Home Highlights
Single-Family Home
Built in 1994
1.07 acre lot
$277/sqft
Garage
Local Information
- Map ViewExplore the area around 7737 Westerly Dr.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
**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 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!
Last check for updates: about 6 hours ago
Listing courtesy of Amy Endzel, (443) 786-5189
Keller Williams Select Realtors of Annapolis, (410) 972-4000
Source: Bright MLS, MLS#MDCM2007772
Also Listed on Bright MLS.
Home Details for 7737 Westerly Dr
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Interior Details Number of Rooms: 3Types of Rooms: Bonus Room, Kitchen, Living Room |
Beds & Baths Number of Bedrooms: 3Main Level Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 3Number of Bathrooms (main level): 3 |
Dimensions and Layout Living Area: 2343 Square Feet |
Appliances & Utilities Appliances: Microwave, Dishwasher, Refrigerator, Cooktop, Washer, Dryer, Tankless Water HeaterDishwasherDryerLaundry: Main LevelMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Heat Pump,ElectricHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Heat Pump |
Fireplace & Spa Spa: Hot TubNo FireplaceNo Spa |
Windows, Doors, Floors & Walls Flooring: Engineered Wood, Luxury Vinyl, Tile/Brick |
Levels, Entrance, & Accessibility Stories: 1Levels: OneAccessibility: NoneFloors: Engineered Wood, Luxury Vinyl, Tile Brick |
View No View |
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Exterior Home Features Roof: ShinglePatio / Porch: Deck, Screened, PorchOther Structures: Above Grade, Below GradeExterior: Lighting, OtherFoundation: Crawl SpaceHas a Private Pool |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 4No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 6Parking: Garage Faces Front,Garage Faces Side,Storage,Other,Asphalt,Driveway,Detached |
Pool Pool: In Ground, PrivatePool |
Frontage Not on Waterfront |
Water & Sewer Sewer: Private Septic Tank |
Farm & Range Not Allowed to Raise Horses |
Finished Area Finished Area (above surface): 2343 Square Feet |
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Days on Market: <1 day on Trulia |
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Year Built Year Built: 1994Year Renovated: 2026 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Ranch/Rambler |
Building Construction Materials: CombinationNot a New Construction |
Property Information Included in Sale: Hot Tub(unknown Condition), Pool Table & Accessories, Picnic TablesParcel Number: 0608013667 |
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Price List Price: $649,900Price Per Sqft: $277 |
Status Change & Dates Possession Timing: Close Of Escrow |
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MLS Status: ACTIVE |
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Direction & Address City: PRESTONCommunity: Two Johns |
School Information Elementary School District: Caroline County Public SchoolsJr High / Middle School District: Caroline County Public SchoolsHigh School District: Caroline County Public Schools |
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Listing Agent Listing ID: MDCM2007772 |
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Building Area Building Area: 2343 Square Feet |
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Not Senior Community |
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No HOA |
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Lot Area: 1.07 Acres |
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Special Conditions: Standard |
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Listing Agreement Type: Exclusive Right To Sell |
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Business Information Ownership: Fee Simple |
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Mls Number: MDCM2007772Above Grade Unfinished Area: 2343 |
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Source Internet Automated Valuation Display: NSource Internet Consumer Comment: YSource Internet Entire Listing Display: YSource Internet Address Display: Y |
Around this home
What Locals Say about Preston
At least 7 Trulia users voted on each feature.
