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16 WOODLAWN AVENUE, ANNAPOLIS, MD, 21401
$835,000
- 3 beds
- 2 full baths
- 1 half baths
- 1,512 sq. ft
16 WOODLAWN AVENUE, ANNAPOLIS, MD, 21401
$835,000
Active
JUST LISTED
- Beds 3
- Baths 2.5
- Sq. ft 1,512
Tucked into Homewood, just beyond the brick sidewalks of Historic Downtown Annapolis, 16 Woodlawn Avenue is a residence taken down to the studs and rebuilt in 2019, blending all the comforts of modern design with the historic charm of Homewood. A traditional front porch, turned white columns and soft buttery siding announce the home from the street while a long driveway offers the rare luxury of off street parking in one of Annapolis's most walkable in-town pockets. Inside, tall ceilings and recessed lighting set an airy tone against gorgeous oak flooring on the main level and the beautifully refinished original pine flooring on the stairs and level two. The classic period moldings that run throughout remind you that this home has been here for a time as the updates make it seem like a much newer build. The kitchen anchors the main level: white shaker cabinetry, stainless appliances, and granite countertops surround a center island with room for a kitchen table, while a separate formal dining room sits just off the living room for more considered entertaining. A main level powder room, a rare find in homes of this era, provides ease buyers rarely expect from an in-town address. A mudroom tucked off the kitchen doubles as an office also providing space for the pantry, a laundry closet and access to the unfinished basement and backyard. Upstairs, three bedrooms include a primary suite that is bright, generously scaled, and appointed with an ensuite bath and stall shower. The hall bath is an ode to the age of the home with a refurbished black and white clawfoot tub (with shower) set beneath classic wainscoting. A third floor of floored attic space stands ready as flexible storage today, or a defining feature tomorrow for an owner who wants to finish it into additional living space. Outside, the large, flat, fully fenced yard is anchored by a side patio off the mudroom for grilling and framed by fig trees, with a gate to a rear fenced area and a large storage shed beyond. The location is a defining feature in its own right. Walk to Navy games, boat shows, Wednesday night's "Dinner Under the Stars, and pickup pickleball on West Street, or take a short drive to the boat ramps at Amos Garrett Park or West Annapolis to launch your paddle board or kayak. 16 Woodlawn Avenue isn't just a renovated in-town home. It stands as a premier expression of Chesapeake Bay living at its most walkable and most alive. Be sure to check out the virtual walk through tour!
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Year Built:
1940
Days on Market:
1
Listing ID:
MDAA2154556
Bathrooms:
2 full , 1 half
List Date:
August 20, 2026
Property Type:
Single Family Residential
Architecture Style:
Colonial
Subdivision:
HOMEWOOD
County:
ANNE ARUNDEL
Total Taxes:
$7,713
Courtesy of TTR Sotheby's International Realty
This content was last updated on August 21, 2026 00:10
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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