37

Monticello, NY Homes for Sale with Garage

Section Image Section Image
  • /38

    $499,900

    • 5 Beds
    • 2 Baths
    • 2,122 Sq Ft

    463 Rose Valley Rd, Monticello, NY 12701

    Every other place you have looked at came with a list. This one came finished. You turn off the road, the driveway pulls you back through the trees, and 6.98 acres of quiet open up in front of you. The pavement, the noise, the running list in your head, all of it stays behind at the road. Nothing here is waiting on you. Not a permit, not a paint color, not a single weekend you were hoping to keep

    Agent Photo

    Brian Caplicki

    KW Hudson Valley United

    463 Rose Valley Rd, Monticello, NY 12701
  • /23

    $210,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,008 Sq Ft

    565 Cold Spring Rd, Monticello, NY 12701

    An affordable Ranch home in the country. This lovely property and the home features two bedrooms, one full bathroom, a spacious living room, a kitchen, and convenient main-floor laundry, hot air heat and and additional mini split for the heating and cooling. One of the highlights of this home is the beautiful sunroom, located just off the kitchen, perfect for relaxation or enjoying a cool summer

    Agent Photo

    Alla Sienitsky

    Resort Realty

    565 Cold Spring Rd, Monticello, NY 12701
  • /12

    $325,000

    • 3 Beds
    • 1.5 Baths
    • 1,575 Sq Ft

    1 Hammond St, Monticello, NY 12701

    Charming Tudor-Style Home in Prime Central Location!This inviting stucco Tudor-style home offers classic character and everyday convenience, ideally located in the heart of Sullivan County and just minutes to shopping, public transportation, the government center, and area attractions.The home features 3 bedrooms and 1.5 baths with a flexible and functional layout. The main level includes

    Agent Photo

    Alla Sienitsky

    Resort Realty

    1 Hammond St, Monticello, NY 12701
  • /50

    $599,900

    • 4 Beds
    • 4 Baths
    • 3,764 Sq Ft

    97 Liberty St, Monticello, NY 12701

    Some homes whisper. This one tells a story.It starts before you even reach the door. Heated front steps melt the snow and ice away beneath your feet, a detail so quietly luxurious you won't believe you ever lived without it. And that's just the threshold.Step inside and the air changes. Exposed timber beams stretch across the living room like the bones of something ancient and permanent.

    Agent Photo

    Brian Caplicki

    KW Hudson Valley United

    97 Liberty St, Monticello, NY 12701
  • /37

    $395,000

    $30K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,452 Sq Ft

    530 Sackett Lake Rd, Monticello, NY 12701

    Beautiful and Spacious Cape Home in Sackett Lake Area!Discover this solid, well-maintained Cape Cod-style home, legally zoned as a two-family residence, with flexibility to be used as a single-family home. Located just steps from Sackett Lake, the property includes beach access for lakeside enjoyment.The main level welcomes you with an entry room leading into a kitchen, a formal dining

    Agent Photo

    Alla Sienitsky

    Resort Realty

    530 Sackett Lake Rd, Monticello, NY 12701
  • /29

    $1,100,000

    • 3 Beds
    • 4 Baths
    • 1,484 Sq Ft

    35 Kroeger Rd, Monticello, NY 12701

    Privately set on 1.3 acre as the last house on a dead end road sits fully renovated Brick Ranch home with 2 car attached garage, featuring its own private indoor pool /pool house. Main house has new hardwood flooring in the living area and kitchen along with marble counter tops, stainless appliances and views out to the private courtyard area with fire pit and tanning area. Three bedrooms all

    Agent Photo

    Jason Grossman

    KW Hudson Valley United

    35 Kroeger Rd, Monticello, NY 12701
  • /50

    $2,800,000

    • 5 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    196 & 203 Rubin Rd, Monticello, NY 12701

    Charming Farmhouse on 47.44 Acres. Nestled in the foothills of the Catskills mountains in Sullivan County, this timeless farmhouse offers the kind of peaceful rural life that is hard to find, while remaining only five miles from restaurants, shopping, and banking. Set on a peaceful road, the main farmhouse features 5 bedrooms and 2.5 bathrooms, beautifully blending vintage character with

