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Homes for Sale near Middletown High School

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  • /25

    $330,000

    • 3 Beds
    • 1 Bath
    • 1,344 Sq Ft

    71 Commonwealth Ave, Middletown, NY 10940

    Middletown Gem: Updated Home, Unbeatable Location, Finally Priced Right. Welcome to 70 miles of freedom from NYC with none of the sacrifice. This thoughtfully updated Middletown home sits in one of Orange County's most connected communities, where Metro-North train access and major highway proximity put Manhattan within easy reach while keeping you rooted in the peace and affordability of Hudson

    Agent Photo

    Brian Caplicki

    Keller Williams Hudson Valley

    (329) 212-0993

    71 Commonwealth Ave, Middletown, NY 10940
  • /13

    $329,900 Open Sat 1PM - 3PM

    • 3 Beds
    • 1 Bath
    • 976 Sq Ft

    39 Orange Terrace, Middletown, NY 10940

    Are you looking for an affordable home? You have found it here. This beautifully updated three-bedroom, one-bath home sits on a spacious 0.21-acre lot, offering the perfect blend of comfort, style, and outdoor living. Inside, the home features a bright and welcoming living area, a refreshed kitchen with modern finishes, and a clean, updated bathroom designed for everyday convenience.Step

    Agent Photo

    Catherine Eichner

    Eichner Realty Group Inc.

    (329) 208-2797

    39 Orange Terrace, Middletown, NY 10940
  • /27

    $409,900

    • 3 Beds
    • 2.5 Baths
    • 1,554 Sq Ft

    1 Ridge Ave, Port Jervis, NY 12771

    Beautiful New Construction Contemporary – This 3-bedroom home offers modern design with a welcoming covered front porch, set in a sought-after neighborhood close to downtown shops, dining, parks, and convenient public transportation for an easy commute. Enjoy nearby outdoor recreation along the Delaware River with fishing, rafting, and kayaking just minutes away. Inside, the spacious floor plan

    Agent Photo

    Chris Ogden

    Realty Promotions Inc

    (845) 203-6268

    1 Ridge Ave, Port Jervis, NY 12771
  • /22

    $469,000

    • 3 Beds
    • 2 Baths
    • 2,056 Sq Ft

    171 High Barney Rd, Middletown, NY 10940

    Welcome to 171 High Barney a charming three-bedroom, two-bath home tucked away on a quiet dead-end street just before the cul-de-sac. This inviting property offers a bright, cozy living room and a modern kitchen equipped with stainless steel appliances, quartz countertops, and plenty of cabinet space. The lower level features a spacious family room along with bonus space ideal for a home office,

    Agent Photo

    Haakim Byrd

    HomeSmart Homes & Estates

    (329) 201-4415

    171 High Barney Rd, Middletown, NY 10940
  • /48

    $483,900

    • 3 Beds
    • 3.5 Baths
    • 2,521 Sq Ft

    53 Cornwall Ln, Middletown, NY 10940

    Beautifully renovated 3-bedroom, 3.5-bathroom townhouse with a 2-car garage, located in the highly desirable Woodside Knolls community. This spacious home offers modern updates throughout, providing comfort, style, and functionality for today’s living. Conveniently situated just minutes from the Garnet Health Medical Center, Galleria Mall, Metro-North, shops, supermarkets, and major highways,

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (329) 217-0628

    53 Cornwall Ln, Middletown, NY 10940
  • /21

    $429,900

    • 3 Beds
    • 1.5 Baths
    • 1,736 Sq Ft

    74 Pocatello Rd, Middletown, NY 10940

    .

    Agent Photo

    Catherine Eichner

    Eichner Realty Group Inc.

