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$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

$700,000
974781 MLS
Academy Street Development Opportunity Multi-Family + 2 Vacant Parcels | Value-Add + Redevelopment Potential Located in the heart of Downtown Poughkeepsie’s rapidly evolving corridor, this Academy Street offering presents a rare opportunity to acquire a multi-family property along with two adjoining vacant parcels, ideal for both immediate income and future development. The existing multi-family structure features large residential units with strong rental potential, making it an attractive value-add investment. With renovations, this property can generate solid cash flow while providing a strategic hold for future expansion. What truly sets this offering apart are the two additional vacant parcels, creating a unique assemblage that opens the door to a variety of redevelopment possibilities. Whether expanding the current building, constructing new residential units, or creating a mixed-use concept, the flexibility here is a major advantage. Situated within the MU-5 (Mixed-Use 5) zoning district, the property allows for: Multi-family residential development Retail, office, and service-based uses Potential for up to 5 stories (with bonus height opportunities up to 7 stories) Developers and investors will appreciate the ability to maximize density in a high-demand rental market, all while being positioned near major amenities, transportation, and ongoing city revitalization efforts. Additional highlights include: Prime downtown location near business district, courthouse, and train station Strong rental demand in the area Flexible zoning supporting multiple development strategies Opportunity to create scale with adjacent parcels This is an ideal opportunity for an investor or developer looking to combine immediate income with long-term upside, in one of Poughkeepsie’s most active growth areas.

52 Academy Street, Poughkeepsie

$700,000
974793 MLS
Academy Street Development Opportunity Multi-Family + 2 Vacant Parcels | Value-Add + Redevelopment Potential Located in the heart of Downtown Poughkeepsie’s rapidly evolving corridor, this Academy Street offering presents a rare opportunity to acquire a multi-family property along with two adjoining vacant parcels, ideal for both immediate income and future development. The existing multi-family structure features large residential units with strong rental potential, making it an attractive value-add investment. With renovations, this property can generate solid cash flow while providing a strategic hold for future expansion. What truly sets this offering apart are the two additional vacant parcels, creating a unique assemblage that opens the door to a variety of redevelopment possibilities. Whether expanding the current building, constructing new residential units, or creating a mixed-use concept, the flexibility here is a major advantage. Situated within the MU-5 (Mixed-Use 5) zoning district, the property allows for: Multi-family residential development Retail, office, and service-based uses Potential for up to 5 stories (with bonus height opportunities up to 7 stories) Developers and investors will appreciate the ability to maximize density in a high-demand rental market, all while being positioned near major amenities, transportation, and ongoing city revitalization efforts. Additional highlights include: Prime downtown location near business district, courthouse, and train station Strong rental demand in the area Flexible zoning supporting multiple development strategies Opportunity to create scale with adjacent parcels This is an ideal opportunity for an investor or developer looking to combine immediate income with long-term upside, in one of Poughkeepsie’s most active growth areas.

54 Academy Street, Poughkeepsie

$700,000
9 Beds 3 Baths 973933 MLS
Academy Street Development Opportunity Multi-Family + 2 Vacant Parcels | Value-Add + Redevelopment Potential Located in the heart of Downtown Poughkeepsie’s rapidly evolving corridor, this Academy Street offering presents a rare opportunity to acquire a multi-family property along with two adjoining vacant parcels, ideal for both immediate income and future development. The existing multi-family structure features large residential units with strong rental potential, making it an attractive value-add investment. With renovations, this property can generate solid cash flow while providing a strategic hold for future expansion. What truly sets this offering apart are the two additional vacant parcels, creating a unique assemblage that opens the door to a variety of redevelopment possibilities. Whether expanding the current building, constructing new residential units, or creating a mixed-use concept, the flexibility here is a major advantage. Situated within the MU-5 (Mixed-Use 5) zoning district, the property allows for: Multi-family residential development Retail, office, and service-based uses Potential for up to 5 stories (with bonus height opportunities up to 7 stories) Developers and investors will appreciate the ability to maximize density in a high-demand rental market, all while being positioned near major amenities, transportation, and ongoing city revitalization efforts. Additional highlights include: Prime downtown location near business district, courthouse, and train station Strong rental demand in the area Flexible zoning supporting multiple development strategies Opportunity to create scale with adjacent parcels This is an ideal opportunity for an investor or developer looking to combine immediate income with long-term upside, in one of Poughkeepsie’s most active growth areas.

