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79 Bramhall St, Portland
$9,000,000
- 36 Residential Apartments - First Floor Commercial Space (6,960 +/- sq ft + 1,250+/- sq ft of Storage) - Two Rooftop Cell Tower Leases - 62 Parking Spaces For the first time in nearly 30 years, this generational asset is available for purchase. Designed by famed Portland Architect John Calvin Stevens, Holt Hall was built in 1891 as the Maine Eye and Ear Infirmary. In the mid-1990s, the current ownership undertook a meticulous reimagining and redevelopment of the property, transforming the structure into its current iteration of 36 luxury apartments on the upper floors and ~7,000 SF of quality commercial space on the ground level. Designed to meet the evolving expectations of high-end renters, the property features spacious, well-appointed residences, each equipped with in-unit washers, dryers, and dishwashers. Many units have been upgraded over the years to align with contemporary design trends, ensuring lasting appeal and strong tenant demand. With on-site parking, an elevator and storage, the apartments offer many of the amenities of newer apartment developments, but with the retained period charm of a historic building.

79 Bramhall St, Portland

Listing courtesy of Vitalius Real Estate Group, LLC.

547 Congress St Unit 6, Portland
$2,950,000
2 Beds ⋅ 3 Baths
Welcome to The Penthouse on Congress--an incredible opportunity in the heart of downtown Portland's Art District, with 360-degree views of the ocean to the mountains, architectural pedigree, and elevated design converge. Set on the top three levels of The Winslow Lofts, this residence lives like a work of art--layered in natural materials, bathed in light, and framed by the ever-changing beauty of the water beyond. Soaring ceilings and dramatic floor-to-ceiling windows create an immediate sense of scale, drawing the outdoors in and showcasing panoramic views of Casco Bay from the main living space. A striking fireplace anchors the room, adding warmth and intimacy to an otherwise expansive, light-filled setting--perfect for both quiet evenings and unforgettable entertaining. The primary suite is a true retreat, offering tranquil water views over Back Cove, a private balcony, a generous walk-in closet, and a spa-like bath with radiant heat floors, designed for indulgence. A second fireplace adds an additional layer of comfort and romance, making this suite feel like a boutique hotel sanctuary high above the city. Arrive via a secure elevator, underscoring the exclusivity and ease of penthouse living. Two dedicated parking spaces--including one within a heated garage--complete the offering, a coveted amenity in downtown Portland. This is not just a residence--it's a statement. A true penthouse lifestyle defined by privacy, design, and breathtaking vantage points. From intimate evenings by the fire to unforgettable gatherings on the rooftop deck with city and water views, this home offers a front-row seat to Portland's most iconic scenery. A living art piece suspended above the city, where luxury, light, and location converge.

547 Congress St Unit 6, Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

209-211 State St, Portland
$2,390,000
Presenting a rare opportunity to acquire a distinguished 10-unit multi-family property in Portland's highly desirable Congress Street corridor steps from Longfellow Square. Comprised of two separately deeded buildings, 209 and 211 State Street are part of the historic John W. Munger Block, an architecturally significant brick property constructed in 1855 that showcases the timeless character and craftsmanship that define Portland's historic district. Ideally situated along one of Portland's most recognizable residential corridors, the property is within walking distance of the city's renowned restaurants, shops, medical facilities, transportation options, and waterfront attractions. The location continues to attract strong rental demand from professionals, healthcare workers, and residents seeking an urban lifestyle in one of Maine's most dynamic markets. Investors will appreciate the flexibility afforded by the property's separate deeds, creating potential future disposition, financing, or portfolio management opportunities. The combination of historic character, strong tenant appeal, off-street parking, and a premier Portland location makes 209-211 State Street a compelling long-term investment opportunity. All showings are by appointment only.

209-211 State St, Portland

Listing courtesy of EXP Realty.

