119

Middletown, NY Homes for Sale with No HOA Fee

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  • /26

    $112,999

    • 1 Bed
    • 1 Bath
    • 585 Sq Ft

    55 Woodcrest Dr, Middletown, NY 10940

    Charming Turn-Key Wood Cottage in Serene Setting - Airbnb CertifiedEscape to peace and tranquility with this beautifully maintained 1-bedroom, 1-bath ranch-style wood cottage, nestled in a serene wooded setting. Featuring vaulted ceilings and a wood-burning stove, this home exudes warmth and rustic charm. An additional converted space serves as a second bedroom, a bonus loft area offers extra

    Zakia Wisdom Z Wisdom Realty Inc.

    55 Woodcrest Dr, Middletown, NY 10940
  • /28

    $330,000

    • 3 Beds
    • 1 Bath
    • 1,263 Sq Ft

    11 1/2 Dolson Ave, Middletown, NY 10940

    Back on the Market — Buyer’s Opportunity!This move-in-ready and renovated 3-bedroom Cape Cod in the heart of Middletown combines classic charm with modern updates. Step into a bright, spacious layout featuring a sun-filled living room, formal dining area, and a beautifully updated kitchen — ideal for both daily living and entertaining.The walk-out basement offers generous storage, a

    Robert Siracuse Absolute Real Estate of NY Inc

    11 1/2 Dolson Ave, Middletown, NY 10940
  • /42

    $779,900

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

    264 Lybolt Rd, Middletown, NY 10941

    Located on a quite country road in the town of Wallkill sits this move in ready new construction colonial on 2.12 wooded private acres in the sought after Pine Bush School district. The Mable offers an open floor plan design on the first level with hardwood floors throughout the oversized living room with a gas fireplace, formal dining room and custom kitchen with breakfast bar, quartz

    Chris Ogden Realty Promotions Inc

    264 Lybolt Rd, Middletown, NY 10941
  • /26

    $399,900

    • 3 Beds
    • 1.5 Baths
    • 1,920 Sq Ft

    3 Kohler Rd, Middletown, NY 10940

    Welcome to 3 Kohler Road Middletown, NY. A beautiful and well-maintained home which offers comfort, space and tranquility. This spacious colonial ranch offers 3 bedroom, and 2 bathrooms with an expansive open concept layout which fit modern lifestyle. A spacious living room with large windows which provide abundant natural light, with a various set of appliances in the kitchen which is ideal

    Joseph Eugene eXp Realty

    3 Kohler Rd, Middletown, NY 10940
  • /34

    $589,000

    • 3 Beds
    • 2.5 Baths
    • 2,086 Sq Ft

    189 School House Rd, Middletown, NY 10940

    Home sweet home! This custom built three bedroom, two and a half bathroom 2086sqft ranch is located on a beautifully landscaped property in the Minisink Valley School District. You'll feel right at home from the moment you enter this park-like property. You have many choices of places to enjoy this home, both inside and outside. The 1900sqft main floor is open and spacious. The central great

    Joseph Paoli Howard Hanna Rand Realty

    189 School House Rd, Middletown, NY 10940
  • /16

    $355,000

    • 4 Beds
    • 2 Baths
    • 1,486 Sq Ft

    184 Highland Ave, Middletown, NY 10940

    Here you have a beautiful Victorian style home, centrally located in Middletown NY. This home features a beautiful wrap around porch that presents a charming appeal to all visitors of the property. The property has been upgraded by the current owner, they have put in $55k of upgrades which include an updated kitchen, new central air system, new doors, and new windows! The home encompasses 4

