Dutchess County NY Houses for Sale

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  /42

  $485,000

  • 2 Beds
  • 1 Bath
  • 1,240 Sq Ft

  252 Ernest Rd, Millbrook, NY 12545

  Situated on a bucolic road is this charming two bedroom, one bath cottage perfect for enjoying life in the country. This home has an inviting and comfortable interior complete with hardwood floors. Surrounded by larger estates, one can enjoy picturesque views of farmland to the east and north, and to the west spectacular winter sunsets over the Catskills. Off the front of the home, a delightful

  Susan Whalen George T Whalen Real Estate

  252 Ernest Rd, Millbrook, NY 12545
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  /43

  $1,850,000

  • 3 Beds
  • 4.5 Baths
  • 4,052 Sq Ft

  203 Silver Lake Rd, Rhinebeck, NY 12572

  Tucked away on 20 peaceful acres in the scenic Town of Clinton, this distinctive contemporary retreat offers the rare combination of seclusion, style, and convenience. With the cachet of a Rhinebeck mailing address, inclusion in the Rhinebeck Central School District, and a location just minutes from Rhinebeck, Red Hook, and Millbrook, the property blends upscale country living with modern

  Sean Eidle BHHS Hudson Valley Properties

  203 Silver Lake Rd, Rhinebeck, NY 12572
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  /45

  $1,399,999

  • 4 Beds
  • 3.5 Baths
  • 4,568 Sq Ft

  145 Whalesback Rd, Red Hook, NY 12571

  Welcome to this stunning colonial-style residence, beautifully situated on 6.26 acres in the scenic HudsonValley. This exceptional home greets you with a grand entrance, as pink cherry blossoms line thedriveway leading to a spacious three-car garage, while elegant Japanese Red Maples frame the street.Zoned for up to four horses, this private estate offers a perfect blend of charm and

  Nancy Gaska Coldwell Banker American Homes

  145 Whalesback Rd, Red Hook, NY 12571
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  /50

  $865,000

  • 4 Beds
  • 6 Baths
  • 4,788 Sq Ft

  211 Cricket Hill Rd, Dover Plains, NY 12522

  This is the one—an exceptional and truly special property offering the perfect blend of refined living, natural beauty, and flexibility. Set against a breathtaking countryside backdrop, this Colonial Farmhouse-style home is nestled on just over 5 private, picturesque acres—perfectly suited for horses, weekend escapes, or year-round living. With nearly 4,800 square feet of thoughtfully crafted

  Sherri Malone Coldwell Banker Realty

  211 Cricket Hill Rd, Dover Plains, NY 12522
• 

  

  

  /37

  $499,900

  • 3 Beds
  • 2 Baths
  • 1,912 Sq Ft

  294 New York 292, Holmes, NY 12531

  Nestled on a serene 1.35-acre lot, this charming raised ranch offers the perfect blend of privacy and convenience, with easy access to shopping, highways, the train station, and the beloved Thunder Ridge Ski Area. Step inside to discover a warm and inviting interior featuring three spacious bedrooms, two beautifully appointed full bathrooms, a finished basement, and a two-car garage, complemented

  Brittany Pisco, SRS William Raveis-New York, LLC

  294 New York 292, Holmes, NY 12531
• 

  

  /11

  $3,495,000

  • 4 Beds
  • 3.5 Baths
  • 3,635 Sq Ft

  505 Pumpkin Ln, Clinton Corners, NY 12514

  A one of a kind property, Fieldhouse is sited on a gently rolling 10 acre property with quintessential Hudson Valley views. Open skies abound in this picturesque pastoral setting. Inspiration for the architectural form of the residence comes from the property’s stunning pasture views, complete with distant Catskills peaks, in counterpoint to the surrounding woodland backdrop. Previously an

  DOUG MAXWELL Upstate Modernist

  505 Pumpkin Ln, Clinton Corners, NY 12514
• 

  

  /47

  $749,900

  • 3 Beds
  • 2 Baths
  • 2,107 Sq Ft

  28 Gobblers Knob Rd, Pawling, NY 12564

  Welcome to 28 Gobblers Knob Road – A Hudson Valley Equestrian Retreat! Nestled in the heart of the stunning Hudson Valley, this beautiful 3-bedroom, 2-bathroom home sits on a breathtaking 20+ acre property offering peace, privacy, and natural beauty in every direction. Whether you're looking for a serene country getaway or a horse property, this one-of-a-kind home is the perfect match. The

