Chester NY Real Estate & Homes for Sale

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Beds:
3
Baths:
2.00
Sq.Ft.:
1,848
Status:
NEW LISTING
MLS#:
1068654
Type:
Single Family
Lot size:
0.42 Acres
Year built:
1971
A broker reciprocity listing Courtesy: Divine Realty NY, LLC 845-545-4154
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ADDITIONAL INFORMATION

Welcome home! This well-maintained bilevel offers the perfect blend of comfortable living and beautiful natural surroundings, located in Sugar Loaf with Warwick Valley Schools. Inside, you'll find a spacious living room, formal dining room, and updated kitchen. Down the hall are 3 generously sized bedrooms and an updated full bathroom. The finished basement provides plenty of additional living space and flexibility with a large family room, half bathroom, office/den and laundry room. Many of the major updates have already been taken care of, including a newer roof and central air conditioning, making this home one you can settle into and enjoy. Step outside and discover a property that is just as special as the home itself. Mature trees and established landscaping create a beautiful sense of privacy, while blueberry bushes, lilacs, forsythias, wisteria, and other plantings add color and charm throughout the seasons. Take in the beautiful views, relax on the back deck, or enjoy summer days by the pool. With a large driveway and plenty of outdoor space for gathering and everyday enjoyment, this property offers room to spread out both inside and out. A wonderful opportunity to enjoy comfortable living in the charming hamlet of Sugar Loaf!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,676
Status:
NEW LISTING
MLS#:
1067519
Type:
Single Family
Lot size:
2.6 Acres
Year built:
2003
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-294-3100
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ADDITIONAL INFORMATION

Welcome to 56 Hardscrabble Road located in the heart of Blooming Grove. This stunning residence spans over 3600 square feet. Each room in this home is generously proportioned and offers ample living space to enjoy a good life. Upon entering the grand foyer, the exquisite details become evident, including the beautiful new floors and high ceilings adorned with crown moldings throughout the main floor. The full, unfinished walk-out basement has great potential for additional finished living space. The spacious family room boasts large windows and a wood-burning fireplace, while the well-appointed kitchen features abundant countertops, cabinetry, and high-quality stainless-steel appliances. The first floor also has a large living room, an office with backyard views, a private laundry room, and a full bathroom. On the second floor, the master suite is truly impressive, with a vast walk-in closet and a large en-suite bathroom. Bedrooms 2, 3, and 4 are also spacious and offer excellent views of the property. Additionally, there is a finished bonus space on the second floor, featuring beautiful new floors and spanning over 500 square feet. The large rear deck allows for serene enjoyment of the private backyard. Central air conditioning ensures comfort throughout the home. With so many desirable features, this residence must be seen in person to be fully appreciated.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,046
Status:
NEW LISTING
MLS#:
1069090
Type:
Single Family
Lot size:
0.62 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-928-9691
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ADDITIONAL INFORMATION

Great place to start your next chapter! Pictures coming soon! Showings to begin on 11/9. This fantabulous 3 bedroom ranch is full of potential! Step inside and on the main floor you will find an open concept layout for the kitchen and living room area. Just off of the living area is the oversized primary bedroom, which has plenty of natural light from the three windows and a spacious double closet. Also on the first floor you will find the full bath and 2nd bedroom. Step outside onto the back deck and find the privacy you have been looking for. Enjoy a morning coffee or evening spirit while taking in the beautiful landscape. The lower level hosts the third bedroom, which could easily be used as a home office/media room if not needed for sleeping space. Adjacent to this area you will find the basement where the laundry is located as well as space for storage and the mechanicals room. Providing ease of access you will find a walkout from the basement to the sprawling tiered backyard. A natural stone patio area and large yard are the perfect setting for a play area and for entertaining family and friends. On a quiet dead end street, near downtown Chester this property is close to everything yet tucked away preserving the rural charm of the surrounding farmland. Come see for yourself!

