19

Middletown, NY Homes for Sale under $500,000

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  • /35

    $500,000

    • 3 Beds
    • 2.5 Baths
    • 2,211 Sq Ft

    17 Magnolia Park Rd, Middletown, NY 10940

    Discover easy living in this beautifully maintained 3 bedroom, 2.5 bath townhouse located in the heart of Middletown! Offering three levels of comfortable space, this home features a bright main floor with gleaming hardwood floors, and open living and dining area, and a modern kitchen complete with granite countertops and ample cabinet space. Step outside to your private deck, perfect for morning

    Amy Rossi Howard Hanna Rand Realty

    17 Magnolia Park Rd, Middletown, NY 10940
  • /21

    $479,900 Open Sat 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,427 Sq Ft

    4 Avoncroft Ln, Middletown, NY 10940

    Welcome to Woodside Knolls!Step into this bright and spacious 3-bedroom, 2.5-bath townhouse, where comfort and convenience meet modern style. Built in 2009, this 2,427 sq. ft. home with a finished basement offers plenty of space for everyday living. On the main level, enjoy an open floor plan with hardwood floors, a sunny living room that opens to the backyard patio, and a dining area perfect

    Jonathon Lee Keller Williams Hudson Valley

    4 Avoncroft Ln, Middletown, NY 10940
  • /40

    $489,900

    • 3 Beds
    • 2.5 Baths
    • 1,827 Sq Ft

    15 Lindentree Ln, Middletown, NY 10940

    Almost new Townhome in Maples Field is waiting for you! Welcome to our Spacious 3 bedroom, 2.5 bathroom home with 3 levels of space! Enter the open floor plan with hardwood flooring, sun filled living room and dining area. The kitchen features oversized cabinetry with granite countertops, stainless steel appliances and a center island that is perfect for entertaining! Step onto the lovely patio

    Regina Clark Real Estate Circuit Inc

    15 Lindentree Ln, Middletown, NY 10940
  • /50

    $499,000

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

    119 Meadow View Dr, Middletown, NY 10940

    Maple Fields Luxury Townhouse – desirable end unit located privately toward the back of the community with its own front entrance. The open-concept main level features a cozy fireplace, perfect for entertaining or relaxing on winter nights. The kitchen offers an island with granite countertops, stainless steel appliances, and custom espresso cabinetry with soft-close drawers. Step out to one of

    Jie Liu Keller Williams Hudson Valley

    119 Meadow View Dr, Middletown, NY 10940
  • /44

    $460,000

    • 3 Beds
    • 2.5 Baths
    • 2,567 Sq Ft

    23 Avoncroft Ln, Middletown, NY 10940

    Welcome to 23 Avoncroft Ln., a stunning 3-bedroom end-unit townhome in the highly sought-after Woodside Knolls community! This beautifully maintained home shines with modern upgrades, including a brand-new stove, microwave, stainless steel appliances, and central AC, ensuring comfort and efficiency. Cozy up by the gas fireplace or enjoy the versatile, fully finished basement with a walkout and a

    Carol Cruz Keller Williams Hudson Valley

    23 Avoncroft Ln, Middletown, NY 10940
  • /40

    $465,000

    • 3 Beds
    • 2.5 Baths
    • 1,899 Sq Ft

    11 Cobblestone Ln, Middletown, NY 10940

    Welcome to this bright and spacious 3-bedroom, 2.5-bath townhouse, that’s perfect for today’s busy lifestyle. The spacious layout is filled with natural light, creating a warm and inviting atmosphere for all to gather. The main level offers plenty of room for both everyday living and entertaining, while the upper level features comfortable bedrooms, including a primary suite with its own private

    Antoinette Gundersen HomeSmart Homes & Estates

    11 Cobblestone Ln, Middletown, NY 10940
  • /47

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 2,032 Sq Ft

    29 Keasel Rd, Middletown, NY 10940

    Welcome to 29 Keasel Road—a private oasis that perfectly blends elegance, comfort, and convenience. Just minutes from the expressway and premier shopping, this stunning home boasts thoughtful upgrades including a brand-new dishwasher and gutters (2024) and well-maintained windows (5–10 years). Step outside to your own resort-style retreat featuring a sparkling in-ground pool, serene functioning

    Ramanjit Dhanoa eXp Realty

    29 Keasel Rd, Middletown, NY 10940
  • /40

    $409,999 Open Sat 12PM - 2PM

    • 3 Beds
    • 1.5 Baths
    • 1,560 Sq Ft

    2729 W Conkling Ave, Middletown, NY 10940

    Welcome to your next home at 29 W Conkling Avenue, located in the heart of Middletown. This charming 3 bedroom ranch-style residence offers many upgrades including updated kitchen with stainless steel appliances, hardwood floors, recessed lighting, solar panels, and a spacious walkout basement that dramatically expands your livable space. Enjoy the level double-lot backyard perfect for relaxing,

    Amanda Rivera Sepulveda Keller Williams Realty

    2729 W Conkling Ave, Middletown, NY 10940
  • /21

    $439,900 Open Sat 11AM - 1PM

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

    74 Pocatello Rd, Middletown, NY 10940

    Welcome to this bright and spacious 3-bedroom, 2.5-bath high ranch offering comfort, style, and convenience. The main level features an open-concept living and dining room with hardwood floors, high ceilings, and recessed lighting, creating a warm and inviting atmosphere. The modern kitchen provides plenty of cabinet space and is perfect for both everyday meals and entertaining. Down the hall,

    Catherine Eichner Eichner Realty Group Inc.

