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16 Oakwood Boulevard, Hudson
$565,000
3 Beds ⋅ 2 Baths ⋅ 202629451 MLS
Welcome to Rosette House, a charming 1925 home set on a triple lot within an easy walk of the shops, galleries, and restaurants of Warren Street. Tastefully restored and full of antique character, the house features raised ceilings and original wood floors that run through a bright, open main floor made for entertaining. Three bedrooms and two full baths fill 1,570 square feet. Out back, a broad, level lawn stretches beneath a towering evergreen and a grand old shade tree, framed by a wood fence and made for long outdoor dinners and lazy afternoons in Adirondack chairs. Far more expansive than neighboring yards, it leaves plenty of room for a pool or a big garden, all minutes from Oakdale Lake and the baths at Pocketbook Hudson.

16 Oakwood Boulevard, Hudson

5 Harry Howard Avenue, Hudson
$399,000
3 Beds ⋅ 1 Baths ⋅ 202629099 MLS
Ask anyone who knows Hudson: land this close to Warren Street doesn't exist - except here. 5 Harry Howard Avenue sits on nearly half an acre, fully fenced and manicured, and it's still inside the city limits, a five-minute walk from downtown, and just a short walk the other way to Oakdale Lake and Park, with its swimming beach, wooded trails, and a welcome patch of nature you don't expect to find inside city limits. The house keeps up its end of the deal. The kitchen's been renovated, the bathroom, renovated as well - has a walk-in shower, and the finished lower level gives you flex space for an office, a gym, or a guest room. Outside, a covered gazebo and new private hot tub are waiting for you. The practical upgrades are already done: new roofs on the house and detached 2-car garage, new fencing, new concrete walkways, and 200-amp electrical with EV charging in place. The garage itself is oversized enough for a workshop, studio, or serious storage - far more than a place to park (buyer to verify use and any required approvals). Three bedrooms. One bath. A generous amount of land in exactly the right spot, with history, galleries, antiques, restaurants on one side and the lake on the other... combine that all with the privacy and respite of your own backyard - the combination is a rare Hudson Valley trifecta.

5 Harry Howard Avenue, Hudson

6550 Hill Street, Hudson
$650,000
3 Beds ⋅ 1 Baths ⋅ 202628957 MLS
Let us put you in this amazing home with a 6.5% interest rate, a beautifully maintained 4-bedroom, 4-bath farmhouse in the Town of Stockport. Expanded in 2006, the home nearly doubled in size while preserving its timeless character, featuring rich wood floors, wide moldings, and inviting light-filled spaces throughout. Ideally suited for someone needing a handicap-accommodating home, the property offers a first-floor bedroom, a handicap-accommodating full bathroom, and ramp access at the rear entrance, providing convenience for multi-generational living or those seeking single-level accessibility. The handicap-accommodating bathroom is noted to include a lowered sink, a shower with a seat, and grab bars by the toilet, enhancing ease of use and functionality. The versatile layout also presents excellent potential for an in-law suite, guest quarters, or private living space. The spacious floor plan offers comfortable gathering areas for everyday living and entertaining, while a stunning new primary suite completed in 2025 creates a private retreat upstairs. Large windows throughout the home bring in natural light and showcase the peaceful country setting. Step outside to the picturesque wraparound patio, perfect for outdoor dining, relaxing with family and friends, or simply enjoying the tranquil surroundings. Ideally located just 10-12 minutes from Hudson, Chatham & Kinderhook, you'll enjoy easy access to boutique shopping, acclaimed farm-to-table restaurants, art galleries, theaters, and year-round community events. Conveniently situated near local orchards, just 5 miles from Amtrak and approximately 1.5 miles from Columbia County Airport, this property offers exceptional accessibility for commuters and weekend visitors alike. With quick connections to the Taconic State Parkway and I-90, travel throughout the Capital Region, Berkshires, and New York City is effortless. with HSA Home Warranty.accessibility features, and flexible living options. Interest rate 10/26/26 Sellers will be giving a 3% credit to buy down the interest rate.

