Homes for Sale near Middletown High School

• 

  

  /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
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• 

  

  

  /9

  $399,900

  • 4 Beds
  • 2 Baths
  • 1,472 Sq Ft

  25 Mill St, Middletown, NY 10940

  Completely renovated two-unit property with Residential/CMU zoning. Ideal opportunity for an owner-user or investor — operate your business on the first floor while generating rental income from the occupied second-floor unit. Property includes 2 car parking/off-street parking, with potential for expansion subject to city approvals.

  Sammy Zambrano Keller Williams Realty

  25 Mill St, Middletown, NY 10940
• 

  

  

  /5

  $399,000

  $126K PRICE DROP

  • Land
  • 3.8 Acres
  • $105,028 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
• 

  

  

  /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
• 

  

  

  /18

  $520,000

  $45K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,321 Sq Ft

  3 Parkview Dr, Middletown, NY 10940

  Welcome to your next chapter—this 3-bedroom, 2-bathroom home offers both comfort and convenience. Nestled in a peaceful Middletown neighborhood, this home keeps you connected to everything that matters. Spend weekends at nearby Watts Memorial and Fancher-Davidge Parks, both just a short distance away. Schools like Northern Academy and those in the Middletown City School District are also

  Kevin Sanabria eRealty Advisors, Inc

  3 Parkview Dr, Middletown, NY 10940
• 

  /2

  $515,000

  • 4 Beds
  • 3 Baths
  • 2,484 Sq Ft

  86 Maples Rd, Middletown, NY 10940

  Beautiful Raised Ranch in Middletown, NY This stunning home features 4 spacious bedrooms and 3 full bathrooms, offering comfort, style, and plenty of space for living and entertaining. The kitchen showcases gorgeous marble countertops and detailed custom cabinetry that truly stand out. The living room boasts vaulted ceilings and a large picture window that fills the space with natural light and

  Delease Jenkins RE/MAX Town & Country

  86 Maples Rd, Middletown, NY 10940
• 

  

  /22

  $409,500

  $16K PRICE DROP

  • 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
• 

  

  /23

  $399,999

  • 5 Beds
  • 2 Baths
  • 1,664 Sq Ft

  341 Highland Ave Extension, Middletown, NY 10940

  Welcome to 341 Highland Ave Ext, a bright and airy 4-bedroom, 2-bath split-level home conveniently situated in the heart of town. An inviting open floor plan creates effortless flow throughout the main living spaces, offering comfort, style, and plenty of natural light. Enjoy a level, fenced-in backyard—ideal for outdoor gatherings or peaceful relaxation. With local eateries, shopping, and daily

  Valerie Jewis Keller Williams Realty

  341 Highland Ave Extension, Middletown, NY 10940
• 

  

  /12

  $210,000

  Pre-Foreclosure

  • 3 Beds
  • 1.5 Baths
  • 1,320 Sq Ft

  8 Grant St, Middletown, NY 10940

  Here's the opportunity investors have been waiting for. This two-story colonial offers the right buyer a full-renovation canvas with real upside. Generous room sizes, hardwood floors on the upper level, a covered front porch, and an oversized barn/garage outbuilding in the rear — features that support strong ARV whether you're flipping or holding for rental income. The home needs a complete

  Igor Krasnoperov Rising Star Realty

  8 Grant St, Middletown, NY 10940
• 

  

  /27

  $199,000

  • 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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  /6

  $1,350,000

  $149K PRICE DROP

  • Land
  • 92.1 Acres
  • $14,658 per Acre

  0 Shawangunk Rd Unit KEY901472, Scotchtown, NY 10940

  92 Acres | Development Opportunity | Lake Access | Town of Wallkill, NY Discover 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 Agricultural) with a Light

  Ryan LaLuna McGrath Realty Inc

  0 Shawangunk Rd Unit KEY901472, Scotchtown, NY 10940
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  /12

  $65,000

  $10K PRICE INCREASE

  • Land
  • 7,875 Sq Ft
  • $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
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  /39