    Agent Photo

    Fran Limjoon Gager

    R J Katz Realty

    196 & 203 Rubin Rd, Monticello, NY 12701
  • /33

    $475,000

    • 4 Beds
    • 2 Baths

    31 Cottage St, Monticello, NY 12701

    Charming Mediterranean-Style Legal Two-Family Home with Oversized GarageWelcome to this well-maintained Mediterranean-style stucco legal two-family home, ideally situated on a quaint residential street in the Village of Monticello. Offering excellent versatility for both owner-occupants and investors, this property combines character, functionality, and long-term value. The first-floor

    Agent Photo

    Alla Sienitsky

    Resort Realty

    31 Cottage St, Monticello, NY 12701
  • /34

    $349,900

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,972 Sq Ft

    9 Smith St, Monticello, NY 12701

    Nestled among mature trees in a peaceful setting, this distinctive cottage-style home offers character, privacy, and retreat-like living. Featuring charming architecture, multiple outdoor living spaces, expansive decking, a detached carport, and a spacious yard. Inside, warm wood finishes, abundant natural light, a striking stone fireplace, and expansive windows create a welcoming atmosphere with

    Nicholas Cuomo Keller Williams Realty

    9 Smith St, Monticello, NY 12701
  • /13

    $359,000

    $16K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,768 Sq Ft

    105 Wood Ave, Monticello, NY 12701

    Large spacious Renovated 2 story Ready to move in - house is on a quiet residential block in heart of Monticello. Featuring 4 Bedrooms, 2 Bathrooms - Each floor has 2 bedrooms and 1 bathroom - total of 4 bedrooms. Brand new kitchen with Quartz countertop with 2 separate sinks, Electric oven Range - Refrigerator2 bedrooms, family room, dining room, 1 bath on first floor - 2 bedrooms, 1/2 bath on

    Derek Greene Greene Realty Group

    105 Wood Ave, Monticello, NY 12701
  • /2

    $525,000

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

    220 Rock Ridge Dr Unit 3, Monticello, NY 12701

    New Construction -Set on 3 ACRES - 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 3 Acres in close proximity to shopping, restaurants, casino and Route 17. This is one of three new homes for purchase on a beautiful country road.

    Karen Rieber Sussman Rieber Realty Inc

    220 Rock Ridge Dr Unit 3, Monticello, NY 12701
  • /50

    $2,500,000

    • 4 Beds
    • 4 Baths
    • 3,606 Sq Ft

    235 Cantrell Rd, Monticello, NY 12701

    A once-in-a-lifetime private stone garden estate has officially arrived on the market — an extraordinary hidden sanctuary in Monticello.Evoking the charm of a secluded fairytale retreat, this breathtaking property offers unparalleled privacy, natural beauty, and exceptional long-term investment potential. Encompassing approximately 43.48 acres of pristine land, the estate is surrounded by

    Weirong Jiang Winzone Realty Inc

    235 Cantrell Rd, Monticello, NY 12701
  • /32

    $649,900

    $25K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 1,312 Sq Ft

    275 State Route 17b, Monticello, NY 12701

    Super commercial location with close proximity to Route 17 exit ramps, shopping, service stations, and more. High visibility only a quarter mile from the Racetrack NYS Route 17/ Interstate-86 and on Gateway NYS Route 17B corridor. Two lots, close to 5 acres, with two homes. Houses both need updates and repairs and have been rented for years. One has four bedrooms and one has one+ bedroom on

    Carol Malek Malek Properties, Inc.

    275 State Route 17b, Monticello, NY 12701
  • /13

    $495,000

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

    226 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

    226 Rock Ridge Dr Unit 2, Monticello, NY 12701
  • /37

    $299,000

    • 4 Beds
    • 2 Baths
    • 1,568 Sq Ft

    62 Clinton Ave, Monticello, NY 12701

    Incredible Investment Opportunity in the Heart of Monticello! Bring your vision to this classic 4-bedroom Colonial-style home, boasting timeless character, original hardwood flooring, and unmatched versatility. Nestled right in the Village of Monticello, this property features a rare, detached 2-car garage along with a legal 3-bedroom accessory apartment. While the accessory property needs

    Pedro Garcia Curasi Realty, Inc.

