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Middletown, NY Homes for Sale

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  • /26

    $410,000

    • 4 Beds
    • 2 Baths
    • 1,668 Sq Ft

    31 Beattie Ave, Middletown, NY 10940

    Great 2 family home in the city of Middletown. Each apartment features 2 bedrooms, 1 bathroom. This property is located in a zoning that requires one of the apartments is occupied by the owner. House is well maintained and cared for. Large lot offers plenty of yard and parking. Walk-up attic offers plenty of storage. Each tenant has their own washer and dryer hook-up. Detached 2 car garage ideal

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (845) 286-4605

    31 Beattie Ave, Middletown, NY 10940
  • /24

    $399,900

    • 3 Beds
    • 2.5 Baths
    • 1,593 Sq Ft

    568 County Route 49 Unit 2C, Middletown, NY 10940

    FOR INVESTORS ONLY.... New townhouse on right side (Unit 2C) available in the Minisink Valley School District. This home welcomes you to an open foyer that leads to an updated kitchen with Quartz/Quartzite countertops and ample white cabinets. Lots of sunshine enters this home. The dining and living room area is spacious with beautiful floors. Huge closet that can be used as a pantry. A deck to

    Agent Photo

    Hazel Cello

    Keller Williams Hudson Valley

    (845) 328-4272

    568 County Route 49 Unit 2C, Middletown, NY 10940
  • /2

    $399,900

    • 5 Beds
    • 2 Baths
    • 2,440 Sq Ft

    44 Houston Ave, Middletown, NY 10940

    Excellent opportunity to own a 2 family house whether you are an investor or want to live in one of the units and rent the second one. Spacious apartments. First floor apartment has 3 bedrooms and 1 bathroom, second floor apartment has 2 bedrooms and 1 bath. Conveniently located, walking distance to Touro College where students are always looking for close by rentals. Minutes to I86 and I84,

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (845) 497-6793

    44 Houston Ave, Middletown, NY 10940
  • /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.

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (845) 299-0839

    13 Smith St, Middletown, NY 10940
  • /50

    $899,000

    • 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
  • /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
  • /31

    $589,900

    • 4 Beds
    • 2.5 Baths
    • 2,628 Sq Ft

    658 Ingrassia Rd, Middletown, NY 10940

    Welcome to this beautifully maintained Cape Cod-style home offering 2,628 square feet of versatile living space set on a private and picturesque 2.3-acre lot. This charming residence blends classic design with modern comfort, featuring generous room sizes, abundant natural light, and timeless appeal. The main level boasts a thoughtfully designed floor plan, ideal for both daily living and

    Rebecca Matta-Candela Keller Williams Realty

    658 Ingrassia Rd, Middletown, NY 10940
  • /50

    $589,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,340 Sq Ft

    322 Union School Rd, Middletown, NY 10941

    Set behind a beautiful wall of stone and down a winding driveway, this spacious cedar sided ranch, on 2 level acres of a picture book lawn flanked by specimen trees and mature landscaping. Gleaming hardwood flooring throughout, neutral colors, abundant sunlight and well apportioned rooms. 3 possible 4 bedrooms 3 baths and ample closet space. Huge eat in kitchen with stainless appliances. A

    Richard Wawrynek Howard Hanna Rand Realty

    322 Union School Rd, Middletown, NY 10941
  • /23

    $490,000

    • 3 Beds
    • 2 Baths
    • 1,574 Sq Ft

    153 Ridgewood Ave Unit 155, Middletown, NY 10940

    WOW! Is what you will say as soon as you step into this almost like a new home, with an impressive open layout and all the amenities you are looking for. This thoughtfully designed, like new built ranch offers over 1,500 sq ft of stylish, low-maintenance living—all with modern upgrades, so you can relax without worrying about repairs or updates for years to come. Conveniently located near

    Emelisa Mendoza RE/MAX Town & Country

    153 Ridgewood Ave Unit 155, Middletown, NY 10940
  • /50

    $595,000

    • 5 Beds
    • 4 Baths
    • 3,890 Sq Ft

    1 Wawayanda Place, Middletown, NY 10940

    Discover this charming, recently renovated 5-bed, 3-bath home in Orange County, NY, boasting over 3,000 sq. ft. It offers resort-like amenities, perfect for short-term rentals. Explore nearby attractions like West Point, Storm King Art Center, Legoland New York, and Woodbury Common Premium Outlets. Showings by appointment only, Tuesdays to Thursdays, with pre-approval/proof of funds.

