Monticello Homes with Driveway Parking features

Welcome to Monticello, New York—a hidden gem nestled in the heart of Sullivan County. Known for its rich history and vibrant community, Monticello offers a unique blend of small-town charm and modern conveniences, making it an ideal place to call home. With its picturesque landscapes, abundant recreational opportunities, and a welcoming atmosphere, Monticello is perfect for families, retirees, and everyone in between.

One of the standout features of homes in Monticello is the availability of driveway parking. Imagine arriving home after a long day and pulling into your own private driveway, free from the hassle of street parking. Many properties in this charming city come equipped with this desirable feature, providing you with the convenience and peace of mind that comes with having your own dedicated parking space. Whether you have a single vehicle or a growing family fleet, driveway parking ensures that you can easily access your home without the stress of searching for a spot.

In addition to the practical benefits of driveway parking, Monticello's real estate market boasts a variety of homes that cater to diverse tastes and budgets. From cozy bungalows to spacious family residences, there’s something for everyone. The community is also home to lovely parks, local shops, and delightful eateries, ensuring that you’ll never be far from the amenities you need.

Discover the charm of Monticello and experience the comfort of homes with driveway parking—a perfect combination for a fulfilling lifestyle in this enchanting New York town. Come explore your future in Monticello, where community and convenience meet!

Newest Monticello Homes with Driveway Parking features

$524,000

4 Beds ⋅ 3 Baths ⋅ 1049763 MLS

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 burning fireplace is wonderful for those cold Catskills nights. Two decks and a patio to enjoy the mountain breezes, sunsets, and stars here in the Catskills. This home has a seven year track record as a successful short term rental. The existing management team is excited and willing to work with a new owner, and will convey with hundreds of positive reviews. Home can be purchased furnished if you desire to continue it as a STR/second home. For those wishing to purchase the home as primary residence, the home can be delivered empty and unencumbered by rentals. Full financials are available. Main Level Rooms: Open concept living area with large kitchen, bar seating, dining area and wood burning fireplace. The principal bedroom accommodates a king bed and has an ensuite full bathroom with shower. Bedroom 2 is queen size, and bedroom three will accommodate a full bed. There is an additional full bath on the main level with a shower/tub combo. Lower Level Rooms: The massive recreation room has ballet barres and a wall of mirrors. The media room opens out to a covered patio. The flex room is currently set up as bedroom four that accommodates a queen bed. The full bath with shower also includes an indoor infrared sauna. A full laundry room and multiple storage closets provide plenty of room for all your belongings or supplies for your short term rental. Outdoors: You will find multiple decks and a patio at the home. There is a fire pit in the backyard.

140 Starlight Drive, Monticello

$2,495,000

5 Beds ⋅ 5 Baths ⋅ 1049043 MLS

Welcome to 129 Starlight Road - a new 5,500-square-foot modern lake home combining breathtaking views, architectural design, and the grandeur of true lakefront living. Anchored by 78 feet of private, pristine beach and your own dock, the estate commands unobstructed west-facing views across miles of shimmering water to a forever-protected, rugged forest shoreline. All year long, your day ends with marbled sunsets over the water. Three thirty-foot glass atriums capture the golden-hour light, framing panoramic sunsets. Spanning 4,000 square feet across two main levels - complemented by a 1,500-square-foot windowed recreational attic - the layout balances grand open-concept gathering with serene retreats. Five generously proportioned bedrooms include two dedicated primary suites and three en-suite baths. In total, four full bathrooms and one powder room are meticulously appointed. At the heart of the main floor, the expansive great room anchors the residence, framed by a 55-inch Superior linear gas fireplace and a soaring glass facade. European tilt-turn windows capture the vistas, while massive lift-and-slide glass doors extend living onto the outdoor deck. Extra-long engineered white-oak flooring stretches in 7.7-inch-wide planks across social areas, transitioning to 5-inch planks in bedrooms. The chef’s kitchen includes a windowed breakfast nook and an 8.5-by-4.5-foot island with honed quartz countertops with waterfall edges. Custom solid-wood cabinetry in a pencil-trim shaker profile pairs with a full-height quartz backsplash and integrated display shelf. A double-sized pantry, wet bar, white fireclay sink with black Kohler faucet, and integrated recycling make this space both functional and refined. The 48-inch induction range with exterior-vented hood, counter-depth smart refrigerator, Emerald Series dishwasher, Sharp microwave drawer, and dedicated Summit wine refrigerator provide power, precision, and style. Bathrooms are crafted as spa retreats. Both primary baths feature double-head Lentz thermostatic showers in brushed gold (the upper primary suite also includes a luxurious 69-inch freestanding soaking tub) and 60-inch double vanities. The detached 825 sq ft garage is built to custom marine specs: 28 feet deep with 10-foot ceilings and twin 12-by-10-foot doors to accommodate trailered boats with swim platforms attached and towers raised. Life on the water unfolds across 78 feet of private beachfront, a dock, and a dedicated boat ramp. Steps from the shore, three lake-level bays provide dry, climate-ready storage for skis, surfboards, kayaks, canoes, and life jackets. Spanning 889 acres, nine miles in length, Swinging Bridge Reservoir is an uncrowded haven for waterskiing, wakeboarding, surfing, and jet skiing. Two full-service marinas provide dock maintenance, fuel, and storage. At dawn and dusk, glass-like waters invite paddleboarding and kayaking into secluded coves. Prime fishing awaits offering exceptional seasonal angling and fine ice fishing. Outdoor living spaces include four balconies, two bluestone decks with glass railings, stone-capped foundation walls, a hot tub, outdoor hot-and-cold shower, kitchen hookups, a circular driveway, and landscaped grounds. Engineered for efficiency, radiant heating warms the entire ground-floor slab, backed by dual-fuel, dual-zone furnaces and heat-pump air conditioning. Dual ERV systems circulate filtered fresh air. The exterior pairs thermally modified pine and custom steel-panel cladding beneath a Budmat Iron Click steel roof. Equipped with 300-amp electrical service, Starlink internet, smart-home wiring, five security cameras, biometric Wi-Fi entry, and EV-charger readiness. Just 90 miles from the George Washington Bridge, this estate offers immediate proximity to Bethel Woods Center for the Arts, Resorts World Catskills, The Eldred Preserve, and much more.