209-211 State St, Portland
$2,390,000
11 Baths
Presenting a rare opportunity to acquire a distinguished 10-unit multi-family property in Portland's highly desirable Congress Street corridor steps from Longfellow Square. Comprised of two separately deeded buildings, 209 and 211 State Street are part of the historic John W. Munger Block, an architecturally significant brick property constructed in 1855 that showcases the timeless character and craftsmanship that define Portland's historic district. Ideally situated along one of Portland's most recognizable residential corridors, the property is within walking distance of the city's renowned restaurants, shops, medical facilities, transportation options, and waterfront attractions. The location continues to attract strong rental demand from professionals, healthcare workers, and residents seeking an urban lifestyle in one of Maine's most dynamic markets. Investors will appreciate the flexibility afforded by the property's separate deeds, creating potential future disposition, financing, or portfolio management opportunities. The combination of historic character, strong tenant appeal, off-street parking, and a premier Portland location makes 209-211 State Street a compelling long-term investment opportunity. All showings after the group showings are by appointment only.

209-211 State St, Portland

Listing courtesy of EXP Realty.

15 Pleasant Cove Ln, Portland
$2,250,000
3 Beds ⋅ 4 Baths
This is a rare opportunity to own a year-round oceanfront cottage on 1.2 acres, offering 256 feet of deep-water frontage, southerly exposure, and spectacular views of Hussey Sound and Casco Bay. The 3,200-square-foot timber-framed home is part of the Diamond Cove Association, developed within a historic military installation offering expansive grounds along with private access to tennis courts, four sandy beaches, a heated swimming pool, bowling alley, and fitness center with a full gym. Handsome post-and-beam construction brings warmth and architectural character to the home, while cathedral ceilings on the second floor enhance the sense of spaciousness. Both levels are filled with natural light, with windows framing water and island views in every direction. Enjoy the ease and beauty of island living just three miles from Portland's historic downtown district, renowned for its walkability, vibrant restaurant scene and numerous cultural activities.

15 Pleasant Cove Ln, Portland

Listing courtesy of Town & Shore Real Estate.

99 Federal St Unit 501, Portland
$2,175,000
3 Beds ⋅ 3 Baths
Step into Verdante and be greeted by a dramatic foyer anchored by a striking living wall--an elegant introduction to the refined lifestyle that awaits. Inside your private home, floor-to-ceiling views of Casco Bay immediately captivate, while soaring 10-foot ceilings and sun-filled interiors create an airy ambiance that's hard to leave behind. The open-concept living and dining area is designed for both effortless entertaining and everyday comfort, seamlessly extending to a private deck where the bay becomes your backdrop. The thoughtfully designed kitchen offers generous space, premium finishes, and all the amenities expected in a home of this caliber. A raised den or office provides a quiet retreat, also enjoying sweeping water views. The residence features three well-appointed bedrooms, including a serene primary suite complete with a walk-in closet and a spa-inspired bath featuring a soaking tub and double vanity. Two additional bedrooms offer ample storage and, like every bedroom in the home, showcase breathtaking views of Casco Bay and its unforgettable sunrises. Additional highlights include a dedicated laundry room, a stylish powder room, two heated garage parking spaces, and additional storage. Verdante elevates everyday living with exceptional amenities, including a rooftop terrace overlooking Casco Bay, a fitness center, and a reservable guest suite for visiting friends and family. Perfectly positioned just steps from the Old Port's renowned dining, boutique shopping, and waterfront energy--and only 15 minutes from Portland International Jetport--this is luxury coastal living at its finest. HOA fees include high-speed internet, cable TV, and hot water. This is a rare opportunity to own a truly exceptional home.

99 Federal St Unit 501, Portland

Listing courtesy of Keller Williams Realty.

218 W Shore Dr, Portland
$2,100,000
2 Beds ⋅ 1 Baths
A truly rare offering on Great Diamond Island, 218 West Shore Drive is a year-round waterfront property where Maine island living, extraordinary history, and unforgettable sunset views converge. Part of historic Fort McKinley, a coastal defense installation constructed between 1890 and 1910 to protect Portland Harbor, the property occupies a commanding waterfront position with sweeping views toward the Portland skyline. Set on almost 3 acres with 266 feet of water frontage, and including an approved buildable house lot, it offers a meaningful connection to both the island's storied past and the surrounding seascape. The charming cottage is attached to an original mining casemate and features an inviting living area opening to a waterside patio, two bedrooms, and one bath, with the primary bedroom located within the original casemate. Additional historic structures include a renovated second bunker, currently used as a den/office and a workshop with potential for a third bedroom, as well as a rangefinder station and gun battery. Tucked along a private cove with beautiful westerly sunset views, this one-of-a-kind property offers privacy, character, and a remarkable connection to the sea. As part of the Diamond Cove Association, residents enjoy amenities including a pool, tennis and pickleball courts, a bowling alley, and a basketball court. Accessible by ferry or private boat, Great Diamond Island also offers a marina, an inn, and restaurants, creating an exceptional opportunity for year-round island living just minutes from Portland.

