Dutchess County NY 2-Story Homes for Sale

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  /17

  $990,000

  • 4 Beds
  • 3.5 Baths
  • 3,768 Sq Ft

  194 South Rd, Holmes, NY 12531

  Currently being crafted by skilled local builders, this distinguished rocking chair porch Colonial sits gracefully on more than nine private acres, offering an exceptional blend of elegance, comfort, and modern design. Once complete, the home will be bathed in natural light, showcasing gleaming hardwood floors, 9 foot ceilings, and a sophisticated chef’s kitchen appointed with recessed lighting,

  Stacey Cronin Houlihan Lawrence Inc.

  194 South Rd, Holmes, NY 12531
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  /31

  $999,000

  New Construction $251K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,910 Sq Ft

  13 Henry St Unit 1, Beacon, NY 12508

  Welcome home to Beacon’s newest 4 custom built Townhome community. These 4 homes offer 3 Bedrooms & 2 1/2 Baths. Located just 1 block off Main St where there is so much happening with amazing Mountain views, great places to dine & just minutes to the Metro North Station, 1.3 mi & Major Highways. Step into your 1st floor from your front door or attached 1 car garage to find your kitchen & dining

  Michele Rios BHHS Hudson Valley Properties

  13 Henry St Unit 1, Beacon, NY 12508
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  /51

  $730,000

  • 5 Beds
  • 4 Baths
  • 3,444 Sq Ft

  12 S Parsonage St, Rhinebeck, NY 12572

  CLOSE TO THE VILLAGE OF RHINEBECK! RHINEBECK INVESTMENT OPPORTUNITY! Rare three family rental property in the Village of Rhinebeck! Fully occupied by long term tenants. Washer and Dryer in every unit! Separate electric meters. This three-family home in the charming Village of Rhinebeck presents a fantastic investment opportunity. Located in a quiet, neighborhood with a park directly across the

  Robyn Tricinelli Century 21 Alliance

  12 S Parsonage St, Rhinebeck, NY 12572
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  /24

  $320,000

  • 1 Bed
  • 1.5 Baths
  • 1,044 Sq Ft

  49 Aveonis Ct, Fishkill, NY 12524

  Ready for a 55+ community? Well, here's your new home. Nothing to do but pack your bags and move in. The community is well maintained and provides a tranquil, quiet setting, while being close to all the amenities the Hudson Valley has to offer...shopping, gyms, entertainment, dining out, and historical sites a short drive away. Want to stay home? OK, you will be happy here in this beautifully

  Donna Tiffany Exit Realty Connections

  49 Aveonis Ct, Fishkill, NY 12524
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  /25

  $349,000

  • 2 Beds
  • 2.5 Baths
  • 1,440 Sq Ft

  2304 Magnolia Walk, Poughkeepsie, NY 12603

  Beautiful, well-maintained 2-bedroom, 2.5-bath townhouse-style condominium located in the highly sought-after Fox Hill community. Conveniently situated in Poughkeepsie, just minutes from shops, restaurants, grocery stores, Vassar College, and all that the Arlington area has to offer. The main level features an open-concept kitchen and dining area, a laundry area, an updated half bath, and a

  Dave Longbard KW MidHudson

  2304 Magnolia Walk, Poughkeepsie, NY 12603
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  /37

  $1,395,000

  $105K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,068 Sq Ft

  3311 Franklin Ave, Millbrook, NY 12545

  A Rare Village Gem in the Heart of Millbrook Don’t miss this exceptional opportunity to own a beautifully maintained and thoughtfully updated home on 0.21-acres in the heart of the charming Village of Millbrook. Perfectly positioned just steps from shops, restaurants, and local galleries, this 2,132+ sq. ft. residence blends historic character with modern comfort. A unique feature of the property