129 Starlight Road, Monticello

$2,200,000

1049341 MLS

SALE IS FOR BUILDING ONLY - BUSINESS IS RELOCATING LOCALLY Excellent opportunity to own a substantial, well-built commercial property located directly on Broadway in the heart of the Village of Monticello. Offering approximately 21,000 sq. ft. of versatile commercial space on 2.23 acres, this property is currently utilized as an office supply business, warehouse and offers tremendous potential for a variety of commercial uses. The building features extensive warehouse space with high ceilings, concrete floors, and several overhead doors providing convenient access for deliveries, loading, and distribution. In addition to the warehouse areas, the property includes approximately six to eight private offices, three bathrooms, and ample space that can be configured to accommodate a wide range of business operations. Served by municipal water and sewer, the property also offers a large parking area with plenty of on-site parking for employees, customers, and commercial vehicles. Its combination of office, warehouse, and storage space makes it well suited for distribution, light manufacturing, wholesale operations, contractors, service businesses, retail, storage, or an owner-user looking for a substantial commercial facility. Centrally located on Broadway, the property is within walking distance of restaurants, shopping, public transportation, Village Hall, and other local businesses and services. With approximately 21,000 sq. ft., 2.23 acres, excellent access, and a highly visible Monticello location, this is a unique opportunity for an investor or business owner seeking a large and adaptable commercial property in Sullivan County.

369 E Broadway, Monticello

$229,000

2 Beds ⋅ 1 Baths ⋅ 1049660 MLS

Very nice starter ranch home on just over half acre of land on southwoods drive in town of Thompson. Kitchen features newer stainless appliances, along with new cabinets still in the box waiting to be installed by new owner. Living room off of the kitchen with new carpets, 2 bedrooms with hardwood flooring and a full bathroom all on main level. Screened in porch off of kitchen nice for three season outdoor dining. Oil baseboard heat with updated boiler in basement. Large paved driveway for ample parking. Conveniently located near 17 for commuters along with under 5 miles to holiday mountain ski hill, along with indoor water park.

432 Southwoods Drive, Monticello

$299,999

3 Beds ⋅ 3 Baths ⋅ 1049204 MLS

This inviting 3-bedroom, 2-bathroom home is a great fit for an end user looking for comfort, space, and opportunity. Situated on a generous 100 x 95 lot, the property offers a spacious feel both inside and out. It features a garage, along with well-maintained grass in the front and back yard, creating a pleasant and welcoming curb appeal. The home also includes a basement with strong potential to be nicely finished, offering extra living space, a recreation area, home office, or storage options. With its solid layout and desirable lot size, this property presents an excellent opportunity to make it your own. The basement offers exciting possibilities, with plumbing already in place for an additional bathroom and space for another legal bedroom, making it ideal for future expansion. Whether you’re looking to finish the basement for extra living space, a recreation area, or added functionality, this home provides a strong foundation to build on.

