Litchfield County CT Luxury Homes

MLS Number 170517236

• Single Family
• Bedrooms 10
• Bathroom 12
• Square Feet 7,528
• Acreage 232

A once in a lifetime opportunity to own over 230 acres overlooking Lake Waramaug. Nestled high in the hills overlooking the pristine beauty of the lake, this offering comprises six parcels of open fields and forest with exceptional views. Owned by the same family for the last 70 years, dignitaries from the worlds of art, politics, and industry have been entertained here while the stables, paddocks and trails have been home to thoroughbred race horses and generations of equestrians. This property includes two vintage main houses, a guest house, a guest cottage, an in-ground pool with pool house, and staff quarters attached to a twelve stall stable and carriage barn. Miles of footpaths and trails lead to natural springs, a seasonal pond and streams, and a rocky outcropping archaeologists believe was used as a shelter by native settlers. Located in the heart of Litchfield County, within two hours of Boston and Manhattan, this is the ideal opportunity for those that appreciate the history and grandeur of a property of this caliber.

Listed by William Pitt Sotheby's Int'l

MLS Number 170366275

• Single Family
• Bedrooms 10
• Bathroom 15
• Square Feet 18,000
• Acreage 446

This extraordinary estate with a beautiful Georgian Federal-style home was designed by the American architect Allan Greenberg for world-renowned tennis legend Ivan Lendl. Ride through the gates passing horse paddocks, a barn, and up a long and meandering driveway to the impeccable stone house. Enter the first floor passing a grand staircase to a light-bathed main floor with virtually every room boasting French doors to beautiful gardens and patios. A wood-paneled library, spacious living room, formal dining room, and family room, all with fireplaces and wide plank oak floors, as well as a trophy room/office and an eat-in chef's kitchen with state-of-the-art appliances and butler's pantry complete the 1st level. The primary bedroom suite with 2 oversized walk-through closets, a sitting room, and a luxurious oversized bathroom accompanies an office with a paladin window, a children's library, and 3 additional ensuite bedrooms on the 2nd floor. The third floor has 5 en-suite bedrooms. Additional indoor amenities include an indoor pool adjoining two locker rooms, a sauna, a workout room, and a full-sized gymnasium. Outside there is a heated gunite pool with a cabana, tennis court, and play court. The attached 3 bay garage is complemented by a 3 bay detached garage with office space on the second floor. All of this, overlooking the Connecticut foothills.

Listed by Elyse Harney Real Estate

MLS Number 170542863

• Single Family
• Bedrooms 10
• Bathroom 18
• Square Feet 17,735
• Acreage 3

This magnificent estate was designed by renowned architect Roger Ferris and boasts 6 levels of living with spectacular water vistas of Southport Harbor. Entry to the main level is through an imposing 2 story limestone portico into the embrace of a soaring space that is the Gallery with its mesmerizing marmalade marble floor and stunning floating wrought iron circular staircase. From this point, all major rooms on the floor emanate in a logical clockwise progression: Living Room, Library, Family Room, Eat in Kitchen and Dining Room. Fabulous floor to ceiling windows and French doors open to take full advantage of Southport Village & Harbor, Country Club of Fairfield, Long Island Sound and the Manhattan skyline. The gracious Master Bedroom Suite has a sitting room with fireplace, his & hers full baths, dressing areas and private studies. Below the Master Suite are 6 en-suite bathrooms and media/playroom area. Below the main level is a Cabana Room with kitchenette, elaborate bath complex, sauna, exercise room, office and wine cellar which leads to an outdoor pool and limestone patio. Progressing down, the next level brings you to the indoor sports facility including a squash/basketball court and dance studio. The lowest level of this home has a 75 foot long Italian marble lined indoor pool with a glass skylight roof. Included on this stunning property is an outdoor heated gunite pool with spa. The Guest House has a Living Room, Kitchen, 2 Bedrooms, 2 Full Baths & 2 Bay Garage.

Listed by Higgins Group Bedford Square

MLS Number 170563130

• Single Family
• Bedrooms 4
• Bathroom 8
• Square Feet 9,605
• Acreage 54

Red Gate Farm- A rare opportunity to acquire a TURN KEY equestrian property in Fairfield County with a main house set high overlooking the 54+ bucolic acres and the Aspetuck River. The equestrian facility includes 3 barns w/ 69 stalls, wash stalls, tack rooms, laundry, rubber flooring, full haylofts, grand prix/derby field, indoor & outdoor rings, round pen, apts. for staff, office/viewing room, gym, paddocks, fenced pastures & equipment garages. Accessed by a long driveway set high on a hill is a luxuriously appointed stone manor home w/ an18' grand entry, formal lvng rm, dining rm, kitchen/family room, bar, 4 bedrooms, 5.1 bathrooms, 6 fireplaces, walk-in wine cellar & elevator to all 3 floors. Absolutely beautiful and an exceptional opportunity.

