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$1,250,000
1008685 MLS
Perfect opportunity to own a historic mixed-use colonial on 6.62 acres, zoned OC, walking distance to the center of Amenia, with extremely low taxes. 2,645 sq ft, masonry foundation, wood floors, asphalt shingle roof, baseboard heat plus heat pump, public water. The main floor is configured as a successful, working restaurant with all kitchen equipment included. The second floor contains a 2-bedroom apartment with a full bath, living room, kitchenette, and lofted office. Ample storage throughout. Grounds include mature gardens with hydrangea trellises. The acreage offers room for further development. Located near Metro-North rail service in the Webutuck (Northeast) Central School District. Zoning permits continued restaurant use, retail conversion, or single-family residential.

6 AUTUMN Lane, Amenia
$850,000
1008519 MLS
Commercial property with Multi-Use potential in Pine Plains, NY. This versatile commercial property boasts a variety of uses, making it of interest to investors, entrepreneurs and businesses alike. With two apartments, two office spaces, dedicated studio areas and a spacious workshop area with 5 bays with overhead doors. This property offers the perfect blend of residential and commercial functionality with potential for showrooms. Hardwood floors throughout and a new roof. Hard to find commercial property.

2773 Church Street, Pine Plains
$795,000
1007982 MLS
$$ AMAZING OPPORTUNITY $$ One property / 4-5 Incomes Move your business or invest in City of Poughkeepsie. Two buildings with large fenced in yard on 1/2 acre corner lot on highly traveled arterial. Great visibility. Lots of parking. First building is a metal Quonset Hut currently rented as a used car lot Second building offers 2 offices upstairs with attached storage or work space, overhead door and separate side entrance from parking area. Utility room and bathroom is located downstairs with more storage space that has separate back entrance and is currently rented.

15 N White Street, Poughkeepsie
$1,120,000
5 Beds ⋅ 3 Baths ⋅ 952958 MLS
33 Cliff St. is the quintessential Beacon home with timeless character. Welcome to one of Beacon’s most recognized homes — a timeless 1850 residence that captures the essence of this historic once-industrial city. Perfectly positioned just two blocks from vibrant Main Street and less than a mile from Metro-North, this beloved brick home offers the ideal blend of walkable small-city energy, historic charm, and everyday convenience. Set high on the property with a stately presence, this extraordinary home has many stories to tell. Featured in Nobody’s Fool with Paul Newman, direct ties to some of Beacon’s most influential namesakes including DeWindt, Herbert and Verplank, and once visited by Anne Roosevelt, mother of FDR, it is a true Beacon landmark with a legacy as rich as its character. Inside, original details shine throughout: wide-plank floors, French doors, high ceilings, graceful curved banisters, stained glass accents, and oversized windows that fill each room with beautiful natural light. Every space feels warm and inviting. Thoughtfully arranged across four levels, the home offers remarkable flexibility. The main floor includes a spacious living room, formal dining room, galley kitchen, and powder room. Upstairs, the second level features three comfortable bedrooms and a full bath. The third floor is a private primary suite with full bath, complete with beamed ceilings and generous closet space. The fully finished lower level, with its own private entrance and full bath, offers endless possibilities — ideal for a mother/daughter arrangement, in-law suite, studio, recreation room, or work-from-home opportunities. Outside, mature landscaping creates a peaceful setting, while the large driveway provides ample parking and the utility shed adds convenience. Recent upgrades include a new roof, both chimneys, windows, boiler, and porch entrance, allowing you to enjoy the beauty of an historic home with important improvements already in place. From here, everything that makes Beacon so special is just moments away — a 3-minute walk to Main Street, less than 1 mile to Long Dock Park and the Hudson River, under 2 miles to Mt. Beacon Park, and minutes to I-84 and the Beacon-Newburgh Bridge. Spend your summer surrounded by the energy of Beacon’s thriving shops, restaurants, galleries, hiking trails, culture, and community — all from the comfort of a home that feels both iconic and deeply welcoming.

