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21 WOODLAWN AVENUE, ANNAPOLIS, MD, 21401
$859,000
- 3 beds
- 2 full baths
- 1,670 sq. ft
21 WOODLAWN AVENUE, ANNAPOLIS, MD, 21401
$859,000
Active
Open House
JUST LISTED
- Beds 3
- Baths 2
- Sq. ft 1,670
Open House: 09/25 4:00pm to 6:00pm, 09/26 12:00pm to 2:00pm
OPEN HOUSES: FRI 9/25 4-6pm, SAT 9/26 12-2pm ---NEWLY UPDATED! NEW BATHROOMS, GARAGE, and A BONUS 3rd FLOOR ROOM. Boasting 1,670 sq. ft. of finished historic charm, this 1905 Homewood treasure sits on a rare, oversized 0.26-acre lot! Offering space and flexibility nearly impossible to find this close to City Dock. While the main house charms with high ceilings, refinished hardwoods, and a light-filled 3-seasons wrap-around porch, the true crown jewel is the backyard oasis. Surrounded by stunning, mature trees and a double oversized lot as well as a brand NEW GARAGE WITH ELECTRICITY! Walk to the Navy Stadium, local cafes, and the Poplar Trail. Note on Square Footage: Finished square footage has been updated to 1,670 sq. ft. based on recent agent measurements. Public tax records currently reflect inaccurate historical data (1,442 sq. ft.) and do not fully capture the complete finished living area.
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Open Houses
| Date | Start Time | End Time | Type | Url |
|---|---|---|---|---|
| 09/25 | 4:00 pm | 6:00 pm | Come check out all of the AMAZING upgrades on this Homewood charming colonial! There will be a gift card raffle and light fare! | N/A |
| 09/26 | 12:00 pm | 2:00 pm | Come check out all of the AMAZING upgrades on this Homewood charming colonial! There will be a gift card raffle and light fare! | N/A |
Year Built:
1905
Listing ID:
MDAA2157812
Bathrooms:
2 full
List Date:
September 24, 2026
Property Type:
Single Family Residential
Architecture Style:
Colonial
Subdivision:
HOMEWOOD
County:
ANNE ARUNDEL
Appliances:
Dishwasher, Disposal, Dryer, Microwave, Oven/Range - Gas, Range Hood, Refrigerator, Stainless Steel Appliances, Washer, Water Heater
Total Taxes:
$7,581
Courtesy of Real Broker, LLC - Annapolis
This content was last updated on September 25, 2026 20:32
Schools
| Name | Type | Level | Grades | Address | |
|---|---|---|---|---|---|
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Address: Enrollment |
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Germantown Elementary School |
Public | Primary | PK-5 | 200 Windell Ave, Annapolis, MD 21401 | |
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District: Anne Arundel County Public Schools Grade Span: PK - 5 Admission: Public Address: 200 Windell Ave, Annapolis, MD 21401 Phone: 410-222-1615 Teachers: 43 Students: 467 Ratio: 11:1 Students/Teacher Gender: 49% Male / 51% Female Lunch: 64% Free / 12% Reduced Student/Teacher ratioEnrollment |
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Annapolis High School |
Public | High | 9-12 | 2700 Riva Rd, Annapolis, MD 21401 | |
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District: Anne Arundel County Public Schools Grade Span: 9 - 12 Admission: Public Address: 2700 Riva Rd, Annapolis, MD 21401 Phone: 410-266-5240 Website: http://www.annapolishigh.org/ Teachers: 140 Students: 2075 Ratio: 15:1 Students/Teacher Gender: 47% Male / 52% Female Lunch: 51% Free / 11% Reduced Student/Teacher ratioEnrollment |
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Wiley H. Bates Middle School |
Public | Middle | 6-8 | 701 Chase St, Annapolis, MD 21401 | |
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District: Anne Arundel County Public Schools Grade Span: 6 - 8 Admission: Public Address: 701 Chase St, Annapolis, MD 21401 Phone: 410-263-0270 Website: http://www.aacps.org Teachers: 67 Students: 707 Ratio: 11:1 Students/Teacher Gender: 45% Male / 54% Female Lunch: 46% Free / 9% Reduced Student/Teacher ratioEnrollment |
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| Name | Type | Level | Grades | Address | |
|---|---|---|---|---|---|
Book of Life Academy |
Private | Elementary | PK-5 | 913 Cedar Park Rd, Annapolis, MD 21401 | |
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Grade Span: PK - 5 Admission: Private Address: 913 Cedar Park Rd, Annapolis, MD 21401 Phone: 410-263-2600 Website: http://www.bookoflifeacademy.com/ Teachers: 10 Students: 58 Ratio: 6:1 Students/Teacher Gender: 47% Male / 53% Female Student/Teacher ratioEnrollment |
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Chesapeake Montessori School |
Private | Elementary | PK-8 | 30 Old Mill Bottom Rd N, Annapolis, MD 21409 | |
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Grade Span: PK - 8 Admission: Private Address: 30 Old Mill Bottom Rd N, Annapolis, MD 21409 Phone: 410-757-4740 Teachers: 8 Students: 78 Ratio: 10:1 Students/Teacher Gender: 37% Male / 63% Female Student/Teacher ratioEnrollment |
