Shayna Smart with Bold Coast Properties

06/17/2026

🏡 NEW LISTING | 64 High Street, Eastport, Maine

Historic Charm ✨ Modern Updates ✨ Prime In-Town Location

Step into this beautifully renovated 4-bedroom, 2-bath Cape located on a corner lot in the heart of Eastport. Originally dating back to the 1800s, this home blends timeless character with extensive recent updates, including a renovated kitchen and bathrooms, updated plumbing and electrical, fresh interior and exterior paint, new flooring, and more.
Enjoy cozy evenings by the gas fireplace, peace of mind with the Generac standby generator, and relaxing mornings on the covered front porch—one of the best spots in town to watch Eastport's famous Independence Day Parade!

📍 Corner of Key Street & High Street
🛏 4 Bedrooms
🛁 2 Bathrooms
⚡ Generac Standby Generator
🔥 Gas Fireplace
🏠 Extensive Renovations Completed
🌊 Just 0.3 Miles to Historic Water Street & the Waterfront

Conveniently located near shops, galleries, restaurants, community events, and Passamaquoddy Bay, this property captures the best of life in America's easternmost city.

📞 Shayna Smart, REALTOR®
(207) 214-2235
📧 [email protected]

🔗 Click the link below for additional information and a virtual tour!
https://www.boldcoastpropertiesllc.com/.../shayna-smart/

06/17/2026

‼NEW LISTING‼

Looking for the perfect spot for your next venture, workshop, or coastal getaway? This versatile 1.0± acre property on scenic South Lubec Road offers incredible potential in one of Maine’s most beautiful coastal settings!

✔️ 24’ x 48’ Building
✔️ Public Water & Electricity On Site
✔️ Workshop, Business, or Build Opportunity
✔️ Less than 3 Minutes to a Public Beach

Located on the road to the iconic West Quoddy Head Lighthouse, this property places you near hiking trails, stunning coastline, and the charm of Lubec village. Whether you’re dreaming of a year-round home, seasonal retreat, or business opportunity — this could be it!

📍 363 South Lubec Road, Lubec, Maine

📲 Click the link below for more information!
https://www.boldcoastpropertiesllc.com/realestate/agent/shayna-smart/

Presented by
Shayna Smart, REALTOR®
Bold Coast Properties
(207) 214 - 2235
[email protected]

06/17/2026

🏡 NEW PRICE – 25 Center Street, Machias 🏡

✨ Victorian Charm in the Heart of Machias – NOW PRICED BELOW Tax Assessment & Recent Appraisal! ✨

Step into this spacious circa 1880 Victorian featuring 4 bedrooms, 1.5 baths, beautiful architectural details, elegant arches, bay window, hardwood floors, and timeless New England character throughout. Conveniently located in-town on a dead-end road with access to the Sunrise Trail and just minutes to shopping, restaurants, schools, healthcare, and more!

Historic charm, space, and opportunity at an incredible value. 🏠

📍 25 Center Street, Machias

Presented by
Shayna Smart
(207) 214 - 2235
[email protected]

06/16/2026

⚓✨ TOUR TUESDAY | TAKE THE VIRTUAL TOUR ✨⚓

Step into a storybook setting at 2716 Cutler Road, Cutler — a beautifully restored 1870’s coastal home overlooking the ever-changing waters of Cutler Harbor. Imagine mornings on the porch with coffee in hand, fishing boats drifting by, seabirds overhead, and harbor views that shift with the tide. 🌊

Set on 1+/- beautifully landscaped acre, this cherished property blends timeless New England character with thoughtful, top-quality restoration. Offering 4 bedrooms, 3 bathrooms, and 3,265+/- sq. ft., every room feels warm, welcoming, and filled with natural light.

Inside, the beautifully remodeled kitchen features granite countertops, stainless steel appliances, and timeless finishes, flowing effortlessly into inviting living spaces perfect for both everyday comfort and entertaining. Upstairs, spacious bedrooms, additional baths, second-floor laundry, and abundant storage provide room for everyone to relax and unwind.

