Refine Search
Sort by
136 Lower Rd, North Canaan
$575,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24184970 MLS
Blackberry River Oasis! With 1,100 feet of frontage on the Blackberry River and thousands of acres of protected state land as its backdrop, Stirling Farm offers a rare sense of privacy and tranquility. Cross a charming bridge with views of historic Beckley Furnace and its rushing spillway, then follow a private drive to a circa 1890 farmhouse nestled in a sunlit meadow. The home offers 3 bedrooms, 2 baths, and 1,500 square feet of living space. An updated kitchen with stainless steel appliances and a six-burner gas range complements original fir floors rich with patina, while a native stone fireplace anchors the spacious living room. Full of character and ready for its next chapter, the home presents an opportunity for thoughtful updates and personal touches to make it your own. The landscape is equally enchanting, with two magnificent mature Black Walnut trees, lovely apple trees, and a rare Rainier cherry tree offering its prized blush-colored fruit each June. Newly planted river birch, magnolias, and a graceful weeping willow add to the beauty of this ever-evolving setting. Private and serene, spend your days casting a line from the riverbank, listening to the gentle sound of the water, or simply unwinding as the Blackberry River sets the pace. With exceptional frontage and direct access, this is a place where nature, recreation, and quiet beauty come together.

136 Lower Rd, North Canaan

119 Judge Ln, Bethlehem
$1,995,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24179730 MLS
Discover a rare estate-quality property in the heart of Litchfield County, where timeless character, modern refinement, and more than 40 acres of exceptional natural beauty create an unparalleled retreat. A long private drive winds through rolling landscapes to a thoughtfully reimagined five-bedroom, three-bath residence that seamlessly blends sophisticated updates with the warmth and authenticity of its original design. Expansive windows fill the home with natural light and frame picturesque views. The remarkable grounds feature open meadows, mature pines and hemlocks, historic stone walls, fruit trees, curated gardens, and a tranquil pond, offering unmatched privacy and serenity. Equestrians will appreciate groomed riding trails and ample space for future rings, arenas, or barns. Outdoor enthusiasts will enjoy a 200-yd shooting range, hunting areas, and miles of trails for hiking, biking, ATV adventures, and recreation. Designed for entertaining, the pavilion and patio with a grand stone fireplace provides an unforgettable setting for gatherings and quiet evenings alike. Above the garage, a well appointed guest suite with a living area, kitchenette, and full bath offers flexibility for guests, or an au pair. Conveniently located just 15 minutes from the charming centers of Woodbury, Washington, and Litchfield, and approx two hours from New York City, 119 Judge Lane is a one-of-a-kind legacy estate awaiting its next generational steward.

119 Judge Ln, Bethlehem

49 Guilds Hollow Rd, Bethlehem
$599,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24179254 MLS
DRASTIC PRICE REDUCTION FOR A FALL SALE. So much to offer here - Relax by your gunite lap pool in complete privacy, just minutes from the town center and only 15 minutes to neighboring towns like Woodbury, Washington, Litchfield, and Watertown. This legal two-family home features a spacious studio apartment with a large kitchen and private entrance. Designed by the original owner, a NY designer, the home is beautifully appointed with unique details throughout. A welcoming foyer opens to a large formal living room with a fireplace, flowing into the country kitchen and a cozy den with a wood-trimmed vaulted ceiling. Perfect for entertaining, with access from the den and French doors from the large dining room leading to the mahogany deck and Gunite pool. The primary Bedroom includes a spacious private sitting room/nursery, and all rooms are generously sized.

49 Guilds Hollow Rd, Bethlehem

193 Stoneybrook Ln, Watertown
$874,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24185421 MLS
Nestled at the end of a long, private driveway on a quiet cul-de-sac, this custom-built colonial has been a private treasure - until now. Set on nearly 5 acres of lush, wooded land near the Litchfield border, this distinguished four-bedroom home spans just over 3,500 square feet of thoughtfully designed living space in one of the area's most sought-after neighborhoods. Lovingly maintained since its construction, it showcases the kind of craftsmanship that's hard to find today. Step inside to discover a home that has been beautifully updated where it matters most. The remodeled kitchen and bathrooms deliver elevated finishes throughout, balancing function and elegance, while the generous floor plan flows naturally between intimate gathering spaces and room to breathe. The bedrooms are genuinely spacious, and a private second-floor balcony off the bedroom level adds an elevated outdoor retreat. When warmer months arrive, the screened patio with mahogany flooring becomes an extension of the home itself, perfect for three seasons of use with wooded views and privacy just steps from the main living area. Beyond the patio, the property includes access to a shared spring-fed pond enjoyed by a small number of neighboring homes. Completing the home is an attached three-car garage, topped with an unfinished space that offers incredible potential for an in-law suite, home office, or guest quarters with its own entrance.

