Legacy Properties Sotheby's International Realty
40 Main Street, 04543 Damariscotta (United States)
Listings of the agency
Listings for sale: 1 to 20 / 51
- 49
House Waldoboro (United States)
Grand Cabin East: Custom Post & Beam Home on 12 Acres with Historic Barn Set on 12 acres of field and woods, this exceptional custom post-and-beam home completed in 2022 offers a rare combination of craftsmanship, natural beauty, and timeless character. Thoughtfully and sustainably designed and built with wood sourced directly from the property, the home feels deeply connected to its surroundings. The spectacular 3-bedroom, 3-bath residence features warm wood interiors, radiant-heated floors, a wood stove, and a stunning natural stone fireplace that creates a welcoming focal point. Cantilevered oak steps add a distinctive architectural touch, while an expansivewraparound deck provides generous outdoor living space and a perfect vantage point for enjoying the surrounding landscape. Floor to ceiling glass windows invite the natural light deep into the home. A unique water feature adds to the property's peaceful, natural setting, and the outdoorshower offers an inviting way to enjoy the outdoors during warmer months. The property also includes a large restored historic post and beam barn, offering exceptional potential for small business, farming, storage, workshop space, studio use, or other creative possibilities.
…Â$549,0003bedrooms3bathroomsBy Legacy Properties Sotheby's International Realty
- 50
House Boothbay (United States)
Presenting the charming home of Sweet Windruff Farm on East Side Road, Barters Island -- a timeless 1860s New England Cape offering warmth, character, and waterfront living on The Back River. Whether you're seeking a summer retreat or a year-round coastal home, this beautifully maintained property captures the essence of Maine living. Enter through the gate into a welcoming mudroom-style entryway featuring original brick flooring and classic built-ins. Beyond, the heart of the home opens into a warm dining and kitchen area centered around a cozy woodstove, with peaceful views stretching toward the cove and your waterfront frontage on The Back River. Rich in old-style charm and thoughtfully designed living space, the home offers two bedrooms and two baths, including a first-floor primary bedroom suite and laundry room for convenient one-level living. Upstairs provides additional privacy with flexible space ideal for guests, a sewing room, studio, or home office. The inviting living room and den feature built-in bookcases and a beautiful fireplace -- perfect for gathering with friends or simply taking the chill off a cool coastal evening. Every room reflects the care and personality of its current owners, blending comfort, craftsmanship, and timeless New England character. Outside, the property continues to impress. Set back from the road, the home enjoys a fenced yard with mature fruit and maple trees, sitting areas, a greenhouse, and a charming potter's shed. A lovely screened front porch offers the perfect place to relax and enjoy water views after a day exploring the Maine coast. The two-story barn, built in 1999 by a local craftsman along with the kitchen addition, provides exceptional versatility with garage space for vehicles or boats, a workshop, and an attached separate work area ideal for hobbies, storage, or a home-based business. This special waterfront property offers comfort, privacy, and authentic coastal charm in one of Maine's island communities.
…Â$695,0002bedrooms2bathroomsBy Legacy Properties Sotheby's International Realty
- 503D visit
House Bristol (United States)
An extraordinary private compound on Boyd Pond in Bristol, where 15 of 18.5 acres are held in permanent conservation easement, ensuring this sanctuary remains protected in perpetuity. Two thoughtfully designed buildings. Complete privacy. This is legacy real estate.The main residence is a Deck House, the acclaimed New England post and beam design that has drawn architecture-minded owners for more than half a century. Each Deck House is individually designed for its site. The structural logic defines the architecture where an exposed timber frame carries the roof, freeing the exterior walls to become glass. Mahogany trim and joinery, plus tongue and groove wood ceilings run uninterrupted from room to room. Living spaces maximize pond views and natural light, with walls of glass dissolving the boundary between interior and shoreline the signature Deck House experience of living within the setting rather than looking out at it.The first-floor primary suite features a private ensuite bath and adjoining wellness room. Two additional bedrooms on the upper level share a full bath. Open concept kitchen, dining and living space flows onto a screened porch overlooking Boyd Pond. The lower-level family room offers flexible space for guests or extended family. Two car attached garage with direct entry. Tree Top is a detached two-story structure with a first-floor office and two rooms and a full bath on the second floor. A second-floor deck overlooks the surrounding forest. Deck Houses have proven remarkably durable. The Acorn Deck House Company of Acton, MA, retains original plans and still produces matching components, a rare assurance for a new owner. This property represents an increasingly rare opportunity: significant private acreage with water frontage, permanent conservation protection, and an architecturally distinguished home drawn specifically for this land. For buyers seeking a retreat that will endure unchanged, this Boyd Pond sanctuary delivers.
