Middletown, NY Homes for Sale

• 

  

  

  /4

  $1,650,000

  • Land
  • 7.5 Acres
  • $220,000 per Acre

  32 Gibbs Ct, Middletown, NY 10940

  32 Gibbs Court | Wallkill, NYPrime 3.20 Acre Commercial Development PAD on 7.5-acre lot Opportunity in the Heart of WallkillUnlock the full potential of this premier 3.20 PAD on a 7.5-acre commercial parcel, ideally located in the thriving Town of Wallkill. Situated within the highly desirable Town Center District, 32 Gibbs Court offers a rare development opportunity with broad zoning

  Peter Janis Berkshire Hathaway HS NE Prop.

  32 Gibbs Ct, Middletown, NY 10940
• 

  

  

  /19

  $172,000

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  509 5th Ave, Middletown, NY 10941

  Want to buy an almost new home for $172,000? That's right, ONLY THREE YEARS OLD!! This home needs to be seen to be believed. Two large bedrooms with large closets. Huge open floorplan living room and dining room with lots of windows for natural light. Large deck for relaxing and entertaining. So many cabinets and a ton of counter space with stainless steel appliances. Full main bathroom with a

  John Nahass CENTURY 21 FULL SERVICE REALTY

  509 5th Ave, Middletown, NY 10941
• 

  

  

  /24

  $325,000

  • 3 Beds
  • 1.5 Baths
  • 1,452 Sq Ft

  46 Silo Ln, Middletown, NY 10940

  Welcome to your dream home in the heart of The Meadows, a serene and welcoming community that promises both peace and convenience. Tucked away on a quiet cul-de-sac, this charming townhouse offers the perfect blend of comfort, style, and functionality. As you step inside, you'll be greeted by an open and airy main level that invites you to unwind. The spacious living room is bathed in natural

  Jason Dillon eXp Realty

  46 Silo Ln, Middletown, NY 10940
• 

  

  

  /43

  $435,000

  • 3 Beds
  • 2 Baths
  • 1,939 Sq Ft

  35 East Ave, Middletown, NY 10940

  This charming two-family home offers an exceptional opportunity for both owner-occupants and investors alike. Step onto the inviting wraparound porch—a perfect place to relax and enjoy the neighborhood—before entering the first unit. Inside, you’ll find hardwood floors, abundant natural light, and a comfortable, well-designed layout. The 2 kitchens are equipped with new appliances, with a washer

  Gail Rachlin Keller Williams Hudson Valley

  35 East Ave, Middletown, NY 10940
• 

  

  

  /3

  $110,000

  • Land
  • 6.5 Acres
  • $16,923 per Acre

  0 County Road 49, Middletown, NY 10940

  6 Acres of Raw Land! Prime Middletown parcel with potential for residential development or investment. Quiet lot with easy access to main roads and nearby amenities. Drive-by only. Utilities not confirmed.

  Bryant Moran YourHomeSold Guaranteed Realty

  0 County Road 49, Middletown, NY 10940
• 

  

  /28

  $849,000

  • 5 Beds
  • 2.5 Baths
  • 3,764 Sq Ft

  238 S Centerville Rd, Middletown, NY 10940

  Spacious Country Retreat on 22.6 Acres in Minisink Valley School District This exceptional property offers privacy, comfort, and extensive amenities set on 22.6 picturesque acres. The master bedroom and bathroom were updated in 2016, complemented by a wet bar in the family room—perfect for entertaining. The home features three fireplaces and a wood stove, creating warmth and character throughout.

  Linda VanDeWeert BHG Real Estate Green Team

  238 S Centerville Rd, Middletown, NY 10940
• 

  

  /15

  $99,000

  • Land
  • 5.1 Acres
  • $19,412 per Acre

  Lot 11 Meadow Brook Dr, Middletown, NY 12455

  Tucked away in the pastoral rolling hills, just a short drive from down town Margaretville, this very special 5 acre parcel is sure to check many boxes on your wish list. A peaceful and serene setting with beautiful scenic views and rolling open meadows backed by magical woods to explore. With several possible building sites this parcels offers what most are looking for. Easy access, and close to

  Rosalie Glauser Listing by Frank Lumia Real Estate Plus!, LLC

  

  Lot 11 Meadow Brook Dr, Middletown, NY 12455
• 

  