  Mark Snyder eXp Realty

  28 Gobblers Knob Rd, Pawling, NY 12564
• 

  

  /35

  $995,000

  • 4 Beds
  • 3 Baths
  • 3,980 Sq Ft

  235 Knob Hill Rd, Stanfordville, NY 12581

  Nestled on 13 private acres of lush landscapes, meandering trails and impressive stone walls, you will find two very special vintage homes, outdoor sauna and shower plus small artist studio. Built in 1850 this two bedroom cottage combines historical character with contemporary amenities, featuring gleaming wood and wide board floors, beamed ceilings, stone fireplace, central air and a gourmet

  Jeannine Simmons Corcoran Country Living

  235 Knob Hill Rd, Stanfordville, NY 12581
• 

  

  /19

  $310,000

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  29 Chestnut St, Poughkeepsie, NY 12601

  Fall in love with this adorable 2-bedroom, 1-bath home that blends timeless charm with thoughtful updates—truly a gem that’s been meticulously cared for over the years.Step inside to discover rich hardwood floors flowing throughout, creating a warm and welcoming vibe in every room. Stay cool and comfortable with central air, and enjoy peace of mind with a brand new roof (2023) and radon

  Kaitlynn MacIsaac eXp Realty

  29 Chestnut St, Poughkeepsie, NY 12601
• 

  

  /47

  $890,000

  • 5 Beds
  • 3.5 Baths
  • 4,375 Sq Ft

  14 Chestnut St, Hopewell Junction, NY 12533

  Nestled in peaceful and sought-after Four Corners this stately brick-face Colonial blends comfort, style and convenience while boasting five bedrooms and three full baths on a premium, level lot. The Grand two story entry flows into a Great room with vaulted ceilings, gas fireplace and a wall of windows. The gourmet Kitchen with large center island is well equipped with high-end stainless steel

  Kathy Kane Coldwell Banker Realty

  14 Chestnut St, Hopewell Junction, NY 12533
• 

  

  /39

  $3,500,000

  • 3 Beds
  • 3.5 Baths
  • 4,260 Sq Ft

  36 Blue Grass Ln, Beacon, NY 12508

  A Rare Mountain Retreat Overlooking the Hudson River – 51 Private Acres in Beacon, NYOpportunities like this come along once in a lifetime. Tucked high in the mountains above the vibrant City of Beacon, this breathtaking three-level contemporary home sits on 51 acres of unspoiled land, directly bordering hundreds more acres of protected New York State wilderness. With sweeping views of the

  Gabriel Greenberg Compass Greater NY, LLC

  36 Blue Grass Ln, Beacon, NY 12508
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  /32

  $525,000

  • 3 Beds
  • 2 Baths
  • 2,028 Sq Ft

  18 Partners Rd, Wappingers Falls, NY 12590

  Impeccably maintained and tastefully improved 3 bedroom, 2 bath ranch situated on beautiful park-like property. An ideal floor plan for entertaining, find the living room w/bay window and fireplace, which flows seamlessly to the dining room & updated kitchen complete with granite counters and stainless appliances. Large sunroom w/cathedral ceiling provides easy access to the deck overlooking the

  Dan Axtmann BHHS Hudson Valley Properties

  18 Partners Rd, Wappingers Falls, NY 12590
• 

  

  /30

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 1,900 Sq Ft

  15 Pond St, Poughkeepsie, NY 12603

  3 bedroom, 2.5 bath raised ranch located in desirable Arlington Heights community. Spacious kitchen w/stainless appliances & center island, which flows seamlessly to dining room & large living room. Primary bedroom w/large walk-in closet, gas fireplace and ensuite bathroom. Lower level family room ideal for fitness area, playroom or media room. Fresh paint & new carpet. 2 car garage plus shed

  Dan Axtmann BHHS Hudson Valley Properties

  15 Pond St, Poughkeepsie, NY 12603
• 

  

