We’re showcasing the latest Portland properties to hit the market, from a historic John Calvin Stevens home in the West End, to a stunning corner unit condo on the Eastern Promenade overlooking Casco Bay, to a chic condo on Chandler’s Wharf overlooking the bustling harbor, to an oceanfront homesite on Great Diamond Island.
29 Bowdoin Street, Portland, Maine
Offered at $3,450,000
Represented by Melissa McKersie
Welcome to the Webb House, a historic 1906 John Calvin Stevens gem nestled in the West End of Portland. The 16 extraordinary rooms all have character, with details like custom millwork, six fireplaces, and a stunning AGA stove in the kitchen combining timeless charm with modern comforts. The layout includes 6 bedrooms, a flexible third-floor living space, and a finished basement. Learn more about this historic Portland Maine home for sale here.
102 Vaughan Street, Unit 102, Portland, Maine
Offered at $1,495,000
Represented by Heather Shields
Originally built in 1912, this brick John Calvin Stevens home is split into two spacious condos, with three floors of luxurious living and a serene outdoor oasis with a private yard and stone patio. Nestled in Portland’s desirable West End, this updated home with modern amenities blends period details with new finishes. Learn more about this historic Portland Maine condo for sale here.
45 Eastern Promenade, Unit 5D, Portland, Maine
Offered at $1,200,000
Represented by Heather Shields
Offering the best views of Casco Bay one could find in the city of Portland, this impeccably maintained and beautifully remodeled condo on the Eastern Promenade is just a short distance from award-winning restaurants and attractions. With two private bedrooms flanking the open living space, spacious closets, and two full bathrooms, this condo makes the perfect pied-à-terre or full-time residence for those seeking solace and serenity with city life at their fingertips. Heated underground parking, an accessible rooftop to view the entire city, an extra spot for storage, and building security make this corner-end unit a complete and perfect package. Learn more about this Portland Maine condo for sale.
605 Chandlers Wharf, Unit 605, Portland, Maine
Offered at $950,000
Represented by Linda MacDonald Associates
Get ready for living on the water in one of Portland’s premier locations, Chandler’s Wharf. Sit on your deck overlooking Casco Bay and enjoy the vibrant activity of the working waterfront as you watch lobster boats and cruise ships go by. Just steps from your door are the cobblestone streets of the Old Port, lined with some of the nation’s top restaurants, boutiques, and galleries. Enter this bright and sunny unit from a brick courtyard that spans the entire pier and enjoy three beautifully maintained floors of living, including an open-concept first floor with a kitchen with Italian limestone counters, high-end appliances, and a family room with a fireplace. The second level offers two bedrooms and baths including a master suite and a third-level office/bonus room. Learn more about this Portland Maine condo for sale.
15 E Cove Street, Portland, Maine
Offered at $449,000
Represented by Melissa McKersie
Welcome to this charming, sun-filled one-bedroom, one-bathroom home in a prime location on the East End in Portland. This property is a perfect alternative to condo living, complete with a private courtyard. Walkable to an array of restaurants, breweries, and shops – you’ll never be far from entertainment or dining options. Don’t miss the opportunity to own a single-family home in the heart of Portland. Learn more about this Portland Maine home for sale.
104 Willis Street, Great Diamond Island, Portland, Maine
Offered at $349,900
Represented by Jessica Falcone
This stunning waterfront homesite on Great Diamond Island is perfect for building your dream home in the Portland city limits. The waterfront and water views are fully unobstructed and absolutely magnificent. This lot is a true half acre of buildable land. There are no trees to clear; in fact, it’s all grass. The land used to have a home on it, so there is easy access to Portland Water and the ability to install a private septic system on site. Views from the lot are of Mackworth Island and the Eastern Promenade in Portland. There are no association fees associated with this property, which is a rare find for this island. Learn more about this Portland Maine homesite here.














