Middletown, NY Homes

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  /21

  $399,900 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,639 Sq Ft

  389 Fair Oaks Rd, Middletown, NY 10940

  Beautiful contemporary capecod offers 3 to 4 bedrooms and 2 full bathrooms. Open kitchen/dining room with stainless steel appliances, brand new stove, microwave is only 1 year old. Large patio in front of the house. Ceramic tiles and hardwood floors throughout. Primary bedroom has a walk-in closet. First floor bedroom makes an ideal guest room, or for someone that doesn't want to do do stairs.

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 208-1615

  389 Fair Oaks Rd, Middletown, NY 10940
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  /46

  $1,700 - $2,660 per month

  Sutton Hill Apartments

  1 - 3 Beds

  2 Underhill Rd, Middletown, NY 10940

  Living at Sutton Hill located in Middletown, NY, provides you with the peaceful, pastoral setting of the Catskill's and the Pocono's, and only an hour away from New York City.Convenient to the Metro North RR, near Orange Regional Medical center - schools, shopping and entertainment, all at your fingertips.Relax and enjoy our great amenities: Fitness Center, Pool, Playground,

  2 Underhill Rd, Middletown, NY 10940
• 

  $206,000 Sold Sep 10, 2025

  • 924 Sq Ft
  • $223/SF
  • 208 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 2023

  354 Concord Ln, Middletown, NY 10940

  Welcome to 354 Concord Lane! Renovated 2 bedroom 2 full bath condo in Buttonwood Hills with a great floor plan! This is a first floor condo and a great price! Why rent when you can own?? This condo is waiting for your special touches to make it your own! Some features include a Living Rm, Dining Rm, Renovated Kitchen 2018 with Stainless Steel appliances, Private Laundry, nice closet space, Master

  Zhiheng Tang Keller Williams Hudson Valley

  354 Concord Ln, Middletown, NY 10940
• 

  Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,225 Sq Ft

  20 State St, Middletown, NY 10940

  20 State St, Middletown, NY 10940
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  /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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  /9

  $1,700 per month

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • Apartment for Rent

  2 John St Unit 2, Middletown, NY 10940

  Completely renovated lower level apartment with 1bedroom 1 full bath. Granite countertops, newer cabinets, newer flooring and s/s appliances - All utilities are paid by tenant. Owner is requiring a recent paystub, full credit report, bank statement for occupancy- see rent spree for an application

  Melissa Forsyth Hudson Valley Home Connection

  2 John St Unit 2, Middletown, NY 10940
• 

  $315,000 Sold Sep 09, 2025

  • 920 Sq Ft
  • $342/SF
  • 75 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1923

  109 Lake Ave, Middletown, NY 10940

  Numerous updates and niceties abound in this move in ready 1920's ranch that's just a short walk from Davidge Park and a short ride to everything else that Middletown/Wallkill have to offer. New floors, Paint, updated bathrooms, updated kitchen and updated basement and more means you wont spend your spare time making renovations or improvements and can spend that precious time pursuing your

  Thomas Grazier I Realty LLC

  109 Lake Ave, Middletown, NY 10940
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  Est $362,244 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,386 Sq Ft

  21 Hill Rd, Middletown, NY 10941

  21 Hill Rd, Middletown, NY 10941
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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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  /47

  $2,200 - $2,900 per month

  Southgate Middletown

  1 - 2 Beds

  20 Uhlig Rd, Middletown, NY 10940

  B- 1B 3rd Floor - The brand new residences at Southgate Middletown offer a community feel in the center of rapidly growing Middletown, N.Y. Here, an amenity-rich lifestyle awaits, with beautiful homes that feature only the finest in custom appointments and design. See for yourself how easy it would be to call Southgate home. The style of Southgate living features soaring 9-foot ceilings,

  20 Uhlig Rd, Middletown, NY 10940
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  $504,500 Sold Sep 08, 2025

  • 2,100 Sq Ft
  • $240/SF
  • 33 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2008

  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
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  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,112 Sq Ft

