Homes for Sale near Middletown Twin Towers Middle School

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  /25

  $375,000

  • 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

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (845) 436-3953

  71 Commonwealth Ave, Middletown, NY 10940
• 

  Explore Middletown Twin Towers Middle School

• 

  

  

  /37

  $279,000

  • 2 Beds
  • 2 Baths
  • 1,291 Sq Ft

  193 Deer Ct Dr, Middletown, NY 10940

  Motivated seller. This corner penthouse suite is move-in ready and located in Middletown School District. The kitchen has newer appliances, a new microwave, a pantry and plenty of storage cabinets. With an open concept Livingroom and Dining Room with a wall mounted TV, this suite provides ample room for family gatherings, relaxing and entertainment. The main bedroom boasts a large walk-in

  

  Kathy White

  Exit Realty Connections

  (329) 210-1113

  193 Deer Ct Dr, Middletown, NY 10940
• 

  

  

  /11

  $300,000

  • 4 Beds
  • 2.5 Baths
  • 2,088 Sq Ft

  19 Randall Terrace, Middletown, NY 10940

  Looking for all investors who want to buy now and get the process started in order to work on the exterior before the cold weather begins. All reasonable offers will be considered. Home features an eat in kitchen with breakfast nook, diningroom, and large step down livingroom on first floor with fireplace. Upstairs find a primary bedroom suite with separate bath. Down the hall is three more

  

  Lynelle Alessi

  Keller Williams Hudson Valley

  (329) 216-0798

  19 Randall Terrace, Middletown, NY 10940
• 

  

  

  /22

  $750,000

  • 5 Beds
  • 4.5 Baths
  • 3,642 Sq Ft

  14 Lincoln Terrace, Middletown, NY 10940

  Welcome to 14 Lincoln Terrace, a rare 3,642 sq ft, five-bedroom, 4.5-bath residence that embodies luxury, comfort, and smart living. As you enter through the distinctive entry, you’ll notice brand-new Italian marble floors set against brand new warm hardwoods that flow throughout the home. The formal living and dining spaces are light-filled and ideal for entertaining, while a well-appointed

  Chrissa Diakopoulos Bouklis Group Marketing Corp

  14 Lincoln Terrace, Middletown, NY 10940
• 

  

  

  /21

  $599,000

  • 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
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  /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
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  /24

  $579,000

  • 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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  /26

  $349,900

  • 2 Beds
  • 2.5 Baths
  • 1,241 Sq Ft

  24 Kent Ct, Middletown, NY 10940

  Elegant 2-Bedroom, 3-Bath End Unit in Sought-After Waters Edge CommunityWelcome to this beautifully maintained 2-bedroom, 2.5-bath end-unit condo in the desirable Waters Edge community—where comfort meets convenience in a peaceful, lakefront setting. Designed for easy living, this home offers a bright, open layout filled with natural light and modern charm.The first floor features

  Jonathon Lee Keller Williams Hudson Valley

  24 Kent Ct, Middletown, NY 10940
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  /24

  $378,000

  • 4 Beds
  • 3 Baths
  • 1,505 Sq Ft

  8 Ebury Mews, Middletown, NY 10940

  Spacious 4-Bedroom Retreat in Canterbury Knolls – Town of WallkillExperience the perfect blend of space, comfort, and convenience in this rare 4-bedroom, 3-bathroom detached home—one of the largest in the highly desirable Canterbury Knolls community. Nestled at the end of a quiet cul-de-sac and bordering peaceful woodlands, this residence offers exceptional privacy in a serene

  Jonathon Lee Keller Williams Hudson Valley

  8 Ebury Mews, Middletown, NY 10940
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  /44

  $460,000

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

  23 Avoncroft Ln, Middletown, NY 10940

  Welcome to 23 Avoncroft Ln., a stunning 3-bedroom end-unit townhome in the highly sought-after Woodside Knolls community! This beautifully maintained home shines with modern upgrades, including a brand-new stove, microwave, stainless steel appliances, and central AC, ensuring comfort and efficiency. Cozy up by the gas fireplace or enjoy the versatile, fully finished basement with a walkout and a

  Carol Cruz Keller Williams Hudson Valley

  23 Avoncroft Ln, Middletown, NY 10940
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  /37

  $439,000

  • 3 Beds
  • 1.5 Baths
  • 1,104 Sq Ft

  160 Gillen Rd, Middletown, NY 10940

  Welcome home to this beautifully updated 3-bedroom, 2-bath ranch, perfectly situated on over 1 acre of land and offering the ideal blend of space, comfort, and modern upgrades. Featuring an oversized 2-car garage, a bright and inviting floor plan, and a walk-out basement, this property combines classic charm with a serene, retreat-like setting. Step inside to a spacious, sun-filled eat-in

  Marie Savage Curasi Realty, Inc.

