Homes for Sale near Maple Hill Elementary School

• 

  

  

  /44

  $599,000

  $70K PRICE DROP

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

  23 Orange Terrace, Middletown, NY 10940

  Experience a one-of-a-kind custom-built A-Frame that blends rustic charm with modern luxury. Nestled on a quiet street in the city, this stunning home commands attention with its reflective tinted windows, dramatic architecture, and incredible curb appeal.Designed for both entertaining and everyday living, the expansive wraparound deck features a built-in wired speaker system, creative

  

  Joao Rodrigues

  Preferred Properties Real Esta

  23 Orange Terrace, Middletown, NY 10940
• 

  Explore Maple Hill Elementary School

• 

  

  

  /33

  $474,900

  Open Sat 12PM - 2PM $24K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,248 Sq Ft

  3 Allerton Ave, Middletown, NY 10940

  Welcome to 3 Allerton Ave, a charming and well-maintained Ranch-style home nestled in one of Middletown’s sought-after neighborhoods. Set on a private 0.20-acre lot, this inviting property offers a peaceful suburban setting with shopping, dining, public transportation, and commuter routes just minutes away. A welcoming front porch leads into a bright foyer and semi-open living space connecting

  

  Erin Connolly-Frontino

  Artisan Realty

  3 Allerton Ave, Middletown, NY 10940
• 

  

  

  /43

  $399,900

  $25K PRICE DROP

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

  83 Deer Ct Dr, Middletown, NY 10940

  Beautifully renovated 3-bedroom, 2.5-bathroom, 1-car garage, two-story townhouse located in the highly desirable Deer Run complex. This move-in-ready home features laminate flooring throughout, with tile flooring in the kitchen and bathrooms. The kitchen was tastefully updated in 2020, along with the heating and cooling system, which is electronically controlled and offers a high-efficiency SEER

  

  Dulce M Ferrera

  KW Hudson Valley United

  83 Deer Ct Dr, Middletown, NY 10940
• 

  

  

  /33

  $475,000

  • 4 Beds
  • 2.5 Baths
  • 2,152 Sq Ft

  8 Pine St, Middletown, NY 10940

  Come view this beautifully appointed Raised Ranch in a commuter-friendly area of Middletown . This 4 bedroom two bath home boasts an open kitchen concept with 4 generous sized bedrooms upstairs an open downstairs area that can become anything you desire. It comes fully equipped with all appliances. You will also enjoy the spacious canopied deck and pool. Act now and you can bein this wonderful

  Robin White KW Hudson Valley United

  8 Pine St, Middletown, NY 10940
• 

  

  

  /13

  $530,000

  $30K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 1,911 Sq Ft

  35 Dogwood Dr, Middletown, NY 10940

  Just pack your bags and move in. Spacious, Comfortable and Cozy 5 bedroom 1 family house for sale. This house features 4 Bedrooms and 2 bathrooms on the upper level with a walk in closet and a bathroom in the master bedroom. The first features a 1/2 bath, renovated kitchen, separate living and dinning rooms and a walkout deck. The ground floor features a 2 car garage, finished basement with 1

  Lenworth Brisco Keller Williams Realty NYC Grp

  35 Dogwood Dr, Middletown, NY 10940
• 

  

  /50

  $599,000

  Pre-Foreclosure

  • 4 Beds
  • 2.5 Baths
  • 2,428 Sq Ft

  977 Mt Hope Rd, Middletown, NY 10940

  3.8 acres + privacy + a substantial 4-bedroom Colonial.Your own private retreat in Middletown — with the space you've been looking for. This beautiful property offers plenty of privacy and room to enjoy both indoor and outdoor living.Step inside and you'll immediately appreciate the beautiful hardwood floors, high ceilings, and abundance of natural light throughout. The spacious center

  Georgina T. Maynard Charles Rutenberg Realty, Inc.

