Middletown, NY Homes for Sale with No HOA Fee

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  /44

  $649,000

  $20K 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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  /32

  $1,680,000

  • 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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  /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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  /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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  /13

  $239,000

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,250 Sq Ft

  16 Woodland Rd, Middletown, NY 10940

  Welcome home to this very nice three bedroom seasonal ranch located in the Minisink Valley School District in a quiet neighborhood! This private property is surrounded by nature with a large open yard to play and have fun in the sun. The large deck overlooks the private back yard and surrounding woods. The roof has been recently replaced. Sale includes an additional lot of 0.11 acres to bring the

  

  Joseph Paoli

  Howard Hanna Rand Realty

  16 Woodland 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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  /9

  $499,000

  • Land
  • 39.9 Acres
  • $12,506 per Acre

  700 van Burenville Rd, Middletown, NY 10940

  Discover your own 40-acre sanctuary in the Hudson Valley, a landscape of rolling meadows, a peaceful pond that set the stage for a truly picturesque retreat. Perfectly suited for equestrian pursuits, cattle, or recreational hunting.

  

  Joao Rodrigues

  Preferred Properties Real Esta

  700 van Burenville 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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  /28

  $299,900

  • 2 Beds
  • 1 Bath
  • 1,010 Sq Ft

  32 W Conkling Ave, Middletown, NY 10940

  Some houses greet you at the door. This one wraps around you the moment you walk in. Step through the light-filled sunroom, all glass and morning sun, and into a main floor paneled in warm honey pine that has been cared for across a hundred years and wears every one of them beautifully. You notice the beamed ceilings, the way the afternoon light pools on the wood, the rooms that flow one into the

  

  Brian Caplicki

  KW Hudson Valley United

  32 W Conkling Ave, Middletown, NY 10940
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  /50

  $550,000

  Open Sat 1PM - 3PM $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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  /50

  $850,000

  $45K 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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  /26

  $339,900

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,240 Sq Ft

  101 N Beacon St, Middletown, NY 10940

  Move in ready 3 bedrooms, 2 bathroom home. Clean and freshly painted. Updated kitchen and bathrooms. Located on a dead end street. Private Fenced-in yard. Conveniently located minutes from local shops, restaurants, Galleria Mall, Garnet Health and close proximity to I86 and I84. Very easy to show. Call today for your own private viewing.

  

  Dulce M Ferrera

  KW Hudson Valley United

  101 N Beacon St, Middletown, NY 10940
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  /35

  $980,000

  New Construction

  • 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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  /41

  $699,900

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,174 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

  $575,000

  Open Sun 11AM - 2PM $24K 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

  Sandra Laramore Redfin Real Estate

  5 Oak Ridge Rd, Middletown, NY 10940
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  /35

  $425,000

  $5K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  25 Ferrara Dr, Middletown, NY 10941

  Step into this Beautifully renovated 3 Bedroom, 1 Bath Split Level Home. Perfectly updated with Brand New Roof, Windows, Bright and Airy Kitchen and Modern Bathroom. Brand New Stainless Steel Appliances in Kitchen. Hardwood floors throughout. Nestled on a spacious charming piece of property. Great for outdoor entertaining. It's ready for you to call Home.Great Commuter Location. Close to

  Tracy Lockhart RE/MAX Benchmark Realty Group

  25 Ferrara Dr, Middletown, NY 10941
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  /19

  $310,000

  $15K PRICE DROP

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

  66 Patio Rd, Middletown, NY 10941

  This beautifully maintained 3-bedroom, 1.5-bath townhouse-style single-family home is move-in ready and available for immediate occupancy. The home features stainless steel appliances and a combination of ceramic tile, laminate, and hardwood flooring throughout, creating an attractive, low-maintenance, and allergy-friendly living environment. Both bathrooms have been tastefully updated, and a

  Jill Wilkins KW Hudson Valley United

  66 Patio Rd, Middletown, NY 10941
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  /44

  $524,900

  • 4 Beds
  • 2 Baths
  • 2,100 Sq Ft

  245 Stony Ford Rd, Middletown, NY 10941

  Set on 8 scenic acres in the award-winning Goshen School District, this updated bi-level offers the perfect combination of privacy, open space, and convenience to amenities. The property features a picturesque pond, a mix of cleared land and woods, two sheds and a large outbuilding with electricity that's ideal for a workshop, hobby space, or extra storage. Inside, the updated kitchen and