  Ann Stettner Neil Charles Real Estate, LLC

  3311 Franklin Ave, Millbrook, NY 12545
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  /26

  $1,950,000

  • 3 Beds
  • 1 Bath
  • 1,482 Sq Ft

  21-23 Tinker Town Rd, Dover Plains, NY 12522

  A few minutes east of Route 22 on the Dover/Millbrook border in the municipality of Washington, sits 109+ acres of picturesque countryside. Used prior as a dairy farm, this exceptional offering presents a rare opportunity to bring your farming lifestyle dreams to life, or an equestrian property. Comprised of 4 distinct parcels totaling 109+ acres, the property blends open fields, wooded

  Brian McGrath McGrath Realty Inc

  21-23 Tinker Town Rd, Dover Plains, NY 12522
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  /30

  $474,444

  $25K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,658 Sq Ft

  50 Dogwood Rd, Hopewell Junction, NY 12533

  This unique contemporary-style home is ideally located in the highly sought-after Little Switzerland subdivision. It features beautiful hardwood floors throughout, wood-burning fireplaces on three levels, and private balconies off three bedrooms. Additional highlights include an in-ground pool (used last season), a two-car garage, and panoramic views. The property is being sold AS-IS — bring your

  Bethzaida Catalano Exit Realty Connections

  50 Dogwood Rd, Hopewell Junction, NY 12533
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  /33

  $625,000

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft

  291 Clinton Corners Rd, Clinton Corners, NY 12514

  Located in scenic Dutchess County, this lovely 2.9 acres is the setting for this 2400+ square foot home that offers attractive living spaces and wonderful natural light. The comfortable interior boasts a spacious eat-in kitchen, a dining room, a family room, a living room, four bedrooms, and two and a half bathrooms. Twin double windows throughout offer great natural light, the key to making the

  Susan Whalen George T Whalen Real Estate

  291 Clinton Corners Rd, Clinton Corners, NY 12514
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  /27

  $979,000

  New Construction $221K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,853 Sq Ft

  15 Henry St Unit 2, Beacon, NY 12508

  Welcome home to Beacon’s newest 4 custom built Townhome community. These 4 homes offer 3 Bedrooms & 2 1/2 Baths. Located just 1 block off Main St where there is so much happening with amazing Mountain views, great places to dine & just minutes to the Metro North Station, 1.3 mi & Major Highways. Step into your 1st floor from your front door or attached 1 car garage to find your kitchen & dining

  Michele Rios BHHS Hudson Valley Properties

  15 Henry St Unit 2, Beacon, NY 12508
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  /37

  $649,000

  • 3 Beds
  • 2.5 Baths
  • 2,356 Sq Ft

  6 King Rd, Hopewell Junction, NY 12533

  Attention Mid Century Modern Lovers! This is the gorgeous, expansive Mid Century Ranch you've been dreaming of. Walk into the stone entry way with custom oak double doors. The elevated charm and detail transports you into the sunken Living Room with show stopping double sided fireplace. Immaculate hardwood floors throughout lead you to the Formal Dining Room, large bay windows bathe the room in

  Chelsea Pollard-Seiler Mondello Upstate Properties

  6 King Rd, Hopewell Junction, NY 12533
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  /33

  $3,000,000

  • 3 Beds
  • 4.5 Baths
  • 3,623 Sq Ft

  237 Pumpkin Ln, Clinton Corners, NY 12514

  Rolling Hill Manor is set on 20 secluded acres and invisible from every neighboring property, the manor’s stucco exterior, arched doorways, and newly refinished cherry hardwood floors announce an elegant and stunning European and modern sensibility that carries through every room. A black and white porcelain paver front stoop leads to the welcoming foyer and into the grand great room — the

  Rachel Hyman-Rouse Rouse + Co Real Estate LLC

  237 Pumpkin Ln, Clinton Corners, NY 12514
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  /39

  $719,500

  • 4 Beds
  • 2.5 Baths
  • 3,264 Sq Ft

  411 Vassar Place, Fishkill, NY 12524

  Beautiful contemporary colonial set on a tree-lined property in the desirable Van Wyck Glen community in Fishkill. This property offers single-family style living with the ease of condominium ownership and low-maintenance convenience. A dramatic two-story foyer welcomes you to well-appointed living spaces highlighted by custom moldings, tray ceilings, crown molding, and thoughtfully designs

