Middletown, NY Homes for Sale

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  /18

  $60,000

  • Land
  • 5 Acres
  • $11,407 per Acre

  0 Joe Todd Rd Unit R1633807, Middletown, NY 10940

  Near the end of a quiet town-maintained dead-end road, you’ll find this ideal building lot in the town of Fleischmanns. This parcel has a mix of evergreens, deciduous trees, open clearings, and a seasonal stream, most of which is on level terrain ideal for a driveway and building site. Enjoy the peace and tranquility of a wooded sanctuary just minutes up the hill from the happening main street of

  Peter Kleeman Listing by Jewett and Jewett LLC

  

  0 Joe Todd Rd Unit R1633807, Middletown, NY 10940
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  /50

  $379,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 3 Baths
  • 1,608 Sq Ft

  4 Russell Mews, Middletown, NY 10940

  Welcome to this beautifully updated home! Enjoy an open-concept kitchen with new cabinets; they're the larger size for extra storage. There's a large farm sink and a bump-out counter for additional seating. The appliances are on the newer side, including a microwave and dishwasher purchased in 2021, complemented with the stove and refrigerator that were updated in 2020. A convenient

  Luanne McGann Century 21 Full Service Realty

  4 Russell Mews, Middletown, NY 10940
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  /10

  $329,000

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft

  64 Wawayanda Ave, Middletown, NY 10940

  FULLY AVAILABLE AND MOVE IN READY! 3 bedroom, 2 full bath home in a great commuter location. Home offers species kitchen with quartz counter tops & stainless steel appliances. Bright Living room, large tile baths, light fixtures and hardwood floors throughout. Cozy master bedroom with 2 closets and private bath located on the 2st floor. 2 other bedrooms and a full bath is located on main floor.

  Nathan Landau Loop Realty Inc

  64 Wawayanda Ave, Middletown, NY 10940
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  /14

  $239,000

  • Land
  • 15 Acres
  • $15,693 per Acre

  778 Bragg Hollow Rd, Middletown, NY 12438

  Set on beautiful Bragg Hollow Road in Halcottsville—arguably the prettiest little village in the area—this gently sloping 15-acre parcel is a rare find. A mix of open meadows, stone walls, wildflowers and mature trees creates a delightful landscape that is ready for your dream home.A graded meandering driveway leads to the approved build site, complete with a successful perc test and septic

  Sarah Broach Listing by Keller Williams Upstate NY Properties

  

  778 Bragg Hollow Rd, Middletown, NY 12438
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  /10

  $199,999

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  183 Deer Court Dr, Middletown, NY 10940

  Spring into Action as opportunity awaits! Dont miss the chance to own a fantastic 2 bed 2 bath condo in the highly desired DeerRun community. This is a top floor unit giving you serene and park like setting just waiting for your personal touches. Perfectly located with easy access to Rt. 17 and Rt. 84 just minutes from shopping and dining. Inside you will find a spacious layout with a large

  Andrea Johnson Keller Williams Realty HV Nort

  183 Deer Court Dr, Middletown, NY 10940
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  /34

  $950,000

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

  190 Crans Rd, Middletown, NY 10941

  Location, Location, Location! This private 55 acre Orange County, New York horse friendly property is located 75 miles north of Manhattan and features: a brand new roof (July 2025), an open floor plan house tucked at the end of a long driveway, a 4 stall center aisle horse barn with water and electric and two large horse paddocks, each with their own Nelson brand automatic waterer and 2 run-in

  Deb Cor Exclusively Equine Prop LLC

  190 Crans Rd, Middletown, NY 10941
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  /16

  $330,000

  • 2 Beds
  • 1 Bath
  • 1,016 Sq Ft

  3 Chappell Pkwy, Middletown, NY 10940

  Move-in ready and priced to sell! This charming 2-bedroom, 1-bath home at the end of a quiet cul-de-sac in Middletown offers an open living and dining area, an eat-in kitchen, a small unfinished basement for storage, and a walk-out one-car garage with additional driveway parking. Enjoy the convenience of being minutes from historic downtown Middletown’s shops, restaurants, and the Paramount

