luxury houses for sale Orange County, United States

Known for its sweeping mountain and lake views, two private beaches (one for swimming and one where owners can store and launch kayaks, canoes row boats, etc.), club house and authentic charm, Indian Park celebrates lake life at its best. Located on the west shore of Greenwood Lake, sunrise is a spectacle to be seen and colors unfold like a Jasper Cropsey painting. This Hudson River School painter found inspiration here and his lasting landscapes of Greenwood Lake are testament to the natural beauty which abounds. 173 Brook Trail captures the essence of this authenticity with its stone fireplace, sunroom office with sweeping views, stargazing balcony and expansive deck space for grilling, lounging and recharging in the Swedish outdoor sauna. Complete with 3 bedrooms, a remodeled kitchen, recent upgrade of central air and spilt units, and a brand-new furnace, just installed this March, the house is move-in ready or turn-key as a STR, which it is currently permitted for.

Colonial Masterpiece - This one-of-a-kind Hudson Valley residence artfully combines authentic, historic character with flawless contemporary design set on a bucolic, level parcel. The c. 1790’s antique colonial portion of the home features a timeless natural stone facade, standing seam roof, and welcoming red front door evoking true period charm. An architecturally inspired contemporary wing clad in cedar was added in the 1980s, creating a spacious, chic, light-filled interior, and a seamless blend of old and new. The property is punctuated outside with towering pines and mature, perennial plantings. The antique portion of the home maintains beamed ceilings and crafted wood details in the main room, and it flows to the soaring, light-filled section, on two levels. On the main level, the large contemporary living room, and an open-concept kitchen and dining room are designed for modern, sophisticated living. This open main living room has slider doors to the pool area and sitting areas at the back of the home. A home office, a large entry foyer, a den and full bath round out the main level. Upstairs a luxurious sun-soaked primary suite with a sitting room, serves as a private retreat along with three other cozy bedrooms and a hall bath in the antique portion of the home. Original details of stonework, wood accents, and early craftsmanship - are preserved and accented throughout, while modern amenities bring comfort and ease. With four bedrooms, three full baths, and a lower level home gym, this exceptional property offers design aesthetic and daily utility in one. The outdoor spaces are a true escape. At the rear of the home, an expansive deck and stone patio surround a sparkling in-ground pool, cloistered into a private alcove and framed by a beautiful cedar pergola. The sprawling rear lawn is perfect for outdoor entertaining or imaginative uses. A detached 2-car garage has bonus space above, perfect for a studio, more exercise space or further creative pursuits. The property offers a viewshed of Highland Lakes State Park with over 3,000 acres of preserved woodlands, trails, and lakes for year round recreation. Ideally located in central Orange County in NY’s Hudson Valley, this special home is about 90 minutes from New York City and approximately 35 minutes to the Catskills and Shawangunks. The region is renowned for its leading cultural and entertainment institutions, medical and educational institutions, vibrant farm-to-table dining, the Shawangunk wine trail, Bethel Woods, Storm King Art Center and more. Completely unique and stunningly beautiful in every aspect, here is a one of one lifestyle opportunity, not to be missed.

