28

Middletown, NY Homes under $500,000

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  • /26

    $410,000

    • 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
  • /42

    $465,000

    • 4 Beds
    • 3 Baths
    • 2,100 Sq Ft

    450 Mt Orange Rd, Middletown, NY 10940

    Welcome to this move in ready, spacious and versatile 4-bedroom, 3-bathroom bi-level home located in Minisink Valley School District. Thoughtfully designed and meticulously maintained, this home offers comfort, flexibility, and the potential for multigenerational living.Upstairs features 3 bedrooms and 2 full bathrooms, including a private en-suite in the primary bedroom. Gleaming hardwood floors

    Katrina Roloson Keller Williams Realty

    450 Mt Orange Rd, Middletown, NY 10940
  • /31

    $450,000

    • 4 Beds
    • 2 Baths
    • 2,531 Sq Ft

    484 Route 211 W, Middletown, NY 10940

    Welcome to 484 Route 211 – an amazing opportunity in the heart of Middletown for anyone ready to take on a rewarding project with big potential! This spacious home features 4 generously sized bedrooms and 2 full bathrooms, offering plenty of room for a large or growing family. The eat-in kitchen is perfect for family meals, and there’s even a first-floor bedroom for added convenience.One of the

    Virginia Corbett eXp Realty

    484 Route 211 W, Middletown, NY 10940
  • /31

    $479,000

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

    16 Beth Dr, Middletown, NY 10941

    Welcome to this charming bilevel home that combines classic comfort with contemporary upgrades. Situated in a desirable neighborhood, this residence offers a perfect retreat for family living and entertaining. Main Features: Updated Interiors: ** Recent renovations include a modern kitchen with stainless steel appliances, updated countertops, and custom cabinetry. The bathrooms have been

    Pedro Garcia Curasi Realty, Inc.

    16 Beth Dr, Middletown, NY 10941
  • /16

    $449,999

    • 6 Beds
    • 2 Baths
    • 1,878 Sq Ft

    19 Wawayanda Ave, Middletown, NY 10940

    A Must see... Fully available opportunity knocks to own this colonial home, located in the heart of the Hudson Valley. Entering this home with a long foyer that leads into a living room, spacious dining room with plenty of natural light, eat in kitchen, Kitchen is updated with lots of cabinet space front deck, back porch, new flooring for the entire house. New roof, stainless steel appliances,

    Samar Tarazi Keller Williams Realty

    19 Wawayanda Ave, Middletown, NY 10940
  • /23

    $479,000

    • 3 Beds
    • 2 Baths
    • 1,338 Sq Ft

    11 Dogwood Dr, Middletown, NY 10940

    Well maintained 3 bedroom, 2 bath Bilevel in an established residential neighborhood. This attractive home features Stainless Steel appliances, a Master Bedroom suite and a 1 car garage. Sq. Footage does not include an additional 774 sq. Ft. unfinished lower level, which could be a Family Room, Bedroom, .5 bath, or use your imagination. All window treatments will stay. Conveniently located

    Gloria Allan John J Lease REALTORS Inc

    11 Dogwood Dr, 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 Locqube New York, Inc.

    338 Route 211 W, 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
  • /41

    $480,000

    • 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
  • /19

    $449,900

    • 3 Beds
    • 2 Baths
    • 1,702 Sq Ft

    14 Laddie Rd, Middletown, NY 10941

    **Charming Renovated Split-Level Home in Pine Bush School District!**Welcome to your dream home! This beautifully renovated split-level gem is nestled in the heart of the highly sought-after Pine Bush School District, offering the perfect blend of modern amenities and cozy living. Step inside and be captivated by the stunning upgrades that make this house a true standout.As you enter, you'll be

    Andrea Rose Keller Williams Hudson Valley

    14 Laddie Rd, Middletown, NY 10941
  • /21

    $425,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 1.5 Baths
    • 1,620 Sq Ft

    76 Maureen Dr, Middletown, NY 10940

    Welcome to Robins Meadows, one of the area's most sought-after neighborhoods, where this charming raised ranch sits proudly on a spacious corner lot. Featuring 3 bedrooms and 1.5 baths, this home offers the perfect blend of comfort, functionality, and location. The main level features an open living and dining area, while the lower level offers additional flexible space complete with a cozy

