-home

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Refinance

Est. cash available

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Rent

$6,557/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
$419,900
3 beds2.5 baths1,800 sq ft
1740 Woodtree Cir, Annapolis, MD 21409
(410) 729-7700
REDFIN COMING SOON
$575,000
4 beds2 baths1,828 sq ft
1178 Glenwood Dl, Annapolis, MD 21409
$525,000
4 beds2 baths1,798 sq ft
911 Blue Ridge Dr, Annapolis, MD 21409
(443) 454-1470
COMING SOON
$542,900
3 beds2 baths1,529 sq ft
1155 Spruce Tree Ln, Annapolis, MD 21409
(844) 551-7325
COMING SOON
218 Wintergull Ln, Annapolis, MD 21409
$549,000
4 beds3.5 baths2,024 sq ft
218 Wintergull Ln, Annapolis, MD 21409
(410) 647-8000
$540,000
4 beds2 baths1,926 sq ft
1164 Latrobe Dr, Annapolis, MD 21409
(410) 224-3600
$425,000
4 beds2 baths1,431 sq ft
778 Windgate Dr, Annapolis, MD 21409
(443) 901-2200
OPEN SAT, 11AM TO 1PM
$669,000
3 beds3.5 baths2,980 sq ft
525 Deep Creek Vw, Annapolis, MD 21409
(888) 860-7369
See all

Provided by Redfin

Sale history for 103 S Winchester

** Price available after signing in.

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Year

Property tax

Land + Additions

Assessment*

2025

$7,845 (+2.4%)

2024

$7,663 (+2.4%)

2023

$7,487 (+6.6%)

$336,500 + $312,000

$648,500

2022

$7,023 (+1.7%)

2021

$6,903 (+2.5%)

2020

$6,733 (+1.9%)

$336,500 + $297,400

$633,900

2019

$6,607 (+5.2%)

2018

$6,284 (+0.2%)

$283,500 + $292,500

$576,000

2017

$6,270

2016

$6,276 (−1.5%)

$221,500 + $342,100

$563,600

2015

$6,371 (−0.4%)

$221,500 + $342,100

$563,600

2014

$6,394 (+0.6%)

2013

$6,356 (−2.8%)

2012

$6,541 (+3.5%)

2011

$6,320

2010

$6,320 (−0.4%)

2009

$6,346

Tax history for 103 S Winchester

Year

Property tax

Land + Additions

Assessment*

2025

$7,845 (+2.4%)

2024

$7,663 (+2.4%)

2023

$7,487 (+6.6%)

$336,500 + $312,000

$648,500

2022

$7,023 (+1.7%)

2021

$6,903 (+2.5%)

2020

$6,733 (+1.9%)

$336,500 + $297,400

$633,900

2019

$6,607 (+5.2%)

2018

$6,284 (+0.2%)

$283,500 + $292,500

$576,000

2017

$6,270

2016

$6,276 (−1.5%)

$221,500 + $342,100

$563,600

2015

$6,371 (−0.4%)

$221,500 + $342,100

$563,600

2014

$6,394 (+0.6%)

2013

$6,356 (−2.8%)

2012

$6,541 (+3.5%)

2011

$6,320

2010

$6,320 (−0.4%)

2009

$6,346

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

Public record

Public record
Permits

Beds

—

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

0.97 Acres

Year renovated

—

Sq. Ft.

2,820

Year built

1934

Style

Single Family Residential

County

Anne Arundel County

APN

03 00090007831

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 17, 2026.

