21,111

Middletown, NY Homes

Section Image
  • /50

    $249,999

    • 2 Beds
    • 2 Baths
    • 990 Sq Ft

    21 Lake Claire Dr, Middletown, NY 10940

    Charming Lake Cottage Retreat – 21 Lake Claire Drive, Middletown, NYNestled among the trees on a quiet hillside, this bright and rustic 2-bedroom, 2-bath lake cottage offers a peaceful retreat with vintage character and natural charm. The vibrant red wood siding, expansive outdoor decking, and tree-lined setting create an inviting atmosphere perfect for weekend getaways or full-time living.Step

    Nelson Dominguez eXp Realty

    21 Lake Claire Dr, Middletown, NY 10940
  • 32 Whitman Ct, Middletown, NY 10941

    $310,000 Sold Apr 10, 2025

    • 1,428 Sq Ft
    • $217/SF
    • 87 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1974

    32 Whitman Ct, Middletown, NY 10941

    Located at the end of a cul-de-sac, this 3 level Townhome features 3 bedrooms, 1.5 baths, an updated kitchen with new stove, recently renovated bathrooms, partially finished basement with new washer, dryer, water softener and glass sliders leading to a patio and fenced in yard. Minutes from shopping, highways and Garnet Hospital

    Gloria Allan John J Lease REALTORS Inc

    32 Whitman Ct, Middletown, NY 10941
  • /29

    $379,999

    • 3 Beds
    • 1.5 Baths
    • 1,788 Sq Ft

    14 W Prospect Ave, Middletown, NY 10940

    One among a neighborhood of classic Tudor homes. This one can be yours! Located on a lovely street close to Touro College. This home is a treasure of original features such as hardwood floors, french doors, a sunroom and even a secret room off the walk in closet that can easily be a nursery, office, exercise room, or artist studio. What else? How about a brick fireplace and a first floor bedroom?

    Sharon Reynolds Keller Williams Hudson Valley

    14 W Prospect Ave, Middletown, NY 10940
  • 24 Palmer Ave, Middletown, NY 10940

    $350,000 Sold Apr 10, 2025

    • 1,553 Sq Ft
    • $225/SF
    • 23 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1989

    24 Palmer Ave, Middletown, NY 10940

    Discover the charm and convenience of this captivating home in the heart of Middletown. This beautifully maintained 3-bedroom, 2-bathroom gem offers 1,553 square feet of inviting living space. Imagine cozy evenings in your spacious living room, enhanced by natural gas heating that ensures comfort all year round. The stylish vinyl siding adds to the home's curb appeal, while the attached garage

    Kewin Garabito eXp Realty

    24 Palmer Ave, 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
  • 250 Howells Turnpike, Middletown, NY 10940

    $695,000 Sold Apr 10, 2025

    • 2,600 Sq Ft
    • $267/SF
    • 184 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2025

    250 Howells Turnpike, Middletown, NY 10940

    Beautiful 2600 sqft new construction colonial on 10+ acres. The Harper model features 4 bedrooms, 3 full baths, first floor bedroom and first floor office, cozy living room with fireplace, gleaming hard wood floors through out and plush new wall to wall carpet in all bedrooms. Beautiful custom kitchen complete with tiled back splash, center island and dinette with sliders leading out to back

    Chris Ogden Realty Promotions Inc

    250 Howells Turnpike, Middletown, NY 10940
  • /43

    $354,000

    • 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
  • 1089 New York 211, Middletown, NY 10941

    $545,000 Sold Apr 09, 2025

    • 2,101 Sq Ft
    • $259/SF
    • 130 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2024

    1089 New York 211, Middletown, NY 10941

    A sleek, NEW construction ready to move in 2,100+ sqft home offers hardwood floors throughout and an open concept floor plan that allows for easy living. Cathedral ceiling on the main floor provide a light and airy space leading to a kitchen with stainless steel appliances, a vented range hood, lots of cabinets, and an island which seamlessly flows into the formal Dining Room and Living Room

    Leon Klein Keller Williams Hudson Valley

    1089 New York 211, Middletown, NY 10941
  • /16

    $599,900

    • 4 Beds
    • 3 Baths
    • 2,445 Sq Ft

    718 Mount Hope Rd, Middletown, NY 10940

    Let's welcome the Summer of 2025 with this beautiful and spacious contemporary home. It is nestled up on the hill with great views in the town of Wallkill. This gorgeous home is going to be ready in less than 6 to 8 weeks. The upper level is featuring an open layout with gleaming oak hardwood floors throughout a massive living room with a very high ceiling & built in electric fireplace to a