  /33

  $419,000

  • 3 Beds
  • 1.5 Baths
  • 1,984 Sq Ft

  32 Dudley Ln, Middletown, NY 10940

  All you need is a moving van! Move right into this beautifully renovated 3-bedroom Nantucket-style Colonial, ideally set on a quiet street. Features include a spacious, sun-filled kitchen with quartz countertops, tiled flooring, and oversized windows, a warm and inviting family room with a fireplace, and three generously sized bedrooms. Additional highlights include an attached garage and a

  Naomi Streicher Q Home Sales

  32 Dudley Ln, Middletown, NY 10940
• 

  

  /27

  $318,000

  • 2 Beds
  • 1.5 Baths
  • 1,460 Sq Ft

  47 Brick Pond Rd Unit 47, Middletown, NY 10940

  Welcome to this charming 2-story townhouse-style condo nestled in the Spring Hollow community. It features 2 bedrooms and 1.5 bathrooms. The main level includes a spacious living room, a cozy eat-in kitchen, and a convenient half bath. The kitchen features cream-colored cabinets, granite countertops, and a tile backsplash. It includes stainless steel appliances, a center island for extra

  Jie Liu Keller Williams Hudson Valley

  47 Brick Pond Rd Unit 47, Middletown, NY 10940
• 

  /2

  $65,000

  • Land
  • 0.24 Acre
  • $270,833 per Acre

  1 S Shore Dr, Middletown, NY 10940

  Quarter acre waterfront parcel located on Pocatello Lake. Scenic water views, and a peaceful setting with convenient access to local amenities in the City of Middletown and Town of Wallkill. Rare opportunity for lakefront land ownership in a desirable location.

  Soleil Jackman Howard Hanna Rand Realty

  1 S Shore Dr, Middletown, NY 10940
• 

  

  /24

  $269,000

  • 2 Beds
  • 1.5 Baths
  • 960 Sq Ft

  Unlisted Address

  Middletown! Vintage Colonial set mid-block among similar homes. The main level features a spacious living room, dining room, kitchen, and half bath. The second level offers two bedrooms and a full bath. Spacious rooms throughout with hardwood floors and a good-sized kitchen. Ideal opportunity for a first-time buyer or investor, with low taxes. Conveniently located close to shopping and major

  Naomi Streicher Q Home Sales

  Unlisted Address
• 

  

  /5

  $525,000

  • Land
  • 3.8 Acres
  • $138,194 per Acre

  TBD Silver Lake-Scotchtown Rd, Middletown, NY 10940

  Attention Builders and Developers: Presenting a rare, fully-approved 3-lot subdivision on Silverlake Scotchtown Road in the desirable Town of Wallkill, ready for the construction of three new two-family homes. Each lot is designed to accomodate a 32x80 structure which is large enough for each unit to include 3 bedrooms, 2 baths and a 1 car garage. Seller does not have architectural plans so

  Jason McGovern Keller Williams Hudson Valley

  TBD Silver Lake-Scotchtown Rd, Middletown, NY 10940
• 

  

  /8

  $160,000

  • Land
  • 0.43 Acre
  • $374,710 per Acre

  47 Carpenter Ave, Middletown, NY 10940

  PRICE IMPROVED - Available for Sale is this Prime Vacant Lot with great visibility and traffic count. Zoned HC (Highway Commercial). Permitted uses include Financial institutions, office, religious, retail and service and repair shops. Uses by special permit include clubs and lodges, day care facilities, eating/drinking establishments, funeral parlors, hotel/motel, shopping centers, veterinary

  Jacqueline Henry-Thompson Jackie Henry Realty LLC

  47 Carpenter Ave, Middletown, NY 10940
• 

  

  /26

  $250,000

  • 1 Bed
  • 1 Bath
  • 360 Sq Ft

  51 S Shore Dr, Middletown, NY 10940

  Welcome to 51 S Shore Drive, a charming and thoughtfully updated bungalow retreat nestled on a private, wooded 9,374 sq ft lot with sparkling lake views in scenic Middletown, NY. This beautifully curated 1-bedroom, 1-bath lakefront getaway offers 360 square feet of smart, stylish living space perfect for a weekend escape, vacation rental, or year-round peaceful living. Step inside to a crisp,

  Arya Rabinovits eRealty Advisors, Inc

  51 S Shore Dr, Middletown, NY 10940
• 

  

