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$325,000
3 Beds ⋅ 2 Baths ⋅ 1004066 MLS
Move right into this beautifully updated ranch nestled on a quiet street in the heart of Monticello. Featuring 3 bedrooms, 1.5 bathrooms, and a bright open layout, this home offers the perfect combination of comfort, convenience, and value. The renovated kitchen with modern finishes flows seamlessly into a spacious dining area ideal for entertaining, holidays, and everyday living. Recent upgrades include a new electric panel, new hot water tank, and new sewer line, offering added peace of mind and long-term value. Enjoy a private driveway, level backyard, and low-maintenance property just minutes from shopping, parks, restaurants, Route 17/I-86, Resorts World Catskills, Kartrite Indoor Waterpark, and Bethel Woods. Whether you're searching for a full-time residence, Catskills getaway, or investment opportunity, this property offers exceptional value and flexibility. Affordable, move-in ready, and ideally located in one of Sullivan County’s growing areas — don’t miss this great opportunity in Monticello.

8 Heritage Lane, Monticello
$235,000
2 Beds ⋅ 2 Baths ⋅ 1000676 MLS
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 bathrooms, and a bonus den/guest room. Additional highlights include central air conditioning, a laundry closet, and a wraparound deck ideal for outdoor enjoyment. The bright and airy interior is filled with natural light, enhanced by expansive windows, glass doors, and multiple skylights. The spacious kitchen offers rustic charm with original wood cabinetry, abundant counter space, and a breakfast bar for casual dining. Just off the dining area, a large deck provides seamless indoor/outdoor living and entertaining. The generously sized living room offers ample space for gathering and relaxation. A versatile den provides flexible use as a guest room, home office, or additional living space. The spacious primary suite features a walk-in closet and an en-suite full bathroom with a shower. The well-proportioned second bedroom offers generous closet space. Camelot Woods offers residents the convenience of low-maintenance living, with HOA services including lawn care, snow removal, trash service, and scheduled maintenance of roofing and siding. Community amenities include the largest pool in Sullivan County, weekly entertainment and dining options, and access to Sackett Lake. The private lakefront features a sandy beach, dock with boat storage, and ample space for recreation and relaxation. Additional amenities include a baseball field, a basketball court, shuffleboard, tennis, and multiple pickleball courts, as well as a fenced playground and kiddie pool. The spacious clubhouse offers a large upper-level gathering hall with a stage and DJ booth, while the lower level features a fitness center, game and recreation area, lounge, library, and kitchen. Camelot Woods is more than a community—it’s a lifestyle. Opportunities to purchase here are rare; come experience why this is one of the area’s most sought-after communities. Local attractions include Resorts World Catskills, The Kartrite Indoor Water Park, Monster Golf Club, YO1 Spa, and Bethel Woods Center for the Arts. Convenient shopping and everyday essentials are just minutes away including Walmart, Shoprite, Old Navy, Marshalls, Starbucks, Home Depot, and wide variety of dining options.

4 Ivanhoe Court, Monticello
$275,000
2 Beds ⋅ 1 Baths ⋅ 994794 MLS
Tucked away in a peaceful setting in Monticello, this charming and cozy ranch-style home offers privacy, comfort, and beautiful natural surroundings. Surrounded by mature trees and greenery, the property features a fenced yard with both front and backyard space, creating a quiet retreat-like atmosphere. Inside, the home offers 2 spacious bedrooms, 1 full bathroom, a bright eat-in kitchen, and a separate dining room with hardwood floors and recessed lighting. Large windows throughout the home bring in natural light and scenic outdoor views. The unfinished basement with small windows provides additional storage space and future possibilities. Outside, enjoy the covered driveway/carport, shaded front yard, and beautifulbackyard bordered by trees for added privacy and tranquility. Conveniently located in walking distance of shopping, restaurants, and local amenities while still offering a peaceful country feel. Perfect as a starter home, vacation getaway, or investment opportunity.

