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27 Whitney Rd, Gray
$364,000
3 Beds ⋅ 1 Baths
A Private Haven. An Exceptional Location. A Home of Comfort. Charming, thoughtfully updated, and perfectly suited to one-level living, this delightful home in Gray offers an inviting blend of comfort, style, and everyday convenience. Set in a private, peaceful setting with a generous yard, it is a wonderful place to enjoy the simple pleasures of Maine living. Inside, the open-concept layout creates a warm and welcoming atmosphere, with the kitchen at its heart. Designed for both everyday living and entertaining, the kitchen features stainless steel appliances and an abundance of cabinetry and countertop space, providing room to prepare, gather, and enjoy. The home's single-level design offers effortless flow and a comfortable sense of ease, while tasteful updates bring a fresh, polished feel throughout. Step outside to discover a large, private yard with plenty of space to relax, garden, entertain, or simply enjoy the beauty of the surrounding setting. Whether savoring a quiet morning coffee or gathering with friends on a summer afternoon, this outdoor space offers a lovely extension of the home. Conveniently located in Gray, this inviting property places you close to local amenities and everyday essentials, while still offering the privacy and tranquility of a welcoming Maine retreat. Minutes away from I-95, Portland, Lewiston/Auburn and the acclaimed Pineland Farms, a cherished destination with picturesque landscapes for outdoor recreation, farm activities, and their market to purchase fresh ingredients for cooking your farm-to-table meals at home. A home for life's best moments.

27 Whitney Rd, Gray

Listing courtesy of Blue Lobster Real Estate.

286 Penney Rd, New Gloucester
$495,000
3 Beds ⋅ 3 Baths
Welcome to 286 Penney Road in New Gloucester, where classic Colonial style meets peaceful Maine living on two private acres. Built in 2005, this well-maintained 3 bedroom, 2.5 bath home offers 1,768 square feet of comfortable living space with a practical floor plan designed for everyday living. Recent major improvements provide added peace of mind, including a brand new roof and a newer Viessmann propane heating system. Downstairs, the full walk-out daylight basement provides excellent storage while offering exciting potential for additional finished living space in the future. Set along Penney Road, the property offers the privacy and relaxed setting of country living while remaining convenient to surrounding communities and everyday amenities, and only minutes to Pineland Farms! With important recent improvements already completed and additional possibilities for the lower level, 286 Penney Road is ready to welcome its next owners.

286 Penney Rd, New Gloucester

Listing courtesy of RE/MAX Realty One.

375 Pride St Unit 18, Westbrook
$560,000
2 Beds ⋅ 2 Baths
Enjoy the ease of one-floor living in this meticulously cared for, move in ready condo at Winslow Green. Thoughtfully designed for comfort and modern convenience, this inviting home offers 2 BRs, 2 full BAs, main-level laundry, and an attached 1-car garage. The primary bedroom features an ensuite bath with a custom tile shower and a walk-in closet with a custom California Closet design. A second bedroom and full bath offer flexibility for guests, a home office, or additional space to suit your needs. The open, light-filled main living area includes a well-appointed kitchen with stainless steel appliances and a center island. Step outside to the deck, where the quiet, natural landscape of the backyard creates a peaceful setting for morning coffee, outdoor dining, or relaxing at the end of the day. The attached garage with EV hookup adds modern convenience, while the unfinished basement provides generous storage, room for a workshop, fitness or hobby area, and is already plumbed for an optional additional bath. Beautifully maintained and ready to enjoy from day one, Unit 18 pairs the simplicity of condo ownership with the space and functionality of a traditional home. With pet and rental-friendly association policies, this Westbrook property offers even greater flexibility for its next owner.

375 Pride St Unit 18, Westbrook

Listing courtesy of Engel & Volkers Casco Bay.

