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$2,500,000
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. Rare Opportunity to Expand to Nearly 125 Acres An extraordinary opportunity exists for a buyer to acquire this property together with the contiguous equestrian facility located at 42-45 Blackstone Ridge, Listing #1041154. Purchased together, the two properties would create a nearly 125-acre equestrian compound with an exceptional collection of facilities. The combined properties would offer two residences, two exceptional barns, approximately 31 stalls, an indoor riding arena, an outdoor riding arena with ESI footing, extensive paddocks and turnout, miles of riding trails, and a large pond, creating an exceptional foundation for a professional training and boarding operation, multi-disciplinary equestrian center, horseman's estate, or premier private equestrian compound. The ability to combine two contiguous, established equestrian properties of this caliber is extraordinarily rare. For the serious equestrian buyer, the combined offering provides remarkable scale, infrastructure, and flexibility while maintaining the privacy and character of a spectacular Hudson Valley estate. Whether purchased individually or together with 42-45 Blackstone Ridge, this is a once-in-a-lifetime opportunity to acquire a substantial equestrian property with the acreage, facilities, and infrastructure to support virtually limitless possibilities. Schedule a showing.

5 McCarthy Road, Holmes

$1,400,000
3 Beds 8 Baths 996782 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

$1,400,000
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

$1,195,000
4 Beds 3 Baths 993468 MLS
**TO BE BUILT** Welcome to The Woodlands at Hyde Park, an enclave of 20 elite homes, built by a local, well known custom home builder. All lots offer a private and bucolic setting ranging from 1 to 5+ acres. Lot 16 features an almost 2700 SF Custom Contemporary Ranch style home with an expansive first floor primary suite, 3 additional bedrooms and 3 full baths. Home features 9' first floor ceilings, an expansive, open concept granite kitchen, pantry, breakfast area and family room with a fireplace, formal dining room, and 2 car garage. Generous-sized bedrooms, primary bedroom with ensuite bath and walk in closet, full, unfinished basement. Excellent location right in the heart of historic Hyde Park, minutes to the Culinary Institute of America, Marist College, The Walkway over the Hudson, Poughkeepsie Train Station, Village of Rhinebeck and 85 miles to Manhattan! Come build your dream home today! **PHOTOS SHOWN ARE RENDERINGS AND SIMILAR MODELS BUILT WITH OPTIONS**

16 Bear Hollow Lane, Hyde Park

$1,099,000
4 Beds 4 Baths 991644 MLS
Discover the perfect blend of privacy, comfort, and spectacular scenic beauty at this stunning single-family home located on a cul-de-sac in Stormville, NY. Nestled on a peaceful area surrounded by nature, this inviting residence offers a serene retreat while still providing convenient access to major routes, shopping, and local amenities. You will be welcomed by a long private driveway leads you to a solid brick and stone walkway which enhancing the sense of seclusion and exclusivity, seats on a generous lot. The property boasts expansive indoor and outdoor space ideal for relaxing, entertaining, or enjoying the changing seasons of the Hudson Valley. Inside the home features spacious and thoughtfully designed layout with abundant natural light throughout. As you step into this amazing two-story home, you will be greeted by a large open concept with large dining room to the left followed by gourmet kitchen offers ample cabinetry and workspace, making meal preparation both functional and enjoyable. The elegant living room boasting soaring ceiling with skylights, recessing lighting, over size windows and a gas stone fireplace. Off the living room, a recreation room ideal for entertaining, hobbies, or family gatherings. Continue the circle which leads back to the wrapped around staircase, features a dedicated office space, perfect for remote work or study, and a first-floor half bath. Upstairs is a luxurious master suite with sitting area, spa bath, and two walk-in closets. A princess suite, two additional bedrooms along with a convenient jack and Jill bathroom connecting two of the additional bedrooms. Each bedroom includes its own walk-in closet, providing ample storage and comfort for everyone. Step outside from the workspace area to experience the true highlight of this property: the surrounding landscape, a beautiful, heated pool and patio area designed for both relaxation and entertainment. Whether you're hosting summer gatherings, enjoying a quiet afternoon by the water, or dining outdoors on the patio, this space offers a private backyard oasis. If you’re searching for a place to call home that combines tranquility, space, and modern convenience, 194 Storm Farms Road is must-see. Commuters will appreciate proximity to major highways and transit options, while outdoor enthusiasts will love the nearby parks, trails, and recreational opportunities. Schedule your private showing today and imagine the possibilities of making this beautiful property your own.

