Feature Properties

$2,525,000

8 Beds ⋅ 3 Baths ⋅ 24162337 MLS

Home with seasonal water views of Holly Pond. Present use: Boarding House. Sold "As Is".

2646 Boston Post Rd, Darien

$2,500,000

4 Beds ⋅ 4 Baths ⋅ 24203590 MLS

To Be Built- rare opportunity to build an exceptional new home on the final available lot in one of South Glastonbury's most distinguished luxury neighborhoods! Tucked away on 8.3 private acres within an enclave of distinguished homes and directly off a private cul-de-sac, this thoughtfully designed Colonial offers a modern open floor plan, impressive ceiling heights, abundant natural light, and a highly desirable 1st-floor primary suite. The kitchen opens seamlessly to the dramatic Great Room with soaring 14' ceilings and gas fireplace. The open dining room also features 14' ceilings with direct access to the back deck, creating an ideal flow for everyday living & entertaining. The private 1st-floor primary suite is tucked away on the far side of the home. Also on the main level are a walk-in pantry, laundry room & versatile sitting room- ideal for a private office or den. Upstairs offers 3 additional generously sized bedrooms & 2 full baths. Walk-out lower level provides excellent potential for future finished space and overlooks acres and acres of privacy. Built by Frank DiBacco, a respected local builder with over 40 years of experience, known for his commitment to quality luxury construction. This Price is inclusive of the lot price of $699,900. Buyer to take title of land prior to contract with builder- see MLS_24196425

281 Woodland St, Glastonbury

$2,500,000

5 Beds ⋅ 6 Baths ⋅ 24198180 MLS

Welcome to Ufton Estate, a remarkable 41-acre private estate where historic character, exceptional craftsmanship and modern luxury come together in an extraordinary setting. Originally built in 1850 and thoughtfully reimagined in the early 1900s, the residence is filled with distinctive architectural details. Intricate hand-carved woodwork, elegant millwork and grandly proportioned rooms reflect the artistry of another era. Each space offers a sense of history while remaining comfortable, inviting and well suited to modern living. The home provides an impressive backdrop for both everyday life and memorable gatherings. Gracious entertaining spaces flow throughout the residence, complemented by intimate rooms that invite relaxation. Abundant windows frame views of the surrounding landscape and fill the interiors with natural light. Outside, the estate unfolds across 41 private acres with a heated pool, greenhouse, established gardens and expansive lawns. The beautifully layered grounds provide a timeless setting with endless opportunities for personalization. Reimagine the gardens and greenhouse, introduce an equestrian or agricultural component, enhance the outdoor entertaining spaces or simply enjoy the privacy and natural beauty of the estate as it is.

357 Wrights Crossing Rd, Pomfret

$2,500,000

4 Beds ⋅ 4 Baths ⋅ 24207628 MLS

Cherished by the same family for 30 years, this charming 2989 square foot home (walk out lower level not included in square footage), is set on a private .51-acre lot at the end of a quiet cul-de-sac, with a level expansive backyard, large front porch and access to a new gated private association pool shared by just 11 homes. The main level features inviting living and dining spaces, a renovated eat-in kitchen with skylights, plus front porch and rear deck. Upstairs are four bedrooms, including a large primary suite with en-suite bath, walk-in closet and private balcony. The walk-out lower level offers flexible bonus space, a bath, storage and direct yard access. Two-car garage, two fireplaces, central air, large storage shed and minutes from the elementary school, grocery store, dining, parks and transportation.

19 Tamarack Pl, Greenwich

162 Hutchinson & Mike Road Parkway, Litchfield

$2,500,000

5 Beds ⋅ 5 Baths ⋅ 24201810 MLS

Built c. 1780, this distinguished center-hall Colonial was once part of the larger Butternut Brook Farm. Today, it is offered on 3 lots totaling 63.2 +/- acres on a quiet street in a coveted location w/open meadow views & 3 historically significant barns: a massive c. 1840 gambrel bank barn once used for hay, cattle, & later dairy operations, a smaller English barn whose banked section formerly served as a bull barn & calf barn. Featuring classic center-hall Colonial architecture, the house spans 4,145 +/- square feet w/5 bedrooms, 4 full baths & 1 half bath. The Center Hall is flanked by beautifully proportioned Living & Dining rooms with hard wood floors, fireplaces & beams. A cozy Family room has a large fireplace w/a wood-burning stove & original beehive oven, exposed beams, chestnut floors & handsome wood paneling. Large kitchen w/island, spacious dining area, sitting area leads to a handsome Bar room. Upstairs are 4 bedrooms & an office, including a spacious en suite primary bedroom w/beautiful paneling, original tulip wood floors & WIC; an adjacent bedroom w/a wood-burning fireplace, WIC & dedicated full bath & 2 bedrooms that share a Jack-and-Jill bath. An attached 1-bedroom in-law apartment includes a living room, kitchen & full bath. Offered for the first time in more than half a century, this rare property presents a range of potential uses, enhanced by its multiple outbuildings and irreplaceable location.

162 Hutchinson & Mike Road Parkway, Litchfield

$2,500,000

3 Beds ⋅ 4 Baths ⋅ 24196666 MLS

Welcome to this 80 acre Connecticut Estate, tucked into the rolling hills of Woodstock Ct. This exceptional 4,655 sq ft contemporary home offers a unique living experience with its own privately owned public FAA approved commercial grade airport. The property is a pilot's paradise, featuring a spacious hangar that not only accommodates multiple small planes and helicopters but also offers ample room for vehicle storage. The hangar is self-sufficient with its own septic, well, electrical, and heating systems, providing convenience and flexibility as well as a finished lounge area to gather and relax. This property is a rare find, offering a blend of luxury, functionality, and the ultimate in private aviation convenience! Whether you're an avid pilot, car enthusiast, or simply seeking a tranquil retreat, this home promises an unparalleled lifestyle. This residence boasts privacy and scenic New England beauty with stunning views. The contemporary design, built in 1987, features 3 bedrooms and 4 bathrooms, open living space with soaring ceilings, two story fireplace, and a beautiful open center oak staircase. The home's large windows and open layout invite the natural surroundings inside, creating a harmonious living environment. The finished walkout lower level offers beautiful views of the pond and the plush grounds. So many exciting possibilities!

80 Bungay Hill Rd, Woodstock

$2,500,000

5 Beds ⋅ 6 Baths ⋅ 24189079 MLS

Experience refined living in this exceptional modern Colonial, privately set on over an acre in coveted North Stamford. Offering more than 8,000 square feet, this impressive residence features 5 bedrooms, 5 full baths, and 1 half bath, blending timeless elegance with sophisticated design. A dramatic marble foyer welcomes you into beautifully appointed interiors with hardwood floors throughout. The gourmet kitchen is designed for effortless entertaining, featuring granite countertops, custom built-ins, and premium stainless steel appliances, including a Viking cooktop and warming drawer, Wolf double convection ovens, Sub-Zero refrigerator, two Bosch dishwashers, and a Frigidaire microwave. The inviting family room with fireplace and built-ins, elegant living room with a second fireplace, and richly paneled cherry library offer refined yet comfortable living spaces. The luxurious primary suite is a private retreat with a sitting room, tray ceiling, private balcony, expansive walk-in closets, and spa-like ambiance. A finished lower level, bonus room, and finished attic provide exceptional flexibility. Professionally landscaped grounds create a private setting, complemented by a heated three-car garage. Ideally located just minutes from premier shopping, dining, and the Merritt Parkway, this remarkable home offers the perfect blend of luxury, privacy, and convenience.

