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68 Beach Rd, Naples
$399,000
3 Beds ⋅ 1 Baths
68 Beach Road, a place where Sebago Lake living meets effortless income potential. Nestled in the sought-after Sebago Harbor association, this three-bedroom retreat offers the best of both worlds -- a private getaway and a proven short-term rental. The association provides deeded access to both a sandy beach and a private boat launch, putting you steps from the water without the cost or upkeep of private frontage. Back at the property, a large front deck and private balconies off the bedrooms create multiple outdoor living spaces framed by natural privacy -- perfect for morning coffee or sunset cocktails. The centerpiece of summer entertaining is the fully equipped tiki bar, complete with running water and electricity, that sets this property apart from others on the market. Inside, the vaulted living area feels open and airy, anchored by a pellet stove that adds warmth and character on cool evenings. What truly distinguishes this home from seasonal alternatives is the central air and heat -- a rare feature that extends comfort and rental potential well beyond the summer months. The thoughtful layout includes three bedrooms, a full bath, and convenient in-home laundry. Whether you're looking for a full-season escape, a turn-key investment, or the flexibility to do both, 68 Beach Road delivers. Use it when you want, rent it when you don't -- and let the lake help pay for itself.

68 Beach Rd, Naples

Listing courtesy of The Flaherty Group.

99 Cooks Mills Rd, Naples
$398,000
3 Beds ⋅ 2 Baths
Welcome to 99 Cooks Mills Road, where privacy, space, and waterfront living come together in the heart of Maine's Lakes Region. Set on 5 acres, this inviting 3-bedroom home offers the added benefit of owned frontage along Crooked River - a special feature that brings the beauty of Maine's outdoors right to your property. Inside, the sunroom provides a welcoming space to enjoy your morning coffee, settle in with a good book, or simply appreciate the changing seasons. An attached 2-car garage adds everyday convenience, while the expansive acreage offers plenty of room for gardening, outdoor gatherings, recreation, or simply enjoying the peace and privacy of your surroundings. The Crooked River frontage makes this property especially unique, offering a wonderful connection to the water and the natural beauty of the area. Located just a short drive from the heart of Naples, you'll enjoy convenient access to local restaurants, shopping, lakes, and year-round recreation while still having the space and tranquility of 5 acres to call your own. With three bedrooms, a sunroom, attached 2-car garage, 5 acres, and owned frontage on Crooked River, 99 Cooks Mills Road offers a wonderful opportunity to enjoy the space, beauty, and relaxed lifestyle of Maine's Lakes Region. Open House on Sunday, 8/30, 1-3pm

99 Cooks Mills Rd, Naples

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

401 Brighton Ave Unit 7, Portland
$395,000
3 Beds ⋅ 2 Baths
Wonderful opportunity to own this spacious 3 bedroom, 2 bath condo nestled in a private spot surrounded by trees. You'll love the separate entry with a large closet. Beautiful hardwood floors in the main living area, stainless steel appliances and granite counter tops. Primary bedroom has nice walk-in closet and the full walk-up attic offers a ton of storage. Rear deck offers great outdoor space for weekend get-to-togethers. New boiler in June of this year. 26/27 property taxes are paid in full until June 30, 2027, Seller will give the buyer a concession at closing to offset the current monthly assessment. Buyer can use concession as needed, lower sale price, down payment and or closing costs, etc... their choice! Easy to show!

401 Brighton Ave Unit 7, Portland

Listing courtesy of Gardner Real Estate Group.