218 W Shore Dr, Portland

Listing courtesy of Town & Shore Real Estate. 207-773-0262

69 Newbury St, Portland
$2,100,000
5 Baths
Mixed-use investment opportunity in Portland's desirable East End, an area that continues to see strong growth and investment. This four-unit property features three residential apartments and one commercial space, offering a combination of strong rental income, flexibility, and long-term value. The residential units include a completely renovated 2-bedroom, 1-bathroom apartment with a bonus room, a 2-bedroom, 1-bathroom apartment, and a renovated 3-bedroom, 2-bathroom apartment. Extensive capital improvements include a new roof (2023), new siding, new windows, three new heat pumps, updated plumbing and electrical systems, renovated kitchens and bathrooms, and substantial improvements to the commercial space. The commercial unit offers a versatile blank canvas with several approved uses, including food & beverage, office, retail, and more, with a renovated shell ready for customization. This flexible commercial component offers an opportunity to tailor the space to a variety of uses while complementing the property's existing residential income. Steps from the Roux Institute, Eastern Promenade, East End Beach, the Old Port, Portland's waterfront, and countless restaurants, breweries, coffee shops, and local retail shops. This is a rare opportunity to acquire a well-improved mixed-use asset in a growing Portland neighborhood with strong fundamentals and continued upside. Showings by appointment only. Please allow a minimum of 48 hours' notice. Please see the attached list of capital improvements for a summary of recent renovations and upgrades.

69 Newbury St, Portland

Listing courtesy of Harborview Properties, Inc..

7 Huntress St, Portland
$2,100,000
10 Baths
7 Huntress Street presents exceptionally well as a professionally managed 10-unit multifamily asset in one of Portland's most desirable in-town locations. Ideally situated near Maine Medical Center, Thompson's Point, downtown Portland, and major transportation routes, the property offers both stable cash flow and long-term investment appeal. Current ownership has made numerous thoughtful capital improvements, including replacement of the original cast iron plumbing with PVC, recent boiler servicing, repairs to the rubber roof, new carpeting in one apartment and in the right-side common hallway, two new ceilings, updated blinds and interior paint, a new bathroom window, and updated appliances including a new stove, refrigerator, and sink in one unit. The property also benefits from two new washers and two new dryers, while six of the apartments now feature modern keyless entry systems. Parking is a significant value add, offering nine total spaces, including four garage bays plus additional off-street parking. Ownership has also identified an opportunity for the next investor to increase revenue through strategic parking rental income, creating additional upside beyond the existing rental stream. Well maintained with a strong history of ownership and meaningful recent updates. A rare opportunity to acquire a turnkey multifamily asset with both immediate stability and future income potential in Portland's thriving rental market

7 Huntress St, Portland

Listing courtesy of RE/MAX Shoreline.

55 Carleton St Unit A, Portland
$2,099,000
4 Beds ⋅ 5 Baths
The final residence in this collection of just four historically inspired townhomes is now available. With the other three units already spoken for, this is your last opportunity to own a thoughtfully designed, low-maintenance home in Portland's coveted West End. South-facing and filled with natural light, this sophisticated new-construction residence pairs timeless architecture with modern efficiency in one of Portland's most historic and walkable neighborhoods. Offering the comfort and functionality of a single-family home without the upkeep, it delivers an exceptional lifestyle that's increasingly difficult to find. The spacious open-concept main level seamlessly connects the kitchen, dining, and living areas, extending to a generous 200-square-foot deck for effortless indoor-outdoor entertaining. The fully finished lower level provides valuable additional living space, ideal for a media room, fitness area, home office, or guest suite. Designed with flexibility in mind, the home offers two potential primary suites, allowing owners to tailor the layout to their lifestyle. Multiple private outdoor spaces--including an upper-level deck perfect for morning coffee and a rooftop deck with panoramic West End views and glimpses of Back Cove--provide inviting places to relax throughout the day. A private two-car garage offers direct access to the home and is paired with elevator-ready construction, providing flexibility for future accessibility and comfortable long-term living. High-performance features, including heat pumps throughout, an ERV fresh-air ventilation system, and EV charger-ready garage parking, provide year-round comfort and energy-efficient living. Move-in ready and beautifully finished, this is the last opportunity to own one of only four newly constructed townhomes in Portland's historic West End--a rare offering in one of the city's most sought-after neighborhoods.