    Anita S. Cristiano HomeSmart Homes & Estates

    718 Mount Hope Rd, Middletown, NY 10940
  • 6 Sarah Ln, Middletown, NY 10941

    $255,000 Sold Apr 09, 2025

    • 1,440 Sq Ft
    • $177/SF
    • 100 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1977

    6 Sarah Ln, Middletown, NY 10941

    Welcome to 6 Sarah Lane! If you're searching for the perfect starter home or rental property, look no further. Here we have a 1,440 sqft townhouse, located within the Goshen school district. It offers 3 bedrooms, 1.5 bathroom as well as a fenced in backyard. This lovely home has been renovated from top to bottom. The downstairs includes brand new floors & light fixtures all throughout, new

    Travis Thompson Keller Williams Hudson Valley

    6 Sarah Ln, Middletown, NY 10941
  • /38

    $295,000

    • 2 Beds
    • 2 Baths
    • 1,342 Sq Ft

    87 Sycamore Dr, Middletown, NY 10940

    Welcome to this lovely 2-bedroom, 2 full bathrooms, well-kept condo located in the sought-after Clemson Park complex! This 2nd floor unit, one-level floor plan is beautifully maintained and boasts 1342 sq. ft of living space with a master suite with its own full bathroom, an additional bedroom and full bath, laundry room, eat-in kitchen, formal dining area, living room, built-in cabinets in the

    Jacqueline Henry-Thompson Jackie Henry Realty LLC

    87 Sycamore Dr, Middletown, NY 10940
  • 51 Watkins Ave, Middletown, NY 10940

    $269,000 Sold Apr 09, 2025

    • 1,360 Sq Ft
    • $198/SF
    • 133 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1908

    51 Watkins Ave, Middletown, NY 10940

    This home is centrally located and minutes away from schools and shops and also parks. This home sits back and features hardwood flooring and many other updates, The back yard is spacious as well. There have been a few updates as well. All 3 bedrooms are nicely sized as well

    Pedro Garcia Curasi Realty, Inc.

    51 Watkins Ave, Middletown, NY 10940
  • /47

    $379,900

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft

    22 Maryland Ave, Middletown, NY 10940

    If you’ve been dreaming of a home that feels like a true retreat but keeps you close to everything you need — welcome to your perfect match.In a tranquil setting, this charming 3-bedroom home has been lovingly and meticulously cared for, sitting proudly on almost a half-acre of beautiful land. From the moment you pull into the paved driveway, you'll feel it — that special sense of home.Step onto

    Patricia Lucey Picture It Sold, LLC

    22 Maryland Ave, Middletown, NY 10940
  • 11 Black Stallion Ct, Middletown, NY 10940

    $305,000 Sold Apr 08, 2025

    • 1,188 Sq Ft
    • $257/SF
    • 132 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1979

    11 Black Stallion Ct, Middletown, NY 10940

    Centrally located and move in ready town house in the town of Wallkill with Middletown Schools. The kitchen and baths were updated 4 years ago. Close to shopping and schools. 3 bedrooms, 1.5 baths with lower level family room and walkout to fenced back yard. Community pool, clubhouse, tennis, basketball court and playground. Additional Information: Amenities:Tennis,HeatingFuel:Oil Above

    Bente Brown John J Lease REALTORS Inc

    11 Black Stallion Ct, 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
  • 295 Spruce Rd, Middletown, NY 10940

    $484,000 Sold Apr 07, 2025

    • 1,881 Sq Ft
    • $257/SF
    • 68 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1922

    295 Spruce Rd, Middletown, NY 10940

    Come check out this delightful three bedrooms 2 baths on a beautiful 2.17 acres, the home is bright well maintained designed to entertain with its large family room that opens onto a back deck with an above ground pool, and hot tub to sit and enjoy the night skies. With a 2-floor barn that could be used for an art studio or renovated to create additional workshop, the home it's currently been

    Nicola Friedman Windsor Realty Services Inc

    295 Spruce Rd, Middletown, NY 10940
  • /31

    $319,900

    • 2 Beds
    • 2 Baths
    • 920 Sq Ft

    109 Lake Ave, Middletown, NY 10940

    Numerous updates and niceties abound in this move in ready 1920's ranch that's just a short walk from Davidge Park and a short ride to everything else that Middletown/Wallkill have to offer. New floors, Paint, updated bathrooms, updated kitchen and updated basement and more means you wont spend your spare time making renovations or improvements and can spend that precious time pursuing your

    Thomas Grazier I Realty LLC

    109 Lake Ave, Middletown, NY 10940
  • 9 Fairlawn Ave, Middletown, NY 10940

    $375,000 Sold Apr 02, 2025

    • 2,268 Sq Ft
    • $165/SF
    • 47 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1868

