Find Your Dream Home

Start Search Now

Quick Search

Dutchman Woods

The first neighborhood in Sugarloaf's multi phase, residential development plan - the West Mountain Expansion - it features 20 single family homesites with ski-in/ski-out access. Located at some of the highest elevations of any residential lots at the resort, Dutchman Woods provides a level of privacy uncommon in other ski-in/ski-out neighborhoods. Owners will enjoy expansive views and unparalleled access to trails and lifts.

View Area

Base Village Area

Residential properties in the Base Village–consisting of Gondola Village, Village Center, Village South, Village West and the Sugarloaf Mountain Hotel– are ideally located at the base of Sugarloaf, in the heart of the action! These properties offer immediate access to 5 major chairlifts (DRC, Sawduster, Snubber, the SuperQuad, and Whiffletree), the Base Lodge, and Perfect Turn as well as the Landing and the Birches, our main area of beginner terrain. Residing here also means living mere steps from a myriad of dining and shopping outlets, including Downhill Supply Company, 45 North, The Widowmaker and more. Plus, this location offers the immersive and unique experience of basking in the beautiful ambiance of an authentic alpine town each morning, noon, and night! There is nothing more magical than forging the first footsteps in the snow while walking down Main Street at dawn, long before first chair, or seeing groomer headlights scattered like stars across the mountainside at night. Base Village properties are an exclusive escape from the elements with an assortment of amenities and a convenient, central location. For a larger version of the resort map below, follow this link.

View Area

Sugarloaf Village

If you’re looking for a big backyard and more privacy, your options are closer to the lifts than you might think. Just off the Access Road you'll find the residential communities in Spruce Knoll, Twinbrook, and Sugarloaf Village I and II, offering spacious lots with views of Sugarloaf and surrounding mountains. Discover impressive newly-constructed mountain lodges or fall in love with a vintage cabin. Sugarloaf Village has it all and is close (but not too close) to all action.These neighborhoods are right along the Sugarloaf Outdoor Center extensive network of cross-country ski and mountain biking trails, so no driving required to access these perks. Residents are also in walking distance of the Carrabassett River and Campbell Field trailhead, one of the main access points for the town's free multi-use Narrow Gauge trail system. Some of the area's best dining is right down the street, including the famed apres-ski bar and BBQ joint The Rack, cozy Italian spot Hugs and the Outdoor Center's Bull Moose Cafe. Other attractions in walking distance include the Carrabassett Valley Library, the Anti-Gravity Complex, the Carrabassett Valley Academy campus and Mountainside Grocers, garage and gas station. The Sugarloaf Explorer shuttle stops in several locations throughout the area, including Boynton Avenue, Town Line Road, Brackett Brook and more, all indicated with orange spots on the shuttle map below.

View Area


Properties along Mountainside Road offer homeowners the best of slope-side living. Located high on the east side of the resort, Mountainside lodging has been a perennial favorite for anyone looking for direct ski-in/ski-out access, promising convenience, comfort, and coziness, making it the perfect place to hunker down after an afternoon spent on the slopes. This is the ideal spot to host an authentic, on-mountain après ski sesh, to watch the snow stack up outside, and to make the most of the mountains.This neighborhood hosts a diverse combination of condominiums as well as private homes with a large selection of designs and sizes to choose from. Residences in this area are nestled along the ski trails Buckboard and Stub's Glade, and include the Bigelow Condos and others along Adams Mountain Rd, Bear Mountain Rd, Caribou Mountain Rd, Deer Mountain Rd, Fox Fire, Glade Court, Hamlet Circle, Kibby Mountain Rd, Mount Blue Rd, Spaulding, Waldens, Wangans and Winterside. The Whiffletree chairlift is a stone's throw away from many of the condominiums along Mountainside. The Sugarloaf Explorer shuttle also stops at the top of Mountainside Road and at Gondola Village at the base of Whiffletree. Mountainside offers easy access to the Burnt Mountain Cat Skiing meeting place, a perfect backcountry adventure for the family. And at the end of Bigelow Mountain Road you'll find the Burnt Mountain trailhead, an uphill skinning route to the Burnt Mountain summit and challenging hiking trail in the summer.