55 Carleton St Unit A, Portland

Listing courtesy of Waypoint Brokers Collective. ali@waypointbrokers.com

22 Eastern Promenade Unit 1, Portland
$1,995,000
4 Beds ⋅ 5 Baths
Discover this extraordinary historic condominium set along Portland's most iconic waterfront boulevard on Munjoy Hill. This one-of-a-kind residence offers the scale, privacy, and architectural richness rarely found in today's modern construction. Featured spaces include an elegant formal dining room, chef's kitchen with Viking appliances, multiple living rooms, spa room with sauna and cold plunge, plus a spacious finished lower level with a full service bar, billiards room, and den. Enjoy a top level wet bar that opens to your roof deck, plus an additional private deck off the kitchen for easy entertaining. Elegant period details define the home, including crown moldings, a unique, magnificent wide hardwood stairway, and spectacular slate fireplaces that anchor both formal and informal rooms. Soaring ceilings and oversized windows enhance the sense of volume and light throughout. Munjoy Hill offers an unbeatable mix of everyday convenience and coastal lifestyle, with a neighborhood coffee shop, dry cleaner/tailor, convenience store, and a vibrant lineup of local bars and restaurants just steps away. Outdoor and waterfront amenities abound, including Fore Points Marina, East End Beach, public tennis and basketball courts, a playground, food trucks, kayak rentals, SailMaine programs, and cultural programming at The Hill Arts Center - all anchored by the iconic Eastern Promenade and Casco Bay views. Set within a distinguished historic building with the ease of condominium ownership, don't miss this rare opportunity to own a true in-town estate in one of Portland's most talked about locations.

22 Eastern Promenade Unit 1, Portland

Listing courtesy of Vitalius Real Estate Group, LLC.

5 Merrill St, Portland
$1,875,000
6 Baths
Perched atop Munjoy Hill, 5 Merrill Street sets the standard for luxury living. Built in 2019, this exceptional two-unit residence offers two townhouse-style, condo-quality homes with contemporary design and designer finishes throughout - a rare find in Portland. Each unit features 1,725 square feet of thoughtfully elevated living space, with 3 bedrooms and 2.5 bathrooms. The designer kitchens are appointed with custom cabinetry, white quartz countertops, Miele appliances, and abundant storage. Throughout both residences, you'll find gorgeous walnut flooring, stunning tile selections, 10-foot ceilings, and distinctive craftsman details. Water views can be enjoyed from two levels, but the true showstopper is the third-floor primary suite, where panoramic views over Casco Bay create an unforgettable retreat, whether enjoyed from inside or from the private rooftop deck. Each unit also includes covered parking and a private patio/yard area, ideal for summer grilling and outdoor entertaining. All this, just moments from Portland's Eastern Promenade, with easy access to acclaimed restaurants, coffee shops, and the very best of Portland.

5 Merrill St, Portland

Listing courtesy of Portside Real Estate Group.

