Refine Search
Sort by
$279,000
1 Beds 1 Baths
Tucked along the quiet shores of Heart Pond, this charming camp offers an easy, peaceful waterfront escape on a private 1.25-acre double lot. Set among tall pines with a gentle slope to the water, the property delivers classic Maine camp living--simple, quiet, and centered around the outdoors. The cottage features an open living area, compact kitchen, and a deck as well as a dock overlooking the pond, perfect for morning coffee, summer evenings, and watching loons glide by. With direct water access for kayaking, swimming, and fishing, plus plenty of space for outdoor seating, fire pits, or future improvements, this is an ideal retreat for seasonal use or a light-touch renovation. A rare opportunity for affordable waterfront in a private, natural setting just minutes to Bucksport, Blue Hill, Ellsworth and coastal amenities.

64 Hummingbird Cir, Orland

Listing courtesy of Compass Point Real Estate, Inc..

$599,900
3 Beds 1 Baths
Serenely situated on the shores of TODDY POND in ORLAND, this classic 3-bedroom, 1-bath WATERFRONT cottage has been thoughtfully improved while preserving the nostalgic charm that makes Maine lakeside living so special. Held by the same family since 1972, this first-time-on-the-market offering presents a special opportunity to begin a legacy of your own. The waterfront is what truly sets this property apart, beginning with its own sandy beach--a hard-to-find feature that's ideal for swimming, launching kayaks, or simply wading into the lake on a warm day. An aluminum dock is also included, making it easy to spend your days boating, fishing, or exploring the water. Inside, the camp embraces a modern rustic aesthetic with warm pine-paneled walls and a layout designed for connectivity. Wall-to-wall windows on the enclosed porch frame beautiful lake views while creating a favorite gathering place for morning coffee, afternoon board games, or quiet evenings watching the sunset. One bedroom and the full bathroom are conveniently located on the main floor, while there's two additional bedrooms upstairs - on with access to an incredible rooftop deck overlooking the water. Outside, an expansive brick patio extends your living space waterside, creating the perfect setting for grilling, outdoor dining, and evenings gathered around the firepit. Large waterfront lots are a coveted feature and this property doesn't disappoint- there's an acre here Move right in and start making memories. Substantial renovations to the interior and exterior of the home have been completed over the past two decades, and additional major improvements include a new septic system in 2014 and shoreland stabilization in 2017. Imagine yourself here...a place where children become swimmers, evenings end around the firepit, and summer traditions are passed from one generation to the next.

23 Sweet Fern Way, Orland

Listing courtesy of EXP Realty.

$583,000
2 Beds 2 Baths
Welcome to 389 Castine Road in Orland, where privacy, natural beauty, and waterfront living come together on an exceptional 7-acre property with 265' of owned waterfront on the Orland River. Nestled along the scenic Orland River, this unique property also features its own large, fish-filled pond, creating a peaceful retreat surrounded by nature. Sun-drenched throughout much of the day, the property is a gardener's paradise with beautifully landscaped grounds, established gardens, and abundant space to enjoy the outdoors. Watch wildlife from your own backyard while taking in the breathtaking water views and tranquil surroundings. Inside, you'll find a spacious open-concept design that is perfect for both everyday living and entertaining. One of the home's most impressive features is the year-round indoor swimming pool, complete with a newer propane heater, allowing you to enjoy swimming regardless of the season. The property also offers exceptional space for hobbies, storage, and recreation. The detached garage includes a dedicated workshop, providing the perfect space for woodworking, projects, or extra storage. A separate barn offers ample room for your recreational boat, outdoor equipment, or additional vehicles, making this property ideal for anyone who enjoys Maine's outdoor lifestyle. Whether you're looking for a private year-round residence, a vacation getaway, or simply a place to relax and reconnect with nature, this remarkable waterfront property offers the best of Maine living. Come experience the beauty, serenity, and endless potential that 389 Castine Road has.

389 Castine Rd, Orland

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group.

