luxury real estate for sale Connecticut, United States (page 21)

This is not simply waterfront living. This is a waterfront lifestyle unlike any other. Tucked within the coveted enclave of Sachem's Head, this extraordinary estate commands direct Long Island Sound frontage with unobstructed harbor views and breathtaking sunsets. Masterfully crafted in 2003 and transformed by the current owners with uncompromising quality, the 6,000 SF+ residence is defined by Dramatic walls of glass framing endless water views from virtually every room offering seamless indoor-outdoor living. You will be immediately wowed by the jaw dropping great room with an incredible fireplace & soaring ceiling. At the heart of the home lies a stunning Poliform kitchen, the pinnacle of modern luxury, thoughtfully appointed with premium appliances and designed to delight the most discerning chef. Oversized dining area that effortlessly steps right onto the expansive Ipe deck for additional outdoor waterfront entertaining. The all glass-enclosed family room overlooks the sound as well as the heated saltwater pool. Upstairs, a dramatic suspended gallery leads to an octagonal office and private outdoor captain's walk with endless vistas. The primary suite is a sanctuary with panoramic water views, balcony, fireplace, custom closets, and a spa-inspired bath with oversized shower and infrared sauna. A separate wing offers three en-suite bedrooms with stunning new baths and custom bunks for additional guests. Exceptional boating amenities include a permanent pier of concrete

This 4-bedroom Colonial offers the perfect combination of space, comfort & location. Ideally situated in a subdivision close to shopping, restaurants and major highways. The main level welcomes you with a spacious eat-in kitchen featuring abundant cabinetry, perfect for cooking & gathering. Sliders from the kitchen lead out to an oversized deck, creating a seamless indoor-outdoor flow for hosting. The kitchen opens directly to a large family room with built-ins & fireplace, making it the perfect spot to unwind. A formal dining room for special occasions and a bright living room that offers additional flexible living space. The second floor features four generously sized bedrooms and two full bathrooms. The spacious primary suite includes its own private full bath and an impressive walk-in closet. The additional bedrooms are well-proportioned and ideal for family members, guests, or home office space. The finished walk-out lower level adds over 1,100 square feet of additional living space & includes another full bathroom. This versatile area is perfect for a guest suite, gym, office, media room, or playroom. With sliders to the private backyard, you have easy access to the above ground pool. Additional highlights include a two-car garage, central air, & a beautifully landscaped lot. Plus...City water & sewers and economical solar panels to keep your electric bill way down. With its generous layout and excellent location, this home truly offers the best of comfortable living.

Remarkable, one-of-a-kind home in lovely subdivision on a professionally landscaped 2 acre corner lot with well- planned lighting to accentuate the master crafted gardens/plantings. Irrigation system with 14 zones controlled by an app. helps to keep all fresh/healthy. The lifetime, cobblestone driveway leads to an impressive granite entryway with solid wood doors that brings you to a grand 2 story foyer with a curved hand caned staircase. The interior with clerestory windows allows daylight to penetrate deep into interior spaces without compromising privacy or wall space for furniture, and decor. 9 ft ceilings with crown molding throughout and the pickled wood floors and trim, adds so much to the wonderful feel. Enjoy the primary bedroom suite with a Juliet balcony overlooking the lush, private back yard, large walk-in closet w/skylight, full bath with double sink vanity, jacuzzi and shower with block glass. So much storage space hidden through-out. The other bedrooms are of ample size. Laundry room on first floor! The office on first floor with closet could be 4th bedroom. The lower finished level has a workshop, exercise room, wine cellar, small kitchenette, full bath, pool table. Something for everyone!! Other great amenities include, Trex decks, spiral staircase from one level of deck to another, hydro air system, whole house water filtration system, central vac, central air, waterfall fountain. This property is a must see!