    9 Fairlawn Ave, Middletown, NY 10940

    Welcome to 9 Fairlawn Avenue! A legal 2 family in the heart of Middletown, NY. This home has been well-kept over the years with updated flooring, painting, plumbing and electric. Each unit features spacious living areas, two bedrooms, one full bath and and functional layouts. Located in a desirable neighborhood, close to shopping centers, schools, and major highways, this home checks all

    Ryan Barrett Keller Williams Realty

    9 Fairlawn Ave, Middletown, NY 10940
  • /21

    $120,000

    • Land
    • 6 Acres
    • $18,462 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
  • 294 Goshen Turnpike, Middletown, NY 10941

    $479,000 Sold Apr 02, 2025

    • 1,859 Sq Ft
    • $258/SF
    • 94 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1870

    294 Goshen Turnpike, Middletown, NY 10941

    Discover the charm of country living with all the modern conveniences in this Fully Renovated 4-bedroom, 2-bath home on a spacious 1-acre lot. With LOW property taxes, this home also offers both tranquility and accessibility. "Bluey" features NEW everything: roof, windows, siding, kitchen, HVAC, electric, fixtures ... the list is long. The main level boasts two living rooms, a secret office/den,

    Karleen Jedziniak Howard Hanna Rand Realty

    294 Goshen Turnpike, Middletown, NY 10941
  • /10

    $199,999

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    183 Deer Court Dr, Middletown, NY 10940

    Spring into Action as opportunity awaits! Dont miss the chance to own a fantastic 2 bed 2 bath condo in the highly desired DeerRun community. This is a top floor unit giving you serene and park like setting just waiting for your personal touches. Perfectly located with easy access to Rt. 17 and Rt. 84 just minutes from shopping and dining. Inside you will find a spacious layout with a large

    Andrea Johnson Keller Williams Realty HV Nort

    183 Deer Court Dr, Middletown, NY 10940
  • 35 Bisch Rd, Middletown, NY 10940

    $600,000 Sold Apr 01, 2025

    • 2,222 Sq Ft
    • $270/SF
    • 40 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2020

    35 Bisch Rd, Middletown, NY 10940

    Nestled on three peaceful, park-like acres surrounded by mature trees & stone walls. this stunning colonial built in 2020 offers privacy, modern comforts, and timeless charm. The home features a welcoming entry foyer, a formal dining room, a custom kitchen with a center island, stainless steel appliances, flowing seamlessly into a spacious living room with a warm fireplace and hardwood floors

    Sy Mujovic I Realty LLC

    35 Bisch Rd, 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
  • 125 Overhill Rd, Middletown, NY 10940

    $315,000 Sold Mar 31, 2025

    • 1,408 Sq Ft
    • $224/SF
    • 204 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1960

    125 Overhill Rd, Middletown, NY 10940

    Explore the perfect blend of comfort and convenience at 125 Overhill Rd. in Middletown, New York, situated within the esteemed Middletown school district. This inviting ranch-style home boasts three bedrooms, one bath, and a handy one-car garage, ideal for modern living. Enjoy seamless commuting with easy access to major highways and the added convenience of nearby grocery and department stores.

    Michelle Gruberger Real Estate Circuit Inc

    125 Overhill Rd, Middletown, NY 10940
  • /31

    $205,000

    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft

    224 Concord Ln, Middletown, NY 10940

    Discover this 2-bedroom, 2-bathroom second-floor unit in Middletown, NY! Flooded with abundant sunshine, this lovely home boasts brand-new carpeting and fresh paint throughout. Stay comfortable with an energy-efficient Navien tankless furnace installed in November 2021. The washer, dishwasher, and refrigerator were all updated in 2019. Move-in ready and ideal for starting your homeownership

    Hai Li Keller Williams Hudson Valley

    224 Concord Ln, Middletown, NY 10940
  • 4 Benny Ln, Middletown, NY 10940

    $500,000 Sold Mar 28, 2025

    • 2,084 Sq Ft
    • $240/SF
    • 20 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1974

    4 Benny Ln, Middletown, NY 10940

    Welcome to 4 Benny Lane – a beautifully updated raised ranch that perfectly blends style, comfort, and modern convenience.As you arrive, follow the charming paver walkway to the front door, where a warm and inviting entryway welcomes you home. Ascend the stairs to discover stunning life proof flooring that extends throughout the entire home, complemented by a custom handrail

    Sean Israelski Howard Hanna Rand Realty

    4 Benny Ln, Middletown, NY 10940

Showing Results 361 - 400, Page 10 of 18

How to Buy a Home How to Finance a Home How to Sell a Home