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Studio to 2 Bedroom Homes for Sale in Middletown, NY

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  • /49

    $447,000

    • 2 Beds
    • 3.5 Baths
    • 2,351 Sq Ft

    43 Pinto Rd E, Middletown, NY 10941

    Welcome to 43 Pinto! An immaculate townhouse in a prime, community location- Liberty Commons. This 2+ bedroom 4 bath is the perfect combination of contemporary luxury living with convenience. This end unit features hardwood floors, open concept first floor, natural light galore, plenty of storage, spacious bedrooms with large closets, 2 car garage, and fully finished basement with full bathroom.

    Agent Photo

    Tiffany Megna

    RE/MAX Town & Country

    (329) 217-1423

    43 Pinto Rd E, Middletown, NY 10941
  • /35

    $169,900

    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft

    238 Concord Ln, Middletown, NY 10940

    Welcome to this beautifully updated two-bedroom, two-bathroom condominium in the heart of Middletown! This move-in-ready home features brand-new flooring throughout, a fully remodeled kitchen with modern appliances and finishes, and an updated furnace for optimal comfort and efficiency. Ideally situated in a prime location, this property offers easy access to shopping, dining, entertainment, and

    Andi Berisha BHHS Hudson Valley Properties

    238 Concord Ln, Middletown, NY 10940
  • /18

    $224,500

    • 2 Beds
    • 2 Baths
    • 995 Sq Ft

    302 Concord Ln, Middletown, NY 10940

    Welcome to Buttonwood Hill Condominiums! This first-floor 2-bedroom, 2-bath unit offers easy living with a private feel. The open layout features a spacious living and dining area that flows to a walk-out patio overlooking the woods — the perfect spot for morning coffee or evening relaxation. The kitchen provides ample storage and workspace, while the primary suite includes a full bath and

    Windy Rosengart R2M Realty Inc

    302 Concord Ln, Middletown, NY 10940
  • /34

    $410,000 Open Sun 1PM - 4PM

    • 2 Beds
    • 2.5 Baths
    • 1,345 Sq Ft

    25 Fairways Dr Unit 12, Middletown, NY 10940

    Beautifully updated 2BR/2.5BA end-unit condo in the gated Fairways at Wallkill/Middletown. Bright two-story home with hardwood floors throughout, updated bedrooms with recessed lighting, and abundant natural light. Upgraded kitchen with quartz countertops and modern appliances opens to an open-concept living/dining area. Completely remodeled bathrooms with upscale finishes, including a large

    Vitaly Isaacs Magic Of Great Neck Realty Inc

    25 Fairways Dr Unit 12, Middletown, NY 10940
  • /24

    $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
  • /43

    $549,900

    • 2 Beds
    • 2 Baths
    • 1,868 Sq Ft

    21 Cyprus Dr, Middletown, NY 10940

    Welcome to Wildflower at Wallkill—offering easy, one-floor living in one of Orange County’s most sought after 55+ active communities. This well-designed Woodbridge model features two bedrooms and two full baths, along with an open living and dining room combination, while the open kitchen and family room area makes everyday living and entertaining effortless! Enjoy the oversized composite deck,

    Patricia Sassi RE/MAX Benchmark Realty Group

    21 Cyprus Dr, Middletown, NY 10940
  • /19

    $174,000

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    509 5th Ave, Middletown, NY 10941

    Want to buy an almost new home for $174,000? That's right, ONLY THREE YEARS OLD!! This home needs to be seen to be believed. Two large bedrooms with large closets. Huge open floorplan living room and dining room with lots of windows for natural light. Large deck for relaxing and entertaining. So many cabinets and a ton of counter space with stainless steel appliances. Full main bathroom with a

    John Nahass CENTURY 21 FULL SERVICE REALTY

    509 5th Ave, Middletown, NY 10941
  • /26

    $250,000

    • 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
  • /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
  • /33

    $399,900

    • 1 Bed
    • 1 Bath
    • 1,088 Sq Ft

    727 Route 17m, Middletown, NY 10940

    A Truly Unique Opportunity – Live, Work, or Both!Welcome to a property that perfectly blends charm, function, and versatility. This special offering is not only a wonderful place to call home but also provides incredible potential to operate your own business—all in a convenient, easily accessible location.Currently configured as a single-family residence with mixed-use potential, this

