Dutchess County NY Homes under $500,000

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  /45

  $499,000

  • 2 Beds
  • 2 Baths
  • 1,518 Sq Ft

  26 Carter Rd, Pleasant Valley, NY 12569

  Welcome to 26 Carter Rd, Pleasant Valley! Nestled on 3.5 private acres, this versatile 2-bedroom home lives like a 3, offering a flexible third room perfect for an office, guest space, or hobby area. Enjoy 2 full baths and a stunning, oversized gourmet kitchen featuring quartz countertops—ideal for chefs and entertainers alike. Experience the best of country living with space, privacy, and modern

  Shawn Pitcher KFortuna All Aspects Realty

  26 Carter Rd, Pleasant Valley, NY 12569
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  /40

  $500,000

  • 4 Beds
  • 2.5 Baths
  • 3,101 Sq Ft

  67 Davis Ave, Poughkeepsie, NY 12603

  Unique multi residence property located in Arlington Town Center. Property features 3 bedroom, 1.5 bath brick tudor & 1 bedroom,1 bath cedar sided ranch. Main house includes kitchen w/granite counters & stainless appliances, formal dining room, living room w/fireplace, first floor bedroom & powder room. Second floor includes two well proportioned bedrooms & full bathroom. Central a/c plus heat

  Dan Axtmann BHHS Hudson Valley Properties

  67 Davis Ave, Poughkeepsie, NY 12603
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  /20

  $485,000

  • 4 Beds
  • 2.5 Baths
  • 2,016 Sq Ft

  107 Marshall Rd, Salt Point, NY 12578

  Welcome to 107 Marshall Road, a beautifully updated colonial nestled on just under one acre in the quiet hamlet of Salt Point. Originally built in 1960 and thoughtfully restored in recent years, this four-bedroom, two-and-a-half-bath home blends classic charm with modern upgrades. Step inside to find a spacious, light-filled interior featuring a cozy living room with a fireplace, and a functional

  Richard Brenner Rich Brenner Realty, LLC

  107 Marshall Rd, Salt Point, NY 12578
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  /14

  $419,000

  • 4 Beds
  • 2 Baths
  • 2,085 Sq Ft

  11 Seaman Rd, Stormville, NY 12582

  Calling all astute investors and skilled contractors! Discover your next lucrative project in this tranquil Stormville location. This 2-family residence, while needing updates, presents an exceptional opportunity to build equity and generate strong returns. Its serene surroundings combined with ultra-convenient access to the Taconic make it a highly desirable candidate for a transformative

  Helen Schweitzer Helen Schweitzer Realty, LLC

  11 Seaman Rd, Stormville, NY 12582
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  /22

  $419,000

  • 3 Beds
  • 2 Baths
  • 1,302 Sq Ft

  18 Amherst Rd, Red Hook, NY 12571

  Owner says SELL!!!Set in the heart of the Beautiful Village of Red Hook this home is close to everything and has been lived in and loved for years. With many updates and additions this 5 bedroom home is priced to sell quickly. Private 1st floor main bedroom with ensuite bathroom plus 2 more bedrooms and another full bath on the first floor. Downstairs has been fully finished with a

  MARIE MONROE BHHS Hudson Valley Properties

  18 Amherst Rd, Red Hook, NY 12571
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  /50

  $419,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,500 Sq Ft

  44 Hurlihe St, Poughkeepsie, NY 12601

  Where Riverfront Serenity Meets City-Smart Convenience in a True Turnkey Unit. Start every morning with coffee on your private deck, watching the sun rise over the Hudson as boats glide past and the river sparkles. Then—if you must- stroll less than 3 blocks to the Metro North station and be in Grand Central before your second cup.This rare, fully turnkey end unit offers front row river

  Leigh Bahnatka BHHS Hudson Valley Properties

  44 Hurlihe St, Poughkeepsie, NY 12601
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  /29

  $479,900

  • 4 Beds
  • 3 Baths
  • 2,128 Sq Ft

  1501-1505 New York 9g, Hyde Park, NY 12538

  Multi-Unit Opportunity on 3.2 Acres – Live, Rent, or Invest. This rare offering features three separate homes on a spacious 3.2-acre lot, making it a smart investment or ideal live and rent setup. The main house is a charming 2-bedroom, 1-bath residence, perfect as an owner’s unit or primary rental. A cozy 1-bedroom, 1-bath cottage adds flexibility for guests or tenants. The third structure is a