    (329) 207-0303

    74 Pocatello Rd, Middletown, NY 10940
  • /30

    $479,000

    • 3 Beds
    • 3.5 Baths
    • 1,723 Sq Ft

    8 Atwood Dr, Middletown, NY 10940

    Experience elevated townhome living in this beautifully maintained residence located in the sought-after Maple Fields neighborhood of Middletown. Offering elegance and modern updates, this home delivers comfort, space, and convenience, just a short distance from transportation options to New York City. Upon entry, you’re welcomed by gleaming hardwood floors and a thoughtfully designed open layout

    Sandra Laramore Redfin Real Estate

    8 Atwood Dr, Middletown, NY 10940
  • /35

    $169,900

    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft

    238 Concord Ln, Middletown, NY 10940

    Welcome to this beautifully updated two-bedroom, two-bathroom condominium in the heart of Middletown! This move-in-ready home features brand-new flooring throughout, a fully remodeled kitchen with modern appliances and finishes, and an updated furnace for optimal comfort and efficiency. Ideally situated in a prime location, this property offers easy access to shopping, dining, entertainment, and

    Andi Berisha BHHS Hudson Valley Properties

    238 Concord Ln, Middletown, NY 10940
  • /22

    $350,000

    • 3 Beds
    • 1 Bath
    • 892 Sq Ft

    91 Mountain Ave, Middletown, NY 10940

    Looking for one-story living in a private dead end street, look no further as you have found it! Beautiful hardwood floors welcome you into a living room with plenty of window light followed by an eat-in kitchen that has been fully equipped with gorgeous stainless steel appliances, new counters and plenty of cabinet space. Three spacious bedrooms with plenty of closet space and a beautiful tiled

    Sandra Arnez Keller Williams Hudson Valley

    91 Mountain Ave, Middletown, NY 10940
  • /2

    $394,900 Coming Soon

    • 4 Beds
    • 1.5 Baths
    • 1,417 Sq Ft

    20 Dubois St Unit 18 1/2, Middletown, NY 10940

    Welcome to 20 Dubois Street! Beautifully maintained split-level home located just minutes from SUNY Orange. This move-in-ready home features hardwood floors, a sun-filled living room, and a formal dining room. The updated designer kitchen offers upgraded hardware, a stylish backsplash, and a skylight for added natural light. The home includes four generously sized bedrooms, updated bathrooms with

    Isaiah Lopez Keller Williams Hudson Valley

    20 Dubois St Unit 18 1/2, Middletown, NY 10940
  • /27

    $299,999 Open Sun 11AM - 1PM

    • 3 Beds
    • 1.5 Baths
    • 1,248 Sq Ft

    6 Eaton Ct, Middletown, NY 10940

    Welcome to 6?Eaton Court, a bright and comfortable 3-bed, 1.5-bath townhouse nestled in a well-maintained Middletown community. With low-maintenance living made easy, this home is perfect for buyers who want to enjoy life — not worry about it. Step inside to find a smartly laid-out floor plan, where the living areas flow seamlessly and natural light fills the space. The three bedrooms offer

    Vincent Reda Keller Williams Realty

    6 Eaton Ct, Middletown, NY 10940
  • /30

    $339,999

    • 3 Beds
    • 1.5 Baths
    • 1,160 Sq Ft

    5 Mills Ave, Middletown, NY 10940

    LOCATION, LOCATION, LOCATION! Don’t miss this charming 3 Bedroom, 1.5 Bathroom Two-Story Home located in the heart of Middletown and within the Middletown School District. This home offers unbeatable convenience—just minutes from local restaurants, shopping centers, banks, healthcare facilities, and postal services. Situated close to elementary and secondary schools, and just blocks from Orange

    Richard Baxter Keller Williams Realty

    5 Mills Ave, Middletown, NY 10940
  • /34

    $640,000

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

    235 Maples Rd, Middletown, NY 10940

    This well-maintained spacious Colonial Home is ideally situated on a 2 Acre Lot in the Town of Wallkill Countryside. Lovely Kitchen W/Breakfast nook overlooks a Large Level Backyard & Private Rear Entertainment Deck. An entry foyer greets you when you arrive at this home, that features a Formal Dining Room, Living Room, Family Room, Powder Room, & mud Room/Laundry to complete the 1st Floor. The