193 Stoneybrook Ln, Watertown

36 Deer Run Ln, Goshen
$1,150,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24185171 MLS
Come see this Private Retreat in beautiful, bucolic Goshen Ct. This home was built with the highest quality materials and is very well appointed throughout. The grounds are beautifully maintained with an inground swimming pool, pool house with a changing room, Tv, stereo and a kitchenette. The Pool area also boasts a fabulous outdoor built in BBQ Viking grill. There is a separate shed with electricity and security and a gorgeous solid mahogany deck. The house itself has central air, a custom gourmet kitchen, 9 foot ceilings on all floors and a solid mahogany front door. The lower level has a fully equipped suite with another full gourmet kitchen a gorgeous Tv room and possible bedroom. Perfect for an in-law or multigenerational living. The 3 car garage is heated with central vac, a large work bench and a wash sink. This house has a totally finished off lower level with in law possibilities. Come explore this beautiful estate and see how much it as to offer.

36 Deer Run Ln, Goshen

14 Flanders Ln, Kent
$1,395,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24184750 MLS
First time ever on the market: this custom Contemporary abuts hundreds of acres of conserved land owned by the State of Connecticut, offering sweeping pastoral views and exceptional privacy less than five minutes from Kent Village Center. Inside the ~2,800 sq ft main house, an open floor plan blends with sophisticated country character. The main level kitchen is light-filled with breakfast bar seating, opening to a sitting area that flows into a sunroom and out to a bluestone patio framing the view. A formal dining room with vaulted ceiling opens to the living room, anchored by a fireplace. A main level bedroom with private bath completes this floor. Upstairs, the primary suite features a vaulted ceiling opening onto a sleeping porch, with a private bath of its own. Two more bedrooms share a full bath on this level. The home was also expanded to include an ~800 sq ft separate guest apartment, currently used as an expansive home office. This area would make a wonderful guest space, with the two existing offices easily converted into two additional bedrooms. The space already includes a living room, dining area, kitchenette, and full bath. The lower level of the main house has been finished to include a media room and laundry, and the original two-car garage is now finished storage space, easily converted back if needed. A rare find in a sought-after location, just two hours from NYC.

14 Flanders Ln, Kent

178 Carter Rd, Kent
$1,050,000
1 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24183167 MLS
Western-facing views from this homestead spanning over 50 acres in Kent. Immerse yourself in nature, where you can hike, mountain bike, cross-country ski, fish, or hunt on your own land! A delightful 1-Bedroom residence boasts an open-concept living and kitchen area that seamlessly transitions to an elevated deck, ideal for enjoying sunset mountain views. Enjoy the home just the way it is, expand it, or retain it as a guest house while constructing your dream home. A detached barn that includes a wood shop and three garage bays offers remarkable versatility. The Barn/Garage shares the same distant views as the main house and features a spacious layout that invites finishing touches. Envision this area overlooking the stunning sunset! Perhaps part of it could serve as a Home Office, a Gym, or your Recreation Barn. All these functions could be combined to still accommodate some Vehicle Storage bays! The potential is huge! This 50-acre property features diverse landscapes, including the slopes of a mountain that descend into a charming valley with a scenic brook. A former logging trail winds through open fields and established woodlands, ultimately reaching a brook that signifies the beginning of the famous Kent Falls. Located under two hours from NYC and just minutes from the villages of Kent, Cornwall, New Preston, and Lake Waramaug.

