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$2,890,000
4 Beds 4 Baths ACTIVE Status 24177864 MLS
Rare elevated estate in coveted Woodmont Borough, Milford - where Trubee Doolittle Park sits permanently between this residence and the Long Island Sound, guaranteeing unobstructed panoramic ocean views that can never be blocked by future development. This permanent view protection is extraordinarily rare on the Connecticut shoreline. Perched 43 feet above sea level, this residence carries FEMA Zone X certification - completely eliminating flood insurance requirements while providing natural protection from storm surge and tidal flooding. Advanced geothermal HVAC delivers 3-6x greater efficiency than conventional systems. Solar energy integration further reduces utility expenses year-round. Ask about the monthly energy costs - the numbers surprise everyone. Thoughtfully designed around feng shui principles with soaring foyer ceilings, seamless open-concept flow, Japanese tatami room, granite throughout, professional soundproofing, central vacuum, impact-resistant windows and doors, spray foam insulation, and multi-level composite decking. Zone X elevation. Permanent park-protected views. Geothermal and solar. Woodmont Borough beachfront estates rarely reach the market - this combination is genuinely one of a kind.

40 Hawley Ave, Milford

$2,850,000
4 Beds 4 Baths ACTIVE Status 24206017 MLS
Stunning waterfront setting where expansive views, timeless architecture and an effortless sense of escape come together. Set along the shoreline in Shorefront Park, this classic Colonial offers a front-row seat to the water, its own sandy beach and a welcoming waterfront community. Inside, the bright main level is designed for easy living and entertaining, with a spacious kitchen opening to an expansive waterfront deck, living room with fireplace, dining area, home office or den, powder room and attached two-car garage. Upstairs, the primary suite captures sweeping water views and features a private balcony, fireplace and beautiful bath with soaking tub and oversized walk-in shower. Three additional bedrooms a full bath and laundry room complete the second floor. The third-floor bonus space offers panoramic views, a Juliet balcony and half bath perfect for an office, gym, studio, media room or private retreat. Outside, a lush lawn leads to your sandy beach for swimming, kayaking, paddle boarding or simply unwinding by the water. Shorefront Park's two community beaches and social neighborhood atmosphere add to the lifestyle, while downtown SoNo's restaurants, shops, train station and waterfront scene are just minutes away. Here, the water sets the pace and every day feels a little more like a getaway.

64 Shorefront Park, Norwalk

$2,850,000
5 Beds 6 Baths ACTIVE UNDER CONTRACT Status 24195597 MLS
Still hoping to move before school starts? This exceptional new construction home is ready for immediate occupancy! Built by SIR Development, Westport's premier luxury builder with 30+ years of experience and 300+ homes built, this hidden gem sits at the end of a cul-de-sac in a welcoming neighborhood within walking distance to Long Lots Elementary School. The open layout spans 4 beautifully finished levels and showcases SIR Signature Home craftsmanship and designer finishes throughout. The custom eat-in kitchen with butler's pantry features sleek white cabinetry with warm oak accents, quartz countertops, handmade ceramic tile backsplash and premium Thermador appliances, opening seamlessly to the inviting family room with fireplace. The main level also offers a private study with custom oak shelving, formal dining room, mudroom and powder room. The luxurious primary suite features vaulted ceilings, a spa-inspired bath and two walk-in closets. The finished 3rd floor includes a 5th bedroom and full bath. The walk-out lower level offers custom built-ins, recreation room, gym and half bath. Outside, enjoy a level backyard, spacious granite patio with room for a pool, professionally landscaped grounds and fencing for privacy. Connected to city water and sewer with propane gas, this move-in-ready home offers the perfect blend of luxury, comfort and style.

