Monticello, NY Homes for Sale under $500,000

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  /18

  $399,000

  • 4 Beds
  • 2.5 Baths
  • 1,693 Sq Ft

  74 Nelshore Dr, Monticello, NY 12701

  Welcome to this charming home situated in a highly desirable neighborhood. Enjoy beautiful outdoor grounds with ample space to play, unwind, and entertain. The brand-new deck and awning creates the perfect setting for outdoor gatherings and relaxation. Inside, the home offers a practical multi-level layout with cozy bedrooms and a full bath on the upper level. The lower level features a spacious

  Rivky Klagsbrun Catskills Home Services

  74 Nelshore Dr, Monticello, NY 12701
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  /5

  $299,900

  • Land
  • 25.96 Acres
  • $11,552 per Acre

  838 Old Liberty Rd, Monticello, NY 12701

  Discover the perfect opportunity to build your dream home or develop in a peaceful, scenic setting. This listing includes 2 parcels of land totaling 25.96 acres located on Old Liberty Road - just minutes from the charming hamlet of Hurleyville and the Village of Monticello. Tucked away in a quiet neighborhood, the property offers privacy and serenity while remaining conveniently close to modern

  Christina Herschel-Huebner Herschel Realty Corp

  838 Old Liberty Rd, Monticello, NY 12701
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  /44

  $499,000

  • 3 Beds
  • 2 Baths
  • 2,280 Sq Ft

  518 Sackett Lake Rd, Monticello, NY 12701

  Welcome to 518 Sackett Lake Road—a custom-built, turn-key Colonial offering deeded lake rights to Sackett Lake, a pristine 124-acre motorboat lake located directly across the street. Built in 2006, this beautifully maintained home offers 2,280 square feet of thoughtfully designed living space, featuring 3 spacious bedrooms, 2 full bathrooms, a bonus guest room, and central heating and air

  Alan Wieder Catskills Home Services

  518 Sackett Lake Rd, Monticello, NY 12701
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  /28

  $278,000

  • 3 Beds
  • 2.5 Baths
  • 1,904 Sq Ft

  375 Harris Rd, Monticello, NY 12701

  This Double Wide home offers 3 bedrooms, 2 1/2 baths, including a primary bedroom with en suite bathroom, a large, eat in kitchen and additional area for living room or dining room with a woodturning fireplace, additional dining room/den and additional living room. Roof is appx 10 years old. Set back off the road, the house sits on a 2.87 acre lot, mostly cleared with a huge yard, circular

  Cara Rieber Rieber Realty Inc

  375 Harris Rd, Monticello, NY 12701
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  /4

  $275,000

  • 6 Beds
  • 2 Baths

  10 Smith St, Monticello, NY 12701

  Outstanding opportunity to own an income-producing triplex in the heart of Monticello. This multifamily property features three separate residential units, offering excellent rental potential and long-term investment appeal. Two units are currently ready for occupancy, while the additional one-bedroom unit presents an opportunity for updates and customization, providing added flexibility for the

  Ephraim Brull Team W Realty LLC

  10 Smith St, Monticello, NY 12701
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  /32

  $297,999

  $2K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,040 Sq Ft

  279 Cold Spring Rd, Monticello, NY 12701

  Welcome to this beautifully maintained 3-bedroom, 1.5-bath home, perfectly situated on just over one acre of land. This property offers both comfort and potential, featuring a detached garage and two carports—ideal for additional parking, storage, or workshop space.Step inside to find a home that has been thoughtfully updated and well cared for. The kitchen was renovated just two years ago,

  Sean Walker Keller Williams Realty

  279 Cold Spring Rd, Monticello, NY 12701
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  /11

  $250,000

  • 2 Beds
  • 1.5 Baths
  • 1,241 Sq Ft

  5 High St, Monticello, NY 12701

  Charming 2 bedroom home in the village of Monticello, NY with tons of potential. Close to shopping and restaurants.

