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Recently Sold Middletown Homes

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  • 56 Beattie Ave, Middletown, NY 10940

    $301,000 Sold Jul 25, 2025

    • 1,040 Sq Ft
    • $289/SF
    • 33 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1900

    56 Beattie Ave, Middletown, NY 10940

    Introducing a charming and recently renovated home, completed in 2023, offering modern comfort and style. This inviting residence features three spacious bedrooms and one and a half baths. The heart of the home is a stunning, modern kitchen equipped with sleek granite countertops, perfect for culinary enthusiasts. Adjacent to the kitchen is a formal dining area, ideal for hosting gatherings and

    Maria Sairrino Cronin & Company Real Estate

    56 Beattie Ave, Middletown, NY 10940
  • 22 Willow Place, Middletown, NY 10940

    $425,000 Sold Jul 24, 2025

    • 1,316 Sq Ft
    • $323/SF
    • 27 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1956

    22 Willow Place, Middletown, NY 10940

    There’s something special about 22 Willow Place! This beautifully updated 3-bedroom split-level is turn-key and full of thoughtful upgrades that make living easy. With every major upgrade already complete, this home is truly turn-key and move-in ready. The heart of the home is the renovated kitchen, featuring upgraded appliances, modern finishes, and a stunning skylight that fills the space

    Patricia Sassi RE/MAX Benchmark Realty Group

    22 Willow Place, Middletown, NY 10940
  • 42 Wisner Ave, Middletown, NY 10940

    $315,000 Sold Jul 23, 2025

    • 1,631 Sq Ft
    • $193/SF
    • 28 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1900

    42 Wisner Ave, Middletown, NY 10940

    A charming 3-bedroom, 2-bathroom home situated on a spacious corner lot in the heart of Middletown. This well-maintained property offers solid bones and endless potential for your personal touch. The first floor features a flexible layout, including a cozy den that could easily serve as a 4th bedroom, home office, or guest space. Ample natural light, and a traditional floor plan create a warm and

    Kismet Johnson eXp Realty

    42 Wisner Ave, Middletown, NY 10940
  • 122 Cottage St, Middletown, NY 10940

    $275,000 Sold Jul 23, 2025

    • 1,201 Sq Ft
    • $229/SF
    • 205 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1900

    122 Cottage St, Middletown, NY 10940

    Your First Single-Family Home—Where Independence Begins | Middletown, NYThere’s a moment when you realize: it’s time to stop paying someone else’s mortgage and start building something of your own. This 2-bedroom, 1-bath single-family home in Middletown, NY is that moment in the making—a chance to own land, space, and freedom, with no shared walls or noisy neighbors above or below you.

    Brian Caplicki Keller Williams Hudson Valley

    122 Cottage St, Middletown, NY 10940
  • 289 North St, Middletown, NY 10940

    $385,000 Sold Jul 22, 2025

    • 41 Days On Market
    • 2 Baths
    • Built 1888

    289 North St, Middletown, NY 10940

    Discover this delightful colonial duplex situated in the city of Middletown! This well-maintained property features two spacious units, each offering two comfortable bedrooms, a full bathroom, and a versatile bonus room that can be utilized as a den or office space, perfect for today's remote working environment. Recently painted and updated baths, this 2-family home offers plenty of parking for

    Patricia Sassi RE/MAX Benchmark Realty Group

    289 North St, Middletown, NY 10940
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    $595,000 Sold Jul 21, 2025

    • 3,890 Sq Ft
    • $153/SF
    • 2 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1948

    1 Wawayanda Place, Middletown, NY 10940

    Discover this charming, recently renovated 5-bed, 3-bath home in Orange County, NY, boasting over 3,000 sq. ft. It offers resort-like amenities, perfect for short-term rentals. Explore nearby attractions like West Point, Storm King Art Center, Legoland New York, and Woodbury Common Premium Outlets. Showings by appointment only, Tuesdays to Thursdays, with pre-approval/proof of funds.

