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52 Center St, Damariscotta
$319,900
3 Beds ⋅ 2 Baths ⋅ 1685577 MLS
Meticulously maintained 2011 doublewide home set on a 1/2-acre level, open lot offering plenty of space for outdoor living. With a thoughtful open layout, the living area creates a welcoming atmosphere, including built-ins and a new propane fireplace with TV above, perfect for entertaining or relaxing. The kitchen boasts stainless appliances, ample cabinet space, large island and a functional layout that flows into the dining and living areas. This immaculate home features a spacious primary, ensuite bedroom with tub, separate shower, electric fireplace & double vanity. Two additional bedrooms and another full bathroom provide comfort and privacy for all. Take advantage of the expansive yard for gardening and outdoor activities. A detached single car garage is so new it is still being completed. Conveniently located, this home offers the perfect balance of privacy and accessibility. Whether you're a first-time homebuyer, downsizing, or looking for a peaceful retreat, this property has all the potential you need.

52 Center St, Damariscotta

Listing courtesy of Blue Lobster Real Estate.

77 Lessner Rd, Damariscotta
$498,000
4 Beds ⋅ 2 Baths ⋅ 1684357 MLS
Set back from the road on over 2 acres, this charming Cape offers privacy and plenty of space to enjoy the best of Maine living. With 4 bedrooms and 2 full bathrooms, this home offers a flexible layout to accommodate a variety of lifestyles, whether you need space for family and guests, a home office, or room to pursue your favorite hobbies. The first-floor bedroom provides the convenience of single-level living, while the screened porch invites you to slow down and enjoy a quiet morning coffee, a good book, or a relaxing evening surrounded by the peaceful setting. The two-car garage adds even more versatility, with a finished area above, ideal for a studio, workshop, or home office. The expansive lot provides room for gardening, outdoor enjoyment, or simply appreciating the privacy and space that make this property so appealing. Conveniently located near beaches and other local amenities and attractions. Enjoy all that the beloved Midcoast community of Damariscotta has to offer!

77 Lessner Rd, Damariscotta

Listing courtesy of Tim Dunham Realty. 207-882-5020

12 Woods Ln, Damariscotta
$649,000
3 Beds ⋅ 3 Baths ⋅ 1683425 MLS
MOVE RIGHT IN! Discover the best of privacy, space, and lake life at 12 Woods Lane in Damariscotta! Built in 2001 and just 25 years young, this inviting 3+ bedroom, 2½-bath home is set on 3.9 wooded acres along a private road, just a few miles from downtown. The open-concept kitchen and dining area creates a welcoming setting for everyday living and entertaining, with a thoughtfully remodeled kitchen completed with an abundance of cabinetry. The spacious living room features impressive cathedral ceilings, a cozy fireplace, and access to the oversized back deck overlooking the peaceful wooded surroundings. A flexible floor plan provides plenty of room to live, work, gather, grow, and explore future expansion or customization. An attached two-car garage adds everyday convenience and valuable storage. An easy walk brings you to the shared waterfront on beautiful Pemaquid Lake, complete with your own private dock, gangway, mooring—and yes, let's talk about the boat! Spend your days swimming, paddling, boating, or simply relaxing by the water before returning home to your private retreat. Located near Damariscotta's shops, restaurants, theater, library, and respected public schools, this special property offers the tranquility of country living without sacrificing convenience. Bring your ideas and finish the expansive space over the garage and begin your next chapter at 12 Woods Lane!

12 Woods Ln, Damariscotta

Listing courtesy of Keller Williams Realty.

