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31 Warren Cutting, Chester Twp.
$1,200,000
4 Beds ⋅ 4 Baths
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.

Listing Courtesy Of COMPASS NEW JERSEY, LLC, Contact: 732-725-7257

5 Chesterfield Dr, Chester Twp.
$1,450,000
4 Beds ⋅ 4.1 Baths
Welcome to this exceptional 4 bedroom, 4.5 bath center hall colonial nestled in one of Chester's most coveted neighborhoods. This remarkable home offers an inviting floor plan and luxurious amenities in a private setting. An impressive double entry foyer opens to an elegant living room w/ fireplace and gracious formal dining room. At the heart of the home is the immaculate chef's eat-in kitchen with center island, granite countertops, custom cabinetry, and stainless steel appliances. The stunning great room makes a dramatic impression with its floor-to-ceiling stone fireplace. An additional living space with wet bar provides flexibility to suit your lifestyle. The expansive primary suite is a true escape, featuring two walk-in closets, an office, and a spa-like bathroom with dual vanities, walk-in shower, and jacuzzi tub. Three additional bedrooms and two full baths complete the second floor. The finished lower level offers a rec room, home gym, bonus room and full bath, as well as an exquisite Tuscan-inspired wine cellar. Outside, find an incredible heated in-ground pool with waterfall feature. With expansive outdoor space, covered pergola, and spectacular sunset views, this is a home designed for leisurely summer days, cozy winter nights, and simply enjoying the charm of all that Chester has to offer. Located just over a mile from the heart of downtown Chester, steps from Alstede Farms, and near Chester's top-rated schools, this residential retreat is not to be missed!

5 Chesterfield Dr, Chester Twp.

Listing Courtesy Of REAL, Contact: 973-216-2051

1 Stanley Pl, Chester Twp.
$495,000
3 Beds ⋅ 1.1 Baths
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.

Listing Courtesy Of WEICHERT REALTORS, Contact: 973-223-3147

2 Twin Brooks Trail, Chester Twp.
$999,900
5 Beds ⋅ 5.2 Baths
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. Video tour available!I

2 Twin Brooks Trail, Chester Twp.

Listing Courtesy Of ADDISON REAL ESTATE, Contact: 862-251-4915

5 Downing Ct, Chester Twp.
$1,425,000
4 Beds ⋅ 2.2 Baths
Beautifully situated on a quiet cul-de-sac in the sought-after Beacon Hill development, this meticulously maintained Colonial offers the perfect blend of neighborhood living & privacy. Featuring 4 bedrooms, 2.2 baths, plus a 5-bedroom-capacity septic, the home offers flexibility for a 1st floor ensuite or a 5-bedroom second-floor layout. The kitchen features stainless steel appliances, granite counters & center island & a bright breakfast area that opens to a lovely great room w/ vaulted ceilings & wood-burning FP. An impressive 2-story foyer w/ chandelier & sunburst window is flanked by elegant living & dining rooms accented w/ custom chair rail & dental crown molding. The main level also includes a private office, 2 powder rooms, laundry room & mud room w/ a 2nd entrance. Upstairs, the primary suite offers 2 custom WIC's & an attractive bath w/ frameless glass shower & private commode. Three additional bedrooms, hallway full bath & a versatile bonus room over the garage complete the 2nd floor. The spotless basement includes high-end exercise equipment (included) & storage space. Outdoor living shines w/ a newer two-level paver patio featuring a custom gas fireplace, sitting area & dining space. Addt'l amenities include a multi-purpose sports court, playground, garden retreat, XL 3-car garage, landscape lighting/prof. landscaping, irrigation system, outdoor speakers & portable generator transfer switch. A truly exceptional home for everyday living/entertaining.

