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Middletown, NY Homes for Sale under $400,000

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  • /25

    $310,000

    • 3 Beds
    • 2 Baths
    • 1,061 Sq Ft

    205 Linden Ave, Middletown, NY 10940

    Nestled in the heart of Middletown, this charming home at 205 Linden Avenue offers a delightful blend of historic character and modern comfort. Built around 1900, the home spans approximately 1,061 square feet and sits on a generous 5,000-square-foot lot. Step inside to discover three cozy bedrooms and two bathrooms, perfect for those seeking extra space. The home features a detached garage,

    Agent Photo

    Omar Harper

    Epique Realty

    (329) 210-1914

    205 Linden Ave, Middletown, NY 10940
  • /30

    $399,900

    • 3 Beds
    • 2.5 Baths
    • 1,593 Sq Ft

    568 County Route 49 Unit 2C, Middletown, NY 10940

    Privately set in a quiet and intimate four-unit HOA community, this bright and welcoming home offers comfort, space, and convenience throughout. An open foyer leads into the updated kitchen featuring Quartz/Quartzite countertops, crisp white cabinetry, and ample storage. Natural light pours into the spacious dining and living areas, highlighted by beautiful flooring and a large closet ideal for

    Agent Photo

    Hazel Cello

    Keller Williams Hudson Valley

    (329) 219-0557

    568 County Route 49 Unit 2C, Middletown, NY 10940
  • /9

    $399,900

    • 3 Beds
    • 1.5 Baths
    • 1,799 Sq Ft

    12 Todd Dr, Middletown, NY 10941

    Conveniently located in Pine Bush schools and close to ammenities is the 3 bedroom two bath split level on a cul-de-sac

    Agent Photo

    Lynelle Alessi

    Keller Williams Hudson Valley

    (329) 214-0407

    12 Todd Dr, Middletown, NY 10941
  • /17

    $310,000

    $25K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 976 Sq Ft

    1110 New York 211, Middletown, NY 10940

    If you are looking for one-level living, this is the one! This 2-bedroom ranch is the perfect opportunity for a first-time homebuyer, someone looking to downsize, or an investor seeking to add to their rental portfolio. Filled with natural light, the home offers a bright and inviting atmosphere throughout. The spacious primary bedroom features a large wall-to-wall closet. A combination of

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (329) 208-3782

    1110 New York 211, Middletown, NY 10940
  • /41

    $375,000

    $20K PRICE INCREASE
    • 3 Beds
    • 1.5 Baths
    • 1,470 Sq Ft

    4 Eaton Ct, Middletown, NY 10940

    Welcome to Canterbury Knolls! This beautifully maintained 3-bedroom, 1.5-bathroom home is move-in ready and filled with charm. Updates include a brand new roof. Some rooms and garage have been freshly painted. Step inside to find gleaming hardwood floors throughout, complemented by porcelain tiles in the entryway and kitchen. The Homeowner's Association makes life easier by handling all exterior

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (329) 224-0137

    4 Eaton Ct, Middletown, NY 10940
  • /44

    $380,000

    • 3 Beds
    • 2 Baths
    • 1,413 Sq Ft

    6 Charlotte Mews, Middletown, NY 10940

    New renovation, New split air conditioner,New floor ,NEW painting, New toilet on the first floor, New refrigerator, new washing machine, new dryer, garage renovationBeautifully maintained detached townhome in Canterbury Knolls is very convenient to highway, train station and major shopping. Homeowner fee covers lawn maintenance, snow removal, garbage pickup and use of clubhouse. This home has

    Zhiheng Tang Keller Williams Hudson Valley

    6 Charlotte Mews, Middletown, NY 10940
  • /50

    $399,000

    Open Sun 11AM - 1PM
    • 3 Beds
    • 1.5 Baths
    • 1,446 Sq Ft

    4 Saint Eve Ct, Middletown, NY 10940

    Situated on a quiet cul-de-sac, this spacious and versatile home offers the perfect blend of comfort, convenience, and flexibility. Enjoy a large yard ideal for entertaining, complete with a deck and patio for outdoor gatherings and relaxation. Inside, the home features ample parking, 3-zone heating for year-round comfort, and an all-inclusive room/office perfect for working from home, guests, or