4 Captain Thomas Dr, Windham
$500,000
3 Beds ⋅ 2 Baths
BIG SKY VIEWS. FRESH DESIGN. Maine Living at its best! This light filled 3-bed Windham home delivers the space, style, and a setting you have been waiting for. The crisp interior features a striking kitchen with white cabinetry, stainless steel appliances, granite counters, and an open flow into the dining and living areas. Bright bedrooms, modern baths, 1st floor laundry, and warm wood floors make everyday living feel effortless. Full basement offers plenty of storgae space. Spend hours on a welcoming covered porch or rear deck, and take in the peaceful surroundings. Enjoy Highland Lake and Sebago Lake adventures, local trails, dining, and easy access to Portland. Schedule a private tour or join us at one of the Open Houses. Open House 1: Wednesday 9/23 @ 4:30-6pm Open House 2: Sunday 9/27 @ 10-11:30am

4 Captain Thomas Dr, Windham

Listing courtesy of Real Broker. 207-317-6464

257 Allen Ave, Portland
$472,000
4 Beds ⋅ 2 Baths
This Pre-Inspected North Deering home offers space and flexibility with 4 bedrooms, 2 bathrooms, bonus space, a workshop, and a great yard! Inside, the living room flows into the dining room and kitchen, creating a comfortable space for everyday living and entertaining. The first floor also features a bedroom with built-ins, a laundry area, 3/4 bathroom, and a three-season porch perfect for slow mornings, summer evenings, and everything in between. Upstairs at the front of the home you'll find two additional bedrooms and a full bathroom. In the back of the home on the second floor is a spacious fourth bedroom with cathedral ceilings, giving it a private feel and plenty of possibilities. Need room for projects, hobbies, storage, or something more? The former garage has been converted into a generous workshop and adds even more flexibility to the home. Keep it as-is, explore converting it back to garage space, or imagine what else it could become. Outside, the well landscaped 0.25 acre lot is open and surrounded by fencing, with plenty of room for entertaining, gardening, or simply enjoying your own outdoor space. With 4 bedrooms, flexible living space, a workshop, and a fenced yard, 257 Allen Avenue offers plenty of space and possibilities to make it your own. Showings begin Saturday September 26th from 10-12 and Sunday September 27th from 10-12 during Open Houses.

257 Allen Ave, Portland

Listing courtesy of Keller Williams Coastal and Lakes & Mountains Realty.

26 Motley St, Portland
$525,000
3 Beds ⋅ 2 Baths
Two parcels, sold together: 26 and 30 Motley Street, a combined 10,000 square feet on a quiet side street just off Brighton Avenue. Elbow room like this is genuinely scarce this close in, and the second parcel carries OUTBUILDING. The 1937 home sits in one of Portland's most walkable pockets. Coffee at Crooked Mile is a three-minute walk; Rosemont Market & Bakery, the flagship store that started it all in 2005, is five. Pat's Meat Market has been cutting steaks on Stevens Ave since 1918, twelve minutes on foot, and Woodfords Corner, with Bird & Co and Woodford F&B, is a fifteen-minute walk or four minutes by car. The green space surprises people. Capisic Pond Park is ten minutes away on foot. Evergreen Cemetery, 239 acres with four ponds and five miles of wooded trails, is half a mile up the road and draws birders from across the state. Baxter Woods sits just beyond. Getting anywhere is quick: Maine Medical Center's Brighton campus three minutes out, USM five, the Jetport seven, the Old Port ten, with I-295 and the Maine Turnpike each under ten. Inside, three bedrooms and BATHS occupy 1,248 square feet across six rooms, over a full basement. FEATURE. FEATURE. A pre-listing inspection has been completed and the report is available on request. Sewer Scoop inspection has been completed and the report is available on request.

26 Motley St, Portland

Listing courtesy of Keller Williams Realty.

139 Broadway Unit 22, South Portland
$359,000
2 Beds ⋅ 2 Baths
OPEN HOUSE SUNDAY 10/4 11:30 TO 12:30 Enjoy condo living in one of South Portland's desirable locations! If you enjoy coastal Maine living, you won't want to miss this perfectly placed 2 bedroom corner unit. Enjoy easy access to the Greenbelt Walkway, with miles of walking and biking trails, including scenic sections along the beautiful Maine coast. This cozy condo features a first-floor bedroom, full bath and first floor laundry. The upper-level loft offers flexible additional living space, complete with a half bath perfect for guests, an office or a relaxing retreat. With a low HOA fee, parking this condo has it all. Move right in and enjoy being just minutes from great local restaurants and close beaches.

139 Broadway Unit 22, South Portland

Listing courtesy of Landing Real Estate.

