10 Elegant Properties Available in Connecticut

In real estate, elegance reflects your values and lifestyle. These 10 elegant Connecticut properties exemplify this ideal, offering a unique blend of architectural beauty, luxurious amenities, and enviable locations for discerning buyers.

Listing Agent: Roni Agress

This 1937 Colonial farmhouse blends classic charm with contemporary elegance, offering a luxurious primary suite, a guest suite with private patio, and a stunning custom kitchen.

 

Size: 4,200 sf

 

Price: $1,450,000

 

Listing details: Set on 2.18 acres, the property includes 3 fireplaces, a finished lower level, and beautifully landscaped outdoor spaces.

 

Contact: Roni Agress, Sotheby’s Realty, +1 203.733.2656

A Fairytale Country Estate| $1,945,000

273 Newtown Tpke, Redding, CT
Listing Agent: Roni Agress

“Three Bridges” is a beautifully renovated 1930 Tudor estate set on over six private acres, blending historic charm with modern luxury.

 

Size: 7,314 sf

 

Price: $1,945,000

 

Listing details: Featuring a brook, waterfall, stone patios, and a range of amenities including a pool, tennis court, and expansive living spaces, this home offers both timeless appeal and exceptional comfort.

 

Contact: Roni Agress, Sotheby’s Realty, +1 203.733.2656

Magnificent Estate | $34,500,000

7 John Street, Greenwich, CT
Listing Agent: Shelly Tretter Lynch

‘Robin Hill Farm’ and ‘Smokey Hill Farm’ are situated at one of the highest points in Greenwich in bucolic backcountry. This magnificent estate encompasses the main house, two cottages, stables and gorgeous paddocks. Indoor and outdoor pools, tennis house, tennis court, and two ethereal fountains.

 

Size: 15,820 sf

 

Price: $34,500,000

 

Listing details: Originally designed in 1937 by Augusta L. Noel (designer of the Whitney Museum) and completely restored with additions constructed over the years to create a majestic family compound. The grounds which take your breath away, were designed by landscape architect, Jacqueline Osty, known for beautifying many of the great parks and boulevards in Paris.

 

Contact: Shelly Tretter Lynch, Compass , +1 203.550.8508

640 Sasco Hill Rd| $11,989,000

640 Sasco Hill Rd, Fairfield, CT
Listing Agent: Rick Higgins

Imagine waking every morning to some of the most breathtaking water views on the East Coast. “The Sanctuary on Sasco Hill” is one of Fairfield County’s most coveted properties. With the Manhattan skyline on the horizon, this gated, ultra-private estate features 6 levels of sun-drenched living and a charming 2-bedroom, 2-bath guest house. Blending intimate spaces with grandeur, the lifestyle allows for family comfort and the luxury of lavish entertainment. Floor-to-ceiling windows, French doors, and wood-burning fireplaces create a warm and inviting atmosphere.

 

Size: 17,736 sf

 

Price: $11,989,000

 

Listing details: Granite patios with limestone railings, strategically placed on every level offer spectacular spaces for outdoor gatherings and moments of unparalleled sunrises and sunsets. The primary suite graces the entirety of the top floor, providing panoramic views from its expansive terrace. Six additional ensuite bedrooms with custom finishes and a large media/playroom occupy the 2nd floor. Enjoy summer afternoons by the inviting oval pool with a large shallow end and a full 9-foot deep end. Stay active on the squash court or swim laps in the indoor pool. The playground and enchanting gardens provide endless outdoor enjoyment. “The Sanctuary on Sasco Hill” is a turn-key property, available fully furnished and ready for immediate occupancy. Here, the seamless blending of indoor and outdoor spaces creates an unparalleled lifestyle of elegance and tranquility. Welcome to the epitome of luxury living only 50 mi from NYC.

