Refine Search
Map
Sort by
$795,000
4 Beds ⋅ 2 Baths ⋅ 1050034 MLS
Twenty-One North Road was built in 1894. For nearly half a century, it was home to its most recent owner, who served for a time as mayor of Tivoli. Its five-color exterior palette, at once playful and understated, was one he chose and painted himself. The vines he tended still run along the wraparound porch, and a mowed path leads through the property to Stony Creek. The house sits on 2.21 acres in the village of Tivoli, with four bedrooms and one-and-a-half baths. Inside, the rooms are gracious without being grand, with floor-to-ceiling windows in the front parlor and two marble mantels, each with its own pattern and ornament. There are wide- and narrow-board floors, pocket doors, built-ins, and other details that reveal themselves as you move through the house. The property runs all the way to Stony Creek and continues onto the far bank, with a mowed path to take you there. At the water's edge, a small cascade runs over stone. Beside the house is a two-story outbuilding with electricity, a workshop/garage on the first floor and walk-up storage above. Its windows were salvaged from a 19th-century church. And then there's Tivoli. On Broadway, people walk for coffee, fresh bread, dinner, dessert in a cup or a cone, and late-night cocktails. Kaatsbaan Cultural Park is right in the village, Bard is just down the road, and Red Hook, Rhinebeck, Rhinecliff and Hudson are a short drive away. A 19th-century beauty, on more than two acres, with Stony Creek at the end of a path, in the coolest village around.

21 North Road, Tivoli
$1,695,000
3 Beds ⋅ 3 Baths ⋅ 1045384 MLS
Set on a newly developed parcel within the highly coveted Fox Lane neighborhood that is adorned with luxury properties, this modern country home captures the essence of Hudson Valley living, with clean architectural lines softened by rolling pastoral hills and open meadow views. Designed specifically to capture the elements of five private acres and oriented to the south, the home is bathed in natural light from morning through golden hour, creating a sense of warmth and calm that feels both elevated and effortless. Inside, the layout is as functional as it is beautiful. Wide plank french oak flooring runs throughout, grounding the home in a natural, cohesive palette, while custom cabinetry and refined finishes elevate every space. The main living area is anchored by a sleek fireplace that offers a focal point for gathering and keeps things cozy. The modern kitchen flows seamlessly into a butler’s pantry, perfect for entertaining or keeping daily life tucked away. Beautiful countertops compliment the large center island that is ideal for that morning cup and watching the sun rise. A dedicated laundry and mudroom with custom built-ins adds practicality without sacrificing design. On the right wing, a primary suite is a true retreat, featuring a spa-like ensuite with an oversized soaking tub positioned in front of a large picture window, and double vanity. Two additional bedrooms and a well-proportioned layout provide flexibility for guests, work-from-home needs, or weekend hosting. Additional highlights include attic storage and a private dry sauna, bringing a layer of wellness and luxury to everyday living. Easily add a pool and an additional structure to create that true compound vibe. Located just minutes from the heart of Tivoli and the campus of Bard College, Fox Lane offers the rare combination of quiet countryside living with access to one of the Hudson Valley’s most vibrant cultural pockets. Enjoy proximity to beloved local spots like The Corner, Fortunes Ice Cream, and Traghaven Whiskey Pub & Co., along with nearby Rhinebeck and Red Hook for even more dining and shopping options. Convenient access to the Taconic State Parkway and Amtrak service from Rhinecliff makes travel to and from New York City seamless, just under two hours door to door.

74 Fox Lane, Tivoli
$650,000
3 Beds ⋅ 2 Baths ⋅ 1044732 MLS
Seller has found their new home in the sunshine state! Bring your offers~Welcome to your private retreat in beautiful Tivoli, New York! Built in 2022, this like-new three bedroom, two bath home is set on over two acres of beautifully landscaped property in the Red Hook School District. Enjoy the peaceful outdoor setting featuring privacy fence, mature landscaping, raised garden beds, blueberry bushes and fruit trees perfect for gardening, entertaining, or simply relaxing in nature. A spacious deck provides the ideal spot for outdoor dining and enjoying the scenic surroundings, while the above-ground pool offers summer fun right at home. Additional features include a convenient two car garage and plenty of space to enjoy both indoors and out. With its combination of privacy, beautiful grounds, modern construction, and a convenient location to dining, shoppes and Village of Rhinebeck. This home offers a wonderful opportunity to enjoy Hudson Valley living at its best. Come experience the beauty this immaculate home has to offer!