    Jorge Lugo Real Broker NY LLC

    184 Highland Ave, Middletown, NY 10940
  • /2

    $40,000

    • 550 Sq Ft

    40 Ivory Ln, Middletown, NY 10940

    THIS SPACIOUS PARCEL OF LAND IN MIDDLETOWN, NY OFFERS AN EXCELLENT OPPORTUNITY FOR AFFORDABLE LIVING OR INVESTMENT. THIS PROPERTY OFFERS THE OPPORTUNITY TO REPLACE THE EXISTING STRUCTURE WITH CONVENIENT ACCESS TO UTILITIES THE LOT IS READY FOR REDEVELOPMENT. WHETHER YOUR'RE LOOKING TO BUILD EQUITY OR SEEKING RENTAL INCOME POTENTIAL THIS PROPERTY COMBINES AFFORDABILITY WITH FLEXIBILITY. LOCATED

    ALISON NIXON eXp Realty

    40 Ivory Ln, Middletown, NY 10940
  • /50

    $875,000

    • 4 Beds
    • 4 Baths
    • 3,699 Sq Ft

    21 Lincoln Terrace Unit 19, Middletown, NY 10940

    Step into a rare and iconic mid-century modern residence, masterfully designed and once inhabited by renowned local architect Dennis Jurow. Tucked away on a private and mature one-acre lot in Middletown, this 4,000+ square foot home is a true celebration of 1970s contemporary design—thoughtfully preserved with original details throughout. This one-of-a-kind home features ten sliding glass doors

    Patricia Sassi RE/MAX Benchmark Realty Group

    21 Lincoln Terrace Unit 19, Middletown, NY 10940
  • /31

    $589,900

    • 4 Beds
    • 2.5 Baths
    • 2,628 Sq Ft

    658 Ingrassia Rd, Middletown, NY 10940

    Welcome to this beautifully maintained Cape Cod-style home offering 2,628 square feet of versatile living space set on a private and picturesque 2.3-acre lot. This charming residence blends classic design with modern comfort, featuring generous room sizes, abundant natural light, and timeless appeal. The main level boasts a thoughtfully designed floor plan, ideal for both daily living and

    Rebecca Matta-Candela Keller Williams Realty

    658 Ingrassia Rd, Middletown, NY 10940
  • /45

    $353,000

    • 3 Beds
    • 1.5 Baths
    • 1,564 Sq Ft

    38 Wilson St, Middletown, NY 10940

    Welcome to 38 Wilson where charm, space, and potential come together.This 3-bedroom, 1.5-bath split-level home offers a fresh start with newly painted interiors and a layout full of possibility. Step inside to soaring cathedral ceilings and a bright open-concept kitchen, perfect for both everyday living and entertaining. Upstairs features three generously sized bedrooms and a full bathroom.

    Pete Koutros Keller Williams Hudson Valley

    38 Wilson St, Middletown, NY 10940
  • /34

    $429,999

    • 2,946 Sq Ft

    221 E Main St, Middletown, NY 10940

    Welcome to 221 E Main St—a standout investment opportunity offering flexibility, location, and long-term potential in one of Orange County’s most active and rapidly growing markets. This mixed-use property features two residential units and a commercial space on the ground floor, making it an ideal choice for investors, owner-occupants, or entrepreneurs looking to establish a business while

    Savannah Miceli Century 21 Alliance Rlty Group

    221 E Main St, Middletown, NY 10940
  • /50

    $2,999,999

    • 5 Beds
    • 4.5 Baths
    • 6,460 Sq Ft

    285 Hill Rd, Middletown, NY 10940

    Great potential to embrace an equestrian lifestyle with immediate income producing potential. This Training Center features 29 acres of sprawling green grounds and incredible views. As you pass through the gated entrance, you will experience a world of equestrian wonder. The main barn boasts 13 stalls and an attached 75'x133' indoor arena with sprinkler system, over $500,000 cost. Two large

    Warren Shelley Reliable Realty Group

    285 Hill Rd, Middletown, NY 10940
  • /50

    $859,000

    • 4 Beds
    • 2.5 Baths
    • 2,828 Sq Ft

    482 Scotchtown Ave, Middletown, NY 10941

    Mint condition, classic, fully-restored 1863 farmhouse. This 4-bedroom, 2 1/2-bathroom home sits on 10 serene acres with stunning horse farm views and features including original hardwood floors, a brick fireplace, and formal dining with exquisite molding. Also noted is the updated plumbing. Enjoy a wraparound porch, a pond with fish, and river access for kayaking. Completely inspiring with a

