Refine Search
Sort by
$8,600,000
986998 MLS
Set amid rolling fields and protected countryside, Hounds Pond Farm captures the essence of Hudson Valley living. Spanning 342 acres in the scenic Amenia Valley, the land unfolds across open meadows, sweeping vistas, and tranquil views over Round Pond, with the foothills of the Berkshire Mountains rising in the distance. Whether envisioned as a private estate, working farm, or recreational retreat, the property offers exceptional flexibility with 70% open land and multiple prime building sites. A newly renovated three-bedroom cottage provides an immediate foothold while future plans take shape. Located just minutes from Millerton, Silo Ridge, and Metro-North service at Wassaic—and bordering the Harlem Valley Rail Trail—this is a rare opportunity to own a significant piece of one of the region’s most beautiful and enduring landscapes.

156 Sharon Station Road, Amenia

$3,950,000
4 Beds 6 Baths 931962 MLS
Welcome to the Hudson Valley Dream Home - Introduced by Hudson Valley Magazine In a region celebrated for its natural beauty and creative spirit, a new standard of luxury is being completed for this Summer. Presented in collaboration with Hudson Valley Magazine as their inaugural “Dream Home”, this custom-built modern farmhouse on lush and private acreage in Millerton Village, offers an extraordinary opportunity to own a Hudson Valley compound where collaborative vision meets architectural excellence. The home is just 2 minutes from the heart of the village of Millerton and set on 14 pristine acres with private ponds and sweeping pastural views, the single-level contemporary farmhouse spans nearly 6,000 square feet of thoughtfully conceived living space. A dramatic vaulted ceiling in the entry foyer makes an unforgettable first impression, flowing seamlessly into a grand entertaining Great Room, where living, dining, and kitchen converge beneath soaring 17 foot ceiling featuring a floor to ceiling fireplace and large walls of glass that frame the bluestone terraces and serene landscape beyond. The four, oversized bedroom suites include two equal-sized, luxurious primary suites on opposite corners of the home. Two additional half baths, a massive, dedicated media room, a second-floor wellness studio, private office complete an exceptional program designed for both grand entertaining and quiet, inspired living. With the exterior already complete, the discerning buyer has the rare privilege of collaborating directly with the builder and the magazine's creative team to finish the interior to their own aesthetic vision — a level of customization typically reserved for the most prestigious branded residences. Luxury fixtures, custom cabinetry, high-end Fisher Paykel appliances and designer details throughout ensure the finished product will be nothing short of remarkable. Beyond the property itself, Millerton enchants. A walkable village approaching its 175th anniversary, it pulses with creative energy — an arthouse cinema, antique shops, acclaimed dining, and a vibrant community of artists, tastemakers, and discerning newcomers who have quietly made this corner of the Hudson Valley one of the most sought-after addresses in the Northeast. This is not simply a brand new home. It is a collaboration, a statement, and an invitation to live beautifully.

42 Hy Vue Terrace, Millerton

$649,000
5 Beds 4 Baths 981420 MLS
Discover this turnkey, fully remodeled home in Millerton, NY, offering modern luxury with rustic charm. Featuring high-end finishes, this immaculate property boasts a bright, open design, plus a separate, charming 2-bedroom/1-bath accessory cottage on-site, ideal for long-term rental, income-generating Airbnb, or private guest quarters, home office, or rental income potential. Just 2.4 miles to town, restaurants, shops, and the movie theater. Only minutes from the Harlem Valley Rail Trail for outdoor adventure. This property solves the need for space, convenience, and extra income. Whether you are hosting friends in the cozy cottage, or relaxing in the main house, you are surrounded by the best of the Hudson Valley/Berkshires area, close to Dutchess Day School, Hotchkiss, and Millbrook, and the Wassaic train station is 10 miles away.

4523 Route 199, Millerton

$649,000
3 Beds 3 Baths 981397 MLS
Main house PLUS Cottage! Discover this turnkey, fully remodeled home in Millerton, NY, offering modern luxury with rustic charm. Featuring high-end finishes, this immaculate property boasts a bright, open design, plus a separate, charming 2-bedroom/1-bath accessory cottage on-site, ideal for long-term rental, income-generating Airbnb, private guest quarters, home office, or rental income potential. Set in a peaceful wooded and private lot with room to roam, garden and enjoy and just 2.4 miles to town, restaurants, shops, the movie theater and only minutes from the Harlem Valley Rail Trail for outdoor adventure. This property solves the need for space, convenience, and extra income. Whether you are hosting friends in the cozy cottage, or relaxing in the main house, you are surrounded by the best of the Hudson Valley/Berkshires area, close to Dutchess Day School, Hotchkiss, and Millbrook, and the Wassaic train station is 10 miles away.