  Antonio Sanchez Harbor Gray Real Estate LLC

  3 Chappell Pkwy, Middletown, NY 10940
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  /19

  $389,000

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft

  1 Chestnut St, Middletown, NY 10940

  A must see home! This beautiful corner lot home has everything brand new inside - from the windows, closed porch, all walls with plumbing and electrical lines, kitchen with brand new cabinets, countertops and appliances: refrigerator, oven/range, microwave and dishwasher, beautiful bathrooms with tiles, - all NEW. Featuring 3 bedrooms and 2 full bathrooms. It has a great size yard for your summer

  Anita S. Cristiano HomeSmart Homes & Estates

  1 Chestnut St, Middletown, NY 10940
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  /40

  $415,000

  • 4 Beds
  • 3 Baths
  • 2,040 Sq Ft

  167 Rockwell Ave, Middletown, NY 10940

  Charming Single-Family Home for SaleWelcome to this beautifully designed, spacious single-family home, offering a perfect blend of comfort and style. Nestled in a serene space, this home is ideal for those seeking both tranquility and convenience.As you step inside, you’re greeted by an inviting open-concept layout that seamlessly connects the living, dining, and kitchen areas. The living

  Ermelinda Mclaughlin eXp Realty

  167 Rockwell Ave, Middletown, NY 10940
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  /28

  $305,000

  • 2 Beds
  • 1.5 Baths
  • 1,150 Sq Ft

  111 Apple Lane Dr, Middletown, NY 10940

  Picked just for you is this adorable home on Apple Lane! From the moment you walk in, you’ll be greeted by a delightful blast from the past — knotty pine paneling, hardwood floors and an original kitchen complete with metal cabinets and whimsical upper metal cupboards with sliding glass doors that scream mid-century character. Whether you’re a fan of retro style or ready to put your modern touch

  Patricia Sassi RE/MAX Benchmark Realty Group

  111 Apple Lane Dr, Middletown, NY 10940
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  /32

  $1,888,000

  • 5 Beds
  • 9 Baths
  • 7,794 Sq Ft

  3 Bristol Dr, Middletown, NY 10941

  Amazing Mini Mansion Luxury Hse on this one ! For those that look for the very best and finest that the Hudson Valley has to offer you are sure to be amazed as you enter this 11200 plus sq ft luxurious brick colonial mansion including 3200 sq ft Indoor Pool room ! Yes you read that correctly, this home is one of the very few that features a 16 by 32 ft indoor pool attached to a 10 person jacuzzi

  Mohamed Elgoarany All American Realty Management

  3 Bristol Dr, Middletown, NY 10941
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  /27

  $414,999

  • 3 Beds
  • 2.5 Baths
  • 1,795 Sq Ft

  11 Dolson Ave, Middletown, NY 10940

  Beautifully Updated Home in the Heart of Middletown!Step into this stunning 3-bedroom, 3-bath home offering 1,795 sq ft of stylish living space. The heart of the home is the modern, fully renovated kitchen featuring sleek white cabinetry, quartz countertops, a large center island with seating, stainless steel appliances, and an eye-catching tile backsplash—perfect for cooking,

  Gleny Bencosme Coldwell Banker Realty

  11 Dolson Ave, Middletown, NY 10940
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  /44

  $299,000

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  25 Lafayette Ave, Middletown, NY 10940

  Welcome to 25 Lafayette Avenue, a charming and move-in ready 2-bedroom, 1-bath bungalow located on a quiet residential street in the heart of Middletown. This well-maintained home combines comfort and character, offering central air, stylish pet resistant vinyl flooring throughout, a sun-filled living room, and a beautifully updated kitchen with quartz countertops and ample cabinet space.The

  Kathy White Exit Realty Connections

  25 Lafayette Ave, Middletown, NY 10940
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  /41

  $1,299,000

  • 6 Beds
  • 5.5 Baths
  • 4,650 Sq Ft

  80 Pine Grove Rd, Middletown, NY 10940

  Welcome to Your Private Estate in the greater Hudson Valley region, in the Town of Mount Hope, about 70 miles from NYC, set on over 120 acres of picturesque landscape, stone-lined pastures, rolling fields, serene woods, and a stocked bass pond. This remarkable property features a total of 3 master suites and 3 bedrooms, 3 Jacuzzi. All rooms have beautiful views for a peaceful recharge. It is

