Monticello NY Real Estate & Homes for Sale

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Beds:
4
Baths:
2.00
Sq.Ft.:
2,064
Status:
NEW LISTING
MLS#:
988156
Type:
Single Family
Lot size:
0.13 Acres
Year built:
1942
A broker reciprocity listing Courtesy: Resort Realty 845-791-5945
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ADDITIONAL INFORMATION

Charming Village Home with Legal 2-Family Flexibility — Monticello, NY Welcome to this spacious, well-maintained two-story home nestled in the heart of the Village of Monticello. Legally configured as a two-family residence, the current owners have chosen to enjoy the entire home for themselves — giving the next buyer the rare option to use it as a generous single-family home or convert it to generate rental income. 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 additional bedrooms and another full bath — perfect for guests, extended family, or a private retreat. Outside, you'll find lovingly maintained gardens and a relaxing back patio, ideal for enjoying warm evenings in a peaceful setting. Located close to shopping, parks, and the area's beautiful lakes, this home offers the perfect balance of comfort, character, and convenience. Whether you're an investor, a growing family, or simply looking for a home with charm and flexibility, this one is not to be missed. Come and see it for yourself!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,560
Status:
NEW LISTING
MLS#:
989167
Type:
Single Family
Lot size:
1.03 Acres
Year built:
1964
A broker reciprocity listing Courtesy: Team W Realty LLC 845-533-6565
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ADDITIONAL INFORMATION

“Beautifully updated Colonial set on a private 1.03-acre property in the Town of Thompson, offering space, privacy, and a peaceful Monticello setting. This 4-bedroom, 2-bath home features a bright open layout with a modern white kitchen, center island, sun-filled living areas, and a cozy fireplace—designed for both everyday comfort and effortless entertaining. Enjoy generously sized bedrooms, hardwood-style flooring, and a functional layout that offers flexibility for today’s lifestyle. The expansive property provides endless outdoor potential, ideal for relaxing, entertaining, or future enhancements. Complete with a 2-car garage, ample driveway parking, and convenient access to shopping, dining, and major roadways, this home delivers the perfect balance of land, condition, and location. Properties offering this combination of space, privacy, and move-in ready condition are rarely available—schedule your showing today.”

Beds:
3
Baths:
2.00
Sq.Ft.:
2,800
Status:
NEW LISTING
MLS#:
989121
Type:
Single Family
Lot size:
6.95 Acres
Year built:
2016
A broker reciprocity listing Courtesy: Keller Williams Realty 845-928-8000
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ADDITIONAL INFORMATION

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.

Open House:

Sunday, 4/26 10:00-12:00PM

More Open House Info >

Beds:
4
Baths:
3.00
Sq.Ft.:
2,589
Status:
NEW LISTING
MLS#:
986150
Type:
Single Family
Lot size:
0.61 Acres
Year built:
2003
A broker reciprocity listing Courtesy: eXp Realty 888-276-0630
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ADDITIONAL INFORMATION

This move-in-ready 4-bed, 2.5-bath split-level ranch sits on a quiet Monticello cul-de-sac and now features a brand-new roof. Inside, enjoy a bright living room, an eat-in kitchen with butcher-block island, pantry, and oak cabinets, plus a separate dining room and convenient half bath. The primary suite offers a walk-in closet and soaking tub, while three additional large bedrooms deliver exceptional closet space. New laminate flooring runs through much of the home. Step outside to a large fenced yard with a 27' above-ground pool—perfect for summer. A two-car garage under the home and a blacktop driveway provide plenty of parking. Just 90 minutes to NYC and minutes from Bethel Woods, Resorts World Casino, The Kartrite, the Neversink River, and more. Come see why Sullivan County is HOT!

Beds:
4
Baths:
4.00
Sq.Ft.:
3,156
Status:
NEW LISTING
MLS#:
986127
Type:
Single Family
Lot size:
5.04 Acres
Year built:
2020
A broker reciprocity listing Courtesy: Resort Realty 845-791-5945
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ADDITIONAL INFORMATION

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.

