Orange County NY Homes under $500,000

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  /36

  $385,000

  • 2 Beds
  • 2.5 Baths
  • 1,215 Sq Ft

  2 Giovanni Ct, Monroe, NY 10950

  Enjoy all that the Timber Hills community has to offer! This beautifully maintained 3-level end unit townhome/condo offers 2 bedrooms, 2.5 bathrooms, and 1,215 sq ft of comfortable living space. The home features an eat-in kitchen, spacious living area with hard wood floors and sliding glass doors leading to your private deck, and a primary bedroom with ensuite bath. The newly finished basement

  Eric Troy Howard Hanna Rand Realty

  2 Giovanni Ct, Monroe, NY 10950
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  /33

  $259,000

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  35 Union Ave, New Windsor, NY 12553

  Full of timeless character, this 3-bd/1-ba home offers a wonderful opportunity in the heart of New Windsor. The layout features functional living space with the right amount of indoor & outdoor space to enjoy. Built in 1911, this home carries the charm and craftsmanship of a bygone era — including a stunning stained glass window & original woodwork that serves as a true architectural showpiece

  Anne DiDomenico Keller Williams Hudson Valley

  35 Union Ave, New Windsor, NY 12553
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  /36

  $495,000

  • 4 Beds
  • 3 Baths
  • 1,792 Sq Ft

  18 Southside Dr, Monroe, NY 10950

  Welcome to 18 Southside Drive, this charming ranch-style home nestled in the highly sought-after Walton Park neighborhood of Monroe. Offering the ultimate ease of effortless one level living, this spacious residence boasts 4 bedrooms, 3 full bathrooms, and a versatile layout situated within the premier Monroe-Woodbury School District. Major mechanical updates over the past decade provide ultimate

  Nikki Grzegorzewski Keller Williams Realty

  18 Southside Dr, Monroe, NY 10950
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  /15

  $350,000

  $200K PRICE DROP

  • 5 Beds
  • 1 Bath
  • 1,925 Sq Ft

  256 Round Hill Rd, Florida, NY 10921

  Bring your imagination and craftmanship to this classic 5 bedroom farmhouse set on 1 acre of peaceful countryside. Offering 1925, square feet of space, this home is the ideal for a full renovation or inspired restoration project.Full of character and original charm, the property also includes 3 barns , perfect for workshops ,storage, creative studios or future repurposing. Mature trees and

  James Moser Keller Williams Realty

  256 Round Hill Rd, Florida, NY 10921
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  /35

  $399,500

  $26K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,580 Sq Ft

  708 Tower Ave, Maybrook, NY 12543

  FULLY AVAILABLE ! Step into a home that truly stands apart. This one-of-a-kind Colonial within the Valley Central School District offers the perfect blend of space, flexibility, and charm with 4 bedrooms and 2 full baths and mother / daughter potential. From the moment you arrive, you’ll appreciate the extended driveway leading to a large detached 2-car garage, providing ample parking for guests

  Ronald Green KW MidHudson

  708 Tower Ave, Maybrook, NY 12543
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  /32

  $359,000

  • 3 Beds
  • 1 Bath
  • 1,085 Sq Ft

  973 State Route 42, Sparrow Bush, NY 12780

  Tucked along 973 State Route 42 in Sparrowbush, New York 12780, this 3-bedroom, 1-bath ranch sits on a peaceful .59-acre parcel that offers a simple, grounded way of living in Orange County. The home is set just off the road, giving you a comfortable sense of space while still keeping daily conveniences within easy reach. Inside, the layout is practical and efficient, designed entirely for

  Thomas Santore Coldwell Banker Realty

  973 State Route 42, Sparrow Bush, NY 12780
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  /45

  $425,000

  • 4 Beds
  • 2 Baths
  • 1,808 Sq Ft

  31 Monarch Dr, Newburgh, NY 12550

  Welcome to 31 Monarch Drive—an inviting and versatile 4-bedroom, 2-bath raised ranch in a super convenient Newburgh location! Perfectly situated close to major highways, shopping, restaurants, and everyday conveniences, this home offers the ideal blend of comfort and accessibility. The main level features a bright and spacious living room highlighted by an oversized picture window that fills the