 

Contact: Rick Higgins, Forbes Global Properties, +1 203.520.6778

140 Franklin Street Ext | $900,000

140 Franklin Street Ext, Danbury, CT
Listing Agent: Mark J. Nolan

Natural Retreat in Danbury CT – A unique, wooded 19+ acre retreat, showcasing a pond, within an urban setting and offering unique opportunity to build a family retreat or subdivision, Located in Fairfield County this is an opportunity to embrace the peace and quiet of the rural landscape. With 19.4 rustic acres, this secluded six-parcel property includes a six-acre pond, rolling hills, wooded fields and natural rock outcroppings.

 

Size: 19 acres

 

Price: $900,000

 

Listing details: The property abuts Franklin Street Extension and one parcel on Farimont Drive. Situated across from a private golf course, 1 mile to I-84 and approximately 75 minutes to New York City, this idyllic property is rural in feel, but convenient for travelers. Ready for a residential estate escape or available for a cluster housing development. Danbury has one of the lowest tax rates in the Northeast. Composite map available of the 6 parcels.

 

Contact: Mark J. Nolan, Nolan Realty, +1 203.994.6031

160 Brushy Hill Rd | $799,900

160 Brushy Hill Rd, Newtown, CT
Listing Agent: Marilyn Caravetta

There is so much to love about this bright and lovingly maintained home. The home sits majestically on a corner lot with plenty of room to garden or play. There is a heated barn for your projects or your horse. The oversized in-ground pool makes you feel like you have your own vacation retreat. Spacious 4 bedroom 2 1/2 bath colonial – move right in. Numerous updates have been completed over the years including all bathrooms and kitchen.

 

Size: 2,384 sf

 

Price: $799,900

 

Listing details: Walk out lower level provides great access to the pool. Two fireplaces, one in the LR and the other in the oversized FR overlooking your sunroom or private office. Sit on your back deck and watch the world go by!

 

Contact: Marilyn Caravetta, William Raveis, +1 203-512-1822

231 Maple St |$1,850,000

231 Maple St, Litchfield, CT
Listing Agent: Kathy Bennett & Carla Mascaro

Welcome to 231 Maple Street, a meticulously restored 1799 colonial estate, where historic charm meets modern elegance and luxury. Nestled on 6.4 acres of beautifully landscaped grounds with a serene pond and extensive stonework, the property boasts breathtaking western views of the Litchfield Foothills and backs up to 180 acres held in easement with the Litchfield Land Trust. Just minutes from Arethusa Al Tavolo, Arethusa Farm Dairy, and Arethusa a Mano, as well as the Bantam Market, Bantam Bread, and the Litchfield Town Center, this exceptional offering provides a tranquil escape while remaining close to vibrant shops and renowned, award-winning restaurants. Step inside and discover a light-filled haven featuring a thoughtfully designed open concept layout on the main level. Wide-plank antique floors and exposed beams create a sense of warmth and character throughout the living areas. A stunning gourmet kitchen boasts top-of-the-line stainless steel appliances, a DeVol Kitchen brass faucet, top of the line light fixtures, quartz countertops, and a restored stone fireplace, original to the home. There is also a dedicated butcher block baking station. The kitchen, along with the adjoining living and dining rooms feature French doors leading out to a picturesque stone terrace overlooking the recently updated pool with bluestone surround, pea gravel hardscaping and captivating vistas. A delightful library with custom bookcases and its own fireplace provides a dedicated s for relaxation. The master suite offers a luxurious retreat with a spacious ensuite bath featuring both a soaking tub and shower.

 

Size: 3,335 sf

 

Price: $1,850,000

 

Listing details: Two additional bedrooms share a beautifully updated bath, ensuring comfortable accommodations for family or guests. A family gathering room with a beamed ceiling adds to the home’s functional living space. A separate staircase leads to a private guest suite complete with a large walk-in shower, a custom-designed closet, and a sitting area bathed in natural light thanks to expansive windows showcasing the stunning views. Beyond the main residence, a heated three-level barn offers endless possibilities. Transformed into a versatile space, it can be used as a studio, additional vehicle storage, or an inspiring party barn. A heated three-car attached garage provides ample parking, while a generator ensures peace of mind during any outages. Hydro air and a heating system guarantee year-round comfort, while mature plantings and meticulously kept gardens further enhance the property’s charm. This exquisite estate presents a rare opportunity to own a piece of history while experiencing unparalleled luxury and captivating vistas.