    Pamela Henning Keller Williams Hudson Valley

    482 Scotchtown Ave, Middletown, NY 10941
  • /13

    $350,000

    • 2 Beds
    • 1 Bath
    • 1,016 Sq Ft

    3 Chappell Pkwy, Middletown, NY 10940

    A lovely single family Ranch home locates at a dead end street in a quiet neighborhood of Middletown. This single family home offers 2 bedrooms and a full bathroom, a large eat in kitchen, dining area and spacious living room and a big sun room. The backyard is fully fenced in with a shed. Plenty of storage space in the basement and an 1 car indoor garage. Great location, close to YMCA,

    Feng Chang Acer Realty Inc

    3 Chappell Pkwy, Middletown, NY 10940
  • /16

    $429,999

    • 6 Beds
    • 2 Baths
    • 1,878 Sq Ft

    19 Wawayanda Ave, Middletown, NY 10940

    Price reduced....... A Must see... Fully available opportunity knocks to own this colonial home, located in the heart of the Hudson Valley. Entering this home with a long foyer that leads into a living room, spacious dining room with plenty of natural light, eat in kitchen, Kitchen is updated with lots of cabinet space front deck, back porch, new flooring for the entire house. New roof,

    Samar Tarazi Keller Williams Realty

    19 Wawayanda Ave, Middletown, NY 10940
  • /27

    $369,000

    • 3 Beds
    • 1 Bath
    • 1,144 Sq Ft

    53 Richmond Place, Middletown, NY 10940

    Settle into the charm of Orange County, NY, in this bright and airy three-bedroom home. The kitchen features elegant white cabinets and stainless steel appliances, perfectly combining style and functionality. Additional conveniences include a laundry room, mudroom, walk-up attic, and a full basement for ample storage. Situated on a corner lot, this property boasts a fenced-in backyard with plenty

    Kelly Roebuck Curasi Realty, Inc.

    53 Richmond Place, Middletown, NY 10940
  • /11

    $113,300

    • Land
    • 0.09 Acre
    • $1,258,889 per Acre

    92 Linden Ave, Middletown, NY 10940

    Discover a rare chance to transform your dream into reality on this prime 50 by 80 cleared, level parcel in the heart of Middletown. Located in a fully built out neighborhood with municipal water and sewer already in place, this site offers a blank canvas for a single family home. This is an outstanding opportunity for builders to leave their mark in a thriving community. Don’t let this

    Jason Madison eXp Realty

    92 Linden Ave, Middletown, NY 10940
  • /36

    $599,000

    • 4 Beds
    • 2.5 Baths
    • 1,825 Sq Ft

    708 Kirbytown Rd, Middletown, NY 10940

    Such a peaceful setting for this immaculate 4 BR, 2.5 bath Colonial in the heart of The Minisink School District. This home is a dream for pet owners! The fenced backyard keeps your pets safe and secure while they play, and the underground dog fence lets them roam worry-free. There is a woodstove that is perfect for chilly evenings that will help with your heating costs during the cold winter

    Debbie Walsh SHAHAR Management LLC

    708 Kirbytown Rd, Middletown, NY 10940
  • /48

    $950,000

    • 2 Baths
    • 4,800 Sq Ft

    30 Royce Ave, Middletown, NY 10940

    Calling all Investors, Business Owners & Contractors!!! Unique —"Side by Side" — 2 Family home with upstairs & downstairs for both units & private decks! Located in central Middletown, this home offers (2) 3 bedroom units, bathroom, living room, dining room, eat-in-kitchen with —pellet stove—, mud room & exit to backyard, exceptional vehicle capacity—fits 28+ vehicles (for possible rental income)

