Middletown, NY Homes for Sale

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  /50

  $549,900

  $50K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 3,280 Sq Ft

  22 Camp Orange Rd, Middletown, NY 10941

  Cherished through generations and lovingly maintained by its owners, this remarkable circa home is ready for its next chapter. Set on 3.6 beautifully level acres in the Valley Central School District, the property offers the perfect blend of historic character, functional space, and country charm. As you approach, the care and pride of ownership are immediately evident. A welcoming front porch

  Rosalie Cook Weichert Realtors

  22 Camp Orange Rd, Middletown, NY 10941
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  /32

  $245,000

  • 4 Beds
  • 1.5 Baths
  • 1,613 Sq Ft

  191 Wickham Ave, Middletown, NY 10940

  Calling All Investors & Visionaries!If you’ve been searching for an investment opportunity in a great location, look no further than 191 Wickham Ave. in Middletown! This property offers tons of potential for the right buyer and is ready for someone with the vision and creativity to bring it back to life.Featuring 4 bedrooms, 1.5 bathrooms, a full basement, a detached garage, and a

  Virginia Corbett eXp Realty

  191 Wickham Ave, Middletown, NY 10940
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  /18

  $549,900

  • 5 Beds
  • 2 Baths
  • 2,894 Sq Ft

  82 Montgomery St Unit 84, Middletown, NY 10940

  Solid Brick Two-Family Home on Desirable Corner Lot:Turn-of-the-century solid brick two-family home situated on a desirable corner lot comprising two lots. The property offers a spacious yard with established grapevines and mature fruit trees, creating a wonderful setting for outdoor enjoyment. An excellent opportunity for an owner-occupant seeking rental income or an investor looking to

  Jonathon Lee KW Hudson Valley United

  82 Montgomery St Unit 84, Middletown, NY 10940
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  /50

  $699,900

  $60K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,572 Sq Ft

  473 Ingrassia Rd, Middletown, NY 10940

  Gorgeous Center Hall Colonial situated on 5 Beautiful Acres in the Pine Bush School District. This Pristine Home features an Inviting and welcoming Entry. Open Airy Floor Plan, Hardwood Floors Throughout the first floor, Large Living Room, Spacious Formal Dining Room that is great for dinner parties. Beautiful Designer Kitchen with Custom built cabinetry with under mounted lighting, Exotic

  John Biasi Howard Hanna Rand Realty

  473 Ingrassia Rd, Middletown, NY 10940
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  /21

  $484,900

  • 3 Beds
  • 2.5 Baths
  • 1,723 Sq Ft

  22 Atwood Dr, Middletown, NY 10940

  Beautiful 3-bedroom, 2.5-bath condo inside and out! Formal dining room, eat-in kitchen with island, cozy fireplace, and huge windows with custom blinds and curtains. Convenient second-floor laundry room! Spacious lower-level playroom—perfect for movie nights and large enough for your own home theater setup. Walk in closets, a soaking tub, central air and a 2 car garage! Low HOA fees and truly a

  Kelly Roebuck Curasi Realty, Inc.

  22 Atwood Dr, Middletown, NY 10940
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  /42

  $430,000

  $5K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  11 Columbia Ave, Middletown, NY 10940

  BEAUTIFULLY maintain old style home in the heart of Middletown with low PROPERTY taxes. A must-see home to appreciate it quality and charm. Located near Davidge Park. Commuter Friendly location easy access to Route 17 and interstate highway 84 to Penn and Conn. NJ Transit and a 15 min walk to the Shortline Bus to Midtown Manhattan with Plenty of Parking should you choose to drive to the bus

  Norberto Tirado N Tirado Realty LLC

  11 Columbia Ave, Middletown, NY 10940
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  /50

  $688,000

  • 4 Beds
  • 2.5 Baths
  • 2,646 Sq Ft

  151 Bowser Rd, Middletown, NY 10940

  Lot & Natural SettingGenerous Acreage & Privacy: Situated on a spacious, private lot surrounded by scenic Hudson Valley greenery, offering peace, quiet, and minimal drive-by traffic.Outdoor Living Potential: Abundant usable yard space ideal for entertaining, gardening, a patio or deck, outbuildings, or potential pool additions.Tranquil Country Atmosphere: Enjoy the feel of