  160 Gillen Rd, Middletown, NY 10940
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  /31

  $549,000 Open Sat 12PM - 3PM

  • 3 Beds
  • 3 Baths
  • 1,645 Sq Ft

  5 Magar St, Middletown, NY 10940

  Welcome Home! This beautifully maintained Split -Level residence offers the perfect blend of modern updates. 3 Bedrooms, 3 Full baths, 2 Car garage. Step inside to find beautiful hardwood floors throughout, an inviting family room with an electric fireplace, and Sliding doors (built-in blinds included) to step out into your backyard oasis. A bright dining area with sliding doors (built-in blinds

  Maritza Sanchez HomeSmart Homes & Estates

  5 Magar St, Middletown, NY 10940
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  /35

  $350,000

  • 2 Beds
  • 1.5 Baths
  • 1,584 Sq Ft

  1 Lake Ridge Dr, Middletown, NY 10940

  Nestled in the sought-after Lake Ridge at Water’s Edge community in Middletown, NY, this beautifully maintained end-unit townhouse offers a perfect blend of comfort, style, and convenience. Featuring 2 bedrooms and 1.5 baths, the home boasts modern touches throughout, including luxury vinyl flooring, recessed LED lighting, and a cozy gas fireplace. The kitchen is equipped with stainless steel

  Colin Seitz RE/MAX Benchmark Realty Group

  1 Lake Ridge Dr, Middletown, NY 10940
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  /49

  $599,999

  • 5 Beds
  • 3.5 Baths
  • 2,504 Sq Ft

  166 Brown Rd, Middletown, NY 10941

  Charming 5-Bedroom, 3.5-Bathroom Home with In-ground Pool, Modern Updates & Historic AppealStep into this modernized historic home, where timeless charm meets contemporary luxury. This 5-bedroom, 3.5-bathroom beauty features two primary suites, including a first-floor primary with an ensuite bathroom, offering flexibility and privacy. The updated kitchen includes quartz countertops,

  Harmoni VanEtten eXp Realty

  166 Brown Rd, Middletown, NY 10941
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  /36

  $494,900

  • 3 Beds
  • 2.5 Baths
  • 1,858 Sq Ft

  38 Cobblestone Ln, Middletown, NY 10940

  Must see !!! 3 bedroom 2.5 bathroom townhome with crown molding throughout 3 levels of living space Hardwood floors (Acacia)in most rooms with the exception of 1 bedroom and basement which is carpeted.Home features living room with gas fireplace custom mantle and granite surround ,sliding doors to patio and private backyard.2 story open foyer with chandelier. Study / office with French doors for

  Sandra Johnson Keller Williams Realty

  38 Cobblestone Ln, Middletown, NY 10940
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  /27

  $414,999

  • 3 Beds
  • 2.5 Baths
  • 1,795 Sq Ft

  11 Dolson Ave, Middletown, NY 10940

  Beautifully Updated Home in the Heart of Middletown!Step into this stunning 3-bedroom, 3-bath home offering 1,795 sq ft of stylish living space. The heart of the home is the modern, fully renovated kitchen featuring sleek white cabinetry, quartz countertops, a large center island with seating, stainless steel appliances, and an eye-catching tile backsplash—perfect for cooking,

  Gleny Bencosme Coldwell Banker Realty

  11 Dolson Ave, Middletown, NY 10940
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  /34

  $339,900

  • 3 Beds
  • 2.5 Baths
  • 1,919 Sq Ft

  110 Deer Ct Dr, Middletown, NY 10940

  BACK ON THE MARKET! Welcome to 110 Deer Court Drive, a bright and well maintained 3-bedroom, 2.5-bath unit in the highly sought-after Deer Run community in Middletown, NY. This inviting home features a spacious open floor plan filled with natural light, perfect for both everyday living and entertaining. The living room offers a cozy wood-burning fireplace while the separate dining area flows

  Patricia Sassi RE/MAX Benchmark Realty Group

  110 Deer Ct Dr, Middletown, NY 10940
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  /16

  $429,999

  • 6 Beds
  • 2 Baths
  • 1,878 Sq Ft

  19 Wawayanda Ave, Middletown, NY 10940

  Price reduced....... A Must see... Fully available opportunity knocks to own this colonial home, located in the heart of the Hudson Valley. Entering this home with a long foyer that leads into a living room, spacious dining room with plenty of natural light, eat in kitchen, Kitchen is updated with lots of cabinet space front deck, back porch, new flooring for the entire house. New roof,