  Sheena Kittrell HomeSmart Homes & Estates

  5 High St, Monticello, NY 12701
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  /30

  $299,000

  • 4 Beds
  • 2.5 Baths
  • 1,720 Sq Ft

  29 Nelshore Dr, Monticello, NY 12701

  This well-maintained split level house has 4 spacious bedrooms, 2 full baths, + a A half bath. a nice dining room and eat-in kitchen, with a lot of closet space. From the driveway, you walk up a few stairs to the front porch, where you have the main door. Entering the front door into the hallway, to the left, there’s a coat closet, to the right of the hallway there’s a huge dining room, which

  Shlome Leifer eRealty Advisors, Inc

  29 Nelshore Dr, Monticello, NY 12701
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  /3

  $275,000

  • 4 Beds
  • 2 Baths

  33 Landfield Ave, Monticello, NY 12701

  Exceptional opportunity to own a fully occupied two-family duplex in the heart of Monticello. This well-maintained multifamily property features two spacious 2-bedroom, 1-bath units, both currently leased, providing immediate rental income and consistent cash flow. An outstanding opportunity for investors looking to expand their portfolio or buyers seeking long-term income potential. Situated on

  Ephraim Brull Team W Realty LLC

  33 Landfield Ave, Monticello, NY 12701
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  /7

  $450,000

  $20K PRICE INCREASE

  • 4 Beds
  • 2 Baths

  8 Smith St, Monticello, NY 12701

  Welcome to 8 smith, great investment property

  Avigdor Rosenfeld Mimi Realty USA, Inc

  8 Smith St, Monticello, NY 12701
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  /3

  $495,000

  • 3 Beds
  • 3 Baths
  • 2,192 Sq Ft

  224 Rock Ridge Dr Unit 2, Monticello, NY 12701

  New Construction - Raised Ranch - 3 Bedrooms - 3 Full baths - Kitchen - Living - Dining room - Downstairs features a family room and a full bath and 2 Car garaage. Set on 1/2 Acre in close proximity to shopping, restaurants, casino and Route 17. This is the first of three new homes for purchase on a beautiful country road.

  Karen Rieber Sussman Rieber Realty Inc

  224 Rock Ridge Dr Unit 2, Monticello, NY 12701
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  /40

  $241,777

  $33K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,396 Sq Ft

  18 York Ave, Monticello, NY 12701

  A beautiful one-family house, close to everything, just call for your appointment now.

  Jose A. Portillo Portillo Realty Corp

  18 York Ave, Monticello, NY 12701
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  /18

  $264,900

  • 2 Beds
  • 1.5 Baths
  • 810 Sq Ft

  71 Keller Ave, Monticello, NY 12701

  Welcome to this well-loved and beautifully maintained two-bedroom cabin that blends old-world charm with modern updates. Step into the inviting living room featuring classic exposed beamed vaulted ceiling and wood work, adding warmth and character to your everyday living space. The updated kitchen and bathrooms offer modern conveniences while preserving the home's timeless appeal. Enjoy the

  Goranka Petrova-Rogg Malek Properties

  71 Keller Ave, Monticello, NY 12701
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  /47

  $370,000

  $10K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft

  2 Sunset Dr, Monticello, NY 12701

  Welcome to your turnkey oasis in the heart of the Catskills! This spacious split-level home combines modern structural peace of mind with a prime location just 90 minutes from NYC and 30 minutes from Middletown. Brand new roof (2020), a modern septic system (2022), and a high-efficiency boiler (2025). Thoughtful split-level layout featuring a bright main-floor living room and a spacious

  Nicole Ewicka 1st Class Realty

  2 Sunset Dr, Monticello, NY 12701
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  /39

  $489,000

  $60K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,496 Sq Ft

  140 Starlight Dr, Monticello, NY 12701

  Experience the best of both worlds with this furnished 2500 sq ft country home. You'll wake up in the mornings with deer in the backyard, yet you're only 15 minute drive from grocery stores and attractions. In the Rec Room, you'll find ballet barres and mirrors for a variety of home fitness activities. After your workout the sauna and hot tub will be your favorite place to recover. The wood

