500+ Connecticut Properties

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Half Mile Road
$2,650,000

Guilford, CT
House
Rooms: 12
Bedrooms: 5
Bathrooms: 8
Web ID: 24076393

Introducing a custom-built Adirondack-style masterpiece, set on over 5 acres of pristine land. Designed with care by the current owners, this home boasts a seamless layout, ideal for entertaining. Spacious, elegantly appointed rooms feature a custom-designed kitchen, soaring ceilings, and a stunning two-sided stone fireplace. Each bedroom is en suite, offering both privacy and luxury. The first-floor guest suite enjoys its own private wing, while the finished lower level includes a theater room and recreation area. The outdoor spaces are equally impressive. The meticulously landscaped grounds feature mature plantings, a bluestone patio, an outdoor fireplace complete with pizza oven, a heated gunite pool, and a tennis court with lines for both tennis and pickleball. A separate carriage house provides a garage bay, office space, an additional bedroom, and a full bath, perfect for guests or as a home office. Additionally, a whole home generator. Ideally located just minutes from the...

(203) 253-1800

Arrowhead Way
$2,650,000

Weston, CT
House
Rooms: 13
Bedrooms: 7
Bathrooms: 8
Web ID: 24068179

Welcome to 15 Arrowhead Way, an exceptional contemporary residence that offers luxurious living throughout its 3 finished floors. The living spaces on the main level are perfect for entertaining and everyday living. From a circular foyer, you're drawn to a stylish family room with adjoining screened porch, a gorgeous living room with fireplace & a spacious dining room. The renovated kitchen has a light-filled breakfast nook with amazing property views. A sophisticated primary bedroom suite is found on the main floor, along with a private, executive-level office. Another main floor private space, perfect for a guest or au pair, includes a full bathroom. The second floor includes 5 bedrooms, 2 of which are set apart as a private refuge. They share a bathroom & a multi-purpose area (study). The remaining 3 upstairs bedrooms are all en-suite, including a second primary suite that is ideal for parents that want to be...

(203) 253-1800

Greens Farms Road
$2,649,000

Westport, CT
House
Rooms: 16
Bedrooms: 4
Bathrooms: 5
Web ID: 24076882

Welcome to 342 Greens Farms Road, an entertainers paradise in Westport's prestigious Greens Farms neighborhood. This unique estate, built in 1861 for Jarvis Jennings, is surrounded by Audubon Society Land for ultimate privacy. Sprawling over two lush acres, timeless charm meets modern luxury. The house features a charming antique structure with soaring ceilings, expansive windows, and exquisite wide plank floors, enhanced by a contemporary rear addition. The home boasts four bedrooms and four and one half baths. At the heart of the home is an exceptional chef's kitchen with a dedicated scullery, seamlessly flowing into a spacious great room with french doors inviting you to the expansive deck and beautiful grounds. The outdoor amenities are equally impressive, with a pool, pool house, and outdoor kitchen designed for outdoor entertaining. For the entertainment enthusiast, a custom entertainment room awaits. Equipped with a movie screen and full...

(203) 253-1800

Mallory Brook Road
$2,600,000

Washington, CT
House
Rooms: 10
Bedrooms: 5
Bathrooms: 5
Web ID: 24071624

Exceptional Washington Value. Wonderful Period Compound Replete with Main House, Guest House, Pool, Pond, Paddle Tennis & More! This Property Encompasses Both Sides of a Low-Traveled Town Road Merely 4 Min to the Village. 5 Bedroom, 3 Full & Two 1/2 Bath Main House + 2 Bedroom, 2 Bath Cottage + Heated Party/Sports Barn. A Terrific Floor-plan Includes: A Large Bright Eat-in Kitchen; Generous Living Room with Fireplace; A Cozy Den with Fireplace; True Primary Bedroom Suite with 1.5 Baths & Office/Sitt Room. Choice Neighborhood Dotted with Large Estates.

