Millbrook NY Real Estate & Homes for Sale

Welcome to your dream farm retreat nestled in the picturesque foothills of the Berkshire mountains! This sprawling property spans just under 175-acres with a rich history, once serving as a prominent dairy farm and now flourishing as a horse farm. Here, you will find a stunning array of farm buildings, lush pastures, paddocks, a sprawling pond and acres of wooded mountainside. The main residence, a classic center hall colonial, offers grandness and comfort with its 5-bedrooms and 4.5-bathrooms. The charming interior is adorned with 4 fireplaces, wide plank pine flooring and a spacious layout perfect for entertaining. Admire the beauty of the landscape from the inviting wrap-around porch or take a dip in the refreshing in-ground pool. Adjacent to the main house, a large carriage house provides additional living space for possible tenants with a first floor 4-bedroom apartment and a second floor 1-bedroom apartment, accompanied by an attached 2-car garage. A quaint one-bedroom cottage tucked away on the property offers even more accommodation options. The farm itself features a vast array of well maintained barns adorned with multiple cupolas. The main barn includes ten 12'x14' horse stalls, private office space and an extensive second floor area with multiple options for its use. Outside, you'll find three paddocks, a round pen, four silos and several large and small storage sheds ensuring ample space for all your farming needs.

West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open meadow, and serene pond. Spacious rooms perfect for entertaining include a great room with a soaring peaked ceiling and a 20' stone fireplace, sun-filled formal dining room with three exposures, huge Chef's kitchen with a massive stone fireplace and adjoining catering kitchen. Beautiful reclaimed chestnut floors, exquisite detailing and banks of windows and French doors. The paneled library, office and master bedroom suite are located on the first floor in a private wing of the house. Billiard room, complete with mini-kitchen, full bath and adjoining guest bedroom. Second-floor master guest room with soaking tub and deck with views. Two bedroom suites with ensuite bathrooms, charming children's bedroom and an office complete this floor. Lower level with a media room, half-bath, wine tasting room and wine cellar with adjoining prep kitchen. Laundry room, craft room and gym. Beautiful stone steps lead to a stunning pool & pool house with full kitchen & tennis court. Two building maintenance court contains a pumping system for irrigating the lawns and gardens.

A truly rare opportunity to own "Dragonfly Farm", one of the most unique estates in New England which has been featured in House & Garden and many architectural books. The estate compound began in the 1700s with the construction of the mill and the millkeeper's house (which now serves as the guest house). The Federal style stone house was added to the property in the early 19th century. In the 20th century, this main house was expanded by owner and architect Heathcote Woolsey. It was then owned by the Hammerstein family (of Rogers & Hammerstein fame). The current compound includes the 5 bedroom residence, 2 bedroom guest house, antique barn, office/gym/game room complex above the 4+ car garage, caretaker's house and a stone cabana. Unique features of the main house include a gracious foyer w/ curving staircase, dining room w/ opposing fireplaces, vaulted kitchen w/ stone walls/opposing fireplaces/hand hewn beams & a stunning solarium/family room. Leisure time will find you enjoying tennis, soccer, basketball, golf chipping, archery & the gunite heated pool.

Two lots being sold together- included in the sale of 59 Fuller Mt. is 61 Fuller Mt with an additional .92 acres and additional taxes of $1489.00. Build your dream house, just 5 minutes from Macedonia State Park for hiking, biking , fishing ,etc. Minutes from Kent town center.

Step into tranquility with this fully renovated Mid-Century gem tucked away on a private drive. Nestled on 5 acres of wooded bliss, this home offers the perfect blend of privacy and nature. Enjoy the serene surroundings from your brand new deck and porch, where every sunset feels like a moment of pure magic. With a finished basement offering additional space for entertainment or relaxation, this home is a true sanctuary for those seeking tranquility and style. Welcome home to your peaceful retreat.

New Home proposed to be custom built to the wants and needs of the contract purchaser on this beautiful lot in St. John's Peak. Pricing is based on a 2 story 3300 square foot house size. Final price, house plan and specifications to be agreed upon between buyer and builder. Home to be built by Multi Award Winning Litchfield county builders Ground Breakers. Builder has built several homes in the subdivision as well as many other homes in CT. Lot has been cleared and all engineering data has been updated to move forward as soon as plans and specs are finalized. Financing if necessary to be a construction to perm mortgage. Photos are an example of homes built by Ground Breakers and are not necessarily what is proposed in this home listing. Taxes based on land only.

