My Office's Listings

Some or all of the listings below are provided by the The Masiello Group office.
$1,500,000 (USD)
Active

Portland Area Single Family Home

Active

195 Beach Road Portland, ME 04019

3 Bed
3 Baths
1986 sqft
MLS# 1673927
Perched on a knoll overlooking the Atlantic Ocean, this extraordinary Cliff Island retreat has been the backdrop for generations of cherished memories and is ready to welcome its next chapter. Set on a picturesque half-acre parcel, the property offers breathtaking panoramic water views, a private sandy cove perfect for swimming and wading, classic Maine rocky ledges, open lawns for games and gatherings, and a wooded perimeter that provides exceptional privacy.

The 1,585-square-foot main home features two bedrooms, two bathrooms, a spacious living room, and a welcoming dining area, all designed to capture the beauty of the surrounding coastline. A charming one-bedroom, one-bath guest cottage provides comfortable accommodations for family and friends or the perfect space for extended stays.

Step outside onto the expansive oceanside deck and enjoy everything from warm summer afternoons to the peaceful beauty of fog rolling across Casco Bay. Whether you're entertaining guests, enjoying your morning coffee, or simply taking in the ever-changing seascape, the setting is nothing short of spectacular.

One of the property's most remarkable features is its rare deep-water access. Historically, the home was served by a private wharf that extended directly from the existing deck. As shown on the survey, the wharf may be rebuilt, offering an exceptional opportunity for direct boat access--an amenity found on very few island properties.

Rich in history, this special home also served as the private retreat of legendary actress Bette Davis during the filming of The Whales of August in 1986, adding a unique piece of Maine cinematic history to an already remarkable property.

Whether you're searching for a seasonal escape, a family compound, or a peaceful waterfront sanctuary, this is a rare opportunity to own one of Cliff Island's most distinctive oceanfront properties.

Additional photos arriving next week.
Listing Courtesy of MAINE LISTINGS - IDX
$1,150,000 (USD)
Active

Cushing Area Single Family Home

Active

371 Gay Island Cushing, ME 04563

4 Bed
3 Baths
2361 sqft
MLS# 1669528
Stunning westerly views of Muscongus Bay from this ultimate coastal island sanctuary! A rare opportunity to own an ecological, off-grid, self-contained 6.5 acre paradise with three distinct structures designed to blend modern comfort with rustic coastal charm. The Rockland Post and Beam barn built in 2019 is the impressive architectural centerpiece featuring spectacular loft-style living quarters with exposed timbers and a Norwegian soapstone fireplace, plus plenty of storage for your island toys. The 1999 shingled cottage with its large open living and dining spaces, inviting wood stove and sleeping loft is wrapped with a large deck positioned perfectly to capture sweeping sunsets each evening. Steps from the water's edge, the boathouse is a true maritime luxury providing watercraft storage as well as guest space with a full apartment. The property includes a dock and new float with deep water access, a turnkey set up for exploring the Maine coast. Services include a drilled well and a filtered rain collection system, as well as a large solar array and generator that delivered ample power. Deeded rights to dinghy space, two parking spaces and private boat or walk-across access from the mainland. A true one-of-a-kind gem offering the ideal opportunity for a multi-generational compound or private retreat! Active Oyster Farm lease in place.
Listing Courtesy of MAINE LISTINGS - IDX
$895,000 (USD)
Active

Brunswick Area Single Family Home

Active

1 Beacon Drive Brunswick, ME 04011

3 Bed
3 Baths
2516 sqft
MLS# 1671486
Virtual Tour
2025 Custom-Built Modern Farmhouse in Beacon Ridge

Experience exceptional craftsmanship in this nearly new 3-bedroom, 2.5-bath modern farmhouse on 0.43 private, tree-lined acres in one of Brunswick's most desirable neighborhoods. Mature trees create a secluded backdrop for the rear deck and backyard--a rare setting this close to town.

A timeless black-and-white farmhouse design features custom finishes throughout, including a handcrafted staircase with horizontal railings, open sightlines, abundant natural light, and a custom accent wall with a handcrafted mantel.

