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$1,320,000 (USD)
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Upton Area Single Family Home

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66 Glenview St Upton, MA 01568

5 Bed
3.5 Baths
4498 sqft
MLS# 73562275
Set amid park-like grounds with a private wooded backdrop, this expansive Upton home stands out for its generous living space, thoughtful updates and remarkable flexibility. Updated kitchens and baths throughout bring a fresh, polished feel to the home, while impressive architectural details begin in the soaring two-story foyer and continue into the dramatic family room, where a vaulted ceiling, fireplace and an extraordinary collection of windows fill the space with natural light and views of the surrounding landscape. At the center of the main level, the updated kitchen features quartz counters, extensive cabinetry, stainless appliances, gas/propane cooking and an oversized island. Its open connection to the breakfast area and family room creates an inviting gathering space, while the generous dining room provides plenty of room for larger occasions. A private office or library with built-in bookshelves offers a quiet, distinctive space away from the main gathering areas. The home's generous proportions continue upstairs, where the exceptionally spacious primary suite features two walk-in closets and a beautifully updated, spa-like private bath. Three additional bedrooms, another updated full bath and conveniently located laundry complete the bedroom level. One of the property's greatest advantages is the finished lower level. With its own updated kitchen, bedroom, full bath, living/guest space and recreation room, it offers an outstanding setup for multigenerational living or extended family, while also providing tremendous flexibility for recreation, guests, a home gym or additional living space. Outdoors, a heated inground pool with newer liner, expansive deck with pergola, raised garden beds, brick walkways, fire pit, flowering shrubs and perennials create a wonderful setting for summer gatherings and time at home. Tucked within mature landscaping and a wooded setting, the backyard feels like its own retreat while remaining convenient to Upton's town center, schools, recreation and major commuting routes. An oversized garage provides exceptional vehicle and storage space, while fully owned solar and a newer 5-bedroom septic system are significant improvements for the next owner.
Listing Courtesy of MLS PIN / Listed By: Lisa Aron Williams, Coldwell Banker Realty
$1,300,000 (USD)
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Freeport Area Single Family Home

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1 Harolds Way Freeport, ME 04032

5 Bed
5 Baths
2924 sqft
MLS# 1674666
Welcome to 1 Harolds Way, a beautifully maintained farmhouse and iconic John Libby barn set in a peaceful hamlet neighborhood in the heart of Freeport, Maine. Tucked away on a quiet dead-end road overlooking a picturesque pond, this exceptional property offers a rare combination of privacy, character, and convenience.
The home blends timeless New England charm with modern comfort, featuring sun-filled living spaces, spacious bedrooms, and a thoughtfully designed layout ideal for both everyday living and entertaining. Warm, inviting interiors create a welcoming atmosphere, while the property's unique farmhouse character and historic barn provide endless appeal and possibilities.
Outside, enjoy the serenity of the natural surroundings with ample space for gardening, recreation, or simply relaxing while taking in tranquil pond views. Whether savoring your morning coffee on the porch or gathering with friends and family, this property captures the essence of Maine living.
Ideally located just minutes from downtown Freeport's renowned shopping, dining, and outdoor recreation, you'll enjoy easy access to some of Maine's most treasured destinations. South Freeport and the waterfront beauty of Harraseeket Harbor are just 8 minutes away. Explore nearby Wolfe's Neck, LL Bean, Winslow Park, and Bradbury Mountain State Park, or enjoy convenient access to Brunswick, Bowdoin College, Mid Coast Hospital, and the Maine State Music Theatre. Downtown Portland is only 27 minutes away, making commuting and city amenities easily accessible.
Showings start Monday, August 10, 2026.
Listing Courtesy of MAINE LISTINGS - IDX
$1,300,000 (USD)
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Essex Area Multi-Family Home

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5 Landing Rd Essex, MA 01929

5 Bed
4.2 Baths
3248 sqft
MLS# 73583284
This unique property offers two side-by-side attached townhomes, each with its own private entrance and garage space! Sunny, bright, and airy with oversized windows, an open floor plan, and a large new deck overlooking a beautiful wooded setting. Perfect for multi-generational living, an owner-occupant looking to offset expenses, or an investor seeking a great opportunity in one of Cape Ann's most sought-after towns. Enjoy a public boat launch just minutes away, hiking trails right across the street, and a short walk to downtown Essex. Built from the ground up just 20 years ago, both units have been tastefully renovated and exceptionally well maintained. Unit 1 features a private garage, two private entrances, and an open kitchen, living, and dining area, along with a half bath on the main level. The second floor offers two spacious bedrooms, 2 full baths, office space, and private attic storage. Unit 2 also includes a private garage and entrance, plus a large versatile lower-level room ideal for guests, a home office, family room, or additional bedroom space and a full bath on main floor. Upstairs you'll find two bedrooms and two full baths. Both units enjoy access to an expansive new deck overlooking beautiful natural surroundings filled with wildlife, creating a peaceful and private setting that's increasingly hard to find. All this along with one of the best public school systems in the state ranked in top tier: Manchester-Essex!
Listing Courtesy of MLS PIN / Listed By: Jeremy McElwain, Coldwell Banker Realty
$1,299,999 (USD)
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Otisfield Area Single Family Home

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353 Bell Hill Road Otisfield, ME 04270

5 Bed
4 Baths
4200 sqft
MLS# 1659434
A rare historic estate where timeless craftsmanship meets extraordinary potential. Set on 11 private acres with sweeping mountain views, mature fruit trees, gardens, and wide open land, 353 Bell Hill presents a truly unique opportunity to create something remarkable. Dating back to1839 and once home to Hollywood elite, this 4,200 sq ft property carries a rich history while showcasing thoughtful, high-end improvements throughout. The setting is both peaceful and inspiring, offering space to gather, entertain, or simply escape into nature. The home welcomes you through a light-filled enclosed porch, a year-round space perfect for morning coffee or evening relaxation. Inside, the kitchen is designed for both function and hosting, featuring gas cooking, double ovens, Sub-Zero refrigeration, and generous workspace. A connected butler's pantry expands the possibilities with additional appliances, storage, and prep areas. At the heart of the home, the Great Room delivers a true wow factor. Reclaimed from the original barn, this space features soaring ceilings, exposed character, and a dramatic custom stone fireplace that anchors the room in warmth and presence. Original wide pine floors guide you through a layout filled with character and flexibility; formal dining spaces, cozy reading rooms, private office areas, and multiple bedrooms that balance historic charm with everyday livability. The thoughtful layout creates flexibility for a luxury residence, boutique bed and breakfast, private retreat, wedding venue, or simply a private sanctuary surrounded by nature. Bring your vision. With its history, scale, and setting, 353 Bell Hill is more than a home, it's a canvas for something extraordinary.
Listing Courtesy of MAINE LISTINGS - IDX