    Shernette Hall VYLLA Home

    235 Maples Rd, Middletown, NY 10940
  • /24

    $215,000

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    326 Concord Ln, Middletown, NY 10940

    Buttonwood Hills Condominiums now offers a 2 bedroom/2 bath unit for your purchase & to call home! A ground level end unit with open floor from living room to dining room with sliders that lead to a seating area where you can enjoy the outdoors. Beautiful kitchen with stainless steel appliances & plenty of cabinet space. Spacious bedrooms, one with a Suite with double closets and a private full

    Sandra Arnez Keller Williams Hudson Valley

    326 Concord Ln, Middletown, NY 10940
  • /18

    $429,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,097 Sq Ft

    4 Kless Ct, Middletown, NY 10940

    Welcome to this well-kept 3-bedroom home with a bonus loft, set in the Maple Fields community. The first floor offers an easy, open layout with a comfortable living area that leads out to a private patio, along with a dining space and a kitchen that includes a pantry, tile accents, and stainless steel appliances. Upstairs you’ll find the primary bedroom featuring a walk-in closet and its own

    Bryant Moran YourHomeSold Guaranteed Realty

    4 Kless Ct, Middletown, NY 10940
  • /34

    $485,000

    • 3 Beds
    • 3.5 Baths
    • 2,521 Sq Ft

    49 Woodside Knolls Dr, Middletown, NY 10940

    Welcome to Woodside Knolls! Discover this beautiful tri-level townhouse located in one of the area’s most desirable communities. This weill maintained home features 9' ceilings on the main level, a cherry kitchen with granite countertops and stainless steel appliances, and gleaming hardwood floors throughout the main level. Enjoy 3 spacious bedrooms and 3.5 bathrooms, including a fully finished

    Naomi Streicher Q Home Sales

    49 Woodside Knolls Dr, Middletown, NY 10940
  • /4

    $1,650,000

    • Land
    • 7.5 Acres
    • $220,000 per Acre

    32 Gibbs Ct, Middletown, NY 10940

    32 Gibbs Court | Wallkill, NYPrime 3.20 Acre Commercial Development PAD on 7.5-acre lot Opportunity in the Heart of WallkillUnlock the full potential of this premier 3.20 PAD on a 7.5-acre commercial parcel, ideally located in the thriving Town of Wallkill. Situated within the highly desirable Town Center District, 32 Gibbs Court offers a rare development opportunity with broad zoning

    Peter Janis Berkshire Hathaway HS NE Prop.

    32 Gibbs Ct, Middletown, NY 10940
  • /3

    $69,000

    • Land
    • 6.5 Acres
    • $10,615 per Acre

    0 County Road 49, Middletown, NY 10940

    6 Acres of Raw Land! Prime Middletown parcel with potential for residential development or investment. Quiet lot with easy access to main roads and nearby amenities. Drive-by only. Utilities not confirmed.

    Bryant Moran YourHomeSold Guaranteed Realty

    0 County Road 49, Middletown, NY 10940
  • /3

    $279,000

    • Land
    • 21.1 Acres
    • $13,223 per Acre

    32 Nicaj Ct, Wallkill, NY 10941

    This listing is for 2 abutting properties totaling 21 Acres. The 10 acre parcel fronts Nicaj Ct. The second is an 11 acre parcel (section 14, block 2, lot 23) which is landlocked and abuts this parcel. The 10 acre is engineered with site plan approval. Had BOH approval, may need a letter extending approval. The 11 acre would need full engineering to build on it. Seller represents possible further

    Liz Vasapolli Howard Hanna Rand Realty

    32 Nicaj Ct, Wallkill, NY 10941
  • /12

    $410,000

    • 5 Beds
    • 4 Baths

    41 Monhagen Ave Unit 39, Middletown, NY 10940

    Sold as is?This versatile property offers the perfect blend of comfortable living and passive income generation. Whether you are a first-time homebuyer looking to offset your mortgage or a seasoned investor seeking a high-yield asset, this legal two-family home is a standout choice. The Strategy: Live for Less, Earn MoreThe property is ideally configured for an owner-occupant strategy: Main