  Zhiheng Tang KW Hudson Valley United

  151 Bowser Rd, Middletown, NY 10940
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  /10

  $799,000

  New Construction

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

  76 Winters Ln, Middletown, NY 10940

  New construction at Lane Meadow Farms. Lot 1 offers 4 bedrooms, 3.5 baths, and 2,696 sq ft of above-grade living space on a 1.72-acre lot in the Town of Mamakating, Sullivan County.The open-concept main level features a custom kitchen with island and pantry flowing into the family room, a formal dining room, a private study, mud room, and powder room. A covered front porch and rear deck

  Jacob Silberstein Parcel Realty LLC

  76 Winters Ln, Middletown, NY 10940
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  /28

  $399,999

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

  70 Peach Place, Middletown, NY 10940

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

  Virginia Corbett eXp Realty

  70 Peach Place, Middletown, NY 10940
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  /20

  $146,900

  $5K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft

  394 Concord Ln, Middletown, NY 10940

  A fantastic opportunity for first time home buyers, downsizers or investors. Step into this freshly painted, well maintained 1 bedroom condo and experience easy living, low maintenance and community perks including pool and clubhouse. Stainless steel stove and dishwasher are only 3 years old, heating unit 7-8 years old. This complex is conveniently located near major highways and shopping. Enjoy

  Carol Scully Keller Williams Realty

  394 Concord Ln, Middletown, NY 10940
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  /2

  $283,000

  $70K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,545 Sq Ft

  187 Watkins Ave, Middletown, NY 10940

  Opportunity knocks in New York. Located near Sprucegate Farm, Swim King, and Magnanini Winery. This home has approx. 1,545 sq. ft. and a lot of approx. 7,750 sq. ft. A great investment opportunity. Buyers check with City, County, Zoning, Tax, and other records to their satisfaction. AS-IS SALE property.

  Neven Spralja Realhome Services and Solutions Inc

  187 Watkins Ave, Middletown, NY 10940
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  /18

  $284,900

  • 2 Beds
  • 2 Baths
  • 1,342 Sq Ft

  132 Sycamore Dr, Middletown, NY 10940

  WHAT A WONDERFUL OPPORTUNIY: This condo is located in the prestigious Clemson Park.___________________________________________________________________________________________________________________________This 2 bedroom, 2 bathroom unit is close to major highways and shopping malls. DO NOT LET THIS OPPORTUNITY PASS YOU BY!

  Stacy Brescia-Spreer Curasi Realty, Inc.

  132 Sycamore Dr, Middletown, NY 10940
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  /50

  $549,000

  • 3 Beds
  • 2.5 Baths
  • 1,899 Sq Ft

  50 Cobblestone Ln, Middletown, NY 10940

  Welcome to 50 Cobblestone Lane, a spacious residence in Middletown's desirable Woodside Knolls community. Designed for comfortable everyday living and effortless entertaining, this inviting home features a bright, open layout with generously sized living spaces and plenty of room to relax, gather, or work from home. Cozy fireplace and huge backyard for relaxing or entertaining. Beautifully

  Angelique Tapia KFortuna All Aspects Realty

  50 Cobblestone Ln, Middletown, NY 10940
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  /28

  $485,000

  Open House 10/04 $5K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,191 Sq Ft

  19 Magnolia Park Rd, Middletown, NY 10940

  BACK ON THE MARKET—VACANT AND MOVE-IN READY!Welcome to this beautifully maintained, newer-construction home in the sought-after Magnolia Park community of Middletown. Built in 2019–2020, this spacious residence offers approximately 2,100 square feet of modern living space with an open-concept layout designed for today’s lifestyle.The bright and inviting main level features

  Daniel Amodeo AMO Realty

  19 Magnolia Park Rd, Middletown, NY 10940
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  /50

  $545,000

  • 3 Beds
  • 2.5 Baths
  • 2,508 Sq Ft

  2 Harvest Hill Ln, Middletown, NY 10940

  A rare opportunity in The Meadows! This expanded three-bedroom, 2 ½-bath raised ranch offersapproximately 2,508 sq. ft. on more than half an acre. A 12-foot addition spanning both levels providessubstantially more living space than many homes in the development. Set on a desirable corner lot facingwoods, it offers a peaceful, secluded feel while remaining just five minutes from major

