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Newest Homes for Sale in Middletown, NY

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  • /14

    $315,000

    • 3 Beds
    • 1 Bath
    • 1,058 Sq Ft

    14 Pennsylvania Ave, Middletown, NY 10940

    Welcome to 14 Pennsylvania Avenue — a 3-bedroom, 1-bath ranch in the Minisink Valley School District offering convenient one-level living in a peaceful neighborhood setting. This solid home sits on a spacious 0.33-acre lot with a large, fenced-in backyard perfect for pets, play, or garden space. With good bones and a practical floor plan, it’s the perfect opportunity to bring your own style and

    Dominick Tufano RE/MAX Benchmark Realty Group

    14 Pennsylvania Ave, Middletown, NY 10940
  • /26

    $230,000

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    376 Concord Ln, Middletown, NY 10940

    Buttonwood In Middletown now offers a 2 bedroom/2 bath for you to call home! An updated unit with vinyl floors throughout, updated kitchen, stainless steel appliances & plenty of cabinet space. Open floor layout living Room/dinning room. Newer washer & dryer inside the unit for your convenience. Spacious bedrooms, one of them being a Suite with a private full bath and a walk in closet. Both

    Sandra Arnez Keller Williams Hudson Valley

    376 Concord Ln, Middletown, NY 10940
  • /50

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 2,484 Sq Ft

    119 Meadow View Dr, Middletown, NY 10940

    Maple Fields Luxury Townhouse – desirable end unit located privately toward the back of the community with its own front entrance. The open-concept main level features a cozy fireplace, perfect for entertaining or relaxing on winter nights. The kitchen offers an island with granite countertops, stainless steel appliances, and custom espresso cabinetry with soft-close drawers. Step out to one of

    Jie Liu Keller Williams Hudson Valley

    119 Meadow View Dr, Middletown, NY 10940
  • /25

    $399,900

    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft

    56 Mulberry St Unit 54, Middletown, NY 10940

    CALLING ALL INVESTORS! This well-maintained two-family home in the heart of Middletown is a must-see opportunity! Each apartment offers two bedrooms, a spacious living room, a den/office and a full kitchen, perfect for tenants seeking comfort and convenience. Recent updates include a new roof, siding, soffits, and gutters—all completed within the past few months, ensuring peace of mind for years

    Patricia Sassi RE/MAX Benchmark Realty Group

    56 Mulberry St Unit 54, Middletown, NY 10940
  • /33

    $400,000

    • 4 Beds
    • 2.5 Baths
    • 1,668 Sq Ft

    29 Little Ave, Middletown, NY 10940

    Discover this renovated colonial home nestled in the charming city of Middletown. This spacious single-family residence offers a perfect blend of classic charm and tasteful updates. The main level features a dedicated home office, an inviting living room, and an open-concept kitchen with stunning granite countertops and a center island. A formal dining room and a convenient half bath complete

    Michael LaMorte Christie's Int. Real Estate

    29 Little Ave, Middletown, NY 10940
  • /22

    $740,900

    • 4 Beds
    • 3.5 Baths
    • 2,987 Sq Ft

    326 Ingrassia Rd, Middletown, NY 10940

    Welcome to this nearly new four-bedroom, three-bath ranch-style home, nestled on a picturesque two-acre, tree-lined lot that offers both privacy and natural beauty. With stucco siding and a thoughtfully designed layout, this home combines modern comfort with timeless appeal.Step inside to find a spacious, open-concept floor plan with abundant natural light. The main living areas flow

    Catherine Eichner Eichner Realty Group Inc.

