1500 Winchester Road

Closed 9/24/21

Last Sold Price

$850,000

3 beds3 baths3,244 sqft$262/sqft

1500 Winchester Rd, Annapolis, MD 21409

Description

The Tilghman House was designed by Thomas Tilghman. Mr Tilghman chose a water privileged community with a beach, pier, marina & picnic pavilion for his home and situated it on a peninsula with a double lot surrounded by woods for natural privacy. Built in 1958, the “Tilghman House” is situated on a wooded .81 acre site, is constructed of red brick and hardwood floors and has 3 Bedrooms and 3 full upgraded baths. Other features are a sunken living room with built-in bookcases, den, 2 fireplaces, 5...The Tilghman House was designed by Thomas Tilghman. Mr Tilghman chose a water privileged community with a beach, pier, marina & picnic pavilion for his home and situated it on a peninsula with a double lot surrounded by woods for natural privacy. Built in 1958, the “Tilghman House” is situated on a wooded .81 acre site, is constructed of red brick and hardwood floors and has 3 Bedrooms and 3 full upgraded baths. Other features are a sunken living room with built-in bookcases, den, 2 fireplaces, 5 skylights and a cathedral beam ceiling Sunroom leading to the south patio. The home has had many improvements and upgrades in the past 20 years of ownership and is now ca. 3244 square feet. - A large PA Bluestone patio, wall and water feature were added in 2005. - The dining room was enlarged in 2006. Added were Pella French doors which open to the lighted waterfall and patio area. - The Master Bedroom suite added ca. 440 square feet of space to the house. Added were Pella windows, entrance to a privacy deck, stacked “he” laundry facilities, walk in closet, a Kohler master Bath Spa/Jacuzzi, heated tumbled marble floor, an Italian marble double vanity, cathedral ceiling with 2 skylights with electric shades and recessed lighting. For today’s lifestyles, the Tilghman House offers a large (3+) car garage with heaters and a workshop area, a Garden shed, a complete in-law apartment, natural gas HVAC and appliances, Granite countertops and a security system. Of note, the Roof is 7 years young with Gutter Guards. The home was constructed with large ceiling joists to support a 2nd story, if desired. This is a very unique home which has been meticulously maintained and upgraded.

LISTING CLOSED: 09/24/2021 12:00 AM

Listed by Daniel Demers • Sell Your Home Services
P: (877) 893-6566 mlsbydan@gmail.com

Property Details for 1500 Winchester Road

Status

Closed

MLS #

MDAA2000838

Days on Market

Taxes

$5,739 / year

HOA Fees

Condo/Co-op Fees

Property Type

Single Family

MLS Type

Residential / Fee Simple

Year Built

1958

Lot Size

0.81 AC / 35,355 SF

County

Anne Arundel County

Tax ID Number

020390931423900

Ownership

Fee Simple

Condo Coop Association

HOA

Yes

Structure Type

Detached

Style

Raised Ranch/Rambler

Levels/Stories

Waterfront

Views

Garden/Lawn, Pond, Trees/Woods

Garage

Yes

Subdivision

WINCHESTER ESTATES

Subdivision

WINCHESTER ESTATES (ANNE ARUNDEL MD)

