Middletown, NY Homes for Sale

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  /50

  $799,000

  $96K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,296 Sq Ft

  411 Mt Joy Rd, Middletown, NY 10941

  Space, privacy, and thoughtful design come together at this well-maintained 4-bedroom, 2.5-bath Colonial, built in 2005, offers 3,296 sq ft of living space on 11.7 private acres—giving you room to breathe while staying conveniently close to everything Middletown has to offer.Step inside and you'll immediately notice the 9-foot ceilings that elevate every room with an airy, open feel. The main

  

  Donna Reese

  KW Hudson Valley United

  411 Mt Joy Rd, Middletown, NY 10941
• Explore Middletown

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  /41

  $529,000

  Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,753 Sq Ft

  95 Silver Lake Scotchtown Rd, Middletown, NY 10940

  Welcome to this beautifully renovated Cape Cod, where classic charm meets modern design. This turnkey home offers 3 bedrooms and 2 full bathroom, including a convenient first-floor bedroom perfect for guests, a home office, or easy one-level living. Thoughtfully redesigned from top to bottom, updates include brand-new flooring throughout, a sleek modern kitchen with quartz countertops and new

  

  Ammar Iqbal

  eXp Realty

  95 Silver Lake Scotchtown Rd, Middletown, NY 10940
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  /32

  $1,660,000

  $20K PRICE DROP

  • 5 Beds
  • 9 Baths
  • 7,794 Sq Ft

  3 Bristol Dr, Middletown, NY 10941

  Welcome to 3 Bristol Drive, a rare brick colonial estate set on 1.4 private acres, offering nearly 8,000 Sqft of living space plus a spectacular 3,200-square-foot indoor pool pavilion designed for year-round enjoyment. Built in 2002, this 6-bedroom suits, 8.55-bathroom residence features expansive, light-filled interiors and estate-scale proportions ideal for both entertaining and everyday

  

  Mohamed Elgoarany

  All American Realty Management

  3 Bristol Dr, Middletown, NY 10941
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  /44

  $599,000

  $70K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,225 Sq Ft

  23 Orange Terrace, Middletown, NY 10940

  Experience a one-of-a-kind custom-built A-Frame that blends rustic charm with modern luxury. Nestled on a quiet street in the city, this stunning home commands attention with its reflective tinted windows, dramatic architecture, and incredible curb appeal.Designed for both entertaining and everyday living, the expansive wraparound deck features a built-in wired speaker system, creative

  

  Joao Rodrigues

  Preferred Properties Real Esta

  23 Orange Terrace, Middletown, NY 10940
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  /25

  $160,000

  $5K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft

  226 Concord Ln, Middletown, NY 10940

  Renovated in 2021 is this first floor 1 bedroom condo in Buttonwood conveniently located close to Rte 17 and 84 for those of you commuting a distance to work. Just turn the key and move in, no work is needed. Kitchen has newer cabinets with crown molding and stainless LG appliances with a convection/air fry oven that can be controlled by your phone along with granite counters. Kitchen counter has

  

  Lynelle Alessi

  KW Hudson Valley United

  226 Concord Ln, Middletown, NY 10940
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  /31

  $299,900

  • 3 Beds
  • 1 Bath
  • 860 Sq Ft

  256 Cottage St Unit 258, Middletown, NY 10940

  The first thing you will do here is walk out into that lawn and start deciding where everything goes, the garden along the sunny side, the fire pit set well back, the patch under the old shade tree that stays empty because that is the coolest spot on the property and you are going to want it for yourself. The lot is 0.28 acres, flat and open, and every bit of it comes with the keys. Not many city

  

  Brian Caplicki

  KW Hudson Valley United

  256 Cottage St Unit 258, Middletown, NY 10940
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  /43

  $399,900

  $25K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,919 Sq Ft

  83 Deer Ct Dr, Middletown, NY 10940

  Beautifully renovated 3-bedroom, 2.5-bathroom, 1-car garage, two-story townhouse located in the highly desirable Deer Run complex. This move-in-ready home features laminate flooring throughout, with tile flooring in the kitchen and bathrooms. The kitchen was tastefully updated in 2020, along with the heating and cooling system, which is electronically controlled and offers a high-efficiency SEER

  

