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Dutchess County NY Homes for Sale with In-Law Suite

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  • /50

    $600,000

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

    9 Easy St, Hopewell Junction, NY 12533

    Not every listing pulls double duty—but this one does it effortlessly. Discover a meticulously cared for property offering lake rights to Sylvan Lake, partial lake views, and your own dock—just enough to feel like a getaway without leaving home, and all just moments from the lake itself. The main level welcomes you with a covered entry, while a spacious rear deck sets the stage for morning coffee

    Janyce Selkin Howard Hanna Rand Realty

    9 Easy St, Hopewell Junction, NY 12533
  • /50

    $3,699,000

    $296K PRICE DROP
    • 5 Beds
    • 7 Baths
    • 3,500 Sq Ft

    401 Woodmont Rd, Hopewell Junction, NY 12533

    AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime opportunity to own the entire summit of a private mountain in East Fishkill, NY. Encompassing nearly 120 acres across three parcels, this extraordinary estate offers panoramic views stretching close to 150 miles — a setting that simply cannot be replicated.Perfectly positioned just 90 minutes from NYC, this legacy property features

    Jordan Vaccaro Serhant LLC

    401 Woodmont Rd, Hopewell Junction, NY 12533
  • /50

    $1,500,000

    • 4 Beds
    • 4.5 Baths
    • 7,390 Sq Ft

    219 Country Club Rd, Hopewell Junction, NY 12533

    A rare estate-style offering in The Legends, this expansive residence is among the largest homes in the neighborhood, with 7000+ square feet of beautifully finished living space across three levels. Combining exceptional scale, elevated views, professional designer interiors throughout the three floors, extensive custom features, and true move-in-ready convenience, this home offers a distinctive

    Lisa Mannion

    219 Country Club Rd, Hopewell Junction, NY 12533
  • /50

    $1,150,000

    • 6 Beds
    • 2 Baths
    • 3,155 Sq Ft

    121 Old Glenham Rd, Fishkill, NY 12524

    Welcome home to Lilac Hill, a stunningly unique 6 bed, 2 bath Center Hall Colonial located in the Beacon School District. This home offers everything about old world charm and elegance, with the comfort of modern amenities and lasting updates. As you walk through this home, you will feel the beauty of the 1850's architecture and styling, which has been meticulously maintained and updated to save

    Anthony Ruperto Ally Realty

    121 Old Glenham Rd, Fishkill, NY 12524
  • /46

    $1,175,000

    • 4 Beds
    • 3.5 Baths
    • 2,950 Sq Ft

    18 Barrett Place, Beacon, NY 12508

    Welcome to 18 Barrett Place, a beautifully renovated 4-bedroom, 3.5-bath Contemporary home in the heart of Beacon, offering approximately 2,950 square feet of thoughtfully designed living space. Ideally located just moments from Main Street Beacon, the Beacon Metro-North Station, and minutes to I-84, this home combines convenience with modern comfort. An inviting foyer opens to a spacious eat-in

    Theresa Previ Compass Greater NY, LLC

    18 Barrett Place, Beacon, NY 12508
  • /50

    $1,143,000

    • 5 Beds
    • 4.5 Baths
    • 6,326 Sq Ft

    13 Chestnut St, Hopewell Junction, NY 12533

    Welcome to the luxurious lifestyle of the sought-after Four Corners community where family living combines with resort amenities. Just a few of the stand out features of this exquisite home are the premier secluded lot, perfectly located & cleared, yet maintaining mature landscape and backing to woods, stream and conservation lands for forever privacy, charming footbridge over stream leads to

    Susan Todd BHHS Hudson Valley Properties

    13 Chestnut St, Hopewell Junction, NY 12533
  • /35

    $1,950,000

    • 4 Beds
    • 5 Baths
    • 4,648 Sq Ft

    212 Carriage Way, Hyde Park, NY 12538

    Introducing a rare offering within The Townhomes at Bellefield, a refined collection of luxuryresidences set within one of the Hudson Valley’s most thoughtfully envisioned communities.Located in the heart of historic Hyde Park, just minutes from the Culinary Institute of Americaand approximately 90 minutes from New York City, this newly constructed center unit townhome spans

    Jake Garay Serhant LLC

    212 Carriage Way, Hyde Park, NY 12538
  • /43

    $1,995,000

    • 3 Beds
    • 3.5 Baths
    • 5,894 Sq Ft

    48 Eastview Ln, Red Hook, NY 12571

    This exceptional estate encompasses nearly eight acres of meticulously landscaped grounds, offering an outstanding Hudson Valley residential experience. Constructed in 2007, the residence exemplifies superior craftsmanship and features a thoughtfully designed floor plan that emphasizes both comfort and functionality. Ideally situated in a scenic rural setting, this premier Hudson Valley location