27 Bauer Pl Ext, Westport

$2,850,000
8 Beds 8 Baths ACTIVE Status 24151632 MLS
Broadview Estate - A masterpiece in colonial revival design -Perched gracefully on the gentle hilltops of Middlebury! The Cameron Clark design is well preserved and displays a high quality of workmanship and materials, as well as the gracious proportions and classically inspired details inherent of the colonial revival. This residence is one of the finest examples of this style. Together the house and related garden cottages, grounds and surrounding landscapes of fields and woodlands, drape across the gentle hilltops of Middlebury with magnificent vistas east, west and north. It constitutes one of the most beautiful and historically significant properties in the area. The estate encompasses the seventeen room main house and three guest cottages: converted stables with unique industrial accents, classic cape, and pool side studio. The main home features magnificently scaled formal and informal settings, exquisite millwork, hardwood floors. Chefs' quality kitchen with sensational marble, large butler's pantry, breakfast nook, informal dining room, 800 bottle temperature controlled wine room complete this area. This opens to the library and raised paneled great room with vaulted ceilings and stone fireplace. Pass by the sweeping free-standing staircase which leads to the second level and enter the formal dining room and living room both with fireplaces adjacent to a mahogany paneled office. The wonderful conservatory overlooking the beautiful gardens, sauna room, two half baths

775 South St, Middlebury

$2,816,000
ACTIVE Status 24148754 MLS
Property is basically level and gently sloping, Ideal site for development of Professional or Medical offices, Dental, Clinics, Retail outlets, Restaurants, Multi-Family units, Also by "Special Permit" Banks, Hotels & Motels, Self service storage facilities, distribution centers etc. See Sections 430 & 420.1 of the Killingly Zoning Regulations for a more comprehensive lists of permitted uses and restrictions. More than sufficient "Sightline" along Highway. Easements to Public Sewer line across highway thru other property of this landowner. Up to 48+/- additional adjacent acres available for assemblage for a large Project. Owner/Agent will consider a "Land Lease" subject to acceptable terms and conditions.

842 Hartford Pike, Killingly

$2,800,000
4 Beds 2 Baths ACTIVE Status 24195747 MLS
Rare Estate Sale Opportunity in the Rowayton Beach Association An exceptional opportunity to build your dream home in one of Rowayton's most sought-after coastal communities. Situated just steps from the water, this property offers direct access to the premier amenities of the Rowayton Beach Association. Enjoy effortless coastal living with private beach access featuring community grills and Adirondack chairs perfectly positioned to capture sweeping views of Long Island Sound. The iconic neighborhood boathouse serves as a vibrant hub for social gatherings, as well as a convenient spot to launch your kayak or paddleboard. Whether you are looking to design a custom seaside retreat or capitalize on a prime location, this estate sale presents a truly unmatched canvas.

14 Meridian Rd, Norwalk

$2,800,000
4 Beds 3 Baths ACTIVE Status 24187539 MLS
The Dean House, a/k/a The Horsford Homestead, a/k/a The Howe's Home is arguably the oldest residence in Falls Village (Canaan), CT. The original structure was built in 1735, with a major, two story addition added in 1804. Many details have withstood the test of time, and this home is a stunning statement for any old-house enthusiast. If you envy the history as a preservationist, conservationist, or restorationist, you just found your personal Xanadu. From the original fireplaces and paneling to the structural "bones" in the attic and basement, all the right features are here, as spacious rooms, cozy environs, and heartfelt warmth are the mantras. Much of the original trim, flooring, doors, and moldings are prevalent, and that impact speaks volumes. The bathrooms are recently updated, and there are newer appliances. The cedar roofs are no more than 7 years old. The outdoor environment is lush and well maintained. There's a kidney shaped in-ground pool, beautiful gardens, and even a large flat lawn that once served as a home to a full-sized English croquet court. The large old barn dates well back in time, and there's a gazebo for quiet reflection and outdoor meals. Several other smaller buildings exist for all types of storage. And then there's the newer building (1997) - a combination of a two-car garage, a huge studio/workshop, a smaller storage room, and a roughly 1700 sq. ft. in-law apartment on the second floor. Approximately 30 acres of farmland is organic.