  Chris Ogden Realty Promotions Inc

  80 Pine Grove Rd, Middletown, NY 10940
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  /35

  $489,000

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

  38 Highrose Ridge Way, Middletown, NY 10940

  Welcome to a beautifully maintained 6-year-young home offering comfort, style, and an unbeatable location. This spacious residence features 3 generously sized bedrooms and multiple living spaces, including a warm and inviting living room and a bright, open family room perfect for gatherings or quiet evenings in.The heart of the home is the well-appointed kitchen, offering plenty of counter

  Donna Reese Keller Williams Hudson Valley

  38 Highrose Ridge Way, Middletown, 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
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  /35

  $799,000

  • 5 Beds
  • 3.5 Baths
  • 4,255 Sq Ft

  24 Woodside Ct, Middletown, NY 10941

  This stunning upgraded Colonial offers rare privacy at the end of a quiet cul-de-sac, just 10 mins outside of Middletown. A dream kitchen with high-end appliances, marble Carrara countertops, convection microwave, and double oven air fryer. Bonus room over the garage. Hardwood and tile floors throughout, marble / granite countertops in all baths, three walk-in closets, LED recessed

  Philip Barnao eXp Realty

  24 Woodside Ct, Middletown, NY 10941
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  /10

  $375,000

  • 3 Beds
  • 1.5 Baths
  • 1,706 Sq Ft

  715 Stony Ford Rd, Middletown, NY 10941

  Located on 1 acre in the Town of Wallkill, this 3 bedroom Split Level home is looking for a buyer who is very handy. Being sold "as-is", in need of a new upstairs bathroom, and a kitchen renovation. Minutes from highways and medical facilities.

  Gloria Allan John J Lease REALTORS Inc

  715 Stony Ford Rd, Middletown, NY 10941
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  /3

  $115,000

  • Land
  • 2.10 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
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  /44

  $420,000

  • 4 Beds
  • 2 Baths
  • 1,634 Sq Ft

  100 Academy Ave, Middletown, NY 10940

  WELCOME HOME!!! A lovely and spacious single family property, with an extra large backyard, located in the center of Middletown is looking for its new owners, ready to move in!!!The house features a total of 4 bedrooms, 2 full baths, plus a office room, with a semi finished basement for laundry and storage. New SS washer dryer included! The 1st floor consists of a nice kitchen with

  Mordy Abelesz eXp Realty

  100 Academy Ave, Middletown, NY 10940
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  /20

  $334,900

  • 4 Beds
  • 1.5 Baths
  • 1,408 Sq Ft

  12 Columbine Ct, Middletown, NY 10940

  Don’t miss this beautifully updated end-unit 4-bedroom, 1.5-bath townhouse in the heart of Middletown, NY! This spacious home features a long list of recent upgrades including brand-new siding, boiler, driveway, concrete patio, flooring, carpeting upstairs in the bedrooms, Kitchen cabinets, counter tops and appliances. As an end unit, it offers extra privacy and natural light, along with a fully

  Christina Gilligan HomeSmart Homes & Estates

  12 Columbine Ct, Middletown, NY 10940
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  /30

  $418,999

  • 3 Beds
  • 2.5 Baths
  • 1,245 Sq Ft

  77 Prince St, Middletown, NY 10940

  Welcome to this beautiful well maintained contemporary two story home nestled in the heart of Middletown. Offering you a bright and spacious living room to a formal dining room, a beautiful kitchen, 3 great size bedrooms, 2.5 bathrooms with a full size basement and a car garage. Plus plenty of closets with its laundry room. With its level backyard and great size deck, you will enjoy your

  Anita S. Cristiano HomeSmart Homes & Estates

  77 Prince St, Middletown, NY 10940
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  /37

  $369,000

  • 4 Beds
  • 2 Baths
  • 1,408 Sq Ft

  51 Howard Dr, Middletown, NY 10941

  This updated ranch sits on a corner lot and has been tastefully updated with a new kitchen, front and rear decks, and baths in 2020. The home has hardwood floors throughout. The value here is excellent. All you'll need to do is unpack and move in.On the market for the first time in forty-six years, its owners are happy to know another will soon love the home.Located less than 5 minutes to

  Adrienne Volpe Keller Williams Hudson Valley

  51 Howard Dr, Middletown, NY 10941
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  /19

  $369,000

  • 4 Beds
  • 1.5 Baths
  • 1,272 Sq Ft

  35 Woods Place, Middletown, NY 10940

  This charming four-bedroom, one-bathroom home offers comfortable living space with a versatile layout. The layout provides plenty of room with flexible living spaces. Located in a welcoming Middletown neighborhood, you'll enjoy easy access to quality schools, convenient public transportation, and shopping options just minutes away. Whether you're starting fresh or looking to upgrade, this