  Jennifer Gold RE/MAX Benchmark Realty Group

  31 Monarch Dr, Newburgh, NY 12550
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  /43

  $324,900

  Open Sat 11:30AM - 1PM Coming Soon

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  1414 US Highway 6, Port Jervis, NY 12771

  This 3-bedroom, 1-bath ranch-style home at 1414 US Highway 6, offering a country setting while staying connected to everyday conveniences. Built in 1955, this home features 1,440 square feet of living space and plenty of room to spread out both inside and out. Inside, you'll find a recently updated kitchen featuring modern finishes and improvements that add both style and functionality to the

  Matthew Gibbs Keller Williams Hudson Valley

  1414 US Highway 6, Port Jervis, NY 12771
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  /28

  $299,900

  $32K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  64 Patio Rd, Middletown, NY 10941

  Welcome to this 3-bedroom, 1.5-bath townhouse located in the Pine Bush School District. The home features an open dining area and a galley kitchen with updated cabinetry and granite countertops. The kitchen flows into the living room with access to the backyard, perfect for relaxing or enjoying outdoor meals. A brand new refrigerator, as well as a washer(2025) and dryer(2022), is included. A half

  Jie Liu Keller Williams Hudson Valley

  64 Patio Rd, Middletown, NY 10941
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  /6

  $415,000

  • 4 Beds
  • 4 Baths
  • 2,944 Sq Ft

  103 Linden Ave Unit 4, Middletown, NY 10940

  Due to overwhelming interest in this property, the seller prefers cash or a mortgage with large down payment. Offers should be at list price or better with no contingencies. Proof of Funds or mortgage pre-approval is required before appointment for viewing is confirmed. NO EXCEPTION! Must have confirmed appointment to view. PLEASE DO NOT SHOW UP AT THE PREMISES. Welcome to 103 Linden Avenue, a

  Jacqueline Henry-Thompson Jackie Henry Realty LLC

  103 Linden Ave Unit 4, Middletown, NY 10940
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  /14

  $305,000

  $34K PRICE DROP

  • 4 Beds
  • 1 Bath

  114 W Parmenter St, Newburgh, NY 12550

  Nestled in the heart of Newburgh, this charming two-family home offers a fantastic investment opportunity or an ideal owner-occupant setup. Each unit features two spacious bedrooms, a full bathroom, and bright, open living areas. The solid brick exterior adds timeless appeal. Outside, enjoy a fenced yard and a convenient driveway. Just minutes from the waterfront, shops, and dining, this home is

  Chaim Lebrecht eRealty Advisors, Inc

  114 W Parmenter St, Newburgh, NY 12550
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  /25

  $365,000

  $60K PRICE DROP

  • 4 Beds
  • 2 Baths

  91 Carson Ave, Newburgh, NY 12550

  Here’s your chance to own a classic brick multi-family in Newburgh’s desirable East End Historic District. This fully occupied property features two large 2-bedroom, 1-bath units, each has over 1000 sqft of space. Both apartments offer eat-in kitchens, hardwood-style flooring, and bright bay windows that bring in great natural light. The building includes separate utilities. Two 2-bed / 1-bath

  Rebecca Kane Keller Williams Hudson Valley

  91 Carson Ave, Newburgh, NY 12550
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  /16

  $329,000

  • 2 Beds
  • 1.5 Baths
  • 1,144 Sq Ft

  15 N Aspen Rd, Middletown, NY 10940

  NO HOA FEES! LOW TAXES!! Welcome to easy, effortless living in this turnkey, move-in ready 2-bedroom home, thoughtfully updated with modern finishes and designed for today’s lifestyle. From the moment you step inside, you’re greeted by a bright and inviting interior that feels both stylish and comfortable. The updated kitchen shines with sleek countertops, crisp cabinetry, and modern appliances,

