Middletown, NY Homes for Sale with No HOA Fee

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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
• Explore Middletown

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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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  /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
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  /41

  $529,000

  • 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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  /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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  /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

  $474,900

  Open Sat 12PM - 2PM $24K PRICE DROP

  • 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

  $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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  /50

  $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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  /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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  /42

  $299,000

  • 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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  /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

  • 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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  /27

  $299,000

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  41 Irwin Ave, Middletown, NY 10940

  The covered front porch, hardwood floors, and separate rooms give this home the kind of simple, straightforward layout that has worked for generations and still works today. Step inside and you’ll find plenty of natural light, along with distinct living and dining rooms that each have their own purpose without making the home feel disconnected.The kitchen is practical and well equipped,

  Joshua Papka KW Hudson Valley North

  41 Irwin Ave, 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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  /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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  /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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  /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
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  /50

  $1,885,000

  • 2 Beds
  • 1.5 Baths
  • 1,280 Sq Ft

  120 Shaw Rd, Middletown, NY 10941

  Exceptional 33.6-acre equestrian property in the Town of Wallkill, thoughtfully developed for serious equestrians. Classified by Orange County as a Horse Farm and located within an NYS Agricultural District, it features a substantial barn complex, indoor and outdoor riding arenas, numerous paddocks and turnout areas, supporting structures, and a two-bedroom apartment for on-site living.The

  Antoinette Caruso Stonewall Realty Group LLC

  120 Shaw Rd, Middletown, NY 10941
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  /33

  $620,000

  $20K PRICE INCREASE

  • 4 Beds
  • 2.5 Baths
  • 2,354 Sq Ft

  282 Derby Rd, Middletown, NY 10940

  Tucked at the end of a long, paved drive on a quiet country road, this secluded 4-bedroom, 2.5 bath retreat feels worlds away — while still being minutes from everything you need. Five minutes away from major highways and less than ten minutes away from shopping and restaurants. Located in the desirable Pine Bush School District.Step inside to a light-filled first floor featuring maple

  Thomas Grazier I Realty LLC

  282 Derby Rd, Middletown, NY 10940
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  /47

  $420,500

  • 3 Beds
  • 1.5 Baths
  • 1,656 Sq Ft

  34 Adams Ave, Middletown, NY 10940

  Welcome to this charming 3-bedroom, 1.5-bath Colonial nestled on a level, fenced lot in the heart of Middletown. Built in 1941, this well-maintained home beautifully blends timeless character with everyday functionality, showcasing original hardwood floors, classic woodwork, detailed moldings, and elegant arched doorways throughout.The inviting first floor features a spacious living room,

  Linda Potyak Iron Valley RE Tri-State

  34 Adams Ave, Middletown, NY 10940
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  /22

  $510,000

  • 4 Beds
  • 3 Baths
  • 2,308 Sq Ft

  326 North St, Middletown, NY 10940

  Welcome to a move-in ready, three-story home designed for easy & comfortable living. The open floor plan feels bright and spacious, with freshly primed walls, updated lighting, and durable flooring that stands up to daily life. You will appreciate practical features like a dedicated laundry room and plenty of closet space for organization. The kitchen comes fully equipped with new cabinets and

  Ahida Mercado Real Broker NY LLC

  326 North St, Middletown, NY 10940
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  /18

  $469,000

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

  1413 Goshen Turnpike, Middletown, NY 10941

  Welcome to 1413 Goshen Turnpike, a spacious home offering comfortable living in a convenient Middletown location. With approximately 1,796 square feet of living space, this home provides plenty of room for everyday living, entertaining, and working from home. The desirable layout includes four bedrooms, two full baths, and a convenient half bath.Enjoy the best of both convenience and

  Giulianna Rojas Curasi Realty, Inc.

  1413 Goshen Turnpike, Middletown, NY 10941
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  /34

  $539,900

  • 4 Beds
  • 2.5 Baths
  • 2,176 Sq Ft

  31 Denman Rd, Middletown, NY 10940

  Welcome to this beautifully maintained Center Hall Colonial offering the perfect blend of classic design and comfortable everyday living. The heart of the home is the spacious kitchen, which opens seamlessly to the inviting family room, creating an ideal space for gathering with family and friends. The family room is highlighted by custom built-in shelving and a cozy wood-burning fireplace,

  Kenyatta Jones-Arietta R2M Realty Inc

  31 Denman Rd, Middletown, NY 10940
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  /8

  $1,450,000

  • Land
  • 20.1 Acres
  • $72,139 per Acre

  686 Route 17m, Middletown, NY 10940

  20+ Prime Commercial Acres with 7,000 SF Barn on Route 17M. This 20.10-acre parcel offers endless possibilities for developers, end-users, and investors, sitting along high-traffic Route 17M in the Town of Wallkill. While the original farmhouse is gone, the land is prepped for its next chapter, anchored by a massive 7,000 sq ft outbuilding/barn—ideal for immediate storage, staging, or operational

  Joseph Baratta Joseph Baratta Company Realty

  686 Route 17m, Middletown, NY 10940
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  /4

  $1,650,000

  • Land
  • 7.5 Acres
  • $220,000 per Acre

  32 Gibbs Ct, Middletown, NY 10940

  32 Gibbs Court | Wallkill, NYPrime 3.20 Acre Commercial Development PAD on 7.5-acre lot Opportunity in the Heart of WallkillUnlock the full potential of this premier 3.20 PAD on a 7.5-acre commercial parcel, ideally located in the thriving Town of Wallkill. Situated within the highly desirable Town Center District, 32 Gibbs Court offers a rare development opportunity with broad zoning

  Peter Janis Berkshire Hathaway HS NE Prop.

  32 Gibbs Ct, Middletown, NY 10940
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  /35

  $424,999

  • 4 Beds
  • 2 Baths
  • 2,160 Sq Ft

  11 Sunnyside Ave, Middletown, NY 10940

  Calling all investors and future house hackers! This versatile duplex is the perfect opportunity to grow your rental portfolio or offset your mortgage by living in one unit while renting the other.Each apartment offers 2 bedrooms and 1 full bathroom, featuring spacious living areas, an open-concept layout, and generously sized bedrooms. One of the units also includes a dedicated office

  Valerie Jewis Keller Williams Realty

  11 Sunnyside Ave, Middletown, NY 10940
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  /18

  $489,000

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,932 Sq Ft

  12 Walnut Ln, Middletown, NY 10940

  Beautifully maintained home in a desirable Middletown neighborhood featuring a bright, functional layout and a spacious backyard. One of the most valuable features of this property is its flexible bedroom layout. Four total bedrooms, including two conveniently located on the first floor, offering rare flexibility for multi-generational living, guests, a home office, or easy single-level living.

  Xiaohui Cui KW Hudson Valley United

  12 Walnut Ln, Middletown, NY 10940

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