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Orange County NY Homes for Sale with In-Law Suite

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  • /47

    $3,999,999

    • 15 Beds
    • 28 Baths
    • 12,000 Sq Ft

    43 Freeland St, Monroe, NY 10950

    Multi-Use Investment Opportunity – Village of Monroe, NYApprox. 12,000 sq ft multi-use building situated on a private gated 2.9-acre property in the Village of Monroe. Built in 2020, the property offers modern construction and flexible layout suitable for a variety of permitted uses. Property currently being used as a private high school with dormitory and both residential units as

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    Nazma Sooknanan

    Nazma Real Estate LLC

    (329) 236-2541

    43 Freeland St, Monroe, NY 10950
  • /38

    $724,999

    • 5 Beds
    • 4 Baths
    • 4,615 Sq Ft

    108 Circle Dr, Monroe, NY 10950

    ** New Heating System*** Price reduced for quick sale. This stunning contemporary Cape Cod offer's nearly 5,000 Sqft of elegant living space sitting pretty on 2.1 Acres with Monroe Woodbury Schools. Perfect for a large or multi-generational families, step inside to find three spacious living/sitting/family rooms, gleaming hardwood floors, and a luxurious stone mantle with gas fireplace. The

    Agent Photo

    Alexandra Zinko

    Century 21 Realty Center

    (329) 210-1430

    108 Circle Dr, Monroe, NY 10950
  • /44

    $700,000

    • 4 Beds
    • 3.5 Baths
    • 3,360 Sq Ft

    5 Autumn Ridge Way, Newburgh, NY 12550

    Nestled on a beautiful level acre, this exceptional home offers the perfect blend of space, comfort, and scenic charm. A thoughtfully designed first-floor in-law suite provides ideal accommodations with its own full bathroom, spacious bedroom featuring a walk-in closet, and a private TV room—perfect for guests or extended living. The heart of the home is the impressive great room, showcasing

    Lyra Blumenthal RE/MAX Benchmark Realty Group

    5 Autumn Ridge Way, Newburgh, NY 12550
  • /35

    $425,000

    • 4 Beds
    • 2 Baths
    • 1,580 Sq Ft

    708 Tower Ave, Maybrook, NY 12543

    Step into a home that truly stands apart. This one-of-a-kind Colonial within the Valley Central School District offers the perfect blend of space, flexibility, and charm with 4 bedrooms and 2 full baths and mother / daughter potential. From the moment you arrive, you’ll appreciate the extended driveway leading to a large detached 2-car garage, providing ample parking for guests and everyday

    Ronald Green KW MidHudson

    708 Tower Ave, Maybrook, NY 12543
  • /46

    $845,000

    • 4 Beds
    • 2.5 Baths
    • 2,392 Sq Ft

    77 Houston Rd, Goshen, NY 10924

    Nestled amid the rolling landscapes of Goshen, New York, 77 Houston Road offers a graceful blend of modern elegance and serene country living. This beautifully appointed colonial home sits proudly on a pristine 4.3 acre lot of manicured lawn. Its classic front porch welcoming you with timeless charm and tranquil views. Step inside to discover an open-concept living space featuring a spacious

    Rafael Luciano Luciano Rios Property Grp, Inc

    77 Houston Rd, Goshen, NY 10924
  • /50

    $649,900

    • 4 Beds
    • 2.5 Baths
    • 2,814 Sq Ft

    22 Dogwood Dr, Central Valley, NY 10917

    Welcome to this beautifully maintained 4 bedroom colonial home with an additional bonus room/home office, tucked away on a quiet, tree-lined street in highly desirable Central Valley. Offering a flexible layout and generous living space throughout, this home is perfectly suited for both everyday living and entertaining. The main level features a bright and inviting eat-in kitchen with center

    Soleil Jackman Howard Hanna Rand Realty

    22 Dogwood Dr, Central Valley, NY 10917
  • /25

    $400,000

    • 4 Beds
    • 3.5 Baths
    • 3,947 Sq Ft

    18 Russo Dr, Newburgh, NY 12550

    ***Highest and best by Friday 5p*** Welcome to 18 Russo Drive, a spacious bi-level home nestled at the end of a tranquil cul-de-sac in the sought-after Marlboro School District. Set on over half an acre, this property offers a perfect blend of comfort, versatility, and peaceful surroundings. This thoughtfully designed home features a living room, dining room, den, family room and 4 bedrooms and