…Â$875,0003bedrooms2bathroomsBy Legacy Properties Sotheby's International Realty
- 42
House Cushing (United States)
Welcome to Pleasant Point Road, a wonderful neighborhood of well-keptand cared-for homes. This inviting 3-bedroom, 1-bath home is noexception and offers a comfortable blend of charm, functionality, andopportunity. Hardwood floors and a spacious living room with amagnificent rock fireplace create a warm and welcoming atmosphere,while the kitchen enjoys an open view into the living area.The full unfinished basement provides excellent potential foradditional living or recreational space and includes a separateone-car garage below, complemented by an attached two-car, entry-levelgarage. Outside, the open and level front yard offers plenty of spacefor outdoor activities, while the private backyard features maturetrees, a small pond, and wonderful possibilities for gardening,relaxation, and enjoying the peaceful surroundings.With many updates already completed, this home is move-in ready andoffers both immediate comfort and future potential in a lovelysetting.
…Â$495,0003bedrooms1bathroomBy Legacy Properties Sotheby's International Realty
- 29
House Bristol (United States)
Arrival at this harborfront cottage is inviting from the first turn into the driveway, where beds of flowers in full bloom and lovely ornamental plantings greet you, with boats dancing at their moorings in Pemaquid Harbor just beyond. It's the ideal spot to settle in for a delightful Maine summer.A cheery front door opens to a front hall where the water view immediately pulls you toward the kitchen and living spaces, all oriented to take in the cozy harbor. South- and west-facing decks expand the living space outdoors, making the most of the home inside and out. A bedroom and den on the first floor complete that level, along with a full bath featuring a high-end updated shower.Upstairs, the primary bedroom sits harborside with a spectacular view to wake up to, plus a large walk-in closet. A second bedroom faces east. The second-floor bath has also been beautifully updated, with a high-end shower and double vanities.Kayaks wait on the front lawn, ready for a paddle around the cove and out to the ocean beyond. There's potential to build a private dock, though a nearby town pier offers a ramp, floats for easy ocean access, and dinghy storage.Tucked on a quiet dead-end gravel road, the neighborhood is safe and peaceful -- ideal for children. Pemaquid Beach, Little Beach, Colonial Pemaquid State Historic Site, and the Starboard Caf? are all within walking distance, putting the best of the Pemaquid Peninsula right at your doorstep.
…Â$1,125,0003bedrooms2bathroomsBy Legacy Properties Sotheby's International Realty
- 50
House South Bristol (United States)
Experience authentic coastal Maine living with this remarkable waterfront home overlooking ''The Gut'' of South Bristol. This property offers a front-row seat to a vibrant working waterfront and immediate open-water access, making it the perfect spot for anyone who loves spending time on the water and on their boat. The house provides an extraordinary backdrop for entertaining family and friends on the deck or the dock while watching brilliant sunsets over the Damariscotta River and enjoying afternoon breezes over the water. The redesigned interior by the Knickerbocker Group beautifully updates the interior and seamlessly blends coastal charm with generous space to accommodate lots of guests in comfort. Frame your summer evenings amidst lush gardens, an oceanside firepit and lovely landscaping, all while enjoying peace of mind and practicality from extensive quality upgrades, including a whole-home generator, updated systems, heat pumps, fiber internet and a refreshed first floor primary suite. This turn-key sanctuary offers the perfect blend of active harbor views, effortless entertaining, and timeless coastal living.
