luxury real estate for sale Middlebury, United States

Situated on a stretch of Putting Green Lane, this stand-alone Laurel model offers a refined approach to living within the 55+ community of Oxford Greens. Carefully maintained by its original owners, the three-bedroom, two-and-a-half-bath residence features nine-foot ceilings and rich hardwood flooring throughout the primary gathering spaces. The kitchen is appointed with granite countertops, stainless steel appliances, and a bright breakfast nook. Flowing seamlessly from the kitchen, the family room is anchored by a gas fireplace beneath a vaulted ceiling, creating an understated elegance for daily living or entertaining. The architecture thoughtfully embraces its natural surroundings. Two separate decks provide generous outdoor living space, offering tranquil views of the private, wooded setting directly behind the house. Additionally, a large, unfinished walk-out lower level presents expansive potential for future customization, tailored storage, or a dedicated studio space. The Oxford Greens lifestyle is defined by its golf course ambiance and comprehensive resort-style amenities, all maintained with notably low common charges. Situated adjacent to the acclaimed 18-hole golf course, the neighborhood offers a sophisticated country club atmosphere. A 17,000-square-foot clubhouse serves as the focal point of the community, featuring a fully equipped fitness center, indoor and outdoor swimming pools, and a relaxing hot tub. The grounds also include meticulously maintained courts for tennis, paddle tennis, pickleball, and bocce. This property presents a rare balance of private, wooded serenity and premier recreational facilities.

Nestled in the well-established Sherman Hill neighborhood, this five-bedroom home offers a generous footprint to put your personal touches on. Boasting wood flooring and newer windows throughout, the main level features a fluid layout designed for effortless living: a spacious living room, formal dining room, an eat-in kitchen, a cozy family room with a fireplace, a private home office, and a convenient full bath. Upstairs, you'll find five sizable bedrooms, including a primary suite complete with two walk-in closets and a private full bath. The remaining four bedrooms share a large full bathroom equipped with a double vanity. The expansive walk-out lower level adds incredible value with over 1,000 square feet of finished, heated living space. Create a game room with the provided pool table and a den area with a second fireplace, or utilize it as a potential in-law suite as light streams through a large picture window with views of the backyard. Outside, a stately circular driveway frames the property amidst mature, private landscaping, while the back deck is primed for summer grilling. Complete with an oversized two-car garage featuring a dedicated work area and abundant storage closets, this home is ready for you to bring your design ideas and unlock its full potential! Walking distance to Trolley Bed Preserve and Whittemore Sanctuary is nearby as well as all the shops, cafe's and restaurants of Woodbury.

Tucked away on a peaceful cul-de-sac within Southbury's award-winning Region 15 school district, this thoughtfully designed Colonial offers timeless appeal, exceptional privacy, and everyday comfort. The spacious kitchen is appointed with granite countertops, Viking double wall ovens, a Viking gas cooktop with warming drawer, oversized pantry and a Bosch dishwasher, perfectly suited for daily living and entertaining. Rich hardwood floors extend throughout the main level, where the sun-filled family room features soaring vaulted ceilings, a ceiling fan, and a charming wood-burning stove. Upstairs, the spacious primary suite offers a walk-in closet and spa-like bath with jetted tub and separate shower, accompanied by three additional bedrooms and a convenient second-floor laundry room. The unfinished lower level with epoxy-coated floor and additional electrical service provides outstanding workshop or future finishing potential. Outside, enjoy a private deck, flourishing vegetable garden, peach and pear trees, and a beautifully private setting. Conveniently located just minutes from I-84, Route 67, shopping, dining, and everyday amenities. Roof and deck 6 years old; AC 3 years old, Hot water heater 3 years old, new windows upstairs 2023.