50 Academy Street, Poughkeepsie

$1,975,000
982058 MLS
Lease or Lease with Option to Buy: This 20,000 SF Professional Building is located right on busy Route 9 in Wappingers Falls NY, just minutes from Interstate 84. The immediate area is densely populated and within short drives to Hospitals, Colleges, iPark Industrial Center, IBM, Amazon, Farms and popular tourist locations like Roosevelt and Vanderbilt Mansions, the Culinary, Beacon, Rhinebeck and Trains to NYC. This building is well established and known as a location for Law firms, Engineering, Real Estate, Medical and other essential services. It is surrounded by shopping options, restaurants, and residential. You will also find that it is quite rare to find, in this area, a building of this size with ample parking and with the visibility and ease of access to route 9. The building is 95% occupied and there are significant upside opportunities to drive growth in revenue and profit. Becoming available shortly is a beautiful 4000 sf Suite at below market rent. Additional Information:

1136 Route 9 Route, Wappingers Falls

$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

$775,000
4 Beds 3 Baths 980726 MLS
Stunning Luxury Colonial in Prime Wappingers Falls Location – Private Cul-de-Sac Living on 8.6 Acres Welcome to this beautifully updated, move-in ready Colonial home nestled at the end of a quiet cul-de-sac in the desirable Evergreene subdivision in Wappingers Falls, NY. This upscale single-family residence offers the perfect blend of elegance, space, and privacy. Step inside to discover a spacious open-concept layout featuring a gourmet eat-in kitchen with granite countertops and stainless-steel appliances, a convenient laundry room, and a functional mudroom, ideal for entertaining and everyday living. The home boasts a formal living room with French doors and soaring vaulted ceilings, a refined formal dining room, and an inviting great room with a cozy fireplace. Convenient attached 2 car garage. The luxurious primary suite includes a spa-like en-suite bathroom, complemented by three additional generously sized bedrooms and an additional full bathroom. Enjoy modern comforts such as central air conditioning and a home security system. The walk-out basement with sliding glass doors offers endless potential for finishing—perfect for a home gym, media room, or in-law suite. Relax outdoors on the expansive back deck overlooking 8.6 private wooded acres, creating your own serene retreat in the heart of the Hudson Valley. This exceptional property combines privacy, luxury, and convenience—a rare opportunity to own a truly turnkey home in one of Wappingers Falls’ most sought-after neighborhoods.

30 Meadowood Lane, Wappingers Falls

$599,000
981338 MLS
A rare opportunity to acquire a turnkey-ready restaurant building at the highest-visibility corner in the Village of Pawling — the intersection of Main Street and Charles Coleman Blvd. The building has operated continuously as a food and beverage use, most recently as a bakery and café, and underwent an extensive renovation in 2019. Cosmetic in nature, deferred maintenance is minimal. The three-level layout is purpose-built for food service operations. The ground floor is configured for front-of-house use with existing casework, cabinetry, bar tap, and select fixtures in place. A working dumbwaiter connects directly to the finished basement prep and production level below, where a walk-in cooler and three-bay sink are included in the sale. The second floor offers a completely open floor plate — previously used as an ancillary dining room — with a street-facing balcony ideal for seasonal service. A rear patio adds additional outdoor seating potential. No hood is currently installed, but the infrastructure supports a retrofit for a buyer or tenant bringing a full commercial kitchen program. The building is serviced by a propane system (previously fired a commercial bread oven and water heater), public water and sewer, cable, and electrical service. Metro-North rail service at Pawling station is within walking distance, supporting both commuter foot traffic and destination dining draw.

10 E Main Street, Pawling

$5,400,000
3 Beds 4 Baths 956925 MLS
Perched atop 40.9 private acres, this exceptional custom-built estate offers unrivaled privacy and sweeping panoramic views of the Catskill Mountains. Blending timeless craftsmanship with modern luxury, this hilltop retreat embodies refined living in a breathtaking natural setting. Inside, antique teak flooring flows throughout the home, adding warmth and character to every space. The open floor plan features a gracious living room that opens to a library with a fireplace and a full bath, creating an inviting centerpiece for both relaxation and entertaining. At the heart of the home, the eat-in kitchen is both functional and striking, featuring a scullery and a distinctive modern Rumson fireplace. The kitchen opens effortlessly onto a stone terrace and pergola, offering a breathtaking setting for alfresco dining while overlooking beautifully landscaped gardens that evolve with the changing seasons. Adjacent, the formal dining room provides a refined space for hosting memorable gatherings. The lower level includes three bedrooms and four full baths, along with a music salon featuring expansive glass doors that open to a stone terrace with breathtaking panoramic views. Additional amenities include a wet bar, laundry room, and wine cellar, offering both convenience and luxury. A detached two-car garage complements the home’s timeless architecture while adding everyday practicality. Experience the epitome of serenity, artistry, and mountain living in this extraordinary hilltop estate—where every sunset paints a masterpiece across the western sky.