5 Salem St, Portland
$1,774,000
4 Beds ⋅ 4 Baths
A rare opportunity to own a truly distinctive contemporary residence in Portland's coveted West End, now newly priced. Custom-built with an emphasis on architecture, natural light, sustainability, and year-round comfort, 5 Salem Street is a one-of-a-kind home unlike anything else on the Peninsula. Be sure to watch the new property film to experience the architecture, light, and exceptional indoor-outdoor living this home offers. Designed across three levels, the home features 3 bedrooms, 2 full baths and 1 half bath, soaring ceilings, dramatic translucent elements, and a striking two-story light shaft that fills the interior with natural light. Therma-Steel insulated panels, Marvin windows, Boral siding, and Azek trim contribute to its energy efficiency and distinctive design. The spectacular 2026 kitchen features rift-cut oak cabinetry, integrated storage, a statement island, paneled refrigerator, black granite countertops and backsplash, and premium Thermador appliances, including a new natural gas range. An appliance garage, coffee station, custom dining credenza, motorized blinds, and new washer and dryer add thoughtful function. The top floor is crowned by a sun-drenched winter garden beneath skylights and a translucent roof system, capturing abundant natural light and glimpses of Casco Bay. Six covered porches extend the living space outdoors, while an enclosed backyard provides rare private outdoor space. The ground level includes a studio with kitchen, full bath, private entrance, and outdoor space- offering flexibility for guests, a home office, creative studio, or rental use. A climate-controlled garage is a rare Peninsula amenity. Just moments from Portland's restaurants, the Old Port, and waterfront, 5 Salem Street offers an extraordinary opportunity to own a modern architectural masterpiece in one of Portland's most desirable neighborhoods.

5 Salem St, Portland

Listing courtesy of Peninsula Real Estate LLC.

436 Baxter Blvd, Portland
$1,750,000
3 Beds ⋅ 4 Baths
A rare opportunity on Baxter Boulevard, this distinguished 1938 brick Colonial overlooks Portland's scenic Back Cove. Thoughtfully updated in 2007-2008, this 3 bed/3 ½ bath home combines timeless New England architecture and craftsmanship with sophisticated finishes and modern comfort. 3,040 square feet of finished space includes 2,200 square feet above grade and 840 square feet in the finished lower level. Privately set at the end of a quiet street, the home is surrounded by stonework and rich, manicured landscaping. Guests are greeted by a marble-tiled entry with a convenient half bath. Gleaming hardwood floors and custom built-ins complement a gracious, open floor plan designed for both intimate everyday living and elegant entertaining. The custom chef's kitchen, the heart of the home, opens to the living and dining areas; the dining room features built-ins and a wet bar, while the living room offers custom cabinetry and one of three fireplaces. Integrated ceiling-speaker audio/video extends throughout. The spacious private primary bedroom suite features a beautifully appointed bath and generous walk-in closet. An airy 2nd bedroom/guest suite offers a private bath, walk-in closet space, and balcony with sweeping Back Cove and Portland skyline views. The finished lower level, with custom built-ins and a full bath, provides an expansive 3rd bedroom/guest suite or can serve as a media room, home office, or fitness area, along with abundant built-in storage. Central air, natural-gas radiant-floor heat, and an on-demand generator provide comfort and convenience. The heated two-car garage is configured for one vehicle and extensive custom storage, convertible for a second vehicle. Stone walls, front and rear patios, rich landscaping, and irrigation create a private, estate-like setting. The Back Cove Trail and Payson Park are nearby, with Portland's acclaimed restaurants, waterfront, shopping, medical facilities, and cultural attractions minutes away.

436 Baxter Blvd, Portland

Listing courtesy of Keller Williams Realty.

300 Danforth St, Portland
$1,685,000
6 Beds ⋅ 5 Baths
One of Portland's most historic homes, the Samuel Spring House, was designed by noted architect Charles A. Alexander in 1855 and is currently featured in Portland Magazine's Summer 2026 Guide in the monthly ''Talking Walls'' article. Owned by the same family since 1965, it offers over 6,000 square feet of living space and is ready to be restored to its original splendor. Touring the mansion reveals untouched original details throughout, from staircases, plaster moldings and medallions, to wood floors, doorknobs, mantels, and gas chandeliers converted to electric. The grand staircase greets you upon entry, with formal parlors on either side of the main hall, the left leading to a back parlor. A large formal dining room features a walk-in china closet and remarkable corner sink, while the rear holds a butler's pantry and kitchen complete with the original call bells. The second floor offers five generous bedrooms, a large flex room, and two baths, while the third floor includes a bedroom, bath, attic space, and a spiral staircase leading to the widow's walk with views of the Fore River and glimpses of Casco Bay. Set on a corner lot with an impressive granite and iron spindle fence, this home is steeped in Portland history and waiting to be cherished once again. Portland Magazine article in attachments.

300 Danforth St, Portland

Listing courtesy of Keller Williams Realty.