Surrounded by natural beauty, the property offers room to explore, garden, entertain, or simply enjoy a peaceful setting while remaining close to everyday conveniences. A covered porch welcomes you inside where hardwood flooring runs through much of the home. The living room features built in bookshelves, a wood stove, and large windows that bring in natural light. A notable advantage of the home's layout is the presence of three bedrooms on the main level, offering flexibility for single level living, guests, home office space, or multigenerational needs. The main level also includes an eat in kitchen with a large pantry, dining room, full bath, and a four season room overlooking the wooded surroundings. Upstairs are two additional bedrooms and a half bath with space that may accommodate future expansion to a full bath or laundry area. Ample closet space is found throughout. The unfinished lower level provides additional flexibility with workshop space, laundry and mechanical areas, a storage room suitable for a wine or root cellar, and a two car tandem garage. Outside, you'll find an inground pool with a new liner (2024), multiple outbuildings and wood sheds (conveyed as is), and abundant parking. Major updates have already been completed, including a new roof (2023) with a transferable warranty, furnace (2023), well equipment including pump, tank and well cap (2023), and newer gutters. A new septic tank and distribution box will be installed (August 2026). For added peace of mind, the home is equipped with a whole house Generac generator. Set at the end of a private road on 2.9 wooded acres, this 5BR home presents a rare combination of privacy, character, and potential. Ready for its next owner to bring their vision and personal touches. Conveniently located just minutes from Exit 15, shopping, restaurants, Main Street, nearby lakes, and the movie theater.

This exceptional four-bedroom, four-full-bath Colonial offers an extraordinary combination of space, privacy, and resort-style outdoor living, set on more than two acres in Southbury's prestigious Cedar Grove neighborhood. A Belgium block-lined circular driveway and beautiful landscaping create an impressive arrival, complemented by a two-car attached garage and a detached 19-by-14-foot barn that provides a third garage, workshop, or flexible storage space. The backyard is truly the showstopper, designed for year-round enjoyment with an in-ground spa-like pool, fire pit, multiple levels of decking, covered awning, barbecue patio, and pool house. The pool house offers excellent storage and the potential for a future pool bar, changing area, or additional recreational space. Inside, the updated open floor plan blends timeless character with modern amenities. The gourmet kitchen features quartz countertops, a wet bar, skylights, exposed beams, gleaming hardwood floors, a deck walkout, and beautiful views of the pool and surrounding grounds. At the heart of the home, the spacious family room showcases a dramatic floor-to-ceiling stone fireplace, custom built-ins, a charming window seat, and wide-plank flooring. The sun-filled sunken living and dining rooms provide an inviting setting for entertaining, highlighted by a second fireplace and French doors leading directly to the patio. A dedicated home office, laundry room, and half bath complete the main level. Upstairs, the luxurious primary suite offers a beautifully appointed bath, while three additional generously sized bedrooms provide ample space. A remarkable bonus and recreation room with its own full bath and private side staircase adds exceptional flexibility for a variety of uses. Additional highlights include a full unfinished basement, generator-ready electrical setup, newly paved circular driveway, DeGiorgio roof, Azek decking, and replacement windows and doors. With its impressive interior spaces, expansive grounds, resort-style pool area, and exceptional versatility, this remarkable property offers a rare opportunity to enjoy the best of comfortable living and sophisticated entertaining in one extraordinary setting. A must-see to fully appreciate all this special property has to offer.

Wonderful 3BR, 2BTH Cape located on the Naugatuck-Waterbury line in a neighborhood setting. Lovingly cared for by its current owners for nearly 40 years, this inviting home is ready for its next chapter and a new owner's personal touches. The front door opens to a spacious living room featuring a fireplace and large picture window, along with a formal dining room with a built-in hutch. The oversized kitchen overlooks the backyard and offers abundant cabinetry and a dining area. A main-level bedroom with two closets provides flexibility for guests or one-level living, while the heated breezeway/den offers access to the deck and backyard. Upstairs are two additional spacious bedrooms with ceiling fans and generous closet space. The finished lower level provides flexible space for a recreation room, home office, or both, along with a bar area, large walk-in closet, cedar-lined closet, and additional storage. The level, fenced yard is well suited for relaxing and entertaining, complete with a heated above-ground pool and deck, patio area, and a tree-lined rear yard for added privacy. Additional features include central air, installed in 2020, and central vacuum. A large driveway provides ample parking and leads to the attached heated two-car garage with an additional carport/shed for storage or yard equipment. With its functional layout, outdoor space, and convenient location close to nearby amenities, this is a wonderful opportunity to make a well-loved home your own.