Legal Subdivision

WINCHESTER ON SEVERN

Total Parking Spaces

Central Air

Yes

Basement

Yes

Above Grade Finished SQFT

2,379.00

Above Grade Fin SQFT Source

Estimated

Below Grade Finished SQFT

865.00

Below Grade Fin SQFT Source

Assessor

Below Grade Unfinished SQFT

1,032.00

Below Grade Unfin SQFT Source

Assessor

Total Below Grade SQFT

1,897.00

Total Below Grade SQFT Source

Assessor

New Construction

Property Condition

Average

Recent comparable sales

Median sold price

$900,000

Avg days on market

Sale-to-list ratio

95.0%

1/57

$903,000

Sold 07/28/25

3
Bedrooms: 3
Bathrooms: 2,808
Square Feet: 0.69
Acres

322 Halsey Road, Annapolis, MD 21401

1/66

$950,000

Sold 04/24/26

3
Bedrooms: 3
Bathrooms: 2,616
Square Feet: 0.38
Acres

2321 Hickory Road, Annapolis, MD 21401

1/55

$903,500

Sold 12/23/25

3
Bedrooms: 3
Bathrooms: 2,868
Square Feet: 3
Acres

1634 Orchard Beach Road, Annapolis, MD 21409

1/42

$855,000

Sold 10/16/24

3
Bedrooms: 4
Bathrooms: 3,190
Square Feet: 0.37
Acres

311 Dewey Drive, Annapolis, MD 21401

a view of house with yard outdoor seating and covered with trees

1/51

$860,000

Sold 12/03/25

4
Bedrooms: 3
Bathrooms: 3,233
Square Feet: 0.58
Acres

1534 Circle Drive, Annapolis, MD 21409

1/95

$859,275

Sold 09/18/25

3
Bedrooms: 4
Bathrooms: 2,634
Square Feet: 0.20
Acres

735 Glenwood Street, Annapolis, MD 21401

1/73

$900,000

Sold 07/29/26

3
Bedrooms: 3
Bathrooms: 1,920
Square Feet: 0.23
Acres

1714 Broadlee Trail, Annapolis, MD 21401

1/46

$960,000

Sold 01/30/26

3
Bedrooms: 3
Bathrooms: 2,281
Square Feet: 1.5
Acres

1800 Severn Grove Road, Annapolis, MD 21401

1/65

$856,000

Sold 10/24/25

3
Bedrooms: 4
Bathrooms: 3,742
Square Feet: 0.21
Acres

1901 Eamons Way, Annapolis, MD 21401

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Location

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Sold By Long & Foster Real Estate, Inc.

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Building Information for 1500 Winchester Road

Stories2Year Built1958Building Size-Lot Size0.81 AC / 35,355 SF

Payment Calculator

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$4,799 per month

30 year fixed, 6.55% Interest

Principal and Interest

$4,320

Property Taxes

$478

HOA Dues

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Property Information for 1500 Winchester Road

Location

In City Limits: No
School District Name: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS

School District County ID: 121140671932
SchoolDistrictSource: Listing Agent
Elementary School: BROADNECK (ANNE ARUNDEL MD)
ElementarySchoolSource: Listing Agent
High School: ANNAPOLIS (ANNE ARUNDEL MD)
HighSchoolSource: Listing Agent
County: ANNE ARUNDEL

Waterfront / Water Access

Water View: Yes
Water Access: No

Water Oriented: No
Navigable Water: No
Tidal Water: No
Riparian Rights Y/N: No

Association / Community Info

HOA Name: WINCHESTER ON SEVERN ASSN.
HOA Condo Coop Amenities: Beach, Boat Ramp, Common Grounds, Picnic Area

Senior Community: No
Type of Condo: Home Owner Association

Taxes and Assessment

Tax Year: 2021
Tax Assessed Value: $520,200

Year Assessed: 2021
County Tax: $5,441
Improvement Assessed Value: $228,400
Land Assessed Value: $291,800
Clean Green Assessed: No
Land Use Code: 011
Refuse Fee: $298
Zoning: R2
Tax Lot: 20
Automatically Update Tax Values Y/N: Yes
TaxDataUpdatedYN: No

Lease Information

Pets Allowed: Yes
Pet Restrictions: No Pet Restrictions

Concessions: No

Rooms

Main

# Bedrooms Count Main Level: 2
# Bathrooms Count Main Level: 2

# Bathrooms Full Main Level: 2

All Lower Levels

# Bedrooms All Lower Levels: 1
# Bathrooms All Lower Levels: 1

# Bathrooms Full All Lower Levels: 1

Lower Level 1

# Bedrooms Lower Level: 1
# Bathrooms Lower Level: 1

# Bathrooms Full Lower Level: 1

Rooms

Room List: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Family Room, Den, Laundry
Stories: Lower 1, Main