33 Cliff Street, Beacon
$549,000
2 Beds ⋅ 3 Baths ⋅ 1004244 MLS
This is a 2 BR PLUS an additional dedicated office. Circular driveway to an All new renovation in beautiful Gretna Hill wooded neighborhood, elegant farms beyond. Mahogany full glass door entry on to black marble foyer. Spacious living/dining room, mahogany doors and trim. Full glass exterior door to 12' x 18' Japanese cedar deck. Hardwood floors throughout. Natural wood and marble kitchen with artisanal details, huge quartz worktop, new appliances. Large closet on back porch. First floor marble half bath and laundry. Primary bedroom with12' long mahogany closet, in-suite white marble and glass shower bath. Second Carrera marble with tub bathroom next to second bedroom with triple mahogany closet. Office with huge windows. 14' x 4' front porch. Perennial gardens, stone columns, steps, borders and walkway. Cedar siding. New windows. This property is self sustaining with private well and septic, clear south facing roof for possible future solar. Spray foam insulation, new heat pump mini split H&C. Minutes east to the Taconic Parkway, minutes west to Poughkeepsie shopping.

17 Gretna Hill Road, Pleasant Valley
$499,999
1004637 MLS
Commercial space available at 2079 Route 9D in Wappingers Falls, offering convenient access along a well-traveled corridor. The property is currently configured as an automotive/mechanic shop with flexible workspace suitable for repair, service, storage, or other commercial uses. Features include ample parking, workspace bays, and easy access to major roadways serving the Hudson Valley area. Ideal opportunity for an owner-operator or business looking to expand in a high-traffic location.

2079 9d, Wappingers Falls
$2,790,000
4 Beds ⋅ 4 Baths ⋅ 1003257 MLS
Nestled in a tranquil and picturesque setting, this exceptional equestrian facility offers everything a rider could desire, along with a beautiful home to live in. Spanning 21 acres of mostly open land, the property features expansive pastures enclosed by charming 3-board post and rail fencing. Equestrian amenities include a main barn with 8 spacious 12x12 stalls, each with individual water, a heated tack room, wash stall, feed and storage room, a half bath, and laundry facilities. The indoor also has an additional 6 stalls and two, double run-in sheds on the backside of the barn, that could easily be moved to one of the paddocks, if wanted. Above the barn, you'll find a large space perfect for a caretaker's apartment or viewing area and huge hayloft. The property also boasts a 72x160 indoor riding ring connected to the barn with new footing, a new roof and new LED lighting, as well as a 100x200 outdoor ring equipped with ESI footing, providing an ideal environment for year-round training. Six large paddocks and an another 3+ acres that could have additional paddocks added. The charming 4,000 sq. ft. farmhouse-style home, featuring 4 bedrooms and 3.5 bathrooms, overlooks the entire facility. The home is designed for comfort and luxury, with beautiful views from every window. Outside, enjoy an in-ground pool, an one bedroom apartment above the 3-car garage, a patio with a pergola, and breathtaking sunsets. This turnkey equestrian estate is conveniently located, with easy access to I-84/684, Metro North, and just 90 minutes from New York City. Rarely does a property of this caliber, combining world-class equestrian facilities and a luxurious home, become available. Whether you’re looking to train, ride, or simply enjoy a peaceful country lifestyle, this estate offers it all.

