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luxury houses for sale Middletown, United States

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18

House with terrace Middletown (United States)

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.

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$509,999
4bedrooms
3bathrooms
land 4,047

By Prominent Properties Sotheby's International Realty

48

Property with garden Middletown (United States)

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.

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$999,500
259
4bedrooms
3bathrooms
land 3,359

By Ellis Sotheby's International Realty

11 listings near Middletown

Nearby
30

House Pine Bush (United States)

Welcome to the Daniel Bull House, a remarkable 1787 estate and one of the Hudson Valley's finest examples of early American stone architecture. Originally built by one of Hudson Valley's founding families, this historic stone residence has been masterfully restored, blending old world craftsmanship with modern luxury. Ideally located just minutes from town yet offering the serenity of a private retreat, Daniel Bull House stands as a testament to traditional American heritage, and the sophisticated vision of its current stewards.Sited on over 31 pastoral acres across two parcels, this three-story home offers four spacious bedrooms, three-and-a-half luxurious bathrooms, a screened-in porch, and a heated saltwater pool overlooking an idyllic landscape. Step inside to discover a warm and inviting library anchored by one of five grand fireplaces. Natural light floods the interior spaces throughout the day-a rare feature for a stone house of this era. Period details are present throughoutfrom wide-plank hardwood floors and handcrafted built-ins to original millwork and a hearth in the chef's kitchen that evokes another era. While historic charm takes center stage, no expense was spared in updating the home's infrastructure. Energy-efficient throughout, the home features fully upgraded mechanicals, a state-of-the-art Buderus heating system, radiant flooring, and an outdoor furnace that can heat both the house and pool for added comfort and peace of mind.Outside, the grounds showcase bluestone patios, mature gardens, stone terraces, complemented by striking outdoor sculptures. Multiple outbuildings enhance the estate's charm, including a modern, 45' x 75' garage offering potential as a studio, workshop, or guest quarters. Just 90 minutes from Manhattan, Daniel Bull House offers private solace while being a short drive to local amenities and endless upstate outdoor adventures. This lovely country retreat presents a rare opportunity to own a significant piece of American history, thoughtfully preserved and enhanced for modern living.

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$2,595,000
3,059
4bedrooms
4bathrooms

By Annonceur International

Buy this luxury house in Pine Island (United States) - Modern villa with swimming pool and landscaped garden
Nearby
1

House with pool and garden Pine Island (United States)

Elevate your horizon with The Plateau 2.0, Warwick Isles pinnacle of Modern European Luxury. Available to build on one of our premium lots, this residence pairs sculptural architecture with next-level performance for a life of beauty, comfort, and intention. With approximately 4,500 sq ft of finished living space. The Plateau 2.0 is designed for open-concept living with an abundance of discreet storage. Twenty-foot ceiling on a two-level atrium. Ten-foot ceilings on the first floor and nine-foot ceilings upstairs frame sunlit interiors centered on a chefs kitchen with upgraded countertops, premium cabinetry, a huge luxury pantry, and seamless flow to multiple outdoor terraces, including private spaces off the primary suite.nnEngineered for quiet, low-cost comfort, the home features a geothermal heating and cooling system, approximately twice as efficient as mini-splits and four times as efficient as conventional systems, along with radiant heated floors in the primary bath, a rubber-membrane roof, and a fully paved driveway. Thoughtful technology includes a smart-home system with Ring video doorbell, increased lighting allowance, Ethernet cabling from the attic for ease of whole-home coverage, and full-tile showers in every bath. Signature design elements include flat-roof forms with walkouts, clean lines, cable staircase railings, an extended two-door garage, and a heated in-ground pool. A dedicated laundry room, generous closets, and a well-appointed mudroom elevate daily functionality.nnYour home, curated with a private luxury designer. Our Designer collaboration allowance is structured so youll work one-on-one with a dedicated design professional to craft a fully bespoke environment, from custom millwork, cabinetry, and stone selections to tailored lighting, and smart-home scene setting. Together, youll refine spatial planning and furniture layouts, choose elevated material palettes, and orchestrate a cohesive aesthetic across kitchen, pantry, closets, and baths. nnOutdoors, the landscaping allowance invites a site-specific plan, think native-forward gardens and a pollinator hub, integrated with pool design, a poolside sanctuary that combines a modern wood fireplace, and an entertainment zone, into one cohesive, resort-style oasis. The result is a seamless, personalized residence where every detail reflects your taste and daily rhythm.nnFor those seeking a pathway to net-zero, The Plateau 2.0 is conceived to support high-performance insulation and energy-efficient Anderson windows, on-site solar (if possible with final design), sustainably sourced materials, rainwater harvesting and low-flow fixtures, integrated smart energy management, and passive design that maximizes natural light and ventilation. The outcome is fossil fuel-free efficiency paired with refined comfort and cutting-edge control.nnSet within a private enclave of just 33 homes, Warwick Isle unites quality, efficiency, and design. The setting draws from the storied landscapes of Pine Island and the charm of Warwick, home to Applefest, celebrated wineries and breweries, eclectic shops, and a thriving farm-to-table scene, golf courses, with four-season recreation that includes resident beach access at Greenwood Lake and nearby Mt. Peter Ski Area. Schedule a private tour to experience how The Plateau 2.0 redefines modern living in Warwick, NY. nnType Warwick Isle in your navigation app.