386-2 Lake House Rd, Naples
$395,000
Build Your Vision Near Sebago Cove Rare opportunity to own a 7.13± acre wooded parcel with the potential to accommodate up to three homes, making it ideal for a family compound, investment, or residential development. A significant amount of the preliminary work has already been completed, saving buyers both time and expense. The property has undergone extensive planning, including boundary and topographic surveys, septic design, and multiple presentations and reviews with the Town of Naples. This work has been completed by two highly reputable engineering and surveying firms, providing a strong foundation for the next owner to move forward with confidence. Nestled in a peaceful, natural setting just moments from Sebago Cove, the property offers the perfect balance of privacy and convenience. Enjoy deeded rights to a dock on Sebago Cove, providing easy access to boating, kayaking, paddleboarding, fishing, and all that the lake has to offer. Whether you're looking to build your dream home, create a multi-home retreat, or pursue a thoughtfully planned development, this exceptional parcel combines generous acreage, lake access, and extensive pre-development work in one of the area's most desirable locations. Buyers should verify all development opportunities, approvals, and permitting requirements with the appropriate local authorities.

386-2 Lake House Rd, Naples

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

Lot 15-16 Cram Hill, Baldwin
$395,000
Beautiful 97.5-acre parcel in Baldwin, Maine offering peace, privacy, and the kind of space that is getting harder to find. This expansive property features an open meadow, dry and usable land, good sun exposure, and a quiet country setting ideal for a year-round home, private estate, homestead, family compound, recreational retreat, or future investment. Imagine morning coffee overlooking the meadow, gardens, animals, trails, wildlife, and the calm of having room to spread out. Enjoy the feeling of being tucked away in nature while still being a short drive to Sebago Lake, boating, fishing, kayaking, swimming, public lake access, hiking, and four-season outdoor recreation. Pleasant Mountain skiing in Bridgton is also within easy driving distance, offering winter recreation close enough to enjoy. Whether you are searching for acreage in southern Maine, land for sale in Baldwin, a buildable lot near Sebago Lake, or a peaceful Maine getaway, this 97.5-acre property offers exceptional opportunity and a rare sense of quiet. Bring your plans and create something special.

Lot 15-16 Cram Hill, Baldwin

Listing courtesy of Taylor & Kovacs Real Estate.

16-10 Scribners Mills Rd, Harrison
$395,000
A well stocked white pine forest, approximately 1,400± feet of scenic frontage along the Crooked River, 530± feet of public road frontage, and close proximity to extensive conservation lands combine to create an exceptional Maine recreational retreat. The property offers outstanding opportunities for fishing, paddling, wildlife observation, and year round outdoor enjoyment. Renowned as one of Southern Maine's premier fly-fishing only brook trout and salmon fisheries, the Crooked River provides a tranquil, private setting ideal for anglers and nature enthusiasts alike. Encompassing 26± acres with year round access via Scribner's Mill Road, the land is well suited for a seasonal camp, family compound, modest residential development, or a small recreational campsite. Whether your vision includes casting a line at dawn, kayaking quiet stretches of river, sitting on a deck listening to the birds, or exploring nearby conserved lands, Crooked River Retreat delivers. The town of Harrison offers the charm of a classic small Maine community, all within an easy one hour drive of Portland. If you've been seeking a large, private waterfront forestland property designed for recreation and relaxation, this offering deserves a close look.

16-10 Scribners Mills Rd, Harrison

Listing courtesy of LandVest, Inc..

62 Powsland St, Portland
$389,900
3 Beds ⋅ 2 Baths
Prime Portland location with a neighborhood feel! Tucked away on a dead-end street, this classic 3-bedroom, 1.5-bath bungalow offers the convenience of city living in a setting that feels comfortably removed from the bustle. Enjoy an approximately 3-minute walk to the bus station, a drive of less than 5 minutes to Portland International Jetport, and easy access to downtown's restaurants, shops, and entertainment. Whether commuting, traveling, or enjoying everything Portland has to offer, this location makes getting around easy. Inside, hardwood floors, original details, and generous rooms create a welcoming foundation for your updates and personal touches. The first floor features a bedroom, office, spacious living area, and a bright enclosed front porch. The fenced yard provides room for gardening, pets, entertaining, or creating your own outdoor retreat. With its classic character, flexible layout, and prime location close to shopping, amenities, and major commuter routes, this bungalow offers an exciting opportunity to build equity and make a home your own at an approachable entry point into the Portland market.

