Last Sold Price
3 beds2,205 sqft$515/sqft
77 S Winchester Rd, Annapolis, MD 21409

Description

Privacy! 2.75 acres on protected cove off SEVERN RIVER near downtown Annapolis! Solid,brick home! Custom Kitchen &custom features throughout! Heated Driveway to WF! Great Room w/ waterviews! Ipe decking & Screened porch! 3 car side load garage/lower level. Separate 3 level outbuilding w/another 2 car garage! Whole house generator! Irrigation system! See floorplan on my website under virtual tourPrivacy! 2.75 acres on protected cove off SEVERN RIVER near downtown Annapolis! Solid,brick home! Custom Kitchen &custom features throughout! Heated Driveway to WF! Great Room w/ waterviews! Ipe decking & Screened porch! 3 car side load garage/lower level. Separate 3 level outbuilding w/another 2 car garage! Whole house generator! Irrigation system! See floorplan on my website under virtual tour
LISTING CLOSED: 07/01/2016 12:00 AM

  1. Listed by Sandra K Wing • RE/MAX Leading Edge
    P: (301) 938-3667 sandy@myleadingedge.com

Property Details for 77 South Winchester Road

Status
MLS #
1002767696
Days on Market
122
Taxes
$6,148 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Fee Simple
Year Built
1950
Lot Size
2.70 AC / 117,612 SF
Tax ID Number
020300090007830
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Cape Cod
Levels/Stories
3+
Waterfront
Yes
Waterfront Features
Private Dock Site
Views
Water, River
Garage
Yes
Subdivision
WINCHESTER ESTATES
Subdivision
WINCHESTER ESTATES (ANNE ARUNDEL MD)
Total Parking Spaces
5
Central Air
Yes
Basement
Yes
Above Grade Finished SQFT
2,205.00
Above Grade Fin SQFT Source
Estimated
New Construction
No
Construction Completed
No
Property Condition
Very Good