    Robin Cohen Keller Williams Realty

    4 Saint Eve Ct, Middletown, NY 10940
  • /23

    $399,999

    Coming Soon
    • 5 Beds
    • 2 Baths
    • 1,664 Sq Ft

    341 Highland Ave Extension, Middletown, NY 10940

    Welcome to 341 Highland Ave Ext, a bright and airy 4-bedroom, 2-bath split-level home conveniently situated in the heart of town. An inviting open floor plan creates effortless flow throughout the main living spaces, offering comfort, style, and plenty of natural light. Enjoy a level, fenced-in backyard—ideal for outdoor gatherings or peaceful relaxation. With local eateries, shopping, and daily

    Valerie Jewis Keller Williams Realty

    341 Highland Ave Extension, Middletown, NY 10940
  • /25

    $390,000

    • 4 Beds
    • 2 Baths
    • 1,652 Sq Ft

    21 Albert St, Middletown, NY 10940

    Charming 4-bedroom, 2-bath home in the heart of Middletown offering space, character, and endless potential! Nestled on a sidewalk-lined street, this property features a welcoming wraparound porch — the perfect spot to relax. Step inside the inviting foyer and into a spacious living room adjacent to the dining room and kitchen featuring a center island, with bathroom conveniently located on the

    Christina Wilger RE/MAX Benchmark Realty Group

    21 Albert St, Middletown, NY 10940
  • /40

    $385,000

    • 3 Beds
    • 1.5 Baths
    • 1,382 Sq Ft

    120 Prospect Ave, Middletown, NY 10940

    Beautiful 1900 Colonial – Turnkey & Full of Character, blending historic detail with modern comfort. This 3-bedroom, 1.5-bath home offers warm architectural character, smart updates, and flexible bonus spaces that make it stand out. The perfect blend of character and convenience. The main level flows easily from the welcoming porch into bright living spaces framed by decorative archways. The

    Sharon Pehush HomeSmart Homes & Estates

    120 Prospect Ave, Middletown, NY 10940
  • /22

    $350,000

    • 3 Beds
    • 1 Bath
    • 892 Sq Ft

    91 Mountain Ave, Middletown, NY 10940

    Looking for one-story living in a private dead end street, look no further as you have found it! Beautiful hardwood floors welcome you into a living room with plenty of window light followed by an eat-in kitchen that has been fully equipped with gorgeous stainless steel appliances, new counters and plenty of cabinet space. Three spacious bedrooms with plenty of closet space and a beautiful tiled

    Sandra Arnez Keller Williams Hudson Valley

    91 Mountain Ave, Middletown, NY 10940
  • /44

    $385,000

    Open Sun 12PM - 2PM
    • 2 Beds
    • 1.5 Baths
    • 1,584 Sq Ft

    1 Lake Ridge Dr, Middletown, NY 10940

    Set within the highly desirable Lake Ridge at Water’s Edge community in Middletown, this beautifully cared-for end-unit townhouse combines comfort, style, and low-maintenance living. Offering 2 bedrooms and 1.5 baths, the home features tasteful upgrades throughout, including luxury vinyl flooring, recessed LED lighting, and a warm, inviting gas fireplace. The kitchen is outfitted with stainless

    Colin Seitz RE/MAX Benchmark Realty Group

    1 Lake Ridge Dr, Middletown, NY 10940
  • /31

    $315,000

    $3K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,460 Sq Ft

    47 Brick Pond Rd Unit 47, Middletown, NY 10940

    Welcome to this charming 2-story townhouse-style condo located in the Spring Hollow community. This home offers 2 bedrooms and 1.5 bathrooms. The main level features a spacious living room, a cozy eat-in kitchen, and a convenient half bath. The kitchen includes cream-colored cabinets, granite countertops, a tile backsplash, stainless steel appliances, a center island for additional workspace, and

    Jie Liu Keller Williams Hudson Valley

    47 Brick Pond Rd Unit 47, Middletown, NY 10940
  • /9

    $399,900

    • 4 Beds
    • 2 Baths
    • 1,472 Sq Ft

    25 Mill St, Middletown, NY 10940

    Completely renovated two-unit property with Residential/CMU zoning. Ideal opportunity for an owner-user or investor — operate your business on the first floor while generating rental income from the occupied second-floor unit. Property includes 2 car parking/off-street parking, with potential for expansion subject to city approvals.