  Kevin Sanabria eRealty Advisors, Inc

  35 Woods Place, Middletown, NY 10940
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  /16

  $599,000

  • 3 Beds
  • 2 Baths
  • 2,584 Sq Ft

  35 Harrison St, Middletown, NY 10940

  Discover exceptional rental income potential with this spacious six-bedroom, two-bathroom multi-family property in the heart of Middletown. This investment opportunity offers generous living spaces. Located near Middletown Mini Market for daily essentials and close to Beattie Hill Park for outdoor recreation. The property sits conveniently near Middletown High School and public transportation via

  Kevin Sanabria eRealty Advisors, Inc

  35 Harrison St, Middletown, NY 10940
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  /29

  $359,000

  • 4 Beds
  • 2 Baths
  • 2,460 Sq Ft

  9 Albert St, Middletown, NY 10940

  WELCOME, HOME OWNERS AND INVESTORS, 3 FINISHED FLOORS! Welcome to this exceptional income generating multi-residential property! Ideally situated near Middletown’s restaurants, shopping malls, public transportation to NYC, major highways, and hospital facilities. This property offers unmatched convenience. Each apartment boasts two spacious bedrooms, an over-sized living room perfect for your

  Robert 'Bob' & Frances 'Fran' Murray Howard Hanna Rand Realty

  9 Albert St, Middletown, NY 10940
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  /24

  $459,900

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

  652 New York 211 Unit 650, Middletown, NY 10940

  FOR SALE: Versatile Mixed-Use Building – Ideal for Owner-Operator | 650-652 Route 211 W, Middletown, NY 10940A rare opportunity to own a fully updated 2-unit standalone building in a prime high-visibility corner location at Route 211 West and California Drive in the Town of Wallkill.Property Overview:Total Building Size: Approx. 2,400 sq ftLot Size: Generous lot with

  Jonathon Lee Keller Williams Hudson Valley

  652 New York 211 Unit 650, Middletown, NY 10940
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  /30

  $374,999

  • 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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  /5

  $399,900

  • 2 Beds
  • 1 Bath
  • 1,400 Sq Ft

  7 Bartlett Dr, Middletown, NY 10941

  None

  Vital Desvarieux All Century Realty

  7 Bartlett Dr, Middletown, NY 10941
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  /27

  $430,000

  • 5 Beds
  • 2 Baths
  • 2,447 Sq Ft

  2 Mountain Ave, Middletown, NY 10940

  Step into this spacious and versatile raised-ranch style two-family home OWNER OCCUPIED, perfectly located in the quiet neighborhood of Middletown!This well-maintained property offers a total of 5 bedrooms, 2 full bathrooms, and a bonus room ideal for a home office, playroom, gym, or guest space tailored to fit your lifestyle.The upper-level unit features a bright and open layout with a

  Jeaneth Pino-Bartchak RE/MAX Benchmark Realty Group

  2 Mountain Ave, Middletown, NY 10940
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  /28

  $649,900

  • 3 Beds
  • 3 Baths
  • 3,021 Sq Ft

  34 Feiertag Rd, Middletown, NY 10941

  Let your dreams begin with large colonial home located on a Cul-de-Sac in the Pine Bush School District. Step inside to a large and open foyer with high ceilings which creates a welcoming atmosphere. The main level features a formal dining room, den/office, cozy family room with woodburning fireplace, open eat in kitchen with breakfast area, full bath and enclosed screened deck overlooking the

  Julianna Cotthaus 1st Independent Realty Grp

  34 Feiertag Rd, Middletown, NY 10941
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  /50

  $643,000

  • 3 Beds
  • 2.5 Baths
  • 2,548 Sq Ft

  8 Green Ct, Middletown, NY 10940

  This well-maintained 3-level townhome sits within a luxury gated community of The Fairways, right next to a golf course and just minutes from major highways, Garnet Health Medical Center, shopping, and restaurants. The home offers a 2-car garage, a finished basement with garage-level entry, and a practical layout designed for comfortable living. Hardwood floors span the main level, which features

  Jie Liu Keller Williams Hudson Valley

  8 Green Ct, Middletown, NY 10940
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  /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
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  /27

