5 Bedroom Homes for Sale in Chatham, NJ

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Welcome to your dedicated resource for 5 bedroom homes for sale in Chatham, 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 Chatham, 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 5 bedroom properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All 5 Bedroom Homes for Sale in Chatham, NJ

$2,299,000

5 Beds ⋅ 4.2 Baths ⋅ 4062691 MLS

Be the first to own this exceptional new construction home, built by a highly regarded local builder.This stunning residence offers four finished levels of beautifully appointed living space, featuring 5 bedrooms, 4 full baths & 2 half baths. Ideally situated within walking distance to Washington Avenue Elementary School, Chatham High School, NJ Transit, & the charm of downtown Chatham. The inviting first floor features a private office/den, formal dining room with Pottery Barn finishes, expansive family room, and a thoughtfully designed chef's kitchen appointed with top-of-the-line appliances. A convenient mudroom, powder room, & attached garage complete this level. The second floor offers four generously sized bedrooms, including a well-appointed primary suite, three full bathrooms, and a centrally located laundry room. The finished lower level adds incredible versatility with a fifth bedroom and full bath, spacious recreation room & utility room. Perfect for guests, entertaining, a home gym, or additional living space. Built with meticulous attention to detail and backed by a 10-year new construction warranty, this exceptional home presents a rare opportunity to enjoy the benefits of brand-new construction in one of Chatham's most desirable locations. Enjoy top-rated schools,a vibrant downtown, and convenient direct train service to NYC, all just moments from your doorstep.Seller willing to consider a mortgage rate buy-down incentive for the buyer with an acceptable offer.

169 Watchung Ave, Chatham Boro

$2,499,000

5 Beds ⋅ 4.1 Baths ⋅ 4061534 MLS

Located on a coveted, tree-lined street in one of Chatham Borough's most desirable neighborhoods, 38 Inwood presents an exceptional opportunity to own a beautifully crafted new-construction home with 5 bedrooms & 4.1 baths. Thoughtfully designed across four levels of refined living, this sun-drenched home showcases elevated finishes throughout, seamlessly blending timeless style, everyday comfort, and effortless functionality. A welcoming front porch leads into a spacious foyer and a flexible first-floor office/sitting room. The main level features an open layout including dining room, family room, kitchen, pantry and powder room. The kitchen showcases high-end stainless steel appliances, quartz countertops, and a seamless flow into the family room with a gas fireplace and sliding glass doors opening to a patio and private backyard. The 2nd floor offers a spacious primary suite with a generous walk-in closet and spa-inspired bath. Three add'l bedrooms are on the 2nd floor, one with an en-suite bath, while the other two share a Jack-and-Jill bath with soaking tub. The 2nd floor laundry room adds everyday ease. The finished lower level provides add'l living space with a large rec room, exercise room, bedroom, full bath, a home gym, or media space. A finished 3rd floor offers a bonus space perfect for a playroom, office, or creative studio. Ideally situated in close proximity to Chatham's award-winning schools, vibrant downtown and the train station for easy commutes to NYC.

38 Inwood Rd, Chatham Boro

$1,650,000

5 Beds ⋅ 4.1 Baths ⋅ 4061203 MLS

Welcome Home to 8 Chestnut Street in Chatham Borough! Set on an extra-deep lot, this spacious 5+ bedroom, 4.5-bath home offers an exceptional blend of comfort, style, and versatility. Thoughtfully updated throughout, the home features inviting living spaces, generous room proportions, and a flexible layout designed to accommodate today's lifestyle. With over five bedrooms, there is ample space for guests, a home office, or additional recreational needs. Outside, the expansive lot offers a wonderful opportunity to enjoy outdoor gatherings, recreation, gardening, and relaxation. Combining extensive updates, abundant space, and a desirable Chatham location, this special property presents a wonderful opportunity to enjoy all that this sought-after community has to offer!

8 Chestnut St, Chatham Boro

$2,388,000

5 Beds ⋅ 5.1 Baths ⋅ 4058688 MLS

Located in the desirable Manor Section, this newly constructed home showcases sophisticated design, quality craftsmanship, and thoughtfully planned living spaces. White oak hardwood flooring, detailed custom millwork, and 9-foot ceilings enhance all three levels. A covered front porch opens to an inviting foyer and private office, which leads to the open-concept kitchen, dining area, and family room. The well-appointed kitchen features professional-grade appliances, an oversized center island, and a spacious walk-in pantry. The family room features a gas fireplace and access to a composite deck overlooking the level backyard. A full bath on the main level adds versatility, while a mudroom with custom cubbies connects conveniently to the attached garage. The second floor features a generously sized primary suite with a luxurious bath, soaking tub, separate shower, and walk-in closet. Three additional bedrooms provide comfortable accommodations, including one with a private bath and two connected by a Jack-and-Jill bath. A dedicated laundry room adds everyday convenience. The finished lower level expands the living space with a recreation room and wet bar, a gym, and a fifth bedroom with a full bath. Above, a finished attic with a powder room offers additional space for a variety of uses. Attractive outdoor living areas and an exceptional location with easy access to downtown and Midtown Direct train service round out this exceptional home.