  Samar Tarazi Keller Williams Realty

  19 Wawayanda Ave, Middletown, NY 10940
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  /8

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,484 Sq Ft

  2 Rivervale Rd, Middletown, NY 10940

  Charming Corner Townhouse in Middletown – No HOA Fees!Welcome to 2 Riverdale Road, a delightful 3-bedroom, 1.5-bathroom townhouse nestled in the heart of Middletown, NY. This spacious 1,484 sq ft home offers a perfect blend of comfort and convenience, making it an ideal choice for families and first-time homebuyers.Key Features:Spacious Living: Enjoy the warmth of hardwood floors throughout and

  Kilimanjaro Toussaint YourHomeSold Guaranteed Realty

  2 Rivervale Rd, Middletown, NY 10940
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  /30

  $450,000 Pre-Foreclosure

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

  30 Avoncroft Ln, Middletown, NY 10940

  Move-In Ready at 30 Avoncroft Lane, Middletown, NYTired of cramped city living? This spacious home offers the comfort and freedom you’ve been looking for—just about 70 miles from NYC, with easy access to major highways and minutes from public transportation for a smooth commute. You’ll also love being close to shopping, restaurants, schools, and even the hospital—everything you need is

  Cindy-Lee Dorcely Keller Williams Hudson Valley

  30 Avoncroft Ln, Middletown, NY 10940
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  /6

  $425,000 Coming Soon

  • 4 Beds
  • 3 Baths
  • 1,728 Sq Ft

  42 Genung St, Middletown, NY 10940

  BEAUTIFUL turn-key home located in MIDDLETOWN! Do NOT let the ouside fool you as this home is bigger than expected... Step inside this Ranch that is in mint condition with the upgrades it offers. Open floor layout from Living room to kitchen. New vinyl floors and recessed lighting throughout. Modern eat-in kitchen with new white cabinets, granite countertops, backsplash & gorgeous fresh out the

  Sandra Arnez Keller Williams Hudson Valley

  42 Genung St, Middletown, NY 10940
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  /48

  $399,999

  • 3 Beds
  • 3 Baths
  • 2,236 Sq Ft

  19-21 Wilson St, Middletown, NY 10940

  Check out this spacious 3 bedroom, 3 full bathroom Ranch-style home nestled in the heart of the City of Middletown within the Middletown School District. Designed with comfort and functionality in mind, this home offers plenty of room for everyday living, entertaining, and multi-generational needs. Step inside to a warm and inviting layout featuring a large eat-in kitchen with abundant oak

  JOHN SCARANO Keller Williams Realty

  19-21 Wilson St, Middletown, NY 10940
• 

  /2

  $60,000

  • Land
  • 0.11 Acre
  • $522,648 per Acre

  14 W Conkling Ave, Middletown, NY 10940

  Welcome to 14 W Conklin Ave! This rare opportunity allows you to build your dream home on a vacant lot in the heart of Middletown. Nestled on a quiet street, the lot offers a serene atmosphere while being within walking distance to Orange County Community College. The surrounding area boasts numerous parks and playgrounds, providing a great outdoor experience. The property is conveniently located

  Travis Thompson Keller Williams Hudson Valley

  14 W Conkling Ave, Middletown, NY 10940
• 

  

  /27

  $299,900

  • 2 Beds
  • 2 Baths
  • 1,291 Sq Ft

  78 Deer Ct Dr, Middletown, NY 10940

  This bright and spacious third-floor corner condo in the sought-after Deer Run community offers two bedrooms and two full baths with an open floor plan ideal for both everyday living and entertaining. Sunlight streams through a wall of windows into the combined living and dining area, while the kitchen provides abundant cabinetry and a generous pantry. The primary suite features a large walk-in

  Eva Kusmierek eXp Realty

  78 Deer Ct Dr, Middletown, NY 10940
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  /40

  $355,000

  • 3 Beds
  • 2.5 Baths
  • 1,692 Sq Ft

  29 Red Barn Ln, Middletown, NY 10940

  Welcome to 29 Red Barn Lane, a beautiful home tucked away in one of Middletown’s most desirable neighborhoods. This property combines comfort, style, and convenience—perfect for today’s lifestyle.Step inside and you’ll be greeted by a warm, open layout designed for both everyday living and entertaining. The spacious living room flows seamlessly into a bright dining area and a modern

