Homes for Sale in Manchester

The Chimneys represents a once-in-a-lifetime opportunity to acquire a pristine 28-acre oceanfront estate. The Rhododendron-lined driveway winds through woodlands dappled in sunlight to arrive at a sanctuary of privacy and peace. The 13,000 SF, 12 fireplace, eight-bedroom home commands a bluff above the Atlantic, awash in horizon-to-horizon seascapes. Below, a sweeping, white sand beach is privately accessed by just seven families. Refined sensibilities prevail throughout the residence: an elegant Dining Room with hand-painted Chinese wallpaper; a Living Room that leads to the oceanside porch; a Music Room with views on three sides; a custom Kitchen with a wood-fired oven and grill; a Master Suite with a mahogany Dressing Room; Guest Rooms that visitors will find memorable. The restored 1906 Frederick Law Olmsted, Jr. gardens offer hours of quiet tranquility. Additional buildings on the property include a 4000 SF Carriage House, an Orangerie-style Greenhouse and a 1902 Sears Playhouse.

Prepare to be amazed by Kragsyde, an astonishing private waterfront estate set atop a rocky outcropping on Boston's storied North Shore. Finished in 2015 and claiming the preeminent site in the exclusive Smith's Point neighborhood of Manchester-by-the-Sea, this modern stone and glass eyrie is a spectacular waterfront property that combines uncompromised ocean views with breathtaking modern architecture, contemporary convenience and unsurpassed luxury. Kragsyde has a lineage as distinguished as its location. Its 1880s namesake was among the first of Smith's Point's magnificent summer cottages, an outstanding Shingle Style home that set the standard for its day. Today, Kragsyde sets a new standard for the 21st century while paying homage to the original vision: It is a house that is substantial, yet natural; imposing, yet blending seamlessly with its site; private, yet open to breathtaking coastal views.

Located on 3± acres on private Smith's Point, this oceanfront property features an updated & expanded 6,000 sf residence & a WWII watchtower recently transformed into 2,000 sf of living quarters with private beach. This newly re-built home has an open floor plan with chef’s kitchen, master bed with master bath, soaking tub, walk-in closet and ocean-facing balcony. There are state-of-the art systems and expansive Mahogany decking with views of the Atlantic Ocean. The extensively landscaped grounds feature a tennis court, lap pool with built-in spa and infinity edge, waterview gazebo with fireplace, full outdoor kitchen and bar, outdoor waterfall, koi pond, outdoor shower. The towering 11 story WWII submarine tower offers sweeping views to Boston, Gloucester, the South Shore, and all of Manchester Harbor.Additional outbuildings include a separate new 2-car garage with bath and movie theatre with bathroom.

Boulderwood, built in 1908 and commonly known as the Sydney Allen Estate, is an unparalleled residence filled with architecturally significant details, with materials and fixtures meticulously hand selected and sourced from around the globe. Timeless moldings, European hardware, lofty ceilings, and grand spaces contribute to this magnificent estate that will exceed every whim and expectation of today's sophisticated buyer. Offering privacy and serenity on over five acres of manicured grounds with undulating lawns, stone walls and boulder outcroppings, and views extending east to Kettle Cove and west to the Boston skyline. Grand yet intimate, flowing yet harmonious, this residence of unrivaled luxury offers a seamless blend of Manchester's timeless history and the comfort's of today.

Maximum-security private hilltop villa. The unique, custom-built contemporary home occupies 18.94+ acres The single-family home underwent renovations in 2019 by a contractor for the department of homeland security to compliment the security of the retreat setting. The entire first floor exterior walls are 1’ thick reinforced concrete walls with controlled points of entry. The SentryGlas glazing system ensures all windows and doors hold strong to prevent external forces, both natural and directed. Although the home contains multiple safe rooms and quarters for your private security staff, there is over 22 points of egress in an event that requires immediate extraction. Private water filtration system / automatic genset. Closed loop fiber optic security system rivals the most secure government locations and boasts many future innovations such as thermal imaging and facial recognition software. Buyers must pass a CORI check. Viewings Spring 2020.

Situated on .75 acres in Manchester by the Sea, on the private enclave of Smith’s Point, stands this custom, shingle-style residence with ocean and beach views. Built by Windover Construction in 2010, the quality craftsmanship and flawless execution is evident throughout. The house has three bedrooms, three and one half-bath and spans 4000 square feet of living area with additional guest quarters above the garage. Details include a chef’s kitchen with stainless steel appliances, Kohler emergency natural gas-powered whole house generator, heated driveway, and state-of-the- art electrical, plumbing and sound systems. Professional landscaping includes perennial gardens, hydrangeas, bluestone patio with koi pond, stone walls, mature plantings and spectacular ocean facing pool. This property has rights to Smith’s Point Association, which includes access to Long Beach, a private sandy beach, and association dock.