Recent comparable sales

Median sold price

$900,000

Avg days on market

10

Sale-to-list ratio

100.0%

Annapolis, MD

9 comparable properties found

a front view of a building with a garden
1/2
1

$850,000

Sold 08/12/26

3
Bedrooms
2,203
Square Feet
0.17
Acres
$937,500 | 407 Taylor Avenue, Annapolis, MD 21401
1/49
2

$937,500

Sold 01/22/25

3
Bedrooms
1,966
Square Feet
0.20
Acres
$790,000 | 10 Brice Road, Annapolis, MD 21409
1/68
3

$790,000

Sold 02/21/25

3
Bedrooms
2,281
Square Feet
0.27
Acres
a front view of a house with a yard covered in snow
1/36
4

$900,000

Sold 04/30/26

3
Bedrooms
2,160
Square Feet
0.56
Acres
a front view of a house with a yard and trees
1/45
5

$889,000

Sold 05/01/26

3
Bedrooms
2,141
Square Feet
0.17
Acres
a front view of a house with garden
1/51
6

$975,000

Sold 08/04/25

3
Bedrooms
1,903
Square Feet
0.12
Acres
$1,075,000 | 96 Conduit Street, Annapolis, MD 21401
1/45
7

$1,075,000

Sold 08/20/25

3
Bedrooms
1,872
Square Feet
0.08
Acres
$875,000 | 916 Poplar Avenue, Annapolis, MD 21401
1/68
8

$875,000

Sold 08/13/26

3
Bedrooms
1,904
Square Feet
0.24
Acres
$1,025,000 | 637 Chase Street, Annapolis, MD 21401
1/2
9

$1,025,000

Sold 05/26/26

3
Bedrooms
2,064
Square Feet
0.17
Acres

Location

Listing Courtesy of RE/MAX Leading Edge

Sold By Keller Williams Legacy

Add your commute

Building Information for 77 South Winchester Road

Stories-Year Built1950Building Size-Lot Size2.70 AC / 117,612 SF

Payment Calculator

Get preapproved with
OriginPoint Mortgage or Rocket Mortgage1

$6,281 per month

30 year fixed, 6.55% Interest

Principal and Interest

$5,769

Property Taxes

$512

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 77 South Winchester Road

Location
Location
  • County: ANNE ARUNDEL
Waterfront / Water Access
Waterfront / Water Access
  • Water View: Yes
  • Water Access: Yes
  • Water Oriented: Yes
  • Navigable Water: Yes
  • Water Body Name: SEVERN RIVER-CROUCHES POND
  • Water Body Type: River
  • Water Frontage In Feet: 75.0
  • Riparian Rights Y/N: Yes
  • Docks Count: 1
  • Dock Type and Features: Pier (Perpendicular), Multiple Slip
  • Dock/Slip Conveys Y/N: true
  • Slips Count: 2
  • Boats Power Count: 1
  • Boats Nonpower Count: 1
  • Mean Low Water Feet: 6.00
  • Distance To Body Of Water: .00
  • Distance To Body Of Water Units: Blocks
  • Remarks Distance To Body Of Water: Less than 1 Block
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2014
  • Tax Assessed Value: $554,500
  • Year Assessed: 2015
  • Improvement Assessed Value: $146,400
  • Land Assessed Value: $408,100
  • Refuse Fee: $298
  • Zoning: R1
  • Tax Lot: 2
Rooms
Main
  • # Bedrooms Count Main Level: 1
  • # Bathrooms Count Main Level: 1
  • # Bathrooms Full Main Level: 1
  • # Bathrooms Half Main Level: 0
Upper Level 1
  • # Bedrooms Count Upper Level: 2
  • # Bathrooms Count Upper Level: 1
  • # Bathrooms Full Upper Level: 1
  • # Bathrooms Half Upper Level: 0
Rooms
  • Room List: Dining Room, Primary Bedroom, Bedroom 2, Kitchen, Study, Great Room
  • Stories: Main, Upper 1
Rooms Information
Room 1
  • Room Type: Great Room
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood
Room 2
  • Room Type: Study
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood
Room 3
  • Room Type: Dining Room
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood, Fireplace - Gas
Room 4
  • Room Type: Kitchen
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood
Room 5
  • Room Type: Bedroom 2
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - HardWood
Room 6
  • Room Type: Primary Bedroom
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - HardWood
Building Info
Building Info
  • Year Major Reno Remodel: 1994
  • Total Finished SQFT: 2,205.00
  • Total Finished SQFT Source: Estimated
  • Tax Total Finished SQFT: 1,320.00
  • Total Finished SQFT Units: Square Feet
  • Total SQFT: 2,205.00
  • Total SQFT Source: Estimated
  • Construction Materials: Brick
  • Wall and Ceiling Types: Vaulted Ceilings, 9'+ Ceilings, Dry Wall
  • Basement Type: Connecting Stairway, Outside Entrance, Rear Entrance, Full, Heated, Walkout Level, Space For Rooms, Workshop, Other
  • Room and Floor: Bedrooms-Main Level-1, Bathrooms Full-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bathrooms Full-Upper Level 1-1
  • # Bathrooms Full: 2
  • # Bathrooms Half: 0
  • Dock Type: Pier (Perpendicular)
  • Dock Slip Conveyance: Physical Dock/Slip Conveys
  • Other Structure: Office/Studio, Shed, Other
Lot / Land Information
Lot / Land Information
  • Lot Features: Private
  • Lot Size Area: 117,612.00
  • Fencing: Electric
  • Sign On Property: Yes
  • Location Type: River
  • Parcel ID: 15200704
Parking
Parking
  • Type Of Parking: Driveway, Attached Garage
  • Num of Attached Garage Spaces: 5
  • Total Garage Spaces: 5
  • Parking Features: Paved Driveway, Heated, Asphalt Driveway, Under Home Parking, Garage
  • Garage Features: Garage Door Opener
Interior Features
Interior Features
  • Interior Features: Kitchen - Gourmet, Dining Area, Kitchen - Island, Kitchen - Eat-In, Breakfast Area, Primary Bath(s), Built-Ins, Upgraded Countertops, Wood Floors, Crown Moldings, Window Treatments, WhirlPool/HotTub
  • Fireplace: Yes
  • Fireplaces Count: 1
  • Fireplace Features: Gas/Propane, Mantel(s)
  • Appliances: Washer/Dryer Hookups Only, Central Vacuum, Dishwasher, Dryer, Microwave, Oven - Self Cleaning, Refrigerator, Oven/Range - Electric, Washer, Range Hood, Icemaker, Exhaust Fan, Extra Refrigerator/Freezer, Disposal, Air Cleaner, Intercom, Water Conditioner - Owned
  • Accessibility Features: Other
  • Security Features: Monitored
  • Door Features: Six Panel, Sliding Glass
  • Window Features: Double Pane, Casement, Bay/Bow, Palladian, Screens
  • Virtual Tour URL Unbranded: http://tour.circlepix.com/home2/MXX7LF
Exterior Features
Exterior Features
  • Exterior Features: Extensive Hardscape, Flood Lights, Underground Lawn Sprinkler
  • Outdoor Living Structures: Screened
  • Pool: No Pool
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Forced Air
  • Heating Fuel: Oil
  • Hot Water: Electric
  • Water Source: Well
  • Sewer Septic: Septic Exists
Confidential Data
Listing Office
  • List Agent AOR: Anne Arundel County Association of REALTORS

