Middletown, NY Homes for Sale

• 

  

  

  /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
• 

  

  

  /36

  $420,000

  • 3 Beds
  • 1 Bath
  • 1,616 Sq Ft

  525 Bloomingburg Rd, Middletown, NY 10940

  Your next chapter begins here! The bright, spacious living room sets the tone—an inviting space where you can unwind and recharge after a busy day. The generous open concept kitchen is ready for you to craft your favorite recipes and enjoy effortless everyday living.Convenience shines with a first floor bedroom and full bathroom offering comfort and flexibility. Upstairs, you’ll find two

  Kichka Pascaru Christie's Int. Real Estate

  525 Bloomingburg Rd, Middletown, NY 10940
• 

  

  /2

  $26,000

  • Land
  • 1,393 Sq Ft
  • $812,500 per Acre

  138-1/2 Linden Ave, Middletown, NY 10940

  Lot is vacant and directly between 138 & 140 Linden Ave

  Olivia Cappelli Donna Ruffino Realty Corp

  138-1/2 Linden Ave, Middletown, NY 10940
• 

  

  

  /18

  $675,000

  • 8 Beds
  • 3 Baths
  • 3,000 Sq Ft

  21-23 Highland Ave, Middletown, NY 10940

  Kathleen Christopherson EXCLUSIVE SALES AND RENTALS

  21-23 Highland Ave, Middletown, NY 10940
• 

  

  

  /44

  $605,000

  • 4 Beds
  • 3 Baths
  • 2,132 Sq Ft

  125 White Bridge Rd, Middletown, NY 10940

  This home offers so much more than a new build. Enjoy 2,132 square feet of well maintained, comfortable living space, topped with a brand new roof. Set on 2.6 beautiful acres in a serene country setting, the property’s signature feature is its fully owned solar array. No roof penetrations, no lease agreements — just clean energy and real savings. Electric bills as low as $28 per month speak for

  Anthony Spadaro RE/MAX Benchmark Realty Group

  125 White Bridge Rd, Middletown, NY 10940
• 

  

  /27

  $425,000

  • 4 Beds
  • 2 Baths
  • 1,666 Sq Ft

  39 Hanford St, Middletown, NY 10940

  Coming Soon - prewar colonial in the heart of the City of Middletown.

  Soleil Jackman Howard Hanna Rand Realty

  39 Hanford St, Middletown, NY 10940
• 

  

  /23

  $279,000

  • 3 Beds
  • 1 Bath
  • 1,091 Sq Ft

  188 Linden Ave, Middletown, NY 10940

  Welcome to this well-maintained ranch offering a practical and comfortable layout. The first floor features a spacious living room filled with natural light, a primary bedroom, plus two additional well-sized bedrooms, and a full bathroom. The lower level offers a large eat-in kitchen with a dedicated dining area, ideal for everyday living and entertaining, along with a spacious basement providing

  Avraham Weinberger Keller Williams Valley Realty

  188 Linden Ave, Middletown, NY 10940
• 

  

  /20

  $150,000

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  529 5th Ave, Middletown, NY 10941

  Fantastic opportunity for a well loved 3 bedroom, 2 bathroom mobile home. Many upgrades AND a Generac Generator as well!!! Granite counters in the kitchen. Windows have all been replaced. Pex plumbing upgrades throughout. Central a/c. Ceiling fans all around the home and many windows for natural light. Primary bedroom has walk in closet and upgraded en-suite bathroom with big closet. Huge closets

  John Nahass Century 21 Full Service Realty

  529 5th Ave, Middletown, NY 10941
• 

  

  /3

  $115,000

  • Land
  • 2.1 Acres
  • $54,762 per Acre

  143 Shawangunk Rd, Middletown, NY 10941

  TWO lots available for $115,000 each. Zoned Highway Commercial, suitable for several commercial uses subject to site plan approval. Lot 1 is 2.1 acres. Lot 2 is 2.3 acres. Previously engineered but needs to be updated as part of the design process. Good location between exits 116 and 118 on NYS Rt 17/Quickway/Interstate 86 providing excellent interstate and highway access. High visibility.

