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$16,500,000
4 Beds 8 Baths 1002180 MLS
Introducing Sky House. This 7,500-square-foot modern estate atop 138 acres of meadows, woodland, and rolling hills in Millbrook’s storied hunt country is a study in serenity and design intelligence. Conceived by the celebrated firm Resolution: 4 Architecture and completed in 2019, the residence rises from the landscape with a long, linear silhouette tempered by floor-to-ceiling glass that invites the outdoors into its interior vocabulary. Here, architecture does not compete with nature; it offers a refined frame through which the Hudson Valley unfolds. A long private drive reveals the home as a subtle, sculptural form set against a panorama of the valley. The approach is intentionally understated; a cinematic progression culminating in the soaring glass foyer at the center of the home. The first floor unfolds as a sequence of generous, light-filled spaces, beginning with a great room defined by a dramatic blackened-steel fireplace surround and a monumental 20-foot retractable wall of glass that allows the room to open completely to the landscape beyond. Outside, an expansive covered terrace unfolds beneath a contemporary pergola, where shifting light and shadow animate the space throughout the day. Conceived as a true outdoor living room, the terrace offers multiple seating areas oriented toward panoramic views of the surrounding fields and distant mountains. Beyond lies a media room with its own fireplace, a handsome retreat for film, music, or winter nights. Just beyond, the office appears as a hushed sanctuary bathed in soft natural light. With views stretching across the landscape, it offers a beautiful connection to the world outside. The home features a chef’s kitchen with contemporary millwork, discreet storage, and professional-grade appliances. Adjacent are a pantry, mudroom, powder room, and back-of-house spaces designed to support both intimate daily living and large-scale entertaining. A staircase of clean lines and floating geometry leads to the second level, though an elevator links all floors with ease. At the top, a spectacular outdoor terrace extends the living space into the sky. With lounge seating arranged around a sleek outdoor fireplace, it becomes a natural stage for twilight cocktails, summer dinners, and stargazing. The primary suite occupies its own wing, conceived as a restorative retreat. The bedroom, wrapped in glass and soft morning light, is complemented by dual dressing rooms, a massage and treatment room with fireplace, and a spa-inspired bath anchored by a sculptural soaking tub positioned toward the horizon. Separate indoor and outdoor showers offer a choice between privacy and open-air immersion. Three additional en suite bedrooms provide comfort and independence for guests, each with its own view and sense of calm. The outdoor amenities are equally sophisticated. A pool house with kitchen and lounge stands beside an infinity-edge pool and spa that appear to slip toward the valley below. A three-car garage, designed with the same architectural restraint as the main residence, adds practicality without compromising aesthetic integrity. Beyond the immediate grounds stretch acres of meadows, forested trails, and open fields suited for riding or walking. Though utterly private, the property is minutes from Millbrook’s charming village center, local farmstands, dining, and regional hiking and riding trails. Yet its true allure lies in the equilibrium it creates between monumental design and whisper-soft landscape, between contemporary precision and the timeless calm of country life. More than a residence, Sky House is a living composition of light, terrain, and modern craft; a place for contemplative mornings, lively weekends, and the rare sensation of inhabiting a home that is simultaneously shelter, sculpture, and sanctuary.

365 Tower Hill Road, Wassaic

$419,900
4 Beds 3 Baths 1002303 MLS
Nice two-family located on the Southside of Poughkeepsie, steps away from Poughkeepsie High School. First Floor: The set up of the home is a 2-bedrooms FDR, LR, family room, laundry area, kitchen with additional room, one bath, laundry hook-ups and access to back yard. 2nd Floor: 2-bedroom, dining room, 1 bath, kitchen and additional room. 3rd floor: Attic area is finished and can be used by owner occupant as additional heated finished space. Currently 1 bedroom. The property comes with a large two car garage and plenty of room for additional cars. There is a small, fenced area, 2 car detached garage and additional parking. Driveway is shared but owned by current seller. Basement area access is on side of house off driveway. Tenants pay electric, heat