Property History for 77 South Winchester Road

DateEvent & SourcePriceAppreciation
Jul 1, 2016

Closed (Public Record)

Public Record #576918878

$1,135,000
Jul 1, 2016

Closed

BRIGHT #1002767696

$1,135,000
Apr 8, 2016

Pending

BRIGHT #1002767696

DateEvent & SourcePrice
07/01/2016

Closed (Public Record)

Public Record #576918878

$1,135,000
07/01/2016

Closed

BRIGHT #1002767696

$1,135,000
04/08/2016

Pending

BRIGHT #1002767696

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 77 South Winchester Road

Taxable ValueLand-Additions-Total-
Tax Record2025$11,707 ($976 / month)
Home Facts
Beds0Baths2Total Finished SqFt2,714 SqFtAbove Grade Finished SqFt2,714 SqFtStories2Lot Size117,612 SqFtStyleSingle Family ResidenceYear Built1950ZoningR1CountyANNE ARUNDELAPN03-000-90007830Fireplace TypeHas Fireplace

Schools near 77 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

$540,000 | 1164 Latrobe Drive, Annapolis, MD 21409
1/2
Coming Soon

$540,000

4
Bedrooms
1,926
Square Feet
0.21
Acres
$1,795,000 | 2246 Mulberry Hill Road, Annapolis, MD 21409
1/35
Coming SoonOpen: 8/29 01:00PM - 03:00PM

$1,795,000

3
Bedrooms
2,834
Square Feet
0.29
Acres
$585,000 | 1055 Sun Valley Drive, Annapolis, MD 21409
1/47
Open: 8/29 10:00AM - 12:00PM

$585,000

3
Bedrooms
2,050
Square Feet
0.21
Acres
$1,199,500 | 1711 Ritchie Highway, Annapolis, MD 21409
1/14
Open: 8/29 11:00AM - 02:00PM

$1,199,500

5
Bedrooms
5,086
Square Feet
1.5
Acres
$599,000 | 1075 Sun Valley Drive, Annapolis, MD 21409
1/74
Open: 8/30 01:00PM - 03:00PM

$599,000

4
Bedrooms
2,274
Square Feet
0.21
Acres
$425,000 | 425 Blossom Tree Court, Annapolis, MD 21409
1/55

$425,000

4
Bedrooms
1,670
Square Feet
0.13
Acres
$999,900 | 19 West Severn Ridge Road, Annapolis, MD 21409
1/14
Coming Soon

$999,900

3
Bedrooms
2,460
Square Feet
1.4
Acres
$364,000 | 1503 Lodge Pole Court, Annapolis, MD 21409
1/23

$364,000

3
Bedrooms
1,120
Square Feet
0.09
Acres
$480,000 | 1516 Enyart Way, Unit 304, Annapolis, MD 21409
1/14
Coming Soon

$480,000

2
Bedrooms
1,516
Square Feet

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 77 South Winchester Road, Annapolis, MD 21409
$1,135,000
3
2,205
117,612
$735,000
3
42,253
$1,030,000
4
3,330
77,537
$882,000
2,400
59,242
2,296
30,492
$330,000
1,756
34,412

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. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of RE/MAX Leading Edge

© 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 04/18/2026 02:00 PM