Welcome to this beautiful brick ranch, ideally situated on a level one-acre lot just outside the charming Village of Millbrook.
This well-maintained 3-bedroom, 2-bath home offers easy, one-level living with hardwood floors throughout, a cozy living room with a wood-burning fireplace, and an enclosed porch perfect for relaxing or entertaining. The spacious eat-in kitchen flows nicely and overlooks the private, tree-lined backyard.
Thoughtfully updated with major improvements, including:
**New Roof & Rafters
**New Central Air Unit with a transferable warranty
**Newer 1,000-Gallon Septic Tank
Updated Electric
**Shed for extra storage
**Systems are regularly serviced and well cared for
All of this just minutes to the heart of Millbrook’s shops, restaurants, and schools, yet tucked away for peace and privacy. With easy access to commuter routes and all the best of the Hudson Valley, this home is truly move-in ready.
A solid, stylish brick ranch in a prime Millbrook location — don’t miss it!

This contemporary farmhouse on a sprawling property offers extreme privacy just minutes from the village of Millbrook. North Mabbettsville Road is a coveted location, and this property offers trails for hiking and cross country skiing as well as proximity to a range of outdoor activities. Enjoy peaceful pastoral views from the home's wrap-around porch or relax in the heated pool. This graciously designed home is filled with light and its spacious, high-ceilinged rooms include a formal dining room, living room, and cozy family room. Four bedrooms include two primary suites, one on the ground floor. A large eat-in kitchen is light and airy with beautiful views. Two working fireplaces keep the cold at bay during cozy winter getaways. Available from 4/15/25 thru 6/15/25 then again 9/1/25 thru 6/30/26, the property is in the heart of one of the northeast's boarding-school regions, including Millbrook, Kent, Hotchkiss, and Berkshire. Close to MetroNorth, fine dining, and cultural offerings at Tanglewood, Bard College, the Bardavon Theater, and more.

Early Country Cottage on 5 acres on a quiet country road in Millbrook, 5 minutes from the village. An excellent fishing stream borders the property. 3 bedrooms, 2 &#189; bathrooms. Wood burning fireplaces in kitchen, living room and dining room. Barns. Additional Information: HeatingFuel:Oil Above Ground,

Beautiful, contemporary, unfurnished, 2067 square foot, 2 bedroom, 2.5 bath duplex apartment with a fabulous open floor plan, in a very desirable location in Millbrook, NY. The building, in the style of a brick carriage house, is perfectly located across the road from the fabulous, new 32-acre Bennett Park. With its soaring ceilings, large windows & skylights, the apartment has lots of light, and the and exposed brick wall offers incredible charm. Kitchen has granite countertops and modern, stainless steel appliances. Both bedrooms are on the second floor and have their own bathrooms and there is a powder room downstairs. Rental includes a 1 car garage and 1 additional parking space in the building's parking lot. Landlord pays for property maintenance, landscaping, snow removal and trash pick up. Tenants pay electric, propane, water/sewer and cable. There is nothing like it anywhere in the area. A fabulous apartment and a must see! No pets. This is an UNFURNISHED apartment.

SPACIOUS ONE BEDROOM APARTMENT IN THE VILLAGE OF MILLBROOK. FANTASTIC FLOORPLAN WITH LIVING ROOM AND KITCHEN ON THE 1ST FLOOR AND BEDROOM, BATHROOM AND WASHER & DRYER ON THE 2ND FLOOR. THE LANDLORD PAYS FOR HEAT AND GARBAGE COLLECTION. THE TENANT IS RESPONSIBLE FOR ELECTRIC, WATER/SEWER AND CABLE/INTERNET. THE UNIT HAS CENTRAL AIR. THERE IS AMPLE OFF STREET PARKING AVAILABLE.

