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$3,500,000
4 Beds ⋅ 4 Baths ⋅ 1014296 MLS
Set on 5.85 private acres just under 90 minutes from Manhattan, Three Ponds Estate is a fully remodeled 4 bedroom, 3.5 bath residence designed by the owner and designer behind the award winning Millbrook Inn. That pedigree is felt the moment you arrive and carries through every room, from the bespoke finishes to the way the home is oriented to capture its extraordinary setting. Spanning 3,688 square feet, the home was reimagined from the ground up with an eye for craft that is increasingly rare. The layout centers on not one but two primary suites, each with its own walk in closet, offering a flexibility that suits multigenerational living, hosting weekend guests, or simply claiming a wing of your own. Sweeping views of the Catskills and the property's three tranquil ponds can be taken in all in one breath, a backdrop that shifts beautifully with the seasons. A fireplace anchors the main living space and gives the home its center of gravity through the cooler months. The flow throughout is built for both quiet mornings with coffee and full house entertaining, moving easily between the interior and the grounds beyond. The bathrooms are a design statement in themselves, finished in hand glazed terracotta that brings warmth, texture, and a sense of handmade craft to every corner. These are the details that separate a renovation from a true design vision, and they are present at every turn. The full finished walkout basement is a standout in its own right. A large open space, it holds a wine connoisseur's dream cellar and offers the ideal footprint for an in law suite, a media room, or a private retreat. Because it walks out directly to the grounds, it lives with the same light and connection to the outdoors as the rest of the home rather than feeling like a lower level. Outside, the estate truly comes alive. Unwind in the hot tub as the light fades over the ponds, wander the nearly six acres of open and private land, or simply take in the quiet that defines this corner of the Hudson Valley. A roundabout driveway provides a gracious arrival and leads to a detached two car garage, which together with the two car attached garage gives you four garage spaces in total, a genuine rarity at this level. Three Ponds Estate is a turnkey luxury property in one of the Hudson Valley's most coveted towns, combining the privacy of a country estate with an ease of access to the city that few can match. Beautifully finished, thoughtfully designed, and ready for its next chapter. Nothing to do but move in.

3531 Route 82, Millbrook
$724,900
6 Beds ⋅ 3 Baths ⋅ 1021063 MLS
Your dream awaits. Escape to this private retreat sited on 1.5 acres, on a quiet country road, minutes to the Village of Millbrook. This property offers endless possibilities. The detached barn/garage can accommodate 8+ cars and includes a 1900 square foot, three-bedroom, two bath, finished space above. If you are a car enthusiast searching for an oversized garage with space to store 8+ cars, this is the property for you. There is even a loft-type office space with shelving to store parts and supplies. What a fantastic space for a home gym, art studio or other passion that requires space. When you are ready to settle in and relax, head back to the beautifully renovated three bedroom, one bath ranch. Tasteful landscaping and fieldstone steps lead to a gorgeous entry staircase. As you step inside, you are welcomed by lovely, refinished hardwood floors bathed in natural light from the sun streaming in through the large picture window. You will love the open floor plan. The generous living room flows into the dining space which offers a wide-open view into the kitchen. The kitchen boasts white shaker cabinetry, granite counters, stainless steel appliances, luxury vinyl plank flooring, subway tile backsplash and a more than ample dine-in area. Down the hallway, you will find three bedrooms and a newly renovated bathroom. The fabulous 3 season room is a great addition to the living space. It includes a woodstove, offers wonderful views of the property and includes a grill deck and stairs down to the level back yard. The roof, windows, siding and boiler are brand new. Conveniently located close to highways, Millbrook Vineyards & Winery, local shops, fine dining and all that the fantastic Hudson Valley has to offer.

676-678 Oak Summit Road, Millbrook
$374,900
3 Beds ⋅ 2 Baths ⋅ 989487 MLS
Discover a unique and rare opportunity in this sprawling ranch-style 2-family home with generous space, flexible layout, and charming character— ready for your renovations and visions. Set on a picturesque 1.7-acre corner lot with an expansive yard, gazebo, shed, mature landscaping, the potential of this home welcomes a serene Hudson Valley lifestyle. The upper unit features over 2,000 sq. ft. with 3 bedrooms, 1 full bath, plus a bonus room—ideal for an office, den, or guest room. Enjoy a huge formal living room with fireplace, a formal dining room, and a large eat-in kitchen space—all ready for your renovation and updates. Gleaming hardwood floors and distinctive character throughout add warmth and appeal. The upper level also includes an attached 2-car garage and separate parking in the driveway, along with a large deck overlooking the property. The lower unit offers an additional 2,036 sq. ft. of space with a separate entrance, providing limitless potential for customization and renovation as a legal second dwelling. A u-shaped driveway enhances accessibility and parking options. Adding to its charm, the property offers 2 gazebos perfect for relaxing, dining al fresco or entertainment as well as an outbuilding utilized as a garden shed or additional storage. Located within Millbrook schools and conveniently near the Taconic, Millbrook Village Center, Lagrangeville, restaurants, hiking, boutiques, and all the amenities of the Hudson Valley lifestyle. Cash or Rehab loans ONLY.