  /22

  $345,000

  • 3 Beds
  • 1.5 Baths
  • 1,491 Sq Ft

  163 N Hamilton St, Poughkeepsie, NY 12601

  Absolutely Beautiful colonial in the city of Poughkeepsie located just minutes to shopping and restaurants. With everything updated in the last 5 years, there is absolutely nothing to do but move right in. Walk inside to a charming first level living room and dining room with hardwood floors throughout. Just passed the massive dining room is a beautifully updated kitchen with tile flooring that

  Jake Rotger Real Broker NY LLC

  163 N Hamilton St, Poughkeepsie, NY 12601
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  /27

  $480,000

  • 3 Beds
  • 2.5 Baths
  • 2,300 Sq Ft

  8 Dara Ln, Wappingers Falls, NY 12590

  AO 6/22/25 Welcome to the lovely town of Wappinger Falls, which offers a mix of suburban living and natural beauty. This well maintained ranch style home with 3 bedrooms, 2 1/2 baths, wood floors, crown molding, finished basement and a 4 season sun room, drenched with natural light from the many windows. This home is located on a quiet residential street, located in the desirable Spook Hill

  Teresa Peteli PLI Realty

  8 Dara Ln, Wappingers Falls, NY 12590
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  /24

  $649,900

  • 4 Beds
  • 2.5 Baths
  • 3,042 Sq Ft

  25 Garfield Place, Poughkeepsie, NY 12601

  Victorianhome in Restored National Historic District. Step back in time with this Victorian residence offering over 3,000 sq ft of above-grade living space, rich in architectural detail and modern upgrades. This home features four working fireplaces, stained glass windows, pocket doors, and original butler’s pantries. Enjoy multiple formal and informal living spaces including double parlors, a

  Don Maher BHHS Hudson Valley Properties

  25 Garfield Place, Poughkeepsie, NY 12601
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  /25

  $589,000

  • 2 Beds
  • 2 Baths
  • 1,336 Sq Ft

  618 Bean River Rd, Millerton, NY 12546

  PINE PLAINS 2-3 LOT DEVELOPMENT, 15+ acres for Family Compound or upscale development between Pine Plains Village and Millerton on quiet road off Route 199. The Development includes a 1400 SF 2BR/2BA RANCH with new well, w/2 large decks, all wood floors, wood siding + detached 2 car garage on 7+ acres subdividable into 4 acres with house and 3 acre vacant lot. Included is additional approved 8

  David Birch Barns and Farms Realty LLC

  618 Bean River Rd, Millerton, NY 12546
• 

  

  /39

  $525,000

  • 3 Beds
  • 2 Baths
  • 2,330 Sq Ft

  15 Orchard Rd, Poughkeepsie, NY 12603

  A/O 6/17. Privately nestled on a double lot, this stately 3/4 bedroom, 2-bath Cape offers classic charm with thoughtful updates and inviting spaces throughout. A welcoming brick walkway leads you to the front door and sets the tone for the warmth found inside. Step into the cozy living room, complete with a gas fireplace insert and beautiful hardwood floors that flow throughout the home. The

  Blake Michaud Serhant LLC

  15 Orchard Rd, Poughkeepsie, NY 12603
• 

  

  /20

  $400,000

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft

  1814 Route 199, Stanfordville, NY 12581

  One level living. 2 Acres partially wooded. Lots of privacy. Put in a few updates and a little elbow grease and make this home your style.

  MICHAEL MORRISON Corcoran Country Living

  1814 Route 199, Stanfordville, NY 12581
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  /32

  $299,900

  • 2 Beds
  • 1.5 Baths
  • 1,416 Sq Ft

  126 Christian Hill Rd Unit 128, Dover Plains, NY 12522

  Charming Property with Potential Overview This lovely property is nestled within a robust estate area, offering the perfect blend of tranquility and opportunity. Set on 2 acres of land, the surroundings feature mature trees, a sweeping lawn, and the privacy that creates a serene oasis. Natural Light: The home benefits from ample natural light, enhancing the open feel of the kitchen and living

