Olivia Hale

7737 Westerly Drive

Preston, MD
$ 649,900 Beds 3 Baths 3 Sq 2,343
Monthly Estimate* How much can I afford?

**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 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!

ACTIVE

  • Price
  • $ 649,900
  • City
  • Preston
  • Bedrooms
  • 3
  • Full Bathrooms
  • 3
  • County
  • CAROLINE
  • Half Bathrooms
  • 0
  • Area
  • Lot Size
  • 1.07 Acres
  • Zip
  • 21655
  • Sqr Footage
  • 2,343
  • Year Built
  • 1994
  • Taxes
  • $ 4264
  • Style
  • Ranch/Rambler
  • MLS#
  • MDCM2007772
Listed By: Amy Marie Endzel with Keller Williams Select Realtors of Annapolis - 4109724000;
Data Source: Bright MLS

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 No
Property Type Residential
HOA No
Subdivision Name TWO JOHNS
Garage Y/N Yes
Water Access Y/N No
Other Structures Above Grade,Below Grade
Full Baths 3
Status ACTIVE
Directions Google Maps
City PRESTON
Senior Community Y/N No
Lot Size Units Square Feet
Lot Size Square Feet 46609.00
Tax Assessed Value 388433.0
Tax Annual Amount 4264.0
Home Warranty Y/N No
Structure Type Detached
Condo/Coop Association fee Y/N No
Bathrooms Full Main Level 3
Bathrooms Count Main Level 3.00
Price Per Sq Ft Total AG 277.38
Historic Y/N No
Lease Considered Y/N No
Vacation Rental Y/N No
Total SQFT 2343
Location Type Corner Lot/Unit
Standard Status Active
Year Built Source Assessor
Tax Lot 7
Association Recreation Fee No

Interior Features

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) No
Heating Y/N Yes
Fireplace Y/N No
Above Grade Finished Area 2343
Central Air Y/N Yes
Total Bedrooms 3
Room Type Living Room,Kitchen,Bonus Room
Main Level Bedrooms 3
Below Grade Finished Area Unit Type Square Feet
LivingAreaSource Assessor
Laundry Type Main Floor
Below Grade Unfin Area Units Square Feet
Below Grade Unfin SQFT Source Assessor
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 3

Exterior Features

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
Total Parking Spaces 6
Garage Features Garage - Front Entry,Garage - Side Entry,Additional Storage Area,Other
Type of Parking Driveway,Detached Garage
Land Use Code R
Foundation Details Crawl Space
Spa No
Water View Y/N No
Lot Size Acres 1.07
Lot Size Source Assessor
Waterfront Y/N No
Horse Y/N No
Land Assessed Value 100400.00
Navigable Water Y/N No
Water Oriented Y/N No
# of Detached Garage Spaces 2

Room Details

Bonus Room Main
Kitchen Main
Living Room Main

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Martinsburg, WV office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Default based on a 30-year fixed rate of 6.49% 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.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Unknown Elementary School
Middle School Unknown Middle School
High School Unknown High School

Price History

8/22/2026 Listed $649,900

Property vs Zip Code Average in 21655

Price
AVG $330K
$650K
Taxes
AVG $2,748
$4,264
Year Built
AVG 1967
1994
Visits
AVG 383
6
Data Provided by Inside Real Estate®

In The Neighborhood

Areas That We Cover

7737 Westerly Drive Preston, MD is a Single Family Home for sale at $649900 with 2343 sqft and a lot size of 1.07 Acres Acre(s). 7737 Westerly Drive Preston has 3 bedrooms, 3 baths and was built in 1994. The property's zip code is 21655 which is in Preston, MD

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% 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.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Olivia Hale

Olivia Hale

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