Winter Hill, a flagship property in the Hudson Highlands, stands at the intersection of preservation, nature conservation and modern design. This timeless Tudor Revival in the heart of Garrison is a one-of-a-kind home, perched atop twenty acres of verdant, natural beauty. As you enter the property and approach the house on the long, winding drive, open fields flanked by stately trees stretch out to your left. When the house comes into view along the ridge, you begin to enter a different state of mind. Blood pressure drops, worries fade, and you are home. This is the home you have always wanted. A home where you can welcome family and friends. Built in 1883 for Rev. Walter Thompson and restored and modernized for use as an office over the past decade by a team of skilled architects, designers and craftsmen, Winter Hill emerges in full view as you crest the ridge. Park in either the sprawling forty space lot, perfect for entertaining many guests, or under the porte-cochere, connected to the wrap-around porch. Open the double doors and enter the main foyer, with a unique wall design, and find yourself in an elegant living room, centered on a huge wood-burning fireplace. Original details - pocket doors, gleaming hardwood floors and walls of multi-paned windows - are accentuated by the modern glass chandelier. Beyond is the front parlor, with striking bay window seating. Behind, you will find the massive central dining room, with amazing original fireplace details, then a perfect home office space or potential formal library, with its own fireplace. All of these rooms flow together to make an amazing space for entertaining. Imagine friends, family and community gathering here, in your home. Off the central hall, find the chef's dream kitchen, with beautifully unique light fixtures, stainless appliances, two ovens, a prep sink and abundant counter space. More on this level: a back room that would be a great first floor bedroom, two half baths and a bonus room. Everywhere are open or wooded views. Step out to the covered front porch and slate patio. Here, you'll host drinks in the evening, or simply sit with a cup of tea in the morning, looking over the serene fields. On the second level, arrived at via the convenient, full four-floor elevator, or gorgeous front staircase, opportunity abounds. Currently used as offices, the many large and bright rooms here can be converted into guest bedrooms, family rooms, playrooms and more. Two of the rooms have fireplaces. Other 1800's details, like wood floors and leaded glass windows, are here, as elsewhere. Most rooms have views to the gorgeous grounds. One floor up, find even more bright spaces - bedrooms, guest areas, artist and craft rooms, or wherever your vision takes you. Let’s hop in the elevator and jet down to the lowest level, to discover large spaces that are perfect for home gyms and media rooms. There are huge storage rooms and the new utility systems, including state of the art electrical and a/v rooms. Leaving the basement through the walkout, we exit to the side yard and look out to the fields flowing before us. At the side is the private guest cottage above the two-car garage. This cottage has views of its own, a kitchen and full bathroom. This is a perfect spot for your guests, or extended family. Nearby, the large water tower ensures never running out of fresh water. From here, we can see the property at a different angle. The home’s cedar shingle siding and roof, with stately brick chimneys, rises before us. To our right, protected land, to our left the park-like land and rolling hills stretching out to the tree line, almost as far as you can see. All of this, just minutes to the train and the heart of Cold Spring. Come, visit Winter Hill and join its living story.

69 Cedar Pond Lane, an Chester estate capturing mountain views. Offering great living, proven Airbnb/rental potential, and extensive recent upgrades, this expansive home spans 3 fully finished levels. The sun-drenched main level features soaring skylights, picture windows, an open living/dining area with wood-burning fireplace, and a chef’s kitchen with new countertops, custom backsplash, breakfast bar, dining nook, wine rack, new refrigerator, and beverage fridge. Two bedrooms and 2.5 baths complete the level, plus walkout access to a large patio with outdoor bar, fireplace, and lounge area. Upstairs, the luxurious primary suite boasts mountain views, walk-in closet, and spa bath with dual vanities, soaking tub, shower, and private water closet. A separate in-law apartment offers three bedrooms, second kitchen, living room, updated finishes, media center, and private patio access. The walkout lower level offers a spacious recreation area, kitchenette, Airbnb-ready bedroom, laundry room, half bath, flex room, and hidden finished room behind a custom bookshelf with full bath—ideal as a speakeasy, lounge, office, gym, or studio. Outside, enjoy the private hot tub, fire pit, children’s playset, and multiple seating areas. The yard is scoped for an inground pool, with renderings available. Recent improvements include dual water heaters and HVAC upgrades (2025) and a roof replacement around 2022. A truly versatile property with space to live, entertain, generate income, & expand.

Panoramic Hudson River views with thoughtful updates throughout - this striking contemporary home is the best of both worlds, just minutes from downtown Cornwall. Driving up, with the river unfolding on your left, you are greeted by the expansive, lush grounds of this Hudson Highlands retreat. Park in the large driveway or two-car garage with extra storage space below. Entering the home through the central foyer, you have many options. Ahead, find the large family room, with doors that open to the rear patio and Gunite pool. If we step out for a moment, we'll find that the fenced in space has ample area for seating. The bright blue pool is a perfect size, maintainable but great for swimming! Back inside, going right, we find the private first floor primary bedroom suite, with a wood-burning fireplace, seating area and spa-like ensuite bath. While you won't want to leave this space, we have to at the moment. Also on this floor is the convenient laundry and a flexible room, great for game space, office or media room. Up the stairs, on the left, is the large living room, with amazing views from the huge windows, and another wood-burning fireplace at the heart. Past the living room is the large dining room with a skylight and wall of windows overlooking the pool. Then, the gorgeously remodeled open kitchen, with granite counter tops, two ovens, an eat-in island and beautiful lighting fixtures. Sporting form and function, this is a wonderful kitchen to work in. Down the hall, past a bright playroom, are four more rooms. Spacious bedrooms and a deep office with river views, these rooms offer space for everyone. Each room has a unique character. The hall bathroom has a large glass shower and deep linen closet. There is even more here! Up in the large loft - great guest quarters - we'll find the sliding doors out to the balcony, with some of the best views of the house. Sit for a moment and appreciate the sights. Is that a hawk diving? Can you see the sail boats gliding across the river? All of this, plus solar panels and a generator, just a few minutes to great restaurants, coffee shops, bookstores, shops of all kinds, and some of the best parks for counties around. What more could you ask for?