    John DeMarco Century 21 Alliance Rlty Group

    48 Eastview Ln, Red Hook, NY 12571
  • /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
  • /50

    $1,699,999

    • 5 Beds
    • 4.5 Baths
    • 6,027 Sq Ft

    144 Shamrock Hills Dr, Wappingers Falls, NY 12590

    ONLY For the most discerning buyers---Prepare to be captivated by this one-of-a-kind 5 bedroom, 4.5 bath luxury estate in the prestigious Old Hopewell Estates—an extraordinary residence that seamlessly blends elegance, privacy, and resort-style living with town water/sewer and low taxes. Perfectly sited on a manicured 1-acre corner lot, this custom Colonial boasts over 6,000 sq. ft. of refined

    Kathleen Lomino Briante Realty Group, LLC

    144 Shamrock Hills Dr, Wappingers Falls, NY 12590
  • /50

    $1,200,000

    • 3 Beds
    • 3.5 Baths
    • 2,517 Sq Ft

    32 Ackerman St, Beacon, NY 12508

    LIKE NEW CONSTRUCTION RIGHT DOWN THE BLOCK FROM MAIN STREET BEACON! Imagine starting your mornings with a short stroll to vibrant Main Street. Say hello to neighbors and friendly shop owners, grab your favorite coffee, then wander back home to sip it on the front porch while the mountain horizon greets the day. When it’s time to head into the city, the train station is nearby for an easy commute

    Christine Rowley RE/MAX Classic Realty

    32 Ackerman St, Beacon, NY 12508
  • /35

    $2,400,000

    • 4 Beds
    • 5 Baths
    • 4,648 Sq Ft

    218 Carriage Way, Hyde Park, NY 12538

    Introducing a rare offering within The Townhomes at Bellefield, a refined collection of luxuryresidences set within one of the Hudson Valley’s most thoughtfully envisioned communities.Located in the heart of historic Hyde Park, just minutes from the Culinary Institute of Americaand approximately 90 minutes from New York City, this newly constructed end unit townhome spans

    Jake Garay Serhant LLC

    218 Carriage Way, Hyde Park, NY 12538
  • /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
  • /31

    $895,000

    $30K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,136 Sq Ft

    35 Appaloosa Ln, Millbrook, NY 12545

    Perfectly situated at the end of a long driveway and enjoying complete privacy is this four bedroom Ranch on 8.94 +/- acres offering a picturesque setting and located only minutes to the Village of Millbrook. The lovely interior features an open floor plan with many fine details throughout such as Anderson windows, custom trim and hardwood floors. The spacious open country Kitchen is fully

    Carey Whalen Compass Greater NY, LLC

    35 Appaloosa Ln, Millbrook, NY 12545
  • /36

    $650,000

    $25K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,777 Sq Ft

    4 Kilmer Rd, Hyde Park, NY 12538

    Oversized custom raised ranch privately situated on beautiful 1.6 acre parcel. Versatile floor plan includes large annex with apartment conducive to in-law suite or guest quarters. Main home includes massive living room/dining room combo complete with fireplace and cathedral ceiling, which flows seamlessly to sunroom w/cathedral ceiling and access to two tiered composite deck. Spacious eat-in

    Dan Axtmann BHHS Hudson Valley Properties

    4 Kilmer Rd, Hyde Park, NY 12538
  • /29

    $2,500,000

    • 6 Beds
    • 6.5 Baths
    • 6,625 Sq Ft

    3302 Route 55, Pawling, NY 12564

    Welcome to your forever home, serene retreat and mini estate. Enjoy the 88 private acres with breath taking views. Mother Nature is at her best. Exceptional beauty for all four seasons. The unique and exquisite architectural design of this home lends to expansive living space, tucked behind gated entry. This home offers expansive living space, luxury and customize finishes throughout. A true

    STACI MACKIN Dixon Smith Realty

    3302 Route 55, Pawling, NY 12564
  • /42

    $595,000

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

    24 Pellbridge Dr, Hopewell Junction, NY 12533

    Welcome to 24 Pellbridge Road in Hopewell Junction—a 3-bedroom, 4-bath home set in a lovely neighborhood offering space, flexibility, thoughtful upgrades and POTENTIAL in a hyper convenient location. Step inside to find a bright and inviting layout featuring maple flooring throughout most of the first floor, a spacious living room, and a separate den with a cozy fireplace—perfect for relaxing

    Dara Barr Keller Williams Upstate NYProp

    24 Pellbridge Dr, Hopewell Junction, NY 12533
  • /15

    $3,000,000

    Open House 5/30 $500K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 4,260 Sq Ft