Hampton Heights - Extraordinary architecture & views in this Mid Century modern deck home set back privately w/panoramic sweeping vistas of Lake Mamanasco & Turtle Pond. This sun drenched work of art has been extensively remodeled inside & out featuring designer appointments plus prof. landscape & hardscape including the expansive lower bluestone patio. With private gated entry & hilltop perch on 2.38 acres bordering open space, you will feel worlds away, yet premier southwest location - just 5 minutes to Ridgefield's historic Main Street for shopping, museums, library/park, & only 12 miles to the Katonah station. Total 3,528 sf on 3 finished levels w/4-5 BRs, 3/1 remodeled baths, 3 fireplaces, plus additional 676 sf in the detached carriage barn with 2 garage bays plus 2nd floor studio loft & home office. Light, bright & open this sophisticated home showcases a sky lit 3 story ebony stairway in striking contrast to the new CA white oak floors; multi-level decks/balconies with views for miles; state of the art chef's kitchen w/luxe quartz counters, gold hardware, prof. gas range, & fireside dining area; expansive living & dining rooms for entertaining; plus elegant library w/floor to ceiling built-in bookshelves. Feel like your floating in the clouds from the primary suite w/double slider to the balcony; remodeled bath, & spacious walk-in closet. The walk-out lower level offers a large game/rec; FR w/3rd fireplace; plus guest accommodations w/full bath & laundry. Exceptional!

Nestled in the hills of Southbury, Connecticut, this unique and tranquil property is waiting to be embraced. It has breathtaking year-round views that can be incorporated into your future home design, allowing for sun-filled living spaces and stunning sunsets. The location is extraordinary, with easy access to numerous amenities. You are less than a 5-minute drive to the Pomperaug River, Housatonic River, Southbury Beach, and Lake Zoar, perfect for summer activities like swimming, boating, and lounging. Additionally, you are only 10 minutes from Southbury or Newtown centers, making this property an ideal spot for shopping and commuting. The lot has already seen the beginnings of improvements. A versatile shed is on-site, connected to both the septic system and the well. An electrical hookup can also be re-installed to bring in power. We have maps available for a proposed home site that will blend seamlessly with the natural surroundings-imagine the possibilities.

This stunning 29+ acre lot is part of a subdivision from a much larger parcel. It has a new access from the road. A beautiful drive (4 wheelers only for now) through a field and a picturesque forest will take you up to a secluded open meadow high on a hill with protected views to the west northwest. New perc tests have been completed and approved. This is a special site, with no clearing needed, and you don't have to hike to be amazed by the primary home location with the view. Most pictures are taken from ground level and only 15' up (the average height of a second floor). More photos available on request. Assessed value and taxes are TBD because this is a new subdivision.

For this private Wolcott estate property, the experience begins well before you arrive at the front door and makes a lasting impression. Ornamental iron gates framed by stone pillars and walls open to nearly 4 private acres, where a long, winding drive leads past vineyards, fruit trees and mature plantings, to a circular courtyard with a three-tiered cascading fountain. Designed as the builder's personal home, the property reflects exceptional attention to design, materials, and craftsmanship. The stucco exterior is accented by substantial stonework and a towering cedar-lined entry leading to the front door. Inside, the home offers four bedrooms, four full baths, and one half bath, with generous spaces designed for family living, gathering, and entertaining. Magnificent Schonbek crystal chandeliers bring brilliance and drama to the double story foyer. Brazilian cherry inlaid floors, elegant yet understated molding, and rich architectural details create a warm, refined interior that feels impressive without losing its sense of comfort. The home was thoughtfully positioned to capture natural light throughout the day, with interior and exterior spaces that remain closely connected to the land.

Introducing ''The Ledges,'' a timeless 1924 Colonial gracefully set on an extraordinary 2.37-acre park-like property in the R-12 zone! Possible subdivision. Encompassing approximately 5,924 sq. ft., this absolutely charming residence is rich in character with exceptional ceiling height, elegant architectural details, and beautifully scaled public rooms designed for both grand entertaining and comfortable living. Featuring 7 bedrooms, 5 full and 2 half baths, and 6 fireplaces, the home blends classic elegance with warmth and charm throughout. A warm, paneled family room/study was thoughtfully added for former U.S. presidential candidate Wendell Willkie. Magnificently sited amid sweeping lawns and mature landscaping, ''The Ledges'' presents a rare opportunity to create a true legacy estate