    Jamie Sittner Oxford Property Group USA

    1 Wawayanda Place, Middletown, NY 10940
  • 189 Ruth Ct, Middletown, NY 10940

    $260,000 Sold Jul 18, 2025

    • 1,049 Sq Ft
    • $248/SF
    • 48 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2006

    189 Ruth Ct, Middletown, NY 10940

    Discover comfort, space, and convenience in this beautifully designed 2-story condo, ideally located in a sought-after community, with easy access to major highways and shopping centers. From the moment you step inside, you'll be welcomed by soaring vaulted ceilings and an abundance of natural light that fills the open living area, creating a warm and inviting atmosphere. The Kitchen offers a

    Rosalie Cook Weichert Realtors

    189 Ruth Ct, Middletown, NY 10940
  • 11 Fairview Ave, Middletown, NY 10940

    $549,000 Sold Jul 18, 2025

    • 1,950 Sq Ft
    • $282/SF
    • 61 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2025

    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
  • 39 Sycamore Dr, Middletown, NY 10940

    $261,500 Sold Jul 16, 2025

    • 950 Sq Ft
    • $275/SF
    • 14 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1977

    39 Sycamore Dr, Middletown, NY 10940

    The wait is over! Welcome home to the ONLY ground floor unit currently available in Clemson Park Condominiums. Step inside to discover fresh neutral paint, brand new carpeting, a new HVAC system and a newer hot water heater as recent updates that make this home move-in ready. The spacious dining room flows into a sun-filled living room, complete with sliding glass doors that open to your private

    Laurel Lustgarten Howard Hanna Rand Realty

    39 Sycamore Dr, Middletown, NY 10940
  • 15 Standish Ave, Middletown, NY 10940

    $391,500 Sold Jul 16, 2025

    • 1,192 Sq Ft
    • $328/SF
    • 31 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1969

    15 Standish Ave, Middletown, NY 10940

    Welcome to this adorable 3 bedroom, 1 bath ranch nestled in a sweet neighborhood. From the moment you step in the front door, you’ll feel right at home. Inside, hardwood floors flow through the living room, dining room, and all three bedrooms, creating a warm and timeless feel. The kitchen is efficiently laid out and full of natural light and lots of counter space with easy access to the dining

    Amy Skellett RE/MAX Benchmark Realty Group

    15 Standish Ave, Middletown, NY 10940
  • 74 Wawayanda Ave, Middletown, NY 10940

    $350,000 Sold Jul 16, 2025

    • 1,395 Sq Ft
    • $251/SF
    • 64 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1920

    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
  • 103 Deer Court Dr, Middletown, NY 10940

    $300,000 Sold Jul 15, 2025

    • 1,296 Sq Ft
    • $231/SF
    • 15 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2002

    103 Deer Court Dr, Middletown, NY 10940

    Step into this brightly lit open concept condo perfect for entertaining family and guests. This home boasts of two bedrooms and two full bathrooms and is located within the desirable Deer Run subdivision. Featuring recessed lighting (2025), brand new hardwood flooring (2023), renovated bathrooms highlighting exquisite vanities, tile and flooring (2023), central air, Google Nest thermostat, two

    TANYA VON MONTAGUE BHHS Hudson Valley Properties

    103 Deer Court Dr, Middletown, NY 10940
  • 65 Jimal Dr, Middletown, NY 10940

    $275,000 Sold Jul 11, 2025

    • 1,133 Sq Ft
    • $243/SF
    • 28 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1990

    65 Jimal Dr, Middletown, NY 10940

    Well Maintained 2-bedroom, 1.5 bathroom Condo in highly sought after Highland Park Village of Middletown NY. Completely turnkey, featuring updated windows and flooring, central air conditioning, private balcony and spacious bedrooms. Ideal proximity with easy access to local highways, hospitals, schools, public transportation, restaurants and more. Move in ready, ideal for comfortable,

    Vincent Nastro Howard Hanna Rand Realty

    65 Jimal Dr, Middletown, NY 10940
  • 50 Bedford Ave, Middletown, NY 10940

    $380,000 Sold Jul 10, 2025

    • 1,460 Sq Ft
    • $260/SF
    • 28 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1952

    50 Bedford Ave, Middletown, NY 10940

    Fantastic opportunity to own a commuter friendly home in the much desired Bedford ave area of Middletown. Close to shopping, entertainment, dining, schools etc. Just minutes to routes 84 and 17. Very well kept and landscaped.. Great fenced back yard for morning coffee or tea. Right entrance open to three season porch / mud room. new A/C unit, furnace, tankless hotwater and water filtration

