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$1,995,000
4 Beds ⋅ 5.1 Baths ⋅ 4051010 MLS
Nestled on a hillside in one of Chester Twp's loveliest east side cul-de-sac neighborhoods, this sprawling 5700sq/ft estate represents a rare convergence of scale, privacy & craftsmanship on 3.5+ acres of professionally landscaped grounds. A bluestone walkway w/ fountain leads to the front porch w/ balustrades overlooking the Roxiticus Valley. Enter through the double doors into the 2 story foyer. This 4 bed/5.1 bath home allows entertaining in generous open spaces. The chef's kitchen is appointed w/ Plato custom cabinetry, 2 dishwashers, Thermador prof. appliances, a wine fridge, built-in buffet & walk-in pantry. The large sunlit breakfast rm overlooks the expansive 1800sq/ft deck w/ 2 gazebos & a hot tub. The main level offers a dbl-sided FP between the dining & great rms, a flexible office/guest suite w/ full bath & a living rm w/ French doors opening to the front porch. Upstairs, the primary suite incl a sitting rm, a soaring custom FP, 2 walk-in closets, a grand bathrm w/ jetted tub, water closet w/ bidet & a walk-in shower. Two additional en suites & a 4th bedrm complete this level. The finished LL features a full kitchen, theater, exercise rm, spirits rm, full bath, rec. rm & stairs to the oversized 3 car garage w/ EV charger. Outside, there is a commercial whole house generator & a large custom built shed w/ rollup garage door. Whether hosting large gatherings or enjoying quiet country mornings, this property delivers a lifestyle defined by comfort & elegance.

6 Hickory Dr, Chester Twp.
$1,669,000
4 Beds ⋅ 3.2 Baths ⋅ 4050893 MLS
Flawless custom Colonial featuring a natural stone fireplace, dramatic volume ceilings, rich custom millworker, & hardwood flooring throughout. Set back majestically on a 2.47 acre cul-de-sac parcel in the coveted Hedgerows section of east Chester Township, this remarkable one-of-a-kind residence is part of a welcoming enclave of 39 custom-built homes inspired by late 18th century New England design. Each home is admired for its distinctive architecture, impeccable craftsmanship, & exceptional attention to detail. This wonderful home offers 13 rooms, including 4 airy bedrooms each with generous closets, hardwood flooring, & bright windows, plus 3 renovated full baths, and 2 powder rooms. Elegant living spaces include a gracious living room with gas fireplace flanked by beautiful built-ins, a magnificent open concept family room with soaring vaulted ceiling, commanding fieldstone gas fireplace, & convenient back staircase, plus a spacious formal dining room. The updated designer kitchen showcases leathered granite countertops, a center island, and premium appliances, while the handsome home office features abundant custom built ins. The secluded primary suite is a serene retreat with a distinctive cupola skylight, comfortable sitting room, and walk-in dressing room. With more than 4,100 sq ft of inviting living space across the 2 main levels, this captivating home also features a sprawling finished lower level. 3 car attached garage, whole house generator plus fenced yard.

7 Red Oak Row, Chester Twp.
$1,150,000
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.
$1,099,900
5 Beds ⋅ 5.2 Baths ⋅ 4048684 MLS
A rare opportunity on 2 usable acres! This custom colonial was fully renovated in 2023 quartz kitchen, stainless appliances, and a flexible layout throughout. 5 bedrooms, 5 full baths, 2 half baths, plus bonus living space and a 2-car attached garage. Chester Schools / West Morris Mendham HS (IB Program). Sold As Is.

2 Twin Brooks Trl, Chester Twp.
$1,300,000
4 Beds ⋅ 5.1 Baths ⋅ 4041680 MLS
A rare opportunity to own a custom-built estate offering exceptional craftsmanship, unmatched versatility & incredible privacy on nearly 2 acres in Chester adjacent to Patriots' Path. Whether you're seeking a private retreat, space for your hobbies or the ultimate workshop, this one-of-a-kind property delivers. The home features 4 spacious bedrooms, multiple bonus rooms & 4 full baths, providing a flexible floor plan to accommodate today's lifestyle. Thoughtfully designed & impeccably maintained, every detail reflects pride of ownership and quality construction. The impressive detached building is a true standout. The possibilities are endless. Ideal for car enthusiasts, contractors, landscapers, woodworkers, artists, hobbyists, or anyone in need of exceptional workspace. Built with efficiency and year-round comfort in mind, the detached structure features R-19 insulated walls, R-38 ceiling insulation, perimeter wall insulation extending 4 feet below grade with 2-inch insulation, NEW HVAC & never dropping below 40 degrees. Outside, enjoy your own private oasis featuring a covered deck, outdoor kitchen, tranquil water feature, beautifully sitting areas. Horses are permitted. LOW taxes. Conveniently located near major highways, shopping, dining, and miles of hiking and biking trails. Highly regarded school district with top-rated schools and programs. Properties offering this level of quality, flexibility, privacy, and functionality are exceptionally rare. Inlaw suite potential