6550 Hill Street, Hudson

823 Warren Street, Hudson
$739,000
5 Beds ⋅ 4 Baths ⋅ 202627562 MLS
Exceptional opportunity to own a three-unit multi-family property in the heart of Hudson's vibrant Warren Street, the city's premier destination for shopping, dining, galleries, and entertainment. This versatile property offers a rare combination of investment potential, income-producing possibilities, and prime downtown location. The property has an established history as a successful short-term rental, providing an attractive opportunity for an investor looking to continue its existing rental model. Alternatively, the three-unit configuration lends itself well to traditional long-term tenancy, offering the potential for consistent full-time rental income. If desired, the main floor also presents an exciting opportunity for conversion into a mixed-use space, ideal for a combination of residential and commercial use along one of Hudson's most desirable and walkable commercial corridors. With three distinct units and a location just steps from some of Hudson's top restaurants, galleries, boutiques, and shops, the possibilities are extensive. Whether continuing as a short-term rental, transitioning to full-time tenants, or creating a mixed-use property on Warren Street, this is a compelling opportunity to own a versatile asset in one of the Hudson Valley's most sought-after destinations.

823 Warren Street, Hudson

725 New York 66, Hudson
$680,000
4 Beds ⋅ 2 Baths ⋅ 202626139 MLS
Welcome to Wynt Farmhouse. Set on nearly 13 pastoral acres, this circa 1850 clapboard farmhouse looks out over rolling meadows and far-reaching Taconic foothills and Berkshire views, just three miles from Hudson's Warren Street. Original moldings, door surrounds, and transom entry are preserved, alongside renovated bathrooms and period-correct wide plank floors. Zoned residential/commercial with 860 feet of frontage on a well-traveled route connecting Hudson, Ghent, Kinderhook, and Chatham, the property presents a live-work opportunity. An original dairy barn adds further potential as a studio, garage, workshop, storage or creative space. Currently a successful short-term rental, just ten minutes to the Hudson Amtrak station with service to NYC.

725 New York 66, Hudson

212 Route 9h, Claverack
$599,000
3 Beds ⋅ 3 Baths ⋅ 202625325 MLS
NEW PRICE -- The sellers of Hudson Haven have thoughtfully adjusted the price as they prepare for an out-of-state job relocation, creating an exciting opportunity to step into a turnkey retreat in the Town of Claverack. This isn't a rushed sale -- it's your moment to claim a beautifully transformed Hudson Valley home. There's a certain feeling you get the moment you arrive at Hudson Haven -- a sense that life here moves with more ease, more intention, and a deeper connection to Columbia County. Under 10 minutes to Hudson's vibrant Warren Street and the Amtrak station, and less than 20 minutes to Catamount Mountain Resort, the location offers exceptional convenience for full-time living, weekend escapes, or high-demand Airbnb potential. The lower level has been completely reimagined into a warm, inviting extension of the home. Natural light fills the entertainment room, highlighting a custom bar and open living area perfect for gatherings, movie nights, or quiet mornings with coffee. A guest bedroom, full bath, and windowed office nook create flexible spaces for hosting or remote work. A custom mudroom connecting to the attached two-car garage supports the Upstate lifestyle in every season. Spray-foam insulation, hydronic heating, upgraded electrical, new flooring, custom cabinetry, and a newly installed steel beam bring comfort and longevity. Upstairs, the home opens into a bright, airy living space with a semi-open kitchen, new appliances, a large dining area, and a living room overlooking lush landscaping. Three bedrooms with fresh paint and built-out closets round out the level. Outside, a new Trex deck overlooks the sparkling inground pool -- a summer centerpiece framed by new pavers, a refinished pool deck, and a brand-new safety cover and pump. Long afternoons floating under the sun or evenings dining alfresco make the backyard feel like a private haven.

212 Route 9h, Claverack

225 Robinson Street, Hudson
$735,000
3 Beds ⋅ 2 Baths ⋅ 202624817 MLS
Welcome to Carlin Cottage, a turn-of-the-century residence in the heart of Historic Hudson, pairing original charm with designer updates. This three-bedroom, two-bath home offers all-new systems, premium finishes, a private, fenced backyard, and off-street parking, with the option to purchase fully furnished. Custom soapstone countertops, a striking AGA range, and Moroccan Zellige tilework reflect the high-end materials throughout, all restored by renowned designer Christina Salway. Set on a quiet one-way street, Carlin Cottage puts Warren Street's galleries, restaurants, and shops just a short walk away. Grab coffee or a cocktail at The Maker, catch a show at Basilica Hudson, or take in river views from Promenade Hill Park. Carlin Cottage offers a sweet opportunity to put down roots in vibrant Hudson.