 

Contact: Kathy Bennett & Carla Mascaro, Sotheby’s Realty, +1 860.248.9370, 650.678.9912

Magnificent Estate| $5,890,000

26 Pequot Ln, New Canaan, CT
Listing Agent: Susan Morelli

This magnificent estate has been featured in the N.Y. Times magazine for its extraordinary entry and construction. Be it the oversized pool, rare custom elevator, sports tennis court, media room, his & her separate baths, and several practical and fun amenities that grace this one-of-a-kind classic home. With privacy on all four sides this home presents one of the best lots and school systems in CT. Stone walls & specimen plantings abound and only 1.8 miles from Pound Ridge, NY and 4 miles from the town of New Canaan CT. New Canaan is one of the safest communities in the tri state area, a must see in these times.

 

Size: 12,385 sf

 

Price: $5,890,000

 

Listing details: The replacement cost of this home is estimated at over 10 m, so at this asking price it is clearly a great deal. It can be sold furnished if desired. In addition, a pool table, exercise equipment, desk, a magnificent chandelier are included. Custom built by the only owner it is a must see. You will not be disappointed. Its beautiful moldings, veranda and classic designs are rare in todays building community. With the highest quality construction & appliances it will serve the new owners well. A beautiful home in a great location surely worth a viewing.

 

Contact: Susan Morelli, Coldwell Banker, +1 203.912.7840

6 Pan Handle Ln |Contact for pricing

6 Pan Handle Ln, Westport, CT
Listing Agent: LM Homes Team

This Custom Built Adirondack Estate boasts over 10,000 incredible square feet of living space, perfect for entertaining, working, playing and relaxation. This one-owner cedar shake masterpiece showcases exceptional workmanship crafted with the finest materials which is evident upon arriving at 6 Pan Handle Lane. The cobblestone entrance leads to a circular drive welcoming you onto the beautiful 2.51 acre property. Enter the two-story foyer and take in all of the elegance. You will be captivated by the seamless flow to the living room, dining room and the two-story open great room enhanced with a stone fireplace and French doors to the deck and pergola, bringing the outdoors in. The chef’s kitchen showcases high-end appliances including three ovens, an oversized island and opens to a breakfast room accented with a brushed nickel ceiling.

 

Size: 10,471 sf

 

Price: Contact for pricing

 

Listing details: The regal first-floor office is a must-see, adjacent to the exquisite Primary Bedroom Suite with a fireplace, oversized walk-in closet, luxurious bath with radiant heated marble and onyx floors and an outdoor patio, allowing you to enjoy the beauty of your private yard.

 

Contact: LM Homes Team, Sotheby’s Realty, +1 917.903.6275, 203.644.6172

Timeless Sophistication |$3,690,000

50 Kettle Creek Road, Weston, CT
Listing Agent: Tom Kelley

50 Kettle Creek Rd is a stunning 6-bedroom estate that seamlessly blends classic and contemporary design, offering both convenience and tranquility. Located on a prestigious road near town, schools, and the Merritt Parkway, this home features luxurious amenities like a 3-car garage with 13’ ceilings, a custom kitchen with Thermador appliances, and gas fireplaces in the family room and primary suite.

 

Size: 8,646 sf

 

Price: $3,690,000

 

Listing details: The 2.85-acre property includes an 18’x40’ heated pool, lush landscaping, and a nod to the land’s historic barn. The home also offers flexible living spaces, including a finished 2,200 sq. ft. basement.

 

Contact: Tom Kelley, Towne Realty, +1 203.984.2033