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4-Bedroom Homes for Sale in Middletown, NY

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  • /35

    $450,000

    • 4 Beds
    • 2 Baths
    • 2,041 Sq Ft

    393 New Vernon Rd, Middletown, NY 10940

    Perched on over 3 scenic acres in the Minisink Valley School District, this Cape Cod home is a true testament to character and craftsmanship. Original details shine throughout, from arched doorways to custom built-ins and rich window casings that lend warmth and charm to every room. A masonry wood-burning fireplace anchors the oversized family room, creating a cozy retreat for gatherings. The

    Agent Photo

    Brian Caplicki

    Keller Williams Hudson Valley

    (845) 588-9041

    393 New Vernon Rd, Middletown, NY 10940
  • /23

    $499,999

    • 4 Beds
    • 2.5 Baths
    • 1,892 Sq Ft

    21 Standish Ave, Middletown, NY 10940

    Fully renovated raised ranch in Middletown, NY! Features include a modern kitchen with quartz countertops, stainless steel appliances, and hardwood floors throughout. Spacious rooms offer comfort and versatility. Conveniently located in a great commuter spot—close to major highways, shopping, and more. Move-in ready and full of style!

    Agent Photo

    Haakim Byrd

    HomeSmart Homes & Estates

    (845) 442-6302

    21 Standish Ave, Middletown, NY 10940
  • /26

    $419,900

    • 4 Beds
    • 2 Baths
    • 1,668 Sq Ft

    31 Beattie Ave, Middletown, NY 10940

    Great 2 family home in the city of Middletown. Each apartment features 2 bedrooms, 1 bathroom. This property is located in a zoning that requires one of the apartments is occupied by the owner. House is well maintained and cared for. Large lot offers plenty of yard and parking. Walk-up attic offers plenty of storage. Each tenant has their own washer and dryer hook-up. Detached 2 car garage ideal

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (845) 286-4605

    31 Beattie Ave, Middletown, NY 10940
  • /41

    $566,800

    • 4 Beds
    • 3 Baths
    • 2,059 Sq Ft

    11 Kennedy Terrace, Middletown, NY 10940

    Now available, a rare and immaculate colonial in Middletown’s highly sought after Presidential Heights neighborhood! This freshly updated house is loaded with amenities and features, including fully paid for 8+kW solar panel system and EV fast-charge battery 50amp outlet. It is situated on a quiet, peaceful street on top of a small hill with open views for miles. Featuring four large bedrooms

    Leeshai Lemish Panorama Realty

    11 Kennedy Terrace, Middletown, NY 10940
  • /23

    $679,900

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

    11 Vista View Terrace, Middletown, NY 10941

    Welcome to Vista View Terrace - This stunning colonial home is being built and nestled on the cul-de-sac of a beautiful neighborhood in Scotchtown area in the town of Wallkill. Offering about 2400 SQFT living space including the finished basement with 4 bedrooms, 3 full bathroom and a one car garage. From the living room to a dining area and it's open to a beautiful kitchen with granite

    Anita S. Cristiano HomeSmart Homes & Estates

    11 Vista View Terrace, Middletown, NY 10941
  • /35

    $634,999

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

    29 Bart Bull Rd, Middletown, NY 10941

    This Colonial has beautiful style and design...situated on 1.8 acres featuring four generously sized bedrooms, formal living room and dining room, great room with fireplace, granite counters and newer black stainless steel appliances (2021)...gleaming hardwood floors throughout...expansive deck overlooks large stamped concrete patio offering seasonal private oasis ...full basement with spacious 2

    Suzanne Bongiorno Century 21 E & M Williams Rlty

    29 Bart Bull Rd, Middletown, NY 10941
  • /34

    $555,000

    • 4 Beds
    • 1.5 Baths
    • 2,722 Sq Ft

    391 Scotchtown Collabar Rd, Middletown, NY 10941

    Discover the Charm and Character of this circa 1800 four bedroom farmhouse colonial on 2.6 acres with a bedroom and bathroom on the main floor!! Do you dream of simpler times? Growing your own fruit herbs vegetables, and eggs? Starry nights in the back yard? It's all here and with many updates including a new roof. There is over 2700 square feet of living space, high ceilings (unheard of in