Beds:
2
Baths:
1.00
Sq.Ft.:
885
Status:
Active
MLS#:
985878
Type:
Single Family
Lot size:
4.98 Acres
Year built:
1940
A broker reciprocity listing Courtesy: Resort Realty 845-791-5945
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ADDITIONAL INFORMATION

Location, Location, Location! Gently sloping nearly 5-acre parcel offering extensive road frontage along Anawanna Lake Road. Ideally situated near major conveniences including Walmart, banks, and the ShopRite plaza with Home Depot and other major retailers. The property currently features a 2-bedroom, 1-full-bath Cape Cod-style home with a durable metal roof and a full walkout basement. The interior amenities includes wood floorings, modern kitchen with a granit counter tops, some original details from the Era. This home offers an excellent opportunity for investors or end users seeking a property with room to expand, including the possibility of a new home, significant addition, or other improvements, all supported by abundant land. A rare combination of prime location, acreage, and future potential—don’t miss this unique offering.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,441
Status:
Active
MLS#:
985716
Type:
Single Family
Lot size:
3.3 Acres
Year built:
1920
A broker reciprocity listing Courtesy: Z Wisdom Realty Inc. 845-290-3192
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ADDITIONAL INFORMATION

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!

Open House:

Sunday, 4/26 1:00-2:30PM

More Open House Info >

Beds:
3
Baths:
3.00
Sq.Ft.:
1,112
Status:
Active
MLS#:
984618
Type:
Single Family
Lot size:
0.04 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Yes Homes Realty Ltd 631-804-3569
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ADDITIONAL INFORMATION

Lovely waterfront chalet with beautiful views in the highly sought after Greentree Village community. This 3 bedroom, 3 bath home features a desirable open floor plan on the first floor, a cozy fireplace, and a circular staircase leading up to the loft bedroom with a second full bath. Vaulted ceilings, and an expanded rear deck help create an experience that soaks in nature, entertaining, peace, and serenity. Amenities include a clubhouse, heated pool, fitness center, tennis, basketball and pickleball courts, or find your trail to hike or kayak! Conveniently located near Bethel Woods, White Lake, and the Hurleyville Arts Center, there is so much to do. Of course there are delicious restaurants and the charm of upstate. Homeowner Association covers the roof, siding maintenance, the snow, landscape cleanups, and trash removal. There is a very limited amount of lakefront property in upstate New York. And this home is situated on one of the most breathtaking lots. Don't miss this opportunity.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,248
Status:
Active
MLS#:
984330
Type:
Single Family
Lot size:
0.26 Acres
Year built:
1957
A broker reciprocity listing Courtesy: MS Realty Group USA, Inc 845-367-7470
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ADDITIONAL INFORMATION

Discover this move-in ready 1,248 sq ft, 3-bedroom, 1-bath ranch house featuring hardwood floors in the heart of Melody Lake .Sullivan County With a large, private backyard, this home is perfect for outdoor gatherings or relaxing in your peaceful space. Conveniently situated, you're just minutes from everything Sullivan County offers!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,452
Status:
Active
MLS#:
984471
Type:
Single Family
Lot size:
1.2 Acres
Year built:
1930
A broker reciprocity listing Courtesy: Resort Realty 845-791-5945
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ADDITIONAL INFORMATION

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, plus an additional 0.25-acre parcel with possible building potential. Conveniently located near all Sullivan County amenities, this home offers space, flexibility, and an unbeatable location in a lake community

Beds:
3
Baths:
1.00
Sq.Ft.:
770
Status:
Active
MLS#:
978500
Type:
Single Family
Lot size:
0.17 Acres
Year built:
1935
A broker reciprocity listing Courtesy: Team W Realty LLC 845-533-6565
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ADDITIONAL INFORMATION

Charming 3-bedroom home located at 15 Holmes Street in Monticello, NY. This well-maintained property offers approximately 770 sq ft of comfortable living space, featuring a functional layout with a bright living room, eat-in kitchen, and one full bathroom. The home provides an excellent opportunity for homeowners or investors seeking an affordable property in Sullivan County. Conveniently located in a desirable area of Monticello, close to shopping, schools, parks, and local amenities. With its practical layout and great location, this property offers strong potential for year-round living, a weekend getaway, or investment opportunity. Don’t miss this opportunity to own a home in the growing Monticello real estate market.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,400
Status:
Active
MLS#:
983968
Type:
Single Family
Lot size:
0.21 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Team W Realty LLC 845-533-6565
View additional info