Nestled on a hill in Millbrook, with panoramic vistas of the surrounding farmland and rolling hills, this charming country house sits peacefully and privately on 5.43 acres at the end of a long tree-lined driveway. The architecturally distinctive home spans three floors of 4,548 finished square feet - plus a partially furnished basement - and contains three bedrooms, and two and one half baths. Built in 1994 with love and craftsmanship, the house offers every modern amenity expected of a warm and secure home as well as a breathtaking entertainment environment.  The grand entry foyer welcomes visitors with soaring 12’ ceilings and views of the Hudson Valley beyond. Stunning black walnut floors, window frames, doors and moldings feature throughout the first and second floors and light pours in to every room. The wrap around covered porch offers a 360 degree view of the surrounding land and allows for memorable evenings with friends or quiet moments alone. The first floor flows naturally between the rooms and is anchored by the kitchen which sits between a formal dining room on one side and a sunlit breakfast room on the other. A french door offers direct access to a thoughtfully designed and beautifully situated terrace that takes full advantage of the stunning views by providing options for cocktails, alfresco dining, outdoor movies or just sitting under a canopy of stars around the fire pit. The second floor includes three bedrooms and two full bathrooms, as well as a large walk-in closet that can easily be converted into a fourth bedroom or an office. The brightly lit and elegant primary bedroom and bathroom suite includes a gas fireplace, a large walk-in shower and a stand alone bath. The third floor provides an expansive media room/home gym with incredible views in all directions. The home is surrounded by lush and thoughtful landscaping. The small but productive orchard includes peach and apple trees and sits beside a large fenced in organic vegetable garden with 10 raised beds. The property, which includes a three car detached garage with room to create a fantastic guest suite with unforgettable views above is situated less than two hours to mid Manhattan, and minutes from the village of Millbrook and the Metro North Railroad.

Charming summer rental on Franklin Avenue available from June 15 - September 15th. The newly renovated main house at 3318 Franklin Avenue features a brand new kitchen with new appliances, cabinets, and radiant heated floors, dining room, living room, and powder room. Upstairs are two bedrooms, renovated bathroom, plus a half bath in the primary bedroom. The contemporary guest studio, newly built in 2019, has a wall of sliding glass doors, a kitchenette, a full bathroom, and living room w/ Murphy bed. The backyard is fully landscaped with plenty of room for entertaining, play, and relaxing. One indoor garage space is available with two adjacent outdoor parking spaces. The rest of the garage and loft is an art studio that will be locked. Artist will not be in residence. Utilities billed to the tenant for summer usage. No pets. Photos are of the exterior of the main house and exteriors and interiors of the guest cottage. Due to the renovation, which should be completed by April 15th, we do not have interior photos of the main house but coming soon. 3318 Franklin Avenue is located in the heart of the Village of Millbrook. Steps away from restaurants, cafe's, coffee shops, and Millbrook shopping.

Newly constructed one bedroom apartment situated in a beautiful and tranquil location in the Village of Millbrook.   Open floor plan with light-filled living room and well-appointed kitchen, complete with a dishwasher.   A spacious corner bedroom and an inviting bathroom that includes a walk-in shower, soaking tub and heated floors. Central air, a washer/dryer, generous closet space, shared access to outdoor space, and a driveway for off-street parking.  Easy access to NYC via Metro North trains from Dover Plains or Poughkeepsie.  An apartment like this offers a great way to enjoy village life. The library, the park, shops, public tennis courts, summer Farmers' Markets,  and restaurants are all just a short stroll away.  No pets.  No smoking.  A tenancy application and credit check are required.

Fantastic one bedroom apartment in the historic Millbrook Inn. This unit was renovated with preservation of details that fill the space with character. 9' ceilings, beautiful windows and hardwood floors throughout. All rooms are light filled and there are lovely views of the neighboring horse farm and sunsets. This unit is within walking distance of Village amenities. Ample off street parking. High efficiency heat and a/c unit. In-unit laundry. Landlord pays water/sewer and garbage collection. Tenant responsible for electric, cable/internet. Minimum one year lease. No pets. No smoking. Tenancy application and credit check required.

WELCOME HOME AND ENJOY LIVING AT ITS BEST IN THE BEAUTIFUL VILLAGE OF MILLBROOK!  THIS IS A  LOVELY CONTEMPORARY COLONIAL WHICH IS  CONVENIENTLY LOCATED WALKING DISTANCE INTO TOWN TO TAKE ADVANTAGE OF RESTAURANTS, LIBRARY,  FARMERS MARKET, TENNIS COURTS AND MORE.  THIS HOME HAS A LARGE FAMILY ROOM W/ FIREPLACE, HW FLOORS & VAULTED CEILINGS. OPEN CONCEPT TO KITCHEN WHICH ALSO HAS LAUNDRY SET UP.  PRIMARY MASTER W/PRIMARY BATH ALL ON MAIN LEVEL.  ADDITIONAL 1/2 BATH, OFFICE/4TH BEDROOM COMPLETE THE MAIN LEVEL.  SECOND FLOOR HAS 2 ADDITIONAL BEDROOMS & FULL BATH.  SLIDER DOORS FROM FAMILY ROOM GO TO COVERED BACK DECK &  A FENCED-IN, LEVEL LANDSCAPED YARD WITH PLENTY OF PERRENIALS & SEASONAL SHRUBS.  THERE IS ALSO AN ATTACHED 2 CAR GARAGE & ADDITIONAL PARKING ACCESSED FROM THE BACK ALLEYWAY. ABOVE GROUND OIL TANK IN BASEMENT.