    Asa Lennon RE/MAX Benchmark Realty Group

    50 Bedford Ave, Middletown, NY 10940
  • 48 Brick Pond Rd, Middletown, NY 10940

    $307,000 Sold Jul 09, 2025

    • 1,460 Sq Ft
    • $210/SF
    • 30 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1990

    48 Brick Pond Rd, Middletown, NY 10940

    Very beautiful lake view house! Lakeside houses usually have peaceful and beautiful natural scenery, with the lake reflecting the sun. 3 bedroom Condominium you won't believe your eyes. The home has many updates that include wood styled ceramic tiled HEATED flooring. The living room is a nice size with a wood burning fireplace with mantle. The kitchen has been updated and complimented with

    Zhiheng Tang Keller Williams Hudson Valley

    48 Brick Pond Rd, Middletown, NY 10940
  • 15 Roberts St, Middletown, NY 10940

    $539,580 Sold Jul 07, 2025

    • 3,552 Sq Ft
    • $152/SF
    • 90 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1900

    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
  • 22-1/2 Royce Ave, Middletown, NY 10940

    $425,000 Sold Jul 07, 2025

    • 1,648 Sq Ft
    • $258/SF
    • 51 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1870

    22-1/2 Royce Ave, Middletown, NY 10940

    NEWLY REMODELED Middletown home is now available for you to call HOME! A front deck welcomes you to a living room with an open floor that leads to a formal dining area with modern vinyl floors throughout. A NEW updated kitchen fatures granite counters, New stainless steel appliances fresh out the box, white cabinets and backsplash. A modern island ideal for prepping & additonal seating. A

    Sandra Arnez Keller Williams Hudson Valley

    22-1/2 Royce Ave, Middletown, NY 10940
  • 213 Concord Ln, Middletown, NY 10940

    $209,901 Sold Jul 03, 2025

    • 924 Sq Ft
    • $227/SF
    • 18 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1990

    213 Concord Ln, Middletown, NY 10940

    Welcome to this newly renovated 2 bedroom 2 bathroom condo in the heart of Middletown, NY! Enjoy the wonderful amenities of this community such as the clubhouse, pool, pond and assigned parking spot! This unit has spacious bedrooms, in unit laundry, new appliances, and walk in closets. If you're looking for a renovated, open concept living that is ready to move in, this is for you!

    Kristina Mullings Century 21 Realty Center

    213 Concord Ln, Middletown, NY 10940
  • 100 Woodlake Dr, Middletown, NY 10940

    $415,000 Sold Jul 03, 2025

    • 2,161 Sq Ft
    • $192/SF
    • 54 Days On Market
    • 2 Beds
    • 4 Baths
    • Built 2006

    100 Woodlake Dr, Middletown, NY 10940

    Welcome to this beautiful 2,161 square foot townhome located in the desirable Spring Hollow at Pond side community. As you enter the main level, you are greeted by a formal living room that, leading to a formal dining area perfect for entertaining. Additionally, the brand new hardwood floors add a touch of elegance and warmth throughout the living spaces. The spacious eat-in kitchen features

    Patricia Sassi RE/MAX Benchmark Realty Group

    100 Woodlake Dr, Middletown, NY 10940
  • 76 California Ave, Middletown, NY 10940

    $355,000 Sold Jul 02, 2025

    • 864 Sq Ft
    • $411/SF
    • 23 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1955

    76 California Ave, Middletown, NY 10940

    A Gem - Ready to welcome its new owners, this lovely three-bedroom ranch is situated on a broad street near a park with tennis courts and a pond. It features an exceptionally large 14’ x 36’ roofed rear veranda facing a fenced backyard with an above-ground pool and a small storage barn. Many updates plus the seller’s exceptional maintenance make this home a great opportunity. It is waiting for

    Marsha Talbot Howard Hanna Rand Realty

    76 California Ave, Middletown, NY 10940
  • 34 Walnut Ln, Middletown, NY 10940

    $402,000 Sold Jul 02, 2025

    • 1,152 Sq Ft
    • $349/SF
    • 26 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1991

    34 Walnut Ln, Middletown, NY 10940

    Starting out or scaling back? The perfect combination of a desired neighborhood setting, numerous big ticket updates and a comfortable one level floor plan are waiting for you in your home, sweet home! Loved by the original owners for over 33 years but now it is your turn to start making memories. Don't be fooled by the outside - this manageable ranch offers much more space than one would expect!

