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$1,590,000
2 Beds 3 Baths
NEW PRICE - Round Pond Waterfront Retreat Significant price reduction on this exceptional Midcoast Maine waterfront property. Located on a quiet dead-end road in the charming village of Round Pond, this custom-designed, move-in-ready home offers privacy, quality craftsmanship, and breathtaking ocean views. Built with Maine's four seasons in mind, the home features durable 2x6 construction and convenient single-level living throughout. Set on 3 private acres with 184' of deep-water frontage, the property enjoys sweeping easterly views of Muscongus Bay and the Atlantic Ocean, delivering spectacular sunrises year-round. Filled with natural light this thoughtfully designed home offers 2+ bedrooms, 3 full baths, spacious living areas, and room for future expansion. The welcoming living room features a striking stone fireplace and panoramic water views, while new carpeting adds a fresh touch throughout. The finished walkout lower level provides additional living space ideal for guests, entertaining, or multi-generational living. Complete with a full bath, patio access, and ample storage, it offers exceptional flexibility. An expansive wraparound deck, accessible from multiple rooms and featuring a ramped entry, creates seamless indoor-outdoor living. The gently sloping, manicured grounds lead to a private rocky shoreline, perfect for enjoying Maine's coastal beauty in every season. Additional amenities include an attached two-car garage with direct entry, whole-home generator, and a detached workshop/shed with power. Conveniently located near Pemaquid Point Lighthouse, local beaches, scenic trails, and the shops, dining, and cultural attractions of Damariscotta, this property offers the best of Midcoast living. Whether you're seeking a year-round residence, seasonal escape, or legacy waterfront property, this rare coastal sanctuary is not to be missed.

153 Back Shore Rd, Bristol

Listing courtesy of Keller Williams Realty.

$2,895,000
4 Beds 4 Baths
Set on Maine's bold coast, this four-bedroom, three-and-a-half-bath colonial offers sweeping ocean views with Monhegan Island on the horizon. Surrounded by tall pines, manicured gardens, and the sound of crashing surf, the property provides a private, front-row seat to Maine's dramatic shoreline. The first floor is arranged for gracious living and comfort. A vaulted living room anchored by a ceiling-height fieldstone fireplace creates a striking central gathering space. The large kitchen, with a sunny breakfast nook, opens to an inviting family room with a wood stove and wet bar. Doors from both the living room and family room lead directly to the ocean-facing deck and screened porch, creating a seamless indoor-outdoor flow. Two first-floor bedrooms, each with an en suite full bath, allow for true single-level living. The ocean-facing primary suite includes a generous walk-in closet with thoughtful built-in storage. A formal dining room, powder room, and laundry room complete the main level. An open staircase leads to the second-floor balcony overlooking the living room. The upper level includes a spacious office area with a built-in desk and shelving, two additional bedrooms, and a full bath. Outdoors, stone steps built into the ledge lead to an upper garden framed by dry-laid stone walls and mature plantings. The property has an immaculately clean, dry basement space with double-door exterior access and abundant storage, along with a three-car garage and a whole-house generator. Set on 3.6 acres, the grounds are beautifully maintained and offer privacy and sweeping coastal light. This is a rare opportunity to own an oceanfront home on Maine's bold coast.

28 Yellow Head Rd, Bristol

Listing courtesy of Drum & Drum Real Estate Inc..

$1,200,000
3 Beds 2 Baths
Rare opportunity to own a waterfront home on coveted Fish Point Road in New Harbor, where properties seldom come to market. Lovingly maintained by the same family for generations, this charming 3-bedroom, 1.5-bath Cape offers stunning frontage on John's Bay and sweeping water views from many of the home's primary living spaces. The spacious kitchen features abundant cabinetry and flows into an eat-in dining area perfectly positioned to take in the breathtaking scenery. A bright and inviting living room also captures the panoramic bay views, while the small covered porch provides the ideal spot to enjoy morning coffee, sea breezes, and peaceful sunrises. An attached two-car garage adds convenience and additional storage. Ideally located within easy walking distance to Little Beach, Pemaquid Beach, Fort William Henry, and Colonial Pemaquid, this special property places you in the heart of one of Maine's most beloved coastal communities. Enjoy nearby restaurants, scenic harbors, and the iconic Pemaquid Point Lighthouse just minutes away. Whether you are searching for a year-round residence or a treasured seasonal retreat, this waterfront gem offers a rare chance to create lasting memories for generations to come. Be sure to watch the video so you can fully appreciate the gorgeous surroundings and setting of this wonderful property.

