Orange County NY Homes under $500,000

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  /44

  $449,000

  • 3 Beds
  • 3.5 Baths
  • 2,041 Sq Ft

  60 Peach Place, Middletown, NY 10940

  Welcome to Swan Village Estates conveniently located just minutes from Highways, stores and shopping. If space is what you need, this three-level , corner lot townhome offers that and more inside and out! The main level features a bright living room with plenty of natural window light followed by a dining area and a spacious eat-in kitchen with stainless steel appliances with plenty of cabinet

  Sandra Arnez Keller Williams Hudson Valley

  60 Peach Place, Middletown, NY 10940
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  /10

  $299,999

  • Land
  • 27.2 Acres
  • $11,029 per Acre

  328 Bloomingburg Rd, Middletown, NY 10940

  Fully Available!! 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.

  Jeffrey Lyons Curasi Realty, Inc.

  328 Bloomingburg Rd, Middletown, NY 10940
• 

  

  

  /10

  $440,000

  Pre-Foreclosure

  • 3 Beds
  • 2.5 Baths
  • 2,022 Sq Ft

  62 Deer Trail S, Greenwood Lake, NY 10925

  Greenwood Lake!! Wonderful opportunity to own a spacious house in this picturesque lake village located about an hour from NYC! Great potential! 3 bedrooms, 2. 5 bathrooms, large kitchen area with a slider to a private patio. Large living room with fireplace and a den. This house is located in Indian Park Community where residents can enjoy a private beach, the lake and a clubhouse. Bus to NYC at

  Valeria Rios Keller Williams Hudson Valley

  62 Deer Trail S, Greenwood Lake, NY 10925
• 

  

  

  /15

  $399,999

  Coming Soon

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

  21 Evan Ct, Middletown, NY 10940

  Welcome to 21 Evan Court, a beautifully maintained 3-bedroom, 2.5-bath home offering approximately 1,500 square feet of comfortable living space, plus additional finished basement space and a one-car garage. Situated on a quiet cul-de-sac in a desirable Middletown neighborhood, this home delivers the perfect blend of space, functionality, and convenience.Step inside to discover bright and

  Marquise Fulmore HomeSmart Homes & Estates

  21 Evan Ct, Middletown, NY 10940
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  /34

  $390,000

  • 2 Beds
  • 2 Baths
  • 1,214 Sq Ft

  20 Blueberry Hill, Greenwood Lake, NY 10925

  This charming 2-bedroom, 2 full bathroom ranch style house in the desirable Furnace Brook Private Community.This home offers comfortable one-level living with several key features: - Modern Kitchen: Updated with granite countertops, stainless steel appliances, and a double oven. - Bright Interior: Vaulted ceiling, breathtaking chandelier, skylight windows, custom built-in bookshelves, and

  Irene McCarthy Keller Williams Hudson Valley

  20 Blueberry Hill, Greenwood Lake, NY 10925
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  /23

  $289,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  7 Cross St, Port Jervis, NY 12771

  Amazing cozy home for sale in a desirable in-town location featuring a rare double lot with an enormous backyard and detached garage. This charming 2-bedroom, 1-bath ranch offers convenient one-floor living with beautiful wood flooring throughout, making it perfect for a small family, first-time homebuyer, or an excellent alternative to renting. The property includes a huge detached garage and

  Olga Drepina ARAO Realty Inc.

  7 Cross St, Port Jervis, NY 12771
• 

  

  /43

  $333,000

  $2K PRICE DROP

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

  51 Deer Ct Dr, Middletown, NY 10940

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

  Jie Liu Keller Williams Hudson Valley

  51 Deer Ct Dr, Middletown, NY 10940
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  /32

  $324,999

  • 2 Beds
  • 1.5 Baths
  • 1,168 Sq Ft

  12 Homestead Village Dr, Warwick, NY 10990

  Desirable Village of Warwick Townhome in Amenity-Rich Homestead Village. Set in the charming and historic Village of Warwick, this pet-friendly end-unit townhome in sought-after Homestead Village offers the perfect blend of comfort, convenience, and low-maintenance living—providing added privacy and natural light.Residents enjoy access to an impressive array of amenities, including three

  Vincent Reda Keller Williams Realty

  12 Homestead Village Dr, Warwick, NY 10990
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  /20

  $335,000

  $30K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,624 Sq Ft

  70 Deer Trail N, Greenwood Lake, NY 10925

  Greenwood Lake! Dreaming of owning your own Lake House to swim, fish, boat? Located in the private Indian Park Lake Community, This 2 bedroom 1.5 bath offers huge living room with floor to ceiling windows giving views of the lake while illuminating the entire 1st floor. Upper level has full bath, 2 spacious bedrooms & an office. Walk out of your bedroom onto your rear balcony & enjoy your morning

  Ernie Acampora River Realty Services, Inc.

