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5 Merrill St, Portland
$1,750,000
6 Baths
Panoramic Casco Bay views and a private rooftop deck crown this rare offering atop Munjoy Hill. Built in 2019, 5 Merrill Street is a two-unit residence with two townhouse-style homes. Each is finished to condo quality, with contemporary design and designer details throughout, a combination seldom found in Portland. Each home has 1,725 square feet with 3 bedrooms and 2.5 baths. The kitchens have custom cabinetry, white quartz countertops, Miele appliances and generous storage. Walnut floors, striking tile, 10-foot ceilings and craftsman detailing run through every level. You can see the water from two floors, but the third-floor primary suite is the showpiece: a top-of-the-hill retreat with sweeping views over the bay from both the bedroom and the rooftop deck. Live in one home and rent the other, or keep both. Either way, it's a modern way to own a piece of Munjoy Hill.

5 Merrill St, Portland

Listing courtesy of Portside Real Estate Group.

11 South St, Portland
$989,000
3 Baths
Tucked in Downtown Portland on a sleepy dead end street, 11 South Street is perfectly poised for an investor or owner-occupier. This handsome brick three-unit building offers a newly renovated first-floor (2BR) unit that has been thoughtfully updated top to bottom - featuring a brand-new kitchen with all-new appliances, an updated bath, new wood floors and fresh interior paint throughout. The two-story top unit (2BR) boasts sweeping city views from its private deck along with a fireplace and wide pine floors. A 1-bedroom garden unit on the lower level rounds out the building. Historic character shines throughout — original brick, fireplaces, and pine floors you can't replicate today. Ample on-site tandem parking and an outbuilding for additional storage. Commercial zoning adds valuable flexibility for a live/work setup or future use. Steps from Downtown and neighborhood favorites Artemesia, Bread & Friends and Yosaku, this location can't be beat. A true must- see for owner-occupants, investors and business owners alike.

11 South St, Portland

Listing courtesy of Keller Williams Realty.

10 Stetson Ct, Portland
$675,000
2 Baths
OPEN HOUSE SUNDAY 11/8 11am-12:30pm. Excellent opportunity to own a two unit building in Portland's highly desirable West End neighborhood! Located at 8-10 Stetson Court, this currently owner occupied property features two spacious units, each offering 2 to 3 bedrooms, along with the rare convenience of off street parking for 4 to 5 vehicles. Ideally situated just minutes from downtown Portland, the Old Port, restaurants, shopping, parks, and local amenities. Whether you're an investor looking to expand your portfolio or an owner occupant seeking additional rental income, this property offers outstanding flexibility and potential. With its excellent West End location, generous off street parking, and versatile living arrangements, this is a fantastic opportunity to own a multifamily property in one of Portland's most sought after neighborhoods. Schedule your private showing today!

10 Stetson Ct, Portland

Listing courtesy of Benchmark Real Estate.

60 Rackleff St, Portland
$1,495,000
3 Baths
Deering Highlands has long been one of Portland's most coveted locations. Quiet, tree-lined streets provide an idyllic residential setting, yet the vibrant neighborhood centers of Woodford's Corner, Rosemont and Deering Center are just moments away. Beyond this, unparalleled access to schools, UNE and USM, along with an incredible collection of cafés, restaurants, bars, breweries, boutiques, parks, playgrounds and recreational trails, places the very best of Portland right outside your door. Complementing an outstanding location is a truly remarkable property. 60-62 Rackleff Street represents a rare opportunity to acquire a three-unit property that is special in every way. Comprehensively updated from heating systems to roof and nearly everything in between, this distinguished building combines historic architectural details with modern fit, finish and amenities. Each spacious, sun-filled residence is beautifully appointed with high-end, condominium-quality finishes, updated kitchens and baths, and in-unit laundry. Tenants pay for heat, hot water and electricity, making this an exceptionally efficient, low-maintenance investment. Off-street parking, ample storage and a host of improvements too extensive to list further enhance its appeal. With a net operating income of $85,880 and a cap rate of 5.74%, the numbers are as compelling as the property itself. Exceptional rents and generous banked rent make this a marquee addition to any quality-minded portfolio, an ideal owner-occupied investment or a compelling candidate for future condominium conversion. From historic details to modern touches, from an outstanding location to exceptional financial performance, 60-62 Rackleff Street represents a once-in-a-generation opportunity.

60 Rackleff St, Portland

Listing courtesy of Benchmark Real Estate.