  Dulce M Ferrera

  KW Hudson Valley United

  83 Deer Ct Dr, Middletown, NY 10940
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  /9

  $399,900

  Pre-Foreclosure

  • 3 Beds
  • 1.5 Baths
  • 1,799 Sq Ft

  12 Todd Dr, Middletown, NY 10941

  Conveniently located in Pine Bush schools and close to ammenities is the 3 bedroom two bath split level on a cul-de-sac

  

  Lynelle Alessi

  KW Hudson Valley United

  12 Todd Dr, Middletown, NY 10941
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  /49

  $455,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,545 Sq Ft

  168 Shawangunk Rd, Middletown, NY 10940

  Discover the perfect blend of historic charm, modern comfort, and peaceful country living in this utterly delightful home, beautifully situated on 2.2 wooded acres. Rich in character, the residence showcases timeless architectural details while benefiting from a comprehensive renovation. Prior to renovation, the home was thoroughly gutted and fully foam insulated, with all-new plumbing and

  

  Jason Kerwar

  William Raveis Real Estate

  168 Shawangunk Rd, Middletown, NY 10940
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  /45

  $464,999

  • 3 Beds
  • 2.5 Baths
  • 1,966 Sq Ft

  45 Brola Rd, Middletown, NY 10940

  Welcome to this inviting bilevel home situated on 1.2 level acres in the Minisink School District. The property offers a wonderful combination of space, comfort, and outdoor enjoyment, featuring a fully fenced backyard, spacious deck, and above-ground pool, perfect for relaxing or entertaining.Inside, hardwood flooring runs throughout the main living areas, creating a warm and inviting feel.

  

  Chativa Bowen

  Keller Williams Realty

  45 Brola Rd, Middletown, NY 10940
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  /3

  $285,000

  • 2 Beds
  • 1 Bath
  • 1,019 Sq Ft

  16 Earle St Unit 14 1/2, Middletown, NY 10940

  Prime opportunity for investors, renovators, or savvy buyers looking to build instant sweat equity. With some TLC and modern updates, you can bring your vision to life and transform this house into a standout primary residence or high-yield rental investment.Unbeatable Location & Convenience:Walkable: Walking distance to SUNY Orange campus, downtown amenities, and local

  

  Joao Rodrigues

  Preferred Properties Real Esta

  16 Earle St Unit 14 1/2, Middletown, NY 10940
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  /33

  $599,000

  • 3 Beds
  • 2.5 Baths
  • 2,086 Sq Ft

  189 School House Rd, Middletown, NY 10940

  Home sweet home! This beautiful custom built three bedroom, two and a half bathroom 2086sqft ranch is located on a gorgeous landscaped 5 acres in the Minisink Valley School District. You'll feel right at home from the moment you enter this park-like property. You have many choices of places to enjoy this home, both inside and outside. The 1900sqft main floor is open and spacious. The central

  

  Joseph Paoli

  Howard Hanna Rand Realty

  189 School House Rd, Middletown, NY 10940
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  /48

  $425,000

  $50K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,074 Sq Ft

  57 Boorman Rd, Middletown, NY 10940

  Seller is willing to contribute towards closing costs. Welcome home to this fully renovated Dutch Colonial set on 5+ private acres in the desirable Minisink Valley Central School District, located just minutes from Middletown!Step inside to a beautifully updated kitchen featuring sleek quartz countertops, ceramic tile flooring, a subway tile backsplash, new cabinetry, and stainless steel

  

  Lynelle Alessi

  KW Hudson Valley United

  57 Boorman Rd, Middletown, NY 10940
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  /14

  $69,000

  $76K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,016 Sq Ft

  27 Lake Claire Dr, Middletown, NY 10940

  Lake Retreat! Perched high above Claire Lake with breathtaking mountain views, endless vistas, and exceptional privacy, this unique property offers a rare opportunity to create your own Hudson Valley getaway. Located in a quiet area and ready to bring your vision to life, this hidden gem combines natural beauty, character, and potential.The distinctive floor plan features 2 bedrooms, 1

  

  Barbara Pagella

  Coldwell Banker Realty

  27 Lake Claire Dr, Middletown, NY 10940
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  /21

  $119,000

  • Land
  • 4.27 Acres
  • $27,869 per Acre

  0 Hog Mountain Cir, Middletown, NY 12430

  This is the property with a view you have been looking for. 4.27 acres of cleared, ready to build land in the Catskill Mountains just two hours from the George Washington Bridge. Whether it is a weekend retreat you have in mind or a forever home, the view is unmatched and will bring you the peace and serenity the Catskills have to offer. This property is only 10 minutes from Belleayre Ski