20 Nelshore Drive, Monticello
$370,000
3 Beds ⋅ 3 Baths ⋅ 997747 MLS
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 downstairs family room—perfect for kids, guests, or entertainment. Three generously sized bedrooms and two full bathrooms. Reliable above-ground oil heating system and a convenient 1-car attached garage. Enjoy unparalleled access to world-class entertainment, local amenities, and regional transportation. Minutes away from Bethel Woods Center for the Arts, premier area casinos, and thrilling water parks. and accessible transportation links for an easy commute. Move right in and start enjoying the perfect blend of modern maintenance-free living and a resort-style local lifestyle! Accommodations: Three generously sized bedrooms and two full bathrooms. Reliable above-ground oil heating system and a convenient 1-car attached garage.

2 Sunset Drive, Monticello
$499,000
3 Beds ⋅ 2 Baths ⋅ 1000966 MLS
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 conditioning throughout. Step inside to discover an inviting main level highlighted by a dramatic great room with soaring ceilings and oversized windows that fill the home with natural light. The open-concept kitchen is designed for both everyday living and entertaining, featuring stainless steel appliances, granite countertops, a breakfast bar, and a pantry closet. The adjacent dining area comfortably accommodates a large table, while the living room centers around a beautiful stone fireplace, creating a warm and welcoming atmosphere. This level also includes two bedrooms, a bonus guest room with direct access to the rear deck, a full bathroom with a walk-in shower, and a conveniently located laundry closet. The entire upper level is dedicated to an expansive primary suite retreat, complete with a generously sized bedroom, a flexible sitting area ideal for a home office or lounge, a walk-in closet, and a spacious en-suite bath featuring a soaking tub and separate shower. A private balcony overlooking the backyard offers the perfect place to enjoy your morning coffee or unwind at sunset. Additional features include an unfinished basement and a backyard storage shed, providing ample room for all your lake gear and recreational toys. Outdoors, enjoy a large front yard and a peaceful, tree-lined backyard offering privacy and space to relax. Ready for lake life? Your deeded lake access is just across the street, down a shared driveway and less than 0.2 miles away, where you’ll find a shared dock—ideal for boating, fishing, swimming, or simply enjoying the water. Located in the desirable Sackett Lake hamlet of Monticello, this private lake community centers around one of the area’s most sought-after recreational lakes. With no HOA and no short-term rental restrictions, this property offers exceptional flexibility for personal enjoyment or investment potential. The Village of Monticello is less than 10 minutes away, providing convenient access to shopping, dining, and everyday essentials, while the Sackett Lake JCC is just minutes from your doorstep. Whether you’re searching for a year-round residence, a weekend lake retreat, or a high-performing short-term rental opportunity, 518 Sackett Lake Road offers the perfect combination of comfort, lifestyle, and investment potential. Schedule your showing today.

518 Sackett Lake Road, Monticello
$424,900
2 Beds ⋅ 2 Baths ⋅ 999783 MLS
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 blends old and new in a way that feels natural. Original woodwork and hardwood floors tell the story of its past, while a thoughtfully updated kitchen with stainless steel appliances and a renovated bathroom bring comfort to everyday living. The main living space is warm and inviting, centered around an electric fireplace that makes it easy to picture yourself settling in. Behind the charm, the important updates are already done. Electrical improvements, a newer heating system, and a roof that is only 8 years old offer confidence moving forward. Step outside and the lifestyle opens up. Expansive decks create space to gather, entertain, or simply take in the surroundings. The circular driveway adds ease, while the open land gives you room to use the property in a way that fits your life. What truly sets this property apart is what it can become. With two acres and the right approvals, there is real potential to explore subdivision or the addition of another home. Whether you’re thinking long term investment, creating a compound, or simply holding land for the future, this is a property that offers more than just today. Directly across the street, access to Swinging Bridge Reservoir adds another layer to the experience. A motorboat lake with a marina, it brings recreation and lifestyle right to your doorstep. You are also just minutes from some of the area’s most loved destinations, including The Arnold House for dining, Walnut Mountain Park for trails and views, and Bethel Woods, Resorts World, The Kartrite, and Holiday Mountain. This is more than a home. It’s a piece of history, a place to slow down, and an opportunity to create something meaningful for years to come. Come experience it for yourself.