194 Devon Farms Road, Stormville

$719,000
5 Beds 4 Baths 993548 MLS
WALK TO THE VILLAGE OF RHINEBECK! FABULOUS RHINEBECK INVESTMENT OPPORTUNITY! Rare three family rental property in the Village of Rhinebeck! Fully occupied by long term tenants. Washer and Dryer in every unit! Separate electric meters. This three-family home in the charming Village of Rhinebeck presents a fantastic investment opportunity. Located in a quiet, neighborhood with a park directly across the street, it’s an ideal location for tenants. The property is fully occupied, ensuring immediate rental income from day one. Rhinebeck is an area with a mix of small-town charm and proximity to larger metropolitan hubs, making it an attractive option for renters. With its well-maintained structure and peaceful surroundings, this property offers the potential for steady returns and long-term growth. Access to Landsman Kill for great fishing. Unit 1 is a 1 bedroom ground floor apartment with a bonus room. Unit 2 is a 2 bedroom second floor unit with updated kitchen. Unit 3 is a two floor, 2 bedroom unit with an updated kitchen.

12 S Parsonage Street, Rhinebeck

$619,900
3 Beds 2 Baths 992269 MLS
Incredibly Private & Charming Home On 2.92 Acres At The Very End Of The Dead End Road! Updated Kitchens & Baths in 2013-14 & 2025 With An Expansive Kitchen That Has Amazing Storage, Granite Countertops, 7 Foot Island w/ Even More Cabinets, and Newer Stainless Appliances. This Home Has MEGA Possibilities -- Airbnb, Potential In-Law or Both (on the side of the property & in the basement), Additional Detached Garages With Or Without a Business Office. Looking To Have A Work Shop? A Garden Or A Mini Farm? A Garden Potting Shed? Flowers OR Vegetables OR Fruit Trees? There Is Plenty Of Sun Including Space To Plant Whatever Your Heart Desires And Whatever Your Vision Can Imagine! -- A Home To Create Your Dream! Build An Adjacent Supplemental Home On The Space To The Left Of The House, Which Is Part Of The Almost 3 Acres. OR Easy Ideas In The Already Finished Basement. Live For Free OR Almost Free. The Parking Is Ideal For A Contractor or Contracting Company With All The Extra Parking and Pull Off Areas and Commercial Zoning (HB Zone) OR Someone With A Boat, Jet Skis w/ Trailers. Park + or -- 30 Cars In This Driveway Including The 2 Pave Cut-Outs Perfect For Turning Around, Parking Teenager Vehicles, Employee Vehicles As They Meet For Work, Camper / RV, OR For Those Fantastic Summer Parties! This Private Haven Is Close To Everything And Room For All -- Shopping, Schools, Train Station/Commuting, Restaurants AND Still Be Home In 5 To 10 Minutes. Flexible Floor Plan To Create Rooms For You --- A Big Dining Room Off The Kitchen W/ An Eat-In or a Quick Bite At The Island and a Family Room OR Living Room On The Other Side. Current Owners Created His & Hers Living Rooms But Either Of These Rooms Could Become Something Else. Have You Always Wanted A Media Or Game Room? The Finished Basement Is Also Ready For Your Ideas Without Having To Start With Unfinished Space. Both Bedrooms In The Upper Level Are Large and Check Out Those Unique Hardwood Floors! The House Has Room To Grow As Your Spatial Needs Grows -- The Bedroom On The Left Has 2 Very Deep Areas Currently Unfinished But Being Used As 2 Walk-In Closets. However, When It's Time To Grow, The Upstairs Could Be Turned Into A Large Primary Suite With A Bath & A Large Walk-In Closet. Excited To Host Summer BBQs & Pool Parties? There is Plenty Of Room! Enjoy The Summer's Sun OR Moon's Reflection From The Salt Water Pool As You Sip Your Morning Coffee OR Your Evening's Glass Of Wine -- On The Deck Or On The Pool's Patio. Then, Cozy Up To The Fire In The Fall & Winter. Come! Relax, Unwind, & Enjoy Life! This Is The Perfect Home!