    326 Ingrassia Rd, Middletown, NY 10940
  • /17

    $295,000

    • 3 Beds
    • 1 Bath
    • 1,264 Sq Ft

    143 N Beacon St, Middletown, NY 10940

    This well built and move-in ready home is waiting for your updates and final touches. The first floor includes an eat-in kitchen, formal dining room and living room. The kitchen connects to an additional room with access to the rear yard, and can be upgraded to include a pantry/laundry room and possible half bath. Upstairs, you will find a generous landing, full bath and two bedrooms with one of

    Simone Consor Corcoran Country Living

    143 N Beacon St, Middletown, NY 10940
  • /24

    $599,000

    • 4 Beds
    • 3 Baths
    • 2,392 Sq Ft

    5 Oak Ridge Rd, Middletown, NY 10940

    Built in 2020, this spacious 2,392 sq ft home offers 4 bedrooms, 3 full bathrooms, and a 2-car garage. The upper level boasts an open-concept layout with vaulted ceilings, a modern kitchen featuring granite countertops and stainless steel appliances, a bright living room, and three bedrooms, including the primary suite, and two full baths. The finished lower level adds even more living space with

    Sandra Laramore Redfin Real Estate

    5 Oak Ridge Rd, 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
  • /17

    $325,000

    • 3 Beds
    • 1.5 Baths
    • 1,496 Sq Ft

    14 Spruce Peak Rd, Middletown, NY 10940

    Welcome Home! Perfectly situated in one of Middletown’s most convenient locations, this beautifully updated 3-bedroom, 1.5-bath townhome offers comfort, style, and space all in one!Step inside to find a bright and welcoming entryway that opens to an updated kitchen featuring gleaming granite countertops, white cabinetry, modern appliances, and a convenient pantry. The formal dining room flows

    Frank Muccari Cronin & Company Real Estate

    14 Spruce Peak Rd, Middletown, NY 10940
  • /2

    $99,900

    • Land
    • 0.3 Acre
    • $333,000 per Acre

    28 Genung St, Middletown, NY 10940

    **Great investment opportunity in desirable area in Middletown** Not many vacant properties on the market that offer the possibility to build a multi-family unit. This lot is set back from the main road, just behind 32 Genung Street, that is a legal 2-family property.Don't miss out!

    Evelyn Unger Tmimi Weichert Realtors

    28 Genung St, Middletown, NY 10940
  • /32

    $599,900

    • 3 Beds
    • 3 Baths
    • 2,530 Sq Ft

    37 Wisner Ave Unit 39, Middletown, NY 10940

    Stunning 37 Wisner Ave. Experience is gorgeous colonial home located in one of the nicest residential neighborhoods in Middletown. This wonderful home is completely Redone in the finest materials and is a 3-4 Bedroom home that features Harwood Floors throughout the first floor. Open, Airy sun drenched Floor plan. Large Living Rm, Formal Dining Rm, Brand New Open Gourmet Designer Kitchen with

    John Biasi Howard Hanna Rand Realty

    37 Wisner Ave Unit 39, Middletown, NY 10940
  • /32

    $369,999

    • 3 Beds
    • 1 Bath
    • 1,550 Sq Ft

    7 Manhattan Ave, Middletown, NY 10940

    Discover the perfect blend of comfort and convenience in this delightful 3-bedroom, 1-bathroom ranch-style home located at 7 Manhattan Ave .This charming residence nestled on a quiet tree lined street offers a welcoming atmosphere and is ideal for both first-time buyers and those looking for an amazing value .The home has been maintained well by the owner and has many recent upgrades and updates

    Darnell Williams R New York

    7 Manhattan Ave, Middletown, NY 10940
  • /38

    $975,000

    • 5 Beds
    • 4.5 Baths
    • 4,200 Sq Ft

    255 Howells Rd, Middletown, NY 10940

    Enter the gates of this grand estate, where you'll find a stunning 5-bedroom, 5-bathroom home spanning 4,200 square feet, complete with a large barn and a natural pond, all set on 36.8 acres. This private estate is located in Middletown, NY, nestled among rolling pastures, tranquil woods, and your very own pond. The expansive property also features a two-story post-and-beam barn with horse

    Jonathon Lee Keller Williams Hudson Valley

    255 Howells Rd, Middletown, NY 10940
  • /41

    $399,000

    • 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
  • /36

    $619,000

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    458 County Route 50, Middletown, NY 10940