  Richard (RJ) Smith Rand Commercial

  143 Shawangunk Rd, Middletown, NY 10941
• 

  

  /8

  $90,000

  • Land
  • 5.37 Acres
  • $16,760 per Acre

  0 Basil Todd Rd, Middletown, NY 12430

  Over five acres of meadow, woods and Mountain View’s to build your dream home. Minutes to Belleayre to enjoy the outdoors. With inventory down, there isn’t any need to settle. We have access to local builders, engineers and contractors to help guide you through the process. Looking for more?? There is an adjacent five acre parcel also available. Seller may be willing to finance too.

  Heather Martin United RE Hudson Valley Edge

  0 Basil Todd Rd, Middletown, NY 12430
• 

  

  /9

  $1,590,000 New Construction

  • 4 Beds
  • 4 Baths
  • 5,600 Sq Ft

  375 Blumel Rd, Middletown, NY 10941

  Located at 375 Blumel Road in Scotchtown, New York, this exceptional historic multi-family investment property offers a rare opportunity to own a fully restored income-producing asset in the heart of Orange County in New York's Hudson Valley. Originally constructed in 1787 and completely renovated in 2024, the property combines historic architecture with modern upgrades and strong income

  Keegan Rehill ZORA REI

  375 Blumel Rd, Middletown, NY 10941
• 

  

  /50

  $450,000 Open Fri 5PM - 6:30PM

  • 2 Beds
  • 2.5 Baths
  • 1,814 Sq Ft

  49 Oak Hill Rd, Middletown, NY 10941

  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

  49 Oak Hill Rd, Middletown, NY 10941
• 

  /2

  $460,000

  1 Royce Ave, Middletown, NY 10940

  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

  1 Royce Ave, Middletown, NY 10940
• 

  /2

  $829,000 Coming Soon

  • 4 Beds
  • 4 Baths
  • 3,340 Sq Ft

  571 Route 17m, Middletown, NY 10940

  Steeped in character and timeless appeal, this 1930 Colonial invites you in with its striking stone façade and a graceful partial wrap-around porch—an ideal spot to enjoy quiet mornings or unwind at the end of the day. Inside, the home blends classic craftsmanship with modern comfort, featuring rich wooden floors that flow seamlessly throughout the main level.The first floor offers a

  Angela Murphy BHG Real Estate Green Team

  571 Route 17m, Middletown, NY 10940
• 

  

  /6

  $1,550,000

  • 5 Beds
  • 5.5 Baths
  • 4,365 Sq Ft

  79 Bisch Rd, Middletown, NY 10940

  Discover the allure of 89 sprawling acres in Orange County, New York, featuring a charming farm house and a tranquil pond. The farmhouse, with its rustic charm and scenic surroundings, holds immense potential as a delightful Airbnb destination or a mini vacation retreat. Its spacious interior, cozy ambiance, and proximity to nature make it an idea I spot for relaxation and rejuvenation.

  Siang Liu P R O Links Realty Inc

  79 Bisch Rd, Middletown, NY 10940
• 

  

  /36

  $615,000

  • 4 Beds
  • 3 Baths
  • 3,350 Sq Ft

  9 Crane Rd, Middletown, NY 10941

  Back on the market, come see what over 3,000 square feet has to offer! Welcome to 9 Crane Road, in Middletown, New York where comfort meets charm, and every day feels like home, all you have to do is move in.Step into this beautifully well maintained residence, nestled on a quiet, tree-lined block. This move-in-ready home is designed for those who crave warmth, flexibility, and room to grow

  Shanese Williams Real Broker NY LLC

  9 Crane Rd, Middletown, NY 10941
• 

  

  /48

  $499,999

  • 3 Beds
  • 2.5 Baths
  • 2,427 Sq Ft

  9 Cornwall Ln, Middletown, NY 10940

  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

  9 Cornwall Ln, Middletown, NY 10940
• 

  

  /11

  $399,999 Open Fri 5PM - 7PM

  • 3 Beds
  • 1.5 Baths
  • 1,410 Sq Ft

  22 Oak Ln, Middletown, NY 10940

  tep into this beautifully updated three-bedroom home, where comfort and style come together seamlessly. The bright, airy kitchen features elegant stone countertops and sliding glass doors that open to a spacious deck overlooking a fully fenced backyard—perfect for relaxing or entertaining. Natural light fills the inviting living room, which flows effortlessly into the dining area and kitchen, all

