Homes for Sale near Middletown High School

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  /25

  $360,000

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  71 Commonwealth Ave, Middletown, NY 10940

  Welcome to the perfect blend of comfort, character, and location. Nestled in the vibrant heart of Middletown, NY—just 70 miles from NYC—this beautifully updated home offers a peaceful retreat without sacrificing proximity. Whether you’re commuting for work or play, nearby transportation options, including the Metro-North train and major highways, make travel to the city a breeze. And when you're

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (329) 212-0993

  71 Commonwealth Ave, Middletown, NY 10940
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  Explore Middletown High School

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  /32

  $310,000

  • 4 Beds
  • 2 Baths
  • 1,998 Sq Ft

  21 Ridge St, Middletown, NY 10940

  Don’t miss this 4-bedroom, 2-bath Colonial located in the City of Middletown near Touro College and downtown amenities. including eateries, shopping and local amenities. Featuring generous living space and a traditional Colonial layout, this property offers strong potential for owner-occupants or investors alike. Plenty of parking. Close to dining, shopping, transportation, and schools, this is a

  

  Donna Reese

  Keller Williams Hudson Valley

  (329) 210-4027

  21 Ridge St, Middletown, NY 10940
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  /19

  $469,000

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

  171 High Barney Rd, Middletown, NY 10940

  Welcome to 171 High Barney a charming three-bedroom, two-bath home tucked away on a quiet dead-end street just before the cul-de-sac. This inviting property offers a bright, cozy living room and a modern kitchen equipped with stainless steel appliances, quartz countertops, and plenty of cabinet space. The lower level features a spacious family room along with bonus space ideal for a home office,

  

  Haakim Byrd

  HomeSmart Homes & Estates

  (329) 207-0607

  171 High Barney Rd, Middletown, NY 10940
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  /35

  $169,900

  • 2 Beds
  • 1.5 Baths
  • 924 Sq Ft

  238 Concord Ln, Middletown, NY 10940

  Welcome to this beautifully updated two-bedroom, two-bathroom condominium in the heart of Middletown! This move-in-ready home features brand-new flooring throughout, a fully remodeled kitchen with modern appliances and finishes, and an updated furnace for optimal comfort and efficiency. Ideally situated in a prime location, this property offers easy access to shopping, dining, entertainment, and

  Andi Berisha BHHS Hudson Valley Properties

  238 Concord Ln, Middletown, NY 10940
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  /22

  $350,000

  • 3 Beds
  • 1 Bath
  • 892 Sq Ft

  91 Mountain Ave, Middletown, NY 10940

  Looking for one-story living in a private dead end street, look no further as you have found it! Beautiful hardwood floors welcome you into a living room with plenty of window light followed by an eat-in kitchen that has been fully equipped with gorgeous stainless steel appliances, new counters and plenty of cabinet space. Three spacious bedrooms with plenty of closet space and a beautiful tiled

  Sandra Arnez Keller Williams Hudson Valley

  91 Mountain Ave, Middletown, NY 10940
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  /18

  $220,000

  • 2 Beds
  • 2 Baths
  • 995 Sq Ft

  302 Concord Ln, Middletown, NY 10940

  Welcome to Buttonwood Hill Condominiums! This first-floor 2-bedroom, 2-bath unit offers easy living with a private feel. The open layout features a spacious living and dining area that flows to a walk-out patio overlooking the woods — the perfect spot for morning coffee or evening relaxation. The kitchen provides ample storage and workspace, while the primary suite includes a full bath and

  Windy Rosengart R2M Realty Inc

  302 Concord Ln, Middletown, NY 10940
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  /34

  $410,000

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

  25 Fairways Dr Unit 12, Middletown, NY 10940

  Beautifully updated 2BR/2.5BA end-unit condo in the gated Fairways at Wallkill/Middletown. Bright two-story home with hardwood floors throughout, updated bedrooms with recessed lighting, and abundant natural light. Upgraded kitchen with quartz countertops and modern appliances opens to an open-concept living/dining area. Completely remodeled bathrooms with upscale finishes, including a large