100 % Say car is needed
80 % Say parking is easy
75 % Say there's wildlife
75 % Say kids play outside
75 % Say yards are well-kept
69 % Say neighbors are friendly
67 % Say it's dog friendly
67 % Say it's quiet
67 % Say people would walk alone at night
60 % Say there's holiday spirit
58 % Say it's walkable to restaurants
56 % Say they plan to stay for at least 5 years
40 % Say there are sidewalks
29 % Say streets are well-lit
20 % Say there are community events
10 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
Market trends in Preston
Last updated July 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
24
4MoM
Home Value
Trulia Estimate
$479KSince last month
Increased$2K (+0.3%)Since last year
Decreased$6K (-1.3%)Since last sale
Increased$285K (+146.4%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +52% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $480K |
| August 2026 | $479K |
| July 2026 | $479K |
| June 2026 | $485K |
| May 2026 | $490K |
| April 2026 | $486K |
| March 2026 | $480K |
| February 2026 | $469K |
| January 2026 | $466K |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.24 | Single-Family Home | $474,000 | 07/16/26 | 4 | 2.5 | 1,920 | |
0.38 | Single-Family Home | $360,000 | 07/10/26 | 4 | 2 | 1,568 | |
1.77 | Single-Family Home | $365,000 | 01/27/26 | 4 | 2.5 | 2,176 | |
1.91 | Single-Family Home | $215,000 | 05/28/26 | 3 | 2 | 1,286 | |
1.83 | Single-Family Home | $465,000 | 03/30/26 | 4 | 2.5 | 2,550 | |
1.85 | Single-Family Home | $520,000 | 07/24/26 | 3 | 2 | 1,805 | |
1.86 | Single-Family Home | $420,000 | 09/16/25 | 4 | 2 | 2,040 | |
1.95 | Single-Family Home | $875,000 | 09/26/25 | 4 | 3 | 2,119 | |
1.94 | Single-Family Home | $475,000 | 09/26/25 | 4 | 3 | 3,206 | |
2.26 | Single-Family Home | $435,000 | 07/16/26 | 3 | 2 | 2,044 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.11 | $401,600 | 3 | 2 | 1,344 | Off Market | |
0.21 | $392,800 | 3 | 2 | 1,624 | Off Market | |
0.24 | $474,000 | 4 | 2.5 | 1,920 | Recently Sold | |
0.38 | $360,000 | 4 | 2 | 1,568 | Recently Sold | |
0.93 | - | - | - | - | Off Market | |
0.93 | - | - | - | - | Off Market | |
0.93 | - | - | - | - | Off Market | |
0.92 | $1,054,000 | 3 | 2.5 | 3,452 | Off Market | |
0.99 | $399,000 | 3 | 2 | 1,300 | For Sale | |
1.04 | $397,000 | 3 | 2.5 | 2,443 | Off Market | |
1.09 | $586,600 | 3 | 3 | 3,768 | Off Market |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Sep 7, 2026 Source: Bright MLS #MDCM2007772 | Listed For Sale | $649,900 |
Jan 5, 2017 Source: N/A | Sold | $195,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $3,807 | $385,000 |
Home facts updated by county records
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Amy Endzel, Keller Williams Select Realtors of Annapolis, (410) 972-4000
Agent Phone: (443) 786-5189
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement.
Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale.
Property information displayed is deemed reliable but is not guaranteed.
Copyright 2026 Bright MLS, Inc. Click here for more information
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Frequently asked questions about 7737 Westerly Dr
- What is the estimated monthly payment for 7737 Westerly Dr?Based on a $649,900 list price with 20% down at today's rates, the estimated monthly payment for 7737 Westerly Dr in Preston, MD is approximately $3,988 (about $3,415 principal & interest, $498 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- What do residents say about Preston?Residents describe Preston, MD as easy to park in, well-kept, and neighborly. Most residents say you need a car. See homes for sale in Preston, MD.
- What are the closest schools to 7737 Westerly Dr?The closest schools to 7737 Westerly Dr in Preston, MD are Colonel Richardson High School (rated 4/10), Colonel Richardson Middle School (rated 6/10), Preston Elementary School (Pre-K, rated 7/10).
- What is 7737 Westerly Dr estimated to be worth?Trulia's estimated value for 7737 Westerly Dr in Preston, MD is $479,000.
- Does 7737 Westerly Dr have air conditioning?Yes, 7737 Westerly Dr in Preston, MD has air conditioning.
- Does 7737 Westerly Dr have a pool?Yes, 7737 Westerly Dr in Preston, MD has a pool.
7737 Westerly Dr, Preston, MD 21655 is a 3 bedroom, 3 bathroom, 2,343 sqft single-family home built in 1994. This property is currently available for sale and was listed by Bright MLS on Aug 22, 2026. The MLS # for this home is MLS# MDCM2007772.