    Laurel Lustgarten Howard Hanna Rand Realty

    34 Walnut Ln, Middletown, NY 10940
  • 206 #200 E Main St, Middletown, NY 10940

    $599,900 Sold Jul 02, 2025

    • Land
    • 0.88 Acre
    • $683,180 per Acre
    • 33 Days On Market

    206 #200 E Main St, Middletown, NY 10940

    This exceptional commercial land offers excellent potential for investors and developers seeking a high exposure location with a multitude of potential uses within this zoning district. Property benefits from high visibility and traffic, and easy accessibility in this rapidly growing business district. Access to utilities available and conveniently positioned close to major roadways and Metro

    Angela Ingham BHHS Hudson Valley Properties

    206 #200 E Main St, Middletown, NY 10940
  • 14 Beth Place, Middletown, NY 10940

    $440,000 Sold Jul 01, 2025

    • 1,725 Sq Ft
    • $255/SF
    • 24 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1986

    14 Beth Place, Middletown, NY 10940

    Beautifully Updated Raised Ranch That Lives Like a 5-Bedroom!Welcome to this stunning raised ranch that blends classic charm with modern upgrades throughout. This move-in ready 3-bedroom home features a smart and flexible layout—with two spacious bonus rooms downstairs, it easily lives Like a 5-bedroom, perfect for growing families, remote work, or guests.The heart of the home is the

    Julia Karkambasis Coldwell Banker Realty

    14 Beth Place, Middletown, NY 10940
  • 17 Ingalls St, Middletown, NY 10940

    $430,000 Sold Jul 01, 2025

    • 1,824 Sq Ft
    • $236/SF
    • 27 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1925

    17 Ingalls St, Middletown, NY 10940

    Discover 17 Ingalls Street.

    Isaiah Lopez Keller Williams Hudson Valley

    17 Ingalls St, Middletown, NY 10940
  • 18 Woodland Ave, Middletown, NY 10940

    $360,000 Sold Jun 30, 2025

    • 960 Sq Ft
    • $375/SF
    • 46 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1955

    18 Woodland Ave, Middletown, NY 10940

    Tucked away in a quiet neighborhood, this charming ranch welcomes you with a warm cedar entrance and an open-concept design perfect for gathering. Step inside to find thoughtful details throughout, from the elegant crown molding to the custom window and door trim. The heart of the home is the stunning kitchen, where quartz countertops, a farmhouse sink, and a spacious island set the stage for

    Kassandra Mott Keller Williams Hudson Valley

    18 Woodland Ave, Middletown, NY 10940
  • 2 Stonerose Ct, Middletown, NY 10940

    $499,000 Sold Jun 30, 2025

    • 2,966 Sq Ft
    • $168/SF
    • 85 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2015

    2 Stonerose Ct, Middletown, NY 10940

    A STUNNING corner lot 4 bedroom, 3.5 bath townhouse with a modern finish is ready for its new owners to call it HOME! Nestled in a quiet neighborhood of Middletown, this home offers 3 levels of living space! Enter into a living room with high ceilings & a fireplace that leads to a formal dining room with plenty of natural window light and hardwood floors throughout. A spacious eat-in kitchen

    Sandra Arnez Keller Williams Hudson Valley

    2 Stonerose Ct, Middletown, NY 10940
  • 47 Liberty St, Middletown, NY 10940

    $261,000 Sold Jun 27, 2025

    • 1,232 Sq Ft
    • $212/SF
    • 26 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1890

    47 Liberty St, Middletown, NY 10940

    This affordable three bedroom, 2 bath old two story in the city of Middletown. Interior features include some hard wood floors updated kitchen with some stainless appliances, over the range microwave, newer cabinets and countertops. Livingroom with hardwood floors, and large windows with cornices, diningroom and a full tiled bath with solid surface countertop all round out the first floor. Second

    Lynelle Alessi Keller Williams Hudson Valley

    47 Liberty St, Middletown, NY 10940
  • 4 Deer Ct Dr, Middletown, NY 10940

    $425,000 Sold Jun 25, 2025

    • 1,919 Sq Ft
    • $221/SF
    • 39 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2002