125 Heater Rd, Damariscotta
$447,000
3 Beds ⋅ 2 Baths ⋅ 1683413 MLS
Tucked back on nearly 4 private, wooded acres, this 2022 ranch at 125 Heater Road features a peaceful, nature wrapped setting just minutes from downtown Damariscotta! The home's 1,404 sq ft layout centers around an open kitchen, dining, and living area filled with soft natural light and views of the surrounding trees, creating a warm, connected space for everyday living. The kitchen features modern appliances with waterfall style sink, generous cabinetry, and a layout that keeps conversations flowing. The primary bedroom suite sits privately on one side of the home, complete with an deluxe ensuite bath and walk in shower. Two additional bedrooms and a second full bath on the opposite side offers flexible options for guests, work, or hobbies. A full basement provides valuable storage and future expansion potential, and forced air heat supports year round comfort. Call today before this unique property in a unique location is gone!

125 Heater Rd, Damariscotta

Listing courtesy of EXP Realty.

220 Bristol Rd, Damariscotta
$1,450,000
1683249 MLS
A Landmark Midcoast Maine Property Ready for a New Vision. Set on nearly 40 acres in picturesque Damariscotta, the historic Down Easter Inn offers an intriguing combination of scale, character, existing infrastructure, and redevelopment potential. With a newly repositioned price, this distinctive property invites investors, developers, and hospitality entrepreneurs to envision what comes next. The historic main house is listed in the National Register of Historic Places. Inside are nine bedrooms, a reception area, dining room, living room, kitchen, and back porch. A substantial addition completed in the 1980s expanded the property with 22 guest rooms, each with a private bathroom. An adjacent two-bedroom cottage provides additional flexibility for an owner or other uses. The property has not been in operation since 2018 and will require capital improvements. Outside, nearly 40 acres of grounds offer space for expansion or other possibilities. Located within easy reach of Pemaquid Beach, Boothbay Harbor, Damariscotta's vibrant village center, and many of Midcoast Maine's most treasured destinations, the property is well positioned for its next chapter.

220 Bristol Rd, Damariscotta

Listing courtesy of Keller Williams Realty.

263 Bristol Rd, Damariscotta
$1,575,000
4 Beds ⋅ 4 Baths ⋅ 1682196 MLS
Steeped in history and beautifully reimagined for modern living, the renowned Benjamin Day House is an exceptional Maine estate overlooking the Damariscotta River. Built in 1754 and widely recognized as one of Damariscotta's oldest surviving homes, the residence stands among a small handful of 18th-century properties that helped shape the community's earliest history. Set on nearly 3 private acres with water views, mature trees, historic stone walls, and extensive gardens featuring heirloom and historically inspired plantings, the property showcases remarkable beauty and tranquility just minutes from downtown. Original wide-plank pumpkin pine floors, hand-hewn beams, fireplaces and preserved architectural details blend seamlessly with extensive recent renovations, including a new kitchen, updated baths, new smart sun glass windows and exterior doors, refinished floors, electrical upgrades, mini-split for heating and cooling, efficiency improvements, exterior restoration, landscaping, and two new decks. The impressive three-story post-and-beam barn includes an auxiliary dwelling unit and providing extraordinary flexibility as a guest residence, rental, studio, workshop, business space, event venue, or potential standalone home, with its designated utilities. Built for Benjamin Day by Nathaniel Chapman and thoughtfully stewarded for more than 270 years. This rare property unites historic pedigree, modern comfort, versatile living space, and captivating Midcoast Maine scenery. This is your opportunity to own a true piece of Midcoast Maine History!

263 Bristol Rd, Damariscotta

Listing courtesy of Keller Williams Realty.

81 Back Meadow Rd, Damariscotta
$360,000
3 Beds ⋅ 1 Baths ⋅ 1681170 MLS
Offered for the first time in nearly 50 years, this lovingly cared-for three-bedroom, one-bath ranch presents a special opportunity in Damariscotta. Conveniently located just outside the village, the home is close to Great Salt Bay Community School, Round Top Ice Cream, local events and the area's well-known shell midden walking trails. Inside, hardwood floors and classic details reflect the home's history and character. Move in comfortably while making updates over time to create a space that is uniquely your own. A glassed-in porch, raised flower beds and mature plantings - including hostas and lilacs - presenting inviting places to enjoy Maine's changing seasons. The attached two-car garage and additional storage provide everyday practicality. Lovingly maintained by the same family for generations, this home is ready for its next chapter. Come experience the location, character and possibilities of life in Damariscotta - "The way life should be."

