Westport Real Estate

Westport Real Estate

Welcome to Westport, Maryland – a hidden gem nestled along the scenic shores of the Chesapeake Bay. This charming subdivision offers a perfect blend of tranquil living and vibrant community spirit, making it an ideal place to call home.

Westport is characterized by its picturesque waterfront views, where residents can enjoy stunning sunsets and the soothing sounds of the bay. The area boasts a variety of beautifully designed homes, many of which feature modern amenities and spacious layouts, catering to families, retirees, and everyone in between. With tree-lined streets and well-maintained parks, Westport provides a serene environment that encourages outdoor activities and fosters a sense of community.

One of the standout features of Westport is its proximity to both nature and urban conveniences. Residents have easy access to local parks, hiking trails, and water activities, perfect for those who enjoy an active lifestyle. Additionally, the subdivision is just a short drive from the bustling cities of Annapolis and Baltimore, where you can explore an array of dining, shopping, and entertainment options.

Education is a priority in Westport, with highly-rated schools nearby, ensuring that families have access to quality education for their children. The community is also known for its friendly atmosphere, where neighbors become friends and gatherings are a regular occurrence.

If you’re looking for a place that combines the beauty of nature with the comforts of modern living, Westport, Maryland, is the perfect choice. Discover the joys of waterfront living and become a part of this welcoming community today!

Newest Listings in Westport

$1,025,000
4 Beds ⋅ 4 Baths
Welcome to Virginia Run community! This elegant and completely freshly painted Surrey model single-family home offers over 4,300 total square feet of thoughtfully designed living space. It features 4 spacious bedrooms, 3 full bathrooms and a half bath. The striking two-story foyer features hardwood floors throughout the main level. A bright sunlit home office and a formal living room providing wonderful spaces for productivity and hosting. The heart of the home centers around a well-appointed kitchen equipped with granite countertops, double oven and a touch-activated faucet (2023), plus a brand-new dishwasher (2026). Adjacent is a cozy family room featuring a wood-burning fireplace ideal for cold winter nights. Step onto the newly painted private deck (2026) to enjoy peaceful views of the wooded backyard. Upstairs, the massive primary bedroom boasts a newly installed ceiling fan (2026), large his-and-hers walk-in closets and an expansive en-suite bathroom complete with a separate shower and soaking tub. Hookup-ready for an upstairs Laundry room option. Downstairs, the massive walk-out basement offers endless potential for a home gym, play area, or media room and includes a convenient full bathroom with a built-in bar area. Other updates include: New roof (2022), New HVAC system (2018), New water heater (2019). Numerous recent upgrades completed in 2026 include a new dryer, fresh paint throughout, new carpeting throughout, new light fixtures throughout the basement, upstairs hallways and bathrooms, a new front entry chandelier, all-new smoke detectors, freshly painted front door and shutters. Drive up to your freshly sealed driveway (2026) knowing this community provides amenities including a pool, tennis and pickleball courts, basketball courts, playgrounds and walking trails. Perfectly situated for commuters and lifestyle convenience, this house offers easy access to Route 66 and Route 28. Convenient to shops and dining! Welcome Home!

15094 Wetherburn Dr, Centreville

Listing courtesy of Keller Williams Realty. Contact: 7034309008
$1,025,000
4 Beds ⋅ 5 Baths
6356 Lee Forest Path — Original-owner, beautifully updated single-family home (2026) tucked at the end of the street and surrounded by natural privacy. Sited on an oversized lot with long driveway and serene views of open fields and mature trees. Warm two-story foyer and solid hardwood floors welcome you inside. Main level offers formal living and dining rooms plus a renovated kitchen with 42" white cabinets, quartz countertops, and newer appliances. Adjoining breakfast area flows to a beautiful great room with vaulted ceiling, new carpet and a wood-burning fireplace (plumbed for gas for easy conversion). Sun-filled rooms and a private, treed rear yard create a peaceful retreat. Upper level features a vaulted primary suite with new carpet, a renovated primary bath with soaking tub and glass-enclosed shower, and a large walk-in closet. Second bedroom is ensuite; bedrooms 3 and 4 share a full hall bath. Lower level provides a fifth bedroom and full bath, a generous recreation room with wet bar and walk-out access to the backyard, plus a game room — pool table conveys. Thoughtfully updated and move-in ready — ideal for buyers seeking space, privacy, and modern finishes.

6356 Lee Forest Path, Centreville

Listing courtesy of Real Broker, LLC. Contact: 8504500442
$140,000
2 Beds ⋅ 1 Baths
Here’s your chance to own a property in the rapidly developing Westport area. This neighborhood is experiencing exciting growth, with new homes featuring beautiful waterfront views of the Baltimore peninsula. The house is tucked away on a quiet street, just steps from I-295 and the light rail, offering both convenience and tranquility. Inside, you’ll find an updated kitchen with modern appliances, a full walkout basement with a half bath, and off-street parking for two cars behind a fenced, quiet alley. The property comes with a long-term tenant on a month-to-month lease. The tenant is reliable, has been in place for four years, pays $1,200 per month (plus water), and would love to stay. This is a turnkey opportunity, as the property is lead-certified, has a rental license, and recently passed inspection. Whether you’re looking for a great investment or a place to call home, now is the perfect time to get into this neighborhood. Schedule your appointment today! Several homes on this peaceful two-street enclave have already been sold and thoughtfully renovated, highlighting the neighborhood’s ongoing transformation and appeal.

