Caitlin Guptill - Realtor

06/10/2026

‼️JUST LISTED ‼️

📍8 Paddy Lane, Cherryfield Maine

🏡Tucked away in the peaceful beauty of Downeast Maine, this stunning property offers the perfect balance of privacy, craftsmanship, and modern comfort. Overlooking the river with breathtaking natural scenery, you can spend your mornings enjoying coffee on the patio while watching bald eagles glide overhead and fish along the shoreline. The setting is beautiful, relaxing, and surrounded by the kind of beauty that makes Maine living so special. Completely refinished from the studs up, the home was thoughtfully rebuilt to preserve its old charm while adding the reliability and efficiency of modern construction. Handcrafted wood details bring warmth and character throughout the home, creating a cozy yet timeless feel. Built with upgraded 2x6 construction and energy-efficient improvements, foam insulation, the property was designed for comfortable year-round living. The home features 3 bedrooms and 2 full bathrooms with a bright, welcoming layout that feels both functional and inviting. Major improvements include a new slab foundation, new septic system, new roof, new siding, new electrical, and much more, giving peace of mind for years to come. Outside, the beautiful lot offers room to relax, entertain, and enjoy nature. Whether you are looking for a forever home, seasonal getaway, or investment opportunity, this property has incredible Airbnb potential thanks to its scenic location and access to Maine's outdoor lifestyle. An additional area already includes electricity, well, and sewer hookups, offering excellent possibilities for an Airbnb space, camper setup, guest cottage, or future expansion. Conveniently located just about 40 minutes from Ellsworth, the property is also close to the Sunrise Trail as well as nearby lakes and ponds for fishing, boating, kayaking, and exploring everything Downeast Maine has to see.

https://www.flexmls.com/share/E7c4y/8-Paddy-Lane,-Cherryfield,-ME-04622

🏘️Interested in Buying or Selling? Contact me Today!

📞207.812.1741
📧[email protected]

06/10/2026

‼️Price Improvement ‼️

💲64,900

📍Lot #3-3 Indian Heights Whiting Maine 04691

🌲Do not miss out on this 2.18-acre waterfront surveyed lot on Indian lake. Enjoy things like swimming or other lake activities, or simply enjoy the relaxation of nature in peace. Only about 15 minutes away from Machias for all your necessities and amenities.

https://www.flexmls.com/share/DmpQa/Lot-3-3-Indian-Heights,-Whiting,-ME-04691

🏘️Interested in Buying or Selling? Contact me Today!

📞207.812.1741
📧[email protected]

05/29/2026

‼️NEW LISTING‼️

📍 3 Middle Ground View Jonesport Maine 04649

🌊Build your dream home, summer retreat, or private coastal getaway on this stunning oceanfront property in Downeast Maine. Offering approximately 730 feet of shore frontage along Maine's rugged and beautiful coastline, this rare parcel provides endless possibilities for your forever home, seasonal escape, or peaceful camp. Tucked away in a secluded wooded setting and surrounded by scenic blueberry fields, this property captures the quiet charm and natural beauty that make coastal Maine so special. Enjoy privacy, breathtaking water views, ocean breezes, and the tranquility of nature while still being within reach of nearby fishing villages, hiking, and local amenities. Conveniently located less than 20 minutes from Machias, you can enjoy the perfect balance of peaceful seclusion and easy access to shopping, dining, and everyday essentials. Whether you envision morning coffee overlooking the water, kayaking from your own shoreline, or creating a peaceful retreat surrounded by Maine's natural landscape, this exceptional lot is ready to bring your vision to life.

https://www.flexmls.com/share/E3czg/3-Middle-Ground-View,-Jonesport,-ME-04649

🏘️Looking to buy or sell? Contact me today!
📞207812.1741
📧[email protected]

05/06/2026

‼️Just Listed‼️

📍10 Wharf Street, Jonesport ME 04649

🌊 Welcome to your slice of Downeast paradise! This beautifully renovated 2-bedroom, 1.5-bath saltbox home offers 644 sq ft of low-maintenance living just steps from a working lobster harbor. Wake up to the sights of boats drifting in and out, spend your afternoons enjoying fresh local seafood, and unwind in the peaceful rhythm of a true fishing village. Rebuilt from the studs up, this home feels brand new--clean, modern, and completely move-in ready. In walking distance to local essentials Near by some coastal trails, public beaches & more ocean views 30 minutes to Machias | 1 hour to Ellsworth Whether you're looking for an investment property, a cozy downsizing option, or your very first home, this coastal gem checks all the boxes. Simple living. Stunning surroundings. Endless charm. Don't miss your chance to own a piece of Maine's iconic coastline.

🏘️Looking to buy or sell? Contact me today!
📞207.812.1741
📧[email protected]



https://www.flexmls.com/share/DvZ6b/10-Wharf-Street,-Jonesport,-ME-04649

04/30/2026

NEW LISTING 🚨
📍 170 Ocean View Road, Jonesboro, Maine

Listed by Mandy Ramsdell, Realtor - BHGRE The Masiello Group

Waterfront living on Mason Bay 🌊 This white cedar log home, built by Chandler River Log Homes, sits on 14 acres with 324 feet of shoreline, private trails, and beautiful coastal views.

Warm wood interiors, exposed beams, radiant heat, and a stone fireplace make it comfortable year-round, with a generator and metal roof for added peace of mind.

Full Details Here:https://www.masiello.com/listing/1659925/170-ocean-view-road-jonesboro-me-04648/

04/28/2026

04/28/2026

04/28/2026

‼️PRICE IMPROVEMENT‼️

💲110,000

📍63 Duck Cove Road, Roque Bluffs ME

🌲Located just 10 minutes or less from all the necessities the town of Machias has to offer, this 1.60-acre property combines convenience with coastal charm. A well, septic system, and installed driveway are already in place, making it ready for your plans. An outbuilding is included, along with building materials currently on site to help jump-start your project. Enjoy easy access to the beautiful Roque Bluffs Beach just 6 minutes away, and return home to peace and privacy. This property offers an excellent opportunity for a home, camp, or investment in a desirable Downeast Maine location.

🏘️Looking to buy or sell? Contact Me Today!
📞207.812.1741
📧[email protected]

04/28/2026

JUST LISTED IN JONESPORT 🌊

21 Sadler Point Road offers stunning ocean views on a half-acre lot in one of Maine’s most peaceful coastal communities. The perfect spot to build your dream home or enjoy your own slice of the coast.

📍 21 Sadler Point Road, Jonesport
💲 $345,000
👤 Listed by Scott Greeley-Better Homes & Gardens Real Estate The Masiello Group

Don’t miss this opportunity to own a piece of Maine’s coastline!

04/13/2026

‼️JUST LISTED‼️

📍Lot #3-3 Indian Heights Whiting Maine 04691

🌲Do not miss out on this 2.18-acre waterfront surveyed lot on Indian lake. Enjoy things like swimming or other lake activities, or simply enjoy the relaxation of nature in peace. Only about 15 minutes away from Machias for all your necessities and amenities.

https://www.flexmls.com/share/DmpQa/Lot-3-3-Indian-Heights,-Whiting,-ME-04691

🏘️Interested in Buying or Selling? Contact me Today!

📞207.812.1741
📧[email protected]