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Middletown, NY Houses for Sale

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  • /25

    $450,000 Open Sat 2PM - 4PM

    • 3 Beds
    • 1 Bath
    • 1,344 Sq Ft

    71 Commonwealth Ave, Middletown, NY 10940

    Welcome to the perfect blend of comfort, character, and location. Nestled in the vibrant heart of Middletown, NY—just 70 miles from NYC—this beautifully updated home offers a peaceful retreat without sacrificing proximity. Whether you’re commuting for work or play, nearby transportation options, including the Metro-North train and major highways, make travel to the city a breeze. And when you're

    Agent Photo

    Brian Caplicki

    Keller Williams Hudson Valley

    (845) 436-3953

    71 Commonwealth Ave, Middletown, NY 10940
  • /42

    $475,000

    • 3 Beds
    • 3 Baths
    • 2,542 Sq Ft

    138 Reinhardt Rd, Middletown, NY 10940

    Nestled on 1.5 park like acres with lots of privacy in the back, built in 1969 and lovingly cared for by the same family for over 56 years is this unique front back split level with four levels in the home. Step through the front door to find a half bath, home office with lots of shelving already in place, and second room used as a craft room, play room,or additional home office conveniently

    Agent Photo

    Lynelle Alessi

    Keller Williams Hudson Valley

    (845) 447-9473

    138 Reinhardt Rd, Middletown, NY 10940
  • /46

    $499,900

    • 5 Beds
    • 1.5 Baths
    • 2,526 Sq Ft

    8 Badami Dr, Middletown, NY 10941

    Welcome to your next chapter in this 2,526 sq ft Raised Ranch, perfectly nestled in a sought-after neighborhood setting in Scotchtown. From the moment you step inside, you’re greeted by an inviting open-concept layout that effortlessly connects the foyer to the sunlit living room, dining area, and kitchen—offering a natural flow that makes everyday living and entertaining feel effortless. The

    Agent Photo

    Christina Rowan

    Howard Hanna Rand Realty

    (845) 377-2973

    8 Badami Dr, Middletown, NY 10941
  • /50

    $889,000

    • 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

    Agent Photo

    Christina Rowan

    Howard Hanna Rand Realty

    (845) 393-3879

    3 Kings Dr, Middletown, NY 10941
  • /2

    $250,000

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft

    13 Smith St, Middletown, NY 10940

    Looking to add a rental property to your porfolio? This 3 bedroom, 1 bathroom home might be the one. Long term tenant looking to stay. Located in the heart of the city of Middletown. Walking distance to local shops, restaurants, supermarket, park and much more. Located on a one way street with low local traffic. Call today for appoiintment.

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    Dulce M Ferrera

    Keller Williams Hudson Valley

    (845) 299-0839

    13 Smith St, Middletown, NY 10940
  • /21

    $640,000

    • 4 Beds
    • 3 Baths
    • 2,552 Sq Ft

    125 Whipple Rd, Middletown, NY 10940

    Discover the perfect blend of serenity and comfort in this stunning 4-bedroom, 3-bathroom raised ranch nestled on a sprawling 1.5-acre lot in the heart of Middletown, NY. As you step inside, the heart of the residence, a spacious and sunlit living area, invites family gatherings and effortless entertaining. Culinary enthusiasts will delight in the modern kitchen, boasting sleek appliances and

    Eboni Navas Julia B Fee Sothebys Int. Rlty

    125 Whipple Rd, Middletown, NY 10940
  • /36

    $625,000

    • 4 Beds
    • 3.5 Baths
    • 2,760 Sq Ft

    214 Phillips St, Middletown, NY 10940

    Welcome to this beautiful newly built 4-bedroom, 3.5-bath home featuring a spacious 2,760 sqft layout across three levels of living space. The gourmet kitchen features an island with a breakfast bar and flows seamlessly into a large dining area. The luxurious primary suite includes a full ensuite bath with dual vanities, a shower, and a separate soaking tub, all highlighted by expansive windows.