Welcome to Field House, an inviting country home nestled in the midst of 6+ acres in beautiful Millbrook. Remodeled and enlarged in 2017, this captivating home boasts a stunning open and flowing design of dining and living space, perfect for entertaining family and friends. Hosting is easy with an incredible chef's kitchen that flows seamlessly into a sun-filled family room and dining room.  Attractive high ceilings, large windows and glass doors provide an abundance of natural light and take full advantage of picturesque views of the outdoors. You will find comfort in all seasons with three gas fireplaces, central air and a generator. The first-floor principal bedroom suite offers privacy and tranquility, complete with a luxurious bathroom, walk-in closet, and a terrace overlooking gardens and beautiful meadow.  On the second floor, you will find three additional bedrooms, including one ensuite, another full bathroom and a home office/studio.  A walk-out lower level features a great game room, a half bath and plenty of storage. From this level, sliding glass doors lead to a beautiful flagstone patio with a fire pit. Enjoy the outdoors and views from here or from the upper deck and screened porch.  This house is surrounded by rolling meadows, lovely gardens, and newly planted trees. It is a stunning home in a picturesque country setting, the perfect place to escape to on weekends, or to live year-round. This desirable location is just a short drive to the Metro North train station and a 90 minute drive to NYC.  Enjoy the many local attractions in Millbrook and the surrounding quaint towns in the Hudson Valley. Fine dining, wineries, farm markets, boutiques, cultural activities and outdoor recreation are all within reach. Additional land for sale, contiguous 6.18 building lot.

Back Yard, Cleared, Front Yard, Garden, Landscaped, Views

Discover the potential of owning 150 acres of breathtaking land with stunning views of the Catskills. This unique property features two existing structures: a charming 2-bedroom, 2-bath house perfect for cozy living or weekend getaways, and an expansive 10,000 square foot hangar building, ideal for storage, workshops, or creative projects.

Imagine hosting gatherings in the enchanting thatched-roof sheep barn, blending rustic charm with modern amenities. With endless possibilities for development or personal use, this rare piece of land offers a canvas for your dreams—whether you envision a serene retreat, an agricultural venture, or a recreational paradise.

Don’t miss out on this exceptional opportunity to create your own slice of paradise in the Catskills! Additional Information: HeatingFuel:Oil Above Ground,

Welcome to this charming 2-bedroom, 2-full bath, second-floor unit located in the Bennett Common Community. This home offers both comfort and convenience with a newer chairlift installed for easy 2nd floor access. As you step inside, you'll be captivated by the stunning hardwood floors, the abundance of natural light and spacious layout.  The living room features a beautiful fireplace and sliding glass doors that lead to a deck overlooking the meticulously maintained grounds. The formal dining area and eat-in-kitchen provide ample space for gatherings. The primary bedroom is complete with an en-suite bathroom and a stacked washer and dryer conveniently tucked away in a closet. A detached one-car garage adds to the home's practicality. Nestled on a quiet cul-de-sac in the charming Village of Millbrook, this exclusive community is surrounded by over 10 acres of beautifully landscaped meadows, a serene on-site pond and breathtaking views. A brand-new pool is set to be installed soon, adding even more luxury to this sought-after community. Within walking distance to the quaint Village of Millbrook and all its shops and restaurants.

Landscaped, Near Golf Course, Near School, Near Shops

Sunset Hill Farm, a classic antique farmhouse built in 1860, is a stunning piece of Hudson Valley history. This well-proportioned home features spacious rooms with original details, high ceilings, and wide board floors throughout. Once a 300-acre dairy farm, the current six-acre property retains its rural charm with a large silo, four silo bases, and two barns. Since 2015, the current owners have beautifully updated the home while preserving its historic character. Notable improvements include a fully renovated kitchen and primary bathroom, both with radiant heat, refinished wood floors, new insulation, and an updated boiler. The year-round sunroom overlooks the in-ground pool area, which features a stone terrace, a converted saltwater system, and a renovated pool house with a new bathroom and split-level heating and cooling. Exterior enhancements include buried electrical wires, a regraded driveway, new fencing, expanded gardens, and a new roof. This exceptional property seamlessly blends historic charm with modern comforts, making it an ideal countryside retreat.