    John Biasi Howard Hanna Rand Realty

    391 Scotchtown Collabar Rd, Middletown, NY 10941
  • /36

    $630,000

    • 4 Beds
    • 2.5 Baths
    • 2,316 Sq Ft

    360 New Vernon Rd, Middletown, NY 10940

    Welcome to 360 New Vernon Rd in Middletown, a beautifully maintained home nestled on 2 acres of serene land—perfect for those seeking space, comfort, and privacy. This spacious 4-bedroom, 2.5-bath home offers over 2,300 square feet of living space with modern upgrades throughout, including a brand-new central air system, new washer & dryer, and a whole-home water purification system with reverse

    Felix Pena RE/MAX Benchmark Realty Group

    360 New Vernon Rd, Middletown, NY 10940
  • /46

    $650,000

    • 4 Beds
    • 3 Baths
    • 2,434 Sq Ft

    94 Fair Oaks Rd, Middletown, NY 10940

    MODERN LUXURY MEETS CLASSIC CHARM – NEW CONSTRUCTION BILONIAL BEAUTY ON 10+ ACRES! Welcome to your dream home – a stunning, newly built bilonial-style residence that redefines upscale living with modern aesthetic and thoughtful design in every inch. 4 Spacious Bedrooms | 3 Full Designer Bathrooms.Featuring cathedral ceilings in the living room, this open-concept home is flooded with natural

    Valeria Rios HomeSmart Homes & Estates

    94 Fair Oaks Rd, Middletown, NY 10940
  • /27

    $599,999

    • 4 Beds
    • 2.5 Baths
    • 3,387 Sq Ft

    48 James Clark Dr, Middletown, NY 10940

    This distinguished Colonial-style beauty is nestled in a tranquil neighborhood, offering a peaceful retreat while remaining conveniently accessible to local amenities, the coveted Pine Bush School District, and major roadways—making it an ideal place to call home. Spanning a generous 3,387 square feet on a 1.6-acre lot, this residence seamlessly blends classic design with modern comforts,

    Annette Exposito eXp Realty

    48 James Clark Dr, Middletown, NY 10940
  • /34

    $750,000

    • 4 Beds
    • 2.5 Baths
    • 3,217 Sq Ft

    197 Elise Dr, Middletown, NY 10941

    Welcome to Scotchtown Estates! This exquisite picturesque community sits in the highly sought after Valley Central SD, featuring luxury and convenience at your fingertips. Custom built colonials lead the way as you drive down the beautiful tree lined road of this development. This expansive colonial is completely finished and loaded with upgrades ready for you to call it home! The main level

    Juan Bautista Keller Williams Realty

    197 Elise Dr, Middletown, NY 10941
  • /16

    $549,900

    • 4 Beds
    • 3 Baths
    • 1,950 Sq Ft

    11 Fairview Ave, Middletown, NY 10940

    Let's welcome your 2025 with this brand new colonial home nestled in the center of Middletown NY. It is about 1950 SQFT living space plus the unfinished basement and one car garage. Offering 4 bedrooms, 3 full bathrooms, open layout from the living room to a dining area and to a beautiful kitchen with granite counter tops, it's great size island with stainless appliances. This gorgeous home will

    Anita S. Cristiano HomeSmart Homes & Estates

    11 Fairview Ave, Middletown, NY 10940
  • /44

    $572,000

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

    2017 Mt Hope Rd, Middletown, NY 10940

    Welcome home to this beautifully maintained, move-in-ready Colonial in a quiet country setting, just 4 miles from the Otisville Metro-North station – a commuter's dream! This spacious home offers an easy flow and open concept living, perfect for modern living. The updated kitchen is a chef's delight, featuring a large two-tiered center island with breakfast bar seating and ample storage, a large