    Gary Myers eXp Realty

    30 Royce Ave, Middletown, NY 10940
  • /38

    $625,000

    • 4 Beds
    • 2.5 Baths
    • 2,410 Sq Ft

    344 Ingrassia Rd, Middletown, NY 10940

    Welcome to 344 Ingrassia Rd in Middletown, NY. This stunning Italian custom built Mediterranean home sits on 3.1 acres of land, offering 2,410 sqft of elegant living space. The property features 4 spacious bedrooms and 2.5 bathrooms.Upon entering, you'll notice the beautiful marble tile flooring that flows into the open kitchen. This Grommet kitchen boasts a large island, energy efficient

    Travis Thompson Keller Williams Hudson Valley

    344 Ingrassia Rd, Middletown, NY 10940
  • /18

    $565,000

    • 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
  • /6

    $320,000

    • 3 Beds
    • 2 Baths
    • 1,964 Sq Ft

    115 Vincent Dr, Middletown, NY 10940

    Check out 115 Vincent Drive, a unique split ranch in Middletown, NY. It’s close to everything on Route 211, so shopping, dining, and everyday errands are minutes away. The fenced backyard is great for pets or outdoor hangouts, and the two-car garage gives you plenty of parking and storage space.

    Christian Baez Keller Williams Hudson Valley

    115 Vincent Dr, Middletown, NY 10940
  • /8

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,484 Sq Ft

    2 Rivervale Rd, Middletown, NY 10940

    Charming Corner Townhouse in Middletown – No HOA Fees!Welcome to 2 Riverdale Road, a delightful 3-bedroom, 1.5-bathroom townhouse nestled in the heart of Middletown, NY. This spacious 1,484 sq ft home offers a perfect blend of comfort and convenience, making it an ideal choice for families and first-time homebuyers.Key Features:Spacious Living: Enjoy the warmth of hardwood floors throughout and

    Kilimanjaro Toussaint YourHomeSold Guaranteed Realty

    2 Rivervale Rd, Middletown, NY 10940
  • /18

    $600,000

    • 4 Beds
    • 3 Baths
    • 2,162 Sq Ft

    77 Upper Rd, Middletown, NY 10940

    Beautiful Ranch Style Home, with 4 spacious bedrooms, 3 upgraded Bathrooms, beautiful Hardwood floor recently painted, lots of Entertainment space, Full finish basement with lots of space that fits laundry, gym, and more entertainment space. Property has a huge tennis court, above ground pool, hot tub and extra yard space. A new septic tank was installed, brand new water system. Perfect Home for

    Yajaira Silva Madison Allied LLC

    77 Upper Rd, Middletown, NY 10940
  • /36

    $999,900

    • 5 Beds
    • 4.5 Baths
    • 4,200 Sq Ft

    255 Howells Rd, Middletown, NY 10940

    Enter the gates of this grand estate, where you'll find a stunning 5-bedroom, 5-bathroom home spanning 4,200 square feet, complete with a large barn and a natural pond, all set on 36.8 acres. This private estate is located in Middletown, NY, nestled among rolling pastures, tranquil woods, and your very own pond. The expansive property also features a two-story post-and-beam barn with horse

    Jonathon Lee Keller Williams Hudson Valley

    255 Howells Rd, Middletown, NY 10940
  • /20

    $325,000

    • 4 Beds
    • 1 Bath
    • 1,124 Sq Ft

    317 Wawayanda Ave, Middletown, NY 10940

    Charming 4-Bedroom Home with Cozy Curb Appeal - A Must See!Welcome to this delightful 4-bedroom, 1-bath single-family home, perfectly nestled in a peaceful, tree-lined neighborhood. With its eye-catching red exterior and classic white trim, this home offers curb appeal that is both inviting and timeless.Step inside to discover a warm, sunlit living space ideal for family