  977 Mt Hope Rd, Middletown, NY 10940
• 

  

  /18

  $178,500

  New Construction $11K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  412 4th Ave, Middletown, NY 10940

  This beautiful high end home is located in the desirable Valley View Community. The home is brand new and offers a modern contemporary feel and it is ready to be yours! Ideal commuter friendly location just minutes to the train to NYC. Bright and airy 2 bedroom, 2 bath home with close to 1,000 square feet of space! Gorgeous gourmet kitchen with upgraded cabinets featuring an abundance of

  Sandra Spector Howard Hanna Rand Realty

  412 4th Ave, Middletown, NY 10940
• 

  

  /18

  $489,000

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,932 Sq Ft

  12 Walnut Ln, Middletown, NY 10940

  Beautifully maintained home in a desirable Middletown neighborhood featuring a bright, functional layout and a spacious backyard. One of the most valuable features of this property is its flexible bedroom layout. Four total bedrooms, including two conveniently located on the first floor, offering rare flexibility for multi-generational living, guests, a home office, or easy single-level living.

  Xiaohui Cui KW Hudson Valley United

  12 Walnut Ln, Middletown, NY 10940
• 

  

  /14

  $314,000

  $5K PRICE DROP

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

  35 Lexington Way, Middletown, NY 10940

  Prime Location & NeighborhoodCommuter Convenience: Minutes from Route 17 (Future I-86), Interstate 84, and the Middletown Metro-North train station, providing a straightforward commute toward NYC and Westchester.Proximity to Key Amenities: Close to Garnet Health Medical Center, SUNY Orange, and the Route 211 commercial corridor (major shopping centers, dining, and grocery

  Zhiheng Tang KW Hudson Valley United

  35 Lexington Way, Middletown, NY 10940
• 

  

  /5

  $169,900

  • Land
  • 4.2 Acres
  • $40,452 per Acre

  0 Dosen Rd Unit KEY1005907, Wallkill Town, NY 10940

  Tucked away with exceptional privacy, yet just minutes from everything you need — this lot places you within 15 minutes of Middletown's vibrant dining, grocery, and shopping destinations. The location is truly unmatched: Garnet Health Medical Center, Middletown Medical Center, and Orange County Community College are all within easy reach, making this an ideal home base for those who require both

  Patricia Sassi RE/MAX Benchmark Realty Group

  0 Dosen Rd Unit KEY1005907, Wallkill Town, NY 10940
• 

  

  /23

  $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 KW Hudson Valley United

  30 Daly Rd, Middletown, NY 10940
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  /6

  $799,000

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

  Lot 2 Winters Ln, Middletown, NY 10940

  Welcome to your dream home! This stunning new construction craftsman-style home is now being built on Lot 2 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

  Lot 2 Winters Ln, Middletown, NY 10940
• 

  /2

  $55,000

  $10K PRICE DROP

  • Land
  • 10,454 Sq Ft
  • $229,167 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
• 

  

  /20

  $420,000

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft

  4 Westminster Dr, Middletown, NY 10940

  Welcome home to this beautifully updated 3-bedroom, 1.5-bathroom house located in a quiet neighborhood! This home features new flooring and fresh paint throughout, an updated kitchen, and a large deck with an expansive yard—perfect for relaxing or entertaining.The property includes private driveway parking and a full basement providing ample storage. With the added convenience of an

  Elena James Keller Williams Realty

  4 Westminster Dr, Middletown, NY 10940
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  /26

  $199,000

  $51K PRICE DROP

  • 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
• 

  

  /26

  $295,000

  $25K PRICE DROP

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

  18 Deer Ct Dr, Middletown, NY 10940

  Welcome to 18 Deer Court Dr, located in the desirable Deer Run community. This well-appointed second floor end unit offers approximately 1,291sqft, with 2 bedrooms, and 2 full bathrooms. This spacious condo combines comfort, style, and convenience in a wonderful Hudson Valley setting.Step inside to an open and inviting living and dining area featuring beautiful hardwood floors, creating a

  David Wilson Hudson Premium Realty

  18 Deer Ct Dr, Middletown, NY 10940
• 

  

  /17

  $609,000

  $20K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,400 Sq Ft

  744 Mt Hope Rd, Middletown, NY 10940

  Welcome to this stunning new Colonial home, currently under construction and set on approximately 3 beautiful acres in the desirable Town of Wallkill. Offering approximately 2,600 square feet of finished living space, including a finished basement, this spacious home features 4 bedrooms, 3 full bathrooms, and a one-car garage. The inviting open-concept design showcases gleaming hardwood floors