  TINA TOWNSEND BHHS Hudson Valley Properties

  411 Vassar Place, Fishkill, NY 12524
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  /23

  $499,925

  • 3 Beds
  • 2 Baths
  • 1,392 Sq Ft

  5 Meadows Ct, Clinton, NY 12580

  Take a look at this beautiful 2392 square foot flat ranch already outfitted with a wheel chair ramp. This home is located on corner lot of level land easy to maintain plus its on a dead end road. This home has an updated kitchen, nice dining area, very bright rear sunroom with access to fenced in yard with an acreage of 1.2. This home offers 2 full baths, 3 bedrooms, spacious living room,

  Patricia Cannizzaro CENTURY 21 ALLIANCE REALTY GROUP

  5 Meadows Ct, Clinton, NY 12580
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  /45

  $850,000

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

  161 Pleasant Ridge Rd, Poughquag, NY 12570

  Beautifully perched high on a scenic road in the Town of Beekman, this home offers the warmth and comfort of country living, with panoramic views of distant hills. Inside, the expansive, open and airy floor plan and large windows invite the outside in. A thoughtfully appointed kitchen with dining area flows seamlessly into a generous living area anchored by beautiful windows and a gas fireplace.

  Susan Whalen George T Whalen Real Estate

  161 Pleasant Ridge Rd, Poughquag, NY 12570
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  /24

  $600,000

  Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,012 Sq Ft

  26 Kendell Dr, Wappingers Falls, NY 12590

  Welcome to 26 Kendell Drive in Wappingers Falls — a spacious and well-maintained 4-bedroom, 2.5-bath bi-level offering comfort, functionality, and great space for everyday living and entertaining. Step inside to a bright, inviting layout with a comfortable living area that flows nicely into the kitchen, featuring sleek countertops, stainless steel appliances, and ample cabinet space. The home

  Kerri Stretch Howard Hanna Rand Realty

  26 Kendell Dr, Wappingers Falls, NY 12590
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  /18

  $569,000

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

  21 Ohandley Dr, Amenia, NY 12501

  Where luxury meets tranquility. Set in a charming small town setting, this home captivates with its open layout, generously scaled bedrooms, and a luminous lower level retreat with full bath. Premium finishes -- from hardwood floors to silestone counters -- pair beautifully with a wraparound deck overlooking lush grounds ideal for gardens, gatherings, or quiet reflection. A rare opportunity to

  Larry Havens Havens Real Estate

  21 Ohandley Dr, Amenia, NY 12501
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  /27

  $439,900

  • 3 Beds
  • 1 Bath
  • 1,032 Sq Ft

  12 Julie Dr, Hopewell Junction, NY 12533

  Sweet, Charming, Cozy, Private and Tranquil best describe this Ranch Home nestled on a quiet Road in one of Hopewells most sought after neighborhoods. This well card for 3 bedroom, 1 bath home offers hardwood floors throughout a gas fireplace, a well designed kichen and dinning area which opens directly into a wonderful Sunroom which looks over the fenced private backyard. There are 3 nice sized

  Brian Woolsey BHHS Hudson Valley Properties

  12 Julie Dr, Hopewell Junction, NY 12533
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  /8

  $1,250,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,196 Sq Ft

  43 Maple Hill Dr, Millbrook, NY 12545

  New home under construction featuring a primary bedroom on the first level, high-end finishes, and exceptional attention to detail throughout. A two-story foyer with arched entry welcomes you to the formal living room, dining room, and the seamlessly connected kitchen and family room. Beautiful white oak flooring spans the entire first level, and the thoughtfully designed layout provides the