Bring your imagination as this home needs a total renovation. Being sold as is. For those seeking rustic charm, this authentic 1867 country retreat offers a peaceful escape into a simpler way of life. Nestled on 11 wooded acres, with no neighboring homes or developments in sight, yet conveniently close to main roads, this home invites you to unwind. Enjoy a quiet afternoon on the front porch with a good book or savor a meal under the tree in the backyard. The 3-season, wraparound back porch (not included in square footage) provides a sheltered view of the surrounding landscape. Explore the old farm trail leading to stone walls bordering the property or take a hike up the ridge behind the house for a bit of exercise. Inside, the home’s character shines with wide board floors and two working fireplaces. The walkout lower level features an open kitchen and family room, while the main living room spans the front of the house, expanding into the enclosed porch and outdoors. The loft-like third floor (not included in square footage) has been transformed into a master bedroom with a soaking tub and quiet study area. A second bedroom, located off the living room and next to a small library, has a play area at the top of the stairs. A shower bath is conveniently located off the kitchen. A combined laundry and mechanical room ensures every inch of space is efficiently used. Recent updates include a new septic tank and above-ground oil tank (2018) and a new 3-zone furnace (2015). The expanded off-street parking area accommodates 3+ cars. Enjoy the seclusion of country living while still being centrally located on this picturesque country road. Being sold as is. Cash or rehab loans only.

Hilly, Private, Sloped, Stone/Brick Wall, Wooded

Millbrook Country House. Located just outside the village on a beautiful rural road is this completely renovated 3,318 square foot home accessed through beautiful stone pillared gates. There is a solar heated, 18’ x 40’ inground saltwater pool with three steps that span the width of the pool, a perfect place for lounging in the water. Offering four bedrooms and three full and two half baths with oak floors throughout, the home has an abundance of space for living and entertaining and a beautiful flow between spaces. The great room opens to the sitting room with fireplace, living room and kitchen featuring quartz counters, center island with seating and access to a bluestone terrace for alfresco dining. There is also a formal dining room and mudroom. A guest wing provides a first floor bedroom, full bath, office, and a room with access to the 14’ x 20’ cathedral porch. Upstairs houses the cathedral primary bedroom with beamed ceilings and balcony includes the primary bath with double sinks, free standing tub and walk-in shower. There are two additional bedrooms with a shared bath. The basement has a 31’ x 26’ finished room with a powder room, for endless possibilities. Sited on 5-acres, the property features a beautiful space for outdoor living.  An expansive bluestone patio surrounds the pool and includes a built-in grill and fireplace. Truly a wonderful home for indoor and outdoor entertaining. A 2-car detached garage adds to the amenities. The perfect rural location while being close to the Village of Millbrook and 20 minutes to Rhinebeck. Additional Information:  Amenities:Soaking Tub,HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Detached,

Modern Country Retreat with Iconic Hudson Valley Views 
Proven Investment or Private Escape Seconds from Millbrook

Experience refined country life in this beautifully updated Hudson Valley home, nestled on 12+ private acres with sweeping views of the Catskill Mountains. Surrounded by lush lawns, open meadows and a fenced paddock, the property offers a sense of serenity, space, and elevated living—

Designed with both comfort and style in mind, the main floor welcomes you with a sun-filled foyer and elegant curved staircase. A spacious living room with a wood-burning fireplace, formal dining room, and expansive deck set the stage for effortless entertaining. The chef’s kitchen is a true focal point—featuring a second fireplace, pantry, and French doors that lead to an additional private deck for morning coffee or evening cocktails surrounded by nature.

Upstairs, the second-floor primary suite offers a peaceful escape, complemented by two additional bedrooms and a guest suite. The third floor includes a flexible bonus room with full bath—perfect for a home office, gym, or studio. The lower level features two additional bedrooms, a rec room, and walkout access—ideal for guests or multi-generational living.

Ideal for animal lovers too, the property features 2 paddocks and 3 run in sheds equipped with water and electricity, perfect for summer turnout!

A heated gunite pool with Bluestone terrace offers a resort-like feel, while the surrounding landscape creates an ever-changing backdrop of color and light throughout the seasons.

