Orange County NY Homes under $300,000

• 

  

  /2

  $299,000

  $51K PRICE DROP

  • Land
  • 5.7 Acres
  • $52,456 per Acre

  552 Pine Hill Rd, Chester, NY 10918

  Beautiful 5.7-acre residential parcel located in the Town of chester, offering an exceptional opportunity to build your custom dream home in a peaceful, private setting. With ample space for a spacious residence and outdoor living areas (subject to town approvals), this property combines natural surroundings with convenient access to nearby amenities, schools, and major roadways. Adjacent to 558

  Charnie Guttmann eRealty Advisors, Inc

  552 Pine Hill Rd, Chester, NY 10918
• 

  

  

  /6

  $155,000

  $45K PRICE DROP

  • Land
  • 2.03 Acres
  • $76,355 per Acre

  TBD County Route 12, New Hampton, NY 10958

  PRICE IMPROVED!! CALL TODAY! FULLY ENGINEERED LOT!!! MINISINK VALLEY SCHOOL DISTRICT!!! Build your dream home and enjoy gorgeous countryside views from this peaceful and private 2-acre lot located in the highly sought-after Minisink Valley School District. Perfectly positioned in an incredibly convenient location for commuters while still offering a serene, country setting, this exceptional

  Frank Muccari Cronin & Company Real Estate

  TBD County Route 12, New Hampton, NY 10958
• 

  

  /2

  $80,000

  • Land
  • 41.5 Acres
  • $1,928 per Acre

  64 Shalimar Dr, New Windsor, NY 12553

  Online Bankruptcy Auction: 40+ Acres of Vacant Land: 3 Lot Assemblage. Bulk Sale Only. Bidding opens 10/13/26 at 11:00 am & ends 10/15/26 at 11:00 am (appx). The listing price of $80,000 exclusively represents the Opening Bid Amount Only and not the asking price. Please conduct independent due diligence as the property sells “AS-IS " and the information provided is not guaranteed to be accurate.

  David Constantino David R Maltz And Co Inc

  64 Shalimar Dr, New Windsor, NY 12553
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  /9

  $245,000

  $5K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,025 Sq Ft

  19 Tanager Rd Unit 1902, Monroe, NY 10950

  Beautiful, bright and recently renovated!! This spacious 2-bedroom, 1.5 Bath unit offers separate living rm. and dining room. Newer Appliance, Floors and freshly painted, ample storage, Low maintenance living!! included in HOA fees, Heat, hot water and cooking gas. Ideally located for commuters, just minutes form the NYC bus and train, and only an hour away from the city. Conveniently close to

  Rosa Santiago Weichert Realtors

  19 Tanager Rd Unit 1902, Monroe, NY 10950
• 

  

  

  /31

  $99,999

  • Land
  • 9.2 Acres
  • $10,869 per Acre

  0 Louise Ln Unit KEY959769, Greenwood Lake, NY 10925

  UNIQUE OPPORTUNITY to own 9.2 acres in the Village of Greenwood Lake, and with the Appalachian Trail literally in your backyard (this lot abuts U.S. Government land which the trail runs along)! Building a single-family home is possible -- this is raw land, and current owners had it engineered -- see engineering report in documents. Also a fabulous lot for recreational use. Beautiful sloping lot,

  Dean Diltz Keller Williams Realty

  0 Louise Ln Unit KEY959769, Greenwood Lake, NY 10925
• 

  

  /13

  $270,000

  $50K PRICE DROP

  • Land
  • 2.87 Acres
  • $94,077 per Acre

  0 Moores Hill Rd Unit KEY942803, New Windsor, NY 12553

  .This is the first time this land is offered, and it is in the Cornwall School District. Excellent new construction opportunity. This 2.9-acre lot offers a scenic view of Brown’s Pond, a quiet .3-mile reservoir providing a peaceful setting and attractive backdrop for a custom home. Boating is not permitted, preserving the natural views and tranquility. The parcel provides generous buildable area

  Deborah Warner Keller Williams Valley Realty

  0 Moores Hill Rd Unit KEY942803, New Windsor, NY 12553
• 

  

  /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
• 

  

  /11

  $295,000

  • 2 Beds
  • 1.5 Baths
  • 1,176 Sq Ft

  276 Temple Hill Rd Unit 103, New Windsor, NY 12553

  This beautifully updated 2 bedroom, 1.5 bath condo is located in the much desired Continental Manor Community. The first floor comprises a massive living room which flows seamlessly into a sunlit dining room, updated kitchen with plenty cabinets, ample counter space and a dish washer. Stainless Steel refrigerator and stove. Sliding door leads to a private backyard. The second floor boasts of 2

