28

Middletown, NY Homes for Sale under $500,000

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  • /46

    $489,000

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

    59 Woodside Knolls Dr, Middletown, NY 10940

    Welcome home to this impeccably maintained, tri-level townhouse nestled in the heart of the scenic Hudson Valley. Boasting over 2,400 sq. ft. of modern living space, this home features 9' ceilings, gleaming hardwood floors, and an open layout. The kitchen shines with countertops, stainless steel appliances, and a charming breakfast area. Retreat to the spacious primary suite with a walk-in closet

    Agent Photo

    Donna Reese

    Keller Williams Hudson Valley

    (329) 209-9797

    59 Woodside Knolls Dr, Middletown, NY 10940
  • /43

    $465,000

    • 3 Beds
    • 3 Baths
    • 2,074 Sq Ft

    57 Boorman Rd, Middletown, NY 10940

    Renovated Dutch Colonial on 5+ private acres in the Minisink school district, just minutes from Middletown!Updated kitchen features quartz countertops, ceramic tile flooring, subway tile backsplash, new cabinetry, and stainless steel appliances. First floor offers a full bath, spacious living room, dining room, and a cozy wood stove for supplemental heat. Upstairs includes 3 bedrooms and a

    Agent Photo

    Lynelle Alessi

    Keller Williams Hudson Valley

    (329) 212-0455

    57 Boorman Rd, Middletown, NY 10940
  • /48

    $483,900

    • 3 Beds
    • 3.5 Baths
    • 2,521 Sq Ft

    53 Cornwall Ln, Middletown, NY 10940

    Beautifully renovated 3-bedroom, 3.5-bathroom townhouse with a 2-car garage, located in the highly desirable Woodside Knolls community. This spacious home offers modern updates throughout, providing comfort, style, and functionality for today’s living. Conveniently situated just minutes from the Garnet Health Medical Center, Galleria Mall, Metro-North, shops, supermarkets, and major highways,

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (329) 217-0628

    53 Cornwall Ln, Middletown, NY 10940
  • /33

    $499,000

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

    60 Magnolia Park Rd, Middletown, NY 10940

    Beautifully cared-for 3 bedroom, 2.5-bath townhouse in the heart of Middletown! Spanning three levels, this home offers comfortable, versatile living with hardwood floors throughout both the main and second levels. The bright main floor features an open-concept living area featuring a fireplace, a dining area, along with a modern kitchen complete with granite countertops and ample cabinet space.

    Sandra Laramore Redfin Real Estate

    60 Magnolia Park Rd, Middletown, NY 10940
  • /43

    $460,000

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

    3 Arden Ct, Middletown, NY 10940

    Welcome to 3 Arden Court, a well-maintained townhouse-style single-family home located on a quiet cul-de-sac in Middletown. Built in 2008, this home offers 3 bedrooms, 2.5 baths, and over 2,400 square feet of living space across three finished levels, providing flexibility for everyday living, working from home, or entertaining. The main level features an open layout with hardwood floors, a

    Justin Jordan Keller Williams Realty

    3 Arden Ct, Middletown, NY 10940
  • /45

    $499,000

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

    17 Ross Ln, Middletown, NY 10941

    WOW!! THIS IS THE ONE!! Wonderful family home in the heart of Scotchtown. FIRST time on the market in over half a century!! Well maintained, must see to believe! Located on over 1/4 of an acre, this home is one of a kind! Hardwood floors throughout the home. The eat in kitchen provides convenience AND easy access to the HUGE back deck. The home offers a Formal Dining Room, a Living Room with

    David Furlin BHHS Hudson Valley Properties

    17 Ross Ln, Middletown, NY 10941
  • /31

    $425,000

    • 3 Beds
    • 1.5 Baths
    • 1,788 Sq Ft

    10 Renfrewshire Dr, Middletown, NY 10941

    Welcome to 10 Renfrewshire Drive, a well-maintained 3-bedroom, 1 full and 1 half bath ranch in the Pine Bush School District, offering a comfortable layout, great outdoor space, and the everyday convenience you have been searching for.Inside, you’ll find hardwood floors and a bright, functional kitchen featuring cherry cabinetry and stainless steel appliances. The main level provides easy