Beds:
3
Baths:
1.00
Sq.Ft.:
1,561
Status:
Active
MLS#:
1068790
Type:
Single Family
Lot size:
0.37 Acres
Year built:
1952
A broker reciprocity listing Courtesy: River Realty Services, Inc. 845-564-2800
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ADDITIONAL INFORMATION

One floor living at it best! Walk out your front door, sit on your rocking chair front porch with your morning coffee & enjoy the mountain views! This 3 bedroom 1 bath ranch offers hardwood flooring throughout main living area & newly update kitchen and bath. Kitchen with plenty of cabinet & counter space. Entertain or BBQ on your private private deck. Plenty of parking in your 1 car garage. Walk to the village!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,406
Status:
Active
MLS#:
1034493
Type:
Single Family
Lot size:
1 Acres
Year built:
2026
A broker reciprocity listing Courtesy: MK Realty Inc 845-782-0205
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ADDITIONAL INFORMATION

Introducing 82 Goosepond Mountain Road—a spectacular, brand-new luxury residence offering privacy and elegance in the heart of Chester, NY. Step inside to discover an exquisitely designed open layout, ideal for both entertaining and everyday living. The state-of-the-art kitchen boasts premium finishes and modern appliances, seamlessly blending style and functionality. Sun-drenched, oversized windows and designer spotlights illuminate expansive living spaces, creating a warm and inviting ambiance. Retreat to spacious bedrooms with abundant, oversized closets and enjoy the versatility of a vast unfinished basement—perfect for a gym, workshop, or future expansion. The property features a two-car garage and is set on a picturesque one-acre lot, providing exceptional privacy and plenty of room for outdoor enjoyment. Experience the best of upscale, contemporary living in this stunning Chester home.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,600
Status:
Active
MLS#:
1045305
Type:
Single Family
Lot size:
0.41 Acres
Year built:
1967
A broker reciprocity listing Courtesy: National Veterans Realty Group 845-782-7109
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ADDITIONAL INFORMATION

Beautifully Renovated Raised Ranch in Chester, NY Welcome to this beautifully renovated Raised Ranch, thoughtfully updated within the last five years and set on a picturesque half-acre lot in the highly desirable community of Chester, NY. Offering approximately 2,000 square feet of updated living space, this move-in-ready home blends modern comfort, timeless appeal, and a peaceful natural setting complete with the relaxing sounds of a babbling brook. Interior Highlights: Step inside to a bright and inviting layout featuring 3 spacious bedrooms and 2 renovated bathrooms. The updated kitchen includes granite countertops and stainless-steel appliances, while the living room offers a warm and welcoming atmosphere with a wood-burning fireplace and an oversized bow window. Additional features include: A heated four-season room with air conditioning, and beautiful nature views from the four-season room. Direct access from the four-season room to the deck and fenced-in backyard. This home has been extensively improved for comfort and peace of mind, including: Alarm System, Dryer, newer furnace, central air conditioning, renovated bathrooms and fresh, contemporary finishes throughout. The outdoor living experience offers a level half-acre lot with a private fenced-in backyard with plenty of space for entertaining, play, gardening, or simply relaxing outdoors. Mature trees and the nearby brook create a peaceful backdrop, making the property feel like a private retreat while still being close to everyday conveniences. Enjoy the perfect balance of peaceful suburban living and accessibility. The home is conveniently located near transportation, the NYC Express Bus, and the NYS Thruway, with the George Washington Bridge approximately 45 minutes away. Nearby attractions include Glenmere Mansion Resort, The Kartrite Resort & Indoor Waterpark, Bethel Woods Center for the Arts, Resorts Casino, LEGOLAND New York, Stewart Airport, Woodbury Commons, local vineyards, apple orchards, farms, restaurants, and more. Move-In Ready Appeal: Whether you are searching for your first home, need more space, or simply want a beautifully updated home in a sought-after location, this Chester home is ready to welcome you. Located in the Monroe-Woodbury School District, it offers comfort, convenience, and a serene setting all in one.

Beds:
6
Baths:
8.00
Sq.Ft.:
7,034
Status:
Active
MLS#:
1066175
Type:
Single Family
Lot size:
10.7 Acres
Year built:
1989
A broker reciprocity listing Courtesy: Prominent Properties Sotheby's 201-768-9300
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ADDITIONAL INFORMATION