12 Weston Ave, Chatham Boro

$2,388,000

5 Beds ⋅ 5.1 Baths ⋅ 4058684 MLS

This new-construction Manor Section home combines high-end finishes and refined architectural detail with a layout designed for today's lifestyle. Richly toned white oak hardwood floors, custom millwork, and 9-foot ceilings span the main, upper, and lower levels. The covered front porch opens to a welcoming foyer and private office, leading to an open-concept kitchen, family room, and dining area. The chef's kitchen features professional-grade appliances, a generous center island, and walk-in pantry. The family room, anchored by a gas fireplace, opens to a composite rear deck overlooking the deep, private backyard. A first-floor full bath adds flexibility, while the mudroom with built-in cubbies provides direct access to the attached garage. Upstairs, the spacious primary suite features a spa-like bath with soaking tub, separate shower, and walk-in closet. Three additional bedrooms include one en-suite and two sharing a Jack-and-Jill bath, along with a dedicated laundry room. The finished lower level offers a recreation room with a wet bar, gym, and fifth bedroom with full bath. A finished attic with a powder room provides more versatile living space. Beautiful outdoor spaces and a sought-after location, with sidewalks leading to downtown and Midtown Direct train service, complete this exceptional home.

10 Weston Ave, Chatham Boro

$2,095,000

5 Beds ⋅ 3.1 Baths ⋅ 4050525 MLS

The Canopy House - 233 Fairmount - Step into modern mountain luxury at 233 Fairmount in Chatham, where sleek design meets unparalleled comfort. This stunning new construction offers 5 spacious bedrooms and 3.1 impeccably designed bathrooms. 10-foot ceilings and an abundance of natural light floods every corner of the home. The heart of the house is its open-concept living space, perfectly crafted for both relaxation and entertaining. The modern mountain aesthetic creates a warm yet sophisticated atmosphere, seamlessly blending clean lines with natural textures. Step outside onto one of the expansive balconies or porches, and you'll instantly be captivated by breathtaking views your perfect spot for morning coffee or evening sunsets. The home also offers minimal maintenance and is just like living in a townhome coummunity, you can just turn the key, lock the door and go with now worries. With thoughtful attention to detail and spaces designed for how you live today, 233 Fairmount is more than just a house it's an experience. Don't miss the opportunity to make this dream home yours.

233 Fairmount Ave, Chatham Boro

$1,795,000

5 Beds ⋅ 3.2 Baths ⋅ 4049897 MLS

This charming center hall colonial was custom built by the original owners. First time on the market, it offers many unique features, spacious rooms with large windows, 4 fireplaces, an optional first floor master bedroom with a sitting room and full bath, a cozy library/office with custom built ins, a screened in porch and a curved wall of windows in the dining room that open to a private slate patio. The second floor has 4 large bedrooms and a captivating surprise room off of the master bedroom. Located in the "mansion row" section of Chatham Borough, this home is deceivingly large and full of potential!

260 Fairmount Ave, Chatham Boro

$925,000

5 Beds ⋅ 3.1 Baths ⋅ 4047469 MLS

Side by side duplex with outstanding investment potential. Separate everything - Driveways, utilities etc... R-3 Zone. In Town location with easy access to everything.

81 Summit Ave, Chatham Boro

$2,150,000

5 Beds ⋅ 5 Baths ⋅ 4036060 MLS

Step into a bright, elegant entrance that opens into a stunning open-concept living space anchored by a grand, designer kitchen with white cabinetry, quartz counters, gold accents, premium appliances, and a statement island. Wide-plank white oak floors and a sleek electric fireplace create a warm, modern atmosphere throughout the main level. Upstairs you'll find four well-proportioned bedrooms including a serene primary suite with spa-style bath and walk-in closet, while the finished attic offers a private retreat ideal for a home office or guest space. The finished lower level provides flexible recreation, gym, or media space, with an additional bedroom, all complemented by EV-ready parking, a tankless water heater, multi-zone HVAC, and a beautifully finished exterior with white-washed brick, Hardie siding and a spacious Trex deck for outdoor enjoyment. Walking distance to downtown dinning, shopping, and NYC Commute.

20 Summit Ave, Chatham Boro

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5 Bedroom Homes for Sale in Chatham, NJ

All 5 Bedroom Homes for Sale in Chatham, NJ

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