    Donna Gray Redfin Real Estate

    214 Phillips St, Middletown, NY 10940
  • /43

    $635,000

    • 4 Beds
    • 3 Baths
    • 3,328 Sq Ft

    58 White Bridge Rd, Middletown, NY 10940

    Welcome to your own Alpine retreat in the heart of the Hudson Valley and in the Minisink school district! Inspired by traditional German design, this warm and inviting home offers a harmonious blend of rustic charm and modern functionality. Nestled on 1.2 acres of beautifully manicured grounds, the property exudes pride of ownership and has been meticulously maintained by its current owners. Step

    Patricia Sassi RE/MAX Benchmark Realty Group

    58 White Bridge Rd, Middletown, NY 10940
  • /30

    $550,000

    • 4 Beds
    • 2.5 Baths
    • 2,633 Sq Ft

    306 S Centerville Rd, Middletown, NY 10940

    Staycation in the Country – An Entertainer’s Dream! Discover the perfect blend of comfort, beauty, and functionality in this spacious 4-bedroom, 2.5-bath colonial nestled on a serene 1.6-acre lot in Minisink School District. With room to spread out, incredible indoor and outdoor spaces, this home is your year-round getaway—without ever leaving your driveway. The heart of the home is a show

    Johan Tola Keller Williams Realty Group

    306 S Centerville Rd, Middletown, NY 10940
  • /42

    $799,900

    • 5 Beds
    • 3 Baths
    • 3,731 Sq Ft

    93 Elise Dr, Middletown, NY 10941

    You will adore this stately 3725sf, 10 room ,5 bedroom, 3 full baths colonial, called the Woodbury model, with a dramatic open floor plan, just recently beautifully refreshed and loaded with custom features & upgrades situated on 1.6 parklike acres in the premier subdivision Stone Ridge Estates. It features a fabulous 2 story great room w floor to ceiling stone fireplace with Harmon pellet stove

    Marion Bruhns Howard Hanna Rand Realty

    93 Elise Dr, Middletown, NY 10941
  • /16

    $649,900

    • 4 Beds
    • 3 Baths
    • 2,444 Sq Ft

    744 Mount Hope Rd, Middletown, NY 10940

    A beautiful colonial home sitting on 10.80 acres with open layout is being built in the town of Wallkill. Offering about 2400 SQFT living space including the finished basement with 4 bedrooms, 3 full bathroom and a one car garage. From the living room to a dining area and it's open to a beautiful kitchen with Quartz countertops, an island and stainless appliances. This gorgeous home will have 1

    Anita S. Cristiano HomeSmart Homes & Estates

    744 Mount Hope Rd, Middletown, NY 10940
  • /35

    $489,000

    • 3 Beds
    • 2 Baths
    • 1,823 Sq Ft

    30 Wilson St, Middletown, NY 10940

    MAGAZINE READY!!!! HGTV CALLED, YOUR DREAM HOME JUST HIT THE MARKET! Absolutely Stunning Newly Renovated Raised Ranch in Middletown! Prepare to be impressed by this incredible, newly renovated raised ranch, ideally situated in a quiet and peaceful Middletown neighborhood. Thoughtfully redesigned with impeccable taste and high end, on-trend finishes, this home offers both style and substance in

    Frank Muccari Cronin & Company Real Estate

    30 Wilson St, Middletown, NY 10940
  • /42

    $779,900

    • 4 Beds
    • 3.5 Baths
    • 2,823 Sq Ft

    264 Lybolt Rd, Middletown, NY 10941

    New construction colonial complete and MOVE IN READY on 2.12 wooded acre lot. The Mabel offers an open floor plan on the first level with oversized living room with hardwood floors & cozy gas fireplace, formal dining room and custom kitchen with breakfast bar, quartz countertops, tiled back splash and sliders leading out to the 10'x12' back deck. The master suite on the second level features tray

    Chris Ogden Realty Promotions Inc

    264 Lybolt Rd, Middletown, NY 10941
  • /32

    $539,000

    • 3 Beds
    • 2.5 Baths
    • 2,994 Sq Ft

    43 Last Rd, Middletown, NY 10941

    Stunning large ranch zoned 215 - 1 Family Res w/Apt, many updates set up for extended family...two kitchens! Come see this beautifully maintained home features master bedroom with bath, walking closet, sunken living room, large open kitchen featuring dining area with sliding door to huge deck overlooking a fenced in level yard and shed. This cedar sided home has been meticulously maintained,

    Mary Jo Coleman Curasi Realty, Inc.