GREAT INVESTMENT OPPORTUNITY-Bellavista is a 16,000+sf estate designed by architect Anthony Minichetti, comprised of 9 bedrooms, 9 full baths, and 4 half baths, set on 2.93 private elevated acres within Greenwich's elite Golden Triangle. Commanding panoramic views over one of Greenwich's historic Country Club golf courses, plus Long Island Sound views from the 2nd and 3rd floors, A truly sophisticated modern lifestyle.The residence is distinguished by its extensive integration of advanced technology systems, seamlessly embedded throughout the home. Smart-home infrastructure (lighting, climate, security,and entertainment).State-of-the-art environmental and wellness technologies (air, water, energy efficiency,and comfort). Attached 2 car garage + 5 car carriage house w lifts. 45'x20' pool. Features: Full house generator. Venetian plaster walls, bleached white oak and porcelain floors throughout, radiant heated floors (including garage), self cleaning glass beaded stucco exterior with composite slate roof, imported windows/doors and stone, and expansive property for sports and entertaining. Pet grooming room with separate laundry. Chef's kitchen and additional family kitchen. Separate staff quarters. Plans available for an additional indoor pool and underground parking garage for 8 more vehicles with a car elevator.

Welcome to this beautiful, turn-key end-unit townhome offering effortless living in the highly sought-after Riverturn complex. The inviting main level features gleaming hardwood floors and an open floor plan, including a well-apointed Living Room with gas fireplace and sliders to a private deck, seamlessly flowing into the Dining Room. A granite eat-in Kitchen and convenient Powder Room complete the first floor. Upstairs, the spacious Primary Bedroom showcases a wonderful vaulted ceiling with skylight, hardwood floors, two generous California closets and a Full Bath with a whirlpool tub & separate shower. A second large Bedroom also enjoys hardwood floors and a generous closet along with access to the hall Full Bath, making it perfect for guests or family. The finished, sun-filled loft with skylight provides flexible space for a home office, gym, or additional living area, along with added walk-in storage. The lower-level Family Room offers bright, versatile space and direct access to the laundry area and one-car garage. Enjoy serene surroundings with views of the charming courtyard in front and a peaceful babbling brook backdrop from the deck. Ideally located just minutes from the Merritt Parkway, shopping, dining, Downtown, and Harbor Point, this home truly offers the best of suburban living with convenience at your doorstep.

Welcome to this 2 Family Home with a large two car detached garage and ample parking in the private driveway. Offering 2044 square feet of living space. The Main floor and Upper floor units mirror each other, featuring: two bedrooms, 1 full bath, living room and eat-in-kitchen. Current rent is $1600/month. The finished lower level offers approximately 400 square feet of additional living space (including a pool table, which remains with the sale). Both groups of tenants share the lower level, where the common laundry area is located. Excellent opportunity to own an investment property in Bridgeport. Tenants to convey with the sale. Pool Table in Lower Level to remain with sale.

Built in 1830 and set on 3.5 private acres abutting hundreds of acres of Connecticut State land, this five-bedroom Colonial is a rare find, a property where history, privacy, and natural beauty converge. Jaw-dropping sunset views set the tone from the moment you arrive. Inside, a recently updated kitchen anchors the main level, opening to a well-proportioned dining room made for long dinners with friends. The spacious living room, centered on a fireplace, is the kind of place you'll want to spend a winter evening. A main-level primary suite offers a private deck, a generous walk-in closet, and a spa-style bath, a true retreat within the home. Upstairs, four additional bedrooms share a full bath, with room for family, guests, or a dedicated workspace. The finished lower level adds a media room, home office, and laundry, keeping daily life organized and out of the way. Outside, the property comes alive. A side deck off the living room is perfect for morning coffee. The pool area, anchored by an impressive millstone table, is ready for summer entertaining. The perfect country retreat only two hours from NYC.

Tucked within the secluded Indian Point Association, this 1.55-acre waterfront sanctuary in coveted Riverside invites you to imagine the home you've always wanted. From its sweeping southwestern vantage point, the property opens to mesmerizing views of long Island Sound- a living canvas that shifts with every season, every tide, every change of light. A 4,324 sq ft home sits on the site. New elevation certificate and survey marking wetlands and septic is attached. Buyers need to do their due diligence. Listed as land with a house, GMLS# 124609. Also listed for rent, GMLS#125258, $16,000 per month