178 Carter Rd, Kent

132 E Lake St, Winchester
$365,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24184417 MLS
Welcome to East Lake Street at Highland Lake, where privacy, comfort, and lake living come together. Set back from the road on a private lot in the desirable First Bay area, this well-maintained lake-style home offers a quiet setting with seasonal lake views and refreshing breezes throughout. Offering 1,820 square feet, the home is listed as a 3-bedroom with a first-floor finished 4th room for added flexibility. The updated kitchen features quartz counter tops, stainless steel appliances, and ample cabinetry, with warm pine ceilings adding character throughout. Additional features include two full baths, first-floor laundry, newer windows, public water and sewer, natural gas, on-demand hot water, and a wood stove. Outside, enjoy a peaceful backyard garden and convenient rear access from Ontario Street. Located within one mile of local schools and a half mile of town, the home offers easy access to everyday amenities while maintaining a peaceful lake setting.

132 E Lake St, Winchester

44 Pine Rd, Colebrook
$699,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24185035 MLS
Enjoy exceptional privacy and peaceful country living in this spacious 4 bedroom, 2.5 bath contemporary Cape set atop a long winding driveway surrounded by natural beauty. The open floor plan on the main level offers comfortable living and entertaining spaces, including an updated eat in kitchen with stainless steel appliances, a dining room with a cozy wood burning fireplace, a generous living room, a full bath with a shower, and a main level bedroom suite with a private half bath. Upstairs features three additional bedrooms, a large bonus den ideal for a home office, family room, or flex space, and a second full bath with a tub and shower combination plus a skylight. Thoughtfully updated for comfort and efficiency, the home features comfortable radiant heat throughout the entire first floor, a new well installed in 2021, a whole house propane generator with automatic transfer switch added in 2022, an EV charger with load management installed in 2023, new kitchen and laundry room appliances, and fresh interior painting. Septic, heating system and generator were just serviced. Located on a quiet, low traffic country road, this property offers the perfect combination of seclusion and convenience with easy access to Route 8, shopping, restaurants, and everyday amenities. Ideally situated just 2.5 hours from both New York City and Boston, this unique home is perfect as a full time residence or a relaxing weekend getaway!

44 Pine Rd, Colebrook

92 Minortown Rd, Woodbury
$775,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24182784 MLS
Live Stress-Free in This Income-Producing Equestrian Retreat! Enjoy the best of country living while generating income from your property. Rental revenue from a separate 1 BR apartment and 4 of the 10 horse stalls offers a rare opportunity to offset ownership costs! Situated on 5.76 level acres of open pasture and riding space, this equestrian property is ideal for horse enthusiasts, trainers, or anyone seeking a peaceful rural lifestyle. The horse facilities include 4 barns with a total of 10 stalls, 2 wash stalls, and a 20 x 60-meter riding arena with premium stone dust and sand footing. The grounds offer ample space for turnout, training, recreation, and relaxation, creating the perfect balance of functionality and tranquility. At the heart of the property is a charming 3-bedroom, 2-bath ranch home featuring a windowed kitchen, spacious dining room for entertaining, vaulted ceilings, 2 fireplaces with wood stoves, a WIC, and an oversized lower-level bonus room. Step outside to a private backyard designed for gatherings and enjoyment, complete with a thriving vegetable garden. The 1 BR apartment is currently rented, but can easily serve as an in-law suite or guest quarters. There is also a 3 car garage for the car enthusiast! The possibilities are endless! The present owners, Serenity Farm Horse Rescue, have lovingly cared for this property for years. As their rescue continues to grow, they are seeking a larger facility to support their expansion. Shown by private appt.

92 Minortown Rd, Woodbury

142 Gay St, Sharon
$555,000
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24183989 MLS
Step inside the newly reborn 142 Gay Street. This village home, held by the same loving family for decades, has undergone a head-to-toe transformation. Forget the hassle of renovations. We're talking new plumbing, new wiring, fresh paint, refinished floors, and sleek new appliances throughout. But while the renovations are cutting-edge, the charm remains. You'll love the cozy layout, complete with an eat-in kitchen, a spacious living room centered around a classic wood-burning fireplace, and a versatile sunroom perfect for your home office or den. The 1.28-acre lot is a wide-open, level canvas just waiting for your landscaping vision (and maybe that pool you've always wanted!). With an unbeatable location steps away from the Sharon Farm Market, town lake, and local favorites like J. P. Giffords and Le Gamin restaurant, this is the fresh start you've been looking for. Don't wait-come see this Litchfield County treasure today!