    Kristen Zigouras eXp Realty

    18 Russo Dr, Newburgh, NY 12550
  • /50

    $1,690,000

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

    1 Peck Ridge Rd, Warwick, NY 10990

    Updated elegance and modern technology merge in this one of a kind home that will fit any lifestyle you wish for. Wide open porch welcomes you into the formal entry with sitting room, open to family room warmed by a gas fireplace, each with custom walnut inlay floors and coffered 10' ceilings. The chef's kitchen is complete and then some with Dacor dual fuel 6 burner range, Viking microwave,

    Kimberly Corkum Keller Williams Realty

    1 Peck Ridge Rd, Warwick, NY 10990
  • /36

    $1,275,000

    • 6 Beds
    • 4 Baths
    • 5,043 Sq Ft

    7 Farm Hollow Rd, New Windsor, NY 12553

    Set behind a long, tree-lined approach on 5.8 private acres, this distinguished Cornwall estate offers a rare combination of scale, privacy, and sophistication in one of the Hudson Valley’s most desirable settings. Just 60 minutes from New York City and less than five miles from rail service to Manhattan, the property delivers a lifestyle that is both quietly secluded and exceptionally connected.

    Kathryn DeCrosta John J Lease REALTORS Inc

    7 Farm Hollow Rd, New Windsor, NY 12553
  • /36

    $509,999

    • 4 Beds
    • 3 Baths
    • 2,160 Sq Ft

    612 Shoddy Hollow Rd, Middletown, NY 10940

    Welcome to 612 Shoddy Hollow Road, a beautifully maintained 4 bedroom, 3 full bathroom raised ranch tucked away in sought after Mount Hope. This inviting home offers the perfect blend of comfort, space, and functionality. Upon entry, you’re greeted by a bright, open concept living room that seamlessly flows to a spacious deck overlooking the property ideal for relaxing or entertaining. The cozy

    Alexander Fayn Prominent Properties Sotheby's

    612 Shoddy Hollow Rd, Middletown, NY 10940
  • /49

    $995,000

    • 3 Beds
    • 4 Baths
    • 3,188 Sq Ft

    736 State Route 94 N, Warwick, NY 10990

    Welcome to your ultimate private oasis in the Town of Warwick! Set on a sprawling 15.5-acre estate complete with a tranquil pond and stream, this stunning, expansive Ranch offers nearly 3,200 square feet and more of luxurious living space. Boasting 3 spacious bedrooms, 4 full bathrooms, this home is thoughtfully designed for both grand entertaining and everyday comfort. Step inside to a

    Jason McGovern Keller Williams Hudson Valley

    736 State Route 94 N, Warwick, NY 10990
  • /47

    $1,750,000

    • 5 Beds
    • 3.5 Baths
    • 3,472 Sq Ft

    106 Post Rd, Slate Hill, NY 10973

    A Private Mini-Estate of Architectural Distinction in the Goshen School District. Set within the quiet preserve of over 17 acres of wooded grounds, this fully renovated architectural geodesic dome residence—known locally as The Wooden Igloo—offers a rare opportunity to own a true mini-estate that blends iconic design, modern luxury, and exceptional flexibility. Thoughtfully reimagined from top to

    Joseph Frullaney Real Broker NY LLC

    106 Post Rd, Slate Hill, NY 10973
  • /50

    $2,695,000

    • 5 Beds
    • 4.5 Baths
    • 20,730 Sq Ft

    285 Hill Rd, Middletown, NY 10940

    For your consideration is 285 Hill Road, a premier equine boarding, training and showing facility formerly known as Hilltop Equestrian Center and Seven Meadows Farm. Designed for function and beauty, it's a welcoming destination for both clients and guests. Numerous shows and clinics have been successfully hosted here over the years. The property includes a professional indoor arena complex, 2

    Michelle Genatempo Howard Hanna Rand Realty

    285 Hill Rd, Middletown, NY 10940
  • /31

    $649,999

    • 5 Beds
    • 6 Baths
    • 3,568 Sq Ft

    7 Cherrywood Dr, Goshen, NY 10924

    This beautiful, spacious contemporary split-level home is perfect for the in-laws, featuring a separate apartment. The main house boasts 5 bedrooms and 4 bathrooms, with an entrance foyer leading to a large entertaining room with Fireplace. From there, you can move into the media room and then onto separate entrance to pool areaOn the main level, features hardwood floors threw out home. Large

    Joseph Brown RE/MAX Real Property Group

    7 Cherrywood Dr, Goshen, NY 10924
  • /29

    $600,000

    • 3 Beds
    • 4 Baths
    • 4,074 Sq Ft

    420 S Plank Rd, Westtown, NY 10998

    Beautifully renovated ranch set on a peaceful 1.8 Acre property in the sought-after Minisink Valley School District. This spacious 3-bedroom, 4-bath home blends classic charm with modern updates throughout.Inside, refinished hardwood floors, 2 fireplaces, and large windows fill the home with warmth and natural light. The brand-new kitchen features white shaker cabinetry, quartz countertops,

