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$645,000
3 Beds ⋅ 2 Baths ⋅ 1002822 MLS
This Rhinecliff gem sits on one of the best lots in the Hamlet and is ready for someone with vision. Offered as is, the home features great bones, beautiful hardwood floors, a half bath on the main level, and a full bath upstairs. A kitchen needs to be added, giving you the rare chance to design the heart of the home exactly as you want it. Close to the Rhinecliff train station and only two miles from Rhinebeck Village, the location is unbeatable. Enjoy being moments from the library, the local restaurant, and another new dining spot on the way, and a local market —everything that makes Rhinecliff so special. The property also includes a fantastic outbuilding with electric, gorgeous wood floors, and newly installed pine floors upstairs. It’s an ideal space for an office, studio, workshop, or anything you can imagine. A few virtual photos included for ideas of how it could look. A remarkable opportunity to put your stamp on a true Rhinecliff classic.

67 Kelly Street, Rhinecliff
$16,500,000
4 Beds ⋅ 8 Baths ⋅ 1002180 MLS
Introducing Sky House. This 7,500-square-foot modern estate atop 165 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
$5,000,000
995039 MLS
Nestled in the heart of the Town of Washington’s breathtaking countryside, this extraordinary 332+ acre property offers a rare opportunity to own an expansive and remarkably diverse landscape in the scenic Harlem Valley. A stunning blend of rolling hay fields, open pastures, mature hardwood forests, three peaceful ponds, and a meandering stream, the land unfolds with incredible natural beauty in every direction. Rising steadily from east to west, the property reaches elevations of approximately 1,175 feet, where vast level areas capture commanding panoramic views stretching across the Harlem Valley. With numerous potential homesites positioned throughout the acreage, each offering its own spectacular vantage point, the possibilities are endless for creating a private estate, compound, working farm, equestrian retreat, or recreational paradise. The combination of open meadows and wooded terrain, along with an extensive network of trails, provides exceptional opportunities for hiking, horseback riding, ATV use, hunting, wildlife observation, and year-round outdoor enjoyment, all with a remarkable sense of privacy and seclusion. The land is exceptionally well suited for organic farming, livestock, and horses, with fertile fields and varied topography that make the property both functional and picturesque. An existing agricultural tax exemption adds tremendous value, currently reducing taxes from $91,728 to $54,001 annually, a savings of $37,727 per year. For those seeking an even larger landholding, an adjacent 109.69 acre parcel is also available, bringing the combined acreage to an impressive 441.99 acres. This neighboring former dairy farm includes four separate lots consisting of an 88.46 acre parcel previously used for cattle, a 10.37 acre parcel featuring two homes, iconic red barns, and a silo, a 9.82 acre hayfield, and an additional 1.04 acre parcel. A property of this scale, beauty, and versatility is truly a once-in-a-generation offering. Don’t miss the opportunity to own this remarkable piece of countryside paradise with unmatched views, endless potential, and extraordinary natural surroundings. Be sure to click on the virtual tour icon to experience the stunning 360-degree panoramic views from multiple locations throughout this incredible property.

1297 Route 343, Dover Plains
$449,900
1001858 MLS
One of a kind.....Largest residential building lot available in the heart of Beacon (17,000 SF). Located in the Historic District, this over sized, flat property sits 2 blocks off the west end of Main Street, with a short walk to the train station and the Hudson River Parks. Sale includes all engineering and architectural drawings and specifications, 2020 subdivision, and approvals for a large single family home with accessory apartment. Barlis Wedlick 2024 concept design materials, and Welcome Homes 2025 land review.

RALPH Street, Beacon
$495,000
3 Beds ⋅ 2 Baths ⋅ 968366 MLS
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
$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
$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
$995,000
4 Beds ⋅ 3 Baths ⋅ 1001136 MLS
Stunning Custom Farmhouse Ranch in the highly desirable Stone Ridge subdivision in the heart of East Fishkill! Located within the Wappingers School District, this TO-BE-BUILT 4-bedroom, 2.5- bath home offers almost 2,700 SQ FT of beautifully designed living space on almost 9 private acres and a 1200+ ft long driveway. A welcoming rocking chair front porch leads into a bright, open floor plan featuring a first floor expansive primary suite, oak floors throughout the entire house, a spacious eat-in kitchen with oversized center island flows seamlessly into the family room, highlighted by a 36” gas fireplace with wood mantle and slate surround. Plus three additional generously sized bedrooms and another full bath. Additional highlights include an oversized 3-car garage, Energy Star windows, dual zoned high efficiency propane furnaces with central air, 200-amp underground electric service and a full unfinished basement with 8’ ceilings, offering endless future potential and future expansion space. Conveniently located just minutes to the Taconic State Parkway, a stone throw to I-84, shopping, dining, and schools, this home offers the perfect combination of privacy, custom craftsmanship, and accessibility! Come build your dream home in the beautiful Hudson Valley! **Photos shown are of a similar model with options** Copy and paste this link for short video: https://drive.google.com/file/d/18_h3Zug-7zJAEIzA7h94aLQEU2eBEO6T/view?usp=sharing