4 Quail Lane, Tivoli
$399,000
1041964 MLS
Your Hudson Valley dream retreat awaits. Tucked at the end of a quiet country road, this exceptional 10-acre parcel unfolds beneath a canopy of hardwoods, creating a private and picturesque approach to a truly special setting. Expansive pastoral views stretch across the property, with rolling green fields and distant Catskill Mountain vistas creating a picturesque backdrop. A rare opportunity for the Upstate visionary, this remarkable parcel offers the space, privacy, and natural beauty to bring your architectural dreams to life. Open skies, gently rolling land, and a peaceful, bucolic setting provide the perfect canvas for a future country estate. Located in the Town of Clermont, minutes from Tivoli with Red Hook schools and Columbia County taxes, this is an extraordinary combination of location and lifestyle. Just 10 minutes to Red Hook and approximately 15 minutes to Hudson and Rhinebeck, you'll be close to exceptional farm to table dining, boutique shopping, galleries, landmark hiking and everyday amenities—while still enjoying the serenity and privacy of your own Hudson Valley haven. Accompany showings only for building site tour and information.

Tivoli
$869,000
4 Beds ⋅ 2 Baths ⋅ 1039158 MLS
Tucked away on a quiet cul-de-sac in the Red Hook School District, this beautifully maintained home has been lovingly cared for by its original owners for the past 24 years. Offering four generously sized bedrooms, two full bathrooms, flexible living space, and an incredible backyard retreat, there truly is room for everyone. The home has benefited from an impressive list of recent improvements. Major updates completed in 2024 include a new roof and eaves, vinyl siding, gutters, garage doors and openers, blacktop driveway, walkway, mahogany porch steps, and a new water heater. Two energy-efficient mini-split systems add year-round comfort. Inside, you’ll find an inviting living room with a surround-sound system, an eat-in kitchen, and the convenience of two bedrooms and a full bathroom on the first floor. A huge walk-in closet, abundant storage above the garage, and a walk-out basement provide plenty of additional space and possibilities. The outdoor setting is truly an entertainer’s delight. Enjoy a saltwater in-ground pool with a self-cleaning vacuum, Trex decking, a gas fire pit, and a saltwater hot tub. The recently sided pool house has electric and is set up for plumbing, creating endless possibilities for a cabana, entertaining space, studio, or additional recreational area. Out front, a large rocking-chair porch with beautiful mahogany flooring welcomes you home, while professionally designed landscaping completed in 2025 adds to the property’s curb appeal and privacy. With mature landscaping, extensive updates, wonderful indoor and outdoor living spaces, and a peaceful cul-de-sac location, this is a home that has been thoughtfully maintained and is ready for its next chapter.

24 Quail Lane, Tivoli
$295,000
1037427 MLS
A Rare Columbia County Opportunity — Two Homesites, Over 10 Acres & Endless Possibilities Set on more than 10 plus acres in a beautiful country setting, this property offers the rare opportunity to create two homes, with two distinct building envelopes and BOHA preapproval already in place. Whether envisioned as a private estate, builder/investor opportunity, or the foundation for your own country dream, properties with this combination of acreage, setting, flexibility, and location seldom become available. Site One is positioned on a knoll, offering pastoral vistas and distant mountain views. Elevated and open, it provides an ideal setting for a substantial country home designed to take full advantage of the surrounding landscape and views. Site Two offers an entirely different sense of place, overlooking a spring-fed pond, with light woods creating privacy and natural beauty. The homesite also borders open farmland, creating an idyllic backdrop and an authentic Hudson Valley country atmosphere. Set well back from the road and approached by a private drive, the property feels wonderfully secluded while remaining exceptionally convenient. The land offers a rare blend of open fields, ponds, woodland, views, and privacy — a canvas ready for whatever vision you choose to bring to life. Adding to the appeal is the highly desirable combination of Columbia County taxes and the Red Hook School District, making this an especially compelling opportunity for those seeking the best of the Hudson Valley lifestyle. The location is equally impressive: approximately 10 minutes to the Village of Red Hook and Bard College, 15 minutes to Hudson and the Taconic State Parkway, and within easy reach of the region’s renowned restaurants, farm stands, cultural destinations, and recreational opportunities. A property of this caliber and flexibility doesn't come along every day. With two approved homesites, exceptional natural features, privacy, and a coveted Hudson Valley location, this is an extraordinary opportunity to build one home, create a compound, pursue a development vision, or simply secure a very special piece of land for generations to come.