57 Buhleir Road, Pawling

$1,295,000
4 Beds 4 Baths 986634 MLS
**TO BE BUILT** Welcome to The Woodlands at Hyde Park, an enclave of 20 elite homes, built by a local, well known custom home builder. All lots offer a private and bucolic setting ranging from 1 to 5+ acres. Lot 14 features the Payton Model. A Modern Farmhouse situated on over 2 acres of privacy, primary first floor en suite, 3400+ finished SQFT, 4 bedrooms, 3.5 baths, an office, loft and 260 SQFT unfinished bonus room for future gym/play room/flex space! With hardwood floors throughout the common areas, 9’ ceilings in the main level, 11’ ceilings in the great room and an open concept layout. The modern kitchen with an oversized island and walk in pantry boasts plenty of space, open to the dining area and living room. The expansive primary ensuite features walk-in closet, dual sinks, custom shower, soaking tub and tons of windows allowing ample natural light. Upstairs features a princess suite with walk-in closet, Jack & Jill bath and loft area. Two car attached front load garage and full walk out basement with 8' ceilings and full sized windows allowing tons of room for future expansion! Excellent location right in the heart of historic Hyde Park, minutes to the Culinary Institute of America, Marist College, The Walkway over the Hudson, Poughkeepsie Train Station, Village of Rhinebeck and 85 miles to Manhattan! Come build your dream home today! **PHOTOS SHOWN ARE RENDERINGS AND SIMILAR MODELS BUILT WITH OPTIONS**

14 Bear Hollow Lane, Hyde Park

$1,595,000
4 Beds 4 Baths 983257 MLS
**TO-BE-BUILT** Welcome to your dream home in the Town of Poughkeepsie, Spackenkill Schools. Situated in the highly sought after Cider Mill Development, one of the last existing building lots in Spackenkill, this TO-BE-BUILT modern farmhouse offers the perfect blend of timeless charm and today’s most desirable features, thoughtfully designed for both everyday living and effortless entertaining. Featuring almost 3,500 finished SQFT, this stunning home includes 4 bedrooms and 3.5 bathrooms with a bright, open layout throughout. From the moment you arrive, you’ll be drawn to the inviting rocking chair front porch. Step inside to find a sun-drenched interior highlighted by a vaulted great room with a cozy gas fireplace and seamless access to the backyard through sliding glass doors. The heart of the home is the gorgeous modern kitchen, complete with a large center island, spacious pantry, and dining area that flows beautifully into the main living space. Convenience meets luxury with a first-floor primary suite, offering a spacious bedroom, walk-in closet, and spa-like ensuite bath featuring a soaking tub. The laundry room is ideally located just off the primary suite, making everyday living effortless. A dedicated home office on the first floor provides the perfect work-from-home setup, while the attached two-car garage offers easy access for added convenience. Upstairs, you’ll find three additional generously sized bedrooms, each with its own walk-in closet, one princess suite bath, one dual entry bath and play room area This thoughtfully designed home combines modern elegance with farmhouse warmth in a prime location close to shopping, dining, and commuter routes. High efficient dual zoned forced air heat pumps ensuring comfort year round. Municipal water and sewer! **Photos shown are of a similar model built elsewhere with options**

26 Kimlin Court, 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

$4,900,000
3 Beds 4 Baths 956925 MLS
Perched atop 40.9 private acres, this exceptional custom-built estate offers unrivaled privacy and sweeping panoramic views of the Catskill Mountains. Blending timeless craftsmanship with modern luxury, this hilltop retreat embodies refined living in a breathtaking natural setting. Inside, antique teak flooring flows throughout the home, adding warmth and character to every space. The open floor plan features a gracious living room that opens to a library with a fireplace and a full bath, creating an inviting centerpiece for both relaxation and entertaining. At the heart of the home, the eat-in kitchen is both functional and striking, featuring a scullery and a distinctive modern Rumson fireplace. The kitchen opens effortlessly onto a stone terrace and pergola, offering a breathtaking setting for alfresco dining while overlooking beautifully landscaped gardens that evolve with the changing seasons. Adjacent, the formal dining room provides a refined space for hosting memorable gatherings. The lower level includes three bedrooms and four full baths, along with a music salon featuring expansive glass doors that open to a stone terrace with breathtaking panoramic views. Additional amenities include a wet bar, laundry room, and wine cellar, offering both convenience and luxury. A detached two-car garage complements the home’s timeless architecture while adding everyday practicality. Experience the epitome of serenity, artistry, and mountain living in this extraordinary hilltop estate—where every sunset paints a masterpiece across the western sky.