4523 Route 199, Millerton

$899,000
8 Beds 4 Baths 979113 MLS
Whether you're seeking a property with positive cash flow, a multigenerational living setup, or the ability to live on-site while generating rental income, this unique offering delivers exceptional versatility. The property features two separate duplex buildings along with an adjacent lot, providing added privacy and future expansion possibilities. Each duplex consists of two well-appointed 2-bedroom units, all with private entrances and ample parking. The units are currently occupied, offering immediate income for investors. Ideally located just minutes from the Village of Amenia, Millerton, and Millbrook, the property offers convenient access to shopping, dining, and everyday amenities. Commuters will appreciate proximity to the Wassaic Metro-North Train Station, while outdoor enthusiasts can enjoy the nearby Harlem Valley Rail Trail—perfect for walking, running, and biking. Don’t miss this opportunity to own a flexible, income-producing property in a highly desirable location.

762-764-766 Old Route 22, Amenia

$575,000
9 Beds 4 Baths 978880 MLS
Whether you’re seeking an investment property, multi-generational living, or the opportunity to live in one unit while generating rental income from the other two, this versatile property is ready to meet your needs. This well-designed triplex features three townhome-style apartments, each offering three bedrooms, a welcoming front porch, a private rear patio, and a one-car attached garage. Every spacious unit includes its own oil-fueled boiler, separate electric meter, and two private entrances—providing comfort, convenience, and independence for each residence. Ideally located near the Wassaic Metro-North Station, Route 22, and the scenic Harlem Valley Rail Trail, the property also offers easy access to shopping, dining, and the charming towns of Amenia and Millerton. Don’t miss this exceptional opportunity to own a flexible, income-producing property in a desirable location!

276 Old Route 22, Wassaic

$2,300,000
13 Beds 7 Baths 973862 MLS
Step into a turn key investment with 9 years of profitable short term rental history and a business backed by a long standing, proven financing track record! This exceptional 1790 Georgian style estate comes with three standalone cottages, all fully renovated and operating as highly sought after vacation rentals. With commercial zoning already in place, this property blends historic charm, modern luxury, and serious income potential, while also offering a rare opportunity for future conversion into a boutique hotel or resort. Guests flock to this private country escape for its elegant main residence featuring wide plank hardwood floors, high ceilings, a library, music room, billiard room, and wine cellar, and return for the tranquility of the manicured grounds complete with a heated pool, putting green, walking trails, and a serene pond. Currently fully booked, this estate generates significant revenue even after accounting for full service cleaning and lawn maintenance. Whether you choose to live in the main home and rent out the three cottages, lease all four residences, or explore a larger scale hospitality concept, this is a rare chance to own a high performing asset with built in lifestyle benefits. Minutes from local hiking, dining, and the Berkshires, this is your chance to own a legacy property and a cash flowing business in one.

18 Stagecoach Lane, Amenia

$450,000
4 Beds 2 Baths 971132 MLS
Spacious 4-bedroom, 2-bath colonial in Northern Dutchess County featuring modern updates and timeless charm. The kitchen boasts granite countertops, stainless steel appliances, and hardwood floors, which flow into the dining and family rooms. French doors open to a large deck and private, fenced backyard, ideal for entertaining or relaxing. Additional features include radiant heat, a five-year-old boiler, and a huge basement with potential for finishing to add extra living space. Conveniently located near schools, shopping, the Village of Millerton, skiing, and the Harlem Valley Rail Trail. Easy access to Connecticut and Columbia County makes this home perfect for commuters or weekend getaways. Don’t miss this opportunity to own a beautifully updated home in a desirable Millerton location!

41 Beilke Road, Millerton

$7,500,000
6 Beds 8 Baths 961772 MLS
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 primary 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 primary guest room with soaking tub and deck with views. Two bedroom suites with en-suite bathrooms, charming 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.

Wassaic

$8,650,000
5 Beds 7 Baths 955653 MLS
Refined Luxury. Rare Direct Lakefront Home within the Coveted Silo Ridge Community. 5 Luxurious En-suite Bedrooms Including 2 on Main Level. Jaw Dropping Great Room with Fireplace & Access out to Large Covered Porch with Major Lake & Mountain Views. Extremely High Quality Construction with Numerous Luxury Appointments Including: Lutron 1-Touch Lighting; Multi-Zone Sound System; 4-Season In Ground Pool/Spa; Heated 3-Car Attached Garage; Electric Shades Throughout; 2 Screened Porches with Powered Screens & Built in Heaters. Finished Lower Level with 2 Bedrooms, 2.5 Baths & Family Room with Direct Access to Heated Pool/Spa & Cabana with Fireplace. 1-Mile to Metro North Train & Arms Distance to all the Hudson Valley has to Offer. The Best of Silo Ridge for Sale. Exceptional!