$448,500
1 Beds 1 Baths
Escape to the shores of highly sought-after Toddy Pond with this charming seasonal camp offering the classic Maine lakefront experience. Nestled just steps from the water, the camp features a spacious front deck where you can relax with your morning coffee or unwind while taking in the breathtaking waterfront views. A private dock provides easy access for boating, swimming, fishing, and all your favorite summer activities. The property also includes a separate guest cabin, offering additional space for family and friends. Whether you're searching for a peaceful retreat or the perfect place to make lasting memories, this rare waterfront opportunity captures everything there is to love about lake life on Toddy Pond.

116 Violette Way, Orland

Listing courtesy of Two Rivers Realty, LLC.

$1,395,000
3 Beds 2 Baths
Sitting high above Toddy Pond, this custom Maine cottage offers commanding sunset views and a front-row seat as the evening sky reflects the vibrant colors across the wide expanse of Toddy Pond below. Inside, a soaring cathedral great room centers on a floor-to-ceiling granite fireplace, featuring a gas insert indoors and a wood-burning fireplace just outside for four-season ambiance. The beautifully appointed kitchen pairs rich walnut counters with granite surfaces and includes a custom wet bar with sink, ideal for entertaining. A massive screened porch runs along the lakeside, designed so the main living area can be expanded into this outdoor room if desired, blurring the line between inside and out. The walkout lower level offers 10-foot ceilings and was planned with future expansion in mind, providing excellent potential for additional bedrooms, bunk space, or a second living area. Outside, a large freestanding garage delivers generous storage for an RV, boats, and lake toys, while an additional RV pad with water and sewer hookups makes hosting guests simple. A 100-foot dock system extends to deep water and includes a mooring and boat whips, creating a turnkey setup for serious boaters and lake enthusiasts. Enjoy Sunrises off the front porch and then sunsets on the screened in porch on the opposite side. Outdoor ktichen area has electricity also so it can be expanded and the boulders in the yard have exterior lighting for a beautiful night scene. Rights to a large beach just down the road and your own pocket beach on the left of this property. Great walking trails close by

285 Sunset Cove Way, Orland

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group.

$899,900
3 Baths
Tucked along the shores of beautiful Toddy Pond, this exceptional waterfront property features two turnkey year-round homes with 201 feet of privately owned frontage, a dock, and a pontoon boat included! Enjoy endless days boating, swimming, fishing, or simply relaxing while taking in the peaceful waterfront views. Both homes offer convenient single-floor living with granite countertops, natural wood accents, a cozy wood-burning fireplace, stunning views, and modern updates throughout. For added peace of mind, each home includes a 1-year American Home Shield ShieldPlus Home Warranty. Whether you're seeking a multi-generational retreat, private family compound, guest accommodations, or future income-producing potential, this property offers incredible flexibility. Conveniently located near the 5,200-acre Great Pond Mountain Wildlands, Ellsworth, Acadia National Park, and the coastal town of Bucksport, you'll enjoy easy access to outdoor recreation, dining, shopping, and local attractions. Rarely does a waterfront property like this become available on Toddy Pond. Don't miss this unique opportunity to own two year-round homes, complete with a pontoon boat, on one of Maine's most desirable waterfront destinations.

19 & 23 Skyhawk Way, Orland

Listing courtesy of NextHome Experience.

$365,000
Discover a rare opportunity to own 10.5 acres of beautiful, private Maine woodland with access to the stunning Sunset Cove Beach on Toddy Pond. Tucked away in a peaceful natural setting, this secluded property offers the perfect balance of privacy, tranquility, and outdoor recreation. Surrounded by mature trees and abundant wildlife, the land provides an ideal location for your dream home or seasonal getaway. Enjoy access to Sunset Cove Beach, where you can swim, kayak, fish, or simply relax and take in the beauty of Toddy Pond. Experience the peace, privacy, and natural beauty that make Maine living so special. This is a rare opportunity to own a large parcel in a highly desirable Maine location that won't last long! Schedule your visit today and explore the possibilities this exceptional property has to offer.