    62 Clinton Ave, Monticello, NY 12701
  • /41

    $385,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft

    7 Jenn Ln, Monticello, NY 12701

    Experience lakeside living in this 3-bedroom, 2 full bathrooms home overlooking Sackett Lake. Complete with deeded access to motorboat friendly waters. Enjoyed by the present owner for many years, this rare offering blends timeless charm with exceptional potential.Wake up to serene lake views and enjoy effortless access to swimming, boating, fishing and water view relaxation. The home

    Jose Nunez Malek Properties

    7 Jenn Ln, Monticello, NY 12701
  • /14

    $150,000

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    18 Forsythia Dr, Monticello, NY 12701

    Now Available Starting at Just $150,000! Don't miss your chance to own this beautiful 3-bedroom, 2 full bath, 1 half bath home situated on a desirable corner lot and complete with a full kitchen appliance package. This move-in-ready home offers comfort, convenience, and incredible value. Located in the heart of New York's stunning Catskill Mountains, Kinnebrook Estates provides more than just a

    Alayza Rivera RE/MAX Town & Country

    18 Forsythia Dr, Monticello, NY 12701
  • /27

    $319,000

    $6K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,144 Sq Ft

    6 Summit Place, Thompson, NY 12701

    Come experience beautiful Harris Woods and enjoy the summer vibes in this welcoming community.Step into this charming, newly renovated 2-bedroom, 2-bath townhome featuring new kitchen with granite counters new appliances, spacious living room with fireplace, updated bathrooms, a laundry area, hardwood flooring, bright sunroom, and shaded deck. Enjoy community living at Harris Woods with a

    Joel Walter eRealty Advisors, Inc

    6 Summit Place, Thompson, NY 12701
  • /46

    $3,950,000

    • Land
    • 413.36 Acres
    • $9,556 per Acre

    TBD Hilltop Rd, Monticello, NY 12701

    An exceptional opportunity in the heart of the Sullivan Catskills, just 90 miles from New York City. Surrounded by pristine lakes and reservoirs and minutes from renowned destinations including Resorts World Catskills, Bethel Woods Center for the Arts, the exclusive Monticello Motor Club, and a wealth of year-round recreation, this remarkable 413+ acre offering presents an extraordinary

    Carol Malek Malek Properties, Inc.

    TBD Hilltop Rd, Monticello, NY 12701
  • /48

    $1,500,000

    • 7 Beds
    • 4.5 Baths
    • 1,920 Sq Ft

    143 S Maplewood Rd, Monticello, NY 12701

    Beautiful custom home on 25 acres of land. Three residential buildings on the property, two of which are rental income. Main house is two stories with 4 bedrooms two and a half bathrooms. There are two kitchens in this main house. A JACUZZI ROOM A bar room a wine cellar 2 pellet stoves one wood stove Second building has approximately 1400 sq feet, 2 bedrooms, one bathroom kitchen, living room and

    Sonia Gonzalez HomeSmart Homes & Estates

    143 S Maplewood Rd, Monticello, NY 12701
  • /38

    $799,999

    $75K PRICE DROP
    • 2 Beds
    • 3 Baths
    • 2,468 Sq Ft

    45 Coopers Corner Rd, Monticello, NY 12701

    Nestled on a sprawling 6.6-acre parcel of private land, this saltbox-style offers the perfect blend of classic architectural charm and serene natural surroundings. The saltbox home is characterized by its long, pitched roof and slopes down to the back, creating a unique and recognizable profile. The exterior is clad in traditional wood siding, painted in warm inviting tones that complete the lush

    Anna Milucky Century 21 Country Realty

    45 Coopers Corner Rd, Monticello, NY 12701
  • /36

    $2,300,000

    $200K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 4,094 Sq Ft

    114 Levine Rd, Monticello, NY 12701

    How would you like the opportunity to own or develop 70 acres of beautiful open pastures, lined with soaring Pines, and a stream, all located less than 5 minutes from both the Yo1 Health Resort & Spa and the quaint hamlet of Hurleyville with multiple restaurants, theater, shops, the beautiful rail trail and so much more all in your back yard! This meticulously maintained property offers almost

