14

Middletown, NY Homes for Sale under $300,000

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  • /2

    $299,900

    • 3 Beds
    • 1 Bath
    • 1,620 Sq Ft

    46 Knapp Ave, Middletown, NY 10940

    This oldie but goodie is full of potential! With a little love, fresh paint, and imagination, this home can truly shine as a wonderful starter home. It also presents a great opportunity for investors looking to expand their rental portfolio, long-term tenants would love the option to stay. Features include some hardwood floors, a detached 2-car garage, and a recently paved blacktop driveway.

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (329) 209-9787

    46 Knapp Ave, Middletown, NY 10940
  • /30

    $289,000

    • 2 Beds
    • 2 Baths
    • 1,049 Sq Ft

    185 Ruth Ct, Middletown, NY 10940

    INVESTOR'S DREAM: TURN-KEY CONDO WITH IMMEDIATE CASH FLOW! This meticulously maintained 2-bedroom, 2-full bath end-unit condo is an absolute standout in one of Middletown's most sought-after communities. Recently upgraded with fresh paint and brand-new flooring in late 2024, the property also features a new central AC condenser installed in 2025, ensuring long-term mechanical reliability. The

    Hai Li Keller Williams Hudson Valley

    185 Ruth Ct, Middletown, NY 10940
  • /17

    $259,999

    • 4 Beds
    • 1 Bath
    • 1,140 Sq Ft

    29 Parsons Ln, Middletown, NY 10940

    Fantastic opportunity at 29 Parsons! This property is being offered as a cornerstone of a 3-parcel investment package. While individually the 4 bedroom home on 6+ acres of land the complete 3-property bundle—including an additional 5+ acres of land—is available for a package. The home is a 4 bedroom & lives as a 2 large bedrooms and a laundry room. Perfect for developers or those looking for a

    Camelia Pena-Rivera RE/MAX Distinguished Hms.&Prop

    29 Parsons Ln, Middletown, NY 10940
  • /12

    $269,000

    • 2 Beds
    • 1 Bath
    • 802 Sq Ft

    11 Philcox Rd, Middletown, NY 10940

    Rare opportunity to own two homes next door to each other in the Pine Bush School District. Single family home 2 bed, 1 bath, recently updated. Quiet road with only two homes, both originally owned by the same family, offering privacy and flexibility. Conveniently located near shopping, dining, train service, Resorts World Catskills, Kartrite Waterpark, and Bethel Woods Center for the Arts. Easy

    Joseph Rubeo Keller Williams Hudson Valley

    11 Philcox Rd, Middletown, NY 10940
  • /20

    $225,000

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

    366 Concord Ln, Middletown, NY 10940

    NEW JUST RENOVATED in August 2024. Spacious 2 bedroom. 2 full bath condo. INVESTOR? THIS CAN BE RENTED IMMEDIATELY AFTER CLOSING. 1st FLOOR Private entrance, all new appliances in 2024, all new floors throughout, new washer/ dryer in unit! Spacious unit with en suite primary bedroom and additional full bath . Large second bedroom. Walk in closet. Lovely breakfast bar. Plenty of parking. Lovely

    Yolanda Hoey More and More Real Estate

    366 Concord Ln, Middletown, NY 10940
  • /20

    $249,899

    • 3 Beds
    • 1 Bath
    • 900 Sq Ft

    193 Schutt Rd, Middletown, NY 10940

    Why rent when you can purchase this updated, move-in-ready 3-bedroom home? This property presents an excellent opportunity for first-time homebuyers, especially with its low taxes. The kitchen features granite countertops, ample cabinet space, stainless steel appliances, and a breakfast bar open to the living room. The spacious living room is filled with natural light, making it a welcoming

    Jeanmarie Valentin HomeSmart Homes & Estates

    193 Schutt Rd, Middletown, NY 10940
  • /27

    $215,000

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    326 Concord Ln, Middletown, NY 10940

    Buttonwood Hills Condominiums now offers a 2 bedroom/2 bath unit for your purchase & to call home! A ground level end unit with open floor from living room to dining room with sliders that lead to a seating area where you can enjoy the outdoors. Beautiful kitchen with stainless steel appliances & plenty of cabinet space. Spacious bedrooms, one with a Suite with double closets and a private full

    Sandra Arnez Keller Williams Hudson Valley

    326 Concord Ln, Middletown, NY 10940
  • /15

    $264,999

    • 2 Beds
    • 2.5 Baths
    • 1,348 Sq Ft

    11 Jordan Ln, Middletown, NY 10940

    Great opportunity for investors for fix and flip.Minimal work needed to make it presentable.Town house located in a beautiful neighborhood.