    Deborah Warner Keller Williams Valley Realty

    420 S Plank Rd, Westtown, NY 10998
  • /50

    $1,450,000

    • 5 Beds
    • 3.5 Baths
    • 3,472 Sq Ft

    106 Post Rd, Slate Hill, NY 10973

    A Private Mini-Estate of Architectural Distinction in the Goshen School District. Set within the quiet preserve of over 10 acres of wooded grounds, this fully renovated architectural geodesic dome residence—known locally as The Wooden Igloo—offers a rare opportunity to own a true mini-estate that blends iconic design, modern luxury, and exceptional flexibility. Thoughtfully reimagined from top to

    Joseph Frullaney Real Broker NY LLC

    106 Post Rd, Slate Hill, NY 10973
  • /45

    $1,650,000

    • 3 Beds
    • 1.5 Baths
    • 7,668 Sq Ft

    39 State Route 211, Cuddebackville, NY 12729

    Custom-Built Residence & Renovated 4-Unit Commercial Complex Across from the Bashakill PreserveThis unique mixed-use property offers a 3,500 sq ft custom Schoonmaker residence (1993) paired with a fully renovated 6,000 sq ft commercial building, formerly an 1860s dairy barn. Located directly opposite the 138-acre Lower Bashakill Preserve, the property provides exceptional visibility, ample

    Michelle Gruberger Real Estate Circuit Inc

    39 State Route 211, Cuddebackville, NY 12729
  • /44

    $895,000 Open Sat 1PM - 3PM

    • 6 Beds
    • 7 Baths
    • 4,890 Sq Ft

    10 Willys Ct, Rock Tavern, NY 12575

    PRICE IMPROVEMENT | Two Homes in One on 2.2 Acres | Nearly 5,000 SF | 90 Minutes to Manhattan. Some homes offer space. This one offers true multigenerational living with privacy, flexibility, and estate-scale comfort. Privately set at the end of a quiet cul-de-sac in Rock Tavern, this exceptional dual-residence colonial spans 2.2 private acres and offers nearly 5,000 square feet of luxury living

    Sal Rajput Coldwell Banker Realty

    10 Willys Ct, Rock Tavern, NY 12575
  • /43

    $549,000

    • 4 Beds
    • 2 Baths
    • 1,712 Sq Ft

    7 Edenville Rd, Warwick, NY 10990

    Experience the perfect blend of modern comfort and suburban charm in this beautifully renovated 4-bedroom, 2-bath raised ranch nestled in the heart of Warwick. Tucked away in a peaceful neighborhood yet just minutes from the vibrant downtown scene, this home offers both privacy and convenience. Set on nearly 2 acres, the property provides endless space for entertaining, relaxing, or simply

    Kristina Mullings Century 21 Realty Center

    7 Edenville Rd, Warwick, NY 10990
  • /48

    $799,000

    • 4 Beds
    • 3.5 Baths
    • 4,596 Sq Ft

    225 Kings Hwy, Warwick, NY 10990

    EXCEPTIONAL OVERSIZED CUSTOM COLONEL TWO SEPERATE LIVING SPACES EACH WITH OWN KITCHENS, BEDROOM AND BATHROOMS, LIVING AREAS AND OUTDOOR SPACES: Luxury, Space & Versatility Experience the pinnacle of sophisticated living in this nearly 5,000 sq. ft. custom-built Colonial. Perfectly positioned for commuters while remaining just moments from the vibrant Village of Warwick, this residence offers a

    Lynn Lorimer Keller Williams Realty

    225 Kings Hwy, Warwick, NY 10990
  • /37

    $749,000

    • 3 Beds
    • 3 Baths
    • 3,001 Sq Ft

    17 Seneca Hill, Greenwood Lake, NY 10925

    Two fabulous homes on a scenic lot surrounded by nature w/ WATER VIEWS of Greenwood Lake. Income producing potential! This builder's own must be seen to be appreciated! The main home is a spacious rustic yet contemporary dwelling designed to allow for light, space & views of the lake, mountains & fieldstone tiers. Main home features stylish light maple wood floors & cabinetry, recessed lighting,

    Susan Onderdonk Howard Hanna Rand Realty

    17 Seneca Hill, Greenwood Lake, NY 10925
  • /50

    $929,000

    • 4 Beds
    • 4.5 Baths
    • 3,410 Sq Ft

    208 Oakland Ave, Monroe, NY 10950

    Welcome to this beautifully maintained 3 bedroom 2.5 bath Center Hall Colonial with a 1 bedroom 2 bath plus full accessory apartment, where pride of ownership shines through every detail. Nestled in the heart of the Village of Monroe, this special home offers timeless charm, modern amenities, and a luxurious accessory apartment—perfect for extended family or guests.Step into the elegant