    Frank Muccari Cronin & Company Real Estate

    10 Renfrewshire Dr, Middletown, NY 10941
  • /41

    $449,900

    • 3 Beds
    • 1.5 Baths
    • 1,344 Sq Ft

    239 Millsburg Rd, Middletown, NY 10940

    Set on a quiet country road in the Town of Greenville, 239 Millsburg Road offers a setting that feels removed from the noise of everyday life, yet remains highly practical for commuting and daily needs. This well-maintained log cabin is surrounded by natural beauty, and as the seasons change and the trees fill in, the property becomes a true private retreat. Mornings can begin on the rocking

    Frank Muccari Cronin & Company Real Estate

    239 Millsburg Rd, Middletown, NY 10940
  • /21

    $485,000

    • 2 Beds
    • 2.5 Baths
    • 2,084 Sq Ft

    1 High Ridge Ln, Middletown, NY 10940

    Welcome to refined, low maintenance living in one of Middletown’s most sought after gated communities. This beautifully maintained end unit townhouse offers the perfect balance of space, comfort, and convenience, with over 2,000 square feet of living space designed for today’s lifestyle. Step inside to find a bright and inviting layout featuring two spacious bedrooms, each with generous closet

    Jason Madison eXp Realty

    1 High Ridge Ln, Middletown, NY 10940
  • /37

    $420,000

    • 3 Beds
    • 1 Bath
    • 1,616 Sq Ft

    525 Bloomingburg Rd, Middletown, NY 10940

    Your next chapter begins here! The bright, spacious living room sets the tone—an inviting space where you can unwind and recharge after a busy day. The generous open concept kitchen is ready for you to craft your favorite recipes and enjoy effortless everyday living.Convenience shines with a first floor bedroom and full bathroom offering comfort and flexibility. Upstairs, you’ll find two

    Kichka Pascaru Christie's Int. Real Estate

    525 Bloomingburg Rd, Middletown, NY 10940
  • /23

    $435,000

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    47 Liberty St, Middletown, NY 10940

    Updated 3BR/2BA Home on Quiet Dead-End Street – Middletown Updated 3-bedroom, 2 full-bath home located on a dead-end street in the City of Middletown. First floor features a spacious eat-in kitchen with stainless steel appliances, large living room, dining area, and updated full bath. Sliding door off kitchen leads to backyard deck. Second floor offers 3 bedrooms and an updated full bath, plus

    Jonathon Lee Keller Williams Hudson Valley

    47 Liberty St, Middletown, NY 10940
  • /46

    $489,999

    • 2 Beds
    • 2 Baths
    • 1,612 Sq Ft

    10 Cyprus Dr, Middletown, NY 10940

    Welcome to 10 Cyprus at Wildflowers at Wallkill, where comfort, style, and easy living come together in one beautiful home. This meticulously maintained 2-bedroom, 2 full bath residence offers the convenience of single-level living with a bright, open-concept layout designed for both everyday living and effortless entertaining. Sunlight pours through oversized windows, filling the space with

    Hilary Ryan Goldman Howard Hanna Rand Realty

    10 Cyprus Dr, Middletown, NY 10940
  • /27

    $425,000

    • 4 Beds
    • 2 Baths
    • 1,666 Sq Ft

    39 Hanford St, Middletown, NY 10940

    Coming Soon - prewar colonial in the heart of the City of Middletown.