1 Fish Point Rd, Bristol

Listing courtesy of Newcastle Realty. 207-563-1003

$3,495,000
13 Beds 14 Baths
The Gosnold Arms is a classic Maine inn on New Harbor with a total of 5.56± acres, 218± feet of frontage on the harbor, and very good views of New Harbor and out to Muscongus Bay. The property includes the historic inn with ten private guest rooms, a three-bedroom owner's suite, charming public spaces, and potential restaurant space. There are a number of additional multi-unit guest cottages; two cottages (5 units) are located at the water's edge, the others are tucked into the hillside behind the inn in a semi-private wooded setting. The entire property would be suitable for continued commercial use, or it could be converted back to a single-family residence or family compound. The property also has a substantial pier with a ramp and float on New Harbor, a delightful summer community close to a number of desirable attractions, restaurants, and amenities.

146 State Route 32, Bristol

Listing courtesy of LandVest, Inc..

$350,000
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.

1443 Bristol & Tbd Split Rock Road, Bristol

Listing courtesy of Legacy Properties Sotheby's International Realty.

$69,900
Wooded 1-Acre Lot in Bristol, ME - Build Your Dream Home! Tucked away in the peaceful coastal town of Bristol, this 1-acre wooded lot offers the ideal setting to build your forever home or seasonal retreat. Surrounded by tall trees and natural beauty, the property provides privacy, tranquility, and a true sense of Maine living. Lakeview drive is conveniently accessible from both Lessner Road (Damariscotta side) and Benner Road (Bristol side). Located just minutes from the charming villages of Damariscotta and New Harbor, you'll enjoy easy access to local shops, restaurants, scenic hikes, and beautiful beaches — including Pemaquid Point and Pemaquid Beach. Whether you're looking to escape the city, settle into a quieter pace of life, or invest in a slice of Maine's sought-after Mid Coast region, this lot is full of potential!

003-D Lakeview Dr, Bristol

Listing courtesy of Newcastle Realty. 207-563-1003

$350,000
1 Beds 2 Baths
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.

1443 Bristol & Tbd Split Rock Road, Bristol

Listing courtesy of Legacy Properties Sotheby's International Realty.

$3,495,000
The Gosnold Arms is a classic Maine inn on New Harbor with a total of 5.56± acres, 218± feet of frontage on the harbor, and very good views of New Harbor and out to Muscongus Bay. The property includes the historic inn with ten private guest rooms, a three-bedroom owner's suite, charming public spaces, and potential restaurant space. There are a number of additional multi-unit guest cottages; two cottages (5 units) are located at the water's edge, the others are tucked into the hillside behind the inn in a semi-private wooded setting. The entire property would be suitable for continued commercial use, or it could be converted back to a single-family residence or family compound. The property also has a substantial pier with a ramp and float on New Harbor, a delightful summer community close to a number of desirable attractions, restaurants, and amenities.

146 State Route 32, Bristol

Listing courtesy of LandVest, Inc..

$290,000
An heirloom property on the market after nearly 50 years. Rare oceanfront property, deep water access on the Bristol peninsula. Watch the sunrise over Louds Island, Muscongus Bay and the Atlantic Ocean. Nestle into this well established, quiet, Round Pond neighborhood with easily accessible power on a dead-end road. This waterfront property slopes gently down to naturally terraced rocks at the shoreline and is an ideal location for your summer or year round home. With town approval, step onto your very own deep water dock and set sail to anywhere in the world. Only ten miles to picturesque Pemaquid Point Lighthouse or to downtown Damariscotta with fine-dining, artisan shops, galleries, the historic Lincoln Theater and a state of the art medical facility. Eight miles to Pemaquid Beach and colonial Fort William Henry and seven miles to the Wawenock Golf Club with a nine-hole course designed by architect Wayne Stiles. Nearby is the town of New Harbor with CE Reilly's iconic grocery store. Nature preserves abound with beaches, woods and trails to explore and observe seals, egrets, ospreys, herons, and eagles. The Rachel Carson Salt Pond Preserve is close-by, discover tiny crabs, periwinkles and delicate starfish in ocean tidal pools. Many local access points invite you to drop in your paddle board or kayak and weave the Maine waterways. Monhegan Island is a short boat-trip away. Seller is willing to consider all offers.

009 Reny Rd, Bristol

Listing courtesy of Balsam Realty.