  Vitaly Isaacs Magic Of Great Neck Realty Inc

  25 Fairways Dr Unit 12, Middletown, NY 10940
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  /27

  $319,999

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  6 Eaton Ct, Middletown, NY 10940

  Welcome to 6?Eaton Court, a bright and comfortable 3-bed, 1.5-bath townhouse nestled in a well-maintained Middletown community. With low-maintenance living made easy, this home is perfect for buyers who want to enjoy life — not worry about it. Step inside to find a smartly laid-out floor plan, where the living areas flow seamlessly and natural light fills the space. The three bedrooms offer

  Vincent Reda Keller Williams Realty

  6 Eaton Ct, Middletown, NY 10940
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  /31

  $515,000

  • 3 Beds
  • 3 Baths
  • 1,645 Sq Ft

  5 Magar St, Middletown, NY 10940

  Huge Price Reduction! Welcome Home! This beautifully maintained Split -Level residence offers the perfect blend of modern updates. 3 Bedrooms, 3 Full baths, 2 Car garage. Step inside to find beautiful hardwood floors throughout, an inviting family room with an electric fireplace, and Sliding doors (built-in blinds included) to step out into your backyard oasis. A bright dining area with sliding

  Maritza Sanchez HomeSmart Homes & Estates

  5 Magar St, Middletown, NY 10940
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  /30

  $359,999

  • 3 Beds
  • 1.5 Baths
  • 1,160 Sq Ft

  5 Mills Ave, Middletown, NY 10940

  LOCATION, LOCATION, LOCATION! Don’t miss this charming 3 Bedroom, 1.5 Bathroom Two-Story Home located in the heart of Middletown and within the Middletown School District. This home offers unbeatable convenience—just minutes from local restaurants, shopping centers, banks, healthcare facilities, and postal services. Situated close to elementary and secondary schools, and just blocks from Orange

  Richard Baxter Keller Williams Realty

  5 Mills Ave, Middletown, NY 10940
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  /41

  $445,000

  • 4 Beds
  • 2 Baths
  • 2,545 Sq Ft

  145 Academy Ave, Middletown, NY 10940

  Come tour this LOVELY NEWLY REMODELED Middletown Colonial!! This 4 bedroom home is in turn-key condition with the upgrades that it offers. A front deck where you can enjoy morning coffee leads you into a living room followed by a dining room with modern lighting and an open floor plan to a STUNNING eat-in kitchen with new vinyl floors throughout. Admire this spacious eat in kitchen that features

  Sandra Arnez Keller Williams Hudson Valley

  145 Academy Ave, Middletown, NY 10940
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  /11

  $129,999

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft

  5 Sayer Ln, Middletown, NY 10940

  Welcome to 5 Sayer Lane in Middletown, NY, a rare opportunity with serious potential.This manufactured home sits on its own land and is ready for a full Max-Effort transformation. Whether you plan to fully remodel or remove and replace, the possibilities are wide open. The property previously had all utilities connected, and they remain present on site, giving you a strong head start for

  Pete Wolven Hudson Valley Home Connection

  5 Sayer Ln, Middletown, NY 10940
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  /32

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,868 Sq Ft

  9 Randall Heights, Middletown, NY 10940

  Wow! Absolutely stunning, fully renovated 3-bedroom, 2-bath ranch — completely renovated! This beautiful home features New windows, a brand-new kitchen with quartz countertops, tiled backsplash, and stainless-steel appliances. Enjoy gleaming hardwood floors, warm fireplace (professionally cleaned) spacious and bright living areas, modern bathrooms, and tasteful finishes throughout. Nothing to do

  Naomi Streicher Q Home Sales

  9 Randall Heights, Middletown, NY 10940
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  /34

  $640,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,424 Sq Ft

  235 Maples Rd, Middletown, NY 10940

  This well-maintained spacious Colonial Home is ideally situated on a 2 Acre Lot in the Town of Wallkill Countryside. Lovely Kitchen W/Breakfast Nook overlooks a Large Level Backyard & Private Rear Entertainment Deck. An entry foyer greets you when you arrive at this home, that features a Formal Dining Room, Living Room, Family Room, Powder Room, & mud Room/Laundry to complete the 1st Floor. The