    Sandra Spector Howard Hanna Rand Realty

    2017 Mt Hope Rd, Middletown, NY 10940
  • /9

    $599,000 Coming Soon

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

    5 Oak Ridge Rd, Middletown, NY 10940

    Welcome to the Presidential Height of Middletown. This spacious and stunning home is ready for you to call home. It is located in a very well established and desirable neighborhood. Offering almost 2400 SQFT with 4 bedrooms, 3 full bathrooms and 2 car garages. The upper level is featuring an open layout from the living room with vaulted ceiling to a formal dining room to a spacious size kitchen

    Anita S. Cristiano HomeSmart Homes & Estates

    5 Oak Ridge Rd, Middletown, NY 10940
  • /49

    $950,000

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

    26 Erin Ct, Middletown, NY 10941

    Every King or Queen needs a castle and this majestic colonial reigns supreme! Perched high on 2.6 acres in a private, executive subdivision in the Crawford countryside within the Pine Bush School District, this home is a true crown jewel. Set against the natural beauty of a 150-acre evergreen farm, the setting alone makes this 4-bedroom, 3.5-bath home something truly special—but the charm goes

    Virginia Corbett eXp Realty

    26 Erin Ct, Middletown, NY 10941
  • /34

    $435,000

    • 4 Beds
    • 3 Baths
    • 2,344 Sq Ft

    25 Wedgewood Ln, Middletown, NY 10940

    MINISINK VALLEY SCHOOL DISTRICT! Discover your "Home Sweet Home" in this spacious 4-bedroom, 3-full-bath home with over 2,300 sq ft. Nestled on just under 3/4 of an acre of parklike property in the sought after Hidden Valley subdivision. Overflowing with updates and amenities this raised ranch features a perfect blend of space and comfort highlighted by beautiful hardwood floors, and luxury vinyl

    Frank Muccari Cronin & Company Real Estate

    25 Wedgewood Ln, Middletown, NY 10940
  • /33

    $399,000

    • 4 Beds
    • 2 Baths
    • 1,883 Sq Ft

    7 Forest Ave, Middletown, NY 10940

    Charming 4-Bedroom Cape Cod in Middletown!Welcome to this 4-bedroom, 2-bath Cape Cod home, offering comfort, convenience, and plenty of space both inside and out. Located in a prime Middletown location near Touro College of Osteopathic Medicine, shopping, dining, schools and major highways, this home is perfect for those seeking a cozy retreat with easy access to amenities. Step inside to find a

    Claudia Lepore Keller Williams Realty

    7 Forest Ave, Middletown, NY 10940
  • /36

    $325,000

    • 4 Beds
    • 1 Bath
    • 1,545 Sq Ft

    503 Bloomingburg Rd, Middletown, NY 10940

    Welcome Home!Discover the perfect blend of comfort, functionality, and space in this well-appointed single-family residence. Featuring four bedrooms and one full bathroom, this home also offers a dining room, eat-in kitchen, comfortable living room, and a rear deck ideal for relaxing or entertaining guests.Enjoy the convenience of an attached two-car garage, providing ample space for parking,

    Annais Miranda-Ortiz Call it Closed Intl. Realty

    503 Bloomingburg Rd, Middletown, NY 10940
  • /42

    $439,000

    • 4 Beds
    • 2.5 Baths
    • 20,000 Sq Ft

    3 Charles Ct, Middletown, NY 10941

    Welcome to The Town of Wallkill and all the amenities that Orange County has to offer! This Bi-level home is situated on a buyer's favorite Cul De Sac on over .25 of acre! When you enter the home, you will first glance at the hardwood floors and immediately turn your focus to the white stone fireplace located in the spacious living room. You also get fireplace views from the formal dining room as

    Pedro Garcia Curasi Realty, Inc.