  

  Terence Lynch

  Century 21 New West Properties

  0 Hog Mountain Cir, Middletown, NY 12430
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  /50

  $550,000

  $70K PRICE DROP

  • 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

  KW Hudson Valley United

  179 Reservoir Rd, Middletown, NY 10940
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  /33

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 2,248 Sq Ft

  3 Allerton Ave, Middletown, NY 10940

  Welcome to 3 Allerton Ave, a charming and well-maintained Ranch-style home nestled in one of Middletown’s sought-after neighborhoods. Set on a private 0.20-acre lot, this inviting property offers a peaceful suburban setting with shopping, dining, public transportation, and commuter routes just minutes away. A welcoming front porch leads into a bright foyer and semi-open living space connecting

  

  Erin Connolly-Frontino

  Artisan Realty

  3 Allerton Ave, Middletown, NY 10940
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  /17

  $294,990

  $5K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  50 Hampton Ct, Middletown, NY 10941

  Welcome to 50 Hampton Court, Middletown, NY 10941! This inviting 3-bedroom, 1.5-bath home offers a comfortable layout with plenty of space to relax, entertain, and make your own. Step inside to a bright entryway that opens to a spacious living room featuring attractive wood-look flooring, recessed lighting, a dramatic accent wall, and a fireplace that creates a warm focal point. The kitchen

  

  Haakim Byrd

  HomeSmart Homes & Estates

  50 Hampton Ct, Middletown, NY 10941
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  /45

  $489,000

  Pre-Foreclosure

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

  50 Scott Dr, Middletown, NY 10941

  Welcome to this spacious four-bedroom, two-bathroom corner-lot home in the desirable Scotchtown area of Orange County. The updated kitchen features stainless steel appliances, while hardwood floors flow throughout the main level. A distinctive sloped ceiling enhances the living room’s open, airy feel and abundant natural light. Sliding glass doors from the dining room lead to a large rear

  

  Dulce M Ferrera

  KW Hudson Valley United

  50 Scott Dr, Middletown, NY 10941
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  /49

  $699,900

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,378 Sq Ft

  TBD Kirbytown Rd, Middletown, NY 10940

  Welcome to your brand-new home, located on a 2.4 acre wooded lot in the Minisink Valley school district. The Reese model colonial was thoughtfully designed, offering 4 bedrooms and 2.5 baths with plenty of space to grow and make memories. On the first floor, you’ll find a bright and inviting living room with beautiful hardwood floors and a cozy fireplace—perfect for movie nights or gathering with

  

  Chris Ogden

  Realty Promotions Inc

  TBD Kirbytown Rd, Middletown, NY 10940
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  /35

  $950,000

  New Construction $30K PRICE DROP

  • 6 Beds
  • 6 Baths
  • 4,480 Sq Ft

  5-7 Blanchard St, Middletown, NY 10940

  Brand new construction duplex in heart of Middletown. Each spacious unit features 3 bedrooms, 2.5 baths, garage, central A/C and a bright, sun-filled open floor plan thoughtfully designed for today's lifestyle. Beautiful kitchens with expansive windows create an abundance of natural light, with one unit showcasing elegant dove white cabinetry while the other offers rich espresso cabinetry, both

  

  JoAnn Maxwell

  Howard Hanna Rand Realty

  5-7 Blanchard St, Middletown, NY 10940
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  /42

  $299,000

  Open Sat 11AM - 2PM

  • 2 Beds
  • 1 Bath
  • 560 Sq Ft

  220 Upper Kennedy, Middletown, NY 12455

  Catskills charm meets rustic luxury. Tucked away on a quiet dead-end road, this beautifully appointed cabin offers a rare combination of privacy, comfort and convenience. Thoughtfully decorated and impeccably cared for, the home features a brand new roof, cozy wood burning stove, country kitchen features a rolling island for flexibility and convenience The inviting interiors designed for

  Debra Smith Listing by Coldwell Banker Timberland Properties

  