370 Starlight Road, Monticello
$415,000
5 Beds ⋅ 2 Baths ⋅ 993047 MLS
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 finished living areas or storage. Recent upgrades include a brand-new roof and a new septic system, ensuring worry-free maintenance. Located just 10 minutes from Monticello, this home combines quiet country living with easy access to local amenities.

39 Dingle Daisy Road, Monticello
$368,500
2 Beds ⋅ 1 Baths ⋅ 998252 MLS
Motivated Sellers bring all reasonable offers . . . . Updated home, hardwood floors, move in ready. The property SBL#23.1-5.1 has a single family home on it, - two additional Lots are available SBL#23.1-5.2 this lot has a mobile home on it that needs to be replaced & SBL#23.-1-3.2 vacant lot. The two additional Lots are together for an additional $125,000. Please do not disturb the Home Owners please call Real Estate Agents. Thank you

174 Rock Ridge Avenue, Monticello
$299,000
4 Beds ⋅ 3 Baths ⋅ 992122 MLS
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 opens up to the spacious nice eat-in kitchen, which leads you to the deck. Further down the main hallway to the left, you walk down a few stairs to the garage level where there is a nice comfortable bedroom. (From that bedroom you have access to the garage.) Another set of stairs take you to the second level, where you find the 2nd full bathroom and 2 more bedrooms one of them the master bedroom which has its own bathroom with Shower w/ closets. To the right of that hallway, next to that 3rd bedroom, there are a few more stairs going up to the 4th bedroom with a walk-in closet. And private bathroom. The house is very well-maintained inside out. Has a big garage plus a cellar with windows, together they add additional approximately 785 sq.ft. Property has nice grounds and a wide 2 car driveway. The property is a few minutes walking distance from the main shopping area on Broadway.

29 Nelshore Drive, Monticello
$351,999
3 Beds ⋅ 3 Baths ⋅ 995613 MLS
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, opportunities like this don’t last, position yourself ahead of the market and secure this income-producing asset today. Set on a spacious and private lot in Monticello, this well-positioned raised ranch offers the kind of space, setting, and flexibility that today’s buyers are actively searching for, but rarely find all in one place. From the moment you arrive, what stands out is the feeling of separation from the typical neighborhood environment. Surrounded by mature trees and set back in a way that creates both privacy and openness, the property delivers a quiet, grounded atmosphere while still being conveniently located near local amenities, schools, and major routes. The exterior presents a classic and functional raised ranch design, one of the most sought-after layouts for its versatility and practical flow. With its split-level configuration, the home naturally creates multiple living areas, giving future owners the ability to define the space in a way that best fits their lifestyle. A large driveway leads directly into a two-car garage, offering ample parking and everyday convenience. Whether you're hosting guests, managing multiple vehicles, or simply looking for ease of access year-round, this feature adds immediate value and usability.

10 Hanover Drive, Monticello
$1,600,000
4 Beds ⋅ 4 Baths ⋅ 993570 MLS
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 welcoming roof covered porch. A flowing interior greets us with solid hardwood floors, large sun filled rooms, tinted windows and wood grained accents throughout. Subtly, a suite of Bosch appliances compliments the interior eat-in and walk-through kitchen, as a 40 inch chandelier defines the home's formal dining-room. A 30 inch Blaze gas powered grill, granite counter-tops, and bar height quarry-stone walls then bring to life the exquisite exterior kitchen, and thoughtfully designed rear patio. And the definition of luxury is truly realized inside a spa complete with heated Endless pool, cedar sauna, 5-person hot-tub, and full walk-in shower. Together with the addition of a Generac whole house system generator, they make this thoughtfully designed house the perfect home and retreat. Near Resorts World Casino, Holiday Mountain Ski & Fun Park, and the exclusive Monticello Raceway Motor Club – a short distance form i86, and just 93 miles to New York City’s George Washington Bridge.

