Monticello, NY Homes for Sale under $500,000

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  /30

  $249,999

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

  21 Harmony Ln Unit 11, Monticello, NY 12701

  Everything is new in this beautifully renovated 3-bedroom, 2-bathroom condo in the desirable Fairground Estates community of Monticello, NY. This stunning home has been completely transformed from top to bottom with modern upgrades, quality finishes, and a true move-in-ready design. No detail was overlooked during this extensive renovation. The home features a brand-new kitchen with stylish

  Angela Gonyo Listing by Wolf River Real Estate, LLC

  

  21 Harmony Ln Unit 11, 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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  /27

  $399,000

  $40K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,112 Sq Ft

  5 Lakeview Terrace, Monticello, NY 12701

  Move right into this beautifully updated 3-bedroom, 3-bath home in the desirable Greentree Village community. Extensively renovated in 2023, this home offers modern style, comfort, and exceptional indoor/outdoor living.The inviting front entry welcomes you with a covered porch, creating a warm first impression and a pleasant place to relax while enjoying the beautifully maintained

  Judith Siegel Catskills Buyer Agency

  5 Lakeview Terrace, Monticello, NY 12701
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  $292,000

  $8K 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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  /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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  /24

  $460,000

  • 3 Beds
  • 3 Baths
  • 1,112 Sq Ft

  6 Water Lilly Ln, Monticello, NY 12701

  Set within the desirable Greentree community, this inviting three-bedroom, three-bath home offers an easy, low-maintenance lifestyle surrounded by the natural beauty of the Catskills. Comfortable and well-proportioned living spaces are complemented by abundant natural light and peaceful views of the community’s landscaped grounds and wooded surroundings.A full basement adds valuable

  Herbert Parets Coldwell Banker Village Green

  6 Water Lilly Ln, 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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  /26

  $475,000

  • 3 Beds
  • 3 Baths
  • 1,112 Sq Ft

  42 Lakeview Terrace, Monticello, NY 12701

  Nestled within the sought-after Greentree community, this beautifully renovated three-bedroom, three-bath residence offers an exceptional blend of timeless design, quality craftsmanship, and low-maintenance living. Thoughtfully renovated throughout, the home showcases a custom KraftMaid kitchen with abundant cabinetry, quality finishes, and an open layout that flows effortlessly into the spacious

  Herbert Parets Coldwell Banker Village Green

  42 Lakeview Terrace, Monticello, NY 12701
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  /47

  $360,000

  $20K 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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  /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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  /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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  /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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  $385,000

  $45K PRICE DROP

  • 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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  /13

  $260,000

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft

  5 Roosa Ave, Monticello, NY 12701

  5 Roosa Ave offers a beautifully maintained 2 bedroom home with spacious grounds in sought-after neighborhood. Includes bright living area, convenient dinette, a finished basement with two full baths and extra space that works for whatever you need. Everything well kept and in excellent condition, ready for its next owner. Currently tenant occupied with a lease till March 2027 and $2100 monthly

  Eliezer Morris MS Realty Group USA, Inc

  5 Roosa Ave, Monticello, NY 12701
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  /50

  $399,900

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

  370 Starlight Rd, Monticello, NY 12701

  History, character, and simplicity come together here. Welcome to 370 Starlight Rd.Set on two well-maintained acres, this former schoolhouse offers charm you can feel the moment you walk in. The setting is quiet and peaceful, yet close to everything the area has to offer.Inside, the home has been thoughtfully updated. A new kitchen with stainless steel appliances and a renovated

  Isaiah Lopez KW Hudson Valley United

  370 Starlight Rd, Monticello, NY 12701
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  /35

  $440,000

  $5K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  12 Gandy Ln, Monticello, NY 12701

  Endless possibilities await with this versatile mixed-use residential/commercial property (buyer to verify permitted uses and zoning). This brand-new construction offers the perfect opportunity to live, work, or invest—all in one location.The thoughtfully designed home features 3 bedrooms, 1 full bathroom, a new well, a new septic system, and an impressive four-bay garage complete with an

  Brittnai Pytlar RE/MAX Benchmark Realty Group

  12 Gandy Ln, Monticello, NY 12701
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  /36

  $269,000

  $30K PRICE DROP

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

  253 Harris Bushville Rd, Monticello, NY 12701

  Back on market! Buyer couldn't secure financing! Turn-Key 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

  Pedro Garcia Curasi Realty, Inc.

  253 Harris Bushville Rd, Monticello, NY 12701
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  /11

  $249,000

  • Land
  • 38,798 Sq Ft
  • $279,555 per Acre

  628 Sackett Lake Rd, Monticello, NY 12701

  Exceptional .89-acre improved lot in the desirable Sackett Lake area, offering a rare opportunity for a true ready-to-build homesite. A former residence was removed in 2023, leaving behind valuable existing infrastructure including a working well, municipal sewer hook-up, and new 200-amp electric service. The property features a long gravel driveway leading to a 30' x 40' steel building (1,200 sq

  Ellie Hyde Century 21 Country Realty

  628 Sackett Lake 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

  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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