167 Beebe Hill Rd, Canaan

$2,800,000
15 Beds 8 Baths ACTIVE Status 24045388 MLS
This unique farm complex is comprised of an equestrian area for 40 horses +, 5 residential houses and more. It has been in operation for over 100 years and is ready for new multi-generation owners to take the reins or for a progressive investor. There is nearly 280 acres of outstanding land, a pond, pastureland, rolling hills, stalls for 40+ horses and much more. There is, also, an outstanding mix of 5 houses that have 22 bedrooms for the families to share. The current owners are using 2 houses and renting 3 other homes. The investor may generate rental income from the farm's 5 residential homes and 1. a Two story 35x50 horse barn, 2.a 35x80 stable with 1.5 story horse stalls. 3 a Barn with double row stalls, 4. a 4-bay garage, etc.. These items may also be considered depreciable property (see your tax advisor). Other sources of income from the farm would include leases for pasture land and equestrian rental of the stable & indoor/outdoor riding, which is currently leased). Potential income may come from establishing a farm stand, growing grapes/ winery, Christmas tree sales, blue berries, and more The State of Connecticut Conservation Restriction requires this property to be 'agriculture in nature' according to development rights the state acquired approximately 70 years ago. both parcel MUST be sold together.

153 Wallingford Rd, Durham

$2,795,000
4 Beds 3 Baths ACTIVE Status 24206418 MLS
Rarely does a home offer such an extraordinary combination of setting, style, and convenience. Perched along Long Island Sound in the heart of Saugatuck, this beautifully renovated residence captures sweeping 270-degree waterfront views, with sailboats, paddleboarders, and the ever-changing rhythm of the Sound providing a captivating backdrop from morning through evening. Inside, sophisticated design meets relaxed coastal living. The home was thoughtfully reimagined by its talented local photographer owner, whose discerning eye is evident throughout. A striking new kitchen, beautifully renovated bathrooms, and hardwood floors create a refined yet welcoming interior. The waterfront experience continues outdoors with a private, low-maintenance yard and patio designed for effortless entertaining and quiet enjoyment. A private dock accommodates a small boat or kayak, putting the Sound just steps away and making boating and time on the water an integral part of daily life. Beyond its remarkable waterfront setting, the property offers exceptional accessibility, with the train station only minutes away for a convenient commute to New York City. A truly special Saugatuck offering where design, nature, and an enviable waterfront lifestyle come together.

6 Canal Rd, Westport

$2,795,000
3 Beds 3 Baths ACTIVE Status 24204690 MLS Richmond Mews BLDG.
This beautiful townhouse with an elevator at Richmond Mews offers an easy, low-maintenance lifestyle just a short walk from town, with views of Mead Park and thoughtful design throughout. Inside, 9+ foot ceilings and oversized windows make the home feel bright and open, with hardwood floors throughout. The double-height entry welcomes you right in. The floor plan is very flexible, allowing for a formal dining room, family room, and living room depending on your needs. The gourmet kitchen has a large center island with French doors opening to a private patio. The spacious primary suite offers bedroom views of the park paired with a large sitting room or office, plus 2 walk-in closets and ensuite bath. Two additional bedrooms and a full bath complete the upper level. The finished lower level adds valuable, versatile square footage - ideal as a home gym, playroom, or additional office space. There is ample storage throughout and an attached 2-car garage. The cedar roof was replaced in 2025. Located close to New Canaan's shops, restaurants, and train station, 30 Richmond Hill Road offers a convenient, well-designed home in a sought-after location.

30 Richmond Hill Rd, New Canaan

$2,795,000
4 Beds 4 Baths ACTIVE Status 24205426 MLS Valley Ridge BLDG.
Rare opportunity to own this turnkey home in the coveted gated community of Valley Ridge. Beautifully updated and meticulously maintained, it offers over 4,000 square feet of living space across three elevator-served levels. A dramatic double-height great room with a floor-to-ceiling stone fireplace and adjoining dining room welcomes you inside. The spacious chef's kitchen, appointed with top-of-the-line appliances, opens to a large family room with a gas fireplace. A separate sitting room with sliding glass doors leads to the patio, newly added barbecue area, and private lawn. The lovely primary suite features two generously sized walk-in closets and a spa-like bath with an oversized shower and soaking tub. Two additional bedrooms, a full bath, and laundry complete the second floor. The finished walkout lower level offers abundant natural light, a wet bar, bedroom, full bath, and ample storage. Numerous improvements throughout, a private backyard with plenty of room to play, and an ideal location in the North Mianus School District, moments from town and the train.

