5,490

Monticello, NY Homes

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  • /39

    $1,895,000

    • 4 Beds
    • 4 Baths
    • 2,483 Sq Ft

    35 Serenity Ln, Monticello, NY 12701

    35 Serenity Lane, Monticello, NY | The Ultimate Automotive Enthusiast’s RetreatExperience the perfect fusion of secluded luxury and high-octane convenience at 35 Serenity Lane. This 2,483-square-foot contemporary masterpiece, built in 2014, sits on 2.06 private, wooded acres, offering a serene sanctuary designed for those who live life in the fast lane.A Collector’s Dream GarageThe

    Robbie Glessman Douglas Elliman Real Estate

    35 Serenity Ln, Monticello, NY 12701
  • /12

    $12,000,000

    $2M PRICE DROP
    • Land
    • 324 Acres
    • $37,037 per Acre

    324 Acres Sackett Lake Rd, Monticello, NY 12701

    Generational Re-Development Opportunity. Welcome to the site of the iconic Laurels Hotel! Where once sat an exquisite lakefront hotel and Catskill escape, this gorgeous property is now ready to be re-imagined and redesigned. Highlighting 300+ acres, the property spans the entire north side of Sackett Lake- one of few motorboat lakes in the area- and offers breathtaking water views. The lakefront

    Evan Mullen Mullen Century 21 Geba Realty

    324 Acres Sackett Lake Rd, Monticello, NY 12701
  • /47

    $655,000

    New Construction Pending
    • 4 Beds
    • 2.5 Baths
    • 2,050 Sq Ft

    8 E Dillon Rd Unit 201, Monticello, NY 12701

    NEW Construction • Year-Round Living • Upscale Monticello Community Welcome to 8 E Dillon Road, a beautiful brand-new 5-bedroom, 2.5-bath Colonial with 2,050 sq ft of finished living space plus a 1,000 sq ft unfinished basement. This home is perfectly set in one of Monticello’s fastest-growing year-round neighborhoods, ideal for anyone looking to upgrade their lifestyle and enjoy more space,

    Yisroel Weiss Team W Realty LLC

    8 E Dillon Rd Unit 201, Monticello, NY 12701
  • /2

    $80,000

    • Land
    • 13,521 Sq Ft
    • $257,732 per Acre

    0 Forestburgh Rd Unit KEY952648, Monticello, NY 12701

    90x150.22 lot on Route 42 in Monticello. Close to schools and public transportation.

    Cara Rieber Rieber Realty Inc

    0 Forestburgh Rd Unit KEY952648, Monticello, NY 12701
  • /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
  • /2

    $1,600,000

    • Land
    • 210 Acres
    • $7,619 per Acre

    174 Dingle Daisy Rd, Monticello, NY 12701

    210 +/- Acres wooded vacant land for development. There is an older home on property which is in poor condition. No representations on the house or the viability of any septicwhat is reputedly a shallow dug well. Located on a quiet Dingle Daisy Road not far from Route 42, Monticello, N.Y. It also has access off of Roosevelt Road, see maps. There are some wetlands on the parcel but overall it is

    William Rieber Rieber Realty Inc

    174 Dingle Daisy Rd, Monticello, NY 12701
  • /47

    $655,000

    • 4 Beds
    • 3.5 Baths
    • 2,050 Sq Ft

    12 E Dillon Rd, Monticello, NY 12701

    NEW Construction • Year-Round Living • Upscale Monticello Community Welcome to 12 E Dillon Road, a beautiful brand-new 4-bedroom, 2.5-bath Colonial with 2,050 sq ft of finished living space plus a 1,000 sq ft unfinished basement. This home is perfectly set in one of Monticello’s fastest-growing year-round neighborhoods, ideal for anyone looking to upgrade their lifestyle and enjoy more space,

    Yisroel Weiss Team W Realty LLC

    12 E Dillon Rd, Monticello, NY 12701
  • /49

    $549,000

    Pending
    • 5 Beds
    • 2.5 Baths
    • 2,440 Sq Ft

    26 E Adirondack Trail, Monticello, NY 12701

    BEAUTIFUL HOME IN SOUGHT AFTER SMALLWOOD, NY, A UNIQUE LAKE COMMUNITY - This mountain chalet is nestled on over one acre and is the last house on a quiet road. Whether you enjoy serene privacy or entertaining extended family and friends, and whether you work from home or weekend here, you will love “The Treehouse,” situated in a lush corner of Smallwood adjacent to Lybolt Brook. With walls of

    Caroline Akt Caroline Akt Realty LLC

    26 E Adirondack Trail, Monticello, NY 12701
  • /29

    $774,900

    • Land
    • 2.24 Acres
    • $345,938 per Acre

    TBD Southwoods Dr, Monticello, NY 12701

    Strategic redevelopment opportunity in the southern part of the Town of Thompson offers favorable Commercial Industrial zoning and unlimited potential. This amazing corner property boasts extreme high visibility and a high traffic count. Directly facing NYS Rt 17/ Interstate 86 delivers the exposure that will surely make your business flourish. Large frontage of 850+/- feet on two roads makes

