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Middletown, NY Homes for Sale

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  • /18

    $695,000

    • 8 Beds
    • 3 Baths
    • 3,000 Sq Ft

    21-23 Highland Ave, Middletown, NY 10940

    Kathleen Christopherson EXCLUSIVE SALES AND RENTALS

    21-23 Highland Ave, 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
  • /16

    $649,900

    • 4 Beds
    • 3 Baths
    • 2,444 Sq Ft

    744 Mount Hope Rd, Middletown, NY 10940

    A beautiful colonial home sitting on 3 acres with open layout is being built in the town of Wallkill. Offering about 2400 SQFT living space including the finished basement with 4 bedrooms, 3 full bathroom and a one car garage. From the living room to a dining area and it's open to a beautiful kitchen with Quartz countertops, an island and stainless appliances. This gorgeous home will have 1

    Anita S. Cristiano HomeSmart Homes & Estates

    744 Mount Hope Rd, Middletown, NY 10940
  • /43

    $425,000

    • Land
    • 63.3 Acres
    • $6,714 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
  • /14

    $341,999

    • 3 Beds
    • 1.5 Baths
    • 1,528 Sq Ft

    21 N Aspen Rd, Middletown, NY 10940

    Move-in ready 3-bedroom, 2-bath townhouse in the Middletown School District. Home features new roof and siding (2023), new windows, and great flooring throughout. No repairs needed! Gas heat (no oil), fenced-in backyard, and covered porch. Delivered vacant at closing. Convenient location near schools, parks, shopping, and major routes. Perfect turnkey property for homeowner or investor!

    Derek Greene Greene Realty Group

    21 N Aspen Rd, Middletown, NY 10940
  • /35

    $500,000

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

    17 Magnolia Park Rd, Middletown, NY 10940

    Discover easy living in this beautifully maintained 3 bedroom, 2.5 bath townhouse located in the heart of Middletown! Offering three levels of comfortable space, this home features a bright main floor with gleaming hardwood floors, and open living and dining area, and a modern kitchen complete with granite countertops and ample cabinet space. Step outside to your private deck, perfect for morning

    Amy Rossi Howard Hanna Rand Realty

    17 Magnolia Park Rd, Middletown, NY 10940
  • /33

    $450,000

    • 4 Beds
    • 2.5 Baths
    • 2,139 Sq Ft

    10 Scott Dr, Middletown, NY 10941

    Welcome Home! Inviting & Charming Bi-Level Ranch in a Friendly NeighborhoodDiscover the perfect home for your growing family in this beautifully maintained bi-level ranch, ideally situated in a quiet friendly neighborhood within the highly regarded Pine Bush School District.This inviting residence has been thoughtfully updated and features gleaming hardwood floors, new windows, a

    Rudis Rodriguez Keller Williams Realty NYC Grp

    10 Scott Dr, Middletown, NY 10941
  • /20

    $158,000

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    529 5th Ave, Middletown, NY 10941

    Fantastic opportunity for a well loved 3 bedroom, 2 bathroom mobile home. Many upgrades AND a Generac Generator as well!!! Granite counters in the kitchen. Windows have all been replaced. Pex plumbing upgrades throughout. Central a/c. Ceiling fans all around the home and many windows for natural light. Primary bedroom has walk in closet and upgraded en-suite bathroom with big closet. Huge closets

    John Nahass Century 21 Full Service Realty

    529 5th Ave, Middletown, NY 10941
  • /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 recreation

    Jamie Sittner Find Advisors

    5 Wawayanda Place, Middletown, NY 10940
  • /3

    $115,000

    • Land
    • 2.1 Acres
    • $54,762 per Acre

    143 Shawangunk Rd, Middletown, NY 10941

    TWO lots available for $115,000 each. Zoned Highway Commercial, suitable for several commercial uses subject to site plan approval. Lot 1 is 2.1 acres. Lot 2 is 2.3 acres. Previously engineered but needs to be updated as part of the design process. Good location between exits 116 and 118 on NYS Rt 17/Quickway/Interstate 86 providing excellent interstate and highway access. High visibility.

    Richard (RJ) Smith Rand Commercial

    143 Shawangunk Rd, Middletown, NY 10941
  • /8

    $90,000

    • Land
    • 5.37 Acres
    • $16,760 per Acre

    0 Basil Todd Rd, Middletown, NY 12430

    Over five acres of meadow, woods and Mountain View’s to build your dream home. Minutes to Belleayre to enjoy the outdoors. With inventory down, there isn’t any need to settle. We have access to local builders, engineers and contractors to help guide you through the process. Looking for more?? There is an adjacent five acre parcel also available. Seller may be willing to finance too.