340 Valley Rd Unit 2, Greenwich

$2,795,000
3 Beds 4 Baths ACTIVE Status 24204321 MLS
Tucked on a hilltop in sought-after South Kent, this handsome Colonial offers the kind of privacy and view that rarely comes to market - 14+ acres of quiet woodland framing breathtaking sunset vistas over the Litchfield Hills. Inside, chic interiors balance classic New England character with a modern sensibility. The heart of the home is a true chef's kitchen with soapstone counters, an oversized island with seating, and a butler's pantry for effortless entertaining. It flows naturally into a glass-walled dining room, which in turn opens onto a bluestone patio and outdoor grill station, where the long mountain views take center stage. Both a cozy den and a living room anchored by a fireplace spill out to a screened porch, blurring the line between indoors and out. Upstairs, a serene primary suite is joined by two additional ensuite bedrooms, while the finished lower level adds a fourth ensuite bedroom, laundry room creating flexible space for family and friends, plus a two car garage. Rounding out the property is a handsome detached barn with four stalls, ready to become a party barn, studio, or return to its equestrian roots. A rare offering of privacy, view, and turnkey living in one of Litchfield County's most desirable areas.

81-B Geer Mountain Rd, Kent

$2,795,000
4 Beds 3 Baths ACTIVE UNDER CONTRACT Status 24193728 MLS
Nestled in the heart of Historic Downtown Mystic on Captains Row, this stately 4 Bedroom 3 Full Baths, Waterfront c.1837 Greek Revival Colonial, masterfully built by John Gallup is a rare opportunity to own one of Mystic's most distinguished residences with direct waterfront access to the Mystic River from your 14' fixed dock. Rich in architectural heritage yet thoughtfully updated for modern living, this exceptional property combines timeless elegance with an unparalleled coastal lifestyle. Enjoy your newly constructed 14-foot fixed Ipe Dock provides direct boating access to the Mystic River and beyond to Fishers Island Sound, making this an extraordinary offering for boating enthusiasts. Just one block from Mystic's celebrated shops, award-winning restaurants, boutiques, marinas, and vibrant waterfront, the location is simply unmatched. This magnificent residence features 4-5 bedrooms and 3 full baths, including a desirable first-floor bedroom and full bath, offering flexibility for guests or multigenerational living. Historic character is showcased through wide-plank floors, five fireplaces, gracious entertaining spaces, and beautifully preserved period details, while modern conveniences include central air conditioning, a 200-amp electrical service, a Guardian Series 11kW whole-house generator, System 2000 Energy Kinetics heating system, central alarm system, and an oversized three-car garage. Live a Dream!

23 Gravel St, Groton

$2,795,000
4 Beds 5 Baths ACTIVE Status 24189503 MLS Enclave On Richmond - Pending Verification BLDG.
Experience elevated living in the heart of downtown New Canaan with this exquisite boutique enclave offering just 7 luxury residences. Built with the best finishes in mind, this home features 3,351 sq ft of finished space, Elevator, large-pane oversized windows, and a thoughtfully designed layout that centers around your gourmet kitchen featuring custom cabinetry, gorgeous island with 2" countertops, chefs appliances, and breakfast area that opens to the family room with gas fireplace and sliders overlooking the fabulous terrace creating the perfect indoor/outdoor living experience. Exquisite mill work, white oak floors, custom staircases, and built-ins truly show meticulous attention to detail. Absolutely spectacular primary bedroom with walk-in closet, and spa inspired bathroom that will take your breath away featuring a 8ft x 4ft walk in shower, soaking tub, floating vanity, and heated floors. Take the elevator or stairs to the finished 3rd floor and enjoy sunsets from your private rooftop deck overlooking Mead Park. "The Enclave on Richmond" offers privacy, elegance, and convenience with just a few steps to New Canaan's shops, restaurants, and Metro-North station. Truly a one-of-a-kind residence.