78 Hardesty Rd, Stamford

$2,500,000

4 Beds ⋅ 4 Baths ⋅ 24179672 MLS

Nestled in a tranquil and picturesque setting, this exceptional equestrian facility offers everything a rider could desire, along with a beautiful home to live in. Spanning 21 acres of mostly open land, the property features expansive pastures enclosed by charming 3-board post and rail fencing. Equestrian amenities include a main barn with 8 spacious 12x12 stalls, each with individual water, a heated tack room, wash stall, feed and storage room, a half bath, and laundry facilities. The indoor also has an additional 6 stalls and two, double run-in sheds on the backside of the barn, that could easily be moved to one of the paddocks, if wanted. Above the barn, you'll find a large space perfect for a caretaker's apartment or viewing area and huge hayloft. The property also boasts a 72x160 indoor riding ring connected to the barn with new footing, a new roof and new LED lighting, as well as a 100x200 outdoor ring equipped with ESI footing, providing an ideal environment for year-round training. Six large paddocks and an another 3+ acres that could have additional paddocks added. The charming 4,000 sq. ft. farmhouse-style home, featuring 4 bedrooms and 3.5 bathrooms, overlooks the entire facility. The home is designed for comfort and luxury, with beautiful views from every window. Outside, enjoy an in-ground pool, an one bedroom apartment above the 3-car garage, a patio with a pergola, and breathtaking sunsets. This turnkey equestrian estate is conveniently located, with easy...

5 Mccarthy Rd, Beekman

$2,499,000

4 Beds ⋅ 5 Baths ⋅ 24208782 MLS

23 Laurel Road is a fully renovated modern residence set on 1.35 acres in North Stamford. Completed in 2026, the extensive gut renovation updated the home throughout and created approximately 7,321 square feet of finished living space across multiple levels. The property offers four bedrooms, four-and-a-half bathrooms, a three-car garage, and a functional layout designed for both everyday living and entertaining. The main level features oak flooring, spacious living areas, and two fireplaces located in the living room and family room. The kitchen is equipped with Wolf appliances, white shaker cabinetry, dual dishwashers, dual wine coolers, an instant hot water tap, and a walk-in pantry. The layout provides substantial preparation and storage space while maintaining a clean, modern design and a casually elegant overall feel. Each of the four bedrooms includes a private ensuite bathroom. The primary suite features a fireplace, dual walk-in closets, a dedicated makeup area, dual vanities, a dual-head shower, and a separate water closet. Additional finished space is available on both the lower level and third floor. The finished attic includes dedicated office space, while the finished basement provides flexible space for recreation, fitness, storage, or additional living use. Laundry areas are located on both the second floor and lower level for added convenience.

23 Laurel Rd, Stamford

$2,499,000

4 Beds ⋅ 4 Baths ⋅ 24205683 MLS

Secluded Southport mini-estate built with character and attention to detail. Rarely do you find a home that needs nothing. Well loved and enhanced by the current owners including an upper level addition and expanded and renovated kitchen - the home and property have been improved and updated throughout their stewardship. Set on a gentle knoll at the end of a gated drive, enjoy sprawling lawns, professional landscaping and lighting, an inviting heated Gunite pool and enviable privacy. The exterior is further enhanced with a detached barn/garage, a treehouse featured in magazines and a sport court. Fall in love and watch the seasons change on your wraparound front porch. The recently renovated kitchen will delight every home chef. The kitchen and dining is open to a very spacious family room with fireplace, making entertaining a pleasure. Upstairs the romantic and secluded primary suite includes a full bath, plus a separate sitting room/study that is well suited for use as a home office, nursery or dressing room. There are now 3 additional family bedrooms plus two additional full baths. The finished lower level provides great play space and additional living area to enjoy. Gracious, tasteful finishes throughout with meticulous attention to maintenance and quality materials. This is an opportunity to truly have it all.

245 Cedar Rd, Fairfield

$2,499,000

4 Beds ⋅ 4 Baths ⋅ 24205550 MLS

A rare opportunity to own an authentic Mid-Century Modern home set on 2 picturesque, private acres in a quiet sought-after neighborhood of Cos Cob. This contemporary residence presents endless possibilities--move right in or create your dream estate. One-level living showcases the timeless appeal with oak floors throughout, featuring soaring ceilings, expansive windows, and sun-drenched living spaces that seamlessly connect with the surrounding landscape. Nestled in complete privacy, this architectural gem is designed to bring the outdoors in. The dramatic living room is anchored by a wood-burning fireplace and opens to an expansive deck overlooking the tranquil backyard perfect for a pool! A truly special setting offering privacy.

7 Sundance Dr, Greenwich

$2,499,000

5 Beds ⋅ 6 Baths ⋅ 24079819 MLS

Incredibly located moments from town and convenient to schools, shopping, commuting options and more, this sparkling home showcases pride of ownership. A new 2026 driveway leads to the landscaped setting, where this gracious home with an in-ground Wagner pool is set amid .74+/- acre. The two-story foyer introduces crisp, timeless spaces, and a home that has been impeccably maintained. The living rm w/ the first of 3 fireplaces and a beautiful dining rm w/lit tray ceiling are ready for entertaining. The large gourmet kitchen w/ marble counters, La Cornue range plus wall ovens, Sub Zero, island & pantry has a sun-filled breakfast rm that leads to the lrg fam rm w/ custom built-ins, stone fpl w/ gas log set & two sets of doors to the newer deck. The mudrm has a casual entrance, door to pool, half bath & access to the 3-car garage. Upstairs, a hall w/ window seats leads to the primary suite w/ fpl, dual walk-in clsts & luxe bth. Each remaining BR is spacious & well-appointed. A flexible area w/ the 5th BR & study/play rm could become an in-law suite. The finished 3rd flr is a wonderful space for a play rm or hobbies. The vast lower level includes a great rm, a den/lib w/ custom built-ins & a full bath. The usable backyard leads to a fenced-in Wagner gunite pool w/ a "pool house." This entire home and property is in outstanding, mint condition. There is nothing for you to do but move in and enjoy this fine luxury residence. Agent/Owner

53 Clinton Ave, Westport

$2,498,000

8 Beds ⋅ 8 Baths ⋅ 24186841 MLS

Welcome to an exceptional North Stamford estate offering impressive space, privacy and flexibility on 2 landscaped acres. This custom contemporary ranch offers approx. 7,000 sq. ft. above grade plus nearly 3,000 sq. ft. of finished lower-level and bonus space. With 7 bedrooms, 6 full and 2 half baths, the thoughtfully designed layout is ideal for multigenerational living, extended family or a live-in au pair. Separate living areas, including space with a private entrance, offer independence and privacy while remaining connected to the main residence. Soaring vaulted ceilings, 9ft+ ceilings throughout, a first-floor en-suite, generous room sizes and multiple formal and informal living areas create an impressive yet functional home. The exceptional size and flow provide flexibility for everyday living, working from home and entertaining, from intimate gatherings to larger events. An expansive raised stone patio extends the living space outdoors. Rarely does a property combine this amount of above-grade living space, additional finished and bonus space, privacy and true multigenerational flexibility, all within convenient reach of downtown Stamford, schools, shopping and commuter routes. A unique opportunity to own a home that can adapt to your needs today and for generations to come.