    Maxine Schulte The Maxx Group LLC

    114 Levine Rd, Monticello, NY 12701
  • /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
  • /30

    $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
  • /41

    $790,000

    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    221 Starlight Rd, Monticello, NY 12701

    LIVE AT THE LAKE! Beautifully rebuilt in 2022, this modern Catskills retreat offers coveted access to Swinging Bridge Reservoir, one of the region’s few motorboat lakes. Set along a quiet, secluded cove, the property features a new private dock and effortless entry to deep, pristine waters ideal for boating, jet skiing, sailing, swimming, and year-round enjoyment. A dramatic wall of windows

    Jacqueline Leventoff Catskills Buyer Agency

    221 Starlight Rd, Monticello, NY 12701
  • /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
  • /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
  • /36

    $1,600,000

    • 4 Beds
    • 3.5 Baths
    • 3,439 Sq Ft

    657 Sackett Lake Rd, Monticello, NY 12701

    Built in 2019 and set on 5.38 privately wooded acres, 657 Sackett Lake Road is a wonder for the senses. A gravel and cobble-stone bordered driveway traverses past fountain, pond, and expansive landscaped greenery until arriving upon a most elegant structure where medieval comes in direct contact with modern contemporary – buttressed by quarry-stone retaining walls, flag-stone patio pavers, and a

    Mark Karten Karten Real Estate Svcs LLC

    657 Sackett Lake Rd, Monticello, NY 12701
  • /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
  • /50

    $3,950,000

    • 4 Beds
    • 4 Baths
    • 3,172 Sq Ft

    118 Hilltop Rd, Monticello, NY 12701

    An exceptional opportunity in the heart of the Sullivan Catskills, just 90 miles from New York City. Surrounded by pristine lakes and reservoirs and minutes from renowned destinations including Resorts World Catskills, Bethel Woods Center for the Arts, the exclusive Monticello Motor Club, and a wealth of year-round recreation, this remarkable 413+ acre offering presents an extraordinary

    Carol Malek Malek Properties

    118 Hilltop Rd, 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
  • /43

    $725,000

    $25K PRICE DROP
    • 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
  • /2

    $165,000

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

    64 Moon Manor Rd Unit 3, Monticello, NY 12701

    Come take a look at this newly renvated townhouse in Woodland Apartments. Renovations were completed 2/2025. New Floors, Paint, Kitchen along with a beautiful fireplace. The Central Location of this unit to all services and recreation in the Sullivan County Area is unmatched. There is easy access to all the great restaurants and cafe's along Monticello's Broadway. As well as the Sullivan County

    Roman Davydov Exit Realty First Choice

    64 Moon Manor Rd Unit 3, Monticello, NY 12701
  • /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
  • /6

    $445,000

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    12 Gandy Ln, Monticello, NY 12701

    *Professional photos coming soon!* 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

    Brittnai Pytlar RE/MAX Benchmark Realty Group

    12 Gandy Ln, Monticello, NY 12701
  • /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
  • /48

    $5,000,000

    • 14 Beds
    • 17 Baths
    • 17,570 Sq Ft

    399 Gregory Rd, Monticello, NY 12701

    399 Gregory Rd, Monticello, NY – A Private Estate Like No Other Set on 20 breathtaking acres in Monticello, this extraordinary nearly 18,000sf gated estate delivers an unmatched combination of scale, luxury, and privacy. Surrounded by a perfect blend of open land and natural beauty—including a picturesque stream and sweeping views—this property offers a rare sense of seclusion just minutes from

    Rivky Klagsbrun Catskills Home Services

    399 Gregory Rd, Monticello, NY 12701

Home Price Trends

Median Sale Price
$368,000
Median Single Family Sale Price
$375,000
Median Townhouse Sale Price
$363,500
Median 2 Bedroom Sale Price
$249,950
Median 1 Bedroom Sale Price
$130,000
Average Price Per Sq Ft
$274
Number of Homes for Sale
78
Last 12 months Home Sales
91
Months of Supply
10.30
Median List Price
$388,500
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
16%
How to Buy a Home How to Finance a Home How to Sell a Home