Experience refined living in this beautifully maintained 3-bedroom, 2.5-bath Colonial, perfectly nestled on a quiet, tree-lined street. This distinguished residence offers timeless curb appeal with a welcoming front porch, a thoughtfully designed interior, and a nicely appointed kitchen ideal for both daily living and entertaining. The home features a spacious primary suite, generously sized secondary bedrooms, and a nice-sized fenced-in yard that provides privacy and room to relax or play. A private driveway ensures effortless parking. Situated just moments from the waterwithout the upkeep of waterfront ownership access to a Felicity Cove boat launch, kayak launch, fishing/swimming pier, and located in a well-regarded school district, this property delivers an exceptional blend of comfort, style, and convenience. A rare opportunity to enjoy serene suburban living in a truly desirable setting.
- MD
- Shady Side
- 20764
- 4742 Chestnut Rd
- MLS# MDAA2132492
- Date Listed12/05/2025
- Bedrooms 3
- Bathrooms 2 Full baths, 1 Half baths
- Lot Size 0.26 acres (11,326 sq. ft)
- Subdivision FELICITY COVE
- County Anne Arundel
- Year Built 1999
- Square Feet 1,630 sq. ft
- Price Per Sq. Ft $257.67
Interior Features
- Cooling Central A/C
- Heating Central
Exterior / Lot Features
- Roof -
- Lot Size Acres 0.26
- Lot Size SQFT 11,326.00
- Lot Features -
Financial Considerations
- Tax Amount $4,179
- Terms Cash, Conventional, FHA, VA Loan
Schools near 20764
Explore the local neighborhood highlights and top-rated schools near 20764 in Shady Side, MD.
Nearby Schools
Source: School Digger
Public • PK - KG • Serves this home
32.46 mi
Distance
Public • 6 - 8 • Serves this home
19.41 mi
Distance
Public • 9 - 12 • Serves this home
10 mi
Distance
Public • PK - KG • Serves this home
32.46 mi
Distance
Public • 6 - 8 • Serves this home
19.41 mi
Distance
Public • 6 - 8
26.37 mi
Distance
Public • 6 - 8
32.02 mi
Distance
Public • 9 - 12 • Serves this home
10 mi
Distance
Public • 9 - 12
13.22 mi
Distance
Public • 9 - 11
19.41 mi
Distance
Public • 9 - 12
25.17 mi
Distance
Public • 9 - 12
31.59 mi
Distance
Sales & Tax History
Source: Public Records
| Street Address | Beds | Baths | Sold Date | List Price | Valuation Date | Valuation Price |
|---|---|---|---|---|---|---|
| 1235 JUNIPER ST,SHADY SIDE,MD,20764,ANNE ARUNDEL | Listing | 4 | 3 | Jul 20, 2026 | $395,000 | Mar 21, 2024 | $462,164 |
| 4946 CHESTNUT ST,SHADY SIDE,MD,20764,ANNE ARUNDEL | 2 | 1 | Jul 20, 2026 | $289,900 | Aug 27, 2026 | - |
| 1178 BAY VIEW AVE,SHADY SIDE,MD,20764,ANNE ARUNDEL | 3 | 2 | Jul 20, 2026 | $298,900 | Aug 27, 2026 | - |
| 1169 OAK AVE,SHADY SIDE,MD,20764,ANNE ARUNDEL | Listing | 4 | 3 | Jul 20, 2026 | $399,900 | Mar 21, 2024 | $471,586 |
| 1637 COLUMBIA BEACH RD,SHADY SIDE,MD,20764,ANNE ARUNDEL | 3 | 1 | Jul 20, 2026 | $234,900 | Aug 27, 2026 | - |
| 4906 MARINERS DR,SHADY SIDE,MD,20764,ANNE ARUNDEL | Listing | 3 | 3 | Jul 20, 2026 | $349,990 | Mar 21, 2024 | $461,731 |
| 1332 Jordan Dr | Listing | 3 | 3 | Jun 30, 2026 | $269,500 | Mar 21, 2024 | $312,741 |
| 206 Maryland Ave | Listing | 2 | 0 | Jun 30, 2026 | $220,000 | Mar 21, 2024 | $303,259 |
| 4925 Dogwood St | 3 | 2 | Jun 30, 2026 | $289,000 | Aug 27, 2026 | - |
| 1481 Cedarhurst Rd | Listing | 4 | 3 | Jun 30, 2026 | $356,000 | Mar 21, 2024 | $421,891 |
Local Neighborhood Highlights for 20764
Discover key demographics, population statistics, and environmental insights for the Shady Side, MD area.
Population & Environment
Source: Sperling's Best Places
| Zip | City | County | National | |
|---|---|---|---|---|
| Population | 4,238 | 5,776 | 595,029 | 335,858,263 |
| Population Density | 1,038 | 854 | 1,434 | 95 |
| People per Household | 2.5 | 2.6 | 2.6 | 2.6 |
| Median Age | 44.5 | 45.5 | 40.8 | 39.1 |
| Median Income | $104,526 | $109,786 | $103,070 | $66,222 |
| Average Income | $44,686 | $49,472 | $48,004 | $35,475 |
| Cost of Living Index | 108 | 110 | 110 | 100 |
| Zip | City | County | National | |
|---|---|---|---|---|
| January Avg. High Temp | 24.09°F | 24.09°F | 23.8°F | 22.6°F |
| July Avg. High Temp | 87.41°F | 87.41°F | 87.7°F | 86.2°F |
| Annual Precipitation | 43.99" | 43.99" | 44.78" | 38" |
0/100
Car-Dependent
Walk Score ®
0/100
Minimal Transit
Transit Score ®
34/100
Bikable
Bike Score ®
Overview
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.
Walkability averages in the surrounding area
The average walkability score in the surrounding area is Walk Score: 7/100, Transit Score: 0/100, Bike Score: 37/100.
Property Change History
View Changes
Previous Description:
Updated Description:
Points of Interest near 4742 Chestnut Rd, Shady Side, MD 20764
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0.92 mi
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1.34 mi
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1.13 mi
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1.34 mi
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1.37 mi
Distance
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Frequently Asked Questions for 4742 Chestnut Rd
Source: Realty.com
4742 Chestnut Rd, Shady Side, MD 20764 in FELICITY COVE, Shady Side, MD 20764 is a single family listed at $420,000. Highlights include 3 bedrooms, 3 bathrooms, 1,630 sq. ft., built in 1999, 0.26 acre lot, $258 per sq. ft.. Realty.com provides sales history, school insights, and mortgage tools for this listing.
Our records indicate that 4742 Chestnut Rd was built in 1999.
The full address for this home is 4742 Chestnut Rd, Shady Side, MD 20764.
4742 Chestnut Rd has been listed on Realty.com since Fri December 05, 2025
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 7/100, Transit Score: 0/100, Bike Score: 37/100.
There are 3 schools assigned to this home. Check out the schools near 4742 Chestnut Rd. West Meade Elementary (Grades: PK - KG), Crofton Middle School (Grades: 6 - 8), Southern High School (Grades: 9 - 12)
Listing provided courtesy of:
Long & Foster Real Estate, Inc.
(tel: 410-263-3400)
Listing agent:
Diego Reyes
(tel: 301-832-2694)
(#3361391)
This content last refreshed on 2026-08-27 12:36:24. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.