For sale

$699,000

Est. $4,464/mo —

•

3,100

sq ft

6066 Shady Side Rd, Shady Side, MD 20764

About this home

MAJOR PRICE IMPROVEMENT AND $5,000 SELLER CONTTRIBUTION TOWARDS BUYER'S CLOSING WITH ACCEPTABLE CONTRACT. Rare Opportunity with 2 detached homes 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 / Guest House (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 home 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 Chesapeake Bay, this property delivers unbeatable value and flexibility in Shady Side!

Single-familyProperty Type

1973Year Built

4.08 acresLot Size

$225Price/Sq.Ft.

12 spacesParking

Listed by Peter Costello • Century 21 Downtown

•410-547-1116 (broker)

Listing updated: Sep 10, 2026 at 11:39pm

Redfin checked: 2 minutes ago

•Source:BRIGHT MLS #MDAA2153376

Payment calculator

$4,464 per month

Principal and interest$3,910

Property taxes

$403

HOA dues

Home insurance

$151

Utilities

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Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN SAT, 9AM TO 11AM
$600,000
3 beds2 baths1,362 sq ft
760 Fairview Ave Unit 760 C, Annapolis, MD 21403
(410) 263-3400
OPEN SAT, 11AM TO 2PM
$1,999,999
6 beds6 baths10,015 sq ft
350 E Bay Front Rd, Deale, MD 20751
(443) 334-6300
OPEN SAT, 11AM TO 1PM
$695,000
3 beds3.5 baths3,302 sq ft
1830 Three Brothers Way, Owings, MD 20736
(301) 399-6638
OPEN SAT, 12PM TO 3PM
$739,900
4 beds3.5 baths2,600 sq ft
416 Venton Rd, Edgewater, MD 21037
(410) 295-7462
OPEN SAT, 12PM TO 2PM
$1,290,000
3 beds2.5 baths3,628 sq ft
3517 Castle Way, Davidsonville, MD 21035
(410) 260-2800
OPEN SAT, 12PM TO 2PM
$360,000
3 beds1 bath1,164 sq ft
3905 17th St, Chesapeake Beach, MD 20732
(301) 702-4200
OPEN SAT, 1PM TO 3PM
$799,999
5 beds3.5 baths2,650 sq ft
1405 James Way, Edgewater, MD 21037
(410) 263-3400
OPEN SAT, 1PM TO 3PM3D WALKTHROUGH
$875,000
4 beds3.5 baths2,937 sq ft
1117 Wilson Dr, Edgewater, MD 21037
(410) 280-5600
OPEN SAT, 1PM TO 3PM
$775,000
1 bed1 bath923 sq ft
5 President Point Dr Unit A2, Annapolis, MD 21403
(410) 266-0600
OPEN OCT 24, 1PM TO 3PM
$540,000
5 beds2 baths1,717 sq ft
391 Hilltop Ln, Annapolis, MD 21403
(301) 299-4074

Around this home

Schools

K - 12
Preschool & daycare

Shady Side Elementary School

Public PreK-5 • Assigned • 1.1mi

7/10

Southern Middle School

Public 6-8 • Assigned • 5.2mi

8/10

Southern High School

Public 9-12 • Assigned • 6.4mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Offer insights

6066 Shady Side Rd · $699,000

Strong offer

$699K and above

75% chance or better to win

Why $699K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 39 days.

SALE-TO-LIST

Most homes are selling 1% below list price.

About offer insights

Property details

Parking

Parking Information
# of Attached Carport Spaces: 2
# of Total Garage and Parking Spaces: 12
Driveway - # of Spaces: 10
Attached Carport, Driveway, Off Street

Interior

Bedroom Information
# of Bedrooms On Main Level: 5

Bathroom Information
# of Bathrooms (Full) On Main Level: 3
# of Bathrooms (Full): 3

Interior Information
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
Not Furnished
Interior Features: 2nd Kitchen, Entry Level Bedroom, Floor Plan - Open, Master Bath(s), Recessed Lighting, Upgraded Countertops, Water Treat System
Living Area Sq.Ft. Source: Estimated

Room Information
Laundry Type: Main Floor

Basement Information
Basement: No

Exterior

Property Information
Total Below Grade Sq. Ft.: 0
Horse: No
Improvement Assessed Value: $256,700
Ownership Interest: Fee Simple
Year Built Source: Estimated

Building Information
Construction Materials: Brick Front
Foundation Details: Block
Other Structures: Above Grade, Below Grade
Structure Type: Detached
Window Features: Double Pane
Other Structures: 2nd House, Guest House, Shed, Wood/Metal Shed

Exterior Information
Outbuilding(s)

Lot Information
Lot Features: Backs to Trees, Level, Rear Yard, SideYard(s), Subdivision Possible
Tidal Water: No