$725,000
Located in desirable Bristol at the gateway to the Pemaquid Peninsula and just minutes from Damariscotta amenities, this fully renovated mixed-use property offers exceptional flexibility with intentional, high-quality construction throughout. Set on approximately 5.1 acres along Route 130, the property features two well-appointed residential units above a large garage/workshop space -- thoughtfully designed and built for durability and long-term performance. This is a carefully envisioned renovation with independent systems serving each space. Each one-bedroom, one-bath apartment includes granite countertops in kitchens and baths, induction cooktops with air-fryer electric ovens, and fully exterior-vented kitchen hood and bath ventilation systems. Bright interiors and efficient layouts complement the solid craftsmanship and strong rental history. Every unit is separately metered with its own electrical service, dedicated hot water heater, and individual cable connection. The property is further enhanced by a whole-building water filtration system, continuous mechanical air exchange for improved indoor air quality, and a generator transfer switch ready for backup power installation. The garage/workshop component offers high ceilings, bay access, a private half bath, epoxy flake flooring, and generous parking -- suitable for trades, storage, hobby use, or additional income potential (subject to local approvals). With strong visibility and consistent traffic counts, this property pairs income opportunity with superior mechanical systems and quality finishes in one of Midcoast Maine's most desirable coastal communities. A rare offering for owner-occupants or investors seeking flexibility without compromising on construction standards.

710 Bristol Rd, Bristol

Listing courtesy of Newcastle Realty. 207-563-1003

$649,000
4 Beds 2 Baths
Set in the idyllic coastal village of Pemaquid Beach, this restored 1850 Victorian farmhouse sits on three private acres, blending historic character with thoughtful modern updates. This four-bedroom, two-bath home features a stained-glass entry door, warm paint tones, new painted pine floors, refinished moldings, antique radiators, and updated electrical, lighting, heating, and plumbing systems. At the heart of the home, the renovated kitchen features custom maple cabinets, slate countertops, a farmhouse sink, dual dishwashers, tile flooring, and a new wood stove. The open kitchen and dining lead onto a new, spacious, south-facing deck overlooking two acres of private backyard with highbush blueberry, and raspberry bushes,. An ideal setting for gatherings, gardening, and evenings under the stars. A freestanding shed adds convenient outdoor storage. Upstairs, you'll find three cozy bedrooms, an office space and an updated bath with travertine tile. Drift off to sleep to the sound of the ocean waves from your bedroom window, and enjoy seasonal glimpses of the water. The attached all-season barn adds versatility, with a finished utility room with built-in cabinets on the first floor and a spacious multi-purpose space above with a cathedral ceiling and separate stair access. Savor the slow pace, neighborhood feel of historic Pemaquid Harbor, relaxing with a book on the classic farmer's porch watching the sun set, or take a short walk to Fort William Henry State Park, Pemaquid Beach, Little Beach, and the public boat launch for kayaking, swimming, and boating. Explore Pemaquid Point Lighthouse, Hardy Boat Cruises, waterfront restaurants, lobster co-op, galleries, ice cream stand, and shop at the local grocery store, a few miles away. Conveniently located 12 miles from the vibrant shops, restaurants, library, local theater, and amenities of downtown Damariscotta.

178 Huddle Rd, Bristol

Listing courtesy of Keller Williams Realty.

$825,000
3 Beds 2 Baths
This is an exceptional opportunity in the sought-after Seawood Park community! This private neighborhood owns 1,000 feet of shared shorefront, with a sandy beach and oceanside walking path. Unwind as you take in sunsets over Johns Bay from the covered farmer's porch or the second-floor deck. Inside, you'll find generously sized bedrooms, a spacious family room, a finished third floor, and a back deck perfect for gatherings. Tucked away from the road, this property offers privacy while being ideally located near local attractions. Explore nearby boat launches, Pemaquid Beach (6 miles), Pemaquid Lighthouse (8 miles), and Wawenock Golf Club (9 miles). Enjoy vibrant downtown Damariscotta with its restaurants, shops, galleries, and theater, or head to New Harbor for ice cream and a visit to Reilley's Market. This home offers the best of coastal Maine living.

20 Ocean, Bristol

Listing courtesy of Keller Williams Realty.