Manchester by the Sea!! This approx. 14,000 sq.ft European Style Estate sits on almost 6 acres is the perfect place to call home. As you pull down the tree-line driveway you will enter your own private sanctuary. The future homeowner will be taken back by the soaring ceilings and sun filled rooms throughout the home. Some of the extraordinary features in addition to its 10 beds 6 full baths and 3 powder rooms include a expansive ball room, eight fireplaces, a private tennis court, greenhouse, 2000 bottle wine cellar with a full bar as well a full sized pool with a Jacuzzi. Minutes away from Rt 128 and the renown singing beach. MBTA station is less then 2 miles. This home is also available for lease see MLS #72540709 ***Listing Price is a placeholder. Seller would like any potential buyer to present offers

Located on a private road on a hilltop with distant ocean views, this 35± acre estate features a shingle-style residence built in 1994 that has been extensively renovated and expanded. Just 30 miles from Boston, experience high-style and elegant living within minutes to sandy beaches and village center. Updates include new roof and windows, renovation of kitchen and addition of family room and au-pair/guest bedroom suite with bath on 2nd and 3rd floors, and remodeled bathrooms. This 7,000 square foot residence has five bedrooms, and seven baths, high ceilings, imported wood paneling, an open floor plan and a master bedroom with ocean views, walk-in closet and master bath with soaking tub and sauna. The manicured grounds consist of a pool and pool house, bluestone patio and terrace, and access to old carriage roads and MECT trails for walking and snowshoeing. A new garage/barn with 2nd floor office/studio/recreation area was added in 2006. Potential building lot.

OCEAN LODGE - Sited on 8.58 acres, Ocean Lodge offers stunning distant ocean and celestial views from one of Manchester's highest points. This true family estate offers a grand residence, separate carriage house with apartment and total privacy. Enjoy southerly summer breezes, tennis on the hard-Tru court and a refreshing swim in the 40' pool. Feed your horses in the 4- stall barn with tack room and turn-out paddock, then go for a ride on the extensive wooded riding trails abutting conservation land. End your day with a family cook out on the expansive stone terrace overlooking rolling lawns to the Atlantic beyond. Ocean Lodge is truly a one of a kind property in Manchester by-the-Sea.

Gracious victorian with contemporary baths & kitchen blends old world style with modern day amenities. Spacious kitchen is open to family room w/gas FP and dining area. Fully fenced lot with mature landscaping maximizes privacy and usefulness of the tiered land. Lower lawn with fruit trees, raised garden beds and chicken coop create a rural feel yet it is centrally located between Singing Beach and downtown. This convenient, wonderful location should not be overlooked! Two driveways provide front and back access to a level front yard surrounded by lovely gardens, patio area and 2 car garage with game & garden room that create a great space for outdoor entertaining. Elevated pool adds fun in the sun with additional terraced sundecks & patio that connect to a whimsical three season party porch. Anchored by two fireplaces at each end, the living room along with the elegant dining room & spacious entrance foyer provide flexibility to make this living space as formal or informal as desired.

Magnificently sited on over seven and a half acres, this architecturally significant home was constructed in 1991 around the original, turn-of-the-century limestone pool house for the Dexter Estate. Replete with incredible historic detail including 14 Palladian windows, a curved double staircase, and extensive woodwork and carved stone, this luxurious and completely private estate features a state-of-the-art gourmet eat-in kitchen, new bathrooms and updated systems. A decadent master bath showcases an oversized sunken bath and marble floors. Natural light pours into the entire home through expansive windows and French doors that reveal graciously landscaped grounds that include a profusion of flowering gardens, specimen trees, greenhouse and stone gardener's cottage.

A treasured home in a magical setting. Just beyond Manchester village, this custom designed residence (circa 1884 originally named The Ledge) is sited majestically on a hilltop surrounded by nearly six acres of luxurious grounds, well-established plantings, specimen trees, and colorful perennials that also include a stunning heated pool and pool house. The main level, which was created for comfortable daily living and entertaining, features a well-equipped kitchen, breakfast room and adjacent bonus room. Fireplaces are in the den, dining and living rooms. A private office and greenhouse are also on the 1st floor. Indulge in daydreams or survey the lush grounds on the landing of a dramatic two-story turret en route to a lovely master suite on the second floor with 4+ bedrooms and 2 more full baths. Additional amenities include three decks, central air, a stone-hearth fireplace and widow’s walk with bird's-eye views to the Atlantic Ocean. Truly a special private retreat!