5 McCarthy Road, Holmes
$3,850,000
7 Beds ⋅ 7 Baths ⋅ 1003365 MLS
WhistleWood Farm A rare multi-use estate set on just under 40 acres in the heart of Rhinebeck, NY. Currently operating as a successful bed-and-breakfast, event venue, and horse boarding facility, WhistleWood Farm offers exceptional flexibility for both residential and commercial buyers seeking a true Hudson Valley destination property. Comprised of three parcels totaling nearly 40 acres, the property is equally suited as a private compound, gentleman’s farm, equestrian retreat, boutique hospitality venture, or wellness-focused escape. Existing hospitality and equestrian infrastructure provide a strong foundation for continued or expanded use. The main residence spans approximately 4,500 square feet and features 5 bedrooms, 5 full baths, and 2 kitchens—offering remarkable flexibility for private living, guest accommodations, or hospitality operations. Complementing the main house is an beautifully appointed 1,500-square-foot carriage house with three bedrooms and three baths, rich in character and perfectly suited for guests, extended stays, or expanded event and hospitality use. Walking trails through the woods create a rare sense of privacy and connection to the landscape just moments from the heart of Rhinebeck Village—with its celebrated dining, farm-to-table restaurants, boutiques, and nearby Amtrak access. For the tennis enthusiast, premier tennis facilities conveniently located next door further enhance the property’s lifestyle appeal. Open meadows, mature trees, and a coveted Village-adjacent setting make WhistleWood Farm a truly rare offering—equally compelling as a private estate, hospitality investment, or legacy property in the Hudson Valley. Additional features include solar power, further enhancing the property’s efficiency and long-term sustainability.

52 Pells Road, Rhinebeck
$1,150,000
2 Beds ⋅ 2 Baths ⋅ 996041 MLS
This 1800’s reclaimed factory building is one of Beacons most unique historic loft style homes to live in. Offering original wood & steel beams throughout & the exposed brick on the walls, this is a true Beacon find. Situated on the 2nd floor, this home offers 2 bedrooms with 1.5 baths. The 12 ½ Foot ceilings with 12’ windows help bring in such beautiful light. The kitchen has been completed restored with tastefully colored cabinets which complement the original details perfectly. Adding a Viking Stove, a Fisher Paykel Refrigerator & Microwave & a Quartz Waterfall Island finish this kitchen. The Livingroom has a custom built in fireplace unit offering a modern twist on the old-style architecture. The open space allows a free flow throughout the Living room, Kitchen & Dining room. Off to the Southern side just outside your dining room sits a private balcony, the perfect space to watch the sunrises & sunsets. The bright white walls line the halls & open space giving it so much light. This unit offers a private EV Charger which is password protected & used only by the owner of #201. The custom shades on the windows all remain. Each room has 12’ windows lining the walls. Amazing shops & dining are just outside your door. Wonderful views on Beacon Main St & the perfect spot to watch all the happenings in our little City.

1 E Main Street Unit #201, Beacon
$344,500
2 Beds ⋅ 1 Baths ⋅ 986932 MLS
Spacious second-floor 2-bedroom unit in the desirable The Park community, featuring a private balcony overlooking the lush interior lawns with a corner view of the pond. Newer luxury vinyl flooring enhances the living room and hallway, while both bedrooms are comfortably carpeted. The unit offers one large beautifully updated bathroom and convenient in-unit laundry. Enjoy community amenities including rolling green lawns, an in-ground pool, clubhouse, tennis courts and ample parking. One designated parking space is included, with additional visitor parking available. Conveniently located just minutes from the Village of Fishkill, offering an abundance of restaurants, shopping, Route 9, and I-84. Excellent commuter location!

7 Loudon Drive Unit #8, Fishkill
$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
$1,950,000
994709 MLS ⋅ Country Plaza BLDG.
Country Plaza was built in 1980.The plaza has five store fronts and four apartments upstairs. So there is a farmhouse on the property which is included in the price. The apartments are one bedroom one bath. Farmhouse comes with 2 units 1br 1 ba . The whole plaza is occupied. The first showing which you would see one of the store fronts. The second showing would be the Farmhouse and the storefronts and apartment's. Everything is being sold as-is. Inspections will be for buyers information only. Everything is zoned for commercial properly. New roof on the second floor of the plaza.