1135 Duell Road, Stanfordville

$1,295,000
4 Beds 5 Baths 975654 MLS
*Use 120 Haviland Road in maps; actual address will not appear. *UNDER CONSTRUCTION* Welcome to The Woodlands at Hyde Park—an exclusive enclave of 20 custom-built homes by a respected local builder. Set on generously sized lots ranging from 1 to 5+ acres, each homesite offers a private, serene, and naturally beautiful setting. Lot 7 showcases a thoughtfully designed Modern Farmhouse situated on about 1 acre of privacy. This home offers 3,165 square feet of living space with 4 bedrooms, 4 full bathrooms, and 1 half bath, blending comfort, functionality, and style. The open-concept main level features hardwood floors throughout the common areas, a spacious living room, and a modern kitchen complete with a large island—perfect for entertaining—and seamless flow into the dining area. A dedicated study and mudroom add everyday convenience, while front and rear porches provide inviting outdoor living spaces. Upstairs, you’ll find all four bedrooms, including a luxurious primary suite with a walk-in closet and a spa-like bathroom featuring a double vanity. A second-floor laundry room adds practicality right where you need it most. Additional highlights include a side-entry two-car garage, ample storage space, and a layout designed for both everyday living and entertaining. Ideally located in the heart of historic Hyde Park, just minutes from local attractions, dining, schools, and commuter routes—this is an exceptional opportunity to build your dream home in a picturesque setting. *Photos shown are renderings with optional features.

7 Bear Hollow Lane, Hyde Park

$184,000
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

$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

$675,000
959868 MLS
DUTCHESS COUNTY AUTO REPAIR BUSINESS & COMMERCIAL PROPERTY FOR SALE Rare opportunity to acquire an established auto repair business along with the commercial property it occupies in Dutchess County, NY. Owner-operated for more than 20 years, this well-maintained operation includes the real estate, business assets, equipment, and inventory, offering a turnkey setup for an owner-operator or business expansion. Property and business features include: ? Commercial property included in sale ? Established auto repair business with 20+ years of operation ? Dealer plates for buying and selling used vehicles ? NYS inspection machine included ? Brand-new automotive lift ? Tools, equipment, and inventory included ? Multiple service bays and overhead doors ? Customer reception/waiting area ? On-site parking and storage areas ? Established local presence and customer base This offering provides a unique opportunity to acquire both the operating business and the underlying real estate in a desirable Dutchess County location. Seller relocating out of state.