    Jamie Sittner Oxford Property Group USA

    1 Wawayanda Place, Middletown, NY 10940
  • /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
  • /26

    $265,000

    • 2 Beds
    • 2 Baths
    • 1,146 Sq Ft

    162 Deer Ct Dr, Middletown, NY 10940

    Beautiful Condo in a Prime Location!Experience the perfect blend of comfort and convenience in this ideally located condo, perfect for commuters and those who love being close to the action. Just minutes from major highways, this home offers easy access to shopping centers, restaurants, and daily essentials.For city bound travelers, transportation is a breeze with nearby access to the Short Line

    Beverly Huaman Howard Hanna Rand Realty

    162 Deer Ct Dr, Middletown, NY 10940
  • /42

    $465,000

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

    450 Mt Orange Rd, Middletown, NY 10940

    Welcome to this move in ready, spacious and versatile 4-bedroom, 3-bathroom bi-level home located in Minisink Valley School District. Thoughtfully designed and meticulously maintained, this home offers comfort, flexibility, and the potential for multigenerational living.Upstairs features 3 bedrooms and 2 full bathrooms, including a private en-suite in the primary bedroom. Gleaming

    Katrina Roloson Keller Williams Realty

    450 Mt Orange Rd, Middletown, NY 10940
  • /31

    $450,000

    • 4 Beds
    • 2 Baths
    • 2,531 Sq Ft

    484 Route 211 W, Middletown, NY 10940

    Welcome to 484 Route 211 – an amazing opportunity in the heart of Middletown for anyone ready to take on a rewarding project with big potential! This spacious home features 4 generously sized bedrooms and 2 full bathrooms, offering plenty of room for a large or growing family. The eat-in kitchen is perfect for family meals, and there’s even a first-floor bedroom for added convenience.One of the

    Virginia Corbett eXp Realty

    484 Route 211 W, 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
  • /22

    $235,000

    • 2 Beds
    • 1 Bath
    • 974 Sq Ft

    38 Brittany Dr, Middletown, NY 10940

    Welcome to 38 Brittany Drive, located in a desirable ground-level condo nestled in a quiet, well-maintained community! This two-bedroom, one-bath unit features a functional galley kitchen with generous cabinetry, a spacious living area, and an in-unit washer/dryer for added convenience. Additionally, a 6x8 storage unit is located in the lower level (common area) of the basement. The monthly HOA

    Nicholas Cuomo Keller Williams Realty

    38 Brittany Dr, Middletown, NY 10940
  • /41

    $499,000

    • 7 Beds
    • 4 Baths
    • 2,652 Sq Ft

    8 Chestnut St, Middletown, NY 10940

    Stunning Fully Renovated 7-Bedroom Home in Downtown MiddletownStep into luxury with this beautifully renovated single-family home, perfectly situated on a quiet street in the heart of Downtown Middletown. Offering 7 spacious bedrooms and 4 modern baths, this home is designed for comfort and style.Key Features:Complete Renovation: Brand-new electrical, heating, plumbing, insulation, and windows

    Gitty Steinmetz Rodeo Realty Inc

    8 Chestnut St, Middletown, NY 10940
  • /23

    $479,000

    • 3 Beds
    • 2 Baths
    • 1,338 Sq Ft

    11 Dogwood Dr, Middletown, NY 10940

    Well maintained 3 bedroom, 2 bath Bilevel in an established residential neighborhood. This attractive home features Stainless Steel appliances, a Master Bedroom suite and a 1 car garage. Sq. Footage does not include an additional 774 sq. Ft. unfinished lower level, which could be a Family Room, Bedroom, .5 bath, or use your imagination. All window treatments will stay. Conveniently located

    Gloria Allan John J Lease REALTORS Inc

    11 Dogwood Dr, 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
  • /36

    $469,999

    • 3 Beds
    • 2 Baths
    • 1,268 Sq Ft

    338 Route 211 W, Middletown, NY 10940

    Welcome to your dream home! This meticulously renovated ranch-style residence in the heart of Middletown, NY, combines timeless charm with modern elegance. Carefully reimagined from top to bottom, this home features a bright, open-concept layout designed for both comfort and entertaining. At the heart of the home is a stunning, fully updated kitchen, showcasing rich dark cabinetry, sleek quartz

    Jeffrie Peña Locqube New York, Inc.