91 Dogwood Ln, Stamford

$2,495,000

4 Beds ⋅ 7 Baths ⋅ 24185787 MLS

Architecturally Masterful design, inspired by famed architect HR Richardson's classic exteriors is married with a sophisticated, modern interior plan. This unique Redding estate home offers a scenic, private gated 9.54 acres and over 7200SF of modern living. The grand and gracious living room and dining rooms, formerly owned by a classical pianist, were utilized for elegant gatherings and concerts in the area & large enough for a concert grand. Warmed by a mantled fireplace with built-ins, the living area opens to a formal dining area to seat 12 special guests. The elegant foyer greets you with an expertly crafted, freestanding curved stair that leads to the upper floor. Adjacent to the dining room is a stark white kitchen with new quartz counters, an unusual contrast to the warm woods of the white oak floors and family room with stone,raised hearth fireplace. An adjacent Pecan wood study with walls of bookshelves and file drawers; an idea home office. A main level primary suite offers a series of custom closet built-ins & marble bath with shower, double sinks and even a bidet; a private owner retreat. Also, on this level is an excercise room w/whirlpool tub, sauna & full bath. Head up the back stair to the 2nd level w/2 bedroom suites, one serving as an ideal studio, with sink and an additional bedroom with large marble bath. A third bedroom & another full bath. The lower level offers a game room w/wood stove, office & den/ library wall. Inground gunite pool, 3 car garage

115 Limekiln Rd, Redding

$2,495,000

6 Beds ⋅ 6 Baths ⋅ 24206331 MLS

A magnificent Colonial estate offering an extraordinary blend of elegance, privacy and resort-style living on 2.45 beautifully manicured acres, adjoining 50 acres of conservation land. Grand in scale yet thoughtfully designed for today's lifestyle, the residence features 6 bedrooms, 6 full and 1 partial bath, including a sumptuous primary suite with two walk-in closets, dressing room, spa bath and private balcony overlooking the tranquil grounds. Five additional bedrooms offer en-suite baths, with two featuring walk-in closets. A dramatic two-story foyer introduces gracious formal living and dining rooms, two private offices and a handsome library. At the heart of the home, a newly renovated chef's kitchen features double marble islands, dual ovens and dishwashers, navy subway tile backsplash, wine fridge and custom coffee bar, flowing seamlessly into the inviting family room with fireplace. The spectacular great room is designed for memorable entertaining, with soaring ceilings, floor-to-ceiling stone fireplace, full bar with beverage refrigerator and direct access to the restored pool and spa, expansive deck, sport court and terrace. The finished lower level adds a gym, wine cellar and generous playroom with built-in bunk beds. A four-car garage and attached one-bedroom apartment provide exceptional convenience and flexibility for guests or multi-generational living. An exceptional private retreat in a coveted location near award-winning schools.

20 Cherry Ln, Wilton

$2,495,000

4 Beds ⋅ 5 Baths ⋅ 24205642 MLS

Tucked away at the terminus of a quiet dirt road, this 13-plus-acre sanctuary delivers absolute privacy alongside uncompromising mid century modern luxury. Approached via a winding scenic driveway, the property opens to reveal sweeping, recently opened panoramic vistas of Nettleton Hollow, complete with a tranquil brook and quintessential Litchfield County countryside. At the heart of the estate is a masterfully updated 1950s residence. Inside, striking vaulted ceilings elevate the freshly painted public spaces, and renovated hardwood floors, all anchored by a dramatic central fireplace with venetian plaster finish. Oversized plate-glass windows pull double duty, bathing the interiors in natural light while perfectly framing the idyllic valley views. The main and upper level feature a remarkably spacious primary suite, alongside two additional bedrooms and three-and-a-half baths. Designed with seamless hosting in mind, the lower level offers a private, full walk-out fourth bedroom suite equipped with radiant heated floors. Outside, southern exposure warms a series of expansive entertaining terraces leading to a 40-foot gunite pool with an automatic cover. Practical luxuries include a dedicated pet-fenced yard, comprehensive mechanical upgrades, generator, and abundant parking for entertaining. This property offers immediate access to nature, sitting just a short stroll from Steep Rock Land Trust's hidden gem, the Johnson Farm Preserve.

63 W Mountain Rd, Washington

$2,495,000

3 Beds ⋅ 3 Baths ⋅ 24201468 MLS

Lake Waramaug Shingle & Stone Cottage "Bird's Eye View" is a truly enchanting 1890s cottage, rich in character and thoughtfully updated for today's lifestyle. Perched above Lake Waramaug, the property enjoys spectacular lake views while offering an extraordinary sense of privacy on 2.4 acres, with no road noise or neighboring homes intruding on the setting. The main level centers around a newly expanded luxury kitchen featuring a generous center island with French door access to the deck, creating an effortless connection between indoor and outdoor living. A stylish built-in bar connects the kitchen to the inviting great room, where two distinctive spaces come together-one anchored by a dramatic granite hearth fireplace, and the other a former porch transformed into a charming dining room surrounded by wraparound windows which frame the breathtaking lake view. The home currently offers 3 bedrooms with the potential to add a main-level primary suite and create a 4 bedroom residence. This property truly offers the best of all worlds: an idyllic, private country setting with commanding views of Lake Waramaug, combined with the rare opportunity to enjoy a shared water frontage with a private dock. A golf cart (included in the sale) makes the journey from house to lake effortless. Stone steps lead down to the water inviting endless days of swimming, boating and lakeside enjoyment.

10 Perkins Rd, Washington

$2,495,000

3 Beds ⋅ 4 Baths ⋅ 24196222 MLS

Rare direct waterfront opportunity on a private road in the heart of East Norwalk. This meticulously maintained Nantucket-style home offers deep-water frontage with a private dock featuring water and 30-amp power, providing effortless access to Long Island Sound and beyond. Designed for today's lifestyle and tomorrow's needs, the home features a sought-after main-level primary suite, making it ideal as your forever home. Sun-filled living spaces showcase hardwood floors, spectacular water views, and a dedicated home office with fiber optic service. The kitchen is appointed with granite countertops, custom cherry cabinetry, high-end stainless steel appliances. An original cedar closet reflects the home's timeless craftsmanship. Outdoor living is exceptional with a covered lanai, natural stone patios, paved walkways, lush gardens, and an eight-zone irrigation system, creating a beautiful, low-maintenance waterfront setting. Additional amenities include central air, natural gas fireplace and grill, two-car garage, partially finished lower level with abundant storage, natural gas, public water, and public sewer. Located just minutes from beaches, marinas, restaurants, shopping, and Metro-North, this exceptional property offers the perfect blend of privacy, luxury, and waterfront living. A rare opportunity to own one of East Norwalk's premier deep-water homes.

4 Seaside Pl, Norwalk

$2,495,000

4 Beds ⋅ 4 Baths ⋅ 24189581 MLS

A classic Nantucket-style silhouette announces itself, sweeping gambrel rooflines, hand-laid shingle siding, and a trio of dormers rising above a deep, columned front porch. This site is graced with stunning views of tranquil nature preserves and open space in the heart of the island, walking distance to the ocean. This home strikes that rare balance between grandeur and warmth with an entrance built for gracious arrivals. Custom designed to be lived in and enjoyed for generations. The open-concept great room and chef's kitchen flow seamlessly with privacy but collaboration. Room for everyone to gather and escape to quiet nooks. The butler's pantry with bar sink and a generous walk-in pantry support entertaining at any scale. The primary suite on the main level, adorned kitchens and baths with options for customization. Enjoy Downtown Mystic seaport, its harbor front restaurants, its long New England summer evenings is minutes away. Steps from the Mason Island Yacht Club. Masons Estates occupies one of the last remaining opportunities for new construction on Mason's Island.