81 Back Meadow Rd, Damariscotta

Listing courtesy of Keller Williams Realty.

350 Bristol Rd, Damariscotta
$650,000
3 Beds ⋅ 2 Baths ⋅ 1679373 MLS
Exceptional care, thoughtful improvements and an incredibly convenient Damariscotta location come together in this beautifully maintained 3-bedroom, 2-bath single-level home, just 1.8 miles from downtown. Privately set back from the road and accessed by a right-of-way over a private road, the property offers a peaceful setting surrounded by mature trees and open lawn while keeping downtown Damariscotta's shops, restaurants, waterfront and amenities just minutes away. Offering approximately 1,632 square feet of comfortable first-floor living, the home features a spacious living room, separate dining room, well-appointed kitchen, primary bedroom with private bath, two additional bedrooms, second full bath and convenient first-floor laundry. A large screened porch creates an inviting extension of the living space for relaxing, dining and entertaining during Maine's warmer months. Pride of ownership is evident throughout. The current owners have maintained detailed records documenting years of improvements and ongoing care, including replacement windows, updated appliances and numerous improvements to the home's interior, exterior and mechanical systems. A whole-house generator adds peace of mind and year-round reliability. The attached heated two-car garage offers direct access to the home and excellent storage. Below, the walkout basement adds tremendous versatility with a dedicated workshop and partially finished space well suited for hobbies, recreation, exercise, a home office or additional flexible space. Rarely does a property combine this level of documented care with single-level living, a heated attached garage, workshop, generator, screened porch and such a private setting this close to downtown. Move in and enjoy a home that has been exceptionally cared for, thoughtfully improved and clearly loved.

350 Bristol Rd, Damariscotta

Listing courtesy of Keller Williams Realty.

280 Lessner Rd, Damariscotta
$469,000
4 Beds ⋅ 2 Baths ⋅ 1676713 MLS
Secluded 2005 Cape style home on a quiet wooded lot close to town. About a mile from Biscay Pond's public beach/boat launch and 8 minutes from Damariscotta village. Built for low maintenance, energy efficiency, and flexible use, this home has 4 generous bedrooms and 2 full baths, suitable for year round or seasonal living. Features include a durable metal roof, easy care vinyl siding, minimal lawn to maintain, and a multi fuel heating/cooling design for year-round comfort. (heat pump, power vent boiler for first floor, electric baseboard upstairs). Two bedrooms, a full bath, kitchen, living- dining room, and laundry on the first floor allow efficient one floor living; the second floor with 2 more bedrooms & full bath can be closed off in winter thanks to insulation between levels & a door at the top of the stairs. 24' x 40' walk-out basement provides excellent storage and utility space. Drainage tile on both sides of the footing keeps the basement dry. Custom 12 x 18 ft outbuilding, designed by the owner, is a relaxed screened living space in Summer. Converts to vehicle storage in winter. Enjoy life on the Pemaquid peninsula from this well-maintained, conveniently located home.

280 Lessner Rd, Damariscotta

Listing courtesy of Drum & Drum Real Estate Inc..

38 Beach Ln, Damariscotta
$469,000
2 Beds ⋅ 1 Baths ⋅ 1676349 MLS
Experience the simple pleasures of waterfront relaxation at this rustic camp perched right on the shores of Biscay Pond. This charming retreat offers a wonderful opportunity to enjoy swimming, boating, fishing, and peaceful days by the water. In the process of being updated with new plumbing, wiring, windows, insulation and structural improvements, the property combines classic camp character with important updates, including a Rennai water heater. PLUS, the lot goes all the way to Lessner Road to 3 additional acres of land. With town approval, build your new home, potentially with water views, and you'll already own your private camp on the water right there! A special and unique waterfront getaway ready for making lasting Maine memories.

38 Beach Ln, Damariscotta

Listing courtesy of Blue Lobster Real Estate.

