Greenwood Real Estate

Welcome to Greenwood, Maine – a hidden gem nestled in the heart of Oxford County. This charming town, surrounded by breathtaking natural beauty, is the perfect blend of small-town charm and outdoor adventure. With its picturesque landscapes, Greenwood is an ideal destination for those seeking a tranquil lifestyle away from the hustle and bustle of city life.

Greenwood is renowned for its stunning lakes, including the pristine Lake Christopher and the expansive Bear Pond, making it a haven for water enthusiasts. Whether you're fishing, kayaking, or simply enjoying a day by the water, the scenic views and serene atmosphere will leave you enchanted. In the winter, the area transforms into a snowy wonderland, attracting avid snowmobilers and skiers to the nearby slopes.

The town is rich in community spirit, evident in its local events and gatherings that bring residents together. From farmers' markets to seasonal festivals, there’s always something happening in Greenwood. The friendly locals and tight-knit community make it easy to feel at home, whether you’re new to the area or a lifelong resident.

In terms of amenities, Greenwood offers a selection of quaint shops, cozy cafes, and local eateries that cater to your everyday needs. Plus, with its proximity to the bustling towns of Bethel and Norway, you can enjoy the best of both worlds – a peaceful retreat with easy access to urban conveniences.

Explore the enchanting lifestyle that Greenwood, Maine has to offer, and discover why this beautiful town is the perfect place to call home. Whether you’re looking for a vacation retreat or a permanent residence, Greenwood is waiting for you to create your next chapter.

Newest Listings in Greenwood

$112,000

2 Beds ⋅ 1 Baths

Looking for an affordable get away in Maine, look no further, lot has a lot of potential. Cabin needs TLC great location close to Twitchell Pond, North Pond, Mt. Abrams Ski Resort & Sunday River Golf & Ski Resort. Has a bridge walkway over to a cabin that is falling down, there is one other cabin over to the other side as well, carport to park your vehicle or storage. Don't miss this one it will go FAST!

154 W Paris Rd, Greenwood

Listing courtesy of Keller Williams Realty.

$1,170,000

2 Beds ⋅ 1 Baths

Set atop 75± private acres with sweeping 180-degree mountain views, 136 Poland Lane is a rare Western Maine retreat where luxury meets the timeless beauty of the outdoors. Perfectly positioned betwixt the charmingly iconic villages of Norway and Bethel, this extraordinary property offers exceptional privacy without sacrificing convenience. Designed for gathering and built to last, the beautifully crafted main cabin blends rustic character with thoughtful amenities, including a commercial cook stove, generator, solar power, and gas utilities. Every space invites connection, whether it's preparing meals after a day on the trails, preserving berries in the outdoor kitchen, sharing stories by the fire, or watching the sun set over the mountains. Expanding the property's versatility are four camper sites, each equipped with solar power and septic hookups, creating an ideal setting for hosting extended family, friends, or creating a one-of-a-kind recreational compound. Step outside and discover a landscape that invites adventure in every season. Hike your own trails, explore by ATV or snowmobile, search for local minerals and gemstones, ski nearby world-class slopes, or simply relax and take in the spectacular sunsets that stretch across the horizon. Whether envisioned as a private family estate, an exceptional mountain getaway, or a legacy property to be enjoyed for generations, 136 Poland Lane offers an extraordinary opportunity to experience the very best of Maine's mountain lifestyle. Complete with the equipment needed to maintain your exclusive mountain top! Excavator, tractor, lawn mower, etc...Create a campground, clamping sites...

136 Poland Ln, Greenwood

Listing courtesy of Bearfoot Realty.