23 Virginia, Poughkeepsie

$589,000
3 Beds 3 Baths 1001285 MLS
Welcome to brand-new construction in the heart of Hyde Park, where modern living meets exceptional versatility in this beautifully designed Colonial home. Thoughtfully crafted with today’s lifestyle in mind, this 3-bedroom, 3 full bathroom residence offers the perfect blend of comfort and style—and is completely move-in ready. Step inside to a bright and spacious open-concept layout featuring a stunning kitchen and dining area, complete with high-end stainless steel appliances, a large center island, and gleaming hardwood floors that flow seamlessly throughout the home. Every detail has been carefully selected to create a warm yet sophisticated atmosphere ideal for both everyday living and entertaining. What truly sets this property apart is the dedicated professional office space with its own private entrance—perfect for a small business, remote work, or client-facing services. Fully and legally zoned for business use, this space includes a full bathroom, allowing you to maintain a clear separation between work and home life. This property also offers a rare and valuable expansion opportunity: there is fully approved board approval, architectural plans, and a construction permit already in place for a second dwelling unit to be built in the rear of the property. Plans include a charming 1-bedroom cottage—ideal for extended or multi-generational, guest accommodations, or Rental Income. Infrastructure is already in place, including a 100% new septic system with Department of Health approval and backup system, two separate water lines with connections ready for the cottage, and a fully installed electrical panel for the second dwelling unit—saving significant time and development costs. Additional highlights include a full unfinished basement and attic, offering abundant storage or future expansion possibilities. Outside, enjoy a large yard ideal for entertaining, along with ample parking to accommodate both personal and business needs. Situated in desirable Dutchess County, this home is perfectly located within walking distance to shopping, parks, and recreational amenities—providing convenience and lifestyle all in one. A rare opportunity to own a brand-new, move-in ready home with built-in flexibility and future potential in a prime location—this one won’t last! Please note: the kitchen island currently features an AI-generated countertop rendering in photos while final countertop installation is in progress.

4407 Albany Post Road, Hyde Park

$329,000
2 Beds 1 Baths 999737 MLS
Imagine a charming two-bedroom ranch situated on a gentle hill and a peaceful road in the Town of Hyde Park. The stunning stone fireplace in the welcoming living room is sure to be a highlight. Walking through the door, you’ll immediately feel a sense of calm and comfort—this is the perfect escape! The home features wood/combination floors, a hybrid electric hot water heater, a generator hookup (though no generator included), central a/c, 200 Amp service, a deck, and a smart thermostat. Plus, you’re just minutes from the Village of Hyde Park, where you can find shopping, restaurants, historic sites, schools, medical facilities, hiking trails, the Hudson River, the Culinary Institute of America, and so much more!

15 Forest Drive, Hyde Park

$575,000
3 Beds 2 Baths 968366 MLS
Owner listening to all offers. Welcome to this warm and inviting 3-bedroom, 1.5-bath home nestled in the heart of Dutchess County, just minutes from the Village of Millbrook and the Taconic State Parkway. From the moment you step into the entry foyer, you'll feel the character and comfort this home has to offer. The sun-filled living room impresses with a beamed ceiling and wood-burning fireplace — the perfect gathering spot on cool Hudson Valley evenings. The farm-style kitchen flows seamlessly into a charming dining area and sunroom, creating a bright, open space ideal for everyday living and entertaining. A first-floor bedroom and full bathroom offer flexibility for guests, a home office, or single-level living. The expansive bonus room with vaulted ceiling adds generous space for relaxing, with a possible den/office/mother/daughter area, half bath, and laundry area complete the main level. Upstairs, two additional bedrooms provide comfortable private retreats. Step outside to your own backyard oasis — a stunning bluestone patio with fireplace sets the stage for al fresco entertaining, while the privacy-fenced heated saltwater pool with deck, patio, and pool house makes every summer day feel like a vacation. A detached 1-car garage and large driveway round out this exceptional property. All of this in a coveted Millbrook location, close to top equestrian facilities, fine dining, wineries, and everything the Hudson Valley has to offer.

6 Route 343, Millbrook

$665,000
4 Beds 4 Baths 998117 MLS
Grand Brick Contemporary in Prominent Fair Oaks Subdivision. Nestled at the end of a quiet cul-de-sac, this stately 3,760 sq. ft. front brick home strikes the perfect balance of grand scale and functional comfort. The expansive first floor features a sun-filled Gathering-Room off the open kitchen, a half bathroom, plus a private, large Bonus Room next to a full bath—perfect for a main-level primary suite, guest quarters, or a premium home office. The upper level boasts 4 large bedrooms, one of which is a secluded primary suite with a private ensuite bathroom. The peaceful and expansive backyard has a private rear wood deck equipped with a retractable awning for effortless, shaded outdoor dining. A Must See and ready for its make-over moment- create a custom home all your own!