    4 Deer Ct Dr, Middletown, NY 10940

    ***Accepted Offer*** Beautifully renovated 3 bedrooms, 2.5 bathrooms, 1 car garage 2 story townhouse in the desirable Deer Run complex. Hardwood floors throughout the entire unit with the exemptions of bathrooms which are tiled. Kitchen was updated in 2020 and all 2.5 bathrooms were tastefully updated in 2024. Complex offers a clubhouse that's available for special events, inground pool, tennis

    Dulce M Ferrera Keller Williams Hudson Valley

    4 Deer Ct Dr, Middletown, NY 10940
  • 85 Brick Pond Rd, Middletown, NY 10940

    $217,000 Sold Jun 25, 2025

    • 785 Sq Ft
    • $276/SF
    • 125 Days On Market
    • 1 Bed
    • 1.5 Baths
    • Built 1990

    85 Brick Pond Rd, Middletown, NY 10940

    This lovely end unit condo is located in Spring Hollow, a planned community featuring a pool and clubhouse. Minutes from shopping, highways, community college and Garnet Hospital. This townhouse style condo was recently renovated with new flooring, new kitchen, bathroom upgrade and new windowsills. This is a beauty and will not last long!

    Patricia Sassi RE/MAX Benchmark Realty Group

    85 Brick Pond Rd, Middletown, NY 10940
  • 13 Church St, Middletown, NY 10940

    $230,000 Sold Jun 24, 2025

    • 1,232 Sq Ft
    • $187/SF
    • 34 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1900

    13 Church St, Middletown, NY 10940

    INVESTOR SPECIAL – 3BR/1BA Fixer-Upper with Huge Potential!Attention investors and visionaries! This 3-bedroom, 1-bathroom home offers a spacious layout with a living room, dining room, and kitchen, all spread across approximately 1,232 square feet of opportunity. With great bones and a desirable floor plan, this property is ready for your personal touch and creative

    Jean DiMatteo DiMatteo Realty LLC

    13 Church St, Middletown, NY 10940
  • 29 Peach Place, Middletown, NY 10940

    $400,000 Sold Jun 20, 2025

    • 1,864 Sq Ft
    • $215/SF
    • 24 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2001

    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 peaceful

    Jonathon Lee Keller Williams Hudson Valley

    29 Peach Place, Middletown, NY 10940
  • 16 Myrtle Ave, Middletown, NY 10940

    $300,000 Sold Jun 20, 2025

    • 1,732 Sq Ft
    • $173/SF
    • 22 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1891

    16 Myrtle Ave, Middletown, NY 10940

    INCREDIBLE POTENTIAL & VALUE! Welcome to 16 Myrtle, a well-loved home nestled on an extra large lot in the heart of Middletown, NY, just a stone's throw away from the Touro College Campus. An amazing location, this home offers a perfect opportunity to update and renovate to create your dream home! Three cozy bedrooms and a full bath. This home offers over 1700 sq. feet of space providing room for

    Frank Muccari Cronin & Company Real Estate

    16 Myrtle Ave, Middletown, NY 10940
  • 10 Mills Ave, Middletown, NY 10940

    $359,900 Sold Jun 19, 2025

    • 1,260 Sq Ft
    • $286/SF
    • 17 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1927

    10 Mills Ave, Middletown, NY 10940

    Warm and inviting 3 bedrooms, 1.5 bathrooms Capecod centrally located in the City of Middletown. From the moment you step on the rocking chair porch you feel at home. Old world charm with loads of upgrades. Beautiful hardwood floors and woodwork throughout the house. Newer kitchen with stainless steel appliances. Heating system replaced in 2014. Roof replaced in 2017. Spacious living room, formal

    Dulce M Ferrera Keller Williams Hudson Valley

    10 Mills Ave, Middletown, NY 10940
  • 110 Sycamore Dr, Middletown, NY 10940

    $285,000 Sold Jun 16, 2025

    • 1,110 Sq Ft
    • $257/SF
    • 44 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1977

    110 Sycamore Dr, Middletown, NY 10940

    Discover an exceptional opportunity in Clemson Park Condominiums! This beautifully updated second-floor unit is packed with modern upgrades-just turn the key and settle right in. Fresh neutral paint, brand new carpet, two year old HVAC system, brand new hot water heater and all new windows and slider are just the beginning of what you will find. One level floor plan offers an eat in kitchen with