1229 Route 9G, Hyde Park
$699,900
4 Beds ⋅ 3 Baths ⋅ 986710 MLS
Large, protective, ancient trees and handcrafted, artisan-made, stone walls beckon you towards this well-built, nearly 200-year-old, classic Red Hook farmhouse. This 4 Bedroom home has 3 full baths and a large bonus sunroom overlooking the yard, perfect as a private guest suite or home office with a designated entrance and full bath. The expansive 10.1-acre parcel boasts a cherry and peach tree, a spring-fed pond, a meandering stream, and acres of private woods to explore and make trails in. There is enough space for horses. Wood beams and historic remnants mark an old barn site near the pond. The unusually large, fully-fenced-in yard has iron fencing and a patio for entertaining, with ample space for a garden and a pool if desired. There are 3 bedrooms upstairs with a bathroom with pocket doors leading to the main bedroom. Laundry is upstairs as well. There is a bedroom on the first floor that could also be used as a den or library with the original hardwood flooring. The main floor has an open kitchen leading to the dining area and opening to the living room. Some of the many upgrades include new renovated bathrooms, a new roof with a warranty as of 2026, reinforced basement and stonework, updated hot-water heater, central-air, a full-house water filtration system, a storage shed that matches the home, and a Janelli security system. This is a genuinely solid home, built to last, on pastoral grounds filled with history and acres to explore. The location is perfectly serene and an ideal refuge, yet 10-minutes to the center of town. Williams Road is arguably one of the most beautiful roads in Red Hook and is quiet enough for long walks, biking, and jogging. Close to Tivoli, Bard, Rhinebeck, and the Taconic.

176 Williams Road, Red Hook
$95,000
985215 MLS
Turnkey, owner-operated deli located on high-visibility Route 55 with approx. 25K+ cars passing daily, offering excellent exposure. Established in 2010, this well-known, family-run business is now available as the owner steps away. Strong, loyal customer base with repeat business and consistent delivery accounts to local banks, offices, and commercial clients. Well-positioned for breakfast and lunch traffic with early opening hours. Low rent of $1,500/month. Includes 4 coolers, fully equipped kitchen, and basement storage. All equipment included. Open Monday–Saturday (closed Sunday). Confidential sale. Please do not visit without an appointment.

Poughkeepsie
$1,499,999
963985 MLS
Prime opportunity to own a mixed-use income producing property in Hopewell Junction, NY. Located in the center of town on Main Street. This location offers outstanding visibility and strong traffic volume. Situated on .53 acres and is zoned Highway Commercial, the property includes both the commercial building and a residential single-family home on the same lot. The commercial building is 7,612sf with ample parking on both sides of the building. The superette has municipal water and private sewer. There are two loading docks, side delivery entrance, and ADA accessibility. The accompanying 2,386 square foot colonial residence features two bedrooms with plenty of space to make a third bedroom, and two baths. This home offers both comfort and practical accessibility for an owner-operator, staff or additional rental income. The two-story, detached single family residence has a welcoming front porch with mahogany flooring, central air, baseboard heating, central vacuum, municipal water and sewer, standby generator, new hot water tank, and water softener. Inside, the home blends warmth and character, including hardwood floors, custom trim, stained glass accents, built-in cabinetry, and a bow window. The open kitchen includes a center island, Sub-Zero refrigerator, and recessed lighting, while additional living spaces include a living room, dining room, den, and full bath. Just past the bathroom is a dressing area. There is tile flooring in the kitchen, dining room and bathrooms with hardwood flooring in the den. The home also has a walkout basement. Upstairs offers a large sitting area, a primary bedroom with vaulted ceiling, a full bathroom with a standup shower and separate soaking tub and a step-down walk-in closet. A second bedroom features a cedar closet, laundry area and slop sink. Additional features include a Palladian window, two stained glass entry doors, stained glass window, a lift chair to the second floor, attic, ceiling fans throughout, and a side entrance from the parking lot for convenient access. The home has noise reduction drywall. Together, the commercial property and residential home present a great investment opportunity combining established business infrastructure, strong community presence, and long-term growth potential. Additionally, since the property is zoned HC, the home can be used as commercial space as well. Seller is open to offers on existing equipment which would be negotiated separately from the real estate. The property is located on a primary thoroughfare through the hamlet and very close proximity to Route 376 with convenient access to major regional highways including I-84 and the Taconic State Parkway.