  TINA TOWNSEND BHHS Hudson Valley Properties

  43 Maple Hill Dr, Millbrook, NY 12545
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  /36

  $715,000

  • 3 Beds
  • 3.5 Baths
  • 3,629 Sq Ft

  921 W Dover Rd, Pawling, NY 12564

  A One-of-a-Kind Custom Ranch on Nearly 4 Private Acres. Discover exceptional space, quality, and versatility in this expansive custom-built 3+ bedroom ranch, perfectly tucked away in a serene country setting. Designed for comfort and flexibility, this home is ideal for extended family living, multi-generational needs, or a spacious mother-daughter layout. The main floor offers true single-level

  Joyce Brennan-Zolnik BHHS Hudson Valley Properties

  921 W Dover Rd, Pawling, NY 12564
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  /31

  $585,000

  • 2 Beds
  • 1 Bath
  • 2,180 Sq Ft

  34 N Maple Ave, Millerton, NY 12546

  Architecturally striking and situated on 1.1 acres, this 2 bedroom home features soaring ceilings, open living spaces, and exceptional indoor-outdoor flow. Highlights include an updated kitchen, a wood-burning fireplace, and a double-deck screened porch. In addition to the two bedrooms, the upper level offers a versatile loft-style room with French doors and treetop views, ideal for use as a

  Lita Ramos Elyse Harney Real Estate, LLC

  34 N Maple Ave, Millerton, NY 12546
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  /43

  $779,000

  Open Sat 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  32 Dutchess Terrace, Beacon, NY 12508

  Welcome to 32 Dutchess Terrace — a fully renovated Beacon gem just moments from vibrant Main Street. This stunning home has been completely transformed with bold modern design, high-end finishes, and timeless character throughout. From the striking black-and-white exterior to the designer interior details, every inch has been thoughtfully curated. Highlights include refinished dark hardwood

  Ilknur Kimmel Compass Greater NY, LLC

  32 Dutchess Terrace, Beacon, NY 12508
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  /41

  $1,150,000

  • 4 Beds
  • 3 Baths
  • 4,300 Sq Ft

  129 Clinton Corners Rd, Salt Point, NY 12578

  Set behind a sweeping driveway canopied by pear trees in bloom, this extraordinary post-and-beam contemporary is a study in what privacy truly looks like — 18.5 acres of curated landscape, forest trails, and open sky, ten minutes from the Taconic State Parkway. The architecture announces itself immediately: soaring 25-foot cathedral ceilings, a commanding central stone fireplace, and grand

  Ryan Arket Compass Greater NY, LLC

  129 Clinton Corners Rd, Salt Point, NY 12578
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  /36

  $675,000

  Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,440 Sq Ft

  34 Alta Dr, Wappingers Falls, NY 12590

  Welcome to effortless living in the heart of Wappingers Falls. This beautifully maintained end unit townhome offers the perfect blend of comfort, space, and low maintenance convenience within a desirable HOA community. Enjoy an open and airy layout featuring cathedral ceilings, a formal dining room, hardwood floors, and a bright living area centered around a cozy gas fireplace. The kitchen is

  Eva Casoria eXp Realty

  34 Alta Dr, Wappingers Falls, NY 12590
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  /37

  $795,000

  • 4 Beds
  • 2.5 Baths
  • 3,019 Sq Ft

  41 Meddaugh Rd, Pleasant Valley, NY 12569

  41 Meddaugh Road is sited on 1.84 acres set back from the road and has been extensively renovated through a comprehensive ground-up transformation. Nearly all major systems, structural components, and finishes were replaced or upgraded during this full gut renovation, where everything from the studs inward was redone and the home’s exterior systems were completely updated, resulting in a move-in

  Kyle Irwin Corcoran Country Living

  41 Meddaugh Rd, Pleasant Valley, NY 12569
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  /16

  $2,385,000

  • 4 Beds
  • 3.5 Baths
  • 3,127 Sq Ft

  "Arc House" Bulls Head Rd, Clinton Corners, NY 12514

  Arc House, conceived by Palette Architecture, is a refined exploration of balance - where modern form meets the quiet beauty of nature. Designed as a to-be-built retreat for the post-urban lifestyle, this home blends architectural precision with a warm, elemental materiality, offering a deeply restorative escape just moments from the Taconic Parkway and the cultural heart of the Hudson Valley.