7 Kingfisher Way, Stonington

$2,495,000

5 Beds ⋅ 5 Baths ⋅ 24180416 MLS

Set in the highly desirable Woodridge Lake community, this bespoke modern home offers a turnkey sanctuary with 7,310 sq ft of total space, including 1,316 sq ft of layered exterior living areas. Wrapped in natural cedar designed to weather gracefully, the residence features 5 bedrooms, 4.5 baths, an office, a two-story sunroom, a flex room, a gym, and a recreation room. Offering incredible versatility, the office and 3rd-floor flex space can seamlessly transition to accommodate up to 7 bedrooms. Exceptional architectural details include a thermal and acoustic vault enveloped by triple-glazed Wythe windows and doors, alongside red oak floors and crisp shadow reveals replacing traditional baseboards. The chef's kitchen boasts waterfall counters and a fully integrated, paneled Miele suite with an induction cooktop, active downdraft hood, and wine storage. Engineered for absolute comfort, the all-electric home utilizes the premier Mitsubishi heat pump system for individual climate control in every room and space. Spa-like baths showcase floor-to-ceiling tile, Schluter radiant heat, Grohe hardware, and TOTO toilets, including a washlet in the primary suite. Outdoor living is highlighted by a 3rd-level penthouse with a wraparound roof deck framing seasonal lake views and beautiful sunsets, a rear deck prepped for a hot tub or outdoor kitchen, a private balcony, and dual porches.

205 E Hyerdale Dr, Goshen

$2,495,000

5 Beds ⋅ 4 Baths ⋅ 24169441 MLS

Updated to perfection, this classic 5-bedroom Connecticut Colonial offers over 5,500 square feet of curated living space, harmoniously positioned on a private, sought-after cul-de-sac within an enclave of 4+ acre estates. The residence unfolds with a sun-drenched brand new chef's kitchen featuring custom cabinetry, premium quartz countertops, and high-end appliances, all flowing through floor-to-ceiling glass sliders to an expansive deck and a grand family room anchored by a stately fireplace. A sophisticated main level offers a formal dining room, elegant living room, and a bespoke private office with picturesque views of the park-like grounds. Upstairs, the primary suite serves as a sanctuary with a dedicated sitting room and new spa-inspired bath, while a separate private-entry in-law suite provides a secluded fifth bedroom and sitting area for ultimate versatility. The newly finished 1,700-square-foot walk-out lower level elevates entertaining with a massive media/playroom, an additional family room, and potential for a custom wine cellar-all just minutes from the vibrant New Canaan town center, top-tier schools, and the Metro-North train.

171 Proprietors Xing, New Canaan

$2,495,000

6 Beds ⋅ 7 Baths ⋅ 24160708 MLS

A RARE property. The 28- year owners lovingly restored their 18th century antique and expanded it to 6,050 SF of modern comfort on its 4 acres including a 11/4 ac. pond. Albeit, the renovation of the property's antique 1,100 SF, 2 BR continually-rented cottage may be the financial coup for 42% marginal tax bracket (Fed+CT) buyers who assume a 6.25%, 80% ($2,080,000 of 2.6M asking) 30 yr. fixed mortgage. The rent, presently $30,000/yr., and tax advantaged deductions will contribute funds that amortize $915,000 of the 2.080M. Accordingly, the effective purchase price could be $1,685,000. High-quality finishes aside, consider the setting: brook-fed pond for large-mouth-bass anglers and visiting egrets; stunning fall foliage surrounding the pond; 450 ft. long, bleached-stone, maple tree-lined driveway to the main house; just a 2-minute drive to the Weston Town Center and K-12 school campus; 150 SF of veggie-intensive raised beds along with wild blackberries, and Concord grapes where you meander; pool site plans rendered and readied for the buyer; oversized-windows and 3rd floor balcony offering sweeping views; and a massive front lawn for that Great Tent celebration. Inside, a 2025-new heating system slashes the gas bill; a home office space w/ fireplace has its own private entrance; and the former, acclaimed NYC chef/owner's professionally equipped kitchen is central to the home's 5 entertaining areas, while a 600 SF bonus room with its own full kitchen invites countless uses.

32 Steep Hill Rd, Weston

$2,495,000

3 Beds ⋅ 2 Baths ⋅ 24136291 MLS

Behind the gates of the once star-studded estate lies a rare opportunity to create a legacy property in one of New Canaan's most peaceful and desirable settings. Part of the former storied estate once associated with famous actors, musicians, and industrialists, the property carries a sense of history and character rarely found in today's land offerings. Set on over four flat acres with mature trees, this unique property offers an increasingly rare combination of privacy and beauty minutes from downtown New Canaan, NYC train service, and walkable to nearby Clubs. The land itself is the true standout: level, framed by large mature trees, creating an ideal canvas for a homesite that has been approved for a six-bedroom septic system. Electric utility infrastructure has been installed, significantly shortening the path toward development. An added perk is a Nature walking trail through recently restored acre of improved wetlands Unlike a typical land offering, buyers have the opportunity to collaborate with an experienced builder/design team to help streamline the process. Options may include building a fully custom residence or working from thoughtfully developed architectural concepts tailored specifically for the property and setting. Part of a limited collection of estate homesites that will ultimately define one of New Canaan's most compelling settings.

48 Brookwood Ln, New Canaan

$2,490,000

4 Beds ⋅ 4 Baths ⋅ 24174300 MLS

A rare opportunity to create the home you've always imagined in beautiful Newtown. Nestled within the desirable Oak Ridge Estates, this exquisite new construction offering blends tranquility, elegance, and modern comfort in an exceptional setting. Surrounded by peaceful natural beauty, yet just moments from town, major highways, and everyday conveniences, this is where serenity meets easy living. Thoughtfully designed for today's lifestyle, this stunning 4-bedroom, 3 full and 1 half bath residence will be crafted with exceptional quality, refined craftsmanship, and sophisticated transitional finishes that feel both timeless and inviting.At the heart of the home, a beautifully designed chef's kitchen with premium appliances and an expansive center island flows seamlessly into the family and dining spaces-perfect for everyday living and effortless entertaining. Generous open living spaces and elegant design details create a home that feels both luxurious and welcoming. The primary suite offers a peaceful private retreat with spacious walk-in closets and a spa-inspired bath designed for relaxation. With ample room for a pool and pool house, the possibilities to create your own outdoor sanctuary are endless. A home by CORBO, where quality craftsmanship and thoughtful design come together beautifully. Multiple model home options, floor plans, and specifications are available.Come discover Oak Ridge Estates-where your dream home begins.