ADDITIONAL INFORMATION

NEW Construction • Year-Round Living • Upscale Monticello Community Welcome to 14 E Dillon Road, a beautiful brand-new 5-bedroom, 2.5-bath Colonial with 2,400 sq ft of finished living space plus a 1,200 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, comfort, and an elevated suburban environment while remaining close to everything. Monticello has rapidly transformed into a full-year community, supported by a growing list of quality amenities and conveniences. Nearby year-round establishments include Sunflower Grocery, Boosur Meat & Deli, Casa Cava Pizza & Café, 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. Your new Monticello lifestyle awaits at 14 E Dillon Road.

Beds:
6
Baths:
4.00
Sq.Ft.:
2,840
Status:
Active
MLS#:
977001
Type:
Single Family
Lot size:
0.28 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Team W Realty LLC 845-533-6565
View additional info

ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,050
Status:
Active
MLS#:
934558
Type:
Single Family
Lot size:
0.12 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Team W Realty LLC 845-533-6565
View additional info

ADDITIONAL INFORMATION

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, comfort, and an elevated suburban environment while remaining close to everything. Monticello has rapidly transformed into a full-year community, supported by a growing list of quality amenities and conveniences. 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. Your new Monticello lifestyle awaits at 8 E Dillon Road.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,280
Status:
Active
MLS#:
983945
Type:
Single Family
Lot size:
0.17 Acres
Year built:
2006
A broker reciprocity listing Courtesy: Catskills Home Services 845-397-7768
View additional info

ADDITIONAL INFORMATION

Summer 2026 will be here before you know it, come get to the lake! Introducing 518 Sackett Lake Road, a custom-built, turn-key colonial built in 2006 with deeded lake rights to Sackett Lake, a sparkling 124-acre motorboat lake located right across the street. The house offers 2,280sf with three spacious bedrooms, two full bathrooms, and a bonus guest room, with central heating and air conditioning throughout. Whether you are looking for a summer/lake getaway, a full-time residence, or for a lucrative short-term rental, this property has it all, come see it today! The main level features soaring ceilings above the great room, with tons of windows flooding the space with natural light. The kitchen has stainless-steel appliances, granite countertops, a breakfast bar with seating, and a pantry closet. The dining area can accommodate a large table, and the living room offers a stone fireplace. There are two bedrooms on this level, as well as a guest room with access out to the back deck. The full bathroom has a walk-in shower and there is a laundry closet in the hallway. The entire upper level is comprised of the primary suite. It offers a massive bedroom area, a sitting area which has space for a home office, a walk-in closet, and a large en-suite bathroom with a soaking tub and separate shower. There is a private porch off the bedroom that overlooks the backyard. The house has an unfinished basement, as well as a shed in the backyard, both of which offer great storage space for all your lake toys. Enjoy the spacious front yard or the privacy of the backyard surrounded by trees. Want to hit the lake? The lake access is across the street, down a shared driveway, less than 0.2 miles from the house. At the lake there is a shared dock, the perfect space for fishing, relaxing at the lake, or storing your boat or jet ski. Sackett Lake is a beautiful hamlet in Monticello, with the main attraction being the 124-acre lake. The lake is privately owned, so there is no HOA or restrictions on short-term rentals. The Village of Monticello is less than 10 minutes away, offering a plethora of shops and restaurants, including big box stores such as Walmart, Shoprite, Marshall’s, Old Navy, Starbucks, Five Below, & Home Depot. The Sackett Lake JCC is less than half a mile away.