292 Wood Duck Road, Amenia

$725,000
2 Beds 1 Baths 938516 MLS
PRICE JUST REDUCED.$ 34,000 DUE TO LIFE EVENTS RECENTLY QWNER WILLING TO REDUCE MORE. WILLING TO WORK WITH BUYER THAT CAN APPRECIATE THE PROPERTY. LOCATION LOCATION ONE OF A KIND PROPERTY HUNTING LAND OR A VACATION DESTINATION TO RELAX AND DESTRESS IN THE BEAUTIFUL BERKSHIRE MOUNTAINS 132.4 ACRES PLUS POND.AND 1,368 sq ft cabin.plus 462 sq ft loft. sleeps 8. three land parcels. 70 ACRES 50 ACRES and 12.4 ACRES for a total of 132.4 Acres. spring fed water system full bath and shower.hot water.wood stove and fire place. generator for electric. taxes approx. $2943 every 13 or 14 years you can harvest more mature trees.Provided extra income . should be ready to harvest again soon..and a savings on your property taxes each year. Well managed property.providing food source cover for deer.TROPHY RACKS ARE THERE. land has been a good investment over the years. give some thought of co owning with a few of your hunting friends so you don't let another buyer buy this beautiful property. if your not interested in hunting .the seclusion and privacy for your new home. walking trails ATV trail riding. enjoying natures solitude pleasures. quiet private secluded. priceless. stove. generator. propane tanks. and beds. stay with the property. going to the property. ware out door walking boots. not dress shoes. 1/2 mile in to your new find.and memories for life. ONLY BEEN HUNTED ONE DAY I THREE YEARS.if road looks mud. I would park and take a walk in. to the camp. the ride up through the mountains is a beauty that you will never for get. some one once said. come up for the week end, stay a life time.

80 Hunter Lane, Wassaic

$125,000
3 Beds 2 Baths 883614 MLS
Investor’s Dream in Millerton – Prime Location with Endless Potential! Nestled just outside the charming Village of Millerton, this single-family residence offers a rare opportunity for investors, builders, or handy homeowners. In need of TLC, this property is brimming with potential and ready to be transformed into the perfect country getaway or income-generating asset. Enjoy the serenity of a peaceful setting with the Harlem Valley Rail Trail running directly behind the property—ideal for walking, biking, and exploring nature. Conveniently located just 5 minutes to the village, where you’ll find beloved local restaurants, boutique shops, and cafes. Only 15 minutes to the Metro-North train for an easy NYC commute or weekend escape. This is a must-see for those with vision—bring your tools and imagination to unlock the full potential of this ideally situated home. *Sold As-Is* *Highly Motivated Seller*

22 Beilke Road, Millerton

$229,000
879008 MLS
An exceptional location! This Smithfield Road setting is a combination of open meadow, with extraordinary vistas of the splendid pastoral countryside, light woodland and a patch that is overgrown. The potential increases enormously with a careful thinning of the excessive weeds etc. With 5 acres that is BOHA your dream home is much closer to a reality. This place is heaven on earth. Away from the hustle and bustle but minutes from the Village of Millbrook, the Village of Millerton, The Hamlet of Amenia, Route 22 and Metro North's Wassaic Train Station. Many a resident or visitor uses the Taconic State Parkway as additional access route. A very pretty drive from the TSP to this premium setting. The region is blessed with gorgeous views, rolling bucolic fields, farm markets, farm stands, recreational and cultural endeavors.

Smithfield Road, Millerton

$2,379,000
H6310518 MLS
An opportunity to own a magnificent combination of two rural properties. Explore this enchanting yet tranquil 206.14 acres of rolling hills, mature forests and ample meadow that is currently in organic crop production. There are a couple of steep slopes that contribute to buffering a few captivating and extremely private home sites. The terrain is ideal for a retreat and multiple dwellings. Maybe this becomes the getaway from the getaway. This property fronts both Cascade Mountain Rd as well as Perrys Corners Rd. There are no covenants and restrictions. Located a few miles outside of the Hamlet of Amenia and the Wassaic Train Station is minutes away. Pine Plains, Millerton, Millbrook and Salisbury, Sharon and Kent, CT are scenic drives away.

Cascade Mt / Perrys Corners, Amenia

board logo

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.