  Anita S. Cristiano HomeSmart Homes & Estates

  744 Mt Hope Rd, Middletown, NY 10940
• 

  

  /5

  $335,000

  • 3 Beds
  • 1 Bath
  • 1,224 Sq Ft

  41 Clinton St, Middletown, NY 10940

  3 Bedroom 1 bath ranch in Middletown! Close to Commuter Highways, Trains & ShoppingSOLD AS-IS SIGHT UNSEEN! CASH ONLY! DO NOT DISTURB OCCUPANTS!!

  Ernie Acampora River Realty Services, Inc.

  41 Clinton St, Middletown, NY 10940
• 

  

  /35

  $299,000

  Coming Soon

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

  143 Deer Ct Dr, Middletown, NY 10940

  Welcome to your move-in ready sanctuary at Deer Run! Located in desirable Middletown, NY, this freshly painted second-floor condo offers effortless turnkey living with an abundance of natural light throughout. The thoughtfully designed layout features a modern kitchen equipped with granite countertops, a brand-new fridge, a brand-new stove, and a surprisingly spacious pantry. Relax in the

  Martha Randazzo Howard Hanna Rand Realty

  143 Deer Ct Dr, Middletown, NY 10940
• 

  

  /33

  $650,000

  $150K PRICE DROP

  • Land
  • 137.3 Acres
  • $4,734 per Acre

  TBD Eatontown Rd, Greenville, NY 10940

  137 Acres of Prime Land in the Town of Greenville – Endless Possibilities 137-acre offering in the Town of Greenville, presenting an exceptional opportunity for future development, subdivision potential, or a private recreational retreat. This expansive parcel features miles of scenic wooded trails ideal for hunting, camping, hiking, horseback riding, four-wheeling, and year-round outdoor

  Joe Distelburger Keller Williams Realty

  TBD Eatontown Rd, Greenville, NY 10940
• 

  

  /3

  $179,900

  • Land
  • 3.15 Acres
  • $57,111 per Acre

  182 Pocatello Rd, Middletown, NY 10940

  Build your dream home on this fully engineered and Town of Wallkill-approved 3+ acre parcel, located within the desirable Middletown School District. This ready-to-build lot offers the perfect combination of privacy and convenience, with a peaceful setting while remaining just minutes from major highways, shopping, dining, and everyday amenities. A rare opportunity to own a fully approved

  Jonathon Lee KW Hudson Valley United

  182 Pocatello Rd, Middletown, NY 10940
• 

  

  /39

  $325,000

  Coming Soon

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  55 Orange Terrace, Middletown, NY 10940

  This 3-bedroom, 1 bath raised ranch in Middletown offers 1,092 square feet of living space on a 0.22-acre lot, with a practical layout, hardwood floors, an attached two-car garage, just needs a little cosmetic refreshing to make it shine. The main level features a spacious living and dining area with hardwood flooring and a large picture window, creating an open, comfortable setting for everyday

  Virginia Corbett eXp Realty

  55 Orange Terrace, Middletown, NY 10940
• 

  

  /12

  $97,777

  $37K PRICE DROP

  • Land
  • 5,000 Sq Ft
  • $851,716 per Acre

  43 Clinton St, Middletown, NY 10940

  The parcel is shovel-ready with ALL Approvals and ready for you to build. Included in the land sale are the Building Plans, the Survey, the Building Department Approvals for the Building Plan, and the Permit to start building. You are welcome to use your own building plans. Buy "AS-IS". Current Property Owner/Builders can build this house plan for you... OR... your plans. This sale is NOT

  Lena Silk National Veterans Realty Group

  43 Clinton St, Middletown, NY 10940
• 

  

  /4

  $129,000

  • Land
  • 3 Acres
  • $43,000 per Acre

  114 Highland Lake Rd, Wallkill, NY 10940

  Discover this scenic 3-acre vacant parcel offering privacy, mature trees, and endless possibilities for recreational use or long-term investment. Buyer to verify all permitted uses with the appropriate municipality.