657 Sackett Lake Road, Monticello
$2,500,000
4 Beds ⋅ 4 Baths ⋅ 993197 MLS
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 lush forests, expansive meadows, and a serene natural lake/pond spanning approximately 3.5 acres. The tranquil setting, crisp mountain air, and peaceful atmosphere provide a remarkable escape from city life, while still being conveniently located just approximately two hours from New York City. Whether envisioned as a private compound, luxury vacation estate, wellness retreat, wedding venue, boutique resort, farm stay, or future development opportunity, this property presents a rare blank canvas with limitless possibilities. This exceptional estate is an incredibly rare offering in Monticello. Located only minutes from Resorts World Catskills, and within easy reach of Woodbury Common Premium Outlets, fine dining, shopping, entertainment, and year-round recreational attractions. The residence itself is thoughtfully designed with oversized windows that flood the interiors with natural light, highlighting the warm estate-style ambiance and rich wood craftsmanship throughout. The first floor features multiple expansive living and entertainment spaces ideal for hosting gatherings, along with a spacious kitchen, formal dining area, storage room, full bathroom, and a practical mudroom complete with laundry and ample storage for coats and footwear. There is a French double door that separates the studying room and the dining room. The open-concept estate kitchen is equipped with an oven, dishwasher, and refrigerator. The second floor offers an inviting additional living area, a luxurious primary suite with an adjoining full bathroom, a guest suite with its own private full bathroom, two additional bedrooms, and another separate full bathroom. There is also an attic. The unfinished basement, complete with a separate entrance, offers tremendous potential for customization — ideal for a recreation lounge, home theater, fitness center, executive office, wine cellar, or expanded living quarters. Additional highlights include central heating and cooling systems, spacious and functional layouts, exceptional privacy, and comfortable room configurations throughout the home. Property Specifications: Approximately 3,606 sq ft of interior living space, built in 2009, situated on approximately 43.48 acres of land, featuring a Colonial-style single dwelling residence with an attached 1-car garage. RR2 Zoning — Potential for Multiple Luxury Homes The true value of this extraordinary offering extends far beyond the residence itself — it lies within the land, the natural resources, the serenity, and the unmatched setting. A truly rare Upstate New York estate showcasing remarkable natural beauty, fresh mountain air, and exceptional feng shui qualities.

235 Cantrell Road, Monticello
$385,000
3 Beds ⋅ 2 Baths ⋅ 988151 MLS
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 features spacious interiors filled with natural light and an original Vermont Casting wood burning stove in the living room creating an inviting atmosphere for both quiet retreats and entertaining. Perfectly positioned in beautiful Sullivan County, you are just minutes away from dining, outdoor adventures, performance venues and year-round attractions. A unique opportunity to own a legacy property in a sought-after lake community. An interior renovation was done in 2022, which included updating the electrical system.

7 Jenn Lane, Monticello
$380,000
4 Beds ⋅ 2 Baths ⋅ 988156 MLS
Well-maintained legal two-family home offering a practical layout with separate living spaces. Each unit features comfortable accommodations, and the property includes individual gas and electric meters. There is a partially finished basement with a washer and dryer. Fire Scape Stairs that leads from full attic to the outside. Rich in old-world charm, the home boasts beautiful hardwood floors throughout. The first floor features two bedrooms, a full bath, and a comfortable living and dining room. The second floor offers two bedrooms as well a living room and full bathroom — perfect for extra income or for guests, extended family. Situated on a nicely maintained property with outdoor space to enjoy, and conveniently located near shopping, transportation, parks, and local amenities. A solid opportunity to own a multi-unit property with flexibility and value.