(203) 253-1800
Contract Signed
Property for Sale at Cross Highway, Westport, Connecticut - Bedrooms: 4 
Bathrooms: 5 
Rooms: 11  - $2,600,000 Previous PhotoNext Photo

Cross Highway
$2,600,000

Westport, CT
House
Rooms: 11
Bedrooms: 4
Bathrooms: 5
Web ID: 24070067

Step into timeless elegance with this reimagined historic colonial farmhouse, winner of the 2023 Historic District Commission's Preservation Award. Nestled on a serene one-acre knoll, this In-Town 3,876 sq. ft. postbellum gem blends historic charm with modern sophistication following a meticulous studs-out $1M+ renovation. The flexible first floor layout features a regal office with cove ceiling, a den/fifth bedroom with an elegant full bathroom, and an open living/dining area leading to a cozy family room with a fireplace. The chef's kitchen boasts Caesarstone counters, custom cabinetry, a Wolf dual-fuel range, Subzero fridge and wine cooler, and a bright breakfast nook. A mudroom with a powder room completes the level. Upstairs, the primary suite provides cathedral ceilings, dual walk-in closets, and a marble spa-like bath. Three guest bedrooms with California Closets share two chic full baths. A loft and a walk-up attic with 11-ft ceilings allow additional space. The basement includes...

(203) 253-1800
Contract Signed
Property for Sale at White Oak Shade Road, New Canaan, Connecticut - Bedrooms: 4 
Bathrooms: 5 
Rooms: 11  - $2,599,000 Previous PhotoNext Photo

White Oak Shade Road
$2,599,000

New Canaan, CT
House
Rooms: 11
Bedrooms: 4
Bathrooms: 5
Web ID: 24077853

Quietly tucked away on ~2.5 private acres in the highly coveted South of the YMCA neighborhood, this stunning colonial estate offers an unparalleled lifestyle. Located just minutes from the heart of downtown New Canaan, Waveny Park, and top-rated schools, this one-of-a-kind home is a rare gem. The home has been thoughtfully transformed inside and out, blending timeless charm with modern sophistication. This meticulously updated residence boasts 4 spacious bedrooms, each with its own private bath, providing luxury and privacy. Every detail has been considered - from the newly installed white oak hardwood floors to the exquisite Farrow & Ball paint, Viking / Subzero appliances, updated baths, brand new roofs on home & pool house and the finest lighting fixtures... just to name a few! Bright and sun-drenched, the home's interiors exude warmth and character, creating a welcoming space for both relaxation and entertaining. Step outside and discover a true...

(203) 253-1800
Contract Signed
Property for Sale at Sturges Ridge Road, Wilton, Connecticut - Bedrooms: 5 
Bathrooms: 6 
Rooms: 13  - $2,599,000 Previous PhotoNext Photo

Sturges Ridge Road
$2,599,000

Wilton, CT
House
Rooms: 13
Bedrooms: 5
Bathrooms: 6
Web ID: 24058572

A beautiful new construction home by Polito Builders located on desirable Sturges Ridge Road. This 4800 sq ft farmhouse style home will providing unparalleled comfort and convenience. Step into the heart of the home, where a chef's dream awaits in the expansive kitchen. Adorned w/ custom cabinets and top-of-the-line appliances, culinary excellence is not just a possibility but a promise. The open floor plan connects the kitchen to the living spaces, creating an ideal environment for hosting gatherings and creating unforgettable memories. Ease meets elegance on the first floor, featuring a versatile guest room or study complete w/ a full bath, offering endless possibilities for customization to suit your lifestyle. Retreat to the upper level, where luxury knows no bounds. Four generously-sized bedrooms, each accompanied by its own ensuite bathroom, provide an oasis of tranquility for every member of the household. Tucked away nearby is a spacious laundry room, ensuring...

(203) 253-1800

Kingfisher Way
$2,599,000

Stonington, CT
House
Rooms: 9
Bedrooms: 4
Bathrooms: 5
Web ID: 24063864

Similar to Be Built. This is a rare opportunity to own a custom built home on Kingfisher Way in the new Masons Estates on prestigious Masons Island. Masons Island is located directly between New York City and Boston & is one of the most coveted addresses on the Southeastern Connecticut shoreline, with easy access to Amtrack & municipal airports. Only 10 home sites nestled on 17 acres with 5 acres of open space will be designed & built to your exact specifications. Rendering by New England Design Architectural Firm, Mansfield, CT. Buyers may select their own architect. All homes will be built by Tier 1, a Prominent Development Company & completely customized to your requirements. Enjoy Spacious first floor primary bedroom suites, Dynamic home offices, Private guest wings, Sun-soaked kitchens, Resort-style pools, Outdoor entertainment areas & your personal touches. Lot sizes are over one acre with adjacent open space. The...