    Zhiheng Tang Keller Williams Hudson Valley

    41 Monhagen Ave Unit 39, Middletown, NY 10940
  • /27

    $318,000

    • 2 Beds
    • 1.5 Baths
    • 1,460 Sq Ft

    47 Brick Pond Rd Unit 47, Middletown, NY 10940

    Welcome to this charming 2-story townhouse-style condo nestled in the Spring Hollow community. It features 2 bedrooms and 1.5 bathrooms. The main level includes a spacious living room, a cozy eat-in kitchen, and a convenient half bath. The kitchen features cream-colored cabinets, granite countertops, and a tile backsplash. It includes stainless steel appliances, a center island for extra

    Jie Liu Keller Williams Hudson Valley

    47 Brick Pond Rd Unit 47, Middletown, NY 10940
  • /31

    $359,000

    • 3 Beds
    • 2.5 Baths
    • 1,345 Sq Ft

    18 Jordan Ln, Middletown, NY 10940

    Mountainside Hills in Middletown offers this townhouse-style condo featuring 3 bedrooms and 2.5 bathrooms. The main level provides a comfortable and functional layout with a spacious living room, a dining area, and a convenient half bath. Sliding glass doors lead to the rear deck, offering a nice space for outdoor relaxation. The kitchen offers generous cabinet and counter space and tile

    Jie Liu Keller Williams Hudson Valley

    18 Jordan Ln, Middletown, NY 10940
  • /2

    $65,000

    • Land
    • 0.24 Acre
    • $270,833 per Acre

    1 S Shore Dr, Middletown, NY 10940

    Quarter acre waterfront parcel located on Pocatello Lake. Scenic water views, and a peaceful setting with convenient access to local amenities in the City of Middletown and Town of Wallkill. Rare opportunity for lakefront land ownership in a desirable location.

    Soleil Jackman Howard Hanna Rand Realty

    1 S Shore Dr, Middletown, NY 10940
  • /5

    $525,000

    • Land
    • 3.8 Acres
    • $138,194 per Acre

    TBD Silver Lake-Scotchtown Rd, Middletown, NY 10940

    Attention Builders and Developers: Presenting a rare, fully-approved 3-lot subdivision on Silverlake Scotchtown Road in the desirable Town of Wallkill, ready for the construction of three new two-family homes. Each lot is designed to accomodate a 32x80 structure which is large enough for each unit to include 3 bedrooms, 2 baths and a 1 car garage. Seller does not have architectural plans so

    Jason McGovern Keller Williams Hudson Valley

    TBD Silver Lake-Scotchtown Rd, Middletown, NY 10940
  • /26

    $250,000

    • 1 Bed
    • 1 Bath
    • 360 Sq Ft

    51 S Shore Dr, Middletown, NY 10940

    Welcome to 51 S Shore Drive, a charming and thoughtfully updated bungalow retreat nestled on a private, wooded 9,374 sq ft lot with sparkling lake views in scenic Middletown, NY. This beautifully curated 1-bedroom, 1-bath lakefront getaway offers 360 square feet of smart, stylish living space perfect for a weekend escape, vacation rental, or year-round peaceful living. Step inside to a crisp,

    Arya Rabinovits eRealty Advisors, Inc

    51 S Shore Dr, Middletown, NY 10940
  • /18

    $535,000

    • 3 Beds
    • 2 Baths
    • 2,321 Sq Ft

    3 Parkview Dr, Middletown, NY 10940

    Welcome to your next chapter—this 3-bedroom, 2-bathroom home offers both comfort and convenience. Nestled in a peaceful Middletown neighborhood, this home keeps you connected to everything that matters. Spend weekends at nearby Watts Memorial and Fancher-Davidge Parks, both just a short distance away. Schools like Northern Academy and those in the Middletown City School District are also

