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Homes for Sale with a Basement in Chester, NJ

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Welcome to your dedicated resource for homes for sale with a basement in Chester, NJ. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Chester, NJ agent, The Courtney Orlando Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a basement properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Homes for Sale with a Basement in Chester, NJ

2 Acorn Trl, Chester Boro
$1,350,000
4 Beds ⋅ 2.1 Baths ⋅ 4063263 MLS
Beautifully updated and MOVE-IN READY Toll Brothers Colonial in Shadow Ridge, a desirable walk-to-town community. Public water, public sewer, and underground utilities add to the appeal.A grand two-story foyer welcomes you with an elegant chandelier and extensive millwork. The thoughtfully designed floor plan offers an ideal flow for formal entertaining and everyday living. The private office/library features custom built-ins and detailed ceiling moldings. Newly refinished hardwood floors extend throughout both levels, complemented by custom-designed closets throughout the home and Hunter Douglas window shades on the first floor.The beautifully appointed kitchen features high-end appliances, including a built-in refrigerator, 48-inch dual-fuel range, farmhouse sink, under-counter microwave, and warming drawer.Significant recent investments include ALL NEW ANDERSEN WINDOWS (2026), NEW ATTIC INSULATION, and BRAND NEW INSULATION in the unfinished portion of the basement. Additional updates include fresh interior paint throughout, renovated bathrooms, new light fixtures, a new dishwasher, upgraded staircase railings.Enjoy the level backyard featuring a freshly repainted and resealed mahogany deck, paver patio, and cedar and metal fencing with arbor and two locking gates. Additional features include LeafFilter gutter protection.With extensive updates and an exceptional walk-to-town location, this home offers elegance, comfort, and convenience. Simply unpack and enjoy!

2 Acorn Trl, Chester Boro
299 North Rd, Chester Twp.
$799,000
4 Beds ⋅ 2.1 Baths ⋅ 4063145 MLS
Welcome to this beautifully maintained home situated on 2 Picturesque Acres in desirable Chester! Offering 4 spacious Bedrooms and 2.5 Bathrooms this property combines comfortable living with exceptional outdoor space. The inviting Living Room features a beautiful Fireplace creating the perfect setting for Relaxing or Entertaining. A generously sized Kitchen with quality Appliances offers plenty of room for cooking and gathering. The BONUS Fully Finished Basement provides Additional Living and Entertaining Space with direct access to the Backyard and an inground Swimming Pool. Outside, enjoy an expansive yard surrounded by greenery, offering privacy and plenty of room for Outdoor Activities. With its spacious layout, beautiful grounds, and inviting outdoor amenities, this Chester property offers a wonderful opportunity to enjoy peaceful living with room to Entertain, Relax, and make it your own.

299 North Rd, Chester Twp.
55 State Park Rd, Chester Twp.
$3,975,000
8 Beds ⋅ 6.3 Baths ⋅ 4062476 MLS
Set on 6 breathtaking acres backing directly to Black River Park w/ private park access, The Herb Farm is a once-in-a-generation country estate where history, romance & luxury exist in perfect harmony. Originally a stone barn dating back to circa 1750, this extraordinary compound has been masterfully transformed into a cinematic retreat evoking the timeless elegance of the European countryside. Beyond the gates, a long winding drive leads through storybook scenery before revealing the stone-clad main residence, privately enveloped by preserved parkland. Main residence features rich architectural character including groin, barrel & vaulted ceilings,mahogany windows, stone walls, & 5 wood-burning fireplaces. A stunning kitchen anchors the home w/ La Cornue stove/oven, Sub-Zero refrigerator, 2 dishwashers & seamless entry to a sunlit stone great-room.The primary suite is a true sanctuary w/ its own foyer, balcony, custom closet & imported marble bath. Magical outdoor living w/ expansive terraces, an indoor-outdoor kitchen w/ an imported pizza oven & Argentine grill & a bocce court overlooking sweeping views. Property is also home to a fully renovated guest cottage & a charming carriage-house suite above the 3 car garage. Updated mechanicals & a full-property generator provide effortless modern comfort. Just 1 hour from NYC, yet feeling worlds away, The Herb Farm is more than a home, it is an extraordinary estate where every season feels cinematic & every detail tells a story.

55 State Park Rd, Chester Twp.
72 Furnace Rd, Chester Twp.
$849,900
4 Beds ⋅ 3.1 Baths ⋅ 4061337 MLS
Set on more than two acres in desirable Chester Township, this spacious home offers four bedrooms along with three-and-a-half bathrooms. Separate dens on both the first floor and basement levels provide flexible space for home offices, media rooms, hobbies or recreation without sacrificing any of the home's four bedrooms. The fully finished walkout basement adds substantial living and entertaining space, while the oversized deck extends the home outdoors. Recent improvements include both HVAC systems replaced in 2024, a new stove installed in 2024 and a new hot water heater. With a versatile multi-level floor plan, generous outdoor space and valuable recent updates, this property is ready for its next chapter. Chimney/Fireplace as-is with no known defects.