  Carl Grant CARIB WORLDWIDE REALTY CO INC

  276 Temple Hill Rd Unit 103, New Windsor, NY 12553
• 

  

  /26

  $260,000

  $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,062 Sq Ft

  804 Swan Hollow Rd, Monroe, NY 10950

  Welcome Home! Well maintained two bedroom unit with lake and mountain views. Spacious living room with access to a private balcony. Eat in kitchen has updated counter tops and new appliances. Both bedrooms have ample closet space. Windridge is a quiet community conveniently located minutes from town. Great commuter location. Amenities include pool, playground, tennis and basketball courts,

  Valerie Quinn Keller Williams Realty

  804 Swan Hollow Rd, Monroe, NY 10950
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  /26

  $249,999

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft

  1 Orchard St, Otisville, NY 10963

  Welcome to 1 Orchard Street in the Village of Otisville! This beautifully Semi-renovated home offers the perfect combination of modern upgrades and small-town charm. Major improvements include a new roof, new central air conditioning, new forced-air heating system, new plumbing, new electrical, new hot water heater, and new flooring throughout, giving you peace of mind for years to come. Some

  Christian Zube Realty Executives Exceptional

  1 Orchard St, Otisville, NY 10963
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  /4

  $275,000

  • 4 Beds
  • 1.5 Baths
  • 1,970 Sq Ft

  10 Sullivan Ave, Port Jervis, NY 12771

  Single-family home in Port Jervis, ideal as a starter home or investment opportunity. Featuring 4 bedrooms, 1 full bathroom, and a half bath, this property offers great potential. Located in the Port Jervis School District and conveniently close to shopping, dining, and local amenities.

  Safdar Mursalin eXp Realty

  10 Sullivan Ave, Port Jervis, NY 12771
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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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  /46

  $299,000

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

  607 Mountain Laurel Dr, Monroe, NY 10950

  Monroe-Woodbury Schools Townhouse with Low Taxes — Zoned for highly sought-after Pine Tree & Sapphire Elementary Schools. Step into this inviting 3-bedroom, 2.5-bath townhouse in the desirable Windridge community where space, light, and thoughtful updates come together. The spacious living room showcases younger laminate flooring that looks beautiful and cleans like a dream, while front-facing

  Rosalie Cook Weichert Realtors

  607 Mountain Laurel Dr, Monroe, NY 10950
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  /38

  $199,999

  $50K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  60 Higgins Trail, Monroe, NY 10950

  Located in Monroe, NY within the highly desirable Washingtonville Central School District, this Cape Cod presents a rare opportunity to secure space, flexibility, and value in today's competitive market.Legally configured as a 2-bedroom home, the property also features two additional bonus rooms that can accommodate a variety of needs, including home office space, guest accommodations, hobby

  Ivan Carvalho Exit Realty Connections

  60 Higgins Trail, Monroe, NY 10950
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  /37

  $275,000

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  92 Walton Terrace, Monroe, NY 10950

  Charming and low-maintenance living awaits in this delightful 2-bedroom, 1-bathroom ranch home, nestled between two beautiful lakes, located in the heart of Monroe, NY. Perfectly sized for first-time homebuyers, downsizers, or anyone seeking the ease of single-level living, this property combines cozy comfort with an unbeatable location. Step inside to a bright and welcoming living space that

  Donna Gennaro Howard Hanna Rand Realty

  92 Walton Terrace, Monroe, NY 10950
• 

  

  /3

  $70,000

  • Land
  • 1.44 Acres
  • $48,611 per Acre

  0 Cedar Rd Unit KEY956339, Monroe Town, NY 10950

  Discover the perfect place to build your dream home. This peaceful, buildable property consists of three contiguous lots totaling 1.44 acres (Tax Lots: 36-9-20 – 0.44 acres, 36-9-21 – 0.16 acres, 36-9-22 – 0.83 acres). The property offers privacy, natural beauty, and a quiet setting while remaining close to everything. A unique opportunity—schedule your visit today.