  /13

  $274,900

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  121 Sprague Ave, Middletown, NY 10940

  Welcome to this inviting 1,200 sq. ft. Cape Cod-style home offering 2 bedrooms and 1.5 bathrooms, blending classic charm with important modern upgrades. Step inside to a large front room, perfect for use as a home office, den, or flexible living space. The home features a comfortable living room and a well-appointed kitchen with updated cabinets and granite countertops, ideal for everyday living

  Jean DiMatteo DiMatteo Realty LLC

  121 Sprague Ave, Middletown, NY 10940
• 

  

  /17

  $109,888

  • Land
  • 3 Acres
  • $36,629 per Acre

  125 Dimmick Mountain Rd, Middletown, NY 12430

  2.75 ACRE SCENIC LOT WITH NYC DEP APPROVALS – DIMMICK MOUNTAIN RD, MIDDLETOWN, NY ADDRESS: DIMMICK MOUNTAIN ROAD, MIDDLETOWN, NY 12455............... LOT SIZE: 2.75 ACRES TYPE: VACANT LAND – RESIDENTIAL ZONING UTILITIES: ELECTRIC ON-SITE, EXISTING DUG WELL PROPERTY OVERVIEW WELCOME TO YOUR PERFECT CATSKILLS RETREAT OPPORTUNITY.............A SPACIOUS AND SCENIC 2.75-ACRE VACANT LOT ON DIMMICK

  Joseph Lombardo Listing by Lombardo Homes & Estates

  

  125 Dimmick Mountain Rd, Middletown, NY 12430
• 

  

  /37

  $159,000

  • Land
  • 14.61 Acres
  • $10,883 per Acre

  Lots 2 / 3 Quail Ridge Rd, Middletown, NY 12455

  Two scenic parcels totaling 14.61 acres with sweeping mountain views offer the perfect canvas for an inspiring Catskills retreat. Ideally situated between the charming towns of Margaretville and Roxbury, this location provides convenient access to grocery stores, art galleries, cafés, and quaint local shops—while still feeling worlds away from the hectic life of more developed areas. An excellent

  James Karpowicz Coldwell Banker Timberland Pro

  Lots 2 / 3 Quail Ridge Rd, Middletown, NY 12455
• 

  

  /22

  $409,500

  • 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
• 

  

  /33

  $350,000

  • 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
• 

  

  /5

  $65,000

  • Land
  • 0.18 Acre
  • $359,513 per Acre

  538 E Main St, Middletown, NY 10940

  Residential land avaiable on East Main Street, close to the Crystal Medical center, close to NYS HWY 17, close to the Galleria Mall, close to the new Resorts and Casino about 30 milles away, close to the Poconos, come built you new home here.

  Frank Rivera Hudson Valley Home Connection

  538 E Main St, Middletown, NY 10940
• 

  

  /15

  $349,000 Open Mon 12PM - 2PM

  • 3 Beds
  • 1 Bath
  • 1,278 Sq Ft

  39 Crescent Place, Middletown, NY 10940

  Very Beautifully renovated home on a quiet street in Middletown. Perfect location close to schools, shopping, and playgrounds. Clean hardwood floors, updated kitchen, newly paved driveway, finished patio, and plenty of natural light. In addition, all windows were replaced in 2020

  Zhiheng Tang Keller Williams Hudson Valley

  39 Crescent Place, Middletown, NY 10940
• 

  

  /50

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 1,184 Sq Ft

  1065 Dolsontown Rd, Middletown, NY 10940

  Welcome to this private and spacious raised ranch located in the Town of Wawayanda within Middletown School District. Set on 1.5 acres with exceptional privacy, this three-bedroom, 2.5-bath home offers a versatile layout and a convenient location close to everything. The main level features a bright, open floor plan with a combined kitchen, living, and dining area, ideal for everyday living and

  Susan Giordano John J Lease REALTORS Inc

  1065 Dolsontown Rd, Middletown, NY 10940
• 

  

  /50

  $849,000

  • 4 Beds
  • 4 Baths
  • 5,816 Sq Ft

  30 Heather Ct, Middletown, NY 10941

  This 5815 sq ft Contemporary Ranch blends classic single-level living with modern architectural accents, highlighted by its elegant stone and stucco facade, dramatic hip-roof design, and expansive, light-filled layout. Perfectly sited on 1.7 acres of beautifully manicured, gently sloped grounds, the home captures stunning open views of rolling fields, forests, and distant mountains, creating a