62 Powsland St, Portland

Listing courtesy of Portside Real Estate Group.

1 Cross St Unit 328, Scarborough
$389,000
1 Beds ⋅ 1 Baths
Take advantage of this 'FALL SPECIAL' normally 399,900, PLUS 10K in BUILDER INCENTIVES AVAILABLE - CALL FOR DETAILS** These thoughtfully designed one-bedroom, one-bath homes prove that a smaller footprint doesn't mean sacrificing how you live. Smart layouts, well-planned kitchens, in-unit laundry, high ceilings, and thoughtful storage provide everything you need for comfortable everyday living. And when you need more space, it's right down the hall. Enjoy a rooftop deck and lounge, coworking spaces, club room, and outdoor gathering areas—giving you plenty of room to work, entertain, relax and connect beyond your front door. Additional storage units and garages are also available, making downsizing simpler without giving up the extras you still want. Located at The Downs, Scarborough's growing live-work-play community, Cross Street puts even more conveniences within the neighborhood. Enjoy Allagash Bungalow, Costco, with Market Basket opening this fall and Intermed, Café Luna, essential services, stores, restaurants, trails opening soon after! Smartly designed homes with a smaller footprint, expanded by everything the building and The Downs have to offer.

1 Cross St Unit 328, Scarborough

Listing courtesy of Signature Homes Real Estate Group, LLC.

44 Allen Avenue Ext, Falmouth
$389,000
A rare opportunity to reimagine a piece of local Falmouth history. This former fire station has been completely gutted and is ready for its next chapter. With its solid structure, open interior, and distinctive character, the property offers a blank canvas for investors, entrepreneurs, developers, or anyone with a vision. The building's spacious layout and unique architectural features create endless possibilities for redevelopment, and street frontage on the desirable Lower Falls Road in the Stapleford Neighborhood offers immediate upside. Use your imagination and explore possible options by consulting the town and Falmouth zoning ordinance. Whether you're looking to preserve its historic charm or transform it into something entirely new, this property provides the flexibility to bring your ideas to life. Opportunities like this are increasingly rare--a chance to own a landmark building and create something truly special. Bring your imagination and unlock the potential of this one-of-a-kind property.

44 Allen Avenue Ext, Falmouth

Listing courtesy of Keller Williams Realty.

15 Cedar St, Casco
$389,000
2 Beds ⋅ 1 Baths
This charming split-level ranch, perfectly situated on nearly an acre of level land! Best of all, this home includes deeded right-of-way access to Thomas Pond just a short distance away, giving you easy access to year-round waterfront recreation. This property offers the ultimate blend of comfort, potential, and outdoor living.The main floor features an inviting kitchen with a dedicated dining area, where sliding glass doors open directly onto a large rear deck—ideal for entertaining or relaxing. Cozy up in the spacious living room centered around a warm wood-burning fireplace. Two comfortable bedrooms and a full bathroom complete the first floor.The lower level provides excellent additional space, featuring a private home office and a separate, dedicated laundry room. Outside, you will love the fully fenced, level backyard that offers a safe haven for pets and play. The property also boasts a detached 2-car garage and sits on a generous 0.92-acre lot. The seller has recently done some landscaping and painting. Also repaired and painted the decks and did some work on the chimney. So, don't miss the chance to make this property your own!

