Homes for Sale near Middletown High School

• 

  

  

  /44

  $505,000

  • 3 Beds
  • 2.5 Baths
  • 2,996 Sq Ft

  22 Rosecrest Ct, Middletown, NY 10940

  Discover refined living at 22 Rosecrest Court, a nearly 3,000 sq ft designer-inspired townhome blending modern comfort, thoughtful upgrades, and a lifestyle of ease within one of Middletown’s most desirable communities. Crafted in 2015 and meticulously enhanced since, this residence reflects the kind of pride and attention that only comes from true Max Effort living. From the moment you enter,

  Pete Wolven Hudson Valley Home Connection

  22 Rosecrest Ct, Middletown, NY 10940
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Learn More
• 

  

  /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
• 

  

  

  /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
• 

  

  

  /31

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 2,763 Sq Ft

  17 Woodrose Ct, Middletown, NY 10940

  Discover the perfect blend of classic charm and modern comfort in this beautiful Colonial-style home. Filled with warmth and character, this cozy yet spacious residence features soaring high ceilings that create an open, airy feel throughout. Each room is thoughtfully designed to offer both elegance and comfort, making the home feel inviting from the moment you step inside. With its timeless

  Ermelinda Mclaughlin eXp Realty

  17 Woodrose Ct, Middletown, NY 10940
• 

  

  

  /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
• 

  

  /33

  $375,000

  • 4 Beds
  • 2.5 Baths
  • 1,668 Sq Ft

  29 Little Ave, Middletown, NY 10940

  Discover this renovated colonial home nestled in the charming city of Middletown. This spacious single-family residence offers a perfect blend of classic charm and tasteful updates. The main level features a dedicated home office, an inviting living room, and an open-concept kitchen with stunning granite countertops and a center island. A formal dining room and a convenient half bath complete

  Michael LaMorte Christie's Int. Real Estate

  29 Little 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

  $329,900

  • 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
• 

  

  /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
• 

  

  /16

  $649,900

  • 4 Beds
  • 3 Baths
  • 2,444 Sq Ft

  744 Mount Hope Rd, Middletown, NY 10940

  A beautiful colonial home sitting on 3 acres with open layout is being built in the town of Wallkill. Offering about 2400 SQFT living space including the finished basement with 4 bedrooms, 3 full bathroom and a one car garage. From the living room to a dining area and it's open to a beautiful kitchen with Quartz countertops, an island and stainless appliances. This gorgeous home will have 1

  Anita S. Cristiano HomeSmart Homes & Estates

  744 Mount Hope Rd, Middletown, NY 10940
• 

  /2

  $100,000

  • Land
  • 11.4 Acres
  • $8,772 per Acre

  0 Daly Rd Unit KEY935462, Wallkill, NY 10940

  Discover this beautiful undeveloped parcel of raw land offering privacy, natural beauty, and potential to build your house(s). Located at the end of a quiet, low-traffic street, this property is ideal for building one private residence with ample surrounding land for recreational use, trails, outdoor activities, or personal enjoyment. The setting provides a peaceful retreat while still being

  Joe Distelburger Keller Williams Realty

  0 Daly Rd Unit KEY935462, Wallkill, NY 10940
• 

  

  /14

  $341,999

  • 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
• 

  

  /31

  $399,000

  • Land
  • 43.4 Acres
  • $9,194 per Acre

  64 Seaman Rd, Scotchtown, NY 10941

  Nestled in a serene and private setting, this 43+ acre property is a rare find, offering endless possibilities for those seeking a dream home or recreational retreat. Positioned on a desirable flag lot, the land ensures seclusion while still being accessible. A gated graveled driveway leads to a cleared homesite area, ready for construction. The level, wooded landscape is enhanced by a network of

  Antoinette Gundersen HomeSmart Homes & Estates

  64 Seaman Rd, Scotchtown, NY 10941
• 

  

  /31

  $319,000

  • 3 Beds
  • 2.5 Baths
  • 1,408 Sq Ft

  22 Red Barn Ln, Middletown, NY 10940

  Welcome home to this beautifully renovated 3-bedroom, 2.5-bathroom move-in-ready townhouse, perfectly situated in the highly desirable Meadows development within the Middletown School District. Thoughtfully updated with a full gut renovation in 2020, this spacious home blends modern elegance with everyday comfort.Step inside and immediately feel at home. The main level offers a bright and

  Maria Sairrino Cronin & Company Real Estate

  22 Red Barn Ln, Middletown, NY 10940
• 

  

  /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
• 

  