Listed by Sotheby's International Realty

MLS Number 170524136

• Single Family
• Bedrooms 9
• Bathroom 15
• Square Feet 15,016
• Acreage 3

ONE OF THE SINGLE MOST ANTICIPATED, MAGNIFICENT, AND BREATHTAKING ESTATES ON THE GOLD COAST HAS JUST HIT THE MARKET! This architecturally brilliant and elegant home was built for entertaining and lavish gatherings in Gatsby-Esque style. A rare opportunity to own nearly 3 acres of property on Fairfield County's most prestigious address, with SPECTACULAR views of Long Island Sound, Sasco Beach, and the Country Club of Fairfield's Golf Course. Refreshed to its grandeur, with no expense spared by the owner, you will be impressed the moment you enter this estate. Presenting 19,000+ SF on 4 levels of living, 30+ rooms each with its own unique features and design, 9 Bedrooms, 13 Baths, Elevator servicing all levels, PLUS a 6 car Garage/Carriage House with staff apartment above. A private oasis and yet minutes to Fairfield and Southport center, train, library, harbor, restaurants, and shopping. Ideally located and 53 miles to New York City. This is a once in a lifetime opportunity.

Listed by William Raveis Real Estate

MLS Number 170560024

• Single Family
• Bedrooms 5
• Bathroom 8
• Square Feet 9,092
• Acreage 1

Welcome to 1093 Pequot Avenue - selected amongst all mansions in the nation and highlighted on an episode of Fox Business Mansion Global for its magnificence and beauty. Southport's Premier 2 year young home is set on a level full acre of direct waterfront w/ unobstructed panoramic views of Southport Harbor & Long Island Sound. Brilliant architecture coupled with the highest level of craftsmanship add to the allure of this estate. Abundant natural sunlight throughout the first floor w/ the wall of glass doors that span the width of home provide a landscape of breath taking water views. This modern day floor plan spared no expense w/ custom high end finishes, lighting, window treatments, mill work, and impressive details. Three levels of living, 9000+ SF, 17 spacious Rooms, 6 full and 2 half Baths, 5 en-suite Bedrooms including the Primary with a Sitting Room, his/her walk-in closets, and private Deck overlooking the water, 2 car Garage with 2 car lifts that services a total of 4 cars, 2000+SF unfinished lower level (not often found in water front homes ideal for storage) & whole house generator. The back yard features multiple Patios/Terraces and seating areas that surround your salt water Gunite pool with sparkling water views. Spend your days watching the boating activity from the Harbor, wake up to amazing sunrises and sip coffee from your balcony and enjoy all this resort-like lifestyle truly offers. Minutes to Southport Beach, Village, Harbor, Train and Library.

Listed by William Raveis Real Estate

MLS Number 170528228

• Single Family
• Bedrooms 6
• Bathroom 8
• Square Feet 8,550
• Acreage 2

A spectacular proposed direct waterfront new construction on Sasco Point with unrivaled views of Long Island Sound, Southport Village and the distant Manhattan skyline. Amazing opportunity to build your own custom home on 2 acres at the end of Sasco Hill Road. These newly created building lots are being offered for the very first time. You may choose this stunning transitional Farmhouse design from award-winning Coastal Construction Group or design your own. Once known as the Riegel Estate - the 20 acre property has been subdivided into seven lots with private gated access creating one of Connecticut's most desirable associations. The proposed house will be 6 bedrooms with 6 full baths, 10' ceilings, open floor plan and ample natural light to take full advantage of the water views. The 8,000+ sq foot home will feature Smart Home systems, Green Compliant design elements, top-of-the-line appliances, and the finest finishes. Tour the property and we can arrange a consultation with the builder to experience what is possible on the Point.

Listed by William Raveis Real Estate

MLS Number 170549142

• Single Family
• Bedrooms 5
• Bathroom 7
• Square Feet 12,760
• Acreage 1086

A remarkable ca.1,086-acre estate with outstanding views, lush meadows, mature forest and an impressive Andrea Palladio inspired 15 room home (5 bedroom, 4 full & 3 half baths) of ca. 12,000 square feet. Set amid one of the largest privately owned tracts of land in Litchfield County in the towns of Cornwall & Goshen, this stunning residence offers absolute privacy and is accessed by a gated driveway that winds its way past a gorgeous barn with horse stables and loft, white birch grove, meadows, and forest. Upon arrival through the magnificent copper beech lined granite cobble stone courtyard, the first glimpse one gets is of its absolutely stunning limestone and stucco fa?ade with exquisite Palladian inspired fenestration and architectural detailing. Once inside the entry hall with French marble fireplace, one is greeted by an awe inspiring 2 story atrium with double circular floating staircases leading to a light filled galleria with sitting area and an arched ceiling. The main level includes an expansive chef's country kitchen with granite topped center island, commercial grade appliances, stone floors, 2 butler's pantries and a cathedral wood beamed ceiling. More description in Addendum