15 Cedar St, Casco

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group. 207-671-6150

48 State St Unit 2, Portland
$388,000
1 Beds ⋅ 1 Baths
Welcome to 48 State Street, a 651 square foot piece of the historic Jacob S. Winslow Block in Portland's Deering Street Historic District. This home is small in footprint but big on detail. The front room / bedroom is filled with floor to ceiling windows overlooking the brick sidewalk and beautifully maintained neighborhood street, with a fireplace as its focal point and a Rinnai heater to keep things cozy year round. A pocket door leads into the parlor or living space, with the bathroom and two closets tucked just beyond. The warm, traditional galley kitchen includes a pantry and the perfect spot for a little bistro table. Throughout, intricate woodwork, crown molding, period lighting and pocket doors bring the craftsmanship of another era into a home ready to be designed for right now. Outside, the Queen Anne style brick building is a true neighborhood standout, with dedicated parking for one, guest parking and peekaboo water views from the front entrance. Double doors add an extra layer of security, while the historic details do the rest. For your convenience, the building shares laundry in the basement.

48 State St Unit 2, Portland

Listing courtesy of Maine Home Connection. 207.517.3100

2 Firefly St Unit 303, Portland
$386,460
3 Beds ⋅ 1 Baths
Step into home ownership at Stroudwater Commons, Portland's newest condo community offering attractive living at attainable prices. With sunny spaces, timeless finishes, and modern efficiency, this 3BR/1BA home is designed for comfort and convenience. Each condo features open layouts, modern kitchens, stylish baths, in-unit laundry, efficient heat pumps for year-round comfort, and elevator access to all levels. Parking is available for purchase starting at $5,000. Residents enjoy access to community amenities including a fitness center, co-working lounge, bike storage, EV charging provisions, and direct Portland Trails access. The convenient Congress Street location keeps you close to everything--downtown Portland, I-295, I-95, Stroudwater Park, Fore River, USM, Rock Row, and the Jetport. Income-Qualified Workforce Homes provide a unique opportunity to transition from renting to owning. To qualify, the household must not earn more than 100 percent of Area Median Income (125,190). Now available for reservations with estimated occupancy in Spring 2027. Taxes to be assessed; HOA fee is estimated. Photos depict a projected look; finishes and specifications are subject to change. Visit the Stroudwater Commons website for more information.

2 Firefly St Unit 303, Portland

Listing courtesy of Keller Williams Realty. (207) 232-8877

3 Clairmont Ct Unit C6, Portland
$385,000
2 Beds ⋅ 2 Baths
A two-bedroom, one-and-a-half-bath condominium at Clairmont Court, on the Woodford's Corner side of Portland. It's a short walk to the shops and restaurants at Woodford's Corner and to the 3.5-mile trail around Back Cove. Downtown, the Old Port and I-295 are all a few minutes away. The biggest updates are already done. Both bathrooms have been fully renovated, every window has been replaced, and a heat pump provides efficient heat in winter and air conditioning in summer. The roughly 1,040 square feet has been freshly painted throughout. The kitchen has been partially updated, so it's clean and functional now, with room to make it your own over time. Deeded parking and a $330/monthly association fee keep ownership simple. It suits first-time buyers, remote professionals, and anyone downsizing who wants a move-in-ready home close to everything Portland offers.

3 Clairmont Ct Unit C6, Portland

Listing courtesy of Real Broker. 207-756-2442

705 Riverside St, Portland
$385,000
2 Beds ⋅ 2 Baths
A rare opportunity to own a detached single-family home in Portland at an approachable price point! This classic 1930s Gambrel offers approximately 1,384 square feet of living space with 2 bedrooms, 2 full bathrooms, and a comfortable, functional layout filled with character. Inside, hardwood, tile, and vinyl flooring complement inviting living spaces, while the bright sunroom provides a wonderful spot for morning coffee, reading, plants, or simply relaxing. The home's classic architecture and flexible spaces offer plenty of opportunity to personalize over time while preserving the charm that makes it special. Step outside and discover one of the property's standout features—a surprisingly private, fully fenced backyard. There's room for pets, gardening, entertaining, or creating your own outdoor retreat. Off-street parking adds everyday convenience. For buyers comparing Portland condos, 705 Riverside offers a compelling alternative: your own detached home, private fenced yard, 2 full bathrooms, off-street parking, and no monthly association fee. Convenient access to shopping, restaurants, trails, parks, major commuter routes, and all that Portland has to offer adds to the home's everyday practicality. Offered at $400,000, 705 Riverside Street is ready for its next owner. Come see what single-family homeownership in Portland can look like.