24 Columbia Ave, Brunswick
$569,500
2 Baths
Prime Douglas Park location just steps from Bowdoin College! This charming 2-unit, featuring two 2BR/1BA offers 2,000+ square feet of living space and an exceptional opportunity in one of Brunswick's most desirable neighborhoods. Just painted this summer and with a new roof (2025) this is a well maintained property that features two spacious 2-BR units, each with its own private porch, offering a blend of comfortable living spaces and classic Brunswick character. Hardwood floors throughout and old house features and vibes throughout. Each unit also benefits from access to a large shared storage area, providing plenty of space for bikes, seasonal belongings, outdoor equipment, and more. Located in the heart of Douglas Park, 24 Columbia Street is ideally positioned near Bowdoin College, downtown Brunswick, restaurants, cafés, shops, parks, and other attractions. The convenient location makes this property particularly appealing for investors, owner-occupants, or those seeking a flexible multi-unit property in a vibrant college-town setting.

24 Columbia Ave, Brunswick

Listing courtesy of Portside Real Estate Group.

72 Convene Rd, Sebago
$340,000
3 Beds ⋅ 2 Baths
Charming 2013 Cape with Unlimited Potential in Sebago! Discover classic Maine living with this modern 2013 Cape nestled in picturesque Sebago. Step onto the inviting farmer's porch and take in the tranquility of a spacious lot adorned with sweet-yielding peach trees. Inside, the main level offers comfortable, easy-living spaces with efficient construction throughout. Looking for extra space or instant equity? The partially finished second level is a canvas waiting for your creative touch—finish it as a dream primary suite, additional bedrooms, or a versatile bonus room. Conveniently located near local lakes, boat launches, and year-round outdoor recreation. Bring your ideas and make this Sebago gem uniquely yours! The upstairs has a separate entrance, full bathroom, bedroom and a large bonus room.

72 Convene Rd, Sebago

Listing courtesy of Maine Real Estate Experts. 207-653-9059

20 Reba Ln, Windham
$439,900
3 Beds ⋅ 1 Baths
Beautifully renovated 3-bedroom ranch with modern updates. Welcome to this charming ranch offering comfortable one-level living on a large lot. The home features a brand-new kitchen with new vinyl plank flooring, an updated bathroom with new tile flooring. New ceilings throughout and beautifully refinished hardwood floors. The spacious primary bedroom includes a slider leading to the new deck, while the newly hydroseeded lawn creates a fresh inviting outdoor space. A large oversized detached two-car garage provides plenty of room for vehicles, storage, hobbies or a workshop. An attached breezeway offers a convenient connection to the home. Additional improvements includes a new roof, siding, exterior doors, garage doors, sealed driveway, wiring in the garage, new electrical panel in basement. A new furnace will be installed prior to closing with two new heating zones. The seller is also offering a $3,500 credit toward appliances for the new kitchen. Enjoy an easy walk to the river and Dundee Park, featuring public beach access a sandy beach, play area and seasonal community events. Sebago Lake and Windham town center are just minutes away offering convenient access to a variety of shopping, restaurants and everyday amenities. Portland is approximately 20 minutes from the property making it an easy to enjoy nearby city conveniences...Come take a look and see everything this property has to offer. A wonderful opportunity to own a thoughtfully renovated home in a great setting.

20 Reba Ln, Windham

Listing courtesy of Greater Portland Realty.

184 Sweetser Rd, Pownal
$599,000
3 Beds ⋅ 1 Baths
Welcome to this charming 3-bedroom, 1-bath home in beautiful Pownal, Maine, where privacy, nature, and comfortable living come together in a wonderful Southern Maine setting. Tucked among the trees, this property offers a peaceful sense of seclusion while providing expansive outdoor space and beautiful views of the surrounding countryside. Step inside to a warm and inviting open-concept living and kitchen area, featuring beautiful wood floors, a cozy wood-burning stove, and abundant natural light. The kitchen offers ample cabinetry, generous counter space, stainless-steel appliances, and a sunny dining area overlooking the grounds. One of the home's standout features is the large elevated deck, creating an ideal spot for morning coffee, summer entertaining, or simply relaxing while enjoying the peaceful wooded surroundings. The deck overlooks a spacious lawn framed by mature trees, providing plenty of room for gardening, recreation, pets, or simply enjoying the outdoors. The oversized two-car garage is a tremendous bonus, offering room for vehicles, equipment, workshop space, storage, and all the gear that comes with enjoying the Maine lifestyle. The lower level also provides substantial unfinished space and flexibility for storage, hobbies, or future use. From the property, take in the beauty of the surrounding landscape, with sweeping views across the wooded Maine countryside. The combination of open lawn, mature trees, privacy, and expansive views creates a setting that is increasingly difficult to find. Located in desirable Pownal, you're close to the conveniences of Freeport and Yarmouth while enjoying the quieter pace and natural beauty of rural Maine. Outdoor enthusiasts will appreciate the area's hiking, biking, and recreational opportunities, including nearby Bradbury Mountain State Park. If you've been looking for a home that offers privacy, space, a garage, and beautiful outdoor living, give 184 Sweetser a look.