766 Ocean Ave, Portland
$799,000
4 Baths
Set on a generous 0.75-acre lot, this three-unit property combines inviting interiors, a wooded backdrop, and convenient Portland living. The property features one two-bedroom unit and two one-bedroom units, offering an appealing opportunity for investors or buyers exploring owner-occupied multifamily living. Interior highlights include white kitchen cabinetry, attractive flooring, and neutral finishes. The building has undergone updates in each unit and has been meticulously maintained throughout. Ample on-site parking, public water and sewer, and separately metered electricity add practical appeal. With convenient access to shopping, public transportation, and major commuter routes, this is a compelling opportunity to own a versatile income-producing property with room to enjoy the outdoors.

766 Ocean Ave, Portland

Listing courtesy of Gardner Real Estate Group.

15 Dolloff Dr, Brunswick
$517,000
3 Baths
Discover the space, flexibility, and outdoor lifestyle of this inviting Brunswick home, set on 2.4 acres of open lawn, established landscaping, mature fruit trees, grapevines, and natural surroundings. Enjoy room for gardening, recreation, pets, and entertaining, along with the peaceful setting and abundant wildlife that make this property special. Inside, the home offers 3 bedrooms and 3 full bathrooms with a versatile layout that provides flexibility for a variety of living arrangements. Within the existing floor plan, a separate living area offers potential for an in-law arrangement, guest quarters, home office, or efficiency-style rental. The property has also demonstrated short-term rental appeal, attracting bookings quickly after being introduced as a vacation rental this summer. Outdoor enthusiasts will appreciate Brunswick's exceptional recreational opportunities. Enjoy nearby public access to the Androscoggin and New Meadows Rivers, with convenient boat launches and carry-in access for canoes and kayaks. Explore nearby public lands, conservation areas, and trails, or enjoy golf, pickleball, and other recreational amenities at Brunswick Landing and the former Naval Air Station. The nearby Cook's Corner area provides convenient access to shopping, restaurants, fitness facilities, and everyday services. Enjoy the best of both worlds: the privacy and space of a larger property with easy access to Brunswick's outdoor recreation, shopping, dining, and amenities. Conveniently located for travel to Bath, Topsham, Freeport, and Portland, this property offers an appealing combination of flexibility, convenience, and the Midcoast Maine lifestyle. Come explore 15 Dolloff Drive and all it has to offer!

15 Dolloff Dr, Brunswick

Listing courtesy of Gallant Real Estate.

35 Nye St, Saco
$465,000
3 Baths
Versatile Two-Unit Property in a Fantastic In-Town Saco Location! Welcome to 35 Nye Street, offering flexibility, functionality, and plenty of possibilities! Whether you're looking for a single-family home with an in-law apartment, space for extended family, or an investment opportunity, this property has so much to offer. The main home features 3-4 bedrooms, providing flexible space to fit your needs. The basement adds even more possibilities with two partially finished rooms featuring baseboard heat, a full bathroom, and laundry hookups. The separate one-bedroom in-law apartment also offers its own laundry hookups, making it a great option for multigenerational living or potential rental income. Outside, enjoy a fenced-in yard, screened patio perfect for relaxing or entertaining, a storage shed, and a detached one-car garage. Conveniently located in the heart of Saco, you'll appreciate easy access to downtown shops, restaurants, schools, local amenities, and nearby beaches. With its versatile layout and desirable in-town location, 35 Nye Street presents a unique opportunity to make this property work for your lifestyle or investment goals!

35 Nye St, Saco

Listing courtesy of Keller Williams Realty. 207-415-8204

10 Durham Rd, Freeport
$710,000
5 Baths
Unique Two-Unit Living Opportunity in Freeport! This spacious property offers a versatile layout featuring a substantial main residence and a separate apartment, ideal for multigenerational living, extended family, or potential rental income. The main residence features generous living areas, two bedrooms, an office, multiple bathrooms, and additional flexible-use spaces. The apartment offers its own kitchen, bathroom, living area, private entrances, and separate electrical service. Both living areas share water, septic, and heating systems. The property has reportedly been used as two separate living units for over 20 years. The Town of Freeport was unable to locate records confirming the property's two-unit status. Buyers are encouraged to verify permitted use with the Town. Septic system is designed for three bedrooms. An exceptional opportunity for buyers seeking space, flexibility, and multiple living arrangements!

10 Durham Rd, Freeport

Listing courtesy of Maine Community Real Estate.

