Middletown, NY Homes for Sale

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  /32

  $1,799,000

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

  3 Bristol Dr, Middletown, NY 10941

  Welcome to 3 Bristol Road, a rare brick colonial estate set on 1.4 private acres, offering nearly 8,000 square feet of living space plus a spectacular 3,200-square-foot indoor pool pavilion designed for year-round enjoyment.Built in 2002, this 6-bedroom, 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

  (329) 215-0309

  3 Bristol Dr, Middletown, NY 10941
• Explore Middletown

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  /25

  $490,000

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

  28 Magnolia Park Rd, Middletown, NY 10940

  Lifestyle and Location without all the work- this home has all the perks of homeownership with the ease and amenities of a townhome in the sought-after Magnolia Park community. Spacious and light filled living across 3 levels, the first floor boasts an open floor plan and well appointed kitchen with granite countertops, dining area, living area, and half bath for guests. Upstairs, the 3 bedrooms

  

  Lisbeth Furke

  World Homes Realty

  (329) 214-1660

  28 Magnolia Park Rd, Middletown, NY 10940
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  /50

  $849,900

  • 4 Beds
  • 3.5 Baths
  • 3,407 Sq Ft

  29 Hubbard Rd, Middletown, NY 10940

  New construction colonial on a beautiful 9+ acre lot with views of the Shawangunk Mountain Ridge, a spring fed pond and open fields and woods located on a private dead end road in the Pine Bush S/D. and close to major highways. The Sienna model features include 4 bedrooms, 3.5 baths, gorgeous red oak hardwood floors and spacious rooms. Relax in the cozy living room by the warm inviting fireplace

  

  Chris Ogden

  Realty Promotions Inc

  (845) 209-0146

  29 Hubbard Rd, Middletown, NY 10940
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  /48

  $483,900

  • 3 Beds
  • 3.5 Baths
  • 2,521 Sq Ft

  53 Cornwall Ln, Middletown, NY 10940

  Beautifully renovated 3-bedroom, 3.5-bathroom townhouse with a 2-car garage, located in the highly desirable Woodside Knolls community. This spacious home offers modern updates throughout, providing comfort, style, and functionality for today’s living. Conveniently situated just minutes from the Garnet Health Medical Center, Galleria Mall, Metro-North, shops, supermarkets, and major highways,

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 217-0628

  53 Cornwall Ln, Middletown, NY 10940
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  /35

  $699,900

  • 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

  (329) 209-9962

  TBD Kirbytown Rd, Middletown, NY 10940
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  /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
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  /46

  $489,000

  • 3 Beds
  • 2.5 Baths
  • 2,427 Sq Ft

  59 Woodside Knolls Dr, Middletown, NY 10940

  Welcome home to this impeccably maintained, tri-level townhouse nestled in the heart of the scenic Hudson Valley. Boasting over 2,400 sq. ft. of modern living space, this home features 9' ceilings, gleaming hardwood floors, and an open layout. The kitchen shines with countertops, stainless steel appliances, and a charming breakfast area. Retreat to the spacious primary suite with a walk-in closet

  

  Donna Reese

  Keller Williams Hudson Valley

  (329) 209-9797

  59 Woodside Knolls Dr, Middletown, NY 10940
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  /18

  $250,000

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

  34 Poplar Ln, Middletown, NY 10941

  This well-maintained home offers comfort, space, and convenience in a desirable location close to shopping, dining, and public transportation. Step inside to find generously sized bedrooms with vaulted ceilings that create an open and airy feel. The rear bedroom features a private balcony—perfect for morning coffee or unwinding at the end of the day. A full basement provides ample storage space,

  

  John Olivero

  Keller Williams Realty

  (329) 212-0460

  34 Poplar Ln, Middletown, NY 10941
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  /21

  $429,900

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

  74 Pocatello Rd, Middletown, NY 10940

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  Catherine Eichner

  Eichner Realty Group Inc.