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Key School |
Private | Combined Elementary/Secondary | PK-12 | 534 Hillsmere Dr, Annapolis, MD 21403 | |
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Grade Span: PK - 12 Admission: Private Address: 534 Hillsmere Dr, Annapolis, MD 21403 Phone: 443-321-7833 Website: http://www.keyschool.org Teachers: 64 Students: 598 Ratio: 9:1 Students/Teacher Gender: 53% Male / 47% Female Student/Teacher ratioEnrollment |
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Montessori International Childrens House |
Private | Elementary | PK-6 | 1641 Winchester Rd, Annapolis, MD 21409 | |
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Grade Span: PK - 6 Admission: Private Address: 1641 Winchester Rd, Annapolis, MD 21409 Phone: 410-757-7789 Teachers: 10 Students: 75 Ratio: 8:1 Students/Teacher Gender: 47% Male / 53% Female Student/Teacher ratioEnrollment |
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Naval Academy Primary School |
Private | Elementary | PK-5 | 74 Greenbury Point Rd, Annapolis, MD 21402 | |
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Grade Span: PK - 5 Admission: Private Address: 74 Greenbury Point Rd, Annapolis, MD 21402 Phone: 410-757-3090 Website: http://www.napschool.com/ Teachers: 24 Students: 195 Ratio: 8:1 Students/Teacher Gender: 51% Male / 49% Female Student/Teacher ratioEnrollment |
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Pathways School--Anne Arundel |
Private | Secondary | 7-12 | 1819 Bay Ridge Ave Ste 340, Annapolis, MD 21403 | |
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Grade Span: 7 - 12 Admission: Private Address: 1819 Bay Ridge Ave Ste 340, Annapolis, MD 21403 Phone: 301-649-0778 Teachers: 4 Students: 30 Ratio: 7:1 Students/Teacher Gender: 53% Male / 47% Female Student/Teacher ratioEnrollment |
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St Annes School of Annapolis |
Private | Elementary | PK-8 | 3112 Arundel on the Bay Rd, Annapolis, MD 21403 | |
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Grade Span: PK - 8 Admission: Private Address: 3112 Arundel on the Bay Rd, Annapolis, MD 21403 Phone: 410-263-8650 Website: http://st.annesschool.org/ Teachers: 20 Students: 234 Ratio: 12:1 Students/Teacher Gender: 66% Male / 34% Female Student/Teacher ratioEnrollment |
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St Margaret's Day School |
Private | Elementary | PK-KG | 1605 Pleasant Plains Rd, Annapolis, MD 21409 | |
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Grade Span: PK - KG Admission: Private Address: 1605 Pleasant Plains Rd, Annapolis, MD 21409 Phone: 410-757-2333 Website: http://www.st-margarets.org/ Teachers: 2 Students: 33 Ratio: 17:1 Students/Teacher Gender: 48% Male / 52% Female Student/Teacher ratioEnrollment |
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St Martins Lutheran Church School |
Private | Elementary | PK-8 | 1120 Spa Rd, Annapolis, MD 21403 | |
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Grade Span: PK - 8 Admission: Private Address: 1120 Spa Rd, Annapolis, MD 21403 Phone: 410-269-1955 Teachers: 16 Students: 118 Ratio: 7:1 Students/Teacher Gender: 55% Male / 45% Female Student/Teacher ratioEnrollment |
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St Marys High School |
Private | Secondary | 9-12 | 113 Duke of Gloucester St, Annapolis, MD 21401 | |
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Grade Span: 9 - 12 Admission: Private Address: 113 Duke of Gloucester St, Annapolis, MD 21401 Phone: 410-263-3294 Website: http://www.stmarysannapolis.org/ Teachers: 34 Students: 496 Ratio: 15:1 Students/Teacher Gender: 54% Male / 46% Female Student/Teacher ratioEnrollment |
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The Harbour School at Annapolis |
Private | Combined Elementary/Secondary | 1-12 | 1277 Green Holly Dr, Annapolis, MD 21409 | |
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Grade Span: 1 - 12 Admission: Private Address: 1277 Green Holly Dr, Annapolis, MD 21409 Phone: 410-974-4248 Website: http://harbourschool.org Teachers: 26 Students: 184 Ratio: 7:1 Students/Teacher Gender: 57% Male / 43% Female Student/Teacher ratioEnrollment |
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Weems Creek Nursery School & Kindergarten |
Private | Combined Elementary/Secondary | PK-PK | 238 Kirkley Rd, Annapolis, MD 21401 | |
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Grade Span: PK - PK Admission: Private Address: 238 Kirkley Rd, Annapolis, MD 21401 Phone: 410-266-5522 Teachers: 1 Students: 16 Ratio: 16:1 Students/Teacher Gender: 44% Male / 56% Female Student/Teacher ratioEnrollment |
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