    43 Last Rd, Middletown, NY 10941
  • /47

    $489,900

    • 2 Beds
    • 2 Baths
    • 1,473 Sq Ft

    84 Jasmine Dr, Middletown, NY 10940

    Welcome to 84 Jasmine Dr. in the highly desirable Wildflowers at Wallkill, a premier 55+ gated community offering resort-style living. This stunning 2011-built home features 2 bedrooms, 2 bathrooms, and an abundance of luxurious upgrades throughout. Step inside to a bright and spacious open floor plan with gorgeous Brazilian hardwood floors and elegant crown molding and wainscoting. The custom

    JoAnn Maxwell Howard Hanna Rand Realty

    84 Jasmine Dr, Middletown, NY 10940
  • /32

    $549,000

    • 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

    Marie Altieri Howard Hanna Rand Realty

    1 Parkview Dr, Middletown, NY 10940
  • /37

    $510,000

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

    612 Shoddy Hollow Rd, Middletown, NY 10940

    Located on one of the most scenic and peaceful roads in Orange County, this spacious mother-daughter home offers exceptional privacy on a full acre of land, just minutes from Middletown shopping, dining, and NYC train access. Tucked away on a quiet road, the home provides a rare sense of seclusion while still being close to everyday conveniences. Inside, you’ll find two full kitchens with

    Kewin Garabito eXp Realty

    612 Shoddy Hollow Rd, Middletown, NY 10940
  • /24

    $475,000

    • 4 Beds
    • 2 Baths
    • 2,036 Sq Ft

    51 Pine Ct, Middletown, NY 10941

    Beautiful Split Level home situated in one of the nicest areas of The Town Of Wallkill. This wonderful home offers an Open Airy Floor Plan, Gorgeous Harwood Floors on the First Floor, Brand New Designer Custom Kitchen with Quartz Countertops, Breakfast Bar, Stainless Steel Appliances, and Recessed Lighting. Large Sun Drenched Living Room with a Bay Window , spacious Dining Rm, Primary Bedroom

    John Biasi Howard Hanna Rand Realty

    51 Pine Ct, Middletown, NY 10941
  • /30

    $449,900

    • 3 Beds
    • 2.5 Baths
    • 1,987 Sq Ft

    7 Roosevelt Ave, Middletown, NY 10940

    Welcome to this charming ranch-style home located on a desirable corner lot in the city of Middletown. Spanning just under 2,000 square feet, this inviting residence features spacious rooms throughout. As you enter, you'll be greeted by custom woodwork and elegant wainscoting that add a touch of sophistication throughout this home. The layout is accentuated by tile flooring that flows seamlessly

    Patricia Sassi RE/MAX Benchmark Realty Group

    7 Roosevelt Ave, Middletown, NY 10940
  • /25

    $535,000

    • 1 Bed
    • 1 Bath
    • 1,088 Sq Ft

    727 Route 17m, Middletown, NY 10940

    Single Family home and mix-use property in prime location. Live on the property and have your business or use entirely for commercial purposes. This unique property offers incredible potential for various business or residential opportunities in a highly commercial area. Zoned Light Enterprise, this property provides flexibility for special uses, making it ideal for entrepreneurs,

    AnnaMarie O'Brien Curasi Realty, Inc.