AUCTION: Bidder registration deadline: 15 September. Contact Concierge Auctions at 646.760.8109 or visit www.conciergeauctions.com for more information. Renamor stands as a rare French Provincial estate built in 1928, when a sophisticated New York couple, Renee and George Amory, commissioned a European-inspired retreat whose art collection would later count the Metropolitan Museum of Art among its admirers. The house was built for original owners George Amory, a major stockholder in the container shipping business Sea-Land Freight Company, and his wife Marion Renee, who inspired the Renamor name. Spanning over 150 private acres within the gated, guarded confines of historic Tuxedo Park, the estate adjoins nearly two thousand acres of protected parkland and old bridle trails, delivering rare privacy just fifty minutes from Manhattan. Three residences totaling over 22,000 square feet include a grand main house with a great hall, banquet dining room, library, wine vault, and former chapel, alongside a fully renovated guest house and a carriage house apartment. A more than one million dollar investment made over a decade ago allows the property to operate entirely off the grid, independent of local utilities, with net-zero energy integration including a microgrid system. A boathouse on Tuxedo Lake, log cabin, spa, tea house, tennis court, and dual pools complete this landmark property, ready for a new era of stewardship.

Set in the heart of the river village of Cornwall-on-Hudson, this stately Colonial offers a rare opportunity to enjoy the very best of the Hudson Valley lifestyle. One Taft Place is just moments from the village center with its restaurants, cafes, galleries, boutique shops, and scenic parks along the Hudson River. Its prime location gives easy access to the greater Hudson Valley's wide array of celebrated amenities. With its brick facade, elegant, curved center hall staircase, and classic architectural lines, the home has a stately presence. Built in 1973 by its then original owner, it offers voluminous living space across four levels, from the finished lower level to the top-floor observatory, creating a spacious and versatile layout suited for both everyday living, entertaining and extensive options for work-from-home with a view! On the main level, the formal living and dining rooms with bay windows are bathed in south-easterly light. There's a natural, easy flow with a welcoming family room with built-ins, and a den with wet bar. The eat-in kitchen opens to a multi-level rear deck surrounded by mature trees and mostly level back yard. Here too, a main-level suite with full bath is ideal for home office use. The home offers a true four-bedroom layout and flows graciously throughout. The primary suite is large and offers great privacy, twin closets and dual showers! The third-floor observatory provides a unique and inspiring setting for work or relaxation, featuring a seasonal view of the Hudson River. The finished lower level includes recreation and workspace areas with walk-out access. Additional features include a two-car, attached garage (with new door), and ample driveway / off-street parking. Across the four levels the home offers approximately ~3,700 sf of living space. Ideally positioned to enjoy the surrounding Hudson Valley landscape, the location is near to hiking at Storm King Mountain and Black Rock Forest, as well as the iconic Route 218, a renowned scenic drive winding along the mountains above the Hudson River. The United States Military Academy is just minutes away. Offering exceptional location, scale, flexibility, and forward potential, this is an opportunity to enjoy immediately or to thoughtfully update with a contemporary aesthetic. A classic colonial not to be missed, all within one of the Hudson Valley’s most desirable and idyllic settings.

