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$229,900
Rare Penobscot Riverfront Opportunity - Winterport Positioned along the shores of the Penobscot River in desirable Winterport, this 1.8± acre parcel with approximately 174 feet of owned waterfront offers a unique blend of history, visibility, and future potential. Formerly operated as a well-known antique shop, the existing structure is ready for its next chapter--whether that's a one-of-a-kind waterfront home, a live/work setup, or a small business venture in a high-exposure location. The lot provides a beautiful natural setting with direct river access, ideal for boating, kayaking, or simply enjoying the expansive water views. All of this just a short drive--approximately 20 minutes--to Bangor, giving you the perfect balance of privacy and convenience. Properties with this level of frontage, flexibility, and location are increasingly hard to find. Bring your vision and unlock the full potential of this standout riverfront property.

865 N Main St, Winterport

Listing courtesy of Realty of Maine.

$339,000
3 Beds 1 Baths
Nestled at the back of a beautifully landscaped 2 acre lot, this inviting 3 bedroom 1 bathroom ranch style home offers privacy, space, and comfort. This home is thoughtfully positioned to maximize the peaceful surroundings, with a long paved driveway leading to an attached garage for added convenience. Inside, the home features a practical and cozy layout, perfect for everyday living. The living area flows into the eat in kitchen, while the three bedrooms offer flexibility for family, guests, or a home office. The full bathroom is centrally located and accessible directly from the master bedroom. Off the kitchen is a glassed in porch that connects to a wrap around deck off the front of the home. This home is located 30 minutes to Bangor & Belfast, 1 hour to Augusta, and 2 hours to Portland. Home is handicap accessible with direct access via ramp to master bedroom.

437 Stream Rd, Winterport

Listing courtesy of Worth Clark, Inc..

$380,000
Unrivaled Panoramic Views Across 159 Pristine Maine Acres Discover a vantage point unlike any other in the region. Perched at the highest point of this expansive 159-acre estate, you are treated to a rare dual-horizon vista: to the North, gaze across the rolling landscape toward the Bangor skyline; to the South, look out over the undulating, hilly terrain that leads the eye toward the coast. This unique property offers a diverse natural landscape, featuring approximately 30 acres of sprawling open fi elds--perfect for building your dream home, an equestrian setup, or a private homestead. The remaining 129 acres consist of a rich mixed forest of oak and beech, which has been carefully and selectively harvested over the years to maintain the health and beauty of the timber. For those who value peace and privacy, this land is a sanctuary. With essentially zero light pollution, the night sky is a breathtaking canopy of stars, while the abundant wildlife makes it a paradise for nature lovers and outdoor enthusiasts alike. Whether you are looking for a secluded getaway or a legacy investment, this is a property that must be seen to be believed.

Map3 Lot38 Map3 Lot38 Rabbit Hill Rd, Winterport

Listing courtesy of ERA Dawson-Bradford Co..

$494,900
4 Beds 2 Baths
Set on open, rolling fields with views of the pasture and woods, this beautifully updated 4-bedroom, 2-bath Cape offers the kind of space and versatility that's getting harder to find. Whether you're dreaming of a working farm, hobby homestead, or simply room to spread out, this property delivers. The home blends comfort and function with a layout that supports both everyday living and long-term flexibility. A first-floor bedroom and full bath, complete with a new vanity (2022), provide convenient one-level living. The kitchen has been thoughtfully updated with custom Design Living cabinetry, a farmhouse sink, island, and new appliances, opening seamlessly to the living area where a wood stove creates a warm, inviting heart of the home. A den or library rounds out the main level. Upstairs, you'll find three additional bedrooms and a full bath, including a spacious primary with a walk-in closet and its own heat pump. Two of the bedrooms take in views over the back fields, adding to the peaceful, tucked-away feel. The second floor offers generous ceiling height, creating a sense of space rarely found in Cape-style homes. Two heat pumps, one on each level, provide efficient heating and cooling alongside multiple heating options. Outside is where this property truly shines. The impressive 200' x 36' barn is equipped with a new electrical panel (2022) and offers endless potential for livestock, storage, or creative use. A newly added 160' x 60' fenced arena (2025), currently registered with Sniffspot for rental income as a dog park, adds both function and opportunity. A 25' x 40' raspberry patch, expansive open land, and a 4-bay, 50' x 25' detached garage further support a variety of uses. Additional features include a whole-house automatic generator, plus a separate generator at the barn dedicated to water access, providing peace of mind year-round. A rare offering with the infrastructure already in place, just waiting for your vision to take it further.

25 & 26 Rancourt Rd, Winterport

Listing courtesy of EXP Realty.

$999,999
Modern Multi-Tenant Marvel: 3-Story Commercial Building at 136 Main Street, Winterport, Maine **Unlock Endless Possibilities in the Heart of Winterport - A Sleek, Newer-Build Powerhouse Ready for Your Multi-Tenant Vision** Elevate your investment portfolio with this contemporary 3-story commercial gem, a standout in Winterport's vibrant village scene. This structure delivers high-visibility appeal on bustling Route 1A, blending modern efficiency with flexible design for retail, offices, hospitality, or mixed-use rentals.Just minutes from Bangor's amenities and the Penobscot River's timeless charm - **Unbeatable Downtown Location**: Anchored on high-traffic Main Street, drawing locals, tourists, and commuters en route to Belfast, Bucksport, and I-95.

136 Main St, Winterport

Listing courtesy of Berkshire Hathaway HomeServices Northeast Real Estate.

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