Stephanie Pickup

45 Main Street
Mattapoisett, MA 02739

Whether you are a home buyer or seller, Stephanie Pickup is committed to understanding your priorities and goals – and working hard to achieve success for you. 

Stephanie has been the marketing manager for her family's home improvement company, Care Free Homes, for the past 10 years. Her knowledge of the home improvement industry is extremely helpful to even the most experienced clients. A long-time resident of South Coast Massachusetts, Stephanie gives back to the community through volunteering and has been recognized for her volunteer leadership both locally and nationally.
She and her husband, Nate Pickup, reside in Fairhaven with their four children. Connect with her by email, phone, or text and be sure to follow her on Instagram, Facebook, Twitter, and Pinterest!

Local Homes for Sale

$1,350,000
1 Baths 73578100 MLS
Decades of Success. A New Generation of Opportunity! After decades of successful family ownership & management, Manny Services Station ,Fairhaven is now offering the next generation of entrepreneurs the opportunity to carry on and grow this highly successful family-owned & operated business.Exceptional turnkey opportunity to own a highly profitable, owner-operated service station and automotive business in a prime Bristol County location. This long-established corner property has successfully served the community for decades, providing both a thriving business operation and valuable real estate investment.The business performs approximately 2,000 vehicle inspections annually and includes all required town and state approvals, licenses, and inspection certifications. Fuel operations feature a 10,000-gallon gasoline tank and an 8,000-gallon diesel tank, generating strong recurring customer traffic and dependable income streams.Ideally positioned on a highly visible traditional corner lot with excellent exposure, the property is serviced by town water and sewer, natural gas, and municipal utilities.This is a true turnkey opportunity with an established customer base, strong profitability, and immediate income potential for an owner-operator, investor, or expanding automotive business.Seller is willing to provide training and transition assistance to help ensure a smooth transfer of the business and its established customer relationships.A rare opportunity to acquire a proven, profitable family business with decades of history—and the potential to build its next chapter.

82 Bridge St, Fairhaven

Listing courtesy of Listing Agent: Richard Trapilo from Listing Office: Coastal Realty.

$1,315,000
3 Beds 2 Baths 73578120 MLS
Set on over half an acre in desirable Wilbur’s Point, this coastal home captures expansive views of Buzzards Bay from almost every room. Oversized windows, sliding glass doors, and multiple decks keep the water ever present, with views of passing boats, colorful sunsets, and the changing light across the Bay. The main level features an open living and dining area adjoining the kitchen, with a wall of glass framing the water beyond. A new composite deck and retractable awning extends the living space outdoors, creating an ideal setting for dining, entertaining, or simply enjoying the view. Also on this level is a bedroom and full bath with laundry closet, offering flexibility for guests, a home office, or single level living. Upstairs are two additional bedrooms, including a spacious primary bedroom with vaulted ceilings, panoramic water views, and a private deck overlooking the Bay. A second full bath with double vanity completes this level. Below the main floor, additional walk-out space provides flexibility for a gym, playroom or media room. A sampling of recent improvements include a high-efficiency on-demand heating system, backup generator and a new septic system installed in 2023. An attached two-car garage, outdoor shower, generous yard, and nearby beach access further enhance the property. Swimming, kayaking, paddleboarding, biking, and scenic walks are all part of the lifestyle here. With remarkable water views, versatile living space, and easy access to the coast, this home offers a wonderful opportunity to enjoy the South Coast year-round.

21 Nelson Avenue, Fairhaven

Listing courtesy of Listing Agent: Team MCM from Listing Office: Gibson Sotheby's International Realty.

$889,000
5 Beds 4 Baths 73576928 MLS
An exceptional in-law opportunity awaits in this gorgeous home, ideally situated in a desirable cul-de-sac neighborhood. This spacious and thoughtfully updated Fairhaven residence offers five bedrooms, 3.5 baths, and a two-car garage. The versatile layout features a separated first-floor bed and living suite equipped with a full bathroom with laundry, along with a separate staircase leading to an additional living area and office space, creating an excellent opportunity for multigenerational living. Rich hardwood floors flow throughout the main living spaces, while the beautifully renovated kitchen serves as a striking centerpiece with an expansive quartz island, farmhouse sink, double ovens, gas cooking, an oversized professional-style hood, built-in microwave, and sleek finishes designed for entertaining and everyday enjoyment. The home also features a generously sized primary bedroom, multiple additional bedrooms, abundant storage, three heating zones, mini-split cooling, a newer gas heating system, tankless hot water, and all-new windows installed in 2025. Outdoor living is equally inviting, with Accoya wood decking at both the front and rear of the home, an irrigation system, fire pit area, and an expansive yard extending beyond the fenced portion of the property. A full, dry, heated basement provides even more flexibility and storage. With its generous proportions, sophisticated updates, exceptional amenities, and sought-after neighborhood setting, this impressive Fairhaven home is designed to accommodate a variety of lifestyles. Open house Sunday from 11:00 AM to 1:00 PM.

5 Century Dr, Fairhaven

Listing courtesy of Listing Agent: Melisa Gagne from Listing Office: RE/MAX Vantage.

$675,000
2 Beds 2 Baths 73548991 MLS
Tucked approximately 300 feet back from Sconticut Neck Road, this exceptional property offers privacy, beautiful Buzzards Bay views, and the perfect blend of comfort and coastal living. Whether you're looking for a year-round home, a private getaway, or an investment opportunity, this property has it all. The first floor features a fully applianced kitchen with granite countertops and a convenient breakfast bar, opening to a bright and inviting living room with a wood stove. A bedroom and full bathroom complete the main level. Upstairs, the spacious primary suite is a true retreat, with direct access to an impressive 1,000-square-foot wraparound deck overlooking Buzzards Bay. The luxurious primary bath features a tiled shower, while the oversized walk-in closet—converted from a former bedroom—provides exceptional storage. Additional highlights include a new roof (2019), solar panels (2019), 3 season porch, ductless mini-split systems for cooling, a hot tub, a generously sized 12' x 20' storage shed, and a professionally landscaped yard. Deeded beach rights add to the property's coastal appeal. Enjoy fantastic proximity to area beaches, the bike path, highways, shopping, schools, and restaurants. With its combination of privacy, water views, outdoor living space, and beach access, this is a rare opportunity to enjoy the best of the South Coast lifestyle. Schedule your private showing today!

476 Sconticut Neck Rd, Fairhaven

Listing courtesy of Listing Agent: John Ray from Listing Office: Cameron Real Estate Group.

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