7 Fair Oaks Drive, Poughkeepsie

$1,000,000
4 Beds 3 Baths 000114 MLS
This is the kind of property people leave the city for — a fully realized Hudson Valley retreat where privacy, land, and lifestyle come together in a way that feels increasingly hard to find. Set across nearly 7 private acres on two separately deeded parcels, this move-in ready equestrian estate offers the freedom of country living without sacrificing convenience, with quick access to the Taconic State Parkway and an easy drive to Rhinebeck, Millbrook, Kingston, and Poughkeepsie. The home itself strikes a rare balance between warmth and sophistication. Thoughtfully updated and impeccably maintained, the interiors feel both elevated and comfortable, blending rustic textures with modern functionality. Reclaimed wood ceiling brings character and richness to the sunroom, while generous living spaces create an easy flow for everyday living and entertaining alike. The primary suite feels more boutique retreat than bedroom, anchored by a luxurious spa-inspired bath designed for slowing down and unplugging. A finished lower level adds flexibility for guests, recreation, fitness, or work-from-home space, while dual laundry areas on both the main level and basement make the home exceptionally functional for daily life. Beyond the home, the property opens into a true country compound designed for equestrian living, hobby farming, or anyone craving usable land and a deeper connection to the outdoors. The 9-stall barn, complete with its own private entrance, creates incredible flexibility for personal use, boarding opportunities, or income potential without disrupting the privacy of the main residence. Fenced paddocks, a riding arena, pond, gazebo, and multiple storage structures make the property as practical as it is beautiful. Efficiency and preparedness were clearly prioritized throughout, with split-unit heating and cooling systems, propane utilities, ample storage, and a whole-house generator supporting year-round comfort and peace of mind. Every inch of the property feels intentional, functional, and ready to enjoy from day one. Private, polished, and grounded in the kind of lifestyle buyers are actively searching for, 308 Hollow Road offers far more than a home — it offers space to breathe, room to grow, and a version of Hudson Valley living that feels authentic, effortless, and increasingly rare.

308 Hollow Road, Staatsburg

$669,000
3 Beds 3 Baths 1001707 MLS
Welcome home to this beautiful comtemporary brick facing colonial style 3 bedroom 2.5 bath home. Located in the sought-after Fishkill Glen featuring stone lined streets and sidewalks throughout. Fall in love as you enter this bright end unit with beautiful two-story foyer, open to the formal sitting room and formal dining room with crown molding featuring brand new hardwood floors throughout the first floor. This home is beautifully decorated and meticulously maintained. The updated kitchen features stylish, upgraded cabinetry, quartz countertops, brand new stainless steal appliances, and an oversized breakfast bar.The kitchen flows to a large eating area, family room with a gas fireplace, and a sliding glass door that leads to your back patio. Also on the first floor is access to the two car garage, a powder room, and the laundry room with a brand new washer and dryer .This home recently installed a brand new A/C system. Upstairs is the primary bedroom with a tray ceiling featuring two large closets, a sitting area, and an en suite with a jacuzzi tub, separate shower and double sink vanity. The second floor offers brand new carpeting, two additional bedrooms and a full bathroom to complete this floor. Resort style amenities include clubhouse, pool, tennis, pickelball, basketball, and a playground. Conveniently located near medical facilities, shopping and restaurants. Located along Rte 9 in Fishkill and minutes to I 84 and Metro North.

319 Honness Road, Fishkill

$529,000
3 Beds 3 Baths 1001908 MLS
An elevated retreat wrapped in small town charm. Experience airy, sophisticated living with 3 generously proportioned bedroom, 3 full baths, and a flowing floor plan. The lower-level suite framed by natural light is ideal for a mother/daughter set up, studio, workshop, home office or simply the additional open space. Designer touches — hardwood floors, crown molding, newer appliances, and silestone counters — create a polished, luxurious feel throughout. Outdoors, a sweeping wraparound deck reveals panoramic views of your own serene landscape, offering unmatched privacy and beauty. Located just minutes to the Wassaic Train Station and the Harlem Vally Rail Trail is a short walk or bike ride away. Taxes shown reflect full assessment.