    Siju John Kerala Realty, LLC

    11 Jordan Ln, Middletown, NY 10940
  • /26

    $225,000

    • 1 Bed
    • 1 Bath
    • 360 Sq Ft

    51 S Shore Dr, Middletown, NY 10940

    Welcome to 51 S Shore Drive, a charming and thoughtfully updated bungalow retreat nestled on a private, wooded 9,374 sq ft lot with sparkling lake views in scenic Middletown, NY. This beautifully curated 1-bedroom, 1-bath lakefront getaway offers 360 square feet of smart, stylish living space perfect for a weekend escape, vacation rental, or year-round peaceful living. Step inside to a crisp,

    Arya Rabinovits eRealty Advisors, Inc

    51 S Shore Dr, Middletown, NY 10940
  • /10

    $299,999

    • Land
    • 27.2 Acres
    • $11,029 per Acre

    328 Bloomingburg Rd, Middletown, NY 10940

    Vacant Property directly across from Fair Oaks Drive in Movie theater and a gas station with plenty of road frontage!! Minutes to RT17. 27.2 ACRES!!! Electric on road at the front of the property! Possible small farm, Big enough for horses, growing crops, family compound. R2 Zoning.The owner is currently using the property to grow crops and has an Agricultural tax exemption. NO engineering

    Jeffrey Lyons Curasi Realty, Inc.

    328 Bloomingburg 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
  • /39

    $249,999 Open Sat 11AM - 1PM

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    18-20 Bedford Ave, Middletown, NY 10940

    Welcome to this charming 2 bedroom, 1 bath Cape Cod located in the heart of Middletown, NY. Perfect starter home, ideal for those looking to downsize, or a fantastic investment opportunity. Upon entering, you are welcomed by beautiful hardwood floors, warm character, and a cozy feel that makes this home instantly inviting. Offering approximately 864 square feet of living space, this home is

    Jennifer Lappe Keller Williams Realty

    18-20 Bedford Ave, Middletown, NY 10940
  • /13

    $290,000

    • 3 Beds
    • 2.5 Baths
    • 2,376 Sq Ft

    3 Top Notch Rd, Middletown, NY 10940

    This ranch-style home sits on a sizable lot with a practical single-level floor plan. The property offers potential and solid foundation for the right buyer. The property sits on a secluded wooded lot with mature evergreen borders that create natural privacy year-round. The private wooded backyard provides a peaceful retreat with considerable potential for outdoor activities and relaxation. A

    Andrea Rose Keller Williams Hudson Valley

    3 Top Notch Rd, Middletown, NY 10940
  • /2

    $288,000

    • 3 Beds
    • 2 Baths
    • 1,545 Sq Ft

    187 Watkins Ave, Middletown, NY 10940

    Opportunity knocks in New York. Located near Sprucegate Farm, Swim King, and Magnanini Winery. This home has approx. 1,545 sq. ft. and a lot of approx. 7,750 sq. ft. A great investment opportunity. Buyers check with City, County, Zoning, Tax, and other records to their satisfaction. AS-IS SALE property.

    Neven Spralja Realhome Services & Solutions, Inc

    187 Watkins Ave, Middletown, NY 10940

Home Trends in Middletown, NY

Housing Trends

Median Sale Price
$400,500
Median Single Family Sale Price
$425,000
Median Townhouse Sale Price
$442,500
Median 2 Bedroom Sale Price
$274,000
Median 1 Bedroom Sale Price
$177,500
Average Price Per Sq Ft
$247
Number of Homes for Sale
87
Last 12 months Home Sales
492
Months of Supply
2.10
Median List Price
$400,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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