870 Main Street Unit #868, Hopewell Junction
$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
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
$2,290,000
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
$185,000
981513 MLS
Spacious Turnkey Beautiful Restaurant ready for you to create your special dish to share w the community! Plush seating, state of the art machinery and cooking facility WITH DOUBLE WALK IN FREEZER. Excellent location, lots of traffic. Store front. Parking is an ease with even more parking in back as well. All you have to do is open the door.

8 Raymond Avenue Unit #Suite A, Poughkeepsie
$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
$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
$350,000
2 Beds ⋅ 2 Baths ⋅ 976166 MLS
Impeccably maintained two bedroom, two bathroom first floor condominium located at The Park, a highly desirable Fishkill community. Kitchen w/new dishwasher, abundant cabinetry and ample prep space flows seamlessly to dining area and living room w/sliding glass door leading to patio. Large primary bedroom w/generously sized walk-in closet and ensuite bathroom. Second bedroom and full bath. Recent improvements include bathroom updates, flooring & fresh paint. Washer & dryer conveniently located in-unit. Comprehensive HOA fee includes heat, hot water, water/sewer, trash & exterior maintenance. Complex amenities consisting of pool, gazebo and clubhouse. Central location within minutes of Route 9 shopping & dining, Beacon train station and I-84. Maintenance free living at its finest.

10 Skyline Drive Unit #10, Fishkill
$5,250,000
976196 MLS
347 Main Street, Poughkeepsie is a multi-tenant office/medical asset on 1.17ac with leasing and development upside in a growing Central Business District. The subject property includes one of three federal bankruptcy courthouses in the Southern District of New York, guaranteed by the United States Government (S&P Credit Rating: AA+). The lease commenced in 2005 and was recently extended for an additional 10 years thru 2034. Though some of the 80+ surface lot parking spaces are dedicated to the court, a large majority of the lot could be developed into an apartment building or hotel with up to 6 stories over the parking lot.

347 Main Street, Poughkeepsie
$1,900,000
974795 MLS
Prime Development Opportunity – 11 Parcel Assemblage in Poughkeepsie Innovation District Exceptional opportunity to acquire a rare 11-parcel assemblage totaling approximately 1.12 acres, strategically located at the intersection of Academy Street, Church Street, and Noxon Street in the heart of the City of Poughkeepsie. Situated within the highly desirable PID-B (Poughkeepsie Innovation District) and MU-5 (Mixed-Use) zoning districts, this property offers outstanding flexibility for a wide range of development possibilities including multi-family residential, mixed-use, retail, office, hospitality, medical, student housing, and more. Zoning allows for high-density development with significant upside potential. PID-B zoning permits up to 9 stories (120 ft) with affordable housing inclusion, while MU-5 allows up to 7 stories (94 ft), making this an ideal site for developers looking to capitalize on the continued growth and revitalization of downtown Poughkeepsie. The property benefits from expansive street frontage and is not located within a historic district, simplifying the development process. Additional advantages include flexible parking options with the potential for Planning Board relief or fee-in-lieu programs, along with immediate proximity to a municipal parking lot offering approximately 210 spaces. Conceptual development studies have already been completed, demonstrating the site’s capacity for a range of residential unit configurations, further supporting its strong investment potential. Located in a prime urban infill area with strong rental demand and ongoing infrastructure investment through the City’s Innovation District initiative, this property presents a unique opportunity for developers and investors to create a high-impact project in one of the Hudson Valley’s fastest-growing markets.

