5 Ultra Luxury Homes in New England

Experience the pinnacle of luxury living in New England with these five extraordinary properties. From the tranquil hills of Lyme’s “Redwing” estate, with its sweeping views of the Connecticut River, to the historic charm of the Theodore Pratt Homestead in Essex, these homes offer unparalleled elegance. Discover a private lakeside retreat, a serene mountain sanctuary, and a prime investment opportunity in Northeast Harbor—all embodying the finest in upscale living.

44 Ferry Rd | $3,700,000

44 Ferry Rd, Lyme, CT 06371
Listing agents: Allyson Cotton & Liz Squillacote

Perched atop the hills of Lyme and known locally as “Redwing,” 44 Ferry Road exudes luxury, tranquility, and natural splendor. This estate is masterfully sited on 40 acres, with stunning 360 degree views of the Connecticut River, nearby coves, and countryside. 

 

Size: 6,510 sf

 

Price: $3,700,000

 

Listing details: Renovated in 2017, the main residence spans over 6,500 square feet, with 5 bedrooms, 5.5 baths, and large, open kitchen and living spaces. A detached guest house adds 1,500 square feet, with an office/bedroom, gym, full bath, and kitchenette. An impressive solar array defrays a majority of energy use and nods to environmental stewardship. Nature calls from a private pond, massive rock formations, and the Lyme Preserves hiking network, which connects directly to the property. Expansive acreage is available for developing an equestrian facility if desired. This is a rare offering that invites you to enjoy the pinnacle of Connecticut River Valley living, within a two-hour drive from Boston and Manhattan.

 

Contact: Allyson Cotton & Liz Squillacote, The A Team of William Pitt Sotheby’s International Realty, William Pitt Sotheby’s Int’l, +1 860.227.6016

48 N Main St | $1,925,000

48 N Main St, Essex, CT 06426
Listing agent: Susan A. Malan

The Theodore Pratt Homestead, c.1837. This Greek Revival home is one of the most admired homes in Essex. Stately, gracious, elegant and comfortable. 

 

Size: 3,887 sf

 

Price: $1,925,000

 

Listing details: From the moment you enter this home you feel at ease. Updated, loads of natural sunlight, set up on a knoll with seasonal peeks of the Connecticut River. This property has been in the same family for more than 25 years.

 

Contact: Susan A. Malan, William Pitt Sotheby’s International Realty, +1 617.645.4392

Extraordinarily Private | $10,950,000

20 Wyman Dr, Wolfeboro, NH 03894
Listing agent: Jamieson Duston

Nestled on an exceptionally private 6.2-acre site with 430’ of prime frontage along Lake Winnipesaukee’s Wolfeboro Neck, this architecturally designed masterpiece spans nearly 15,000 sq ft with 7 bedrooms and 8 bathrooms. 

 

Size: 14,778 sf

 

Price: $10,950,000

 

Listing details: Offering S/SW exposure and long-range views, the home boasts over 5,000 sq ft of patio, deck, and balconies, along with a remarkable 2-slip boathouse and breakwater.

 

Contact: Jamieson Duston, Duston Leddy Real Estate, +1 603.365.5848

Listing agent: Marianna Vis

Welcome to NIRVANA, a rare sanctuary set against majestic views. Experience the SERENE SECLUSION, a breathtaking tapestry of vibrant southern NH’s mountains, in sought after TAX HAVEN New Hampshire, and nearby enchanting seacoast/lakes, Boston’s allure, and airports are just a short journey away. Atop this spectacular mountain an estate flourishes, marrying international flair with architectural finesse. Every corner narrates a tale of considerable design and detail. The illuminated meandering driveway crests to HEAVENLY reach for the stars PANORAMIC views and a Porte Cochere arrival.  

 

Size: 20,081 sf

 

Price: $5,900,000

 

Listing details: Step inside the expansive 3 story foyer, abounding with VIEWS and natures magnificence. Created for memories, a peaceful sanctuary for SHARING every moment, here is a celebration of life and a living oasis. For those who seek solace, the 1st floor primary suite offers an unparalleled luxury oasis. UNWIND year round in the IDYLLIC island get away with INDOOR HEATED POOL & HOT TUB plus TIKI BAR. Enjoy the expansive view balcony, and at night sit by the FIREPIT to enjoy the haven of STARRY NIGHTS. There are 7 bedrooms and 9 bathrooms…. ideal for entertaining friends and family (every bedroom has private bathroom access on each of the 3 floors). A media room is prepared on the 2nd flr.; ADD the GOLF SIMULATOR or MUSIC STUDIO in the walkout lower level. For the automobile collector there are 6 garages and parking for 9 cars… expansive land so add more if you choose! Visit today! By APPOINTMENT.

 

Contact: Marianna Vis, Four Seasons Sotheby’s International Realty, +1 603.860.8115

6 Sea Street | $2,100,000

6 Sea Street, Mount Desert, ME 04660
Listing agent: Maria “Gina” Sensontic

Location, Location, Location! Great Investor opportunity in the heart of Northeast Harbor with 4 separate rental units within the Village Commercial District. Convenient to local shops, restaurants, Art Gallery and the Marina. It even offers a view of the harbor from the second floor.   

 

Size: 4,052 sf

 

Price: $2,100,000

 

Listing details: Updated over the years & nicely landscaped with mature Trees, Apple Trees and perennial gardens. Offers 2- 3bdrm units, 1- 2bdrm unit & 1- 1bdrm unit. The choice of what to do with this magnificent property is all yours!

 

Contact: Maria “Gina” Sensontic, Better Homes & Gardens Real Estate/The Masiello Group, +1 207.266.1598