Welcome to 333 Kent Rd. This is a beautiful opportunity to own a mixed-use property in Kent featuring two fully rented units and a 120-seat restaurant with an updated kitchen and full bar on the main level. The possibilities are endless. Bring your imagination. This property has been wonderfully maintained by the current owner. Located across the street from Bulls Bridge, a well-known covered bridge, as well the Appalachian Trail. Hiking, biking, and nature are just across the street! Located in the picturesque town of Kent Ct, just south of the center of town, boasting high-end stores, restaurants, and boutiques. Let your imagination run wild with all the possibilities!

Totally Private Top of the World Setting with Monster Catskill Views. 10-Min to the Center of Millerton NY/Sharon CT & 15-Min to Metro North Train. Graciously Scaled Rooms Throughout. 4 Fireplaces. The Ultimate Swimming Pool & Pool Area Complete with: Hot Tub; Outdoor Kitchen; Fireplace & Large Stone Terrace. Tennis Court. 3-Car+ Attached Garaging. 6 Paddocks with Run-In Sheds + Riding Ring & Barn. BIG Value for the Dollar!

A remarkable opportunity to own and renovate a home across from Sharon Hospital in the Village of Sharon, Ct. This home is in the center of Sharon and all that offers, such as the restaurants, library, hospital and all the associated doctor's offices. This home is served with both Town water and sewer and is minutes away from the train station to NYC.

Charming Cape in Ideal Location - This lovely Cape Cod home located on an amazing lot in idyllic Sharon CT is now available for sale. Cross the threshold of the extra deep wrap-around porch and enter the home with hardwood floors and generous proportions. The light-filled kitchen has a dining area with a large bay of bowed windows overlooking the side yard. A laundry room/mudroom is adjacent. The living room features an extra large double-height stone fireplace that has doors to a heated sunroom with wrap-around windows and access to the back patio with gorgeous views. The main floor primary bedroom has its own stone fireplace, a private sunroom, an en-suite bath, and ample closet space. Ascend to the second floor to discover two guest bedrooms and a full bath, providing comfortable accommodations for family or visitors. A detached two-car garage with loft storage space accompanies the property, featuring an attached room housing an exercise pool, perfect for relaxation and fitness. Enjoy the peaceful ambiance of country living, with convenient proximity to local amenities including in-town shopping, the Sharon Playhouse, Indian Mountain School, Hotchkiss School, and easy access to NYC train transportation. Don't miss the opportunity to make this tranquil retreat your own.

Very Special & Architecturally Significant Home just off Cobble Road in Kent and featured in the NY Times: 4 bedrooms, 4.5 baths, room to spread out, and full of natural light. With just over 2 acres and open views, this wonderfully maintained Frank Lloyd Wright-inspired home sits on Cobble Heights Road about 5 minutes from downtown Kent. Built for entertaining and a floor plan that creates privacy and separation within the home. Terrific location, with convenience to NYC via Metro North (20 minutes to Harlem Valley Wingdale). If hiking is your thing, trails abound including Kent Falls State Park, and the town of Kent is one of the more sought-after in Litchfield County, with many highly rated restaurants and shopping options. Less than two hours to NYC but a world away in bucolic Litchfield County.

Easy living in the Sharon Green Condominium community just off the beautiful town green. Lots of light, soft breezes flow through the open floor plan, privacy to chill or entertain. A chic minimalist designed kitchen will inspire the chef in you. The dining area has sliders to the expansive front patio and the large living room with a wood burning fireplace opens to a newly screened sun room shrouded by a wooded buffer. The primary ensuite bedroom & guest bedroom are of ample size, 2 full baths, pantry/utility/laundry room has loads of room. A new furnace/heat pump, newer appliances, detached garage space with locked storage unit, medical facilities, library, Sharon Playhouse, banking, post office, shopping & restaurants with farm to table fare... just some of the perks and all within a stone's throw. It's a short drive to the town rec facilities at Mudge Pond and 20 minutes to Metro train station.

Welcome to 1 Jackson Hill Road. With its refinished wood floors and rustic ceiling beams this home blends modern comfort with historic details. The spacious living room with its cozy fireplace, flows naturally into the well-appointed kitchen and formal dining room. Natural light pours into this delightful cottage from the dining room bay window and the sky lights in the renovated bathrooms. Set off the main living area is the first floor primary en suite with ample closet space and soaring ceiling height. Upstairs the second bedroom boasts sturdy built-ins. The enchanting curb appeal is created by mature landscaping and flourishing perennials. A detached garage provides additional storage.