207 Pleasantvale Road, Tivoli
$475,000
4 Beds ⋅ 2 Baths ⋅ 1024067 MLS
House is spacious but needs a little TLC paint etc. Rooms are large and spacious. Nice yard . A wonderful neighborhood with kept up homes . Tivoli has nice shops and eateries and close distance to river and Clermont State park. A little elbow grese will make this home shine. Red Hook schools.

16 Elizabeth Drive, Tivoli
$975,000
4 Beds ⋅ 3 Baths ⋅ 1013377 MLS
Welcome to a rare Hudson Valley retreat offering privacy, space, and exceptional versatility just minutes from Red Hook, Rhinebeck, Bard College, and the region’s most sought-after cultural and dining destinations. Set on approximately 3.5 acres of peaceful wooded surroundings, this beautifully maintained 2005 Colonial blends refined comfort with modern functionality—ideal for multi-generational living, extended guests, or a flexible live/work lifestyle. Spanning nearly 4,000 square feet, the home features a bright, open main level with marble and hardwood floors, seamless flow between living spaces, and two distinct living areas including a gas fireplace. A formal dining room provides an elegant setting for entertaining. The second level offers four spacious bedrooms and two full baths, including a generous primary suite with dual showers, a soaking tub, and ample closet space. The fully finished walk-out lower level significantly expands the home’s versatility, offering a private, large one bedroom suite with its own living area, kitchenette, full bath, and separate entrance—ideal for guests, extended family, or potential income use. Additional space includes a home gym, office or playroom, and laundry room. Outdoor living is a true highlight, featuring a private wooded setting, fire pit area, recreation space, and a mature organic orchard with apple, pear, peach, plum, and persimmon trees. Practical upgrades elevate everyday living, including a whole-house generator, water softener, two-car attached garage, and newly built oversized shed with additional storage and parking capability. Ideally located in Tivoli, this property offers the perfect balance of seclusion and accessibility—just minutes to Rhinebeck, Red Hook, Hudson, Amtrak stations, and under 90 minutes to NYC. A rare opportunity for full-time living or a weekend retreat in one of the Hudson Valley’s most desirable lifestyle corridors. Some of the photos are virtually staged.

5094 Route 9G, Tivoli
$549,000
3 Beds ⋅ 2 Baths ⋅ 962404 MLS
Small Town Living at Its Best! Tucked on a charming side street in Tivoli Village, this unique one-level home features a welcoming wide-plank front porch, a cozy living room with bay window and wood stove, and an open eat-in kitchen with stainless steel appliances and butcher block counters. A bonus room off the kitchen opens to the back deck, while the opposite wing offers two spacious bedrooms with built-ins, a guest bath, extra flex space, and a primary suite with ensuite. The laundry room leads to a two-car garage with workshop and ample storage. Set on a large double lot, the property includes a separate building with electricity and wood stove—ideal for a guest space, pool house, or studio—plus a fenced inground pool. On municipal water and sewer for convenience and ease. Enjoy easy access to Clermont State Park, the picturesque waterfront and a short walk to village favorites like Giobatta, Fortunes, Tivoli Bakery, and the Tivoli Library. Rare opportunity to own a double lot in a town with limited inventory!

44 Woods Road, Tivoli

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.