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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 ⋅ 4051475 MLS
Be the first to own this exceptional new construction home by a highly regarded local builder, thoughtfully designed & completed just in time for the school year. Spanning four finished levels, this impressive residence offers 5 bedrooms, 4 full baths, and 2 half baths, with beautifully appointed spaces designed for today's lifestyle. Ideally located within walking distance to Washington Avenue Elementary School, Chatham High School, NJ Transit, and Chatham's vibrant downtown, the home offers an exceptional combination of convenience & timeless design. The inviting first floor features an office/den, formal dining room accented by a Pottery Barn chandelier, expansive family room, & a beautifully appointed chef's kitchen with top-of-the-line appliances. A convenient mudroom, powder room, and attached garage complete this level. The second floor offers four generously sized bedrooms, including three full baths, along with a centrally located laundry room for added convenience. The finished lower level provides exceptional flexibility with a fifth bedroom and full bath, spacious recreation room, utility room, and ample storage ideal for guests, recreation, a home gym, or additional living space. Built w/ meticulous attention to detail, this home includes a 10-year new construction warranty. A rare opportunity to enjoy brand-new construction with to top-rated schools, downtown, and direct transportation to NYC

169 Watchung Ave, Chatham Boro
$2,499,000
5 Beds ⋅ 4.1 Baths ⋅ 4050597 MLS
Situated on a near half-acre, level corner lot in the sought-after Rolling Hill neighborhood of Chatham Township, this spectacular custom home was built from the foundation up in 2015 with exceptional craftsmanship and thoughtful design. A grand 20 ft tall, two-story foyer welcomes you into the home, where exquisite moldings and elegant finishes set the tone throughout. The main level features a Formal Living Rm & Formal Dining Rm, Butler's Pantry and a private Office with fireplace. A stunning 52 foot long chef's Kitchen features a massive 12-foot center island with seating, abundant prep space, and a large walk-in pantry. A Mudroom and Powder Rm are adjacent to the Kitchen. The Family Rm is truly exceptional with a fireplace flanked by Double French doors opening to an expansive deck spanning the length of the home. The outdoor living space offers areas for dining and lounging beside a beautiful stone fireplace while enjoying breathtaking views of Fairmount Country Club. Upstairs, you'll find five spacious Bedrooms, including a magnificent Primary Suite with 15 ft ceilings, fireplace, an oversized walk-in closet, and a luxurious spa-inspired bath. There is also a convenient 2nd floor Laundry Rm. The finished lower level offers a Rec Rm/Game Rm with fireplace, Leisure Rm/Gym, & Full Bath. A 2nd Mud Room leads to a 2-car Garage. This remarkable home combines timeless elegance, modern luxury and an exceptional location --This is an opportunity not to be missed!

332 Southern Boulevard, Chatham Twp.
$2,250,000
5 Beds ⋅ 3.1 Baths ⋅ 4050525 MLS
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. 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
$995,000
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
$2,499,000
5 Beds ⋅ 4.1 Baths ⋅ 4040788 MLS
Exceptional opportunity for a new construction home in one of the most sought-after neighborhoods in Chatham Boro. This beautifully appointed 5 bedroom, 4.1 bathroom home offers timeless elegance, modern luxury, and a prime location. Built by Innovative Construction & Design, a renowned local builder known for superior craftsmanship, this home features a thoughtfully designed open floor plan, high-end finishes, and an abundance of natural light. A welcoming front porch leads into a spacious foyer and a flexible first-floor office/sitting room. The main level features an open and airy layout including dining room, family room, kitchen, pantry and powder room. The chef's 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 second floor offers a luxurious primary suite complete with a generous walk-in closet and spa-inspired bath. Three add'l bedrooms are on the second floor, one with a private en-suite bath, while the other two share a Jack-and-Jill bathroom with soaking tub. A conveniently located second-floor laundry room adds everyday ease. The finished basement provides additional living space with a large rec room, exercise room, bedroom, full bath, a home gym, or media space. A finished third floor offers versatile bonus space perfect for a playroom, home office, or creative studio. Expected completion November 2026.

38 Inwood Rd, 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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