Privately set, on a near 2 acre lot, with inground pool, spa & cabana, in Sherman's premier golf community, this grand 6500+ SF plan showcases 9 ft & vaulted ceilings, Mahogany floors throughout, 4 fireplaces & more! A grand foyer with circular stair, herringbone mahogany floors & dramatic lighting creates an impressive entry. Framed by a classic formal dining room & living room with mantled fireplaces, built ins & quality trim exudes elegance. The antique white kitchen with marble counters, center island plus a breakfast bar and a spacious dining area leads to the Trex deck & an enticing IG Pool with slide, spa and cabana! The kitchen is open to the vaulted family room, with floor to ceiling stone fireplace, the same gorgeous hardwood floors & French doors to the Trex deck and lushly landscaped yard. Views of the pool & private yard are also seen from the main level owner's suite, with spa bath, double sinks, jetted tub & marble tile. An exciting upper level with wrap balcony showcases 3 spacious bedrooms with full baths, ceiling fans & lots of closet space plus a cozy loft for reading or relaxation & an adjacent private office. A spacious bonus room over the 3 car garage is ideal for game room, bunk room or extended guest stays. Manicured grounds, gunite pool, stone patio, cabana w/full bath & outdoor shower, 3 car gar & more The Club at River Oaks offers golf & social memberships (optional),clubhouse, pool, gym, restaurant, bar & pro shop! Not to be missed!

Craft your dream home from the ground up with this rare built-to-suit offering set on a sprawling 5.46 acre lot on Long River Road in River Oaks Country Club, a private gated golf course community in Sherman, CT. This 4 bd / 4.5 bath / 3,759 sq.ft. open-concept residence with main level master seamlessly connects a chef's kitchen (w/ pantry) to an elegant dining area and a living room w/ cozy fireplace. Elevate outdoor gatherings on the sun-drenched patio with sweeping long views (optional POOL can be added). Club River Oaks features an 18-hole, par-70 golf course that blends with the natural terrain of the Berkshire foothills. Enjoy amenities like tennis courts, heated swimming pool, fitness facilities, fine or casual dining, Golf Pro for private lessons and summer golf camp for kids. Various membership options are available. Situated just 60 miles from NYC, 45 miles from WHITE PLAINS, this prime location allows easy commuting. The charming town center, 5 min away, offers community amenities: a library, parks, pavilion, sandy beach, and town boat slips on Candlewood Lake. Nearby catch & release trout fishing, acres of hiking & biking trails + skiing at Mohawk Mountain. Sherman is known for low taxes and excellent PK-8 school, making this location a rare gem. Pictures are for reference, home is TO BE BUILT and FULLY CUSTOMIZABLE. Don't miss the chance to customize an exceptional property where every detail mirrors your unique taste and individuality. Land only MLS 170615535

Welcome to 34 Jackson Hill Road, a recently remodeled retreat just a mile from the quintessential Sharon center. This ultra-chic haven is surrounded by apple trees and boasts captivating views of the CT/NY mountain range. Nestled into the rolling hillside, the black/white facade home features 3 full bedrooms, offering the sleeping capacity of 4. This residence is designed for sophisticated living, with an array of inviting spaces spread across both floors. Each floor presents real wood-burning fireplaces, access to balconies or patios, and full baths. The renovation includes new doors, trim, floors, plumbing, electrical, heating, and cooling systems. The main level seamlessly integrates the living, kitchen, and dining areas into an open floor plan. The kitchen is a culinary delight with white shaker cabinets adorned with brush gold hardware, stainless steel appliances, and a substantial 7-foot island. Recent upgrades encompass brand new hardwood floors with a rich dark chestnut stain, slate foyer tile, a new garage door, front walkway, and an architectural shingle roof. Conveniently situated just minutes away from shopping, restaurants, Route 4, and the metro north station, this property is accessible and commuter friendly. With its unparalleled combination of modern elegance and thoughtful updates, 34 Jackson Hill Road stands out as a distinctive and unmatched home in the current market. Welcome home to 34 Jackson Hill Road, where luxury meets tranquility.