705 Riverside St, Portland

Listing courtesy of Excellence Realty.

156 Roosevelt Trl, Naples
$383,900
3 Beds ⋅ 1 Baths
Open house Sunday October 11 from 11:00a to 1:00p. Enjoy easy, single-level living in this beautifully renovated three-bedroom, one-bath home. Recent updates throughout provide a fresh, move-in-ready feel, including a new roof, new windows, new kitchen and bathroom. The new kitchen features granite countertops and stainless steel appliances. A new bathroom with beautiful tile flooring and shower. A separate mudroom with laundry adds everyday convenience. Living room features dramatic vaulted ceilings that create a bright and spacious atmosphere. Outside, you'll find a flat, level lot along with a detached two-car garage offering plenty of room for vehicles, tools, and extra storage. Conveniently located within a short distance of the Naples Causeway and downtown Windham, you'll have easy access to a wide variety of shopping, dining, recreation, and year-round activities. Perfect for a first-time homebuyer, someone looking to downsize, or searching for an investment property. Property is situated on a commercially zoned lot with approximately 150 feet of road frontage. Buyers are encouraged to seek additional information on possibility of commercial use and further possibilities.

156 Roosevelt Trl, Naples

Listing courtesy of The Atlantic Real Estate Network.

99 Silver St Unit 3-7, Portland
$380,000
1 Beds ⋅ 1 Baths
Historic character meets modern city living in the heart of Portland's iconic Old Port. This one-bedroom, one-bath industrial-style loft offers soaring 15-foot ceilings, exposed brick, original wood beams, and oversized windows that flood the home with natural light while overlooking Post Office Park and the vibrant streetscape below. The thoughtfully designed multi-level layout creates distinct spaces for living, dining, working, and sleeping, making the home feel spacious, functional, and full of personality. Whether you're entertaining friends, working remotely, or unwinding after exploring the city, this loft offers a warm and inviting atmosphere unlike anything else. Located in one of the Old Port's landmark historic buildings--home to the Portland Art Gallery--residents enjoy secure entry with smartphone-enabled intercom access, elevator service, private storage, bicycle storage, and a shared laundry room. Just outside your door, you'll find Portland's award-winning restaurants, boutique shopping, galleries, the working waterfront, Casco Bay ferries, the Portland Museum of Art, farmers markets, and countless local favorites, all within minutes. With efficient heating, low condo fees, and an unbeatable walkable location, this is a rare opportunity to own an authentic Old Port loft in one of Maine's most sought-after neighborhoods. Whether you're looking for a full-time residence, a stylish city retreat, or a Portland home base, 99 Silver Street delivers the quintessential downtown lifestyle. Closing Cost Coverage is Available for Buyers

99 Silver St Unit 3-7, Portland

Listing courtesy of Signature Homes Real Estate Group, LLC.

363 Convene Rd, Sebago
$379,900
2 Beds ⋅ 2 Baths
Charming Renovated Ranch in Rural Sebago! Discover easy, single-level living in this beautifully updated 2-bedroom, 1.5-bath ranch, tucked away in the peaceful country setting of Sebago. Step inside to an inviting open-concept layout highlighted by continuous luxury vinyl plank flooring and bright, natural light. The main level thoughtfully includes a convenient first-floor laundry area and updated baths. Outdoors, unwind on your covered back deck overlooking a private yard, or explore the possibilities of the full unfinished basement. Situated on a generous lot with plenty of room to add a large 2-car garage—with the permit already pulled and ready for your future plans. Truly a perfect Maine getaway or ideal year-round residence!

363 Convene Rd, Sebago

Listing courtesy of Maine Real Estate Choice.