3 Hammond Street, Monticello
$275,000
3 Beds ⋅ 2 Baths ⋅ 984026 MLS
NEW CONSTRUCTION RANCH IN MONTICELLO!!! Discover this brand new, fully built 3 bedroom, 2 bathroom Ranch home, ideally located in the Town of Thompson and within the Monticello School District. Conveniently situated just minutes from local shops, dining, parks, and major routes including Route 17, making commuting and travel simple and accessible. The location is just the beginning, this beautiful home is packed with features you will love! Step into a bright open concept layout featuring a modern kitchen with sleek cabinetry, updated appliances, and ample counter space. The living and dining areas offer a seamless flow and are filled with natural light, perfect for everyday living. This home offers three spacious bedrooms including a primary suite with a private full bathroom. An additional full bathroom and dedicated laundry area add everyday convenience. The exterior is just as appealing with a rear deck and a manageable yard, perfect for relaxing or entertaining. This home will not last long on the market, do not delay, call now for your showing!!!

23 Spring Street, Monticello
$275,000
3 Beds ⋅ 2 Baths ⋅ 985084 MLS
NEW CONSTRUCTION RANCH IN MONTICELLO!!! Discover this brand new, fully built 3 bedroom, 2 bathroom Ranch home, ideally located in the Town of Thompson and within the Monticello School District. Conveniently situated just minutes from local shops, dining, parks, and major routes including Route 17, making commuting and travel simple and accessible. The location is just the beginning, this beautiful home is packed with features you will love! Step into a bright open concept layout featuring a modern kitchen with sleek cabinetry, updated appliances, and ample counter space. The living and dining areas offer a seamless flow and are filled with natural light, perfect for everyday living. This home offers three spacious bedrooms including a primary suite with a private full bathroom. An additional full bathroom and dedicated laundry area add everyday convenience. The exterior is just as appealing with a rear deck and a spacious yard, perfect for relaxing or entertaining. This home will not last long on the market, do not delay, call now for your showing!!!

165 Park Avenue, Monticello
$649,900
3 Beds ⋅ 2 Baths ⋅ 989121 MLS
This newly constructed home was designed with entertaining in mind. The expansive great room features soaring 20-foot vaulted ceilings and an open-concept layout that creates a bright, inviting atmosphere. Step outside to a spacious Trex deck, ideal for hosting, with dual staircases leading down to a beautifully designed rock firepit, perfect for gatherings. The home is equipped with modern smart technology, including app-controlled heating and air conditioning, as well as a full-home camera security system for convenience and peace of mind. An electric vehicle charging station is also included. Located within walking distance to Swinging Bridge Lake, one of Sullivan County’s most sought-after motorboat lakes, this property offers both luxury and lifestyle. This property is truly turn-key, with the option to purchase fully furnished, including a boat and jet ski. Simply bring your clothes and start enjoying.

209 Gregory Road, Monticello
$1,895,000
4 Beds ⋅ 4 Baths ⋅ 988041 MLS
35 Serenity Lane, Monticello, NY | The Ultimate Automotive Enthusiast’s Retreat Experience 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 Garage The centerpiece for any enthusiast is the expansive 4-car garage capacity, featuring two professional-grade lifts. Whether you are maintaining a private collection or prepping for a track day, this climate-controlled space provides the professional setup required for high-performance vehicles. Elite Location & Lifestyle Positioned in the heart of Sullivan County’s entertainment hub, you are minutes from: Monticello Motor Club: Located just a stone's throw away, enjoy effortless access to "The World’s Premier Automotive Playground" and its 4.1 miles of race-grade asphalt. Resorts World Catskills: Proximity to world-class gaming, fine dining, and luxury spa services for a complete resort lifestyle. Modern Luxury & Comfort Inside, the home offers a sophisticated open-concept layout with 4 bedrooms and 4 bathrooms. Experience the pinnacle of comfort with high-efficiency radiant floor heating, providing silent, uniform warmth throughout the home. This is complemented by central cooling and forced-air systems for year-round climate precision. Property Highlights: Contemporary Design: Sleek wood exterior and architectural lines that blend into the natural landscape. Expansive Lot: Over 2 acres of land offering total privacy and room for further custom outdoor amenities. Turn-Key Ready: Nearly 2,500 sq. ft. of livable space with premium finishes and an attached, hobbyist-ready garage. Whether you are looking for a primary residence or the ultimate weekend "pit stop" near the track, 35 Serenity Lane offers a rare combination of luxury, privacy, and utility.

