Dutchess County NY Homes for Sale

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  /37

  $525,000

  • 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
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  /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
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  /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
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  /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
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  /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
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  /26

  $725,000

  • 5 Beds
  • 3 Baths
  • 2,808 Sq Ft

  47 Main St, Wappingers Falls, NY 12590

  This beautifully renovated two-unit apartment building is situated in the charming hamlet of New Hamburg, offering a prime investment opportunity in a highly desirable location. Just a short walk from the Metro-North train station, tenants enjoy an effortless commute while benefiting from the area’s peaceful, small-town atmosphere.Apartment 1: Is a charming 2-bedroom, 2-bathroom apartment

  Daniel Staley Staley Real Estate, LLC

  47 Main St, Wappingers Falls, NY 12590
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  /9

  $225,000

  • Land
  • 0.86 Acre
  • $261,628 per Acre

  0 Sepasco Center St Unit KEY876331, Rhinebeck, NY 12572

  Peaceful Double Lot in Sepasco Village with Shared Lake Access. Welcome to a rare opportunity in the tranquil eastern corner of Rhinebeck. This flat and usable .08-acre double lot in Sepasco Village offers a serene setting just moments from the sparkling waters of Lake Sepasco—a glacial, spring-fed lake known for its peaceful beauty, 30-foot depths, and motor-free quiet. Surrounded by trees and

  Daniel Staley Staley Real Estate, LLC

  0 Sepasco Center St Unit KEY876331, Rhinebeck, NY 12572
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  /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
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  /22

  $490,000

  • 10 Beds
  • 3 Baths
  • 3,052 Sq Ft

  77 Carroll St, Poughkeepsie, NY 12601

  Three family home located on a quiet street in the desirable South Side of Poughkeepsie. This home is in good condition and has been nicely maintained throughout the years. Improvements include replacement windows, exterior & interior painting, and new floors in some rooms. Gas boilers, municipal water and sewer. The heating systems and electric meters are fully separated for each unit so the

  Mark Snyder eXp Realty

  77 Carroll St, Poughkeepsie, NY 12601
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  /5

  $109,999

  • Land
  • 5 Acres
  • $21,276 per Acre

  0 Pine Hill Rd, Pleasant Valley, NY 12569

  Suitable Lot for building that dream house with ample acreage and quiet neighbors. The lot is currently wooded and fairly level and dry . There is a ravine and creek that runs on the back acre of the property. Was used as part of the boy scout camp founded in 1956. NO BOHA

  EUGENE VALOY BHHS Hudson Valley Properties

  0 Pine Hill Rd, Pleasant Valley, NY 12569
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  /12

  $55,800

  • Land
  • 1.14 Acres
  • $48,947 per Acre

  30 Luty Dr, Hyde Park, NY 12538

  Location Location 1.14 Acres 255 feet road frontage on 30 Luty Drive. side 213 side 195 back 256. Rout 9 has it all with in 10 minutes of your lot. for all you shopping needs. Vassar College. Culinary Institute Metro North Comps sold in the area. 1.3 Acres $95,000 1.3 Acres # 70,000 1 Acre $70,000 The reason this lot is lower in price is: it has some standing water. there are all nice homes

  John Melchior Howard Hanna Rand Realty

  30 Luty Dr, Hyde Park, NY 12538
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  /33

  $479,999

  • 6 Beds
  • 2 Baths
  • 5,016 Sq Ft

  89 S Cherry St, Poughkeepsie, NY 12601

  PRIME 2-FAMILY INVESTMENT offers a Epic Opportunity for passive income or leverage into commercial. This 2-Family investment opportunity is sited on a huge double lot just shy of a quarter of an acre on the south side of Poughkeepsie. Perfect for the Owner Investor who lives in one unit while the rental income pays your mortgage. Unique property features that add value include private off street

  Latanya Frazier Oxford Property Group USA

  89 S Cherry St, Poughkeepsie, NY 12601
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  /17

  $299,000 Open Sat 1PM - 3PM

  • 2 Beds
  • 1.5 Baths
  • 1,455 Sq Ft

  28 Amber Ct, Poughkeepsie, NY 12603

  Welcome to 28 Amber Court – A Charming Townhome in Crystal Glen!Nestled in the desirable Crystal Glen community, this 2bed/1.5bath townhouse offers low-maintenance living just minutes from everything you need. The formal living and dining rooms feature a sliding glass door that opens onto your private patio—ideal for morning coffee. Inside, enjoy the convenience of an in-unit laundry,

  Ginalea Healy K. Fortuna Realty, Inc.

