The Highlands Real Estate

Welcome to The Highlands, an enchanting subdivision nestled in the heart of Chesapeake Beach, Maryland. This picturesque community offers a unique blend of natural beauty, modern living, and a welcoming atmosphere, making it an ideal choice for families, retirees, and everyone in between.

The Highlands is renowned for its stunning landscapes, characterized by lush greenery, rolling hills, and breathtaking views of the Chesapeake Bay. Residents enjoy the tranquility of suburban life while being just a stone's throw away from the vibrant waterfront. The area is perfect for outdoor enthusiasts, with nearby parks, walking trails, and access to water activities like boating, fishing, and swimming.

This charming subdivision features a variety of well-designed homes, each exuding character and warmth. Whether you’re looking for a cozy single-family home or a spacious property with room for entertaining, The Highlands has something to suit every taste and lifestyle. The community is known for its friendly neighbors and active social scene, where residents come together for seasonal events, neighborhood gatherings, and more.

Conveniently located, The Highlands offers easy access to local amenities, including shopping, dining, and schools. The nearby Chesapeake Beach area boasts a range of restaurants and shops, ensuring that everything you need is just minutes away. For those who commute, major highways are easily accessible, connecting you to larger metropolitan areas while allowing you to return to your serene home in The Highlands.

Discover the charm and allure of The Highlands, where community spirit meets the beauty of nature, and make it your next home!

Newest Listings in The Highlands

1703 Scott Dr, Newtown $1,900,500

This distinctive custom home is located just minutes from historic Newtown and Yardley Boroughs. It is part of an enclave of just 10 homes, offering a rare combination of...

4 Beds
4 Baths

Courtesy of Coldwell Banker Hearthside

Listing courtesy of Coldwell Banker Hearthside. Contact: 2673505555

118 Woodgate Cir, Pasadena $475,000

Nestled in the charming community of The Highlands, this exquisite end-of-row townhouse offers a perfect blend of modern comfort and traditional style. Built in 2025, thi...

3 Beds
4 Baths

Courtesy of Douglas Realty LLC

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690

214 Cross Creek Dr, Glen Burnie $449,999

Beautifully updated, thoughtfully customized, and exceptionally well maintained, this 5-bedroom, 2-full-bath home offers far more space, character, and functionality than...

5 Beds
2 Baths

Courtesy of Keller Williams Select Realtors of Annapolis

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact: 4109724000

97 Palace Ct, Chalfont $424,000

Charming, move-in ready one-level end-unit condominium in Chalfont! This spacious home offers 3 generously sized bedrooms and 2 full baths, all on a single level for easy...

3 Beds
2 Baths

Courtesy of Realty One Group Supreme

Listing courtesy of Realty One Group Supreme. Contact: 2152204840

7949 Elvaton Rd, Glen Burnie $495,000

7949 Elvaton Road checks all the boxes! This spacious five-bedroom, three-full-bath rancher offers an updated interior, an expansive finished lower level, and a large, fu...

5 Beds
3 Baths

Courtesy of Keller Williams Realty Centre

Listing courtesy of Keller Williams Realty Centre. Contact: 4103120000

190 Woodgate Cir, Pasadena $475,000

Nestled in the prestigious community of The Highlands, this exquisite new construction townhouse, completed in 2025, embodies the perfect blend of luxury and comfort. Wit...

3 Beds
4 Baths

Courtesy of Berkshire Hathaway HomeServices PenFed Realty

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

100 Middlesex Blvd Unit #304, Plainsboro image

100 Middlesex Blvd Unit #304, Plainsboro — The Highlands $359,000 ▼

Welcome to 100 Middlesex Boulevard #304 in the sought-after 55+ community of The Highlands at Cranbury Brook, where comfort, convenience, and an active lifestyle come tog...

2 Beds
2 Baths

Courtesy of Redfin

Listing courtesy of Redfin. Contact: 6174582883

8475 Saint Andrews Dr, Chesapeake Beach image

8475 Saint Andrews Dr, Chesapeake Beach $650,000

Welcome to 8475 Saint Andrews Drive! This lovely home offers tons of space, and is the largest home in the neighborhood! The main level offers a living room, formal dinin...

4 Beds
4 Baths

Courtesy of Cerrito Realty, LLC

Listing courtesy of Cerrito Realty, LLC. Contact: (301) 780-5880

2811 Glasgow Way, Chesapeake Beach image

2811 Glasgow Way, Chesapeake Beach $459,900 ▼

**LESS THAN 2 MILES TO THE CHESAPEAKE BAY!** Situated on **1.28 private acres** and backing to woods, this home offers space, privacy and a fantastic location in **The Hi...

3 Beds
2 Baths

Courtesy of RE/MAX United Real Estate

Listing courtesy of RE/MAX United Real Estate. Contact:

124 Spring Gate Ln, Pasadena $445,000 ▼

Closing Cost Assistance may be Available. Live the Luxury Lifestyle in the Heart of Pasadena! Welcome to 124 Spring Gate Lane, a beautifully appointed End-of-group Clare...

3 Beds
4 Baths

Courtesy of Keller Williams Flagship

Listing courtesy of Keller Williams Flagship. Contact:

9822 Hagel Cir, Lorton — The Highlands $430,000

Nestled in the charming community of The Highlands, this delightful end-of-row townhouse offers a perfect blend of comfort and convenience. With 1,442 sq. ft. of well-des...

4 Beds
2 Baths

Courtesy of Keller Williams Realty

Listing courtesy of Keller Williams Realty. Contact: (703) 679-1700

9899 Hagel Cir, Lorton $374,000 ▼

Move-in ready, end-unit, and extensively renovated—9899 Hagel Circle offers something increasingly hard to find at this price point: a home where the major updates have a...