15 Kasseys Way Unit 2, Westbrook
$379,500
2 Beds ⋅ 2 Baths
Fresh Price Adjustment! Built in 2024, this 2-bedroom, 1.5-bath townhouse-style condo has a spacious contemporary layout and resides on an acre and half of open grounds. The first floor features an open-concept design with a kitchen featuring granite countertops and stainless steel appliances, a living and dining room area along with a half bath and walk-out access to the rear deck. Upstairs are two bedrooms with ample closet space, a full bathroom, hall closet, and second-floor laundry. The home is equipped with a high-efficiency, wall-hung boiler system for heating and hot water. The property also includes a full basement with walk-up access, providing convenient interior and exterior entry and plenty of storage space. Outside, you'll find a covered front porch overlooking the horse pastures across the street, a private rear deck with wooded views, and two designated parking spaces. Kasseys Way is located approximately 2 miles from downtown Westbrook and Rock Row, with easy access to nearby nature trails, including Mill Brook and the Sebago to the Sea Trail. Just minutes from Portland, the location also puts you close to everything around Greater Portland, including restaurants, shopping, entertainment, parks, and more. A great opportunity to own a 2024-built home in a convenient Westbrook location.

15 Kasseys Way Unit 2, Westbrook

Listing courtesy of Maineland Real Estate. 207-650-3101

102 Us-1 Unit 404, Cumberland
$379,000
1 Beds ⋅ 1 Baths
Enjoy coastal Maine living in desirable Cumberland Foreside! This 45-unit condominium community offers a variety of thoughtfully designed one- and two-bedroom residences with several floor plans to choose from. Conveniently located near downtown Falmouth and Yarmouth, with easy highway access and close proximity to Cumberland Town Beach. Community amenities include assigned parking, heated indoor garage parking with select residences, individual secure storage, kayak storage, and a convenient dog wash station. Select residences also offer private decks, with outdoor space for residents to enjoy. Pet-friendly community. An appealing opportunity for homeowners and investors alike, with a minimum 30-day rental policy. Enjoy the convenience of low-maintenance condominium living in a wonderful coastal Maine location!

102 Us-1 Unit 404, Cumberland

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

102 Us-1 Unit 103, Cumberland
$379,000
1 Beds ⋅ 1 Baths
Enjoy coastal Maine living in desirable Cumberland Foreside! This 45-unit condominium community offers a variety of thoughtfully designed one- and two-bedroom residences with several floor plans to choose from. Conveniently located near downtown Falmouth and Yarmouth, with easy highway access and close proximity to Cumberland Town Beach. Community amenities include assigned parking, heated indoor garage parking with select residences, individual secure storage, kayak storage, and a convenient dog wash station. Select residences also offer private decks, with outdoor space for residents to enjoy. Pet-friendly community. An appealing opportunity for homeowners and investors alike, with a minimum 30-day rental policy. Enjoy the convenience of low-maintenance condominium living in a wonderful coastal Maine location!

102 Us-1 Unit 103, Cumberland

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

7 Marshall Dr Unit 2, Falmouth
$378,000
2 Beds ⋅ 2 Baths
Scittery Woods Townhomes offer thoughtfully designed workforce housing in the heart of Falmouth, Maine--providing a rare opportunity to own a high-quality home in a well-connected community. These newly constructed two-bedroom, 1.5-bath residences feature open-concept living areas, bright kitchens, abundant natural light, and durable, low-maintenance finishes designed for everyday comfort. An oversized garage and energy-efficient construction further enhance practicality and long-term value. Homes are subject to a 15-year affordability deed restriction administered by the Maine State Housing Authority, supporting attainable homeownership for qualified buyers. Conveniently located near major routes, schools, shopping, and outdoor recreation, Scittery Woods Townhomes offer a practical and sustainable path to homeownership in one of Southern Maine's most desirable communities.

7 Marshall Dr Unit 2, Falmouth

Listing courtesy of Portside Real Estate Group.

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