21 Ohandley Drive, Amenia

$899,000
4 Beds 5 Baths 1001574 MLS
Welcome to this extraordinary 4-bedroom, 7,693-square-foot contemporary estate, offering an additional 1,444 square feet dedicated to a spectacular indoor pool and entertaining area, all privately situated on 10.65 scenic acres. A tree-lined driveway with a beautiful circular fountain entrance sets the tone as you arrive at this one-of-a-kind luxury retreat. Step inside and immediately be impressed by the dramatic open-concept design highlighted by soaring 21-foot cathedral ceilings throughout the formal living and dining areas. A stunning wall of windows fills the home with natural light while providing breathtaking views of the indoor resort-style pool area. Relax beside the gas fireplace, enjoy music through the surround sound system, or entertain effortlessly in the expansive gathering spaces. The chef’s kitchen seamlessly flows into the main living area and is thoughtfully designed with granite countertops, a center island, double ovens, two built-in microwave ovens, a locking natural gas cooktop with hood, extra-quiet dishwasher, trash compactor, walk-in pantry, and custom soft-close cabinetry. The luxurious primary suite offers a private sitting area, walk-in closet, spa-like bathroom with dual shower heads, and a jacuzzi tub for the ultimate retreat. A remarkable replica Oval Office with direct exterior access creates the perfect work-from-home environment. Year-round enjoyment awaits in the temperature-controlled saltwater indoor pool and jacuzzi area, featuring a striking see-through glass pool wall, radiant heated floors, audio sound system, hibachi grill/table, and access to an adjacent outdoor patio. The advanced filtration system and dual tankless water heaters continuously circulate fresh water throughout the pool and spa. Additional highlights include a fully functioning soundproof recording studio with separate control room and bonus performance space with removable stage, as well as an indoor/outdoor heated and air-conditioned dog kennel. The home also offers excellent flexibility with potential for an accessory apartment or mother/daughter setup complete with a full kitchen and bathroom. Zoned for potential bed and breakfast, home occupation, professional office, and professional studio use, the possibilities are endless. Conveniently located just 1.8 miles from the Metro-North New Hamburg station and within close proximity to I-84, the NYS Thruway, Taconic State Parkway, and Route 9, this exceptional property combines luxury, privacy, and convenience in one unforgettable offering.

126 Old Hopewell Road, Wappingers Falls

$449,999
6 Beds 2 Baths 1001284 MLS
Well maintained income producing duplex located in the City of Poughkeepsie offering an excellent opportunity for both investors and owner occupants alike. This fully occupied multi family property currently generates approximately $50,000 annually in rental income and offers strong cash flow potential in one of the Hudson Valley’s consistently high demand rental markets. A major highlight of this property is the potential FHA assumable loan opportunity, which may allow a qualified buyer to assume the seller’s existing lower interest rate and financing terms, creating substantial long term savings in today’s higher rate environment. Even if the current FHA loan is not assumable for a buyer, the property was previously approved through FHA financing when purchased, offering added confidence and appeal for future FHA buyers. Perfect for an owner occupant looking to offset monthly expenses by living in one unit while collecting rental income from the second, or for an investor seeking immediate income production and long term appreciation potential. Conveniently located near Metro North train stations, Route 9, Interstate 84, shopping centers, restaurants, hospitals, colleges, waterfront attractions, parks, and the vibrant Hudson Valley dining and entertainment scene. Ideal commuter location with easy access to New York City, Westchester, Connecticut, and surrounding Hudson Valley communities. Whether you are looking to expand your investment portfolio, secure a strong income producing asset, or begin building generational wealth through owner occupied real estate, this property offers flexibility, value, location, and exceptional long term upside.

33 Manitou Avenue, Poughkeepsie

$950,000
4 Beds 3 Baths 1000852 MLS
Welcome to Rombout Retreat! A spacious four bedroom, three bath home offering over 3,000 square feet of beautifully maintained living space on two private acres surrounded by protected agricultural land. This thoughtfully designed home offers multiple living spaces, each with its own warm and inviting atmosphere, with fireplaces in every sitting room as well as an additional fireplace in the primary suite. Blending traditional charm with a contemporary feel, the home offers an easy, comfortable flow throughout that feels both timeless and move-in ready. The first floor opens to a spacious deck perfect for entertaining and enjoying the peaceful surroundings, overlooking lush gardens, a tranquil water feature, and a heated in-ground pool that creates a true retreat- like setting. The outdoor space is equipped with a pool house that provides convenient storage for pool equipment and additional outdoor essentials, while a large front yard further enhances the property's expansive and private setting. The oversized primary suite boasts two walk-in closets and ample space, along with a bright en suite bathroom filled with natural light. Three additional upstairs bedrooms are serviced by a full shared hallway bathroom, while a conveniently located half bath is situated on the first floor. A finished basement provides additional flexible space ideal for a gym, rec room, or playroom. Additional highlights include an attached garage, central air, a water softener system, and meticulously maintained mechanicals throughout. Conveniently located just minutes from Millbrook, Eastdale Village, the Taconic State Parkway, Millbrook Vineyards & Winery, and Adams Fairacre Farms, this truly unique property offers the perfect balance of privacy, convenience, and lifestyle.