Building Info

Total Finished SQFT: 3,244.00
Total Finished SQFT Source: Estimated

Total SQFT: 4,276.00
Total SQFT Source: Estimated
Construction Materials: Brick
Roof: Shingle
Ext Main Mid-res: http://bright-media01.prd.brightmls.com/bright/images/0000/8008/2935/7354/800829357354_512_384_WM_lQCzStDAmFgRIG0f.jpg
Flooring Type: Hardwood, Vinyl
Basement Type: Daylight, Partial, Full, Fully Finished, Rear Entrance
Room and Floor: Bedrooms-Main Level-1, Bedrooms-Main Level-2, Bathrooms Full-Main Level-1, Bathrooms Full-Main Level-2, Bedrooms-Lower Level 1-1, Bathrooms Full-Lower Level 1-1
# Bathrooms Full: 3
Other Structure: Above Grade, Below Grade

Lot / Land Information

Lot Size Source: Assessor
Lot Features: Pond, Landscaping

Parcel ID: 15261425

Parking

Type Of Parking: Attached Garage, Driveway, Off Street
Num of Attached Garage Spaces: 3

Total Garage Spaces: 3
Garage Features: Additional Storage Area, Garage - Front Entry, Garage Door Opener, Inside Access

Interior Features

Interior Features: Attic, Attic/House Fan, Built-Ins, Entry Level Bedroom, Upgraded Countertops, Wood Floors
Fireplace: Yes

Fireplaces Count: 2
Fireplace Features: Brick, Fireplace - Glass Doors, Screen
Accessibility Features: None
Security Features: 24 hour security, Carbon Monoxide Detector(s)

Exterior Features

Exterior Features: Flood Lights, Outbuilding(s), Water Falls
Pool: No Pool

Utilities

Utilities: Cable TV, Water Available
Heating: Yes

Cooling Type: Attic Fan, Central A/C, Energy Star Cooling System, Programmable Thermostat
Cooling Fuel: Natural Gas
Heating Type: Forced Air, Heat Pump - Gas BackUp, Programmable Thermostat
Heating Fuel: Natural Gas
Hot Water: Natural Gas
Water Source: Public
Sewer Septic: On Site Septic

Confidential Data

Listing Office

List Agent AOR: Greater Harrisburg Association of REALTORS

Property History for 1500 Winchester Road

Date	Event & Source	Price	Appreciation
Sep 24, 2021	Closed (Public Record) Public Record #1475776787	$850,000	+4.0% / yr
Sep 24, 2021	Closed BRIGHT #MDAA2000838	$850,000	—
Jul 21, 2021	Pending BRIGHT #MDAA2000838		—
Jul 19, 2021	Price Change BRIGHT #MDAA2000838	$849,000	—
Jun 21, 2021	Listed (Active) BRIGHT #MDAA2000838	$899,000	—
Jul 16, 2001	Closed (Public Record) Public Record #76984127	$385,000	—
Jan 8, 1999	Closed BRIGHT #MDAA275118	$295,000	—
Nov 30, 1998	Pending BRIGHT #MDAA275118		—
Oct 28, 1998	Listed (Active) BRIGHT #MDAA275118	$309,900	—

Date	Event & Source	Price
09/24/2021	Closed (Public Record) Public Record #1475776787	$850,000 +4.0% / yr
09/24/2021	Closed BRIGHT #MDAA2000838	$850,000
07/21/2021	Pending BRIGHT #MDAA2000838	—
07/19/2021	Price Change BRIGHT #MDAA2000838	$849,000
06/21/2021	Listed (Active) BRIGHT #MDAA2000838	$899,000
07/16/2001	Closed (Public Record) Public Record #76984127	$385,000
01/08/1999	Closed BRIGHT #MDAA275118	$295,000
11/30/1998	Pending BRIGHT #MDAA275118	—
10/28/1998	Listed (Active) BRIGHT #MDAA275118	$309,900