…Â$2,500,0003bedrooms5bathroomsBy Legacy Properties Sotheby's International Realty
- 50
House Edgecomb (United States)
Steeped in more than 250 years of Maine history, this exceptional c.1770 Federal residence beautifully blends timeless architecture with the comfort and versatility of a thoughtfully designed contemporary addition. Privately sited on 7.16? acres in picturesque Edgecomb, the property provides approximately 3522 ? square feet surrounded by mature trees, stone walls, and peaceful rural beauty. The original Federal home showcases period craftsmanship with wide-plank floors, hand-scribed moldings, gracious proportions and inviting living spaces that reflect its remarkable New England heritage. The historic residence features three bedrooms, walk-in cedar closet, five fireplaces, and two full baths, preserving its authentic character while providing comfortable everyday living. A thoughtfully integrated 1980s addition complements the original home with bright, open living areas, a kitchen dining area with a woodstove, walk-in pantry, half-bath, and a walk-out upper deck, while the walk-out lower level includes a private one-bedroom, one-bath suite, woodstove hook-up and patio, ideal for extended family, guests, recreation room or an in-law apartment. The grounds provide a tranquil setting for gardening, recreation, or simply enjoying the beauty of Midcoast Maine. A barn-garage suitable for one or two cars and two detached outbuildings allow for exceptional flexibility for workshops, studio space, hobbies, or additional storage. Ideally located just minutes from Wiscasset, Newcastle, Damariscotta, and Boothbay Harbor, the property provides convenient access to marinas, shopping, dining, and the region's celebrated coastal attractions while maintaining exceptional privacy. A rare opportunity to own a distinguished piece of Maine's architectural heritage, this unique property offers an exceptional blend of historic character, modern comfort, and flexible living in one of Midcoast Maine's most desirable locations.
…Â$875,0004bedrooms4bathroomsBy Legacy Properties Sotheby's International Realty
- 50
House Nobleboro (United States)
A rare opportunity to own a thoughtfully designed farm in the heart of Midcoast Maine. Privately set on 34 picturesque acres, yet just minutes from the vibrant year-round community of Damariscotta, pristine lakes, and the region's iconic rocky coastline, this exceptional property offers the ideal blend of rural living and modern comfort. Built in 2014, the charming Cape-style home has been meticulously maintained and features efficient radiant heat throughout. The spacious first-floor primary suite provides comfortable one-level living, while two generously sized bedrooms and a full bath occupy the second floor. An expansive unfinished bonus area, currently used for storage, offers potential for a home office, studio, or additional living space. Designed with both practicality and sustainability in mind, the property includes solar panels that can be repositioned as needed, along with numerous thoughtful improvements that enhance everyday living. The impressive utility barn provides abundant space for tractors, equipment, and vehicles essential to farm operations, along with a full bath. Three additional outbuildings currently house livestock. Sweeping open pastures bordered by classic Maine stone walls create a beautiful setting for farming, gardening, or simply enjoying the landscape. A potential building site with soils test offers outstanding future possibilities. The private drive winds through mature evergreens before opening to this remarkable homestead. Whether your vision is a hobby farm, equestrian property, family compound, or peaceful country retreat, this beautifully maintained property offers the opportunity to embrace the very best of the New England lifestyle. Absolutely NO drive-bys! Please contact to schedule a showing with 24 hour notice.
…Â$999,0003bedrooms2bathroomsBy Legacy Properties Sotheby's International Realty
- 48
House Bremen (United States)
This bright, contemporary home, newly built in 2022, puts you steps from Webber Pond, a pristine 219-acre lake in Bremen. Set on 3 private lakefront lots with 326 feet of waterfront, the well considered home sits elevated capturing western light and filtered water views through a canopy of trees. The main level features a living area that opens up onto a deck and screened porch. A first-floor bedroom and bathroom provide flexible living possibilities. Upstairs, the primary suite is generous and open and could be divided to create 2 bedrooms. The bathroom features spa like amenities including a Japanese toilet, a steam shower, and a lovely deep tub where you can enjoy the tree framed view. The lot itself is dotted with glacial till boulders, moss, and fern that follow the path from the home to the water's edge where you find sitting area and a long dock to swim or launch a boat. Webber Pond benefits from clean water, safe swimming, and great fishing year round with a limitation on outboard engine sizes, few houses, and no public access. Greenland Cove on Muscongus Bay is just over the road so on a morning walk you can enjoy coastal views. Damariscotta's shops and restaurants are a short 15 minute drive away, Portland is just over an hour south and Bremen is part of the AOS 93 school system but has the benefit of choice for high school students. This is a spectacular move in ready property for anyone looking to spend time on a peaceful private lakefront on the Pemaquid Peninsula.