    Soleil Jackman Howard Hanna Rand Realty

    39 Hanford St, Middletown, NY 10940
  • /13

    $455,000

    • 4 Beds
    • 2 Baths
    • 1,466 Sq Ft

    225 Monhagen Ave, Middletown, NY 10940

    Great location with mixed-use zoning potential! This nicely maintained property offers a comfortable and practical layout that is perfect for family living.The home features 4 bedrooms and 2 full bathrooms, providing generous and comfortable living space. A finished basement offers additional room that can be used for entertainment, a recreation area, home office, or extra living

    Jin Pang Panorama Realty

    225 Monhagen Ave, Middletown, NY 10940
  • /8

    $490,000

    • 3 Beds
    • 2.5 Baths
    • 2,191 Sq Ft

    19 Magnolia Park Rd, Middletown, NY 10940

    Welcome to this beautifully maintained newer-construction home in the sought-after Magnolia Park section of the Maple Fields community in Middletown. Built in 2019–2020, this spacious residence offers approximately 2,100 square feet of modern living with an open-concept layout designed for today’s lifestyle. The main level features a bright and airy living space, a stylish kitchen with granite

    Daniel Amodeo AMO Realty

    19 Magnolia Park Rd, Middletown, NY 10940
  • /43

    $430,000

    • 3 Beds
    • 1.5 Baths
    • 1,363 Sq Ft

    24 Rockwell Ave, Middletown, NY 10940

    Welcome home to 24 Rockwell Avenue, a beautifully updated residence that seamlessly blends comfort with modern convenience. Completely renovated in 2023, this move-in ready home features a new roof, life-proof flooring throughout, a stylish kitchen with stainless steel appliances and butcher block countertops, as well as a new washer and dryer. The functional center hall colonial layout offers

    Sean Israelski Howard Hanna Rand Realty

    24 Rockwell Ave, Middletown, NY 10940
  • /47

    $489,998

    • 3 Beds
    • 2.5 Baths
    • 1,781 Sq Ft

    131 Meadow View Dr, Middletown, NY 10940

    Welcome to this beautifully maintained 3-bedroom, 2.5-bath end-unit three-level townhouse in the highly desirable Maple Fields community! Step inside to find gleaming hardwood floors throughout the main level, creating a warm and inviting space perfect for everyday living and entertaining. The lower level and second floor feature easy-to-care-for luxury vinyl plank flooring, offering both

    Karleen Jedziniak Howard Hanna Rand Realty

    131 Meadow View Dr, Middletown, NY 10940
  • /23

    $429,000

    • 3 Beds
    • 2 Baths
    • 1,663 Sq Ft

    17 Last Rd, Middletown, NY 10941

    Welcome to 17 Last Rd, a unique retreat nestled on a sprawling 3.9-acre lot in the heart of Middletown. The upper level features 2 bedrooms and 1 full bathroom, while the lower level offers ground-level access with its own separate entrance, an additional bedroom, and a full bathroom. This versatile 2-bedroom, 2-full-bathroom home is designed to maximize natural light, creating a bright and airy

    Bryant Moran YourHomeSold Guaranteed Realty

    17 Last Rd, Middletown, NY 10941
  • /24

    $439,900 Open Sun 12PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,905 Sq Ft

    566 County Route 49, Middletown, NY 10940

    For Sale – 566 County Route 46, Middletown, NY 10940 Welcome to this spacious 3-bedroom, 4-bath colonial-style condo located in a quiet country setting in Middletown. This home is the largest unit in the 4-unit condo complex, offering generous living space and a comfortable layout. The first floor features a bright and inviting large living room with sliding doors leading to a rear deck, perfect

    Jonathon Lee Keller Williams Hudson Valley

    566 County Route 49, Middletown, NY 10940
  • /19

    $479,999

    • 6 Beds
    • 2 Baths
    • 2,424 Sq Ft

    80 Prospect Ave, Middletown, NY 10940

    Welcome to 80 Prospect Ave, a well-maintained six-bedroom, two-bathroom home situated in the peaceful suburban setting of Middletown, NY. Built in 1918, this 2,424 square foot residence combines traditional architectural charm with modern updates, offering nearly 6,800 square feet of usable lot space ideal for both living and outdoor enjoyment. The property features a classic two-story design

    Jonathan Paredes Locqube New York, Inc.