5 Downing Ct, Chester Twp.

Listing Courtesy Of KL SOTHEBY'S INT'L. REALTY, Contact: 908-839-8487

1 Evergreen Dr, Chester Twp.
$1,275,000
4 Beds ⋅ 5.1 Baths
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.

Listing Courtesy Of REALTY EXECUTIVES EXCEPTIONAL, Contact: 862-571-5522

46 Ironia Rd, Chester Twp.
$1,099,000
4 Beds ⋅ 4 Baths
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.

Listing Courtesy Of RE/MAX PLATINUM GROUP, Contact: 973-726-5700

49 Parker Rd, Chester Twp.
$1,275,000
4 Beds ⋅ 3.1 Baths
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.

Listing Courtesy Of RE/MAX HOUSE VALUES, Contact: 973-219-7100

20 Cooper Ln, Chester Twp.
$734,900
4 Beds ⋅ 2 Baths
Beautifully Renovated Custom Home on 2 Level Acres in Chester Twp! Move right into this beautifully updated 4-bedroom, 2-bathroom custom home located in a highly desirable neighborhood. Enjoy peace of mind with a brand-new roof, septic system, well, and electrical box. Main Level Features: Updated Kitchen: Stunning quartz countertops, stainless steel appliances, and a matching stainless steel sink. Living Spaces: Bright living room offering peaceful views overlooking the spacious backyard. Bedrooms: Two comfortably sized bedrooms and a pristine full bathroom. Upper Level Features: Primary Suite: Main bedroom complete with convenient his-and-hers sinks. A second generously sized bedroom. Lower Level & Exterior: Walkout Basement: Full, unfinished walkout basement hosting the laundry area. Perfect for storage, a workshop, or future finishing. The Lot: Situated on a rare, level 2-acre lot providing endless outdoor possibilities, privacy, and more.

20 Cooper Ln, Chester Twp.

Listing Courtesy Of PROGRESSIVE REALTY GROUP, Contact: 973-553-1135

250 Pleasant Hill Rd, Chester Twp.
$825,000
4 Beds ⋅ 2.1 Baths
Rare opportunity to build your ultimate custom dream home on 12.5 private, rolling acres in prestigious Chester Township! Nestled in the desirable R2 zone, this unique flag lot offers the ultimate in privacy and seclusion. The property is beautifully wooded and currently farm-assessed under a woodland management plan, offering significant tax benefits. The land opens up to a spectacular hilltop crest where the current home sits, boasting breathtaking, panoramic views that truly go on forever. Imagine waking up to endless horizons and designing a custom estate that perfectly frames these unmatched vistas. The acreage directly adjoins the pristine Black River Wildlife Management Area, providing a permanent natural buffer, tranquil surroundings, and effortless access to outdoor recreation right in your backyard. Please note: The existing home on the property is currently occupied but is considered a tear-down and is being sold strictly in "as-is" condition. Value is entirely in this incredible land. All visitors must have a confirmed appointment prior to entering the property absolutely no trespassing. Buyers are responsible for conducting their own due diligence regarding building requirements, variances, and utilities. Bring your architect, bring your vision, and claim one of Chester's finest view lots today! Capacity and condition of septic is unknown. Well on site.

250 Pleasant Hill Rd, Chester Twp.

Listing Courtesy Of COLDWELL BANKER REALTY, Contact: 908-285-1842

8 Peach Tree Ln, Chester Twp.
$1,349,000
4 Beds ⋅ 4.2 Baths
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.

Listing Courtesy Of WEICHERT REALTORS, Contact: 973-906-9482

1625 Route206, Chester Twp.
$949,000
4 Beds ⋅ 3 Baths
Welcome to this fully renovated, move-in ready ranch-style home w/ 4 bedrooms & 3 full bathrooms, set on over 3 private, scenic acres in the heart of Chester Township. Thoughtfully updated, this home blends classic charm w/ modern finishes, offering single-level living with bright, open-concept spaces designed for comfort & style. The custom kitchen features high-end appliances, and a layout perfect for cooking and entertaining. Throughout the home, enjoy refinished hardwood floors, updated bathrooms, and new windows that fill the space with natural light. Major upgrades include new siding, roof, plumbing, electrical, and an HVAC system with a high-efficiency boiler. Both the main house & detached building benefit from updated septic systems. The finished lower level, with a private entrance, is currently used as an au pair suite ideal for , guests, or a in law suite setup. Step outside to your private backyard oasis w/ a renovated in-ground pool featuring new plaster, plumbing, & equipment ideal for entertaining. The expansive lot offers plenty of space for recreation, gardening, or quiet enjoyment. A detached second building adds flexibility as a possible guest house, office, studio, or workshop. Located minutes from top-rated schools, downtown Chester, parks, shopping, & commuter routes, this property offers a rare mix of modern systems, flexible living space, & peaceful surroundings a truly turn-key home in one of Morris County's most desirable areas.

1625 Route206, Chester Twp.

Listing Courtesy Of WEICHERT REALTORS, Contact: 908-887-1827

board logoThe data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the NJMLS. Real estate listings held by brokerage firms other than Century 21 AG Realty Group are marked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website. All information deemed reliable but not guaranteed. Last date updated: . Source: New Jersey Multiple Listing Service, Inc. “2026 New Jersey Multiple Listing Service, Inc. All rights reserved.”