Meticulously renovated this home features a new roof, HVAC, and all updated mechanicals, offering a seamless move-in-ready experience. With a proven short-term rental history and impressive revenue, this home also presents an exceptional investment opportunity. Its strong rental income make it ideal for those looking to offset ownership costs or build long term value.

The location, only 90 minutes to NYC and just a few minutes to the Village of Millbrook, makes for the perfect balance of privacy and accessibility. In a region celebrated for its beauty, lifestyle appeal and climate resilience, this is a home that offers not only luxury-- but lasting value.

Unique residential and commercial opportunity in the heart of Dutchess County. This historic property was originally built in the 19th century as a Congregational church and has served as a livestock auction house and summer opera venue before evolving into its current beloved Charlotte's restaurant in 2006.

The property offers a rare live/work opportunity. A lovely 3-bedroom apartment is situated above the restaurant and features a private outdoor deck, providing stunning views of the bucolic surroundings.

Charlotte’s restaurant is the perfect setting for romantic dinners, family gatherings, and larger special celebrations. Guests can enjoy the charming wainscoted dining room, a cozy bar with a crackling fire, and outdoor dining in the perennial gardens. Clients looking to host weddings or corporate events can choose from the light-filled Veranda, a spacious Banquet Hall anchored by an impressive fireplace, or the outdoor gardens with ample space for a white party tent.

This stately Federal home is the quintessential country estate on 21.72 acres with breathtaking views of Stissing Mountain. Discovered in upstate New York, the house was dismantled and relocated in 1991 to a private setting close to Millbrook. The classic architecture was preserved and includes 9' ceilings, detailed moldings, decorative front doorway, wide board floors, and four fireplaces. Providing 4,414 square feet, the home boasts five bedrooms and four and one half baths. The interior is spacious with a floor plan that lends itself to entertaining and embraces outdoor living. The formal living room and kitchen open to an expansive bluestone terrace with a heated gunite, saline pool. The den accesses the covered porch with mountain views. There is also a detached three car garage with a one bedroom guest apartment above, perfect for overflow of guests or a work from home space/studio. A charming fenced-in garden with raised beds and a small horse facility with paddocks and riding trails adds to this country property. This unique and private home, located behind the Millbrook Vineyards, tastefully combines the best of old world charm and modern comfort.

Nestled in the picturesque village of Millbrook, this beautifully renovated 3-bed home offers the perfect blend of original charm and modern comfort. Situated just a short walk from village amenities, this home has been thoughtfully updated with high-quality finishes and attention to detail. New Roof, Siding, New Forced Air Furnace & Central Air, as well as Updated Electrical & Plumbing with spray foam insulation provide a money saving energy efficient home. A well-designed addition enhances the living space, offering extra room to entertain. Stylish renovations to the kitchen and bathrooms provide both functionality and aesthetic appeal.
Wrap-around deck offers wonderful curb appeal and the perfect space to relax.
With all the hard work done, this move-in-ready home combines timeless appeal with modern updates in one of Millbrook’s most desirable locations.

This historic 1800s home of James Mabbett sits on 4 plus acres with a pristine pond and extensive outbuildings.   The main house with its fine architectural details has been newly renovated and updated with new baths and kitchen, appliances, fixtures, mechanicals, gleaming hardwood floors, moldings and coffered ceilings.  Enter the high ceiling elegant foyer which leads to a living room with a high-efficiency wood-burning fireplace, which opens to a dining room enhanced by corner china cabinets.  Large windows throughout bring in ample sunshine.  These rooms connect to an earlier section of the house, once a tavern and now an open plan kitchen-family room with a gas fireplace, a back foyer/mudroom and powder room.  Ascending the graceful front staircase, you reach the primary bedroom with ensuite bath, two additional bedrooms and a second bath.  From here you can access a large laundry/project room (with stairs to a partially finished attic), two more bedrooms and one bath, all of which can also be reached by a back staircase from the family room and a separate outside entrance.   To the rear of the house, attached to a two car garage, there are three large “studios” currently used for art and entertaining but also suitable for workshop, offices or gym.  A pond side pavilion complete the outbuilding ensemble.  Hamlet zoning presents many possible commercial options.  Convenient to the Town Park, village shops, schools, and other amenities as well as about 10 minutes to Metro-North, this is an old treasure for a new century.  24 hour notice required for accompanied showings.

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