35 Serenity Lane, Monticello
$5,000,000
14 Beds ⋅ 17 Baths ⋅ 976893 MLS
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 the area’s top destinations. Ideally located near Monticello Motor Club, Resorts World Catskills, Kartrite Indoor Water Park, Monster Golf Course, Bethel Woods Center for the Arts, and the scenic Catskill Mountains, this estate combines tranquility with convenience and access to year-round attractions. Inside, the home is designed for both grand entertaining and everyday comfort. Amenities include a spectacular indoor pool, full bar, pizza oven, game room, private theater, gym, multiple fireplaces, sauna, and hot tub—creating a true resort-style experience. With 14+ bedrooms, this property has successfully hosted weddings, retreats, and large gatherings. Nearly every aspect of the home has been thoughtfully upgraded by the current owners. Improvements include a brand new dehumidifier and heater for the indoor pool, new heating and cooling systems, upgraded electric, low-voltage wiring, security cameras, and a brand-new high-capacity septic system. The estate also offers a fully equipped kitchen, a fully equipped game room, a detached garage, and a separate, private suite on the upper level. The entire property is fully winterized and move-in ready. Zoned RR2, this estate presents exceptional flexibility and investment potential. With planning board approval, it is well-suited for use as a retreat center, summer camp, or event venue. A discerning buyer can enjoy this home as a private luxury escape while also generating substantial income through rentals, weddings, and organizational use throughout the year. This is truly a property that must be experienced in person to fully appreciate the scale, craftsmanship, and atmosphere it offers—photos simply don’t capture the full picture of what this mansion entails. A rare opportunity for the buyer who values privacy, prestige, and potential—this is more than a home, it’s a legacy estate. Reach out today to schedule your private tour.

399 Gregory Road, Monticello
$1,050,000
4 Beds ⋅ 4 Baths ⋅ 986127 MLS
Luxury Colonial Retreat in the Countryside the Catskills in Monticello Step into timeless elegance with this newly built Colonial-style estate, nestled in a serene country setting on 5 cares, paved estate driveway. Designed to blend classic charm with modern sophistication, this home offers the perfect escape from city life while delivering upscale comfort. Home Features: 4 spacious bedrooms with ample natural light and generous closet space,- 3 luxurious bathrooms, including a spa-inspired master bath with premium fixtures. Open-concept kitchen featuring a large central island with gleaming granite countertops, high-end cabinetry and stainless steel appliances, formal dining room ideal for hosting elegant dinners and holiday gatherings. Inviting living room with cozy ambiance, perfect for relaxing or entertaining, charming parlor that can serve as a reading nook, music room, or stylish sitting area. Full unfinished basement to add more space for living space or hobby. The outside features beautiful entrance paved stone patio leading to blue stone steps and elegant metal railing. Paved driveway. Located on a quiet road and scenic views for peaceful walks or weekend drives. Short distance to Resorts World Casino and Kartrite water park and very easy commute to NYC close by exit 106 off I 86. This home is a perfect blend of Colonial architecture and contemporary luxury, offering both grandeur and warmth. Whether you're dreaming of hosting family gatherings or enjoying tranquil mornings with coffee in the parlor, this property delivers.

57 Haddock Road, Monticello
$1,500,000
5 Beds ⋅ 3 Baths ⋅ 985716 MLS
Calling All Investors & or Home Buyers looking for your very own Mini Estate, a truly enchanting lakefront Colonial set on 3.30 acres, including a private 1.5-acre lake right in your backyard. Total of 4 lots combined, With over 2,400 square feet, this 5-bedroom, 2.5-bath home offers timeless charm, serenity, and endless possibilities to expand, update, or even subdivide (with proper approvals). From the moment you arrive, the stately columns at the front entrance create striking curb appeal, setting the tone for a home that stands out. Inside, enjoy a warm and inviting layout featuring a first-floor bedroom, fireplace and detailed craftsman finishes throughout. The property includes a wraparound driveway, offering both convenience and elegance, while the private lake provides a peaceful, nature-filled backdrop perfect for relaxing, entertaining, or enjoying recreational activities. Whether you’re dreaming of building a poolside retreat, adding a guest house, or simply enjoying the space and privacy, this versatile mini estate is a rare gem with limitless potential. Motivated Sellers!