lot7B Lot7b Nicolina Way, Newtown

$2,450,000

6 Beds ⋅ 6 Baths ⋅ 24188429 MLS

WELCOME TO 5-7 HADDAM DOCK ROAD LOCATED IN HADDAM, CONNECTICUT. DISCOVER A RARE RIVERFRONT OPPORTUNITY OFFERING TWO HOMES ON ONE LOT, BREATHTAKING RIVER VIEWS OF THE CONNECTICUT RIVER, AND YOUR OWN PRIVATE BOAT DOCK. THIS PROPERTY IS PERFECT FOR MULTI-GENERATIONAL LIVING, GUEST ACCOMODATIONS, OR RENTAL INCOME. THE MAIN HOUSE SHOWCASES SOARING WINDOWS THAT FRAME THE PICTURESQUE WATERFRONT, FILLING THE LIVING SPACES WITH NATURAL LIGHT WHILE CREATING A SEAMLESS CONNECTION TO THE OUTDOORS. THIS HOME OFFERS 4 LARGE BEDROOMS WITH PRIVATE BATHS AND PLENTY OF CLOSET SPACE FOR STORAGE. STEP OUTSIDE TO AN EXPANSIVE ENTERTAINING AREA FEATURING A SPARKLING GUNITE IN GROUND POOL, SPACIOUS PATIO, FULL OUTDOOR KITCHEN, AND MULTIPLE AREAS DESIGNED FOR RELAXING OR HOSTING FAMILY AND FRIENDS. THE SECOND HOUSE PROVIDES PRIVACY AND FLEXIBILITY, MAKING IT IDEAL FOR VISITORS, EXTENDED FAMILY, A HOME OFFICE, OR AN INCOME-PRODUCING RENTAL. THIS HIGH RANCH STYLE HOME HAS AN OPEN CONCEPT FLOOR PLAN WITH HIGH END WOLF APPLIANCES, WIDE PLANK TILE THROUGHOUT, AND CUSTOM BUILT INS ACCENTING MOST OF THE ROOMS, AND HAS DOUBLE HIS AND HER WALK IN CLOSETS. SITUATED ON BEAUTIFULLY LANDSCAPED GROUNDS, THIS EXCEPTIONAL PRROPERTY ALSO FEATURES DIRECT RIVER ACCESS WITH A PRIVATE DOCK, ALLOWING YOU TO ENJOY BOATING ON THE CONNECTICUT RIVER, FISHING, KAYAKING, OR SIMPLY TAKING IN THE PEACEFUL WATERFRONT SETTING FROM YOUR OWN BACKYARD.

5-7 Haddam Dock Rd, Haddam

$2,449,000

5 Beds ⋅ 7 Baths ⋅ 24193559 MLS

Incredibly located on a gorgeous cul-de-sac of fine homes in a prime Lower Weston location, this luxurious Colonial is a showcase of style and comfort. Designed with tremendous attention to detail, the home's beauty begins with the landscaped setting and many outdoor amenities including a stunning pool and spa. The shingle exterior with stone accents greets your arrival into the soaring two-story entry with chic lighting, millwork and a custom staircase. The library with classic built-ins is an ideal home office. The living/music room with fireplace opens to the dining room, both with views of the private setting. The gourmet kitchen has a generous center island, custom cabinetry, Viking range, Sub Zero, pantry, open flow to the breakfast room with glass doors to the deck and into the exquisite family room with coffered ceiling & fireplace. Upstairs, the primary suite incl a sitting area, spacious marble bath and two excellent walk-in clsts. Each BR is large and all designer baths feature quality fittings. 3rd flr bonus rm has a half bath. The finished walk-out LL with full bath has three rooms, currently billiards rm, gym, and rec rm w/glass doors to the rear property. Lrg walk-in storage areas incl a finished clst. An exquisite oasis awaits at the resort-style pool w/ waterfall spa, firepit area, and vast entertaining areas, all surrounded by specimen plantings and emerald lawns. Storage shed. 3 car garage, mudroom, generator and much more.

5 Aspetuck Gln, Weston

$2,400,000

3 Beds ⋅ 5 Baths ⋅ 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

$2,400,000

8 Beds ⋅ 3 Baths ⋅ 24195448 MLS

Three direct beachfront cottages located right on the sand of the Long Island Sound in Clinton, Connecticut offer a rare turnkey coastal investment opportunity. The property includes two well-appointed 2-bedroom cottages and one spacious 4-bedroom cottage, all fully furnished and recently updated for modern comfort. Each cottage provides unobstructed waterfront views, immediate beach access, and the charm of classic shoreline living. With a strong and proven rental history, this unique package is ideal for investors or buyers seeking a move-in ready, income-producing beachfront retreat along the Connecticut shoreline.

127 Shore Rd, Clinton

$2,399,000

4 Beds ⋅ 4 Baths ⋅ 24191345 MLS

One of only two new construction homes currently available in Fairfield's coveted Beach neighborhood, an incredible opportunity w/ outstanding market value & just steps to the beach - Welcome Home to 96 Clinton Street. 4 levels of living w/ 2950 sf, elevator shaft ready, 4 bedrooms, 3.5 bath & high end finishes throughout. The open concept main level features custom finishes w/ a chef's kitchen featuring Quartzite countertops, large island w/ 2 inch countertops, custom cabinetry w/ a seamless flow into the spacious dining area & family room featuring oak beamed ceilings, gas fireplace & an inviting entertainment & bar area, plus shelving & built-in cabinetry abutting the gorgeous stone fireplace. The 2nd level hosts 3 generous sized bedrooms including the primary en-suite & the 3rd level w/ the 4th bedroom/office, full bath & opens to a spectacular deck w/ wire railings & beautiful views- the perfect retreat for relaxing or working from home. All of this PLUS the lower level loggia that offers exceptional additional living space complete w/ custom built-ins, large-screen tv hookup & direct access to the patio & backyard w/ plenty of room for a pool. The large mudroom, and a 2 car garage add great convenience. This quiet neighborhood is a quick walk to town, beach, shopping, school, parks and marina.

96 Clinton St, Fairfield

$2,395,000

5 Beds ⋅ 5 Baths ⋅ 24208162 MLS

Transport yourself back in time in this classic Greenfield Hill colonial! This renovated 1817 stunner offers over 5,000 square feet of living space - complete with private accessory apartment, a light & welcoming sunroom, bucolic barn and amazing gunite pool with waterfall! Mature plantings and trees abound on this spacious, rolling property. A dramatic, two-story front entry with sweeping staircase welcomes you home. Hardwood floors and high ceilings give even more character and elegance to the home. A more contemporary, open floor plan runs throughout the first floor - highlighted by a chef's kitchen, family room and formal dining room (both with fireplaces), living room, den with fireplace, office and more! The primary bedroom suite with elegant bath and walk-in closet punctuates the fantastic second floor, with three additional bedrooms. The home is perfect for hosting parties and overnight guests. An apartment (w/separate entrance) over the garage, an attached three-car garage and charming front porch are further features of this pastoral, private & relaxing home and property. Enjoy everyday or on the weekends! The two-story barn with three stalls and large pasture adds even more to your experience! It has three large stalls - perfect for trail rides - a stone's throw away at The Fairfield Bridle Trails and Brett Woods! Additional riding opportunities at the nearby Fairfield County Hunt Club. Close to Fairfield & Westport shopping, restaurants, entertainment & commuting

2493 Redding Rd, Fairfield

$2,395,000

4 Beds ⋅ 3 Baths ⋅ 24205042 MLS

Welcome to 94 Field Crest Road, where turnkey living meets an exceptional resort-style lifestyle. Tucked away on a quiet New Canaan cul-de-sac just minutes from town, top-rated schools, Waveny Park and the YMCA, this beautifully renovated home offers the rare combination of privacy, convenience and effortless luxury. Fresh, sophisticated interiors are completely move-in ready. Complete w beautifully updated kitchen and bathrooms and thoughtfully designed living spaces, ideal for both everyday living and entertaining. The spacious primary suite features a large walk-in closet and en-suite bath, while the three additional bedrooms offer fabulous natural light and generous space. The lower level and basement provide valuable bonus space with endless possibilities for a media room, home office, gym, playroom, guest or in-law space. Outside is where this property truly sets itself apart. The private backyard has been transformed into a spectacular resort-style retreat featuring a Gunite pool and spa with waterfall, an expansive putting lawn with pitching spots throughout the yard, a built-in bocce court, and a stunning custom stone outdoor kitchen and bar with tv, creating the ultimate space for poolside dining and entertaining. Whether hosting summer gatherings, relaxing poolside, practicing your short game or enjoying an evening with friends, every element has been designed to make home feel like a getaway.

