25

Middletown, NY Homes under $500,000

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  • /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
  • /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
  • /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
  • /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
  • /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
  • /14

    $450,000

    • 3 Beds
    • 2.5 Baths
    • 2,184 Sq Ft

    12 Briarwood Dr, Middletown, NY 10940

    This well-maintained home is located in a peaceful neighborhood with a pleasant environment. The area offers modest yet charming scenic views, including neatly landscaped surroundings and natural light that enhances the home’s atmosphere. Located in a top-rated school district, this home provides an exceptional educational opportunity for families. Don’t miss the chance to own a home in one of

    Thomas Hennerty

    12 Briarwood Dr, 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
  • /50

    $450,000

    • 5 Beds
    • 3 Baths
    • 2,660 Sq Ft

    335 Shawangunk Rd, Middletown, NY 10940

    Looking for a great buy? You will adore this superbly refreshed, and improved, approx 2660sf , 5 bedroom, 3 full bath, split level home, beautifully situated on a lovely level property on a quiet country road, yet it is close to major shopping, malls, restaurants, medical centers, hospitals, park & ride, theaters, major highways, bus, train & more. It combines character and charm with

    Marion Bruhns Howard Hanna Rand Realty

    335 Shawangunk Rd, Middletown, NY 10940
  • /42

    $449,900

    • 3 Beds
    • 2.5 Baths
    • 2,055 Sq Ft

    97 Rolling Meadows Rd, Middletown, NY 10940

    Back on the Market--Fully Available--Deal Fell Through -- This meticulously maintained bi-level gem, nestled in a highly sought-after neighborhood in the Town of Wallkill, is ready for you to move right in. The main level greets you with a bright and airy living room, featuring a large picture window that fills the space with natural light and offers stunning views of the landscaped front yard.

    Kathy White Exit Realty Connections

    97 Rolling Meadows Rd, Middletown, NY 10940
  • /2

    $435,400

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft

    847 Greenville Turnpike, Middletown, NY 10940

    Lots of land included with this home in New York. Are you sitting down. This home includes 570,636 sq. ft. of land. Home appears to have three bedrooms and two bathrooms with approx. 1,764 sq. ft. Buyers check with City, County, Zoning, Tax, and other records to their satisfaction. AS-IS SALE property.

    Neven Spralja REALHome Services & Solutions

    847 Greenville Turnpike, Middletown, NY 10940
  • /36

    $469,999

    • 3 Beds
    • 2 Baths
    • 1,268 Sq Ft

    338 Route 211 W, Middletown, NY 10940

    Welcome to your dream home! This meticulously renovated ranch-style residence in the heart of Middletown, NY, combines timeless charm with modern elegance. Carefully reimagined from top to bottom, this home features a bright, open-concept layout designed for both comfort and entertaining. At the heart of the home is a stunning, fully updated kitchen, showcasing rich dark cabinetry, sleek quartz

    Jeffrie Peña Pantiga Group Inc.

    338 Route 211 W, Middletown, NY 10940
  • /29

    $400,000 Open House 5/04

    • 3 Beds
    • 2.5 Baths
    • 1,725 Sq Ft

    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 fully

    Julia Karkambasis Coldwell Banker Realty

    14 Beth Place, Middletown, NY 10940
  • /26

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft

    34 Roger Ave, Middletown, NY 10940

    Welcome to your new home in the highly sought-after Minisink Valley School District! This beautiful raised ranch is just waiting for you to call home, offering the perfect blend of comfort, style, and convenience in a serene and friendly neighborhood. Step inside to discover hardwood floors that flow seamlessly through the main living areas. The spacious and sun-drenched family room creates a

    Frank Muccari Cronin & Company Real Estate

    34 Roger Ave, Middletown, NY 10940
  • /21

    $410,000

    • 3 Beds
    • 2 Baths
    • 1,430 Sq Ft

    10 Willow Place, Middletown, NY 10940

    Move right into this charming 3 bedroom 2 bath split level home. The property offers bonus spaces that can be converted to an office 4th bedroom, Den or more, offering flexibility to suit your needs. Step out onto a new oversized deck and enjoy a heated pool thats perfect for entertaining in style, or simply relaxing outdoors. The home is packed with updates, including new flooring throughout, an

    Jacqueline Santiago HomeSmart Homes & Estates

    10 Willow Place, 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
  • /43

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,064 Sq Ft

    21 Birch Dr, Middletown, NY 10940

    LET THE SUN SHINE! METICULOUSLY MAINTAINED 3 BR 2 bath, MOVE IN READY RANCH, in QUIET, COMMUTER FRIENDLY neighborhood. Minutes from I84, Routes 17 and 17M, NJ Transit trains, buses to NYC, malls, restaurants, shopping, and colleges. Close proximity to LEGOLand, 3 mountain ranges, and recreation of the Delaware River. Every door of the WALKOUT BASEMENT hides a welcome surprise, from