  220 Upper Kennedy, Middletown, NY 12455
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  /24

  $563,000

  $36K PRICE DROP

  • 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

  Luke Joachim Redfin Real Estate

  5 Oak Ridge Rd, Middletown, NY 10940
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  /2

  $300,000

  • Land
  • 27.9 Acres
  • $10,753 per Acre

  Exp Hwy 17 Unit LotWP001, Middletown, NY 10941

  Located in the Town of Wallkill, Orange County, NY, and within the Goshen School District, this approximately 27.9 acre parcel offers strong potential for a variety of uses. The property is accessed via a right-of-way (ROW) from Mt. Joy Road and is situated in an area surrounded by established homes and horse farms. The property features rolling terrain with a blend of open, fallow fields and

  Clint Carlson Whitetail Properties Real Estate

  Exp Hwy 17 Unit LotWP001, Middletown, NY 10941
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  /40

  $670,000

  $180K PRICE INCREASE

  • 5 Beds
  • 3 Baths
  • 2,804 Sq Ft

  20 3rd St, Middletown, NY 10940

  This single-family residence bi-lonial was built in 2007, features 5 bedrooms, and 3 full bathrooms. house is newly remodeled. located on this great dead end road with no through traffic.There's a granite counter tops and cherry cabinetry in the kitchen, a gas fireplace in the living room,large front bay windows. Upper level bring you 3 bed rooms and two pull bathroom.Lower level is

  Feng Chang Acer Realty Inc

  20 3rd St, Middletown, NY 10940
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  /33

  $475,000

  Open Sun 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,152 Sq Ft

  8 Pine St, Middletown, NY 10940

  Come view this beautifully appointed Raised Ranch in a commuter-friendly area of Middletown . This 4 bedroom two bath home boasts an open kitchen concept with 4 generous sized bedrooms upstairs an open downstairs area that can become anything you desire. It comes fully equipped with all appliances. You will also enjoy the spacious canopied deck and pool. Act now and you can bein this wonderful

  Robin White KW Hudson Valley United

  8 Pine St, Middletown, NY 10940
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  /28

  $399,000

  • 2 Beds
  • 2.5 Baths
  • 1,337 Sq Ft

  19 Putters Way Unit 6, Middletown, NY 10940

  Beautiful Townhouse in Fairways at Wallkill! Enjoy maintenance-free living in this desirable Fairways community townhouse. Conveniently located near major highways, shopping, and Orange Regional Medical Center, this home features 2 bedrooms, 2.5 bathrooms, a spacious living room, and a bright private balcony overlooking the pool.Residents have access to outstanding amenities including a

  Xiaohui Cui KW Hudson Valley United

  19 Putters Way Unit 6, Middletown, NY 10940
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  /31

  $359,000

  • 3 Beds
  • 1.5 Baths
  • 1,388 Sq Ft

  21 Black Stallion Ct, Middletown, NY 10940

  Welcome to inviting, freshly painted, updated 3-bedroom, 1.5-bathroom home in The Meadows community~Main floor offers kitchen-with brand new cabinets, new stainless steel appliances, granite countertops, roomy dining area, bright and expansive living room with large bay window and half bathroom~Door from the kitchen leads to the large deck perfect for relaxing and entertaining your guests

  Liene Kasparsons Keller Williams Realty

  21 Black Stallion Ct, Middletown, NY 10940
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  /44

  $345,000

  • 3 Beds
  • 1 Bath
  • 1,380 Sq Ft

  8 Budd Ave, Middletown, NY 10940

  Step into the warmth and charm of this beautifully maintained Colonial, where classic character meets comfortable modern living. Gleaming hardwood floors flow throughout much of the home, complementing the inviting architectural details found throughout.The spacious, sun-filled Living Room features an arched doorway leading to the Formal Dining Room—perfect for entertaining or enjoying

  Richard Froehlich RE/MAX Benchmark Realty Group

  8 Budd Ave, Middletown, NY 10940
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  /44

  $599,900

  • 3 Beds
  • 2 Baths
  • 1,839 Sq Ft

  53 Highland View Place, Middletown, NY 10940

  Welcome to 53 Highland View Place! Built in 2018 and situated on a spacious 3.5-acre lot, this beautiful 1,839 sq. ft. ranch offers modern construction, comfortable living, and incredible potential for future expansion. The bright, open-concept layout creates a spacious and inviting feel, perfect for both everyday living and entertaining.The home features municipal water and sewer,