811 Violet Avenue, Hyde Park

$9,500,000
25 Beds 25 Baths 957965 MLS
Belvedere Mansion at Pawling Manor An Enduring Hudson Valley Landmark of Rare Pedigree Set on 9.52 secluded acres just minutes from Rhinebeck, Belvedere Mansion at Pawling Manor stands as one of the Hudson Valley’s most storied and versatile estates. Anchored by a grand, turn-of-the-century Georgian mansion, the property embodies over three centuries of American history while offering a refined canvas for contemporary luxury hospitality or private estate living. The six-bedroom main residence has been recently restored and thoughtfully redesigned, achieving a seamless balance between original architectural detail and sophisticated modern comfort. Period millwork, well-proportioned formal rooms, and historic finishes coexist effortlessly with updated systems and amenities, resulting in interiors that feel both elevated and timeless. Designed for hospitality use, the estate currently encompasses 22 guest rooms (plus three staff rooms) across three buildings, offering immediate operational flexibility. A separate bungalow structure—formerly housing six guest rooms—awaits renovation and presents a compelling opportunity to expand capacity by 4–6 (or more) additional keys, allowing a future owner to further enhance the property’s income potential and/or guest experience. Though located just four miles south of the Village of Rhinebeck, the estate sits within the Town of Hyde Park, in the hamlet of Staatsburg—an area recognized for its developer-friendly environment and strong support of hospitality projects. This unique positioning combines cultural proximity with favorable zoning rarely found in the region. Belvedere Mansion is not merely a residence or venue—it is a legacy estate, shaped by generations of visionaries and tastemakers. Its next steward is invited to guide the property into its next incarnation, whether as a world-class boutique hotel, wellness retreat, cultural destination, or extraordinary private compound. Zoning: Greenbelt, Hotel (nonconforming) History: The history of Pawling Manor begins in 1696, when the land formed part of a 6,000-acre royal patent granted to Colonel Henry Pawling. According to records, by 1760, Pawling’s grandson, Major John Pawling, had established a stone and log residence on the site, anchoring what would become one of the Hudson Valley’s enduring estates. After the original structure was lost to fire in 1899, the current Georgian-style mansion was constructed in 1900 by H.R. Hastings, a prominent figure in New York’s Gilded Age society, reportedly as a wedding gift for his wife, Mary Hastings. The home was designed for entertaining and welcomed a distinguished social circle. The Beaux Art architecture firm Hoppin and Koen is recorded as having designed the current structure. Its principals, Frances Hoppin and Terence Koen were each mentored by McKim, Mead, and White. Hoppin and Koen are responsible for luminary Hudson Valley structures that include Blithewood and Springwood (FDR's Hyde Park home). William Schupp, who expanded it into Pawling Manor Farm, and later the Clyde Miller family. In 1959, the property entered a new era as Pawling Health Manor, a pioneering wellness retreat founded by Dr. Robert and Joy Gross. For more than thirty years, it attracted cultural icons including Elizabeth Taylor, James Earl Jones, Cicely Tyson, Miles Davis, Jerry Stiller, and others. The estate holds a unique boxing legacy, having hosted a regulation ring built by Dr. Gross, a former feather-weight boxing champion, where legendary trainer Cus D’Amato worked with his fighters. In the early 2000s, the property was reborn as Belvedere Mansion, a premier wedding and events destination—most notably serving as the site of Lin-Manuel Miranda’s wedding. Virtual Data Room Registration: https://docsend.com/view/s/aa6... AMENITIES: Three Staff Rooms Commercial Kitchen Bar 2 Fireplaces Tennis Court Private Natural Pond

10 Old Route 9, Staatsburg

$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

$3,895,000
10 Beds 7 Baths 953909 MLS
Set far back from one of the Hudson Valley’s most prestigious and scenic roads, this stunningly restored 1830s colonial farmhouse is a masterclass in combining historic charm with sophisticated living. Situated in the heart of the pastoral Shekomeko Valley on just under 10 pristine acres, this property offers ultimate privacy surrounded by large, rolling farms and protected acreage. Classic white clapboard siding and a welcoming front porch set the stage for a home that seamlessly blends 19th-century soul with modern amenities. Step onto original wide-plank flooring and admire the stunning, exposed hand-hewn beams. An oversized living room features a wood-burning fireplace and panoramic views from three exposures, with French doors leading to the expansive property. The formal dining room boasts an additional fireplace and two large china closets. The professionally equipped kitchen includes dual sinks, a premium professional range, a built-in refrigerator, and a sunny, south-facing breakfast room with pastoral views. A convenient butler’s pantry and powder room are also included on this level. Head upstairs to four bedrooms (two with fireplaces) and three bathrooms. The main house includes a fully equipped 3-bedroom apartment with a separate entrance—perfect for guests or staff. The property is a true compound, designed for both entertainment and flexibility. A fully outfitted barn includes a 3-bedroom apartment, a gym with a sauna, laundry, a workshop and a very large storage room which can easily be converting into more living space. Other buildings include another barn/workshop, a yoga studio, a 2-car detached garage with a storage loft, and a 60' equipment shed. This parcel offers endless potential for hobby farming, horses/livestock, or creating a private, quiet home office. Located in the desirable Shekomeko Valley, this property offers a rare mix of secluded tranquility and easy access to nearby towns.