94 Field Crest Rd, New Canaan

$2,395,000

4 Beds ⋅ 6 Baths ⋅ 24204126 MLS

Lush Bridgewater paradise on over 30+ private acres with commanding distant vistas - enveloped by masterfully curated gardens, specimen trees, exquisite stonework, mature orchards, and verdant rolling meadows - you are truly immersed in nature here. Extensively renovated and immaculate, this home offers the absolute finest in seamless indoor-outdoor living. Centered around a new gunite, saltwater heated pool, picturesque courtyards, peaceful gathering nooks, and romantic walking paths that wind through the extraordinary park-like grounds. Flooded with natural light, the versatile floor plan greets you with a grand two story entry foyer and an inviting front to back living room and family room with a wood stove fireplace. The space flows perfectly into a gorgeous, beautifully renovated open concept kitchen with a massive center island, new quartz countertops, and large wet bar area - all steps away to the expansive outdoor covered ipe decks and entertaining areas. There is a cozy den that leads to a delightful sun room, a gracious formal dining room, powder room, laundry, and access to the attached 3 car garage. Upstairs, the expansive primary bedroom suite offers an exquisitely renovated spa-like bath with radiant floors, large closets, its own laundry area, and a private, heated balcony capturing the breathtaking views. Down the hall, there are additional guest bedrooms, a full hall bath, and a large media room with wet bar and balcony.

4 Sunrise Ln, Bridgewater

$2,395,000

4 Beds ⋅ 5 Baths ⋅ 24203568 MLS

This beautifully crafted 4,600 sq. ft. Colonial, built by renowned builder Frank Dooley, combines exceptional craftsmanship with thoughtful design. Located on a welcoming cul-de-sac in lower Greenfield Hill, the home features spacious rooms with clear sightlines that create a comfortable flow. At the center of the home, a generous kitchen seamlessly connects to the dining area and one of two large stone patios, ideal for both everyday living and entertaining. The expansive family room and elegant front-to-back living room each feature a fireplace, while a charming sunporch offers a cozy retreat. A finished bonus room above the garage provides flexible space for 5th bed, media room. Upstairs, four spacious bedrooms include a well-appointed primary suite with 2 full baths, an ensuite bedroom, and two additional bedrooms sharing an updated hall bath. Abundant custom built-in storage throughout and a finished third floor office enhances the home's versatility. The level, fenced, and beautifully landscaped 2+acres, designed by Oliver's Nursery, features irrigation and outdoor lighting. A 11'-23' room accessible from the yard and garage offers extra storage with finishing potential. Enjoy the convenience of walking to local shops and the farmers market, with easy access to downtown Fairfield, Merritt Pkwy, and I-95. This home offers effortless living in a prime location where everyday life feels relaxed and refined.

128 Cobblers Hill Rd, Fairfield

$2,395,000

4 Beds ⋅ 4 Baths ⋅ 24203922 MLS

Welcome to 171 South Street - the historic former carriage house originally designed by Guilded Age architect Ehrick Rossiter. Extensively renovated by current owner - who has created ultra-chic living spaces, modernized systems and re-landscaped to include a pool - all while preserving classic details. Rarely does an in-town property hit the market that has been elevated in such a way. The main level boasts a central hallway, leading to spacious, open living room with remodeled wood burning fireplace, exposed beams and sunken lounge with views down sweeping, landscaped lawn and gardens. Dining room, cozy den, updated chef's kitchen and bonus fifth bedroom suite with remodeled full bathroom complete the main floor. Upper level includes lofty primary bedroom suite with dressing room, full bath. Three additional bedrooms. Additional updates include remodeled breezeway, mudroom and room above three-car garage used as gym and/or office space. Newer roof, installation of central air and updates to plumbing, electric and insulation complete the effort. Landscaping with native specimen plantings. Deck with southeastern views of neighboring meadow. Private access to Bantam River and White Memorial Conservation land through backyard trails. Very desirable location among notable Litchfield residences with access to nature. Walk or bike to restaurants, shopping, Litchfield Green, library, White Memorial and Greenway. Best of both worlds - in-town living in ultra PRIVATE setting.

171 South St, Litchfield

$2,395,000

6 Beds ⋅ 5 Baths ⋅ 24193184 MLS

Few homes define a town, this is one of them. Located in the highly coveted South Wilton neighborhood, this iconic Grand Dame, originally dating to the 1830s and beautifully reimagined and expanded during the Colonial Revival of the 1930s, has been masterfully transformed from the inside out. Every inch has been thoughtfully restored and elevated by a renowned preservationist / designer, honoring its extraordinary heritage while embracing the finest comforts of modern living. Rich in character and timeless elegance, the home showcases magnificent stone fireplaces, high ceilings, hand-hewn beams, wide-plank chestnut floors, beautifully preserved millwork, designer lighting, Farrow & Ball finishes, exquisitely renovated baths, and countless bespoke details that reflect an uncompromising commitment to craftsmanship. Bathed in natural light, the spectacular living spaces are both spacious and welcoming, with walls of windows framing picturesque views in every season. The exquisite eat-in chef's kitchen and butler's pantry, with high-end appliances, light fixtures and Carrara marble, is magazine worthy! The luxurious primary suite offers a private retreat, while five additional generously scaled and beautifully designed bedrooms, charming balconies, multiple perfect office spaces and a spectacular versatile historic barn create exceptional flexibility and enduring appeal.

89 Chestnut Hill Rd, Wilton

$2,395,000

3 Beds ⋅ 3 Baths ⋅ 24174115 MLS

Nestled in the peaceful countryside of Goshen, this exceptional ranch-style estate offers the perfect blend of luxury, privacy, and functionality on more than 12 scenic acres. Featuring 3 spacious bedrooms and 3 full baths, the home is designed for comfortable single-level living with expansive views of the surrounding rural landscape. Step outside to your private resort-style retreat with a heated in-ground pool, relaxing hot tub, and dramatic waterfall feature, all set beneath a covered patio ideal for entertaining year-round. Whether hosting guests or enjoying quiet evenings outdoors, this space delivers a true vacation-at-home experience. Car enthusiasts, hobbyists, and business owners will appreciate the impressive oversized barn/garage with room for up to 11 vehicles, offering endless possibilities for storage, workshops, equipment, loading dock with a lift to the top floor or recreational vehicles. The 5 car garage detached from the house is both heated and cooled and boasts a radiant heat floor. It has a work shop and 2 coolers located in it as well. The house also has 2 bay garage under the house. The other 4 car garage is located on the other side of the house. Surrounded by open land and natural beauty with fruit trees, this rare property combines country serenity with upscale amenities - a one-of-a-kind rural retreat in the heart of Litchfield County.

80 Holmes Rd, Goshen

$2,395,000

6 Beds ⋅ 6 Baths ⋅ 24164783 MLS

Built in 2022, 40 Richmondville Avenue offers generous scale, a thoughtful layout, and true move-in-ready ease. Bright, open-concept main level connects kitchen, dining, and living spaces, with high ceilings and oversized windows throughout. The kitchen features a full Thermador appliance suite, large island with integrated outlets, extensive cabinetry, walk-in pantry, and mudroom with built-ins. Upstairs includes a spacious primary suite with walk-in closet and spa-like bath with heated floors, soaking tub, and oversized shower. Two bedrooms are connected by a Jack and Jill bath, each with lofted spaces for added flexibility. Additional bedrooms offer options for guests, office, or evolving needs. Third floor provides a private, multi-purpose level, while the finished lower level includes polished concrete floors and a bar/kitchenette area for casual entertaining. Six bedrooms, five-and-a-half baths, and four finished levels offer exceptional flexibility. Located just minutes from downtown Westport, with easy access to shopping, dining, and beaches, in an area experiencing continued growth.