    Sammy Zambrano Keller Williams Realty

    25 Mill St, Middletown, NY 10940
  • /5

    $399,000

    $126K PRICE DROP
    • Land
    • 3.8 Acres
    • $105,028 per Acre

    TBD Silver Lake-Scotchtown Rd, Middletown, NY 10940

    Attention Builders and Developers: Presenting a rare, fully-approved 3-lot subdivision on Silverlake Scotchtown Road in the desirable Town of Wallkill, ready for the construction of three new two-family homes. Each lot is designed to accomodate a 32x80 structure which is large enough for each unit to include 3 bedrooms, 2 baths and a 1 car garage. Seller does not have architectural plans so

    Jason McGovern Keller Williams Hudson Valley

    TBD Silver Lake-Scotchtown Rd, Middletown, NY 10940
  • /17

    $339,990

    • 2 Beds
    • 2.5 Baths
    • 1,241 Sq Ft

    5 Kendal Ln, Middletown, NY 10940

    Modern Comfort & Lake Access – The Best of Waters Edge! Welcome to this beautifully maintained 2-bedroom, 2.5-bath condo in the highly desirable Waters Edge community. Offering a perfect blend of peaceful lakeside living and modern convenience, this home is designed for those who appreciate a bright, open, and "easy-living" floor plan. Home Highlights: Bright & Airy Main Level: Enjoy a spacious

    Jonathon Lee Keller Williams Hudson Valley

    5 Kendal Ln, Middletown, NY 10940
  • /3

    $350,000

    • Land
    • 1.42 Acres
    • $245,752 per Acre

    65 James P Kelly Way, Middletown, NY 10940

    Great location for a business. C-3 Zoning allows for any business, commercial or residential mix use. 262 feet frontage. Annual Average Daily Traffic (AADT) for 2023 is 10,569. There was a pre-approved building plan for a doctor's office building. The land is in the city of Middletown. The city will provide water and sewer. C-3 allow for 6 story mix-use business and residential building with the

    Jonathon Lee Keller Williams Hudson Valley

    65 James P Kelly Way, Middletown, NY 10940
  • /15

    $349,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,484 Sq Ft

    13 N Aspen Rd, Middletown, NY 10940

    Welcome to effortless living in the heart of Middletown! This turnkey, move-in ready 3-bedroom, 1.5-bath home has been thoughtfully updated with modern finishes and designed for comfortable everyday living. From the moment you step inside, you’re greeted by a bright, inviting foyer and a fresh, stylish interior that feels like home. The beautifully updated kitchen features gleaming granite

    Carmela Lopez Borrazas Serhant LLC

    13 N Aspen Rd, Middletown, NY 10940
  • /5

    $300,000

    • Land
    • 6 Acres
    • $50,000 per Acre

    0 Mount Hope Rd, Middletown, NY

    Looking to build? Land available in prime location. Situated directly between Middletown and Town of Mount Hope with easy access to all major roadways. Zoned for residential and agriculture. Buyer/builder to subdivide 5-6 acres from this 37+ acre parcel as agreeable to seller and proposed in contract. Flat, open, cleared land may be suitable for 1-3 building lots. Land to purchase provides

    Amanda Ferrantello Hudson Valley Griffith

    0 Mount Hope Rd, Middletown, NY
  • /18

    $315,000

    • 2 Beds
    • 1 Bath
    • 689 Sq Ft

    15 Anthony St, Middletown, NY 10940

    Welcome to this beautifully up to date, single-family home offering the perfect blend of comfort, style, and functionality. At approximately 690+/- sq ft, this move-in-ready home makes exceptional use of space with a bright and inviting layout ideal for everyday living.The open-concept living area features recessed lighting and flows seamlessly into a stunning kitchen highlighted by stylish