  Eliezer Safdie Sage Realty Center LLC

  0 Cedar Rd Unit KEY956339, Monroe Town, NY 10950
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  /23

  $175,000

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft

  42 Manor Dr Unit 42, Cornwall, NY 12518

  MOVE IN READY!!! Pristine co-op in desirable Cornwall Manor in walking distance to elementary school. Desirable first Floor Unit. Pleasant kitchen with granite countertop and stainless appliances; separate dining area; oversized living room, two generous sized bedrooms, and updated bathroom. Ample closet space. Hardwood floors throughout. Abundance of natural light. HOA includes taxes, heat, hot

  Donna Brunell RE/MAX Benchmark Realty Group

  42 Manor Dr Unit 42, Cornwall, NY 12518
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  /2

  $199,999

  $29K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,224 Sq Ft

  12 Northern Ave, Walden, NY 12586

  This affordable 3 bedroom, 1.5 bath townhome with Valley Central schools is ready for a new owner. Home needs quite a bit of work but could be a really nice space. Sold strictly as is

  Robin Butler-Koschei Hanson Real Estate Partners

  12 Northern Ave, Walden, NY 12586
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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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  /45

  $274,000

  $25K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft

  809 South St, Newburgh, NY 12550

  Three bedroom, one bath home with a detached flex studio in a spacious yard, for sale in the City of Newburgh! This home is a fantastic light renovation project with good bones and a conscientious owner in need of a quick closing. A kitchen, dining room and living room flow together on the first floor. Upstairs there are three bedrooms (two large and one smaller) plus a full bathroom. Well

  Sarah Beckham ReAttached

  809 South St, Newburgh, NY 12550
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  /24

  $240,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  128 Brittany Terrace Unit 128, Rock Tavern, NY 12575

  MOTIVATED SELLER Brittany Terrace is a beautifully maintained 55+ active adult community nestled on nearly 80 scenic acres in the Town of New Windsor. Designed for comfortable, low-maintenance living, the community features attractive one-level manufactured homes in a peaceful, park-like setting with a picturesque community pond, mature landscaping, and quiet streets perfect for walking. The

  Joseph Rubeo KW Hudson Valley United

  128 Brittany Terrace Unit 128, Rock Tavern, NY 12575
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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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  /27

  $289,999

  $40K 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
• 

  

  /20

  $96,500

  $3K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft

  33 Tiger Lilly Dr, Port Jervis, NY 12771

  Opportunity knocks in desirable Huguenot Estates! This spacious 3-bedroom, 2-bath manufactured home offers comfortable single-level living with an open layout, generous bedrooms, and beautiful mountain views. Built in 2019, the home features approximately 1,120 sq ft, central air, forced-air heat, off-street parking, and a functional floor plan ready for your personal touches. Enjoy a large

  Daryl Jackson Century 21 Stoeckeler RE

  33 Tiger Lilly Dr, Port Jervis, NY 12771
• 

  /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 Middletown

  Travis Thompson KW Hudson Valley United

  385 Midland Lake Rd, Middletown, NY 10941
• 

  

  /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
• 

  

  /35

  $122,000

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  37 W Peenpack Trail, Sparrow Bush, NY 12780

  ***Scenic, spacious property for sale by owner: ***Versatile and peaceful, perfect for a family with young children or a mother-daughter setup, situated on an acre of land with lots of trees, deer, and hummingbirds that visit while you're out on the deck. ***I am open to informal discussion, negotiation and offers from serious buyers, contact info below. ***The large mobile home is a solid

  Vitaly Isaacs Statewide Properties LLC

  37 W Peenpack Trail, Sparrow Bush, NY 12780
• 

  

  /12

  $86,900

  $2K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  18 Square Hill Rd Unit 80, New Windsor, NY 12553

  Welcome home to this spacious double-wide manufactured home in the desirable Walters Mobile Home Park! Measuring approximately 24' x 44', this move-in-ready home offers an open, functional floor plan that's perfect for first-time buyers, downsizers, or anyone looking for affordable, low-maintenance living. The bright living room flows effortlessly into the dining area and spacious kitchen,

  Sandra Spector Howard Hanna Rand Realty

  18 Square Hill Rd Unit 80, New Windsor, NY 12553
• 

  

  /20

  $235,000

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  61 W Peenpack Trail, Sparrowbush, NY 12780

  Escape to the peace and quiet countryside with this spacious 3-bedroom home nestled on nearly 4 private acres-Surrounded by nature, this property offers a beautiful mix of open yard and wooded privacy, creating the perfect setting to relax and unwind. Nestled on nearly 4 private acres in the peaceful Town of Deer Park, Enjoy the beauty of nature from the inviting enclosed three-season screened

  Sy Mujovic I Realty LLC

  61 W Peenpack Trail, Sparrowbush, NY 12780
• 

  

  /9

  $235,000

  • 3 Beds
  • 2 Baths

  153 Kennel Rd, Cuddebackville, NY 12729

  Multi-family investment opportunity featuring a 2-bedroom, 1-bath main home and a detached 1-bedroom, 1-bath guest cottage requiring a full rehab. Situated on approximately 4.70 acres with a stream at the rear of the property, this property offers multiple value-add opportunities, including expansion potential with zoning for an additional 50' x 12' footprint.