    Nina Piacente Julia B Fee Sothebys Int. Rlty

    76 Maureen Dr, Middletown, NY 10940
  • /45

    $449,000

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

    7 Ross Ln, Middletown, NY 10941

    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 1/3 of an acre, this home is one of a kind! Hardwood floors throughout the home have been recently treated. The eat in kitchen provides convenience AND easy access to the HUGE, two-tiered back deck. The home offers a Formal

    David Furlin BHHS Hudson Valley Properties

    7 Ross Ln, Middletown, NY 10941
  • /28

    $415,000

    • 4 Beds
    • 2 Baths
    • 1,848 Sq Ft

    21 Maple Dr, Middletown, NY 10940

    Move right into this charming cape cod style home. 4 oversized bedroom’s and 2 full bathrooms. Step out onto a second story oversized deck from one of the two massive upstair bedrooms. The home is packed with updates, including new flooring throughout, a cozy kitchen and a large bay window in the living room that maximizes natural lighting. A detached garage with plenty of storage in the loft

    David Ferstand Daf Realty

    21 Maple Dr, Middletown, NY 10940
  • /40

    $479,000

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

    38 Woodside Knolls Dr, Middletown, NY 10940

    Welcome to Woodside Knolls!Discover this stunning tri-level townhouse located in one of the area’s most desirable communities. This beautifully maintained home features 9' ceilings on the main level, a bright white kitchen with granite countertops and stainless steel appliances, and gleaming hardwood floors throughout the main level.Enjoy 3 spacious bedrooms and 3.5 bathrooms, including a fully

    Naomi Streicher Q Home Sales

    38 Woodside Knolls Dr, Middletown, NY 10940
  • /16

    $410,000

    • 3 Beds
    • 2 Baths

    39 Harrison St, Middletown, NY 10940

    Two family home in the City of Middletown close to all transportation, shopping and dining. Fully rented with longtime tenants and below market rents. 1st floor is a 1 bed/1 bath apt: very cute and cozy. 2nd floor is a 2 bed/1 bath.W/D hook-ups in basement/W/D not included.Detached garage with off street parking.Based on today's rents, this a money maker!

    David Russell David L Russell Realty

    39 Harrison St, Middletown, NY 10940
  • /41

    $499,000

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

    8 Chestnut St, Middletown, NY 10940

    Stunning Fully Renovated 7-Bedroom Home in Downtown MiddletownStep into luxury with this beautifully renovated single-family home, perfectly situated on a quiet street in the heart of Downtown Middletown. Offering 7 spacious bedrooms and 4 modern baths, this home is designed for comfort and style.Key Features:Complete Renovation: Brand-new electrical, heating, plumbing, insulation, and windows

    Gitty Steinmetz Rodeo Realty Inc

    8 Chestnut St, Middletown, NY 10940
  • /40

    $430,000

    • 3 Beds
    • 1.5 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 bedrooms, large eat in kitchen, Formal Dr, 1st floor Master Bedroom suite, and addition one office on the 1st floor. 2nd. floor has 2 large bedrooms, Exterior has 2 decks, 1 patio, storage shed, great views and beautiful sunsets. New

    Feng Chang Acer Realty Inc

    118 White Bridge Rd, Middletown, NY 10940
  • /41

    $435,000

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

    1 Lindentree Ln, Middletown, NY 10940

    Welcome to easy living in the popular Maple Fields community! This spacious 3-bedroom, 3.5-bath end-unit condo offers 2,484 square feet of comfort and convenience, including a finished basement. Step inside to find high ceilings, granite countertops, and a bright, open feel throughout. The primary bedroom features vaulted ceilings, and the basement is perfect for a home office, gym, or hangout

    Katheryn DeClerck Howard Hanna Rand Realty

    1 Lindentree Ln, Middletown, NY 10940
  • /24

    $499,899 Open Sun 12PM - 2PM

    • 4 Beds
    • 2 Baths
    • 2,036 Sq Ft

    51 Pine Ct, Middletown, NY 10941

    Beautiful Split Level home situated in one of the nicest areas of The Town Of Wallkill. This wonderful home offers an Open Airy Floor Plan, Gorgeous Harwood Floors on the First Floor, Brand New Designer Custom Kitchen with Quartz Countertops, Breakfast Bar, Stainless Steel Appliances, and Recessed Lighting. Large Sun Drenched Living Room with a Bay Window , spacious Dining Rm, Primary Bedroom