  $405,000

  $34K PRICE DROP

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

  16 Leers Rd, Glen Spey, NY 12737

  BEAUTIFUL MODERN CAPE WITH LAKE PRIVILEGES TO MOHICAN LAKE IN GLEN SPEY, NY - Welcome to this newly built home set quietly on pretty a 2.38 acre lot. Inside you have a modern take on a cape that feels fresh, with clean lines and well done. This three bedroom/two full bath home features an open floor plan in the main living area. The living room has an electric fireplace for that cozy evening

  Caroline Akt Caroline Akt Realty LLC

  16 Leers Rd, Glen Spey, NY 12737
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  /25

  $390,000

  • 4 Beds
  • 2 Baths
  • 1,652 Sq Ft

  21 Albert St, Middletown, NY 10940

  Charming 4-bedroom, 2-bath home in the heart of Middletown offering space, character, and endless potential! Nestled on a sidewalk-lined street, this property features a welcoming wraparound porch — the perfect spot to relax. Step inside the inviting foyer and into a spacious living room adjacent to the dining room and kitchen featuring a center island, with bathroom conveniently located on the

  Christina Wilger RE/MAX Benchmark Realty Group

  21 Albert St, Middletown, NY 10940
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  /58

  $575,000

  • 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
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  /33

  $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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  /26

  $479,900

  • 2 Beds
  • 2.5 Baths
  • 1,762 Sq Ft

  15 High Ridge Ln, Middletown, NY 10940

  Welcome to this impeccably maintained center-unit townhouse in the desirable Fairways at Wallkill, a gated community known for its convenience and low-maintenance lifestyle. This two-bedroom, two-full bath and one-half bath home offers a clean, modern interior with nothing to update. The main level features an open layout with gleaming hardwood floors, neutral tones, and abundant natural light

  Patricia Sassi RE/MAX Benchmark Realty Group

  15 High Ridge Ln, Middletown, NY 10940
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  /2

  $40,000

  • 550 Sq Ft

  40 Ivory Ln, Middletown, NY 10940

  SPACIOUS LAND AVAILABLE FOR SALE IN DESIRABLE AREA OF MIDDLETOWN NY

  ALISON NIXON eXp Realty

  40 Ivory Ln, Middletown, NY 10940
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  /17

  $339,990

  • 2 Beds
  • 2.5 Baths
  • 1,241 Sq Ft

  5 Kendal Ln, Middletown, NY 10940

  Modern Comfort & Lake Access – The Best of Waters Edge! Welcome to this beautifully maintained 2-bedroom, 2.5-bath condo in the highly desirable Waters Edge community. Offering a perfect blend of peaceful lakeside living and modern convenience, this home is designed for those who appreciate a bright, open, and "easy-living" floor plan. Home Highlights: Bright & Airy Main Level: Enjoy a spacious

  Jonathon Lee Keller Williams Hudson Valley

  5 Kendal Ln, Middletown, NY 10940
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  /3

  $350,000

  • Land
  • 1.42 Acres
  • $245,752 per Acre

  65 James P Kelly Way, Middletown, NY 10940

  Great location for a business. C-3 Zoning allows for any business, commercial or residential mix use. 262 feet frontage. Annual Average Daily Traffic (AADT) for 2023 is 10,569. There was a pre-approved building plan for a doctor's office building. The land is in the city of Middletown. The city will provide water and sewer. C-3 allow for 6 story mix-use business and residential building with the

  Jonathon Lee Keller Williams Hudson Valley

  65 James P Kelly Way, Middletown, NY 10940
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  /40

  $699,999

  • 4 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  11 Oak Ridge Rd, Middletown, NY 10940

  Welcome to 11 Oak Ridge Road — a stunning contemporary Colonial in the highly sought-after Presidential Heights community. Known for its scenic mountain views and prime Hudson Valley location, this upscale neighborhood offers the perfect balance of tranquility, convenience, and lifestyle. Meticulously maintained and thoughtfully updated, this exceptional home offers approximately 3,200 square

  Jacqueline Henry-Thompson Jackie Henry Realty LLC

  11 Oak Ridge Rd, Middletown, NY 10940
• 

  

  /15

  $349,000

  Open Wed 5PM - 7PM $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,484 Sq Ft