646 Oak Summit Road, Millbrook
$4,250,000
4 Beds ⋅ 5 Baths ⋅ 1012988 MLS
Completely reimagined and renovated in 2026, this exceptional Millbrook compound offers an extraordinary blend of timeless architecture, modern luxury, and refined craftsmanship. Set on 18.92 private acres, the property encompasses a beautifully updated four or five bedroom, three full and two half bath main residence and a separate two bedroom, two and a half bath guest house. A dramatic formal entry with a 19-foot vaulted ceiling creates a grand first impression. Walnut-stained wood floors run throughout much of the home, leading to beautifully designed living spaces designed for both elegant entertaining and everyday comfort. The spacious living room features a fireplace and four sets of French doors opening to the flagstone terrace, while the formal dining room, family room, and double parlor provide a variety of inviting gathering spaces. The chef's kitchen serves as the heart of the home, showcasing custom Plain & Fancy cabinetry, quartz countertops, a Viking six-burner range with grill, Liebherr refrigerator, Bosch dishwasher, and a brick fireplace. A large pantry and first-floor laundry room add convenience and functionality. Upstairs, the primary suite offers a luxurious retreat with a spa-like bath featuring an oversized shower, double vanities, water closet, and an impressive walk-in closet. Three additional bedrooms, a second-floor family room with fireplace, and a library with built-in shelving provide ample space. A third-floor bonus room offers flexibility for a studio, gym or playroom. The guest house is equally appealing, featuring a two-car garage below and a thoughtfully designed upper level with a great room, kitchen, two bedrooms, two baths, loft space, and private deck. Outdoor living is enhanced by a beautiful flagstone terrace that spans the entire length of the home and extensive new landscaping with approximately 300 salvia and 130 limelight hydrangeas. A pool is to be constructed, adding to amenities. This turnkey Hudson Valley estate is located just minutes from the charming Village of Millbrook.

296-302 Stanford Road, Millbrook
$950,000
4 Beds ⋅ 2 Baths ⋅ 1010687 MLS
Welcome to The Flint Road Retreat!! Beautifully maintained one-owner ranch situated on 3.53 private acres along a quiet country road, this property offers a peaceful and serene setting with plenty of room to enjoy the surrounding natural beauty, while remaining just minutes from local shops, restaurants and area amenities. The home features stunning hardwood floors, custom cherry cabinetry, granite tile accents, and elegant granite countertops throughout. The spacious kitchen is equipped with a commercial- grade gas stove, perfect for cooking enthusiasts. Enjoy peace of mind with a fully waterproofed basement. Step outside to a spacious covered patio overlooking the beautifully backyard, creating the perfect setting for outdoor dining, relaxation and entertaining while enjoying the peaceful surroundings. Furniture available to purchase!

41 Flint Road, Millbrook
$1,625,000
3 Beds ⋅ 2 Baths ⋅ 1011800 MLS
Calling all dreamers, this unique, architect-designed contemporary residence is set on 25 private, wooded acres in Millbrook, New York. Located on a pastoral country road, and neighboring one of Millbrook's grand estate properties, this offering combines exceptional architectural integrity, quality construction, and future development potential. The light-filled home is defined by soaring 30-foot ceilings and a dramatic sense of volume with Greek revival motifs throughout. The grand entry to the main level flows into an open kitchen area leading to the great room, with a stunning granite fireplace and adjacent open dining area and a generous greenhouse/sunroom which extends the living space. A balcony off the dining-room anchors both sides of the house and offers a sheltered outdoor respite for coffee or cocktails overlooking the peaceful wooded landscape. The other side leads into the guest bedroom and bath, as well as the primary bedroom suite, featuring a dressing area and walk in closet. Separate loft spaces in each bedroom can be enjoyed as open galleries, sleeping areas or reimagined as another floor to expand the interior square footage. Constructed with quarried bluestone and granite, I-beams, a seamless steel roof, custom millwork, and French limestone and oak floors, the house reflects a focus on longevity and craftsmanship. Below, a large cellar is well-suited for a workshop or studio and includes multiple storage rooms including one for wine. This level also offers flexibility for conversion into additional living space. An approximately 1,000-square-foot, four-bay garage provides substantial parking and storage. Additional on-site materials, including granite pavers, brick pavers, a granite bench, and a granite lamp post base, are included in the sale and offer opportunities for future landscape or hardscape projects. The grounds are anchored by a private garden with a granite pathway encircling a grand Robinson iron fountain featuring cranes. A spring-fed brook runs along the southern border of the property, enhancing the natural setting. Approximately 20 acres on the eastern side of the property offer development potential and the possibility of creating additional vantage points. Less than 2 hours from New York City, this Millbrook estate property combines solid architectural pedigree, superior construction and significant landholding in a much sought-after Hudson Valley location, with convenient access to the amenities of Millbrook Village, Dutchess Day School, and the wider Hudson Valley region. *Some photos virtually staged.