Set on nearly three acres in the heart of Warwick’s historic village, Breckenridge is a commanding example of Greek Revival architecture—its stately brick facade, soaring columns, and symmetrical proportions echoing the grandeur of a bygone era. Built in 1911, the residence spans over 6,200 square feet across three levels, offering six bedrooms, five-and-a-half baths, and a wealth of original details including seven fireplaces, cathedral ceilings, and a formal dining hall and library. The home’s architectural elegance is matched by its thoughtful layout, featuring a gourmet kitchen with gas range and pantry, impressive center hall with grand staircase, and elevator access. Add your own touches to this charming estate to bring back to full glory. This estate was built for Morris Rutherfurd, a prominent figure in Warwick’s early 20th-century social and industrial landscape. Rutherfurd, served as president and general manager of the Lehigh & Hudson River Railroad and resided in Warwick until his death in 1944. His legacy reflects the influence of the Gilded Age—a period marked by opulence, industrial expansion, and architectural experimentation. The home’s scale, craftsmanship, and stylistic choices are emblematic of that era’s desire to blend classical European aesthetics with American ambition. Outside, the property continues to impress with a three-car garage, long private drive accommodating up to 20 vehicles, and a fenced, in-ground pool with pool house. Sprinkler systems in both front and rear gardens ensure year-round lushness, while the partly wooded grounds offer privacy and serenity just moments from Main Street. With its rich historical roots and timeless design, this mansion is not just a residence—it’s a living chapter of Warwick’s architectural and cultural heritage. Warwick, New York offers a rare blend of small-town charm, cultural richness, and natural beauty that appeals to both weekenders and full-time residents. Its historic village center is a walkable haven of 19th-century architecture, boutique shops, art galleries, and locally owned restaurants, creating a vibrant yet intimate atmosphere. The community thrives on connection, with seasonal festivals like Applefest, weekly farmers markets, and summer concerts that bring neighbors together. Nature lovers enjoy easy access to the Appalachian Trail, Mount Peter for skiing and hiking, and nearby Greenwood Lake and Wawayanda State Park for boating, fishing, and birdwatching. Recreational amenities include golf courses, parks, and playgrounds, while agritourism flourishes at local orchards, wineries, and creameries such as Pennings Farm and Bellvale Farms Creamery. Warwick also nurtures a strong creative spirit, with cultural institutions like the Warwick Historical Society and a drive-in theater that’s been entertaining locals since 1950. Dining and shopping are elevated yet personal, with standout spots like Grappa Ristorante, Fetch Bar & Grill, and a variety of artisanal boutiques. Altogether, Warwick offers a lifestyle that’s both refined and rooted—perfect for those seeking a deeper sense of place. Conveniently located 60 miles from New York City, less than 90 min drive. Also available is direct bus service to Manhattan via NJ Transit. Ideal for any weekender or commuter.

Welcome home to this beautifully maintained 2-bedroom, 2.5-bath townhome nestled in one of Highland Falls' most peaceful and private communities. Offering three finished levels, including a walkout basement and attached garage, this spacious home provides the perfect blend of comfort, nature, and convenience. The bright and inviting floor plan features generous living spaces, while the primary suite boasts stunning vaulted ceilings that create an airy, relaxing retreat. The finished walkout basement offers flexible space for a family room, home office, gym, or guest area. With hardwood floors, updated central air and water heater, there's little left to do but move in. Surrounded by a quiet, wooded setting, you'll enjoy exceptional privacy while being just minutes from everything that makes the Hudson Valley special. Located near Bear Mountain State Park, you'll have easy access to miles of scenic hiking trails, the Bear Mountain skating rink, swimming pool, picnic areas, and year-round outdoor recreation. Enjoy the convenience of walking to the Village of Highland Falls, where you'll find local shops, restaurants, cafes, and everyday amenities. Whether you're looking for a full-time residence or a weekend escape, this home offers the perfect combination of tranquility, outdoor adventure, and small-town charm.

Situated along a picturesque country lane, this private 4 BDR home is a light-filled sanctuary offering the perfect blend of gracious and serene country living. A welcoming front porch invites you into a spacious foyer, flanked by a quiet home study on one side and a large, sun-drenched living room anchored by a cozy fireplace on the other. A bright kitchen effortlessly connects a formal dining room to an expansive family room with vaulted ceilings and a second fireplace, creating a seamless flow for entertaining. Outstanding indoor amenities include a private sauna near the kitchen and a dedicated staircase leading to a versatile upper-level study or exercise room. Another set of stairs from the main entrance leads to the second floor featuring 3 generous bedrooms and a luxurious primary ensuite retreat, complete with its own private dressing/reading room and a balcony overlooking the grounds and distant views towards the Catskills. Outside, a lovely wood deck on the main level leads to a swimming pool and a classic barn, making this secluded estate an extraordinary haven inside and out. Close to Cream Hill Lake, Mohawk Ski Area, hiking and biking trails, area private schools, farm to table restaurants, fly fishing on the Housatonic and other unique treasures in the Litchfield Hills. 2 hours to NYC.