  (329) 207-0303

  74 Pocatello Rd, Middletown, NY 10940
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  /24

  $369,000

  • 4 Beds
  • 3.5 Baths
  • 1,692 Sq Ft

  19 Red Barn Ln, Middletown, NY 10940

  Wonderful opportunity to own this conveniently located 3-level townhouse. Located on a cul de sac, this 4 bedroom, 3 1/2 baths provides plenty of space. First floor features a living room, eat in kitchen and a walk-in pantry and1/2 bath while the fully finished basement offers a den, bedroom and full bathroom with its own entry. On the 3rd floor you will find the primary bedroom with full

  

  Sharon Reynolds

  Keller Williams Hudson Valley

  (329) 219-1188

  19 Red Barn Ln, Middletown, NY 10940
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  /13

  $329,900

  • 3 Beds
  • 1 Bath
  • 976 Sq Ft

  39 Orange Terrace, Middletown, NY 10940

  Are you looking for an affordable home? You have found it here. This beautifully updated three-bedroom, one-bath home sits on a spacious 0.21-acre lot, offering the perfect blend of comfort, style, and outdoor living. Inside, the home features a bright and welcoming living area, a refreshed kitchen with modern finishes, and a clean, updated bathroom designed for everyday convenience.Step

  

  Catherine Eichner

  Eichner Realty Group Inc.

  (329) 208-2797

  39 Orange Terrace, Middletown, NY 10940
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  /44

  $475,000

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

  57 Boorman Rd, Middletown, NY 10940

  This nicely renovated Dutch Colonial is located on 5+ acres surrounded by mature trees just minutes from Middletown and in Minisink schools. Renovated kitchen has Quartz counters, ceramic tile floor, subway tile back splash, new cabinets and stainless appliances. Wood stove for additional source of heat, first floor full bath and livingroom, diningroom with wood floors rounds out the first floor.

  

  Lynelle Alessi

  Keller Williams Hudson Valley

  (329) 212-0455

  57 Boorman Rd, Middletown, NY 10940
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  /50

  $829,000

  • 4 Beds
  • 2.5 Baths
  • 3,437 Sq Ft

  3 Kings Dr, Middletown, NY 10941

  Luxury Living in Hamptonburgh. Nestled in the prestigious Windsor Estates enclave, within the sought-after Goshen School District, this exceptional Contemporary residence offers a rare blend of elegance, comfort, and convenience. With nearly 3,500 sqft of thoughtfully designed living space, this striking home features 4 spacious bedrooms, 3 bathrooms, and a 3-car garage. Step into a grand

  

  Christina Rowan

  Howard Hanna Rand Realty

  (329) 208-2931

  3 Kings Dr, Middletown, NY 10941
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  /22

  $469,000

  • 3 Beds
  • 2 Baths
  • 2,056 Sq Ft

  171 High Barney Rd, Middletown, NY 10940

  Welcome to 171 High Barney a charming three-bedroom, two-bath home tucked away on a quiet dead-end street just before the cul-de-sac. This inviting property offers a bright, cozy living room and a modern kitchen equipped with stainless steel appliances, quartz countertops, and plenty of cabinet space. The lower level features a spacious family room along with bonus space ideal for a home office,

  

  Haakim Byrd

  HomeSmart Homes & Estates

  (329) 201-4415

  171 High Barney Rd, Middletown, NY 10940
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  /25

  $150,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  551 5th, Middletown, NY 10941

  Well maintained 3 bedrooms, 2 bathrooms mobile home in the Valley View mobile home community.Simple one level living, short distance from major highways and shops. Located in the Valley Central School District. Very easy to see. Call today for your own private tour.

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 217-4085

  551 5th, Middletown, NY 10941
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  /49

  $749,000

  • 5 Beds
  • 3 Baths
  • 2,828 Sq Ft

  482 Scotchtown Ave, Middletown, NY 10941

  Classic 1863 Farmhouse in Mint Condition – Riverfront Property in Goshen School District. Step into timeless elegance with this beautifully restored 1863 farmhouse, set on 10 picturesque acres in the highly desirable Goshen School District. This 5-bedroom, 3-bath home offers the perfect blend of historic charm and modern convenience, featuring original hardwood floors, a brick fireplace,

  Pamela Henning Keller Williams Hudson Valley

  482 Scotchtown Ave, Middletown, NY 10941
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  $640,000

  • 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
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  /24