  /58

  $625,000 Pre-Foreclosure

  • 12 Beds
  • 10 Baths
  • 5,004 Sq Ft

  5 Wawayanda Place, Middletown, NY 10940

  CASH ONLY - Totally renovated large home with 12 bedrooms, 8 of them being suites with their own full bathroom. 10 full bathrooms total. Home also features game room, large dining area, living room, spacious eat in kitchen with stainless appliances & island, laundry off the kitchen, large fenced patio & inground pool. Conveniently located around Orange County Community College, tennis & skate and

  Jamie Sittner Find Advisors

  5 Wawayanda Place, Middletown, NY 10940
• 

  

  /23

  $359,000

  • 2 Beds
  • 1.5 Baths
  • 1,115 Sq Ft

  14 Kensington Way, Middletown, NY 10940

  Welcome to this beautifully renovated townhouse-style condo offering 2 bedrooms and 1.5 bathrooms. The bright, open-concept kitchen features brand-new appliances and flows seamlessly into a spacious living room filled with natural light from the sliding glass doors. Step outside to a private backyard patio—perfect for relaxing or entertaining. Upstairs, you’ll find two well-designed bedrooms,

  Xiaohui Cui Keller Williams Hudson Valley

  14 Kensington Way, Middletown, NY 10940
• 

  

  /26

  $405,000

  • 3 Beds
  • 2.5 Baths
  • 1,540 Sq Ft

  23 Peach Place, Middletown, NY 10940

  Welcome to this three-level townhouse located in Middletown, offering a one-car garage. The main level features a bright living room, with the kitchen and dining area located just beyond. The kitchen offers stainless steel appliances and plenty of cabinet and counter space. The refrigerator, microwave, and dryer were replaced in 2022. Sliding glass doors lead to a deck overlooking the yard. A

  Jie Liu Keller Williams Hudson Valley

  23 Peach Place, Middletown, NY 10940
• 

  

  /8

  $90,000

  • 1 Bath
  • 480 Sq Ft

  115 Concord Ln Unit 115, Middletown, NY 10940

  Looking for an affordable and convenient place to call home? This bright studio condo in the desirable Buttonwood Estates community offers comfort and value in one package! Features include a galley-style kitchen, open living/sleeping area, and low-maintenance living—perfect for first-time buyers, downsizers, or investors. Enjoy the benefits of a well-kept community close to shopping, dining, and

  Malik Subhani Weichert Realtors

  115 Concord Ln Unit 115, Middletown, NY 10940
• 

  

  /21

  $439,900

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  16 Leers Rd, Glen Spey, NY 12737

  Beautifully Built in 2025! Nestled in the peaceful woods of the Town of Lumberland, this gorgeous Cape Cod offers the perfect blend of comfort, style, and nature. The open-concept design creates a seamless flow between the living room, kitchen, and dining areas—ideal for entertaining or relaxing at home. The first floor features two spacious bedrooms, a full bath, a convenient laundry room, and

  Chris Ogden Realty Promotions Inc

  16 Leers Rd, Glen Spey, NY 12737
• 

  

  /35

  $599,900

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  458 County Route 50, Middletown, NY 10940

  Welcome to 458 County Route 50!Discover the perfect blend of elegance and functionality in this stunning colonial residence nestled in the highly sought-after Goshen School District. This expansive 2,200 sq. ft. home boasts 4 spacious bedrooms, 2.5 bathrooms, and a finished basement, complete with a one-car garage.Upon entering, you'll be greeted by an open floor plan featuring rich oak

  Travis Thompson Keller Williams Hudson Valley

  458 County Route 50, 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
• 

  

  /3

  $100,000

  • Land
  • 1.4 Acres
  • $71,429 per Acre

  0 Sunrise Park Rd Unit ONEH6269318, Wawayanda, NY 10958

  No engineering done on this lot. Quiet cul de sac near everything. Additional Information: SoilType:Unknown,

  Joe Distelburger Keller Williams Realty

  0 Sunrise Park Rd Unit ONEH6269318, Wawayanda, NY 10958
• 

  

  /20

  $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
• 

  

  /4

  $2,300,000

  • Land
  • 136.96 Acres
  • $16,793 per Acre

  0 Shawangunk Rd Unit KEYH6301772, Scotchtown, NY 10940

  136± acres with subdivision potential that is located in a country rural area with road frontage on three roads: Shawangunk, Weld , Tarbell and Goshen Turnpike. Raw land, no engineering. Includes SBL 3-1-9 Additional Information: SoilType:Unknown,

  Richard (RJ) Smith Howard Hanna Rand Realty

  0 Shawangunk Rd Unit KEYH6301772, Scotchtown, NY 10940
• 

  