  Toni Soule Bain Real Estate

  126 Christian Hill Rd Unit 128, Dover Plains, NY 12522
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  /20

  $949,000

  • 2 Beds
  • 3 Baths
  • 2,000 Sq Ft

  62 Hicks Ln, Clinton Corners, NY 12514

  Country Chic This home offers the best of both worlds; a chic mid- century modern styled structure in a quiet pastoral setting. Every inch of this home has been reconceived and renovated to perfection, with sleek style and finishes throughout. A lofty, sun flooded great room addition with soaring angled ceilings and walls of windows, has been recently added, creating a serene space to

  Norah Burden Brown Harris Stevens HV LLC

  62 Hicks Ln, Clinton Corners, NY 12514
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  /50

  $995,000

  • 4 Beds
  • 5 Baths
  • 3,940 Sq Ft

  138 Jansen Rd, Holmes, NY 12531

  Your Lakeside Dreams Come True on beautiful Lake Dutchess! Welcome Home to 138 Jansen Road! Spectacular Builders' home is just what you wanted..AND MORE! Set back from the road your private haven awaits. Understated elegance abounds in every corner, beautiful hard wood flooring throughout, front sitting room leads to your open concept living room with fireplace and lovely kitchen facing the

  Monica Marsich Progeny Realty Inc

  138 Jansen Rd, Holmes, NY 12531
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  /37

  $614,900

  • 4 Beds
  • 3.5 Baths
  • 3,250 Sq Ft

  19 Bush Creek Ln, Poughquag, NY 12570

  Your Dream Home Awaits in Dalton Farms! Experience the ultimate in updated living with this exquisite 4-bedroom, 3.5-bath colonial in Poughquag, NY. Imagine culinary delights in your gourmet kitchen, complete with stainless steel appliances, a double oven, and a large island. Step out onto your private Trex deck for serene moments in the backyard. Inside, enjoy the elegance of refinished

  Helen Schweitzer Helen Schweitzer Realty, LLC

  19 Bush Creek Ln, Poughquag, NY 12570
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  /46

  $800,000

  • 4 Beds
  • 3.5 Baths
  • 3,049 Sq Ft

  87 Dakota Dr, Hopewell Junction, NY 12533

  Stunning 4 bedroom, 3.5 bath custom brick Colonial located in the heart of Hopewell. This exceptional home combines elegance, comfort, and thoughtful design, perfect for both everyday living and entertaining. The first floor features gleaming hardwood floors and a spacious open layout, including formal living and dining rooms, and a private home office. The gourmet kitchen is a chef’s dream,

  Carol Mahoney Real Broker NY LLC

  87 Dakota Dr, Hopewell Junction, NY 12533
• 

  

  /19

  $259,000

  • 1 Bed
  • 1 Bath
  • 1,064 Sq Ft

  317 Titusville Rd, Poughkeepsie, NY 12603

  Welcome to this adorable ranch style home, conveniently located to major commuter highways This one level 1 BR home in the Arlington School District is perfect for first time home buyers, downsizing, weekend get away retreat or potentially commercial with town approval . When you enter the home you will find the bright living room with modern laminate floors and beautiful built-ins, primary

  John Costanzo BHHS Hudson Valley Properties

  317 Titusville Rd, Poughkeepsie, NY 12603
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  /37

  $1,525,000

  • 3 Beds
  • 2.5 Baths
  • 2,820 Sq Ft

  101 Drake Rd, Pleasant Valley, NY 12569

  CONVERTED BARNS WITH POOL. This charming getaway offers fun lofty spaces to gather, entertain and enjoy the countryside, while conveniently located to the TSP and Millbrook Village. This 19th century converted barn was beautifully preserved and showcases the exposed beams and wide board floors. Upon entering, one is enamored by the soaring vaulted ceilings with exposed beams in the center of the

  PAULA REDMOND Corcoran Country Living

  101 Drake Rd, Pleasant Valley, NY 12569
• 

  

  /44

  $699,000

  • 4 Beds
  • 2.5 Baths
  • 3,150 Sq Ft

  137 Barmore Rd, Lagrangeville, NY 12540

  Welcome to this meticulously maintained 4-bedroom, 2.5-bath Colonial home, perfectly situated on a picturesque country road. Designed for both comfort and style, this property offers everything you’ve been looking for.The heart of the home is the spacious eat-in kitchen, complete with a center island, gleaming granite countertops, and stainless steel appliances.. The open layout seamlessly