Step through the doors of history and into one of Connecticut's most treasured colonial residences. Built in 1760 and proudly listed on the National Register of Historic Places, the Jabez Bacon House is a rare masterpiece of 18th-century American architecture that has endured with remarkable grace for over 260 years. This distinguished home has also been recognized for its exceptional preservation and character, having been featured in Early American Life magazine and Historic Homes magazine-an honor that speaks to its authenticity and enduring appeal. This stately five bedroom home showcases original architectural details that collectors and history enthusiasts dream about. Seven fireplaces anchor the home's character across its generous 4,800+ square feet. Five beautifully paneled rooms reveal the craftsmanship of a bygone era, while antique wide-board flooring runs throughout, whispering stories of centuries past beneath every footstep. While honoring its historic character, the home has also benefited from over $300,000 in thoughtful improvements that enhance comfort and preservation without compromising authenticity. Notable upgrades include the installation of central air conditioning for modern year-round comfort and elegant copper gutters that complement the home's historic architecture while providing lasting durability. These investments ensure the property is as functional as it is beautiful, blending 18th-century craftsmanship with the conveniences expected today. Beyond the historical significance, this home offers genuine livability with four full bathrooms, one half bath, and spacious rooms designed for both elegant entertaining and comfortable everyday living. The residential zoning ensures a peaceful setting that honors the home's timeless nature. The location is equally enchanting. Situated near Hollow Park in Woodbury - a town Reader's Digest once described as simply charming - you'll enjoy walkable access to local restaurants, unique shops, and the vibrant heart of this beloved New England community. Opportunities to own a property of this caliber, significance, and authenticity come along once in a lifetime. Don't let this extraordinary piece of American history pass you by. Schedule your private showing today.

Turn-key elevated ranch with in-ground pool, and immaculate grounds. Set on 1.6+ park-like acres, this modern ranch includes 3 bed/3 full baths, a 3-season screened porch, and a heated 20x40 pool with an oversized concrete patio. The living areas and recently renovated eat-in chef's kitchen shine with custom island, top-of-the-line appliances, and a dedicated butler's pantry with sink, wine fridge, and shelving. From the kitchen, enter the dedicated dining room with custom built-ins which open to the vaulted great room with floor-to-ceiling stone fireplace and locally sourced reclaimed mantle. Doors open out to a new composite deck overlooking the private, professionally landscaped grounds with overflowing hydrangeas, Japanese maples, and fruit trees. The primary suite features a custom cedar walk-in closet and en-suite bath. Two additional bedrooms and updated full bath provide comfortable living for family and guests. A secondary sunlit living room with an efficient pellet stove adds cozy warmth which opens out to a 3-season porch. The finished lower level includes a full bath and versatile space - perfect for a gym, media room, or flex space. Outside, enjoy true resort-style living around the fully fenced pool complex. Additional exterior highlights include a horseshoe pea gravel driveway, 4 y.o. architectural roof, new pool pump/filter and two storage sheds. Located just minutes to Woodbury's historic town center, fine dining, and boutique shopping!

