0.33 mi
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This is your opportunity to experience the water privileged and highly coveted neighborhood of Winchester-on-the-Severn! 1520 Circle Drive is a wide corner lot with 2 driveways, 3 bedrooms and 2 baths. Enter into a light filled and stylish split level with tasteful built-ins, trendy brass accents, wood flooring and tons of windows. Enjoy cooking with a full suite of stainless-steel appliances in the eat-in kitchen, appreciate the indoor-outdoor living of your huge screened-in porch, host dinner parties in your dining room, or watch the sunset in the graceful living room. Up the stairs, you are greeted by wood flooring, three bedrooms and two bathrooms, including an en suite for the primary, and hall bath. The lower level is a perfect flex space of family room office den, with laundry in the light filled and well-kept garage with a basement walkout. This is a vibrant community with a shared love of the outdoors waterfront lifestyle, including neighborhood parties and an air of camaraderie. The community shares a private beach off the spectacular Severn River with a full pavilion and grill set up, a pier perfect for fishing, crabbing, with updated playground, kayaking and paddle board storage, a flat grassy area for playing, and parking lot for both cars and golf carts. Stroll over to the boat floats and slips, the neighborhood pool and swim club, the swimming or dog friendly beach, or just enjoy the beautiful landscaping while walking or biking over to the nearby B&A trail. Just minutes from major commuter routes 50 & 97, and close to downtown Annapolis either by car or boat. **This is a rare opportunity for potential to expand the property footprint on a flat lot in sought after Winchester-on-the-Severn! This home is move-in ready, but also provides opportunity for future enlargement with a recently upgraded new septic system and permitted expansion plans. Do not miss!**
See Navigation, Circle Drive, park on street or driveway
Source: School Digger
Public • PK - KG • Serves this home
Distance
Public • 6 - 8 • Serves this home
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Public • 9 - 12 • Serves this home
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Public • PK - KG • Serves this home
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Public • 6 - 8 • Serves this home
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Public • 6 - 8
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Public • 6 - 8
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Public • 9 - 12 • Serves this home
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Public • 9 - 11
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Public • 9 - 12
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Public • 9 - 12
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Public • 9 - 12
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Source: Public Records
| Street Address | Beds | Baths | Sold Date | List Price | Valuation Date | Valuation Price |
|---|---|---|---|---|---|---|
| 370 SHERMAN AVENUE | Listing | 3 | 2 | Nov 01, 2025 | $900,000 | Mar 21, 2024 | $856,440 |
| 1007 PARK AVENUE | Listing | 4 | 2 | Dec 09, 2025 | $620,000 | Mar 21, 2024 | $565,500 |
| 932 HILLTOP ROAD | Listing | 6 | 5 | Nov 14, 2025 | $1,250,000 | Mar 21, 2024 | $994,865 |
| 39 SOUTHGATE AVENUE | 5 | 4 | Nov 14, 2025 | $2,750,000 | Dec 18, 2025 | - |
| 724 DARLOW DRIVE | Listing | 2 | 2 | Nov 21, 2025 | $530,000 | Jan 24, 2024 | $480,272 |
| 126 FRIAR TUCK HILL | 3 | 3 | Oct 29, 2025 | $1,500,000 | Dec 18, 2025 | - |
| 953 MAGOTHY AVENUE | Listing | 3 | 3 | Oct 28, 2025 | $1,295,000 | Mar 21, 2024 | $1,020,952 |
| 1971 DOMINOE ROAD | 4 | 3 | Nov 12, 2025 | $505,900 | Dec 18, 2025 | - |
| 1604 WINCHESTER ROAD | 7 | 13 | Dec 02, 2025 | $19,995,000 | Dec 18, 2025 | - |
| 1252 FENWICK GARTH | 4 | 5 | Nov 21, 2025 | $3,799,000 | Dec 18, 2025 | - |
Source: Sperling's Best Places
| Zip | City | County | National | |
|---|---|---|---|---|
| Population | 20,779 | 41,212 | 595,029 | 335,858,263 |
| Population Density | 1,484 | 5,736 | 1,434 | 95 |
| People per Household | 2.7 | 2.3 | 2.6 | 2.6 |
| Median Age | 43.3 | 39.6 | 40.8 | 39.1 |
| Median Income | $125,784 | $92,015 | $103,070 | $66,222 |
| Average Income | $62,298 | $52,069 | $48,004 | $35,475 |
| Cost of Living Index | 119 | 97 | 110 | 100 |
| Zip | City | County | National | |
|---|---|---|---|---|
| January Avg. High Temp | 23.8°F | 23.8°F | 23.8°F | 22.6°F |
| July Avg. High Temp | 87.7°F | 87.7°F | 87.7°F | 86.2°F |
| Annual Precipitation | 44.78" | 44.78" | 44.78" | 38" |
8/100
Walk Score ®
25/100
Transit Score ®
7/100
Bike Score ®
3 nearby routes: 3 bus, 0 rail, 0 other
The average walkability score in the surrounding area is Walk Score: 20/100, Transit Score: 10/100, Bike Score: 25/100.
0.33 mi
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0.69 mi
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0.38 mi
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0.38 mi
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0.69 mi
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0.7 mi
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0.7 mi
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0.7 mi
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422 ft
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0.22 mi
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0.24 mi
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0.34 mi
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0.34 mi
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0.35 mi
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0.37 mi
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0.45 mi
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0.46 mi
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0.51 mi
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0.55 mi
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0.6 mi
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0.63 mi
Distance
0.68 mi
Distance
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Source: Realty.com
1520 CIRCLE DRIVE, ANNAPOLIS, MD 21409 is a Single Family 1,584 sq. ft. home listed for sale. Realty.com has 70 photos available of this 3 bed, 2 bath house, listed at $649,999. View sales and tax history, use our mortgage calculator and more on Realty.com
Realty.com has 70 photos of 1520 CIRCLE DRIVE.
Our records indicate that 1520 CIRCLE DRIVE was built in 1963.
The full address for this home is 1520 CIRCLE DRIVE, ANNAPOLIS, MD 21409.
1520 CIRCLE DRIVE has been listed on Realty.com since Tue July 09, 2024
Almost all errands require a car. A few nearby public transportation options. Minimal bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 20/100, Transit Score: 10/100, Bike Score: 25/100.
There are 3 schools assigned to this home. Check out the schools near 1520 CIRCLE DRIVE. West Meade Elementary (Grades: PK - KG), Crofton Middle School (Grades: 6 - 8), Annapolis High School (Grades: 9 - 12)
Listing provided courtesy of:
Compass
(tel: 240-219-2422)
Listing agent:
Adam Chasen
(tel: 301-461-7021)
(#3088752)
This content last refreshed on 2025-12-18 07:14:16. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Export listing data of 1520 CIRCLE DRIVE, ANNAPOLIS, MD 21409 : MLS# MDAA2088684