Open House:

Saturday, 4/25 1:00-3:00PM

More Open House Info >

Beds:
4
Baths:
3.00
Sq.Ft.:
2,200
Status:
Active
MLS#:
971522
Type:
Single Family
Lot size:
2.68 Acres
Year built:
1965
A broker reciprocity listing Courtesy: Keller Williams Hudson Valley 845-610-6065
View additional info

ADDITIONAL INFORMATION

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 filled with natural light, creating a warm and inviting atmosphere. The adjacent kitchen is equipped with stainless steel appliances, ample cabinetry, and durable countertops, providing an efficient space for cooking and gathering. All four bedrooms are generously sized, offering flexibility for guests, or a home office setup. The bathrooms are clean and well-kept, supporting both convenience and functionality for daily use. The lower level expands the home’s usability, featuring additional living space ideal for a family room, office, or recreation area, along with a half bath, laundry area, and direct access to the attached two-car garage—a valuable feature for storage and convenience. Outside, the property truly stands out. Situated on nearly 3 acres, the lot provides privacy, open green space, and a natural wooded backdrop. The rear deck overlooks the yard, offering a great space for outdoor dining or relaxing, while the surrounding land provides room for gardening, recreation, or future enhancements. Location & Accessibility 5 Blue Spruce Lane is ideally located with easy access to major routes, including: NY State Route 17 (future I-86) – providing direct access to Middletown, Goshen, and beyond Route 42 and Route 17B – connecting you to nearby towns and local amenities This location allows for convenient commuting while still enjoying a quieter residential setting. Nearby Attractions The property is just minutes from some of the area’s most notable destinations: Resorts World Catskills – dining, entertainment, and casino The Kartrite Resort & Indoor Waterpark – year-round recreation Holiday Mountain Ski Area – seasonal skiing and outdoor activities Monticello Raceway – a long-standing local attraction Monticello Motor Club – a premier private motorsports facility Local parks, hiking trails, and Catskills outdoor recreation 5 Blue Spruce Lane presents a solid opportunity to own a spacious home on acreage in a growing Catskills market. With its functional layout, large property, and convenient access to highways and local attractions, it’s well-suited for a primary residence, weekend home, or investment. A straightforward, well-positioned property with room to make it your own.

Open House:

Sunday, 4/26 2:00-4:00PM

More Open House Info >

Beds:
4
Baths:
3.00
Sq.Ft.:
1,681
Status:
Active
MLS#:
982787
Type:
Single Family
Lot size:
0.34 Acres
Year built:
1976
A broker reciprocity listing Courtesy: Keller Williams Hudson Valley 845-610-6065
View additional info

ADDITIONAL INFORMATION

Welcome to 86 Atwell Ln, a move-in ready bi-level that blends smart updates, flexible space, and a lifestyle centered around comfort and connection. From the moment you step upstairs, the home opens up into a bright, airy main level designed for gathering. The kitchen has been thoughtfully renovated with a six-foot island, quartz countertops, and a layout that flows naturally into the living and dining areas. It is the kind of space where conversations carry easily from room to room and where hosting feels effortless. The main level offers two bedrooms and two full bathrooms, giving this home an even more functional and appealing layout. One of the true highlights of the upstairs living area is the primary bedroom suite, complete with a walk-in closet and its own ensuite bathroom. It creates a comfortable sense of privacy and feels like a retreat within the home, while still being conveniently connected to the main living space. The lower level expands your options in all the right ways. With two additional bedrooms and a half bathroom, this level offers excellent flexibility for multigenerational living, extended guest stays, or a setup that adapts to your needs over time. Whether you envision space for out-of-town visitors, a home office, a creative studio, or simply extra room to spread out, the downstairs level gives you the versatility to make it your own. Step outside and the experience continues. An oversized deck invites you to slow down and enjoy long summer evenings, whether you are grilling, relaxing, or hosting friends. Just beyond, a fire pit area creates the perfect setting for cool nights, stargazing, and meaningful moments that turn into lasting memories. Recent improvements include open-concept enhancements, flooring upgrades, and added insulation for improved efficiency during colder seasons. Located minutes from Albella Restaurant, a well-reviewed local favorite dining, and close to Thompson Town Park for walking trails and green space, this home also places you near Resorts World Catskills and The Kartrite Resort & Indoor Waterpark for entertainment and recreation. With convenient access to Route 17, also known as Interstate 86, as well as Route 42, commuters will appreciate how easily this location connects to surrounding areas while still enjoying the comfort of home. 86 Atwell Ln offers updated living, a flexible bi-level layout, and inviting indoor-outdoor spaces that make everyday life feel a little more special.

