Chester, NY Houses for Sale

Welcome to Creamery Estates of Sugarloaf, where your dream home awaits just an hour’s drive from New York City. Nestled within walking distance of the charming downtown hamlet of Sugarloaf, this lovely residence is minutes away from schools, boutique shops, restaurants, grocery stores, the Sugar Loaf Performing Arts Center, wineries, breweries, apple orchards, the Appalachian trails, local

Carla Terranova Keller Williams Realty

Fall in love with this stunning updated 4-bedroom Colonial located in Sugar Loaf Heights within the Warwick School District. You will feel like you apparated into the latest issue of Better Homes & Gardens the moment you enter. Agents - better schedule extra long showings as your clients will never want to leave! Step into the inviting living room featuring warm hardwood floors, soft recessed

Virginia Corbett eXp Realty

Welcome to this beautifully maintained 4 bedroom, 2.5 bath Colonial nestled in the historic craft village of Sugar Loaf and award winning Warwick Valley Schools. This classic home offers timeless curb appeal, a spacious layout perfect for entertaining. The great room features an elegant stone fireplace, perfect for cozy evenings. A flowing layout with separate living, dining and great rooms

Michele Tobin Keller Williams Realty

Welcome to 56 Sunset Ridge Road which sits by the private cozy cul-de-sac, a Magnificent backdrop on five luscious acres that envelope this tremendous center hall colonial. A beautiful driveway brings you home to your rocking chair front porch. Two story foyer gives way to the main level formal spaces. Living room, Dining Room, & a separate office leads you to an easy flowing, beautiful, recently

Moses Schreiber MS Realty Group USA, Inc

Charming Colonial with Endless Potential – Priced to Sell!This stately Colonial is bursting with character and waiting for the right owner to bring it back to life! Nestled in a desirable neighborhood, this home offers classic architectural details, generous living spaces, and a layout perfect for modern living. While it needs some TLC, the potential here is undeniable—original hardwood

Aoife Freeman Howard Hanna Rand Realty

Welcome home to this beautifully maintained Dutch Colonial situated on 2.6 serene acres within the desirable Monroe-Woodbury School District. This inviting home offers 4 spacious bedrooms, 2.5 bathrooms, and 2,452 square feet of well-appointed living space, thoughtfully designed for both comfort and functionality. Upon entering, you'll notice the natural light accentuating the gleaming hardwood

Jake Garay Serhant LLC

Stunning 4-Bedroom Home with Breathtaking Mountain Views!This is the one you've been waiting for! Nestled on a serene, tree-lined cul-de-sac, this luxurious 4-bedroom, 4-bath home offers the perfect blend of elegance, comfort, and spectacular mountain views.Step inside to a sun-drenched living room, where gleaming hardwood floors create an inviting ambiance. The spacious family room

Veronica Goldzberg 2Win Realty LLC

CAPTIVATING CAPE COD! 1.5 Private Acres! 4 Bedrooms! 2 1/2 Bathrooms! 1 Car Garage! Gorgeous Updated Eat In Kitchen with Granite Counter Tops, Stainless Steel Appliances & Breakfast Nook! Master Bedroom Suite with Walk In Closet Located on the First Floor! Living Room with Double Sided Fireplace! Gleaming Hard Wood Floors! New Carpeting! Recessed Lighting! Laundry Room! Full Basement! Rocking

Amanda Dnistrian ARC Realty 1 in Sales

Welcome to this charming Colonial set in the desirable Trout Brook ll subdivision of Monroe. This lovely home offers the perfect balance of privacy and convenience—just minutes to local shops and the village, and a short 10–15 minute drive to all major highways. Plus, you're only an hour from NYC, making it ideal for commuters or weekend getaways. Outdoor enthusiasts will love the close proximity

Dylan Piazza Howard Hanna Rand Realty

Welcome to this stunning 4 bedroom ranch situated in sought after Sugar Loaf! As you enter you'll notice the spacious family room with vaulted ceilings, fire place, and hardwood flooring. This home is full of many updates such as a central air system, updated main bathroom, Trex front porch, SS appliances, and new flooring / paint on the lower level. Enjoy entertaining and spending time on the

Matthew Skowronski HomeSmart Homes & Estates

Welcome to this beautifully maintained 3-bedroom, 2-bathroom home nestled in the heart of Monroe, NY. This inviting property offers an ideal blend of comfort, functionality, and outdoor enjoyment. Step inside to discover a sun-filled living room, formal dining room, and an eat-in kitchen complete with granite countertops, stainless steel appliances, and sliding doors that open to a spacious

Courtney Tablante Keller Williams Realty

Step into a MINT beautiful 3-bedroom end-unit Townhouse gem, perfectly perched with panoramic views in Kings Estates! This spacious townhouse is move-in ready and offers the ideal blend of space, privacy, and everyday convenience. Enjoy municipal water, sewer, natural gas, central air, and NO HOA fees. Just one hour to NYC, it’s a commuter’s dream and ideally situated. Inside, you’ll find a

Jennifer DiCostanzo RE/MAX Town & Country

**(10-12 Cancelled- Saturday 4/12 due to weather)** Nestled on a quiet cul-de-sac in the heart of Chester Village, this meticulously maintained 3-bedroom ranch offers all the right elements you're looking for—paired with a village neighborhood location you simply can't beat. With hardwood floors in excellent condition hidden beneath the carpeting, a spacious eat-in kitchen, and the warmth of a