…Â$1,170,0002bedrooms2bathroomsBy Legacy Properties Sotheby's International Realty
- 483D visit
House Nobleboro (United States)
You're not just buying a home, you're buying a sanctuary on ten acres with panoramic lake views, complete privacy, and a home designed to frame it all.The moment you turn onto Squiers Alley and the trees close in behind you, the outside world disappears. Then you step inside. Floor-to-ceiling windows. Damariscotta Lake stretched out below. Afternoon light flooding every room. Sunsets that stop conversation. This 2,599 square foot retreat sits elevated on 10 acres of mature woodland, fruit trees, perennial flowers, with private trails winding through your forest. A multi-use additional cabin with metal roof sits on the property. Three bedrooms, two baths, a two-car garage, and an open floor plan designed around the view, not imposed upon it. The large primary suite, with an expansive walk-in closet, wood stove, and heated bathroom floors, opens to a private deck. A stairway leads down to a second deck with a hot tub. Forest in every direction. Lake below. Stars above. Silence. This is not waterfront. It's something harder to find: genuine privacy with commanding views. Ten acres create a buffer that lakefront properties can't provide - no shared shoreline, no sound but wind through the trees. And when you want the water? Damariscotta Lake State Park and multiple landings are minutes away. The very popular saltwater sand beach at Pemaquid Beach is a 25-minute drive. Squiers Alley is a private drive shared by two homes. The property is conveniently a 10 minute drive to Damariscotta's restaurants, galleries and shops, 28 minutes to Rockland and approximately 1 hour to Portland. A world away from everything. Close to everything that matters.
…Â$655,0003bedrooms2bathroomsBy Legacy Properties Sotheby's International Realty
- Contract pending42
House Nobleboro (United States)
This charming bungalow-style home in the heart of Nobleboro offers the perfect blend of elegance and ease. Beautiful wood floors create a warm, inviting atmosphere throughout, and the well-designed single-level layout makes daily living comfortable and convenient.Outside, the circular driveway offers an attractive and accommodating approach and provides ample parking. Relax on the deck or in the private back yard, and garden as much or as little as you please. A brand-new roof provides added peace of mind. Ideally situated near Nobleboro Central School, the Nobleboro Historical Society, and Damariscotta Montessori School, this home places you in the heart of a vibrant community. In less than ten minutes' drive, you'll find yourself in the village of Damariscotta, where community activities, boutique shopping, grocery stores, healthcare, acclaimed restaurants, and year-round arts and cultural events await. Hiking, fishing, and other outdoor activities abound at nearby Damariscotta Lake, Pemaquid Pond, Coastal Rivers Nature Center, and other local nature preserves.Offering timeless appeal and an enviable Midcoast location, 205 Center Street is ready to welcome you home.
…Â$350,0002bedrooms1bathroomBy Legacy Properties Sotheby's International Realty
- Contract pending43
House Bremen (United States)
A peaceful, artist-designed New Englander with expansive saltwater views of Muscongus Bay. This exceptional property features a beautifully crafted home and barn (2016/2019) with open floor plans, soaring ceilings, abundant natural light, and premium finishes throughout. The great room opens to a maintenance-free deck perfectly positioned for ocean breezes. A chef's kitchen offers quartz countertops, shaker cabinetry, integrated stainless appliances, artisan tile, and a vented peninsula cooktop with seating. The thoughtfully designed mudroom includes laundry and a full bath on the main level. Upstairs, the waterfront primary suite features a spa-inspired bath with radiant heated floors, walk-in shower, granite countertops, and a meditation alcove. Two additional rooms provide flexible space for bedrooms or a home office. The oversized heated barn accommodates two large vehicles and includes a finished second-floor studio/workspace. Additional features include a full dry basement, new propane boiler (2025), buried utilities, fiber-optic internet, generator hookup, and exceptional craftsmanship throughout.