  Jacqueline Manzolillo-Blais Keller Williams Realty

  245 Stony Ford Rd, Middletown, NY 10941
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  /50

  $999,500

  $101K 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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  $339,000

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  11 5th St, Middletown, NY 10940

  Welcome to your new ranch home situated on a quiet dead end street yet still close to all major amenities. Arriving you will notice the peaceful surroundings, well manicured and level yard space, convenient garage and ample parking. Step inside your new home to find sun drenched living spaces, gleaming hardwood floors and the ease of one level living. The main level provides you with a cozy

  Nicholas Carbone HomeSmart Homes & Estates

  11 5th St, Middletown, NY 10940
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  /13

  $545,000

  $15K 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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  $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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  /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, formal

  Linda Potyak Iron Valley RE Tri-State

  34 Adams Ave, Middletown, NY 10940
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  /49

  $399,000

  $20K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,928 Sq Ft

  48-50 Mountain Ave, Middletown, NY 10940

  Welcome to 48-50 Mountain Avenue, where timeless Cape Cod charm meets modern comfort in one of Middletown's most convenient locations. Beautifully updated and meticulously maintained, this inviting 3-bedroom, 1.5-bath home offers approximately 1,928 square feet of warm, light-filled living space on a beautifully landscaped 0.36-acre lot tucked away on a quiet cul-de-sac. From the moment you

  Amanda Brehm KW Hudson Valley United

  48-50 Mountain Ave, Middletown, NY 10940
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  /47

  $739,000

  $60K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,085 Sq Ft

  3 Truman Ct, Middletown, NY 10940

  Step into 5-bedroom Colonial-style home, where classic charm meets upscale upgrades. From the moment you enter, you’re welcomed by exquisite craftsmanship, including detailed crown molding and rich hardwood floors that flow seamlessly throughout the main living spaces.This spacious residence features three elegant fireplaces, creating warm and inviting focal points across multiple living

  Dominick Tufano RE/MAX Benchmark Realty Group

  3 Truman Ct, Middletown, NY 10940
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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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  /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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  /42

  $639,000

  $40K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  481 Dosen Rd, Middletown, NY 10940

  ABSOLUTELY GORGEOUS!!! MUST SEE!! QUALITY BUILT WITH BRAND NEW ADDITION AND BRAND NEW DETACHED POLE BARN!!! OVER 7 ACRES !!! 481 Dosen Road offers a rare combination of quality construction, privacy, and usable space, set on 7.4 peaceful acres. This custom-built Lok-N-Logs log home was thoughtfully designed to blend the character of a true log cabin with the comforts needed for everyday living.

  Frank Muccari Cronin & Company Real Estate

  481 Dosen Rd, Middletown, NY 10940
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  /33

  $825,000

  • 4 Beds
  • 3.5 Baths
  • 2,860 Sq Ft

  718 Mountain Rd, Middletown, NY 10940

  Welcome to a timeless 1821 farmhouse set on more than five private acres in the heart of Sullivan County, where historic character meets effortless modern living. Surrounded by mature gardens, handcrafted stone walls, and sweeping mountain views, this is Upstate living at its finest. Offering more than 2,800 square feet, the home features four bedrooms, three and a half bathrooms, including two

  Davina Thomasula Four Seasons Sotheby's Int'l-K

  718 Mountain Rd, Middletown, NY 10940
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  /35

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,577 Sq Ft

  153 Ridgewood Ave Unit 155, Middletown, NY 10940

  Welcome to 153 Ridgewood Avenue, a beautifully maintained 2021 built ranch offering the ease and comfort of modern single level living. Vaulted ceilings, an open concept layout, stylish finishes, and abundant natural light create a warm and inviting feel from the moment you enter. With more than 1,500 square feet, the home features a spacious kitchen with stone countertops, generous prep space,

  Isaiah Lopez KW Hudson Valley United

  153 Ridgewood Ave Unit 155, Middletown, NY 10940
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  /2

  $424,999

  Coming Soon

  • 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 space,

  Valerie Jewis Keller Williams Realty

  11 Sunnyside Ave, Middletown, NY 10940
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  /18

  $499,000

  • 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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  /46

  $539,000

  • 3 Beds
  • 2.5 Baths
  • 2,225 Sq Ft

  18 Hickory Place, Middletown, NY 10941

  Welcome to this beautifully maintained 3-bedroom, 2.5-bath bi-level home, built in 2010 and offering 2,225 square feet of comfortable living space. Designed with an open-concept layout, this impressive residence features a well-appointed kitchen with granite countertops, abundant cabinetry, and a seamless flow into the dining and living areas—ideal for both everyday living and