1515-1517 Route 83, Pine Plains

$698,000
938910 MLS
A Distinctive Commercial Opportunity in the Heart of Pine Plains Once a cherished church, this remarkable building has been thoughtfully transformed into a dynamic commercial space—ideal for retail, studio, gallery, or a variety of creative ventures. Positioned right on Main Street among beloved local businesses, it offers unmatched charm and visibility. A grand entrance awaits with wide stone steps and iconic yellow doors that open into a welcoming lobby. From here, explore the soaring main hall, the spacious lower level, or the airy loft. The main floor captivates with its dramatic cathedral ceilings, sweeping open layout, and abundant natural light pouring through oversized windows. Original wide-board hardwood floors lend historic character, while ceiling fans and versatile track lighting enhance comfort and ambiance. The loft overlooks this inspiring space, perfect for display, seating, or additional workspace. Downstairs, the lower level offers generous square footage with tall ceilings and bright natural light from ground-level windows. A built-in bar, worktables, and a convenient half bath make this level highly functional and full of potential. Pine Plains is a thriving hub within the Hudson Valley, drawing both locals and visitors traveling along Route 199 between Connecticut, Dutchess County, and the river towns of Hudson and Kingston. Just two hours from NYC, the area benefits from a strong mix of residents, tourists, and second-home owners—supporting a lively business environment. Endless possibilities await in this one-of-a-kind commercial property. Create your next venture in a space that truly stands apart.

3007 Church Street, Pine Plains

$599,000
2 Beds 1 Baths 938516 MLS
PRICE JUST REDUCED. DUE TO LIFE EVENTS RECENTLY WILLING TO WORK WITH BUYER THAT CAN APPRECIATE THE PROPERTY. LOCATION LOCATION ONE OF A KIND PROPERTY HUNTING LAND OR A VACATION DESTINATION TO RELAX AND DESTRESS IN THE BEAUTIFUL BERKSHIRE MOUNTAINS 132.4 ACRES PLUS POND.AND 1,368 sq ft cabin.plus 462 sq ft loft. sleeps 8. three land parcels. 70 ACRES 50 ACRES and 12.4 ACRES for a total of 132.4 Acres. spring fed water system full bath and shower.hot water.wood stove and fire place. generator for electric. taxes approx. $2943 every 13 or 14 years you can harvest more mature trees.Provided extra income . should be ready to harvest again soon..and a savings on your property taxes each year. Well managed property.providing food source cover for deer.TROPHY RACKS ARE THERE. land has been a good investment over the years. give some thought of co owning with a few of your hunting friends. co ownership. so you don't let another buyer buy this beautiful property. if your not interested in hunting .the seclusion and privacy for your new home. walking trails ATV trail riding. enjoying natures solitude pleasures. quiet private secluded. priceless. stove. generator. propane tanks. and beds. stay.1/2 mile in to your new find.and memories for life. ONLY BEEN HUNTED ONE DAY I THREE YEARS. the ride up through the mountains is a beauty that you will never for get. some one once said. come up for the week end, stay a life time. ps owner might finance part at a reasonable rate and time period. he said lets talk. there are very few areas as nice as this one.

80 Hunter Lane, Wassaic

$1,290,000
933993 MLS
Discover an extraordinary turnkey opportunity to own a fully renovated, free-standing restaurant in the heart of Dutchess County, perfectly positioned for success in the thriving Hudson Valley dining scene. This impressive 3,236-square-foot single-level building has been meticulously transformed, offering seating for 100 guests across multiple inviting dining spaces, plus a stylish bar area and additional outdoor seating beneath a spacious covered patio for outdoor dining spring, summer and fall. Step through the welcoming double-door entry into a bright and expansive main dining room, where guests are greeted by a sophisticated bar and direct access to the covered patio for seamless indoor-outdoor flow. A second generously sized dining room provides flexibility for larger parties, while an intimate private dining room sets the stage for memorable special events, celebrations, and catered affairs. A long hallway connects three well-appointed public restrooms and offers convenient secondary access to the patio. The kitchen is massive and awaits your customization, allowing the new owner to design the perfect layout for their culinary concept. The room is outfitted with a commercial ventilation system and plumbed for sinks along the walls. Supporting spaces include a dedicated staff bathroom, pantry, and mechanical rooms, all thoughtfully arranged for maximum efficiency. Below, a full basement houses brand-new multi-zoned HVAC systems, water filtration system, and offers abundant dry storage to keep operations running smoothly. Outside, multiple expansive parking lots provide ample spaces for patrons and staff, a rare and valuable asset that eliminates parking concerns. Location is everything, and this prime Wingdale address delivers unbeatable visibility and accessibility on well-traveled Old State Route 22, just seconds from Route 22 and moments from Route 55—the primary corridor connecting New York to the Connecticut border. Less than a mile away, the Wingdale Metro North train station offers effortless commutes to Manhattan, drawing city dwellers seeking weekend getaways and authentic Hudson Valley experiences. Surrounded by the charming towns of Dover, Pawling, Millbrook, Amenia, and Millerton to the north, south and west, and the picturesque Connecticut communities of New Milford, Kent, Gaylordsville, and Sherman to the east, the restaurant sits at the crossroads of a vibrant, affluent market eager for exceptional dining. Whether you envision an upscale farm-to-table destination, a lively craft-beer gastropub, or a sophisticated event venue, this move-in-ready property provides the canvas, infrastructure, and unbeatable location to bring your restaurant dreams to life. The potential of owner financing can make this a truly rare and compelling investment. Schedule your private tour today and step into a future filled with possibility.