  5 Fortune Rd W Unit M, Middletown, NY 10941

  5 Fortune Rd W Unit M, Middletown, NY 10941
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  /50

  $699,000

  • 3 Beds
  • 2 Baths
  • 1,566 Sq Ft

  166 Hilly's Ln, Middletown, NY 12455

  Escape to your own private retreat on 13.2 acres in the charming community of New Kingston. This updated cedar sided chalet offers 3 bedrooms plus a cozy sleeping nook, 2 beautifully renovated baths, and a long list of thoughtful upgrades within the past 24 months. A Tuli Kivi soapstone stove fireplace insert brings warmth and charm, but the true showstopper is the 18’ x 18’ screened

  Susan Doig Listing by Coldwell Banker Timberland Properties

  

  166 Hilly's Ln, Middletown, NY 12455
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  /20

  $1,850 per month

  • 2 Beds
  • 2 Baths
  • 880 Sq Ft
  • Townhouse for Rent

  165 Ruth Ct, Middletown, NY 10940

  Eagles Point on Middletown has an opening!!! A 2 bedroom/1bath unit located on the 1st floor is now available for October 1st occupancy. Enter to Living room/dining room combo followed by a renovated kitchen with granite counter tops, newer appliances, backsplash and tiled floors. Main bedroom Suite has a spacious walk-in closet and a Suite bath. 2nd spacious bedroom and full 2nd bathroom.

  Sandra Arnez Keller Williams Hudson Valley

  165 Ruth Ct, Middletown, NY 10940
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  $630,000 Sold Sep 08, 2025

  • 2,037 Sq Ft
  • $309/SF
  • 22 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2025

  9 Finchville Turnpike, Middletown, NY 10940

  New Construction Ranch up and ready for occupancy. Situated high on the hill of a corner lot, this 2.5 acres parcel offers views and a level yard great for entertaining. The Reed style ranch with a covered front porch features 3 bedrooms, 2 full baths, laundry room, gorgeous red oak hardwood floors, 42" gas fireplace & central a/c. Custom kitchen boasting vaulted ceiling, quartz counter tops,

  Chris Ogden Realty Promotions Inc

  9 Finchville Turnpike, Middletown, NY 10940
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  Est $570,215 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,909 Sq Ft

  6 Iris Ln, Middletown, NY 10940

  6 Iris Ln, Middletown, NY 10940
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  /49

  $599,999 Open Sun 12PM - 3PM

  • 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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  /40

  $1,750 - $2,550 per month

  The 211 Luxury Lofts

  1 - 3 Beds

  54-62 Linden Ave, Middletown, NY 10940

  The 211 Lexary LoftsModern 1 & 3 Bedroom Apartments in Middletown, NYWelcome to The 211 Lexary Lofts, a stylish and modern rental community just off Route 211 in Middletown. These bright, beautifully designed apartments combine industrial charm with upscale finishes — perfect for professionals, students, and families alike.Apartment Features:Full kitchen with oven,

  54-62 Linden Ave, Middletown, NY 10940
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  $375,000 Sold Sep 08, 2025

  • 1,692 Sq Ft
  • $222/SF
  • 38 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1974

  17 Old Anvil Ln, Middletown, NY 10940

  Beautifully maintained 3 bedrooms, 2.5 bathrooms 3 story townhouse with a 1 car garage. This is an end unit which offers more yard and privacy. Walk into a warm kitchen with custom wood cabinets where you will defenitely enjoy preparing meals. Three good size bedrooms. Main bedroom has its own bathroom. All the bedrooms have good size closets. Lower level has a great laundry area and a family

  Dulce M Ferrera Keller Williams Hudson Valley

  17 Old Anvil Ln, Middletown, NY 10940
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  Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,337 Sq Ft

  19 Putters Way Unit 10, Middletown, NY 10940

  19 Putters Way Unit 10, Middletown, NY 10940
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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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  /23

  $3,750 per month

  • 4 Beds
  • 3 Baths
  • 1,954 Sq Ft
  • House for Rent

  54 Madison Ave, Middletown, NY 10940

  A beautiful brand new colonial home is now available to rent in the center of Middletown NY. Walk in distance to Orange County Community College and minutes to shopping, NYC transportation, hospital and medical centers. This stunning home is offering 4 bedrooms and 3 full bathrooms plus a walk out unfinished basement and one car garage. Landlord requires Tenants to have minimum 650 credit score,