    3 Charles Ct, Middletown, NY 10941
  • /36

    $379,900

    • 4 Beds
    • 2 Baths
    • 1,395 Sq Ft

    74 Wawayanda Ave, Middletown, NY 10940

    Gorgeous completely renovated home in a prime Middletown location. The house sits on a quiet side street and has now been expanded to include four bedrooms and two full baths, a deck and a spacious yard. Lots of fun features - a spiral staircase, barn door, and high-quality cabinets, vanities, and sinks. New flooring with gleaming hardwood floors in the upstairs bedroom and kitchen, and vinyl

    Leeshai Lemish Panorama Realty

    74 Wawayanda Ave, Middletown, NY 10940
  • /26

    $409,900

    • 4 Beds
    • 4 Baths
    • 1,864 Sq Ft

    29 Peach Place, Middletown, NY 10940

    Stunning 4-Bedroom, 4-Bathroom End-Unit Townhouse for Sale!This spacious end-unit townhouse offers a perfect blend of comfort and style. The main floor features a generous living room with a cozy fireplace, perfect for relaxing, and a sliding door that leads out to a private deck, providing breathtaking views of the expansive fenced-in backyard—ideal for entertaining or enjoying a

    Jonathon Lee Keller Williams Hudson Valley

    29 Peach Place, Middletown, NY 10940
  • /13

    $529,000

    • 4 Beds
    • 3 Baths
    • 3,552 Sq Ft

    15 Roberts St, Middletown, NY 10940

    Don't miss this great opportunity to own a 3 unit income producing property located in the City of Middletown. Fully occupied and units can be converted to a 3, 2, and 1 bedroom to increase revenue. Located in the downtown area near restaurants, shops, and breweries. Close to Route 17, 84 and public transportation.

    Jeanmarie Valentin HomeSmart Homes & Estates

    15 Roberts St, Middletown, NY 10940
  • /16

    $379,000

    • 4 Beds
    • 2 Baths
    • 1,464 Sq Ft

    2189 Mt Hope Rd, Middletown, NY 10940

    Opportunity knocks! This 4-bed, 2-bath ranch in the Minisink Valley school district, awaits your vision. Original woodwork, fireplace and hardwood floors offer classic charm while the spacious layout, large basement, and detached 2-car garage provide ample space and storage. Priced to reflect the need for improvements, this home offers impressive upside and provides an opportunity to build

    Danielle Hinton Keller Williams Hudson Valley

    2189 Mt Hope Rd, Middletown, NY 10940
  • /26

    $529,900

    • 4 Beds
    • 3 Baths
    • 2,242 Sq Ft

    26 Davidge Rd, Middletown, NY 10940

    Spectacular Contemporary Home Located in Prestigious Presidential Heights in the City of Middletown. This Magnificent Home Features a Bright Airy, Sundrenched Floor plan. Gorgeous Marble Flooring, Large Sunken Living Room, Beautiful Sunken Family Room Custom 2 Sided Fireplace. Gourmet Kitchen with a designer Kitchen cabinetry, Stainless Steel Appliances, Subway tiled Backsplash , Recessed

    John Biasi Howard Hanna Rand Realty

    26 Davidge Rd, Middletown, NY 10940
  • /17

    $350,000

    • 4 Beds
    • 1 Bath
    • 1,316 Sq Ft

    86 Linden Ave, Middletown, NY 10940

    INVESTOR ALERT! This two-story home in Middletown presents a fantastic opportunity for savvy investors. Located in a commuter area, this property offers 4 bedrooms and 1 bathroom within 1,316 sq ft of living space. While this home requires some TLC, it's brimming with potential. Bring your vision and renovation ideas to transform this property into a profitable investment. Don't miss out on