(203) 253-1800
Contract Signed
Property for Sale at Driftway Lane, Darien, Connecticut - Bedrooms: 4 
Bathrooms: 3 
Rooms: 11  - $2,599,000 Previous PhotoNext Photo

Driftway Lane
$2,599,000

Darien, CT
House
Rooms: 11
Bedrooms: 4
Bathrooms: 3
Web ID: 24075270

TENNIS ANYONE? Welcome to this stunning residence located on the sought-after Driftway Lane in Darien, CT. This spacious and light-filled home offers everything you need for comfortable living and entertaining. Nestled on an expansive 1.51-acre lot, the property features a private tennis court, perfect for both avid players and those seeking an active lifestyle. With 2,860 square feet of living space, this home artfully combines elegance and practicality. Step into the bright and airy living room, where a cozy fireplace invites relaxation. The formal dining area seamlessly transitions to an eat-in kitchen, ideal for both intimate gatherings and larger celebrations. The family room boasts a vaulted ceiling and its own fireplace, creating a warm and inviting atmosphere. The sunroom offers a serene space filled with natural light, providing a perfect retreat for reading or enjoying the view of the lush surroundings. A den with built-ins adds versatility for...

(203) 253-1800

Hollow Tree Ridge Road
$2,595,000

Darien, CT
Vacant Land
Web ID: 24080049

An exceptional and unique opportunity awaits - rarely, if ever, does land of this quality and location come to market! Dream, create and escape to your sanctuary with this breathtaking and flat 7.62-acre property nestled in coveted Darien, CT. Boasting 2.74 buildable acres, this one-of-a-kind parcel offers an unparalleled canvas to create your custom masterpiece. Imagine waking up to serene and panoramic vistas, entertaining like no one else can, and multiple generations playing in the natural and private landscape. Whether you envision a family compound, a minimalist retreat or a timeless country estate, this property offers endless possibilities to bring your architectural dreams to life. Located in one of Connecticut's most sought-after enclaves, you'll enjoy the perfect balance of tranquility and accessibility - one hour from Manhattan, and just minutes from the vibrant towns of Darien and New Canaan, top-rated schools, country and riding clubs, town beaches and the sparkling...

(203) 253-1800

Hollow Tree Ridge Road
$2,595,000

Darien, CT
House
Rooms: 10
Bedrooms: 7
Bathrooms: 6
Web ID: 24080492

An exceptional and unique opportunity awaits - rarely, if ever, does land of this quality and location come to market! Dream, create and escape to your sanctuary with this breathtaking and flat 7.62-acre property nestled in coveted Darien, CT. Boasting 2.74 buildable acres, this one-of-a-kind parcel offers an unparalleled canvas to create your custom masterpiece. Imagine waking up to serene and panoramic vistas, entertaining like no one else can, and multiple generations playing in the natural and private landscape. Whether you envision a family compound, a minimalist retreat or a timeless country estate, this property offers endless possibilities to bring your architectural dreams to life. Located in one of Connecticut's most sought-after enclaves, you'll enjoy the perfect balance of tranquility and accessibility - one hour from Manhattan, and just minutes from the vibrant towns of Darien and New Canaan, top-rated schools, country and riding clubs, town beaches and the sparkling...

(203) 253-1800
Contract Signed
Property for Sale at 25 Stepping Stone Lane, Greenwich, Connecticut - Bedrooms: 4 
Bathrooms: 4.5  - $2,595,000 Previous PhotoNext Photo

25 Stepping Stone Lane
$2,595,000

Greenwich, CT
House
Bedrooms: 4
Bathrooms: 4.5
Web ID: 122118

This elegant mid-country Greenwich home offers a blend of classic charm and modern comfort. Set on a spacious lot, the home has a welcoming front entrance with balcony. Inside, the two-story foyer greets you with a staircase, hardwood floors, and abundant light. The open layout connects the living spaces, which is ideal for living and entertaining. The home includes a primary suite and a guest suite on the first floor, while the second level features two bedrooms connected by a bathroom. The finished basement adds a family room, a full bedroom, and a bath. Outside, the oversized deck has a pool. Surrounded by mature trees, this property provides a private retreat close to schools, shopping, and dining. With some updates, this home can be transformed into a spectacular residence.