17 Sunset Cove Way, Orland

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group.

$269,900
3 Beds 2 Baths
This well-maintained 3-bedroom, 2-bath double wide offers comfortable one-level living with plenty of space both inside and out. Enjoy relaxing on the covered porch overlooking the large yard -- perfect for entertaining, gardening, or simply enjoying the peaceful surroundings. The property also features a spacious 2-bay detached garage, providing excellent storage for vehicles, recreational equipment, or workshop space. As an added bonus, enjoy deeded access to beautiful Alamoosook Lake, giving you the opportunity to make the most of Maine summers just moments from your doorstep. Conveniently located while still offering privacy and a quiet setting, this property is a wonderful place to call home.

130 Powers Drive Ln, Orland

Listing courtesy of Two Rivers Realty, LLC.

$899,900
4 Beds 3 Baths
Tucked along the shores of beautiful Toddy Pond, this exceptional waterfront property features two turnkey year-round homes with 201 feet of privately owned frontage, a dock, and a pontoon boat included! Spend your days cruising the pond, boating, swimming, fishing, or simply relaxing while taking in the peaceful waterfront views. Both homes boast convenient single-floor living with modern updates, granite countertops, natural wood accents, stunning views, and a cozy wood-burning fireplace. For added peace of mind, each home includes a 1-year American Home Shield ShieldPlus Home Warranty. The possibilities are endless: live in one home while hosting family and friends in the other, create a multi-generational retreat, or enjoy the flexibility of potential rental income. Located in Orland, you'll have easy access to the 5,200-acre Great Pond Mountain Wildlands, as well as Ellsworth, Acadia National Park, and the coastal charm of Bucksport. Waterfront properties like this rarely become available on Toddy Pond. Don't miss this unique opportunity to enjoy the best of Maine waterfront living with unmatched flexibility, incredible scenery, and a pontoon boat ready for your next adventure!

19 & 23 Skyhawk Way, Orland

Listing courtesy of NextHome Experience.

$699,900
2 Beds 2 Baths
Tucked along the shores of pristine Harts Pond, this year-round lakefront retreat offers the perfect blend of comfort, style, and natural beauty. Known for its exceptional water quality, Harts Pond spans 73 acres of spring-fed clarity, creating a serene backdrop for everyday living or a peaceful getaway. This 2-bedroom, 2-bath chalet-style home is well designed, featuring an open-concept layout filled with natural light and inviting spaces. Expansive windows capture stunning westerly views, delivering unforgettable sunsets over the water. Thoughtfully equipped with modern amenities, the home includes a whole-house Generac generator, heat pump with air conditioning, and a propane on-demand boiler with radiant in-floor heating, as well as tankless hot water. Find a second-floor open loft design, accented by a spiral staircase for additional living or relaxation space. Finished walk-out basement offering a bonus room, primary bedroom, full bath w/ jetted tub, walk-in closet and a laundry/utility room. Outside, you'll find extensive, well-designed landscaping features, granite elements, patios, inviting entertaining areas and detached storage building. Enjoy direct stair access to the water, a private dock, and even a classic rope swing. Located in the Penobscot Bay region of coastal Maine, this property offers tranquility without sacrificing accessibility. You'll enjoy easy access to nearby towns, local amenities, and renowned destinations like Acadia National Park.