184 Sweetser Rd, Pownal

Listing courtesy of Home At Last Realty.

192 King Hill Rd, Naples
$265,000
1 Beds ⋅ 1 Baths
Sometimes, small spaces offer big possibilities—and 192 King Hill is a perfect example. Tucked well back from the road on a private .97-acre lot, this unique Maine cabin offers a peaceful setting while keeping you close to year-round recreation. Located approximately 8 minutes from the Naples Causeway and 25 minutes from Pleasant Mountain, you'll have easy access to boating, hiking, skiing, dining, and more. A beautiful covered porch welcomes you into the home and faces the back of the property, positioned to allow the most amount of natural light, and overlooking the fire pit. Inside, the thoughtfully designed layout makes excellent use of the available space without sacrificing the amenities you want. The well-appointed kitchen features granite countertops, soft-close cabinetry, a full-size oven and microwave, stainless steel refrigerator, and dishwasher. The full bathroom with standup shower includes a stackable washer and dryer, while a heat pump in the living area provides both heating and cooling. The main level also offers a bedroom just off the living room, while the loft provides additional sleeping space or flexible storage. A drilled well and 2-bedroom septic system provide the essential infrastructure, while the crawl space with a poured concrete floor and the exterior shed offer additional storage options. Cozy, private, and thoughtfully designed, 192 King Hill is a unique Maine retreat ready for its next owner or investor.

192 King Hill Rd, Naples

Listing courtesy of Maine Real Estate Co.

156 Webb St, Portland
$589,000
3 Beds ⋅ 3 Baths
This soon to be completed Colonial home offers a blend of thoughtfully designed living spaces set in a neighborhood just minutes from Portland local amenities. Enjoy the sunny exposure and spacious open floor plan. The kitchen features quartz countertops, a center island, and new appliances. The first floor also offers a comfortable living and dining space, separate den or home office, a functional mudroom entry, and a great back deck. Upstairs includes a primary suite with two walk-in closets, two additional bedrooms and full bathroom, and a laundry room. Relax, grill, or entertain on the back deck and flat yard, while the full basement provides great potential for storage, hobbies, or future finishing. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Move right in and make your dream of owning a brand new home come true!

156 Webb St, Portland

Listing courtesy of RE/MAX By The Bay.

678 Lewiston Rd, New Gloucester
$595,000
4 Beds ⋅ 2 Baths
Welcome to this beautiful new-construction Cape Cod-inspired home, thoughtfully designed to combine timeless charm with modern luxury and everyday convenience. Set on more than 2 acres, this spacious property offers privacy, room to enjoy the outdoors, and plenty of space for comfortable living. Step inside to a bright, inviting open-concept floor plan featuring a gorgeous luxury kitchen with ample space for cooking, entertaining, and gathering with family and friends. The open kitchen, dining, and living areas create a warm and welcoming centerpiece for the home. The first floor offers two generously sized bedrooms and a full bathroom, providing the convenience of one-level living for family members, guests, or anyone looking to avoid stairs. Upstairs, you'll find two additional spacious bedrooms, along with another full bathroom. A separate laundry room is conveniently located nearby, making everyday household chores simple and efficient. A major bonus is the finished two-car garage, offering protected parking as well as valuable additional space for storage, hobbies, or future use. With four bedrooms, two full bathrooms, a luxurious open-concept living space, first-floor bedrooms, dedicated laundry, a finished two-car garage, and over 2 acres of land, this home offers an exceptional blend of style, comfort, flexibility, and privacy. A charming Cape Cod exterior, modern luxury inside, and the space you've been looking for--this is a home designed for both everyday living and entertaining.

678 Lewiston Rd, New Gloucester

Listing courtesy of American Real Estate.