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$2,999,000
418
4bedrooms
3bathrooms

By Annonceur International

Nearby
30

House Greenville (United States)

Welcome to 160 Monahan Road, located in the highly sought after town of Greenville. This beautifully maintained young construction home built in 2018 offers 4 bedrooms, 2.5 bathrooms, generous closet space, and a spacious two car garage. As you step inside, you are greeted by an impressive entry foyer that instantly makes you feel at home. The first floor features a versatile entertainment room ideal for special occasions or a second living room, a large bedroom perfect for guests or a home office, laundry room and a convenient half bathroom. Upstairs, you are immediately welcomed into a stunning open concept layout. The bright living room is highlighted by a beautiful fireplace, seamlessly flowing into a chef’s kitchen that boasts stainless steel appliances, abundant cabinet space, and a massive center island. The dining area offers ample space, making hosting effortless and enjoyable. The second level also includes three spacious bedrooms, & two full bathrooms. Including the primary suite, which features an ensuite bathroom with his and her sinks and a beautifully designed stand up shower. Step outside to your private deck overlooking the oasis of a backyard. There is a 27’ x 52’ above ground pool perfect for summer entertaining, and a custom built basketball court complete with bleacher seating and solar lighting a truly unique and rare feature. This is a home you’ll never want to leave, offering everything you could want under one roof. Conveniently located within the Minsink school district and less than 10 miles of major shopping. Enjoy free access to the local park, featuring additional basketball and pickleball courts. With close proximity to both New Jersey and Pennsylvania, this home offers the perfect blend of comfort, convenience, and lifestyle.

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$649,000
4bedrooms
3bathrooms
land 1.2ha

By Prominent Properties Sotheby's International Realty

Nearby
50
Video

House with garden Wurtsboro (United States)

Nestled on a sprawling 171-acre estate, this magnificent 3,707 sq ft home seamlessly blends modern luxury with rustic charm. Offering 4 bedrooms and 4 full and 2 half bathrooms, the residence provides an expansive layout perfect for both relaxation and entertaining. The primary suite, located on the main level, is a serene sanctuary, featuring large windows that frame breathtaking views of the surrounding landscape. The en-suite bath includes a spacious shower, dual vanities, and two walk-in closets, ensuring both comfort and convenience. Beautiful hardwood floors flow throughout the home, complementing the light and airy ambiance created by oversized windows. The gourmet kitchen boasts granite countertops and high-end finishes, while the living room centers around a fireplace, perfect for cozy evenings. Two private guest pods provide additional space for visitors or extended family, while amenities such as a gym, steam room, private studio, and dedicated office make the estate as functional as it is inviting. Step outside to find stone walkways, lush gardens, and an expansive deck ideal for entertaining or quiet mornings surrounded by nature. What truly sets this property apart is the vast land itself—a rare 171-acre private playground. Winding hiking and nature trails meander through rolling fields and woodlands, creating endless opportunities for exploration. Outdoor enthusiasts will revel in the freedom to enjoy ATV adventures, mountain biking, horseback riding, or hunting without ever leaving home. Wildlife is abundant, and the varied terrain provides a perfect backdrop for both recreation and relaxation. Whether you envision weekends spent exploring the trails, creating a hunting retreat, or simply enjoying the solitude, this property offers unparalleled versatility. For added peace of mind, the estate is gated and equipped with a state-of-the-art security system, offering both privacy and security. This exceptional property is more than a home—it’s a lifestyle. With its perfect balance of modern luxury, natural beauty, and boundless outdoor potential, this retreat is an extraordinary opportunity to own your own slice of paradise.

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$1,950,000
344
4bedrooms
6bathrooms
land 69.4ha

By Chapin Sotheby's International Realty

Nearby
33

Property Chester (United States)

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.

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$875,000
3bedrooms
3bathrooms
land 2,023

By Ellis Sotheby's International Realty

Nearby
36

House Warwick (United States)

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.