  John Ruggieri BHHS Hudson Valley Properties

  30 Heather Ct, Middletown, NY 10941
• 

  

  /42

  $625,000

  • 2 Beds
  • 3 Baths
  • 2,975 Sq Ft

  24 Juniper Cir, Middletown, NY 10940

  WELCOME TO WILDFLOWER AT WALLKILL — Orange County's premier 55+ Community! This elegant Tarrington model offers nearly 3,000 square feet of beautifully designed living space, combining comfort, sophistication, and convenience. Inside, you’ll find an open dining and living room combination creates the perfect flow for gatherings, while the expansive kitchen and family room with cathedral ceilings

  Patricia Sassi RE/MAX Benchmark Realty Group

  24 Juniper Cir, Middletown, NY 10940
• 

  

  /24

  $599,900

  • 1 Bed
  • 1.5 Baths
  • 1,428 Sq Ft

  6 Bart Bull Rd, Middletown, NY 10941

  Step into a rare piece of local history with this stunning former schoolhouse, beautifully set in the Town of Wallkill. Rich in character and architectural charm, this one-of-a-kind property offers an abundance of natural light that highlights the craftsmanship of a bygone era. The open interior provides exceptional flexibility - perfect for a unique residence, artist's retreat, studio space, or

  Rebecca Matta-Candela Keller Williams Realty

  6 Bart Bull Rd, Middletown, NY 10941
• 

  

  /22

  $329,000

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  26 Ridge St, Middletown, NY 10940

  Beautifully renovated single-family home offering a clean, comfortable layout with thoughtful updates throughout. This residence features 3 spacious bedrooms filled with natural light and a brand-new kitchen equipped with appliances and ample cabinetry. Fresh finishes throughout the home create a bright, move-in-ready feel. Enjoy additional storage space in both the attic and basement, providing

  Cheskel Werzberger Blooming Realty

  26 Ridge St, Middletown, NY 10940
• 

  

  /33

  $407,550

  • 3 Beds
  • 2 Baths
  • 1,748 Sq Ft

  13 Forest Ave, Middletown, NY 10940

  Welcome to 13 Forest Ave, a spacious and versatile home located in the heart of Middletown, just minutes from the Touro College of Osteopathic Medicine campus and medical facilities. This charming property offers approximately 1,748 sq ft of living space, featuring 3–4 bedrooms and 2 full bathrooms, making it an excellent fit for households seeking flexibility or additional private living areas.

  Pete Wolven Hudson Valley Home Connection

  13 Forest Ave, Middletown, NY 10940
• 

  

  /15

  $264,999

  • 2 Beds
  • 2.5 Baths
  • 1,348 Sq Ft

  11 Jordan Ln, Middletown, NY 10940

  Great opportunity for investors for fix and flip.Minimal work needed to make it presentable.Town house located in a beautiful neighborhood.

  Siju John Kerala Realty, LLC

  11 Jordan Ln, Middletown, NY 10940
• 

  /2

  $99,900

  • Land
  • 0.3 Acre
  • $333,000 per Acre

  28 Genung St, Middletown, NY 10940

  **Great investment opportunity in desirable area in Middletown** Not many vacant properties on the market that offer the possibility to build a multi-family unit. This lot is set back from the main road, just behind 32 Genung Street, that is a legal 2-family property.Don't miss out!

  Evelyn Unger Tmimi Weichert Realtors

  28 Genung St, Middletown, NY 10940
• 

  

  /16

  $350,000 Open Mon 2PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 930 Sq Ft

  65 Monhagen Ave, Middletown, NY 10940

  This beautifully updated Cape Cod–style single-family home offers 3 bedrooms and 2.5 baths, including a generous first-floor primary suite. The main level features a spacious living room with a fireplace, a formal dining room, and an elegant kitchen with granite and wood countertops along with stainless steel appliances. High ceilings, detailed moldings, a full bath, and a convenient laundry area

  Jonathon Lee Keller Williams Hudson Valley

  65 Monhagen Ave, Middletown, NY 10940
• 

  