    Kevin Sanabria eRealty Advisors, Inc

    3 Parkview Dr, Middletown, NY 10940
  • /29

    $439,990 Open Sun 1PM - 3PM

    • 5 Beds
    • 2 Baths
    • 2,586 Sq Ft

    14 Bonnell St, Middletown, NY 10940

    Spacious Two-Family Home in the City of Middletown – Excellent Investment Opportunity Large, solid two-family home located in the City of Middletown, offering strong rental income and outstanding value. This well-maintained property features: Second Floor: 1,338 sq ft – 3 bedrooms, 1 full bath First Floor: 1,248 sq ft – 2 bedrooms, 1 full bath Current rents are $2,100 and $1,800 per month,

    Jonathon Lee Keller Williams Hudson Valley

    14 Bonnell St, Middletown, NY 10940
  • /24

    $579,990

    • 3 Beds
    • 2.5 Baths
    • 2,205 Sq Ft

    30 Daly Rd, Middletown, NY 10940

    New Construction. This 3-bedroom, 2.5-bath colonial is situated on a 2-acre level/partially wooded lot. The first floor offers an oversized living room, dining room, a kitchen with granite countertops and stainless appliances, and sliders leading to a backyard deck. Also on the first floor, you'll find a den/study, a laundry room, and a good-sized 1/2 bath. The second floor features a large loft

    Jonathon Lee Keller Williams Hudson Valley

    30 Daly Rd, Middletown, NY 10940
  • /3

    $88,000

    • Land
    • 2.94 Acres
    • $29,932 per Acre

    TBD Mountain Rd, Mamakating, NY 10940

    A secluded buildable lot, that has been perc tested, is ready for you to bring your vision of what it will become. Create your vacation home, cabin in the woods, income generating property, Full time home of your dreams, or personal camping grounds. The skies the limit!

    Carrie Dandridge Find Advisors

    TBD Mountain Rd, Mamakating, NY 10940
  • /6

    $1,499,000

    • Land
    • 92.1 Acres
    • $16,276 per Acre

    0 Shawangunk Rd Unit KEY901472, Scotchtown, NY 10940

    92 Acres | Development Opportunity | Lake Access | Town of Wallkill, NYDiscover an exceptional opportunity to own a prime 92-acre parcel in the scenic and sought-after Town of Wallkill, New York. This expansive property is mostly field-cleared and offers lake access, creating a peaceful and picturesque setting ideal for a variety of development visions.Zoned RA (Rural

    Ryan LaLuna McGrath Realty Inc

    0 Shawangunk Rd Unit KEY901472, Scotchtown, NY 10940
  • /33

    $350,000

    • 1 Bed
    • 1 Bath
    • 1,088 Sq Ft

    727 Route 17m, Middletown, NY 10940

    A Truly Unique Opportunity – Live, Work, or Both!Welcome to a property that perfectly blends charm, function, and versatility. This special offering is not only a wonderful place to call home but also provides incredible potential to operate your own business—all in a convenient, easily accessible location.Currently configured as a single-family residence with mixed-use potential, this

    Frank Muccari Cronin & Company Real Estate

    727 Route 17m, Middletown, NY 10940
  • /5

    $65,000

    • Land
    • 0.18 Acre
    • $359,513 per Acre

    538 E Main St, Middletown, NY 10940

    Residential land avaiable on East Main Street, close to the Crystal Medical center, close to NYS HWY 17, close to the Galleria Mall, close to the new Resorts and Casino about 30 milles away, close to the Poconos, come built you new home here.