    Welcome to 458 County Route 50!Discover the perfect blend of elegance and functionality in this stunning colonial residence nestled in the highly sought-after Goshen School District. This expansive 2,200 sq. ft. home boasts 4 spacious bedrooms, 2.5 bathrooms, and a finished basement, complete with a one-car garage.Upon entering, you'll be greeted by an open floor plan featuring rich oak

    Travis Thompson Keller Williams Hudson Valley

    458 County Route 50, Middletown, NY 10940
  • /24

    $579,900

    • 3 Beds
    • 2.5 Baths
    • 2,205 Sq Ft

    30 Daly Rd, Middletown, NY 10940

    New Construction. This 3-bedroom, 2.5-bath colonial is situated on a 2-acre level/partially wooded lot. The first floor offers an oversized living room, dining room, a kitchen with granite countertops and stainless appliances, and sliders leading to a backyard deck. Also on the first floor, you'll find a den/study, a laundry room, and a good-sized 1/2 bath. The second floor features a large loft

    Jonathon Lee Keller Williams Hudson Valley

    30 Daly Rd, Middletown, NY 10940
  • /44

    $460,000

    • 3 Beds
    • 2.5 Baths
    • 2,567 Sq Ft

    23 Avoncroft Ln, Middletown, NY 10940

    Welcome to 23 Avoncroft Ln., a stunning 3-bedroom end-unit townhome in the highly sought-after Woodside Knolls community! This beautifully maintained home shines with modern upgrades, including a brand-new stove, microwave, stainless steel appliances, and central AC, ensuring comfort and efficiency. Cozy up by the gas fireplace or enjoy the versatile, fully finished basement with a walkout and a

    Carol Cruz Keller Williams Hudson Valley

    23 Avoncroft Ln, Middletown, NY 10940
  • /58

    $650,000 Pre-Foreclosure

    • 12 Beds
    • 10 Baths
    • 5,004 Sq Ft

    5 Wawayanda Place, Middletown, NY 10940

    Totally renovated large home with 12 bedrooms, 8 of them being suites with their own full bathroom. 10 full bathrooms total. Home also features game room, large dining area, living room, spacious eat in kitchen with stainless appliances & island, laundry off the kitchen, large fenced patio & inground pool. Conveniently located around Orange County Community College, tennis & skate and

    Jamie Sittner Find Advisors

    5 Wawayanda Place, Middletown, NY 10940
  • /48

    $1,100,000

    • 4 Beds
    • 3 Baths
    • 2,787 Sq Ft

    441 Scotchtown Collabar Rd, Middletown, NY 10941

    Colonial Masterpiece - This one-of-a-kind Hudson Valley residence artfully combines authentic, historic character with flawless contemporary design set on a bucolic, level parcel. The c. 1790’s antique colonial portion of the home features a timeless natural stone facade, standing seam roof, and welcoming red front door evoking true period charm. An architecturally inspired contemporary wing clad

    Jacob Matthews Ellis Sotheby's Intl Realty

    441 Scotchtown Collabar Rd, Middletown, NY 10941
  • /27

    $289,900

    • 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
  • /50

    $779,999

    • 5 Beds
    • 3.5 Baths
    • 2,778 Sq Ft

    52 Hill Rd, Middletown, NY 10941

    Step into this beautifully designed mother-daughter colonial home on 8.8 acres located in the Town of Hamptonburgh with Goshen Schools. The home featuring 5 bedrooms plus a bonus room with a closet, plus a mother-daughter apartment containing kitchen, bedroom and a full bath. A total of 3,133 square feet Ideal for comfortable living. The living room and family room create the perfect atmosphere

    Bob Edwards Keller Williams Hudson Valley

    52 Hill Rd, Middletown, NY 10941
  • /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
  • /37

    $415,000

    • 3 Beds
    • 1.5 Baths
    • 1,104 Sq Ft

    160 Gillen Rd, Middletown, NY 10940

    Welcome home to this beautifully updated 3-bedroom, 2-bath ranch, perfectly situated on over 1 acre of land and offering the ideal blend of space, comfort, and modern upgrades. Featuring an oversized 2-car garage, a bright and inviting floor plan, and a walk-out basement, this property combines classic charm with a serene, retreat-like setting. Step inside to a spacious, sun-filled eat-in

    Marie Savage Curasi Realty, Inc.