26-30 Turner St, Portland
$1,675,000
5 Baths
Few East End properties offer the lifestyle, flexibility, and income potential of 26-30 Turner Street. This rare offering blends the experience of a fully renovated single-family home with the advantages of a multi-unit investment, all on one parcel in one of Portland's most desirable neighborhoods. The street-facing Victorian is a standout three-bedroom residence, showcasing the scale, character, and level of finish Munjoy Hill buyers seek. A gourmet kitchen with gas range, thoughtfully renovated bathrooms, and a primary suite with a spacious steam shower create a home that lives far beyond a typical investment property. Seasonal views of Casco Bay further enhance its appeal, while efficient natural gas on-demand heating and hot water complement its historic character. Privately positioned behind, a separate two-story building includes two income-producing apartments, a dedicated office or studio, and two deeded off-street parking spaces. The office offers a rare opportunity for professionals or creatives seeking true separation between home and work. The rear building features natural gas baseboard heat, energy-efficient heat pumps for heating and cooling, and on-demand hot water. This is not a traditional multi-family--it is a true live-work-earn opportunity. The layout allows owners to enjoy the comfort of a single-family residence while the rear building generates meaningful income. Current gross annual income exceeds $122,000, with additional upside through the office/studio. A landscaped private courtyard creates an exceptional outdoor space for dining, entertaining, or quiet enjoyment, connecting both buildings while enhancing privacy. Future upside may exist through attic expansion or potential rooftop decks, subject to approvals. Located just steps from the Eastern Promenade, East End Beach, and Portland's vibrant dining and waterfront scene, 26-30 Turner Street represents one of the East End's most distinctive ownership opportunities.

26-30 Turner St, Portland

Listing courtesy of Engel & Volkers Portsmouth.

140 Noyes St, Portland
$1,595,000
4 Beds ⋅ 4 Baths
There are historic homes that have been renovated, and then there is 140 Noyes. Gracing the quiet Oakdale neighborhood, this circa-1890 Queen Anne Victorian embodies the grandeur of a bygone era. From its stately turret and fish-scale siding to ornate dentil trim and a sweeping mahogany wraparound porch, its architectural splendor is unmistakable. Under the guidance of acclaimed builder Papi Romano, the residence was taken to the studs and lovingly restored. A stained-glass entry reveals antique hardware, reclaimed lighting, rich wall coverings, intricate moldings, and soaring ten-foot ceilings throughout—a graceful tribute to its origins. A wood-burning fireplace anchors the formal living room, where pocket doors open to a grand dining room seating sixteen easily. The adjoining kitchen impresses with Italian marble, a six-burner, double-oven Lacanche range, integrated Sub-Zero refrigeration, wine storage, and custom cabinetry. An acoustically treated media room and first-floor laundry and 1/2 bathroom add modern ease. Three spacious second-floor bedrooms feature abundant light, ample storage, and distinctive finishes. The primary suite is a sumptuous retreat, crowned by a breathtaking en suite bath with an indulgent soaking tub, exquisite reclaimed vanity, marble floors, bidet, and spectacular frameless-glass steam shower with dual shower heads. Above, the turret becomes an enchanting music room, while a full bath, plentiful storage, and a fourth bedroom with a charming window seat complete the third floor. Over the past 20 years, extensive improvements have included Marvin windows, a commercial-grade Viessmann boiler, complete replacement of plumbing and electrical systems, dual SuperStor hot-water tanks, and upper-level heating, cooling, and air exchange. A separate side lot presents the possibility of a carriage house or garage, subject to approvals. Rarely does a home so gracefully honor its history while embracing the expectations of contemporary living.

140 Noyes St, Portland

Listing courtesy of Portside Real Estate Group.

15 Pine St, Portland
$1,595,000
A rare and compelling investment opportunity in the heart of Portland's prestigious West End. This stately Federal-style brick building, constructed in 1830, is home to the acclaimed Percy Inn-a six-bedroom bed and breakfast consistently recognized among the best in its class by multiple publications. A purchaser may acquire a fully operational, turn-key hospitality asset, with most furnishings included, allowing for immediate continuity of business. The property's historic grandeur is evident throughout, featuring soaring ceilings, refined period woodwork, grand front entry doors, a dramatic curved staircase, and expansive bedrooms, each with a private ensuite bath. These architectural elements also lend themselves beautifully to conversion back to an elegant single-family residence or luxury compound. Zoned B-1, the property offers exceptional flexibility for a variety of high-end commercial or mixed-use applications. Further enhancing its investment appeal is the adjacent parking lot with approximately 11.5 spaces-a significant and rare asset in this highly sought-after location. An iconic West End offering presenting multiple income producing and value-enhancement opportunities, blending historic character with long-term investment potential.