  Sean Eidle BHHS Hudson Valley Properties

  "Arc House" Bulls Head Rd, Clinton Corners, NY 12514
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  /50

  $2,500,000

  • 4 Beds
  • 5.5 Baths
  • 4,960 Sq Ft

  163 Hapeman Hill Rd, Red Hook, NY 12571

  Nestled in the heart of the Hudson Valley, this exceptional custom-built compound offers a rare blend of elegance, privacy, and ease. Set on 3.15 acres of beautifully landscaped grounds, the property unfolds as a true retreat—featuring a main residence with a heated three-car attached garage, a legal guest house, a commercial-sized detached garage, a heated in-ground pool, pool pavilion, and

  Sean Eidle BHHS Hudson Valley Properties

  163 Hapeman Hill Rd, Red Hook, NY 12571
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  /46

  $1,495,000

  • 4 Beds
  • 3 Baths
  • 3,228 Sq Ft

  508 Woodstock Rd, Millbrook, NY 12545

  Set along a country road just beyond the Village of Millbrook, this cedar-sided traditional overlooks a serene, spring-fed pond and unfolds across 23 acres of rolling fields, mature trees, and thoughtfully kept grounds. The setting feels both expansive and private, with long views and a true sense of escape. The 3,200+ square foot home offers a spacious and flexible layout, with four bedrooms,

  OLIVER BROWN Houlihan Lawrence Inc.

  508 Woodstock Rd, Millbrook, NY 12545
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  /31

  $385,000

  • 2 Beds
  • 2.5 Baths
  • 1,286 Sq Ft

  29 Aveonis Ct, Fishkill, NY 12524

  Beautifully maintained 2-bedroom townhouse in the highly sought-after Aveonis 55+ community. This bright end unit offers an open-concept layout with gleaming hardwood floors and abundant natural light throughout. The updated kitchen features stainless steel appliances, quartz countertops, a stylish tile backsplash, and new tile flooring. Start your day on the covered front porch, or unwind on the

  Jeanne Burke BHHS Hudson Valley Properties

  29 Aveonis Ct, Fishkill, NY 12524
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  /44

  $749,000

  • 4 Beds
  • 2.5 Baths
  • 2,798 Sq Ft

  137 Blue Hill Rd, Hopewell Junction, NY 12533

  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

  Dvora E. Price eXp Realty

  137 Blue Hill Rd, Hopewell Junction, NY 12533
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  /23

  $269,999

  $10K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,050 Sq Ft

  50 Sterling St Unit 50, Beacon, NY 12508

  Welcome to Rombout Village in the heart of the Hudson Valley, a prime location! This charming 2-bedroom, 1.5-bath home, 1,050 sq. ft., is a ground-floor unit for easy access & convenience. Primary bedroom has 1/2 bath & walk-in closet. Interior updates within the past 3 years: Stainless steel kitchen appliances, water heater, & new bathroom vanities. LVP flooring. Floor plan offers a spacious

  Nancy McCann Exit Realty Connections

  50 Sterling St Unit 50, Beacon, NY 12508
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  /29

  $535,000

  Open Sun 9:30AM - 11AM

  • 3 Beds
  • 2 Baths
  • 1,872 Sq Ft

  15 S Maple Ave, Millerton, NY 12546

  Village Streamside Colonial Set alongside the picturesque Kelsey Creek in the heart of the village, this charming circa-1885 Colonial seamlessly blends historic character with thoughtful updates and beautifully designed outdoor spaces. Offering 3 bedrooms and 2 full baths, the home is filled with warmth, natural light, and timeless details throughout. The renovated kitchen, with high-end range