Beds:
14
Baths:
17.00
Sq.Ft.:
17,570
Status:
Active
MLS#:
976893
Type:
Single Family
Lot size:
20 Acres
Year built:
1989
A broker reciprocity listing Courtesy: Catskills Home Services 845-397-7768
View additional info

ADDITIONAL INFORMATION

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.

Beds:
2
Baths:
1.00
Sq.Ft.:
494
Status:
Active
MLS#:
20261470
Type:
Single Family
Lot size:
0.23 Acres
Year built:
1930
A broker reciprocity listing Courtesy: Malek Properties, Inc. 845-583-6333
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ADDITIONAL INFORMATION

Experience the perfect blend of rustic charm and modern luxury in this move-in-ready seasonal retreat. Set on a lush .23+/- acre corner lot, this home has been meticulously maintained with a newer roof, exterior paint, gutters, plumbing, and water heater. The heart of the home is the chef-inspired kitchen, featuring quartz countertops, a classic farm sink, and custom wood cabinetry with soft-close doors. For those who love the atmosphere of a mountain cabin, the beautiful stone fireplace--now featuring a new cap--serves as a stunning centerpiece for cozy evenings. The living space nearly doubles with the 442+/- sq. ft. screened-in porch, a bright and airy sanctuary designed for morning coffee or enjoying the evening breeze while overlooking the trees. Beyond the porch, choose your relaxation spot: the cozy gazebo with an overhead fan, the expanded rock driveway for easy hosting, or the private fire pit. Located in the heart of Smallwood, you are steps away from the 130-acre Forest Reserve, Minnie Falls, and the dog park. With an optional memberships to the Pool and Lake Clubs you'll gain access to Mountain Lake for swimming and fishing, plus tennis and basketball courts and or the only heated olympic size swimming pool this side of the Hudson. Just minutes from Bethel Woods Performing Arts Center and waterfront dining, this home offers the ultimate lake community lifestyle. Whether you are seeking a quiet sanctuary or a base for Catskills adventure, this turnkey property is ready for your next chapter.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,600
Status:
Active
MLS#:
982249
Type:
Single Family
Lot size:
0.73 Acres
Year built:
2022
A broker reciprocity listing Courtesy: Catskills Buyer Agency 845-295-9500
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ADDITIONAL INFORMATION

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.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,800
Status:
Active
MLS#:
981535
Type:
Single Family
Lot size:
3.15 Acres
Year built:
1951
A broker reciprocity listing Courtesy: The Sunshine Group Real Estate 845-796-1200
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ADDITIONAL INFORMATION

Location truly is everything. This unique 3-acre corner parcel is zoned Commercial/Industrial and sits at the heart of one of the most dynamic development areas in the Catskills. The property is bordered on all four sides by the 1,700-acre EPR project, home to Resorts World Catskills Casino, The Alder Boutique Hotel, the Monster Golf Course, and the Kartrite Resort & Waterpark. Whether you want to maintain it as a peaceful private residence, operate a retail business, or bring an entirely new vision to life, the possibilities here are exceptional. With its proximity to thousands of annual visitors and abundant nearby lodging, the site is ideal for a restaurant, wedding venue, gas station/convenience store, or virtually any concept the town will approve. Property Highlights: 3-acre corner lot with Commercial/Industrial zoning, Two spring-fed ponds (approx. 8–10 ft deep): Two historic gazebos relocated from the former Concord Resort clubhouse, both with new roofs: Fenced and gated along the front and two sides; Two drilled wells, one dug well, and a septic system; Municipal water and sewer available at the road (town board approval required for connection); Existing Structures - Residence: 1,800 sq ft home with a full basement ready to be finished, Retail Building (2016): 1,025 sq ft commercial space with its own parking lot. Property currently supports both residential living and a separate retail business. Interior showings are limited. This is a rare chance to secure a strategically located property with unmatched visibility and endless potential—whether for personal use, business expansion, or a new commercial venture.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,672
Status:
Active
MLS#:
976063
Type:
Single Family
Lot size:
0.34 Acres
Year built:
1940
A broker reciprocity listing Courtesy: Rieber Realty Inc 845-794-0211
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ADDITIONAL INFORMATION