225 Robinson Street, Hudson

3 Milo Street, Greenport
$529,988
2 Beds ⋅ 2 Baths ⋅ 202622433 MLS
NOW PRICED TO SELL! REBUILT IN 2026. TWO BEDROOM SUITES. WALK TO HUDSON. Your full-time home, Hudson Valley weekend escape, or potential vacation rental—with the work already done! Located in Greenport with a Hudson mailing address, minutes from Warren Street's shops, restaurants, galleries, and Amtrak. • TWO BEDROOM SUITES—First-floor suite with a walk-in closet and private bath with walk-in shower. Upstairs suite features white shiplap walls and ceilings, custom closet shelving, and a stylish full bath. • BEAUTIFUL KITCHEN & OPEN LIVING—White shaker cabinetry, granite countertops, stainless steel appliances, red oak hardwood floors, recessed lighting, and inviting spaces to gather. • EXTENSIVE 2026 UPDATES—New roof, Pella windows and doors, plumbing, electrical, flooring, fixtures, and appliances. Energy-efficient heat pumps provide heating and air conditioning. • ROOM TO EXPAND—Unfinished basement offers potential for additional finished space, subject to permits and approvals. • INVITING OUTDOOR SPACE—Rear deck with modern pergola overlooks the landscaped backyard. Add a fire pit and barbecue for outdoor entertaining. Newly planted trees will provide greater screening and privacy as they mature. • QUALITY FINISHES—Custom trim, Hardie® shingle siding, welcoming front porch, and newly paved driveway. • VACATION RENTAL POTENTIAL—Two private suites, updated systems, and proximity to Hudson offer appeal for a potential Airbnb or weekend rental. Buyers must verify Town of Greenport short-term rental regulations, permits, and property eligibility. Rental approval and income are not guaranteed. Move right in and start enjoying the Hudson Valley!

3 Milo Street, Greenport

437 E Allen Street, Hudson
$845,000
6 Beds ⋅ 2 Baths ⋅ 202622353 MLS
Welcome to The Chancery Building, an 1885 Queen Anne Victorian rising three stories behind a corner turret with conical roof and finial, its cross-gabled roofline and projecting bays adding to the architectural presence. Just a few blocks from Warren Street on a peaceful tree-lined street in Hudson's historic district, the property is fully leased and currently home to six commercial tenants generating steady income. Originally constructed for residential living, the building has transitioned to mixed-use while retaining many of its original historic details. Three separate street-level entrances, parking for six cars, and a flexible layout make it equally suited to continued leasing, an owner-operator's business, a live/work arrangement, or a return to full residential use. It's as adaptable as it is architecturally distinct.

437 E Allen Street, Hudson

10 Oakwood Boulevard, Hudson
$629,999
4 Beds ⋅ 2 Baths ⋅ 202621074 MLS
Welcome to this beautifully maintained 1910 American Foursquare, one of Hudson's historic Boulevard homes. Lovingly cared for by the same owner for more than 30 years, this legal two-family residence is currently enjoyed as a spacious single-family home w/ an in-law apt. on the second floor - features that make it an outstanding owner-occupied multigenerational residence or income-producing property.Offering approximately 1,912 square feet of living space on the first and second floors, and appx. 400 sq ft. on 3rd floor. This classic home showcases beautifully refinished original hardwood floors, high ceilings, rich original woodwork, and timeless architectural character throughout. The main level features spacious living and gathering rooms, two generous bedrooms, a remodeled handicap-accessible full bathroom, and an updated kitchen complete with new appliances, a center island, abundant cabinetry, new luxury vinyl flooring, and direct access to the laundry room which includes pantry storage, new washer and dryer, and a rear entrance.The second floor offers two additional bedrooms, an updated full bathroom, a large kitchen, and a cozy den with a private entrance, providing exceptional flexibility for owner occupancy, extended family, or rental use. The partially finished third floor features separate electrical service, beautiful original wide-plank wood floors, full insulation, and an egress window, offering excellent potential for additional living space, a home office, studio, or guest suite.Recent improvements include a new roof , Buderus Boiler, updated windows, plumbing, recent interior painting and masonry and much more.