40 Richmondville Ave, Westport

$2,385,000

4 Beds ⋅ 4 Baths ⋅ 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

$2,375,000

6 Beds ⋅ 6 Baths ⋅ 24208606 MLS

A beautifully preserved historic treasure, 143 Chestnut Hill blends more than a century of character with extraordinary craftsmanship and modern-day function. Built in 1900, with just three owners and lovingly curated by the current owners for over 40 years, the home has been thoughtfully expanded while honoring its original wide-board floors, stonework, doors, millwork and reclaimed antique beams. Throughout, extensive custom cabinetry was designed specifically for each room, with inset dressers, drawers, armoires and ingenious storage creating a true place for everything. At the heart of the home is a spectacular chef's kitchen with a 7ft island topped in reclaimed white oak, 48" Bertazzoni range, Danby marble, Sub-Zero refrigerator, and Rohl Shaw sinks. Gracious living spaces include an oversized dining room, sunroom with authentic stone wall and beams, family room with original stone fireplace and mudroom with travertine floors. A main-level en-suite bedroom and elevator provides exceptional flexibility for a first-floor bedroom suite. Upstairs, you will find a light-filled vaulted primary suite featuring extensive built-ins, walk-in closet and luxurious bath, plus five add'l bedrooms. The finished walk-out lower level adds versatility with a playroom, kitchenette, office/bedroom and full bath. Outdoors, enjoy a wraparound mahogany deck, bluestone patio, stone fire pit, plus an extraordinary approx. 2,500 SF heated/cooled barn w/ office, kitchenette, bedroom...and more!

143 Chestnut Hill Rd, Wilton

$2,350,000

5 Beds ⋅ 5 Baths ⋅ 24203971 MLS

Beautifully renovated 1799 antique Colonial offering timeless charm, modern luxury, flat pool-worthy property, and exceptional convenience, just one light to the Greens Farms train. This special home captures the soul of historic Westport while delivering the comfort of today's lifestyle. Thoughtfully renovated, it blends original character, architectural detail, warmth, and six fireplaces with the amenities today's buyers expect. Set on a flat property with room for a potential pool, the home offers inviting indoor and outdoor spaces ideal for entertaining and everyday living. At the center is a chef's kitchen with a Sub-Zero refrigerator, a Wolf range, custom cabinetry, and generous prep space, opening to a sun-filled family room. Formal rooms, antique details, and multiple fireplaces create a space that feels both elegant and welcoming. The primary suite offers an oversized dressing room with abundant closet space, and a spa-like bath with a soaking tub and steam shower. The finished lower level includes a game room, wine cellar, and flexible recreation space. Outside, the expansive lawn offers space for sports, gatherings, gardens, or a future pool. Ideally located with one light to Greens Farms train, and minutes to Long Lots Elementary, Post Road shopping, and Main Street dining. A rare blend of antique charm and modern living.

28 Bulkley Ave N, Westport

$2,350,000

5 Beds ⋅ 8 Baths ⋅ 24172476 MLS

This Sasqua Hills ranch in East Norwalk is perched high above Shorehaven Golf Club with sweeping views of Long Island Sound. The iconic estate at 7 Sasqua Road was built in 1950 and lovingly held by the original family for the last 76 years. The expansive property often described as "Old Hollywood Glamour," has long been a setting for unforgettable gatherings, where Broadway legends and jazz icon's performed in the grand living room. Rich in character and originality, the home offers an extraordinary collection of preserved period details throughout. The inviting family room features warm pecan wood paneling, a custom bar, walls of built-in bookshelves, a fireplace, and a spectacular picture window. The formal dining room is equally impressive, with carved wood built-ins and ample space for a table of twelve. At the heart of the home, the dramatic sunken living room showcases a barrel ceiling, featuring twin baby grand pianos, a wall of full-height windows, and original hardwood floors, creating a one-of-a-kind atmosphere for entertaining and music. The original eat-in kitchen has served as the backdrop for countless family meals and celebrations. A stunning powder room with its original custom mirror niche adds another distinctive architectural touch. A long, dramatic hallway leads to two spacious main-level en-suite bedrooms.

7 Sasqua Rd, Norwalk

$2,349,000

5 Beds ⋅ 4 Baths ⋅ 24204921 MLS

Another Fabulous New Construction by Joseph J. Lagana Builders Inc. This Luxurious Colonial with masonary details is situated on a level .51 acre includes 5 Bedrooms & 4 full baths. 1st Floor: Living Room & Dining Room accented with feature walls of shaker paneling, Gourmet Kitchen includes Thermidor appliances & a spacious Center Island with seating for 4 & opens to a Family Room accented with a Wet Bar, Stone Fireplace & Paddle Fan. Private Office / 5th Bedroom with access to a full bath. Mud Room leads to 2 car garage. 2nd floor consists of 4 Bedrooms: Primary Bedroom Suite has a walk-In-Closet with built ins, En Suite Bath with Shower Stall & seperate Soaking Tub. Painted His/Hers Vanities, tile floor & sliding barn door. There is another En Suite Bedroom for Guests, Family or Nanny features Walk-In-Closet with Built Ins & Full Bath. 3rd & 4th Bedrooms share a Jack & Jill Full Bath. Laundry Room with Laundry Hook Ups, shelving, countertop & wash tub sink. Finished Basement with 800 sq ft. Expansive rear patio with paver stone includes a Firepit. Stone covered front porch & steps with detailed paver stone walkway. Professionally landscaped with lush green sod applied to front & rear yard, accented with plantings & Irrigation System. Also room for a Pool! Conveniently located near shopping, library, restaurants, gym, Lake Mohegan & access to 5 Town Beaches. Quick drive to Fairfield Metro Train Station, Merritt Pkway & I 95

24 Warde Ter, Fairfield

$2,349,000

5 Beds ⋅ 7 Baths ⋅ 24199612 MLS

Move right into one of South Wilton's most desirable areas. Set on 2.2 beautifully landscaped acres, this exceptional, elegant blend of timeless architecture, refined interiors, and extraordinary outdoor living was built by Tomas Brothers. Professionally designed and fully irrigated gardens create a private, resort-like setting surrounding the home, with mature plantings and thoughtfully curated spaces that are as beautiful as they are inviting. Inside, gracious proportions and sophisticated details define the home, with five bedrooms, three en-suite baths, and a Jack-and-Jill bath providing exceptional comfort and flexibility. Five fireplaces create warmth and character throughout, including the luxurious primary suite, family room, private office, living room, and finished lower level. The heart of the home is for grand entertaining and comfortable everyday living, with beautifully appointed gathering spaces that flow effortlessly from one room to the next. The upper-level has a media room, and a sitting room attached to the primary bedroom serves as a nursery or studio. The finished lower level extends the living space, features its own fireplace and full bath, and is a potential in-law suite. A truly distinctive wine cellar, adorned with a hand-painted evocative mural inspired by Tuscany, provides an elegant setting for wine enthusiasts. Only 4 miles to the New Canaan train station for a fast commute to NYC. Close to major highways, shopping & restaurants.