Timeless Elegance & Immaculate Detail. Welcome to The Naramore House, a piece of living history. Lovingly preserved since 1898, this pristine colonial home seamlessly blends grand historic character with immaculate, turnkey maintenance. A classic wraparound front porch invites you through a charming dutch door into a formal, stately foyer featuring high ceilings and original pocket doors. The massive living room serves as the heart of the home, offering incredible square footage for multiple seating arrangements, media setups, and a cozy fireplace. Host effortlessly in the grand formal dining room and eat-in kitchen, complete with a generous pantry, a charming secondary rear staircase, and screened in sun porch. A luxurious primary retreat featuring a fireplace, private en-suite bath and massive 10x7 foot closet/dressing room. Three additional bright and spacious bedrooms include a versatile room-ideal for a dedicated home office, nursery, or library. The home has a huge attic with potential for expansion. A private patio, stunning formal garden with pagoda and mature trees offer the perfect setting for outdoor enjoyment. A recently renovated barn includes new structural beans and flooring. This lovely home offers in town conveniences like walking to restaurants, shops and local parades while set off of Main Street. Enjoy the beautiful historic architecture with the peace of mind that comes from a property that has been meticulously cared for inside and out.

Beautifully appointed and tastefully updated, this desirable 2-bedroom New Englander townhouse enjoys a prime Heritage Village location surrounded by lush landscaping and just a few flat steps from your garage bay. The inviting main level features new luxury vinyl plank flooring, an updated white kitchen with granite countertops, tiled backsplash, and ample cabinetry, along with a spacious living and dining room highlighted by a stylish yet cozy propane fireplace and a sliding glass door leading to a private deck overlooking beautifully landscaped grounds. The upper level offers two generously sized bedrooms with ceiling fans and newer carpeting, including a spacious primary bedroom with two closets and a private balcony. The recently renovated full bath showcases stylish finishes, while the second bedroom provides flexible space for guests, a home office, or den. A conveniently located full-size washer and dryer complete the second floor. Experience the exceptional lifestyle Heritage Village is known for. Set on 1,000 picturesque acres, this premier active adult community offers maintenance-free living with outstanding amenities, including four swimming pools, tennis and pickleball courts, fitness and recreational facilities, art studios, numerous clubs, and an extensive calendar of social activities.

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.

Story Book Setting and the house to match. Come see this beautiful home and you will not want to leave. Approach from a long gravel driveway, past willow trees and apple trees, over the brook into your private world. Custom built in 1934 and modernized to include central air, new windows, new bathrooms, and newer eat-in kitchen. The spacious living room has high ceilings, and a fireplace. The library/den has a fireplace and really cozy on cold winter days. The Florida Room brings the outdoors indoors and enjoyable most of the year. There are five bedrooms, three & half baths and plenty of closet space. The spacious primary suite has a dressing room and great closet space. This home is incredible in so many ways. Come see for yourself.

Presenting a rare opportunity to acquire a 23-acre parcel that has been held within a family for generations. This expansive property, fronting on a tranquil county road, offers a serene and private setting for your future endeavors. The property is a picturesque combination of woodlands, offering an idyllic setting for those seeking privacy and connection to nature. With approximately 800 feet of road frontage, the property provides ample access and visibility, ideal for a potential for a private residence or nature-inspired retreat. Enriching the value of this land, the Flanders Nature Center/ Land Trust encompasses the northern boundary with about 200 acres and the southern edge with about 28 acres, ensuring the preservation of the natural surroundings and offering a legacy of conservation. This adjacency to protected lands promises enduring tranquility and a haven for local flora and fauna. Conveniently located just minutes from the vibrant Woodbury Center, future owners will enjoy the blend of seclusion with the convenience of nearby amenities, including boutique shopping, fine dining, and cultural experiences. Create something truly special in the heart of Litchfield County.

