4 Unforgettable Estates Offering Elevated Luxury in New England

Discover four extraordinary estates across New England, each offering a distinct expression of ultra-luxury living. From an award-winning designer penthouse in Connecticut to a historic coastal retreat in Maine, a lakefront masterpiece in New Hampshire, and a European-inspired estate in Connecticut—these homes define prestige and grandeur.

Top Of The World | $6,700,000

66 High St #56-57, Guilford, CT 06437
Listing agent: The Margaret Muir Team

A beautiful 4000+ sf space interior designed by award winning David Scott Parker Architects, FAIA. David has designed high end residences and cultural institutions in Southampton, Rancho Sante Fe, Florida, Massachusetts & CA. The finishing touches have just been completed on what is arguably the most luxurious penthouse in the state of Connecticut. The apartment’s views of the salt marsh & L.I. Sound from its high vantage point are mesmerizing. The attention to detail and the custom construction of this unique unit is extraordinary. The only apartment on the top floor of the Chittenden building, it’s the last to be constructed at the prestigious Residences at 66 High Street. 

 

Size: 4,236 sf

 

Price: $6,700,000

 

Listing details: From the elevator a private foyer leads through a gallery into a great room large enough to make a grand piano feel comfortably at home. An office is separated from the great room with pocket doors. Adjacent is the dining room that easily seats ten with double doors leading to an enormous, high ceilinged screened porch with panoramic views. The family room with a gas lit fireplace has double doors leading to the porch and is adjacent to a truly incredible kitchen. In another wing is the gracious primary suite which also has a gas lit fireplace, a large double bathroom and unbelievable closet space. There are 2 guest rooms each with their own bath and an 18’ x 18’ room adjacent to the primary suite currently envisioned as an exercise room but could also be used for many other purposes.

 

Contact: The Margaret Muir Team, William Pitt Sotheby’s International Realty, +1 203.415.9187

The Grace Cottage, Hermit's Point. | $6,500,000

399 Hermit's Point Road, Islesboro, ME 04848
Listing agent: John Oldham

This magnificent stuccoed Renaissance Revival cottage built in 1918 designed by noted Philadelphia architect, Wilson Eyre commands unsurpassed views from its 8.8 acre peninsular location and 3,570 feet of shore line.

 

Size: 9,025 sf

 

Price: $6,500,000

 

Listing details: Eight bedrooms, seven fireplaces. Replete with all the requisite amenities for an elegant summer’s stay including pool, dock and stone lodge.

 

Contact: John Oldham, Island Property, +1 207.446.8315

Luxurious Lakefront Estate | $5,750,000

40 Boathouse Road, Moultonboro, NH 03254
Listing agents: Jon Parker & Randy Parker

Quality built 2017 Lake Winnipesaukee Waterfront featuring a level lot, dock and sandy waterfront, with SW facing, incredible sunsets! Approaching 6000 Sq. Ft. of living space, with 5 en-suite bedrooms, including a first-floor Primary Suite, with a walkout deck and fireplace. Breathtaking views from all three floors! 

 

Size: 5,904  sf

 

Price: $5,750,000

 

Listing details: The main level has cherry floors with the kitchen, dining area and living room boasting a floor to ceiling granite stone, wood fireplace visible from all three areas. You will enjoy a high beam ceiling in the living room and all glass on the waterfront side, plus a spacious walkout deck. There is a very unique kitchen with seating at the center counter, plus waterside dining at a very large circular family table. The upper level features a water view loft, den/office, bedroom suites and a multiple bed/kids bunk room. The walkout lower level has 2 bedrooms, one on each end & each having their own bathroom. You’ll also enjoy a large family room with wood fireplace and a kitchenette, w /additional rooms for storage. There is a 3-car garage, and plenty of room for both your cars and toys. A newly built stone greenhouse rounds out the backyard! The Kona shore is one of the best on our lake; sand and sun, quiet water for fun and relaxation all day.

 

Contact: Jon Parker & Randy Parker, Maxfield Real Estate/Wolfeboro, +1 603.498.3360, 603.455.6913

Luxury Service At Any Price Point | $4,450,000

23 Robkins Road, Avon, CT 06001
Listing agent: Jacek Mikolajczyk

Luxury at its finest – Views, Privacy & Prominence in this prestigious European inspired gated estate anchoring this sought after cul-de-sac community.

 

Size: 13,490 sf

 

Price: $4,450,000

 

Listing details: Timeless elegance abounds inside & out starting w/3.9ac of pristine landscaping including lush gardens, covered verandas, terraces, heated pool w/spa & waterfall, gazebo, tennis court & 4+ car garage w/room for lifts, for a true car enthusiast! Guests are greeted w/a grand 2-story reception hall lined w/Limestone flrs, columns & sweeping staircase luring you into inspiring 12rm/10,990sqft flawless living. Each ample room offers abundant natural light, soaring ceilings & effortless flow. Gourmet Kitchen w/high-end appliances, brand new butler’s pantry & a quiet dining area w/ breathtaking views. Formal dining w/French doors showcasing stunning views, living room w/interior balcony & elegant fireplace. Family room w/fireplace, French doors overlooking the Farmington Valley & custom built-ins. Masterful cherry library w/custom built-in’s, wet bar & fireplace. 1s t flr suite captures the true meaning of a retreat w/its double door entry, captivating views, sitting area w/fireplace, private terrace, dressing room & a luxurious marble spa bath w/jetted tub, glass shower, extensive vanity & privacy doors. 2nd flr retreat hosts 4 En-Suite bedrooms all w/walk-in closets & stunning views! Exercise room, media room w/mini kitchen & wet bar! Finished lower level w/additional sq ft offers game room, maids-quarters.$550,000+ in updates (2024).

 

Contact: Jacek Mikolajczyk, Berkshire Hathaway New England Properties, +1 860.874.6646