77 Old Boston Rd, Wilton

$2,333,333

5 Beds ⋅ 5 Baths ⋅ 24177737 MLS

Custom Dream home that blends modern luxury, comfort and peaceful living. Nestled in a beautiful 18-hole golf course community, this stunning better than new home offers spacious open living, abundant natural light and thoughtfully designed details throughout. From the moment you enter you'll notice the airy layout, oversized windows, 10ft ceilings and seamless flow. The heart of the home features a beautifully appointed kitchen with generous workspace, custom cabinets and finishes with all high-end appliances. This home includes many upgraded systems including whole house generator, whole house water and air filtration systems, water softener and so much more. Upstairs has 4 spacious bedrooms with 3 large bathrooms and laundry room. Primary bedroom is absolute magic... with large balcony overlooking the course and pond. Massive bathroom suite with spa like details including jacuzzi tub and walk in rain shower with 3 shower heads!! His and hers walk in closets with plenty of built ins. Exercise room/bedroom, has new Tonal exercise system that stays with the house. Basement is walk-out and fully finished with full bar, living area, dining area, bedroom, kitchen and second laundry with custom dog bath. Step outside to serene surroundings, manicured property and peaceful setting. Large deck that spans the entire width of the house. The Golf course is under new ownership and newly remodeled with upscale restaurant, pool and workout facility. Opportunity of a lifetime!! OwnerAgent

2 Pond View Ln, Sherman

$2,300,000

4 Beds ⋅ 4 Baths ⋅ 24198440 MLS

This four bedroom, four bath, home was built in 1860, magnificently renovated to the highest standard in 2016 and has been in the hands of the present owners for 46 years. Renovation included all new electrical and plumbing systems. Prominently located on Washington Green in the historic district, the interior was restored for modern living retaining the beauty of many of the original details. The large open plan kitchen and dining area is wonderful for entertaining. The one acre plus grounds include a splendid flower garden and a landscaped two-level terrace. Washington, Connecticut was originally founded as Judea, and renamed Washington in 1779. The town is a model of stability and elegant living. Washington Green is a classic New England location in the region, and is just under a two hour drive from New York. Washington is surrounded by forested reservations, splendid for walking. Views are magnificent, fall colors are perfection and the town adjoins Lake Waramaug, the largest natural lake in Connecticut.

81 Green Hill Rd, Washington

$2,300,000

4 Beds ⋅ 3 Baths ⋅ 24187424 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.

167 Beebe Hill Rd, Canaan

$2,299,000

4 Beds ⋅ 4 Baths ⋅ 24206534 MLS

Exceptional New Construction in the University Area. Nestled on a quiet, low-traffic street in the heart of the desirable university neighborhood, this stunning new construction home perfectly blends luxury craftsmanship, modern functionality, and unmatched convenience. Currently under construction with a planned completion for May, this property offers a rare window of opportunity for buyers to step in, select custom finishes, and truly tailor the design to fit their personal vision. Built by one of the region's most well-known and respected local builders-celebrated for high-quality architectural detail and a proven portfolio of exceptional homes- this residence is thoughtfully designed inside and out. Spacious living: designed with an open, modern flow featuring 4 generous bedrooms and 3.5 baths, ideal for both everyday living and formal entertaining. Customization Potential: Early buyers can consult directly with the builder to select key interior options, fixtures, and personalized details before construction wraps. Refined Craftsmanship: Expect premium trim work, high-end surfaces, and beautiful architectural touches throughout the entire footprint. Unbeatable Location and Accessibility. Tranquil Setting: Enjoy the peace of a secluded, quiet neighborhood within a vibrant university setting. Commuters Dream: Central access puts you minutes away from local trains, downtown shopping and dining, and major highway corridors for easy travel. Opportunity awaits!

446 Wormwood Rd, Fairfield

$2,299,000

4 Beds ⋅ 4 Baths ⋅ 24205202 MLS

Live just moments from the beach in Fairfield's sought-after coastal neighborhood. Fully renovated and professionally staged, 484 Rowland Road offers 4 bedrooms, 3.5 bathrooms and nearly 2,800 square feet across three finished levels. The sun-filled main floor features hardwood floors, crown molding and an inviting flow between the living spaces. A bright sitting room with walls of windows opens to a family room with a fireplace, while the spacious dining room is ready for entertaining. The renovated kitchen features custom cabinetry, stone countertops, Viking appliances and an oversized center island with seating. Upstairs, the primary suite and additional bedrooms offer generous space, abundant natural light and hardwood floors, complemented by well-appointed bathrooms. The finished third floor provides flexible bonus space for a home office, gym, playroom, media room or guest area, along with additional storage. Outside, enjoy a long, level fenced backyard with room for entertaining, recreation and gardening, plus a detached one-car garage, paved driveway and covered outdoor area. Set in an amazing beach-area location close to the shoreline, parks, downtown Fairfield, restaurants, shopping and the train station, with access to Fairfield Public Schools. This move-in-ready home brings together coastal living, timeless design and modern comfort.

484 Rowland Rd, Fairfield

$2,295,000

4 Beds ⋅ 6 Baths ⋅ 24211085 MLS

Country Club Lifestyle with Outstanding Western Views of the Catskills from this exceptional 4/5 bedroom contemporary home at the top of the much desired and private Great Elm Estate in Sharon, CT. Enjoy the recently renovated facilities which include an oversized Gunite Pool, Tennis Court, Paddle Court, Pickleball Court and impeccably maintained grounds. 36 Great Elm offers main-floor living, flexible private quarters, and seamless indoor-outdoor connectivity. The main floor features a spacious living room with wood-burning fireplace and open dining room, creating an ideal layout for gatherings. The library provides a peaceful retreat for reading or TV watching. The expansive eat-in kitchen is ideal for gathering with family and friends. Step outside onto the large screened-in porch or the adjacent open-air porch to enjoy seasonal dining and relaxing sunset views. Two private ensuite bedrooms on the 2nd floor offer total privacy and comfort. Adding incredible versatility, a fully self-contained apartment features its own separate private entrance and includes a complete kitchen, bedroom, den and full bath. The walk-out lower level expands the living area even further, offering a spacious family room equipped with a convenient kitchenette. This level also houses a dedicated office or studio space, an additional full bathroom, and an abundance of storage. Only 10 Minutes to Wassaic train station, Lakeville, Salisbury & Millerton.

36 Great Elm Dr, Sharon

$2,295,000

5 Beds ⋅ 6 Baths ⋅ 24205321 MLS

Nestled amid 4.39 acres of beautifully landscaped, wooded grounds, The Retreat is an exceptional Ridgefield estate where refined living, privacy, and resort-inspired amenities come together. Designed for both grand entertaining and effortless everyday living, the property unfolds through lush gardens, impressive stonework, expansive terraces and patios, and a spectacular gunite pool, creating a serene setting reminiscent of a private luxury resort. The beautifully appointed main residence features a first-floor primary suite, two private offices, three additional bedrooms, a striking brick fireplace, and an elegant kitchen with butler's pantry and laundry. An expansive wraparound deck creates a seamless connection between the interior and surrounding landscape, offering an extraordinary backdrop for entertaining or quiet relaxation. The finished walk-out lower level is an entertainer's dreamscape, complete with a sophisticated full bar, wine cellar, cigar room with dedicated smoke-extraction HVAC, spacious family room, and a luxurious spa bath with steam room and wall jets. A separate cottage adds a legal studio apartment with a private entrance and outdoor sitting area, plus an additional bonus room and half bath above-ideal for guests, extended stays, or a private retreat. A dedicated indoor wellness spa with a hot tub, sauna, and massage area further elevates the experience. Secluded and tranquil, yet moments from Ridgefield's celebrated Main Street

351 Old Sib Rd, Ridgefield

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