Tucked away at the end of a quiet cul-de-sac in one of Roxbury's most desirable neighborhoods, this beautifully updated 4-bed, 3.5-bath Post & Beam Colonial offers a rare combination of privacy, character & flexibility. Exposed white oak beams, soaring 27ft ceilings, and 3 fireplaces create a warm architectural presence throughout the home, while thoughtful updates provide modern comfort and convenience. An active solar energy system helps offset utility costs and enhances long-term efficiency. Set on 3+ private acres, the property enjoys an exceptional natural backdrop with extensive undeveloped acreage beyond the rear property line, creating privacy and peaceful woodland views. Mature landscaping, a spacious deck, and a serene setting make the outdoor spaces ideal for entertaining or quiet enjoyment. The flexible floor plan includes a private in-law, studio, or home office space, ideal for today's evolving lifestyle needs. Beyond the 3,340 sq. ft. of above-grade living space, the home offers an expansive full lower level providing approximately 1,700 sq. ft. of dry bonus space ideal for storage, recreation, workshop, fitness, or future customization. An enormous walkable attic spanning nearly the entire 2nd floor footprint provides exceptional add'l storage rarely found in homes of this era.

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

Perched above the tranquil waters of Jacks Brook in southern Roxbury, this Modern Mountain Tudor offers refined open-concept living with exceptional accessibility to New York City, just five minutes from Roxbury Center. Set on a private, level site, the property enjoys protected brookside land that preserves the natural landscape and uninterrupted views that define the home's character. A grand circular driveway introduces the residence, where sweeping lawns and striking architecture create a powerful sense of arrival, privacy, and seclusion. Inside, light-filled interiors showcase soaring ceilings and oversized windows that capture serene vistas from nearly every room, blending contemporary sophistication with warmth and comfort. The remodeled kitchen serves as the heart of the home, seamlessly combining modern design with functional luxury as it flows into the main living areas. With five generously proportioned bedrooms and six bathrooms, the thoughtfully scaled floor plan accommodates both grand entertaining and intimate everyday living. The lower level features a versatile in-law suite complete with a full kitchen, private bedroom, bathroom, living room, separate entrance, and direct access to the grounds, along with an additional great room or family room that opens to the expansive lawn, offering a seamless indoor-outdoor connection ideal for guests or multigenerational living.

Steeped in 18th-century charm, this rare 1747 Saltbox estate seamlessly marries historic integrity with modern luxury. Tucked away on a peaceful country lane, the main home boasts original wide-plank wood floors, dual fireplaces, twin staircases, authentic built-ins, and freshly renovated baths. At its heart is the kitchen featuring Viking appliances and granite counters that open to garden views. Step through the screened stone-and-timber breezeway to a newly expanded patio and custom firepit crafted directly from native fieldstone, all beneath a classic wood-shingle and copper roof. The surrounding grounds function as a true New England compound. A separate two-bedroom carriage house offers built-in guest quarters with a covered porch and an oversized 2.5-car garage. Nearby, a newer two-story 40'x28' barn provides flexible space for a creative studio, vehicle storage, or livestock, complemented by two additional storage sheds. Recent improvements include, but are not limited to, a new cedar-shingle roof with copper downspouts (2025), new A/C, fresh interior paint throughout (2026), and refinished flooring. It is an unmistakable rural sanctuary with abundant room for hosting friends and extended family.

Diamond in the rough! This solid and expansive home is waiting for its new life, with you as the steward. It has 3 good sized bedrooms, a bonus room off the primary (which is ensuite), a large partially finished lower level, perfect for a game room, gym, man or woman cave, an open floor plan from the kitchen to the family room, a multi-level deck, an oversized 2 car garage and a large, beautiful yard lined by beautiful stone walls with perennial beds, all located in the highly desirable town of Roxbury, where the average sale price is well north of $1M. 90 minutes to Manhattan, this is southern Litchfield County, so you get the beauty and cultural life found locally, with proximity to Westchester, Fairfield and NYC. Great hiking, restaurants and art abounds within minutes. This is an as-is sale, with the price reflecting the condition of the property. There will be no seller concessions for inspection issues. Will not qualify for FHA financing. Seller will not remove the pool table in lower level. USE CAUTION ON THE DECKS, There are loose boards.