1 Evergreen Dr, Chester Twp.
$1,800,000
4 Beds ⋅ 4.2 Baths ⋅ 4041593 MLS
One-of-a-Kind Hilltop Masterpiece Riverbend Timberframe Post-and-Beam Construction on a 3+ acre hilltop homesite. A remarkable residence that showcases the timeless beauty of timber frame construction, combining architectural character w/modern comfort. The property offers privacy, breathtaking views & an unparalleled setting. A rare opportunity to own a truly distinctive custom home. Vermont casting wood stove in the foyer. The Great Room w/soaring ceiling & stunning granite fireplace. Family room has a Jotul gas stove & adjoins a versatile Den ideal for gym/playroom. The granite kitchen is designed for entertaining w/viking appliances & dual dishwashers. Exquisite dining room for special occasions. A sun-drenched breakfast room that welcomes the morning sunlight. 4 spacious en-suite bedrooms w/guest room 1st flr. Vermont casting gas stove in primary & 2nd flr rooms. His-and-her offices for work from home. A 2nd floor billiard loft overlooks the great room. Resort-style natural pool complete w/cascading waterfalls, hidden grotto & Spa. Finished lower level. Marvin casement windows & glass doors that flood the interior w/natural light & picturesque views. Relax on the front porch & enjoy breathtaking winter sunsets. Hardwood floors & radiant heat thru out, 5 skylights, new roof (2023) w/2 cupola's crowned w/weathervane, whole-house generator & 2 fireplaces. High performance structural insulated panels (SIP) to ensure maximum energy efficiency. Professional landscaped grounds

9 Beacon Hill Dr, Chester Twp.
$749,900
4 Beds ⋅ 2 Baths ⋅ 4034718 MLS
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.
$4,250,000
8 Beds ⋅ 6.3 Baths ⋅ 4030234 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.
$1,599,900
4 Beds ⋅ 4.1 Baths ⋅ 4029335 MLS
ABSOLUTELY MAGNIFICENT CRAFTSMAN-STYLE CUSTOM HOME INSPIRED BY THE GRAND ESTATES OF THE LATE 19TH CENTURY AND THE DESIGN TRADITION OF ARCHITECT ROBERT A.M. STERN. DRAMATIC GABLES, OVERSIZED WINDOWS, CEDAR SHINGLE SIDING AND NEW CEDAR FRONT PORCH CREATE THIS STUNNING EXTERIOR. A FULL ROOM-TO-ROOM RENOVATION IN 2015 PRESENTS THE HOME IN LIKE-NEW CONDITION. OFFERING 12 ROOMS, THE LAYOUT INCLUDES 4 BEDROOMS, 4 FULL BATHS AND 1 POWDER ROOM. ENJOY A SPACIOUS FAMILY ROOM PLUS A LIVING ROOM THAT CAN ALSO SERVE AS A DEN. A FLEXIBLE ADDITIONAL ROOM NEAR A FULL BATH IS IDEAL FOR A HOME OFFICE, GUEST SUITE. THE HAND BUILT DESIGNER KITCHEN FEATURES A FIREPLACE AND OVER 250 SQ FT OF GRANITE COUNTERTOPS, CUSTOM BUILT CABINETRY A BUTLER'S PANTRY, AND SEAMLESS FLOW TO A STUNNING DINING ROOM. HARDWOOD FLOORS THROUGHOUT; RADIANT HEAT ON THE SECOND FLOOR. THE PRIMARY SUITE IS A SHOWSTOPPER WITH A PRIVATE FRONT BALCONY AND SITTING AREA. CUSTOM BUILT-INS AND EXQUISITE TRIM AND MOLDINGS ARE FOUND THROUGHOUT. NEARLY 5,000 SQ FT SPANS TWO LEVELS, PLUS A 1,400 SQ FT LOFT AREA READY TO BE FINISHED. ADDITIONAL HIGHLIGHTS INCLUDE CUSTOM BUILT CEDAR FRONT UPPER LEVEL DECK AND LOWER PATIO AREA, A BRAND NEW DRIVEWAY LEADS TO OVERSIZED 4-CAR GARAGE, EXPANSIVE REAR PATIO AND OUTDOOR KITCHEN SET ON A PRIVATE 3.25-ACRE PROPERTY WITH PLENTY OF ROOM FOR A POOL.

3 Laurel Ln, Chester Twp.
$1,999,000
4 Beds ⋅ 3.3 Baths ⋅ 4023996 MLS
This is not a typical custom home. It is a private entertainment experience paired with luxury everyday living. Located approximately one hour from Manhattan with the train located 2 miles away, this extraordinary residence offers privacy, sweeping views from every level, and a lifestyle rarely found in a single property. At the heart of the home is a meticulously designed entertainment level, created as a village with cobblestone streets lined with shops for guests to enjoy. This level features a poker & billiards room, a lounge with a 29' bar, a soda shop, a wine shop, a bakery, an arcade, a pretzel stand, a coffee kiosk, a hot dog stand and a 20 seat movie theater with ticket booth and full concession area.On the main living level the home offers a richly appointed mahogany and leather cigar/smoking room. The home extends seamlessly to the outdoors offering a 4 year old inground pool. The huge primary suite has a soaring 20' ceiling and includes a sauna and a steam shower. There is also a large office/studio with soaring ceilings, spectacular views, and includes a powder room and full kitchen. The office has an outside entrance, but is also accessible from the primary suite. For those seeking something truly different, this home offers not just space, but a luxury lifestyle.

2 Chilton Rd, Chester Twp.

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