    Frank Rivera Hudson Valley Home Connection

    538 E Main St, Middletown, NY 10940
  • /44

    $439,000

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

    16 Leers Rd, Glen Spey, NY 12737

    BEAUTIFUL MODERN CAPE WITH LAKE PRIVILEGES TO MOHICAN LAKE IN GLEN SPEY, NY - Welcome to this newly built home set quietly on pretty a 2.38 acre lot. Inside you have a modern take on a cape that feels fresh, with clean lines and well done. This three bedroom/two full bath home features an open floor plan in the main living area. The living room has an electric fireplace for that cozy evening

    Caroline Akt Caroline Akt Realty LLC

    16 Leers Rd, Glen Spey, NY 12737
  • /6

    $8,900,000

    • Land
    • 215 Acres
    • $41,395 per Acre

    0 Maples Rd Unit KEY883753, Wallkill, NY 10940

    Incredible 273-Unit Development Opportunity – Over 215 Acres! Unlock the potential of this prime 215+ acre parcel, fully site plan approved for a thoughtfully designed 273-unit residential community. The approved plans include:155 three-bedroom townhomes103 two-bedroom rental units15 three-bedroom rental unitsSituated in a high-demand area with strong demographics and minimal

    Lawrence Citarelli First Hampton Int'l Realty LLC

    0 Maples Rd Unit KEY883753, Wallkill, NY 10940
  • /33

    $799,900

    • Land
    • 137.3 Acres
    • $5,826 per Acre

    TBD Eatontown Rd, Greenville, NY 10940

    137 Acres of Prime Land in the Town of Greenville – Endless Possibilities 137-acre offering in the Town of Greenville, presenting an exceptional opportunity for future development, subdivision potential, or a private recreational retreat. This expansive parcel features miles of scenic wooded trails ideal for hunting, camping, hiking, horseback riding, four-wheeling, and year-round outdoor

    Joe Distelburger Keller Williams Realty

    TBD Eatontown Rd, Greenville, NY 10940
  • /27

    $314,999

    • 3 Beds
    • 2 Baths
    • 1,240 Sq Ft

    9 Genung St, Middletown, NY 10940

    Charming two-story home in the heart of Middletown! This spacious residence offers a welcoming front porch, perfect for relaxing evenings, and a practical layout filled with natural light. The home features multiple bedrooms, ample living space, and a generous yard with off-street parking. Located in a convenient neighborhood close to schools, shopping, dining, and major highways, this property

    Anthony Rivas Keller Williams Hudson Valley

    9 Genung St, Middletown, NY 10940
  • /15

    $264,999

    • 2 Beds
    • 2.5 Baths
    • 1,348 Sq Ft

    11 Jordan Ln, Middletown, NY 10940

    Great opportunity for investors for fix and flip.Minimal work needed to make it presentable.Town house located in a beautiful neighborhood.

    Siju John Kerala Realty, LLC

    11 Jordan Ln, Middletown, NY 10940
  • /2

    $315,000

    • Land
    • 40.6 Acres
    • $7,759 per Acre

    0 Ingrassia Rd, Wallkill, NY 10940

    WOW!!!! Over 40 Acres of Land in the Town of Wallkill, come here and paint the picture on the blank canvas you always wished for. End Users and or Developers, come one, come all, endless possibilities.

    Joseph Kohn Blu Wave Ventures

    0 Ingrassia Rd, Wallkill, NY 10940
  • /2

    $99,900

    • Land
    • 0.3 Acre
    • $333,000 per Acre

    28 Genung St, Middletown, NY 10940

    **Great investment opportunity in desirable area in Middletown** Not many vacant properties on the market that offer the possibility to build a multi-family unit. This lot is set back from the main road, just behind 32 Genung Street, that is a legal 2-family property.Don't miss out!

    Evelyn Unger Tmimi Weichert Realtors

    28 Genung St, Middletown, NY 10940
  • /16

    $350,000

    • 3 Beds
    • 2.5 Baths
    • 930 Sq Ft

    65 Monhagen Ave, Middletown, NY 10940

    This beautifully updated Cape Cod–style single-family home offers 3 bedrooms and 2.5 baths, including a generous first-floor primary suite. The main level features a spacious living room with a fireplace, a formal dining room, and an elegant kitchen with granite and wood countertops along with stainless steel appliances. High ceilings, detailed moldings, a full bath, and a convenient laundry area

    Jonathon Lee Keller Williams Hudson Valley

    65 Monhagen Ave, Middletown, NY 10940

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