  Anita S. Cristiano HomeSmart Homes & Estates

  54 Madison Ave, Middletown, NY 10940
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  $510,000 Sold Sep 05, 2025

  • 2,100 Sq Ft
  • $243/SF
  • 22 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2017

  2017 Mt Hope Rd, Middletown, NY 10940

  Modern Colonial with Room to Grow – Move-In Ready!Welcome to 2017 Mt Hope Road – a beautifully maintained 4-bedroom, 3-bathroom Colonial nestled on a peaceful 0.83-acre lot in the highly regarded Minisink Valley School District. Built in 2017, this home offers over 2,100 square feet of stylish, functional living space designed for comfort and convenience.Step inside to an

  Matthew Pinnock Nest Seekers LLC

  2017 Mt Hope Rd, Middletown, NY 10940
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  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,064 Sq Ft

  180 Weld Rd, Middletown, NY 10941

  180 Weld Rd, Middletown, NY 10941
• 

  

  /40

  $489,900

  • 3 Beds
  • 2.5 Baths
  • 1,899 Sq Ft

  11 Cobblestone Ln, Middletown, NY 10940

  Welcome to this bright and spacious 3-bedroom, 2.5-bath townhouse, that’s perfect for today’s busy lifestyle. The spacious layout is filled with natural light, creating a warm and inviting atmosphere for all to gather. The main level offers plenty of room for both everyday living and entertaining, while the upper level features comfortable bedrooms, including a primary suite with its own private

  Antoinette Gundersen HomeSmart Homes & Estates

  11 Cobblestone Ln, Middletown, NY 10940
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  /35

  $2,019 - $3,048 per month

  Boulder Pointe Apartments

  1 - 3 Beds

  201 Genung St, Middletown, NY 10940

  Welcome home to Boulder Pointe Apartments! Our apartments in Middletown, NY allow you to reside in comfort and sophistication while exploring the unique and dynamic culture of Wallkill. Superior amenities, desirable services, and a well-connected address allow you to indulge in all the urban conveniences you want without giving up on the peaceand quiet you deserve. Offering a selection of one,

  201 Genung St, Middletown, NY 10940
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  $506,500 Sold Sep 05, 2025

  • 2,095 Sq Ft
  • $242/SF
  • 48 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1971

  61 Reinhardt Rd, Middletown, NY 10940

  Price reflects lot with house and additional 1.1 acre lot. Situated within mature woods on a quiet country road, this contemporary cottage with an Asian flair offers a wonderful opportunity to create your dream home with privacy and convenience in mind. Country living with access to shopping, schools and public transportation all within minutes. A paved driveway leads to a walkway providing easy

  Christine Vande Vrede Chapin Sotheby's Intl Rlty

  61 Reinhardt Rd, Middletown, NY 10940
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  Est $504,861 Not Listed For Sale

  • 9 Beds
  • 4 Baths
  • 2,894 Sq Ft

  22 Prince St, Middletown, NY 10940

  22 Prince St, Middletown, NY 10940
• 

  

  /23

  $419,900

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

  6 Randall Terrace, Middletown, NY 10940

  Value lies in quality, location, and long-term potential — and this property delivers on all three. Thoughtfully renovated from top to bottom, this home is turn key and provides long-term peace of mind.Step inside to find brand-new hardwood floors throughout, a completely remodeled kitchen featuring quartz countertops, new appliances, and a complementing tile backsplash — a space built for

  Rachel Hunt Realty Promotions Inc

  6 Randall Terrace, Middletown, NY 10940
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  /14

  $2,000 per month

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft
  • Townhouse for Rent

  100 Hillside Dr Unit E16, Middletown, NY 10941

  HILLSIDE VILLAGE is now a GATED COMMUNITY!! This complex now offers a beautiful 2 bedroom/2 Bath Townhouse for Rent with October 1st occupancy. This is 2nd floor corner unit with GOSHEN SCHOOLS! Spacious living room/dining room combo with vinyl floors throughout. Renovated kitchen with newer cabinets. 2 bedrooms, one of them with a private bath & spacious closet space. Avoid trips to the

  Sandra Arnez Keller Williams Hudson Valley

  100 Hillside Dr Unit E16, Middletown, NY 10941
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  $403,000 Sold Sep 05, 2025