The open-concept main level flows into a stunning sunroom with a ceiling swing and direct access to the rear deck, creating the perfect space to relax or entertain. A custom built-in bar with illuminated floating shelves and a wine refrigerator adds style and function.

The designer kitchen showcases black stainless Frigidaire appliances, a wall oven, farmhouse sink, American Woodmark cabinetry, and abundant storage. A first-floor bedroom offers flexibility for guests, a home office, or multigenerational living.

Upstairs, the luxurious primary suite features a freestanding soaking tub, glass walk-in shower with dual shower heads, black hexagon tile, and custom walk-in closets. An upstairs laundry room includes extensive built-in cabinetry.

The spacious loft with vaulted beamed ceilings, dormer windows, and built-in storage offers incredible flexibility as a bonus room, studio, office, or additional sleeping space. The full unfinished basement provides endless opportunities for future expansion.

Additional features include a high-efficiency heat pump system, in-ground irrigation, professional landscaping, and a two-car garage.

Minutes from downtown Brunswick, Bowdoin College, shopping, restaurants, Thomas Point Beach, Harpswell's coastline, and historic Bath.

2,516± SF | 3 Bedrooms | 2.5 Baths | 2-Car Garage | 0.43± Acres

Schedule your private tour today!
Listing Courtesy of MAINE LISTINGS - IDX
$849,900 (USD)
Pending

Windham Area Single Family Home

Pending

23 Pennywhistle Drive Windham, ME 04062

3 Bed
4 Baths
2476 sqft
MLS# 1662103
Welcome to 23 Pennywhistle Drive, a beautifully designed contemporary farmhouse located in one of Windham's most desirable neighborhoods.

Built in 2022 and thoughtfully crafted with both comfort and style in mind, this stunning home offers over 2,400 square feet of beautifully finished living space on a private 1+ acre lot.

Inside, you'll find a bright and inviting open-concept layout filled with natural light, modern finishes, and quality craftsmanship throughout. The spacious kitchen flows seamlessly into the dining and living areas, creating the perfect space for entertaining and everyday living. Luxury vinyl plank flooring, a cozy fireplace, and clean contemporary farmhouse design elements add warmth and character throughout the home.

The home features three bedrooms, including a spacious primary suite complete with a private bath and custom built-ins in the closet. In addition to the bedrooms, there is a large bonus room above the garage offering flexible space for a media room, playroom, guest area, or home office.

The walkout basement includes an additional bonus room and a convenient half bath, providing even more versatility and functionality.

An expansive oversized three-door, four-car garage provides exceptional storage and workspace, perfect for vehicles, outdoor equipment, recreational gear, or hobby space.

Designed for efficiency and convenience, the property also features solar panels and a full sprinkler system.

Enjoy the peaceful setting while being just minutes from Westbrook, North Windham amenities, shopping, dining, lakes, outdoor recreation, and an easy commute to Portland.

This nearly new home offers the perfect blend of modern farmhouse charm, efficiency, and convenience in the heart of Southern Maine.
Listing Courtesy of MAINE LISTINGS - IDX
$765,000 (USD)
Active

Old Orchard Beach Area Condominium

Active

4 Overlook Drive 2 Old Orchard Beach, ME 04064

2 Bed
3 Baths
1264 sqft
MLS# 1670237
Virtual Tour
Experience coastal living at The Overlook at Old Orchard Beach, where beautifully crafted 2-bedroom, 2.5-bath townhomes are just a short walk from 7 miles of sandy beach and convenient public beach access. These thoughtfully designed townhomes feature bright, sun-filled interiors, spacious open-concept living, and quality craftsmanship throughout.

Each townhome offers a beautifully appointed kitchen, generous living and dining areas, in-unit laundry, an oversized heated garage, and a thoughtfully designed second floor featuring a spacious primary suite with a private bath, a second bedroom, and a full guest bathroom. Residents also enjoy access to a heated saltwater pool and the convenience of low-maintenance living.