Surrounded by breathtaking panoramic views, this newley home offers the ultimate retreat for golf enthusiasts. This single-level residence in the prestigious community of Club River Oaks boasts a variety of amenities tailored to enhance your experience. The generous gourmet kitchen provides the perfect setting for post-game gatherings. Unwind in the open-concept, spacious living areas, where a cozy fireplace and gorgeous views offer the ideal backdrop for relaxation and camaraderie. The main level primary bedroom is designed for comfort with two walk-in closets and a generous bathroom, complete with standing soaking tub. The sprawling deck enhances the allure of this home with lush views of the gently rolling fairway. With direct access to the golf course, every day is an opportunity to hone your skills and indulge in the sport you love. Club River Oaks features an 18-hole, par-70 golf course and amenities include tennis courts, a heated swimming pool, fitness facilities, and dining options ranging from fine to casual. The club also provides access to a Golf Pro for private lessons and hosts a summer golf camp for kids. With various membership options available, there's something for everyone. This is an unparalleled location. Enjoy boating on nearby Candlewood Lake, fly fishing on the Housatonic, and hiking on the Appalachian Trail, all just minutes away from your piece of paradise. This residence offers the perfect blend of tranquility and convenience at your doorstep

READY FOR IMMEDIATE OCCUPANCY!! Look forward to spring in Connecticut with views of the Litchfield Hills. Contemporary farm house on beautiful lot located in the Club at River Oaks in Sherman, Connecticut. Located in the rolling hills of Litchfield County, the Club at River Oaks has a signature 18 hole golf course, beautiful club house with a full service bar, gourmet restaurant. tennis courts and a pool. A socail membership entitles you to all the amenities you could hope for, an additional fee allows golf course membership as well. The contemporary farm house has an open floor plan, 9+ ceilings on the first floor, hardwood floors throughout and a gourmet kitchen. Gated community call for access.

The "Mare's Nest" is a lovely 1890's equestrian property which has been home to the same family for the last 50+ years. The main house is a colonial featuring some fine original details with more recent additions of a greenhouse and a main floor bedroom wing that adds an additional kitchen, laundry and great room. There are a total of 4 fireplaces, 4 bedrooms and 5 bathrooms. The stables and a number of other outbuildings add a great deal of charm to the rolling 27 acres of lawn and pastures highlighted by the bucolic swimming pond. The heated inground pool is conveniently accessed from the great room and primary bedroom. There is a hot tub and a small pool house for storage of pool toys. The stable was home to many thoroughbred racehorses over the years and has 6 stalls and a fenced paddock. The 2 barns have 9 garage bays and lots of room for equipment storage. Conveniently situated near the village of Millerton NY and a 20 minute drive to the NY train at Wassaic.

Welcome to The Club at River Oaks in beautiful Sherman Connecticut. Wonderful golf course lot. Beautiful 5 bedroom custom home. Hardwood floors through out. Gourmet kitchen with granite counter tops. Deck overlooking the golf course. Social membership entitles you to all the amenities you could hope for. Nestled in the picturesque Litchfield Hills. Spend your days playing tennis and then take a dip in the pool Beautiful club house with full service bar and gourmet restaurant. Outdoor dining on the patio overlooking the signature 18 hole golf course. Use of golf course to additional membership fee. World class fly fishing in the Housatonic River just steps away. Enjoy boating water-skiing and swimming on nearby Lake Candlewood. Live in a vacation area year round, easy commute to NYC. Agent related to builder.

Privately tucked away on 5+ Acres - an exceptional opportunity awaits the savvy buyer to create their own personal retreat in the small town of Sherman. Sophisticated New Construction, open-concept design and incomparable craftsmanship to be built by SHERMAN BUILDING DESIGN, hands on Architecture/Builder. This Modern Barn floor plan caters to the active and evolving needs of today's busy life styles and diverse contemporary life stages. You will love the elements that are available that compromise the clean lines, modern features and warm essence of your new home. Tailor plans with unlimited aesthetic & material options available based on your needs. $ TBD with budget of $400 per sq ft. Ease & proximity 5M-Metro North Train Station/5M-quaint small Town Center, Community Park w/Basketball, Tennis & Pickle Ball Courts, jogging path/Town Boat Slips/Kayak-Canoe Racks & Sandy Beach on CANDLEWOOD LAKE/2M to private golf club (The Club @ River Oaks) / 3.5M to Quaker Hill Country Club. 6M to 835 Acres Deer Pond Farm Sanctuary-Audubon Center w/its 20M of trails. 60M to NYC-makes for a perfect weekend retreat or year round living. Welcome to Small Town USA! Builder available to meet and walk land.