  STEVEN WROBEL JR. Serhant LLC

  1501-1505 New York 9g, Hyde Park, NY 12538
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  /26

  $437,000 Open Sat 12PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,034 Sq Ft

  37 Friendly Way, Stormville, NY 12582

  This pleasant, three-bedroom ranch sits unassuming on a green and level 1.29 acres in the midst of a peaceful neighborhood perfect for morning or weekend walks amid sycamore and pine, rabbits and goldfinch, and yes, even a proverbial "babbling" brook nearby. It is an easy home to maintain and weathers all climates well. All generations, from urban and rural areas, have enjoyed the placid verdant

  David White Owner Entry.com

  37 Friendly Way, Stormville, NY 12582
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  /39

  $475,000

  • 3 Beds
  • 1.5 Baths
  • 2,042 Sq Ft

  147 Lime Ridge Rd, Poughquag, NY 12570

  Charming Stone Dutch Colonial on 1.3 Private AcresThis beautifully renovated 3 bedroom 1.5 bath Dutch Colonial blends timeless character with modern updates. Set on 1.3 private, level acres, the home features a new roof, siding, windows, and updated electric. Step inside to find gleaming hardwood floors throughout, a brand-new kitchen, and an updated bathroom that offer both style and

  Blake Michaud Serhant LLC

  147 Lime Ridge Rd, Poughquag, NY 12570
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  /9

  $499,000

  • Land
  • 1.91 Acres
  • $261,257 per Acre

  Lot 3 Chelsea Rd, Wappingers Fl, NY 12590

  Chelsea Retreat – Where Quiet Luxury Meets the Hudson Chelsea Retreat is a distinctive subdivision of luxury homes, designed to elevate your everyday life. Whether you're seeking a serene full-time residence or an elegant weekend escape, luxury awaits you. Set along the majestic Hudson River, Chelsea Retreat offers access to peaceful water views, scenic nature trails, and wooded

  Michael Lund Corcoran Country Living

  Lot 3 Chelsea Rd, Wappingers Fl, NY 12590
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  /41

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,866 Sq Ft

  20 W Clove Mountain Rd, Lagrangeville, NY 12540

  Welcome to 20 W Clove Mountain Road, where the dream of homeownership becomes an achievable reality. Set on a stunning 1.3-acre lot in the Arlington School District, this property offers something that’s become incredibly rare: space, privacy, and long-term potential—all at a price that makes sense.The home itself is a classic 3-bedroom, 2-bath raised ranch that’s ready for your vision.

  Alex Mashkin Keller Williams Realty Partner

  20 W Clove Mountain Rd, Lagrangeville, NY 12540
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  /44

  $439,900

  • 2 Beds
  • 2.5 Baths
  • 1,424 Sq Ft

  42 Prestwick Ct, Poughkeepsie, NY 12603

  Pride of ownership shines in this beautifully remodeled (2022) townhome, located in the highly coveted Stonebridge community. With 2 bedrooms and 2.5 baths, this home offers refined living, thoughtfully designed spaces and exceptional attention to detail throughout. A welcoming entryway leads to an airy and sun-filled first floor. Taking center stage is a stunning and sleek eat-in kitchen with

  Jennifer Amicucci

  42 Prestwick Ct, Poughkeepsie, NY 12603
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  /35

  $450,000

  • 2 Beds
  • 2 Baths
  • 1,425 Sq Ft

  9 Lakeside Dr, Rhinebeck, NY 12572

  Charming Cape Cod Cottage with Private Round Lake Access! Nestled on 2 secluded acres, this well-maintained Cape Cod-style cottage offers 1,425 sq ft of inviting living space and exclusive access to pristine Round Lake—a non-motorized lake ideal for swimming, fishing, canoeing, paddle boarding, and kayaking. The main level features a spacious living room, a sunny kitchen with a dinette area, two