  • 1,056 Sq Ft
  • $382/SF
  • 38 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1960

  12 Brewster Dr, Middletown, NY 10940

  Welcome to 12 Brewster Drive, a charming single-family home nestled in a peaceful neighborhood in Middletown. This delightful residence offers 3 bedrooms and 2 bathrooms within a comfortable amount of living space The home's inviting exterior features include NEWER Roofing & Siding along with a well-maintained lawn and mature landscaping, creating a warm and welcoming curb appeal. Inside,

  Philip Barnao eXp Realty

  12 Brewster Dr, Middletown, NY 10940
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  Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 2,538 Sq Ft

  34 Linden Ave, Middletown, NY 10940

  34 Linden Ave, Middletown, NY 10940
• 

  

  /4

  $415,000

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

  9 Genung St, Middletown, NY 10940

  Charming two-story home in the heart of Middletown! This spacious residence offers a welcoming front porch, perfect for relaxing evenings, and a practical layout filled with natural light. The home features multiple bedrooms, ample living space, and a generous yard with off-street parking. Located in a convenient neighborhood close to schools, shopping, dining, and major highways, this property

  Anthony Rivas Keller Williams Hudson Valley

  9 Genung St, Middletown, NY 10940
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  /18

  $2,441 - $4,072 per month

  Sterling Parc at Middletown

  1 - 2 Beds

  23 James P Kelly Way, Middletown, NY 10940

  Sterling Parc at Middletown is located at 23 James P Kelly Way Middletown, NY and is managed by Solomon Management LLC, a reputable property management company with verified listings on RENTCafe. Sterling Parc at Middletown offers one and two bedroom apartments ranging in size from 816 to 1,231 sq.ft. Amenities include Carpeting, Dishwasher, Fireplace, Clubhouse, Concierge, and more. This rental

  23 James P Kelly Way, Middletown, NY 10940
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  $374,300 Sold Sep 05, 2025

  • 1,788 Sq Ft
  • $209/SF
  • 57 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1935

  14 W Prospect Ave, Middletown, NY 10940

  Cape cod tudor, 3 beds, 1.5 baths

  Sharon Reynolds Keller Williams Hudson Valley

  14 W Prospect Ave, Middletown, NY 10940
• 

  Est $476,645 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,581 Sq Ft

  19 Meadow View Dr, Middletown, NY 10940

  19 Meadow View Dr, Middletown, NY 10940
• 

  

  /22

  $425,000

  • 2 Beds
  • 2.5 Baths
  • 1,337 Sq Ft

  19 Putters Way Unit 9, Middletown, NY 10940

  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

  19 Putters Way Unit 9, Middletown, NY 10940
• 

  

  /22

  $2,600 per month

  • 3 Beds
  • 2.5 Baths
  • 1,418 Sq Ft
  • Condo for Rent

  100 Hillside Dr Unit C8, Middletown, NY 10941

  Prime Opportunity in the Highly-Acclaimed Goshen School District!Welcome to this newly renovated 2-story condo in the desirable Hillside Village community. This home perfectly blends modern comfort with exceptional convenience.Key Features:Excellent School District: Situated within the renowned Goshen Central School District, offering top-tier education.Modern

  Zhiheng Tang Keller Williams Hudson Valley

  100 Hillside Dr Unit C8, Middletown, NY 10941
• 

  $199,000 Sold Sep 05, 2025

  • 940 Sq Ft
  • $212/SF
  • 37 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1975

  90 Inwood Rd, Middletown, NY 10941

  Welcome to this fully renovated townhouse in Inwood Hills Condominiums. This Home is a first floor unit that has been completely renovated with two spacious bedrooms and one full bath. This is a one level home with an open family room and an open dining room with brand new flooring and lighting. The kitchen features new appliances and cabinets done less than a year ago. Masterbedrom has new

  Gursharn Dhaliwal BHHS Hudson Valley Properties

  90 Inwood Rd, Middletown, NY 10941
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  Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,345 Sq Ft

  25 Fairways Dr Unit 5, Middletown, NY 10940

  25 Fairways Dr Unit 5, Middletown, NY 10940

Showing Results 81 - 120, Page 3 of 18