Fresh paint, new photos, and the pool is open for summer. This beautifully updated Colonial is situated on a private, lightly wooded lot in Sandy Hook, offering the space, comfort, and lifestyle today's buyers seek. A private driveway leads to this inviting home, which features spacious living areas, a formal dining room, a cozy fireplace, and an updated kitchen complete with quartz countertops, modern cabinetry, and newer stainless-steel appliances. Freshly painted throughout, the home feels bright, clean, and move-in ready. The upper level offers four comfortable bedrooms, including a primary suite with a full bathroom and walk-in closet. The fully finished, heated walk-out lower level provides exceptional flexibility—ideal for guests, an in-law setup, a home office, gym, playroom, media room, or recreation space. It also includes a convenient mini-kitchen. Step outside to a backyard designed for summer entertainment. The heated in-ground pool, complete with a slide, is open and ready for relaxing weekends at home. Additional highlights include a two-car attached garage, updated finishes, and a peaceful setting just minutes from Sandy Hook's restaurants, shopping, parks, hiking trails, and wineries, with easy access to major commuter routes.

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

This cross gabled farmhouse was built in 2006 by its artisan craftsman owner, expanding upon the original foundation of a dwelling previously occupied by the caretaker of Arthur Miller's residence. The home was designed to leverage distant views east that stretch across thousands of acres of forested land to ridgelines in the towns of Woodbury and Bethlehem. The owner harvested and milled trees found locally to construct the flooring, stairs, cabinetry, interior doors and most of the finish moldings, creating exceptional detail and character rarely found at this price point. No less impressive is the handsome and considerable stonemasonry he crafted, surrounding the house and connecting its points of entry to exterior living spaces. All three bedrooms have windows facing the long views with both the primary suite and open kitchen/dining space featuring french doors to the outdoor stone terrace extending toward the panoramic scenery. Magnificent living room with granite framed wood burning fireplace and a flat screen TV cabinet above the mantle that is flanked by built-in bookshelves. Large main level den/office and dedicated pantry with sink, wine fridge and game freezer. Second floor office could also be used for overflow guests. Savor the secret lifestyle sauce located in Roxbury's coveted southeast hill country that has drawn luminaries past and present, including Miller, Monroe, Widmark, Matthau, Calder, McCourt, Hoffman, Rayburn, Reed, Bushnell, Leoni & Ecklund.

Discover this charming 4-bedroom Colonial with 1 additional bedroom is attached in-law apt on the southern side of Roxbury, offering an idyllic escape with seamless access to NYC. This privately situated home rests in a serene meadow, gracefully bordered by Pierce Brook. The main residence features a comfortable layout with a living room and fireplace that flows into the dining area and kitchen. Upstairs, you'll find four spacious bedrooms and two full bathrooms. A bright slate floored sunroom overlooks the inviting heated salt pool, perfect for relaxation and entertaining. Adding to its unique appeal is an attached 1-bedroom in law/guest house with propane heating and cooling, providing flexible space for visitors or extended family. The property boasts level land and lush grounds, including a expansive pasture area, all set against the picturesque backdrop of Pierce Brook. This Roxbury gem combines tranquility with convenience, making it an ideal retreat.

Own a Piece of Roxbury History! One of Roxbury's three oldest homes, this site has been cherished by seven generations of the Squire family. The existing antique home, while requiring reconstruction, has the potential to be reimagined as a charming guest house, preserving a tangible link to the past. Set on 12.7-acres this property and boasts breathtaking eastern views and the unique opportunity to create a stunning estate on land steeped in local heritage. A partially intact stone foundation (approximately 1500 sq ft) provides a solid base for this endeavor. Imagine building your dream home atop the hill, capitalizing on the panoramic vistas. A beautifully renovated barn, listed as historic landmark, adds further character and value. The property abuts Land Trust for hiking, ensuring privacy and natural beauty. Infrastructure is in place with a completed A-2 survey, installed driveway, and approved septic plans (3-bedroom for the antique home and 8-bedroom for a main residence). Electrical conduit is also installed to the proposed homesite. This land has subdivision potential and is ready for you to create a legacy of your own. **Note: Home is uninhabitable at this time. A full rebuild and renovation is required.

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