5 beds3,100 sqft$271/sqft
6066 Shady Side Rd, Shady Side, MD 20764
Est: $4,667/moGet pre-approved

Description

Rare Multi-Home Homestead Opportunity on 4 Flat, Usable Acres in Shady Side!
​ Welcome to 6066 Shady Side Rd, an incredible property offering endless versatility, income potential, and space to grow. Situated on 4 expansive, flat acres, this unique listing features two standalone ranch style homes, perfect for multigenerational living, live-and-rent setups, or investment portfolios. Situated on 4 expansive, flat acres, this unique listing features two standalone ranch style homes, perfect for multigenerational
...Rare Multi-Home Homestead Opportunity on 4 Flat, Usable Acres in Shady Side!

​ Welcome to 6066 Shady Side Rd, an incredible property offering endless versatility, income potential, and space to grow. Situated on 4 expansive, flat acres, this unique listing features two standalone ranch style homes, perfect for multigenerational living, live-and-rent setups, or investment portfolios. Situated on 4 expansive, flat acres, this unique listing features two standalone ranch style homes, perfect for multigenerational living, live-and-rent setups, or investment portfolios ​🏡 Main Residence (3 Beds | 2 Baths)
​Turnkey Interior: Beautiful updated finishes, including durable luxury vinyl plank flooring and modern recessed lighting throughout.
​ Gourmet Kitchen: Bright and updated with crisp white soft close cabinetry, granite countertops, tile backsplash, and sleek stainless-steel appliances.
​ Thoughtful Layout: Offers a dedicated laundry room, spacious living areas, and stylishly tiled bathrooms with modern vanities.
​ Outdoor Living: Relax or entertain on the front deck, back deck, or under the convenient 2-car attached carport. Outdoor Living: Relax or entertain on the front deck, back deck, or under the convenient 2-car attached carport ​🏡 Detached ADU / Cottage (2 Beds | 1 Bath)
​Private Setting: Tucked neatly at the rear of the lot with its own charming drive and mature tree-lined backdrop.
​ Fully Equipped: Move-in ready cottage featuring an open-concept living area, dedicated kitchen space, and updated flooring.
​ Income Potential: Ideal as a high-yield rental, guest house, home office, or private residence for family members. Income Potential: Ideal as a high-yield rental, guest house, home office, or private residence for family members ​🌳 The Land & Potential
​4 Flat Acres: Massive, level lawn space ideal for gardening, outdoor recreation, or adding outbuildings/workshops.
​ Future Investment: Flat topography provides great potential for future subdivision (buyer to verify local zoning/subdivision requirements).
​ Whether you’re looking to offset your mortgage with rental income or searching for the ultimate multi-family retreat near the water, this property delivers unbeatable value and flexibility in Shady Side!
LISTING UPDATED: 08/08/2026 07:09 PM

  1. Listed by Peter J Costello • Century 21 Downtown
    P: (443)-622-0296 bmorepete@gmail.com

Property Details for 6066 Shady Side Road

Status
MLS #
MDAA2153376
Days on Market
4
Taxes
$4,832 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Fee Simple
Year Built
1973
Lot Size
4.08 AC / 177,725 SF
Tax ID Number
020700003393628
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Ranch/Rambler
Levels/Stories
1
Furnished
No
Waterfront
No
Garage
No
Subdivision
SHADY SIDE
Subdivision
SHADY SIDE (ANNE ARUNDEL MD)
Total Parking Spaces
12
Central Air
Yes
Basement
No
Above Grade Finished SQFT
3,100.00
Above Grade Fin SQFT Source
Estimated
Below Grade Finished SQFT
.00
Below Grade Fin SQFT Source
Assessor
Total Below Grade SQFT
.00
Total Below Grade SQFT Source
Assessor
New Construction
No

Location

Listing Courtesy of Century 21 Downtown
Add your commute

Building Information for 6066 Shady Side Road

Stories1Year Built1973Building Size-Lot Size4.08 AC / 177,725 SF

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$4,667 per month

30 year fixed, 6.55% Interest

Principal and Interest

$4,265

Property Taxes

$403

HOA Dues

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Property Information for 6066 Shady Side Road