46 Hoxie Road, Millbrook
$729,000
3 Beds ⋅ 2 Baths ⋅ 1007796 MLS
Charming country Cape Cod style home located minutes from the Village of Millbrook. This home offers an open floor plan with wood flooring, custom built kitchen cabinets, granite countertops, and stainless steel appliances. Dining room has slider to deck. Primary bedroom on first floor with full bath, including washer & dryer. Two large bedrooms are located on the second floor with a second full bath. The basement is finished into a family/game room with walk out slider to yard. The back yard features an in-ground, heated swimming pool and wrap around patio. Whether you are seeking a weekend retreat or a full-time residence, this property offers the perfect blend of easy living and rural charm!

580 Oak Summit Road, Millbrook
$4,495,000
4 Beds ⋅ 5 Baths ⋅ 1006093 MLS
**TO BE BUILT** Prepare to be impressed. Nestled on nearly 8 private acres in the heart of Millbrook, this exceptional custom-built estate offers nearly 6,000 square feet of thoughtfully designed living space, blending timeless craftsmanship with modern efficiency and luxury. Featuring 4 spacious bedrooms, 5 full baths and oversized 3 car garage, the home provides an ideal balance of comfort, functionality, and elegant entertaining. Designed for today’s lifestyle, the floor plan includes stunning 2-story great room and foyer, floating staircase, oversized aluminum clad windows throughout, first floor expansive primary suite with his and hers walk-in closets, guest room with en suite full bath, a dedicated home office/flex space and mud room. Custom chef's kitchen is sure to impress with custom in lay cabinetry, Quartz countertops, 5x11 island, 48" range, serving room with additional range and dishwasher and walk-in pantry. Upstairs you will find 2 additional well sized bedrooms with en suite baths, a game room, play room and gym/bonus room, creating flexible spaces for work, wellness, and recreation. The full walk-out basement, complete with 9-foot ceilings, offers endless possibilities for future finishing and additional living space. The exterior showcases striking Hardie Plank board-and-batten siding, while inside, quality construction and energy efficiency take center stage. Premium building materials, spray foam insulation, recessed lighting throughout, and high-efficiency heat pumps for heating and cooling provide year-round comfort and long-term savings. Step outside to your own private retreat, highlighted by a custom gunite saltwater heated pool surrounded by mature landscaping, hardscape and the tranquility and natural beauty of the property. Whether enjoying quiet mornings overlooking the acreage or hosting gatherings with family and friends, this remarkable setting offers the perfect blend of luxury, privacy, and convenience—just moments from the charming village of Millbrook. A rare opportunity to own a newly crafted estate where exceptional design, modern efficiency, and unparalleled privacy come together in one of the Hudson Valley’s most sought-after locations. Builder is offering generous builder specs and allowances. **PHOTOS ARE RENDERINGS OF A SIMILAR MODEL**

101 N Tower Hill Road, Millbrook
$11,500,000
5 Beds ⋅ 7 Baths ⋅ 1007235 MLS
Set in the hills above Millbrook, West Meadow is encircled as far as the eye can see by endless, heart-stopping views of the entire Hudson Valley. The house and pool sit on a beautifully landscaped plateau above a sloping lawn that gives way to a prolific cutting garden, rose beds, tennis court wrapped in wisteria vines, and groomed meadows. A fruit orchard and abundant vegetable garden enhance the pastoral beauty while providing a measure of sustainability. The architect Pietro Cicognani designed a home that harmoniously balances details of comfort, beauty, modernity, and history. West Meadow feels as if it’s been in place for centuries. The spacious great room boasts two 18th century stone fireplaces and floors of limestone tile imported from France. Fresh air and light pour in through six custom French doors facing both east and west. The library opens to a long covered porch and one of many stunning views. A central gathering place for friends and loved ones, the kitchen is warmed by a fireplace with pizza oven. In the summer, a wall of floor-to-ceiling windows and doors opens to fragrant gardens, thyme- and lavender-laced stone terraces, the uninterrupted panorama, and matchless sunsets. Upstairs, the primary suite features vaulted ceiling, large windows, and spacious accommodations for luxurious comfort and self-care, including steam shower and a soaking tub that has its very own view. On the bottom floor, a remarkable two thousand bottle wine cellar and tasting room offers something special for oenophiles and casual wine enthusiasts alike. Also on that level is built-in cedar storage, a full laundry, and a staff bedroom. A long, private drive leads through the natural habitat to every outdoor spot on the estate that has been designed for restful ease, comfort, and beauty. Discreetly set apart from the residence, outbuildings include a caretaker’s home, a two-bedroom guest suite, heated greenhouse, four-stall equipment garage, full shop, office, chicken house, and run-in shed. There is ample room on the property for livestock or a stick and ball polo field. Surrounding the house, the columned porch allows for seating in sun or shade, and panoramic views for watching a storm approach, an eagle cavort, or the sun lower in the painted sky.

