Newest Homes for Sale in Middletown, NY

• 

  

  

  /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
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• 

  

  

  /26

  $475,000

  • 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
• 

  

  

  /16

  $350,000

  • 3 Beds
  • 2.5 Baths
  • 930 Sq Ft

  65 Monhagen Ave, Middletown, NY 10940

  This beautifully updated Cape Cod–style single-family home offers 3 bedrooms and 2.5 baths, including a generous first-floor primary suite. The main level features a spacious living room with a fireplace, a formal dining room, and an elegant kitchen with granite and wood countertops along with stainless steel appliances. High ceilings, detailed moldings, a full bath, and a convenient laundry area

  Jonathon Lee Keller Williams Hudson Valley

  65 Monhagen Ave, Middletown, NY 10940
• 

  

  

  /34

  $640,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,424 Sq Ft

  235 Maples Rd, Middletown, NY 10940

  This well-maintained spacious Colonial Home is ideally situated on a 2 Acre Lot in the Town of Wallkill Countryside. Lovely Kitchen W/Breakfast Nook overlooks a Large Level Backyard & Private Rear Entertainment Deck. An entry foyer greets you when you arrive at this home, that features a Formal Dining Room, Living Room, Family Room, Powder Room, & mud Room/Laundry to complete the 1st Floor. The

  Shernette Hall VYLLA Home

  235 Maples Rd, Middletown, NY 10940
• 

  

  

  /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
• 

  

  /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
• 

  

  /21

  $429,900 Open Sat 1PM - 3PM

  • 3 Beds
  • 1.5 Baths
  • 1,736 Sq Ft

  74 Pocatello Rd, Middletown, NY 10940

  Welcome to this bright and spacious 3-bedroom, 2.5-bath high ranch offering comfort, style, and convenience. The main level features an open-concept living and dining room with hardwood floors, high ceilings, and recessed lighting, creating a warm and inviting atmosphere. The modern kitchen provides plenty of cabinet space and is perfect for both everyday meals and entertaining. Down the hall,

  Catherine Eichner Eichner Realty Group Inc.

  74 Pocatello Rd, Middletown, NY 10940
• 

  

  /32

  $499,000

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

  9 Randall Heights, Middletown, NY 10940

  Wow! Absolutely stunning, fully renovated 3-bedroom, 2-bath ranch — completely renovated! This beautiful home features New windows, a brand-new kitchen with quartz countertops, tiled backsplash, and stainless-steel appliances. Enjoy gleaming hardwood floors, warm fireplace (professionally cleaned) spacious and bright living areas, modern bathrooms, and tasteful finishes throughout. Nothing to do

  Naomi Streicher Q Home Sales

  9 Randall Heights, Middletown, NY 10940
• 

  

  /15

  $269,999

  • 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
• 

  

  /50

  $620,000

  • 3 Beds
  • 2 Baths
  • 3,080 Sq Ft

  179 Reservoir Rd, Middletown, NY 10940

  Warmth, comfort & space in the Hudson Valley. Welcome home to this spacious Colonial on 2.8 acres offering 3–4 bedrooms, 2 full baths, and a detached 2-car garage with oversized loft. The heart of the home is the large family room — cathedral ceilings, a stunning stone fireplace, and beautiful hardwood floors — the perfect place to gather. The private second-floor primary suite has its own full

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 207-0914

  179 Reservoir Rd, Middletown, NY 10940
• 

  

  /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
• 

  

  /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
• 

  

  /40

  $489,900

  • 3 Beds
  • 2.5 Baths
  • 1,827 Sq Ft

  15 Lindentree Ln, Middletown, NY 10940

  Almost new Townhome in Maples Field is waiting for you! Welcome to our Spacious 3 bedroom, 2.5 bathroom home with 3 levels of space! Enter the open floor plan with hardwood flooring, sun filled living room and dining area. The kitchen features oversized cabinetry with granite countertops, stainless steel appliances and a center island that is perfect for entertaining! Step onto the lovely patio

  Regina Clark Real Estate Circuit Inc

  15 Lindentree Ln, Middletown, NY 10940
• 

  

  /43

  $329,000

  • 4 Beds
  • 2 Baths
  • 1,696 Sq Ft

  28 Spring St, Middletown, NY 10940

  Your Dream Home Awaits at 28 Spring St, Middletown.Don't let this second chance slip away. This beautiful, 4 bedroom, 2 bathroom home is back on the market. Previous buyer's financing fell through. This is an incredible opportunity for you to step right in and secure a truly remarkable property. The seller has invested in significant updates to make this home move-in ready. The inviting,

  Leidy Placido Howard Hanna Rand Realty

  28 Spring St, Middletown, NY 10940
• 

  

  /5

  $525,000

  • Land
  • 3.8 Acres
  • $138,194 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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /33

  $375,000

  • 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

  $714,900 Open Sat 11AM - 12:30PM

  • 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
• 

  

  /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
• 

  /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
• 

  

  /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
• 

  

  /35

  $599,900

  • 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
• 

  

  /58

  $625,000 Pre-Foreclosure

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

  5 Wawayanda Place, Middletown, NY 10940

  CASH ONLY - 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
• 

  

  /50

  $779,999

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

  52 Hill Rd, Middletown, NY 10941

  Accepted Offer, 1/1/2026.This beautiful home has it all. Desirable Goshen School District, but low taxes of the town of Hamptonburgh. Lots of room inside and out! 8.8 acres of beautiful private property. 3133 sq ft of living space that includes a mother/daughter suite in the basement with kitchenette and full bath with private entrance. Large kitchen with plenty of storage connects to family a

  Bob Edwards Keller Williams Hudson Valley

  52 Hill Rd, Middletown, NY 10941
• 

  

  /33

  $350,000

  • 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
• 

  

  /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
• 

  

  /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
• 

  

  /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! The Detached Garage needs a new roof and renovations. Perfect for FHA 203K buyers who want a little sweat equity and a

  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

  $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
• 

  

  /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 builder is offering up to 1% buy down on the interest rate for the first year with a full price offer (provided by a selected lender). This beautiful home has a 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

  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

  $220,000

  • 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
• 

  

  /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
• 

  

  /36

  $729,900 Open Sun 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,561 Sq Ft

  195 Mulford Rd, Middletown, NY 10940

  Stunning New Construction colonial on a dead end street. Welcome to your dream home set on 3 picturesque acres in the Town of Greenville, within the highly sought-after Minisink Valley School District. The Oakwood model is nestled on a private, partially wooded lot at the end of a quiet cul-de-sac, offering the perfect blend of style, comfort, and functionality. Step inside to find 4 spacious

  Chris Ogden Realty Promotions Inc

  195 Mulford Rd, 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

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