142 Gay St, Sharon

47 South St, Roxbury
$785,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24180161 MLS
Own a piece of history with the distinguished Philo N. Hodge House, a remarkable antique home built in 1833 and proudly added to the National Register of Historic Places in 2024. Rich in character and historic charm, this unique property offers an opportunity to become the next steward of a truly special home. Bring your imagination and vision to this treasured historic property and make it your own. A welcoming foyer greets you upon entry and leads to a spacious formal living room featuring a classic fireplace. The sunroom is complete with a wood-burning stove. Upstairs, you'll find three bedrooms, including one pass-through bedroom that offers flexibility for a nursery, office, sitting room, or guest space. A full bath serves the second floor. The home's unique feature may be the finished walk-up attic, complete with a working sink and endless possibilities as an artist's studio, creative workspace, hobby room, or private retreat. Recent improvements include a professionally installed Connecticut Basement Systems waterproofing system, featuring a new sump pump and dehumidifiers to help maintain a clean, dry basement year-round. Filled with memories, history, and timeless architectural details, the Philo N. Hodge House is ready for its next chapter. Buyers are encouraged to conduct their own due diligence with the Town of Roxbury regarding any regulations, permits, approvals, historic preservation considerations, or future improvements to the property.

47 South St, Roxbury

1917 Main St N, Woodbury
$780,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24183601 MLS
Built in 1854, this 5.91 acre property offers an incredible value impossible to replicate today for the price. The property includes an Italianate stone home with an approx 675 sq foot retail/office room with a separate entrance at the driveway, a 28' x 53' post and beam barn with a full walkout lower level, a large pond, stone walls, incredible perennial garden surround, and a 21' x 45' accessory building with heat - great guest house or in-law potential. Inspired by Tuscan villas, Italianate style homes, usually square and symmetrical, were popular in the late 19th C. in New England. Park-like grounds; large pond has goldfish (see pics). The 3532 square foot main home has potential for an in-home business, or retail shop as it once was. Other potential uses in this highly-visible location include using the barn for farm animals and/or horses. Home has 4 bedrooms, 2 full bathrooms, 3 fireplaces, and approx 435 sq foot foot, renovated, eat-in, sunny kitchen with leathered granite counters and stainless appliances. New oil furnace 2026. Septic recently maintained (new pump, piping, and floats in 2022 by Garrity, no problems since). 50 gallon water heater Oct 2022. Substantial moldings and built-ins, front and back staircases, specialty stainless skylights, and a rooftop belvedere, which looks beautiful lit up at night, atop the well maintained copper roof. Minutes to three towns centers of Woodbury, Watertown, and Bethlehem. Guesthouse has elec.

1917 Main St N, Woodbury

325 New Milford Rd E, Bridgewater
$544,900
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24183758 MLS
Move right into this bright and well-maintained 4-bedroom, 2-bath split-level home set on a private, wooded 3-acre lot in desirable Bridgewater with low taxes. Recent updates include all new windows (2022), new gutters (2023), freshly painted kitchen cabinet doors (2026), and freshly painted bathrooms. The main level offers an open floor plan with hardwood floors, a spacious kitchen, and a sliding glass door leading to the deck overlooking the peaceful property. Upstairs features four bedrooms and two full baths, including a remodeled second bath with a new vanity, toilet, and mirror (2026). A walk-up attic provides excellent storage. The finished lower level includes a cozy family room with a wood-burning fireplace, laundry area, and direct access to the attached two-car garage. Enjoy privacy, space, and a convenient location just minutes from shopping, dining, and major commuting routes. A must-see home offering the perfect blend of comfort, updates, and country living.