  Sean Eidle BHHS Hudson Valley Properties

  9 Lakeside Dr, Rhinebeck, NY 12572
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  /43

  $499,900

  • 4 Beds
  • 2 Baths
  • 1,400 Sq Ft

  198 Washington Ave, Beacon, NY 12508

  Delightful 4-bedroom, 2-bathroom Cape Cod-style home nestled in the vibrant and sought after community of Beacon, NY. This home offers the perfect blend of timeless character, modern convenience, and an unbeatable location just minutes from Main Street, Memorial Park, and the Metro-North station making it an ideal choice for discerning home buyers seeking comfort, classic charm, and a touch of

  Robert Villone RE/MAX Classic Realty

  198 Washington Ave, Beacon, NY 12508
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  /26

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 2,450 Sq Ft

  6204 High Ridge Ct, Wappingers Falls, NY 12590

  Modern 3 bed, 2.5 bath townhouse in a sought after community just outside the vibrant city of Beacon. This sun filled home features a sleek design, finished basement, and a one-car garage. Enjoy top notch amenities including a pool, basketball court, and clubhouse. Conveniently located near the Beacon train station, I-84, and the NY State Thruway, ideal for commuters and weekend getaways.

  Jason Lysack K. Fortuna Realty, Inc.

  6204 High Ridge Ct, Wappingers Falls, NY 12590
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  /35

  $499,999

  • 3 Beds
  • 1.5 Baths
  • 1,762 Sq Ft

  11 Boxwood Close, Hopewell Junction, NY 12533

  Welcome to 11 Boxwood Close, Nestled in the heart of Hopewell Junction. This charming Ranch home boast 3 bedrooms, 1.5 baths, family room with fireplace, patio, and 2 car garage on a quiet cul-de sac come with all the bells and whistles . Metal Roof (2019), Central AC, Hardwood Flooring, and many more. Fabulous kitchen with all new stainless steel appliances, Quartz counter top with double

  Warren Shelley Reliable Realty Group

  11 Boxwood Close, Hopewell Junction, NY 12533
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  /19

  $439,000

  • 3 Beds
  • 1.5 Baths
  • 1,504 Sq Ft

  76 All Angels Hill Rd, Wappingers Falls, NY 12590

  Full of natural light and flow, this charming 3-bedroom Wappingers Falls ranch is where location, layout, and livability all come together, a must-see home offering comfort and charm.You're welcomed into the home through the dining room, which connects seamlessly to the kitchen and spacious living room through open pass throughs- creating a connected, family friendly layout while

  NICHOLAS KILLMER BHHS Hudson Valley Properties

  76 All Angels Hill Rd, Wappingers Falls, NY 12590
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  /37

  $429,000

  • 3 Beds
  • 1.5 Baths
  • 1,828 Sq Ft

  111 S Hamilton St, Poughkeepsie, NY 12601

  Welcome to this charming, beautiful home...originally restored in 2017. This residence features esquisite Slavonian oak floor at entrance and elegant picture (gold leaf) wall molding in both formal living room and dining rooms.Pocket doors gracefully separate the rooms.The heart of the home is a stunning beamed kitchen, complete with butler's pantry and sophisticated Carrara marble flooring.

  GIOCONDA RUGGERIO

  111 S Hamilton St, Poughkeepsie, NY 12601
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  /39

  $500,000

  • 4 Beds
  • 2 Baths
  • 2,404 Sq Ft

  16 Bushwick Rd, Poughkeepsie, NY 12603

  Located in the Town of LaGrange and within the Arlington School District—just minutes from the district’s high school, middle school, and elementary school—this updated 4-bedroom, 2-bathroom home offers over 2,400 square feet of versatile living space, including a legal accessory apartment that adds flexibility for how you live, work, or host. The main level spans approximately 1,500 square feet

  Jake Garay Serhant LLC

  16 Bushwick Rd, Poughkeepsie, NY 12603
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  /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
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  /22

  $455,000

  • 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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  /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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  /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
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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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  /29

  $495,000 Open Sun 11AM - 2PM

  • 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
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  /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
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  /31

  $455,000

  • 3 Beds
  • 2 Baths
  • 2,052 Sq Ft

  287 Norton Rd, Red Hook, NY 12571

  Discover the perfect blend of comfort and seclusion in this charming 3- bedroom, 2-bath ranch, ideally set on a private, wooded lot with a picturesque pond. This home welcomes you with an open and airy floor plan, featuring a spacious living area filled with natural light and views of the surrounding landscape. Whether you're looking for a year-round residence or a serene weekend retreat, this