Introducing: Sage Hill The approach to this property is a slow one. Down a curved country road lined with evergreens that shade your path and allow dappled sunlight to light the way. A stone wall curves along the landscape, welcoming you to a drive anchored by a classic red barn. This 1890 farmhouse sits elegantly on a rolling lot, its large front porch making it easy to imagine long evenings watching the sun set with friends nearby. The foyer welcomes you with practicality and warmth. A bench for sitting while removing your boots, hooks for your coat. To the right is a sitting room with a wood-burning fireplace and large surrounding windows, making it a favorite room for humans and plants alike. To the left is the living room, with ample space for entertaining. Bookshelves line the far wall and a fireplace flanks them, making this a natural gathering spot after dinner parties. The dining room is a showstopper: soaring ceilings and detailed molding create a gracious space for holiday gatherings. The kitchen features a large walk-in pantry, a propane stove, a gorgeous decorative antique cookstove, and enough space for a dining table. The room opens beautifully to the pool area, with bluestone surrounding the space and a newly built gunite pool offering respite just steps away. The first floor also offers a full en-suite bedroom that could serve as the primary suite, guest quarters, or an in-law suite. In addition to the bedroom and bath, it includes a large living room with access to the outdoors. Upstairs, three additional bedrooms and two full baths plus a flexible extra room, ready to be transformed into an artist's studio, or a playroom.. The primary bedroom features two large walk-in closets and an en-suite bath. The property spans over nine acres. In true New England fashion, it includes meandering stone walls, and a red barn. Giving you every reason to explore. A fenced area surrounding the pool keeps all creatures, large and small, safely corralled. Located in the darling village of Cornwall. Home to Mohawk Ski Mountain, adored shops and restaurants, excellent fly fishing on the Housatonic, and the famous covered red bridge. Sage Hill is an elegant and graceful antique home, cared for deeply by her stewards of yesteryear. She now seeks her next steward in this lovely Litchfield County setting.

Labors of love are the best kind. They’re ones that carry projects further than any fuel can. At just 60 miles northwest of NYC, this bucolic equine estate served as a private polo field, equestrian center and most importantly a place to live within a landscape that could just as easily be the fields of France or Orange County. When purchased in 2011 the current owners enlisted Jeff Wilkinson, R.A to complete an extensive historic renovation and restoration project that both reimagined and preserved the architectural integrity of this 1910 farmhouse. Most notably, hand-hewn beams were uncovered and the living room ceiling opened up to create a dramatic space that spans from front to back of the house and flows seamlessly to the outdoors through the French doors that lead to the bluestone patio, pool and rolling fields. The kitchen was also updated complete with a La Cornue stove that now takes center stage. Designed as the hub of the house for preparing meals and entertaining, the kitchen flows to the dining room and leads to the screened in sunroom for panoramic meals made for lingering amongst the landscape. The stone basement was also finished as part of the renovation and serves as a family room with both an office nook and extra space for guests. On the second floor, dormers were added to bring more natural light into the upstairs bedrooms. The owners also purchased surrounding parcels to add to the existing acreage. The total is now 80.4 acres which provides an array of opportunities for further development. Outbuildings include a 10-stall barn with tack room, work room, bathroom, washer and dryer and apartment for staff or a clubhouse, as well as a large garage/barn for parking or equipment storage. The property also features a 550-ft by 220-ft crusher dust arena and track, a 300-yard by 130-yard polo field, a 6-horse walker with roof and variable speed and 2 run-in sheds. Wooded and open trails meander throughout the property offering the space to slow the pace, recalibrate, and connect with the landscape for a return to a natural circadian rhythm. Revel in the raw textures of the trees and fields as far as the eye can see and soak in the sun as it lights up the land and shimmers on the pool. 11 minutes to Middletown grocery stores like Adams Fairacre Farms, restaurants and shopping. 15 minutes to City Winery and it’s new affiliated hospitality project Milk Factory. For the car enthusiast Monticello Motor Club, is just 32 minutes away.