  70 Deer Trail N, Greenwood Lake, NY 10925
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  /47

  $499,900

  • 3 Beds
  • 2.5 Baths
  • 1,491 Sq Ft

  24 Olde Wagon Rd, Warwick, NY 10990

  Unparalleled Living affording you comfort and convenience .This original owner has lovingly cared for and meticulously maintained this corner , end unit . Located on a culdesac street with plentiful parking and steps away from the gorgeous pool and tennis court, you’ll enjoy this pristine neighborhood and friendly, caring neighbors. The courtyard patio is private and peaceful with mature

  Patricia Brady Keller Williams Realty

  24 Olde Wagon Rd, Warwick, NY 10990
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  /48

  $499,999

  • 3 Beds
  • 2.5 Baths
  • 2,427 Sq Ft

  9 Cornwall Ln, Middletown, NY 10940

  Step into luxury with this meticulously maintained home featuring rich hardwood floors, exquisite crown molding and recessed lighting with dimmable features throughout. The well appointed kitchen is a chef's dream, boasting GE stainless steel appliances, a beautiful tile backsplash, double sink, pantry and great cabinet space. Enjoy a wonderful formal dining area with a large window that floods

  Theresa Russo Coldwell Banker Realty

  9 Cornwall Ln, Middletown, NY 10940
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  /24

  $275,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  54 Larter Ave, Newburgh, NY 12550

  Welcome home! This beautifully renovated 3 bedroom, 1 bathroom old style home perfectly blends classic character with modern upgrades. Located in a highly convenient neighborhood, you are minutes away from local stores, popular restaurants, and the highly vibrant Newburgh waterfront. Step inside to find a bright and airy living space featuring brand new flooring and fresh paint throughout the

  Samantha McCrory Exit Realty Connections

  54 Larter Ave, Newburgh, NY 12550
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  /5

  $499,000

  Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,136 Sq Ft

  37 California Dr, Middletown, NY 10940

  GORGEOUS turn-key home located in the outskirts of Middletown with Minisink schools. Do NOT let the outside fool you as this home is much larger than expected... Step inside this Raised Ranch that is in mint condition with the upgrades it offers. Open floor layout from Living room to dining area & kitchen. New hardwood floors in upper level, vinyl floors in lower level and recessed lighting

  Sandra Arnez Keller Williams Hudson Valley

  37 California Dr, Middletown, NY 10940
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  /36

  $275,000

  $50K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,162 Sq Ft

  32 Heinsman Ln, Wallkill, NY 12589

  You don’t need to make a wish in this charming stone well; your opportunity is already here. Set on 2.4 picturesque acres, this 1800s farmhouse is rich in character, history, and potential for investors, builders, or buyers looking to create something truly their own. From the classic red exterior to the mature trees and open grounds, the setting feels straight out of a storybook. With strong

  Melissa Forsyth Hudson Valley Home Connection

  32 Heinsman Ln, Wallkill, NY 12589
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  /5

  $350,000

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

  319 Wawayanda Ave, Middletown, NY 10940

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

  David Nicoli Nicoli Realty

  319 Wawayanda Ave, Middletown, NY 10940
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  /19

  $335,000

  Coming Soon

  • 2 Beds
  • 1 Bath
  • 832 Sq Ft

  509 Center St, Newburgh, NY 12550

  This charming move-in-ready home offers 2 bedrooms and 1 full bath in a highly desirable Town of Newburgh. The home features a galley kitchen with newer appliances, new windows, beautiful hardwood floors. The seller added AC with Ecobee remote control, along with spray foam insulation in the attic and freshly painted interior and exterior finishes! Welcome guests with the thoughtful installation

  Simone Edwards Edwards Properties

  509 Center St, Newburgh, NY 12550
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  /22

  $339,000

  $10K PRICE DROP

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

  39 Cedar Ct, Middletown, NY 10940

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

  Wenpeng Guan Keller Williams Hudson Valley

  39 Cedar Ct, Middletown, NY 10940
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  /26

  $295,000

  • 2 Beds
  • 1.5 Baths
  • 1,296 Sq Ft

  276 Temple Hill Rd Unit 303, New Windsor, NY 12553

  Very nice unit in move in condition and area close to major highways and shopping walk into a very large living room and dining area a kitchen with nice appliances and breakfast area with sliding glass doors to a back yard with a patio for a picnic bedrooms on upper level and a full bathroom washer dryer in the unit .Complex offers in ground pool tennis courts and club house a