  Carmela Lopez Borrazas Serhant LLC

  15 N Aspen Rd, Middletown, NY 10940
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  /17

  $459,000

  • 3 Beds
  • 2 Baths
  • 1,426 Sq Ft

  18 Stage Rd, Pine Island, NY 10969

  Welcome home to 18 Stage Road — a charming 3-bedroom, 2-bath ranch tucked into one of Orange County's most sought-after communities, Pine Island, NY.With over 1,400 sq. ft. of thoughtfully designed living space, this home strikes the perfect balance between everyday comfort and timeless style. Gather around the beautiful fireplace in the warm and welcoming living room, the kind of space that

  Cesar Landestoy Keller Williams Hudson Valley

  18 Stage Rd, Pine Island, NY 10969
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  /10

  $285,000

  $114K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,412 Sq Ft

  469 Eatontown Rd, Port Jervis, NY 12771

  Welcome to this spacious ranch-style home offering the convenience of one-level living on a private, level lot. Inside you’ll find a granite kitchen with island seating, a formal dining room for gatherings and two separate living rooms that provide plenty of space for relaxing or entertaining. The primary bedroom includes a private bath, plus there are three well-sized bedrooms and three full

  Desiree Beecham River Realty Services, Inc.

  469 Eatontown Rd, Port Jervis, NY 12771
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  /18

  $409,000

  • 1 Bed
  • 2 Baths

  43 Oak St, Greenwood Lake, NY 10925

  2 Village Cottages nestled in the heart of Greenwood Lake Village located half a mile from the beach! These classic cottage style homes both have a generously sized level and private yards for outdoor enjoyment. Cottage 1 is 1 bedroom with full bath, with spacious updated kitchen. Cottage 2 has 2 bedrooms 1 bath - newer kitchen and bath. Convenient access to local amenities restaurants and beach.

  Rosy Wansor Wansor Realty

  43 Oak St, Greenwood Lake, NY 10925
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  /35

  $378,900

  • Land
  • 7.1 Acres
  • $53,366 per Acre

  TBD Old Chester & Duck Farm Rd, Goshen, NY 10924

  What a great spot for your life in the country and new family homestead/farmstead/small holding, executive home, or home business. Already engineered for a single family home and with agricultural permitted by right, there's plenty of room for field crops, some animals, built-in pool and spa- you name it! Consider this central location for your boutique assisted living, memory care, residential

  Edward Sattler BHG Real Estate Green Team

  TBD Old Chester & Duck Farm Rd, Goshen, NY 10924
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  /10

  $319,000

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  37 California Ave, Middletown, NY 10940

  MLS Listing Description: Charming 3-bedroom, 1-bath traditional two-story home featuring a spacious, enclosed backyard—perfect for outdoor enjoyment and entertaining. The first floor offers an oversized living room, an open dining area, and a functional kitchen layout ideal for everyday living. Upstairs, you’ll find three comfortable bedrooms and a full bath. A walk-up attic provides convenient

  Jonathon Lee Keller Williams Hudson Valley

  37 California Ave, Middletown, NY 10940
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  /4

  $470,000

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

  22 Atwood Dr, Middletown, NY 10940

  Coming Soon! Beautiful 3 BR, 2.5 baths.

  Kelly Roebuck Curasi Realty, Inc.

  22 Atwood Dr, Middletown, NY 10940
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  /25

  $329,999

  $10K PRICE DROP

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

  83 Lois Ln, Monroe, NY 10950

  Welcome to 83 Lois Lane in Monroe—an excellent opportunity to own a 2-bedroom condo in a commuter-friendly location. This home features hardwood floors throughout the main level, where an open-concept living and dining area provides a comfortable and functional layout for everyday living and entertaining. Sliding glass doors lead to a private concrete patio, offering a great space for outdoor

  Philip Szumlaski Keller Williams Realty

  83 Lois Ln, Monroe, NY 10950
• 

  