6 Barbara Win Ln, Windham
$786,000
3 Baths
Highlights: Master Suite - Expansive primary bedroom with full private bath and a spacious walk-in closet Gourmet Kitchen - Designed for the home chef and perfect for gatherings Separate 1-Bedroom In-Law Unit / Apartment - Ideal for guests, multigenerational living, or rental income Daylight Finished Basement - Bright, usable living space with natural light Two 2-Car Garages (one attached) - Both fully heated one with radiant floor heat and the other has a Modine heating system for year-round comfort Backyard Patio - Perfect for outdoor entertaining and relaxation 2 Acres - Private setting with room to enjoy nature and outdoor activities This rare offering combines comfort, functionality, and privacy in one outstanding package. The separate in-law unit, dual heated garages, and finished daylight basement provide flexibility few homes can match. Don't miss this unique opportunity. Schedule your private showing today, don't delay.

6 Barbara Win Ln, Windham

Listing courtesy of EXP Realty.

11 Jacques Ln, Windham
$360,000
3 Baths
This two-unit offers a reported annual net operating income of $30,725, making it an appealing option for buyers seeking an income-producing investment or a future owner-occupied property with rental income to help offset expenses. Set on a sunny, elevated 3-acre parcel near the Westbrook line, the property combines liberal outdoor space with an oversized two-car garage, insulated outbuilding, an inground pool, a paved driveway, and ample parking. Unit 1 rents for $1,400 per month plus half of the electric and propane costs and features 2 bedrooms, 1 bath, a kitchen, a family room, and a covered patio. Unit 2 rents for $1,800 per month plus half of the electric and propane costs, with the tenant responsible for mowing and driveway clearing. This spacious upper-level unit offers 4 bedrooms, 2 baths, and a generous living area with a bonus room. Propane heat, a pellet stove, recently updated windows, and a private yard add to its appeal, while cosmetic updates offer an opportunity to refresh the space and build value. Farm District zoning has many permitted uses for Investors with a vision. With strong numbers, versatile uses, and room for capital appreciation, this property is an attractive investment today with greater potential tomorrow! Schedule showings under MLS # 1685309

11 Jacques Ln, Windham

Listing courtesy of Maine Real Estate Pros. 207-212-6161

115 Clark St, Portland
$1,049,000
3 Baths
SELLER FINANCING AVAILABLE! An exceptional opportunity to own a beautifully maintained, income-producing three-unit property in Portland's highly desirable West End. Whether you're an investor looking for an established rental property or a future owner-occupant seeking the benefits of rental income, 115 Clark Street offers a rare combination of location, quality, and flexibility. Pride of ownership is evident throughout, with thoughtfully updated interiors, inviting living spaces, and three distinctive residences that offer character, comfort, and functionality. The property is fully occupied with established tenants, generating $91,500 in current annual rental income. Each residence offers its own appeal, including two units with loft spaces, a furnished apartment, and two outdoor decks. Five off-street parking spaces are a standout advantage in this sought-after neighborhood, complemented by shared on-site laundry and a convenient location just moments from the restaurants, coffee shops, galleries, and vibrant cultural scene that make Portland's West End so desirable. For investors, the property offers established income, documented operating expenses, and potential rental upside. For buyers dreaming of living in Portland while building equity, the three-unit configuration presents an appealing future owner-occupancy opportunity, subject to existing tenancy arrangements. Opportunities combining this level of care, an exceptional West End location, five off-street parking spaces, and available seller financing don't come along every day. Live in it, invest in it, or make it part of your long-term portfolio. 115 Clark Street is ready for its next chapter.

115 Clark St, Portland

Listing courtesy of Signature Homes Real Estate Group, LLC.

80 Jordan Ave, South Portland
$599,000
2 Baths
Some neighborhoods just have it, and South Portland's Meetinghouse Hill is one of them. Set in one of the city's most beloved pockets, 80 Jordan Avenue offers a compelling opportunity to own a two-unit property that combines neighborhood charm, everyday convenience, and some seriously appealing outdoor space. Tree-lined streets, neighborhood cafés, local restaurants, parks, and easy access to the beaches and Portland waterfront give Meetinghouse Hill a personality all its own. It's the kind of place where you can leave the car behind, wander out for coffee, grab dinner close to home, or simply enjoy being part of a neighborhood that feels like a neighborhood. Inside, the property offers two distinct units, each with two bedrooms and one bathroom. Hardwood floors, original character, and comfortable, functional layouts provide a solid foundation, while opportunities for cosmetic improvements offer a clear path to adding value over time. Individually metered utilities add another layer of practicality for investors and owner-occupants alike. Outside is where the property really stretches its legs. A generous, fenced backyard with mature landscaping, a patio, and room to gather, garden, or simply unwind offers an outdoor experience that's not always easy to find with a two-unit property. An elevated deck provides another inviting place to enjoy the setting, while off-street parking adds everyday convenience. Whether you're looking to expand your investment portfolio or put down roots with rental income helping to carry the load, 80 Jordan Avenue offers a compelling combination of flexibility, neighborhood appeal, and outdoor livability in one of South Portland's most desirable locations.