Converted Barn In Ideal Location - Set on 2 beautiful parcels totaling over 14 acres, sits this beautifully converted chestnut post and beam barn with meadow views on Sharon Mountain. The design and conversion of this barn was done by noted architect Einar Lindholm. As you enter from the ground floor, a staircase leads you to a grand great room with vaulted ceilings, seamlessly connecting to both a dining area and a kitchen. The panoramic meadow views serve as a picturesque backdrop, complemented by a striking large brick fireplace that adds a touch of drama and warmth. The main level features two bedrooms, a full bath, and an oversized library with a private stair leading to the primary suite. The second-floor primary bedroom features a spacious en-suite bath with a tub, shower, and water closet. Additionally, three more bedrooms, a laundry room, an office, and another full bath complete the sleeping quarters. The "crows nest" and gallery area suspended over the great room offer unique vantage points to enjoy the surrounding beauty, making them ideal for stargazing or simply taking in breathtaking views. The lower level adds another dimension to this remarkable home, featuring an additional bedroom, sauna, and a den with a fireplace and greenhouse-style windows. Step outside to discover a beautifully gated garden with a dining pavilion and sculpture garden, providing the perfect setting for al fresco meals. The property is also equipped with a solar-powered electric system.

Escape to this Enchanting Getaway nestled amongst the Mighty Oaks. Privacy and nature abounds on this 8.81 acre little slice of heaven. Meander down the white stone dust road to your charming Country Cape. At your approach you will be awed by the 200-300 yr old majestic oak trees accenting the front yard. Once inside, the natural pine walls and trim, southern exposure sunlight bay window and warming woodstove welcome you and your guests. You will enjoy having the original custom designed built-ins that are abundant through-out the home. A lovely screened porch through the French doors off the dining area leads out to a back patio overlooking an expansive yard. The kitchen with pantry leads to the mudroom and a Dutch door also leading to the screened porch. The 1st floor primary bedroom offers a full bath and walk-in closet. Upstairs are 2 more bedrooms with built-ins, a full bath and good size storage closets. Outside you will find an oversize 1 car garage, a large storage shed and greenhouse with raised gardening beds for your homegrown edibles. Take a walk down the path to enjoy the peace and quiet or across the road to the prestigious private Club at River Oaks for a game of golf, fitness and fine dining. This property has great potential for horses or subdividing while keeping your privacy. The lot has frontage on 3 roads and is in a 1 acre zoning district. Use 3 Colonial Ridge Dr Gaylordsville on your GPS.

Introducing a unique country estate now available for sale in the picturesque Sharon, CT. This distinctive property offers a blend of historic charm and modern amenities, comprising a captivating main house, a cozy one-bedroom guest house, a versatile studio/gym, and a plethora of outdoor amenities including a heated pool with a charming cabana, a detached three-car garage, and a well-maintained tennis court. The main house, a tastefully converted and renovated antique schoolhouse, features a spacious and finely appointed kitchen that opens to a light-bathed dining area, a cozy living room complete with a charming fireplace, a luxurious primary ensuite bedroom boasting paneled walls and another fireplace, a den with a sunroom and a separate guest bedroom wing. Enjoy alfresco dining experiences on the inviting bluestone porch, offering idyllic pond views. Next to the main house, discover the enchanting guest house, offering a rustic ambiance accentuated by a warming wood stove and a second-floor sleeping area, perfect for accommodating visitors in comfort and style. For those seeking recreation and fitness, there is a newly constructed studio/gym, offering radiant heating and a versatile loft space. Outdoors, indulge in leisure and entertainment by the heated pool, complemented by a charming cabana, barrel sauna, and tennis court. Experience the epitome of country living and luxury at this remarkable compound in Sharon, CT.

Great curb appeal! 3 bedroom raised ranch on beautiful 1 acre lot in quiet Gaylordsville. Vaulted, granite center island kitchen with maple cabinets. Dinig area with clider to private deck. Vaulted living room with bow window. Newer engineered laminate/hardwood floors throughout. Lower level level family room with fireplace/wood stove. Oversized garage. Central air. Large shed. Priced to sell!!