Highest and best due by Monday, 6/8 at 5 pm. Welcome to 140 Ironworks Road, a lovely 3-bedroom, 2.5-bathroom Colonial nestled on a gorgeous park-like 1.95-acre private lot in Clinton. This home seamlessly blends private country charm with everyday convenience. Situated just 3.9 miles from local shopping and I-95. From the moment you arrive, you will be captivated by the serene surroundings, beautifully manicured gardens, and a fantastic garden shed perfect for your outdoor hobbies. Inside, the warm and inviting interior, features gleaming hardwood floors that flow through most of the main living areas. The heart of the home is the kitchen, complete with timeless granite countertops, while the nearby fireplace-featuring an efficient insert with a built-in blower-keeps the living space cozy. Directly off the main floor, a lovely enclosed porch offers a sunlit haven to enjoy your morning coffee or unwind while taking in views of your private backyard oasis. Upstairs, the spacious primary bedroom suite serves as a peaceful retreat, boasting an updated bathroom accented with sleek quartz countertops. Two additional well-appointed bedrooms provide plenty of room for family or guests along with an office/bonus room. Need more space? A generous walk-up attic offers incredible potential to be finished into a home office, gym, or playroom. Enjoy total peace of mind thanks to a brand-new roof installed in August of 2024. This property is ready for its next chapter!

Quintessential New England living in the heart of Deep River. This exceptional Antique home was masterfully expanded in 1987, seamlessly doubling its size while capturing the essence of a classic Colonial-offering the space, flow, and functionality for today's living. The home's design celebrates period-inspired architecture including custom-milled woodwork, wide-plank pumpkin pine floors, and carefully selected reproduction details creating warmth and authenticity. Multiple living and dining spaces unfold effortlessly, anchored by six fireplaces, including an impressive 12' natural stone Rumford. With seven spacious bedrooms-each with its own private bath-the home is uniquely suited for multi-generational living, hosting, or continued hospitality use. The third-floor suite offers a private retreat with a wood-burning fireplace, perfect for extended family or guests. A new kitchen addition further enhances flexibility, easily accommodating in-law living or private guest quarters. Curated perennial gardens, a white oak pergola, and a beautifully crafted stone terrace create a setting designed for gathering and relaxation. Enjoy evenings by the fire pit, surrounded by timeless landscape design. This property offers style, comfort and charm all amidst the local shops, restaurants, marinas, and nearby shoreline destinations-all within two hours of both NY and Boston. Previously, an Award-Winning Bed & Breakfast, and currently featuring two Airbnb guest suites with private access.

Stone Bridge: The Ultimate Classic Country Estate - PERFECTION AND READY TO MOVE IN! Embodying the pinnacle of refined country living, Stone Bridge is a magnificent stone and shingle estate with Elevator to all floors and Geothermal Heating, that seamlessly marries timeless architectural grandeur with state-of-the-art modern amenities. Situated on over 24.9 private, bucolic acres in Washington, Connecticut's highly desirable Nettleton Hollow area, this masterfully crafted property offers an unparalleled sanctuary of elegance and privacy. Constructed by the HOBI Award-winning Corbo Associates, the residence spans more than 7,000 square feet of sophisticated living space, complemented by an additionally finished 3,100 square feet on the lower level. A seamless indoor-outdoor flow defines the main living areas, which open gracefully onto sprawling terraces and a covered patio complete with an outdoor fireplace. The manicured grounds serve as a private resort, featuring mature plantings, artisanal stonework, a full irrigation system, and a pristine, heated gunite pool. Inside, soaring ceilings and expansive walls of glass flood every room with natural light while bringing the breathtaking countryside views indoors. The estate features five luxurious bedroom suites, including the rare flexibility of both first- and second-floor primary retreats. An elevator effortlessly ensures absolute accessibility throughout the home. An entertainer's paradise, the estate boasts seven fireplaces, an elegant library, home theater, a game room, gym and a spectacular 1,500-bottle wine cellar with a dedicated tasting room. Culinary enthusiasts will appreciate the top-of-the-line main kitchen, which serves as the heart of the home, alongside a full butler's kitchen designed for seamless event hosting. Built to the highest standards of construction and energy efficiency, the home features sound-dampened walls, a comprehensive security system, an integrated generator, and central vacuum. Future-proof technology is woven throughout the property, utilizing a cutting-edge geothermal heating and cooling system and Cat 6 audio wiring for premium sound, data, and internet connectivity. The estate is approached via a long, meandering driveway that overlooks a nearby pond, leading to a three-car garage connected via a stately porte-cochere to a second garage. Stone Bridge is more than a residence; it is an extraordinary country lifestyle.

