Homes for Sale near Middletown High School

• 

  

  

  /33

  $400,000

  • 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
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• 

  

  

  /22

  $740,900 Open Sat 1PM - 3PM

  • 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
• 

  

  

  /17

  $325,000

  • 3 Beds
  • 1.5 Baths
  • 1,496 Sq Ft

  14 Spruce Peak Rd, Middletown, NY 10940

  Welcome Home! Perfectly situated in one of Middletown’s most convenient locations, this beautifully updated 3-bedroom, 1.5-bath townhome offers comfort, style, and space all in one!Step inside to find a bright and welcoming entryway that opens to an updated kitchen featuring gleaming granite countertops, white cabinetry, modern appliances, and a convenient pantry. The formal dining room flows

  Frank Muccari Cronin & Company Real Estate

  14 Spruce Peak Rd, Middletown, NY 10940
• 

  

  /2

  $99,900

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

  28 Genung St, Middletown, NY 10940

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

  Evelyn Unger Tmimi Weichert Realtors

  28 Genung St, Middletown, NY 10940
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  /32

  $599,900

  • 3 Beds
  • 3 Baths
  • 2,530 Sq Ft

  37 Wisner Ave Unit 39, Middletown, NY 10940

  Stunning 37 Wisner Ave. Experience is gorgeous colonial home located in one of the nicest residential neighborhoods in Middletown. This wonderful home is completely Redone in the finest materials and is a 3-4 Bedroom home that features Harwood Floors throughout the first floor. Open, Airy sun drenched Floor plan. Large Living Rm, Formal Dining Rm, Brand New Open Gourmet Designer Kitchen with

  John Biasi Howard Hanna Rand Realty

  37 Wisner Ave Unit 39, Middletown, NY 10940
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  /32

  $425,000

  • 4 Beds
  • 3 Baths
  • 1,728 Sq Ft

  42 Genung St, Middletown, NY 10940

  BEAUTIFUL turn-key home located in MIDDLETOWN! Do NOT let the ouside fool you as this home is bigger than expected... Step inside this Ranch that is in mint condition with the upgrades it offers. Open floor layout from Living room to kitchen. New vinyl floors and recessed lighting throughout. Modern eat-in kitchen with new white cabinets, granite countertops, backsplash & gorgeous fresh out the

  Sandra Arnez Keller Williams Hudson Valley

  42 Genung St, Middletown, NY 10940
• 

  

  /41

  $399,000 Open Sun 1PM - 3PM

  • 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
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  /24

  $579,900

  • 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
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  /27

  $289,900

  • 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
• 

  

  /33

  $399,900

  • 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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  /37

  $415,000

  • 3 Beds
  • 1.5 Baths
  • 1,104 Sq Ft

  160 Gillen Rd, Middletown, NY 10940

  Welcome home to this beautifully updated 3-bedroom, 2-bath ranch, perfectly situated on over 1 acre of land and offering the ideal blend of space, comfort, and modern upgrades. Featuring an oversized 2-car garage, a bright and inviting floor plan, and a walk-out basement, this property combines classic charm with a serene, retreat-like setting. Step inside to a spacious, sun-filled eat-in

  Marie Savage Curasi Realty, Inc.

  160 Gillen Rd, Middletown, NY 10940
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  /35

  $175,000

  • 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
• 

  

  /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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  /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
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  /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
• 

  

  /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
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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 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 its gleaming hardwood floors offers a spacious living room with built-in electric fireplace to a family room to a dining dining area open to a beautiful kitchen

  Anita S. Cristiano HomeSmart Homes & Estates

  225 van Duzer Rd, Middletown, NY 10940
• 

  

  /18

  $224,500

  • 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
• 

  

  /44

  $324,999 Open Sun 11AM - 1PM

  • 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
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  /27

  $299,999

  • 3 Beds
  • 2 Baths
  • 1,240 Sq Ft

  9 Genung St, Middletown, NY 10940

  Charming two-story home in the heart of Middletown! This spacious residence offers a welcoming front porch, perfect for relaxing evenings, and a practical layout filled with natural light. The home features multiple bedrooms, ample living space, and a generous yard with off-street parking. Located in a convenient neighborhood close to schools, shopping, dining, and major highways, this property

  Anthony Rivas Keller Williams Hudson Valley

  9 Genung St, Middletown, NY 10940
• 

  

  /22

  $415,000

  • 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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  /40