Listed by Elyse Harney Real Estate

MLS Number 170562786

• Single Family
• Bedrooms 4
• Bathroom 6
• Square Feet 8,184
• Acreage 101

Unsurpassed Washington, CT Estate on 104? magical acres featuring open meadows, stone walls, mature garden, ponds & distant views situated off a scenic dirt road. The main house complex is a series of converted antique barns with exposed posts & beams throughout. The centerpiece of the main house is the stunning living room, which is an antique barn with vaulted ceiling, floor to ceiling wood burning fireplace & French doors overlooking one of the ponds. Dining room with fireplace. Eat-in country kitchen. Four en-suite bedrooms with bathrooms. Screened (glass in winter) porch with fireplace. Stone terrace with dining pavilion and outdoor fireplace. Swimming pool. 3-car attached garage. Separate two-bedroom guest house. While proximate to the villages of Washington Depot & New Preston, the property is surrounded by land trust offering ultimate privacy and enjoys only the sounds of nature. Long driveway. 5 deeded parcels with no easements. Property has been featured in Architectural Digest. Rare.

Listed by Klemm Real Estate Inc

MLS Number 170394617

• Single Family
• Bedrooms 11
• Bathroom 6
• Square Feet 5,850
• Acreage 85

Manor House plus 11 Additional Buildings - This spectacular 85+/- acre property is a destination Educational Center. It offers a magnificent 1880 Manor House, with spectacular distant Views, a Pond, and 11 additional buildings which house an Auditorium, Group Meeting Areas, Breakout Private Offices, a Fitness Center, Pondside Cottage, huge Dining Hall with Commercial Kitchen, and accommodations in over 56 Guest Rooms. The land is made up of 70+/- acres in the Southern Berkshires and 15+/- abutting acres in Salisbury, CT - the entire CT side runs along Sage's Ravine. There are walking trails throughout the land and access to the Appalachian Trail. You will be smitten by this property and totally taken with the possibilities.Note: Details and taxes are only for the Main House which is on the Massachusetts side of the property. Please ask for details for all of the 12 buildings and the total property. Also listed 170459495

Listed by Elyse Harney Real Estate

MLS Number 170565068

• Single Family
• Bedrooms 6
• Bathroom 9
• Square Feet 7,800
• Acreage 28

Hedgelawn Farm - Incomparable country compound on 28 acres overlooking hundreds of acres of Steep Rock Land Trust. Three distinct residences: The Barn House, set on one of Washington's highest elevations with forever views, is a 4,500SF luxury penthouse carefully plucked from the top of Manhattan's newest highrise and placed on one of Litchfield County's most bucolic hilltops. 3BR/4.5BA with walls of glass, grand open living on the main floor, sumptuous baths, a wellness level and a staircase designed by an internationally renowned architect. The 2,800SF Guest House has 2BR/2.5BA in the original farmhouse - transformed into a California modern experience within a historic structure. The Cottage is a 1BR studio with kitchen, bath and perfect for au pair or an artist in residence. Unlike any other estate offered at this price point, everything is brand new - all new mechanicals, all new kitchens and baths - all three residences rebuilt from the ground up in the last 5 years. All construction to the highest level: all copper plumbing, all new wiring, heavy handsplit cedar roofing, lightning protection, whole property generator, ecobatt insulation. Post and beam structures of Cottage + Guest House rebuilt by Ed Cady. Kevin Cady rebuilt Barn House structure and Dan Keys did interior finish. 2 ponds, flat open pastures, 5 vehicle barn, outbuildings and more. Over 10 years in the making, the transformation is complete and Hedgelawn Farm is ready for its next steward. Owner Agent.

Listed by Compass Connecticut,LLC

MLS Number 170508647

• Single Family
• Bedrooms 6
• Bathroom 9
• Square Feet 8,933
• Acreage 389

West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open meadow, and serene pond. Spacious rooms perfect for entertaining include a great room with a soaring peaked ceiling and a 20' stone fireplace, sun-filled formal dining room with three exposures, huge Chef's kitchen with a massive stone fireplace and adjoining catering kitchen. Beautiful reclaimed chestnut floors, exquisite detailing and banks of windows and French doors. The paneled library, office and master bedroom suite are located on the first floor in a private wing of the house. Billiard room, complete with mini-kitchen, full bath and adjoining guest bedroom. Second-floor master guest room with soaking tub and deck with views. Two bedroom suites with ensuite bathrooms, charming children's bedroom and an office complete this floor. Lower level with a media room, half-bath, wine tasting room and wine cellar with adjoining prep kitchen. Laundry room, craft room and gym. Beautiful stone steps lead to a stunning pool & pool house with full kitchen & tennis court. Two building maintenance court contains a pumping system for irrigating the lawns and gardens.

Listed by Klemm Real Estate Inc