Welcome to 88 Moragan Ave, where unobstructed water views surround you at every turn with this one. This new construction is meticulously built from the ground up, with no detail left to chance. With the standout feature being the breathtaking view from every corner of this property. Just a few steps away, you'll find your private beach access. Come inside, to find a well-appointed layout with thoughtful design and easy flow, while maintaining the charm of each intended room. The kitchen is equipped with high-end cabinetry and appliances that lead into the living area with a wood-burning fireplace. Off the LR youll find a deck, which spans the exterior and is fitted for a grill or conversation set. Through the pocket doors, this sun-drenched room is ready for your imagination, a dining room or an office, both of which are perfectly placed with never a dull view. The first floor also includes a laundry room and a half bath. The upper level boasts four generously sized bedrooms and a full hall bath. The primary suite is truly magical, featuring vaulted ceilings, two closets, and a luxurious full en-suite bath with heated floors. This gem is fully compliant with FEMA regulations. It features an elevated foundation and breakaway walls. The exterior is finished with a one-car garage that includes a storage area for kayaks and furniture. Don't miss this rare opportunity. Schedule a private tour today!

Discover an exceptional opportunity to own a substantial 24+ acre parcel that presents a multitude of possibilities. This expansive open lot boasts superb road frontage (approx 1,650 ft) and western, sunset views. It offers a welcoming gateway to potential development and the chance to craft a legacy property or a community of homes, subject to subdivision approvals. Situated in a prime location, this property affords easy access to the charming towns of Sherman and New Fairfield, ensuring that convenience and tranquility go hand in hand. The land's gentle slope reveals seasonal views of picturesque Squantz Pond, framing the horizon and providing a serene backdrop for future residences or a grand estate. The natural gradient of the terrain adds character to the landscape, ideal for homes with walk-out basements or terraced gardens that harmonize with the environment. This is more than just land; it's a canvas for your vision. With ample space for creativity and the promise of seasonal splendor, seize the chance to make a mark in an area known for its natural beauty and community spirit. Don't miss out on this superb opportunity to transform this sprawling acreage into something truly special.

Set far back from the road, this 2,548 sq ft contemporary raised ranch offers privacy and tranquility within the Mamanasco Lake community, moments from the town center. The property features a low-maintenance, natural landscape with lush gardens and a partially fenced area. The main level boasts an open flow with 9ft-plus ceilings and updated Anderson windows throughout. Dramatic cathedral ceilings elevate the dining room, family room, and the expansive living room, which features a stone fireplace and access to the rear decks and screened porch overlooking protected open space. The kitchen is equipped with newer stainless steel appliances and quartz countertops. A half bath and a spacious primary bedroom suite with a private full bath complete this level. The lower level houses two additional bedrooms and a dedicated office, with sliding glass doors opening toward the peaceful, forested protected land. This level also includes a full bath and direct entry to the garage. The home's bathrooms retain their original configuration, offering a wonderful canvas for future personalization. High end infrastructure includes a full house generator and an electric roof ice dam melting system for absolute peace of mind. Enjoy the quiet beauty of a private, nature filled retreat close to local shopping and dining.

