7737 Westerly Drive Preston, MD $ 568,900
7737 Westerly Drive
$ 568,900
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7737 Westerly Drive

Preston, MD, 21655
$ 568,900
Bedrooms3 Baths3.0 Sq 2,343

Monthly Estimate*

$ 3,929

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Single Family Home for sale in Preston, MD

for $568,900 with 3 bedrooms and 3 full baths. This 2,343 square foot home was built in 1994 on a lot size of 1.07.

*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, youll 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 levelsperfect 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!

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Single Family Active

Price

$ 568,900

Bedrooms

3

Full Bath

3

Property Type

Single Family

Taxes

$ 4,264

Style

Ranch/Rambler

Lot Size

1.07

Year Built

1994

Town/City

Preston

County/Region

Caroline

MLS | Web ID

MDCM2007772

Features
General
Living Area 2343
Sewer Private Septic Tank
Heating Heat Pump(s)
Cooling Central A/C
Possession Settlement
Roof Shingle
Appliances Built-In Microwave Dishwasher Refrigerator Stove Washer Dryer
Zoning R
Garage Spaces 2.00
Patio/Porch Features Deck(s) Screened Porch(es)
Architectural Style Ranch/Rambler
Pool Features In Ground
Construction Materials Combination
School District CAROLINE COUNTY PUBLIC SCHOOLS
Year Built 1994
Levels 1
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Accessibility None
County CAROLINE
New Construction N
Property Type Residential
HOA N
Subdivision Name TWO JOHNS
Garage Y/N Y
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 3
Status ACTIVE
Directions Google Maps
City PRESTON
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 46609.00
Tax Annual Amount 4264.0
Home Warranty Y/N N
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 3
Bathrooms Count Main Level 3.00
Price Per Sq Ft Total AG 242.81
Historic Y/N N
Lease Considered Y/N N
Vacation Rental Y/N N
Location Type Corner Lot/Unit
Standard Status Active
Year Built Source Assessor
Tax Lot 7
Association Recreation Fee N
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Interior
Interior Amenities 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)
Heating Fuel Electric
Flooring Engineered Wood Luxury Vinyl Plank Tile/Brick
Hot Water Tankless
Basement (Y/N) N
Heating Y/N Y
Fireplace Y/N N
Above Grade Finished Area 2343
Half Baths 0
Central Air Y/N Y
Total Bedrooms 3
Below Grade Finished Area 0
Room Type Living Room Kitchen Bonus Room
Main Level Bedrooms 3
Below Grade Finished Area Unit Type Square Feet
Laundry Type Main Floor
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 3
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Exterior
Exterior Amenities Exterior Lighting Hot Tub Other
Pool Yes - Personal
Parking Features Asphalt Driveway
Water Source Private
Inclusions Hot Tub(unknown Condition) Pool Table & Accessories Picnic Tables
Garage Features Garage - Front Entry Garage - Side Entry Additional Storage Area Other
Type of Parking Driveway Detached Garage
Foundation Details Crawl Space
Spa N
Water View Y/N N
Lot Size Acres 1.07
Lot Size Source Assessor
Waterfront Y/N N
Horse Y/N N
Land Assessed Value 100400.00
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 7737
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* Excluded Features
List By
Keller Williams Select Realtors Of Annapolis

Broker

amyendzel@kw.com

Email

Affordability Calculator

$4,285
Per Month
92%
8%
0%
Monthly Principal & Interest
$3,929
Monthly Property Taxes
$355
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3535583 Elementary School
3535264 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
10/12/2026$568,900 -4.53% Price Down
9/22/2026$595,900 -8.31% Price Down
8/22/2026$649,900 Listed Price

Map


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7737 Westerly Drive, Preston, MD, 21655 is a Single Family Home for sale at $568,900 with 2,343 sqft and a lot size of 1.07. 7737 Westerly Drive has 3 bedrooms, 3.0 baths, and was built in 1994. The property's zip code is 21655 which is in Preston, MD