  Kevin Grier KW Hudson Valley United

  2 Harvest Hill Ln, Middletown, NY 10940
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  /25

  $220,000

  • 1 Bed
  • 1.5 Baths
  • 785 Sq Ft

  14 Brick Pond Rd, Middletown, NY 10940

  Peace, quiet, and effortless maintenance free living await you in this turnkey end-unit condo. Situated along a prime waterfront footprint in the sought-after Spring Hollow community, this home offers an exceptional blend of tranquility and natural beauty. Step out onto your patio to sip morning coffee or host evening gatherings against a backdrop of panoramic pond views and manicured green

  Guy Cusumano Howard Hanna Rand Realty

  14 Brick Pond Rd, Middletown, NY 10940
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  /33

  $730,000

  • 4 Beds
  • 3 Baths
  • 2,646 Sq Ft

  130 Apple Lane Dr, Middletown, NY 10940

  Mid-century modern haven: Shapes inspired by Frank Lloyd Wright and his organic architectural style. Enjoy one level living with an indoor–outdoor flow that connects the home seamlessly to nature. Clean lines and expansive windows throughout. Sprawling across 8 acres, this property offers endless possibilities for a lively household — space for a swimming pool, tennis court, or other recreational

  Kichka Pascaru Douglas Elliman Real Estate

  130 Apple Lane Dr, Middletown, NY 10940
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  /15

  $329,000

  $20K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,176 Sq Ft

  195 Commonwealth Ave, Middletown, NY 10940

  Welcome to 195 Commonwealth Ave, where small-town charm meets everyday convenience. Nestled in the heart of Middletown, this 3-bedroom, 1-bath Cape Cod puts you minutes from the Metro-North train, shops, dining, and everything the Hudson Valley has to offer — with a backyard that feels like your own private retreat.Inside, gleaming hardwood floors flow throughout, anchored by a kitchen

  Loretta Wolff NexLvl Real Estate Inc.

  195 Commonwealth Ave, Middletown, NY 10940
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  /27

  $260,000

  • 3 Beds
  • 1 Bath
  • 1,342 Sq Ft

  13 Ogden St, Middletown, NY 10940

  This multi-level Middletown home has much to offer. On the first floor there is a good-sized living room with hardwood flooring. There is an eat in kitchen with a large island. The full bathroom is also on the first floor. Additionally, there is another room on the first floor currently used as a bedroom (there is no closet), but can be an office, family room etc. The second-floor features 3

  Ronald Garafalo Hudson Premium Realty

  13 Ogden St, Middletown, NY 10940
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  /7

  $685,000

  • 4 Beds
  • 3 Baths
  • 2,887 Sq Ft

  907 Scotchtown Collabar Rd, Middletown, NY 10941

  2,800 plus square foot sprawling ranch on amazing private pastoral parcel with a pond and detached garage great for enthusiasts of all kinds. Great opportunity. Sold as-is. Buyer to pay NYS and any local transfer taxes. Cash Only offers with proof of funds. Property is occupied, do not disturb the occupants.

  Brian Smith River Realty Services, Inc.

  907 Scotchtown Collabar Rd, Middletown, NY 10941
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  /25

  $289,000

  • 2 Beds
  • 2 Baths
  • 1,110 Sq Ft

  63 Sycamore Dr, Middletown, NY 10940

  Welcome to the beautifully maintained Clemson Park complex. Upon entry you'll walk into the spacious, well-lit Living Room. This home also features a Formal Dining Room and Eat In Kitchen. You'll be able to access the balcony through the sliding glass doors in the living room to kick-back and relax on the deck. The Primary Bedroom offers his/her closets as well as a Primary Bathroom with an

  Kyle Pierce Patricia Schiller Real Est Co.