34 Old State Route 22, Wingdale

$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

$375,000
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

$3,299,000
5 Beds 7 Baths 888909 MLS
Welcome to Cloud Walk Estate, a once-in-a-lifetime opportunity to own the entire summit of a private mountain in East Fishkill, NY. Encompassing nearly 120 acres across three parcels, this extraordinary estate offers panoramic views stretching close to 150 miles — a setting that simply cannot be replicated. Perfectly positioned just 90 minutes from NYC, this legacy property features five distinct structures, miles of paved driveways, and extensive ATV trails — making it ideal as a family compound, luxury retreat, or creative enclave. Whether you're seeking a private oasis, an income-producing property, or a future generational estate, Cloud Walk is a canvas ready for your vision. Main House — The Historic Stone House Originally built in 1929 and once owned by Dr. Rushmore, personal physician to President Franklin D. Roosevelt, the Stone House blends timeless craftsmanship with notable provenance. Featuring 4 bedrooms, 3 full baths, 2 half baths, and over 2,600 sq ft of living space, the home is wrapped in stunning stonework and filled with historic character. Inside, you'll find 3 gas fireplaces and 2 wood-burning hearths, two staircases, and a sun-drenched stone patio with some of the most breathtaking views in the Hudson Valley. A large unfinished basement and attic invite further customization and expansion. The Guest House — Modern Luxury Meets Nature A newly constructed (2022) 816 sq ft one-bedroom residence complete with a sleek full kitchen, office/den, radiant floor heat, modern lighting, laundry, and a one-car garage with an EV charger. Ideal for hosting guests or offering complete privacy for creative endeavors or extended stays. The Country House — A Charming Renovated Escape Located at 7 Looking Rock Lane, this fully renovated 3-bedroom, 2.5-bath home is filled with rustic charm. Soaring wood beams, a beverage center, full kitchen, laundry, and your very own private pond with a fountain make it the ultimate getaway. A separate driveway and unique "Hobbit Hole" feature add to its storybook appeal. The Historic Barn — Endless Possibilities Formerly a horse barn, this structure is ready for restoration or reinvention. With strong bones, original stalls, and electricity already in place, it could become a dream event space, studio, or guest quarters. A generator is also hooked up for added peace of mind. Oversized 3-Car Garage with Loft A car lover’s dream, this 3-bay garage includes an electric car charger, two carports, and a vaulted loft — perfect for a gym, guest suite, or creative studio. A separate electric meter provides independence and flexibility. The Grounds The estate boasts nearly 1.5 miles of private, paved roads, ideal for ATVs, bikes, or scenic strolls. A massive heated 18x38 in-ground pool with a diving board awaits you, framed by serene forest and never-ending sky. With multiple build sites and subdivision potential, the property offers both luxury and legacy. Additional Features: • Backup 22kW Generator (Stone House, Guest House, Barn) • Low Taxes for Acreage of This Scale (~$37,000 annually) • Two Driveways for Optimal Access • Zoned for Maximum Flexibility This is not just a property — it’s a mountain-top kingdom with a presidential legacy. Whether you're looking to build a multi-generational compound, develop a creative or spiritual retreat, or simply own one of the Hudson Valley's most breathtaking private holdings, The Cloud Walk Compound is ready to welcome you. *Bedroom, Bathrooms, and Sqft Only reflect the Main & Guest House*

401 Woodmont Road, Hopewell Junction

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