194 Church Street, Poughkeepsie
$799,000
974207 MLS
An exciting opportunity to bring your restaurant vision to life in the Village of Red Hook, this thoughtfully updated space is ready to support a wide range of culinary concepts in one of the Hudson Valley's most sought-after communities. Extensive recent improvements have enhanced the kitchen, bar, dining area, and mechanical systems, creating a modern, efficient environment designed for smooth day-to-day operations. The layout offers a natural flow for both staff and guests, making it easy to deliver a seamless dining experience from front of house to the kitchen. A large lower level provides additional functionality, featuring abundant storage, a walk-in freezer, and a private office, allowing for organized operations and dedicated workspace behind the scenes. Situated in the Village's General Business District, the location offers strong visibility and proximity to local community destinations. The property also includes ample on-site parking, a rare and valuable convenience for patrons. Offered with all existing furnishings, fixtures, and equipment, this turnkey space allows for a smooth transition, whether continuing a successful concept or introducing something entirely new. With its combination of recent updates, practical layout, and prime location, this is an outstanding opportunity to establish a standout dining destination in the heart of Red Hook.

7588 N Broadway, Red Hook
$189,000
1 Beds ⋅ 2 Baths ⋅ 973666 MLS
Maintenace free living is here... Present and offer on this charming spacious 1 bedroom, 1 and a half bathroom Co-Op unit and building. Location! Location! Beautiful hardwood floors through-out. One level unit, Ranch style. A well maintained unit and building. Move in ready! Elevators in Building. HOA fee is monthly due. Heat, Electric and Hot water paid by each owner. Trash rooms provided., Private secure parking lot on premises. Pool with Patios and Life Guard. Laundry rooms on every level of building and Trash rooms on every floor, so you just wak out your door and there is a trash room and laundry room... super convienent. On site Door Man and Concierge in front Lobby. The superintendent lives in building. Club and or meeting room for owners. Full mail room. Pivate back entrance to parking , pool, gardens with benches and tables in garden areas. This is such a Beautiful unique Co-Op building. Close to Trains/Metro North, Minutes to Shopping,schools, and town. Close to Buses, Hospitals, Eateries, Historical venues and all the Hudson Valley has to offer. 90 Min. to NYC. Close to major highways.

160 academy Street Unit #3L, Poughkeepsie
$240,000
2 Beds ⋅ 2 Baths ⋅ 970784 MLS
Welcome to 135 Sterling Street in Rombout Village, a quiet and serene community just minutes from Beacon’s thriving Main Street, hiking trails, the Hudson River, and the Metro-North train station for easy access to NYC. This sun-filled second-floor end unit offers comfort and convenience with central air conditioning and an inviting layout. The spacious open-concept living and dining area flows seamlessly to a private balcony overlooking lush greenery—perfect for relaxing and enjoying peaceful views of yard and mature trees. The updated kitchen features ample cabinetry and counter space, with a window that looks out onto the yard—ideal for birdwatching and enjoying nature while you cook. The large primary bedroom is filled with natural light and includes a half-bath ensuite, and walk-in closet with in-unit laundry. A second bedroom with a generous closet sits near the full hall bathroom, complete with a soaking tub. Additional highlights include attic storage, off-street parking, and guest parking. Residents of this well-maintained community enjoy beautiful landscaped grounds with mature trees and perennials, along with amenities such as a pool, basketball court, and picnic area with BBQ grills—all within easy walking distance. A perfect blend of peaceful living and convenient access to everything Beacon has to offer.

