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. 🏡 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. 🏡 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. 🌳 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!
For sale
Price cut: $64K (8/11)
$775,000
6066 Shady Side Rd, Shady Side, MD 20764
5beds
3,100sqft
Single Family Residence
Built in 1973
4.08 Acres Lot
$760,200 Zestimate®
$250/sqft
$-- HOA
What's special
Move-in ready cottagePrivate settingMature tree-lined backdropBack deckModern vanitiesModern recessed lighting throughoutStylishly tiled bathrooms
- 21 days |
- 665 |
- 31 |
Zillow last checked:
Listing updated:
Listed by:
Peter Costello 443-622-0296,
Century 21 Downtown 410-547-1116
Source: Bright MLS,MLS#: MDAA2153376
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 3
- Main level bathrooms: 3
- Main level bedrooms: 5
Basement
- Area: 0
Heating
- Forced Air, Baseboard, Electric
Cooling
- Central Air, Electric
Appliances
- Included: Microwave, Dishwasher, Dryer, Extra Refrigerator/Freezer, Oven/Range - Electric, Refrigerator, Stainless Steel Appliance(s), Washer, Washer/Dryer Stacked, Water Conditioner - Owned, Water Heater, Water Treat System, Electric Water Heater
- Laundry: Main Level
Features
- 2nd Kitchen, Entry Level Bedroom, Open Floorplan, Primary Bath(s), Recessed Lighting, Upgraded Countertops
- Windows: Double Pane Windows
- Has basement: No
- Has fireplace: No
Interior area
- Total structure area: 3,100
- Total interior livable area: 3,100 sqft
- Finished area above ground: 3,100
- Finished area below ground: 0
Property
Parking
- Total spaces: 12
- Parking features: Attached Carport, Driveway, Off Street
- Carport spaces: 2
- Uncovered spaces: 10
Accessibility
- Accessibility features: None
Features
- Levels: One
- Stories: 1
- Pool features: None
Lot
- Size: 4.08 Acres
- Features: Backs to Trees, Level, Rear Yard, SideYard(s), Subdivision Possible
Details
- Additional structures: Above Grade, Below Grade, Outbuilding
- Parcel number: 020700003393628
- Zoning: R1
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch/Rambler
- Property subtype: Single Family Residence
Materials
- Brick Front
- Foundation: Block
Condition
- New construction: No
- Year built: 1973
Utilities & green energy
- Sewer: Public Sewer
- Water: Well
Community & HOA
Community
- Subdivision: Shady Side
HOA
- Has HOA: No
Location
- Region: Shady Side
Financial & listing details
- Price per square foot: $250/sqft
- Tax assessed value: $428,800
- Annual tax amount: $4,832
- Date on market: 8/5/2026
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Estimated market value
$760,200
$722,000 - $798,000
$3,353/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/11/2026 | Price change | $775,000-7.6%$250/sqft |
Source:  Bright MLS #MDAA2153376 Report a problem | ||
| 8/5/2026 | Listed for sale | $839,000$271/sqft |
Source: Bright MLS #MDAA2153376 Report a problem | ||
| 9/2/2023 | Listing removed | -- |
Source: Bright MLS #MDAA2067226 Report a problem | ||
| 8/15/2023 | Listed for rent | $2,200+23.9%$1/sqft |
Source: Bright MLS #MDAA2067226 Report a problem | ||
| 5/14/2019 | Listing removed | $1,775$1/sqft |
Source: Keller Williams Preferred Properties #MDAA378026 Report a problem | ||
| 4/25/2019 | Price change | $1,775-5.3%$1/sqft |
Source: Keller Williams Preferred Properties #MDAA378026 Report a problem | ||
| 3/19/2019 | Listed for rent | $1,875$1/sqft |
Source: Keller Williams Preferred Properties #MDAA378026 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,357 +28.6% | $404,633 +6.4% |
| 2024 | $4,166 +7.1% | $380,467 +6.8% |
| 2023 | $3,891 +6.7% | $356,300 +2.1% |
| 2022 | $3,646 +2.2% | $348,933 +2.2% |
| 2021 | $3,569 +2.1% | $341,567 +2.2% |
| 2020 | $3,496 +0.3% | $334,200 |
| 2019 | $3,484 +3.7% | $334,200 +0.9% |
| 2018 | $3,360 -0.1% | $331,333 +0.4% |
| 2017 | $3,363 | $329,900 +4.4% |
| 2016 | -- | $316,100 +4.6% |
| 2015 | -- | $302,333 +4.8% |
| 2014 | -- | $288,500 |
| 2013 | -- | $288,500 |
| 2012 | -- | $288,500 -21.9% |
| 2011 | -- | $369,570 |
| 2010 | -- | $369,570 |
| 2009 | -- | $369,570 -14.1% |
| 2008 | -- | $430,450 +20.2% |
| 2007 | -- | $358,086 +25.3% |
| 2006 | -- | $285,723 +33.9% |
| 2005 | -- | $213,360 +0.8% |
| 2004 | -- | $211,672 +0.9% |
| 2003 | -- | $209,856 +0.9% |
| 2002 | -- | $208,040 |
| 2001 | -- | $208,040 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 20764
Nearby schools
GreatSchools rating
- 7/10Shady Side Elementary SchoolGrades: PK-5Distance: 1.1 mi
- 8/10Southern Middle SchoolGrades: 6-8Distance: 5.2 mi
- 6/10Southern High SchoolGrades: 9-12Distance: 6.4 mi
Schools provided by the listing agent
- District: Anne Arundel County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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A local agent can set up tours, give advice and negotiate with sellers.
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