136 Rombout Road, Pleasant Valley

$89,999
3 Beds 2 Baths 1000972 MLS
Spacious 3-Bed, 2-Bath Double-Wide on Premium Corner Lot in Dover Plains Welcome to this large and bright 3-bedroom, 2-full-bath double-wide home, beautifully situated on a meticulously landscaped corner lot. Offering a wonderful blend of private outdoor space and community perks, this property boasts a lush, thick green lawn and a fantastic rear covered deck that is absolutely perfect for relaxing or entertaining guests. Best of all, you are located just steps away from the community clubhouse and the pool, giving you effortless access to amenities right outside your door. This home is an incredible opportunity to bring your personal style and build quick equity. While it needs some cosmetic updates, the high-ticket structural and mechanical work has already been done for you. You will enjoy massive savings on your utility bills and year-round comfort thanks to premium upgrades, including full spray-foam insulation throughout the entire underbelly, an updated furnace, and central air conditioning. The monthly HOA fee of $510 covers your water, sewer, trash removal, snow removal, common area maintenance, mailboxes, and full access to the pool and clubhouse. Please note that park approval is required for all buyers, and there is a $250 application fee. With the major mechanicals already taken care of, this home is the perfect canvas to make your own—schedule your viewing today!

160 Holesapple Road Unit #52, Dover Plains

$485,000
4 Beds 3 Baths 1000749 MLS
Situated on a cul-de-sac in highly sought-after Country Club Estates, this contemporary elevated ranch perfectly blends style and design for enhanced privacy and impressive views. The expansive front porch extends the full length of the home, and lends to the clean architectural lines while providing the perfect spot for quiet morning coffees or bustling family gatherings! The main living area features vaulted ceilings with recessed lighting and impressive transom topped double picture windows, creating an airy atmosphere that flows seamlessly to the kitchen and dining areas, enhancing an open concept for modern entertainment and relaxed daily life. With a brand new kitchen(2023) boasting top of the line stainless steel appliances (complete with an induction oven) and quartzite countertops, as well as the installation of new central air conditioning(2025), lower level mini-splits(2025), a pellet stove(2025) and a saltwater pool(2025), you'll find comfort and enjoyment in every season. As an added bonus, the lower finished area offers ample room including an oversized office or guest space with walkout to your private wooded backyard, a dedicated laundry room, half bath, and an oversized 2 car garage. Package all this under a new roof with energy-efficient solar(2024)...I believe I just described your dream home! Tucked away, yet minutes to all the Hudson Valley has to offer, residents enjoy a plethora of shopping choices, world-class dining, top-tier colleges, and unrivaled outdoor adventures, perfectly blending urban convenience with natural beauty!

12 Ronnie Lane, Poughkeepsie

$385,000
3 Beds 2 Baths 1000609 MLS
This charming three-bedroom, two-bathroom home offers spacious living with timeless character and endless potential. Step into the inviting enclosed sunroom entrance, the perfect place to relax and enjoy natural light year-round. Inside, you’ll find the home is freshly painted with refinished hardwood floors and the kitchen featuring beautiful NEW wood cabinetry, NEW gas stove, recess lighting and a doorway onto the rear deck overlooking the property. The living room is open to the formal dining room, and a spacious and impressive entryway that welcomes you home. The home boasts generously sized rooms, hardwood floors throughout, natural gas heat, city water, and city sewer for added convenience. A side entrance provides easy access, while the unfinished walk-up attic offers excellent storage space and includes a window, creating possibilities for future use and storage space. Unfinished basement with utilities and storage space. Outside, enjoy a beautiful flat garden property with ample parking for 4 plus cars, making this home ideal for entertaining, gatherings, or everyday comfort. A wonderful opportunity to own a spacious home with charm, functionality, and room to grow. located close to shopping, restaurants and schools, with a short commute to Metro North trains along with the walkway over the hudson river with its faboulous hiking, biking and walking trails.

100 Innis Avenue, Poughkeepsie

$475,000
2 Beds 2 Baths 993963 MLS
Welcome to 124 Cherrywood Drive, a charming 2-bedroom, 2-bath home that lives like a 3-bedroom, offering a warm and inviting layout anchored by a cozy wood-burning fireplace at the heart of the main living area. The property backs to the Stony Kill Farm Environmental Education Center, providing a peaceful natural backdrop and the rare benefit of protected land directly behind the home. Enjoy beautiful sunsets and seasonal views from the back deck, enhancing the home’s serene setting. Bright living spaces, a flexible additional room, and a spacious yard create an ideal environment for everyday living and outdoor enjoyment. Conveniently located near shopping, schools, parks, and major commuter routes, this move-in-ready home offers comfort, convenience, and a true Hudson Valley lifestyle.