  Lee Sartain

  140 Starlight Dr, Monticello, NY 12701
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  /38

  $424,900

  $25K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,080 Sq Ft

  370 Starlight Rd, Monticello, NY 12701

  There’s something special about a home that has stood the test of time. Welcome to 370 Starlight Rd. Once a neighborhood schoolhouse, this property carries a sense of history you can feel the moment you arrive. Set on two beautifully maintained acres, the setting is quiet, open, and peaceful. It’s the kind of place where mornings feel slower and evenings stretch a little longer. Inside, the home

  Isaiah Lopez KW Hudson Valley United

  370 Starlight Rd, Monticello, NY 12701
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  /12

  $375,000

  • 3 Beds
  • 1.5 Baths
  • 1,632 Sq Ft

  28 Lake St, Monticello, NY 12701

  Older style home - 3 Bedrooms - 1.5 Bath - Kitchen - living - Dining - Deck - Enclosed porch - Close to shopping, Restaurants and town

  William Rieber Rieber Realty Inc

  28 Lake St, Monticello, NY 12701
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  /3

  $395,000

  • Land
  • 28,314 Sq Ft
  • $607,692 per Acre

  0 Pleasant St Unit KEY964775, Thompson, NY 12701

  Mixed-Use Development Opportunity. Two adjoining parcels totaling approximately 0.65 acres (0.40 acre + 0.25 acre) are being offered together as a single assemblage within the Village of Monticello B2 Core Business District. The property is positioned along Pleasant ST (NY-42), a minor arterial corridor with approximately 16,000 vehicles per day (NYSDOT 2024 AADT, public data). The location

  Nicholas Cuomo Keller Williams Realty

  0 Pleasant St Unit KEY964775, Thompson, NY 12701
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  /2

  $249,900

  • Land
  • 10.88 Acres
  • $22,969 per Acre

  751 Sackett Lake Rd, Monticello, NY 12701

  Two contiguous raw land parcels on Sackett Lake Road in Monticello, Town of Thompson, are being offered together, totaling approximately 10.9 acres in SR zoning. The properties feature substantial road frontage, a wooded and private setting, and a convenient location near Route 17, Monticello amenities, and recreational attractions. Zoned for single residence use, this combined acreage presents a

  Nicholas Cuomo Keller Williams Realty

  751 Sackett Lake Rd, Monticello, NY 12701
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  /25

  $349,000

  $50K PRICE DROP

  • 6 Beds
  • 2 Baths
  • 2,414 Sq Ft

  14 Smith St, Monticello, NY 12701

  Well-maintained two-family home offering spacious living areas, updated kitchen and comfortable bedrooms in each unit. A fantastic opportunity for owner-occupants or investors, with excellent income producing potential. Conveniently located near local amenities.

  Meyer Stoessel Keller Williams Hudson Valley

  14 Smith St, Monticello, NY 12701
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  /17

  $265,000

  • Land
  • 4.9 Acres
  • $54,082 per Acre

  0 Highland Ave Unit KEY921603, Monticello, NY 12701

  Discover the perfect blend of convenience and tranquility with this 4.9-acre parcel of raw land. Nestled in a prime residential area, this property offers the ideal setting for your dream home, estate, or potential development project. Enjoy easy access to local schools, major highways, shops, and popular restaurants. All just minutes away while still maintaining the peace and privacy of

  Marie Savage Curasi Realty, Inc.

  0 Highland Ave Unit KEY921603, Monticello, NY 12701
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  /22

  $350,000

  • 3 Beds
  • 1.5 Baths
  • 1,380 Sq Ft

  35 Starr Ave, Monticello, NY 12701

  Welcome to this charming three-bedroom, one-and-a-half-bath home situated on an oversized 0.68-acre lot in Monticello, New York. Set back from the road with a fenced front yard, expansive backyard, and wooded rear boundary, this property offers a rare combination of privacy, outdoor space, and future potential. The home features hardwood floors, a spacious living room with fireplace, a formal

  Joshua Sloyer Sloyer Real Estate Corp.