    Edith Duncan Donna Ruffino Realty Corp

    21 Birch Dr, Middletown, NY 10940
  • /36

    $405,000

    • 3 Beds
    • 2 Baths
    • 1,648 Sq Ft

    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
  • /35

    $420,000

    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft

    561 Tally Ho Rd, Middletown, NY 10940

    PRETTY RANCH SET ON A PRIVATE 1.3 ACRE PARCEL IN MIDDLETOWN NY - Welcome to this great home that has everything you need on one spacious level. The house features a large living room with beautiful hardwood floors, a wood burning fireplace for cozy evenings and a large bay window that lets in lots of light. The kitchen/dining area is open and will easily accommodate everyone comfortably around

    Caroline Akt Caroline Akt Realty LLC

    561 Tally Ho Rd, Middletown, NY 10940
  • /15

    $425,000

    • 6 Beds
    • 2 Baths
    • 2,748 Sq Ft

    225 Highland Ave, Middletown, NY 10940

    Great Opportunity For Future Owner Occupant Or An Investor Who Is Looking To Collect $4,450 Of Current Rental Income With Tenants In Place.Fully Renovated In 2020. The Property Was Originally A 2 Family And Has Two Levels, Basement And A Full Attic. 2 Forced Hot Air Systems With Separate Gas And Electric Services. Both Sides Are Set With First Floor Kitchen With Door To Deck On Rear. Living Room

    Mark Karten Karten Real Estate Svcs LLC

    225 Highland Ave, Middletown, NY 10940
  • /43

    $449,000

    • Land
    • 63 Acres
    • $7,093 per Acre

    0 Bragg Hollow Rd, Middletown, NY 12438

    Investors, nature lovers, outdoor enthusiasts, discover the opportunity of a lifetime with this stunning 66.5-acre surveyed parcel of land nestled in the Catskill Mountains. This remarkable property offers not only a pristine natural setting but also breathtaking land, featuring pristine forested areas, open pastures, and picturesque meadows and quarries. Waterfalls, streams, trails throughout

    Susan Doig Listing by Coldwell Banker Timberland Properties

    0 Bragg Hollow Rd, Middletown, NY 12438
  • /37

    $400,000 Open Sat 12:30PM - 2:30PM

    • 3 Beds
    • 2 Baths
    • 1,406 Sq Ft

    21 Wilkin Ave, Middletown, NY 10940

    Welcome to this charming 3-bedroom, 2-bathroom home nestled in the heart of Middletown, NY! This beautifully maintained property is in excellent condition, featuring a blend of classic charm and modern convenience. The spacious layout offers comfortable living with a formal dining room, perfect for family meals and entertaining guests.As you step inside, you'll immediately notice the pristine

    Ben Schubert Richmont Realty

    21 Wilkin Ave, Middletown, NY 10940
  • /33

    $415,000

    • 2 Beds
    • 4 Baths
    • 2,161 Sq Ft

    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
  • /39

    $480,000

    • 3 Beds
    • 2.5 Baths
    • 1,719 Sq Ft

    31 Putters Way, Middletown, NY 10940

    Welcome to this stunning 3-bedroom, 2.5-bathroom townhouse with a one-car attached garage in the Fairways at Middletown.This beautifully designed home features a kitchen with a BRAND - NEW stove and microwave. Stainless steel appliances, granite countertops, and a breakfast bar—perfect for both everyday meals and entertaining. Hardwood floors span the entire first floor. On the second

    Wenpeng Guan Keller Williams Hudson Valley

    31 Putters Way, Middletown, NY 10940
  • /20

    $479,999

    • 3 Beds
    • 2 Baths
    • 2,150 Sq Ft

    650 Route 211 W, Middletown, NY 10940

    Commercial & residential, downstairs is commercial, 9 parking spaces.end of 2021 upgraded: Parking lot, basement, roof and wall. End of 2022 upgraded: septic system, well system, porch, furnace, air conditioner, electrical system, oil tank, boiler,Disabled access ramps.2023 upgraded: kitchen and stairs2024 upgraded: bath, floor, wall, lights, yard, septic system, the septic system

    Joel Ayala HomeSmart Homes & Estates

    650 Route 211 W, Middletown, NY 10940

Home Trends in Middletown, NY

Home Trends

Median Price (12 Mo)
$383,000
Median Single Family Price
$395,000
Median Townhouse Price
$400,000
Median 2 Bedroom Price
$260,000
Median 1 Bedroom Price
$177,450
Average Price Per Sq Ft
$238
Number of Homes for Sale
103
Last 12 months Home Sales
443
Months of Supply
2.80
Median List Price
$389,000
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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