  /22

  $267,000

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft

  70 Johnes St Unit 328, Newburgh, NY 12550

  Welcome to this stylish condo located at 70 Johnes Street, Unit 328e "The Foundry," in the heart of Newburgh. Thoughtfully designed, using the building's high ceilings and the oversized windows, this home is bathed in natural light throughout the day, creating an open and inviting atmosphere.The spacious layout offers comfortable living and entertaining space, with large windows that enhance

  Chris Cardinal Keller Williams Realty

  70 Johnes St Unit 328, Newburgh, NY 12550
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  /37

  $499,900

  Coming Soon

  • 4 Beds
  • 1.5 Baths
  • 1,456 Sq Ft

  2 Curie Rd, Cornwall On Hudson, NY 12520

  LOCATION, LOCATION, LOCATION! Great CAPE-COD style home in the desirable HOMELAND neighborhood in Cornwall-on-Hudson. CONVENIENTLY LOCATED in the sought-after Cornwall school district, this home is so very walkable to the wonderful town and village PARKS as well as the LIBRARY! There is a wide variety of shopping and dining options variety just a stone's throw away. This much-loved,

  Sharon Satkowski Hudson Heritage Realty

  2 Curie Rd, Cornwall On Hudson, NY 12520
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  /10

  $340,000

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  6 Forsythe Place, Newburgh, NY 12550

  Rare Opportunity with Hudson River Views! This fully detached single-family home offers tremendous potential and is ready for your vision and updates. Enjoy scenic Hudson River views from this charming property featuring a living room, dining room, study, and kitchen on the main level. The second floor offers 3 bedrooms, 1 full bathroom, and a spacious sunroom filled with natural light.

  Antonio Sanchez Harbor Gray Real Estate LLC

  6 Forsythe Place, Newburgh, NY 12550
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  /44

  $428,000

  $7K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,662 Sq Ft

  3 Magnolia Ln, Warwick, NY 10990

  SPRING IS HERE ! Make Warwick Your New Hometown ! Discover the perfect blend of style and convenience in this bright 2-bedroom, 2.5 bath end-unit condo located in Warwick Village Condominiums. Spanning 1,662 square feet of thoughtfully designed living space, this home offers a bright and airy atmosphere highlighted by oversized windows. Enjoy an open concept kitchen & living room with a wood

  Kathy Eubanks Keller Williams Realty

  3 Magnolia Ln, Warwick, NY 10990
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  /40

  $369,900

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  145 Wawayanda Ave, Middletown, NY 10940

  Nestled in one of Middletown’s most convenient residential neighborhoods. This property blends classic character with practical living, offering a warm and inviting atmosphere from the moment you arrive.Step inside to find a bright, comfortable layout with spacious living areas perfect for everyday living or entertaining. Large windows fill the home with natural light, while the thoughtful

  Michelle Gruberger Real Estate Circuit Inc

  145 Wawayanda Ave, Middletown, NY 10940
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  /26

  $260,000

  • 2 Beds
  • 1 Bath
  • 606 Sq Ft

  135 Beaver Dam Rd, Montgomery, NY 12549

  Newly updated 2 bed 1 bath charming ranch home on over half an acre of property in Town of Montgomery, Valley Central School district. Freshly painted, open concept living, dining and kitchen with granite countertops, new refaced wood cabinetry that can be stained to your liking, stainless steel appliances, two bedrooms, updated bathroom, two bedrooms, a deck overlooking an oversized level

  Claudia Lepore Keller Williams Realty

  135 Beaver Dam Rd, Montgomery, NY 12549
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  /36

  $484,900

  • 3 Beds
  • 2.5 Baths
  • 1,980 Sq Ft

  6 John Dr, Goshen, NY 10924

  Located in Goshen within the Goshen School District, this 3-bedroom, 2.5-bath raised ranch offers nearly 2,000 square feet of living space on a 0.39-acre lot. Buyers looking for a home in Goshen under $500K will appreciate the combination of functional living space, outdoor usability, and recent updates. The main living area features large windows that bring in natural light, while hardwood

  Virginia Corbett eXp Realty

  6 John Dr, Goshen, NY 10924
• 

  

  /20

  $420,000

  • 3 Beds
  • 1.5 Baths
  • 1,464 Sq Ft

  35 Windwood Dr, Newburgh, NY 12550

  Fall in love with this warm and inviting 3-bedroom, 1.5-bath home nestled in the heart of the Town of Newburgh! From the moment you arrive, you’ll appreciate the comfort, convenience, and peace of mind this beautifully maintained home has to offer. Perfectly located just minutes from major highways, schools, shopping, restaurants, and the casino, everything you need is right at your fingertips.