    John Biasi Howard Hanna Rand Realty

    51 Pine Ct, Middletown, NY 10941
  • /34

    $499,000

    • 4 Beds
    • 1.5 Baths
    • 2,722 Sq Ft

    391 Scotchtown Collabar Rd, Middletown, NY 10941

    Discover the Charm and Character of this circa 1800 four bedroom farmhouse colonial on 2.6 acres with a bedroom and bathroom on the main floor!! Do you dream of simpler times? Growing your own fruit herbs vegetables, and eggs? Starry nights in the back yard? It's all here and with many updates including a new roof. There is over 2700 square feet of living space, high ceilings (unheard of in

    John Biasi Howard Hanna Rand Realty

    391 Scotchtown Collabar Rd, Middletown, NY 10941
  • /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
  • /25

    $425,000

    • 4 Beds
    • 1.5 Baths
    • 2,706 Sq Ft

    44 Karen Joy Dr, Middletown, NY 10940

    BRAND NEW ROOF JUST INSTALLED!!! INCREDIBLE VALUE AND POTENTIAL TO MAKE THIS YOUR DREAM HOME!!! OVER 2700 Sq. Ft.!!! Discover a truly unique opportunity in the highly sought-after Minisink Valley School District! This expansive split-level home boasts an impressive floor plan with endless possibilities. Bring your ideas and your vision—this gem won’t take much to restore its former glory! Step

    Frank Muccari Cronin & Company Real Estate

    44 Karen Joy Dr, 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
  • /20

    $450,000

    • 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 passed the

    Joel Ayala HomeSmart Homes & Estates

    650 Route 211 W, Middletown, NY 10940
  • /26

    $445,000

    • 4 Beds
    • 2.5 Baths
    • 1,620 Sq Ft

    47 Prince St, Middletown, NY 10940

    Welcome to this lovely, renovated. Formerly a 3 bedroom/2-bathroom house, this home has been renovated in 2023 into a 4 bed/2.5 bath adding a 1st Floor Master Bedroom Suite, increasing the square footage of living space. This house has plenty of character and is better than new construction. Open Concept Layout, Enclosed Porch, Luxury Vinyl Flooring, Stainless Steel Appliances, Butcher Block

    D'Wana Haynesworth YourHomeSold Guaranteed Realty

    47 Prince St, Middletown, NY 10940
  • /47

    $489,900 Coming Soon

    • 2 Beds
    • 2 Baths
    • 1,473 Sq Ft

    84 Jasmine Dr, Middletown, NY 10940

    Welcome to 84 Jasmine Dr. in the highly desirable Wildflowers at Wallkill, a premier 55+ gated community offering resort-style living. This stunning 2011-built home features 2 bedrooms, 2 bathrooms, and an abundance of luxurious upgrades throughout. Step inside to a bright and spacious open floor plan with gorgeous Brazilian hardwood floors and elegant crown molding and wainscoting. The custom

    JoAnn Maxwell Howard Hanna Rand Realty

    84 Jasmine Dr, Middletown, NY 10940
  • /14

    $419,900

    • 3 Beds
    • 1.5 Baths
    • 1,914 Sq Ft

    54 Brewster Dr, Middletown, NY 10940

    Welcome to this charming 3 bedroom, 1 and 1/2 bath raised ranch in the heart of Middletown, NY. This home boasts beautiful hardwood floors throughout and is located in an established neighborhood with mature trees and well-kept homes.Step inside to find new carpet and fresh paint throughout, creating a warm and inviting atmosphere. The main level features a spacious living room, dining area, and

    Andrea Rose Keller Williams Hudson Valley

    54 Brewster Dr, Middletown, NY 10940
  • /2

    $403,300

    • 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

Home Trends in Middletown, NY

Housing Trends

Median Sale Price
$391,000
Median Single Family Sale Price
$415,000
Median Townhouse Sale Price
$381,750
Median 2 Bedroom Sale Price
$252,250
Median 1 Bedroom Sale Price
$180,000
Average Price Per Sq Ft
$241
Number of Homes for Sale
116
Last 12 months Home Sales
447
Months of Supply
3.10
Median List Price
$389,949
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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