    Virginia Corbett eXp Realty

    86 Linden Ave, Middletown, NY 10940
  • /44

    $465,000

    • 4 Beds
    • 2 Baths
    • 1,794 Sq Ft

    118 White Bridge Rd, Middletown, NY 10940

    This pristine Cape in Mount Hope NY is almost 1800 square feet featuring heated two-car attached garage, full size basement sit on 1.6 acres parcel with nice view.3/4 bedrooms, large eat in kitchen, Formal Dr, 1st floor Master Bedroom suite, and addition one bedroom/ office on the 1st floor. 2nd. floor has 2 large bedrooms, Exterior has 2 decks, 1 patio, storage shed, great views and

    Feng Chang Acer Realty Inc

    118 White Bridge Rd, Middletown, NY 10940
  • /41

    $649,900

    • 4 Beds
    • 4.5 Baths
    • 2,888 Sq Ft

    594 County Route 22, Middletown, NY 10940

    MINISINK SCHOOLS - WORK FROM HOME AND HAVE ROOM FOR EXTENDED FAMILY - Nestled at the end of a long driveway is this spacious four-bedroom, five-bathroom home situated on just under four spacious acres. It is absolutely perfect for multi-generational living, offering a separate in-law suite with a kitchenette and bathroom. This home features not one, but TWO primary suites, one located on the

    Courtney Popowick Rita Levine Real Estate

    594 County Route 22, Middletown, NY 10940
  • /33

    $750,000 Open Sun 11:30AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 2,929 Sq Ft

    3 Mulberry Run, Middletown, NY 10941

    Allow us to reintroduce this stunning 5-year-young home, now refreshed with beautiful new spring photos and video! Waiting for its new owners, the Princeton Model in Heritage Hills features a sun-filled open layout with hardwood floors, granite countertops, and a chef’s kitchen with island, walk-in pantry, and eat-in space. Your main level offers a private study, formal dining, and versatile flex

    Michelle Getty HVG Realty, Inc.

    3 Mulberry Run, Middletown, NY 10941
  • /34

    $1,450,000

    • 4 Beds
    • 1.5 Baths
    • 4,240 Sq Ft

    529 New York 17m Unit 531, Middletown, NY 10940

    completely renovated colonial with many features primary family home for fifty years, OFFER An ADDITIONAL BUILDING COMMERICAL INCOME WITH 4 STUDIOS APARTMENTS AND RETAIL BEAUTY SALON AND NON-WORKING CAR WASH OR EXPANDABLE SPACE SEE COMMERICAL LISTING

    John McCarey John I McCarey

    529 New York 17m Unit 531, Middletown, NY 10940
  • /21

    $789,900

    • 4 Beds
    • 3.5 Baths
    • 2,823 Sq Ft

    264 Lybolt Rd, Middletown, NY 10941

    New construction colonial on 2.12 wooded acre lot. The Mabel offers an open floor plan on the first level with oversized living room with hardwood floors & cozy fireplace, office, formal dining room and custom kitchen with breakfast bar, quartz countertops, tiled back splash and sliders leading out to the 10'x12' back deck. The master suite on the second level features tray ceilings, two walk in

    Chris Ogden Realty Promotions Inc

    264 Lybolt Rd, Middletown, NY 10941
  • /4

    $674,900

    • 4 Beds
    • 2.5 Baths
    • 2,378 Sq Ft

    258 Lybolt Rd, Middletown, NY 10941

    New construction colonial on a 2 acre lot. The Reese model colonial offers 4 bedrooms and 2.5 baths. First floor bedroom along with the living room with hardwood floors and cozy fireplace, dining room with sliders leading out to deck, custom kitchen w/center island, quartz countertops and oversized pantry. The laundry room is conveniently located on the expansive 2nd level along with 3 bedrooms

    Chris Ogden Realty Promotions Inc

    258 Lybolt Rd, Middletown, NY 10941
  • /38

    $629,900 Open Sun 1PM - 3PM

    • 4 Beds
    • 3 Baths
    • 2,444 Sq Ft

    328 Stony Ford Rd, Middletown, NY 10941

    Dreaming about your beautiful brand new home??? This spacious and stunning COLONIAL home is under construction and it will be ready in less than 60 days. It is seated on 4 acres and located in the town of Wallkill with GOSHEN school district is offering about 2444 SQFT with 4 bedrooms, 3 full bathrooms and 2 car garages. The first floor is featuring an open layout from the living room with formal