  $295,000

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  105 Sheffield Dr, Middletown, NY 10940

  Town of Wallkill Townhouse - Low Taxes - Great InvestmentThis charming 3-bedroom, 1.5-bath home is your perfect mix of space, location, and value. Nestled on a generous lot with a large yard, there's plenty of room for play, gardening, or entertaining under the stars. Step out from your primary bedroom onto a balcony—the ideal spot for morning coffee or winding down with a book while

  Cindy-Lee Dorcely Keller Williams Hudson Valley

  105 Sheffield Dr, Middletown, NY 10940
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  /21

  $499,000

  • 2 Beds
  • 2 Baths
  • 3,090 Sq Ft

  6 Broad St, Middletown, NY 10940

  Great two family duplex located in the City of Middletown. It's conveniently located walking distance to Touro College , I84 and I86, and also close to local shops and restaurants . Located approximately 70 miles North of New York City this property has a strong income potential with long term upside . At one time this was a triplex and is now a legal duplex. The 2nd floor apartment has 2

  Neal Kolze Curasi Realty, Inc.

  6 Broad St, Middletown, NY 10940
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  /44

  $697,000

  • 5 Beds
  • 3.5 Baths
  • 3,358 Sq Ft

  339 Kirbytown Rd, Middletown, NY 10940

  Nestled gracefully amidst more than thirteen acres of lush, undisturbed countryside, this remarkable colonial-style residence stands as a testament to elegance, comfort, and thoughtful practicality. A rare offering in today’s market, the property invites you to experience the best of both worlds: resplendent rural seclusion and immediate access to the conveniences of modern life. Conceived as a

  Annie Hansen Howard Hanna Rand Realty

  339 Kirbytown Rd, Middletown, NY 10940
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  /38

  $575,000

  • 4 Beds
  • 2.5 Baths
  • 2,144 Sq Ft

  10 Frederick St, Middletown, NY 10941

  Move in ready 4 bedroom/2.1 Bath with so many updates. Elegant entrance with rod iron spindles, Modern chandelier, Picture Window, Slate stone landing. Gourmet Kitchen offers Custom designed Kraftmaid collection cabinets with Chef grade range hood, Porcelain backsplash, Pot Filler, Large Island/Waterfall with built in space for microwave, Quartz countertops, Samsung Stainless steel appliances,

  Angelo Acierno Keller Williams Realty

  10 Frederick St, Middletown, NY 10941
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  /5

  $280,000

  • 4 Beds
  • 3 Baths
  • 1,374 Sq Ft

  22 Bonnell St, Middletown, NY 10940

  Welcome to 22 Bonnell St, a charming 4-bedroom, 3-bathroom home situated on a desirable corner lot on a quiet street in the heart of Middletown, NY. This spacious residence is brimming with potential, offering a unique opportunity to customize and create your dream home exactly the way you envision it. While the home could benefit from some updating, its solid foundation and prime location make

  Emmett McDowell Keller Williams Rlty Integrity

  22 Bonnell St, Middletown, NY 10940
• 

  

  /42

  $778,888

  • 5 Beds
  • 3 Baths
  • 3,731 Sq Ft

  93 Elise Dr, Middletown, NY 10941

  You will adore this stately 3725sf, 10 room ,5 bedroom, 3 full baths colonial, called the Woodbury model, with a dramatic open floor plan, just recently beautifully refreshed and loaded with custom features & upgrades situated on 1.6 parklike acres in the premier subdivision Stone Ridge Estates. It features a fabulous 2 story great room w floor to ceiling stone fireplace with Harmon pellet stove

  Marion Bruhns Howard Hanna Rand Realty

  93 Elise Dr, Middletown, NY 10941
• 

  

  /19

  $148,000

  • 2 Beds
  • 1 Bath
  • 742 Sq Ft

  35 Lake Claire Dr, Middletown, NY 10940

  This unique cottage is located by a quiet lake. Besides the two bedrooms and kitchen, living room, bathroom. there are so many potentials to discover! An extra tiny room for any convenient use. Extra space on top of the garage with a bathroom. A sewer system included there for you to make it work. It's marked as seasonal residence , but owner says it has everything for winter. A few parking

  Angela Vetanen eRealty Advisors, Inc

  35 Lake Claire Dr, Middletown, NY 10940

Showing Results 41 - 80, Page 2 of 4