Property details

Parking

Parking Information
Off Street

Interior

Bedroom Information
# of Bedrooms On 1st Upper Level: 3

Bathroom Information
# of Bathrooms (Full) On 1st Upper Level: 2
# of Bathrooms (Half) On Main Level: 1
# of Bathrooms (Half): 1
# of Bathrooms (Full): 2

Interior Information
Appliances: Washer/Dryer Hookups Only
Entry Location: Foyer
Interior Features: Breakfast Area, Family Room Off Kitchen, Kitchen - Island, Kitchen - Table Space, Dining Area, Chair Railings, Crown Moldings, Upgraded Countertops, Master Bath(s), Wood Floors, WhirlPool/HotTub, Floor Plan - Open, Floor Plan - Traditional

Room Information
Master Bedroom, Study, Great Room

Fireplace Information
Has Fireplace
# of Fireplaces: 2

Basement Information
Basement: Yes
Sump Pump

Exterior

Property Information
Accessibility Features: Other
Ownership Interest: Fee Simple
Property Condition: Very Good
Year Built Source: Estimated
Year Major Reno/Remodel: 2009

Building Information
Construction Not Completed
Construction Materials: Stone, Vinyl Siding
Main Entrance Orientation: South
Outdoor Living Structures: Deck(s), Screened
Roof: Asphalt, Shingle
Structure Type: Detached
Other Structures: Office/Studio

Lot Information
Topography: Level, Rolling
Has Water View
Tidal Water: No

Dock Information
Dock/Slip Conveys: No

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C
Cooling Fuel: Electric
Forced Air, Heat Pump(s), Zoned
Heating Fuel: Electric
Hot Water: Electric
Sewer Septic: Septic Exists
Cable TV Available
Water Source: Well

Location

Location Information
Directions: Over Naval Academy bridge onto Rte 450 N. shortly past monument take left on Boulters Way and then left onto S. Winchester. .house on left, sign in yard!
Mean Low Water Feet: 0

Waterfrontage Information
Distance To Body Of Water: Less than 1 Block
Water Oriented
Water Body Name: SEVERN/CROUCHS POND

Public facts

Beds: —
Baths: 3.5
Sq. Ft.: 2,820
Stories: 2.0
Lot Size: 0.97 acres
Style: Single Family Residential
Year Built: 1934
Year Renovated: —
County: Anne Arundel County
APN: 03 00090007831

Home facts updated by county records on Jul 17, 2026

Around this home

Schools

Arnold Elementary School

Public K-5 • Assigned • 1.6mi

10/10

Severn River Middle School

Public 6-8 • Assigned • 3.4mi

10/10

Broadneck High School

Public 9-12 • Assigned • 3.1mi

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

66% 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

$1.09M – $1.32M

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New listings for sale in 21409

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COMING SOON

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COMING SOON

$549,000

4 beds3.5 baths2,024 sq ft

218 Wintergull Ln, Annapolis, MD 21409

(410) 647-8000

$540,000

4 beds2 baths1,926 sq ft

1164 Latrobe Dr, Annapolis, MD 21409

(410) 224-3600

$425,000

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778 Windgate Dr, Annapolis, MD 21409

(443) 901-2200

OPEN SAT, 11AM TO 1PM

$669,000

3 beds3.5 baths2,980 sq ft

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Home values near 103 S Winchester

Data from public records.

Address	Redfin Estimate
125 S Winchester Road, Annapolis, MD 5 Beds \| 6 Baths \| 11269 Sq. Ft.	$6,908,461
55 S Winchester Road, Annapolis, MD - Beds \| 2 Baths \| 2468 Sq. Ft.	$850,003

Address	Redfin Estimate
105 S Winchester Road, Annapolis, MD - Beds \| 2.5 Baths \| 3300 Sq. Ft.	$1,823,698
129 S Winchester Road, Annapolis, MD - Beds \| 2.5 Baths \| 2018 Sq. Ft.	$1,566,436

Address	Redfin Estimate
71 S Winchester Road, Annapolis, MD 4 Beds \| 3 Baths \| 3330 Sq. Ft.	$1,977,991
77 S Winchester Road, Annapolis, MD 4 Beds \| 3.5 Baths \| 2650 Sq. Ft.	$2,159,202

Property information provided by BRIGHT MLS when last listed in 2009. This data may not match . Learn more.

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