  Laura Fisher Payne Team LLC

  35 Windwood Dr, Newburgh, NY 12550
• 

  

  /23

  $429,000

  • 3 Beds
  • 2 Baths
  • 1,663 Sq Ft

  17 Last Rd, Middletown, NY 10941

  Welcome to 17 Last Rd, a unique retreat nestled on a sprawling 3.9-acre lot in the heart of Middletown. The upper level features 2 bedrooms and 1 full bathroom, while the lower level offers ground-level access with its own separate entrance, an additional bedroom, and a full bathroom. This versatile 2-bedroom, 2-full-bathroom home is designed to maximize natural light, creating a bright and airy

  Bryant Moran YourHomeSold Guaranteed Realty

  17 Last Rd, Middletown, NY 10941
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  /36

  $449,900

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

  2 Park Place Unit B1D, Newburgh, NY 12550

  Wake up to sweeping Hudson River and mountain views in this beautifully situated condo offering effortless waterfront living. Designed with an open floor plan perfect for both everyday comfort and entertaining, the living and dining areas flow seamlessly while oversized windows showcase the stunning natural scenery from nearly every angle. Step outside to the spacious covered porch overlooking

  Lyra Blumenthal RE/MAX Benchmark Realty Group

  2 Park Place Unit B1D, Newburgh, NY 12550
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  /25

  $410,000

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

  100 Carson Ave, Newburgh, NY 12550

  100 CARSON AVE NEWBURGH NY - THIS CAN BE YOURS!! Well - Kept Multi Family house located in great neighborhood featuring 2 units that are occupied for many years! BRAND NEW WINDOWS, and BATHROOM TILES, and MANY Each unit has 3 bedrooms, 1 full bath, and a gorgeous new kitchen - recently installed, and living room. The 2nd unit has additional room and space in the attic. Nice and big backyard. New

  Joseph Rosenfeld Flag Realty Group

  100 Carson Ave, Newburgh, NY 12550
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  /42

  $499,000

  $101K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,809 Sq Ft

  227 Lakeside Rd, Newburgh, NY 12550

  Price improved—now one of the best values in the area. Move-in ready 4-bedroom, 2-bath home offering 1,800+ sq ft with a strong indoor/outdoor lifestyle setup, including a pool, cabana, and spacious deck ideal for entertaining. The home features a flexible layout, updated systems including a heat pump with central air, and solar for added efficiency. Set on a usable lot with Orange Lake access,

  Steve Moreau Tactical Realty LLC

  227 Lakeside Rd, Newburgh, NY 12550
• 

  

  /22

  $231,900

  $3K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,680 Sq Ft

  201 Brittany Terrace, Rock Tavern, NY 12575

  Luxurious home located in the highly sought after Brittany Terrace community in Rock Tavern. Rare unit in this 55 plus community with a one car attached garage! Beautiful 2 bedroom home with a den/sitting room close to 1,700 square feet. The home is in excellent condition, meticulously maintained. Corner lot with two driveways, 2 porches, attached garage (garage has a side door to outside too)

  Sandra Spector Howard Hanna Rand Realty

  201 Brittany Terrace, Rock Tavern, NY 12575
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  /10

  $210,000

  • 1 Bed
  • 1 Bath
  • 813 Sq Ft

  41 Tanager Rd Unit 4102, Monroe, NY 10950

  Rare opportunity to own a completely transformed, move-in ready condo in the highly sought-after Rolling Hills complex. This immaculate garden-style apartment is in absolute brand-new condition, boasting a freshly painted interior, beautiful new flooring, bright new spotlights installed all over the house, and brand-new trimming throughout. The spacious layout features a bright living area, a