$1,750,000

3 Beds ⋅ 4 Baths

Welcome to an irreplaceable slice of Maine paradise. Perched directly on the water's edge, this meticulously maintained 3-bedroom, 3.5-bathroom year-round residence offers a proximity to the shoreline that simply cannot be replicated under today's building code. Boasting an impressive 275 feet of private frontage on Twitchell Pond, the property sits down a paved driveway from a dead end road, offering unparalleled peace and privacy. Thanks to its coveted southwestern exposure, your evenings will be defined by brilliant, unobstructed sunsets painting the sky over the water. Inside, gorgeous water views greet you from every angle. The sunroom, wrapped in giant windows on three sides and dramatically perched on the rocks over the pond, makes you feel as though you are floating on the water. The spacious, updated chef's kitchen features elegant granite countertops, a generous pantry, and an abundance of smart storage solutions. For outdoor enthusiasts, the property features a massive three-level detached garage with room for four cars and all the toys. The flexible, unfinished third-floor space offers incredible potential to be transformed into an art studio, a home office, or an accessory dwelling unit for guests or lucrative rental income (buyers to confirm options with the town). Perfectly positioned for year-round recreation, you are just 10 minutes from the family-friendly trails of Mt. Abram, 15 minutes to the shops and restaurants of Bethel, and a mere 20 minutes to the world-class skiing and golf at Sunday River. Whether you are seeking a premier four-season vacation destination or a tranquil primary residence, this property offers an exquisitely cared for home in a unique relationship to the water of one of Maine's most scenic ponds.

87 E Twitchell Pond Rd, Greenwood

Listing courtesy of Legacy Properties Sotheby's International Realty.

$1,195,000

4 Beds ⋅ 4 Baths

Experience luxury mountain living at its finest in this exceptional custom home with water and mountain views! From the moment you step through the front door you'll appreciate the quality craftsmanship and attention to detail throughout. The stunning great room features soaring cathedral ceilings a dramatic floor-to-ceiling stone fireplace and warm wood and stone finishes that create an inviting mountain retreat. The spacious chef's kitchen is designed for both everyday living and entertainment complete with ample workspace. A large mudroom with a convenient half bath provides easy access from outdoor spaces. Privately situated on one side of the home the primary suite offers a peaceful escape with a luxurious en-suite bath featuring a soaking tub oversized double shower and a spacious walk-in closet/dressing room with integrated laundry. Upstairs a versatile loft provides the perfect space for a home office reading nook craft room or additional sleeping area. Three additional bedrooms offer comfortable accommodations including two connected by a Jack-and-Jill bath while the third enjoys added privacy ideal for guests. The finished lower level expands your living space with a large recreation room bonus room and a full bath making it perfect for a media room game room fitness area or guest overflow. Outdoor living is every bit as impressive as the interior. Relax on the screened porch enjoy the expansive decks off the dining room and primary suite or entertain on the expansive lower-level patio featuring a built-in bar area. Whether hosting friends or enjoying a quiet mountain evening the outdoor spaces are designed to impress. Completing this remarkable property are a paved driveway an oversized two-bay under garage and beautifully landscaped walkways that provide an elegant approach to this extraordinary mountain home.

175 Acorn Dr, Greenwood

Listing courtesy of Cassie Mason Real Estate.

$1,349,000

4 Beds ⋅ 4 Baths

Experience the pinnacle of waterfront living on the pristine shores of South Pond in Greenwood. Perfectly positioned just minutes from both Mt. Abram and Sunday River Ski Resort, this exceptional property offers an unparalleled year-round adventure. Crafted in classic post-and-beam style, the home showcases timeless character, warm wood accents, and exceptional craftsmanship throughout. Thoughtfully designed to embrace its spectacular setting, the open-concept floor plan is anchored by a striking stone fireplace and a newly updated, chef-inspired kitchen. Expansive living and dining areas create the perfect setting for intimate gatherings and large-scale entertaining, all enhanced by abundant natural light and spectacular water views. The main level offers exceptional convenience with a spacious mudroom, a two-car attached garage, and a bedroom with a full bath--ideal for guests or those seeking single-level living. Upstairs, two ensuite bedrooms provide private retreats, while the third-floor loft offers a peaceful escape with sweeping views of the water. The walkout lower level is equally impressive, featuring a fourth bedroom, a full bath, and an expansive family room designed for relaxation and recreation. The grounds have been recently and selectively cleared to enhance the water views while preserving the property's natural beauty and privacy. Created for effortless enjoyment, this low-maintenance retreat allows you to spend more time boating, swimming, skiing, hiking, and taking advantage of the endless recreational opportunities available throughout every season. With an extraordinary 290 feet of private frontage, the setting offers remarkable seclusion and breathtaking waterfront vistas. Offered fully furnished, this distinguished home is a rare combination of craftsmanship, comfort, and exceptional year-round waterfront living.