  Shernette Hall VYLLA Home

  235 Maples Rd, Middletown, NY 10940
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  /49

  $749,900

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

  225 van Duzer Rd, Middletown, NY 10940

  Welcome to a stunning brand new Colonial Home nestled in the heart of the town of Wallkill . The builder is offering up to 1% buy down on the interest rate for the first year with a full price offer (provided by a selected lender). This beautiful home has a grand front entrance boasts with a two-story foyer with iron stair balusters and a gorgeous combination of iron and wood. The main floor with

  Anita S. Cristiano HomeSmart Homes & Estates

  225 van Duzer Rd, Middletown, NY 10940
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  /24

  $215,000

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  326 Concord Ln, Middletown, NY 10940

  Buttonwood Hills Condominiums now offers a 2 bedroom/2 bath unit for your purchase & to call home! A ground level end unit with open floor from living room to dining room with sliders that lead to a seating area where you can enjoy the outdoors. Beautiful kitchen with stainless steel appliances & plenty of cabinet space. Spacious bedrooms, one with a Suite with double closets and a private full

  Sandra Arnez Keller Williams Hudson Valley

  326 Concord Ln, Middletown, NY 10940
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  /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
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  /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
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  /3

  $279,000

  • Land
  • 21.1 Acres
  • $13,223 per Acre

  32 Nicaj Ct, Wallkill, NY 10941

  This listing is for 2 abutting properties totaling 21 Acres. The 10 acre parcel fronts Nicaj Ct. The second is an 11 acre parcel (section 14, block 2, lot 23) which is landlocked and abuts this parcel. The 10 acre is engineered with site plan approval. Had BOH approval, may need a letter extending approval. The 11 acre would need full engineering to build on it. Seller represents possible further

  Liz Vasapolli Howard Hanna Rand Realty

  32 Nicaj Ct, Wallkill, NY 10941
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  /26

  $475,000

  • 3 Beds
  • 2.5 Baths
  • 2,097 Sq Ft

  4 Kless Ct, Middletown, NY 10940

  Welcome to this well-kept 3-bedroom home with a bonus loft, set in the Maple Fields community. The first floor offers an easy, open layout with a comfortable living area that leads out to a private patio, along with a dining space and a kitchen that includes a pantry, tile accents, and stainless steel appliances. Upstairs you’ll find the primary bedroom featuring a walk-in closet and its own

  Bryant Moran YourHomeSold Guaranteed Realty

  4 Kless Ct, Middletown, NY 10940
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  /19

  $499,950

  • 4 Beds
  • 2 Baths
  • 1,901 Sq Ft

  13-15 Phillips St, Middletown, NY 10940

  Set on a large parcel in conveniently located Middletown, this fully renovated home pays homage to its origins, seamlessly blending modern design with preserved rustic character.A thoughtfully conceived layout offers two bedrooms on the main level, ideal for effortless living, guest accommodations, or a private home office. Upon entry, original exposed beams and warm oak floors immediately

  Jason Nadeau Compass Greater NY, LLC

  13-15 Phillips St, Middletown, NY 10940
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  /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
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  /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
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  /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
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  /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
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  /13

  $274,900 Coming Soon

  • 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
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  /21

  $429,900 Open Sun 1PM - 3PM

  • 3 Beds
  • 1.5 Baths
  • 1,736 Sq Ft

  74 Pocatello Rd, Middletown, NY 10940

  Welcome to this bright and spacious 3-bedroom, 2.5-bath high ranch offering comfort, style, and convenience. The main level features an open-concept living and dining room with hardwood floors, high ceilings, and recessed lighting, creating a warm and inviting atmosphere. The modern kitchen provides plenty of cabinet space and is perfect for both everyday meals and entertaining. Down the hall,

  Catherine Eichner Eichner Realty Group Inc.