72 Furnace Rd, Chester Twp.
16 Chester Pl, Chester Twp.
$599,000
3 Beds ⋅ 2 Baths ⋅ 4059177 MLS
Beautifully updated home situated on over one acre in a desirable cul-de-sac setting which offers privacy and is surrounded by homes of substantially higher value offering not only a wonderful place to live but will prove to be a sound investment. Recent improvements include a newer roof, siding, tilt-in windows for easy cleaning, newer kitchen with granite counter tops, and two full baths featuring radiant heated floors. The oversized detached two garage includes a loft suitable for a studio, workshop, recreation room, home office or additional storage. A newer "four bedroom" septic system provides future expansion potential. The beautifully appointed walk out stone basement also offers tremendous potential for additional living space. Located within the highly rated Chester Township School District and just minutes from shopping, dining, recreation and major arteries for easy commuting. Move in ready and in a sought after location!

16 Chester Pl, Chester Twp.
31 Warren Cutting, Chester Twp.
$1,200,000
4 Beds ⋅ 4 Baths ⋅ 4057264 MLS
Tucked at the end of a quiet cul-de-sac on 4.73 private acres, this 4,437 sq ft colonial offers what almost never comes together in Chester Township: land, privacy, and a home that's completely done. Fully renovated within the last two years, no projects, no waiting on contractors, just move in. The reimagined chef's kitchen anchors the main level with quartz counters, Caf appliances, and an open flow built for entertaining. First floor flex room and full bath, ideal for guests, in-laws, or work-from-home flexibility. Renovated primary and guest baths, custom millwork and shadow-box paneling, recessed lighting, newer interior doors, and fresh paint inside and out complete the turnkey package. Outside, mature trees frame nearly five acres of picturesque land. Award-winning Chester schools, minutes to downtown shops and dining, easy access to Rts 206/24/287 for commuters. Relocation forces the sale, a rare chance at a turnkey home on one of Chester's most private setting.

31 Warren Cutting, Chester Twp.
1 Stanley Pl, Chester Twp.
$495,000
3 Beds ⋅ 1.1 Baths ⋅ 4055753 MLS
Opportunity Knocks in Chester Twp! Located on the corner of a quiet, dead-end street with a Far Hills mailing address, this property offers a rare opportunity for builders, investors, and flippers looking for their next project. The existing split-level home requires a full rehabilitation and is being sold in its current condition, offering the chance to reimagine, renovate, and create something truly special. Even better, the sale can be combined with the adjacent parcel, creating a combined 1.2-acre property along the Far Hills/Chester Township border. Whether you're looking to undertake a complete renovation or explore the possibilities offered by the expansive combined property, this is an opportunity worth considering. Enjoy a peaceful setting while remaining conveniently close to local amenities, shopping, dining, and everyday conveniences. Easy access to Route 206 makes commuting and getting around the area a breeze. The nearby Gladstone train station offers service direct to Penn Station, adding convenience for commuters. Located within Chester Township and its highly regarded school system, this property combines privacy, location, land, and tremendous potential. Bring your vision, your plans, and your builder opportunities like this don't come along often!

1 Stanley Pl, Chester Twp.
2 Twin Brooks Trail, Chester Twp.
$974,900
5 Beds ⋅ 5.2 Baths ⋅ 4054715 MLS
Two private acres in Chester Township! This 5-bedroom, 5 full/2 half bath custom home was fully renovated in 2023. The updated kitchen features quartz counters, stainless appliances, and a gas cooktop, flowing to a separate dining room and a generous 22x15 living room. Relax in the family room by the fireplace. A first-floor primary suite with full bath plus a second first-floor bedroom make one-level living easy, and a separate in-law suite adds even more options. The full walkout basement offers room to grow. Outside, enjoy the patio, open porch, storage shed, 2-car attached garage, and blacktop drive with extra parking. Chester schools and West Morris Mendham HS (IB Program). Minutes to Main St shops and dining. Seller offering $25,000 rate buy-down! Video tour available!