  Kevin Grier Keller Williams Hudson Valley

  29 Red Barn Ln, Middletown, NY 10940
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  /3

  $60,000

  • Land
  • 0.11 Acre
  • $522,648 per Acre

  43 Clinton St, Middletown, NY 10940

  Welcome to 43 Clinton St! This rare opportunity allows you to build your dream home on a vacant lot in the heart of Middletown. Nestled on a quiet street, the lot offers a serene atmosphere while being within walking distance to Orange County Community College. The surrounding area boasts numerous parks and playgrounds, providing a great outdoor experience.The property is conveniently located

  Travis Thompson Keller Williams Hudson Valley

  43 Clinton St, Middletown, NY 10940
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  /33

  $399,900

  • 1 Bed
  • 1 Bath
  • 1,088 Sq Ft

  727 Route 17m, Middletown, NY 10940

  A Truly Unique Opportunity – Live, Work, or Both!Welcome to a property that perfectly blends charm, function, and versatility. This special offering is not only a wonderful place to call home but also provides incredible potential to operate your own business—all in a convenient, easily accessible location.Currently configured as a single-family residence with mixed-use potential, this

  Frank Muccari Cronin & Company Real Estate

  727 Route 17m, Middletown, NY 10940
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  /38

  $389,900

  • 3 Beds
  • 2.5 Baths
  • 1,643 Sq Ft

  100 Excelsior Ave, Middletown, NY 10940

  Welcome home to this 3 bedroom, 2.5 bath colonial tucked away on a quiet side street in the outskirts of Middletown! This home offers a comfortable layout starting with the main floor living room that seamlessly flows into an open kitchen and dining area - perfect for everyday living and entertaining. Here you will also find the convenience of a half bath, laundry room, direct access to a

  Melinda White Keller Williams Realty

  100 Excelsior Ave, Middletown, NY 10940
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  /32

  $385,000

  • 3 Beds
  • 1.5 Baths
  • 1,570 Sq Ft

  5 Perrins Mews Unit 6, Middletown, NY 10940

  THE MOST VERSATILE FLOOR PLAN IN THE COMMUNITY! OFFERING THE POTENTIAL FOR ONE-LEVEL LIVING!!! Turn-key and move-in ready, this special home welcomes you with a first-floor primary suite complete with a connected full bath—a rare and highly desirable feature as this home could provide ease of living for those looking to avoid stairs. Extra wide doorways to assist with maneuverability! The

  Frank Muccari Cronin & Company Real Estate

  5 Perrins Mews Unit 6, Middletown, NY 10940
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  /26

  $329,000

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  136 & 140 Gillen Rd, Middletown, NY 10940

  Affordable 3-bedroom ranch in a nice location just off Route 17M . This home features a metal roof, central A/C and Leased solar panels. Solar panels have a transferrable lease and provide very low electric bills. This sale includes the 2 lots. The home 136 Gillen lot is 4-2-7 is .55 acres and the additional lot 140 Gillen lot is 4-2-8 .18 acre. Both lots total .74 combined. This is an as is

  Karie Boniface Cronin & Company Real Estate

  136 & 140 Gillen Rd, Middletown, NY 10940
• 

  

  /35

  $175,000

  • 2 Beds
  • 1.5 Baths
  • 924 Sq Ft

  238 Concord Ln, Middletown, NY 10940

  Welcome to this beautifully updated two-bedroom, two-bathroom condominium in the heart of Middletown! This move-in-ready home features brand-new flooring throughout, a fully remodeled kitchen with modern appliances and finishes, and an updated furnace for optimal comfort and efficiency. Ideally situated in a prime location, this property offers easy access to shopping, dining, entertainment, and

  Andi Berisha BHHS Hudson Valley Properties

  238 Concord Ln, Middletown, NY 10940
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  /18

  $395,000

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft

  41 California Ave, Middletown, NY 10940

  Well maintained 2-Family home with a beautiful back yard for sale in Middletown. An excellent investment opportunity with the ability to live in one unit and rent the other unit. Large backyard is perfect to relaxing and entertaining. Unit One - Enter through the enclosed front porch to a sunny living room with hardwood flooring and plenty of windows. The dining room is nice and bright with

  Joseph Paoli Howard Hanna Rand Realty

  41 California Ave, Middletown, NY 10940
• 

  