  74 Pocatello Rd, Middletown, NY 10940
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  /24

  $579,900 Open Sun 11:30AM - 1:30PM

  • 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 Keller Williams Hudson Valley

  30 Daly Rd, Middletown, NY 10940
• 

  

  /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
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  /6

  $1,499,000

  • Land
  • 92.1 Acres
  • $16,276 per Acre

  0 Shawangunk Rd Unit KEY901472, Scotchtown, NY 10940

  92 Acres | Development Opportunity | Lake Access | Town of Wallkill, NYDiscover an exceptional opportunity to own a prime 92-acre parcel in the scenic and sought-after Town of Wallkill, New York. This expansive property is mostly field-cleared and offers lake access, creating a peaceful and picturesque setting ideal for a variety of development visions.Zoned RA (Rural

  Ryan LaLuna McGrath Realty Inc

  0 Shawangunk Rd Unit KEY901472, Scotchtown, NY 10940
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  /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
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  /6

  $8,900,000

  • Land
  • 215 Acres
  • $41,395 per Acre

  0 Maples Rd Unit KEY883753, Wallkill, NY 10940

  Incredible 273-Unit Development Opportunity – Over 215 Acres! Unlock the potential of this prime 215+ acre parcel, fully site plan approved for a thoughtfully designed 273-unit residential community. The approved plans include:155 three-bedroom townhomes103 two-bedroom rental units15 three-bedroom rental unitsSituated in a high-demand area with strong demographics and minimal

  Lawrence Citarelli First Hampton Int'l Realty LLC

  0 Maples Rd Unit KEY883753, Wallkill, NY 10940
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  /8

  $799,900

  • Land
  • 137.3 Acres
  • $5,826 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
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  /23

  $309,900

  • 2 Beds
  • 1 Bath
  • 836 Sq Ft

  36 Bert Crawford Rd, Middletown, NY 10940

  Price improved on this cute and cozy and very affordable, plus close to everything desirable home. This is a great starter home or perfect for downsizing. All original hardwood floors, large bathroom and a large rear deck leading to a quiet back yard to play and relax. Brand new hot water heater and newer roof and windows. This home is close to public transportation and stores and restaurants.

  Tom Pahucki Keller Williams Realty

  36 Bert Crawford Rd, Middletown, NY 10940
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  /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
• 

  

  /36

  $314,900

  • 2 Beds
  • 2 Baths
  • 1,216 Sq Ft

  927 Tower Ridge Cir, Middletown, NY 10941

  Experience luxury, resort-style living at Tower Ridge Grande in the heart of Orange County. This beautifully positioned GROUND FLOOR Evergreen END-unit offers a most convenient location, a bright open layout, and refined finishes throughout, creating a home that feels both elegant and effortless. Walk right out of your unit directly to the dedicated parking space immediately in-front of the unit.

  Frank Muccari Cronin & Company Real Estate

  927 Tower Ridge Cir, Middletown, NY 10941
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  /40

  $489,900

  • 3 Beds
  • 2.5 Baths
  • 1,827 Sq Ft

  15 Lindentree Ln, Middletown, NY 10940

  Almost new Townhome in Maples Field is waiting for you! Welcome to our Spacious 3 bedroom, 2.5 bathroom home with 3 levels of space! Enter the open floor plan with hardwood flooring, sun filled living room and dining area. The kitchen features oversized cabinetry with granite countertops, stainless steel appliances and a center island that is perfect for entertaining! Step onto the lovely patio

  Regina Clark Real Estate Circuit Inc

  15 Lindentree Ln, Middletown, NY 10940
• 

  

  /33

  $429,999

  • 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
• 

  

  /37

  $674,999

  • 5 Beds
  • 4.5 Baths
  • 3,642 Sq Ft

  14 Lincoln Terrace, Middletown, NY 10940

  MUST SEE!!! IMPRESSIVE PRESIDENTIAL HEIGHTS RANCH HOME!!! IN GROUND POOL!!! PRICED TO SELL!!!Discover an incredible blend of space, style, and quality construction at 14 Lincoln Terrace, Middletown NY. This truly special five bedroom, five bath home offers an impressive 3,642 square feet of refined single level living. Set in the highly desirable Presidential Heights neighborhood, known for

  Frank Muccari Cronin & Company Real Estate

  14 Lincoln Terrace, Middletown, NY 10940

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