1135 Duell Road, Stanfordville

$997,500
4 Beds 5 Baths 980289 MLS
Set on over 5 private acres in one of Lagrangeville’s most desirable locations, this exceptional Colonial offers space, privacy, and true move-in-ready condition. Featuring over 5,500 sq ft, the home has been meticulously maintained and thoughtfully updated with a clean, modern feel. The renovated kitchen boasts quality finishes, ample cabinetry, and a large center island open to the main living areas—ideal for everyday living and entertaining. Flexible layout includes formal dining and living rooms plus a family room with fireplace. A highly sought-after first-floor primary suite offers a walk-in closet and en-suite bath. Upstairs features spacious bedrooms and a bonus room ideal as a 5th bedroom or office. Enjoy a private setting with an inground pool and usable acreage, just minutes to the Taconic Parkway and local amenities.

42 Reserve Way, Lagrangeville

$919,900
980198 MLS Karen's Diner BLDG.
JUST REDUCED! Wonderful opportunity to own a highly visible, mixed-use commercial property on Route 22. In 1982, Karen opened Karen’s Diner and established a dining destination and landmark, well-known and well-loved. Large open Dining Room is filled with natural light, happy diners from near and far, and laughter. Cool Retro counter with stools is a classic! Restaurant seats 49. Expansive Outdoor Dining as well. Large parking lot. Important features: One Acre lot with 300 feet of level Road Frontage. Two Bedroom Apartment is rented for $1,900 month. Whole-Building Generac Generator. Walk-in Cooler. Karen's Diner serves breakfast and lunch. Adding dinner will greatly increase the current profit. Owner is open to leasing the building or holding a mortgage. Annual rental income will cover the combined taxes and a portion of utility expenses. Turn-Key purchase.

56 Route 22, Pawling

$249,999
4 Beds 2 Baths 979219 MLS
Not everything beautiful looks perfect at first glance… sometimes, it just needs someone who can see beyond the surface. Hii My name is Edgar and I’ve been waiting for someone like you. I may not be in perfect condition, but I’m full of potential and ready for a new beginning. With a thoughtful layout that flows naturally from room to room, I offer a strong foundation for someone with vision to bring me back to life. I have spaces that once held laughter, memories, and warmth—and I’m ready to feel that again. My partially finished basement adds even more possibilities, whether you imagine extra living space, a home office, or a creative retreat. And it’s not just me—you’ll love where I’m located. I’m close to parks, shops, and a variety of public amenities, making everyday life convenient and enjoyable. Yes, I need some love… but in return, I can become something truly special. A beautiful home, an incredible investment, or both. With the right touch, I can shine brighter than ever. If you’re looking for a place where your ideas can come to life, I might just be the one you’ve been searching for. So, if you’re ready to bring your vision to life and turn potential into reality… I’m ready to welcome you home. Let’s make it happen. LET'S HOME....

9 Edgar Street, Poughkeepsie

$195,000
979893 MLS
Views you have to see to believe! Come build your dream home and experience stunning western views of the Hudson Valley where you can see for miles and miles! If the views aren't enough, the property also backs up to the Appalachian Trail making this the perfect place to call home for hikers and nature lovers or for those who simply love serenity and peace. This location is ideal for those looking to escape the city hustle to unwind while the convenient location puts you minutes away from the desirable town of Beacon, endless restaurants and breweries, hiking trails and more. Minutes from the Taconic Parkway, Route 84, and Route 9. Property is BOHA, also available with a survey, and proposed drawings/plans for a spectacular new build- ready for a builder to turn into reality. Re-design these plans or come with your own!