    Heather Martin United RE Hudson Valley Edge

    0 Basil Todd Rd, Middletown, NY 12430
  • /40

    $409,999

    • 3 Beds
    • 1.5 Baths
    • 1,560 Sq Ft

    2729 W Conkling Ave, Middletown, NY 10940

    Welcome to your next home at 29 W Conkling Avenue, located in the heart of Middletown. This charming 3 bedroom ranch-style residence offers many upgrades including updated kitchen with stainless steel appliances, hardwood floors, recessed lighting, solar panels, and a spacious walkout basement that dramatically expands your livable space. Enjoy the level double-lot backyard perfect for relaxing,

    Amanda Rivera Sepulveda Keller Williams Realty

    2729 W Conkling 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
  • /22

    $279,999

    • 3 Beds
    • 1 Bath
    • 1,340 Sq Ft

    356 Sands Rd, Middletown, NY 10941

    This charming, updated home is an idyllic private retreat on over two acres of wooded land. Move-in ready, the house features fresh paint and new flooring throughout. The cozy living room provides ample natural lighting and leads right into the modern kitchen and dining area. The home offers three comfortable bedrooms and one full bathroom. Step outside to explore your own expansive wooded

    Samantha McCrory Exit Realty Connections

    356 Sands Rd, Middletown, NY 10941
  • /8

    $90,000

    • 1 Bath
    • 480 Sq Ft

    115 Concord Ln Unit 115, Middletown, NY 10940

    Looking for an affordable and convenient place to call home? This bright studio condo in the desirable Buttonwood Estates community offers comfort and value in one package! Features include a galley-style kitchen, open living/sleeping area, and low-maintenance living—perfect for first-time buyers, downsizers, or investors. Enjoy the benefits of a well-kept community close to shopping, dining, and

    Malik Subhani Weichert Realtors

    115 Concord Ln Unit 115, Middletown, NY 10940
  • /35

    $599,900 Open Sat 11AM - 1PM

    • 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
  • /6

    $1,550,000

    • 5 Beds
    • 5.5 Baths
    • 4,365 Sq Ft

    79 Bisch Rd, Middletown, NY 10940

    Discover the allure of 89 sprawling acres in Orange County, New York, featuring a charming farm house and a tranquil pond. The farmhouse, with its rustic charm and scenic surroundings, holds immense potential as a delightful Airbnb destination or a mini vacation retreat. Its spacious interior, cozy ambiance, and proximity to nature make it an idea I spot for relaxation and rejuvenation.

    Siang Liu P R O Links Realty Inc

    79 Bisch Rd, 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
  • /6

    $99,000

    • Land
    • 6.48 Acres
    • $15,278 per Acre

    0 Fox Meadow Ln, Middletown, NY 12455

    Surveyed 6.4-Acre Hilltop Parcel with perc test, septic plans to be provided, and with electric on property. Perched atop one of the most beautiful and sought-after hills in Margaretville, this exceptional 6+ acre parcel offers a rare opportunity to own your own private slice of Catskills paradise. Located at the very end of a quiet, private road, this property features breathtaking 180-degree

    Susan Doig Listing by Coldwell Banker Timberland Properties

    0 Fox Meadow Ln, Middletown, NY 12455
  • /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
  • /20

    $249,900

    • 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

    $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

    • 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
  • /17

    $360,000

    • 4 Beds
    • 2 Baths
    • 1,796 Sq Ft

    24 Edinburgh Rd, Middletown, NY 10941

    Looking for something different? This spacious 4 bedroom 2 full bath contemporary raised ranch in the Town Of Wallkill just may be what you are looking for ! Open living room with cathedral ceilings & hardwood flooring. First floor primary bedroom & primary bath. Upper level has hardwood flooring through out with 3 bedrooms & a full bath. Family room on lower level. Rear deck overlooking your

    Ernie Acampora River Realty Services, Inc.

    24 Edinburgh Rd, Middletown, NY 10941
  • /46

    $624,900

    • 3 Beds
    • 3.5 Baths
    • 3,013 Sq Ft

    1 Country Club Dr, Middletown, NY 10940

    Escape the hustle and bustle and enjoy a luxury lifestyle in the Hudson Valley! 70 miles from NYC so still easily accessible! The largest end unit in the premier luxury, maintenance free gated community of Fairways of Wallkill. The original owners included every upgrade available when choosing options and now it can be yours! Starting with the privacy, lush landscaping and common area, this was