124 Cherrywood Drive, Fishkill

$598,900
4 Beds 3 Baths 000018 MLS
Welcome to your future home, designed for year-round gathering and endless fun! Resting peacefully on .59 acre in a well-established neighborhood and yet conveniently located you will find this well-maintained 4 beds, 2.5 bath colonial brimming with classic charms and character such as sun-kissed hardwood floors, brick facade, wood burning fireplace perfect for cozying up to on a cold winter night. Yet there is more to explore. Open the front door you are greeted by a well-proportioned family room accented by its bay window for ample natural light. It flows seamlessly into the dining room found adjacent to a well-appointed kitchen. Kitchen features stainless steel appliances, load of cabinetry, granite countertop, classic tile flooring for easy maintenance, and a generous island that is perfect for those early weekend morning breakfast chats. Propane powered range is ideal for making your favorite recipe. Not to be missed is the bright and roomy 336 square feet sunroom which opens into the living room perfectly situated for gathering and entertaining year-round (virtually re-imagined). The two-car attached garage round out the first floor. Upstairs you will enjoy the comfort of central air, generous primary bedroom with an ensuite, three additional well-proportioned bedrooms, a full bath. Enjoy peace of mind courtesy of municipal water and sewer, multiple zone-heating system, 200 Amp electric, along with various updates including a new roof with solar panels installed in 2022. This summer why not invite friends and loved ones to gather at your pool for amazing summertime fun for everyone. Pool comes with a newer liner, pump, and filter. The main driveway has been recently sealed, and the guest driveway is perfect for overnight guests. Before you go, don’t forget to take a look at the walkout basement. Minutes to Taconic State Parkway, Vassar Brothers Medical Centre, Vassar College, Metro North Train Station, shopping, dining and entertainment. Schedule a private tour today!

29 Hillview Drive, Poughkeepsie

$289,000
2 Beds 2 Baths 000024 MLS
Welcome to 152 N Clinton Street, a beautifully renovated home in the heart of Poughkeepsie offering the perfect blend of modern style, comfort, and convenience. This move-in-ready 2-bedroom, 2 full bathroom home has been thoughtfully updated from top to bottom with contemporary finishes and functional living spaces throughout. Step inside to find a bright open-concept layout featuring brand-new flooring, recessed lighting, fresh paint, and a stunning modern kitchen complete with sleek cabinetry, stainless steel appliances, and stylish countertops. The spacious living area is filled with natural light and centered around a charming decorative fireplace that adds warmth and character to the space. Both full bathrooms have been tastefully redesigned with modern tilework and updated fixtures, while the generously sized bedrooms offer comfort, flexibility, and ample closet space. Additional upgrades include updated mechanicals, and off-street parking with a private driveway. Outside, enjoy a manageable yard space perfect for relaxing, entertaining, or gardening. Conveniently located near downtown Poughkeepsie, the waterfront, restaurants, shopping, colleges, hospitals, and the Metro-North train station, this property is ideal for commuters, first-time buyers, or anyone looking for a low-maintenance home with modern appeal in a prime Hudson Valley location.

152 N Clinton Street, Poughkeepsie

$999,000
3 Beds 2 Baths 999874 MLS
Looking for something unique? Perched atop a scenic knoll overlooking Sky Acres Airport, this extraordinary earth-sheltered home offers a rare blend of eco-friendly living, modern luxury, and breathtaking panoramic views. Designed to maximize southern and western sun exposure, the home is earth-bermed on the north, east, and roof, featuring nearly two feet of earth insulation and a 27-inch overhang for exceptional energy efficiency — keeping annual oil usage remarkably low at just 200–300 gallons per year while maintaining comfortable year-round temperatures between 50–78 degrees. Completely renovated throughout, the home showcases a stunning gourmet kitchen with soft-close cabinetry, granite countertops, and LG stainless steel appliances. The beautifully updated primary and guest bathrooms combine comfort and style with high-end finishes. Offering 2–3 bedrooms plus a dedicated office, the home is filled with warmth and character, including exposed natural wood beams and a striking Russian fireplace that elegantly separates the living and dining areas. Spectacular views of Sky Acres Airport along with sweeping 40-mile vistas stretching south and east to the Shawangunk Mountains. New Anderson windows throughout flood the home with natural light, while a sliding glass door off the living room opens to a spacious brick patio — the perfect place to relax and watch planes take off and land against the stunning countryside backdrop. Aviation Enthusiasts Welcome! Additional features include a 2-car garage and a 2 story 24 x 24 barn with loft space, all situated on 9.8 private acres. Comes completely furnished, potential airbnb. Enjoy the ultimate aviation lifestyle with the airport just a short stroll away — offering the freedom to fly virtually anywhere right from your home.