129 W Meadow Lane, Millbrook
$385,000
2 Beds ⋅ 1 Baths ⋅ 1006396 MLS
Estate property being sold AS, including contents. 5+/-acre parcel of lovely land with meadows, views of rolling hill tops and majestic trees. There is an old growth of grape vines and an orchard with various fruit trees. A truly special piece of property conveniently located to communte to NYC either by car or train. Just the land and improvements alone proof the value of this offering. The winding driveway leads to newly constructed, oversized garage (25'9x26'5) and an existing one bedroom house. The house was built to be energy efficient- a good portion of the living space is built into a hill. There is underground electric to the house, which is 200 amps, as well as a separate 100 amp service in the garage House is in need of significant rehab, or tear down. Could be a great project.

884 Camby Road, Millbrook
$720,000
2 Beds ⋅ 3 Baths ⋅ 1001713 MLS
This cozy shingle style cottage is set on top of a daffodil freckled hill in the middle of the Millbrook hunt country. It has been remodeled giving it a more modern feel, increased light and views of hills, valley and farms. All the windows on the first floor have been replaced as has the roof, furnace, water heater and UV system. The terrace has been re-pointed and and an enclosed garden with raised beds and a multitude of fruit trees have been added. One can enter through a generous mud room and then into an open plan including the living and dining area anchored by a stone wood burning fireplace. There are two bedrooms and two full baths on the first floor and two bonus rooms with full bath downstairs that could be used for offices, work out room, media room etc. Also downstairs is a full laundry room with sink and an immaculate mechanical room with ample storage. A generator is included. Centrally located to local farms stands and the towns Millbrook, Amenia, North East and Stanfordville for shopping and dining. The train is but 13 miles a way making a commute possible.

3881 ROUTE 44, Millbrook
$575,000
3 Beds ⋅ 2 Baths ⋅ 968366 MLS
Owner listening to all offers. Welcome to this warm and inviting 3-bedroom, 1.5-bath home nestled in the heart of Dutchess County, just minutes from the Village of Millbrook and the Taconic State Parkway. From the moment you step into the entry foyer, you'll feel the character and comfort this home has to offer. The sun-filled living room impresses with a beamed ceiling and wood-burning fireplace — the perfect gathering spot on cool Hudson Valley evenings. The farm-style kitchen flows seamlessly into a charming dining area and sunroom, creating a bright, open space ideal for everyday living and entertaining. A first-floor bedroom and full bathroom offer flexibility for guests, a home office, or single-level living. The expansive bonus room with vaulted ceiling adds generous space for relaxing, with a possible den/office/mother/daughter area, half bath, and laundry area complete the main level. Upstairs, two additional bedrooms provide comfortable private retreats. Step outside to your own backyard oasis — a stunning bluestone patio with fireplace sets the stage for al fresco entertaining, while the privacy-fenced heated saltwater pool with deck, patio, and pool house makes every summer day feel like a vacation. A detached 1-car garage and large driveway round out this exceptional property. All of this in a coveted Millbrook location, close to top equestrian facilities, fine dining, wineries, and everything the Hudson Valley has to offer.

6 Route 343, Millbrook
$749,000
3 Beds ⋅ 2 Baths ⋅ 995852 MLS
Charming Cape Cod style home with thoughtful updates and wonderful natural light throughout. The first floor features a fully renovated kitchen with a cheerful breakfast bar, a living room with wood-burning fireplace, a sunroom overlooking the lovely backyard, a full bathroom, a bedroom, and an office. Upstairs, you will find another well-proportioned bedroom, a second full bath and a large family room providing a comfortable place for relaxation. The lowest level includes a laundry area and plenty of storage space. Additional highlights include a spacious, sun-drenched deck, a one-car garage, a gardening shed, and a wood storage shed. The beautiful yard creates a wonderful space for entertaining, relaxing, and play. Ideally located within easy walking distance to all the Village of Millbrook amenities. A fantastic opportunity to enjoy comfort, style, and convenience in a small, walkable, vibrant Village. Move in and enjoy all that summer brings including the Millbrook Farmers and Makers Market, local wineries and breweries, rail trails for hiking and biking, equestrian events and County Fairs. The Hudson Valley is a great respite for weekenders and full time residents alike!

22 Haight Avenue, Millbrook
$1,400,000
3 Beds ⋅ 8 Baths ⋅ 996782 MLS
This distinctive property in the heart of Dutchess County combines historic character with over 10,000 square feet of versatile residential and commercial potential. Originally built in the 19th century as a Congregational church, the building has enjoyed a rich history and now offers endless possibilities for its next chapter. The expansive main level features multiple gathering areas, soaring ceilings, and striking architectural details that create a unique backdrop for a wide range of uses—whether hospitality, creative ventures, or professional space. Complementing the generous interior, outdoor gardens and landscaped grounds provide space for events or a serene setting for relaxation. Above the main level, a private three-bedroom apartment offers comfortable living with a deck overlooking the surrounding countryside. This rare combination of historic charm, substantial square footage, and adaptable layout makes the property ideal for a live/work arrangement, an investment opportunity, or a visionary redevelopment. With its rich character and flexible design, it presents a truly exceptional opportunity in one of the Hudson Valley’s most desirable locations.