325 New Milford Rd E, Bridgewater

56 W Morris Rd, Washington
$5,195,000
8 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24182442 MLS
West Winds is one of Washington's most extraordinary country estates, offering an unparalleled combination of privacy, natural beauty, recreation, and equestrian amenities. A long, winding drive meanders through expansive meadows and orchards, culminating at a remarkable 10,000+ square-foot barn-style residence. Meticulously crafted using reclaimed beams and siding from a 19th-century Dutch barn, the home blends authentic historic character with modern comfort and scale. Set on 62 acres across 4 separate parcels, the property enjoys over 1,000 feet of frontage along the Bantam River, with sweeping views across the water to the mountains beyond (including iconic Mt. Tom). Outdoor amenities are exceptional, highlighted by a spectacular infinity-edge pool surrounded by stone terraces and walls, a private pond for fishing and winter skating, and direct access to miles of protected land trust trails ideal for hiking, biking, horseback riding, and exploring the surrounding countryside. For equestrian enthusiasts, West Winds offers a rare opportunity to ride directly from the property onto adjacent trail networks that follow the scenic Bantam River. The horse facility includes 4 stalls, tack area, and paddocks creating a turnkey setup for both recreational and serious riders. The heart of the home is the renovated eat-in kitchen, ideally positioned between the dramatic vaulted great room and the expansive media/game room.

56 W Morris Rd, Washington

920 Main St S, Woodbury
$2,995,000
4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24163576 MLS
Warren's Landing on the Pomperaug is an extraordinary estate where historic character is centered around a beautifully preserved 1890 Greek Revival residence. The home offers four bedrooms, timeless architectural details, spacious rooms, 4 fireplaces and custom built-ins. The impressive six-barn complex provides exceptional flexibility, featuring a retail shop, extensive equipment storage, a two-car garage, pool cabana and pool equipment building. A newly constructed temperature controlled 3,800-square-foot post-and-beam barn with a half bath and laundry room at the rear of the property further expand the property's possibilities. There are also an equipment/horse barn and riverside cabin. Outdoor living is equally remarkable with a stunning new in-ground gunite pool surrounded by lush landscaping. Designed for both relaxation and entertaining, the grounds include a custom "summer kitchen" with a European-style outdoor pizza oven, gas grill, and screened dining pavilion-perfect for hosting gatherings or enjoying quiet evenings. The 18.3-acre setting includes mature trees, open meadows, scenic walking trails, and frontage along the protected Pomperaug River, creating a private and picturesque retreat. Rich in history yet thoughtfully updated, this rare estate offers an exceptional combination of beauty, functionality, and enduring charm. A comprehensive list of recent improvements is available upon request. Buyer must do due diligence with the town for possible uses.

920 Main St S, Woodbury

195 Town Line Hwy, Watertown
$769,900
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24178994 MLS
Welcome to 195 Town Line Highway, Watertown! Ideally situated on the Watertown-Bethlehem town line. This custom-built Colonial offers the perfect blend of elegance, space, and privacy. Built in 2004 and offering over 3,000 square feet of living space, this impressive 4-bedroom, 2 full bath, 2 half bath home is nestled on a picturesque 2.89-acre lot with beautiful views and a desirable neighborhood setting. The exterior is highlighted by a 3-car garage, stamped concrete driveway, bluestone patio, and expansive outdoor living areas perfect for entertaining or simply enjoying the peaceful surroundings. Inside, you'll find a thoughtfully designed floor plan featuring a spacious kitchen that opens seamlessly to the family room, complete with a cozy fireplace and direct access to the patio. The formal dining and living rooms also offer patio access, creating an ideal flow for indoor and outdoor entertaining. A dramatic two-story foyer welcomes you inside, while a first-floor home office provides the perfect space for remote work or study. The main level also features a convenient mudroom/laundry room and hardwood flooring throughout, complemented by beautiful crown molding and quality craftsmanship. Upstairs, you'll find 4 generously sized bedrooms, including an inviting primary suite featuring a luxurious full bath with a soaking tub, separate shower, and spacious his-and-her walk-in closets. Don't miss out on this one!!!

