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1534 Circle Dr, 
Annapolis, MD 21409

$899,000


4

Beds


3

Baths


3,233

Sq Ft


Single Family


Virtual Tour

Active

Listed by

Michele Deckman

Ttr Sotheby'S International Realty

Last updated:

October 31, 2025, 05:53 PM

MLS#

MDAA2128442

Source:

BRIGHTMLS

About This Home

1534 Circle Dr

Nestled into the tree tops off a private drive in highly sought after Winchester on the Severn, this mid century raised rancher will check all your boxes. From the moment you pull up the private drive to the home, you are immediately at ease. Step out of the car to the sounds of birds and the rustle of the trees. You will feel as though you have escaped it all, yet you are right in the heart of Winchester, a quick drive from Historic Downtown Annapolis and a stones throw to the famed B&A trail. As you enter the front walk, you will be immediately struck by the quality of craftsmanship and materials on the exterior of the home. Once inside, the rich wood beams, wood trim and floors strike a dramatic combination with the soaring ceilings. The abundant windows and doors leading out to the sunroom will ensure that the beauty of the natural surroundings take center stage. The chef's kitchen is equipped with granite countertops, a deep sink, lovely picture window over the sink, double wall ovens and high end fixtures. The sunroom serves as an additional dining space and relaxing sitting room with full views of the surroundings. You will feel as though you have escaped to a mountain retreat! The main level offers a full hall bath and three comfortable bedrooms including an owner's suite with ensuite bath and double closets. The fully finished lower level is a lovely living space on its own with a cozy den, office and flexible bonus space that could be a 4th bedroom with its own ensuite bath. The lower sunroom is the perfect spot to partake in your morning yoga and meander out to the hot tub for a leisurely soak. Entertaining is a breeze with the expansive, multi-level decks and putting green for fun. After a day on the water, use the outdoor shower to rinse away the salt and sand. Winchester offers two beaches (one is referred to as Dog Beach for obvious reasons) and two marinas. The beauty of a water access community on the Severn River is easy access into Annapolis by boat without going out into the choppy Bay. You can hop on a small tender and dock in town at the dinghy dock for dinner any time you please. Walk or bike up the B&A trail for coffee, ice cream or grab must haves at the gourmet cheese shop. Brunch at the Severn Inn overlooking the River or pop over to Garten Beer Garden for a lovely supper with friends. This is not merely a beautiful home, this is a highly sought after lifestyle.

Home Facts

Single Family

3 Baths

4 Bedrooms

Built in 1977

Price Summary

899,000

$278 per Sq. Ft.

MLS #:

MDAA2128442

Last Updated:

October 31, 2025, 05:53 PM

Added:

17 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

3

Interior

Living Area:

3,233 Sq. Ft.


Structure

Structure

Architectural Style:

Mid-Century Modern, Raised Ranch/Rambler

Building Area:

3,233 Sq. Ft.

Year Built:

1977


Lot

Lot Size (Sq. Ft):

25,264


Finances & Disclosures

Finances

Price:

$899,000

Price per Sq. Ft:

$278 per Sq. Ft.

Source:BRIGHTMLS
The information being provided by Bright Mls is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2025 Bright Mls All rights reserved.
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