  Wenpeng Guan KW Hudson Valley United

  114 Highland Lake Rd, Wallkill, NY 10940
• 

  

  /21

  $299,900

  Pre-Foreclosure

  • 3 Beds
  • 1.5 Baths
  • 1,884 Sq Ft

  2 S Aspen Rd, Middletown, NY 10940

  Say hello to possibility! A Middletown townhouse with space, flexibility, and room to make it your own. With 3 bedrooms, and a main-level flex space w/ closet, 2.5 bathrooms, plus inviting outdoor space, this home is ready for your personal touch. Close to everything Middletown offers—shops, dining, parks, and commuter routes—this is a smart move with big potential. Make 2 S. Aspen Rd your next

  Derek Greene Greene Realty Group

  2 S Aspen Rd, Middletown, NY 10940
• 

  

  /38

  $379,900

  $40K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,204 Sq Ft

  39 California Ave, Middletown, NY 10940

  More space than meets the eye! This well-maintained 4-bedroom home features two first-floor bedrooms, a first-floor full bath, an enclosed sunroom, a full basement, a detached two-car garage, and a deep, level backyard. Notable improvements include a new roof, gutters, electrical panel, and exterior painting (2024); a new driveway (2023); whole-home updates in 2018 including new flooring

  Guoqing Ouyang Dalton Wade Real Estate Group

  39 California Ave, Middletown, NY 10940
• 

  

  /36

  $475,000

  • 3 Beds
  • 2.5 Baths
  • 2,257 Sq Ft

  4 Woodrose Ct, Middletown, NY 10940

  Welcome to 4 Woodrose Court, located in the peaceful Highrose Ridge community! Built in 2019, this modern townhome offers a bright, open layout with high ceilings, oversized windows and plenty of natural light.Step inside to hardwood floors throughout the main level and an open-concept kitchen featuring granite countertops, stainless steel appliances, a center island and plenty of space for

  Alyssa Scancarello Howard Hanna Rand Realty

  4 Woodrose Ct, Middletown, NY 10940
• 

  

  /21

  $469,000

  $16K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,781 Sq Ft

  34 Field Stone Dr, Middletown, NY 10940

  Wow! Move right into this beautiful corner unit in Maple Fields offering plenty of living space, 3 bedrooms, 2.5 baths, a finished basement, and a 2-car garage. Features hardwood floors on the main level, a spacious kitchen with granite counters and ample cabinetry, and comfortable bedrooms with large closets and carpeted floors. The laundry is conveniently located upstairs. The finished basement

  Naomi Streicher Q Home Sales

  34 Field Stone Dr, Middletown, NY 10940
• 

  

  /16

  $295,000

  $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,248 Sq Ft

  40 Academy Ave, Middletown, NY 10940

  Charming 2-Bedroom Home in Downtown Middletown! This cozy two-story, 2-bedroom, 1-bath home is conveniently located within walking distance of restaurants, shops, and City Hall. The first floor features a spacious eat-in kitchen with access to the back porch and private backyard, along with a living room connected to a family room/study. Upstairs offers two generously sized bedrooms and a full

  Jonathon Lee KW Hudson Valley United

  40 Academy Ave, Middletown, NY 10940
• 

  

  /18

  $695,000

  $55K PRICE DROP

  • 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

  $220,000

  • 1 Bed
  • 1 Bath
  • 980 Sq Ft

  7 Harding St, Middletown, NY 10940

  Investor Alert: Turn-Key Cash Flow in Downtown Middletown!Tucked away at the end of a quiet street, this charming single-family home offers an incredible, immediate investment opportunity. The property features a reliable, long-term tenant already in place, generating a steady $1,600 per month in rental income. The main floor boasts a functional kitchen, living room, formal dining room, full

  Jonathon Lee KW Hudson Valley United

  7 Harding St, Middletown, NY 10940
• 

  

  /15

  $390,000

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

  45 Deer Ct Dr, Middletown, NY 10940

  The flooring on both floors of the house was replaced, and the central air conditioning, hot water boiler, dryer, dishwasher, stove, and Robam range hood were all replaced.Property HighlightsPeaceful Cul-de-Sac Setting: Situated on Deer Court Drive, offering minimal drive-through traffic, enhanced privacy, and a safe, quiet street environment.Functional Living Space: Features