  /5

  $300,000

  • Land
  • 7 Acres
  • $42,857 per Acre

  2024 Mount Hope Rd, Middletown, NY

  Looking to build? Land available in prime location. Situated directly between Middletown and Town of Mount Hope with easy access to all major roadways. Zoned for residential and agriculture. Buyer/builder to subdivide 5-8 acres from this 37+ acre parcel as agreeable to seller and proposed in contract. Flat, open, cleared land may be suitable for 1-3 building lots. Land to purchase provides

  Amanda Ferrantello Hudson Valley Griffith

  2024 Mount Hope Rd, Middletown, NY
• 

  

  /22

  $220,000

  • 2 Beds
  • 1 Bath
  • 820 Sq Ft

  58 Wawayanda Ave, Middletown, NY 10940

  A Great Place to Call Home or perfect for those looking to expand your real estate investment portfolio, this charming Middletown home offers the perfect blend of comfort, convenience, and value. Cozy yet spacious, this home has been thoughtfully updated and is truly move-in ready! With 2 bedrooms, a full bath and a home office/ den you will have all the space you need. Enjoy peace of mind with

  Frank Muccari Cronin & Company Real Estate

  58 Wawayanda Ave, Middletown, NY 10940
• 

  

  /13

  $45,000

  • Land
  • 1.4 Acres
  • $32,143 per Acre

  Pocatello Road Pocatello Rd, Middletown, NY 10940

  Country Living. yet just ten minutes to Middletown NY. area of nice homes. over 249 feet county road frontage. no close neighbors private. Rt 17 Rt 24 Rt 35 all close by. for easy commute to work. Orange County is a leader in population and company relocating more jobs Avalible. five minutes to Maple Hill Elementary School zoned R2 with no water and no sewer one would need 3 Acres so this

  John Melchior Howard Hanna Rand Realty

  Pocatello Road Pocatello Rd, Middletown, NY 10940
• 

  

  /24

  $319,900

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft

  9 Fairview Ave, Middletown, NY 10940

  A must see home! This beautiful colonial home will have everything brand new - from the exterior: roof, sidings, windows, porch, deck to the interior: kitchen, all walls with plumbing and electrical lines, kitchen with brand new cabinets, countertops and appliances: refrigerator, oven/range, microwave and dishwasher, beautiful bathrooms with tiles, hardwood floorings - all NEW. Featuring 3

  Anita S. Cristiano HomeSmart Homes & Estates

  9 Fairview Ave, Middletown, NY 10940
• 

  

  /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
• 

  /2

  $336,000

  • 3 Beds
  • 1 Bath
  • 924 Sq Ft

  8 Hill Rd, Middletown, NY 10941

  Looking for a home you can make your own without breaking the bank? This 924 sq ft ranch style home on 4 private acres with direct Wallkill River access is a rare opportunity! This home needs some cleanup and finishing touches inside. You could move right in and update as you go! The Detached Garage needs a new roof and renovations. Perfect for FHA 203K buyers who want a little sweat equity and a

  Nancy LaBarbera Keller Williams Hudson Valley

  8 Hill Rd, Middletown, NY 10941
• 

  

  /35

  $589,000

  • 4 Beds
  • 3 Baths
  • 2,732 Sq Ft

  24 3rd St, Middletown, NY 10940

  BETTER THAN NEW! SPACIOUS 4-Bedroom, 3-Full Bath Bi-Level ColonialWelcome to this meticulously maintained home offering over 2,700 sq ft of beautifully finished living space that blends modern style with timeless charm.Step into the gorgeous eat-in kitchen, thoughtfully designed with:A large center island with ample seatingGleaming hardwood floorsVaulted

  Jane Panico Realty Promotions Inc

  24 3rd St, 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
• 

  

  /14

  $329,000

  • 3 Beds
  • 1.5 Baths
  • 1,528 Sq Ft

  21 N Aspen Rd, Middletown, NY 10940

  Move-in ready 3-bedroom, 2-bath townhouse in the Middletown School District. Home features new roof and siding (2023), new windows, and great flooring throughout. No repairs needed! Gas heat (no oil), fenced-in backyard, and covered porch. Delivered vacant at closing. Convenient location near schools, parks, shopping, and major routes. Perfect turnkey property for homeowner or investor!

  Derek Greene Greene Realty Group

  21 N Aspen Rd, Middletown, NY 10940

Showing Results 41 - 80, Page 2 of 3