    727 Route 17m, Middletown, NY 10940
  • /41

    $480,000

    • 4 Beds
    • 2.5 Baths
    • 2,848 Sq Ft

    4 Thistle Ln, Middletown, NY 10940

    Spacious & Versatile Raised Ranch in Prime Middletown Location!Not your average bi-level! This move-in-ready, raised-ranch-style home in Middletown, within the Minisink Valley School District, offers the perfect blend of convenience and comfort. Located near Garnet Medical Center, Crystal Run, shopping centers, supermarkets, and with easy access to Metro-North and major highways, it’s an

    Soleil Jackman Howard Hanna Rand Realty

    4 Thistle Ln, Middletown, NY 10940
  • /25

    $550,000

    • 4 Beds
    • 2.5 Baths
    • 2,536 Sq Ft

    208 Grahamtown Rd, Middletown, NY 10940

    PRICE REDUCTION! Welcome to 208 Grahamtown Rd, this charming estate spanning 54+ acres is a nature lover's paradise with abundance in wildlife and mature trees offering immense potential and breathtaking views. The home features beautiful hardwood floors, a wood burning stove, 4 over-sized bedrooms, 2 full bathrooms, 1st floor office/den, multiple outbuildings, and 1 car attached garage. Whether

    Steven Cabrera Resort Realty

    208 Grahamtown Rd, Middletown, NY 10940
  • /2

    $525,000

    • 5 Beds
    • 4 Baths
    • 3,140 Sq Ft

    7 Highland View Place, Middletown, NY 10940

    Welcome home to this beautifully maintained 5-bedroom, 4-bathroom raised ranch, ideally situated near the highly-rated Presidential Park Elementary School in Middletown, NY. Perfect for growing families or multi-generational living, this expansive home offers generous living space, natural light throughout, and thoughtful updates that make it move-in ready.Step inside to discover an open-concept

    Hilary Hemans-Mensah Keller Williams Realty

    7 Highland View Place, Middletown, NY 10940
  • /2

    $499,999 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 2,567 Sq Ft

    7 Avoncroft Ln, Middletown, NY 10940

    Discover the perfect balance of modern design and everyday comfort in this beautifully updated 3-bedroom, 3-bath corner townhouse, ideally located in one of Middletown’s most sought-after neighborhoods. Step inside and be welcomed by a bright, open-concept living space that feels both chic and inviting. The stylishly renovated kitchen is a true standout and it is complete with sleek countertops,

    Kewin Garabito eXp Realty

    7 Avoncroft Ln, Middletown, NY 10940
  • /23

    $489,900

    • 3 Beds
    • 2.5 Baths
    • 1,872 Sq Ft

    39 Brookline Ave, Middletown, NY 10940

    ***Charming 3 bedroom Home***Welcome to your dream home! Nestled in a quiet, family-friendly neighborhood, this beautifully updated 3-bedroom, 2.5-bath residence offers the perfect blend of comfort, style, and convenience.Step inside to discover an open-concept living space filled with natural light, features a spacious dining area ideal for entertaining. The updated kitchen

    Andrea Rose Keller Williams Hudson Valley

    39 Brookline Ave, Middletown, NY 10940
  • /47

    $974,500

    • 4 Beds
    • 2.5 Baths
    • 3,245 Sq Ft

    28 Feiertag Rd, Middletown, NY 10941

    Welcome to this beautifully maintained Colonial nestled on more than 2 acres of serene, landscaped property. This stately home combines classic charm with modern comforts, featuring a grand front porch and exceptional curb appeal.Inside, you’ll find spacious living areas with abundant natural light, perfect for both everyday living and entertaining. The updated kitchen flows effortlessly

    Danielle Reese Christie's Int. Real Estate

    28 Feiertag Rd, Middletown, NY 10941
  • /27

    $429,000

    • 3 Beds
    • 2.5 Baths
    • 2,223 Sq Ft

    104 Monhagen Ave, Middletown, NY 10940

    Step into timeless charm with this beautifully renovated Victorian-style home! This bright and sunny 3-bedroom, 2.5-bath residence has been thoughtfully updated while maintaining its classic character. Gleaming hardwood floors flow throughout, and the inviting wrap-around porch offers the perfect spot for morning coffee or evening relaxation. Inside, you’ll find an open and airy layout with

    Jeffrey Hozias Howard Hanna Rand Realty

    104 Monhagen Ave, Middletown, NY 10940
  • /23

    $424,900

    • 3 Beds
    • 2 Baths
    • 1,266 Sq Ft

    257 Tally Ho Rd, Middletown, NY 10940

    You've found more than just a house this home is a legacy. Lovingly maintained by its original owner and family since the day it was built, this home radiates pride of ownership and timeless care. Every room tells a story of attention to detail, thoughtful updates, and a genuine commitment to preserving its comfort and charm! This 3-bedroom Cape-style home is perfectly situated on a secluded

    Catherine Eichner Eichner Realty Group Inc.