Welcome to 69 Cedar Pond Lane,! Set against breathtaking panoramic mountain views, this exceptional private estate offers a rare combination of multi-generational living, flexible living arrangements, potential rental income, and room to expand. Spanning three fully finished levels, this distinctive property blends spacious interiors, unique entertaining spaces, and desirable outdoor amenities. MAIN LEVEL SUN-DRENCHED LIVING & ENTERTAINING The main level welcomes you with soaring skylights, oversized picture windows, and an open-concept living and dining area centered around a wood-burning fireplace. The chef-inspired kitchen features new countertops, a custom tile backsplash, breakfast bar, dining nook, built-in wine rack, new refrigerator, dedicated beverage refrigerator, and more. This level also offers two bedrooms and 2.5 bathrooms, along with direct access to an expansive outdoor patio featuring a bar, fireplace, and lounge seating—perfect for entertaining. SECOND LEVEL LUXURY PRIMARY SUITE & PRIVATE IN-LAW APARTMENT The upper level features three bedrooms, including a spacious primary suite with mountain views, a walk-in closet, and a spa-inspired bathroom with dual vanities, a deep soaking tub, separate shower, and private water closet. A second kitchen, separate living room, and private patio access create an ideal setup for extended family, guests, or potential rental use. Updates include new countertops, a built-in electric fireplace, and an integrated media center. WALKOUT LOWER LEVEL RECREATION & HIDDEN SPEAKEASY The fully finished lower level offers a spacious open recreation area, kitchenette, new carpeting, and updated tile. Additional features include an Airbnb-ready bedroom, finished laundry room, newly added half bath, and a flexible room ideal for a home gym, office, additional bedroom, or mudroom. Hidden behind a custom bookshelf is a finished secret room with an adjacent full bathroom, offering the perfect setting for a private lounge, speakeasy, or creative studio. OUTDOOR LIVING & FUTURE POTENTIAL Enjoy the private hot tub, backyard fire pit, and upper driveway area with a dedicated children's playset and seating area. The backyard has been evaluated for a potential custom in-ground pool, with renderings available from the seller. The lower lot may offer subdivision and building potential, subject to approvals and due diligence, with electrical infrastructure already in place. IMPORTANT UPGRADES The property features a high-efficiency HVAC system, commercial-grade well pump, and dual water heaters installed in 2025. The roof was replaced around 2022. Ceiling fans and skylights are found throughout, and high-quality peel-and-stick wallpaper allows for easy design customization. Whether you're seeking a spacious family residence, a multi-generational retreat, potential rental income, or future expansion opportunities, 69 Cedar Pond Lane offers exceptional versatility, privacy, and breathtaking surroundings.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,777
Status:
Active
MLS#:
1059896
Type:
Single Family
Lot size:
1.1 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Flag Realty Group 845-205-0089
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ADDITIONAL INFORMATION

A NEW HOME IS A NEW BEGINNING!! Impressive home - redone to perfection is waiting for you! Everything is BRAND NEW - Plumbing, electric, HVAC system, Hot water, siding, driveway and more! Sophisticated and modern kitchen designed with quartz countertops and expensive brand appliances perfect for a chef's dream! First floor laundry room and bath. All rooms are naturally filled with light, and warmth. Additional 1000 sq ft in the basement that you can finish when needed. Garage with walk out access. Dont wait too long, This wont last! Additional Information: ParkingFeatures:2 Car Attached,

Beds:
4
Baths:
3.00
Sq.Ft.:
2,671
Status:
Active
MLS#:
1063958
Type:
Single Family
Lot size:
22.6 Acres
Year built:
2000
A broker reciprocity listing Courtesy: HomeSmart Homes & Estates 845-547-0005
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ADDITIONAL INFORMATION

Discover the perfect blend of privacy, comfort, and natural beauty on this exceptional property, nestled on 22 private acres along a quiet street. Featuring four spacious bedrooms, two-and-a-half bathrooms, a beautiful three-season sunroom, and expansive decking, this home offers the ideal setting for both relaxation and entertaining. Beyond the home, a peaceful pond and abundant wildlife create a tranquil retreat where you can unwind, take in the surrounding scenery, and enjoy breathtaking sunsets. With its generous acreage, serene setting, and inviting living spaces, this property offers a rare opportunity to embrace the privacy and beauty of country living while enjoying a place to truly call home. Best of all, this wonderful property is located near highways, public transportation, shopping and dining opportunities.

Beds:
5
Baths:
4.00
Sq.Ft.:
5,312
Status:
Active
MLS#:
1065336
Type:
Single Family
Lot size:
3.1 Acres
Year built:
2007
A broker reciprocity listing Courtesy: eXp Realty 888-276-0630
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ADDITIONAL INFORMATION

EXQUISITE LUXURY ESTATE — ELEGANCE, SPACE & ULTIMATE PRIVACY! Discover this stunning 5-bedroom, 4-bath residence offering over 5,300 sq. ft. of beautifully designed living space. Featuring soaring ceilings, a spectacular chef’s kitchen, sophisticated finishes, elegant living areas, and an impressive primary suite. A finished basement and spacious finished attic offer exceptional versatility. Nestled on 3+ private acres, this remarkable property features an expansive patio, outdoor kitchen, hot tub, 3-car garage, and picturesque natural surroundings with a charming waterfall. Whether enjoyed as a year-round residence or a private weekend and summer retreat, this exceptional estate offers the perfect balance of elegance, comfort, and tranquility.