  Derek Greene Greene Realty Group

  153 Kennel Rd, Cuddebackville, NY 12729
• 

  

  /15

  $215,000

  $20K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 788 Sq Ft

  105 Main St, Otisville, NY 10963

  Back on the market! Don't miss your chance to own this charming, updated 2-bedroom, 1-bath home tucked away on a quiet dead-end street. Featuring an open kitchen and living room layout, this home offers a warm and inviting space to relax or entertain. The kitchen has been refreshed with new countertops, sink, and faucet, and comes equipped with stainless steel appliances. Both bedrooms have new

  Yolanda Cahill Hudson Premium Realty

  105 Main St, Otisville, NY 10963
• 

  

  /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
• 

  

  /3

  $129,000

  $51K PRICE DROP

  • Land
  • 6.5 Acres
  • $19,846 per Acre

  TBD LOT#3 Quaker St, Wallkill, NY 12589

  6.50 Acres of beautiful level raw secluded land high and dry in Wallkill School District. Come bring your plans and build your dream home. Close to Route 300, 65 Miles to NYC/10 Miles to Beacon train station(MTA).

  Angelo Acierno Keller Williams Realty

  TBD LOT#3 Quaker St, Wallkill, NY 12589
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  /32

  $299,000

  $16K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,085 Sq Ft

  95 Riley Rd, New Windsor, NY 12553

  Welcome to 95 Riley Road in New Windsor, NY! Set on approximately 2.2 acres, this charming property offers a great combination of privacy, space, convenience, and plenty of potential for its next owner.The home features comfortable living spaces with the opportunity to update, personalize, and truly make it your own. A brand-new roof provides an important recent improvement, and the

  Anthony Minieri KW Hudson Valley United

  95 Riley Rd, New Windsor, NY 12553
• 

  

  /20

  $69,900

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 784 Sq Ft

  3146 Route 9w Unit 5A, New Windsor, NY 12553

  Brand New Home on Lot #5A! Imagine your bright and modern new home! This lovely home offers comfort, convenience and affordability. The home features an open layout, a kitchen with tons of cabinets and appliances. You'll find two nice bedrooms situated on opposite ends of the home, offering privacy. The primary bedrooms features its own private bathroom. Enjoy a super convenient location – just a

  Sandra Spector Howard Hanna Rand Realty

  3146 Route 9w Unit 5A, New Windsor, NY 12553
• 

  

  /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
• 

  

  /18

  $299,000

  • 2 Beds
  • 1 Bath
  • 1,084 Sq Ft

  2124 Whispering Hills, Chester, NY 10918

  Welcome to Whispering Hills! This inviting end-unit home offers a comfortable blend of everyday living, privacy, and convenience. Enjoy easy access to major commuter routes and highways, making this an ideal choice for commuters seeking the comfort of home without sacrificing convenience. Come home to a welcoming community and enjoy all that this convenient location has to offer.

  Beverly Huaman Howard Hanna Rand Realty

  2124 Whispering Hills, Chester, NY 10918
• 

  

  /5

  $75,000

  • Land
  • 12,501 Sq Ft
  • $261,324 per Acre

  92-94 Anthony St, Middletown, NY 10940

  Beautiful piece of land in the City of Middletown!! Bring your plans and your vision! Public Water, Public Sewer, Natural Gas! Surrounded by brand new homes! Call today!

  Frank Muccari Cronin & Company Real Estate

  92-94 Anthony St, Middletown, NY 10940
• 

  

  /18

  $205,000

  • 1 Bed
  • 1 Bath
  • 813 Sq Ft

  26 Peddler Hill Rd Unit 2602, Monroe, NY 10950

  Enjoy privacy and beautiful seasonal mountain views in this spacious unit. Features include a newer kitchen with stainless steel appliances, wood flooring in the entry, dining area and kitchen , plus a remodeled bathroom. The very large living room offers sliders leading to a private patio, perfect for relaxing and enjoying peaceful surroundings. The oversized bedroom provides plenty of closet

  Rosemarie Morello KW Hudson Valley United

  26 Peddler Hill Rd Unit 2602, Monroe, NY 10950

Showing Results 241 - 279, Page 7 of 7