6 Roundhill Road, Hopewell Junction
$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
$379,000
3 Beds ⋅ 2 Baths ⋅ 998179 MLS
Step into timeless charm with this 3 bedroom, 1.5 bathroom brick and stone Cape Cod, where classic architecture meets warm, inviting living spaces. From the moment you arrive, the home’s solid masonry exterior and steeply pitched roofline create unforgettable curb appeal that speaks to craftsmanship and character. Inside, rich hardwood flooring flows throughout, adding warmth and elegance to every room. Original features—including vintage hardware, and thoughtfully preserved architectural touches—celebrate the home’s heritage while offering a distinctive sense of style you simply can’t replicate. Natural light fills the cozy yet spacious living areas, highlighting the home’s character and creating an inviting atmosphere perfect for both everyday living and entertaining. The traditional layout offers comfortable bedrooms tucked beneath charming rooflines, along with welcoming common spaces designed for gathering. This Cape Cod is more than a home—it’s a rare opportunity to own a piece of enduring design, where solid construction and original details come together in perfect harmony.

208 S Grand Avenue, Poughkeepsie
$725,000
3 Beds ⋅ 2 Baths ⋅ 1001208 MLS
1564 Route 292 offers a rare opportunity to own a true lakefront retreat on Whaley Lake in the heart of the Hudson Valley. Set on an oversized parcel with adjacent open space that will never be built on, the property enjoys an uncommon sense of privacy and breathing room rarely found on the lake. The home underwent a major renovation and expansion in 2007, including the addition of a second-floor loft area and full bath, blending rustic lake house charm with modern functionality. A stylish kitchen renovation completed in 2019 adds updated finishes while maintaining the relaxed character of the home. One of the property’s standout features is the walk-out lower level, which opens directly to water level, creating an effortless connection to the lake for kayaking, swimming, entertaining, or simply enjoying the view. The setting feels tucked away and peaceful, yet remains accessible to Pawling, Metro-North, and the surrounding Hudson Valley destinations. Whether you’re looking for a weekend escape from the city or a year-round waterfront home, this is the kind of authentic lake property that rarely becomes available.

1564 Route 292, Holmes
$465,000
4 Beds ⋅ 2 Baths ⋅ 1000897 MLS
Well maintained multi-family duplex fully rented in the City of Poughkeepsie. Property was totally renovated in 2007 investment property. Each unit has gleaming hardwood floors in living room and dining room. Each unit has two average size bedrooms, nice size Kitchen w/granite counter tops and stainless-steel appliances. Second floor unit features enclosed porch. Detached single car garage for off street parking, fenced in yard. Operating expenses are available after 2nd showing. Second floor tenant is long term renter with lease. Forced air oil heat (Landlord pays for oil). Tenants responsible for utilities.

9 Lawrence Road, Poughkeepsie
$399,000
4 Beds ⋅ 2 Baths ⋅ 1000714 MLS
Two Family Home With Separate Utilities Available For Sale Offering Two Bedroom Apartments. Each Apt Consists Of Kitchen, Living Room, Bedrooms, Bathroom, Range And Refrigerator. The Location Is Enticing, As It Is Close To Educational Facilities, Train Station, Shopping, Restaurants, On Bus Route And More. This is An As Is Sale. This Is An As is Sale. Please See Other Remarks For More Information.

112 Smith Street, Poughkeepsie
$199,000
999696 MLS
Level 4.75 buildable residential lot. Raw with no improvements but seller will assist with town submissions. Seller is in the process of obtaining Board of Health Approval for a three bedroom home.

301 Van Wyck Lake Road, Fishkill
$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 & walking trails.

100 Innis Avenue, Poughkeepsie
$335,000
2 Beds ⋅ 1 Baths ⋅ 986932 MLS
Spacious second-floor 2-bedroom unit in the desirable The Park community, featuring a private balcony overlooking the lush interior lawns with a corner view of the pond. Newer luxury vinyl flooring enhances the living room and hallway, while both bedrooms are comfortably carpeted. The unit offers one large beautifully updated bathroom and convenient in-unit laundry. Enjoy community amenities including rolling green lawns, an in-ground pool, clubhouse, tennis courts and ample parking. One designated parking space is included, with additional visitor parking available. Conveniently located just minutes from the Village of Fishkill, offering an abundance of restaurants, shopping, Route 9, and I-84. Excellent commuter location!