    160 Gillen Rd, Middletown, NY 10940
  • /35

    $175,000

    • 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
  • /31

    $515,000

    • 3 Beds
    • 3 Baths
    • 1,645 Sq Ft

    5 Magar St, Middletown, NY 10940

    Huge Price Reduction! Welcome Home! This beautifully maintained Split -Level residence offers the perfect blend of modern updates. 3 Bedrooms, 3 Full baths, 2 Car garage. Step inside to find beautiful hardwood floors throughout, an inviting family room with an electric fireplace, and Sliding doors (built-in blinds included) to step out into your backyard oasis. A bright dining area with sliding

    Maritza Sanchez HomeSmart Homes & Estates

    5 Magar St, Middletown, NY 10940
  • /34

    $277,000

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

    193 Deer Ct Dr, Middletown, NY 10940

    Motivated seller. This corner penthouse suite is move-in ready and located in Middletown School District. The kitchen has newer appliances, a new microwave, a pantry and plenty of storage cabinets. With an open concept Livingroom and Dining Room with a wall mounted TV, this suite provides ample room for family gatherings, relaxing and entertainment. The main bedroom boasts a large walk-in closet

    Agent Photo

    Kathy White

    Exit Realty Connections

    (329) 210-1113

    193 Deer Ct Dr, Middletown, NY 10940
  • /35

    $350,000

    • 2 Beds
    • 1.5 Baths
    • 1,584 Sq Ft

    1 Lake Ridge Dr, Middletown, NY 10940

    Nestled in the sought-after Lake Ridge at Water’s Edge community in Middletown, NY, this beautifully maintained end-unit townhouse offers a perfect blend of comfort, style, and convenience. Featuring 2 bedrooms and 1.5 baths, the home boasts modern touches throughout, including luxury vinyl flooring, recessed LED lighting, and a cozy gas fireplace. The kitchen is equipped with stainless steel

    Colin Seitz RE/MAX Benchmark Realty Group

    1 Lake Ridge Dr, Middletown, NY 10940
  • /44

    $625,000

    • 4 Beds
    • 3 Baths
    • 2,132 Sq Ft

    125 White Bridge Rd, Middletown, NY 10940

    Enjoy 2,132 square feet of comfortable living space on 2.6 beautiful acres in a serene country setting—just 10 minutes from shopping, restaurants, and more.Located at 125 White Bridge Road in the town of Mount Hope, NY, this raised ranch offers far more than just a place to live. It’s a retreat, a gathering space, and a canvas for everyday joy.Step inside through a spacious foyer and

    Anthony Spadaro RE/MAX Benchmark Realty Group

    125 White Bridge Rd, Middletown, NY 10940
  • /22

    $699,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 3,642 Sq Ft

    14 Lincoln Terrace, Middletown, NY 10940

    Welcome to 14 Lincoln Terrace, a rare 3,642 sq ft, five-bedroom, 4.5-bath residence that embodies luxury, comfort, and smart living. As you enter through the distinctive entry, you’ll notice brand-new Italian marble floors set against brand new warm hardwoods that flow throughout the home. The formal living and dining spaces are light-filled and ideal for entertaining, while a well-appointed

    Chrissa Diakopoulos Bouklis Group Marketing Corp

    14 Lincoln Terrace, 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
  • /2

    $350,000

    • 3 Beds
    • 1 Bath
    • 924 Sq Ft

    8 Hill Rd, Middletown, NY 10941

    Looking for a home you can make your own without breaking the bank? This 924 sq ft ranch style home on 4 private acres with direct Wallkill River access is a rare opportunity! This home needs some cleanup and finishing touches inside. You could move right in and update as you go! New Roof & New Septic, the big updates are already done. The Detached Garage needs a new roof and renovations.