  Amanda Wilcox eXp Realty

  287 Norton Rd, Red Hook, NY 12571
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  /40

  $459,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 1.5 Baths
  • 1,376 Sq Ft

  44 Vanderburgh Rd, Poughquag, NY 12570

  Welcome to this tastefully renovated 2-bedroom townhouse nestled in the highly sought-after Dalton Farm community. The main level features an inviting, light-filled layout that flows seamlessly from room to room. The dining area opens through sliding glass doors to a spacious deck overlooking a serene and scenic shared backyard—perfect for relaxing or entertaining. Recent upgrades include a

  Phil Risi KW MidHudson

  44 Vanderburgh Rd, Poughquag, NY 12570
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  /6

  $409,000

  • Land
  • 111 Acres
  • $3,685 per Acre

  0 New York 82, Germantown, NY

  Large parcel with frontage on 3 roads for estate, recreation and/or subdivision. Convenient to Taconic Parkway, Hudson, Twin Lakes and Dutchess County.

  David Birch Barns and Farms Realty LLC

  0 New York 82, Germantown, NY
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  /45

  $450,000

  • 3 Beds
  • 2.5 Baths
  • 1,801 Sq Ft

  5705 Boulder Way, Wappingers Falls, NY 12590

  Nestled in the sought-after Holly Ridge subdivision of West Fishkill, this charming three-bedroom, two-and-a-half-bathroom townhouse offers approximately 1,800 sq. ft. of thoughtfully designed living space, complemented by a substantial unfinished walk-out lower level, perfect for customization into a recreation room, home office, gym, or workshop.Enter to a welcoming main floor optimized

  Ryan Sylvestri RE/MAX Town & Country

  5705 Boulder Way, Wappingers Falls, NY 12590
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  /36

  $475,000

  • 3 Beds
  • 1 Bath
  • 1,906 Sq Ft

  8 Townsend Blvd, Poughkeepsie, NY 12603

  This adorable 3-bedroom, 1-bath Colonial offers 1,906 sq ft of living space on a beautifully level 0.46-acre lot. Step onto the inviting front porch—just waiting for a pair of rocking chairs. Inside, living room with french doors leading to the dining room with sliding doors that opens to the backyard with garden space—perfect for relaxing or entertaining. . A spacious eat-in kitchen featuring

  Howard Payson RE/MAX Town & Country

  8 Townsend Blvd, Poughkeepsie, NY 12603
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  /37

  $449,000

  • 3 Beds
  • 1.5 Baths
  • 1,680 Sq Ft

  36 Elm St, Pawling, NY 12564

  A historic Village Colonial on a quiet street, is a delight to show. Immaculate, well maintained & updated. Downstairs, a formal living room with a gas stove fireplace & bay windows, a formal dining room with built ins for storage, an office with closets & shelves for storage, a foyer, hardwood floors, a stunning eat in chef's kitchen with stone counters, stainless appliances, a big closet &

  Gillian Stewart Gillian Stewart Real Estate

  36 Elm St, Pawling, NY 12564
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  /33

  $499,000

  • 3 Beds
  • 3 Baths
  • 1,675 Sq Ft

  1345 Route 82, Hopewell Junction, NY 12533

  Tucked away on 3.5 acres of park-like property (possibly sub-dividable) in Hopewell Junction, this beautifully updated Ranch-style is cozy yet spacious featuring 3 bedrooms, 2 full baths, bright, open floor plan, and a flexible lower-level with plenty of storage - Perfect opportunity for first-time home buyers or those looking to downsize to one-level living! Convenient municipal water, central

  Susan Stevens BHHS Hudson Valley Properties

  1345 Route 82, Hopewell Junction, NY 12533
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  /16

  $419,999

  • 3 Beds
  • 1.5 Baths
  • 1,729 Sq Ft

  765 Wolcott Ave, Beacon, NY 12508

  Welcome to your Beacon retreat—nestled just a short walk from Mount Beacon and the Metro-North train. Inside, the heart of the home is a warm, open kitchen and dining area that flows into a sunlit family room with sweeping views, with 3 bedrooms and 1 bath. Upstairs, the space offers two inviting, flexible bonus rooms—ideal for a home office, playroom, or guest space —along with a half bath.