10 Oakwood Boulevard, Hudson

1006 State Route 9H, Ghent
$1,250,000
5 Baths ⋅ 202620750 MLS
Conveniently located just three miles from the City of Hudson and two hours north of New York City this iconic multi-generational restaurant has been operating since the1930's. With its rich history and warm ambiance Kozels has served as a gathering place for friends and families alike. Located on 3.66 acres property has a 9000 sq ft restaurant with three dining rooms, large kitchens , a tavern room and a 24 seat horseshoe bar. A turnkey restaurant with everything included. The sale includes the business, a two story 5 room house, a red barn, 120 paved parking spaces and 270 ft of main road frontage. Ideal for a variety of uses included a banquet facility, farm to table dining experience, outdoor event space, a catering facility even a brewery. This versatile space is great opportunity

1006 State Route 9H, Ghent

84 Worth Avenue, Hudson
$529,000
2 Beds ⋅ 1 Baths ⋅ 202620692 MLS
MLS Public Remarks: ''Our Little Oasis'' is how the owners describe this thoughtfully updated 1960s ranch in the heart of Hudson. Set back from Worth Avenue, the home offers a private backyard with subtle outdoor lighting, Catskill Mountain sunsets, and plenty of space for gardening and entertaining. Relax at the end of the day with a glass of wine in the hot tub and enjoy the peaceful surroundings. The interior features two bedrooms, a beautifully remodeled kitchen with granite countertops and new appliances, a renovated full bathroom with radiant heated flooring, refinished original hardwood floors, and a cozy wood-burning fireplace. The finished lower level offers flexible space for a home office, game room, guests, hobbies, or a potential third bedroom. EXTENSIVE RECENT IMPROVEMENTS INCLUDE: New roof; newly paved driveway; new stone retaining wall with staircase; new concrete front sidewalk and steps; new rear concrete patio; repointed chimney; new garage door; remodeled kitchen; renovated bathroom with radiant heated flooring; refinished hardwood floors; and a security system. Additional amenities include a three-season porch, hot tub, attached garage currently used as a workshop and storage area, natural gas, and public water and sewer. Located near the top of Warren Street, the home is within walking distance of Hudson's restaurants, galleries, shops, farmers markets, and cultural attractions. Approximately five minutes by car to the Hudson Amtrak station.

84 Worth Avenue, Hudson

957 Columbia Street, Hudson
$429,000
3 Beds ⋅ 1 Baths ⋅ 202617293 MLS
Open House Saturday, November 7, 10:30 am - 12:30 pm. This charming Hudson Home featuring 3 bedrooms and 1 bath is full of timeless character and thoughtful updates. Its original craftsmanship, abundant natural light and ideal location, being just minutes from vibrant Warren Street with all that Hudson has to offer, is just waiting for you to move right in. Inside, you'll find beautiful original woodwork, hardwood floors, and classic windows that preserve the home's historic charm. Sunlight fills the living spaces throughout the day, creating a warm and inviting atmosphere. The living and dining rooms have been recently painted, and the exterior of the home has also been freshly painted for excellent curb appeal. Recent updates include new furnace and hot water heater, new front and back storm doors and finished basement space. Outdoor features include a welcoming covered front porch and a partially fenced backyard perfect for relaxing, gardening, or entertaining. Conveniently located just a 5-minute drive to the Hudson Amtrak Station, making travel to New York City and beyond easy and accessible. A wonderful opportunity to own a character-filled home in one of the Hudson Valley's most desirable communities. Call today for your private showing.

957 Columbia Street, Hudson

469 Fairview Avenue, Hudson
$1,590,000
2 Baths ⋅ 202610305 MLS
Seller will enter into a long-term ground lease. Prime Commercial Property in Hudson, NY with frontage on 2 roads plus traffic light, Fairview Ave and Joslen Blvd, with high visibility. Flat, 1.83 acres zoned for commercial use and is ready to build. 2 curb cuts for easy access. Ideal for gas station, convenience store, or any other retail business that LOVES high traffic counts! Directly across the street from Lowes, Wal-Mart and Kohls, just to name a few anchors in the neighborhood. Sale includes 2 parcels, 1.57 acres & .23 acre parcel. Taxes and assessments reflected with BOTH parcels. Current auto sales/detailing business is NOT for sale- selling the real estate and improvements. 1 bedroom apt on the 2nd floor. Call today for your own private showing. Will need to see proof of funds or a bank letter prior to any showings.

469 Fairview Avenue, Hudson

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