    36 Blue Grass Ln, Beacon, NY 12508

    A Rare Hudson Valley Retreat — 51 Private Acres Overlooking the Hudson River and beyond.Opportunities like this are truly once in a lifetime. Perched high above the vibrant City of Beacon, this three-level contemporary home commands 51 acres of pristine land, directly bordering hundreds more acres of protected New York State wilderness. With sweeping Hudson River views, complete privacy, and

    Gabriel Greenberg Compass Greater NY, LLC

    36 Blue Grass Ln, Beacon, NY 12508
  • /33

    $545,000

    • 4 Beds
    • 3.5 Baths
    • 2,530 Sq Ft

    126 E Fallkill Rd, Hyde Park, NY 12538

    Unique Colonial Cape Home in the Town of Hyde Park on 1.52 acres and has lots of possibilities. With Four bedrooms, Three and Half Bathrooms you will have plenty of room for everyone. On east side of home there is a guest suite which includes one of the bedrooms and full bathroom, additional living room and eating area. The two story addition was built in 1992. Come take a look. Roof is 2-3 years

    Nancy Berish BHHS Hudson Valley Properties

    126 E Fallkill Rd, Hyde Park, NY 12538
  • /50

    $830,000

    • 3 Beds
    • 2.5 Baths
    • 1,988 Sq Ft

    232 S Smith Rd, Lagrangeville, NY 12540

    Dream location...complete seclusion, yet perfectly central. Tucked away on 6.7 pristine, private acres, this extraordinary home is a nature-lover’s sanctuary: a 130-foot stocked pond, an all-season babbling brook, and miles of serene forested views create a peaceful backdrop for everyday living and effortless entertaining. Architectural character and warmth define the interior. Soaring

    Susan Todd BHHS Hudson Valley Properties

    232 S Smith Rd, Lagrangeville, NY 12540
  • /40

    $675,000

    • 4 Beds
    • 3.5 Baths
    • 3,041 Sq Ft

    343 North Ave, Pleasant Valley, NY 12569

    Set far back from the road on 4.63 beautifully manicured acres and surrounded by protected land that will not be built on, this exceptional 3,041 SqFt front porch Colonial offers a rare combination of privacy, tranquility, and long-term peace of mind. A picturesque gently curving 650-foot driveway leads you through a serene, park-like setting, creating a true estate feel and a daily escape from

    John Durso Keller Williams Realty Partner

    343 North Ave, Pleasant Valley, NY 12569
  • /43

    $535,000

    • 4 Beds
    • 3 Baths
    • 1,955 Sq Ft

    21 Saddle Ridge Dr, Hopewell Junction, NY 12533

    Dressed for Success! The curb appeal of this home is apparent from the moment you step out of your car and arrive for your showing. Greeted by a freshly painted home exterior and a newly sealed driveway, you'll be captured by the love and care its' owners have taken such pride in for decades. Located just 5 mintutes to the Taconic State Parkway in Hopewell Junction, you'll be in town and all

    Adrienne Volpe KW MidHudson

    21 Saddle Ridge Dr, Hopewell Junction, NY 12533
  • /30

    $675,000

    • 4 Beds
    • 3.5 Baths
    • 2,604 Sq Ft

    15 Red Hawk Hollow Rd, Wappingers Falls, NY 12590

    Welcome Home! A sweet rocking chair front porch greets you; it's an invitation to relax and stay awhile to enjoy the pretty view. The versatile split-level floor plan offers modern flexibility; the stunning, oversized primary suite could easily be a private in-law suite. With an additional 3 bedrooms upstairs and 3 1/2 bathrooms in total, there's an abundance of space for everyone. The

    Christine Pergolizzi

    15 Red Hawk Hollow Rd, Wappingers Falls, NY 12590
  • /50

    $5,000,000

    • 8 Beds
    • 13 Baths
    • 15,000 Sq Ft

    618 Quaker Hill Rd, Pawling, NY 12564

    Set high atop the storied crest of Quaker Hill, Elmwood Farm is a legacy estate where Hudson Valley history, architectural grandeur, and pastoral beauty converge. Approached by a long, winding gated drive, the property reveals itself gradually across 25.5 rolling acres before arriving at a striking Elizabethan style manor that has stood watch over the surrounding countryside for generations.

    Jake Garay Serhant LLC

    618 Quaker Hill Rd, Pawling, NY 12564
  • /20

    $775,000

    • 4 Beds
    • 2 Baths
    • 2,600 Sq Ft

    58 Wheaton Ave, Fishkill, NY 12524

    Location, Location, Location. Unique one of a Kind Home for sale by Owner. Live the dream in Dutchess County NY sought after neighborhood in Fishkill. Enjoy all the Hudson Valley has to offer and more! This house has had one owner and has been meticulously maintained and cared for inside and out. Completely remodeled and renovated with too much to list, this homestead comes with lots of room,

    Derek Greene Greene Realty Group

    58 Wheaton Ave, Fishkill, NY 12524
  • /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
  • /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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