    Frank Muccari Cronin & Company Real Estate

    727 Route 17m, Middletown, NY 10940
  • /23

    $309,900

    • 2 Beds
    • 1 Bath
    • 836 Sq Ft

    36 Bert Crawford Rd, Middletown, NY 10940

    Price improved on this cute and cozy and very affordable, plus close to everything desirable home. This is a great starter home or perfect for downsizing. All original hardwood floors, large bathroom and a large rear deck leading to a quiet back yard to play and relax. Brand new hot water heater and newer roof and windows. This home is close to public transportation and stores and restaurants.

    Tom Pahucki Keller Williams Realty

    36 Bert Crawford Rd, Middletown, NY 10940
  • /17

    $259,900

    • 2 Beds
    • 2 Baths
    • 1,291 Sq Ft

    118 Deer Ct Dr Unit bldg 5, Middletown, NY 10940

    DEER RUN! Low Taxes! End Unit! 2 Bedrooms! 2 Full Bathrooms! 3 Car Garage! Master Bedroom Suite with Walk In Closet! Over Sized Living Room/Dining Room! Hard Wood Floors! Recessive Lighting! Central Air! Clubhouse! Pool! Close to Major Highways, Buses, Trains & Shopping!

    Amanda Dnistrian ARC Realty 1 in Sales

    118 Deer Ct Dr Unit bldg 5, Middletown, NY 10940
  • /6

    $75,000

    • 2 Beds
    • 1 Bath
    • 624 Sq Ft

    3 Birch St, Middletown, NY 10940

    Single Family Seasonal Cottage in Middletown! Here's the opportunity to create your perfect getaway at this cozy 2 story cabin set on a 50 x 100 ft lot in the heart of Middletown. The attic portion was being converted into living space, designed to accommodate three bedrooms and one bathroom. This cabin holds endless potential and offers buyers a chance to design a custom retreat. Property

    Thomas Horodecki Capri Jet Realty Corp

    3 Birch St, Middletown, NY 10940
  • /15

    $289,000

    • 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
  • /28

    $310,000

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

    146 Deer Ct Dr Unit 146, Middletown, NY 10940

    Don't miss out on this this 2-bedroom, 2.5-bath townhouse in the highly desirable Deer Run Condo community in Middletown, NY. This well-kept, two-floor unit features spacious bedrooms, large windows, a master bath, central air, and second floor laundry room. From the living door, you have a sliding glass door out to your Patio, perfect for comfortable living and easy entertaining. Enjoy access to

    Chris Cardinal Keller Williams Realty

    146 Deer Ct Dr Unit 146, 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
  • /22

    $220,000

    • 2 Beds
    • 1 Bath
    • 820 Sq Ft

    58 Wawayanda Ave, Middletown, NY 10940

    A Great Place to Call Home or perfect for those looking to expand your real estate investment portfolio, this charming Middletown home offers the perfect blend of comfort, convenience, and value. Cozy yet spacious, this home has been thoughtfully updated and is truly move-in ready! With 2 bedrooms, a full bath and a home office/ den you will have all the space you need. Enjoy peace of mind with

    Frank Muccari Cronin & Company Real Estate

    58 Wawayanda Ave, Middletown, NY 10940
  • /23

    $359,000

    • 2 Beds
    • 1.5 Baths
    • 1,115 Sq Ft

    14 Kensington Way, Middletown, NY 10940

    Welcome to this beautifully renovated townhouse-style condo offering 2 bedrooms and 1.5 bathrooms. The bright, open-concept kitchen features brand-new appliances and flows seamlessly into a spacious living room filled with natural light from the sliding glass doors. Step outside to a private backyard patio—perfect for relaxing or entertaining. Upstairs, you’ll find two well-designed bedrooms,

    Xiaohui Cui Keller Williams Hudson Valley

    14 Kensington Way, Middletown, NY 10940
  • /8

    $155,000

    • 1 Bed
    • 1 Bath
    • 735 Sq Ft

    234 Concord Ln, Middletown, NY 10940

    Welcome to this inviting 1-bedroom, 1-bath residence in the heart of Middletown. Featuring an open-living layout with abundant natural light, this unit offers a seamless flow from the living room to the kitchen and plenty of storage. The generously sized bedroom boasts a large closet and easy access to the full bath. Additional perks include in-unit laundry and assigned parking. Located in a