Outside is where the magic truly happens — enjoy a wraparound porch, manicured lawn, and a stone patio with fire pit, ready for evenings under the stars. The attached 900+/- sq. ft. two-door garage plus 550+/- sq. ft. workshop offer endless possibilities for hobbies, storage, and coastal adventures.

📍 2716 Cutler Road, Cutler, Maine
✔️ 4 Bedrooms | 3 Bathrooms
✔️ Harbor Views Overlooking Cutler Harbor
✔️ Beautifully Restored 1870’s Home
✔️ Wraparound Porch & Stone Patio
✔️ 900+/- Sq. Ft. Garage + Workshop
✔️ Just 15 Miles to Machias

🎥 Take the virtual tour and experience the charm of Bold Coast living for yourself!

📩 Contact me for details or to schedule your private showing!

Shayna Smart, REALTOR®
📞 (207) 214-2235
📧 [email protected]
🌐 www.boldcoastpropertiesllc.com

Matterport 3D Showcase.

06/15/2026

A quick personal note — Thank you all for your patience and understanding with my sporadic availability over the last couple of weeks, and especially this coming week/weekend.
My youngest daughters are graduating high school from Campobello Island on Saturday, June 20th — a milestone this proud mama can hardly believe is here. ❤️

While I’ll still be working and responding as quickly as possible, I may be a little slower than usual as we celebrate and savor this very special moment with my girls & family.

Thank you for your continued support, kindness, and understanding. It truly means so much.

Shayna ❤️

06/12/2026

🏡 NEW LISTING – 7 Windward Way, Cutler 🌊

Move right in! This beautifully renovated 3 Bedroom, 1.5 Bathroom corner unit at Beachwood Bay Estates was completely updated in 2020, offering low-maintenance living in a peaceful coastal setting. Enjoy a private patio, detached garage, generous storage, and access to 2,300± feet of shared Holmes Bay frontage on 31± acres of scenic grounds.

Just 10–15 minutes to Machias and close to beaches, trails, and the Bold Coast region — coastal living without the upkeep!

✨ Corner Unit
✨ Renovated in 2020
✨ Private Patio & Garage
✨ Shared Bay Frontage

🔗 Click link below for a virtual tour or more information!
https://www.boldcoastpropertiesllc.com/listing/1666865/7-windward-way-cutler-me-04626/

Shayna Smart
(207) 214 - 2235
[email protected]

06/11/2026

🏡 NEW LISTING | Coastal Condo Living in Downeast Maine 🌊

Move right in to this beautifully renovated 4 Bedroom, 2.5 Bathroom condominium offering the perfect blend of comfort, space, and low-maintenance living. Thoughtfully updated over the past three years with custom cherry countertops, updated bathrooms, beadboard ceilings, LED lighting, ceiling fans, and more!

Enjoy spacious living, an attached garage, private patio, and access to approximately 2,300± feet of shared ocean frontage on Holmes Bay with 31± shared acres to explore.

Conveniently located just 10–15 minutes from Machias, yet close to beaches, trails, preserves, and the Bold Coast region.

✨ Coastal charm. Modern updates. Easy living.

⬇️ Click the link below for more information or a virtual tour!
https://www.boldcoastpropertiesllc.com/listing/1666704/24-beachwood-bay-drive-cutler-me-04626/

Presented by
Shayna Smart, REALTOR®
(207) 214 - 2235
[email protected]

06/11/2026

Standing in Awe. Lubec ME. My first visit to West Quoddy Head in Lubec was an other worldly experience. I stood in this spot and I couldn't believe what was in front of me. This is a single shot image. One click, and I captured the heavens. I will never forget what this felt like. It was warm, with a slight breeze. And save the soft ocean noises from 40 below the cliff behind the light, it was very quiet. I shot from tons of angles and perspectives, and I still feel the awe of it all as I look at it tonight, 2 years later- and that, is about as good a gift as I could ever get.

Available for purchase HERE:
https://www.kretchy.com/p813939051/e5940005d