Large two story Colonial featuring 5 Bedrooms and 3 full baths plus one half bath - Formal dining room - Living Room - Kitchen - This home is fully renovated. Shown by appointment with 24 hour notice.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,632
Status:
Active
MLS#:
976024
Type:
Single Family
Lot size:
0.16 Acres
Year built:
1910
A broker reciprocity listing Courtesy: Rieber Realty Inc 845-794-0211
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ADDITIONAL INFORMATION

Older style home - 3 Bedrooms - 1.5 Bath - Kitchen - living - Dining - Deck - Enclosed porch - Close to shopping, Restaurants and town

Beds:
3
Baths:
3.00
Sq.Ft.:
2,192
Status:
Active
MLS#:
975504
Type:
Single Family
Lot size:
2.5 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Rieber Realty Inc 845-794-0211
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ADDITIONAL INFORMATION

New Construction - Framing Now - 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.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,768
Status:
Active
MLS#:
974422
Type:
Single Family
Lot size:
0.34 Acres
Year built:
1940
A broker reciprocity listing Courtesy: Greene Realty Group 860-560-1006
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ADDITIONAL INFORMATION

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.

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. 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. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Real estate listings held by brokerage firms other than Xome are marked with IDX logo and the detailed information about them includes the name of the listing broker. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026 by the Hudson Valley Catskill Region MLS and Ulster County Board of Realtors, Inc. All Rights Reserved.



Monticello 12701 Real Estate

Monticello is located in New York. Monticello, New York 12701has a population of 7,199. Monticello 12701 is less family-centric than the surrounding county with 21.41% of the households containing married families with children. The county average for households married with children is 27.82%.

The median household income in Monticello, New York 12701 is $38,885. The median household income for the surrounding county is $63,393 compared to the national median of $69,021. The median age of people living in Monticello 12701 is 36.5 years.

Monticello Weather

The average high temperature in July is 80.2 degrees, with an average low temperature in January of 13.9 degrees. The average rainfall is approximately 51 inches per year, with 65.6 inches of snow per year.

Monticello Map

Monticello Real Estate Market Conditions

  • Median sales price

    $310,000
    14.6%
    change since last quarter
  • # Active listings

    126
    30-day change

Monticello Schools and Demographics

Education near Monticello, NY

City County
High School Graduates 74.46 86.63
College Degree - 2 year 8.14 10.27
College Degree - 4 year 22.04 27.03
Graduate Degree 3.04 8.4
Expenditures per Student 33,273 33,273
Students per Teacher 10.6 10.6

Elementary Schools near Monticello, NY

Grades Students P/T Ratio ZIP
Benjamin Cosor Elementary School PK - 06 781 12 12733
Emma C Chase School KG - 05 361 14.2 12790
George L Cooke School KG - 05 537 12.8 12701
Kenneth L Rutherford School KG - 05 475 10.8 12701
Liberty Elementary School PK - 04 726 12.9 12754

Middle Schools near Monticello, NY

Grades Students P/T Ratio ZIP
Robert J Kaiser Middle School 06 - 08 668 10.2 12701

High Schools near Monticello, NY

Grades Students P/T Ratio ZIP
Eldred Junior-Senior High School 07 - 12 289 11.6 12732
Fallsburg Junior Senior High School 07 - 12 586 11.7 12733
Monticello High School 09 - 12 882 11.4 12701

Ungraded Schools near Monticello, NY

Grades Students P/T Ratio ZIP
Liberty Middle/High School 05 - 12 876 11.7 12754
Sullivan Boces KG - 12 278 51.5 12754

Demographics near Monticello, NY 12701

Zip Code City
Neighborhood Type Small Town
Population 7,199 78,230
Population Density 1,769 81
Median Age 36.5 42.3
People per Household 2.6 2.5
Median Household Income 38,885 63,393
Average Income per Capita 23,867 33,037

Real estate near Monticello