    Laurel Lustgarten Howard Hanna Rand Realty

    110 Sycamore Dr, Middletown, NY 10940
  • 23 Wilkin Ave, Middletown, NY 10940

    $470,000 Sold Jun 16, 2025

    • 2,103 Sq Ft
    • $223/SF
    • 71 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1932

    23 Wilkin Ave, Middletown, NY 10940

    FULLY RENOVATED!!! Check out this 3 Bedroom, 2 Full Bathroom Capecod style home nestled in the City of Middletown and in the Middletown School district. This home is surrounded by a variety of community amenities including local eateries/restaurants, shopping centers, supermarkets, near several parks, dog parks, and the Heritage Trail, less than two miles from the Orange County Community College,

    Richard Baxter Keller Williams Realty

    23 Wilkin Ave, Middletown, NY 10940
  • 42 Prince St, Middletown, NY 10940

    $463,750 Sold Jun 06, 2025

    • 1,744 Sq Ft
    • $266/SF
    • 163 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1900

    42 Prince St, Middletown, NY 10940

    This owner occupied two family. Live in one and the second apartment can help pay mortgage.This home has been fully renovated with new windows, two new furnaces, hot water heater, two newly paved drivewys, one on each side of the house. Home features new kitchens with brand new applicances, down stairs apt. has new bathroom, whole house has new flooring. Great Price, Great Home.Don't miss this

    Jean DiMatteo DiMatteo Realty LLC

    42 Prince St, Middletown, NY 10940
  • 33 Highland View Place, Middletown, NY 10940

    $603,000 Sold Jun 03, 2025

    • 2,411 Sq Ft
    • $250/SF
    • 65 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1985

    33 Highland View Place, Middletown, NY 10940

    Welcome to Presidential Heights, Middletown! This stunning Colonial home has been fully remodeled and offers numerous updates, including a new furnace, central A/C, driveway, Kitchen, bathrooms, decks and more. Oversized Andersen windows throughout which creates a bright and airy atmosphere. The first floor features a bedroom, full bathroom, family room, dining room, and laundry room. The

    Warren Shelley Reliable Realty Group

    33 Highland View Place, Middletown, NY 10940
  • 62 Brewster Dr, Middletown, NY 10940

    $415,000 Sold Jun 02, 2025

    • 1,658 Sq Ft
    • $250/SF
    • 55 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1987

    62 Brewster Dr, Middletown, NY 10940

    Great bi-level home located in a neighborhood setting just outside city of Middletown. Recently renovated with updated carpeting, flooring and paint. Home has an open concept floor plan with kitchen with breakfast bar , dining room leads to sliders that open to large deck. Living room with vaulted ceiling. Primary bedroom has its own full bath. 2 additional bedrooms complete the upper level.

    Andrea Rose Keller Williams Hudson Valley

    62 Brewster Dr, Middletown, NY 10940
  • 49 Bedford Ave, Middletown, NY 10940

    $430,000 Sold May 31, 2025

    • 1,636 Sq Ft
    • $263/SF
    • 23 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1950

    49 Bedford Ave, Middletown, NY 10940

    Stunning Renovated Move In Condition home located in one of the nicest neighborhoods in Middletown. This home is a 2 minute walk to Orange County Community College. Features Central Air Conditioning, A Beautiful Large Sun drenched Living room with lots of Windows, Recessed Lighting, and a Fireplace. New Custom Gourmet Kitchen that offers Designer Cabinetry, wine rack, Granite Countertops,

    John Biasi Howard Hanna Rand Realty

    49 Bedford Ave, Middletown, NY 10940
  • 26 Wilson St, Middletown, NY 10940

    $435,050 Sold May 30, 2025

    • 1,524 Sq Ft
    • $285/SF
    • 23 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1986

    26 Wilson St, Middletown, NY 10940

    Welcome to this charming updated home in the heart of Middletown! This 3 bedroom, 1 1/2 bath raised ranch is nestled in an established neighborhood, boasting a brand new roof, carpet, and paint. You'll love entertaining on the deck or relaxing in the spacious rec room. With convenient access to shopping, parks, and schools, this property offers both comfort and convenience. Don't miss out on this

    Andrea Rose Keller Williams Hudson Valley

    26 Wilson St, Middletown, NY 10940

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