165 Woodside Trl, ANNAPOLIS, MD 21401
Local realty services provided by:ERA Liberty Realty



165 Woodside Trl,ANNAPOLIS, MD 21401
$569,999
- 4 Beds
- 2 Baths
- 1,360 sq. ft.
- Single family
- Pending
Listed by:robert m carter jr.
Office:douglas realty llc.
MLS#:MDAA2120210
Source:BRIGHTMLS
Price summary
- Price:$569,999
- Price per sq. ft.:$419.12
About this home
Welcome to 165 Woodside Trail, Annapolis, MD – a charming 4-bedroom, 2-bathroom home nestled in the sought-after water-privileged community of Cape St. John. This inviting property offers the ideal blend of comfort, convenience, and coastal lifestyle. Residents enjoy access to a private community beach, boat ramp, and water access to the scenic South River — perfect for kayaking, paddleboarding, or setting out on the boat. Thoughtfully updated, the home features a new trex deck, new windows, doors, siding, and gutters—all replaced in 2014—providing peace of mind and enhanced curb appeal. Inside, you'll find a bright and functional layout with spacious bedrooms, two full bathrooms, and a welcoming living area. The kitchen boasts a brand-new stove and refrigerator (2024), making it ready for your culinary creations. The unfinished lower level offers endless possibilities—create a home gym, workshop, media room, or additional living space tailored to your needs. Whether you're looking for a year-round residence or a weekend retreat near the water, this home offers an incredible opportunity to live the Annapolis lifestyle. Don't miss your chance to own in this desirable community just minutes from downtown, shopping and dining.
Contact an agent
Home facts
- Year built:1980
- Listing Id #:MDAA2120210
- Added:31 day(s) ago
- Updated:August 16, 2025 at 07:27 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:2
- Full bathrooms:2
- Living area:1,360 sq. ft.
Heating and cooling
- Cooling:Ceiling Fan(s), Central A/C
- Heating:Central, Electric, Heat Pump - Oil BackUp, Oil
Structure and exterior
- Year built:1980
- Building area:1,360 sq. ft.
- Lot area:0.31 Acres
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$569,999
- Price per sq. ft.:$419.12
- Tax amount:$5,220 (2024)
New listings near 165 Woodside Trl
- Open Sat, 12 to 2pmNew$1,250,000Active6 beds 6 baths7,633 sq. ft.
522 Epping Forest Rd, ANNAPOLIS, MD 21401
MLS# MDAA2123596Listed by: SAMSON PROPERTIES - Coming Soon$625,000Coming Soon2 beds 2 baths
5 Park Pl #107, ANNAPOLIS, MD 21401
MLS# MDAA2123662Listed by: REDFIN CORP - Coming Soon$536,000Coming Soon3 beds 4 baths
642 Baystone Ct, ANNAPOLIS, MD 21409
MLS# MDAA2123616Listed by: GARCEAU REALTY - Open Sat, 12 to 2pmNew$545,000Active4 beds 3 baths1,956 sq. ft.
1008 Harbor Dr, ANNAPOLIS, MD 21403
MLS# MDAA2121000Listed by: COLDWELL BANKER REALTY - New$1,995,000Active23.33 Acres
1016 E College Pkwy, ANNAPOLIS, MD 21409
MLS# MDAA2123584Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY - New$350,000Active2 beds 2 baths1,330 sq. ft.
615 Admiral Dr #307, ANNAPOLIS, MD 21401
MLS# MDAA2123468Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - New$399,999Active4 beds 3 baths2,022 sq. ft.
93 Clay St, ANNAPOLIS, MD 21401
MLS# MDAA2117410Listed by: COMPASS - Coming SoonOpen Sat, 11am to 1pm$795,000Coming Soon3 beds 3 baths
253 Cape Saint John Rd, ANNAPOLIS, MD 21401
MLS# MDAA2123540Listed by: REAL BROKER, LLC - Coming Soon$495,000Coming Soon2 beds 2 baths
930 Astern Way #412, ANNAPOLIS, MD 21401
MLS# MDAA2122346Listed by: LONG & FOSTER REAL ESTATE, INC. - Open Sat, 11am to 1pmNew$959,000Active4 beds 3 baths3,404 sq. ft.
966 Coachway, ANNAPOLIS, MD 21401
MLS# MDAA2123074Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY