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$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

$895,000
4 Beds 4 Baths 961487 MLS
If you crave a truly unique property, love history or dream of hosting short term rentals, this property might be your ticket to ride. Built in 1889, the historic Train Station in the hamlet of Stanfordville is the only existing station remaining along the original former P&C line that ran alongside Wappinger Creek (known as one of the top 10 trout streams in NYS). Originally, the buildings consisted of the main passenger station, the coal shed and the freight shed each of which have been artfully transformed into three warm and welcoming residences that must be seen to be appreciated. The original Depot features a well-thought-out cook's kitchen complete with soapstone counters, granite sink, and full six burner Capital brand gas range featuring a wok ring, rotisserie and convection oven. Owner's Suite includes a landing area reading nook. The primary bedroom is huge and light filled and finished with a wall of closets with a hidden office nook tucked away at the far end. The massive full bathroom holds a walk-in shower, soaking tub, yards of counter space and storage and a truly impressive vaulted ceiling. The stunning tiles featured throughout the bath were handmade by the master potters who previously owned the property. The the single bedroom Creekside Cottage is accessed via the small deck surrounding the koi pond. As you enter, one half flight of stairs takes you to the full bath in the second story, and the other half flight leads down to the kitchen, living, dining and one large bedroom with a wall of closets. There you will also enjoy a beautiful deck view with stairs leading to the creek where you can enjoy the fire pit. The Warehouse building features a large living area and one large bedroom, referred to as the Bunk Room, on the first floor, and on the second floor bonus room living space. A large storage area on the second floor holds potential to become an additional bedroom, or a full kitchen. This warehouse also has a traditional one car garage as well as a porch greenhouse. The two guest buildings have been offered for rental and has an annual income of $60,000. Centrally located in Northern Dutchess County just 90 miles from New York City with easy access to Metro North, Amtrak, and the Taconic State Parkway. 11 Miles to Rhinebeck, 6 miles to MIllbrook.

5-15 OLD DEPOT, Stanfordville

$1,444,000
6 Beds 2 Baths 959963 MLS
Experience a rare blend of historic charm and modern luxury in this graceful circa 1900 Dutch Colonial Revival, nestled just minutes from Beacon's lively Main Street. Six spacious bedrooms and two full bathrooms, ideal for comfortable family living or hosting guests. Original period details: Soaring ceilings, restored hardwood floors creaking gently underfoot, intricate woodwork, and elegant trim evoke classic sophistication. Inviting front porch with a stately covered entry and the original Dutch door barn door, framed by glass sidelights—perfect for relaxing with coffee as you watch the sunrise. Modern kitchen with a central island and prep sink seamlessly flows into a formal dining room, a sunlit living room with a wood-burning fireplace, and a cozy sitting room, all designed for both everyday comfort and festive gatherings. Bedrooms are thoughtfully situated at each corner of the upper floors, offering privacy, architectural harmony, and tranquil garden or mountain views. Full basement and attic provide generous space for seasonal items and belongings. Expansive rear covered porch overlooking a fully fenced, lushly landscaped backyard. Extensive blue stone patio for stylish open-air entertaining. Wood-burning fire pit and a fully equipped outdoor kitchen with a natural gas grill—imagine the aroma of grilled fare mingling with fresh-cut grass. Sparkling 16' x 36' heated saltwater pool (2020) set among manicured gardens, where sun-warmed stone meets the gentle scent of blooming flowers and laughter drifts from lively summer gatherings. Private circular driveway for effortless arrivals. Stroll to Main Street's renowned restaurants, eclectic boutiques, and vibrant art galleries—the Dia Beacon museum and local farmer's market are just minutes away. Close proximity to scenic parks and the Mount Beacon trailhead, offering endless opportunities for hiking, biking, and enjoying panoramic Hudson Valley views. Convenient access to schools, playgrounds, and public transportation, including the Metro-North station for easy commutes to New York City. This exceptional home offers the perfect blend of timeless elegance and modern convenience in one of Beacon's most sought-after neighborhoods. Whether you're hosting lively poolside parties or savoring quiet mornings on the porch, this residence invites you to create a lifetime of cherished memories.

831 Wolcott Avenue, Beacon

$459,000
2 Beds 3 Baths 956930 MLS
Exceptional mixed-use investment opportunity in the heart of downtown Poughkeepsie! This well-maintained brick building offers classic character paired with smart, low-maintenance ownership. Situated on a highly visible corner, the property blends residential income with prime commercial potential perfect for investors or owner-operators looking to plant roots in one of the Hudson Valley’s fastest-growing markets. The building is in pristine condition and features two residential units along with a spacious ground-level commercial storefront ready for a new or expanding business. The residential apartments provide steady rental income, while the vacant commercial space opens the door for additional revenue or personal business use. Solid brick construction, efficient systems, and minimal exterior upkeep make this a truly turnkey, low-maintenance asset. Location is everything, and this property delivers. Just minutes from the Metro-North Railroad Poughkeepsie Train Station, commuting to New York City is simple and convenient. Residents and customers alike will love being close to major downtown attractions including the historic Bardavon Opera House, the scenic Walkway Over the Hudson, waterfront dining, breweries, shops, and year-round entertainment. Nearby hotels such as the DoubleTree by Hilton bringing consistent visitor traffic to the area, supporting strong foot flow for local businesses. Downtown Poughkeepsie continues to see revitalization and investment, making this an ideal time to secure a property that offers immediate income, future upside, and long-term stability. Whether you’re expanding your portfolio or launching a new venture, this standout brick building checks every box: location, condition, versatility, and income potential.

292 Mill Street, Poughkeepsie

$470,000
955085 MLS
Renovated 3,300+ sq. ft. of Commercial space. Currently used as a non-conforming use business. This successful high-end upholstery shop is moving to a hotter climate. Opportunity is knocking for the inspired. The minute you walk in, you can see all the improvements. 15-foot ceiling, well-insulated, 2 heating systems, full bath and a half, 2 -12-foot overhead doors, separate woodworking room, main area set up for the upholstery work, back room is an open space with a half bath, some mechanicals, overhead doors are located in front and back for easy access to all parts of the building, private office. There is also a loft area for storage. Fully fenced, security cameras, monitored service on contract, and the property is hooked up to the fire department. All co's in place. This is Zoned RNC. Zoning said most likely something similar to the current non-conforming use would work. Taxes are reasonable, the location is close to the Business District and the Waterfront. Take a look inside to see the possibilities. Read below: permitted and special permitted use Permitted use: Construction 1 to 4 units, short-term rentals, residence, townhome, Park or recreation facility, place of worship, public or community facility, community garden, day care center, home, greenhouse, keeping of household pets. Special permit: Cluster development. Professional offices in residences, cemeteries, golf, tennis, or swimming clubs; public, private, or parochial schools; and pre-schools.

1 Cottage Street, Poughkeepsie

$375,000
953399 MLS
LOCATION - LOCATION - BEACON, NY - MONEY MAKING...TEQUILA BAR & RESTAURANT BUSINESS FOR SALE & LEASE OPPORTUNITY. In the heart of Beacon this super established business opportunity with good lease terms. One of Hudson Valley's most established and thriving communities in walking distance to Metro North Train station and a high end real estate community located on the Hudson River with easy access from Newburgh/Beacon Bridge connecting four counties: Putnam, Dutchess, Orange and Ulster. Be part of this landmark city of the Hudson Valley...beautiful town with spacious sidewalks, plenty of parking and full of activities throughout the week...Making this vibrant downtown city a super destination for a good balance of living and business...Spacious establishment approximately 2600' sq. ft. with an 80-seat capacity on one level. Fully equipped with high ceilings, bar serving a vast selection of tequilas and delicious menu items in a lively environment with character. Experienced staff ready to serve the needs of this beautiful town and its visitors. Sale does not include the real property.

328 Main Street, Beacon

$485,000
4 Beds 3 Baths 924504 MLS
A Home with a view of Stissing Mountain! Enjoy gorgeous sunsets all year long from your front door. Spacious raised ranch on a level lot is move-in ready. Main floor has an open floorplan and wood floors throughout. The light filled kitchen with a nice sized island has new granite countertops. The storage room next to the kitchen could easily become a walk-in pantry. Primary bedroom has en-suite bath. A second hallway full bath is conveniently located for use by the other two bedrooms. First floor also has guest quarters that include a bedroom, half bath and sitting room or office. Finished basement with a gas fireplace for those chilly winter nights at home with family. An additional room that could be for gaming, office or den. Completing the lower level is a separate room for laundry. There is also a one car garage and an unfinished bonus room waiting for you to make it special to you. Plenty of yard space for outdoor activities and BBQs. Driveway has room for plenty of off-street parking. Quiet road conveniently located near the town park – beach, kayaking, playground, large pavilion, picnic area, etc. A short distance to Thompson Pond Nature Preserve, plenty of hiking trails including a trail up to the Stissing Fire Tower. Less than a mile from village center with its quaint shops and eateries – dine at The Stissing House or get pizza or burgers and don’t forget to visit the Stissing Cultural Center for a concert or a play. Come take a look!

82 Lake Road, Pine Plains

$1,390,000
3 Beds 3 Baths 922693 MLS
Set just east of the Rhinebeck Village, Wonderland Farm encompasses 65 acres of gently rolling countryside, a landscape defined by open fields, mature woodlands, and the meandering Landsman Kill stream. Recognized by the New York State Agricultural Society as a Century Farm, the property reflects more than a hundred years of continuous agricultural heritage and thoughtful stewardship. At its center stands a classic 1898 farmhouse, offering the enduring appeal of late 19th-century architecture. The home features original hardwood floors, period woodwork, and timeless details that speak to its history while providing a comfortable and welcoming living environment. The property also includes two barns, each with its own architectural and functional significance. The larger barn is a remarkable 1700s hand-hewn post-and-beam structure, an enduring example of early American craftsmanship. Both barns are equipped with electric service, and one includes a half bath, enhancing their usability for a variety of purposes. Their size, authenticity, and utility make them ideal for preservation, restoration, or adaptive reuse as studios, workshops, or event spaces. The Landsman Kill winds through the property, adding natural beauty and ecological diversity. The land presents a balanced mix of meadows, woodlands, and cultivated acreage, currently operating as a working Christmas tree farm. The setting is both pastoral and practical—well-suited to continued agricultural use, conservation, or a thoughtfully planned residential or mixed-use estate. Located within Rhinebeck’s Rural Countryside (RC) zoning district with 5-acre zoning, Wonderland Farm offers exceptional flexibility for future owners. Potential uses include continued agricultural production, residential development, adaptive reuse of existing structures, agritourism, conservation initiatives, and educational or recreational programming, all subject to local approvals. Wonderland Farm represents a rare opportunity to own a property of historic and agricultural significance in one of the Hudson Valley’s most sought-after locations. Its combination of history, natural beauty, and versatility ensures it will continue to be a meaningful and productive landscape for generations to come.

191 White Schoolhouse Rd, Rhinebeck

$399,000
4 Beds 2 Baths 917532 MLS
Welcome home to this charming Cape style home at 106 Skidmore Rd, La Grangeville, NY 12540 on Spout Creek with the Arlington School District. This delightful residence boasts an expansive floor plan, offering over 1,900 square feet of versatile living space, perfectly designed for you to add your personal touches and truly make it your own. As you enter the main living level, the home offers a foyer, living room, dining room, galley kitchen, 2 full bathrooms, 1 bedroom, laundry/utility room, storage room, and mud room.  2nd living level offers 3 large bedrooms and an office/den. All is situated on almost an acre of land with a detached 2-car garage.  Location is everything, and this home is ideally situated just under five minutes from the Taconic State Parkway, providing easy access to nearby areas. The Metro North Railway is a mere 20 minutes away, making commuting a breeze. You'll find yourself conveniently close to the myriad of amenities that the picturesque Hudson Valley has to offer. Explore the charm of nearby towns, indulge in local dining experiences, and sample the delightful offerings from wineries, cafes, and farm-to-fork eateries. For those who love the outdoors, the region is abundant with recreational activities, including hiking, biking, walking trails, and water sports, ensuring that adventure is always just around the corner. Embrace the Hudson Valley lifestyle that so many have come to cherish and make this beautiful home your own. Whether you're looking for a place to call home or an investment opportunity, this home has endless possibilities. Come and discover the life that awaits you in this wonderful Hudson Valley!

106 Skidmore Road, Lagrangeville

$84,999
2 Beds 1 Baths 912779 MLS
Do not wait, this freshly updated cabin will NOT last. This seasonal home, managed from April-November, makes a great destination for 'snowbirds' or locals looking to find some peace outside of the big city. This open concept home boasts many updates including new floors, freshly paint walls, new kitchen/cabinets/farmhouse sink, new plumbing, electrical panel, new lighting and more. Enter the home through a bright and airy living room with wall-to-wall windows and continue into an open concept 'great room' which uses an oversized central kitchen and dining space to seamlessly integrate living and entertainment spaces. Private center hallway in rear of home provides access to two well sized bedrooms which share a beautifully designed spa bath area. Exterior of the home features freshly stained deck and secluded stone paver entryway. Amenities include community pool & clubhouse. Close proximity to Sylvan Lake & Town of Beekman Recreation Center ensure that you will have plenty to do Spring to Fall. Less than 2 minute drive from TSP as per google Maps. Make your purchase now so you're ready to go before the season ends. Note, some pictures are Virtually staged.

191 SYLVAN LAKE Road Unit #30, Hopewell Junction

$1,250,000
895510 MLS
Prime commercial property for sale on bustling Route 9G in Hyde Park. This property hosts two distinct buildings offering a mix of stable income and versatile potential. Situated in a high traffic location with over 15,000 vehicles passing by on a daily basis. The existing 5,000 sq ft garage and office building which is currently leased to long term tenants would provide immediate rental income which exceeds the property taxes and insurance on the property. A brand new 700 sq ft retail building has been designed as a modern drive-up and walk-up coffee shop but could be utilized for a variety of uses as well. Ice cream, quick-service eatery or boutique retail, it's contemporary design and excellent roadside visibility make it a standout opportunity. With one building generating steady rental income and the other offering a fresh canvas for entrepreneurial ventures, this property is perfect for investors seeking both stability and growth. Seize this rare chance to own a dynamic commercial property in a thriving Hudson Valley location, whether you are an investor or business owner looking to capitalize on Hyde Park's growing market and high-traffic corridor.

815-817 Violet Avenue, Hyde Park

$74,999
2 Beds 1 Baths 876734 MLS
Fully Renovated cottage has everything your looking for...come Findyourgetaway#. This seasonal cottage (May 1 - November 1) In the Sylvan Lake Area features a fenced in yard, private setting and perennial gardens. Can come minimally furnished as scene. Interior features new kitchen and bath updates, new floors, new lighting fixtures, fresh paint throughout and more. Laundry facility on site, ample parking, clubhouse, playground and community pool among the many amenities offered. Sylvan lake boating site, tennis and golf all nearby. Only 1.15 hours from NYC as per Google maps. This is a great option for weekend/vacation retreat or for "snowbirding". Available immediately, don't wait, be the first to experience this like new upstate retreat and FindYourGetaway!

191 SYLVAN LAKE Road Unit #1, Hopewell Junction

$799,500
3 Beds 2 Baths 862505 MLS
A/O 7/31. This stunning 1900s Colonial-style farmhouse presents a rare opportunity to own a historic residence with incredible grounds and potential. Nestled on nearly a double city lot just steps from Main Street, this property offers expansive space for gardening, outdoor activities, or future development. Key Features: Historic Colonial architecture with timeless charm Nearly double-sized city lot with mature tiered gardens, shade trees, and lush landscaping. Spacious living room with fireplace, dining room, and galley-style kitchen Functional mudroom, laundry room, bonus office/playroom and den. Three bedrooms and two full bathsn Large outdoor areas including two yards, covered patio, tool shed, vegetable gardens, and curated mature plants. Bonus parking and exciting potential for an ADU above the garage Previously used as a 5-bedroom home, offering flexible living options—ideal space for working from home. Located within a short stroll to Beacon’s charming Main Street, enjoy fine dining, entertainment, and shopping just steps away. This property seamlessly combines historic character with modern comforts and offers a unique opportunity for expansion and personalization. Proof of funds required to view. Don’t miss the chance to make this extraordinary home your own!

49 N Chestnut Street, Beacon

$68,500
1 Beds 1 Baths 859822 MLS
Motivated seller looking to make a deal before November 1! Come check out this fully furnished 1-bed, 1-bath seasonal cottage (May 1- November 1). Enter into a large and inviting deck and adjoining sunroom with relaxing mountain and wooded views. Continue to the interior of the home which boasts an open concept living room/kitchen with breakfast nook, updated kitchen cabinets and vinyl plank flooring. Unit features include modern fixtures, a bonus office space, and a mini-split system for AC/heat. oversized interior windows flood the space with natural light. A generous sized bathroom with full size tub and oversized bedroom completes the space. The View Hill community offers beautiful grounds, a pool, a volleyball area, a clubhouse with a pool table, playground, and 11 acres of serene landscape. Find your weekend/summer escape and make an offer!

191 SYLVAN LAKE Road Unit #16, Hopewell Junction

$65,000,000
10 Beds 8 Baths H6314256 MLS
The Hitchcock Estate is an exceptional property in size, location and history. The property has 2078 acres intact since the first owner assembled it from 5 area farms in 1889. Located in the heart of Millbrook, NY it has remained undeveloped, shrouded in mystique, the subject of curiosity and imagination providing now and then a glimpse into its elegant and storied past. Beginning as a summer retreat from New York City, 1 ½ hours’ drive away, Millbrook has long been a destination for peaceful weekends and summer escapes. This vast estate has been in the hands of a single owner for the past 60 years with only 2 owners in between the first and last. It is rare and valuable and offers many different uses. It has been maintained and cared for through the years. For now it is farmed self-sufficiently with extensive hay fields providing hay for the cattle farm. The stone farm buildings, updated over the years, are the same ones built and used by the first owner from over a century ago. The 2078 acres of prime land is in a prime location, wooded and open with 2 large lakes (45 and 60 acres) and other ponds. The rectangular shape of the land has frontage on 4 roads. There are 2 major main houses. The restored main Mansion, on its own deed, is 14,706 sq ft designed by James E. Ware in the late 1800’s and the guest house, called the Bungalow, is 10,000 sq ft, was designed by Addison Mizner in 1912. There is a stone Bowling Alley and a fanciful Gate House both built in Bavarian style, a 3 bedroom Cottage, a Carriage house with 2 apartments. 2 Farmhouses, Barns and former Tennis pavilion. Altogether a complete and desirable many faceted domain. Additional Information: HeatingFuel:Oil Above Ground,

45 Hitchcock Lane, Millbrook

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