2 Twin Brooks Trail, Chester Twp.
1 Evergreen Dr, Chester Twp.
$1,275,000
4 Beds ⋅ 5.1 Baths ⋅ 4053665 MLS
Rare opportunity to own a CUSTOM-BUILT estate on nearly 2 private acres in Chester Township, adjacent to Patriots' Path. This thoughtfully designed home offers 4 bedrooms, 4 full baths, multiple bonus rooms, and a flexible floor plan suited to today's lifestyle. Exceptional craftsmanship, quality construction, and meticulous care are evident throughout. A standout feature is the impressive detached, insulated building ideal for car enthusiasts, contractors, landscapers, woodworkers, artists, hobbyists, or anyone seeking substantial year-round workspace. Features include R-19 insulated walls, R-38 ceiling insulation, perimeter-wall insulation extending 4 feet below grade, 2-inch insulation, and new HVAC; the building has maintained temperatures above 40 degrees. Enjoy a private outdoor retreat with a covered deck, outdoor kitchen, tranquil water feature, and inviting sitting areas. Horses are permitted. Potential for an guest suite, on the lower level with separate entrance. LOW LOW LOW taxes and a convenient location near major highways, shopping, dining, and miles of hiking and biking trails complete this exceptional offering. Chester Twp schools! Don't miss this chance to own this PRIVATE OASIS!!! 2 Wet bars and 2 Fireplaces inside the home make this an entertainers delight! Office with 1.5 baths and laundry in the Detached Structure! This is truly a ONE OF A KIND PROPERTY!!!

1 Evergreen Dr, Chester Twp.
46 Ironia Rd, Chester Twp.
$1,099,000
4 Beds ⋅ 4 Baths ⋅ 4050166 MLS
Completely renovated from top to bottom, this exceptional Expanded Ranch offers approximately 4,700 SF of living space on 1.5 acres, featuring 4 bedrooms and 4 full bathrooms. The main residence welcomes you with an expansive, open, naturally light-filled layout, new flooring, cathedral ceilings, and a stunning oversized kitchen with abundant cabinetry, granite countertops, and new stainless-steel appliances. The first floor features a spacious primary suite with walk-in closet and full bath, formal dining room, living room, huge family room, and updated full bath. The second floor includes a bedroom, full bath, and bright flex room with skylights. A breezeway connects to additional living space featuring a kitchenette, dining and living rooms, 2 bedrooms, full bath, and office. The main home includes a partially finished basement, while the additional living area offers an unfinished basement for extra storage. Enjoy patios, beautiful landscaping, and a fully fenced yard backing to the Black River Game Preserve. Town-approved permits for two garages are in place and ready for the new owner to begin construction. Chester Schools and West Morris Mendham High School; Randolph mailing address 07869. An exceptional property offering space, flexibility, privacy, and a beautiful setting.

46 Ironia Rd, Chester Twp.
49 Parker Rd, Chester Twp.
$1,249,000
4 Beds ⋅ 3.1 Baths ⋅ 4045232 MLS
Exceptional custom Colonial featuring a spectacular chef's kitchen with premium GE Monogram appliances, including a built-in refrigerator and freezer, range, dishwasher, an oversized center island with built-in microwave and wine storage, and door in the kitchen that leads to a private backyard perfect for entertaining. This beautifully designed home offers 4 bedrooms, 3.1 baths, an open floor plan with 10-foot ceilings on the main level, elegant marble flooring flowing into hardwood floors, and extensive custom moldings throughout. Enjoy multiple living spaces including a family room, formal living room, sunroom, private office, wet bar, and convenient first-floor laundry. The luxurious primary suite features a sitting room with a fireplace, spacious walk-in closets, and a spa-inspired bath with granite finishes. Two secondary bedrooms share a Jack-and-Jill bath. Additional highlights include 3 fireplaces (2 gas, 1 wood-burning), granite countertops in all bathrooms, an unfinished walk-out basement ready for future expansion, an attached 3-car garage, blacktop driveway, and a beautifully private setting. A rare opportunity to own a thoughtfully designed luxury home in one of Chester's most desirable locations.

49 Parker Rd, Chester Twp.
8 Peach Tree Ln, Chester Twp.
$1,349,000
4 Beds ⋅ 4.2 Baths ⋅ 4026921 MLS
Beautifully maintained stone front center hall colonial in much desired Highland Farm section of Chester Township. Private end of cul-de-sac location complete with patio, built in grill, professional landscaping and paver driveway. Two story great room with wood burning fireplace opens to kitchen which comes equipped with stainless steel appliances including oversized sub zero refrigerator and double oven as well as five burner gas stove. Large formal living room continues to a stunning conservatory with oversized windows for natural light any time of day. Library/Office has recently renovated full bath. Large primary suite with fireplace, two walk in closets, sitting area which includes private deck overlooking rear of yard. Additional ensuite bedroom with updated shower complete with Pulse Makena shower spa panel system. Two additional bedrooms enjoy a jack and jill bathroom also complete with Pulse Makena shower spa. Finished lower level has home theatre, wet bar, recreation area as well as separate space for home gym. This home comes complete with a whole house generator. Fireplaces being conveyed "as is" with no known defects.

8 Peach Tree Ln, Chester Twp.
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