  JENNIFER HOYE BHHS Hudson Valley Properties

  137 Barmore Rd, Lagrangeville, NY 12540
• 

  

  /50

  $2,200,000

  • 7 Beds
  • 7 Baths
  • 11,222 Sq Ft

  3893 Route 82, Millbrook, NY 12545

  Set on 11.1 private acres in the heart of Millbrook, this stately brick Colonial estate offers over 11,222 square feet of refined living space, combining timeless elegance with exceptional versatility. A true legacy property, it delivers the scale, design, and amenities expected by the most discerning buyers.A dramatic two-story granite foyer welcomes you with a sweeping double staircase and a

  Howard Payson RE/MAX Town & Country

  3893 Route 82, Millbrook, NY 12545
• 

  

  /29

  $508,000

  • 3 Beds
  • 1 Bath
  • 1,656 Sq Ft

  23 Johnson Ln, Millbrook, NY 12545

  Welcome to 23 Johnson Lane in the Highly Desirable Millbrook, NY. This Private and Serene Property is calling out to you. With its old charming country feel and tranquil surroundings, this 1.8 acre property is waiting for you. This Lovely 3 Bedroom Ranch, which lives like a 4 bedroom, has a large bonus room and a bright & airy flow & layout that is ready for you and your family to come and make

  KATHERINE ROBLES DE PEREZ BHHS Hudson Valley Properties

  23 Johnson Ln, Millbrook, NY 12545
• 

  

  /50

  $1,699,000

  • 7 Beds
  • 7 Baths
  • 8,033 Sq Ft

  125-127 Bedell Rd, Poughkeepsie, NY 12603

  Timeless Elegance Meets Modern Comfort in the Heart of the Hudson Valley. Step into a world of refined charm and historic grandeur with this magnificent estate, originally constructed in 1867 and meticulously restored to preserve its legacy. Lovingly maintained over generations, the property blends classic architectural detail with the comforts of contemporary living, offering an unparalleled

  Jillian Pajer Douglas Elliman Real Estate

  125-127 Bedell Rd, Poughkeepsie, NY 12603
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  /12

  $295,000

  • 3 Beds
  • 1 Bath
  • 920 Sq Ft

  71 Honeywell Ln, Hyde Park, NY 12538

  No Trespassing on the property without a realtor or the ownerThis is the legal three-bedroom home. The kitchen is about 14 by 14 ft.² 196. The main house is 24 x 28 square for 672 the porch is 7 1/2 x 28 square 210 usable living space it is a new 200 amp electric is getting a new roof now there is a garage and a work-shed some work will be required large yard and part fence.

  JULIA MULLEN K. Fortuna Realty, Inc.

  71 Honeywell Ln, Hyde Park, NY 12538
• 

  

  /44

  $799,000

  • 4 Beds
  • 2.5 Baths
  • 2,493 Sq Ft

  195 Old Castle Point Rd, Wappingers Falls, NY 12590

  Welcome to 195 Old Castle Point Road – Space, Serenity & Scenic Views!Tucked away on a gently winding driveway, this beautiful home offers privacy, modern comforts, and panoramic views—all within minutes to hiking trails, the Hudson River, Metro-North, and vibrant Beacon. Set on 2 acres surrounded by mature trees, this residence boasts incredible sunsets from the expansive deck, making it the

  Claire Browne Compass Greater NY, LLC

  195 Old Castle Point Rd, Wappingers Falls, NY 12590
• 

  

  /50

  $524,900 Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 1,560 Sq Ft

  1760 Route 199, Stanfordville, NY 12581

  Want country living at its finest? LOOK no further! Nestled halfway between Rhinebeck and Millbrook is this Stanfordville gem! This gorgeous 3 bed 2 & half bath home sits on a majestic acre w/bucolic scenery surrounding you! You even have your own bubbling brook to mesmerize you! Simply sit out on the expansive decking and enjoy the natural beauty that greets you on so many levels that it

  Justina Trainor BHHS Hudson Valley Properties

  1760 Route 199, Stanfordville, NY 12581
• 

  