14 Richmond Hill Rd Unit 1, New Canaan

$2,790,000
5 Beds 7 Baths ACTIVE Status 24204968 MLS
Welcome to the Pinnacle of Mountain Luxury. Set atop Pinnacle Mountain, this architecturally striking custom built new residence offers a rare level of privacy and exclusivity in a protected setting where no future development can occur. Defined by soaring ceilings, dramatic walls of glass, and expansive multi-level balconies, the home captures breathtaking, unobstructed panoramic views from nearly every room. The thoughtfully designed layout features 5 spacious bedrooms, each with oversized walk-in closets, and 6.5 custom-designed bathrooms finished with high-end, artisanal materials. At the heart of the home is a chef's kitchen anchored by a grand island with imported granite, complemented by top of the line appliances, a generous walk-in pantry, and designer lighting that highlights the craftsmanship throughout. Additional features include a dedicated walk-in mudroom, two custom propane fireplaces, and a finished lower level offering flexible living space. Built for comfort and efficiency with propane heat, multi-zone climate control, and a 4-car garage. With additional rooms ideal for a private office or creative studio, this exceptional property presents a rare opportunity to own a true one of a kind mountain retreat nothing else like it exists while enjoying convenient access to major highways, shopping, dining, and nearby hospitals.

62 Pinnacle Rd, Farmington

$2,785,000
5 Beds 5 Baths ACTIVE Status 24193634 MLS
Set back at the end of a private lane and only 1.5 miles from the center of New Canaan, this enchanting 1924 Cape exudes timeless elegance and undeniable charm. Set on 2.2 lush, flat acres, the property offers a serene retreat with expansive grounds ideal for relaxation and hosting. The chef's kitchen features top tier appliances and quartz countertops that balance beauty with functionality, and it opens seamlessly into the family room for effortless everyday living. The spacious living room showcases French doors that lead to a breathtaking park-like setting with a built-in outdoor grill and stone fireplace. The first-floor primary suite is approached through a cozy sitting room with a fireplace, creating an intimate and inviting entry. Four beautifully finished bedrooms complete the home, each crafted with thoughtful detail and classic appeal. The expansive bonus room above the garage-complete with a full bathroom and steam shower-offers exceptional versatility, perfect for a home gym, recreation room, private office, or guest suite. Brand new septic system!

758 Smith Ridge Rd, New Canaan

$2,785,000
4 Beds 4 Baths ACTIVE Status 24167844 MLS
Mid-Century Modern Home with Lake Views | Lakeville, CT - Designed by architect Claude Samton and newly renovated, this true 1960s Mid-Century home pairs original character with modern comfort on Lakeville Lake. Exposed beams, vaulted ceilings, wood walls, and large windows showcase stunning lake views and the surrounding landscape, while the home's distinctive floating metal wood-burning fireplace anchors the open living and dining areas. The main level centers around a new primary bedroom suite with an oversized walk-in closet and luxurious ensuite bath featuring a soaking tub and glass enclosed shower. A second bedroom and full bath complete the first floor's thoughtful layout. Upstairs, two additional bedrooms, a full bath, and an alcove provide flexible space perfect for an office or lounging area. The four-bedroom layout maximizes both privacy and functionality throughout. Outdoor living includes a screened porch, dining terrace, and wood deck with amazing lake views. Set in a private community with direct lake access and shared beach on Lakeville Lake, this Northwest Connecticut retreat sits minutes from Indian Mountain School, Hotchkiss, and the towns of Lakeville, Salisbury, and Millerton.

40 Canterbury Ln, Salisbury

$2,750,000
5 Beds 6 Baths ACTIVE Status 24208141 MLS
This Unique home was designed by the award winning architect Jack Kemper in Collaboration with a special designer creating a true one-of-a-kind living experience. This home is perched on 4.13 private acres with unobstructed 180-degree sunset views stretching from Hartford to Springfield, 6 Setting Sun Trail is a meticulously loved extraordinary custom estate and true architectural statement located in an incredible gated community. At 7,283 square feet, this one-of-a-kind residence seamlessly blends timeless craftsmanship, modern luxury, and cutting-edge systems to create a home that is as functional as it is breathtaking. A two-story grand entryway foyer welcomes you to this exquisitely warm feeling home with soaring 10-foot ceilings, bespoke coffered and custom architectural ceilings, exquisite millwork by West Hartford Stairs throughout the home, crown molding on the main and upper levels, stained glass accents, built-ins in nearly every room, four fireplaces, Two Wood Burning, two Gas Burning, all with an unmatched level of detail. Oak floors with accent inlay, natural stone tile, and granite and marble countertops further elevate the interior finishes. Designed for both everyday living and grand entertaining, the gourmet chef's kitchen anchors the home with a deluxe appliance package, custom cabinetry, large island, eating area with spectacular views and a butler's pantry located between the Kitchen and Dining Room.