  Anita S. Cristiano HomeSmart Homes & Estates

  18 Hickory Place, Middletown, NY 10941
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  /27

  $399,900

  $50K PRICE DROP

  • 5 Beds
  • 3 Baths

  37 Monhagen Ave, Middletown, NY 10940

  Welcome to an opportunity that is becoming harder and harder to find. This multi-family property sits on a nearly half-acre lot in the City of Middletown and offers investors, contractors, and ambitious buyers the chance to create significant value. With 2,151 square feet, five bedrooms, three full bathrooms, and income-producing potential, this is the type of property that rewards vision and

  Isaiah Lopez KW Hudson Valley United

  37 Monhagen Ave, Middletown, NY 10940
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  /34

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,610 Sq Ft

  158 Cottage St, Middletown, NY 10940

  Step inside this classic 3-bedroom, 2-bath Colonial and imagine the possibilities. Offering approximately 1,610 square feet, the home features a traditional layout with a living room, formal dining room, spacious kitchen, and a flexible first-floor bonus room that can serve as a den, home office, or recreation space. A dedicated laundry area adds everyday convenience, while the covered front

  Derek Greene Greene Realty Group

  158 Cottage St, Middletown, NY 10940
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  /32

  $579,000

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,929 Sq Ft

  1 Parkview Dr, Middletown, NY 10940

  Welcome to 1 Parkview Dr. in beautiful Presidential Park in Middletown, NY. Located on a corner lot, this expanded raised ranch shines. Gleaming hardwood floors and spacious room size are only some if it's great features. Eat in kitchen boasts an atrium that looks out to its lovely landscaped backyard. Spend time in this space and you'll feel like you're on vacation. Beautiful inground pool is

  Marie Altieri Howard Hanna Rand Realty

  1 Parkview Dr, Middletown, NY 10940
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  /36

  $585,000

  $15K PRICE DROP

  • 6 Beds
  • 3.5 Baths
  • 2,948 Sq Ft

  669 Mountain Rd, Middletown, NY 10940

  Country Escape of 6 spacious bedrooms offers space, privacy, and a serene setting on 3.38 acres. Just about 75 miles from New York City, it’s close enough for convenient weekend escapes yet far enough to feel like a true retreat feels like a private estate—perfect for those seeking a refined escape from city lifeA grand foyer opens to a bright, airy layout with high ceilings, large windows,

  Michelle Gruberger Real Estate Circuit Inc

  669 Mountain Rd, Middletown, NY 10940
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  /50

  $498,000

  • 4 Beds
  • 3 Baths
  • 1,716 Sq Ft

  9 Ashland Ave Unit 11, Middletown, NY 10940

  Welcome to this well-maintained 4-bedroom, 3-full-bath home offering a functional layout and comfortable living spaces. The welcoming entry features an elegant chandelier and a large arched window that fills the home with natural light. The main level offers hardwood floors, vaulted ceilings, recessed lighting, a comfortable living room, and a separate dining area overlooking the backyard. The

  Jie Liu KW Hudson Valley United

  9 Ashland Ave Unit 11, Middletown, NY 10940
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  /30

  $839,000

  $10K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 3,764 Sq Ft

  238 S Centerville Rd, Middletown, NY 10940

  Spacious Country Retreat on 22.6 Acres in Minisink Valley School District This exceptional property offers privacy, comfort, and extensive amenities set on 22.6 picturesque acres. The master bedroom and bathroom were updated in 2016, complemented by a wet bar in the family room—perfect for entertaining. The home features three fireplaces and a wood stove, creating warmth and character throughout.

  Linda VanDeWeert BHG Real Estate Green Team

  238 S Centerville Rd, Middletown, NY 10940
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  /6

  $799,000

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

  Lot 2 Winters Ln, Middletown, NY 10940

  Welcome to your dream home! This stunning new construction craftsman-style home is now being built on Lot 2 of the coveted Lane Meadow Farm subdivision, located in the Town of Mamakating, Sullivan County, NY. Enjoy the serenity and natural beauty of one of Sullivan County's newest and most sought-after neighborhoods, where peaceful country living meets exceptional craftsmanship. Featuring

  Jacob Silberstein Parcel Realty LLC

  Lot 2 Winters Ln, Middletown, NY 10940

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