  63 Sycamore Dr, Middletown, NY 10940
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  /21

  $550,000

  • Land
  • 63.3 Acres
  • $8,689 per Acre

  0 Bragg Hollow Rd, Middletown, NY 12438

  Investors, nature lovers, outdoor enthusiasts, discover the opportunity of a lifetime with this stunning 66.5-acre surveyed parcel of land nestled in the Catskill Mountains. This remarkable property offers not only a pristine natural setting but also breathtaking land, featuring pristine forested areas, open pastures, and picturesque meadows and quarries. Waterfalls, streams, trails throughout

  Susan Doig Listing by Coldwell Banker Timberland Properties

  

  0 Bragg Hollow Rd, Middletown, NY 12438
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  /7

  $195,000

  $130K PRICE DROP

  • Land
  • 39.2 Acres
  • $4,974 per Acre

  0 Rebecca Dr, Middletown, NY 10940

  Large, rolling property which is predominately wooded. There is no "formal" road frontage, but in the adjoining Robin Meadows subdivision property abuts 2 points of access: 1 at the end of Maureen Drive and the other at the end of Rebecca Drive. Property is not engineered. Marcy South runs through the property. The power company maintains the land underneath the power line, making this a great

  Alan Eskew Howard Hanna Rand Realty

  0 Rebecca Dr, Middletown, NY 10940
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  /49

  $1,750,000

  • 3 Beds
  • 3.5 Baths
  • 3,108 Sq Ft

  704 Mountain Rd, Middletown, NY 10940

  At 1,070 feet atop the Shawangunk Ridge, the view is the first thing that gets you. A sweeping panorama of valleys, ridgelines, and endless sky that shifts by the hour and somehow never stops feeling dramatic. It’s the kind of setting that instantly slows your pulse.The approach sets the tone: steep dark gables, a gated entry, and a herringbone brick courtyard leading to double doors tucked

  Monica Schwerberg Compass Greater NY, LLC

  704 Mountain Rd, Middletown, NY 10940
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  /50

  $500,000

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,567 Sq Ft

  29 Avoncroft Ln, Middletown, NY 10940

  Welcome to 29 Avon Croft Lane, One of a Kind Nestled among mature trees and natural surroundings, this property provides a peaceful and secluded setting. a beautifully maintained home offering privacy, comfort, and convenience in a desirable Middletown location. . This spacious home offers the comfort and freedom you’ve been looking for—about 70 miles from NYC, with easy access to major highways

  Gail Rachlin KW Hudson Valley United

  29 Avoncroft Ln, Middletown, NY 10940
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  /46

  $625,000

  • 3 Beds
  • 3 Baths
  • 2,470 Sq Ft

  58 Burnt Corners Rd, Middletown, NY 10940

  Welcome to Your Private Country Retreat! Nestled on 3.2 acres of serene, private land within the desirable Minisink Valley School District, this spacious 2,470 sq. ft. home blends peaceful nature with modern comfort. Step inside from the welcoming front deck into a bright foyer leading to a formal living room with striking vaulted ceilings and a formal dining room filled with natural light. The

  Toni Kreusch BHG Real Estate Green Team

  58 Burnt Corners Rd, Middletown, NY 10940
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  /27

  $285,000

  $45K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,280 Sq Ft

  722 Silver Lake Scotchtown Rd, Middletown, NY 10941

  Beautifully renovated townhouse offering easy, two-level living. This desirable middle-unit home features 3 bedrooms and 1 full bathroom and 1 half bathroom with a bright, open layout designed for comfort and convenience. The spacious living areas flow seamlessly together, highlighted by brand-new flooring, the updated kitchen was recently completed and includes new cabinetry and appliances. All

  Gursharn Dhaliwal BHHS Hudson Valley Properties

  722 Silver Lake Scotchtown Rd, Middletown, NY 10941
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  /18

  $350,000

  $100K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,478 Sq Ft

  47 Wickham Ave Unit 45, Middletown, NY 10940

  Rare Opportunity to Live and Work under the same roof. Save money and time in buying this beautiful 1800’s Colonial Home in a very sought after area of Middletown. This Timeless Elegant home features Gorgeous wide Plank Flooring, beautiful Staircase and Rocking Chair Porches. This Charming home is Great for a professional I.E Accountant, Attorney, Real Estate Professional ETC This wonderful home