Jennifer DiCostanzo RE/MAX Town & Country

Welcome to 19 Taurus Drive, a beautifully updated 3-bedroom, 2 bath ranch in Monroe Woodbury School District. With 1,288 sq ft of living space, this home blends modern upgrades with timeless charm. Step inside to find brand-new flooring alongside refinished hardwood floors, creating a warm and inviting feel. The updated bathroom features stylish finishes, adding a fresh, modern touch. The

Christian Baez Keller Williams Hudson Valley

Welcome to 11 Vista Drive, a spacious 4-bedroom, 3-bathroom home nestled in one of Chester’s most desirable neighborhoods. With 2,122 square feet of living space, this property offers plenty of room for a growing family to make lasting memories.Situated on a lovely lot with municipal water and sewer, this home provides both convenience and potential. While some updates are needed—such as a new

James Feldhaus eXp Realty

A/O CTS! Don't let the size of this home fool you. This perfectly proportioned farmhouse has so much to offer. The three nice sized bedrooms offer enough room for those looking for a starter home or even someone looking to downsize but still have extra space. Nice sized extra room on main level is perfect for a home office, den or even a guest bedroom. Two full sized bathrooms, one on each level

Harmoni VanEtten eXp Realty

One-of-a-kind custom built Country Contemporary Home on 2.3 Acre on top of the hill. This Unique Open Floor plan welcomes bright warm sunlight in each of the 10 rooms. Top of the line hardwood floors and trim throughout the house, Large open kitchen with modern appliances and plenty of counter space including the granite island. 5 Bedrooms, 3.5 Bathrooms. Master bedroom with fireplace and walk

Yoel Schwarz Glilos

3/31/25 Multiple offers received. Please submit your highest and best by Wednesday, April 2, at 5:00. Include in your offer how any potential appraisal gap will be handled. Thank you for your interest in this home.This beautifully situated ranch style home offers amazing views, privacy, and convenience. The kitchen window displays a huge backyard with beautiful greenery in the spring and

Luanne McGann Century 21 Full Service Realty

Nestled in a peaceful and private cul-de-sac, this stunning three-story contemporary colonial offers the perfect blend of elegance, space, and modern comfort. Set on an over 7 acre expansive lot, this home features a sprawling front and backyard, ideal for outdoor activities year-round—whether it’s summer fun by the pristine inground pool or winter ice sliding across the gentle slopes. A 2-car

Leon Klein Keller Williams Hudson Valley

Build and Customize your dream home today on this compound in Monroe, Only one of its kind! The owner/builder has three plans for you tochoose from starting at 2600 sq feet - 5000 sq feet. This elegant, multi-family property consists of 3 residences nestled on over 3.5 statelylandscaped acres affording you peace and privacy. Surrounded by the original stone walls of this compound, this

Frank Golio Howard Hanna Rand Realty

Attention Skiers and/or Lovers of the Adirondacks -- Enjoy this spacious and warm 4 bedroom home. Natural light enhances the beauty of this home. Master bedroom on main floor, country eat-in kitchen and dining room, new washer and dryer, garage doors. Attic above the mudroom with stairs going up to spacious storage area. Running and play fenced-in area for pets. Screened-in porch and glassed-in

Carol Monroe Najer Realty

Year end gifts are always wonderful to receive. Welcome to 92 Pickerel road Monroe, New York. A meticulous home awaiting its new owners and features including 3 to 4 bedrooms, 2 full baths, hardwood flooring, recently installed windows, roof, and boiler. A large eat in custom kitchen with granite, stainless appliances and Sub-Zero refrigeration. Dining room is adjacent and well placed.

Richard Wawrynek Howard Hanna Rand Realty

Welcome to this stunning home located in the heart of Chester NY. Completely renovated, Spacious bedrooms, full baths, plenty of closets, Living/Dining room, Office room, bright kitchen, granite countertops, dishwasher oven and refrigerator, Situated on a relaxing property, while enjoying the peaceful views throughout, in addition to benefiting from a healthy living environment, Close to major

Eliezer Safdie Sage Realty Center LLC

PICTURE-PERFECT MINI-ESTATE ON 20.6 ACRES - Nestled on a sprawling 20.6-acre parcel, this remarkable mini-estate offers the perfect blend of tranquility and opportunity. The property includes a newly renovated home, a charming older house primed for renovation, and a classic 1900s barn, all set against the backdrop of your own private lake and stunning grounds. Step inside the beautifully

Michael Canter Keller Williams Hudson Valley

Discover a local opportunity - a spacious flat house situated on top of a large 23-acre property offering a serene and picturesque country living experience. This property presents an exciting chance for a lucrative investment, with the potential for future subdivision development. Conveniently located on Durland Road, just behind the main section of Route 17M in the Monroe Chester neighborhood,

David Katina ESTMAX REALTY

Welcome to your dream home! This newly renovated 3-bedroom, 2-bathroom ranch is located just minutes from Walton Lake. Enjoy a brand new eat-in kitchen, comfy living room area, and beautifully renovated spa-like bathrooms. With this home, all of your big ticket items have been taken care of so you can simply move in! So much storage is available with 2 attic spaces and a crawl space basement!

Kristina Mullings Century 21 Realty Center