    257 Tally Ho Rd, Middletown, NY 10940
  • /39

    $415,789

    • 5 Beds
    • 2 Baths
    • 1,920 Sq Ft

    15 Rowan St Unit 13, Middletown, NY 10940

    Discover the perfect blend of comfort and charm in this beautifully updated home, nestled on a coveted double corner lot. Surrounded by lush hedges and offering ample parking, this residence welcomes you with curb appeal and room to spare. Inside, you'll find five spacious bedrooms, including a convenient first-floor bedroom, ideal for guests or flexible living needs. The home boasts two full

    Juan Bautista Keller Williams Realty

    15 Rowan St Unit 13, Middletown, NY 10940
  • /5

    $280,000

    • 4 Beds
    • 3 Baths
    • 1,374 Sq Ft

    22 Bonnell St, Middletown, NY 10940

    Welcome to 22 Bonnell St, a charming 4-bedroom, 3-bathroom home situated on a desirable corner lot on a quiet street in the heart of Middletown, NY. This spacious residence is brimming with potential, offering a unique opportunity to customize and create your dream home exactly the way you envision it. While the home could benefit from some updating, its solid foundation and prime location make

    Emmett McDowell Keller Williams Rlty Integrity

    22 Bonnell St, Middletown, NY 10940
  • /49

    $370,000

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

    112 Monhagen Ave, Middletown, NY 10940

    SO MUCH ROOM, SO MUCH CHARM—AND YES, YOUR GUESTS WILL BE IMPRESSED.Step into a home that instantly makes you say, 'Wow!' Bursting with sunlight, original character, and modern comfort, this spacious beauty is designed for both everyday living and unforgettable entertaining. Whether you’re hosting a dinner party, game night, or just need room for everyone to spread out—you’ll find it

    Katheryn DeClerck Howard Hanna Rand Realty

    112 Monhagen Ave, Middletown, NY 10940
  • /19

    $158,000

    • 2 Beds
    • 1 Bath
    • 742 Sq Ft

    35 Lake Claire Dr, Middletown, NY 10940

    This unique cottage is located by a quiet lake. Besides the two bedrooms and kitchen, living room, bathroom. there are so many potentials to discover! An extra tiny room for any convenient use. Extra space on top of the garage with a bathroom. A sewer system included there for you to make it work. It's marked as seasonal residence , but owner says it has everything for winter. A few parking

    Angela Vetanen eRealty Advisors, Inc

    35 Lake Claire Dr, Middletown, NY 10940
  • /22

    $249,900

    • 2 Beds
    • 1 Bath
    • 820 Sq Ft

    58 Wawayanda Ave, Middletown, NY 10940

    A Great Place to Call Home or perfect for those looking to expand your real estate investment portfolio, this charming Middletown home offers the perfect blend of comfort, convenience, and value. Cozy yet spacious, this home has been thoughtfully updated and is truly move-in ready! With 2 bedrooms, a home office which offers much potential for additional space and a full bath you will have all

    Frank Muccari Cronin & Company Real Estate

    58 Wawayanda Ave, Middletown, NY 10940
  • /23

    $320,000

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft

    580 van Burenville Rd, Middletown, NY 10940

    Set on a beautiful *one-acre lot* in the highly sought-after **Pine Bush School District**, this charming 3-bedroom, 1-bath **ranch-style home** offers peace, potential, and a lifestyle that blends the best of both worlds. Whether you're starting out or slowing down, this home delivers move-in ready comfort with room to make it your own.Step inside to find a sun-filled **eat-in kitchen**,