    80 Prospect Ave, Middletown, NY 10940
  • /19

    $449,900

    • 4 Beds
    • 2 Baths

    521 E Main St, Middletown, NY 10940

    COMMERCIAL ZONING !! Spacious 2 Family Home located in a very desirable,High Visibility Location in the Town of Wallkill. ( 2 ) large 2 Bedroom Apartments. Separate Utilities. Updated Apartments. Separate Decks for privacy. Separate Diveways. Spacious Backyard.

    John Biasi Howard Hanna Rand Realty

    521 E Main St, Middletown, NY 10940
  • /12

    $410,000

    • 5 Beds
    • 4 Baths

    41 Monhagen Ave Unit 39, Middletown, NY 10940

    Sold as is?This versatile property offers the perfect blend of comfortable living and passive income generation. Whether you are a first-time homebuyer looking to offset your mortgage or a seasoned investor seeking a high-yield asset, this legal two-family home is a standout choice. The Strategy: Live for Less, Earn MoreThe property is ideally configured for an owner-occupant strategy: Main

    Zhiheng Tang Keller Williams Hudson Valley

    41 Monhagen Ave Unit 39, Middletown, NY 10940
  • /18

    $429,000

    • 3 Beds
    • 2.5 Baths
    • 2,097 Sq Ft

    4 Kless Ct, Middletown, NY 10940

    Welcome to this well-kept 3-bedroom home with a bonus loft, set in the Maple Fields community. The first floor offers an easy, open layout with a comfortable living area that leads out to a private patio, along with a dining space and a kitchen that includes a pantry, tile accents, and stainless steel appliances. Upstairs you’ll find the primary bedroom featuring a walk-in closet and its own

    Bryant Moran YourHomeSold Guaranteed Realty

    4 Kless Ct, Middletown, NY 10940
  • /24

    $499,900

    • 1 Bed
    • 1.5 Baths
    • 1,428 Sq Ft

    6 Bart Bull Rd, Middletown, NY 10941

    Step into a rare piece of local history with this stunning former schoolhouse, beautifully set in the Town of Wallkill. Rich in character and architectural charm, this one-of-a-kind property offers an abundance of natural light that highlights the craftsmanship of a bygone era. The open interior provides exceptional flexibility - perfect for a unique residence, artist's retreat, studio space, or

    Rebecca Matta-Candela Keller Williams Realty

    6 Bart Bull Rd, Middletown, NY 10941
  • /5

    $495,000

    • Land
    • 3.8 Acres
    • $130,297 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
  • /31

    $439,900

    • 4 Beds
    • 2 Baths
    • 1,676 Sq Ft

    29 Howard Dr, Middletown, NY 10941

    Welcome to this 4-bedroom, 2-bath bilevel nestled in the desirable Panorama Hill section of Middletown, within the sought-after Pine Bush Central School District! Offering 1,676 sq ft of living space, this home has great bones and just needs a little love to make it shine. The main level features hardwood floors, a bright living room, dining room, full bath, and three comfortable bedrooms. Enjoy

    Antoinette Gundersen HomeSmart Homes & Estates

    29 Howard Dr, Middletown, NY 10941
  • /22

    $409,500

    • 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
  • /2

    $480,000

    1 Royce Ave, Middletown, NY 10940

    Excellent investment opportunity in the heart of Middletown! This well-maintained, fully occupied two-family residence offers immediate cash flow with a total monthly income of $3,500. The first-floor unit features a comfortable 1-bedroom, 1-bathroom layout currently rented for $1,600, while the second-floor unit offers a spacious 2-bedroom, 1-bathroom configuration rented for $1,900.

    Joseph Baratta Joseph Baratta Company Realty

    1 Royce Ave, Middletown, NY 10940

Home Trends in Middletown, NY

Housing Trends

Median Sale Price
$401,500
Median Single Family Sale Price
$425,000
Median Townhouse Sale Price
$441,250
Median 2 Bedroom Sale Price
$274,500
Median 1 Bedroom Sale Price
$177,500
Average Price Per Sq Ft
$247
Number of Homes for Sale
85
Last 12 months Home Sales
488
Months of Supply
2.10
Median List Price
$407,450
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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