    Claudia Lepore Keller Williams Realty

    208 Oakland Ave, Monroe, NY 10950
  • /40

    $799,900

    • 5 Beds
    • 5 Baths
    • 4,089 Sq Ft

    20 Bernadette Way, Washingtonville, NY 10992

    Welcome to a one of a kind opportunity in the heart of Washingtonville. This expansive raised ranch with a stunning two story contemporary addition offers the perfect blend of space, style, and flexibility. With five bedrooms and four full baths this property is ideal for multi generational living or as an income producing multi unit setup. The home showcases gourmet kitchens with granite

    Anesha Nesbitt eXp Realty

    20 Bernadette Way, Washingtonville, NY 10992
  • /50

    $875,000

    • 5 Beds
    • 4 Baths
    • 3,103 Sq Ft

    4 Makan Rd, Monroe, NY 10950

    Ridgetop Estates, Monroe NY, Features 5 Bedrooms • 4 Full Bathrooms • Mountain Views and Room for Expansion. Set on a gently elevated homesite gives way for sweeping views of the neighboring countryside. Your new sun-filled home delivers the space, flexibility, and comfort today’s buyers want. The main level blends comfortable gathering spaces with an easy flow: a gracious living room, a formal

    Chris Carbone HomeSmart Homes & Estates

    4 Makan Rd, Monroe, NY 10950
  • /50

    $925,000

    • 4 Beds
    • 4 Baths
    • 4,573 Sq Ft

    4 Deer Run Trail, Fort Montgomery, NY 10922

    Welcome to 4 Deer Run Trail, a meticulously maintained home located in the scenic hills of Fort Montgomery, offering space, comfort, and stunning mountain views. This expansive residence features 4 bedrooms, 4 full bathrooms, a dedicated home office, and an additional recreation room. With a full finished basement that includes a kitchenette, full bathroom, space for a bedroom, and a private

    Lauren Kelly Howard Hanna Rand Realty

    4 Deer Run Trail, Fort Montgomery, NY 10922
  • /48

    $1,100,000

    • 4 Beds
    • 3.5 Baths
    • 4,467 Sq Ft

    53 Odyssey Dr, Chester, NY 10918

    Welcome to an extraordinary 4,400+ square foot residence in the coveted Warwick School district, where luxury and lifestyle converge to create the ultimate entertainer’s dream. This meticulously maintained and thoughtfully updated home offers breathtaking panoramic views, inviting you to unwind in the serene front atrium or the sun-drenched sunroom at the rear. Step inside to discover a

    Hilary Ryan Goldman Howard Hanna Rand Realty

    53 Odyssey Dr, Chester, NY 10918
  • /49

    $549,000 Coming Soon

    • 4 Beds
    • 3 Baths
    • 2,821 Sq Ft

    313 Chestnut Ave, New Windsor, NY 12553

    Lovingly custom-built & meticulously maintained within the same family since its construction, this home is ready for its next chapter. Located in the sought-after Beaver Dam Lake community within Washingtonville Central Schools, it offers the best of neighborhood living with added privacy, thanks to a row of mature trees bordering one side & a wooded area in the backyard. Perfect for lake

    Jacqueline Manzolillo-Blais Keller Williams Realty

    313 Chestnut Ave, New Windsor, NY 12553
  • /48

    $647,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,384 Sq Ft

    40 Highgrove Dr, Washingtonville, NY 10992

    Welcome to this move-in ready home in a sidewalk-lined community in the Village of Washingtonville, just minutes to parks, schools, restaurants, shops, public transportation to NYC (bus & train), hiking trails, & more. This corner lot gives you the best of both worlds: neighborhood living with added privacy; no one will ever build directly across from you. Head inside to an inviting entryway

    Jacqueline Manzolillo-Blais Keller Williams Realty

    40 Highgrove Dr, Washingtonville, NY 10992
  • /10

    $285,000

    • 4 Beds
    • 3.5 Baths
    • 3,412 Sq Ft

    469 Eatontown Rd, Port Jervis, NY 12771

    Welcome to this spacious ranch-style home offering the convenience of one-level living on a private, level lot. Inside you’ll find a granite kitchen with island seating, a formal dining room for gatherings and two separate living rooms that provide plenty of space for relaxing or entertaining. The primary bedroom includes a private bath, plus there are three well-sized bedrooms and three full

    Desiree Beecham River Realty Services, Inc.

    469 Eatontown Rd, Port Jervis, NY 12771
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