    Malik Subhani Weichert Realtors

    234 Concord Ln, Middletown, NY 10940
  • /18

    $169,900

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    985 Route 17m, Middletown, NY 10940

    Welcome to your brand-new home! This beautiful 2024-built 2-bedroom, 2-bathroom mobile home offers 900+ square feet of thoughtfully designed living space — perfectly blending comfort, style, and affordability. Features Include: Open-Concept Living Area: Spacious layout filled with natural light, featuring stylish wood-look flooring throughout.Modern Kitchen: Equipped with brand-new stainless

    Steven Brown Hudson Valley Realty & Busines

    985 Route 17m, Middletown, NY 10940
  • /27

    $289,000

    • 2 Beds
    • 2 Baths
    • 1,291 Sq Ft

    78 Deer Ct Dr, Middletown, NY 10940

    This bright and spacious third-floor corner condo in the sought-after Deer Run community offers two bedrooms and two full baths with an open floor plan ideal for both everyday living and entertaining. Sunlight streams through a wall of windows into the combined living and dining area, while the kitchen provides abundant cabinetry and a generous pantry. The primary suite features a large walk-in

    Eva Kusmierek eXp Realty

    78 Deer Ct Dr, Middletown, NY 10940
  • /25

    $379,000

    • 2 Beds
    • 1 Bath
    • 1,142 Sq Ft

    390 Hufcut Rd, Middletown, NY 10941

    Light-filled home offering peace & serenity situated on a large, flat grassy lot. This warm home has many upgrades including new siding, almost new roof, many new windows, re-finished hardwood flooring, and more. Easy, one level living offers you a convenient layout with living room, dining room, two good size bedrooms, finished attic with extended living space(bedroom, office etc), unfinished

    Silvana Milinovich RE/MAX Prime Properties

    390 Hufcut Rd, Middletown, NY 10941
  • /41

    $399,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 1.5 Baths
    • 1,036 Sq Ft

    15 Clark St, Middletown, NY 10940

    Charming cape with water views on quiet street with boat launch! A total dream! House was recently renovated both inside and out. The recently painted rich, navy blue siding pops as you pull up alongside the newly built stone wall to welcome family and friends. The interior has been updated with new paint and flooring. Neutral colors and touches of shiplap throughout make the whole home very

    Hilary Ryan Goldman Howard Hanna Rand Realty

    15 Clark St, Middletown, NY 10940
  • /24

    $349,999

    • 2 Beds
    • 1 Bath
    • 736 Sq Ft

    128 Kleis Road Spur, Middletown, NY 12430

    Welcome to Your Catskills Retreat at 128 Kleis Road SpurTucked away on a quiet spur road and surrounded by evergreens, this charming single-level cabin blends cozy comfort with outdoor living.Relax on the spacious deck, soak in the private hot tub, or gather by the fire pit under the stars. Inside, enjoy an open layout with large windows, a stone fireplace, and sliders to the deck—perfect

    Michelle Andzel Graziano Four Seasons Sotheby's International Realty

    128 Kleis Road Spur, Middletown, NY 12430
  • /16

    $215,000

    • 1 Bed
    • 1 Bath
    • 748 Sq Ft

    488 Tally Ho Rd, Middletown, NY 10940

    A charming 1940 bungalow located in the highly desirable Minisink Valley School District, this home sits on a quiet 0.23-acre lot and makes an excellent starter home with low taxes. The front door opens into a spacious living area filled with natural light. The main level offers one bedroom plus an office that can serve as a second bedroom if needed. The full basement—not included in the listed

    Jason Schobert eXp Realty

    488 Tally Ho Rd, Middletown, NY 10940

Home Trends in Middletown, NY

Housing Trends

Median Sale Price
$397,000
Median Single Family Sale Price
$415,000
Median Townhouse Sale Price
$429,999
Median 2 Bedroom Sale Price
$275,000
Median 1 Bedroom Sale Price
$177,500
Average Price Per Sq Ft
$246
Number of Homes for Sale
92
Last 12 months Home Sales
478
Months of Supply
2.30
Median List Price
$399,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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