115 N Smith Road, Lagrangeville

$1,200,000
4 Beds 4 Baths 985816 MLS
Introducing River View Mid-Century — an architect-owned and fully renovated MCM retreat with sweeping Hudson River views, a swimming pool and pond set on nearly five beautifully landscaped acres just eight miles south of Rhinebeck village. Offering 4 bedrooms, 4 full baths, 2 wood-burning fireplaces, and over 3,300 square feet across three thoughtfully designed levels, the home perfectly blends mid-century lines with warm, inviting interiors. Scenic Drive is a hidden enclave in Hyde Park just south of Rhinebeck village, tucked in between Rte 9 and the Hudson River. The neighborhood is a MCM lover’s dream; full of only mid-century homes terraced to take in the Hudson views. The long driveway sets the tone past a manicured lawn and a front patio perfectly positioned for sunset views over the Hudson. Inside, double doors open to an impressive foyer where a dramatic 1970’s fireplace anchors the expansive open-concept living and dining space. French doors lead to a stunning wisteria-covered pergola and front terrace — an idyllic setting for outdoor dining and entertaining with the river as backdrop. The renovated kitchen pairs clean modern lines with high-end finishes, including a large center island, induction range, Bosch appliances, oversized Restoration Hardware pendant and functional BBQ grill. A prominent staircase in the double height foyer leads to the upper level, where multiple seating areas capture views both north toward the pool and south toward the Hudson. Down the long gallery hall are two generous guest bedrooms, a large-scale office lined with oversized windows, and a beautifully updated full bath with double vanity and Ralph Lauren lighting. At the end of the hall, the primary suite occupies a private corner of the home. Wake to a wall of windows framing panoramic river views, with two closets and a spa-like bath featuring a glass shower and clawfoot soaking tub completing the space. The lower level is a fully finished walk-out with a second wood-burning fireplace, full bath with shower, and radiant heated floors throughout. Currently configured as a media room and gym, the flexible space can easily function as a private guest suite with separate entrances on both sides of the home. Outside, the rear of the property is centered around a large swimming pool with classic red brick surround, updated liner, and modernized mechanicals. Private and serene, the setting is surrounded by mature trees on three sides and offers multiple seating areas, a fire pit, expansive patio, and large level lawn. A short path winds through your own private woods to the pond below. Private yet highly accessible, just 11 minutes from Rhinebeck village and conveniently positioned between the Metro-North Railroad and Amtrak stations. Only 2 miles from Hyde Park village and under two hours from New York City.

18 Scenic Drive, Hyde Park

$1,595,000
4 Beds 5 Baths 997845 MLS
Steeped in history and country elegance, this beautifully maintained Colonial estate offers the perfect blend of classic architecture and refined rural living. Lovingly cared for by the same family for more than five decades, the residence has evolved gracefully over time with carefully designed additions that complement its original charm. The spacious home features inviting gathering spaces, including an updated chef’s kitchen, generous living areas, a private primary suite wing, and a light-filled greenhouse that brings the outdoors in year-round. Four fireplaces add warmth and character throughout the residence, which includes 4 bedrooms and 5 baths designed for comfortable everyday living as well as entertaining. Outside, the setting is truly exceptional. The 27-acre property stretches across gently rolling fields and manicured grounds, creating a peaceful landscape complete with a scenic pond and picturesque pastoral views. A heated in-ground pool with its own pool house provides a resort-like retreat for summer enjoyment. Equestrian amenities include a barn with six stalls, paddock, and additional outbuildings and garages that offer flexibility for hobbies, storage, or agricultural use. Ideally situated near the heart of Millerton, the property enjoys close proximity to celebrated dining, local shops, the beloved movie theater, and the Harlem Valley Rail Trail for biking and outdoor recreation. Convenient access to private schools, ski areas, and New York City makes this an exceptional full-time residence or weekend country escape