  Lita Ramos Elyse Harney Real Estate, LLC

  15 S Maple Ave, Millerton, NY 12546
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  /24

  $489,000

  • 2 Beds
  • 1 Bath
  • 1,052 Sq Ft

  106 Broadway, Hopewell Junction, NY 12533

  Welcome to this charming, updated storybook Tudor located in the desirable Lomala community. Meaning “vacation place” in Finnish, Lomala was founded in 1926 by Finnish immigrants seeking a peaceful escape from the confines of New York City.The current owners have paid exceptional attention to detail throughout the home’s updates, thoughtfully preserving the character and timeless charm of its

  EILEEN FESKO BHHS Hudson Valley Properties

  106 Broadway, Hopewell Junction, NY 12533
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  /35

  $625,000

  • 3 Beds
  • 2.5 Baths
  • 2,480 Sq Ft

  50 Horseshoe Rd, Millbrook, NY 12545

  Welcome to this Contemporary Raised Ranch set on 1.52 acres in the Millbrook area, just minutes to the Village. Offering 2,480 finished square feet, the home has been thoughtfully updated to combine modern finishes with a practical, well-designed layout that flows with ease. The main level features a bright, inviting living area enhanced by a fresh coat of paint throughout, an updated kitchen

  STEVEN WROBEL JR. Serhant LLC

  50 Horseshoe Rd, Millbrook, NY 12545
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  /24

  $349,900

  • 2 Beds
  • 1 Bath
  • 1,071 Sq Ft

  7 Loudon Dr Unit 8, Fishkill, NY 12524

  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

  Kelly Campbell Century 21 Alliance Rlty Group

  7 Loudon Dr Unit 8, Fishkill, NY 12524
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  /45

  $680,000

  • 4 Beds
  • 3 Baths
  • 3,513 Sq Ft

  5 Genung Ct, Hopewell Junction, NY 12533

  Beautiful modern home in a prime East Fishkill location offering a perfect blend of style, space, and comfort. This stunning residence is filled with natural light from an abundance of windows that showcase serene views of nature. A grand, eclectic entry sets the tone, leading into an impressive living room with oversized windows and a fireplace. The elegant dining room features a wall of sliders

  Nicole Porter

  5 Genung Ct, Hopewell Junction, NY 12533
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  /32

  $250,000

  • 2 Beds
  • 1.5 Baths
  • 1,050 Sq Ft

  113 Sterling St Unit 113, Beacon, NY 12508

  This Lovely 2-Bedroom Co-op can be found in the wooded, parklike Country Club setting of Rombout Village. Offering one-Level Living at it's finest, with private entry, Galley Kitchen into Dining Room, and Large Living Room with Sliding Glass Doors to private Deck facing woods. Spacious 2-Bedrooms, Primary Bedroom with private Bath, 2nd large Bedroom, full Guest Bath, central air and great

  Crystal De Raffele RE/MAX Town & Country

  113 Sterling St Unit 113, Beacon, NY 12508
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  /47

  $549,000

  $50K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,212 Sq Ft

  2146 Route 55, Lagrangeville, NY 12540

  Tucked away up a 1200 foot long driveway, you'll find a 3-4 bedroom colonial, located within the Arlington school district. As you enter, you have a large mudroom/entry for all you winter coats, boots and shoes. This home features hardwood floors throughout and an open concept living area. Dining area with pellet stove to help with those chilly nights. Office/den located on 1st floor. Upstairs

  Kim Conklin KW MidHudson

  2146 Route 55, Lagrangeville, NY 12540
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  /28

  $2,850,000

  • 3 Beds
  • 3.5 Baths
  • 3,952 Sq Ft

  457 Round Lake Rd, Rhinebeck, NY 12572

  Milan Hall Farm circa 1750Truly exceptional. Completely private.Set across 87 acres of open field and quiet forest, Milan Hall Farm unfolds as a rare Hudson Valley offering--where land, history, and thoughtful stewardship meet.A winding stream and natural waterfall trace the landscape, alongside a private 1.3 mile walking trail through the woods, all bordered by enduring stone walls

  SHERI SCEROLER Four Seasons Sotheby's Int.

  457 Round Lake Rd, Rhinebeck, NY 12572

Showing Results 121 - 159, Page 4 of 4