    Pete Wolven Hudson Valley Home Connection

    317 Wawayanda Ave, Middletown, NY 10940
  • /15

    $339,900

    • 3 Beds
    • 1 Bath
    • 1,278 Sq Ft

    39 Crescent Place, Middletown, NY 10940

    Very Beautifully renovated home on a quiet street in Middletown. Perfect location close to schools, shopping, and playgrounds. Clean hardwood floors, updated kitchen, newly paved driveway, finished patio, and plenty of natural light. In addition, all windows were replaced in 2020

    Zhiheng Tang Keller Williams Hudson Valley

    39 Crescent Place, Middletown, NY 10940
  • /15

    $105,000

    • Land
    • 5 Acres
    • $20,588 per Acre

    Lot 11 Meadow Brook Dr, Middletown, NY 12455

    Tucked away in the pastoral rolling hills, just a short drive from down town Margaretville, this very special 5 acre parcel is sure to check many boxes on your wish list. A peaceful and serene setting with beautiful scenic views and rolling open meadows backed by magical woods to explore. With several possible building sites this parcels offers what most are looking for. Easy access, and close to

    Rosalie Glauser Listing by Frank Lumia Real Estate Plus!, LLC

    Lot 11 Meadow Brook Dr, Middletown, NY 12455
  • /35

    $950,000

    • 3 Beds
    • 2.5 Baths
    • 3,315 Sq Ft

    535 County Route 22, Middletown, NY 10940

    Looking to Enjoy Life? Experience 535 Ct Rt 22 in the Minisink School District. Unique Handcrafted Home that is surrounded by Nature and Privacy. This Amazing property is backed up to a NYS Protected Conservation in addition to the existing 21 1/2 Acres of Privacy. Gorgeous Breath-taking views can be seen from almost every window of the home. Enjoy the Dramatic, Sundrenched, Eye Popping Open

    John Biasi Howard Hanna Rand Realty

    535 County Route 22, Middletown, NY 10940
  • /11

    $849,900

    • 4 Beds
    • 3.5 Baths
    • 3,200 Sq Ft

    29 Hubbard Rd, Middletown, NY 10940

    New construction colonial on a beautiful 9+ acre lot with views of the Shawangunk Mountain Ridge, a spring fed pond and open fields and woods located on a private dead end road in the Pine Bush S/D. and close to major highways. The Sienna model features include 4 bedrooms, 3.5 baths, gorgeous red oak hardwood floors and spacious rooms. Relax in the cozy living room by the warm inviting fireplace

    Chris Ogden Realty Promotions Inc

    29 Hubbard Rd, Middletown, NY 10940
  • /27

    $249,000

    • 2 Beds
    • 2 Baths
    • 1,636 Sq Ft

    1603 Goshen Turnpike, Middletown, NY 10941

    This 1850-built home at 1603 Goshen Turnpike is full of potential for investors and flippers. It features wide plank oak floors, a fireplace, and a country kitchen, offering a solid foundation for renovations.With 1,636 sq ft of living space, 2 bedrooms, and 2 bathrooms, this home sits on a 6,991 sq ft lot, providing room for updates and improvements. Central cooling and forced air heating are

    Elvys Molina Keller Williams Realty

    1603 Goshen Turnpike, Middletown, NY 10941
  • /3

    $1,650,000

    • Land
    • 8 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
  • /41

    $1,600,000

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

    565 Prosperous Valley Rd, Middletown, NY 10940

    Your dream countryside retreat located in Orange County NY. This custom-built 4,000 sq. ft. Contemporary Ranch is situated on an expansive 61-acre property. (two separate parcels) It includes a two-story 35'x60' barn with 7 horse stalls, a lean-to, a silo, and a tack room. Above the barn, you'll find a 20'x64' loft area with a separate well and 100-amp electric service. The 25'x50' concrete