4258 Route 44, Millbrook
$1,400,000
996779 MLS
This distinctive property in the heart of Dutchess County combines historic character with over 10,000 square feet of versatile residential and commercial potential. Originally built in the 19th century as a Congregational church, the building has enjoyed a rich history and now offers endless possibilities for its next chapter. The expansive main level features multiple gathering areas, soaring ceilings, and striking architectural details that create a unique backdrop for a wide range of uses—whether hospitality, creative ventures, or professional space. Complementing the generous interior, outdoor gardens and landscaped grounds provide space for events or a serene setting for relaxation. Above the main level, a private three-bedroom apartment offers comfortable living with a deck overlooking the surrounding countryside. This rare combination of historic charm, substantial square footage, and adaptable layout makes the property ideal for a live/work arrangement, an investment opportunity, or a visionary redevelopment. With its rich character and flexible design, it presents a truly exceptional opportunity in one of the Hudson Valley’s most desirable locations.

4258 Route 44, Millbrook
$995,000
994158 MLS
Located just outside the Village of Millbrook on a scenic gravel country road, Old Oaks Woods is a 23.49-acre parcel offering a picturesque setting for your dream retreat. The land features a mix of old-growth forest and walking trails, bordered by charming stone walls and highlighted by a pair of peaceful ponds. A large barn and chicken coop remain on the property. Build your private weekend escape here and explore the opportunity to purchase additional adjacent acreage.

Parcel 1 - TBD Woodstock Road, Millbrook
$1,050,000
994159 MLS
Quiet Meadow South – A rare offering of 28.43 acres of open land at the corner of Stanford Road and Woodstock Road. Bucolic field, a corner pond, and distant views create a stunning backdrop for a future homestead or agricultural endeavor. Located just outside the Village of Millbrook, this scenic parcel offers easy access with the feel of wide-open countryside. Additional land available.

TBD Woodstock Road, Millbrook
$1,495,000
4 Beds ⋅ 3 Baths ⋅ 994161 MLS
Set along a country road just beyond the Village of Millbrook, this cedar-sided traditional overlooks a serene, spring-fed pond and unfolds across 23 acres of rolling fields, mature trees, and thoughtfully kept grounds. The setting feels both expansive and private, with long views and a true sense of escape. The 3,200+ square foot home offers a spacious and flexible layout, with four bedrooms, three full baths, central air, and a gas fireplace. The main level is centered around an open living and dining area that flows seamlessly to a large deck, perfect for entertaining or simply taking in the landscape. The kitchen is well positioned for everyday ease, while two guest bedrooms share a full bath. The primary suite is tucked away for privacy and opens into a sun-filled sitting room overlooking the pond, a peaceful space for morning coffee or quiet afternoons. The finished lower level expands the living space with a generous family room, a screened porch, and direct access to the attached two-car garage. Outdoors, the property invites exploration, with private walking trails winding through the land and a tucked-away tea house offering a quiet place for reflection. The pond, open fields, and wooded areas create a dynamic and ever-changing backdrop throughout the seasons. Located on a town-maintained gravel road along a historic scenic route, the property offers a rare balance of seclusion and accessibility, minutes to Millbrook’s shops, dining, and amenities, and approximately two hours from NYC by car or train. Additional adjacent acreage may be available for those seeking to expand their footprint.

508 Woodstock Road, Millbrook
$599,000
3 Beds ⋅ 3 Baths ⋅ 973983 MLS
Welcome to this Contemporary Raised Ranch set on 1.52 acres in the Millbrook area, just minutes to the Village. Offering 2,480 finished square feet, the home has been thoughtfully updated to combine modern finishes with a practical, well-designed layout that flows with ease. The main level features a bright, inviting living area enhanced by a fresh coat of paint throughout, an updated kitchen with newer appliances, and a dining space that works just as well for everyday living as it does for entertaining. The home includes 3 bedrooms and 2.5 bathrooms, including a primary suite with a walk in closet and its own full bath. The finished lower level adds valuable flexibility, with an additional room ideal for an office or den, a half bathroom, family room and a dedicated laundry area. Recent improvements include a brand new well tank and boiler, along with a built-in Vivint security system for added convenience. Set in a location close to local shops, dining, and everyday amenities, and within the Millbrook School District, this move-in ready home presents a great opportunity in a sought-after area.