  $579,990

  • 3 Beds
  • 2.5 Baths
  • 2,205 Sq Ft

  30 Daly Rd, Middletown, NY 10940

  New Construction. This 3-bedroom, 2.5-bath colonial is situated on a 2-acre level/partially wooded lot. The first floor offers an oversized living room, dining room, a kitchen with granite countertops and stainless appliances, and sliders leading to a backyard deck. Also on the first floor, you'll find a den/study, a laundry room, and a good-sized 1/2 bath. The second floor features a large loft

  Jonathon Lee Keller Williams Hudson Valley

  30 Daly Rd, Middletown, NY 10940
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  /47

  $489,999

  • 3 Beds
  • 2.5 Baths
  • 1,781 Sq Ft

  131 Meadow View Dr, Middletown, NY 10940

  MULTIPLE OFFERS RECEIVED - All offers due Wednesday, the 18th by 5 pm. Welcome to this beautifully maintained 3-bedroom, 2.5-bath end-unit three-level townhouse in the highly desirable Maple Fields community! Step inside to find gleaming hardwood floors throughout the main level, creating a warm and inviting space perfect for everyday living and entertaining. The lower level and second floor

  Karleen Jedziniak Howard Hanna Rand Realty

  131 Meadow View Dr, Middletown, NY 10940
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  $599,990

  • 3 Beds
  • 3 Baths
  • 1,332 Sq Ft

  2078 Route 6, Middletown, NY 10940

  Unique bi-level house with spectacular 9-foot ceilings , from the moment you step inside , the grand entryway and soaring ceilings set the tone , complemented by abundant natural light and stunning views, just off entry the heart of the home awaits- beautiful granite countertop in kitchen with stainless appliances , hardwood floors flows seamlessly through the cozy living room anchored by a

  Steve Ruiz-Esparza eRealty Advisors, Inc

  2078 Route 6, Middletown, NY 10940
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  /19

  $535,000

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

  19 Sunflower St, Middletown, NY 10940

  This is the only property currently on the market in the highly desirable Wildflowers 55+ gated community, offering high-end amenities. Single-level home. Recent updates include new interior paint, a true walk-in shower, a tile floor in the master bathroom, guest room carpet, and a dishwasher. Wildflowers is a meticulously maintained and thoughtfully updated single-level home located in the

  David White Owner Entry.com

  19 Sunflower St, Middletown, NY 10940
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  /24

  $499,900

  • 1 Bed
  • 1.5 Baths
  • 1,428 Sq Ft

  6 Bart Bull Rd, Middletown, NY 10941

  Step into a rare piece of local history with this stunning former schoolhouse, beautifully set in the Town of Wallkill. Rich in character and architectural charm, this one-of-a-kind property offers an abundance of natural light that highlights the craftsmanship of a bygone era. The open interior provides exceptional flexibility - perfect for a unique residence, artist's retreat, studio space, or

  Rebecca Matta-Candela Keller Williams Realty

  6 Bart Bull Rd, Middletown, NY 10941
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  /31

  $515,000

  • 3 Beds
  • 2.5 Baths
  • 2,763 Sq Ft

  17 Woodrose Ct, Middletown, NY 10940

  Discover the perfect blend of classic charm and modern comfort in this beautiful Colonial-style home. Filled with warmth and character, this cozy yet spacious residence features soaring high ceilings that create an open, airy feel throughout. Each room is thoughtfully designed to offer both elegance and comfort, making the home feel inviting from the moment you step inside. With its timeless

  Ermelinda Mclaughlin eXp Realty

  17 Woodrose Ct, Middletown, NY 10940
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  /38

  $493,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,521 Sq Ft

  43 Woodside Knolls Dr, Middletown, NY 10940

  ?? FHA & VA Approved | Move-In Ready 3BR/2.5BA Townhouse | Woodside KnollsWelcome to this beautifully maintained 3-bedroom, 2.5-bath townhouse in the sought-after Woodside Knolls community — one of the rare condo developments in the area to hold both FHA and VA approval. That means eligible buyers can purchase with as little as 3.5% down (FHA) or $0 down (VA) — an exceptional and uncommon