  Rhoda Ciancio Real Estate Connection Corp

  276 Temple Hill Rd Unit 303, New Windsor, NY 12553
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  /15

  $315,513

  $34K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,584 Sq Ft

  85 Grove St, Newburgh, NY 12550

  Opportunity knocks at 85 Grove Street in Newburgh! This old-style 2-story home offers 4–6 bedrooms and 2 full baths, providing flexible living space for a variety of needs. Situated on a desirable corner lot at the end of a quiet one-way street, this property offers added privacy along with additional street parking. The home features both front and side entrances, allowing for potential

  Penny Alper Your Move Matters LLC

  85 Grove St, Newburgh, NY 12550
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  /41

  $399,900

  • 4 Beds
  • 2 Baths
  • 1,752 Sq Ft

  5 Laurie Ln, Newburgh, NY 12550

  Welcome to this warm and inviting 4-bedroom, 2-bath contemporary home filled with natural light and thoughtful design located in the Town of Newburgh. This home offers the perfect blend of comfort, style, and functionality. Step into the open-concept main living space where the kitchen, dining, and living areas flow seamlessly together—ideal for both everyday living and entertaining. The kitchen

  Claudia Lepore Keller Williams Realty

  5 Laurie Ln, Newburgh, NY 12550
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  /34

  $299,000

  $27K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,078 Sq Ft

  215 Old Route 32, Highland Mills, NY 10930

  Calling all car enthusiasts, contractors, landscapers, excavators and dreamers — this is the kind of property that doesn’t come around often. Set on over 2 acres in the highly sought-after Cornwall school district, this property offers endless potential for someone with vision. Let’s talk about the showstopper — a massive pole barn that’s every hobbyist or business owner’s dream. Whether you need

  Tristen Sierra Coldwell Banker Realty

  215 Old Route 32, Highland Mills, NY 10930
• 

  

  /23

  $399,000

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  18 Ellis Ave, Newburgh, NY 12550

  This beautifully maintained and renovated 1930s Colonial-style home offers 3 bedrooms, 1 bath, and approximately 1,200 sq. ft. of living space.The main level features a welcoming family room that seamlessly flows into the dining room, creating a warm and inviting layout. Interior updates: fully renovated modern kitchen with stainless steel appliances - replaced 2023 & granite countertops, new

  Nancy Gutierrez Howard Hanna Rand Realty

  18 Ellis Ave, Newburgh, NY 12550
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  /27

  $349,000

  • 2 Beds
  • 1.5 Baths
  • 1,270 Sq Ft

  8 Franklin Place, Washingtonville, NY 10992

  Welcome to 8 Franklin Place, nestled on a quiet cul-de-sac in the Village of Washingtonville, a charming sidewalk community perfect for evening strolls and enjoying neighborhood living. Lovingly maintained and thoughtfully updated by its current owners for the past 32 years, this inviting townhouse immediately feels like home. A welcoming front porch offers the perfect spot to enjoy your morning

  Jacqueline Manzolillo-Blais Keller Williams Realty

  8 Franklin Place, Washingtonville, NY 10992
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  /6

  $299,999

  • Land
  • 3.4 Acres
  • $88,235 per Acre

  0 Route 300 Unit KEY992185, Newburgh Town, NY 12550

  Exceptional opportunity to own a 3.4-acre parcel with over 700 feet of frontage on North Plank Road in the Town of Newburgh. Located in the R3 Medium Density Residential District, this property offers a range of permitted residential uses including condominium development. With minimal clearing required, the land is well-suited for immediate improvement—whether for a private residence, compound,

  Elizabeth Zambuto Stepping Stone Realty

  0 Route 300 Unit KEY992185, Newburgh Town, NY 12550
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  /9

  $225,000

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

  408 Watts Ln, Maybrook, NY 12543

  This townhome is in a great location with 3 bedrooms 1.5 baths. Close to town. Property needs work, sold as is. This is a short sale and requires 3rd party approval.