325 Bristol Rd, Damariscotta
$1,200,000
5 Beds ⋅ 4 Baths ⋅ 1676215 MLS
Another exceptional project by Kevin and Sara Ellis of Ellis Homes! This beautifully renovated 1930 waterfront Cape thoughtfully blends the character and craftsmanship of its traditional roots with a fresh, contemporary sensibility. Designed for both everyday living and effortless entertaining, the spacious granite-and-stainless kitchen flows seamlessly into the dining area, with access to the outdoor deck. A generous walk-in pantry features a farmhouse sink and beverage refrigerator, with a separate door allowing it to be tucked away when entertaining. The formal living room is warm and inviting, centered around a fireplace and complemented by custom built-in shelving--perfect for displaying books, collections, and treasured keepsakes. The main level also offers a bedroom and full bath. Upstairs are three additional bedrooms, a guest bath, laundry, and a luxurious primary suite. Step out from the primary bedroom onto your private sunset deck--a wonderful spot to unwind at the end of the day. The sumptuous primary bath features a soaking tub and an expansive walk-in closet. Throughout the home, rich red oak flooring adds warmth and continuity, while heated tile floors provide comfort in the bathrooms and mudroom. Just a short stroll from the waterfront, the property offers easy access for swimming, kayaking, and enjoying the beauty of the Maine coast. The seller has also installed a seven-bedroom septic system, creating exciting potential for a future studio or guest cottage. Impressive craftsmanship, thoughtful design, and an exceptional waterfront setting come together in this distinctive Midcoast Maine home.

325 Bristol Rd, Damariscotta

Listing courtesy of Newcastle Realty. 207-633-4433

Tbd Standpipe Rd, Damariscotta
$349,000
1672845 MLS
Fox Hollow Estates - Approved 8-Lot Subdivision or Exceptional Private Estate in Damariscotta, Maine A rare opportunity to own approximately 23.5± acres in one of Midcoast Maine's most desirable communities. Whether your vision is an approved 8-lot residential subdivision, a private family compound, or a spectacular estate surrounded by nature, Fox Hollow Estates offers exceptional flexibility in an outstanding location. More than 70% of the property remains forested, creating a peaceful setting featuring mature trees, moss-covered granite ledge, and protected open space--all just minutes from downtown Damariscotta. The property has been approved for eight residential lots, offering large, private wooded homesites with generous building envelopes. Public water is available through the Great Salt Bay Water District, with individual septic systems planned. There may also be potential for Accessory Dwelling Units (ADUs) on individual lots, subject to town approval and septic capacity, creating additional flexibility for future owners and developers. Significant pre-development work has already been completed, helping reduce both development timelines and upfront costs. Improvements and planning include subdivision approvals, engineering and construction documents for the main road, a construction access road and staging area, electrical service, and underground conduit for future utility distribution. Conveniently located just minutes from downtown Damariscotta, Fox Hollow Estates provides easy access to restaurants, shopping, healthcare, marinas, the Maine coast, and U.S. Route 1. With approximately 23.5± acres, an approved 8-lot subdivision, substantial infrastructure work already completed, and a highly desirable Midcoast Maine location, Fox Hollow Estates presents an exceptional opportunity for developers, builders, investors, or those seeking to create a remarkable private estate or family compound.

Tbd Standpipe Rd, Damariscotta

Listing courtesy of Newcastle Realty. 207-563-1003

101 Bristol Rd, Damariscotta
$524,295
3 Beds ⋅ 2 Baths ⋅ 1672232 MLS
Recent price change. Charming circa 1860's Cape just a short walk to downtown Damariscotta. Historic integrity meets modern functionality in this quaint 160-year-old Antique Cape. Within the 1,600 square feet plus of living space, there are thoughtful details such as original wide plank pine flooring and plaster walls, with an updated modern kitchen and cozy living room with a propane fireplace. Offering 2+ bedrooms and 2 full bathrooms, the flexible floor plan easily accommodates a home office or guest space. Major structural updates provide peace of mind, including a brand-new roof and newly sleeved and repointed chimneys. Set on a level, sunny 1/2-acre lot, the property features a wide-open backyard bordered by a stone wall on one side and privacy fence on the other — perfect for gardening, relaxation or gathering. Enjoy the convenience of being within walking distance to vibrant downtown Damariscotta, the library, restaurants, and the hospital, while schools and shopping are just a short drive away. Bring your ideas to make this antique gem your own!