    Michelle Gruberger Real Estate Circuit Inc

    565 Prosperous Valley Rd, Middletown, NY 10940
  • /35

    $689,000

    • 6 Beds
    • 3.5 Baths
    • 2,948 Sq Ft

    669 Mountain Rd, Middletown, NY 10940

    Nestled in the Minisink School District | 6 bedrooms, |3 bathrooms| chef’s kitchen| perfect for those who love to cook and entertain. The double-sided fireplace*adds a cozy touch, while the inground pool makes it an ideal retreat.Set on 3.38 acres the home is surrounded by lush greenery, providing a peaceful and private atmosphere. The Colonial and Contemporary architectural style blends

    Michelle Gruberger Real Estate Circuit Inc

    669 Mountain Rd, Middletown, NY 10940
  • /43

    $347,000

    • 2 Beds
    • 1 Bath
    • 1,254 Sq Ft

    203 Watkins Ave, Middletown, NY 10940

    Welcome Home! As you enter this nicely maintained capecod you'll notice the curved archway entry. To the left is a bonus room that could be used as an office/bedroom. The living room/ dining area combo has beautiful refinished hardwood floors. In addition to a full bathroom, kitchen with granite countertops, stainless steel appliances, white subway tile backsplash, and luxury vinyl plank flooring

    Brenda Otero HomeSmart Homes & Estates

    203 Watkins Ave, Middletown, NY 10940
  • /6

    $110,000

    • Land
    • 6 Acres
    • $16,975 per Acre

    0 Fox Meadow Ln, Middletown, NY 12455

    Stunning 6.4-Acre Hilltop Parcel with Panoramic Views – Margaretville, NY$110,000Perched atop one of the most beautiful and sought-after hills in Margaretville, this exceptional 6+ acre parcel offers a rare opportunity to own your own private slice of Catskills paradise. Located at the very end of a quiet, private road, this property features breathtaking 180-degree views of rolling mountains,

    Susan Doig Listing by Coldwell Banker Timberland Properties

    0 Fox Meadow Ln, Middletown, NY 12455
  • /21

    $110,000

    • Land
    • 6 Acres
    • $16,923 per Acre

    2775 County Hwy 36 Unit 243-1-59, Middletown, NY 12455

    There are many options available for your dream home. This wooded lot has a gradual incline to plateaus overlooking a valley and a mountain. Access to this property is from County Highway 36. It is conveniently located just 15 minutes from Belleayre Mountain or Plattekill Mountain Ski slopes. Power at the front of the lot near rough cut driveway. Walk to the Batavia Kill stream; great fishing!

    Doug Walsh NOLA GUTMANN REALTY

    2775 County Hwy 36 Unit 243-1-59, Middletown, NY 12455
  • /23

    $619,900

    • 4 Beds
    • 3 Baths
    • 1,952 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
  • /30

    $449,900

    • 3 Beds
    • 2.5 Baths
    • 1,987 Sq Ft

    7 Roosevelt Ave, Middletown, NY 10940

    Welcome to this charming ranch-style home located on a desirable corner lot in the city of Middletown. Spanning just under 2,000 square feet, this inviting residence features spacious rooms throughout. As you enter, you'll be greeted by custom woodwork and elegant wainscoting that add a touch of sophistication throughout this home. The layout is accentuated by tile flooring that flows seamlessly

    Patricia Sassi RE/MAX Benchmark Realty Group

    7 Roosevelt Ave, Middletown, NY 10940
  • /50

    $999,999

    • 4 Beds
    • 3.5 Baths
    • 4,295 Sq Ft

    941 Mt Hope Rd, Middletown, NY 10940

    Welcome to 941 Mount Hope Road in beautiful Middletown, NY—an exceptional 4,295 sq ft estate set on a sprawling 46-acre property, offering the perfect blend of timeless character and modern upgrades. Built in 1926, this one-of-a-kind stone and siding home has been completely renovated, preserving its historic appeal while elevating comfort and functionality. Whether you're seeking a luxurious

    Heather Thoms Q Home Sales

    941 Mt Hope Rd, Middletown, NY 10940

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