  Susan Camus Imagine Properties NY

  408 Watts Ln, Maybrook, NY 12543
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  /2

  $389,500

  $71K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 4,312 Sq Ft

  333 Liberty St, Newburgh, NY 12550

  Prime Investment opportunity in the heart of The City of Newburgh! Listed at $460,000. This building is being sold with the adjoining lot; the address for this lot is 335 Liberty Street. Taxes on that lot in 2024 were $361.11. With this bonus additional lot, there is a rare chance to secure a versatile property package in one of the Hudson Valley's most active growth markets. Don't miss your

  Tynisha Pinckney Clarke Realty & Associates LLC

  333 Liberty St, Newburgh, NY 12550
• 

  

  /29

  $299,000

  Coming Soon

  • 2 Beds
  • 1 Bath
  • 1,181 Sq Ft

  21 Dolson Ave, Middletown, NY 10940

  The home offers 2 bedrooms plus an additional room that works well as an office or flex space, 1 full bathroom, and a functional kitchen. The backyard is a standout — generous in size with a large deck, great for warm weather. A walk-out basement adds useful storage. Washer/dryer hookup in unit. Currently tenant-occupied at $2,300/month, making this a ready-to-go investment from day one. Close to

  Jacob Fried Keller Williams Realty

  21 Dolson Ave, Middletown, NY 10940
• 

  /2

  $357,995

  $10K PRICE DROP

  • 3 Baths

  253 Powell Ave, Newburgh, NY 12550

  Welcome to 253 Powell Avenue and embrace History and Timeless Charm in the Heart of the Historic District of the City of Newburgh New York.Step back in time and discover the captivating allure of this beautifully preserved historic townhouse, nestled in the highly sought-after City of Newburgh. This exceptional residence, a testament to the area's rich heritage, offers a unique blend of

  Serena Johnson eXp Realty

  253 Powell Ave, Newburgh, NY 12550
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  /34

  $490,000

  • 3 Beds
  • 2 Baths
  • 2,042 Sq Ft

  53 Montgomery St, Goshen, NY 10924

  A rocking chair front porch welcomes you to this c1901 two-story home in the Village of Goshen, NY, where you’ll find a charming small-town feel with historic buildings, a village green, local shops, restaurants, cafes, farmer’s market, and the Goshen Public Library. As you step inside, you will immediately notice timeless charm and thoughtful updates for a modern lifestyle. Sunlit rooms,

  Kimberly Starks Howard Hanna Rand Realty

  53 Montgomery St, Goshen, NY 10924
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  /36

  $419,000

  • 3 Beds
  • 2.5 Baths
  • 1,694 Sq Ft

  332 Heritage Ln, Monroe, NY 10950

  Spacious and well-maintained 3BR/2.5BA townhouse in desirable Windridge community. Features include updated laminate hardwood flooring, fireplace, eat-in kitchen, stainless steel appliances, private balcony off primary bedroom, sliding glass doors to private patio, attached 1-car garage with storage loft, and pull-down attic access. Community amenities include pool, clubhouse, and park.

  Martin Remo RE/MAX Prime Properties

  332 Heritage Ln, Monroe, NY 10950
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  /40

  $450,000

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,427 Sq Ft

  3 Arden Ct, Middletown, NY 10940

  Welcome to 3 Arden Court, a well-maintained townhouse-style single-family home located on a quiet cul-de-sac in Middletown. Built in 2008, this home offers 3 bedrooms, 2.5 baths, and over 2,400 square feet of living space across three finished levels, providing flexibility for everyday living, working from home, or entertaining. The main level features an open layout with hardwood floors, a

  Justin Jordan Keller Williams Realty

  3 Arden Ct, Middletown, NY 10940
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  /45

  $474,999

  Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 2,464 Sq Ft

  37 Northern Ave, Walden, NY 12586

  LOCATION IS KEY!!! VALLEY CENTRAL SCHOOLS! Check out this 3-bedroom, 2-full-bathroom property nestled in the Valley Central School District. From the moment you arrive, you'll be captivated by the expansive covered front porch, the decorative stone paver walkway, and a generous driveway that offers ample parking space. Step through the elegant double front doors with decorative glass inserts into

  Ray Reyes Keller Williams Realty

  37 Northern Ave, Walden, NY 12586
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  /25

  $429,900

  • 2 Beds
  • 1 Bath
  • 988 Sq Ft

  100 Crans Rd, Middletown, NY 10941

  Looking for privacy and land but still close to shopping and restaurants? This is the one you have been waiting for! Remodeled ranch on 10+ acres with 2 bedrooms, bath, LR, DR, kitchen and an office/den on the main floor. Beautiful remodeled kitchen with stainless steel appliances, cherry cabinets and granite counters. Remodeled bath with ceramic tile. Fully finished basement with a family room,