46 Lakewood Avenue, Monticello
$395,000
4 Beds ⋅ 3 Baths ⋅ 984471 MLS
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 room, and an elegant living room featuring a stunning granite stone fireplace. There’s one spacious bedroom on the main floor, as well as a second bedroom and a full tiled bathroom. Upstairs, you’ll find two additional bedrooms, a second kitchen, and another full bath—perfect for guests or extended family. The home showcases beautiful hardwood flooring throughout and custom built-ins for added character. This home is like a time capsule and needs to be undated to the modern needs. but well worth it since its functional . The full basement, once finished as extra living space, is now unfinished but includes a full bath—offering great potential for future expansion. Other highlights include oil heat, town sewer, and a generous 1.2-acre lot. Conveniently located near all Sullivan County amenities, this home offers space, flexibility, and an unbeatable location in a lake community

530 Sackett Lake Road, Monticello
$775,000
6 Beds ⋅ 4 Baths ⋅ 977001 MLS
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 entertaining and everyday living. The first floor includes a large porch, private office, and convenient half bath. Upstairs, enjoy six generously sized bedrooms, three full bathrooms, and a dedicated laundry room for added comfort and efficiency. Nearby year-round establishments include Sunflower Grocery, Boosur Meat & Deli, Casa Cava Pizza & Cafe, Toys 4 U, Monticello Judaica, Home Square, and the well-known Mountain Square shopping area. The vibrant Monticello–Matamor corridor features many of these same stores plus additional dining, shopping, and service options, making this one of the most convenient and desirable locations in Sullivan County. You are also just minutes from Monticello’s new state-of-the-art public library on St. John, quality school options, parks, and community services. The home is located close to the new Lawrence Street development, which includes 17 newly built homes, helping drive long-term neighborhood growth and increased value. Inside, the home features a bright open layout, modern kitchen with upgraded finishes, large bedrooms, hardwood floors, central AC, and excellent craftsmanship throughout. Whether you’re relocating, upgrading, or seeking a fresh lifestyle in a growing year-round community, this home offers an exceptional opportunity. A rare opportunity to own a move-in-ready new home with room to grow in Sullivan County.

71 Lawrence Avenue, Monticello
$790,000
3 Beds ⋅ 3 Baths ⋅ 982249 MLS
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 frames sweeping lake views and captures breathtaking sunsets across the water. The grounds are enhanced by a picturesque stream and natural waterfall, adding a serene, storybook quality to the property’s already exceptional setting. Anglers will appreciate the lake’s exceptional DEC-stocked trout, bass, walleye, and panfish, making it one of Sullivan County’s premier fishing destinations. Select areas of the reservoir are protected to safeguard Bald Eagle nesting grounds, preserving the lake’s natural beauty and preventing future over-development along the shoreline. The setting offers a rare blend of direct lake access and exceptional privacy. Currently operated as a short-term rental, complete with an established direct-booking website, the home is offered fully furnished for a seamless transition. A bright, open layout, updated systems, and inviting indoor/outdoor spaces make it ideal for both personal use and guest stays. Additional features include a Level 2 EV charger, high-speed internet, and a peaceful location on a quiet road. A professional property manager is already in place for buyers who wish to continue rentals. Located just 90 minutes from NYC and moments from Bethel Woods, Resorts World Casino, hiking trails, and four-season recreation, this is a rare opportunity to own a turnkey lakefront residence in one of the Catskills’ most sought-after destinations. Furniture and household contents included; final allocation to be negotiated separately. Agent discloses interest in this listing.