Exterior construction is complete, and buyers of select townhomes still have the opportunity to personalize many of the interior finishes, allowing you to create a home that reflects your own style before completion.

Ideally located just minutes from downtown Old Orchard Beach, Pine Point Beach, local restaurants, shopping, golf courses, and the Eastern Trail, The Overlook also offers convenient access to Portland, Kennebunk, and I-95, making it an exceptional location for a year-round residence, vacation getaway, or investment opportunity.

With only a limited number of townhomes remaining, now is the perfect time to secure your place in one of Southern Maine's premier coastal communities.
Listing Courtesy of MAINE LISTINGS - IDX
$729,900 (USD)
Active

Gorham Area Single Family Home

Active

22 Cumberland Lane Gorham, ME 04038

4 Bed
3 Baths
2069 sqft
MLS# 1672990
Welcome to 22 Cumberland Lane, a warm and inviting home tucked into a small in-town neighborhood just minutes from the heart of Gorham. With shopping, restaurants, and all that downtown has to offer close by, this home combines a convenient location with plenty of space to settle in and make your own.
Step inside to a bright, open-concept kitchen and living area designed for easy everyday living and gathering with family and friends. With four bedrooms, 2.5 baths, and an expansive bonus room, there is plenty of flexibility for everyone to spread out. The finished basement, complete with egress, creates even more possibilities--whether you envision an additional bedroom, media room, home office, fitness space, or playroom.
Outside, the fully fenced backyard creates a private space to relax, entertain, garden, or play. A large deck provides the perfect spot for summer dinners and weekend get-togethers, while the garden shed offers convenient extra storage.
And perhaps one of the most charming features is right out front--a classic covered porch complete with a porch swing, offering the perfect place to enjoy your morning coffee or unwind at the end of the day.
Spacious, welcoming, and conveniently located near the center of Gorham, 22 Cumberland Lane offers the space and flexibility to feel right at home from the moment you arrive.
Listing Courtesy of MAINE LISTINGS - IDX
$725,000 (USD)
Pending

Gorham Area Single Family Home

Pending

14 Flaggy Meadow Road Gorham, ME 04038

4 Bed
3 Baths
2290 sqft
MLS# 1669493
Virtual Tour
Welcome home! This exceptional custom-built home beautifully blends the timeless charm of a New England Cape with the elegance of a Colonial, offering 2,850 SF of thoughtfully designed living space with 4 bedrooms and 2.5 baths.
The heart of the home is a stunning kitchen featuring handcrafted cherry cabinetry with inset doors and drawers, Corian countertops, stainless steel appliances, and a gas double-oven range. The adjoining dining area opens to a covered porch overlooking the expansive, fully fenced backyard--perfect for morning coffee or evening relaxation.
Rich oak hardwood floors flow throughout the first level, connecting the grand foyer, spacious living and dining areas, and the inviting living room with its cozy gas parlor stove. French doors open to a bright office or formal dining room. The first-floor primary suite offers a walk-in closet and private bath, while a laundry room and half bath add convenience.
A beautiful oak staircase leads to three additional bedrooms and a full bath. Brand-new carpeting with premium Tempur-Pedic® underlay adds comfort throughout the second floor. A small door, cleverly incorporated into the architectural paneling of a knee wall allows access to generous storage above the garage.
Two ductless heat pump systems provide efficient year-round comfort. The finished daylight basement offers abundant natural light, flexible living space, a large workshop, ample storage, and walkout access to a professionally landscaped patio with elegant stone walls -- perfect for entertaining and relaxation..
Located in one of Gorham's most desirable neighborhoods, you'll enjoy the perfect balance of peaceful living and walkable convenience. Just minutes from Gorham Village's restaurants, cafés, shops, services, USM, trails, parks, and top-rated schools, with Portland only 20 minutes away and lakes and beaches just a short drive. This beautifully crafted home offers the ideal blend of comfort, quality, and location.
Listing Courtesy of MAINE LISTINGS - IDX