  $513,999

  • 3 Beds
  • 3 Baths
  • 2,696 Sq Ft

  2 Danielle Ct, Middletown, NY 10940

  Welcome to 2 Danielle Court, a stucco home on just over a half-acre in desirable Middletown, NY. This move-in ready property features 3 bedrooms, 3 bathrooms, and a versatile media room on the lower level. Enjoy an inviting layout filled with natural light, plus an expansive backyard with endless possibilities. Located in a quiet cul-de-sac with parking for up to 6 vehicles. Comes with a FREE

  Ravyn Green YourHomeSold Guaranteed Realty

  2 Danielle Ct, Middletown, NY 10940
• 

  

  /30

  $548,800

  • 4 Beds
  • 3.5 Baths
  • 2,307 Sq Ft

  73 Watkins Ave, Middletown, NY 10940

  Exquisite Updated Colonial Residence in a Prestigious Middletown Location Discover timeless elegance combined with modern sophistication in this beautifully updated 4-bedroom, 3-bath Colonial home. Perfectly situated on a quiet, tree-lined street, this residence offers a seamless blend of classic architectural details and contemporary upgrades, creating a truly refined living experience. From the

  Jonathon Lee Keller Williams Hudson Valley

  73 Watkins Ave, Middletown, NY 10940
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  /39

  $479,000

  • 2 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  4 Putters Way, Middletown, NY 10940

  Beautiful townhouse-style condo in the gated community of The Fairways. Walk in to a tiled foyer leading you to a den with full egress windows. Built-in cabinets for display and for storage. Up the stairs you have a beautiful living room with 2nd floor large windows with views overlooking the charming street. Corner gas fireplace, more built-ins for display and for entertaining ease. The dining

  Susanne Dermigny Howard Hanna Rand Realty

  4 Putters Way, 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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  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /22

  $225,000

  • 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
• 

  

  /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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  /34

  $429,999

  • 2,946 Sq Ft

  221 E Main St, Middletown, NY 10940

  Welcome to 221 E Main St—a standout investment opportunity offering flexibility, location, and long-term potential in one of Orange County’s most active and rapidly growing markets. This mixed-use property features two residential units and a commercial space on the ground floor, making it an ideal choice for investors, owner-occupants, or entrepreneurs looking to establish a business while

  Savannah Miceli Century 21 Alliance Rlty Group

  221 E Main St, Middletown, NY 10940
• 

  

  /20

  $269,900

  • 2 Beds
  • 2 Baths
  • 880 Sq Ft

  147 Ruth Ct, Middletown, NY 10940

  Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo in Middletown! Featuring a spacious and inviting layout, this condo boasts a generously sized primary bedroom with a walk-in closet. Conveniently located close to shops, restaurants, and entertainment, you'll love the ease of access to everything you need. Whether you're relaxing at home or exploring the vibrant local area, this

  Matthew Gibbs Keller Williams Hudson Valley

  147 Ruth Ct, Middletown, NY 10940
• 

  

  /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
• 

  

  /11

  $113,300

  • Land
  • 0.09 Acre
  • $1,258,889 per Acre

  92 Linden Ave, Middletown, NY 10940

  Discover a rare chance to transform your dream into reality on this prime 50 by 80 cleared, level parcel in the heart of Middletown. Located in a fully built out neighborhood with municipal water and sewer already in place, this site offers a blank canvas for a single family home. This is an outstanding opportunity for builders to leave their mark in a thriving community. Don’t let this

  Jason Madison eXp Realty

  92 Linden Ave, Middletown, NY 10940
• 

  

  /18

  $549,000

  • 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
• 

  

  /8

  $335,000

  • 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
• 

  

  /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
• 

  

  /16

  $599,900

  • 4 Beds
  • 3 Baths
  • 2,445 Sq Ft

  718 Mount Hope Rd, Middletown, NY 10940

  Let's welcome the Fall of 2025 with this beautiful and spacious contemporary home sitting on 3 acres lot. The upper level is featuring an open layout with gleaming oak hardwood floors throughout a massive living room with a very high ceiling & built in electric fireplace to a formal dining area and a very wide and spacious gorgeous kitchen with a great size island, quartz countertops & stainless

  Anita S. Cristiano HomeSmart Homes & Estates

  718 Mount Hope Rd, Middletown, NY 10940

Showing Results 41 - 80, Page 2 of 3