    Eliezer Salcer Preferred Properties Real Esta

    15 Anthony St, Middletown, NY 10940
  • /5

    $350,000

    Open Sun 11AM - 2PM Coming Soon
    • 4 Beds
    • 1.5 Baths
    • 1,124 Sq Ft

    319 Wawayanda Ave, Middletown, NY 10940

    LOVELY 4 BEDROOM, 1.5 BATH CAPE COD IN MIDDLETOWN WITH A 1 CAR DETACHED GARAGE!! Main level offers a charming eat-in kitchen with dining area, spacious living room, 2 good size bedrooms (one has a 1/2 bath), a full bath, and the 1/2 bath in the bedroom. Upstairs offers 2 Cape Cod style bedrooms and a large closet. There is a full, unfinished, walkout basement with tons of room. Outside offers a 1

    David Nicoli Nicoli Realty

    319 Wawayanda Ave, Middletown, NY 10940
  • /22

    $349,000

    • 3 Beds
    • 1.5 Baths
    • 1,540 Sq Ft

    39 Cedar Ct, Middletown, NY 10940

    NO HOA FEE!! LOW TAXES Welcome to this townhouse located in Middletown, offering space, convenience, and a functional layout. The kitchen offers cabinet and counter space and opens to the living room with sliding glass doors leading to the backyard area. The first floor also features a convenient half bathroom. Upstairs offers three bedrooms and a full bathroom. Conveniently located close to

    Wenpeng Guan Keller Williams Hudson Valley

    39 Cedar Ct, Middletown, NY 10940
  • /36

    $399,999

    • 3 Beds
    • 1.5 Baths
    • 1,410 Sq Ft

    22 Oak Ln, Middletown, NY 10940

    Step into this beautifully updated three-bedroom home, where comfort and style come together seamlessly. The bright, airy kitchen features elegant stone countertops and sliding glass doors that open to a spacious deck overlooking a fully fenced backyard—perfect for relaxing or entertaining. Natural light fills the inviting living room, which flows effortlessly into the dining area and kitchen,

    Danielle Roche Howard Hanna Rand Realty

    22 Oak Ln, Middletown, NY 10940
  • /11

    $329,000

    • 2 Beds
    • 1.5 Baths
    • 1,144 Sq Ft

    15 N Aspen Rd, Middletown, NY 10940

    Welcome to easy, effortless living in this turnkey, move-in ready 2-bedroom home, thoughtfully updated with modern finishes and designed for today’s lifestyle. From the moment you step inside, you’re greeted by a bright and inviting interior that feels both stylish and comfortable. The updated kitchen shines with sleek countertops, crisp cabinetry, and modern appliances, making it as functional

    Carmela Lopez Borrazas Serhant LLC

    15 N Aspen Rd, Middletown, NY 10940
  • /25

    $325,000

    • 3 Beds
    • 1 Bath
    • 1,061 Sq Ft

    543 Dosen Rd, Middletown, NY 10940

    Welcome to this charming Cape Cod-style home situated on a spacious .69-acre lot in the Town of Wallkill. This well-maintained property offers 3 bedrooms plus a versatile bonus room perfect for a home office, guest space, playroom, or additional bedroom. The home features a comfortable layout with bright living spaces, an updated feel, and plenty of potential to make it your own.Enjoy the privacy

    Gerald Higbie Howard Hanna Rand Realty

    543 Dosen Rd, Middletown, NY 10940

Home Trends in Middletown, NY

Housing Trends

Median Sale Price
$402,000
Median Single Family Sale Price
$425,000
Median Townhouse Sale Price
$443,750
Median 2 Bedroom Sale Price
$278,000
Median 1 Bedroom Sale Price
$177,500
Average Price Per Sq Ft
$249
Number of Homes for Sale
116
Last 12 months Home Sales
480
Months of Supply
2.90
Median List Price
$415,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
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