    Karen Taphorn Howard Hanna Rand Realty

    1 Country Club Dr, 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
  • /8

    $335,000

    • 3 Beds
    • 2 Baths
    • 1,484 Sq Ft

    2 Rivervale Rd, Middletown, NY 10940

    Charming Corner Townhouse in Middletown – No HOA Fees!Welcome to 2 Riverdale Road, a delightful 3-bedroom, 1.5-bathroom townhouse nestled in the heart of Middletown, NY. This spacious 1,484 sq ft home offers a perfect blend of comfort and convenience, making it an ideal choice for families and first-time homebuyers.Key Features:Spacious Living: Enjoy the warmth of hardwood floors

    Kilimanjaro Toussaint YourHomeSold Guaranteed Realty

    2 Rivervale Rd, 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
  • /22

    $724,900

    • 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
  • /36

    $575,000

    • 4 Beds
    • 2.5 Baths
    • 2,292 Sq Ft

    708 Kirbytown Rd, Middletown, NY 10940

    Such a peaceful setting for this immaculate 4 BR, 2.5 bath Colonial in the heart of The Minisink School District. This home is a dream for pet owners! The fenced backyard keeps your pets safe and secure while they play, and the underground dog fence lets them roam worry-free. There is a woodstove that is perfect for chilly evenings that will help with your heating costs during the cold winter

    Debbie Walsh SHAHAR Management LLC

    708 Kirbytown Rd, Middletown, NY 10940
  • /38

    $539,900

    • 4 Beds
    • 2.5 Baths
    • 2,144 Sq Ft

    10 Frederick St, Middletown, NY 10941

    **Lender is offering 5.50% interest rate to qualified buyer** Welcome home to this meticulously updated 4-bedroom, 2.1-bathroom property, where every detail has been curated for comfort and style. The elegant entrance immediately impresses with sleek rod iron spindles, a modern chandelier, a large picture window, and a slate stone landing.The heart of the home is the chef-inspired gourmet

    Angelo Acierno Keller Williams Realty

    10 Frederick St, Middletown, NY 10941
  • /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
  • /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
  • /44

    $319,999

    • 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 brimming

    Vincent Reda Keller Williams Realty

    20 Benton Ave, Middletown, NY 10940
  • /2

    $499,999 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 1,960 Sq Ft

    63 Blumel Rd, Middletown, NY 10941

    Charming turn-of-the-century farmhouse offering 4 bedrooms, 2.5 bathrooms, and 1,960 square feet of living space, set on just over half acre in the Pine Bush school district. This warm and inviting home features an abundance of original character, including beautiful wide-plank floors, built-in storage, and timeless architectural details, all complemented perfectly with thoughtful modern updates

    Gary MacEntee Keller Williams Realty

    63 Blumel Rd, Middletown, NY 10941
  • /22

    $109,999

    • Land
    • 3 Acres
    • $36,666 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
  • /8

    $90,000

    • Land
    • 5.49 Acres
    • $16,393 per Acre

    0 Basil Todd Rd, Middletown, NY 12430

    Fantastic opportunity to build your full time or weekend getaway. Over FIVE acres of meadow, woods and Mountain View’s. Located minutes to Belleayre to enjoy Catskill mountain events. With inventory down, there isn’t any need to settle. We have access to local builders, engineers and contractors to help guide you through the process. Seller may be willing to finance too. Want MORE?? ADDITIONAL

    Heather Martin United RE Hudson Valley Edge

    0 Basil Todd Rd, Middletown, NY 12430
  • /7

    $275,000

    • Land
    • 39.2 Acres
    • $7,015 per Acre

    0 Rebecca Dr, Middletown, NY 10940

    Large, rolling property which is predominately wooded. There is no "formal" road frontage, but in the adjoining Robin Meadows subdivision property abuts 2 points of access: 1 at the end of Maureen Drive and the other at the end of Rebecca Drive. Property is not engineered. Marcy South runs through the property. The power company maintains the land underneath the power line, making this a great

    Alan Eskew Howard Hanna Rand Realty

    0 Rebecca Dr, Middletown, NY 10940
  • /18

    $60,000

    • Land
    • 5.26 Acres
    • $11,407 per Acre

    0 Joe Todd Rd Unit R1633807, Middletown, NY 10940

    Near the end of a quiet town-maintained dead-end road, you’ll find this ideal building lot in the town of Fleischmanns. This parcel has a mix of evergreens, deciduous trees, open clearings, and a seasonal stream, most of which is on level terrain ideal for a driveway and building site. Enjoy the peace and tranquility of a wooded sanctuary just minutes up the hill from the happening main street of

    Peter Kleeman Listing by Jewett and Jewett LLC

    0 Joe Todd Rd Unit R1633807, Middletown, NY 10940

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