6 Setting Sun Trl, Ellington

$2,750,000
6 Beds 7 Baths ACTIVE Status 24204051 MLS
Privately nestled in Red Coat, this distinctive classically designed Colonial offers just over 7,000 square feet of living space, with 6 bedrooms, 5 full and 2 half baths, and an attached 3-car garage. Set on 1.59 beautifully landscaped acres, this home pairs timeless architecture with sophisticated finishes, and an effortless flow designed for entertaining, working, and everyday living. The welcoming front entrance is framed by a spacious covered porch. Inside, the gracious foyer features herringbone hardwood floors and detailed wainscoting, setting an elegant tone throughout. The living room features a fireplace and double French doors opening to the expansive patio. Two archways lead to a versatile bonus room with a dry bar, an ideal setting for a pool table or casual gathering space. The formal dining room, accessed through French doors from the foyer, features built-in hutch cabinetry. It connects seamlessly to the kitchen, which is exceptionally equipped with custom cabinetry and hutches, two sinks, center island, a separate pantry, and Wolf appliances. The kitchen opens to the expansive family room, where 3 sets of French doors bring in abundant natural light and lead to the rear patio and built-in grill. A convenient mudroom with a private half bath connects the main living spaces to the attached three-car garage, with access to the au pair quarters above. A private office tucked quietly off the family room and an additional half bath complete the main level.

25 Hermit Ln, Westport

$2,750,000
5 Beds 7 Baths ACTIVE Status 24202390 MLS
Step inside this stunning Hampton-style estate where luxury meets pastoral tranquility. This 2001 HOBI award-winning home sits on two beautifully landscaped acres adjacent to the Aspetuck Land Trust with idyllic views. A scenic driveway lined with native plantings and paver stones leads to the gracious front porch and magnificent entryway. Inside, the formal living and dining rooms flow effortlessly, highlighted by a step-down great room with a striking fieldstone fireplace pellet stove. Freshly painted, the heart of the home is complete with updated Smart appliances, a center island, and a butler's pantry. Step outside to a backyard paradise featuring a large wooden deck, a terrace with an outdoor fireplace, a bluestone porch, and a peaceful koi pond with a stream. The main level is completed by a mudroom, half bath, and an oversized three-car garage with custom cabinetry. Upstairs, the primary suite serves as a private sanctuary with a decorative propane fireplace, built-ins, luxurious master bath, and dual walk-in closets. There are four additional upper level bedrooms, each featuring its own walk-in closet and en-suite bathroom. There is a spacious private office with custom built-in shelving and desk areas. The lower level features a versatile & large entertainment room; French doors open to a stone terrace, expansive garden, raised beds and beautiful flowers and herbs. Completing the backyard is a custom Glen Gate heated pool and attached hot tub with airblower jet.

27 Walnut Ln, Weston

$2,750,000
3 Beds 5 Baths ACTIVE Status 24199414 MLS
UNIQUE and AMAZING! Step into a storybook estate where grandeur meets modern luxury. Set on an expansive 22.92 acres, this castle-inspired residence offers a rare blend of timeless architecture and exceptional comfort. Inside, a breathtaking living room welcomes you with soaring beam-lined ceilings and a massive stone fireplace that anchors the space in warmth and character. The heart of the home is a truly spectacular gourmet kitchen- designed for both entertaining and everyday indulgence-featuring 6 ovens (2 microwaves, 2 ovens, 2 warming ovens), 4 sink stations, 2 dishwashers, an ice maker, wine refrigerator, beverage refrigerator, a walk in pantry, an oversized refrigerator and full freezer. Whether hosting an intimate dinner or a grand celebration, this space delivers unmatched capability and style. The home offers three private suites, each with its own luxurious bathroom, creating serene retreats for residents and guests alike. Two separate laundry areas add convenience, while a spacious three-car garage provides ample storage and functionality. A stunning glass solarium invites natural light year-round, offering the perfect place to relax and take in the surrounding landscape. Outside, a massive granite patio and the nearly 23-acres provide endless possibilities-privacy, recreation, or simply enjoying the beauty of your own private kingdom. This is more than a home-it's an experience of elegance, scale and distinction. Owner is a licensed real estate broker.