Beds:
5
Baths:
3.00
Sq.Ft.:
3,600
Status:
Active
MLS#:
1062146
Type:
Single Family
Subdivision:
Greens At Chester
Lot size:
0.08 Acres
Year built:
2022
A broker reciprocity listing Courtesy: MK Realty Inc 845-782-0205
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ADDITIONAL INFORMATION

Welcome to your dream home in the exclusive Greens At Chester development! This stunning, brand-new, ready-to-move-in colonial-style residence invites you in with 10 bright and airy rooms, soaring tall doors, and oversized windows that fill the space with natural light. Entertain guests in the beautiful dining room, relax in the expansive living area, and create memories in the updated chef’s kitchen. Every detail is thoughtfully upgraded for comfort and style. Enjoy the privacy of a modern retreat in a warm, vibrant community—the perfect setting to make new memories.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,763
Status:
Active
MLS#:
1056857
Type:
Single Family
Subdivision:
Sugarloaf Estates
Lot size:
0.3 Acres
Year built:
1997
A broker reciprocity listing Courtesy: Century 21 Full Service Realty 845-782-2221
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ADDITIONAL INFORMATION

Discover a lovingly maintained 4-bedroom Colonial home for sale in Chester, NY, in the Warwick School District. With Sugar Loaf Mountain views from several windows, this Orange County property combines a scenic Hudson Valley setting, bright interiors, and flexible spaces for everyday living. A home that has welcomed friends and loved ones for years is ready for its next owners to make memories of their own. Four bedrooms are complemented by two first-floor bonus rooms, offering options for a home office, art or music studio, hobby room, or guest space. This versatile layout provides room to work, unwind, and gather. Updated bathrooms feature new vanities, modern fixtures, and lighting. A first-floor guest half-bathroom for convenience with two full bathrooms upstairs - on-suite and hallway. Large eat-in kitchen with newly refinished hardwood floors, refreshed kitchen fixtures and lighting add a fresh touch. This walk-through kitchen can act as the center of daily activity with a formal dining room on one side and a family room on the other, room enough for a table and six chairs and access to the deck. Many freshly painted rooms create a welcoming feel throughout. Natural gas heat and central air conditioning provide year-round comfort. A two-car attached garage for convenience and a brand-new asphalt driveway enhances curb appeal. The 900 sq ft finished lower level, finished basement with it's own heating zone offers space for recreation, movie nights, or hobbies, along with generous closets, a separate furnace room, and convenient garage access. Just minutes away, historic Sugar Loaf Village offers art galleries, artisan shops, and the Tap House, with Tin Barn Brewery nearby. Enjoy hiking at Goosepond Mountain State Park, walking or cycling along the Heritage Trail, seasonal apple picking in Warwick, and locally grown produce from the region’s Black Dirt farms. Transportation options include commuter buses from Chester’s Park & Ride and rail service from Harriman station, with connections to New York City. For buyers seeking a Colonial home in the Hudson Valley, this well-loved property offers mountain views, thoughtful updates, and room to make it your own. Purchase includes Assurant Premium Plan Home Warranty for 1 Year.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,084
Status:
Active
MLS#:
1061960
Type:
Single Family
Year built:
1984
A broker reciprocity listing Courtesy: R2M Realty Inc 845-358-2000
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ADDITIONAL INFORMATION

Why rent when you can own? Here’s a rare opportunity to make it your own. Check out this two bedroom end unit in desirable Whispering Hills Community. This 1084 Square Foot abode comes with one car garage parking and all the amenities Whispering Hills has to offer. You’ll enjoy the spacious living room featuring a cathedral ceiling and wood-burning fireplace while sipping coffee from your private deck overlooking the development. Make your appointment to view this unit today.