195 Town Line Hwy, Watertown

11 Stone Fences Ln, Kent
$1,139,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24182669 MLS
This exquisitely appointed Colonial estate has the WOW factor! At its heart lies an opulant living room, where soaring cathedral ceilings meet a wall of grand windows, inviting the outdoors in, while a bespoke fireplace serves as a luminous anchor of comfort. The expansive, double height windows provide dramatic light to the open plan living/ dining/ kitchen. Miele and Bosch appliances are featured in the Chef's kitchen with a breakfast nook and a formal dining room adjoining. Transition effortlessly to the private, elevated deck; a serene sanctuary designed for seamless indoor-outdoor entertaining amidst tranquil vistas. Exceptional versatility defines the residence, featuring a main level Bedroom-ideal as a guest suite or private study; complete with an adjacent full bath. Retreat to the primary suite, a masterwork of design boasting vaulted ceilings, a statement chandelier and a cozy fireplace. This private haven further indulges with a dedicated seating area, an intimate balcony for morning coffee, full bath with double vanities, soaking tub, large stall shower AND an enormous dressing room. The two additional bedrooms are generously appointed with the convenience of walk-in closets and a Jack-n-Jill full Bath. The sun-drenched walk-out lower level is reimagined as the ultimate wellness retreat, featuring picture windows that frame the landscape. This multifaceted space offers a dedicated gym, spacious sauna and full Bath with rainfall shower for a true spa experience.

11 Stone Fences Ln, Kent

17 Meredith Ln, New Milford
$1,190,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24175686 MLS
Discover the epitome of luxury and financial versatility in prestigious Town Ridge Estates. A rare offering, this refined estate features a fully permitted, secluded guest cottage with exceptional income-producing potential, creating a unique opportunity to offset ownership costs, accommodate extended family, provide a private retreat for guests, or generate rental income. Complete with 1 bedroom, 1.5 baths, and a full kitchen, this secondary dwelling sets the property apart from the ordinary. The main residence is equally impressive, centered around a gourmet kitchen designed for the culinary enthusiast. Outfitted with a Wolf 6-burner range, dual dishwashers, and a warming drawer, it's a space that functions as beautifully as it looks. The main-level primary suite serves as a private sanctuary, featuring dual walk-in closets and a spa-like bath with radiant heated flooring. Car enthusiasts and hobbyists will appreciate the 2 sets of oversized garages, providing 4 total bays for specialty vehicles or equipment. Set on expansive, manicured grounds featuring a serene pond w/ illuminated fountain and an expansive Trex deck w/ pergola, this estate seamlessly blends luxury and functionality. The walkout lower level offers impressive office space w/ a separate entrance and a great room w/ a full bath. This property is more than just a home; it's a lifestyle investment offering architectural elegance, exceptional flexibility, and remarkable income potential Truly one not to miss!

17 Meredith Ln, New Milford

31b June Rd, Washington
$2,000,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24182915 MLS
This thoughtfully designed custom modular lakefront home combines architectural elegance with the precision and performance of factory-built construction. Set on the shores of Lake Waramaug, one of Connecticut's most beautiful and well-preserved natural lakes, the to-be-built residence is manufactured by New England Homes and completed by Viridian Custom Homes, with custom design by Kathleen Goodwin. The home reflects a refined modern sensibility with clean lines, generous glazing, and a seamless connection to the outdoors. The property enjoys large direct lake frontage and dock rights, offering an exceptional opportunity for waterfront living. The main level features an open-concept kitchen, dining, and living area with expansive windows that frame the surrounding landscape. A private bedroom wing includes a serene primary suite, two additional bedrooms, and a full bath. The lower level adds a fourth bedroom and full bathroom, with flexible space for a guest suite, family room, office, or studio. Energy-efficient materials, superior insulation, and precision engineering elevate comfort and durability. With room for outdoor living and thoughtful landscape design, this home offers a rare blend of craftsmanship, efficiency, and the timeless appeal of life on Lake Waramaug.

31b June Rd, Washington

31a June Rd, Washington
$4,000,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24182872 MLS
This exquisite Frank Lloyd Wright Usonian-inspired lakefront home offers a rare opportunity on the serene shores of Lake Waramaug. Known for its pristine waters, natural beauty, and timeless appeal, Lake Waramaug is one of Connecticut's most beautiful and well-preserved natural lakes. Set in the charming village of New Preston, the to-be-built residence is presented by Viridian Custom Homes and Lindal Cedar Homes, with a masterful design by Aris Georges, a leading authority on Frank Lloyd Wright's design principles. Finishes by Kathleen Goodwin Interiors reflect a sophisticated blend of Connecticut and New York City design sensibilities. This 4-bedroom, 3.5-bath, 3,285 SF home features airy rooms, dramatic ceiling heights, organic materials, broad roof overhangs, abundant natural light, and a seamless connection to the land. Set on 1.85 acres with 500 ft of private waterfront and dock rights, the property offers spectacular westerly views. A rare opportunity to create a modern lakefront retreat that blends architectural elegance, natural beauty, and timeless Wright-inspired design.