150-1 Mitchell Hill Rd, Lyme

$2,750,000
4 Beds 5 Baths ACTIVE Status 24197532 MLS
Experience a rare European-inspired retreat in the heart of the Cos Cob district of Greenwich, set along a scenic stretch of the Mianus River with sweeping water views from multiple rooms. Beautifully updated and turnkey, this distinctive home blends Old-World charm with modern comfort and exceptional outdoor living. French doors and picture windows bring nature inside, while the extraordinary grounds feature multi-level stone terraces, a European-style gratto, mature gardens, an all-season stone gazebo, two exterior fireplaces, and a small ornamental pond designed for aquatic plants. Professionally sculpted by a landscape designer with New York Botanical Garden pedigree, the setting is truly one-of-a-kind. Inside, rich hardwood floors, quality moldings, and thoughtful craftsmanship complement a chef's kitchen, dramatic water-view family room, and luxurious ensuite bedrooms. Sun-filled spaces and classic architectural details create a refined European ambiance. Sidewalks lead to shops, cafes, and schools, with the train just five minutes away. A rare opportunity to enjoy riverfront serenity, beautifully curated grounds, true walkability, and distinctive European character in one of Cos Cob's most desirable settings.

316 Valley Rd, Greenwich

$2,750,000
5 Beds 5 Baths ACTIVE UNDER CONTRACT Status 24193245 MLS
Discover exceptional luxury living in this beautifully appointed 5-bedroom, 4-bath residence, thoughtfully designed with elegant living spaces, sophisticated finishes, and seamless indoor-outdoor living. At the heart of the home is a spectacular gourmet kitchen featuring a massive zinc-topped center island, top-of-the-line appliances, and a custom walk-in pantry. The kitchen flows effortlessly into the inviting family room, creating the perfect setting for everyday living and entertaining. The formal dining room opens directly onto expansive terraces and breathtaking gardens, allowing gatherings to extend naturally outdoors. The spacious main-level primary suite serves as a private retreat, offering direct access to the terraces, a luxurious dressing area, and two walk-in closets. Multiple sitting rooms, office spaces, and cozy reading nooks provide exceptional flexibility for today's lifestyle, whether working from home, relaxing, or hosting guests. A 1 bedroom in-law apartment above the 3 car garage offers comfortable accommodations for extended family, visitors, or an au pair. The finished lower level expands the living space with a game room, dedicated craft room, and a custom wine cellar designed for collectors and entertainers alike.

44 Painter Ridge Rd, Washington

$2,750,000
4 Beds 5 Baths ACTIVE Status 24167130 MLS
Perched atop Painter Hill-Roxbury's highest elevation and one of its most coveted addresses-this newly renovated residence offers breathtaking, year-round Sunrise and Sunset views. Spanning over 4,500 sq ft, featuring 4-5 bedrooms and is thoughtfully designed for both comfort and entertaining, complete with a three-story elevator & dedicated game/media room. The chef's kitchen is a showpiece, appointed with premium appliances, a walk-in pantry, oversized island, and stylish bar. It opens seamlessly to a spacious screened porch with inviting dining and lounge areas. Outdoor living is elevated by an expansive ipe deck that functions as a true open-air great room-ideal for al fresco gatherings. The dining room extends to a charming sunset porch adorned with a pergola and irrigated herb garden. The grounds are equally impressive, with professionally designed landscaping that includes an apple orchard, restored stone walls, and a picturesque pond with cascading waterfall. A striking custom pool features a lap lane, lounging platform, and firepit with integrated stone seating, creating a private resort-like setting. Addl highlights include a 3,000-bottle wine cellar, heated garage, pergola-covered carport, and a newly finished oil-and-stone driveway. Ideally located just minutes from the chic shops & fine dining of Washington and Woodbury. Nearby land trust trails offer plentiful hiking. This turnkey property offers easy access to the very best of Litchfield County! Agent Owner.