  Danielle Roche Howard Hanna Rand Realty

  22 Oak Ln, Middletown, NY 10940
• 

  

  /39

  $249,999

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  18-20 Bedford Ave, Middletown, NY 10940

  Welcome to this charming 2 bedroom, 1 bath Cape Cod located in the heart of Middletown, NY. Perfect starter home, ideal for those looking to downsize, or a fantastic investment opportunity. Upon entering, you are welcomed by beautiful hardwood floors, warm character, and a cozy feel that makes this home instantly inviting. Offering approximately 864 square feet of living space, this home is

  Jennifer Lappe Keller Williams Realty

  18-20 Bedford Ave, Middletown, NY 10940
• 

  

  /21

  $560,000

  • 4 Beds
  • 3 Baths
  • 2,162 Sq Ft

  77 Upper Rd, Middletown, NY 10940

  This beautiful ranch-style property is ready to move in. Amazing upgrades were made to this home with beautiful hardwood floors, 4 bedrooms, 3 bathrooms, a huge finished basement with 3 additional rooms for storage or home office, and it also has space for a personal gym with access to an amazing backyard that features a beautiful above-ground pool, a tennis court, volleyball court, or basketball

  Yajaira Silva Madison Allied LLC

  77 Upper Rd, Middletown, NY 10940
• 

  

  /7

  $799,000

  • 4 Beds
  • 3.5 Baths
  • 2,696 Sq Ft

  1 Winters Ln, Middletown, NY 10940

  Welcome to your dream home! This stunning new construction craftsman-style home is now being built on Lot 1 of the coveted Lane Meadow Farm subdivision, located in the Town of Mamakating, Sullivan County, NY. Enjoy the serenity and natural beauty of one of Sullivan County's newest and most sought-after neighborhoods, where peaceful country living meets exceptional craftsmanship. Featuring

  Jacob Silberstein Parcel Realty LLC

  1 Winters Ln, Middletown, NY 10940
• 

  

  /29

  $650,000

  • 3 Beds
  • 4 Baths
  • 2,320 Sq Ft

  33 O Brian Rd, Middletown, NY 10940

  Seeking privacy and tranquility without complete seclusion? This charming log home sits on 15 acres surrounded by natural beauty (partially wetlands) and peaceful views of a neighboring lake. The expansive deck is ideal for entertaining and summer barbecues, while the three-season porch provides a cozy retreat in any weather. Inside, the great room impresses with vaulted ceilings, exposed beams,

  Kokoshen Li Corcoran Country Living

  33 O Brian Rd, Middletown, NY 10940
• 

  

  /28

  $329,000

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  64 Patio Rd, Middletown, NY 10941

  Welcome to this 3-bedroom, 1.5-bath townhouse located in the Pine Bush School District. The home features an open dining area and a galley kitchen with updated cabinetry and granite countertops. The kitchen flows into the living room with access to the backyard, perfect for relaxing or enjoying outdoor meals. A brand new refrigerator, as well as a washer(2025) and dryer(2022), is included. A half

  Jie Liu Keller Williams Hudson Valley

  64 Patio Rd, Middletown, NY 10941
• 

  

  /11

  $329,000

  • 2 Beds
  • 1.5 Baths
  • 1,144 Sq Ft

  15 N Aspen Rd, Middletown, NY 10940

  Welcome to easy, effortless living in this turnkey, move-in ready 2-bedroom home, thoughtfully updated with modern finishes and designed for today’s lifestyle. From the moment you step inside, you’re greeted by a bright and inviting interior that feels both stylish and comfortable. The updated kitchen shines with sleek countertops, crisp cabinetry, and modern appliances, making it as functional

  Carmela Lopez Borrazas Serhant LLC

  15 N Aspen Rd, Middletown, NY 10940
• 

  

  /4

  $470,000

  • 3 Beds
  • 2.5 Baths
  • 1,723 Sq Ft

  22 Atwood Dr, Middletown, NY 10940

  Coming Soon! Beautiful 3 BR, 2.5 baths.

  Kelly Roebuck Curasi Realty, Inc.