  /21

  $899,990

  • 3 Beds
  • 1 Bath

  30 Royce Ave, Middletown, NY 10940

  Welcome to 30 Royce Ave, a rare opportunity in the heart of Middletown! This spacious duplex offers incredible versatility, perfect for owner-occupants looking to offset their mortgage with rental income, or savvy investors seeking a property with strong cash-flow potential.Each unit features generous living space with 3 bedrooms and 1 bath, offering comfort and functionality for families

  Anthony Rivas Keller Williams Hudson Valley

  30 Royce Ave, Middletown, NY 10940
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  /10

  $299,999

  • Land
  • 27.2 Acres
  • $11,029 per Acre

  328 Bloomingburg Rd, Middletown, NY 10940

  Vacant Property directly across from Fair Oaks Drive in Movie theater and a gas station with plenty of road frontage!! Minutes to RT17. 27.2 ACRES!!! Electric on road at the front of the property! Possible small farm, Big enough for horses, growing crops, family compound. R2 Zoning.The owner is currently using the property to grow crops and has an Agricultural tax exemption. NO engineering

  Jeffrey Lyons Curasi Realty, Inc.

  328 Bloomingburg Rd, Middletown, NY 10940
• 

  

  /24

  $349,999

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  53 Richmond Place, Middletown, NY 10940

  Beautifully renovated two-story home in Orange County! Featuring a brand-new kitchen with granite countertops and modern appliances, stunning flooring throughout, a first-floor laundry area, and a cozy covered wrap-around porch! Upstairs, you'll find three bedrooms, a full bath, and a walk-up attic for convenient storage. The yard is mostly fenced, offering safety for kids and pets, with an

  Kelly Roebuck Curasi Realty, Inc.

  53 Richmond Place, Middletown, NY 10940
• 

  

  /38

  $359,000

  • 3 Beds
  • 2.5 Baths
  • 1,692 Sq Ft

  33 Red Barn Ln, Middletown, NY 10940

  Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhouse perfectly situated near schools, shopping, and major highways for an easy commute. Pride of ownership is evident throughout with spacious living areas, a functional layout, and thoughtful updates. The finished lower level offers additional living space, while the 1-car garage provides convenience and storage. Set at the end of

  Donna Reese Keller Williams Hudson Valley

  33 Red Barn Ln, Middletown, NY 10940
• 

  

  /9

  $409,900

  • 3 Beds
  • 2.5 Baths
  • 1,554 Sq Ft

  1 Ridge Ave, Port Jervis, NY 12771

  Beautiful New Construction Contemporary – This 3-bedroom home offers modern design with a welcoming covered front porch, set in a sought-after neighborhood close to downtown shops, dining, parks, and convenient public transportation for an easy commute. Enjoy nearby outdoor recreation along the Delaware River with fishing, rafting, and kayaking just minutes away. Inside, the spacious floor plan

  Chris Ogden Realty Promotions Inc

  1 Ridge Ave, Port Jervis, NY 12771
• 

  

  /42

  $349,000

  • 4 Beds
  • 1 Bath
  • 1,790 Sq Ft

  38 Prospect St, Middletown, NY 10940

  Welcome to this charming well maintained 1900's Colonial centrally located to everything Middletown has to offer such as schools, walking distance to the Elk's Club, YMCA and Downtown Middletown finest eateries and breweries!, shopping and public transportation. When you arrive to the property the large porch will great you and once you step inside you will notice the old charm starting with

  Pedro Garcia Curasi Realty, Inc.

  38 Prospect St, Middletown, NY 10940
• 

  

  /16

  $169,900

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  985 Route 17m, Middletown, NY 10940

  Welcome to your brand-new home! This beautiful 2024-built 2-bedroom, 2-bathroom mobile home offers 900+ square feet of thoughtfully designed living space — perfectly blending comfort, style, and affordability. Features Include:Open-Concept Living Area: Spacious layout filled with natural light, featuring stylish wood-look flooring throughout.Modern Kitchen: Equipped with

  Steven Brown Hudson Valley Realty & Busines

  985 Route 17m, Middletown, NY 10940
• 

  

  /49

  $779,900

  • 4 Beds
  • 3 Baths
  • 3,900 Sq Ft

  225 van Duzer Rd, Middletown, NY 10940

  Welcome to a stunning brand new Colonial Home nestled in the heart of the town of Wallkill . The grand front entrance boasts with a two-story foyer with iron stair balusters and a gorgeous combination of iron and wood. The main floor with its gleaming hardwood floors offers a spacious living room with built-in electric fireplace to a family room to a dining dining area open to a beautiful kitchen

  Anita S. Cristiano HomeSmart Homes & Estates

  225 van Duzer Rd, Middletown, NY 10940

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