  13 N Aspen Rd, Middletown, NY 10940

  Welcome to effortless living in the heart of Middletown! This turnkey, move-in ready 3-bedroom, 1.5-bath home has been thoughtfully updated with modern finishes and designed for comfortable everyday living. From the moment you step inside, you’re greeted by a bright, inviting foyer and a fresh, stylish interior that feels like home. The beautifully updated kitchen features gleaming granite

  Carmela Lopez Borrazas Serhant LLC

  13 N Aspen Rd, Middletown, NY 10940
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  /49

  $575,000

  $15K PRICE DROP

  • 5 Beds
  • 1.5 Baths
  • 1,790 Sq Ft

  48 Connors Rd, Middletown, NY 10941

  Looking for a move-in ready 5-bedroom Dutch Colonial in the 10940 area? 48 Connors Road offers a fully renovated interior, updated major systems, and a finished walk-out basement, delivering flexible living space and modern finishes in a convenient Middletown location. Come take a look at 48 Connors Road, a beautifully renovated colonial in Middletown that has been updated from top to bottom with

  Kewin Garabito eXp Realty

  48 Connors Rd, Middletown, NY 10941
• 

  

  /19

  $575,000

  • 3 Beds
  • 3 Baths
  • 5,157 Sq Ft

  20 John St, Middletown, NY 10940

  For Sale: Income-Producing Mixed-Use Building in Prime Downtown Middletown Take advantage of this exceptional opportunity to own a versatile, income-generating property in the heart of Downtown Middletown—an up-and-coming city with a pro-business government and strong growth potential. Property Overview: First Floor:Spacious 2,000 sq. ft. commercial space, currently used as a retail store,

  Jonathon Lee Keller Williams Hudson Valley

  20 John St, Middletown, 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, including a main-level bedroom, 1.5 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 upgrade.

  Derek Greene Greene Realty Group

  2 S Aspen Rd, Middletown, NY 10940
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  /5

  $300,000

  • Land
  • 6 Acres
  • $50,000 per Acre

  0 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 5-6 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

  0 Mount Hope Rd, Middletown, NY
• 

  

  /12

  $539,900

  • 4 Beds
  • 3 Baths
  • 2,560 Sq Ft

  55 Eisenhower Dr, Middletown, NY 10940

  Welcome to this beautifully renovated ranch-style home, perfectly situated on a spacious corner lot of over 1/3 of an acre. Offering 4 generously sized bedrooms, 3 full bathrooms, whole house generator and central air....this home is ideal for comfortable living and entertaining.Step inside to a huge sun-filled living room featuring oversized windows that flood the space with natural light.

  Jennifer Kubler eRealty Advisors, Inc

  55 Eisenhower Dr, Middletown, NY 10940
• 

  

  /18

  $315,000

  • 2 Beds
  • 1 Bath
  • 689 Sq Ft

  15 Anthony St, Middletown, NY 10940

  Welcome to this beautifully up to date, single-family home offering the perfect blend of comfort, style, and functionality. At approximately 690+/- sq ft, this move-in-ready home makes exceptional use of space with a bright and inviting layout ideal for everyday living.The open-concept living area features recessed lighting and flows seamlessly into a stunning kitchen highlighted by stylish

  Eliezer Salcer Preferred Properties Real Esta

  15 Anthony St, Middletown, NY 10940
• 

  

  /50

  $539,000

  • 4 Beds
  • 2.5 Baths
  • 2,644 Sq Ft

  20 Park Circle Dr, Middletown, NY 10940

  Welcome to a truly exceptional home nestled in one of the most beautiful and peaceful areas of the Town of Wallkill, NY. Completely renovated with stunning modern upgrades, this rare and remarkably spacious single-family residence offers the perfect blend of elegance, comfort, and functionality. From the moment you enter, you’ll appreciate the bright open layout featuring a beautifully updated

  Moshe Ekstein eRealty Advisors, Inc

  20 Park Circle Dr, 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
• 

  

  /43

  $335,000

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

  51 Deer Ct Dr, Middletown, NY 10940

  Welcome to this townhouse-style condo in Middletown, offering 2 bedrooms and 2.5 bathrooms. The first floor features a functional layout with a kitchen that opens to a dining area, a spacious living room, and a half bath. The kitchen offers a practical galley-style layout with ample cabinetry and counter space for everyday living. The open-concept living area provides a flexible layout for