  Darlene Provino Century 21 E & M Williams Rlty

  100 Crans Rd, Middletown, NY 10941
• 

  

  /23

  $315,000

  • 2 Beds
  • 1 Bath
  • 736 Sq Ft

  301 Mountain Ave, Monroe, NY 10950

  Move right into this beautifully renovated 2 bedroom 1 bathroom home which has been fully updated for modern living. Upon entry you will find an open dining and kitchen area with new stainless steel appliances, quartz countertops and ample cooking space. The living room leads into the updated bathroom and two spacious bedrooms. Find new oak floors, new paint and tons of natural light throughout

  Samantha McCrory Exit Realty Connections

  301 Mountain Ave, Monroe, NY 10950
• 

  /2

  $325,000

  • 3 Beds
  • 1 Bath
  • 996 Sq Ft

  18 Bull Rd, Washingtonville, NY 10992

  Charming ranch-style home located in the Washingtonville School District featuring a functional layout, spacious yard, and endless potential. Conveniently situated near local shopping, restaurants, parks, and major roadways. A great opportunity for homeowners or investors alike.

  Christopher zagarino 360 Realty Group

  18 Bull Rd, Washingtonville, NY 10992
• 

  

  /15

  $265,000

  • 4 Beds
  • 2 Baths
  • 2,816 Sq Ft

  169 Chambers St, Newburgh, NY 12550

  Approved Two-Family Development Opportunity in Newburgh’s East End Historic District. This is the opportunity serious investors and builders wait for. This house has a brand new roof, a solid brick two-family property located in the highly desirable East End Historic District, now offered with zoning board approval already secured for a thoughtfully designed two-family home — each unit featuring

  John Buoninfante Real Broker NY LLC

  169 Chambers St, Newburgh, NY 12550
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  /26

  $399,900

  $25K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,026 Sq Ft

  7 Hambletonian Ave, Chester, NY 10918

  Great new price! Come take a look at this 2 bedroom charmer with additional room offers potential 3+ bedrooms. Larger than it looks - need to see. Discover the timeless charm and surprising spaciousness of this delightful carriage house, set on a property rich with character and possibility. Step inside to a generous living room where a wood burning fireplace, hardwood floors, and a large bay

  William Scolza HomeSmart Homes & Estates

  7 Hambletonian Ave, Chester, NY 10918
• 

  

  /45

  $379,900

  Open Sat 12PM - 2PM Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,967 Sq Ft

  2 Acorn Ct, Highland Mills, NY 10930

  Welcome to this spacious 3-bedroom, 2-bath townhouse in the desirable Timber Ridge Community of Highland Mills, located within the Monroe-Woodbury School District. This home combines comfortable interior living, valuable updates, and access to an impressive collection of community amenities. Buyers searching for a townhouse with a finished basement, home with a walk-in closet, property with a

  Virginia Corbett eXp Realty

  2 Acorn Ct, Highland Mills, NY 10930
• 

  

  /31

  $399,000

  $51K PRICE DROP

  • Land
  • 43.4 Acres
  • $9,194 per Acre

  64 Seaman Rd, Scotchtown, NY 10941

  Nestled in a serene and private setting, this 43+ acre property is a rare find, offering endless possibilities for those seeking a dream home or recreational retreat. Positioned on a desirable flag lot, the land ensures seclusion while still being accessible. A gated graveled driveway leads to a cleared homesite area, ready for construction. The level, wooded landscape is enhanced by a network of

  Antoinette Gundersen HomeSmart Homes & Estates

  64 Seaman Rd, Scotchtown, NY 10941
• 

  

  /17

  $439,900

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,125 Sq Ft

  10 Forshee St, Monroe, NY 10950

  MERCEDES BENZ! MINT!! MINT!! MINT Condition! Move Right in with Nothing to Do! Ranch! One Level Living! 2 Bedrooms! 1 Full Bathroom! 1 Car Detached Garage! Updated Eat In Kitchen with Stainless Steel Appliances, Granite Counter Tops & Breakfast Nook! Master Bedroom with Walk In Closet! Updated Bathroom! Living Room! Heated Sun Room! Gleaming Hard Wood Floors! Newer Roof, Windows, Cedar Siding

  Amanda Dnistrian ARC Realty 1 in Sales

  10 Forshee St, Monroe, NY 10950

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