    Anita S. Cristiano HomeSmart Homes & Estates

    328 Stony Ford Rd, Middletown, NY 10941
  • /34

    $339,900

    • 4 Beds
    • 2 Baths
    • 1,696 Sq Ft

    28 Spring St, Middletown, NY 10940

    Welcome to this 4-bedroom, 2-bathroom old-style home, nestled in the vibrant heart of Middletown. Recently renovated, this charming property is move-in ready and offers the perfect blend of traditional character and modern amenities. It offers open concept living. A nice size fenced in yard. Located just a short distance from Davidge Park, schools, and popular restaurants. New hot water heater,

    Leidy Placido Howard Hanna Rand Realty

    28 Spring St, Middletown, NY 10940
  • /36

    $699,000

    • 4 Beds
    • 2.5 Baths
    • 3,088 Sq Ft

    168 S Centerville Rd, Middletown, NY 10940

    This is one of the Kind property in the Minisink School District . This Beautiful Colonial is seated on about 6.1 level acres of land all landscaped with a stream running through the back of the property allowing for fishing and relaxation either from a fantastic patio or the two decks and above ground pool to provide plenty of enjoyment of its natural surroundings.including fishing and

    Elizabeth Nemeth John J Lease REALTORS Inc

    168 S Centerville Rd, Middletown, NY 10940
  • /25

    $668,000

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

    208 Grahamtown Rd, Middletown, NY 10940

    PRICE REDUCTION! Welcome to 208 Grahamtown Rd, this charming estate spanning 54+ acres is a nature lover's paradise with abundance in wildlife and mature trees offering immense potential and breathtaking views. The home features beautiful hardwood floors, a wood burning stove, 4 over-sized bedrooms, 2 full bathrooms, 1st floor office/den, multiple outbuildings, and 1 car attached garage. Whether

    Steven Cabrera Resort Realty

    208 Grahamtown Rd, Middletown, NY 10940
  • /35

    $675,000

    • 4 Beds
    • 3.5 Baths
    • 3,432 Sq Ft

    200 Mt Orange Rd, Middletown, NY 10940

    Welcome to this most charming 1870's farmhouse situated on idyllic 6.4 level pastoral acres with small pond. This property boasts wide moldings and other intricate detailing that showcase the exceptional craftmanship that went into its construction. Enjoy both gorgeous sunrises and sunsets from almost any room. This home has been well maintained, with some newer additions, such as the family

    Joe Distelburger Keller Williams Realty

    200 Mt Orange Rd, Middletown, NY 10940
  • /18

    $378,900

    • 4 Beds
    • 1.5 Baths
    • 1,512 Sq Ft

    63 Scotchtown Place, Middletown, NY 10941

    YOU'LL LOVE COMING HOME TO THIS Incredibly charming 4-bedroom cape with remodeled kitchen, baths and actually everything redone. Ready for new owners to enjoy this beautiful home as well as lovely community situated only minutes to all stores and services. Main level offers 2 bedrooms and lavatory and 2nd level features 2 huge bedrooms and full bath. There's a spacious 1 car garage on lower level

    Sandra Cotthaus 1st Independent Realty Grp

    63 Scotchtown Place, Middletown, NY 10941

Home Trends in Middletown, NY

Home Trends

Median Price (12 Mo)
$381,500
Median Single Family Price
$395,000
Median Townhouse Price
$395,000
Median 2 Bedroom Price
$260,000
Median 1 Bedroom Price
$177,450
Average Price Per Sq Ft
$237
Number of Homes for Sale
104
Last 12 months Home Sales
452
Months of Supply
2.80
Median List Price
$387,999
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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