  Gabriel Shalilof Sage Realty Center LLC

  41 Tanager Rd Unit 4102, Monroe, NY 10950
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  /29

  $379,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,518 Sq Ft

  30 Sycamore Ct, Highland Mills, NY 10930

  Welcome to this charming corner-lot townhome in the desirable Town of Woodbury! This spacious 3-bedroom, 2-full-bath home offers the perfect blend of comfort, convenience, and style. The bright and inviting living area features a semi-open layout ideal for both everyday living and entertaining. The kitchen offers plenty of counter space and cabinetry, while the dining area flows seamlessly to the

  Danielle Riggs Keller Williams Hudson Valley

  30 Sycamore Ct, Highland Mills, NY 10930
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  /7

  $211,000

  $38K PRICE DROP Pre-Foreclosure

  • 2 Beds
  • 1 Bath
  • 760 Sq Ft

  429 Rye Hill Rd, Monroe, NY 10950

  Opportunity awaits in beautiful Monroe! This charming 2-bedroom, 1-bath cottage is full of potential and ready for your personal touch. With some TLC, this home can be transformed into the perfect weekend getaway, first-time home, or investment property for long- or short-term rental opportunities.Situated on a generously sized lot, there is ample space to expand or enhance the outdoor living

  Alissa Taylor-Vetell Keller Williams Realty

  429 Rye Hill Rd, Monroe, NY 10950
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  /5

  $240,000

  • 2 Beds
  • 2 Baths
  • 964 Sq Ft

  7 Lexington Hill Unit 12, Harriman, NY 10926

  Prime Investment or Perfect Home in Lexington Hill Looking for a smart real estate investment or a beautiful place to call home? Look no further. This exceptional 2-bedroom, 2-bathroom top-floor unit in Lexington Hill delivers on every front. The architectural details set this unit apart, featuring soaring vaulted ceilings, architectural skylights, a charming fireplace, and updated windows.

  Jayne M. Prechtel Keller Williams Valley Realty

  7 Lexington Hill Unit 12, Harriman, NY 10926
• 

  

  /4

  $459,000

  $20K PRICE DROP

  • Land
  • 2 Acres
  • $229,500 per Acre

  0 Rock Cut Rd Unit KEY877531, Newburgh Town, NY 12550

  This 2 acre commercial parcel is located near the intersection of Route 17k and Rock Cut Rd. and just seconds from the nearest route 84 exit. It rests in the Town of Newburgh IB zone (business zone) with municipal water, sewer and gas along Rock Cut Rd. Preliminary engineering work has been completed including a site plan that interprets zoning, setbacks, and topo. The site plan facilitates a

  John DeMarco Century 21 Alliance Rlty Group

  0 Rock Cut Rd Unit KEY877531, Newburgh Town, NY 12550
• 

  

  /31

  $339,900

  • 3 Beds
  • 1.5 Baths
  • 1,752 Sq Ft

  2812 State Route 208, Walden, NY 12586

  Fabulous opportunity to restore this wonderful home while living in it...everything in working condition...heat, electric, well and septic...across the road from the Wallkill River with river views and a path where you can take your boat .... this great home has stood the test of time...original owner maintained the mechanics of this home to the fullest... built like a fortress with 2 foot stone

  Suzanne Bongiorno Century 21 E & M Williams Rlty

  2812 State Route 208, Walden, NY 12586
• 

  

  /30

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,008 Sq Ft

  30 Olympus Rd, Highland Mills, NY 10930

  Lovingly maintained and move-in ready, this charming 3-bedroom, 2-bath ranch offers comfortable one-level living in the desirable Highland Mills community. Pride of ownership is evident throughout this well-cared-for, updated home. Featuring a functional floor plan designed for everyday living. Additional highlights include a one-car garage and finished rec space in the basement, providing

  Dawn Francese Howard Hanna Rand Realty

  30 Olympus Rd, Highland Mills, NY 10930

Showing Results 401 - 440, Page 11 of 13