80 Jordan Ave, South Portland

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

204 W Valentine St, Westbrook
$625,000
3 Baths
Great Investment or Owner-Occupied Opportunity in Westbrook! This solid three-unit property offers two 2-bedroom units and one 3-bedroom unit, providing excellent flexibility for investors or owner-occupants alike. Two of the three units have been updated, offering a great head start for the next owner. Conveniently located near the Maine Turnpike, downtown Westbrook, and its exciting ongoing development, this property offers easy access to shopping, dining, and surrounding communities. Whether you're looking to expand your investment portfolio or live in one unit while generating rental income from the others, this well-located multi-unit property is an opportunity you won't want to miss!

204 W Valentine St, Westbrook

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group.

44 William St, Portland
$997,000
4 Baths
Just Listed! Exceptional opportunity in Portland's coveted Oakdale neighborhood! This meticulously restored multi-family blends historic charm, thoughtful craftsmanship, and great income potential. The property features 3 renovated units: a 1st floor 2 BD apt w/ a 1-BD in-law suite in the finished bsmt; 1 BD units on 2nd & 3rd floor. Bring your vision for the detached 1½-story carriage house / future ADU potential (subject to City approvals), or future garage. Owner-occupied throughout the current ownership, this property has no registered rents, offering a rare opportunity for its next owner to set their own rents. What sets this property apart is the extraordinary level of investment made by the current owners. Over the past decade, they've completed extensive improvements far beyond cosmetic updates, creating a turnkey asset with lasting value. Custom kitchens feature handcrafted Kat Finck cabinetry, butcher block counters, Kohler fixtures, & Energy Star appliances, w/ renovated bathrooms showcasing marble and tile. Major upgrades include three separate electrical systems and hot water heaters, recessed LED lighting with Lutron dimmers, hardwired smoke/CO detectors, upgraded insulation, Rinnai natural gas heaters, hydronic electric baseboard heat, an upgraded water meter, sump pump. Utility room has a natural gas infrared backup heater, sprinkler protection, and a 90-minute commercial-rated self-closing fire door. Exterior improvements include transite siding abatement, new siding, Renewal by Andersen windows, roof restoration, dormer and eave repairs, rebuilt decks and stairs, preservation of original architectural details, & carriage house foundation repairs. Whether you're seeking an owner-occupied property with supplemental income or a long-term investment w/ future upside, this is a rare opportunity to own a beautifully restored multi-family just minutes from USM, UNE, & downtown Portland. See seller improvement list.

44 William St, Portland

Listing courtesy of Portside Real Estate Group.

1309 Broadway, South Portland
$769,000
5 Baths
One home, so many possibilities! Located in South Portland, this spacious Colonial offers something you don't find every day: a separate two-bedroom accessory dwelling unit (ADU) with its own private entrance, kitchen, living room, and full bath. Whether you're looking for potential rental income to help offset your mortgage, a comfortable space for aging parents, or a place for adult children to maintain their independence, this property offers flexibility for a variety of living arrangements. The main home features hardwood floors, a living room with built-ins and a wood-burning fireplace, a kitchen with granite countertops, stainless steel appliances and center island, and a formal dining room. Enjoy the bright, heated sunroom and the convenience of a first-floor bedroom. Upstairs, the primary suite includes a private bath, walk-in closet, and balcony, along with two additional bedrooms and second-floor laundry. The finished basement provides even more usable space for a home gym, office, or recreation room. Outside, you'll find updated siding, windows and exterior doors, a heated two-car garage, generous parking, and a spacious deck overlooking the backyard. Conveniently located near Portland, shopping, restaurants, and major commuting routes. Live in one space and explore the rental potential of the other, or bring multiple generations together under one roof while maintaining privacy. Great opportunity for an in-home business as an added bonus! Buyers encouraged to perform due diligence on potential options. At 1309 Broadway, you have options! Home is cross- listed in residential mls # 1684139

1309 Broadway, South Portland

Listing courtesy of EXP Realty.

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