    Valerie Jewis Keller Williams Hudson Valley

    580 van Burenville Rd, Middletown, NY 10940
  • /17

    $315,000

    • 3 Beds
    • 1.5 Baths
    • 1,220 Sq Ft

    38 Sheffield Dr, Middletown, NY 10940

    Welcome to this beautiful 3-bedroom, 1.5-bath townhouse-style single-family home, ideally located on a spacious corner lot in the heart of Middletown, NY. This charming residence has been freshly painted throughout and features brand-new carpeting, offering a bright, clean, and move-in-ready atmosphere from the moment you step inside.The home’s thoughtful layout provides a comfortable and

    Malik Subhani Weichert Realtors

    38 Sheffield Dr, Middletown, NY 10940
  • /29

    $349,750

    • 2 Beds
    • 1 Bath
    • 1,324 Sq Ft

    9 Grandview Ave, Middletown, NY 10940

    Step inside this Middletown ranch home and be pleasantly surprised by the spacious layout, updated features, and inviting vibe that make this home a true gem. With newer windows, kitchen appliances, and central air conditioning, comfort and convenience are already checked off your list. The cute breezeway connecting the garage to the house adds a fun bonus space—think sunny sitting area or

    Patricia Sassi RE/MAX Benchmark Realty Group

    9 Grandview Ave, Middletown, NY 10940
  • /26

    $112,999

    • 1 Bed
    • 1 Bath
    • 585 Sq Ft

    55 Woodcrest Dr, Middletown, NY 10940

    Charming Turn-Key Wood Cottage in Serene Setting - Airbnb CertifiedEscape to peace and tranquility with this beautifully maintained 1-bedroom, 1-bath ranch-style wood cottage, nestled in a serene wooded setting. Featuring vaulted ceilings and a wood-burning stove, this home exudes warmth and rustic charm. An additional converted space serves as a second bedroom, a bonus loft area offers extra

    Zakia Wisdom Z Wisdom Realty Inc.

    55 Woodcrest Dr, Middletown, NY 10940
  • /28

    $330,000

    • 3 Beds
    • 1 Bath
    • 1,263 Sq Ft

    11 1/2 Dolson Ave, Middletown, NY 10940

    Back on the Market — Buyer’s Opportunity!This move-in-ready and renovated 3-bedroom Cape Cod in the heart of Middletown combines classic charm with modern updates. Step into a bright, spacious layout featuring a sun-filled living room, formal dining area, and a beautifully updated kitchen — ideal for both daily living and entertaining.The walk-out basement offers generous storage, a

    Robert Siracuse Absolute Real Estate of NY Inc

    11 1/2 Dolson Ave, Middletown, NY 10940
  • /26

    $399,900

    • 3 Beds
    • 1.5 Baths
    • 1,920 Sq Ft

    3 Kohler Rd, Middletown, NY 10940

    Welcome to 3 Kohler Road Middletown, NY. A beautiful and well-maintained home which offers comfort, space and tranquility. This spacious colonial ranch offers 3 bedroom, and 2 bathrooms with an expansive open concept layout which fit modern lifestyle. A spacious living room with large windows which provide abundant natural light, with a various set of appliances in the kitchen which is ideal

    Joseph Eugene eXp Realty

    3 Kohler Rd, Middletown, NY 10940
  • /34

    $589,000

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

    189 School House Rd, Middletown, NY 10940

    Home sweet home! This custom built three bedroom, two and a half bathroom 2086sqft ranch is located on a beautifully landscaped property 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 great

    Joseph Paoli Howard Hanna Rand Realty

    189 School House Rd, Middletown, NY 10940

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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.

Home Trends in Middletown, NY

Housing Trends

Median Sale Price
$420,000
Median Single Family Sale Price
$512,500
Median Townhouse Sale Price
$435,000
Median 2 Bedroom Sale Price
$309,500
Median 1 Bedroom Sale Price
$180,000
Average Price Per Sq Ft
$228
Number of Homes for Sale
12
Last 12 months Home Sales
133
Months of Supply
1.10
Median List Price
$435,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-14%
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