Beds:
4
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
1061638
Type:
Single Family
Lot size:
53 Acres
Year built:
2002
A broker reciprocity listing Courtesy: eXp Realty 888-276-0630
View additional info

ADDITIONAL INFORMATION

THE ULTIMATE HUDSON VALLEY LEGACY ESTATE 53 ACRES OF UNMATCHED POTENTIAL Rarely does a property emerge that perfectly balances refined luxury living with raw, untapped opportunity. Nestled in the heart of scenic Chester, New York, 20 Goshen Road offers an expansive 53-acre canvas designed for the visionary. Whether you envision a world-class equestrian facility, a high-potential residential development, or a private sustainable sanctuary, this estate delivers on every front. THE RESIDENCE Built in 2002, the custom-designed 3,348 sq. ft. home features 4 spacious bedrooms and 3 full baths. The layout is thoughtfully crafted to maximize natural light and views of the sprawling grounds. The infrastructure is built for the enthusiast, featuring an oversized 3-car garage with 10-foot doors—perfect for car collections, boats, or equipment. THE GROUNDS & EQUESTRIAN APPEAL Step outside into a nature lover’s paradise. The property is crisscrossed with miles of well-maintained horse trails, making it a premier choice for equestrian pursuits. The land is rich with resources, including an estimated $30,000 in marketable timber and a thriving, mature orchard boasting over 40 trees including pear, cherry, apple, and peach varieties. SUSTAINABILITY & UTILITY Embrace a self-sufficient lifestyle with an infrastructure designed for resilience. The property features a large-scale chicken coop with a capacity for up to 200 birds and an incredibly efficient heating system powered by an outdoor wood-burning furnace, significantly reducing utility costs while utilizing the property's natural resources. INVESTMENT & DEVELOPMENT Positioned in one of Orange County’s most investment-friendly regions, the 53.00-acre lot size offers significant subdivision possibilities. Investors and developers will recognize the rare value in the expansive road frontage and the desirable Chester location, just moments from local amenities yet completely secluded. Discover the endless possibilities of 20 Goshen Road—where your private retreat meets a high-yield investment.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,100
Status:
Active
MLS#:
1057348
Type:
Single Family
Lot size:
3 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 845-473-9770
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ADDITIONAL INFORMATION

Welcome to your own private retreat, where timeless design, exceptional outdoor living, and over three acres of peaceful surroundings come together to create an unforgettable place to call home. Inside, the heart of the home is anchored by a stunning double sided fireplace that effortlessly connects the main living areas, creating warmth, character, and an inviting atmosphere for both everyday living and entertaining. Sunlight pours into the beautiful sunroom, offering the perfect place to enjoy your morning coffee, unwind with a good book, or simply take in the tranquil views of the property throughout every season. Step outside and discover the true highlight of this remarkable property. Designed with entertaining in mind, the backyard is a private oasis featuring a sparkling inground pool, beautifully integrated outdoor living spaces, a custom built fire pit, and built in seating that invites family and friends to gather long after the sun goes down. Whether you're hosting summer pool parties, enjoying crisp fall evenings by the fire, or simply relaxing in your own backyard retreat, this outdoor space delivers an exceptional lifestyle year round. Set on over three private acres, the property offers the perfect balance of open space and privacy. There is plenty of room to explore, play, garden, or simply enjoy the serenity of nature, all while being just minutes from the conveniences of the Hudson Valley. Offering 4 bedrooms, inviting living spaces, and an outdoor setting that feels like your own private resort, this is more than just a home. It is a place where memories are made, weekends are enjoyed, and every season brings something special.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,086
Status:
Active
MLS#:
1039289
Type:
Single Family
Year built:
1991
A broker reciprocity listing Courtesy: eXp Realty 888-276-0630
View additional info

ADDITIONAL INFORMATION

Discover a compelling combination of space, convenience and Chester accessibility at 3706 Whispering Hills. This 2-bedroom, 2-bath, approximately 1,086-sq-ft townhome-style residence is reported to offer central air, a fireplace, attached garage. Set within the established Whispering Hills community, the location provides convenient access to Route 17, Route 94 and the Chester Park & Ride, along with the Orange County Heritage Trail, Goosepond Mountain State Park and the arts and destinations of the greater Hudson Valley. An appealing alternative for buyers comparing condo and townhome living in Orange County.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,086
Status:
Active
MLS#:
1050213
Type:
Single Family
Subdivision:
Whispering Hills
Year built:
1984
A broker reciprocity listing Courtesy: Wansor Realty 845-986-4220
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ADDITIONAL INFORMATION