  22 Atwood Dr, Middletown, NY 10940
• 

  

  /17

  $99,888

  • 3 Beds
  • 2 Baths
  • 1,599 Sq Ft

  32 Abraham Joseph Cir, Middletown, NY 10940

  AGENTS - APPROVED IN ADVANCE - YOU DO NOT NEED TO BE A MEMBER OF SHOWINGTIME OR MLS TO SCHEDULE SHOWS*** Move right in to a quiet place, a mobile/manufactured home. This lovely 3 Bedroom 2 Bath home in the Minisink school district, with vaulted ceilings, a large deck, Hardwood floors, and parking off the street.HOA maintenance fees are $780 per month, which includes water, sewer, garbage

  Joseph Lombardo Listing by Lombardo Homes & Estates

  

  32 Abraham Joseph Cir, Middletown, NY 10940
• 

  

  /23

  $429,000

  • 3 Beds
  • 2 Baths
  • 1,663 Sq Ft

  17 Last Rd, Middletown, NY 10941

  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

  17 Last Rd, Middletown, NY 10941
• 

  

  /25

  $325,000

  • 4 Beds
  • 1 Bath
  • 1,248 Sq Ft

  206 W Main St, Middletown, NY 10940

  Welcome to 206 West Main Street, a charming and well-located home in the heart of Middletown, NY—offering the perfect blend of character, space, and opportunity. Featuring 4 generously sized bedrooms and 1 full bathroom, this home showcases beautiful hardwood floors and an abundance of natural sunlight throughout, creating a warm and inviting atmosphere. Built with solid craftsmanship, this home

  Travis Thompson Keller Williams Hudson Valley

  206 W Main St, Middletown, NY 10940
• 

  

  /13

  $25,000

  • Land
  • 6,969 Sq Ft
  • $156,250 per Acre

  746 Old Route 28, Middletown, NY 12430

  A charming River Front, former Mobile Home lot located just outside of the Village of Fleischmanns. This lot contains a 14' wide by 66' long poured concrete mobile home pad complete with tiedowns. All systems are in place for a new mobile home! The attached 10' by 12' shed formerly used as a beauty salon can be used as an additional room for a new mobile home or accessory structure. There is also

  Allen Hinkley Listing by Country Pride Realty

  

  746 Old Route 28, Middletown, NY 12430
• 

  

  /48

  $850,000

  • 3 Beds
  • 3 Baths
  • 4,090 Sq Ft

  464 Union School Rd, Middletown, NY 10941

  Nestled on a private 5.1-acre property, this custom contemporary Cape-style home offers the perfect balance of luxury, comfort, and natural beauty. Thoughtfully designed with refined finishes and exceptional living spaces, this residence creates an inviting retreat while still being close to the many attractions of the Hudson Valley. Step inside to discover a bright and spacious main level

  Colin Seitz RE/MAX Benchmark Realty Group

  464 Union School Rd, Middletown, NY 10941
• 

  

  /10

  $365,900

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  37 California Ave, Middletown, NY 10940

  MLS Listing Description: Charming 3-bedroom, 2-bath traditional two-story home featuring a spacious, enclosed backyard—perfect for outdoor enjoyment and entertaining. The first floor offers an oversized living room, an open dining area, and a functional kitchen layout ideal for everyday living. Upstairs, you’ll find three comfortable bedrooms and a full bath. A walk-up attic provides convenient

  Jonathon Lee Keller Williams Hudson Valley

  37 California Ave, Middletown, NY 10940
• 

  /2

  $283,000

  • 3 Beds
  • 2 Baths
  • 1,545 Sq Ft

  187 Watkins Ave, Middletown, NY 10940

  Opportunity knocks in New York. Located near Sprucegate Farm, Swim King, and Magnanini Winery. This home has approx. 1,545 sq. ft. and a lot of approx. 7,750 sq. ft. A great investment opportunity. Buyers check with City, County, Zoning, Tax, and other records to their satisfaction. AS-IS SALE property.