2822 Waterview Ave, Baltimore

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033
$35,000
3 Beds ⋅ 1 Baths
Investor opportunity in Baltimore’s rapidly transforming Westport neighborhood! 2203 Sidney Ave offers strong value-add potential in an area experiencing significant redevelopment and investment. Just minutes from Downtown Baltimore, this property is positioned near Ryan Homes’ new One Westport waterfront townhome community, where new construction homes are selling from the mid-$300s and above. With ongoing neighborhood revitalization, improving infrastructure, and increasing buyer demand, this is an excellent opportunity for investors seeking a rental, flip, or long-term appreciation play in one of Baltimore’s emerging growth corridors.

2203 Sidney Ave, Baltimore

Listing courtesy of Alberti Realty, LLC. Contact: 4439818000
$165,000
3 Beds ⋅ 2 Baths
Charming Baltimore City Home! Don't miss the opportunity to own this well-maintained home in Baltimore City. This property features 3 spacious bedrooms, 1 full bathroom, and 1 half bathroom, offering comfortable living space for the whole family. The home boasts an upgraded kitchen. Enjoy the new carpet on the upper level and attractive laminated flooring throughout the main level, adding both style and easy maintenance. This is great opportunity to own single home for a great price, with many upgrates, and it also has a C-2 designation. Home is being sold as is.

2301 Tacoma St, Baltimore

Listing courtesy of Aragon Real Estate LLC. Contact: 2403720638
$140,000
2 Beds ⋅ 2 Baths
Welcome to 2323 Sidney Avenue, Baltimore, MD 21230! This beautifully renovated 2BR, 1.5 BA home offers 1,120 square feet of above-grade finished living space and blends modern updates with everyday comfort in a wonderfully convenient location. Step inside to discover freshly painted interiors and an abundance of natural light that fills the home, creating a warm and inviting atmosphere throughout. The main living areas flow seamlessly, making the space perfect for both relaxing evenings and entertaining guests. The heart of the home features a modern kitchen equipped with stainless steel appliances, offering both style and functionality for daily living and hosting. Downstairs, the partially finished lower level is a perfect bonus space which can serve as a den, guest suite, office space, or a workout area. Situated close to schools, shopping, dining, and popular Baltimore destinations, this home also offers convenient access to major highways, making commuting and city living a breeze. With its new renovations, thoughtful updates, and prime location, 2323 Sidney Avenue is move-in ready and perfectly suited for buyers looking for comfort, convenience, and value. Don’t miss the opportunity to make this stunning home your own.

2326 Sidney Ave, Baltimore

Listing courtesy of Keller Williams Realty Centre. Contact: 4103120000
$40,000
3 Beds ⋅ 1 Baths
HUD Owned Home, case number 241-948224. HUD Homes are sold "as is, subject to appraisal. Discover a wonderful investment opportunity in the heart of the Westport community! This semi-detached home, built in 1920, features a brick exterior and offers 1,272 sq. ft. of living space. Venture inside to find a living room that leads to the dining area and kitchen, three bedrooms, a full bathroom and an unfinished basement that provides endless possibilities for expansion or additional storage. The exterior features include sidewalks and a front porch, ideal for enjoying warm evenings or morning coffee. With off-street and on-street parking options, accessibility is a breeze for residents. This property is close in proximity to amenities, local dining and shopping. It is also near the Patapsco River, providing water access for recreational activities such as kayaking or fishing. This desirable location not only enhances the lifestyle appeal but also positions the property for potential appreciation and strong rental returns. Don't miss your chance to invest on this unique opportunity!

2029 Annapolis Rd, Baltimore

Listing courtesy of Century 21 Downtown. Contact:

$55,000
3 Beds ⋅ 1 Baths
This rare investment opportunity is located in the heart of Westport’s massive revitalization. Situated just one block from the Patapsco River waterfront, this property is directly adjacent to the ONE Westport master-planned development—a $400 million project transforming 43 acres into a premier destination for luxury townhomes, parks, and retail. The Opportunity: A True Blank Canvas. This house requires a total gut rehab, offering the ultimate project for an investor or a visionary homeowner looking to build equity in one of Baltimore’s fastest-growing corridors. Prime Location: One block from the water and the upcoming waterfront promenade and Wenburn Park. HOLD HARMLESS REQUIRED TO ENTER.

2349 Annapolis Rd, Baltimore

Listing courtesy of Cummings & Co. Realtors. Contact:

$220,000
4 Beds ⋅ 3 Baths
New Kitchen with Granite Countertops and Cabinets, bathrooms, Already New roof, new plumbing, and new electrical. Vacant and ready! FHA Loan Approved!

2613 Maisel St, Baltimore

Listing courtesy of Fairfax Realty Premier. Contact: 2024714200
$115,000
2 Beds ⋅ 1 Baths
Attention Investors, and Buyers! A solid rowhome with 2 large bedrooms, 1 bath, hardwood flooring, waterproofed basement, and newly installed Central Air Ductwork is ready for your finishing touches whether it be for rent or primary residence. This home is located in the heart of quaint Westport, a block from the light rail stop, and seconds from the I295 ramps to points north and south. The lot adjacent to this property is also being sold that can add to future investment potential. ONE Westport Development along the waterfront has broken ground and expect future development in the coming years. The lot at 2263 Sidney next door can also be purchased for an additional $50k. Get in on the ground and bring your best offer!

2261 Sidney Ave, Baltimore

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

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