    338 Route 211 W, Middletown, NY 10940
  • /34

    $499,000

    • 4 Beds
    • 1.5 Baths
    • 2,722 Sq Ft

    391 Scotchtown Collabar Rd, Middletown, NY 10941

    Discover the Charm and Character of this circa 1800 four bedroom farmhouse colonial on 2.6 acres with a bedroom and bathroom on the main floor!! Do you dream of simpler times? Growing your own fruit herbs vegetables, and eggs? Starry nights in the back yard? It's all here and with many updates including a new roof. There is over 2700 square feet of living space, high ceilings (unheard of in

    John Biasi Howard Hanna Rand Realty

    391 Scotchtown Collabar Rd, Middletown, NY 10941
  • /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 ideal

    Soleil Jackman Howard Hanna Rand Realty

    4 Thistle Ln, Middletown, NY 10940
  • /7

    $234,900

    • 2 Beds
    • 2 Baths
    • 880 Sq Ft

    143 Ruth Ct, Middletown, NY 10940

    A great Investment opportunity - - Low Taxes & Low Condo Fees. Currently leased. Tenant on a month to month lease @ $1,760 a month. Very quiet and well maintained condo complex. This first floor 2 bedroom, 2 bathroom condo offers a first floor King Sized master suite with walk in closet & full bathroom, a spacious living area with plenty of bright, natural light & a patio. The kitchen has

    Allan Leeds ON SITE Sales & Marketing, LLC

    143 Ruth Ct, 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
  • /4

    $249,900

    • 3 Beds
    • 1.5 Baths
    • 1,560 Sq Ft

    6 Randall Terrace, Middletown, NY 10940

    Welcome to one of Middletown’s most sought-after neighborhoods — Randall Terrace. With its solid structure and brand new plumbing and heating system, this home is ready for someone with vision to make it truly shine. A commuter’s dream — just minutes from major highways. Walking distance to SUNY Orange, restaurants, and shopping. Located in a quiet, well-established neighborhood. Exterior photos

    Rachel Hunt Realty Promotions Inc

    6 Randall Terrace, Middletown, NY 10940
  • /21

    $379,000 Open Sun 12PM - 2PM

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

    56 New York Ave, Middletown, NY 10940

    Airy and light-filled, this charming home blends comfort and space in all the right ways. The open-concept living and dining area is bathed in natural light, with soaring cathedral ceilings that create a generous sense of scale. The updated kitchen offers abundant cabinetry, modern appliances, and an oversized pantry—perfect for all your storage needs.The primary bedroom features hardwood

    Sole Salvo eXp Realty

    56 New York Ave, Middletown, NY 10940
  • /35

    $489,000 Open House 7/06

    • 3 Beds
    • 2.5 Baths
    • 1,790 Sq Ft

    15 Cobblestone Ln, Middletown, NY 10940

    "Welcome to your dream home in the heart of Middletown, NY! This inviting 3-bedroom, 2.5-bath home is perfect for families, offering spacious living areas and a thoughtfully designed layout for everyday comfort. Located in a vibrant, family-friendly community, you’ll enjoy access to a clubhouse, tennis, basketball courts and a sparkling pool, ideal for making lasting memories with loved ones. For

    Katherine Burgos-Llewellyn Call it Closed Intl. Realty

    15 Cobblestone Ln, Middletown, NY 10940
  • /45

    $369,000

    • 3 Beds
    • 1.5 Baths
    • 1,564 Sq Ft

    38 Wilson St, Middletown, NY 10940

    Welcome to 38 Wilson where charm, space, and potential come together.This 3-bedroom, 1.5-bath split-level home offers a fresh start with newly painted interiors and a layout full of possibility. Step inside to soaring cathedral ceilings and a bright open-concept kitchen, perfect for both everyday living and entertaining. Upstairs features three generously sized bedrooms and a full bathroom.