116 S Pond Shore Ln, Greenwood

Listing courtesy of Mahoosuc Realty, Inc..

$799,900

4 Beds ⋅ 1 Baths

This lovely 130 acre unique estate is situated at the end of a quiet country road boasting absolute privacy. Magnificent sweeping views of meadows, pastures, stonewalls and picturesque Noth Pond. If you want a storybook setting, this is it! The views are simply breathtaking. This property is known as the ''Kuvaja Farm'' which has been in the same family since 1915 and had been a working dairy farm for over 100 years. The property includes multiple varieties of flowers and fruit trees and let's not forget the rhubarb patch. Sit out on the porch swing and watch all the wildlife - deer, moose, fox, turkeys, bear, birds, etc. If you are looking for your own private sanctuary - you found it. There are multiple buildings including a 4+ bedroom farmhouse, a detached garage, a 3 bay barn which was once used for the Dairy business, a milk room, haybarn, 2 chicken coops, a storage building and more. This property offers many opportunities and unlimited potential for use as a horse farm, dairy, cattle farm, etc. There is ample frontage on North Pond making it a great spot to kayak. Bring your fishing pole as there is also a meandering stream that cuts thru the field that is full of fish waiting to be caught. The farmhouse does need updating and some work but it has good bones and is waiting for someone to renovate it and make it their own. The property is being sold as is. Come schedule your viewing and fall in love.

38 Kuvaja Rd, Greenwood

Listing courtesy of Bearfoot Realty.

$119,900

OWNER FINANCING AVAILABLE. High-visibility commercial building on busy Route 26 in Greenwood, almost directly across from the Mount Abram entrance and just a three-minute drive to the lodge. Situated on 0.4 surveyed acres with its own well and septic, this property offers flexibility for a range of potential uses. The building sits in a prime location for year-round traffic from skiers, hikers, and lake-goers. It's just 15 minutes to Sunday River and surrounded by several nearby ponds and lake, including North Pond, Round Pond, South Pond, and Twitchell Pond - making it an ideal base for outdoor recreation. Buyers are encouraged to contact the Town of Greenwood directly with any questions regarding intended use or zoning. Town/state does not have septic system design on file.

191 N Main St, Greenwood

Listing courtesy of Mahoosuc Realty, Inc..

$775,000

3 Beds ⋅ 2 Baths

Discover Your Dream Chalet on Twitchell Pond! This private waterfront oasis offers the solitude of your own beach with dock. Conveying fully furnished and ready for year-round adventure. Meticulously maintained, this 3-bedroom, 2-bath home is in pristine condition, making it the perfect getaway. Conveniently located just 10 minutes from Mt. Abrams for all your skiing and biking adventures, and only 20 minutes from Sunday River for skiing and golf, this property is ideal for outdoor enthusiasts. The chalet comes complete with docks and boats, providing exceptional value that simply can't be beat!

654 Greenwood Rd, Greenwood

Listing courtesy of Sally Harkins & Co Real Estate.

$275,000

Unique property, rebuilt stone walls surrounding this beautiful 10 acre property. Land has a new septic, never used and a new drilled well. Also has a tennis court (it does need to be resurfaced) could be turned into your very own pickle ball court as well. Build a family compound you could subdivide the lot. Only 16 miles, 25 min to Sunday River Ski Resort and Golf. and only 6 miles 12 min. to Mt. Abram Ski Resort. Lots of fun things to do from here, multiple lakes near by Lake Christopher, North Pond, South Pond, Twitchell Pond and Indian Pond. Only 1 hr 20 min to Portland, ME, and 3 hr. 20 mins to Boston.

Lot 26 Rowe Hill, Greenwood

Listing courtesy of Keller Williams Realty.

$170,000

Elevated 8.5 acre lot that would be accessed from Gore Road. Larger lot with potential of getting some great views to include Mt Abram and surrounding ponds. Easy to get to with lots of potential.

Lot 3 Gore, Greenwood

Listing courtesy of Cassie Mason Real Estate.

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