4569-4577 Rt-199, Millerton

$1,195,000
3 Beds 3 Baths 999816 MLS
Did someone say"I want a New House", Well its arrived... Don't miss the charming surprisingly expansive and yet still cozy cottage, As you open the front door you are greeted by an expansive open floor plan. Looking from the front door through the Great Room the lush greenbelt greets your eyes! In between the view line and the front door the magic happened. Completely renovated from the walls in, complete electrical upgrade, completely new HVAC to maximize Energy Efficiency, Re-sheetrocked walls and New Insulation, as well as Flooring, Cabinetry and Windows, just to identify the major points of upgrades. The floor plan has been reconfigured to enlarge the Great Room and completly open to encompass the kitchen and Dinning and Living areas as one delighful space. The kitchen's large Center Island and High-end Appliances complemented by Quartz Countertops. The Living Room anchors the views between a Stone Fireplace built from local stone and the wall of windows showcasing the spectacular pastural views.. The Primary Bedroom has been completly reconfigured to include a sumpuous Primary Bathroom, Spacious Closets and the designer included a Laundry area. Don't miss the sweet screened in porch off the Great Room, designed to give you restipe from the day! The second floor has 2 extremely large Bedrooms and another Gorgeous Bathroom, both Bedrooms have vaulted ceilings and private views of the pastures out to the remote treeline. We are NOT finished yet, the Lower Level is also remodeled into a Media Room, with a Wet Bar and Game room the Multi-Panel door/window completly folds into itself alowing your get togthers to flow without walls from the inside out! We are not done, the wonderful Home does have everything you need. Besides the 5 private acre lot there is a Barn. Two complete floors do what you want with the Barn, Entertain, Man-cave, store you priceless Car Collection, your possibilities are endless... You have to consider this Beautiful home on your next tour of Rhinebeck, minutes form the Village of Rhinebeck and the Taconic yet bathed in peace and quiet You just cannot go wrong here.....

334 Lake Drive, Rhinebeck

$699,000
7 Beds 3 Baths 996158 MLS
Prime Investment Opportunity in Poughkeepsie: Discover an exceptional investment in this charming three-family Colonial, ideally located in the heart of Poughkeepsie. Each unit boasts a spacious floor plan, a bright and airy living room, a well-appointed eat-in kitchen, and a full bath. The property has undergone complete renovation for a long term investment, including the exterior, utility systems, and each complete unit. All units have separate utilities, with the landlord covering only common area lighting and water, while tenants are responsible for their individual electric (heating, cooking, and hot water), and other utility costs. Centrally located with convenient access to local amenities, schools, and transportation. Coin Operated Laundry, Security Lighting, and Exterior Camera System in place. Fully leased.

8 Fox Terrace, Poughkeepsie

$999,000
4 Beds 4 Baths 999439 MLS
Welcome to Harvest Ridge, an enclave of 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 51 features The Modern Farmhouse style. A custom house 3,490 finished sqft, 4 beds and 2.5 baths. Open concept hardwood floors, 9’ ceilings throughout and vaulted foyer. The modern kitchen with an island, boasts plenty of space, open to the dining area and living room. The expansive primary ensuite features walk-in closet, dual sinks, custom shower and tons of windows allowing ample natural light. Two car attached garage and full 1,000sqft unfinished basement allows for tons of room for future expansion! Heritage Ridge is a gorgeous, new neighborhood in LaGrangeville offering 54 thoughtfully designed, custom-built homes. Located in a prime location, Harvest Ridge offers the convenience of being nearby the major thoroughfares as well as downtown Poughkeepsie with its restaurants and shopping, while still enjoying the idyllic, pastoral landscape that LaGrange has to offer.

LOT 51 Abu Mousa Drive, Lagrangeville

$489,000
4 Beds 2 Baths 999436 MLS
Step into the charm and character of a bygone era with this spacious early-1900s Colonial-style home located in the heart of the hamlet of Pine Plains. Offering over 3,000 square feet of living space, this 4-bedroom, 1.5-bath residence sits on approximately 0.47 acres and is filled with history, warmth, and timeless architectural details. Once home to both the town pharmacy and library, this unique property blends rich local history with classic Hudson Valley charm. Inside, you’ll find stunning original woodwork and trim, oversized rooms, high ceilings, and beautiful hardwood floors throughout — long protected beneath carpeting for many years and now ready to shine once again. The two-story home offers endless potential for restoration, modernization, or simply enjoying its authentic character as-is. A large barn located behind the home provides excellent storage, workshop space, studio potential, or future creative use. Perfectly situated in the center of town, the property is walkable to local restaurants, the post office, pharmacy, and other village conveniences. Outdoor enthusiasts will appreciate the nearby hiking and biking trails, while commuters and weekend travelers will love being just approximately 30 minutes from both the Amtrak station and the Metro-North Railroad station in Poughkeepsie. Conveniently located between Rhinebeck, Hudson, Millbrook, and Millerton, this home places you in the center of some of the Hudson Valley’s most desirable destinations. A rare opportunity to own a piece of Pine Plains history with space, character, and incredible potential.

7786 S Main Street, Pine Plains

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