50 Horseshoe Road, Millbrook
$1,495,000
987341 MLS ⋅ Millbrook Antiques Mall BLDG.
COMMERCIAL INVESTMENT: MILLBROOK, NY: HUDSON VALLEY: Millbrook Antiques Mall: A rare opportunity to acquire a landmark income-producing property — and a thriving business — on the main street of one of the Hudson Valley’s most coveted villages. This 5,000+ square foot retail building of three levels, established in 1979, sits in the heart of the village of Millbrook. A once-in-a-generation ownership transfer: The Millbrook Antiques Mall will trade hands for the first time in over two decades. Founded in 1979 and anchored on Franklin Avenue — the village’s main commercial corridor — this is not merely real estate, it's an institution. The business enters new ownership fully operational, with immediate rental income, a loyal customer base, and decades of goodwill already in place. Four diversified revenue streams: The business generates steady income from approximately 20 dealer rentals, direct retail sales, consignment operations, and an exclusive franchise as the Hudson Valley’s only certified retailer of Made In cookware — a nationally recognized brand prized for its craftsmanship and performance. This diversified model provides resilience and meaningful upside for an owner-operator or investor. The building: Over 5,000 square feet of retail space across three levels in a distinctive, enduring structure that commands attention on Franklin Avenue. Large display windows, charming period architecture, a new roof and skylights, an attached garage, and a private office — every element reflects careful stewardship. This building has never stopped performing. ~5,000 sq ft of retail space* New roof & skylights* Large display windows* 3 levels* Attached garage* Private office* Storage* Positioned at Millbrook’s next chapter: The property sits steps from the Thorne Building, which is undergoing a landmark renaissance — exterior restoration, interior renovation, and a reimagined landscape — that will transform it into the community’s cultural anchor. The Millbrook Antiques Mall is ideally situated to benefit from the new energy, foot traffic, and visibility this revitalization will bring. https://www.millbrookbennettpark.org/the-project Flexibility: Acquire the property as a turnkey investment — step in and run a proven, cash-flowing operation from day one — or reimagine the space entirely. The building’s scale, visibility, and location make it equally compelling for retail, hospitality, gallery, or mixed-use concepts. Detailed financials, operating history, and projections will be provided to qualified buyers at the due diligence stage. DETAILS: Commercial / Retail* Forced Air Heat* Central AC* Prime Location* Built in 1920* 2 Bathrooms* Revenue Producing Property* Don't miss this once in a generation opportunity at the perfect moment in Millbrook.

3301 Franklin Avenue, Millbrook
$639,000
4 Beds ⋅ 2 Baths ⋅ 983261 MLS
Exceptionally well maintained home with many upgrades including new siding, newer roof, new hard-wired generator, new windows, new flooring on first level, newly paved driveway. Private first level includes bedroom, full eat in kitchen, living room, full bath, laundry room and separate entrance. It's the perfect for extended family living. Upstairs includes full, eat in kitchen, dining room, access to deck, living room, three bedrooms and full bath.

3875 Route 82, Millbrook
$279,000
980408 MLS ⋅ 3281 BLDG.
FOUNDED IN 1976, THE MILLBROOK DELI IS A THRIVING VILLAGE OF MILLBROOK ESTABLISHMENT. LOCATED ON FRANKLIN AVENUE, MILLBROOK'S MAIN STREET. THIS OFFERING IS ONLY FOR THE WELL ESTABLISHED, 50 YEAR SUCCESSFUL BUSINESS. OFFERING INCLUDES A FULL LIST OF EQUIPMENT, DELIVERY VEHICLE, FURNITURE & FIXTURES, ALONG WITH THE REMAINING 4 YEAR LEASE. MUNICIPAL WATER AND SEWER AND AMPLE PARKING IN NEARBY PUBLIC LOT.

3281 FRANKLIN Avenue, Millbrook
$1,250,000
4 Beds ⋅ 4 Baths ⋅ 969575 MLS
New home under construction featuring a primary bedroom on the first level, high-end finishes, and exceptional attention to detail throughout. A two-story foyer with arched entry welcomes you to the formal living room, dining room, and the seamlessly connected kitchen and family room. Beautiful white oak flooring spans the entire first level, and the thoughtfully designed layout provides the perfect space for entertaining and everyday living. The gourmet kitchen showcasing custom cabinetry, quartz countertops, an 8-foot center island, GE stainless steel appliances, and a walk-in pantry with custom shelving and cabinetry. The bright and sunny breakfast space features an entrance to the backyard and paved limestone patio, perfect for indoor-outdoor entertaining. The family room is highlighted by a gas fireplace and a dramatic wall of windows with transoms. The luxurious primary suite features a tray ceiling, large closet, and bath with double vanity, champagne bronze faucets, Kohler soaking tub and separate tiled shower. Upstairs, three additional bedrooms include a private ensuite with a full bath and walk-in closet, along with a Jack-and Jill bath serving the remaining bedrooms. The basement features a 9" poured concrete foundation, rough under slab plumbing for a future bathroom and egress window, perfect setup for future finishing. The exterior front elevation features a walnut stained fiberglass front door with full sidelights, cedar window headers, and cedar post accents. Hidden Glen is Millbrook's newest luxury community, featuring eight custom residences set on gorgeous one+ acre, level tree-lined homesites. Situated just minutes from Millbrook Village, local shops, and commuter routes, and located within one of Dutchess County's top-rated school districts. There are other floor plans and homesites to choose from. All homes are built by Rieger Homes and built to Energy Efficient High Performance Building specs.