…Â$649,0003bedrooms2bathroomsBy Legacy Properties Sotheby's International Realty
- 43
House Washington (United States)
Set on more than 25 acres of landscaped grounds and tranquil woodlands, this exceptional residence offers an unparalleled blend of luxury, privacy, and timeless craftsmanship. Thoughtfully designed for effortless single-level living, the home showcases soaring vaulted ceilings, rich oak floors, and light-filled living spaces that exude warmth and sophistication. The elegant primary suite serves as a private sanctuary, featuring a spa-inspired bath with a soaking tub and separate walk-in shower. Surrounded by beautifully curated gardens and mature trees, the property offers a peaceful retreat of natural beauty in every direction. Whether enjoying quiet mornings overlooking the landscape or entertaining in the refined interior, this extraordinary estate delivers a rare opportunity to experience luxury living in complete privacy.
…Â$695,0002bedrooms2bathroomsBy Legacy Properties Sotheby's International Realty
- Contract pending7
House Nobleboro (United States)
Discover the possibilities on this beautiful 15.1-acre property offering a perfect blend of open fields, mature woods, and charming apple trees. Whether you're dreaming of building your forever home, creating a private retreat, or simply escaping the pace of everyday life, this peaceful setting provides the ideal backdrop. Enjoy abundant wildlife, scenic views, and plenty of space to explore, garden, or relax. Bring your vision and make this exceptional property your own - a rare opportunity to own a slice of countryside where tranquility and nature come together.
…Â$249,0001bedroom1bathroomBy Legacy Properties Sotheby's International Realty
- 50
House Edgecomb (United States)
Situated on 7 private acres, 18 High Head blends expansive saltwater frontage with newly renovated contemporary comfort. Completed in 2024-25, this comprehensive reconstruction transformed the property into a modern four-season masterpiece. Every detail was considered to ensure beauty, performance and year-round comfort. Perched overlooking the property's 320 ft of pristine waterfront, both the main and guest houses enjoy ever-changing scenery, including working lobster boats, harbor seals, dolphins, and bald eagles. This extraordinary setting is a favorite for yachts, kayakers and fishermen. The main house features exquisite design elements including 2 flights of custom floating stairs, a 30' natural stone fireplace, a new open kitchen, 3 bedrooms, 3.5 bathrooms and 12 heating/cooling zones. New doors and walls of windows capture natural light at every turn. The first-floor primary suite offers a sitting room, gas fireplace, bath and bedroom, all with sweeping water views. The first level also includes a new 80' waterfront deck, dining area, kitchen island, laundry, mudroom and media room. An upper-level ensuite bedroom overlooks the courtyard. A lower-level suite includes a bedroom with a bath, den and patio, all with water views. Any guest would be delighted with the 2-bedroom, 2.5 bath guest house. A private drive and entry lead to a lower-level living area with half bath, gas fireplace, deck and a bedroom. The second level features a well-appointed eat-in kitchen with island, living area with private waterside deck, gas fireplace, 2 full baths, laundry and bedroom. High Head has 1000' of new paved driveways, extensive stonewalls and patios, and scenic carriage path to a new deepwater dock. Enjoy the perfect balance of seclusion and accessibility to shopping, dining, botanical gardens, golf, and hiking all nearby, situated in the heart of Midcoast Maine, minutes from Boothbay Harbor, Damariscotta, Wiscasset, 70 minutes to Portland Jetport.
…Â$3,795,0005bedrooms7bathroomsBy Legacy Properties Sotheby's International Realty
- 25
House South Bristol (United States)
Tucked into iconic South Bristol near the harbor and the Fishermen's Co-op where you can buy lobster and fish right off the boats, this charming seasonal cottage offers front-row views of the Damariscotta River. Two bedrooms, one bath, and an additional room for an office or even a smart spot for an extra bed. 1,200 square feet of cozy, well-loved living space make it the perfect coastal retreat. Step out onto the deck and take in sweeping water views -- this is riverfront living at its finest, with 157 feet of frontage on over half an acre. The location offers exceptional potential:possibilities include a deep-water mooring and the addition of a deep-water pier, opening the door for serious boating and waterfront access. Nearby Christmas Cove and the swing bridgeadd to the area's Maine charm while nearby Damariscotta and Boothbay Harbor round things out with restaurants, shops, galleries and summer events. This South Bristol gem combines classic Maine charm with rare deep-water potential just steps from the working harbor.