View Area

West Mountain

Just one ride up West Mountain chairlift is all it takes to understand why this neighborhood is one of the most sought-after locations in the area. Ski home down the West Mountain ski trail or the Greenhorn Glade to your oasis in the forest. The picture-perfect properties in West Mountain Village, Penobscot Circle, Timberline Lodges, Riverside, and the brand-new Crocker Cirque Condominiums offer the ideal ski home experience just above the award-winning Sugarloaf Golf Club. As the highest elevation neighborhood on the mountain, the views are spectacular (and a prime location for watching an aurora borealis light show).The Sugarloaf Explorer shuttle makes several stops on West Mountain, with one stop at each of the main thoroughfares (Sandy River Circle, Kennebec Circle and Penobscot Circle), and one outside of West Mountain Village. Just uphill from the Sugarloaf Golf Club clubhouse is the West Mountain Falls trailhead, a half-mile hike past the Hole 10 tee and along the Carrabassett River to a swimming hole and fly-fishing spot known for elusive brook trout. But be warned: the water is very cold even in August, flowing from the high-elevation Caribou Pond on the backside of Sugarloaf. West Mountain will see a major expansion in the coming years (area highlighted in orange below), including a new high-speed lift, downhill mountain biking trails, real estate development, summer access to Bullwinkle’s and more.

View Area


You won't find another place quite like the Timbers on the mountain. With views that go on forever, these exclusive ski-in/ski-out townhouses are located slopeside just above the SuperQuad. Rugged mountain construction meets the warm ambience of comfortable living. Enjoy the ultimate luxury lifestyle with four seasons of outdoor adventure just outside the door.The Timbers townhouse buildings are spread across three roads, moving uphill: First Tracks Lane (the first road in the development and ends just uphill from the SuperQuad), Hardwood Ridge Road (second road) and Timbers Drive (the third and top road). Several ski trails pass the neighborhood, including Lower Glancer, Lower Windrow, Lower Scoot, Lower Binder and Lower Tote Road. A few of the West Mountain cross-cut trails also end here, and future alpine terrain development (highlighted in orange in the below map) will add even more trails. The Timbers are also the starting point for Sugarloaf's designated uphill skinning and snow-shoeing trail. If you aren't planning on skiing to or from your home, the Sugarloaf Explorer shuttle system has a stop on each of the three roads in the Timbers neighborhood.

View Area

Snowbrook Village

It takes some by surprise, but it’s true: Snowbrook Village is home to tennis courts, an ice skating pond, an indoor spa complex with a pool, sauna, hot tubs, and game room… and it’s consistently one of the most affordable ski-in/ski-out locations in the area. The not-so-secret reason? Efficiently-designed spaces make for a lot of value per square foot. You know what they say- keep your assets diverse and your lift access easy.Snowbrook Village is the largest condominium complex at Sugarloaf, with 216 units throughout 18 buildings over 30 acres. Each building houses 11-12 condos ranging in size from one bedroom to four bedrooms. The neighborhood was built over six phases, with the first phase constructed in 1985 and the final phase completed in 1998. The base of the three-person Snubber chairlift is right next door, with several buildings only a stones throw away from the ski trail and the rest a comfortable walking distance. For those who prefer a shuttle ride to the Base Area, there is a Sugarloaf Explorer shuttle stop right in the heart of the neighborhood. Snowbrook Village also offers easy access to Sugarloaf's extensive network of hiking, mountain biking, cross-country ski trails and dog-friendly trails.

View Area

Snubber Trail

Running from the base of the trail system up into the Village area is Snubber: the lift, the trail, and the neighborhood. Snowbrook Village, Timberwind, Westwind, Commons, Woody Creek, the Sugarloaf Inn, Sugartree, Birchwood, Snowflower, Spruce Creek, Fall Line, Winter’s Way, North Woods, Castle Creek and Black Bear Lodges are all easily accessible from the Snubber thoroughfare. Condo complexes in this area offer affordable and efficient getaways for a discerning budget, while spacious neighborhoods are home to some of Sugarloaf’s most spectacular properties.The three-person Snubber chairlift deposits riders just above the base of the Whiffletree chairlift for quick access to the Base Area. Residents can hop on at the chairlift mid-station right next to the Timberwind building and across Mountainside Road from the Sports & Fitness Center, or at the base of the chairlift nestled between Snowbrook Village and Winter's Way. The condo access trail is a beginner green trail (though some prefer to walk over Mountainside Road instead of skiing through the infamous tunnel) and is multi-use, with many residents walking their dogs in the morning, skinning uphill, cross-country skiing or fat biking to the nearby Outdoor Center. In the summer, the trail is also used as a mountain biking thoroughfare from the Base Area to the Outdoor Center. For those who prefer a ride to the Base Village, the Sugarloaf Explorer shuttle makes several stops in the area, including Fall Line, Snowflower, Winter's Way, Spruce Creek and others.