  Zhiheng Tang KW Hudson Valley United

  45 Deer Ct Dr, Middletown, NY 10940
• 

  

  /13

  $349,000

  $40K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,416 Sq Ft

  4 Harding St, Middletown, NY 10940

  Middletown Central Gem - Space, Character & Low Taxes!Minutes from Downtown Middletown, this solid 4-bedroom, 2-bath home offers the generous room proportions and practical layout characteristic of an older home, along with a large attic and full basement providing exceptional storage and future potential. A brand-new high-efficiency Navien tankless combination boiler adds modern

  Hai Li KW Hudson Valley United

  4 Harding St, Middletown, NY 10940
• 

  

  /21

  $455,000

  • 4 Beds
  • 2 Baths
  • 1,466 Sq Ft

  225 Monhagen Ave, Middletown, NY 10940

  Great Location with C-2 Mixed-Use Zoning Potential! Located at 225 Monhagen Avenue in Middletown, this nicely maintained property offers a comfortable and practical layout along with exceptional flexibility for homeowners, investors, and business-minded buyers.The home features 4 bedrooms and 2 full bathrooms, providing generous space for comfortable family living. A finished basement

  Jin Pang Panorama Realty

  225 Monhagen Ave, 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
• 

  

  /22

  $345,000

  $105K PRICE DROP

  • 1,450 Sq Ft

  13 Benton Ave, Middletown, NY 10940

  Beautiful Brick Mixed Use Building located in a very desirable area of Middletown. This wonderful building features 3 Units. First unit is Office SpaceThat is great for an accountant, attorney,Real Estate office. Etc. Second Level offers a Spacious 1 Bedroom apartment3 rd level offers another large 1 bedroomApartment. Separate Electric and Hot water heaters. Large Parking

  John Biasi Howard Hanna Rand Realty

  13 Benton Ave, Middletown, NY 10940
• 

  

  /24

  $555,000

  $24K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,202 Sq Ft

  29 Murray Rd, Middletown, NY 10940

  3 PRIVATE ACRES + ULTIMATE VERSATILITY + POSSIBLE INCOME POTENTIAL = A RARE MIDDLETOWN OPPORTUNITY Set on 3 serene, wooded acres, this beautifully maintained raised ranch offers an expansive 2,202 sq. ft. of living space designed with a unique, highly adaptable layout that can help with your financial goals or adapt to your lifestyle. The main level features a bright open-concept main floor with

  Regina Lombardo KW Hudson Valley United

  29 Murray Rd, Middletown, NY 10940
• 

  

  /16

  $299,000

  $30K PRICE DROP

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

  15 N Aspen Rd, Middletown, NY 10940

  NO HOA FEES! LOW TAXES!! 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,

  Carmela Lopez Borrazas Serhant LLC

  15 N Aspen Rd, Middletown, NY 10940
• 

  

  /29

  $389,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,316 Sq Ft

  30 Chestnut Ave, Middletown, NY 10940

  Tucked into one of Middletown's established neighborhoods, 30 Chestnut Avenue is a home that effortlessly blends comfort, style, and convenience. From the moment you step inside, you'll appreciate the bright, open floor plan where natural light pours through the windows, creating inviting spaces designed for both everyday living and memorable gatherings.The heart of the home is the

  Lauren Iacono Corcoran Baer & McIntosh

  30 Chestnut Ave, Middletown, NY 10940
• 

  

  /28

  $399,999

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

  70 Peach Place, Middletown, NY 10940

  Welcome to 70 Peach Place, a beautifully maintained townhouse nestled in the desirable Peach Hills subdivision. This spacious home offers the perfect blend of comfort, convenience, and value with no HOA fees and low taxes.Step inside to discover newly updated bathrooms, new appliances, and a brand-new hot water heater, providing peace of mind for years to come. The generous primary suite

  Virginia Corbett eXp Realty

  70 Peach Place, Middletown, NY 10940

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