$1,275,000
3 Beds 3 Baths
This well built home faces west (sunsets!) over the Damariscotta River and is located in one of the area's finest, quiet neighborhoods in the Walpole section of Bristol. Custom-built, the home is part Cape, part Contemporary and part Mid-Century Modern, featuring spacious rooms including a kitchen/family room combination with access to a screened-in porch overlooking the Damariscotta River. An elegant living room features built-ins and a woodburning fireplace and opens onto the expansive waterside deck. Additionally, there's a den with a woodstove hookup and water views which also opens onto the deck, plus a Primary Suite with views and deck access. There is also a separate private two-bedroom guest wing sharing a full bath. The detached garage has a workshop and plenty of storage space above. The rear entrance is a classic Maine ''mud room'' with a utility sink, large walk-in pantry with great storage. A full house generator provides a nice sense of comfort. Spending time outside is a pleasure, with an active babbling brook running alongside the house, emptying out into the river. A staircase winds down to the dock and float (which will require some updating). Just minutes from the village center and award winning local hospital in one direction and a fine golf course and beach, as well as the famed Pemaquid Point Lighthouse, in the other. This home is a real find! --

31 Woodward Farm Rd, Bristol

Listing courtesy of Keller Williams Realty.

$3,150,000
After 30+ years Shaw's Wharf and Lobster is For Sale. This property boasts a fantastic location and excellent income producing restaurant that seats 300+ inside and outside with a fun and lively bar area, known for it's weekly bands. Included is a 13,000 sq ft (town records) Commercial Wharf that sells lobsters both to the public and wholesale. Shaw's Wharf leases space to a well known Tour Boat that does tours to Monhegan and other areas. This property also has two separate buildings that contain a lobster pound/bait shed and office. There is a year round house with views of the water, and potential of a replacement dock in front of the house. Two parking areas are also included, one of these parking areas generates great income. This is the location where part of the movie ''Message in a Bottle'' was filmed, Kevin Costner, Paul Newman, and Robin Wright and lots of locals were there. All photos were taken after the restaurant was closed. Financials will be provided to Qualified Buyers with signed Non-Disclosure Agreement. See MLS#1626100 for restaurant and wharf only for sale only

127,129,81 131,132 State Route 32, Bristol

Listing courtesy of Legacy Properties Sotheby's International Realty.

$1,349,000
Turnkey restaurant opportunity in New Harbor, Maine. Built in 2017, the 2,363± square-foot freestanding building sits on 2.1± acres and was purpose-built as a destination dining venue. The property features a brand-new, never-used commercial kitchen, custom interior millwork, and indoor and outdoor seating for more than 125 guests, offering a rare opportunity for an owner/operator or investor to enter the Mid-Coast Maine market with minimal upfront capital investment. The property benefits from proximity to several of the region's top attractions, including Pemaquid Point Lighthouse, Pemaquid Beach Park, and Colonial Pemaquid State Historic Site. A spacious outdoor patio with a bandstand and potential bar area enhances the venue's appeal for live entertainment, private events, and community gatherings, creating multiple revenue streams beyond traditional dining. In addition to the main restaurant building, the offering includes a 3,000± square-foot barn equipped with running water and electricity, providing flexibility for catering operations, storage, or potential conversion to staff housing or an owner's residence (subject to approvals).

2477 Bristol Rd, Bristol

Listing courtesy of Keller Williams Realty.

$99,000
Location. Location. Location. *Corner Lot *Dead-end Street *Private from neighbors *Sounds of the Ocean *Terrific ''commuting'' views of the bold ocean! This wooded lot was cleared of underbrush years ago and mowed paths are maintained throughout the lot taking you to many sunny spots to walk, build, or just enjoy the smell of salt air and fir trees. Different from the other lots in the neighborhood with it's years of attention to create a truly magical space. It also has a pull off to park your car and power right out front. You'll also enjoy breathtaking views each and every time you leave home. Chamberlain's Long Cove and Salt Pond Preserve are just a few minutes away. Pemaquid Point & Beach within 5 minutes. Golf, many restaurants, art galleries, hiking trails, and several working fishing harbors are just a few amenities that this area offers. **Keeping it real! There are no drone photos, no 'fishbowl' lens, no AI. What you see in the pictures is exactly what you'll see in person.**

92l Russell Rd, Bristol

Listing courtesy of Bay Watch Realty, LLC.

$2,695,000
The Bradley Inn was built in the early 1900's as a boarding house and converted to an inn as the area became a vacation destination. The nearly three- acre property offers multiple seating areas in which to enjoy the beautiful perennial gardens and fresh ocean air filled with the sound of the surf and sea gulls. The main inn includes 10 guest rooms, 1 guest suite, and several common spaces with fireplaces for guests to enjoy. The Carriage House is a renovated barn that contains two guest rooms, one guest suite, and is set slightly away from the main inn. The suite features a living room with fireplace, full kitchen, a primary bedroom plus a sleeping loft. The Garden Cottage is a spacious, standalone cottage with a comfortable seating area, full bathroom and private outdoor porch. There is also a lovely one bedroom owner's quarters, with heat pump and a brand new kitchen!The restaurant and pub at the Bradley Inn is considered one of the best casual fine dining establishments in the area. And there is the Seabreeze Spa on site...a small cottage next to the Main Inn that offers a lovely sauna and guests massage services.This is an inn that checks so many boxes. Good size/number of rooms, events, food and beverage, literally steps from a popular coastal attraction, an owner's apartment, and so much potential!

