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

$284,000

2 Beds ⋅ 2 Baths

Spacious and light, two-bedroom condominium at the foot of Mt Abrams. Located in the village within walking distance to the slopes, mountain biking, dinner and dancing. Access to hiking and biking from your backyard, as well as a short drive to Round Pond, or South Pond for a quick swim, paddleboard, or fishing adventure. A well thought out floor plan with a mudroom, open kitchen, living, dining area with 2 bedrooms and 2 full baths. The loft bedroom is setup as an ensuite, while the lower level is home to the primary bedroom. Enjoy mountain views from your back porch and watch the sunset over the mountain. A cozy woodstove with brick hearth is in the center of it all, keeping you warm on those cold winter nights. Shared laundry onsite and furniture is included. Easy to show anytime.

9 Condo Ln Unit C24, Greenwood

Listing courtesy of Sally Harkins & Co Real Estate.

$85,000

11.3 private acres of off grid land! This property has not been touch for a very, very long time. In tree growth with tons of hardwood, it does have a sloping lot down towards a brook. Olid listings say that there are mountain views if the lot was cut, but never confirmed. There is a right of way into the property of about 500-600 feet. There is power on the adjoining road. This lot might be your next adventure!

27 Lookout Mountain Ln, Greenwood

Listing courtesy of Maine Homes and Camps.

$725,000

4 Beds ⋅ 3 Baths

A rare opportunity to own a turnkey, income-producing property in the Sunday River/Bethel region - this is an operating short-term rental business, not just a house. Past 12 months: well over $100,000 in gross rental revenue, a 4.94-star rating across 65 stays, Airbnb Guest Favorite since launch, and consistent first-page search placement. Full P&L, forward bookings, and review history available to qualified buyers. Sleeping 18 to 22 guests, this property has virtually no comp in the local market - that capacity is why reunions, ski weekends, corporate retreats, and wedding parties book here, and why demand runs year-round rather than seasonal. Purpose-built in 2025 for large-group hospitality, every system is one year old, with an open-concept layout designed to host a full group in one room. 2x6 construction with closed-cell spray foam keeps it efficient to run, which shows up in the operating margin. Infrastructure is urban-grade for a rural market: 2 Gig symmetric fiber, a 22kW Generac whole-house generator, a Level 2 EV charger in the underground garage, Navien hydronic heat plus zoned LG heat pumps, and full smart home control of HVAC, locks, and lighting. Set on 2.29 acres with a brook on the property: a premium 8-person hot tub, gazebo with outdoor shower, and multiple fire pit areas. Inside, a chef's kitchen with premium LG appliances, dual sinks, and a beverage fridge, plus a stone fireplace anchoring the main living space, engineered hardwood, tile and wood flooring, and first-floor laundry. 4 bedrooms, 3 full baths, 2,500 sq ft, 1-car underground garage. Fully furnished and turnkey - buyer takes over a running business. Minutes to Sunday River Resort, Mt. Abram Ski & Bike Park, boat access, area lakes, Grafton Notch and the White Mountains.

205 Rowe Hill Rd, Greenwood

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

$239,000

An exciting opportunity awaits at the corner of Martin Road and Greenwood Road in Greenwood, Maine. This 9.5 acre parcel has already been approved for a seven-lot subdivision, offering a head start for future development or investment. Approximately 1,100 cubic yards of on-site material are included in the sale and may provide valuable resources for road construction and earthwork. With subdivision approvals in place, substantial site material available, and a convenient Western Maine location, this property offers excellent potential for a developer, investor, or buyer looking to hold land for future use.

Lot12-002 Lot12-002 Greenwood Rd, Greenwood

Listing courtesy of Cassie Mason Real Estate.

$349,900

3 Beds ⋅ 1 Baths

3 Cemetery Road, Greenwood, ME -- Ultimate Year-Round Mountain Retreat Welcome to your dream outdoor adventure basecamp at 3 Cemetery Road in Greenwood, Maine. Perfectly situated right at the base of Mount Abram, this property delivers front-row access to four seasons of mountain recreation. Whether carving up fresh snow on skis or snowboards in the winter, tearing down the lift-serviced downhill mountain bike park in the summer, or exploring the extensive trail networks across the greater Bethel area, this location is an outdoor paradise built for making memories. Main Residence - First Floor Open Concept: A bright, inviting layout that seamlessly integrates the kitchen, bathroom, and living area--perfect for gathering family and friends after a day on the slopes. Second Floor: Two cozy, light-filled bedrooms providing a peaceful retreat at the end of the day. Separate Heated Bunkhouse - A dedicated guest space equipped with heat that comfortably sleeps an additional 8 to 10 people or kids, making large family retreats and weekend group trips effortless. The 3rd bedroom is the bunkhouse. Outbuildings & Gear Storage New Storage Outbuilding: Custom-built space designed specifically to store snowmobiles (''sleds''), mountain bikes, skis, and all the recreational toys needed to take full advantage of Mount Abram. Second Outbuilding: Provides extra storage for tools, seasonal equipment, or extra outdoor gear. Location & Atmosphere Prime Mountain Access: Located right at the base of Mount Abram with immediate access to winter and summer alpine activities. Family-First Setting: A safe, welcoming environment ideal for young families seeking an active lifestyle. Bethel Region Proximity: Minutes away from downtown Bethel's local dining, shops, and expansive regional recreation trails. Lots of Rental potential for seasonal/AirBnB

3 Cemetery Rd, Greenwood

Listing courtesy of Keller Williams Realty.