6 Thomas Street, Monticello

$749,000

4 Beds ⋅ 4 Baths ⋅ 1048684 MLS

This sprawling ranch sits on a spacious corner lot of just over 1.5 acres, surrounded by mature trees and professional landscaping that gives the property a peaceful, tucked-away feel. With 4 bedrooms, 3 full baths, and more than 2,700 sq ft all on one level, the home offers plenty of room to settle in and enjoy comfortable everyday living. Inside, the recently updated kitchen brings a fresh, modern touch to the heart of the home. The partially finished basement gives you extra room for additional living space, workouts, hobbies, or casual hangouts. A wood stove adds cozy warmth, and solar panels (2022) help keep energy costs down. Out back, the property truly shines. The heated pool features a heat pump, auto vac system, and a half bath and bar right by the pool, perfect for easy summer entertaining. The yard includes a premium swing set, a trampoline, and wide-open lawn space for play, gatherings, or simply relaxing outdoors. With a private well and septic, an attached 714 sq ft garage, and both covered and open porch areas, the home blends comfort, convenience, and great outdoor living. The neighborhood is quiet, friendly, and easy to walk, with nearby community spots and everyday essentials close enough to reach without getting in the car. A warm, updated ranch on a beautiful corner lot with a standout pool setup and an incredible yard is ideal for full-time living, a summer home, or a weekend escape. This home is in the perfect location and will not last long. Make your appointment today. Additional photos will be added shortly.

3 Jacob Drive, Monticello

$700,000

1045311 MLS

A rare chance to own a 4-building commercial property with 7 rental units in a convenient Monticello location. This property offers investors the chance to see beyond the current condition and into the long-term value — whether you're growing your portfolio or adding your first commercial investment. With seven units already in place, the income potential is built in. The rest is up to your vision: renovate, modernize, and unlock the equity this property has to offer. It's a true value-add opportunity for the buyer ready to put in the work. Conveniently located in Monticello, this property offers easy access to local amenities, major routes, and everything the Catskills region has to offer. For investors looking for upside, location, and room to create value, this one checks all the boxes. Schedule your private tour today and see the potential for yourself.

30 Woodcliff Avenue, Monticello

$7,999,000

12 Beds ⋅ 11 Baths ⋅ 1044572 MLS

Welcome to the most spectacular home in Sullivan County. Located on a 30-acre hill overlooking the Swinging Bridge reservoir the largest lake in Sullivan County. This estate is built with the finest of everything. All top-quality materials built and crafted with amazing details. This mansion comes with a four-bedroom guest house, and a caretaker’s apartment over the barn. The grounds are spectacular and have paved roads leading to the house, guest house, barn, and the Tennis & Basketball courts as well as the the concrete boat ramp.at the lake. Floor-plans have been uploaded to the MLS. Additional Information: Amenities:Guest Quarters,HeatingFuel:Oil Below Ground,ParkingFeatures:3 Car Attached,

941 Starlight Road, Monticello

$260,000

2 Beds ⋅ 2 Baths ⋅ 1042517 MLS

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 income . Book your tour today! Make this yours!

5 Roosa Avenue, Monticello

$399,900

2 Beds ⋅ 2 Baths ⋅ 1042561 MLS

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 bathroom bring modern comfort into a space filled with original character. Hardwood floors and detailed woodwork remind you of the home’s history, while an electric fireplace adds warmth to the main living area. Electrical upgrades and a new heating system provide peace of mind, and the roof is only 8 years old. Outside, the lifestyle opens up. Large decks give you space to gather, relax, and entertain. A circular blacktop driveway makes access simple, and the open yard gives you room to enjoy the property your way. The size and layout of the property also open the door to future potential. With proper approvals, there may be an opportunity to explore subdivision or the addition of a second home, making this not just a place to live, but a property you can grow into over time. Directly across the street, you have access to Swinging Bridge Reservoir, a motorboat lake with a marina, adding another layer to the lifestyle this home offers. Location matters here. You are within 4 miles of The Arnold House, a well-known local spot for dining. For outdoor time, the Walnut Mountain Park offers walking trails, open space, and scenic views. You are also close to Bethel Woods, Resorts World Catskills, The Kartrite Water Park, and Holiday Mountain. This is a home with a story, updated for today, and set in a location that gives you both access and quiet. Come see it and feel the character for yourself.