3063 Bristol Rd, Bristol

Listing courtesy of Portside Real Estate Group.

$635,000
3 Beds 2 Baths
PRICE REDUCTION!!! Come hear the crashing surf at Pemaquid Point on John Bay from the front porch of this wonderful year-round cottage. Join generations of folks who call this slice of paradise, their summer home. Access to John's Bay is at the old Steamship Landing, now a walking right-of-way for association members to enjoy swimming & kayaking in the calm waters of the Bay. The well-maintained path, a ROW crossing private property, is a healthy stroll down from the cottage. The simple 1980s cottage sports a large common room with cathedral ceiling that includes living room with wood-burning fireplace, dining area and kitchen. With 3 bedrooms and 2 full baths, this home can comfortably accommodate 6 people. The large rocking-chair front porch is an ideal spot for reading, enjoying the afternoon sea breeze and sunset cocktails. The Lot can easily accommodate a garage or expansion of the home's footprint with town approval. There's a solid 3 season rental history that could easily be expanded upon. Walkers enjoy both morning & evening strolls around the Pemaquid Loop Road with friends, family and dogs...of course. Just 10 minutes to Pemaquid Beach, Reilly's Market & Harbor Ice Cream in the village of New Harbor and 25 minutes to downtown Damariscotta for a plethora of shops, restaurants, theaters, grocery stores and artisan galleries. If you have always dreamed of living year-round or just summering at Pemaquid Point, this is an affordable option that is not to be missed!

9 Blinn Rd, Bristol

Listing courtesy of Drum & Drum Real Estate Inc..

$1,997,000
3 Beds 4 Baths
Experience unparalleled coastal luxury on 3.7 private acres overlooking Muscongus Sound. This exceptional 5,203 sq. ft. estate combines sweeping ocean views toward Loud's Island with 180 feet of prime deep-water frontage, featuring a private dock and float, perfect for effortless boating and kayaking right from your backyard. The shifting moods of the ocean are a daily delight in this exceptional home. Thoughtfully engineered for comfort, this home features a 3-story elevator servicing all levels, wide doorways, and radiant floor heat on the first two floors. The main level offers a magnificent living room with cathedral ceilings and a towering wall of windows capturing breathtaking sunrises. A chef's kitchen with custom cherry cabinetry flows seamlessly to a bright solarium and an open deck with a retractable awning. A primary suite located on the main level, serves as a waterside sanctuary with its own gas fireplace, reading nook, walk-in closet, and a spa-like soaking tub. The second story offers two guest rooms, a full bath, and a versatile bonus room over the heated, oversized garage. The lower level offers a comfortable lounge-living area looking out over the water, a split bath, laundry room, and storage area offering many possibilities for a kitchenette or a workshop. Tucked away for complete privacy, you are just minutes from the harbor village of Round Pond, local dining and coffee shop, art galleries and the historic Granite Hall Store. Enjoy easy access to the twin villages of Damariscotta and Newcastle with retail shops, restaurants, library, theater and Miles Hospital campus. A short scenic drive down the peninsula to iconic Pemaquid Point Lighthouse and access to Pemaquid Beach.

5 Southern Point Rd, Bristol

Listing courtesy of Legacy Properties Sotheby's International Realty.

$90,000
Ideally situated near Pemaquid Harbor, this 2.55-acre lot offers a perfect blend of natural beauty and timeless coastal charm. It provides an exceptional opportunity to build your dream home, vacation retreat, or whatever you envision, all while immersing yourself in Maine's peaceful landscape and enjoying modern luxury and privacy. The neighborhood provides convenient access to many of the region's most sought-after destinations, including the Pemaquid Point Lighthouse, Fort William Henry, and Pemaquid Beach Park. Nearby, the Salt Pond Preserve, local hiking trails, restaurants, and more enhance the area's exceptional appeal. Bristol residents are able to obtain a free beach pass for Pemaquid beach. An association will be formed with the completion of the subdivision.

Map 004 Map 004, Bristol

Listing courtesy of Newcastle Realty. 207-563-1003

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