Woodmont Road, Hopewell Junction

$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

$4,250,000
6 Beds 5 Baths 978953 MLS
We welcome this 1834 restored farm into our Luxury Collection of Hudson Valley properties. This magnificent property makes the perfect country compound. Completely updated, restored and improved to also include a new addition on the main house. This 200 acre farm has all the privacy and beauty of a true country retreat. With such amenities as a converted dairy barn to an indoor tennis court overlooking a formal garden and continuing to a willow lined swimming pond. A guest house, just a stones throw away from the main house. To a beautiful high hilltop picnic meadow over looking the Catskills and Hudson Valley. Come see one of Dutchess County's gems with easy access to MIllbrook, Millerton, Pine Plains, and Sharon.,Level 2 Desc:OWNERS SUIT W/ BATH, BD2, BD3,InteriorFeatures:Electric Stove Connection,Walk-In Closets,Washer Connection,Electric Dryer Connection,French Doors,Heating:Zoned,Central Heat,FLOORING:Wood,Basement:Interior Access,EQUIPMENT:Carbon Monoxide Detector,Smoke Detectors,OTHERROOMS:Foyer,Library/Study,Office/Computer Room,Workshop,Breakfast Nook,Formal Dining Room,Laundry/Util. Room,Other School:IMS, DUTCH. DAY,Below Grnd Sq Feet:600,Level 1 Desc:MUD, FOY, LIV FPL, DEN FPL,LARGE LIV ON TO PORCH, KITCH FPL,FOUNDATION:Brick,Stone,Concrete,ExteriorFeatures:Outside Lighting,Landscaped,Cooling:Attic Fan,ROOF:Wood Shingles,Asphalt Shingles,AboveGrade:5546 Additional Information: Amenities:Guest Quarters,

468 TRIPP Road, Pine Plains

$570,000
5 Beds 3 Baths 978978 MLS
Your Private Hudson Valley Resort Awaits at 7 Hujay Terrace Discover the perfect blend of sophisticated modern upgrades and an unparalleled outdoor lifestyle in this meticulously maintained Wappingers Falls retreat. Set within a tranquil, established neighborhood known for its spacious lots and scenic beauty, this home offers a "vacation-at-home" experience just minutes from the vibrant amenities of the Hudson Valley. The interior is a masterpiece of functional luxury, anchored by a gourmet kitchen featuring granite countertops, custom cabinetry, and high-end double wall ovens. Every major system has been thoughtfully updated for ultimate peace of mind, including a newer roof, siding, gutters, and energy-efficient triple-pane windows. For the tech-savvy homeowner, the property is fully equipped with Verizon FiOS, comprehensive security, and an auto-start emergency gas generator. Carpets are less than 18 months old. The true crown jewel of this estate is the backyard sanctuary. Designed for hosting unforgettable gatherings, the grounds feature a Roman-end in-ground salt pool with a gas heater, a spacious entertaining deck, and a custom metal-roof pavilion for shaded relaxation. Complete with a changing room, storage shed, and a hot tub perfectly positioned by the back door, this outdoor space is a rare find. The massive circular driveway provides effortless parking for guests, reflecting the home’s grand scale. Located within easy reach of local parks, premier shopping, and the Metro-North, this property isn't just a house—it’s a legacy estate.

7 Hujay Terrace, Wappingers Falls

$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

$399,000
4 Beds 2 Baths 973888 MLS
South side City of Poughkeepsie two family featuring spacious two bedroom units. Layouts feature living room, dining room, eat-in kitchen w/large pantry, bathroom & two well proportioned bedrooms. Second floor unit includes newer appliances, quartz counters & tile backsplash. Washer & dryer hookups in-unit. Hardwood floors throughout. Front and rear porches for outdoor enjoyment this summer. Two car garage plus large driveway for ample parking. Unfinished basement and walk-up attic for storage. Enjoy the convenience of natural gas for heating, hot water & cooking. Central location with easy access to shopping, restaurants, schools, hospitals, trains and commuter routes. Ideal for investor or owner occupant.

42 Manitou Avenue, Poughkeepsie

$780,000
3 Beds 4 Baths 977212 MLS
Set on 22.9 picturesque acres, this exceptional Tudor-style traditional gem offers a rare blend of character and modern refinement. This 3-bedroom, 3.5-bath home is filled with natural light, with expansive windows that bathe each room in warmth and create an inviting, airy atmosphere throughout. Generously sized living spaces, including an office on the first floor and a full basement provide both comfort and flexibility for today's lifestyle. The property itself is a true private sanctuary- rolling grounds, mature trees and open space invite you to create your own walking trails, gardens, or outdoor retreat. Whether you envision peaceful mornings surrounded by nature or entertaining on a grand scale lounging by your in-ground pool, the setting offers unmatched privacy and possibilities to own a serene estate where elegance meets the beauty of the Hudson Valley landscape.

250 Maloney Road, Wappingers Falls

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.