  John Biasi Howard Hanna Rand Realty

  47 Wickham Ave Unit 45, Middletown, NY 10940
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  /2

  $175,000

  • Land
  • 3 Acres
  • $58,333 per Acre

  385 Midland Lake Rd, Middletown, NY 10941

  Welcome to 385 Midland Lakes Road—an exceptional opportunity to bring your dream home to life. This beautiful 3-acre fully engineered parcel is ideally situated within the Pine Bush School District, offering the perfect balance of peaceful surroundings and everyday convenience.Commuters will appreciate the close proximity to I-84, I-86, and the ShortLine bus station, while the City of

  Travis Thompson KW Hudson Valley United

  385 Midland Lake Rd, Middletown, NY 10941
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  /31

  $278,000

  $12K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,146 Sq Ft

  66 Deer Ct Dr, Middletown, NY 10940

  Well-maintained 2-bedroom, 2-bath condo in the Deer Run Community with an open layout and good natural light. Building entry with controlled access and interior access to the second-floor unit. The living and dining areas are combined and connect to a galley kitchen with a pass-through opening. The primary bedroom features a walk-in closet and a private full bathroom. New carpet was installed in

  Jie Liu KW Hudson Valley United

  66 Deer Ct Dr, Middletown, NY 10940
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  /2

  $369,000

  • 2 Beds
  • 2 Baths
  • 1,136 Sq Ft

  49 Brewster Dr, Middletown, NY 10940

  Bring your vision and make this spacious bi-level your own! The main level features beautiful hardwood floors throughout the living and dining areas, along with a sliding glass door leading to the backyard patio, perfect for relaxing or entertaining. The home offers a flexible lower level with additional living space, providing plenty of room to accommodate a variety of needs. With some TLC, this

  Kismet Johnson eXp Realty

  49 Brewster Dr, Middletown, NY 10940
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  /47

  $579,000

  $20K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,832 Sq Ft

  1215 Route 211 W, Middletown, NY 10940

  Situated on 2.8 private acres in Mount Hope, NY, within the highly regarded Minisink Valley School District, this 4-bedroom, 2.5-bath Colonial offers 2,832 square feet of living space designed for light, space, and ultimate flexibility. Intentionally selected and custom-sited using Frank Lloyd Wright design principles, the modular home is strategically oriented on the land to maximize natural

  Matthew Gibbs KW Hudson Valley United

  1215 Route 211 W, Middletown, NY 10940
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  /34

  $225,000

  $5K PRICE INCREASE

  • 2 Beds
  • 1 Bath
  • 921 Sq Ft

  45 John St, Middletown, NY 10940

  Opportunity awaits! 2-bedroom, 1-bath one-family home with 2-car garage. Includes a large patio above the garage. Eat in kitchen with refrigerator and gas stove. The seller gutted and renovated the house in 1989. Property requires complete renovation and is being sold as-is. Ideal for investors, contractors, or buyers looking to build equity. Convenient location close to shopping, schools, and

  Jeffrey Lyons Curasi Realty, Inc.

  45 John St, Middletown, NY 10940
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  /24

  $399,999

  • 3 Beds
  • 3 Baths
  • 2,016 Sq Ft

  52 Linden Ave, Middletown, NY 10940

  This spacious 2,016 sq. ft. two-family home offers flexibility for both homeowners and investors. The first-floor unit features 1 bedroom, 1 full bathroom, and direct access to the basement. The second-floor unit offers 2 bedrooms and 2 full bathrooms, providing comfortable living space for occupants.Whether you're looking to live in one unit and generate rental income from the other, or

  Carina Villalona Hudson Premium Realty

  52 Linden Ave, Middletown, NY 10940
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  /8

  $159,000

  • Land
  • 18,600 Sq Ft
  • $372,365 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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  /41

  $349,000

  $100K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,200 Sq Ft

  202 Concord Ln Unit 202, Middletown, NY 10940

  Welcome to Buttonwood Hills! This spacious 3-bedroom, 2.5-bath townhouse offers comfortable, low-maintenance living in one of Middletown's most convenient locations. Featuring a bright and functional layout, the main level includes a generous living room, dining area, updated kitchen, convenient half bath, and in-unit laundry. Upstairs, you'll find a spacious primary bedroom along with two

  Soleil Jackman Howard Hanna Rand Realty

  202 Concord Ln Unit 202, Middletown, NY 10940

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