Welcome to 2107 Whispering Hills, a comfortable 2-bedroom, 1-bath condo offering 1,086 square feet of living space in a convenient Chester location. This home offers an easy, low-maintenance lifestyle with a practical layout and plenty of opportunity to make the space your own. Residents can enjoy community amenities including a swimming pool, providing a great place to relax and enjoy the warmer months without the maintenance of owning a private pool. The condo setting also offers the convenience of having exterior and community maintenance handled for you, allowing more time to simply enjoy your home and surroundings. Whether you're a first-time buyer, downsizing, looking for a weekend getaway, or seeking a low-maintenance home in the Hudson Valley, 2107 Whispering Hills is worth a look. Conveniently located near shopping, dining, parks, and transportation, this home offers a great combination of comfort, convenience, and community living.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,404
Status:
Active
MLS#:
1054698
Type:
Single Family
Lot size:
9.6 Acres
Year built:
1980
A broker reciprocity listing Courtesy: KW Hudson Valley United 845-610-6065
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ADDITIONAL INFORMATION

9.6 ACRES OF OPEN LAND & DEVELOPMENT POTENTIAL IN BLOOMING GROVE! This expansive property offers a rare opportunity to own nearly 10 acres in a beautiful Orange County setting, with broad open lawn, mature trees, established landscaping and plenty of room to create something of your own. The property currently features a well-maintained 3-bedroom, 2.5-bath raised ranch offering approximately 2,404 square feet of living space, hardwood floors, spacious living areas, central air and an attached 2-car garage. The home is surrounded by a remarkable amount of open land, providing privacy, flexibility and numerous possibilities for future use. The acreage is the true highlight, with a large level-to-gently rolling meadow, mature, wooded perimeter and an existing driveway leading to the residence. An established garden area and above-ground pool are additional features of the property. Located in the Town of Blooming Grove's Rural Residential (RR) district, the 9.6-acre parcel presents potential for additional residential development, subject to Town of Blooming Grove Planning Board approval, applicable zoning requirements, engineering, septic/well suitability and all required approvals. Whether you're looking to enjoy the property as it is or explore its future potential, this property offers acreage, open space and flexibility that are increasingly difficult to find. Conveniently located in the Chester area with access to major roadways and the surrounding Hudson Valley.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,441
Status:
Active
MLS#:
1050173
Type:
Single Family
Lot size:
1.8 Acres
Year built:
1984
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-294-3100
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ADDITIONAL INFORMATION

If you're looking for privacy, outdoor recreation, and a home surrounded by a beautiful natural setting, welcome to 94 Booth Road! Situated on 1.8 acres on a quiet cul-de-sac, this property offers the space, peaceful surroundings, and opportunity to make a home your own. Head upstairs to the main living level, where hardwood floors flow throughout the living room and hallway. Andersen windows throughout the home bring in plenty of natural light, while the kitchen features stainless steel appliances and a functional layout that opens to the dining area. Just beyond, French doors lead to one of the home's most inviting spaces: a window-lined three-season sunroom with a propane fireplace. Whether enjoying your morning coffee, reading a book, or relaxing on a crisp fall afternoon, this is a space you'll love spending time in. The main level also features a primary bedroom with an ensuite full bath, two additional bedrooms, and a second full bathroom. Downstairs, you'll find a comfortable family room with a wood-burning fireplace, half bath, laundry room, and access to the two-car garage. A whole-house UV water filtration system and water softener add to the home's practical features. Outside is where this property becomes even more special. The property offers plenty of room to enjoy the outdoors, and with some clearing and maintenance, a trail at the back of the property provides access to a small pond. At the end of the cul-de-sac, you'll also find trail access to Goosepond Mountain State Park, offering 1,558 acres of protected land to explore. Schedule your showing today!

Beds:
2
Baths:
1.00
Sq.Ft.:
1,084
Status:
Active
MLS#:
1048656
Type:
Single Family
Subdivision:
Whispering Hills
Year built:
1984
A broker reciprocity listing Courtesy: Keller Williams Realty 845-928-8000
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ADDITIONAL INFORMATION

Welcome to stress-free Hudson Valley living in the desirable Whispering Hills community! This end unit, bright and airy 2-bedroom, 1-bathroom condo features soaring cathedral ceilings, a cozy fireplace, and an updated kitchen complete with sleek stainless steel appliances. Enjoy fantastic turn-key amenities right outside your door, including two community pools, a clubhouse, gym, tennis, basketball courts, handball, and playgrounds. Conveniently located near major highways and shopping for an effortless commute, you are also just minutes away from local vineyards, Legoland, scenic hiking trails, and everything the vibrant Hudson Valley has to offer.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,316
Status:
Active
MLS#:
1051585
Type:
Condo
Year built:
1984
A broker reciprocity listing Courtesy: KW Hudson Valley United 845-610-6065
View additional info