…Â$1,200,0002bedrooms1bathroomBy Legacy Properties Sotheby's International Realty
- Contract pending43
House Bristol (United States)
This building is full of possibilities and waits for its next chapter. Originally built as a teen center with a roller rink it was most recently used by a artist and an architect as their own center for creative projects as well as an open concept living space. The building sits on a 14.5 acre lot on the main thoroughfare of the Pemaquid Peninsula and is about 7 miles to the center of Damariscotta and a little over 8 miles to the lighthouse at Pemaquid Point. The main building is 50' wide and 80' and appears to have been originally a single large open space. Currently it is 3 separate spaces with the art studio on the bright south side of the building, a large gallery space in the center and the workshop on the north side with a 12' high garage door. The original building also has a bathroom with a shower.The living space was added on in 2004 and is a large open concept ''studio'' apartment with a full bath and a separate kitchen with lots of cabinets and counter space as well as a pantry area with removable shelving. The building offers all sorts of possibilities where 18' high ceilings, a 12' x 12' door and a 80' by 40' space might come in handy. The separate living space could be used separately as offices or a showroom for whatever you decide to create. Besides the 14.5 acre lot where the building is there is another 20 acre non-contiguous lot that is part of the package.
…Â$350,0001bedroom2bathroomsBy Legacy Properties Sotheby's International Realty
- 30
House Edgecomb (United States)
Nestled on 27 private acres, this charming chalet-style home provides the quintessential Maine lifestyle in one of the Midcoast's most peaceful settings. Located in the quiet town of Edgecomb, you're just minutes from Route 1 with easy access to Wiscasset, Bath, Damariscotta, Boothbay Harbor, and Portland - the perfect balance of seclusion and convenience.The heart of the home is a sun-filled great room that draws in natural light with a loft above. Three comfortable bedrooms, one on the main floor, two on the ground floor, each floor with its own full bath, one bath off the master bedroom with a large soaking tub positioned to look out at the forest. Along with an attached two-car garage, this an ideal year-round residence for a growing family. Edgecomb is served by excellent local schools, making this a wonderful place to raise children while enjoying all that Midcoast Maine has to provide.For the out-of-state owner, this property works equally well as a lovely four-season retreat - a private escape with pond frontage, lots of acreage, and easy highway access whenever you're ready to head home. The two-car garage is not only a welcome bonus for storing vehicles, gear, and kayaks....there is a large room on the second floor ready for a simple renovation with welcoming sun through three skylights. This property delivers the kind of peace that's increasingly hard to find.
…Â$575,0003bedrooms3bathroomsBy Legacy Properties Sotheby's International Realty
- Contract pending50
House Damariscotta (United States)
This beautifully restored Craftsman Bungalow pairs a classic architectural style with a vibrant, mid-century modern interior flair. Within walking distance to one of Midcoast Maine's most charming downtowns with a great mix of bookstores, galleries, restaurants and shops as well as the public access to the Damariscotta River, the heart of Maine's bustling oyster industry. The home is set on more than an acre of a well landscaped yard with mature plantings, a custom concrete fire pit and the shade of stately maple trees. As you step onto the front porch and enter the house you'll notice the original Douglas Fir floors in the foyer. Move into the updated kitchen with a prep island, yards of polished concrete countertops and tons of storage in the modern cabinetry. The dining room with its whimsical chandelier is a bright space with large windows that look out to the gardens of the backyard. After dinner take your coffee into the cozy living room, gaze into the fireplace, listen to music or snuggle on the couch to watch a movie. There is a second foyer at the top of the stairs that lead to the basement garage as well as being the entry way from the back porch. There is a clever use of space with built in storage under bench seating and bookshelves that frame the steps up to the first floor bedroom with ensuite bath. The second floor has two bedrooms across the hall from each other with an efficient office space at the end of the hallway all share a full bath. Few homes of this period remain true to their original design with a split shake shingle exterior, side gabled roof, exposed rafter tails, arched framed front porch and decorative stone foundation and steps. Even the paint scheme is period authentic with the bright red contrast of the geometric paned front door mirrored in the trim details of the tapered columns and roof bracket tips and sky blue porch ceiling to keep birds from nesting.
…Â$600,0003bedrooms3bathroomsBy Legacy Properties Sotheby's International Realty
- 4
Land Bremen (United States)
Here is a blank slate offering an opportunity to build your dream home on this level 1 acre lot in Bremen.
…Â$54,900By Legacy Properties Sotheby's International Realty
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