We are proud to introduce this cornerstone property, located within what was once a thriving enclave of artists. The same owner since 1946, this home and studio are part of a small collection of historic properties that helped define the character of the area. Now, an extraordinary opportunity awaits for the next steward to write the next chapter of this remarkable property. Originally built circa 1800, the home sits quietly within the landscape, its history unfolding through generations of thoughtful additions. Among them was a former general store, where horse-drawn carriages once stopped for dry goods and daily provisions, while the village blacksmith worked just across the way. From the road, passersby may never suspect what lies beyond. Behind its unassuming facade is a private and enchanting oasis, complete with expansive studio space that inspires creativity and retreat. The home itself is rich with period details that have been lovingly preserved through time. Wide-plank floors, beautifully patinated doors, burnished staircase railings, classic fireplaces, and a hidden back staircase all contribute to its authentic historic charm. An elevator was added for convenience to the second floor. The studio still features the original general store counter and shelving, offering a rare connection to the property's past. The generous space lends itself to a wide range of creative pursuits, with a private retreat area tucked behind. Stone walls frame an intimate cottage garden, while the existing potting shed offers potential for expansion into a garage or workshop. This is more than a home—it's a piece of local history waiting to be reimagined. This weekend destination is set amid the rolling hills of Orange County, this property offers easy access to the Hudson Valley's most sought-after destinations, including Storm King Art Center, the artisan community of Sugar Loaf Arts and Crafts Village, wineries, orchards, hiking trails, and the outdoor recreation that has made the region a favored escape for New York City residents seeking space, creativity, and a connection to nature.

Move-in ready and meticulously maintained, this exceptional 4-bedroom, 3-bathroom home is perched at one of the highest points in the sought-after Rural Ridge community, offering some of the neighborhood's most breathtaking sunrise and sunset views. Peaceful, organized, and thoughtfully designed, this is a home that must be seen to be fully appreciated. The heart of the home is the stunning custom-built screened porch featuring a cathedral ceiling, ceiling fan, and TV hookup—an ideal space for entertaining, relaxing with a book, or enjoying movie nights and game days while taking in the panoramic views. A quality outdoor deck provides additional space for grilling, dining, and soaking up the sunshine. Inside, you'll find gleaming hardwood floors throughout, abundant natural light, a spacious living room, and a beautifully remodeled primary bathroom. The convenient second-floor laundry room, generous food pantry, and ample storage throughout the home add everyday functionality. The cozy lower-level family room, complete with a fireplace (homeowner states this stove offsets heating bills tremendously), and custom wood blinds, with adjacent private bedroom, and a full bathroom downstairs lending privacy to overnight guests or extended family. Combining pride of ownership, thoughtful updates, and one of the finest view settings in Rural Ridge, 18 Hickory Drive offers a rare opportunity to own a truly special home.

Welcome to this beautiful raised ranch nestled in the highly sought-after Village Gate community within the award-winning Monroe-Woodbury School District. Built in 2010, this spacious home offers generously sized rooms, an inviting open-concept layout, and an abundance of natural light throughout. The warm and welcoming living spaces are perfect for both everyday living and entertaining, highlighted by a cozy gas fireplace and an open kitchen designed for gathering with friends. The flexible floor plan provides endless possibilities for today’s lifestyle needs, while the expansive property offers privacy and room to enjoy the outdoors. Step outside to a beautifully landscaped yard featuring a nectarine tree, peach tree, two apple trees, two black currant bushes, and strawberries — creating your very own backyard oasis. Ideally located near shopping, restaurants, parks, schools, local houses of worship and major commuter routes, this home also offers convenient access to Route 17, making commuting a breeze. A wonderful opportunity to own a spacious home in one of Monroe’s most desirable neighborhoods