  Jie Liu Keller Williams Hudson Valley

  51 Deer Ct Dr, Middletown, NY 10940
• 

  /2

  $26,000

  $1K PRICE DROP

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

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

  Lot is vacant and directly between 138 & 140 Linden Ave

  Olivia Cappelli Donna Ruffino Realty Corp

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

  

  /5

  $350,000

  • 4 Beds
  • 1.5 Baths
  • 1,124 Sq Ft

  319 Wawayanda Ave, Middletown, NY 10940

  LOVELY 4 BEDROOM, 1.5 BATH CAPE COD IN MIDDLETOWN WITH A 1 CAR DETACHED GARAGE!! Main level offers a charming eat-in kitchen with dining area, spacious living room, 2 good size bedrooms (one has a 1/2 bath), a full bath, and the 1/2 bath in the bedroom. Upstairs offers 2 Cape Cod style bedrooms and a large closet. There is a full, unfinished, walkout basement with tons of room. Outside offers a 1

  David Nicoli Nicoli Realty

  319 Wawayanda Ave, Middletown, NY 10940
• 

  

  /22

  $349,000

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

  39 Cedar Ct, Middletown, NY 10940

  NO HOA FEE!! LOW TAXES Welcome to this townhouse located in Middletown, offering space, convenience, and a functional layout. The kitchen offers cabinet and counter space and opens to the living room with sliding glass doors leading to the backyard area. The first floor also features a convenient half bathroom. Upstairs offers three bedrooms and a full bathroom. Conveniently located close to

  Wenpeng Guan Keller Williams Hudson Valley

  39 Cedar Ct, Middletown, NY 10940
• 

  

  /18

  $675,000

  $75K 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
• 

  

  /36

  $699,900

  • 4 Beds
  • 2.5 Baths
  • 2,192 Sq Ft

  9 Schoolhouse Rd, Middletown, NY 10940

  Tired of the same predictable new construction colonial? This 2023-built residence offers something far more refined, thoughtfully customized, beautifully maintained, and curated with a level of detail that sets it apart from the expected. Set back down a long private driveway on nearly 3.5 acres, this home makes a striking first impression before you even step inside. The interior unfolds with a

  Nicole Carpenter eXp Realty

  9 Schoolhouse Rd, Middletown, NY 10940
• 

  

  /31

  $399,000

  $51K PRICE DROP

  • 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
• 

  

  /6

  $630,000

  • 10 Beds
  • 4 Baths

  309-317 E Main St Unit 309, Middletown, NY 10940

  Welcome to this beautiful two-family home located on E Main Street! Perfect for owner-occupants, investors, or extended family living, this spacious property offers incredible flexibility and charm. One unit features 6 bedrooms, while the second unit offers 4 bedrooms, providing plenty of spac. Both units have separate front and side entrances for added privacy and convenience. The property sits

  Betzaida Vericain Q Home Sales

  309-317 E Main St Unit 309, Middletown, NY 10940
• 

  /2

  $460,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths

  1 Royce Ave, Middletown, NY 10940

  Excellent investment opportunity in the heart of Middletown! This well-maintained, fully occupied two-family residence offers immediate cash flow with a total monthly income of $3,500. The first-floor unit features a comfortable 1-bedroom, 1-bathroom layout currently rented for $1,600, while the second-floor unit offers a spacious 2-bedroom, 1-bathroom configuration rented for $1,900.

  Joseph Baratta Joseph Baratta Company Realty

  1 Royce Ave, Middletown, NY 10940
• 

  

  /9

  $460,000

  Open Sun 2PM - 4PM

  • 5 Beds
  • 2 Baths
  • 2,132 Sq Ft

  8 Roberts St, Middletown, NY 10940

  Charming and spacious 2-family home offering versatility, character, and investment potential all in one. Featuring high ceilings, bright airy interiors, and generously sized rooms, this property is ideal for multi-generational living or rental income. Conveniently situated near downtown Middletown’s shops, restaurants, parks, and transportation. Whether you’re an investor or looking to offset

  Yosseline Genao Keller Williams Hudson Valley

  8 Roberts St, Middletown, NY 10940

Showing Results 41 - 80, Page 2 of 3