221 Starlight Road, Monticello
$375,000
3 Beds ⋅ 1 Baths ⋅ 976120 MLS
LOCATION! LOCATION! LOCATION! Prime opportunity in the heart of Monticello! This property at 34–36 Waverly Ave offers unbeatable proximity to everything — just steps from the well-known Dishinsky Bungalow Colony, close to houses of worship, shopping, and all local conveniences. While the existing structure requires significant work, this is where the true value shines: endless potential. Whether you’re looking to renovate, rebuild, or start fresh with new construction, this property is a blank canvas ready for your vision. Ideal for investors, builders, or anyone looking to create something special in a highly desirable and growing area. Bring your imagination and transform this property into your dream project. Opportunities like this don’t come up every day — build, develop, and make it your own!

36 Waverly Avenue Unit #34, Monticello
$375,000
3 Beds ⋅ 2 Baths ⋅ 976024 MLS
Older style home - 3 Bedrooms - 1.5 Bath - Kitchen - living - Dining - Deck - Enclosed porch - Close to shopping, Restaurants and town

28 Lake Street, Monticello
$495,000
3 Beds ⋅ 3 Baths ⋅ 975504 MLS
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.

226 Rock Ridge Drive Unit #2, Monticello
$365,000
4 Beds ⋅ 2 Baths ⋅ 974422 MLS
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 2nd floor - All rooms have lots of windows, All bedrooms have walk in closets , High ceilings - Very nice big yard - All wood Floors, large clean u unfinished basement with 7 windows with about 1200 square feet that could be made into rooms - Brand new deck, New Electrical Upgrade 200Amps, New sump pump close to the Town, schools, Banks, Restaurants, Aldi`s, Walgreen's, Walmart, Home Depot, Shoprite, Mountain Mall.

105 Wood Avenue, Monticello
$275,000
3 Beds ⋅ 2 Baths ⋅ 968421 MLS
Welcome to Cedar Park Commons, a charming and spacious townhouse located in the heart of Monticello. Offering 1,650 sq ft of comfortable living space, this home is ideal for first-time buyers, downsizers, or anyone seeking low-maintenance living with village convenience. The main level features a classic kitchen, a dedicated dining area, a warm and inviting living room, a half bath, laundry area, and ample closet space. Sliding doors lead to your private backyard, perfect for outdoor dining, gardening, or simply relaxing. Upstairs, you’ll find three bedrooms, a full bathroom, and a bonus sitting room that provides a peaceful retreat, home office option, or additional lounge space. Residents enjoy quiet living, a community swimming pool, and worry-free maintenance, all just minutes from shopping, dining, and village amenities. A comfortable, well-located townhouse with great potential !

7 Cedar Park Unit #2, Monticello
$795,000
6 Beds ⋅ 4 Baths ⋅ 935154 MLS
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 entertaining and everyday living. The first floor includes a large porch, private office, and convenient half bath. Upstairs, enjoy six generously sized bedrooms, three full bathrooms, and a dedicated laundry room for added comfort and efficiency. Nearby year-round establishments include Sunflower Grocery, Boosur Meat & Deli, Casa Cava Pizza & Cafe, Toys 4 U, Monticello Judaica, Home Square, and the well-known Mountain Square shopping area. The vibrant Monticello–Matamor corridor features many of these same stores plus additional dining, shopping, and service options, making this one of the most convenient and desirable locations in Sullivan County. You are also just minutes from Monticello’s new state-of-the-art public library on St. John, quality school options, parks, and community services. The home is located close to the new Lawrence Street development, which includes 17 newly built homes, helping drive long-term neighborhood growth and increased value. Inside, the home features a bright open layout, modern kitchen with upgraded finishes, large bedrooms, hardwood floors, central AC, and excellent craftsmanship throughout. Whether you’re relocating, upgrading, or seeking a fresh lifestyle in a growing year-round community, this home offers an exceptional opportunity. A rare opportunity to own a move-in-ready new home with room to grow in Sullivan County.

71 Lawrence Avenue, Monticello
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