The Stonewall Estate at Dibble Hill: Set across three distinct parcels totaling 19 private acres, this property offers a rare combination of architectural character, natural beauty, and long-term flexibility bordering protected land held by the Cornwall Conservation Trust. At its center, a 4,800+ sq ft contemporary barn-style residence is perfectly sited on 5 acres overlooking a spring-fed pond, framed by classic New England stone walls and thoughtfully designed gardens that evolve with the seasons. A sun-drenched glass entry foyer creates a striking sense of arrival, leading into expansive living spaces designed for both relaxed country living and sophisticated entertaining. The French country kitchen is exceptionally appointed with dual Sub-Zero refrigeration, multiple freezer drawers, and a six-burner Wolf range. The great room is dramatic featuring soaring beam ceilings, a commanding fieldstone fireplace, and four sets of French doors opening to a raised bluestone terrace. A fully enclosed glass solarium offers year-round connection to the surrounding landscape. The home includes 4 bedrooms, 4.5 baths with Waterworks fixtures, Travertine and wide-plank hardwood flooring. Beyond the main residence, a 11.5-acre buildable parcel directly behind the home for privacy and a 1.6-acre parcel across the street; Detached four-car garage with an additional space below. A rare opportunity to create a weekend or full time legacy estate in the Litchfield Hills. Only 2 hours from NYC, 30 minutes to Metro-North, and moments to Mohawk Mountain. 117-118 Dibble Hill Road consists of 3 parcels totaling 19 acres. #117 features the main house on 5 acres and the rear lot on 12.13 acres; #118 across street is 1.6 acres.

Overlooking the Hudson River in the esteemed hamlet of Balmville, The Rest is a rare and remarkable offering—a Gothic Revival masterpiece and enduring symbol of 19th-century architecture, masterfully adapted for modern living. The Rest was designed as both a living work of art and an inviting home and celebrates the ethos of High Victorian Gothic Revival showcasing soaring tracery ceilings, gasolier-style chandeliers, floor to ceiling doors adorned with wood-framed diamond-patterned glass, and a Tiffany-style stained-glass window at its heart. Rich inlaid and parquet floors, full-height wood wainscoting, and pocket doors feature prominently in the entry hall, drawing room, library, and dining room. Six original marble and wood fireplace mantels anchor the home. Glass-front-built-ins and intimate mullioned bay window seating invite the sharing of secrets. Befitting its name, The Rest is an approachable home, grounded in comfort with expansive views of the Hudson from a bluestone veranda spanning the western facade. A butler's pantry connects the formal dining room with a chef's kitchen featuring granite counters and river views, warm living room with wide wood plank floors, powder room, and access to the heated pool. The second floor offers a primary suite with views of the Hudson and a custom dressing corridor. The spa-like ensuite has a double vanity, quartz counters, bidet, and soaking tub with river views. The second floor is complete with four additional bedrooms and a bonus room, two with river views, and two more full baths. The upper floors are connected by a discreet secondary staircase and anchored by a traditional oculus or 'roof lantern' that beautifully filters daylight down to the floors below. Commissioned in the 1860s by Daniel Bennett St. John— Congressman, Senator, and a founding editor of The New York Times—this estate was brought to life by Frederick Clarke Withers, a leading figure in American Gothic Revival architecture and influenced by Calvert Vaux, co-designer of Central Park.

The Conklin House: A Masterpiece of History & Modern Luxury. Experience the perfect blend of early 20th-century charm and 21st-century comfort. A classic 1908 Queen Anne Victorian stands as a commanding presence at the edge of the historic Village of Sugar Loaf. The home has always been used residentially but zoning permits commercial usage as well. Originally ordered from the Sears & Roebuck catalogue and delivered by rail, this pre-fab pioneer was famously the first electrified home in the area. The current owner has meticulously performed a full-scale reconstruction, ensuring the home is entirely turn-key while honoring its heritage. The home features modern infrastructure with all-new mechanical systems, walls, and energy-efficient windows. Its preserved character is astounding. Every period molding, the original grand staircase, panel doors and authentic flooring have been salvaged and restored. The architectural heritage is monumental as it features its signature steeply pitched hipped roof and a dominant front-facing gable that defines its Victorian silhouette. Built for Howard Conklin—the local postmaster/general store owner—and later by his son, Dr. Roger Howard Conklin, this residence has been a cornerstone of the community for over a century. It represents a rare opportunity to own a piece of Hudson Valley history without the burden of historic maintenance. The lifestyle in Sugar Loaf and Chester, NY is refreshing, especially to New Yorkers getting away from the city. Nestled in a tight-knit arts and crafts hamlet, one is steps away from 18th-century buildings housing artisan studios, galleries, and boutique eateries. And there is rich Outdoor Adventure to take advantage of too! The area has direct access to the 18-mile Heritage Trail for biking and walking, plus proximity to Goosepond Mountain State Park and the Birnberg Nature Preserve. Its rural serenity offers a quiet, creative lifestyle surrounded by majestic mountains and rolling meadows, all while being part of a bustling weekend destination. Driving to and from the Conklin House to NYC is about 1 hour and 15 minutes and using mass transit a little longer. This is more than a house; it is a storied landmark reimagined for the modern connoisseur. Nothing compares to the character, lifestyle and wilderness that the Conklin House has to offer.