  TIMOTHY TURNER Keller Williams Hudson Valley

  765 Wolcott Ave, Beacon, NY 12508
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  /17

  $490,000

  • 6 Beds
  • 3 Baths

  39 Delafield St, Poughkeepsie, NY 12601

  3-unit triplex, Southside Poughkeepsie location! Separate utilities except for electric. 2 bedroom, 1 bath. Unit #2... 2 bedroom, 1 bath. Unit #3... 2 bedroom, 1 bath. Live in one and let the other 2 units pay your mortgage! This city of Poughkeepsie triplex is located just minutes from Vassar College, Vassar Hospital, parks, Poughkeepsie train station, restaurants and schools. Contact for

  Gregory Pikor Inspire Realty

  39 Delafield St, Poughkeepsie, NY 12601
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  /21

  $424,900

  • 3 Beds
  • 1.5 Baths
  • 1,500 Sq Ft

  8 S Maple Ave, Millerton, NY 12546

  Tastefully updated Village of Millerton colonial loaded with attractive finishes. Modern open floor plan, ideal for entertaining includes kitchen w/quartz counters/backsplash & stainless appliances. Spacious living room flows seamlessly to formal dining room creating the perfect environment for dinner parties with family & friends. First floor powder room w/conveniently located washer & dryer

  Dan Axtmann BHHS Hudson Valley Properties

  8 S Maple Ave, Millerton, NY 12546
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  /32

  $429,000

  • 4 Beds
  • 2 Baths
  • 1,672 Sq Ft

  513 Vassar Rd, Poughkeepsie, NY 12603

  Charming and spacious 4-bedroom Cape Cod home featuring freshly refinished hardwood floors throughout the main level. The first floor offers a warm and inviting living room with a classic fireplace, a bright dining area, and a well-appointed kitchen perfect for everyday living and entertaining. Two generously sized bedrooms and an updated full bathroom provide comfortable and convenient

  Ann Costigan BHHS Hudson Valley Properties

  513 Vassar Rd, Poughkeepsie, NY 12603
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  /13

  $444,950

  • 3 Beds
  • 1 Bath
  • 1,388 Sq Ft

  103 Hibernia Heights Dr, Salt Point, NY 12578

  **“Seller-Paid Rate Buydown – Save Thousands!**Your Dream Home Just Got More Affordable – Ask About Our 2/1 Buydown!******Lower Rate. Lower Payment. Limited Time!This beautifully remodeled 3-bedroom ranch-style home is perfectly set on 3.47 peaceful acres in the charming town of Salt Point, NY, within the highly sought-after Millbrook School District. Designed for easy, single-level living,

  Thomas Hennerty

  103 Hibernia Heights Dr, Salt Point, NY 12578
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  /34

  $474,000

  • 4 Beds
  • 2 Baths
  • 1,536 Sq Ft

  141 South Ave, Beacon, NY 12508

  Welcome to 141 South Avenue, a charming and versatile two-family home located in the heart of Beacon. This property offers an excellent opportunity for investors, multi-generational living, or those seeking strong income-producing potential. Unit 1 boasts a sun-drenched living room, a well-appointed kitchen with a door leading to a private deck—perfect for entertaining—along with a den/office,

  John Gabriel Jr KW MidHudson

  141 South Ave, Beacon, NY 12508
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  /30

  $429,000

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

  185 Roosevelt Rd, Hyde Park, NY 12538

  Well maintained raised ranch privately set on 2 acre parcel. Spacious floor plan includes living room w/cathedral ceiling, bay window & pellet stove, which flows seamlessly to formal dining room & eat-in kitchen w/stainless appliances. Primary bedroom w/ensuite bathroom. Lower level features family room w/fireplace, office/guest quarters, laundry room & half bathroom. Wraparound deck plus

  Dan Axtmann BHHS Hudson Valley Properties

  185 Roosevelt Rd, Hyde Park, NY 12538

Showing Results 81 - 120, Page 3 of 4