  /23

  $699,999

  • 3 Beds
  • 2 Baths
  • 1,452 Sq Ft

  2701 Route 82, Lagrangeville, NY 12540

  Endless Possibilities Await on This 6.1-Acre Commercial/Residential Property in LaGrange!A rare and exciting opportunity to own a versatile 6.1-acre property with prime frontage on Route 82 in the heart of LaGrange. This unique offering has been home to a thriving greenhouse and nursery business for over 60 years, and is now ready for its next chapter.The property features a

  Steven Collier BHHS Hudson Valley Properties

  2701 Route 82, Lagrangeville, NY 12540
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  /33

  $769,000

  • 5 Beds
  • 4 Baths
  • 3,252 Sq Ft

  61 Sherwood Heights, Wappingers Falls, NY 12590

  Discover timeless elegance in this beautifully landscaped 5 bedroom custom colonial, perfectly sited in a peaceful, sought after neighborhood. The perfect home for a large or extended family. This home offers the ideal blend of classic architecture and contemporary updates, providing both space and sophistication for modern living. Stone pillars grace the entrance to the property, setting a

  Jan Kaplan BHHS Hudson Valley Properties

  61 Sherwood Heights, Wappingers Falls, NY 12590
• 

  

  /34

  $475,000

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft

  41 Mountain Dr, Pleasant Valley, NY 12569

  This beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of comfort and convenience in a desirable Pleasant Valley neighborhood. Lovingly cared for and truly move-in ready, the home exudes timeless appeal with thoughtful updates throughout. Step into a warm and inviting layout featuring a bright, airy living room and an open dining area that leads directly to a spacious

  JENNIFER HOYE BHHS Hudson Valley Properties

  41 Mountain Dr, Pleasant Valley, NY 12569
• 

  

  /19

  $359,900

  • 7 Beds
  • 3 Baths
  • 2,200 Sq Ft

  94 South Ave, Poughkeepsie, NY 12601

  Rare opportunity to acquire this legal rooming house on the City of Poughkeepsie's desirable south side. Featuring seven rooms, shared kitchen & three full bathrooms. Natural gas for heating, hot water & cooking. Unfinished basement & walkup attic for abundant storage. Large covered front porch & huge backyard for outdoor enjoyment. Centrally located just minutes from hospitals, colleges, bus

  Dan Axtmann BHHS Hudson Valley Properties

  94 South Ave, Poughkeepsie, NY 12601
• 

  

  /49

  $895,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 5 Baths
  • 5,100 Sq Ft

  35 Biltmore Dr, Hopewell Junction, NY 12533

  New construction without the wait! Welcome to Taconic Hills, where luxury meets convenience. This stunning 4-bedroom, 3.5+ bath home offers over 5,000 square feet of beautifully finished one-level living space. Situated on a quiet cul-de-sac in the highly sought-after Arlington School District, this home impresses from the moment you arrive. Step onto the landscaped front yard and through the

  John Gabriel Jr KW MidHudson

  35 Biltmore Dr, Hopewell Junction, NY 12533
• 

  

  /29

  $575,000

  • 4 Beds
  • 2.5 Baths
  • 2,580 Sq Ft

  143 Ryan Rd, Pine Plains, NY 12567

  Meticulously maintained 2500+ sq ft 4-bedroom 2.5 bath center hall colonial sits on a beautiful and flat corner lot with stunning mountain views just minutes to the center of the town of Pine Plains. As you enter the home you immediately notice the care and attention to detail that the original owners have shown – Tasteful updates throughout include hardwood floors, chef’s kitchen with quartz

  Ronald Green KW MidHudson

  143 Ryan Rd, Pine Plains, NY 12567
• 

  

  /33

  $419,000

  • 4 Beds
  • 2 Baths
  • 1,656 Sq Ft

  198 Benson Hill Rd, Dover Plains, NY 12522

  Your Private Oasis Awaits: A Raised Ranch with Panoramic Views!Discover the potential in this four-bedroom, two-bath raised ranch, perfectly situated on just over an acre of private land. Imagine waking up to breathtaking panoramic mountain views right from your own home!This property offers a fantastic layout, including a finished basement that provides versatile living space with a family room,

  LUCIANA BENNETT McGrath Realty Inc

  198 Benson Hill Rd, Dover Plains, NY 12522

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