Land Information
Land Assessed Value: $172,100

Above Grade Information
Finished Sq.Ft.: 3,100
Finished Sq.Ft. Source: Estimated

Below Grade Information
Finished Sq.Ft. Source: Assessor

Financial

Tax Information
County Tax: $4,406
Tax Assessed Value: $428,800
Tax Year: 2026
Tax Annual Amount: $4,832

Assessments Information
Year Assessed: 2026

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C
Cooling Fuel: Electric
Forced Air, Baseboard - Electric
Heating Fuel: Electric
Hot Water: Electric
Sewer Septic: Public Sewer
Water Source: Well

Electricity and solar

View estimated energy costs and solar savings for this home

Internet

View available providers

Location

School Information
School District Name: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Location Information
Outside City Limits
Directions: Shady Side rd to 6066

Public facts

Beds: —
Baths: 1.0
Finished Sq. Ft.: 1,536
Unfinished Sq. Ft.: —
Total Sq. Ft.: 1,536
Stories: 1.0
Lot Size: 4.08 acres
Style: Single Family Residential
Year Built: 1973
Year Renovated: —
County: Anne Arundel County
APN: 07 00003393628

Home facts updated by county records on Oct 7, 2026

Sale and tax history for 6066 Shady Side Rd

Sale History
Tax History

Year

Property tax

Land + Additions

Assessment*

2026

$5,667 (+5.8%)

$172,100 + $256,700

$428,800

2025

$5,357 (+5.6%)

$172,100 + $256,700

$428,800

2024

$5,073 (+6.9%)

2023

$4,745 (+7.4%)

2022

$4,418 (+1.8%)

$172,100 + $184,200

$356,300

2021

$4,341 (+263.3%)

2020

$1,195 (−0.6%)

2019

$1,202 (+1.2%)

$172,100 + $162,100

$334,200

2018

$1,188 (−0.7%)

2017

$1,197 (+5.5%)

$157,100 + $172,800

$329,900

2016

$1,134 (+4.0%)

2015

$1,090 (+40.1%)

$157,100 + $131,400

$288,500

2014

$778 (−70.9%)

2013

$2,670 (−0.3%)

2012

$2,678

2011

2010

2009

$2,689

Public record

Beds

—

Baths

Stories

Lot width

—

Lot depth

—

Lot size

4.08 Acres

Year renovated

—

Finished Sq. Ft.

1,536

Unfinished Sq. Ft.

—

Total Sq. Ft.

1,536

Year built

1973

Style

Single Family Residential

County

Anne Arundel County

APN

07 00003393628

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 7, 2026.

Climate risks

4/10 Flood Factor

Estimated 18-26% chance of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

8/10 Heat Factor

7 days above 104° expected this year, 15 days in 30 years

6/10 Wind Factor

67% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Shady Side, MD • 20764

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

94/ 100

Exceptional sunlight

Sunscore

This home ranks in the top 21% for direct sun exposure in Shady Side. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.3 hrs

6.5 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 6066 Shady Side Rd

$686,792

$12K under list price of $699K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $325K to $995K.

SOLD SEP 21, 2026
$995,000 Last sold price
3 beds2 baths1,887 sq ft
4958 Lerch Dr, Shady Side, MD 20764
$302/sq ft
smaller lot
16 years newer
SOLD JUN 24, 2026
$565,000 Last sold price
5 beds3.5 baths2,636 sq ft
5510 Berkley Manor Ln, Churchton, MD 20733
$11/sq ft
smaller lot
14 years newer
SOLD JUL 24, 2026
$590,000 Last sold price
3 beds2.5 baths1,954 sq ft
1221 Cove Dr, Churchton, MD 20733
$77/sq ft
smaller lot
20 years newer
SOLD MAY 6, 2026
$385,000 Last sold price
3 beds2.5 baths1,440 sq ft
1330 Jordan Dr, Shady Side, MD 20764
$42/sq ft
smaller lot
18 years newer
SOLD AUG 31, 2026
$325,000 Last sold price
4 beds3 baths2,807 sq ft
6201 Shady Side Rd, Shady Side, MD 20764
$109/sq ft
smaller lot
43 years older
SOLD APR 6, 2026
$835,000 Last sold price
4 beds2.5 baths2,485 sq ft
1379 Mcdonald Rd, Shady Side, MD 20764
$111/sq ft
smaller lot
52 years newer

Rental earnings

Est. $2,917 per month, based on comparable rentals

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(667) 230-5163

Early Access listings

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EARLY ACCESSREDFIN COMING SOON

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EARLY ACCESSREDFIN OPEN SAT, 11AM TO 1PM

$415,000

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EARLY ACCESSREDFIN COMING SOON

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New listings for sale in 20764

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Details provided by BRIGHT MLS and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

Affordability tools

See this home in person

Nearby open houses (10)

Around this home

Schools

Lifestyle

Offer insights

Property details

Sale and tax history for 6066 Shady Side Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 6066 Shady Side Rd

Early Access listings

Nearby similar homes

New listings for sale in 20764

More real estate resources