7 Loudon Drive Unit #8, Fishkill
$475,000
2 Beds ⋅ 2 Baths ⋅ 993963 MLS
Fully Available! This inviting home features a large kitchen and dining area, along with a living room anchored by a beautiful stone fireplace, and offers two full bedrooms, two bathrooms, plus a versatile office/bonus room that can function as a third space for a bedroom, office, guests, or creative use. The lower level provides wonderful potential for future expansion, featuring an updated full bathroom and ample space that could be ideal for recreation, hobbies, fitness, or additional living enjoyment. The area presents a natural opportunity for future finishing should a new owner wish to expand its use, and with the full bathroom already in place, the groundwork is set for added versatility. Set against the protected land of the Stony Kill Farm Environmental Education Center, the home enjoys lasting privacy, beautiful sunsets, and seasonal views from the back deck. Bright rooms, adaptable spaces, and a generous yard support easy everyday living and outdoor enjoyment. Conveniently located near shopping, parks, schools, major commuter routes, less than 5 miles to the Beacon Metro-North train station, close to Heritage Financial Park (formerly Dutchess Stadium), and within easy reach of Beacon’s vibrant Main Street, this move-in-ready home blends comfort, convenience, and the natural beauty of the Hudson Valley.

124 Cherrywood Drive, Fishkill
$1,299,000
1000228 MLS
Prime commercial opportunity located on one of the busiest and most highly traveled corridors in the Beacon area! Situated on approximately 0.88 acres, 641 & 645 Route 52 offer incredible visibility and potential. The property has operated as an auto repair business for over 30 years. 4 bays, 3 lifts, NYS Inspection Station, waste oil burner heating system 200K BTU. Purchase price also includes a Ranch-style home with a full unfinished basement, providing additional storage, workspace, rental potential, or future expansion possibilities. With outstanding daily commuter traffic, ample exposure, and a strategic location near major highways and surrounding amenities, this property presents an exceptional opportunity for investors, business owners, or entrepreneurs looking to establish or expand their presence in the thriving Hudson Valley market. Taxes reflected are combined total for both properties. Endless possibilities in a high-demand location!

641 and 645 Route 52, Beacon
$2,300,000
992153 MLS
A rare commercial offering set on 2.27 acres, this exceptional multi-building property seconds from Rte 9 delivers a seamless blend of professional office space, industrial functionality, and income-producing potential. Featuring two separate buildings with a strong mix of office, industrial space, and built-in income. The main building is currently owner-occupied and offers a clean, functional layout with three private offices, a welcoming lobby, a large conference room, kitchen, lounge area, and three bathrooms. It also includes three oversized garage/storage bays—perfect for operations, equipment, or additional workspace. The second building adds even more flexibility with four large bays, second-floor office space, and two bathrooms. This unit is currently rented to 2 reputable local businesses; it provides immediate cash flow with room to increase over time. The property offers parking for approximately 15 vehicles and is well-suited for contractors, automotive use, or businesses looking for a combination of professional office space and hands-on work areas. A great fit for an owner-user or investor looking for a well-rounded property with income, flexibility, and long-term upside. An exceptional opportunity for the discerning buyer to acquire a high-caliber commercial asset combining prestige, performance, and long-term value.

20 Mac Farlane Rd., Wappingers Falls
$899,000
999699 MLS
Seeking An Investment Property? Looking To Perhaps Retire....Retire Early And Have Additional Income? For Sale Is This Six Family Building Consisting Of (5) Three Bedroom Apts And (1) Two Bedroom, All With Separate Utilities (Gas & Electric). This Turnkey Property Also Includes Off The Street Parking In The Form Of A Driveway From The Front To The Rear Of The Bldg Opening Up To A Parking Area Plus (8) Garages. The Apartments Are Moderately Priced, As This Income Generated Has Been As Such For Years; With Pro Forma, The Numbers Have The Potential To Go Up. This Is An AS IS SALE Please Read Other Remarks For More Information.