Welcome to 612 Shoddy Hollow Road, a beautifully maintained 4 bedroom, 3 full bathroom raised ranch tucked away in sought after Mount Hope. This inviting home offers the perfect blend of comfort, space, and functionality. Upon entry, you’re greeted by a bright, open concept living room that seamlessly flows to a spacious deck overlooking the property ideal for relaxing or entertaining. The cozy dining area connects effortlessly to a large, well appointed kitchen, creating a natural gathering space for everyday living. The main level features three generously sized bedrooms and two full bathrooms, including a primary suite with its own private ensuite bath. The lower level offers incredible versatility with a full in law suite, complete with a second kitchen, living room, bedroom, and full bathroom. Additional highlights include a spacious 2-car garage, oversized driveway, and a roof that’s only 2 years old. Solar panels provide significant energy savings, adding long-term value and efficiency. Conveniently located just minutes from Middletown’s shopping, dining, and entertainment, and only 75 minutes from New York City, this home combines peaceful living with easy access to everything you need. This is the one you’ve been waiting for.

An architectural tour-de-force with commanding siting, the former Herbert C. Pell residence stands among the most distinguished homes in Tuxedo Park - one of few positioned at high elevation with panoramic lake and mountain views to the South, East, and West. Designed in the late 1890s by architect William A. Bates, this masterpiece rises from a monolithic, native stone foundation, its structure appearing to emerge naturally from the hillside as a testament to engineering and artistry. Finely laid brick and hand-crafted millwork form an exterior of remarkable beauty and enduring craftsmanship. The facade’s Neoclassical, Georgian, Queene Anne and Greek Revival details along with the Dutch-gambrel rooflines, create a residence of timeless appeal in the classic Tuxedo Park vernacular. Inside, the home is balanced between grandeur and comfort, making it as ideal for entertaining on a grand scale as it is for refined daily living. A formal entry and sweeping staircase introduce high-ceilinged rooms filled with natural light and long views over Tuxedo Lake. A columned octagonal living room with intricate millwork and large windows anchor the formal spaces, while the restored oak-paneled dining room features a wood-burning fireplace and generous scale for gatherings both intimate and large. Both rooms open to an elevated, covered porch that extends the living area outside to embrace breathtaking vistas with Tuxedo Lake shimmering below, under sunrise and sunset. Throughout the home, six distinctive fireplaces punctuate the interiors with warmth and architectural interest. Rounding out the main level are the kitchen and the richly appointed library with bar shelving, built-in book shelving, and oversized windows. The second floor offers five spacious bedrooms, some with striking lake or mountain views, fireplaces and en-suite baths. The primary suite offers exceptional views, fireplace, dressing room, walk-in-closet and ensuite bath. The partially renovated top floor invites customization as studios, playroom, exercise rooms, or guest suite, here also with outstanding scenic views. A walk-out lower level enhances versatility with a private office, summer kitchen, recreation room, full bath, three-season porch, and a climate-controlled wine room. Set on approximately 1.5 acres, the property features terraced lawns, and stone garden pathways. Mature trees, native plantings, and the elevated topography ensure privacy and scenic beauty in every season. Perfectly situated in the heart of historic, 24-hour-guarded Tuxedo Park - just about one hour from New York City - this landmark residence embodies the community’s architectural legacy and lakeside lifestyle, offering a rare combination of premium location, architectural provenance and comfortable, inspired living.