    Pete Koutros Keller Williams Hudson Valley

    38 Wilson St, Middletown, NY 10940
  • /28

    $399,900 Open Sun 12PM - 2PM

    • 3 Beds
    • 1 Bath
    • 1,908 Sq Ft

    151 School House Rd, Middletown, NY 10940

    Peaceful 5-Acre Retreat in Minisink Valley School District – 151 Schoolhouse Rd, Middletown, NY -Welcome to 151 Schoolhouse Rd – a private 5-acre sanctuary nestled on a quiet country road in the sought-after Minisink Valley School District. This spacious bilevel home offers over 1,900 sq ft of comfortable living space, combining modern updates with serene, natural surroundings.Upstairs,

    Alyse Toffel Keller Williams Hudson Valley

    151 School House Rd, Middletown, NY 10940
  • /12

    $210,000

    • 2 Beds
    • 2 Baths
    • 880 Sq Ft

    181 Ruth Ct, Middletown, NY 10940

    Welcome to Eastview Condominium, offering a two-bed, two full bath ground-level condo! Conveniently located near the front door, with ample visitor parking. Ideally situated near Highways 84/17 and NJ Transit, enjoy easy access to Garnett Medical Center, Orange County Community College, as well as the growing list of amenities in and around Middletown, NY, all just 75 minutes from NYC. Call today

    Nicholas Cuomo Keller Williams Realty

    181 Ruth Ct, Middletown, NY 10940
  • /25

    $169,000

    • 1 Bed
    • 1 Bath
    • 735 Sq Ft

    324 Concord Ln, Middletown, NY 10940

    Welcome to this beautiful condo in the Buttonwood Hills complex! This bright and spacious unit features a combined living and dining area with sliding doors that lead to a private deck—perfect for relaxing or enjoying your morning coffee. The kitchen is equipped with stainless steel appliances. There is one generously sized bedroom and one full bathroom, tastefully upgraded with modern finishes,

    Wenpeng Guan Keller Williams Hudson Valley

    324 Concord Ln, Middletown, NY 10940
  • /17

    $175,000

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft

    42 Inwood Rd, Middletown, NY 10941

    This well-maintained ground-floor condo offers a blend of comfort & style with updates completed in 2017. Featuring modern flooring, updated doors & a renovated bathroom. The kitchen boasts granite counters, a tiled backsplash and stainless steel appliances-all installed during the renovation. The spacious bedroom includes a large walk-in closet, and the open living/dining area offers flexible

    Gloria Rivera Keller Williams Hudson Valley

    42 Inwood Rd, Middletown, NY 10941
  • /35

    $650,000

    • 9 Beds
    • 3 Baths

    11 East Ave, Middletown, NY 10940

    Attention Investors & Savvy Buyers! Don’t miss this incredible opportunity to own a fully renovated three-family home in the heart of Middletown. Perfectly located within walking distance to public transportation, schools, parks, and shopping, this property offers convenience and strong rental potential. Each of the three spacious units features 3 bedrooms and 1 full bathroom, all newly renovated

    Susan Giordano John J Lease REALTORS Inc

    11 East Ave, Middletown, NY 10940
  • /34

    $429,999

    • 2,946 Sq Ft

    221 E Main St, Middletown, NY 10940

    Welcome to 221 E Main St—a standout investment opportunity offering flexibility, location, and long-term potential in one of Orange County’s most active and rapidly growing markets. This mixed-use property features two residential units and a commercial space on the ground floor, making it an ideal choice for investors, owner-occupants, or entrepreneurs looking to establish a business while

    Savannah Miceli Century 21 Alliance Rlty Group

    221 E Main St, Middletown, NY 10940
  • /40

    $205,000

    • 2,269 Sq Ft

    97 E Main St, Middletown, NY 10940

    Don’t miss your chance to own a versatile property in one of Orange County’s fastest-growing areas. Located in the heart of Middletown, this mixed-use building offers a unique opportunity for both residential living and commercial investment in a high-demand market. Just 70 miles from New York City, Middletown offers the perfect blend of suburban comfort and urban accessibility, with direct

    Savannah Miceli Century 21 Alliance Rlty Group

    97 E Main St, Middletown, NY 10940
  • /50

    $2,999,999 Open Sun 12PM - 2PM

    • 5 Beds
    • 4.5 Baths
    • 6,460 Sq Ft

    285 Hill Rd, Middletown, NY 10940

    Great potential to embrace an equestrian lifestyle with immediate income producing potential. This Training Center features 29 acres of sprawling green grounds and incredible views. As you pass through the gated entrance, you will experience a world of equestrian wonder. The main barn boasts 13 stalls and an attached 75'x133' indoor arena with sprinkler system, over $500,000 cost. Two large