513 Falmouth Rd, Windham
$549,000
3 Beds ⋅ 2 Baths
Welcome to 513 Falmouth Rd in Windham, Maine! Move-in ready and freshly refreshed, this 3-bedroom home offers comfort, space, and plenty of storage for today's lifestyle. The interior features fresh new paint, giving the home a clean and inviting feel. Recent updates include new flooring in the primary bedroom, common bathroom, and basement. Outside, enjoy a large, fenced-in backyard with plenty of room for entertaining, gardening, recreation, or simply relaxing. A shed provides additional storage for outdoor equipment and tools. For those needing extra parking, storage, or workspace, this property offers an attached 2-car garage plus a detached 2-car garage, providing an impressive amount of space for vehicles, hobbies, equipment, or a workshop. Located in desirable Windham, this property combines recent updates, generous outdoor space, and exceptional garage capacity. Whether you're a first-time buyer, growing household, or simply looking for a home with room for vehicles and projects, This Home is ready for its next owner! Come see all this home has to offer.

513 Falmouth Rd, Windham

Listing courtesy of The Maine Real Estate Experience.

106 Caron St, Portland
$599,000
3 Beds ⋅ 2 Baths
Welcome to this meticulously maintained raised ranch in a desirable North Deering neighborhood. Thoughtfully cared for and move-in ready, this inviting home offers a wonderful combination of comfort, functionality, and location. The main level features a bright and welcoming living space, a well-appointed kitchen, comfortable bedrooms, and a full bath. The finished lower level provides valuable additional living space, perfect for a family room, home office, gym, or guest accommodations. With its versatile layout and well-maintained condition, the home offers plenty of flexibility for today's lifestyle. Outside, enjoy a well-kept setting in a great neighborhood, with convenient access to Portland's restaurants, shopping, schools, parks, and vibrant downtown. Whether you're looking for a comfortable place to call home or a property in a sought-after Portland location, this raised ranch is one you won't want to miss.

106 Caron St, Portland

Listing courtesy of Portside Real Estate Group.

33 Mcgill Fern Rd, Standish
$449,000
3 Beds ⋅ 2 Baths
Imagine living in a welcoming neighborhood close to the places you love to go, while coming home to a peaceful setting surrounded by trees. This inviting three-bedroom, bath-and-a-half home offers the best of both worlds—convenient access to shopping, dining, and outdoor recreation, along with a private backyard where you can relax and unwind. Sebago Lake, and several trails are nearby, giving you plenty of opportunities to get outside and enjoy the area. Inside, handsome flooring gives the home a fresh, updated feel, while the beautifully designed chef's kitchen takes center stage. Modern and thoughtfully designed, with granite countertops and plenty of space to cook and create, it's a kitchen for people who truly enjoy cooking, whether you're preparing a quiet dinner at home or gathering with friends and family. Sliding glass doors bring in natural light and lead directly to the private deck, creating an easy connection to the outdoors. Step outside for dinner on the deck or simply enjoy the wooded view and peaceful backyard. The spacious lower level gives you even more room to make the home fit the way you live. The large family room offers plenty of space for movie nights and casual gatherings, while still leaving room to create a home office, fitness area, or space for your favorite hobbies. With its own convenient half bath, this level adds wonderful flexibility to the home. This home offers both the lifestyle and value you've been looking for and won't last long. OPEN HOUSE SAT Oct 10th, 10AM-NOON

33 Mcgill Fern Rd, Standish

Listing courtesy of RE/MAX Realty One.

80 Vesper St Unit 2, Portland
$595,000
2 Beds ⋅ 1 Baths
Just a few blocks from the Eastern Promenade and East End Beach, this second-floor condo puts the best of Munjoy Hill close at hand. Hardwood floors and abundant sunlight bring warmth to the living and dining areas, complemented by an updated kitchen and bath. Two bedrooms are separated by the full bath, creating a practical layout with welcome privacy. From the front windows, enjoy a glimpse of Casco Bay, while the rear deck provides space for morning coffee or an evening outdoors. Beyond the front door, the Eastern Prom offers stunning water views, open parkland, beach access, and miles of trails for walking, running, and biking. Neighborhood cafés, bakeries, markets, and restaurants are nearby, with even more local favorites along Washington Avenue and Congress Street. Offered furnished or opportunity to redesign, this inviting condo is an appealing home base for enjoying the shoreline, neighborhood energy, and everyday character that make Portland's East End so loved.

80 Vesper St Unit 2, Portland

Listing courtesy of RE/MAX By The Bay.

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