View Area

Village On The Green

The award-winning Sugarloaf Golf Club was designed by Robert Trent Jones II to showcase the outstanding views from every tee. This dedication to design is mirrored in the architecture and sense of space in the upscale Village on the Green neighborhood, tucked along the fairways and meandering through the forest. Discover a combination of single-family homes and large duplex condos away from the hustle and bustle of the base area, yet just a shuttle ride away from the lifts. Featuring a variety of amenities like heated garages, cozy fireplaces, and impressive kitchens, Village on the Green properties give you plenty of room to spread out and enjoy the views. During the ski season, Village on the Green residents have the option of parking at the base of the West Mountain chairlift (also home of the Winterstick Factory) on holidays and weekends or taking the Sugarloaf Explorer to the Base Area. The shuttle makes three stops in the neighborhood: Nice Drive, Niblick Way and the Village on the Green condo complex. There are year-round attractions in Village on the Green. In the shoulder season, residents enjoy biking and walking on the breathtaking Sugarloaf Golf Club cart path. Once course opens, there's the added bonus of enjoying food and drinks at the clubhouse restaurant, Strokes Bar & Grille. The neighborhood is also home to a tennis court, open to residents only. And just uphill from the Sugarloaf Golf Club clubhouse is the West Mountain Falls trailhead, a half-mile hike past the Hole 10 tee and along the Carrabassett River to a swimming hole and fly-fishing spot known for elusive brook trout. But be warned: the water is very cold even in August, flowing from the high-elevation Caribou Pond on the backside of Sugarloaf. There's a bright future ahead for this area of the Sugarloaf: Village on the Green is at the base of West Mountain, the site of future alpine trails, a new high-speed chairlift, downhill mountain biking trails and real estate development (area shaded in orange below).

View Area

Off Mountain

Sugarloaf is the main attraction, but there's a lot more to the Western Maine Mountains if you know where to look. The bustling, tight-knit communities of Kingfield, Stratton, Coplin Plantation, Eustis, Wyman, and of course Carrabassett Valley are home to artists, chefs, entrepreneurs, and year-round adventurers of every stripe. You already know about the legendary mountain biking, hiking, and skiing access in the area, but we invite you to discover even more: the quiet sandy beaches of Flagstaff Lake, Kingfield’s burgeoning art scene, restaurants with big-city flavor and small-town soul, and yes - some of the best schools in the state.The Maine Huts & Trails network has two off-grid huts in the wilderness of Carrabassett Valley, the Stratton Brook Hut and the Poplar Hut, only accessible by hiking, cross-country skiing or mountain biking (see trail map inset below). Off mountain neighborhoods in Carrabassett Valley include:- Bigelow Station at the start of the Access Road, next to the Stratton Brook Route 27 trailhead of the Narrow Gauge multi-use trail and across from the Dogsled Maine meeting area - Redington, a high-elevation and winding neighborhood nestled in the forest overlooking Sugarloaf- North Ridge, a condominium complex overlooking Little Bigelow and across Route 27 from the Sugarloaf Airport and the family-friendly SugarBowl bowling alley with an arcade and virtual golf simulator- Valley Crossing and Left Bank, condo complexes along the Carrabassett River and next to Tufulio's Restaurant & Bar - Behind the Carrabassett Valley Town Park (which includes a playground, outdoor swimming pool and tennis courts) is charming neighborhood of A-frames and log cabins along Poplar Stream Road, Huston Brook Road, Little Michael Brook Road and others off the Carriage Road- Spring Farm and Settler's Lots, two rustic neighborhoods just south of Valley Crossing off Route 27The Sugarloaf Express ski season shuttle transports riders from Farmington to the Sugarloaf Base Area, with stops in New Vineyard and Kingfield. Just north of the mountain you'll find the unorganized territory of Wyman, a small but mighty region with the Appalachian Trail trailhead and parking area and access to the famed Bigelow Mountain Preserve. A new mountain biking trail network is being built in Wyman, bringing more year-round recreation to the area. Past Wyman, you'll drive in rapid succession through Coplin Plantation, Stratton and Eustis, towns that all overlap Route 27. Here you'll discover the causeway over the scenic Flagstaff Lake and boat launch, part of the Northern Forest Canoe Trail, and the family friendly 9-hole golf course Moose Meadows. Pines Market in Eustis (next to the stunning Cathedral Pines Campground) has extensive boat rentals.

View Area

Our Pending Sales

All listings below are currently either Under Contract, Pending Continue to Show or Active with Kick-Out Clause

Recently Closed Sales

Browse some of our past sales to learn about the type of properties we help clients buy and sell in the Carrabassett Valley region.