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7737 Westerly Dr , Preston, MD 21655
$555,900
Est. Payment: $2,958.73/mo
3 Bed
3 Bath
2343 Sqft
1.07 Acres
Status: active | Days on site: 66
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House Description

*Major Price Improvement* **Thoughtfully Renovated & Move-In Ready** Welcome to a beautifully renovated home offering 3 bedrooms plus a flexible bonus space with potential for a 4th bedroom in the water front community of Two Johns. Extensively updated from top to bottom, this home offers a fresh, modern feel while maintaining a warm and inviting atmosphere. As you enter, you’ll immediately notice the all-new flooring and lighting throughout, freshly painted rooms, new interior doors, and crown molding featured in most spaces, creating a clean and cohesive look throughout the home. The updated kitchen combines style and functionality with beautiful quartz countertops and stainless steel appliances, making it the perfect space for everyday living and entertaining. All three bathrooms have been thoughtfully updated, including a beautifully redesigned and custom-appointed primary suite bathroom. Step outside and enjoy the best of outdoor living from the spacious screened-in porch overlooking the private rear yard. The backyard retreat features an inviting in-ground pool, fruit trees, and a 1,000-gallon pond with a tranquil waterfall, creating a peaceful setting for relaxing, entertaining, and enjoying your own private oasis. The exterior has received an impressive facelift as well, featuring brand-new siding, Azek window trim, new exterior doors, and new exterior lighting, giving the home a fresh and welcoming appearance from the moment you arrive. The spacious two-car garage offers even more versatility with a full bonus room on the second floor, complete with heat and A/C on both levels—perfect for a home office, gym, entertainment space, guest area, or potential additional living space. A lean-to extends off the back of the garage, providing even more room for storage, hobbies, equipment, or outdoor necessities. With extensive updates throughout and incredible indoor and outdoor living spaces, this home is move-in ready and waiting for its new owners!

Highlights

Listed by Amy Marie Endzel , 4437865189 Keller Williams Select Realtors of Annapolis , 4109724000. Bright MLS

Property Type

Residential

Lot/Acreage
1.07

Year Built

1994

County

Caroline

Neighborhood

Two Johns

School District

Caroline County Public Schools

Listing ID

MDCM2007772

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Interior Features

Bedrooms and Bathrooms
  • ▪ Bedrooms:3
  • ▪ Bathrooms:3
  • ▪ Full Bathrooms:3
Appliances:Built-In Microwave, Dishwasher, Refrigerator, Stove, Washer, Dryer
Air Cond:Central A/C
Fireplaces:
Floor:Engineered Wood,Luxury Vinyl Plank,Tile/Brick
Above Ground Sq Ft:2343
Other:
  • ▪ Main Floor Bedrooms:3
  • ▪ Additional:Bathroom - Tub Shower, Bathroom - Walk-In Shower, Ceiling Fan(s), Combination Kitchen/Dining, Family Room Off Kitchen, Recessed Lighting, Upgraded Countertops, Walk-in Closet(s), No Pet Restrictions, Pets Allowed
Water:Private

Exterior Features

Lot:Not New Construction,Horse Property: No
Garage Capacity:6
Zoning:R
Roof:Shingle
Others:
  • ▪ Additional:Exterior Lighting, Hot Tub
Sewer:Private Septic Tank
Parking Features:Asphalt Driveway,Garage - Front Entry,Garage - Side Entry,Additional Storage Area,Driveway,Detached Garage,4+ Spaces,3+ Spaces,2+ Spaces,1+ Spaces
Principal Interest
$2,959
Taxes
$355

Home Price

$555,900

Loan Details

30 yrs
7%

Down Payment

20%
$111,180
All calculations are estimates and provided by Blueroof360. Today’s Rates provided by Blueroof360. Information and interactive calculators are made available to you only as self-help tools for your independent use and are not intended to provide investment or tax advice. We cannot and do not guarantee their applicability or accuracy in regards to your individual circumstances. All examples are hypothetical and are for illustrative purposes. We encourage you to seek personalized advice from qualified professionals regarding all personal finance issues.
Monthly Price:
$2,958.73

Principal

Taxes

Principal Taxes HOA Total
Monthly $2,958.73 $355.33 $0.00 $3,314.07
Yearly $35,504.80 $4,264.00 $0.00 $39,768.80
Total $1,065,143.97 $127,920.00 $0.00 $1,193,063.97
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Chico Gordy
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Market insight data is pulled from the same city as the listing being viewed (Preston, MD).

The schools listed are within a 2-mile radius of the property; however, attendance is not guaranteed. Please contact the local school district to confirm zoning and enrollment options.

Information provided by Bright MLS, and is deemed reliable but not guaranteed accurate.

IDX service by Blueroof 360

Data last updated: 2026-11-13T17:14:43.000Z

© 2026 Bright MLS