Introducing: Katsura. It might surprise you to learn that the ultimate lake wilderness retreat you've been searching for in Maine, Vermont, or Montana is actually hidden right here in the foothills of Connecticut. Perfectly positioned just over two hours from NYC, Katsura Lodge is a masterclass in privacy, offering a rare opportunity to truly escape into nature. Set at the end of a gated, long private crushed stone driveway, this 118-acre unspoiled woodland sanctuary offers approximately a mile of pristine frontage on Winchester Lake. It is the ultimate luxury camp. A place to unplug, exhale, and reconnect with family and friends. Offering over 5,000 square feet of sophisticated living space, this custom built, 5 bedroom contemporary residence integrates beautifully with its surroundings. Exceptional craftsmanship including heart pine and stone floors, custom cherry cabinetry, and soaring cathedral ceilings creates an elevated, warm aesthetic. In the great room, an impressive double-height fireplace, crafted from stones sourced directly from the property, anchors the space, while a cozy windowed reading nook invites quiet afternoons. Seemingly endless Albertini sliding glass doors erase the line between indoors and out, framing captivating views of the manicured grounds and the water. The home is designed for seamless entertaining on any scale. A gourmet chef's kitchen features top-of-the-line appliances, an adjoining wet bar, and a spacious wine cellar. The glass wrapped breakfast room flows effortlessly into an expansive screened-in porch with a built-in grill. Here, the lake-facing wall opens completely to a covered patio, providing flawless indoor-outdoor lounging and dining, regardless of the weather. The 1st floor primary suite is a true sanctuary, featuring vaulted ceilings, a second property sourced stone fireplace, a whirlpool jetted soaking tub, and access to a private terrace. Ascend the sculptural staircase to find an art-lover's landing overlooking the great room, leading to four generously sized upper-level bedrooms - each with extensive custom cherry built-ins - alongside three full bathrooms and a relaxed loft. A media/game room, mudroom, laundry room, and temperature-controlled three-car garage complete the home's flawless functionality. The outdoor amenities rival any private resort. Spend long summer afternoons fishing in peaceful Winchester Lake, a 229-acre body of water celebrated for its untouched shoreline and superior bass fishing. Grab your kayak from the boathouse and head to the captivating stone inlet. Paddle out into the larger of the two coves to your own private island. Serve up a match on your private tennis court. Warm afternoons are best spent by the gunite pool and pool house, complete with a wet bar, full bath, changing room, outdoor shower, and a sauna-ready room. End the day roasting s'mores around the firepit. When the seasons turn, the estate transforms into a winter wonderland. Strap on your snowshoes or cross-country skis to explore your private trails and expansive meadows, go ice skating on the lake, or take a quick 30-minute drive to the local ski slopes. Katsura Lodge - a luxurious four-season lakefront estate settled in unspoiled wilderness, just over two hours from NYC.

Cottage & Guest House Located in pastoral Southern Roxbury, just 90 minutes from New York City. Set on 2 acres, the property features a historic c.1817 three-bedroom antique cape-featured in Elle Decor-a charming two-bedroom guest house. The main residence exudes rustic character, with original hand-hewn beams, wide-plank oak floors, a wood-burning fireplace, and classic plaster walls. At its heart is a spacious eat-in kitchen, flanked by a formal dining room and library on one side, and a sunlit living room wrapped in windows on the other. The 658 square-foot guest house overlooks the spring-fed pond and includes a generous living room, two bedrooms, and a full bath-serviced by its own septic. The grounds are serene and beautifully landscaped, with a cantilevered waterfront sun deck, mature trees, lush gardens, and gently rolling lawn. This charming home blends history, potential, and natural beauty in one of Litchfield County's most coveted locations., Additional acreage available- separate 6.71-acre buildable lot with potential for a spacious custom home at the end of a long, private driveway. Total square footage is combined main house and guest house.

Introducing: Robin's Keep A nature lover's ideal country retreat. Speckled with quintessential New England stone walls and hopping robins, this property feels straight out of a storybook. Set just moments from the local swimming hole at Hartland Pond, the home includes deeded rights for kayaking, paddleboarding, and enjoying sweetly serene afternoons on the water. This home will tug at the heartstrings of any antique home purist. Welcomed by a generous wraparound porch, stepping inside reveals a breathtaking preservation of history. Solid wood doors, exquisite trim work, cast-iron radiators, and wide board wood floors perfectly encapsulate this circa 1820 timepiece. Updated with a classic, timeless sensibility, the home strikes a perfect balance between modern convenience and old house reverence. The completely reimagined kitchen features an ample island, modern appliances, and soaring ceilings where exposed timber beams add deep warmth and texture. Anchored by a cozy wood-burning fireplace, it is the ultimate gathering space for chilly autumn evenings. The formal dining room provides an elegant backdrop for entertaining, complete with French doors that open to the outside patio to continue your evenings under the stars. The adjacent living room is flanked by its own wood-burning fireplace and two large bookshelves featuring charming arched valances. For everyday function, the main level also includes a full bathroom and laundry, and a practical mudroom that connects seamlessly to the attached barn-offering abundant storage or the perfect workshop space to tinker. The upper level provides a quiet retreat, featuring three inviting bedrooms and an additional full bathroom complete with a soaking tub. West Hartland embodies the absolute best of small town New England living: a close-knit community paired with unparalleled natural beauty. Nature enthusiasts will thrive here, with renowned trout fishing on the West Branch of the Farmington River just moments away, plus endless hiking and kayaking trails that showcase Connecticut's rural splendor. A rare opportunity to own a piece of history in a true nature lover's paradise.