130 Hartview Cir, Orland

Listing courtesy of Two Rivers Realty, LLC. tworiversdanb@gmail.com

$415,000
1 Beds 1 Baths
Encompassing 3.56± acres with more than 500 feet of private frontage along the peaceful shores of Toddy Pond, Maple Cove Camp is a rare waterfront property offering exceptional versatility and long-term potential. Whether you're searching for a year-round home, seasonal retreat, income-producing rental, family compound, or the perfect place to build your dream waterfront residence, this property is ready to accommodate your vision. A charming 24' x 24' Cape-style home, thoughtfully positioned above a two-car garage, serves as the heart of the property. The well-maintained one-bedroom, one-bath living space features an open-concept layout with views over picturesque Maple Cove, recent updates, generous storage, and select furnishings included, making it comfortable for year-round use. The property is further improved with a drilled well and a septic system sized for future expansion, allowing you to live comfortably while building your dream waterfront home. Once complete, the cottage can continue serving as a guest house, vacation rental, or private retreat, creating valuable income potential for years to come. The expansive lot provides outstanding privacy, generous waterfront, and ample space for future construction. Buyers may also wish to explore the potential for subdivision or additional development, subject to municipal approvals. Conveniently located near Acadia National Park, the Great Pond Mountain Wildlands, and countless outdoor recreation opportunities, this is a rare chance to secure a substantial waterfront parcel with existing infrastructure already in place and endless possibilities for the future.

92 Conary Way, Orland

Listing courtesy of Camden Coast Real Estate. info@camdencoast.com

$139,000
Experience the true essence of coastal Maine with this exceptional 6.54+/- acre waterfront retreat on the Eastern River! This unique offering combines two contiguous parcels (Map 5, Lots 4-A and 5-F) to create a private sanctuary of level-to-rolling terrain, blanketed in natural beauty. Located on Leaches Point Road, the land leads you down through a serene landscape to your own private shoreline. Boaters and nature lovers will thrive here--launch a kayak from your bank or navigate downstream where the Eastern River meets the Penobscot, opening the door to the world-class sailing of Penobscot Bay and the open Atlantic Ocean. A perfect blend of tranquil riverfront living and deep-sea adventure. Acreage and frontage per public records; buyer to verify all building setbacks and zoning. Sold as a combined 6.54-acre package.

5-F, 4-A 5-F 4a Leaches Point Rd, Orland

Listing courtesy of Berkshire Hathaway HomeServices Northeast Real Estate.

$450,000
4 Beds 2 Baths
Waterfront Enthusiasts Take Note! This 3.75-acre parcel has a four-bedroom Cape Cod home which is set on an impressive 355 feet of frontage along the Eastern Channel of the Penobscot River, offering breathtaking water views and easy river access with a gentle slope to the shoreline. While the home is in need of updating, the setting and potential are truly exceptional. The property includes a barn with storage above, an additional shed in need of renovation, and numerous mature apple trees that add charm and character to the landscape. Enjoy watching the river activity and taking in the natural beauty that surrounds this unique waterfront setting. Opportunities like this do not come along often. If you've been searching for extensive waterfront, acreage, and incredible views, you won't want to wait on this one.

141 Gross Point Rd, Orland

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group.

$994,900
5 Beds 3 Baths
Welcome to your dream lakefront retreat! Serene lakeside living here on Alamoosook Lake, this 5-bedroom chalet-style home offers the perfect blend of natural wood accents and modern comfort. Enjoy panoramic lake views from the expansive windows and cathedral ceiling in the great room. Step inside and find a large kitchen w/ island, formal dining room, office, 2nd floor primary suite w/ walk-in closet. With direct lake access, spacious decks for entertainment, and a detached 3-car garage, this is year-round living at its best with your own private dock, boat launch area, private sandy cove, gazebo & more. Additional amenities include a finished daylight basement with in-law suite, Generac standby generator & paved driveway. A unique lot offering 1.48-acres with 190'+/- of lake frontage looking north up the center of the lake.

41 Wildwood Ln, Orland

Listing courtesy of Two Rivers Realty, LLC. tworiversdanb@gmail.com

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal,noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

This information is provided exclusively for consumers' personal, non-commerical use and may not be used for any purpose other than to identify prospective properties consumers may be intrested in purchasing.

Privacy Policy

Your privacy on the Internet is important to us. This Privacy Statement is to inform you that we will not provide your personal information to any third parties except as required by law or expressly authorized by you. We do not sell, trade, barter, or share information obtained from use of this site with any other businesses or people. All information gathered from a visitor to this web site is used solely by this office and/or its affiliated licensee(s). For additional information, please contact this office.