242 Mansion Street, Poughkeepsie
$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
$1,399,000
4 Beds ⋅ 3 Baths ⋅ 996322 MLS
Step into timeless elegance with this beautifully updated 1790's colonial estate, consisting of two parcels totaling 9.4 picturesque acres. Offering 3,337 square feet of thoughtfully restored living space, this extraordinary home seamlessly blends historic character with luxury modern upgrades. This home features four bedrooms and three full bathrooms, and is highlighted by original wide-board flooring, 9' high ceilings, and exquisite period moldings throughout, preserving the home's rich heritage. The heart of the home is a one-of-a-kind custom kitchen featuring top-of-the-line appliances, an 18' vaulted ceiling with stunning exposed beams, and a massive island topped with Danby marble. Adjacent to the kitchen is a pantry/laundry room with custom floor-to-ceiling cabinetry designed for both beauty and functionality. A separate staircase leads to a charming loft overlooking the kitchen, creating an open and inviting atmosphere. The formal dining room and large living room each feature working fireplaces, adding timeless charm and cozy ambiance. Relax in the cozy sunroom located off the kitchen. The house also features a Sonos sound system and Lutron lighting throughout. The property continues to impress with a newly renovated 20' x 40' heated inground pool, ideal for entertaining, and a classic barn offering endless possibilities. This exceptional country estate is a rare offering providing the perfect balance of historic sophistication and modern comfort. Bordered by a 390 acre estate, this property is 1.5 hours north of NYC, close to Millbrook, Rhinebeck, the Culinary Institute of America, local wineries, and several historic sites on the Hudson River, with easy access to the Taconic State Parkway.

5548 Route 82, Clinton Corners
$1,395,000
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
$1,145,000
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
$229,000
998238 MLS
Imagine building your dream home on this incredible 18.5-acre property! You’ll absolutely adore this slice of paradise! While the site isn’t yet Board of Health approved, it does have two wells, working electricity, a stunning pond, and lots of charm. The area is surrounded by larger parcels, offering plenty of privacy. Privacy, a pond, and character—what more could you ask for? This is a fantastic opportunity to build your dream home, and it’s definitely a hidden gem! Please know all showings are by appointment only.

207 Cardinal Road, Hyde Park
$595,000
3 Beds ⋅ 3 Baths ⋅ 999126 MLS
Opportunity awaits at the end of a quiet dead-end road with sweeping panoramic views of the Catskill Mountains. Set on 1.3 acres, this 3-bedroom, 2.5-bath ranch-style home offers incredible potential for contractors, investors, or buyers ready to create a one-of-a-kind Hudson Valley retreat. Located just minutes from the village of Red Hook and convenient to Bard College, Rhinebeck, and Hudson, the property combines privacy with accessibility. Inside, the home features a desirable one-level layout with an open floor plan, generous living spaces, and a fireplace ready to become the centerpiece of a stunning renovation. The house requires a complete renovation, presenting a rare opportunity to reimagine and restore a home in an exceptional setting. With breathtaking mountain views, a peaceful location, and endless potential, this is a true Hudson Valley diamond in the rough. Sale subject to appointment of executor.

97 Spencer Drive, Red Hook
$455,000
3 Beds ⋅ 2 Baths ⋅ 999528 MLS
Country living at its finest!!! Cape cod style home with 3 bedrooms and 2 full bathrooms, lives like a 4 bedroom. Hard wood floors, updated bathroom, spacious kitchen. Ample yard space with privacy, large deck and walk out basement has tons of potential. Solar panels are owned bringing down your cost of energy. Bring your vision for gardens and chickens! ENDLESS POSSIBILITIES WITH THIS ONE!!!

67 Pine Ridge Drive, Hopewell Junction
$725,000
4 Beds ⋅ 3 Baths ⋅ 933387 MLS
Welcome to this distinctive Dutch-style Tudor home set on over 2 private acres in sought-after Hopewell Junction. Offering nearly 2,800 square feet, this 4 bedroom, 2.5 bath home is filled with warmth, character, and thoughtful updates throughout. Rich wood trim, architectural ceilings, and timeless design details create a welcoming feel from the moment you enter. The main level offers a spacious entry foyer, formal living and dining rooms, a well-appointed kitchen with oversized pantry and sliding glass doors leading to the backyard, a comfortable family room, and a versatile den ideal for a home office, playroom, or additional living space featuring two sliding glass doors that open to a covered side patio, creating the perfect indoor-outdoor extension. Upstairs features three generously sized bedrooms, a full hall bath, and a spacious primary suite with vaulted ceilings, walk-in closet, and private bath complete with a jetted soaking tub and separate shower. Outside, enjoy your own private retreat with an inground pool, pool shed, patio space, covered outdoor living area, on over 2 private acres to enjoy. Additional highlights include a 2 car attached garage, approximately 500 square feet of unfinished bonus space above the garage offering future potential, brand new roof and siding, and fully paid solar panels for added efficiency and long-term savings. A rare opportunity to own a home with architectural charm, space, and lifestyle in one of Hopewell Junction’s most desirable settings.

137 Blue Hill Road, Hopewell Junction
$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

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