(203) 253-1800
Contract Signed
Property for Sale at 244 West Road, New Canaan, Connecticut -  - $2,595,000 Previous PhotoNext Photo

244 West Road
$2,595,000

New Canaan, CT
Vacant Land
Web ID: 24048210

This Unique Prime Property has a close to town location and is extremely private. It Borders A 42 Acre Land Trust That Cannot Be Developed. This land has never been built on and is ready for a custom home! Property can be combined with Land Listing for 230 West Road to build your own custom estate on flat, wooded and open private 4.91 acres less that 1 mile to town.

Contract Signed
Property for Sale at Oyster Road, Fairfield, Connecticut - Bedrooms: 4 
Bathrooms: 5 
Rooms: 10  - $2,589,000 Previous PhotoNext Photo

Oyster Road
$2,589,000

Fairfield, CT
House
Rooms: 10
Bedrooms: 4
Bathrooms: 5
Web ID: 24053603

Gorgeous new construction about to get underway on an amazing and rare .35 acre level lot just steps to the beach. 4200 Sq Feet on 3 levels. 2 CAR garage. Customize this house to your liking now! Ready summer 2025! Room for Pool.

(203) 253-1800
Contract Signed
Property for Sale at Jessica Lane, Fairfield, Connecticut - Bedrooms: 5 
Bathrooms: 5 
Rooms: 10  - $2,587,000 Previous PhotoNext Photo

Jessica Lane
$2,587,000

Fairfield, CT
House
Rooms: 10
Bedrooms: 5
Bathrooms: 5
Web ID: 24078680

THE SELLER REQUESTS THAT ALL OFFERS BE SUBMITTED NO LATER THAN SUNDAY, MARCH 16TH, AT 5 PM-- Nestled on a quiet cul-de-sac in one of Southport's most sought-after neighborhoods, this beautiful home offers a perfect blend of comfort, style, and modern convenience. Set on over two acres of manicured grounds, the property is designed for effortless indoor-outdoor living with a pool, hot tub, outdoor fire pit, pergola, and multiple terraces surrounded by lush gardens. Inside, the 5800+ sq. ft. home is bright and inviting, featuring high ceilings, hardwood floors, and thoughtfully designed spaces with natural light. The custom kitchen and library showcase exceptional quality and attention to detail. Recent updates include a butler's pantry, a newer roof and septic system, amenities like a whole-house generator, security cameras, a Tesla charger, and a misting system at the pool for warm summer days. The pool house is a standout, complete with a...

(203) 253-1800
Contract Signed
Property for Sale at Davenport Drive, Stamford, Connecticut - Bedrooms: 2 
Bathrooms: 3 
Rooms: 6  - $2,575,000 Previous PhotoNext Photo

Davenport Drive
$2,575,000

Stamford, CT
House
Rooms: 6
Bedrooms: 2
Bathrooms: 3
Web ID: 24076597

Lives like a four-bedroom, this breathtaking home offers expansive living space and stunning Long Island Sound views overlooking Stamford Harbor. Located in the desirable Southfield Point Association, this updated Modern residence combines sophistication with tranquility through high-end finishes and exceptional waterfront features. Upon entering, you're greeted by panoramic water views from every corner. The main level features a dramatic 2-story living/dining room with a cozy fireplace and a wall of windows that fill the space with natural light. Sliders open to a newly constructed, expansive deck and patio with a generous backyard, perfect for outdoor enjoyment. A PRIVATE beach offers a serene escape for relaxation and adventure. The master suite offers an ensuite bathroom with direct deck access, enhancing the indoor-outdoor living experience. The updated kitchen is equipped with a Bertazzoni stove, cooktop and microwave providing top-quality appliances for all your culinary needs. Upstairs, discover three additional bedrooms, each with...

(203) 253-1800
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