$349,900

3 Beds ⋅ 2 Baths

Enjoy the perfect balance of privacy and convenience in this charming 3-bedroom, 2-bath New Englander set on 1.4± acres. Located just minutes from Bethel Village and Mt. Abram Ski Area, this property offers a peaceful setting with easy access to year-round recreation, dining, and shopping. A private driveway leads to the attached two-story barn, providing excellent space for vehicles, storage, or a workshop. The spacious yard offers endless possibilities for gardens, landscaping, and outdoor entertaining. Inside, you'll find a welcoming eat-in kitchen with plenty of cabinetry and counter space, a bright dining room featuring wood floors, high ceilings, and a beautiful bay window, plus a spacious living room anchored by a classic brick fireplace. The main level also includes a bedroom with a walk-in closet and a full bath with laundry. Upstairs are two generously sized bedrooms and a shared full bath. The attached barn offers two functional levels with front and rear access, making it ideal for storing vehicles, firewood, tools, and outdoor equipment. You'll be right at home from the moment you step foot inside.

15 E Bethel Rd, Greenwood

Listing courtesy of Cassie Mason Real Estate.

$500,000

3 Beds ⋅ 2 Baths

Located at the base of the Mt. Abram Ski Area and Bike Park, this inviting mountain retreat is the perfect hub for four-season outdoor adventures! The property offers out-the-door access to the Mt Abram ski and bike trails, and connects to nearby open space crossed with peaceful gravel roads for walking, skiing, biking, and snowmobiling. Sunday River is only 17 minutes away. Bethel Village, with restaurants, services, and more trails, golf, and a xc ski center, is even closer. In the summer, floating, swimming and fishing on the nearby ponds or the Androscoggin River are easy ways to beat the heat. Designed for easy living and low-maintenance ownership, this 3-bedroom, 2-bath home sits on a private 1.79-acre lot surrounded by woods and natural gardens. The thoughtfully-created outdoor living spaces invite you to relax and unwind. The house features an enclosed porch overlooking the backyard, a private patio, and a sauna. The patio is wired for a hot tub. Recent site work created access to the meadow in the back of the property, and space for a camper or other toys. A spacious mudroom provides plenty of room for your four-season gear, while the 12 x 16 storage shed offers additional space for equipment and outdoor essentials. Whether you're looking for a year-round residence, a weekend getaway, or a vacation rental opportunity, this home offers the ideal combination of mountain lifestyle, privacy, and convenience.

499 Howe Hill Rd, Greenwood

Listing courtesy of Sunday River Real Estate.

$695,000

3 Beds ⋅ 2 Baths

TO BE BUILT: Welcome to this stunning new modern designed home just minutes from Sunday River Ski Resort and downtown Bethel! Thoughtfully designed with clean architectural lines and quality finishes, this home will provide the perfect combination of style, comfort, and convenience in one of Western Maine's most desirable locations. The open-concept floor plan features luxury vinyl plank flooring throughout, a beautiful kitchen with natural wood cabinets, quartz countertops, a large center island, gold fixtures, and gas stove hookup. Recessed lighting, pendant lights over the island, and attractive ceiling fans in the bedrooms complete the modern design. The spacious primary suite includes a custom tile shower, while the second full bath has a tub/shower combination. Efficient heating includes baseboard heat, a heat pump, and propane hot water. The exterior showcases black architectural shingles, Iron Stone board-and-batten vinyl siding, black exterior/white interior windows, a modern garage door, pressure-treated rear deck, crushed gravel driveway, and professionally landscaped grounds with river rock accents. Enjoy the privacy of a wooded backyard setting and a fence to be installed alongside the abutting property driveway to give ample privacy and maintain that seculded setting. Whether you're looking for a year-round residence, vacation home, or investment property, this beautifully crafted new construction with modern mountain living just minutes from skiing, golf, hiking, dining, and everything the Bethel area has to provide.

4 Bird Hill Rd, Greenwood

Listing courtesy of Deiulio Realty Group Inc..

$1,070,000

2 Beds ⋅ 1 Baths

Located on 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. When you drive up the winding access road, and pass through the gate you will discover a landscape that invites adventure in every season. This four-season retreat is perfectly positioned between the villages of Norway and Bethel. This extraordinary property offers exceptional privacy without sacrificing convenience. Enjoy the views, the gardens, the apple orchard, the sawmill, hunting on your own land, fields, minerals, a brook, sitting on the porch, the firepit, and the stars.... Designed for gathering with family and friends 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 nearby ski trails, or on your own private hiking trails, preserving berries in the outdoor kitchen, sharing stories by the fire, or watching the sun set over the mountains. The property currently includes 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. Complete with the equipment needed to maintain your exclusive mountain top! Excavator, tractor, lawn mower, etc...Create a campground, clamping sites... **This property requires the potential buyer to tour the property by ATV. So make an appointment today!** (ATV is on site) 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.

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..

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