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

Public Records for 1500 Winchester Road

Taxable ValueLand-Additions-Total-

Tax Record2025$7,412 ($618 / month)

Home Facts

Beds0Baths2.5Total Finished SqFt2,762 SqFtAbove Grade Finished SqFt1,897 SqFtFinished Basement SqFt865 SqFtStories1Lot Size35,355 SqFtStyleSingle Family ResidenceYear Built1958ZoningR2CountyANNE ARUNDELAPN03-909-31423900Fireplace TypeHas Fireplace

Schools near 1500 Winchester Road

This home is within Anne Arundel County Public Schools.


Rating	School	Type	Grades	Distance
10/10	Arnold Elementary School	Public - Serves this home	K to 5	1.3 mi
10/10	Severn River Middle School	Public - Serves this home	6 to 8	3.0 mi
9/10	Broadneck High School	Public - Serves this home	9 to 12	3.5 mi
2/10	Phoenix Academy	Public - Choice school	6 to 12	2.3 mi
6/10	Monarch Academy Annapolis Elementary School	Public - Choice school	PK to 5	2.5 mi
NR	Studio 39	Public - Choice school	9 to 12	2.5 mi
NR	Montessori International Childrens House	Private - Nearby school	PK to 6	0.8 mi


Rating	School	Distance
10/10	Arnold Elementary School PublicK to 5 Serves this home	1.3 mi
10/10	Severn River Middle School Public6 to 8 Serves this home	3.0 mi
9/10	Broadneck High School Public9 to 12 Serves this home	3.5 mi
2/10	Phoenix Academy Public6 to 12 Choice school	2.3 mi
6/10	Monarch Academy Annapolis Elementary School PublicPK to 5 Choice school	2.5 mi
NR	Studio 39 Public9 to 12 Choice school	2.5 mi
NR	Montessori International Childrens House PrivatePK to 6 Nearby school	0.8 mi

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.

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Nearby home values

Address	Sold price	Beds	Baths	Sqft	Lot (Sqft)
This home: 1500 Winchester Road, Annapolis, MD 21409	$850,000	3	3	3,244	35,355
216 Winchester Court, Annapolis, MD 21409	$830,000	4	4	–	33,672
218 Riverside Drive, Annapolis, MD 21409	$650,000	4	3	–	13,903
Winchester Road, Annapolis, MD 21409	$300,000	–	–	–	131,551
220 Riverside Drive, Annapolis, MD 21409	–	–	3	2,064	12,870
214 Winchester Court, Annapolis, MD 21409	$747,000	3	2	–	15,280
217 Riverside Drive, Annapolis, MD 21409	–	–	–	–	15,600
1500 Severncroft Road, Annapolis, MD 21409	$980,000	4	4	4,188	43,560
223 Riverside Drive, Annapolis, MD 21409	–	–	–	–	36,621
1504 Severncroft Road, Annapolis, MD 21409	$2,800,000	5	6	6,225	53,579
212 Winchester Beach Drive, Annapolis, MD 21409	$732,500	3	3	2,106	21,269
214 Winchester Beach Drive, Annapolis, MD 21409	$905,000	4	3	2,037	18,805
221 Riverside Drive, Annapolis, MD 21409	–	–	4	3,315	62,125
212 Winchester Court, Annapolis, MD 21409	–	–	2	2,232	15,547
219 Riverside Drive, Annapolis, MD 21409	–	–	4	2,008	23,400
1506 Winchester Road, Annapolis, MD 21409	–	–	3	2,177	9,785

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© 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 05/18/2022 01:02 AM

Annapolis, MD

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