  Ramanjit Dhanoa eXp Realty

  43 Woodside Knolls Dr, Middletown, NY 10940
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  /36

  $509,999

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

  612 Shoddy Hollow Rd, Middletown, NY 10940

  Welcome to 612 Shoddy Hollow Road, a beautifully maintained 4 bedroom, 3 full bathroom raised ranch tucked away in sought after Mount Hope. This inviting home offers the perfect blend of comfort, space, and functionality. Upon entry, you’re greeted by a bright, open concept living room that seamlessly flows to a spacious deck overlooking the property ideal for relaxing or entertaining. The cozy

  Alexander Fayn Prominent Properties Sotheby's

  612 Shoddy Hollow Rd, Middletown, NY 10940
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  /50

  $499,999 Open Sat 2PM - 4PM

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

  63 Blumel Rd, Middletown, NY 10941

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

  Gary MacEntee Keller Williams Realty

  63 Blumel Rd, Middletown, NY 10941
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  /22

  $350,000

  • 3 Beds
  • 1 Bath
  • 892 Sq Ft

  91 Mountain Ave, Middletown, NY 10940

  Looking for one-story living in a private dead end street, look no further as you have found it! Beautiful hardwood floors welcome you into a living room with plenty of window light followed by an eat-in kitchen that has been fully equipped with gorgeous stainless steel appliances, new counters and plenty of cabinet space. Three spacious bedrooms with plenty of closet space and a beautiful tiled

  Sandra Arnez Keller Williams Hudson Valley

  91 Mountain Ave, Middletown, NY 10940
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  /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
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  /30

  $339,999

  • 3 Beds
  • 1.5 Baths
  • 1,160 Sq Ft

  5 Mills Ave, Middletown, NY 10940

  LOCATION, LOCATION, LOCATION! Don’t miss this charming 3 Bedroom, 1.5 Bathroom Two-Story Home located in the heart of Middletown and within the Middletown School District. This home offers unbeatable convenience—just minutes from local restaurants, shopping centers, banks, healthcare facilities, and postal services. Situated close to elementary and secondary schools, and just blocks from Orange

  Richard Baxter Keller Williams Realty

  5 Mills Ave, Middletown, NY 10940
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  /19

  $350,000

  • 3 Beds
  • 1 Bath
  • 1,050 Sq Ft

  164 Brookline Ave, Middletown, NY 10940

  Move-in ready 3-bedroom home featuring a great blend of updates and classic charm. Enjoy peace of mind with a new roof and new fence, plus new flooring throughout--with the original hardwood floors preserved underneath. The kitchen has been refreshed with restored and painted cabinets and new hardware. Outside, you'll love the new custom pavers, a custom paver grill area, and an extended driveway

  Scott Alvarez REMAX Solutions

  164 Brookline Ave, Middletown, NY 10940
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  /31

  $399,998 Open Sun 12PM - 2PM

  • 4 Beds
  • 1 Bath
  • 1,296 Sq Ft

  10 Wisner Ave Unit 12, Middletown, NY 10940

  Welcome to 10 Wisner Avenue, a beautifully updated ranch that seamlessly blends style, comfort, and modern convenience. Renovated in 2023, this home features a new roof, life-proof flooring throughout, a stunning kitchen with butcher block countertops, subway tile backsplash, and stainless steel appliances, a Navien tankless heater, and a new washer and dryer. Enjoy the ease of single-level

  Sean Israelski Howard Hanna Rand Realty

  10 Wisner Ave Unit 12, Middletown, NY 10940
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  /25

  $399,900

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft

  56 Mulberry St Unit 54, Middletown, NY 10940

  CALLING ALL INVESTORS! This well-maintained two-family home in the heart of Middletown is a must-see opportunity! Each apartment offers two bedrooms, a spacious living room, a den/office and a full kitchen, perfect for tenants seeking comfort and convenience. Recent updates include a new roof, siding, soffits, and gutters—all completed within the past few months, ensuring peace of mind for years

  Patricia Sassi RE/MAX Benchmark Realty Group

  56 Mulberry St Unit 54, Middletown, NY 10940
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  /19

  $169,900

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  509 5th Ave, Middletown, NY 10941