  Neven Spralja Realhome Services & Solutions, Inc

  187 Watkins Ave, Middletown, NY 10940
• 

  

  /22

  $329,000

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

  209 Deer Ct Dr, Middletown, NY 10940

  Welcome to Deer Run, this inviting condo in the heart of Middletown, NY, where convenience meets comfort. Perfectly situated for commuters, this home offers easy access to major highways, shopping, dining, and transportation, making daily travel a breeze. Enjoy the best of suburban living with a peaceful atmosphere, all while being close to everything you need. Whether you're starting out,

  Beverly Huaman Howard Hanna Rand Realty

  209 Deer Ct Dr, Middletown, NY 10940
• 

  

  /33

  $100,000

  • 2 Beds
  • 2 Baths
  • 800 Sq Ft

  301 3rd Ave, Middletown, NY 10941

  In Middletown there is a 2 bedroom 2 full bath, completely renovated Mobile Home on corner lot, new roof, brand new central air, furnace 6 yrs old, brand new hot water heater, new gutters, new shed, new kitchen countertops, new fixtures throughout, stack washer dryer, new moisture barrier, new underbelly and more. Beautifully updated kitchen with dining area that opens to the living room. Two

  Howard Payson RE/MAX Town & Country

  301 3rd Ave, Middletown, NY 10941
• 

  

  /22

  $140,000

  • 2 Beds
  • 1 Bath
  • 752 Sq Ft

  37 Lake Claire Dr, Middletown, NY 10940

  Looking for peace and quiet, but want to be close to town, then this beautiful lake-front property is for you. Perfect as an owner occupied home or a weekend getaway. Stone wall stairway , hardwood floors, open dining/living room with kitchen access, two bedrooms and one bathroom. This home is located in the Minisink school district. An easy ten minute drive to shopping, entertainment, highways

  Joseph Williams John J Lease REALTORS Inc

  37 Lake Claire Dr, Middletown, NY 10940
• 

  

  /40

  $425,000

  • 3 Beds
  • 1.5 Baths
  • 1,363 Sq Ft

  24 Rockwell Ave, Middletown, NY 10940

  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

  24 Rockwell Ave, Middletown, NY 10940
• 

  

  /8

  $90,000

  • Land
  • 5.49 Acres
  • $16,393 per Acre

  0 Basil Todd Rd, Middletown, NY 12430

  Fantastic opportunity to build your full time or weekend getaway. Over FIVE acres of meadow, woods and Mountain View’s. Located minutes to Belleayre to enjoy Catskill mountain events. With inventory down, there isn’t any need to settle. We have access to local builders, engineers and contractors to help guide you through the process. Seller may be willing to finance too. Want MORE?? ADDITIONAL 5+

  Heather Martin United RE Hudson Valley Edge

  0 Basil Todd Rd, Middletown, NY 12430
• 

  

  /7

  $195,000

  • Land
  • 39.2 Acres
  • $4,974 per Acre

  0 Rebecca Dr, Middletown, NY 10940

  Large, rolling property which is predominately wooded. There is no "formal" road frontage, but in the adjoining Robin Meadows subdivision property abuts 2 points of access: 1 at the end of Maureen Drive and the other at the end of Rebecca Drive. Property is not engineered. Marcy South runs through the property. The power company maintains the land underneath the power line, making this a great

  Alan Eskew Howard Hanna Rand Realty

  0 Rebecca Dr, Middletown, NY 10940
• 

  

  /20

  $225,000

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  366 Concord Ln, Middletown, NY 10940

  NEW JUST RENOVATED in August 2024. Spacious 2 bedroom. 2 full bath condo. INVESTOR? THIS CAN BE RENTED IMMEDIATELY AFTER CLOSING. 1st FLOOR Private entrance, all new appliances in 2024, all new floors throughout, new washer/ dryer in unit! Spacious unit with en suite primary bedroom and additional full bath . Large second bedroom. Walk in closet. Lovely breakfast bar. Plenty of parking. Lovely

  Yolanda Hoey More and More Real Estate

  366 Concord Ln, Middletown, NY 10940
• 

  

  /50

  $839,000

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

  225 van Duzer Rd, Middletown, NY 10940

  Discover A stunning Brand New Colonial Home over 3900 SQFT - Legal Mother Daughter Home with a Separate Entrance. This gorgeous home is now offering a beautiful outdoor kitchen with a bar setup, spacious backyard with retaining walls and a paved driveway. Featuring a grand front entrance boasts with a two-story foyer with iron stair balusters and a gorgeous combination of iron and wood. The main

  Anita S. Cristiano HomeSmart Homes & Estates

  225 van Duzer Rd, Middletown, NY 10940

Showing Results 81 - 120, Page 3 of 4