  35 Starr Ave, Monticello, NY 12701
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  /40

  $399,999

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

  139 Haddock Rd, Monticello, NY 12701

  Adorable Spacious 5.02 acre lot with lots of fruit trees, berry trees and garden area. 3 bedrooms, 1.5 Bath. This gem offers the perfect blend of character and functionality. Enter to a spacious mudroom with windows and sky light to find a light-filled living room, a formal dining area with all window walls and sky light. Home features 1 wood burning fireplace and two wood stoves. A workshop is

  Derek Eisenberg Continental Real Estate Group

  139 Haddock Rd, Monticello, NY 12701
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  /36

  $430,000

  • 5 Beds
  • 2 Baths
  • 2,062 Sq Ft

  39 Dingle Daisy Rd, Monticello, NY 12701

  This raised ranch style home, featuring 5 bedrooms and 2 full baths, provides spacious living perfect for guests or anyone needing extra room. Situated on a generous 1.97-acre lot, it offers ample outdoor space for recreation, gardening, or future expansion. The property has a full basement with a convenient walk-in basement entrance, adding both functionality and the potential for additional

  Anna Milucky Century 21 Country Realty

  39 Dingle Daisy Rd, Monticello, NY 12701
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  /36

  $299,000

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

  253 Harris Bushville Rd, Monticello, NY 12701

  Turn-Key Perfection on 1.7 Private Acres! Welcome home to this stunning, completely renovated 3-bedroom, 2-full-bathroom ranch that perfectly blends modern luxury with serene country living. Nestled on an expansive and private 1.7-acre lot, this property offers the ultimate retreat while remaining close to all local amenities. Pass through the threshold to find a spectacular, sun-drenched great

  Pedro Garcia Curasi Realty, Inc.

  253 Harris Bushville Rd, Monticello, NY 12701
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  /13

  $214,900

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 572 Sq Ft

  10 Bethel Place, Monticello, NY 12701

  This cozy 2 bedroom seasonal cottage offers a perfect getaway from the everyday. Enjoy your morning coffee on the screened back porch while listening to the creek flow. Inside the cottage features a rustic yet comfortable interior with a wood stove, an open concept living area, and plenty of natural light. Outside, you have a small lily pond, swing and a place for a fire pit. Whether you're

  Katherine Gordon YOUR AMERICAN DREAM HOME REALTY

  10 Bethel Place, Monticello, NY 12701
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  /45

  $235,000

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft

  4 Ivanhoe Ct, Monticello, NY 12701

  Welcome to Camelot Woods, a premier homeowners association in Sullivan County, idyllically situated on the shores of Sackett Lake, a private motorboat lake. If you’ve been searching for a move-in ready home in a vibrant lake community with abundant amenities, look no further. 4 Ivanhoe Court offers easy one-level living in this well-maintained 1,080sf ranch, featuring two bedrooms, two full

  Alan Wieder Catskills Home Services

  4 Ivanhoe Ct, Monticello, NY 12701
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  /15

  $351,999

  $3K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,772 Sq Ft

  10 Hanover Dr, Monticello, NY 12701

  Turnkey opportunity with immediate income in place. This property features a current tenant already occupying the home, allowing you to step into day-one cash flow without the hassle of vacancy or setup. Whether you're expanding your portfolio or securing your first investment, this is a rare chance to acquire a property that is already performing. With limited inventory in the area,

  Anthony Rivas KW Hudson Valley United

  10 Hanover Dr, Monticello, NY 12701
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  /17

  $349,000

  • 4 Beds
  • 2 Baths
  • 1,535 Sq Ft

  27 Prince St, Monticello, NY 12701

  Welcome to 27 Prince Street—where classic charm, smart design, and a prime Monticello location come together.This beautifully updated 4-bedroom, 2-bath colonial blends character, comfort, and convenience just minutes from shopping, parks, restaurants, and more. Ideal for first-time buyers, investors, or anyone seeking an affordable, well-maintained home, this property offers a flexible layout

  Joel Rottenstein Keller Williams Valley Realty

  27 Prince St, Monticello, NY 12701

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