101 Bristol Rd, Damariscotta

Listing courtesy of Newcastle Realty. 207-633-4433

6 Red Barn Rd, Damariscotta
$674,500
3 Beds ⋅ 3 Baths ⋅ 1670621 MLS
Built in 2023 this home has all the conveniences we all hope for in a home. Stand out features include glowing radiant heated wood and tile flooring on the first level of the home , a first floor bedroom suite., first floor laundry, attached heated two car garage and an above ground pool. The kitchen was designed with many special touches making it the perfect space to cook and entertain your family and friends . The deck, pool and Jacuzzi are situated right off of the kitchen in an easy flow for everyone coming and going enjoying the backyard. The living room has large windows that bring in the natural light to highlight this open comfortable space in the heart of the home. *Priced under the appraised value* A move in ready paradise that is only a short drive from local schools, hospital, shops, restaurants, doctors and more.

6 Red Barn Rd, Damariscotta

Listing courtesy of Peninsula Properties.

18 Belvedere Rd, Damariscotta
$749,000
1665692 MLS
Well-maintained multi-tenant professional office building in a highly convenient Damariscotta location just off Route 1, benefiting from a newly constructed and nicely landscaped roundabout providing safe and efficient access. This attractive Cape-style structure offers three levels of finished office space, including a fully utilized lower level, with multiple private suites, common areas, and ample on-site parking. This is a Broker owned property. The property is currently configured as 11 individual office units serving a mix of professional and nonprofit tenants, providing stable income with additional upside. Rents are structured on a per-office basis and reflect strong per-square-foot performance. Situated on a generous 1.36± acre parcel in the C-2 commercial district, the building is positioned toward one side of the lot, offering potential for future expansion, additional structures, or reconfiguration of parking, subject to local approvals. Existing layout and access support continued use as professional office, counseling or medical space, or owner-user occupancy. An excellent opportunity for investors, medical or professional users, or buyers seeking a combination of current income and long-term flexibility in a desirable Midcoast Maine setting. This is a broker-owned property.

18 Belvedere Rd, Damariscotta

Listing courtesy of Newcastle Realty. 207-563-1003

31-2 Nissen Farm Ln Unit Lot#2, Damariscotta
$60,000
1664693 MLS
Build your dream home on this beautiful building lot located on Nissen Farm Lane in Damariscotta, Maine. Nestled in a peaceful setting, this attractive parcel offers the perfect balance of privacy and convenience. Enjoy easy access to downtown Damariscotta's charming shops, restaurants, waterfront amenities, and year-round community events. The lot features a natural Maine landscape with ample space for a custom home, gardens, and outdoor living areas. Whether you're seeking a primary residence, seasonal getaway, or investment opportunity, this property provides an ideal foundation for your vision. Conveniently located near local schools, healthcare facilities, hiking trails, boating opportunities, and the scenic Midcoast region, this property offers the best of Maine living. Don't miss this opportunity to own a piece of one of Maine's most desirable coastal communities. Schedule your visit today and discover the possibilities that await on Nissen Farm Lane!