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$2,000,000
581
6bedrooms
6bathrooms
land 1.2ha

By Chapin Sotheby's International Realty

Nearby
28

Farmhouse Monroe (United States)

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

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$697,000
233
4bedrooms
3bathrooms
land 1,214

By Ellis Sotheby's International Realty

Nearby
34

Property with pool and garden Vernon Township (United States)

A rare opportunity to enjoy space (aprox. 2,300 sq ft) , privacy, and flexibility at an attractive price point in one of Glenwood's most desirable neighborhoods. Ideally located approximately half a mile from the Appalachian Trail Boardwalk and close to recreation, shopping, and schools, this property offers a unique blend of convenience and tranquility.This spacious three bedroom, three full and one half bath home offers approximately 2,500 square feet of living space set on a private lot. The versatile layout features multiple living areas, generously sized rooms, hardwood flooring, and crisp crown moldings throughout. A first-floor suite provides exceptional flexibility is ideal for guests, extended living, a home office, or whatever best suits your needs.The kitchen opens to a bright breakfast area with sliding doors leading to an oversized deck overlooking the backyard and in-ground pool, creating an ideal setting for outdoor dining and entertaining. A large family room addition enhances the home's living space with abundant natural light and room for gatherings.Upstairs, you'll find three well-appointed bedrooms, including a spacious primary suite complete with an en-suite bath and walk-in closet. Home is being sold as is.

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$475,000
3bedrooms
4bathrooms
land 4,168

By Kienlen Lattmann Sotheby's International Realty

Nearby
30

House with terrace Pine Bush (United States)

Set across an extraordinary expanse of pristine Hudson Valley landscape, this one-of-a-kind legacy property presents a rare convergence of luxury living, commercial versatility, and future development potential. Offering both agricultural and residential zoning, the estate is uniquely positioned for a private compound, luxury retreat, equestrian lifestyle, hospitality venture, or long-term investment opportunity.nnAt the heart of the property is an impressive 15,000-square-foot commercial building accompanied by a spectacular 4,500+ square-foot barn reimagined into an elevated clubhouse and guest residence. Designed for both entertaining and extended stays, the space features a full chefs kitchen outfitted with premium ZLINE appliances, three bedrooms, a full bath, movie theatre, home gym, and expansive gathering areas that blend rustic character with modern luxury.nnAbove the commercial building are two beautifully updated two-bedroom apartments, each 1500 square feet, offering spacious open-concept layouts, full baths, laundry, and turnkey living accommodations ideal for guests, rental income, staff housing, or multigenerational use. Both units provide a bright and spacious open floor plan, quartz counters, private deck, garage each with their own apartment entrance. nnBeyond the existing structures lies an incredible canvas of untouched acreage waiting to be explored, enjoyed, or further developed. Rolling pastures, ponds, wooded trails, and sweeping mountain views create an atmosphere of complete privacy and serenity. A cleared build site positioned to overlook the ponds and surrounding landscape offers the perfect setting for an additional luxury residence or future expansion.nnWhether envisioned as an exclusive family estate, income-producing compound, boutique destination, or visionary development opportunity, this remarkable property delivers unmatched scale, flexibility, and possibility in the heart of the Hudson Valley.nnA truly exceptional offering where luxury, land, and limitless potential meet.nnAll located just minutes from Minnewaska State Park, Shawangunk Mountains & Trail, Mohonk and so much more!

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$3,500,000
1,394
8bedrooms
4bathrooms

By Annonceur International

Nearby
8

Property Woodbury (United States)

18 Acres Property Available Together For The First Time! Calling all builders, investors, and primary users. This sale is comprised of adjacent parcels totaling 18 acres in Woodbury, New York. Currently configured as an income-producing four-family property, and a newly constructed single-family structure with detached equipment/vehicle storage garage. Ideal for subdivision or use under current configuration. Approved variance for commercial usage for street-adjacent section of parcels allows for future mixed use development. Property can be delivered vacant or with tenants in place per purchaser's preference. Located within 1.5 miles from major throughways and Woodbury Common Premium Outlets.

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$3,500,000
8bedrooms
8bathrooms

By Annonceur International

Nearby
41

Property Greenwood Lake (United States)

Rare opportunity to purchase two adjoining properties in Greenwood Lake’s Indian Park community. Known for its sweeping mountain and lake views, 2 private beaches (1 for swimming and 1 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 with quartz countertops, 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. Included in the sale is neighboring 179 Brook Trail. Previously home to a seasonal cottage that was recently removed, the .65 acre-property has an existing well and septic. Architectural plans for a proposed new home are available.

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$779,000
153
3bedrooms
2bathrooms
land 4,371

By Ellis Sotheby's International Realty

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