ADDITIONAL INFORMATION

PRICED TO SELL! Bright and spacious 3-bedroom, 2-bath end-unit townhouse in Whispering Hills, offered at an attractive price compared with other condos in the community. Enjoy a cozy fireplace, double patio sliders to a private patio and open yard, generous bedrooms, ample storage, and a private garage with direct entry. Whispering Hills offers resort-style amenities, including a pool, tennis, basketball, dog runs, and fitness center. Conveniently located near Route 17, the NYS Thruway, Route 84, shopping, restaurants, and major attractions. A wonderful opportunity for first-time buyers, downsizers, or investors. Don't miss this value!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,616
Status:
Active
MLS#:
1050193
Type:
Single Family
Lot size:
2.3 Acres
Year built:
1995
A broker reciprocity listing Courtesy: ARC Realty 1 in Sales 845-783-5145
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ADDITIONAL INFORMATION

*MOTIVATED SELLER* PRIVATE WOODED COLONIAL!! 4 Bedrooms! 2 1/2 Bathrooms! 2 Car Garage! Eat In Kitchen with Granite Counter Tops, Stainless Steel Appliances & Pantry! Master Bedroom Suite with Walk In Closet! Living Room with Wood Burning Fireplace & Built-Ins! Large Formal Dining Room with French Doors! Crown Molding! Gleaming Hard Wood Floors! Recessive Lighting! Walk Up Attic & Full Basement for Endless Possibilities! Two Story Entry/Foyer! Deck with Beautiful Awning! Over Sized Driveway for Plenty of Parking! Perfect Commuter Location! Close to Major Highways, Buses & Shopping!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,910
Status:
Active
MLS#:
1050131
Type:
Single Family
Lot size:
0.4 Acres
Year built:
1900
A broker reciprocity listing Courtesy: RE/MAX Town & Country 845-765-6128
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ADDITIONAL INFORMATION

Welcome to Chester, NY!! Come see this spacious home featuring 2 bedrooms and 2 full baths, with a bonus room. This home has plenty of possibilities and includes a finished basement and finished attic for all your storage needs. Large 2-car garage for all the gadgets. This home has a large open concept for entertaining family and friends. Additional energy saving feature of solar panels and an oversized deck with an above-ground pool for outdoor enjoyment for all. The home boasts charm and beautiful hardwood flooring throughout many areas of the home. This home is conveniently located near shopping, fine dining, and many leisure activities for all age groups. Easy commute to the city and major transportation hubs for commuters. Local highway and interstate access within minutes. This is a property you want to see; come see what Meadow Av has to offer. Welcome Home!!!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,832
Status:
Active
MLS#:
1047996
Type:
Single Family
Lot size:
0.38 Acres
Year built:
1965
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-928-9691
View additional info

ADDITIONAL INFORMATION

Welcome to this charming 4-bedroom, 2-bath bilevel, ideally situated on a quiet dead-end street. The inviting open floor plan offers a seamless flow for everyday living and entertaining, with beautiful hardwood floors throughout the main level and a spacious kitchen featuring stainless steel appliances. Enjoy year-round comfort with central air and take advantage of the large deck overlooking a flat, fully fenced backyard, providing the perfect space for outdoor entertaining, relaxing and play. With Monroe-Woodbury Schools, low taxes, and an excellent commuter location, this home offers the ideal combination of comfort, convenience, and value. Don’t miss the opportunity to make this wonderful home your own!

Beds:
4
Baths:
4.00
Sq.Ft.:
2,960
Status:
Active
MLS#:
1046418
Type:
Single Family
Lot size:
6.2 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-928-9691
View additional info