  28 Amber Ct, Poughkeepsie, NY 12603
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  /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 Hudson

  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
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  /30

  $449,000

  • 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
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  /30

  $610,000

  • 6 Beds
  • 3 Baths

  27 Hooker Ave, Poughkeepsie, NY 12601

  Discover the perfect investment opportunity in the heart of Poughkeepsie's Vibrant South Side! This recently renovated 3-unit apartment building offers a turnkey experience for both tenants and investors. Each unit is designed for comfort and functionality, featuring contemporary finishes and ample light ideally located within walking distance to schools, parks, and convenient shopping

  Jennifer Martini K. Fortuna Realty, Inc.

  27 Hooker Ave, Poughkeepsie, NY 12601
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  /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
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  /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
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  /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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  /34

  $619,000

  • 2 Beds
  • 2.5 Baths
  • 1,495 Sq Ft

  146 Sandalwood Ln Unit 54B, Rhinebeck, NY 12572

  Enjoy maintenance-free living in this beautiful condo in "The Gardens". You will love the custom kitchen and wood floors throughout the first floor. The lovely living room has a wood-burning fireplace. The dining room's sliding glass doors lead to a new screened porch where you will want to linger to take in the quiet green meadow all around you. On the second floor you will find the primary

  SUSAN PACIA-PECKMANN BHHS Hudson Valley Properties

  146 Sandalwood Ln Unit 54B, Rhinebeck, NY 12572
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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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  /38

  $299,900

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

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

  Charming Property with PotentialOverviewThis 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.Interior FeaturesNatural Light: The home benefits from ample natural light, enhancing the open feel of the kitchen

  Toni Soule David Bain

  126-128 Christian Hill Rd, Dover Plains, NY 12522
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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 Open Sat 12PM - 2PM

  • 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
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  /18

  $560,000

  • 6 Beds
  • 3 Baths
  • 3,249 Sq Ft

  86 S Hamilton St, Poughkeepsie, NY 12601

  Great find! Three family fully rented. Located on the Southside of Poughkeepsie. All tenants would like to stay. The set up is 2 Bedrooms and 1 bath on each floor. All apartments have gas stoves and refrigerators; Flooring is mixed with some hardwood and laminate. There is only 1 heating system and 1 electric meter. All apartments have baseboard /radiator hot water heat. Separation can be done

  Michelle Ayala BHHS Hudson Valley Properties

  86 S Hamilton St, Poughkeepsie, NY 12601
• 

  

  /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
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  /4

  $100,000

  • Land
  • 1.96 Acres
  • $51,020 per Acre

  0 E Noxon Rd Unit KEY874346, La Grange, NY 12540

  Two parcels side by side totaling 1.96 acres. #135400-6660-00-165190-0000 is in the Town of Union Vale (1.2 acres) and #133400-6660-03-156192-0000 is in the Town of Lagrange (.76 acres). Minutes to the Links at Union Vale, several beautiful parks, the Dutchess Rail Trail and the Taconic State Parkway.

  Jennifer Amicucci

  0 E Noxon Rd Unit KEY874346, La Grange, NY 12540
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  /44

  $725,000

  • 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
• 

  

  /13

  $985,000

  • Land
  • 31 Acres
  • $31,409 per Acre

  TBD Lot #1 New York 308, Rhinebeck, NY

  One minute from the charm of Rhinebeck village, these 30 acres offer a rare blend of openness and intimacy. Rolling pastures give way to wildflower fields and a quiet pond, all bordered by a hush of mature woods. It’s the kind of land that holds space—for slowing down, for dreaming big, for building something that feels like home.Whether you imagine a country retreat, a working homestead, or a

  Jonathan Berry Upstate Down

  TBD Lot #1 New York 308, Rhinebeck, NY
• 

  

  /17

  $135,000

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  6842 U S 9, Rhinebeck, NY 12572

  Welcome to 6842 Route 9 North, Lot #24 – a beautifully updated 2-bedroom, 1-bath mobile home nestled in a peaceful and friendly community in the heart of Rhinebeck. From the moment you walk in, you’ll be greeted by a warm, inviting space that feels like home. Whether you’re starting fresh, downsizing, or looking for an affordable weekend getaway, this gem offers comfort, style, and convenience in

  Beatrice Dorlean-Cornet Redfin Real Estate

  6842 U S 9, Rhinebeck, NY 12572
• 

  

  /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 Open Sun 11AM - 1PM

  • 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
• 

  

  /18

  $325,000

  • 2 Beds
  • 1.5 Baths
  • 1,260 Sq Ft

  2833 Route 9d Unit 4, Poughkeepsie Township, NY 12603

  Spacious 2 Bed, 2 Bath Condo – Over 1,200 Sq FtThis updated 2-bedroom, 2-bath condo offers over 1,200 sq ft of bright, open living space. The modern kitchen features sleek finishes and plenty of storage, flowing into a generous living/dining area. Both bedrooms are well-sized, making this home perfect for comfortable, low-maintenance living.

  MICHAEL SANTARPIA K. Fortuna Realty, Inc.

  2833 Route 9d Unit 4, Poughkeepsie Township, NY 12603

Showing Results 441 - 480, Page 12 of 18