220 Painter Hill Rd, Roxbury

$2,750,000
5 Beds 4 Baths ACTIVE Status 24126532 MLS
Welcome to the iconic Evans House - a striking work of mid-century modern architecture. Designed in 1961 by renowned architect James Evans, this one-of-a-kind residence showcases a striking hyperbolic paraboloid roof that allows for a completely open main level filled with soaring floor-to-ceiling windows. Every room is immersed in natural light and surrounded by serene wooded views, offering unmatched privacy and a sense of retreat. The main level features an effortless open flow with a primary suite, living room, dining room with a see-through fireplace, office/study, powder room, and expansive sliding doors that connect seamlessly to the wraparound deck. The fully finished, walk-out lower level offers four additional bedrooms, two full bathrooms, a dedicated laundry room, and storage. This rare architectural gem is not just a home, but an experience in design, nature, and modern living.

44 Benedict Hill Rd, New Canaan

$2,749,000
4 Beds 4 Baths ACTIVE Status 24196837 MLS
Wake up to spectacular waterfront views of the Connecticut shoreline from this beautifully designed 4,381 sq.ft, 4 bedroom, 4 bath residence, where luxury, comfort, and effortless coastal living come together. Designed for a low-maintenance waterfront lifestyle, the home features vinyl siding, Ipe and azek decking, automated storm shutters, reinforced seawall with steel bulkheads, and owned solar panels. Three spacious levels, connected by an elevator and grand staircase, showcase sun drenched natural light, sweeping water views, and seamless indoor-outdoor living. The gourmet kitchen features a large island, built-in appliances, wine chiller, and white cabinetry with glass accents, opening through a generous butler's pantry to the formal dining room, and to a sun-filled breakfast area and adjoining sunroom. The grand living room is anchored by a stone fireplace, with sliders opening to an expansive waterfront deck. A full bath and outdoor shower complete the main level. Upstairs, the luxurious primary suite offers a gas fireplace, private sunroom and deck, two walk-in closets, and a spa-inspired bath with jetted tub, oversized walk-in shower, heated towel bars, and radiant-heated floors. An additional bedroom with wraparound deck, full bath, a laundry room, and a versatile bonus space ideal for a fitness studio, recreation room, or lounge complete the second level. The third floor offers two additional bedrooms, a full bath, sunroom, and private deck.

167 Shore Rd, Clinton

$2,700,000
6 Beds 6 Baths ACTIVE Status 24198721 MLS
Welcome to 269 West Lane, a beautifully appointed Carriage House built by George G Haven in 1900 and extensively renovated to today's highest standards. Steeped in Ridgefield history and charm, this "grand barn" was originally built for Haven's prize horse Davey and his stablemates, with cost as no object in its construction. Enter the grounds through stone walls and a canopy of mature trees to find a private sanctuary of gardens, terraces and inviting Gunite pool. Formal fenced perenial gardens surround a charming garden cottage. The interior of the home is a wonderland of architectural character. A grand entry foyer boasts soaring ceilings and original brick herringbone flooring. Magnificent double doors lead to the stunning Great Room, with corner raised hearth fireplace and a wall of French doors to the terrace. A chef's kitchen with breakfast bar is accessed through a charming butler's pantry. Step into to a majestic living room, which has also been used as a grand dining room in years past. A first floor ensuite bedroom is perfect for guests or au pair. An artist studio, an added bonus! The rear of the house leads to a spacious inlaw or caretaker apartment, complete with an original horse stall, now a bedroom! Upstairs, the primary bedroom suite with separate sitting room offers a private retreat. Three other bedrooms and two baths complete this level. This special country retreat is located less than a mile from charming Ridgefield center and just 55 miles to NYC!

269 West Ln, Ridgefield

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