    74 Pocatello Rd, Middletown, NY 10940
  • /33

    $450,000

    • 4 Beds
    • 2.5 Baths
    • 2,139 Sq Ft

    10 Scott Dr, Middletown, NY 10941

    Welcome Home! Inviting & Charming Bi-Level Ranch in a Friendly NeighborhoodDiscover the perfect home for your growing family in this beautifully maintained bi-level ranch, ideally situated in a quiet friendly neighborhood within the highly regarded Pine Bush School District.This inviting residence has been thoughtfully updated and features gleaming hardwood floors, new windows, a

    Rudis Rodriguez Keller Williams Realty NYC Grp

    10 Scott Dr, Middletown, NY 10941
  • /38

    $450,000

    • 3 Beds
    • 2.5 Baths
    • 1,858 Sq Ft

    5 Cobblestone Ln Unit 4301, Middletown, NY 10940

    Welcome to this spacious 3-bedroom, 2.5-bath townhouse located in the desirable Woodside Knolls Community. Built in 2011, this 1,858-square-foot home (plus finished basement) offers a comfortable and functional layout designed for everyday living. The main level features hardwood and carpet flooring, an open dining area, and a bright living room that connects to the backyard patio, creating a

    Virginia Corbett eXp Realty

    5 Cobblestone Ln Unit 4301, Middletown, NY 10940
  • /33

    $400,000

    • 4 Beds
    • 2.5 Baths
    • 1,668 Sq Ft

    29 Little Ave, Middletown, NY 10940

    Discover this renovated colonial home nestled in the charming city of Middletown. This spacious single-family residence offers a perfect blend of classic charm and tasteful updates. The main level features a dedicated home office, an inviting living room, and an open-concept kitchen with stunning granite countertops and a center island. A formal dining room and a convenient half bath complete

    Michael LaMorte Christie's Int. Real Estate

    29 Little Ave, Middletown, NY 10940
  • /37

    $415,000

    • 3 Beds
    • 1.5 Baths
    • 1,104 Sq Ft

    160 Gillen Rd, Middletown, NY 10940

    Welcome home to this beautifully updated 3-bedroom, 2-bath ranch, perfectly situated on over 1 acre of land and offering the ideal blend of space, comfort, and modern upgrades. Featuring an oversized 2-car garage, a bright and inviting floor plan, and a walk-out basement, this property combines classic charm with a serene, retreat-like setting. Step inside to a spacious, sun-filled eat-in

    Marie Savage Curasi Realty, Inc.

    160 Gillen Rd, Middletown, NY 10940
  • /22

    $415,000

    • 2 Beds
    • 2.5 Baths
    • 1,337 Sq Ft

    19 Putters Way Unit 9, Middletown, NY 10940

    Welcome to this fully updated, move-ready condo in the desirable Walkill community. This splendid duplex has been luxuriously upgraded with modern paint tones and the latest finishes. Bright and sunny rooms with updated lighting throughout. The kitchen boasts sleek, brand-new appliances and classic wood cabinetry. The bathrooms have been meticulously maintained. Cathedral ceilings in both

    Abraham Lefkowitz Access Realty Team Inc

    19 Putters Way Unit 9, Middletown, NY 10940
  • /39

    $479,000

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

    4 Putters Way, Middletown, NY 10940

    Beautiful townhouse-style condo in the gated community of The Fairways. Walk in to a tiled foyer leading you to a den with full egress windows. Built-in cabinets for display and for storage. Up the stairs you have a beautiful living room with 2nd floor large windows with views overlooking the charming street. Corner gas fireplace, more built-ins for display and for entertaining ease. The dining

    Susanne Dermigny Howard Hanna Rand Realty

    4 Putters Way, Middletown, NY 10940
  • /24

    $448,800

    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft

    652 New York 211 Unit 650, Middletown, NY 10940

    FOR SALE: Versatile Mixed-Use Building – Ideal for Owner-Operator | 650-652 Route 211 W, Middletown, NY 10940 A rare opportunity to own a fully updated 2-unit standalone building in a prime high-visibility corner location at Route 211 West and California Drive in the Town of Wallkill. Property Overview:Total Building Size: Approx. 2,400 sq ft Lot Size: Generous lot with dual access and ample

    Jonathon Lee Keller Williams Hudson Valley

    652 New York 211 Unit 650, 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
  • /41

    $440,000

    • 4 Beds
    • 2.5 Baths
    • 2,848 Sq Ft

    4 Thistle Ln, Middletown, NY 10940

    Spacious & Versatile Raised Ranch in Prime Middletown Location! Not your average bi-level! This move-in-ready, raised-ranch-style home in Middletown, within the Minisink Valley School District, offers the perfect blend of convenience and comfort. Located near Garnet Medical Center, Crystal Run, shopping centers, supermarkets, and with easy access to Metro-North and major highways, it’s an ideal

    Soleil Jackman Howard Hanna Rand Realty

    4 Thistle Ln, Middletown, NY 10940
  • /43

    $425,000

    • Land
    • 63.3 Acres
    • $6,714 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

Home Trends in Middletown, NY

Housing Trends

Median Sale Price
$395,000
Median Single Family Sale Price
$420,000
Median Townhouse Sale Price
$400,000
Median 2 Bedroom Sale Price
$271,950
Median 1 Bedroom Sale Price
$180,000
Average Price Per Sq Ft
$246
Number of Homes for Sale
109
Last 12 months Home Sales
485
Months of Supply
2.70
Median List Price
$399,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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