135 Sterling Street Unit #135, Beacon
$1,699,000
970337 MLS
214 Main Street Downtown Poughkeepsie Opportunity Zone | Courtyard | Separately Deeded Parking | Value-Add Upside 214 Main is a 7,500+ SF fully renovated four-story commercial building located in the heart of Historic Downtown Poughkeepsie’s central business corridor and positioned within a federally designated Opportunity Zone. This asset offers rare flexibility: an investor can lease at market rates for stabilized yield, reposition for value-add upside, or occupy a flagship headquarters while generating income from additional floors. A Downtown Asset with Rare Amenities Unlike typical downtown inventory, 214 Main includes features that materially enhance both leasing velocity and long-term value: • Private Rear Courtyard A spacious and rare outdoor amenity ideal for tenant gatherings, hospitality activation, wellness programming, creative workspace use, or event-driven concepts. Outdoor space of this scale is a true scarcity asset. • Separately Deeded Adjacent Parking Lot (211 Union Street) Off-street parking for approximately 15 vehicles — a highly sought-after amenity in Downtown Poughkeepsie where dedicated parking is limited. This parcel is independently deeded, creating optionality for future monetization, development, or structured value enhancement. • Rare Outdoor Rooftop A private and rare outdoor amenity with multiple potential uses and a brand new waterproof roof. Building Configuration & Infrastructure Originally renovated in 2012, the property is professionally configured for single-tenant or multi-tenant occupancy. *10 private offices *2 conference rooms* Restrooms on every floor * Multiple storage areas *Separate utilities per level *Intercom system for controlled access *Large cellar-level recreation/training space suitable for classrooms, collaborative workspace, or tenant amenities The structure is handicap accessible and has undergone significant capital improvements, including: *Roof replacement *Updated front windows * Exterior lighting upgrades * Copper plumbing *Annual boiler and fire/alarm system inspections Heating is oil (above-ground tank). The layout supports straightforward floor-by-floor tenancy, enabling flexible lease structuring or phased occupancy. Prime Walkable Location 214 Main Street sits at the intersection of culture, commerce, and commuter flow: *Steps from the Bardavon 1869 Opera House *Near the Mid-Hudson Civic Center *Surrounded by restaurants, bars, retail, and nightlife *Close to government and municipal offices * Minutes to Metro-North (direct access to NYC) *Near Hudson River waterfront redevelopment This positioning supports strong demand from professional offices, medical administrative users, educational operators, nonprofits, creative service firms, and hybrid office concepts seeking urban vibrancy without Manhattan pricing. Opportunity Zone Advantage Located within a federally designated Opportunity Zone, qualified investors may benefit from capital gains tax deferral and potential long-term tax advantages (buyers to consult tax advisors). This designation enhances long-term hold strategies and repositioning opportunities. Investment Strategy & Upside The building will be delivered vacant, allowing for immediate repositioning and lease-up. With multiple floors, separately metered utilities, a private courtyard, and dedicated parking, the property provides: *Clear value-add lease-up potential * Owner-occupant with income strategy * Multi-tenant professional office conversion* Adaptive reuse potential *Long-term redevelopment optionality Downtown Poughkeepsie is undergoing sustained revitalization, and assets offering outdoor space, deeded parking, and walkable proximity to entertainment and transit are limited. 214 Main Street represents a rare combination of scale, flexibility, and embedded amenity value in a growing Hudson Valley market with direct commuter connectivity to New York City.

214 Main Street, Poughkeepsie
$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
$545,000
1 Beds ⋅ 1 Baths ⋅ 968598 MLS
Elevated Main Street Living with Cityscape & Hudson Highlands Views. Perched on the third-floor corner of 249 Main Street, this bright and beautifully positioned one-bedroom condominium offers sweeping cityscape views along historic Main Street with the Hudson Highlands and surrounding mountains beyond. Large windows fill the home with natural light, while generous private balconies create the perfect space to relax, entertain, or enjoy morning coffee overlooking Beacon’s vibrant downtown. This spacious floor plan highlights premium fixture and finishes throughout with plenty of extra storage space.Step outside your door to experience the very best of Hudson Valley living—award-winning restaurants, art galleries, boutiques, and cafés all just moments away. DIA Beacon, the Hudson River waterfront, Metro-North, and endless hiking trails throughout the Hudson Highlands are only minutes from home. Whether you’re seeking a full-time residence or a stylish weekend escape from the city, this rare Main Street condominium offers the perfect blend of urban energy and mountain-town charm.

249 Main Street Unit #312, Beacon
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