43 Maple Hill Drive, Millbrook
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 967644 MLS
Don't miss this exceptional value in the heart of the Village of Millbrook: a beautifully maintained and thoughtfully updated 3-bedroom, 2-bath home (2,132 sq ft) complemented by a detached 1,750 sq ft two-car garage with an approximately 1,000 sq ft, 1-bedroom, 1-bath guest apartment above, currently generating rental income that pays for the taxes and maintenance for the entire property! Set on 0.21 acres just steps from Millbrook's boutiques, restaurants, galleries, and everyday conveniences, the property offers an increasingly rare combination of village living and income-producing potential. Originally built in 1910, the main residence was extensively renovated in 2002 with new windows, updated heating systems, a new oil tank, and two-zone central air conditioning, blending modern comfort with historic character. The guest apartment was constructedin 2018 and provides excellent flexibility for rental income, guests, or extended family. The private fenced backyard serves as a peaceful retreat, featuring two bluestone patios ideal for outdoor dining, entertaining, or relaxing. Ideally located near highly regarded public and private schools, summer camps, and premier sporting clubs, including the Millbrook Golf & Tennis Club, Tamarack Preserve, and Mashomack Preserve Club. The region is renowned for its equestrian lifestyle, with access to horse shows, fox hunting, riding trails, and top-tier equestrian facilities. Hiking, fly-fishing, polo, and skiing are all nearby. Millbrook's central location provides convenient access to Rhinebeck, Red Hook, Pine Plains, Millerton, Hudson, Litchfield County, and the Berkshires, home to Tanglewood and a wealth of cultural attractions. Just 1¾ hours from Manhattan by car or via Metro-North Railroad, this unique property offers the perfect blend of village convenience, country charm, and income-producing flexibility.

3311 Franklin Avenue, Millbrook
$1,395,000
961060 MLS ⋅ Domonique Shuminova BLDG.
Strategically located Prime Mixed-Use Development Opportunity along the premium Route 44 corridor, positioned just minutes from the historic Village of Millbrook. This exceptional commercial offering features a highly versatile 4.6-acre footprint, presenting unmatched flexibility and unlimited development potential for investors, developers, or owner-users. The site is perfectly suited for a variety of high-yield applications, boasting direct access and premium, high-visibility frontage on Route 44—ideal for customer-facing retail, showrooms, or medical and professional offices. The existing 8,326 SF building utilizes flexible open-span truss construction, allowing the interior floor plan to be effortlessly reconfigured to suit your specific business needs. A significant value-add is the grandfathered, self-contained ~1,000 SF 1-bedroom apartment offering an immediate live/work setup, on-site management option, or supplemental rental income. Backed by an expansive 38-space off-street parking footprint and robust foundational infrastructure (including well, private septic, and heavy power) under flexible Hamlet Mixed-Use (HM) zoning, this premium site minimizes development hurdles. Establish a dominant regional footprint in the upscale Dutchess County market with this highly adaptable commercial asset.

3815-3817 Route 44, Millbrook
$895,000
4 Beds ⋅ 4 Baths ⋅ 958442 MLS
Perfectly situated at the end of a long driveway and enjoying complete privacy is this four bedroom Ranch on 8.94 +/- acres offering a picturesque setting and located only minutes to the Village of Millbrook. The lovely interior features an open floor plan with many fine details throughout such as Anderson windows, custom trim and hardwood floors. The spacious open country Kitchen is fully equipped, perfect for entertaining. There is a wonderful light-filled Living Room with cathedral ceiling and wood stove which leads to a deck in the rear. The well-appointed primary Bedroom Suite with full Bath offers an oversized walk-in shower and soaking tub. There are two additional Bedrooms served by one full Bath. It is presently being used as a mother/daughter with an expansive open floor plan to include a separate entrance, one bedroom and den. On the lower level, there is a fabulous Family Room and Game Room. There is an attached four-car garage with plenty of storage space throughout the basement. In addition, there is a detached expansive three bay Garage with workshop area, car lift and plenty of storage. This property offers a wonderful setting with mature trees, stone walls with pretty views of the property.

35 Appaloosa Lane, Millbrook
$954,000
3 Beds ⋅ 2 Baths ⋅ 945068 MLS
To Be Built. Introducing Millbrook's newest luxury community, Hidden Glen at Millbrook, offering eight custom residences set on gorgeous one+ acre, level tree-lined homesites. The Rochester ranch-style home is positioned on a premium lot and offers 2,030 square feet of convenient one-level living. The foyer opens to a dramatic family room with volume ceilings, flowing seamlessly into the kitchen with huge center island, pantry, and GE SS appliances. The dining nook is flooded with natural light and features a wall of windows, and a sliding glass door to a deck overlooking the level backyard, and extending the living space outdoors. A private study is tucked off the main living space, perfect for a home office, play room, or flex space. The home features three spacious bedrooms, including a primary suite with volume ceiling, walk-in closet and private bath with a double vanity, water closet, and tiled shower. There is a separate laundry room for added convenience, huge basement, and a two car garage. Situated just minutes from the Village of Millbrook, local shops, and commuter routes, Hidden Glen offers the perfect blend of luxury, comfort, and convenience. All within the Millbrook School District, one of Dutchess County's top-rated school districts. There is still time to make customized changes to the floor plan or finishes. There are other floor plans and homesites to choose from. All homes are built by Rieger Homes and built to Energy Efficient High Performance Building specs.