15 Pine St, Portland

Listing courtesy of Waypoint Brokers Collective. tyson@waypointbrokers.com

40 Sunrise Ln, Portland
$1,500,000
3 Beds ⋅ 3 Baths
Experience island living at its best on Great Diamond Island. Privately sited overlooking Diamond Cove and the marina, this 3 bedroom, 2.5 bathroom home offers 1,692 square feet of inviting coastal living and an impressive 184 feet of water frontage. The open kitchen and dining area flow into a comfortable living room with a wood-burning fireplace, while the spacious wraparound deck takes full advantage of the cove views. A primary suite and two additional bedrooms provide comfortable accommodations for family and guests. Enjoy Diamond Cove's exceptional amenities, including a private pool, tennis courts, gym, miles of walking trails, and common waterfront areas. Originally an 1898 army fort built to protect Portland during the Spanish-American War, Diamond Cove today offers a unique blend of history, natural beauty, and island lifestyle, all just a quick ferry or water taxi ride from Portland's Old Port. Cruise Casco Bay by day, tie up at the marina, and come home to your own private retreat on the Maine coast.

40 Sunrise Ln, Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

103 Read St, Portland
$1,500,000
3 Baths
103 Read Street presents a substantial 1.41 acre offering in Portland, combining an existing three unit property with three additional vacant lots and compelling long term potential. The existing multi-family includes three residential units, while the additional acreage creates an opportunity to explore a range of future uses or development possibilities. A conceptual development plan explores the potential of an 8-16 unit Cottage Court community, subject to municipal review and approvals. The location offers convenient access to Back Cove, Baxter Boulevard, Payson Park, USM, downtown Portland, public transportation, and major commuter routes. With significant acreage in an established Portland neighborhood, 103 Read Street offers an intriguing opportunity for an investor, developer, or buyer looking to take a longer term approach to the property. Property is being sold as-is.

103 Read St, Portland

Listing courtesy of RE/MAX By The Bay.

103 Read St, Portland
$1,500,000
103 Read Street presents a substantial 1.41 acre offering in Portland, combining an existing three unit property with three additional vacant lots and compelling long term potential. The existing multi-family includes three residential units, while the additional acreage creates an opportunity to explore a range of future uses or development possibilities. A conceptual development plan explores the potential of an 8-16 unit Cottage Court community, subject to municipal review and approvals. The location offers convenient access to Back Cove, Baxter Boulevard, Payson Park, USM, downtown Portland, public transportation, and major commuter routes. With significant acreage in an established Portland neighborhood, 103 Read Street offers an intriguing opportunity for an investor, developer, or buyer looking to take a longer term approach to the property. Property is being sold as-is.

103 Read St, Portland

Listing courtesy of RE/MAX By The Bay.

99 Federal St Unit 403, Portland
$1,500,000
3 Beds ⋅ 3 Baths
Perched on the fourth floor of The Verdante at 99 Federal Street, Unit 403, this exceptional condominium showcases sweeping 180-degree sunset views across Portland's skyline from a sophisticated, contemporary residence. Perfectly positioned where the vibrant Old Port meets the charming East End, the location offers the best of downtown living with the feel of an established neighborhood. Inside, soaring ceilings, refined finishes, and an open-concept design create a bright, inviting atmosphere ideal for everyday living and entertaining. This thoughtfully designed three-bedroom, two-and-a-half-bath home combines luxury with convenience, featuring elevator access and energy-efficient building systems throughout. The spacious primary suite overlooks Casco Bay, providing a peaceful retreat, while a private balcony off the dining area offers the perfect spot to enjoy ocean breezes and spectacular evening sunsets. Every detail has been carefully considered, from the in-unit laundry, dry bar, and walk-in pantry to the electric blinds and abundant storage, including three walk-in closets and a dedicated storage unit. A rare bonus in the heart of Portland, the home also includes two deeded parking spaces. Residents of The Verdante enjoy an impressive collection of amenities designed to enhance daily living, including a rooftop terrace with panoramic ocean views, dining and lounge areas, a fully equipped fitness center, a private guest suite with bedroom and bath, generator backup, and a beautifully designed lobby highlighted by a living plant wall. Offering a seamless blend of modern luxury, comfort, and convenience, this remarkable residence places Portland's acclaimed restaurants, boutiques, waterfront, and cultural attractions just moments from your door.