370 Starlight Road, Monticello

$425,000

3 Beds ⋅ 3 Baths ⋅ 1033270 MLS

By the second summer you'll stop noticing that you're doing it, the walk down to Melody Lake after dinner with the light going gold across the water. It becomes ordinary the way the best things eventually do. The lake runs 18 acres, set back in the woods and quiet enough that it never fills with strangers, and the stream that runs out of it comes down past the back of this lot, so on the nights you leave the windows open you fall asleep to moving water. The road ends a few houses past this one, so the engines you hear belong to people who are already home. The lake keeps the calendar. April announces itself with peepers loud enough to hear through a closed window, and you'll open it anyway just to let them in. Through July the water stays warm and unbothered. September lights the ridge and the lake holds every bit of that color upside down for a month. Then the snow comes and everything goes so still that the quiet stops feeling like an absence and turns into the thing you spend all week looking forward to. The house that sits behind that life hasn't been built yet, which is the part worth slowing down for. Somewhere in the next several months you're going to walk through a finished front door and recognize everything on the other side of it, because the floors and the cabinets and the color that door ended up being were all yours to choose. Nobody else's taste to work around. Nothing to inherit and quietly resent for the next 20 years. What's already decided is the plan, and it's a smart one. The living space runs the full width of the house under 9-foot ceilings and carries straight through to the kitchen and the dining area with nothing standing in between, so whoever is cooking stays in the conversation happening across the counter. A breakfast nook takes the weeknight version of dinner. A walk-in pantry keeps the counters clear and the kitchen looking the way you pictured it. All three bedrooms sit upstairs, the main one with its own bath and closet space that holds a full season at a time, and the laundry is up there too, on the same floor as the beds, which you'll be grateful for roughly once a week for as long as you live there. Across the front runs a covered porch, and it will end up being the room you use most and never counted. Rain sounds better underneath it, layered over the stream running behind the house. October stretches an extra three weeks from a chair on it, and by the following June you'll be eating out there more nights than inside. The county gives you plenty whenever you want it. Rock Hill is 10 minutes out for dinner at Kevin's or a beer at Brew, Holiday Mountain is close enough for a winter afternoon on the hill and home before dark, Bethel Woods puts a lawn concert 25 minutes from the driveway with no planning required, and Resorts World and the Kartrite waterpark sit just up the road for the nights you want volume instead of stillness. Manhattan is under 2 hours when you need it and a long way off when you don't. Everything underneath is new. Town water, town sewer, central air, and a full basement sitting patient until you decide what it becomes. Nothing on a countdown, nothing to brace for. You'll be the first one to live here, and every good thing this house ever holds will start with you.

14 Willow Lane, Monticello

$419,900

3 Beds ⋅ 2 Baths ⋅ 1033266 MLS

It is the last week of August and the door has been open since June. The stream is going behind the house the way it has all summer. Everything you own sits within 30 feet of where you are standing, and not one piece of it is asking anything from you tonight. That is what a house this size actually gives you. It takes almost nothing to run and it never turns into the project that eats your years, so your evenings stay yours and so do your Saturdays. Melody Lake is a few minutes down the road, 18 acres of water the woods keep quiet, and the stream that leaves it runs along the back edge of this lot close enough to hear through a screen in April. The road ends just past here, which means the only traffic is the handful of people who live on it. Everything inside happens on one level, and once you have lived that way it is difficult to argue for anything else. The kitchen opens straight into the living and dining space with nothing walled off between them, so wherever you are in the house you are still in the room. 9-foot ceilings run through all of it, which is why 1,200 square feet feels open rather than careful. The pantry keeps the counters clear. The laundry sits on the main floor a few steps from the rooms that fill it. The bedrooms are split, the main one set off on its own side with a full bath, the other two together with the second full bath between them and everything else. That separation is worth more than the square footage suggests. It means quiet on one side of the house while the other side is awake. The covered porch across the front adds 150 square feet you will never pay to heat and will use from the first warm stretch in April until the end of October. It looks out at a quiet lane and a lot of trees, and you will end up out there most nights without ever deciding to. None of it has been built yet, so the floors and the cabinets and the color of the front door are still open questions with your name on them. You get to walk into a finished house and find your own taste already living in it. The county is there whenever you want it. The O and W Rail Trail runs 4.4 miles along the Neversink for a morning that costs nothing. Holiday Mountain puts an afternoon on the hill 12 minutes from the driveway. Bethel Woods is 25 minutes when something worth seeing is on the lawn, and Resorts World and the Kartrite waterpark sit right up the road on the nights you want a crowd instead of crickets. Monticello covers the ordinary errands in under 10 minutes, and Manhattan is under 2 hours when it has to be. Underneath is a full unfinished basement matching the footprint above it, so the extra room you will want in five years is already bought and simply waiting. Town water, town sewer, central air, forced air heat, every system in it new. You will not spend your years here working on this house. You will spend them living in it, which is exactly what it was drawn to let you do.

8 Willow Lane, Monticello

Start Your Search

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.