Middletown, NY Homes for Sale under $500,000

Spacious and charming 3-bedroom, 2.5-bath home featuring a welcoming wraparound porch and an abundance of living space throughout. The main level offers an entry foyer, living room, formal dining room, kitchen, family room, den, powder room, and laundry room. Upstairs features a primary bedroom with private bath, two additional bedrooms, and a full hall bathroom. The walk-up third level offers

Wenpeng Guan Keller Williams Hudson Valley

Welcome to this beautifully updated Raised Ranch, built in 2004, and set in a picturesque and serene 1.2 private acres. This spacious home offers 3 generously sized bedrooms and 3 baths (2 full and 1 half). Perfect for comfortable everyday living and entertaining alike. Home offers New Furnace/Water heater, Quartz countertops, All new Stainless-steel appliance, freshly painted and new flooring

Rosa Santiago Weichert Realtors

The perfect blend of comfort, convenience, and low-maintenance living, this townhome features a bright and spacious layout ideal for today’s lifestyle.The main level offers an inviting living area with gas fireplace, kitchen, with ample cabinet space, a 1/2 bath, and a seamless flow perfect for everyday living or entertaining guests. Upstairs, you’ll find three generously sized bedrooms,

Michael Knecht Howard Hanna Rand Realty

Nestled in the Rolling Meadows residential community in the Middletown School District, this 3-bedroom, 2.5-bathroom raised ranch bilevel home seamlessly blends absolute convenience with comfortable community living. The location is truly key, positioned just off East Main Street for incredibly quick access to major highways like Interstate 84 and Route 17, placing you less than 10 minutes from

Ray Reyes Keller Williams Realty

Welcome to 153 Ridgewood, a stunning 2022 built ranch style home that delivers the kind of single level living buyers dream about. From the moment you step inside, the vaulted ceilings, open concept layout, modern finishes, and natural flow of the home create an immediate “this is the one” feeling. With over 1,500 square feet of beautifully designed space, this home offers the rare combination of

Isaiah Lopez Keller Williams Hudson Valley

Welcome to your dream home in the heart of Middletown, NY! This beautifully maintained 4 bedroom, 2 bathroom home with a bonus room/home office offers the perfect blend of comfort, convenience, and lifestyle. Nestled in a quiet neighborhood, this spacious property is ideal for today’s modern living with flexible space for working from home, entertaining guests, or simply relaxing in style. The

Kristine Many Keller Williams Realty

Welcome to Robins Meadows! This charming 3-bedroom, 1.5-bath home perfectly balances comfort, functionality, and an unbeatable location. The heart of the home features a bright, open living and dining area designed for seamless daily living. Head downstairs to find a versatile lower level—complete with a cozy wood-burning stove—offering endless potential for a home gym, office, or ultimate media

Jayne M. Prechtel Keller Williams Valley Realty

Move in ready Colonial that perfectly balances classic charm with tasteful updates. This home has been meticulously maintained and features a bright, inviting interior. The kitchen serves as the heart of the home, updated with white shaker cabinets, granite countertops, an oversized island, and a full suite of stainless steel appliances. For added convenience, the first floor includes a dedicated

Christian Lugo Howard Hanna Rand Realty

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

Welcome to refined, low maintenance living in one of Middletown’s most sought after gated communities. This beautifully maintained end unit townhouse offers the perfect balance of space, comfort, and convenience, with over 2,000 square feet of living space designed for today’s lifestyle. Step inside to find a bright and inviting layout featuring two spacious bedrooms, each with generous closet

Jason Madison eXp Realty

Beautifully renovated 3-bedroom, 2.5-bathroom, 1-car garage, two-story townhouse located in the highly desirable Deer Run complex. This move-in-ready home features laminate flooring throughout, with tile flooring in the kitchen and bathrooms. The kitchen was tastefully updated in 2020, along with the heating and cooling system, which is electronically controlled and offers a high-efficiency SEER

Gloria Rivera Keller Williams Hudson Valley

Welcome to this fully updated, move-ready condo in the desirable Walkill community. This splendid duplex has been luxuriously upgraded with modern paint tones and the latest finishes. Bright and sunny rooms with updated lighting throughout. The kitchen boasts sleek, brand-new appliances and classic wood cabinetry. The bathrooms have been meticulously maintained. Cathedral ceilings in both

Abraham Lefkowitz Access Realty Team Inc

Welcome to this impeccably maintained center-unit townhouse in the desirable Fairways at Wallkill, a gated community known for its convenience and low-maintenance lifestyle. This two-bedroom, two-full bath and one-half bath home offers a clean, modern interior with nothing to update. The main level features an open layout with gleaming hardwood floors, neutral tones, and abundant natural light

Patricia Sassi RE/MAX Benchmark Realty Group

Welcome to Swan Village Estates conveniently located just minutes from Highways, stores and shopping. If space is what you need, this three-level , corner lot townhome offers that and more inside and out! The main level features a bright living room with plenty of natural window light followed by a dining area and a spacious eat-in kitchen with stainless steel appliances with plenty of cabinet

