Off Market
1 bath816 sqft/sqft
5 S Winchester Rd, Annapolis, MD 21409

Recent comparable sales

Median sold price

$237,500

Annapolis, MD

9 comparable properties found

1

$237,500

Sold 05/08/26

Unavailable
Bedrooms
1
Bathrooms
867
Square Feet
0.5
Acres
2

$250,000

Sold 02/02/26

Unavailable
Bedrooms
1
Bathrooms
768
Square Feet
1.08
Acres
3

$330,000

Sold 10/04/24

Unavailable
Bedrooms
1
Bathrooms
768
Square Feet
0.15
Acres
4

$150,000

Sold 04/10/26

Unavailable
Bedrooms
1
Bathrooms
689
Square Feet
0.14
Acres
5

$200,000

Sold 04/21/26

Unavailable
Bedrooms
1
Bathrooms
904
Square Feet
0.07
Acres
6

$55,000

Sold 04/23/26

Unavailable
Bedrooms
1
Bathrooms
720
Square Feet
0.26
Acres
7

$385,000

Sold 12/03/25

Unavailable
Bedrooms
928
Square Feet
0.18
Acres
8

$350,000

Sold 04/28/26

Unavailable
Bedrooms
864
Square Feet
0.17
Acres
9

$200,000

Sold 12/04/25

Unavailable
Bedrooms
1
Bathrooms
720
Square Feet
0.17
Acres

Location

Add your commute

Property Information for 5 South Winchester Road

Property Details
Building Information
  • Stories: 1
  • Year Built: 1968
  • Lot Size: 7.18 AC / 312,761 SF

Public Records for 5 South Winchester Road

Taxable ValueLand-Additions-Total-
Tax Record2025$13,644 ($1,137 / month)
Home Facts
Beds0Baths1Total Finished SqFt816 SqFtAbove Grade Finished SqFt816 SqFtStories1Lot Size312,761 SqFtStyleSingle Family ResidenceYear Built1968ZoningRLDCountyANNE ARUNDELAPN03-000-90094186Fireplace TypeHas Fireplace

Schools near 5 South Winchester Road

This home is within Anne Arundel County Public Schools.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Public - K to 12
Rating
School
Distance
Arnold Elementary School
PublicK to 5

Severn River Middle School
Public6 to 8

Broadneck High School
Public9 to 12

Mary Moss at Adams Academy
PublicK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

New listings in 21409

$1,795,000 | 2246 Mulberry Hill Road, Annapolis, MD 21409
1/35
Active Under ContractVirtual Tour

$1,795,000

3
Bedrooms
2,834
Square Feet
0.43
Acres
$480,000 | 1516 Enyart Way, Unit 304, Annapolis, MD 21409
1/40
Active Under Contract

$480,000

2
Bedrooms
1,516
Square Feet
$375,000 | 463 Man O War Court, Annapolis, MD 21409
1/27

$375,000

3
Bedrooms
1,060
Square Feet
0.10
Acres
$564,999 | 1197 Carrs Road, Annapolis, MD 21409
1/7
Coming Soon

$564,999

3
Bedrooms
1,092
Square Feet
1
Acres
$540,000 | 1164 Latrobe Drive, Annapolis, MD 21409
1/17
Coming Soon

$540,000

4
Bedrooms
1,926
Square Feet
0.21
Acres
a front view of a house with a garden and plants
1/47

$585,000

3
Bedrooms
2,050
Square Feet
0.21
Acres
$1,199,500 | 1711 Ritchie Highway, Annapolis, MD 21409
1/54

$1,199,500

5
Bedrooms
5,086
Square Feet
1.5
Acres
$599,000 | 1075 Sun Valley Drive, Annapolis, MD 21409
1/74
Active Under Contract

$599,000

4
Bedrooms
2,274
Square Feet
0.21
Acres
a front view of a house with a yard table and chairs
1/55

$425,000

4
Bedrooms
1,670
Square Feet
0.13
Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 5 South Winchester Road, Annapolis, MD 21409
1
816
312,761
$1,725,000
141,570
6,542
754,895
$1,400,000
754,895
$1,030,000
4
3,330
77,537
$6,045,000
6
426,888

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on