    Warren Shelley Reliable Realty Group

    285 Hill Rd, Middletown, NY 10940
  • /21

    $425,000

    • 3 Beds
    • 1.5 Baths
    • 1,620 Sq Ft

    76 Maureen Dr, Middletown, NY 10940

    Welcome to Robins Meadows, one of the area's most sought-after neighborhoods, where this charming raised ranch sits proudly on a spacious corner lot. Featuring 3 bedrooms and 1.5 baths, this home offers the perfect blend of comfort, functionality, and location. The main level features an open living and dining area, while the lower level offers additional flexible space complete with a cozy

    Nina Piacente Julia B Fee Sothebys Int. Rlty

    76 Maureen Dr, Middletown, NY 10940
  • /42

    $340,000

    • 3 Beds
    • 1.5 Baths
    • 1,540 Sq Ft

    45 Birch Dr, Middletown, NY 10940

    Welcome to 45 Birch Drive, a beautifully renovated and move-in-ready 3-bedroom, 1.5-bath townhouse offering modern updates, spacious living, and everyday comfort.Step inside to a bright and inviting layout updated lighting, and a flowing main level perfect for both relaxing and entertaining. The kitchen has been refreshed with modern appliances and custom cabinetry, offering style and

    Christopher Baum RE/MAX Benchmark Realty Group

    45 Birch Dr, Middletown, NY 10940
  • /45

    $449,000

    • 4 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    7 Ross Ln, Middletown, NY 10941

    THIS IS THE ONE!! Wonderful family home in the heart of Scotchtown. FIRST time on the market in over half a century!! Well maintained, must see to believe! Located on over 1/3 of an acre, this home is one of a kind! Hardwood floors throughout the home have been recently treated. The eat in kitchen provides convenience AND easy access to the HUGE, two-tiered back deck. The home offers a Formal

    David Furlin BHHS Hudson Valley Properties

    7 Ross Ln, Middletown, NY 10941

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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, offering suburban charm with a population of around 30,000. The city features a mix of historic homes, including Colonial Revival, Cape Cods, and split-level styles, alongside newer traditional and contemporary homes. Downtown Middletown, transformed by a $10 million Downtown Revitalization Initiative grant, is a bustling area with a variety of shopping, dining, and entertainment options. Popular local eateries include Oak & Reed and Piccolo Cucina e Vino, and the area is known for its microbreweries, cafes, and specialty shops. The Galleria at Crystal Run mall offers additional entertainment with a bowling alley, movie theater, and adventure park. Middletown boasts 14 parks and green spaces, including the Middletown Reservoir Trails and Highland Lakes State Park, providing ample things to do for outdoor recreation. The historic Paramount Theatre and Quinnz Pinz bowling lanes are key entertainment venues. Community events are frequent, with a weekly farmers market, a Summer Concert Series, and the long-standing Orange County Fair. Middletown High School offers specialized academy programs in STEM and other fields. The city is well-connected via U.S. Route 211, Interstate 84, and Transit Orange bus routes to Manhattan. Crime rates in Middletown are comparable to state and national averages.

Frequently Asked Questions

What is the average home price in Middletown, NY?
Homes for sale in Middletown, NY have an average home price of $427,838.
How many homes have sold over the last 12 months in Middletown, NY?
445 homes have sold in Middletown, NY over the last 12 months.
Is Middletown, NY a safe city?
In general, the safest neighborhoods in Middletown, NY with lower crime scores are Crawford and Wallkill.
What are the most popular zip codes in Middletown, NY?
The most popular zip codes in Middletown, NY include 10940, 10950, 07461, 12701 and 10990.
What are the most popular neighborhoods in Middletown, NY?
The most popular neighborhoods in Middletown, NY with the most homes for sale are Crawford and Wallkill.
How much do you need to make to afford a house in Middletown?
The median home price in Middletown is $389,900. If you put a 20% down payment of $78,000 and had a 30-year fixed mortgage with an interest rate of 6.77%, your estimated principal and interest payment would be $2,030 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $87K a year to afford the median home price in Middletown.
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, Minisink Valley Elementary School and Harmony Christian School. The neighborhoods in Middletown with the highest rated schools are Crawford and Wallkill. Browse all the schools in Middletown, NY to learn more.

Home Trends in Middletown, NY

Housing Trends

Median Sale Price
$391,000
Median Single Family Sale Price
$413,250
Median Townhouse Sale Price
$395,000
Median 2 Bedroom Sale Price
$255,750
Median 1 Bedroom Sale Price
$172,450
Average Price Per Sq Ft
$240
Number of Homes for Sale
115
Last 12 months Home Sales
445
Months of Supply
3.10
Median List Price
$389,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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