99 Federal St Unit 403, Portland

Listing courtesy of Portside Real Estate Group.

195 Beach Rd, Portland
$1,500,000
3 Beds ⋅ 3 Baths
Perched on a knoll overlooking the Atlantic Ocean, this extraordinary Cliff Island retreat has been the backdrop for generations of cherished memories and is ready to welcome its next chapter. Set on a picturesque half-acre parcel, the property offers breathtaking panoramic water views, a private sandy cove perfect for swimming and wading, classic Maine rocky ledges, open lawns for games and gatherings, and a wooded perimeter that provides exceptional privacy. The 1,585-square-foot main home features two bedrooms, two bathrooms, a spacious living room, and a welcoming dining area, all designed to capture the beauty of the surrounding coastline. A charming one-bedroom, one-bath guest cottage provides comfortable accommodations for family and friends or the perfect space for extended stays. Step outside onto the expansive oceanside deck and enjoy everything from warm summer afternoons to the peaceful beauty of fog rolling across Casco Bay. Whether you're entertaining guests, enjoying your morning coffee, or simply taking in the ever-changing seascape, the setting is nothing short of spectacular. One of the property's most remarkable features is its rare deep-water access. Historically, the home was served by a private wharf that extended directly from the existing deck. As shown on the survey, the wharf may be rebuilt, offering an exceptional opportunity for direct boat access--an amenity found on very few island properties. Rich in history, this special home also served as the private retreat of legendary actress Bette Davis during the filming of The Whales of August in 1986, adding a unique piece of Maine cinematic history to an already remarkable property. Whether you're searching for a seasonal escape, a family compound, or a peaceful waterfront sanctuary, this is a rare opportunity to own one of Cliff Island's most distinctive oceanfront properties. Additional photos arriving next week.

195 Beach Rd, Portland

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group. 207-590-6026

99 Federal St Unit 208, Portland
$1,500,000
3 Beds ⋅ 3 Baths
Verdante presents a refined urban life lived entirely without compromise - graciously scaled, meticulous in craft and rare in every outlook. Positioned in one of Portland's most coveted addresses, this luxurious three-bedroom, three-bath condominium , unfolds across a graciously scaled open-concept floor plan that seamlessly unites the living, dining, and kitchen spaces into a single, flowing interior - filled with natural light pouring through expansive European windows and appointed with beautiful finishes at every turn. The great room is the heart of this residence -- voluminous, yet warm, with sight lines that carry from the dining area all the way to the park-facing windows. Custom built-ins frame the living and dining areas with architectural precision, offering both storage and beauty in equal measure. The kitchen is anchored by a full suite of Bosch appliances, chosen for their quiet power and seamless integration. Premium countertops and bespoke cabinetry complete a space where serious cooking meets serious design. Whether hosting an intimate dinner or a lively gathering, the open sight lines and generous proportions make entertaining entirely effortless. A handsome den extends the floor plan further, offering flexibility as a private study, media room, or additional sleeping space for guests. In-unit laundry and dedicated utility closet bring practical ease to daily life, while abundant storage throughout ensures every inch of the home is as functional as it is beautiful. Verdante's beautifully appointed shared rooftop deck is among Portland's finest - a sweeping open-air retreat with breathtaking views of Munjoy Hill and Casco Bay, perfectly suited to summer gatherings, quiet morning coffee, or golden-hour entertaining with the Maine coast as your backdrop. This is not simply a condominium -- it is an address that defines how Portland's most discerning residents choose to live and is steps from the city's best dining, culture, and green.

99 Federal St Unit 208, Portland

Listing courtesy of Portside Real Estate Group.

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