Location
Location
  • In City Limits: No
  • School District Name: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
  • School District County ID: 121140671932
  • County: ANNE ARUNDEL
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Access: No
  • Water Oriented: No
  • Navigable Water: No
  • Tidal Water: No
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • Senior Community: No
  • Association Recreation Fee Y/N: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2026
  • Tax Assessed Value: $428,800
  • Year Assessed: 2026
  • County Tax: $4,406
  • Improvement Assessed Value: $256,700
  • Land Assessed Value: $172,100
  • Zoning: R1
  • School Tax: $0
  • Tax Page Number: 264
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 5
  • # Bathrooms Count Main Level: 3
  • # Bathrooms Full Main Level: 3
  • # Bathrooms Half Main Level: 0
Rooms
  • Stories: Main
Building Info
Building Info
  • Total Finished SQFT: 3,100.00
  • Total Finished SQFT Source: Estimated
  • Tax Total Finished SQFT: 2,160.00
  • Total SQFT: 3,100.00
  • Total SQFT Source: Estimated
  • Construction Materials: Brick Front
  • Foundation Details: Block
  • Room and Floor: Bedrooms-Main Level-1, Bedrooms-Main Level-2, Bedrooms-Main Level-3, Bedrooms-Main Level-4, Bedrooms-Main Level-5, Bathrooms Full-Main Level-1, Bathrooms Full-Main Level-2, Bathrooms Full-Main Level-3
  • # Bathrooms Full: 3
  • # Bathrooms Half: 0
  • Other Structure: 2nd House, Guest House, Shed, Wood/Metal Shed
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Estimated
  • Lot Features: Backs to Trees, Level, Rear Yard, SideYard(s), Subdivision Possible
  • Parcel ID: 15325754
  • Additional Parcels: No
  • Ground Rent Exists: No
Parking
Parking
  • Type Of Parking: Attached Carport, Driveway, Off Street
  • Driveway - # of Spaces: 10
  • Attached Carport - # of Spaces: 2.0
Interior Features
Interior Features
  • Interior Features: 2nd Kitchen, Entry Level Bedroom, Floor Plan - Open, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Water Treat System
  • Fireplace: No
  • Appliances: Built-In Microwave, Dishwasher, Dryer, Dryer - Electric, Dryer - Front Loading, Extra Refrigerator/Freezer, Oven/Range - Electric, Refrigerator, Stainless Steel Appliances, Washer, Washer - Front Loading, Washer/Dryer Stacked, Water Conditioner - Owned, Water Heater
  • Accessibility Features: None
  • Window Features: Double Pane
  • Laundry Type: Main Floor
Exterior Features
Exterior Features
  • Spa: No
  • Exterior Features: Outbuilding(s)
  • Pool: No Pool
  • Horse: No
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Forced Air, Baseboard - Electric
  • Heating Fuel: Electric
  • Hot Water: Electric
  • Water Source: Well
  • Sewer Septic: Public Sewer
Confidential Data
Listing Office
  • List Agent AOR: Greater Baltimore Board of REALTORS

Property History for 6066 Shady Side Road

DateEvent & SourcePriceAppreciation
Aug 5, 2026

Listed (Active)

BRIGHT #MDAA2153376

$839,000
DateEvent & SourcePrice
08/05/2026

Listed (Active)

BRIGHT #MDAA2153376

$839,000

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

Public Records for 6066 Shady Side Road

Taxable ValueLand-Additions-Total-
Tax Record2025$5,357 ($446 / month)
Home Facts
Beds0Baths2Total Finished SqFt2,160 SqFtAbove Grade Finished SqFt2,160 SqFtStories1Lot Size177,725 SqFtStyleSingle Family ResidenceYear Built1973Year Renovated1973ZoningR1CountyANNE ARUNDELAPN7-000-03393628

Schools near 6066 Shady Side Road

This home is within Anne Arundel County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - 9 to 12
Rating
School
Distance
Shady Side Elementary School
PublicPK to 5

Southern Middle School
Public6 to 8

Southern High School
Public9 to 12

Center Of Applied Technology-South
Public9 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.

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6066 Shady Side Road is a single family home for sale in Shady Side, MD 20764. This property was listed for sale on August 5, 2026 by Century 21 Downtown, it's currently listed at $839,000. This listing's school district is Anne Arundel County Public Schools. Nearby schools include Shady Side Elementary School, Southern Middle School and Southern High School. 6066 Shady Side Road is a 5-bed, 3-bath, 3,100 sqft single family home built in 1973.

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.

Listing Courtesy of Century 21 Downtown

© 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 08/08/2026 07:09 PM