5 Bedroom Homes for Sale in Wenham, MA

Advanced Search Market Reports Home Value Connect

Welcome to your dedicated resource for 5 bedroom homes for sale in Wenham, MA. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Wenham, MA agent, Marc Fiore specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the 5 bedroom properties currently available below, or contact a local agent to discuss the details that matters most to your search.

< Back to all Homes for Sale in Wenham, MA

Search Wenham by Bedrooms

All 5 Bedroom Homes for Sale in Wenham, MA

$2,395,000

5 Beds ⋅ 5 Baths ⋅ 73558313 MLS ⋅ ACTIVE Status

NEW CONSTRUCTION luxury home, available Fall 2026. Set on a one-acre lot in Wenham, this custom-built five-bedroom, five-bath residence is part of a three-home cul-de-sac on a new private drive abutting conservation land. Offering approximately 4,835 square feet of finished living space, the home combines exceptional craftsmanship, high-end finishes, energy-efficient construction, and a thoughtfully designed floor plan for everyday living and entertaining. The professional-line kitchen features quartz countertops, custom cabinetry, premium appliances, a walk-in pantry, dining nook, and an expansive center island with generous seating and workspace. The kitchen opens to a dramatic two-story great room with abundant natural light and a propane fireplace. The first-floor primary suite offers convenient single-level living and includes a spa-like bath with radiant heat and an integrated laundry, along with an oversized walk-in closet. The main level also includes a dedicated study, formal dining room, and separate playroom. The second level features three en-suite bedrooms with tiled baths and walk-in closets, one additional bedroom with access to a full bath, a laundry room, and flexible bonus or media space. Additional highlights include white oak hardwood flooring, a rear deck overlooking wooded views, an unfinished basement with excellent potential for future expansion, and HERS-rated energy-efficient construction.

2 Cynthia Circle, Wenham

Listing courtesy of Listing Agent: Jenna Lovely Buonfiglio from Listing Office: The Lovely Advisory LLC.

$1,749,000

5 Beds ⋅ 6 Baths ⋅ 73498822 MLS ⋅ PRICE CHANGED Status

Open House 11-1 Sun 9/13 come tour the house and apartment! Exceptional Elegance, Unmatched Versatility & Resort-Style Living await at 1 Gussett Road, set on a private 2.59-acre lot in one of Wenham’s most desirable neighborhoods. This Exquisite Colonial offers multi-functional living spaces tailored to modern life boasting 5+ bedrooms, 5.5 baths, 5 fireplaces, a 3-car garage, & a private accessory dwelling unit (ADU). Step inside to appreciate the abundance of natural light, extensive Custom millwork, inlaid hardwood floors, wainscoting, detailed molding and easy flow throughout. The main level offers a stately living room with French doors, and an elegant dining room with built-ins & stained-glass accents. The renovated chef’s kitchen feels open and airy boasting a vaulted ceiling, granite counters, a large island, industrial gas range, Sub-Zero fridge with new compressor, 2 new dishwashers & pantry, and connects to dining area opening to the deck & an inviting family room centered around a beautiful wood-burning fireplace. A private-entry office & coffered-ceiling library with impressive paneling provide flexible spaces to entertain or work from home.The first-floor primary suite is a spa-like retreat with a gas fireplace, 2 walk-in closets, & a marble bath replete with soaking tub & jetted shower. Upper levels offer additional bedrooms, including a vast game room perfect for 2nd primary with walk in closet and ensuite bath. Outside, the sizable, flat lawn sets the stage for enjoying down time at all times of the year, with a separately fenced in-ground gunite pool area that feels like your own private summer Shangri-La. A barn/workshop with owned solar panels adds function and value, while EV charging, a backup generator connection, oversized septic system with new D-box, new HVAC system, central vacuum, designated laundry, theatre/media room & a walk-up attic round out the home’s thoughtful upgrades. Single-level ADU offers true independence with a private entrance, fireplace, full eat-in kitchen, light-filled living room, full bathroom, a bedroom with built-ins and craft room - ideal for in-laws, au pair, rental income, guest suite, sports parlor, home business or gym. Under 30 miles to Boston, near Rt. 128, commuter rail, beaches, hiking trails, & top Hamilton-Wenham schools. 1 Gussett boasts lifestyle features for discerning people looking for a dynamic home to relax, entertain, play, work, exercise and fully enjoy life inside & out!

1 Gussett Rd, Wenham

Listing courtesy of Listing Agent: Tracey Hutchinson from Listing Office: Churchill Properties.

Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.