31a June Rd, Washington

3 Burger Rd, Plymouth
$599,999
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24178339 MLS
Better than new, this stunning split level home has been completely reimagined with exceptional attention to detail, high end finishes, and energy efficient upgrades throughout. Offering 3 bedrooms & 2 full baths, this turn key property is the perfect blend of modern style and everyday functionality. Step inside to discover beautifully, refinished dark, walnut hardwood floors, crown molding, updated lighting, new interior doors, trim, and custom finishes throughout. The show-stopping kitchens feature quartz countertops, elegant marble and mother of pearl mosaic backsplashes, and newer appliances. Recent improvements include a new Owens Corning roof with transferable warranty, new windows, doors, black seamless gutters, front walkway, oversized asphalt driveway, updated well water tanks and lines, &a new high efficiency HVAC system. Spray foam insulation in both the basement and attic provides year round comfort and impressive energy savings. The finished lower level with separate entrance provides additional living space to suit a variety of your needs, along with the addition of the converted garage to office space which allows for even more versatility. Outside, enjoy the newly installed patio, and private backyard perfect for entertaining. Every inch of this home has been thoughtfully updated, creating a truly move in ready property. Simply unpack and enjoy.

3 Burger Rd, Plymouth

300 Hilltop Rd, Watertown
$550,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24182042 MLS
Welcome to 300 Hilltop Road in Oakville - an expansive ranch-style home offering comfort, space, and easy one-level living. This 3-bedroom, 3-bath home features an inviting open floor plan, creating a seamless flow between the main living areas and making it ideal for both everyday living and entertaining. A beautiful dual-sided fireplace between the living rooms adds warmth, character, and a cozy focal point to the home. Each bedroom is generously sized, including a spacious primary bedroom with its own private bathroom. A slider in the living room leads out to the backyard patio, creating an easy connection between indoor and outdoor living. Outside, enjoy a flat, private yard complete with a firepit - the perfect setting for relaxing evenings and outdoor gatherings. The finished basement adds valuable additional living space, perfect for a family room, home office, gym, guest area, or recreation space. Conveniently located near Route 8 and I-84, this home offers easy commuter access to Waterbury, Hartford, Danbury, and surrounding towns while still providing the privacy and comfort of a neighborhood setting. Spacious, versatile, and move-in ready, this Oakville ranch is ready to welcome its next owner.

300 Hilltop Rd, Watertown

57 Indian Trail Rd, New Milford
$4,850,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24176398 MLS
"Hollow Farm" - An Expansive Historic Estate Reimagined for Modern Country Living Nestled in its own private valley, this 72-acre estate includes a Main House, thoughtfully updated and expanded in 2005; a charming Guest Bungalow; screened Gazebo perched over a pond; Pool Pavilion; Stables with caretaker's apartment; and a restored Barn. Comprised of multiple parcels, offering maximum privacy. The circa-1755 Main House features a dramatic great room with stone fireplace, adjoining chef's kitchen, and formal dining room. Additional main-level spaces include both a sitting room and a library with back-to-back fireplaces, plus a guest suite with full bath and sitting room. Upstairs, the primary suite offers a lofted sitting area with fireplace, as well as private deck, while two guest bedrooms share a hall bath. The lower level includes a wine cellar with cobbled floor and a gym. Outside, multi-level terraces showcase exceptional stonework, a fire pit, grilling area, pool, and spa. Two ponds and the sparkling Merryall Brook enhance the 18 acres of open land. Extensive landscaping compliments the natural beauty of the forested hills. As with the Main House, every outbuilding and outdoor space has been meticulously maintained. Although it feels a world away, this remarkable property is only 15 minutes from Kent, New Preston, and Washington. With its historic character, modern updates and expansive private setting Hollow Farm offers a rare opportunity for refined country living

57 Indian Trail Rd, New Milford

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

How much is your home worth?

Get instant property value now!