  Want to buy an almost new home for $169900? That’s right, ONLY THREE YEARS OLD!! This home needs to be seen to be believed. Two large bedrooms with large closets. Huge open floorplan living room and dining room with lots of windows for natural light. Large deck for relaxing and entertaining. So many cabinets and a ton of counter space with stainless steel appliances. Full main bathroom with a tub

  Dawn Barclay Century 21 Full Service Realty

  509 5th Ave, Middletown, NY 10941
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  /50

  $2,695,000

  • 5 Beds
  • 4.5 Baths
  • 20,730 Sq Ft

  285 Hill Rd, Middletown, NY 10940

  For your consideration is 285 Hill Road, a premier equine boarding, training and showing facility formerly known as Hilltop Equestrian Center and Seven Meadows Farm. Designed for function and beauty, it's a welcoming destination for both clients and guests. Numerous shows and clinics have been successfully hosted here over the years. The property includes a professional indoor arena complex, 2

  Michelle Genatempo Howard Hanna Rand Realty

  285 Hill Rd, Middletown, NY 10940
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  /27

  $215,000 Open Sun 1PM - 3PM

  • 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
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  /18

  $429,000

  • 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
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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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  /24

  $439,900 Open Sun 12PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,905 Sq Ft

  566 County Route 49, Middletown, NY 10940

  For Sale – 566 County Route 46, Middletown, NY 10940 Welcome to this spacious 3-bedroom, 4-bath colonial-style condo located in a quiet country setting in Middletown. This home is the largest unit in the 4-unit condo complex, offering generous living space and a comfortable layout. The first floor features a bright and inviting large living room with sliding doors leading to a rear deck, perfect

  Jonathon Lee Keller Williams Hudson Valley

  566 County Route 49, Middletown, NY 10940
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  /35

  $999,999

  • 3 Beds
  • 2.5 Baths
  • 3,315 Sq Ft

  535 County Route 22, Middletown, NY 10940

  Looking to Enjoy Life? Experience 535 Ct Rt 22 in the Minisink School District. Unique Handcrafted Home that is surrounded by Nature and Privacy. This Amazing property is backed up to a NYS Protected Conservation in addition to the existing 21 1/2 Acres of Privacy. Gorgeous Breath-taking views can be seen from almost every window of the home. Enjoy the Dramatic, Sundrenched, Eye Popping Open

  John Biasi Howard Hanna Rand Realty

  535 County Route 22, Middletown, NY 10940
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  /3

  $379,000

  • 3 Beds
  • 2 Baths
  • 1,314 Sq Ft

  21 Philcox Rd, Middletown, NY 10940

  Rare opportunity to own two homes next door to each other in the Pine Bush School District. This one-owner 1986 ranch offers 3+ bedrooms and 2+ baths with a finished walk-out lower level. Main level features an eat-in kitchen, dining room, and spacious living room. Lower level includes a private primary bedroom and additional finished space suitable for extended living. Property includes a 3-car

  Joseph Rubeo Keller Williams Hudson Valley

  21 Philcox Rd, Middletown, NY 10940

Showing Results 1 - 40, Page 1 of 3

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

Frequently Asked Questions

What is the average home price in Middletown, NY?

Homes for sale in Middletown, NY have an average home price of $442,967.

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

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

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

The most popular zip codes in Middletown, NY include 10940, 10958, 10941, 12737 and 12771.

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

The median home price in Middletown is $399,900. If you put a 20% down payment of $80,000 and had a 30-year fixed mortgage with an interest rate of 6.22%, your estimated principal and interest payment would be $1,960 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $84K a year to afford the median home price in Middletown. Learn how much home you can afford with our Home Affordability Calculator.

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.

Home Trends in Middletown, NY

On average, homes in Middletown, NY sell after 59 days on the market compared to the national average of 55 days. The median sale price for homes in Middletown, NY over the last 12 months is $400,000, up 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$400,000

Median Single Family Sale Price

$419,000

Median Townhouse Sale Price

$424,750

Median 2 Bedroom Sale Price

$271,000

Median 1 Bedroom Sale Price

$177,500

Average Price Per Sq Ft

$246

Number of Homes for Sale

82

Last 12 months Home Sales

498

Months of Supply

2.00

Median List Price

$399,900

Median Change From 1st List Price

0%

Median Home Sale Price YoY Change

4%