66 County House Road, Millbrook
$944,900
4 Beds ⋅ 3 Baths ⋅ 942061 MLS
This to-be-built Mayfair style home will be located in Hidden Glen, Millbrook's newest Luxury Community, featuring eight custom residences set on gorgeous one+ acre, level, tree-lined homesites. This popular design offers 2,829 square feet of beautifully crafted living space and upscale finishes throughout. A grand two-story entry foyer leads to an open kitchen and breakfast area overlooking the family room, creating an ideal layout for everyday living and entertaining. The first floor also includes a private study, perfect for working from home. The second level features four spacious bedrooms including a generous primary suite with sitting room, double closets and a luxurious bathroom with two vanities, a soaking tub and separate shower. Located just minutes from Millbrook Village, local shops, and commuter routes. Hidden Glen offers the perfect blend of luxury, comfort, and convenience, all within one of Dutchess County's top-rated school districts. There is still time to customize this home to your taste and there are other floor plans and homesites to choose from. All homes are built by Rieger Homes and built to Energy Efficient High Performance Building specs.

37 Maple Hill Drive, Millbrook
$1,069,000
4 Beds ⋅ 4 Baths ⋅ 934148 MLS
Introducing the first home in Hidden Glen, Millbrook's Newest Luxury Community, featuring eight custom residences set on gorgeous one+ acre, level tree-lined homesites. This Millbrook Design offers 3,001 square feet of expertly crafted living space, featuring custom design and upscale finishes throughout. Located within the highly regarded Millbrook School District, this elegant new construction will be ready for occupancy by Spring of 2026. A grand double-door leads to an inviting foyer and a dramatic living space featuring white oak hardwood flooring throughout the first level. The gourmet kitchen is the centerpiece of the home, showcasing custom cabinetry, quartz countertops with seating area, a 36" 5-burner cooktop with hood, double wall ovens, and pantry. From the kitchen, a sliding glass door opens to a private backyard with patio, extending the living space outdoors. The open-concept family room is highlighted by a statement 50" electric fireplace with a floor-to-ceiling natural oak slat accent wall, creating a warm and sophisticated focal point. A formal living room and dining room, private study with vaulted ceiling, and convenient mudroom with custom built-ins complete the main floor. The second level includes a luxurious primary suite with a tray ceiling, two generous walk-in closets, and a spa-inspired bath with a 60" x 60" tiled shower with frameless enclosure, double quartz vanity, and elegant champagne bronze fixtures. Bedrooms two and three share a beautifully designed adjoining bath with modern finishes, while bedroom four is served by the hall bath and offers access to a large unfinished attic, perfect for storage. The private second floor laundry room adds convenience to everyday living. The full basement features an egress window and under-slab plumbing for a future bath, offering flexibility for future finishing. Situated just minutes from Millbrook Village, local shops, and commuter routes, Hidden Glen offers the perfect blend of luxury, comfort, and convenience, all within one of Dutchess County's top-rated school districts. There are other floor plans and homesites to choose from. All homes are built by Rieger Homes and built to Energy Efficient High Performance Building specs.

45 Maple Hill Drive, Millbrook
$725,000
3 Beds ⋅ 3 Baths ⋅ 920528 MLS
Millbrook Modern Log Retreat sited on Nearly 3.5 Secluded Acres. Set quietly amid rolling landscape and enveloped by nature, this exquisitely restored log residence offers a rare blend of rustic authenticity and modern refinement. Perched on a knoll, the home unfolds as a serene escape—thoughtfully reimagined to deliver both comfort and understated luxury. From the moment you enter, the interiors feel expansive and light-filled, anchored by a striking floor-to-ceiling wood-burning fireplace. The open-concept design creates an effortless flow, while generous windows invite the surrounding greenery in, bathing each space in natural light. Every detail has been carefully curated—from structural enhancements to a complete aesthetic transformation—resulting in a home that feels both timeless and entirely new. At the heart of the home, the kitchen is equal parts functional and beautiful. Quartz countertops, a substantial butcher block island with seating, classic subway tile, and shaker cabinetry with refined hardware come together in a space designed for gathering as much as cooking. It opens seamlessly to the dining area and an expansive Great Room, ideal for both intimate evenings and larger entertaining. The private primary suite is a true retreat, featuring radiant heated floors, a spacious walk-in closet, and its own dedicated wing on the main level. A separate guest wing offers two additional bedrooms, a full bath, and convenient main-floor laundry—providing comfort and privacy for family and visitors alike. Throughout the home, high-performance materials and systems ensure ease of living, including wide-plank LifeProof flooring, a Mitsubishi Hyper-Heat HVAC system, and a high-efficiency heat pump water heater. Recent upgrades extend to a new roof, custom iron railings, French doors, and a beautifully finished lower level with potential for additional living space. Outdoors, the lifestyle continues. A wraparound covered porch invites slow mornings with coffee, while the bluestone patio and firepit set the stage for evenings under the stars. The grounds are enhanced by perennial plantings, new hardscaping, and a peaceful wooded backdrop that ensures year-round privacy. Located just minutes from the charming Village of Millbrook, with convenient access to the Taconic State Parkway, this exceptional property offers the best of Hudson Valley living—nearby vineyards, farm-to-table dining, scenic trails, and timeless countryside appeal. A hidden sanctuary, not visible from the road, this is a home to be discovered—and experienced

568 Oak Summit Road, Millbrook

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