ADDITIONAL INFORMATION

Custom-built by renowned builder Lou Tedaldi, this one-owner Center Hall Colonial offers nearly 3,000 sq. ft. of exceptionally crafted living space nestled on 6.2 pristine, park-like acres. Set on an exclusive private road shared by only 9 homes, this sanctuary delivers total privacy and tranquility while remaining in the highly sought after Monroe-Woodbury School District and close to all local amenities, major routes, and shopping. Inside, beautiful hardwood floors, custom crown and chair rail moldings, and oversized windows with screens bring continuous natural light throughout. The main level features a welcoming foyer with two coat closets, a formal living room with a cozy brick fireplace, and a family room also featuring its own brick fireplace. The gourmet eat-in kitchen boasts granite countertops, a double electric oven, abundant cabinet space, surplus counters, and Tiffany-style lighting, opening via sliders directly onto the back deck. Enjoy formal meals in the dining room, which features sliders out to a spacious, light-filled screened back porch with ceiling fan, perfect for effortless outdoor entertaining. A major highlight of the main level is a versatile 16x24 bonus addition featuring custom woodworking, a beamed ceiling, a bay window, and an ADA-accessible level including a full bathroom, ideal for a luxurious main floor primary suite, guest wing, or private office. Main floor laundry and a half bath add extra convenience. Upstairs, discover four generously sized bedrooms, including an expansive primary suite with hardwood flooring, a spacious walk-in closet, and an en-suite full bath with double vanity. The second bedroom is exceptionally large, easily serving as an alternate primary, while the remaining bedrooms offer ample closet space and bright, oversized windows.The property continues to impress with incredible functional spaces: Two Basements: Main walk-out basement with shelving, a dedicated workshop area, and a sound-proof room (perfect for a media room or studio). Plus a second insulated basement under the addition with separate exterior access. Property Grounds: Stone-faced concrete foundation, iconic Hudson Valley stone walls, manicured lawn, mature landscaping, storage shed, and surrounding private woods. Modern Comforts & Accessibility: ADA-accessible 2-car garage with ramp entry, full-house propane automatic generator, whole-house alarm system, 4-zone oil heating, attic fan, and 30-year shingle roof. An extraordinary property combining top-tier craftsmanship, flexible living spaces, and unmatched outdoor beauty!

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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.



Chester 10918 Real Estate

Chester is located in New York. Chester, New York 10918has a population of 12,477. Chester 10918 is more family-centric than the surrounding county with 37.24% of the households containing married families with children. The county average for households married with children is 36.93%.

The median household income in Chester, New York 10918 is $120,288. The median household income for the surrounding county is $85,640 compared to the national median of $69,021. The median age of people living in Chester 10918 is 39.1 years.

Chester Weather

The average high temperature in July is 83.4 degrees, with an average low temperature in January of 16.3 degrees. The average rainfall is approximately 47.1 inches per year, with 39.1 inches of snow per year.

Chester Map

Chester Real Estate Market Conditions

  • Median sales price

    $520,000
    17.6%
    change since last quarter
  • # Active listings

    80
    30-day change

Chester Schools and Demographics

Education near Chester, NY

City County
High School Graduates 95.19 89.92
College Degree - 2 year 9.51 10.52
College Degree - 4 year 37.38 31.44
Graduate Degree 12.24 10.46
Expenditures per Student 27,939 27,939
Students per Teacher 12.3 12.3

Elementary Schools near Chester, NY

Grades Students P/T Ratio ZIP
Chester Elementary School KG - 05 469 14.7 10918
Golden Hill Elementary School PK - 05 388 12.4 10921
Goshen Intermediate School 03 - 05 655 15.2 10924
Kiryas Joel Village School PK - KG 149 6 10950
North Main Street School 02 - 05 558 13.9 10950
Pine Tree Elementary School 02 - 05 833 13.5 10950
Round Hill Elementary School PK - 05 540 17.4 10992
Scotchtown Avenue School KG - 02 591 16 10924
Taft Elementary School KG - 05 785 18.3 10992

Middle Schools near Chester, NY

Grades Students P/T Ratio ZIP
C J Hooker Middle School 06 - 08 720 14.3 10924
Greenwood Lake Middle School 04 - 08 303 12.4 10950
Washingtonville Middle School 06 - 08 1,027 13.7 10992

High Schools near Chester, NY

Grades Students P/T Ratio ZIP
Chester Academy-Middle/High School 06 - 12 556 13.2 10918
Goshen Central High School 09 - 12 925 13.6 10924
Washingtonville Senior High School 09 - 12 1,411 13.5 10992

Ungraded Schools near Chester, NY

Grades Students P/T Ratio ZIP
* Goshen Secure Center 08 - 12 56 10924
Orange-Ulster Boces KG - 12 1,007 26.4 10924
S S Seward Institute 06 - 12 465 11.4 10921

Demographics near Chester, NY 10918

Zip Code City
Neighborhood Type Suburban
Population 12,477 398,277
Population Density 379 490
Median Age 39.1 37
People per Household 2.8 2.9
Median Household Income 120,288 85,640
Average Income per Capita 49,991 37,651

Real estate near Chester