  Devon King HomeSmart Homes & Estates

  53 Highland View Place, Middletown, NY 10940
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  /5

  $550,000

  • 4 Beds
  • 2.5 Baths
  • 2,540 Sq Ft

  44-50 Ingalls St, Middletown, NY 10940

  Beautiful home for Sale that features 4 bedrooms with 2.5 baths in a desirable area of Middletown just minutes from Orange County Community College. Do NOT let the outside fool you as this home is bigger than expected inside as it has many finished levels! Newly remodeled and ready for its final touches. Open floor layout from Living room to dining room & kitchen all with newly stained hardwood

  Sandra Arnez KW Hudson Valley United

  44-50 Ingalls St, Middletown, NY 10940
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  /23

  $349,000

  • 2 Beds
  • 2.5 Baths
  • 1,241 Sq Ft

  15 Kendal Ln, Middletown, NY 10940

  Beautifully maintained end-unit townhouse in the highly desirable Water's Edge community! This move-in-ready 2-bedroom, 2.5-bath home offers a bright, open layout with a spacious foyer, updated kitchen featuring newer appliances, a large living room with new sliding glass doors leading to a private patio, and a convenient first-floor powder room. Upstairs, the primary suite features cathedral

  Jonathon Lee KW Hudson Valley United

  15 Kendal Ln, Middletown, NY 10940
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  /50

  $928,000

  $172K PRICE DROP

  • 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
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  /20

  $420,000

  • 3 Beds
  • 2.5 Baths
  • 2,097 Sq Ft

  4 Kless Ct, Middletown, NY 10940

  Welcome to Maple Fields! This well-maintained 3-bedroom, 2.5-bath townhouse with a versatile finished loft offers a functional layout designed for today's lifestyle.The main level features an open-concept living area, a dedicated dining space, and a bright kitchen with stainless steel appliances, a pantry, tile backsplash, and ample counter space. Sliding glass doors open to a private

  Bryant Moran YourHomeSold Guaranteed Realty

  4 Kless Ct, Middletown, NY 10940
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  /42

  $215,000

  • 1 Bed
  • 1 Bath
  • 879 Sq Ft

  11 Brittany Dr, Middletown, NY 10940

  Welcome to a low-maintenance lifestyle, minimal utilities, included heat and hot water, generous storage, and a commuter-friendly setting. This condominium is an excellent opportunity for buyers looking for comfort and convenience . Located in a quiet, peaceful neighborhood, this second-floor condo offers a welcome retreat while still being close to varied amenities and transportation options

  Amanda Ferrantello Hudson Valley Griffith

  11 Brittany Dr, Middletown, NY 10940
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  /13

  $530,000

  $30K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 1,911 Sq Ft

  35 Dogwood Dr, Middletown, NY 10940

  Just pack your bags and move in. Spacious, Comfortable and Cozy 5 bedroom 1 family house for sale. This house features 4 Bedrooms and 2 bathrooms on the upper level with a walk in closet and a bathroom in the master bedroom. The first features a 1/2 bath, renovated kitchen, separate living and dinning rooms and a walkout deck. The ground floor features a 2 car garage, finished basement with 1

  Lenworth Brisco Keller Williams Realty NYC Grp

  35 Dogwood Dr, Middletown, NY 10940
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  /44

  $370,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,413 Sq Ft

  6 Charlotte Mews, Middletown, NY 10940

  New renovation, New split air conditioner,New floor ,NEW painting, New toilet on the first floor,New refrigerator, new washing machine, new dryer, garage renovationBeautifully maintained detached townhome in Canterbury Knolls is very convenient to highway, train station and major shopping. Homeowner fee covers lawn maintenance, snow removal, garbage pickup and use of clubhouse. This home

  Zhiheng Tang KW Hudson Valley United

  6 Charlotte Mews, Middletown, NY 10940
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  /9

  $105,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 432 Sq Ft

  13 Birch St, Middletown, NY 10940

  Set among the trees on a private dirt road, this compact cottage offers a quiet place to get away without being far from everyday conveniences. The home features a ductless system for heating and cooling, a newer water heater, an updated bathroom, a new septic system, a new well, and a simple, low-maintenance layout. Outside, the wooded property includes a stone wall, natural fern-covered areas,