  /8

  $155,000

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft

  234 Concord Ln, Middletown, NY 10940

  Welcome to this inviting 1-bedroom, 1-bath residence in the heart of Middletown. Featuring an open-living layout with abundant natural light, this unit offers a seamless flow from the living room to the kitchen and plenty of storage. The generously sized bedroom boasts a large closet and easy access to the full bath. Additional perks include in-unit laundry and assigned parking. Located in a

  Malik Subhani Weichert Realtors

  234 Concord Ln, Middletown, NY 10940
• 

  

  /18

  $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 brand-new stainless

  Steven Brown Hudson Valley Realty & Busines

  985 Route 17m, Middletown, NY 10940
• 

  

  /27

  $289,000

  • 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
• 

  

  /41

  $399,000

  • 2 Beds
  • 1.5 Baths
  • 1,036 Sq Ft

  15 Clark St, Middletown, NY 10940

  Charming cape with water views on quiet street with boat launch! A total dream! House was recently renovated both inside and out. The recently painted rich, navy blue siding pops as you pull up alongside the newly built stone wall to welcome family and friends. The interior has been updated with new paint and flooring. Neutral colors and touches of shiplap throughout make the whole home very

  Hilary Ryan Goldman Howard Hanna Rand Realty

  15 Clark St, Middletown, NY 10940
• 

  

  /46

  $624,900

  • 3 Beds
  • 3.5 Baths
  • 3,013 Sq Ft

  1 Country Club Dr, Middletown, NY 10940

  Escape the hustle and bustle and enjoy a luxury lifestyle in the Hudson Valley! 70 miles from NYC so still easily accessible! The largest end unit in the premier luxury, maintenance free gated community of Fairways of Wallkill. The original owners included every upgrade available when choosing options and now it can be yours! Starting with the privacy, lush landscaping and common area, this was

  Karen Taphorn Howard Hanna Rand Realty

  1 Country Club Dr, Middletown, NY 10940
• 

  

  /39

  $500,000

  • 3 Beds
  • 2.5 Baths
  • 2,167 Sq Ft

  76 Magnolia Park Rd, Middletown, NY 10940

  Start off the new year in a beautiful new home! 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

  Ryan Degnan Howard Hanna Rand Realty

  76 Magnolia Park Rd, Middletown, NY 10940
• 

  

  /8

  $330,000

  • 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

  Kilimanjaro Toussaint YourHomeSold Guaranteed Realty

  2 Rivervale Rd, Middletown, NY 10940
• 

  

  /22

  $714,900

  • 4 Beds
  • 3.5 Baths
  • 2,987 Sq Ft

  326 Ingrassia Rd, Middletown, NY 10940

  Welcome to this nearly new four-bedroom, three-bath ranch-style home, nestled on a picturesque two-acre, tree-lined lot that offers both privacy and natural beauty. With stucco siding and a thoughtfully designed layout, this home combines modern comfort with timeless appeal.Step inside to find a spacious, open-concept floor plan with abundant natural light. The main living areas flow

  Catherine Eichner Eichner Realty Group Inc.

  326 Ingrassia Rd, Middletown, NY 10940
• 

  /2

  $353,000

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

  187 Watkins Ave, Middletown, NY 10940

  Opportunity knocks at $353,000 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 che

  Neven Spralja Real Home Services & Solutions, Inc

  187 Watkins Ave, Middletown, NY 10940
• 

  

  /44

  $319,999

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft

  20 Benton Ave, Middletown, NY 10940

  Discover the potential in this charming 3-bedroom, 2-full-bath two-story home with 1,504 sq ft of living space. Full of character and solid construction, this property offers a formal dining room and plenty of room to grow with a full unfinished attic and full, unfinished, walk-out basement featuring washer/dryer hookups. Featuring strong bones and charming original touches, this home is brimming

  Vincent Reda Keller Williams Realty

  20 Benton Ave, Middletown, NY 10940
• 

  

  /17

  $499,000

  • 6 Beds
  • 5 Baths
  • 3,000 Sq Ft

  17 Blanchard St, Middletown, NY 10940

  Welcome to 17 Blanchard Street, a side-by-side two-family home offering flexibility for owner-occupants or investors alike. Each unit spans approximately 1,500 square feet, providing spacious, functional layouts that truly live like a single-family home. Unit One features 3 generously sized bedrooms, 2 full bathrooms, and 1 half bath, while Unit Two offers 3 bedrooms, 1 full bathroom, and 1 half

  Jeliana Melendez Christie's Int. Real Estate

  17 Blanchard St, 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

Showing Results 41 - 79, Page 2 of 2