31-2 Nissen Farm Ln Unit Lot#2, Damariscotta

Listing courtesy of Newcastle Realty. 207-563-1003

36 Pleasant St, Damariscotta
$2,600,000
6 Beds ⋅ 4 Baths ⋅ 1664545 MLS
Damariscotta's most significant intown property is offered on the market for the first time in over 50 years. ''Oak Gables'' offers the peace and privacy of over 9 acres of lawn, fields and ancient apple trees on 1,200 feet of west facing Damariscotta River frontage. The circa 1840's estate home looks down over the property and features four separate bedrooms plus a lovely Primary Suite with breathtaking sunrise views over the''Johnny Orr Rapids''. On the lower level are office space and a completely separate apartment with its own kitchen and bath that enjoys similar views to the Primary. The Carriage House is a multi car space and what used to be the servants' quarters above is now a very nice apartment. Another attached, small studio apartment is located on the ground level. Both have amazing views. Set away from all of this is a three-bedroom cottage style home with a delightful screened porch overlooking the river. Also on the property is a functional riverfront boat house and a large in-ground swimming pool of some age. For the owner wishing to enjoy all the benefits of being in town and on the water but at the same time having complete privacy, this property will merit consideration.

36 Pleasant St, Damariscotta

Listing courtesy of Keller Williams Realty.

11 Water St, Damariscotta
$895,000
1663826 MLS
A rare opportunity to own a waterfront income-producing property in the heart of downtown Damariscotta. 11 Water Street combines four residential rental units, established income, significant recent improvements, on-site parking, and approximately 70 feet of frontage on the Damariscotta River. Situated directly in downtown Damariscotta, it is within easy walking distance of restaurants, shops, and galleries, offering an option that is exceptionally difficult to find. The building's layout and commercial zoning offer flexibility for an owner who may ultimately envision a different mix of residential, commercial, or mixed-use occupancy, creating the opportunity to acquire an established income-producing property today while retaining options for tomorrow. The significant work required to maintain and modernize an older property has already been completed, including updated electrical and plumbing systems, insulation, heat pumps, roofing and gutters, and a sprinkler system. The building has been thoughtfully renovated--including the addition of two large waterfront decks providing views of the harbor and wonderful sunsets--while retaining the character and architectural details that make it distinctive. Originally constructed in 1803, the building has served a variety of purposes over its long history and retains the character and presence of a historic downtown property. Today's buyer has the advantage of acquiring that character together with an established income-producing property and valuable waterfront location. For an investor looking for a property that combines current income, a premier downtown location, river frontage, multiple rental units, substantial improvements, and future flexibility, 11 Water Street presents an uncommon opportunity. It is a property with a story--but more importantly, it is a property with income, real estate fundamentals, and options for the future.

11 Water St, Damariscotta

Listing courtesy of Newcastle Realty. 207-563-1003

11 Water St, Damariscotta
$895,000
5 Baths ⋅ 1663212 MLS
A rare opportunity to own a waterfront income-producing property in the heart of downtown Damariscotta. 11 Water Street combines four residential rental units, established income, significant recent improvements, on-site parking, and approximately 70 feet of frontage on the Damariscotta River. Situated directly in downtown Damariscotta, it is within easy walking distance of restaurants, shops, and galleries, offering an option that is exceptionally difficult to find. The building's layout and commercial zoning offer flexibility for an owner who may ultimately envision a different mix of residential, commercial, or mixed-use occupancy, creating the opportunity to acquire an established income-producing property today while retaining options for tomorrow. The significant work required to maintain and modernize an older property has already been completed, including updated electrical and plumbing systems, insulation, heat pumps, roofing and gutters, and a sprinkler system. The building has been thoughtfully renovated--including the addition of two large waterfront decks providing views of the harbor and wonderful sunsets--while retaining the character and architectural details that make it distinctive. Originally constructed in 1803, the building has served a variety of purposes over its long history and retains the character and presence of a historic downtown property. Today's buyer has the advantage of acquiring that character together with an established income-producing property and valuable waterfront location. For an investor looking for a property that combines current income, a premier downtown location, river frontage, multiple rental units, substantial improvements, and future flexibility, 11 Water Street presents an uncommon opportunity. It is a property with a story--but more importantly, it is a property with income, real estate fundamentals, and options for the future.

11 Water St, Damariscotta

Listing courtesy of Newcastle Realty. 207-563-1003

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