  Patricia Lucey Picture It Sold, LLC

  13 Birch St, Middletown, NY 10940
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  /38

  $539,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,694 Sq Ft

  181 Stony Ford Rd, Middletown, NY 10941

  Set on 6.7 private acres in Middletown, this 3-bedroom, 2-bath, 1,694 sq ft home offers the perfect blend of comfort and outdoor living. Enjoy your own private retreat featuring quad trails, river access ideal for fishing, and abundant wildlife for hunting or nature watching. The outdoor space is designed for entertaining and relaxation with a fire pit area and a spacious two-tier deck complete

  Rana Ali eXp Realty

  181 Stony Ford Rd, Middletown, NY 10941
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  /50

  $599,000

  Pre-Foreclosure

  • 4 Beds
  • 2.5 Baths
  • 2,428 Sq Ft

  977 Mt Hope Rd, Middletown, NY 10940

  3.8 acres + privacy + a substantial 4-bedroom Colonial.Your own private retreat in Middletown — with the space you've been looking for. This beautiful property offers plenty of privacy and room to enjoy both indoor and outdoor living.Step inside and you'll immediately appreciate the beautiful hardwood floors, high ceilings, and abundance of natural light throughout. The spacious center

  Georgina T. Maynard Charles Rutenberg Realty, Inc.

  977 Mt Hope Rd, Middletown, NY 10940

Showing Results 1 - 40, Page 1 of 5

Why Live in Middletown

Middletown, located in New York’s Hudson Valley, is a revitalized city about 60 miles from Upper Manhattan, with a population of around 30,000. This historic city, dating back to 1848, features a mix of Colonial Revival, Cape Cod, and split-level homes, alongside newer traditional and contemporary styles. Middletown's downtown area, transformed by a $10 million Downtown Revitalization Initiative grant, is a bustling hub for shopping, dining, and entertainment. Popular eateries include Oak & Reed and Piccolo Cucina e Vino, and the area is dotted with microbreweries, cafes, and specialty shops. The Galleria at Crystal Run mall offers additional amenities such as a bowling alley, movie theater, and adventure park. For outdoor activities, Middletown has 14 parks, including the Middletown Reservoir Trails and Highland Lakes State Park, providing ample hiking and fishing opportunities. The historic Paramount Theatre and Quinnz Pinz bowling alley are key entertainment venues, while community events like the Orange County Fair and the Summer Concert Series foster a vibrant local culture. Middletown High School offers specialized academy programs in STEM and other fields, contributing to the city's educational landscape. Overall crime rates in Middletown are comparable to state and national averages. Middletown is well-connected via U.S. Route 211, Interstate 84, and NY State Route 17, with bus routes to Manhattan and proximity to New York Stewart International Airport, located 20 miles east.

Learn more about living in Middletown

Middletown, NY Home Prices

	Middletown, NY
Median Home Price	$420,000
Median Sale Price	$417,500 +6% YoY
Avg. Price per Square Foot	$253
Median Single Family Price	$440,000
Median Townhouse Price	$407,500
Median Condo Price	$289,900
Total Active Listings	198 listings
Market Conditions	4 Months of Supply Balanced Market

Frequently Asked Questions

What is the average home price in Middletown, NY?

Homes for sale in Middletown, NY have an average home price of $458,838.

How many homes have sold over the last 12 months in Middletown, NY?

454 homes have sold in Middletown, NY over the last 12 months.

What is the average household income in Middletown, NY?

The average household income in Middletown, NY is $85K.

What are the most popular zip codes in Middletown, NY?

The most popular zip codes in Middletown, NY include 10940, 10958, 10941, 10973 and 10924.

How much do you need to make to afford a house in Middletown?

The median home price in Middletown is $420,000. If you put a 20% down payment of $84,000 and had a 30-year fixed mortgage with an interest rate of 6.95%, your estimated principal and interest payment would be $2,220 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $95K a year to afford the median home price in Middletown. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Middletown is $85K.

How are the schools in Middletown, NY?

Middletown, NY has highly rated public and private schools. Some of the best schools in Middletown based on Niche Grades are Northern Academy, Harmony Christian School and Minisink Valley Elementary School. Browse all the schools in Middletown, NY to learn more.