    Nancy LaBarbera Keller Williams Hudson Valley

    8 Hill Rd, Middletown, NY 10941
  • /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
  • /22

    $99,999

    • Land
    • 3 Acres
    • $33,333 per Acre

    OO Dimmick Mountain Rd, Middletown, NY 12430

    2.75 ACRE SCENIC LOT WITH NYC DEP APPROVALS - DIMMICK MOUNTAIN RD, MIDDLETOWN, NY ADDRESS: DIMMICK MOUNTAIN ROAD, MIDDLETOWN, NY 12455.................................... LOT SIZE: 2.75 ACRES TYPE: VACANT LAND - RESIDENTIAL ZONING UTILITIES: ELECTRIC ON-SITE, EXISTING DUG WELL PROPERTY OVERVIEW WELCOME TO YOUR PERFECT CATSKILLS RETREAT OPPORTUNITY...........................................A

    Joseph Lombardo LOMBARDO HOMES & ESTATES

    OO Dimmick Mountain Rd, Middletown, NY 12430
  • /50

    $969,999

    • 3 Beds
    • 3 Baths
    • 3,282 Sq Ft

    346 Mullock Rd, Middletown, NY 10940

    Welcome to 346 Mullock Road – A Private Pondside Mini-Estate in the Heart of the Hudson ValleyTucked away down a long, tree-lined drive in the sought after Minisink Valley School District, this 3-bedroom, 3-bathroom contemporary sanctuary unfolds across 3300+ sqft of architecturally distinctive living space, set on 5.4 private, park-like acres with not one, but two spring-fed ponds teeming

    Alyse Toffel Keller Williams Hudson Valley

    346 Mullock Rd, Middletown, NY 10940
  • /49

    $749,900

    • 4 Beds
    • 3 Baths
    • 3,900 Sq Ft

    225 van Duzer Rd, Middletown, NY 10940

    Welcome to a stunning brand new Colonial Home nestled in the heart of the town of Wallkill . The grand front entrance boasts with a two-story foyer with iron stair balusters and a gorgeous combination of iron and wood. The main floor with its gleaming hardwood floors offers a spacious living room with built-in electric fireplace to a family room to a dining dining area open to a beautiful kitchen

    Anita S. Cristiano HomeSmart Homes & Estates

    225 van Duzer Rd, Middletown, NY 10940
  • /16

    $59,000

    • Land
    • 4.66 Acres
    • $12,661 per Acre

    Tbd Running Horse Rd, Middletown, NY 12455

    Tucked away on a private dead end road, this 4.66-acre parcel offers the perfect balance of seclusion and accessibility. The property features a generous, usable area at the front that's easily accessible from the road—ideal for siting your home, cabin, or weekend retreat. As the land stretches back, the terrain becomes steeper, adding character and natural privacy. The wooded setting provides a

    Teresa Falkowski Keller Williams Realty HV Nort

    Tbd Running Horse Rd, Middletown, NY 12455
  • /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
  • /40

    $465,000

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

    11 Cobblestone Ln, Middletown, NY 10940

    Welcome to this bright and spacious 3-bedroom, 2.5-bath townhouse, that’s perfect for today’s busy lifestyle. The spacious layout is filled with natural light, creating a warm and inviting atmosphere for all to gather. The main level offers plenty of room for both everyday living and entertaining, while the upper level features comfortable bedrooms, including a primary suite with its own private

    Antoinette Gundersen HomeSmart Homes & Estates

    11 Cobblestone Ln, Middletown, NY 10940
  • /44

    $324,999

    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft

    20 Benton Ave, Middletown, NY 10940

    Discover the potential in this charming 3-bedroom, 2-full-bath two-story home with 1,504 sq ft of living space. Full of character and solid construction, this property offers a formal dining room and plenty of room to grow with a full unfinished attic and full, unfinished, walk-out basement featuring washer/dryer hookups.Featuring strong bones and charming original touches, this home is

    Vincent Reda Keller Williams Realty

    20 Benton Ave, Middletown, NY 10940

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