Privately set on more than 6 extraordinary acres within the prestigious Khakum Wood Association, this award-winning estate offers distinction, privacy, and architectural excellence in an A+ location. Clad in limestone, fieldstone, and stucco and crowned by a graduated slate roof, the residence is defined by timeless elegance and exceptional quality. Bright interiors feature soaring ceilings, imported natural materials, and superb craftsmanship throughout, while a modern floor plan is designed for both entertaining and daily living. Stone terraces on every level overlook sweeping level lawns. Complete with a separate apartment for guests or staff, 7 garage bays, pool, and bocce court, this is unlike anything else on the market.

Serene & Private Escape. With a trending modern sensibility, this light-filled residence showcases oversized windows and doors, and soaring ceilings throughout the home. Designed for one-level living, the layout features 3 bedrooms, 2.5 baths with more potential, and a generous primary overlooking tranquil woodland views. A fireplace anchors the living room, while a sun-drenched south-facing kitchen and dining room, along with a gracious reception hall, create a nice open flow for living and entertaining. Set along a private lane just minutes from schools, shops, downtown Greenwich, and NYC express trains. Extras: Central AC, town water, and a 2-car garage.

Perched in timeless elegance atop an expansive 2.91-acre gated peninsula, with best-in-class views of the Manhattan skyline and the shimmering Long Island Sound, Cedar Cliff is a Mediterranean villa of unrivaled pedigree and commanding presence. Privately situated along a secluded road within Riverside’s prestigious Indian Head Association, this storied property occupies the historic grounds of railroad magnate Henry Francis Shoemaker’s former compound—a Gilded Age legacy that later served as the backdrop for the iconic Cedar Cliff Beach Club of the 1920s. The estate bears the name Shoemaker originally gave his villa, ‘Cedar Cliff’—a designation that eventually defined the very road on which it stands today. Elevated high above the flood zone and offering 1,250 +/- feet of direct water frontage, the property unfolds with extraordinary scale and privacy. A sweeping, manicured lawn rolls gracefully toward the shoreline, creating a striking foreground to the panoramic coastal vistas and an exceptional setting for grand-scale entertaining. Each of the eight oversized bedrooms is oriented to capture breathtaking water views, while interiors blend the romance of pre-war craftsmanship with modern refinement—soaring ceilings, intricate millwork, antique wood floors, a three-level elevator and a professional recording studio. The East Wing, constructed in the early 2000s, introduces a new dimension of contemporary luxury, anchored by a sophisticated primary suite and complemented by a custom office, wine cellar, and private theater capable of accommodating up to twenty guests. The grounds rival those of a world-class private resort. A substantial stone pier and deep-water dock provide immediate access to open water, while a seaside tennis court with pergola and lighting offers championship-level play. At the water’s edge, a pool and spa are paired with a fully realized cabana featuring a fitness center, kitchenette, full bathroom and changing rooms. Sculpted into the eastern landscape, a series of stone terraces with a bluestone bar directly overlook Greenwich Cove and the vast protected expanse of Greenwich Point Park. Meticulously maintained and thoughtfully enhanced, the estate includes a newly installed Ludowici terra cotta roof, rebuilt sun decks, custom East Wing windows, and a full-property generator—ensuring seamless comfort and continuity. With access to a private beach and watercraft facilities, and located less than an hour from Manhattan and minutes from Westchester County Airport, the property offers a rare convergence of seclusion, scale, and global accessibility. Cedar Cliff is a singular offering for the most discerning buyer—an incomparable experience of refined luxury, inviting residents and their guests to revel in the natural beauty of one of the finest estates on the East Coast of the United States.