    Carol Malek Malek Properties

    TBD Southwoods Dr, Monticello, NY 12701
  • /49

    $775,000

    • 6 Beds
    • 3.5 Baths
    • 2,840 Sq Ft

    71 Lawrence Ave, Monticello, NY 12701

    Discover this brand-new single-family home in Monticello, NY, offering 6 bedrooms and 3.5 bathrooms with 2,840 sq ft of modern living space plus an additional 1,420 sq ft unfinished basement—ideal for future expansion, storage, or recreation.Designed for today’s lifestyle, the home features a beautifully upgraded kitchen, spacious dining room, and playroom with a seasonal kitchen, perfect for

    Yisroel Weiss Team W Realty LLC

    71 Lawrence Ave, Monticello, NY 12701
  • /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
  • /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
  • /50

    $430,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    5 Blue Spruce Ln, Monticello, NY 12701

    Welcome to 5 Blue Spruce Lane, Monticello, NY — a well-maintained single-family home set on 2.68 private acres, offering space, functionality, and a peaceful setting in the heart of Sullivan County. This 4-bedroom, 2.5-bathroom raised ranch delivers a practical layout designed for comfortable everyday living. The main level features hardwood flooring throughout and an open living and dining area

    Jessica Evans KW Hudson Valley United

    5 Blue Spruce Ln, Monticello, NY 12701
  • /26

    $385,000

    $4K PRICE DROP Pending
    • 4 Beds
    • 2 Baths
    • 1,584 Sq Ft

    59 Clinton Ave, Monticello, NY 12701

    Alert! Newly pawed parking lot and driveway as well as freshly painted porch, steps and the fence.Newly Renovated 4-Bedroom, 2,5 Bath Single-Family Home in the Heart of Monticello Village Welcome to 59 Clinton Ave, a beautiful two story newly renovated 4-bedroom, 2,5 bath home with unfinished basement, located on one of Monticello Village’s most picturesque tree-lined streets. This spacious

    Aida Markisic Aida Home Realty

    59 Clinton Ave, Monticello, NY 12701
  • /50

    $1,350,000

    Pending
    • 5 Beds
    • 6 Baths
    • 6,426 Sq Ft

    935 Starlight Rd, Monticello, NY 12701

    Welcome to one of the best properties in Sullivan County. Lakefront mansion with 2 private ponds. The property is 5.25 acres on Swinging Bridge Reservoir. The house has two levels for a total of 6,426 SqFt. That does not include the Garage, storage or utility room. There is an outdoor pool and hot tub with a pool house. The property is amazing. When this house was built they used the finest of

    Erik Rhulen Rhulen Realty Group LLC

    935 Starlight Rd, Monticello, NY 12701
  • /12

    $439,900

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,093 Sq Ft

    1 Decker Farm Rd, Monticello, NY 12701

    Welcome home to this beautifully maintained 3-bedroom colonial set on a premium .61-acre lot! From the moment you arrive, the charming covered front porch and manicured landscaping set the tone for everything this home has to offer.Step inside through a stunning leaded-glass front door into a bright, welcoming foyer with gleaming laminate flooring that flows throughout the main level. The

    Joseph LaBarbera KW Hudson Valley United

    1 Decker Farm Rd, Monticello, NY 12701
  • /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
    • 8 Manor Dr, Monticello, NY 12701

      Est $859,404

      Not Listed For Sale

      8 Manor Dr, Monticello, NY 12701

      • 4 Beds
      • 3.5 Baths
      • 4,376 Sq Ft
      • Built 1989
      8 Manor Dr, Monticello, NY 12701

      Last Sold Summary

      • 18 Days On Market

  • /42

    $449,000

    Pending
    • 5 Beds
    • 4 Baths
    • 2,246 Sq Ft

    162 Park Ave, Monticello, NY 12701

    Fantastic opportunity in the Village of Monticello—perfect for both end users and savvy investors! This legal 2-family home is ideally located in the center of town, just minutes from shopping, restaurants, popular stores, public transportation, and all local conveniences. Whether you choose to live in one unit and rent out the other or use both as income-producing units, this property offers

    Jacob Fried Keller Williams Realty

    162 Park Ave, Monticello, NY 12701
  • /43

    $750,000

    • 3 Beds
    • 1.5 Baths
    • 1,307 Sq Ft

    16 Gregory Rd, Monticello, NY 12701

    A beautifully landscaped and exceptionally well-maintained Sackett Lake retreat just 2 hours from NYC, offering a serene, resort-style setting ideal for both intimate relaxation and hosting large gatherings. The property is surrounded by lush perennial gardens, ornamental and fruit trees, and a large koi pond with a cascading waterfall, fully managed remotely from the owner’s smartphone—perfect

    Ellie Hyde Century 21 Country Realty

    16 Gregory Rd, Monticello, NY 12701
  • /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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