Sandra Arnez Keller Williams Hudson Valley

Nestled within the highly, sought-after 55+ gated community of Wildflowers at Wallkill, this well-ma ranch-style home offers comfortable, low-maintenance living in one of the area’s most vibrant active adult communities. Featuring two bedrooms, hardwood floors, a formal dining room and an inviting den with a gas fireplace. This home is designed for both everyday comfort and effortless

Patricia Sassi RE/MAX Benchmark Realty Group

Welcome to 3 Arden Court, a well-maintained townhouse-style single-family home located on a quiet cul-de-sac in Middletown. Built in 2008, this home offers 3 bedrooms, 2.5 baths, and over 2,400 square feet of living space across three finished levels, providing flexibility for everyday living, working from home, or entertaining. The main level features an open layout with hardwood floors, a

Justin Jordan Keller Williams Realty

Looking for privacy and land but still close to shopping and restaurants? This is the one you have been waiting for! Remodeled ranch on 10+ acres with 2 bedrooms, bath, LR, DR, kitchen and an office/den on the main floor. Beautiful remodeled kitchen with stainless steel appliances, cherry cabinets and granite counters. Remodeled bath with ceramic tile. Fully finished basement with a family room,

Darlene Provino Century 21 E & M Williams Rlty

Beautiful Townhome in Prime Location! Welcome to this beautifully maintained townhome offering the perfect blend of comfort, style, and convenience. Ideally located in the sought-after Pine Bush School District, this home is move-in ready and designed for easy living. Featuring 2 spacious bedrooms and 2.5 full baths, this home boasts a bright and open layout with hardwood floors on the main level

Carla Terranova Keller Williams Realty

Excellent investment opportunity in the heart of Middletown! This well-maintained, fully occupied two-family residence offers immediate cash flow with a total monthly income of $3,500. The first-floor unit features a comfortable 1-bedroom, 1-bathroom layout currently rented for $1,600, while the second-floor unit offers a spacious 2-bedroom, 1-bathroom configuration rented for $1,900.

Joseph Baratta Joseph Baratta Company Realty

Original owner has loved this ‘must see’ raised ranch in the Meadows for over 45 years, but it is time for someone new to start making memories! Enter into a light-filled interior where hardwood floors run throughout the main floor and the open floor plan invites entertaining. Beautifully renovated kitchen boasts center island for dining, rich wood cabinets, granite countertops, stainless steel

Laurel Lustgarten Howard Hanna Rand Realty

Charming and spacious 2-family home offering versatility, character, and investment potential all in one. Featuring high ceilings, bright airy interiors, and generously sized rooms, this property is ideal for multi-generational living or rental income. Conveniently situated near downtown Middletown’s shops, restaurants, parks, and transportation. Whether you’re an investor or looking to offset

Yosseline Genao Keller Williams Hudson Valley

Step into luxury with this meticulously maintained home featuring rich hardwood floors, exquisite crown molding and recessed lighting with dimmable features throughout. The well appointed kitchen is a chef's dream, boasting GE stainless steel appliances, a beautiful tile backsplash, double sink, pantry and great cabinet space. Enjoy a wonderful formal dining area with a large window that floods

Theresa Russo Coldwell Banker Realty

Beautiful Single Family Residence in Scotchtown NY area. Move in ready home with nice updates and finishes. Three spacious bedrooms and two full bathrooms. Hardwood floors throughout the home. Central air conditioning with a finish basement. Property located on two acres, with low taxes. Must see. Close to schools, Stores and all major commuting routes.

Maurice Bailey Neighborhood Assistance Corp

Coming Soon! Beautiful 3 BR, 2.5 baths.

Kelly Roebuck Curasi Realty, Inc.

Welcome to 17 Last Rd, a unique retreat nestled on a sprawling 3.9-acre lot in the heart of Middletown. The upper level features 2 bedrooms and 1 full bathroom, while the lower level offers ground-level access with its own separate entrance, an additional bedroom, and a full bathroom. This versatile 2-bedroom, 2-full-bathroom home is designed to maximize natural light, creating a bright and airy

Bryant Moran YourHomeSold Guaranteed Realty

Now available in the sought-after Magnolia Park Community. This well-maintained 3-bedroom, 2.5-bath townhouse in the heart of Middletown offers three spacious levels, a sun-filled main floor featuring hardwood floors, an open-concept living and dining area, and a modern kitchen with granite countertops and generous cabinet space. The primary suite boasts a walk-in closet and a luxurious bath with

Ryan Degnan Howard Hanna Rand Realty

Welcome home to 24 Rockwell Avenue, a beautifully updated residence that seamlessly blends comfort with modern convenience. Completely renovated in 2023, this move-in ready home features a new roof, life-proof flooring throughout, a stylish kitchen with stainless steel appliances and butcher block countertops, as well as a new washer and dryer. The functional center hall colonial layout offers

Sean Israelski Howard Hanna Rand Realty

Rare Opportunity to Live and Work under the same roof. Save money and time in buying this beautiful Colonial Home in a very sought after area of Middletown. Great for a professional I.E Accountant, Attorney, Real Estate Professional ETC This wonderful home features a spacious Private office with a separate entranceto meet with your clients or guests. The open floor plan features a Living Rm,

John Biasi Howard Hanna Rand Realty