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46 Shephard Drive, Middletown
$1,499,900
5 Beds ⋅ 4 Baths ⋅ 22628227 MLS
Tucked away on a quiet street in Middletown, this expansive 5-6 bedroom, 4-full-bath home offers 4,469 sq ft of living space, generously sized rooms and a versatile floor plan. The bright, open first floor features an eat-in kitchen w/ granite countertops, center island and stainless steel appliances, plus spacious family room, living room/game room and dining room. A flexible first-floor room and full bath are ideal for guests, a home office or playroom. Upstairs offers a vaulted primary suite, four additional bedrooms and second-floor laundry. Outside, enjoy an in-ground pool, expansive patio, covered entertaining area and level lawn. Recent improvements include a new roof, gutters, outdoor lighting, Navien boiler, pool liner and flooring. Convenient train, bus and ferry service to NYC. Behind charming barn doors, an additional first-floor room offers tremendous versatility as a home office, playroom, guest room, or additional bedroom. A full bath on the first floor adds even greater flexibility for guests and everyday living. The in-ground pool with a new liner (2025) is surrounded by an expansive patio. Major recent improvements include a new roof (2026), new gutters (2026), new outdoor lighting (2026), new refrigerator (2026), Navien boiler system (2025), new pool liner (2025), driveway sealcoating (2025), new flooring (2024), and newer dishwasher (2024). The attached two-car garage and unfinished basement both feature epoxy flooring, adding a clean, finished touch to these functional spaces. Middletown also offers convenient commuter options, including train, bus, and weekday ferry service to New York City, along with access to the township's parks and beaches.

46 Shephard Drive, Middletown

Listing courtesy of EXP Realty. Contact:

155 Borden Road, Middletown
$1,175,000
4 Beds ⋅ 3 Baths ⋅ 22627676 MLS
Experience refined living in the highly desirable Oak Hill section of Middletown. This impressive cedar-shake Colonial blends timeless elegance with a beautiful, nature-inspired setting. Expansive, light-filled rooms, oversized windows, and two fireplaces create a warm yet sophisticated atmosphere. The newer gourmet kitchen features a Viking stove, granite countertops, and custom cabinetry. The luxurious primary suite offers a spa-like bath with a soaking tub and spacious walk-in closet. A sprawling deck, perched above a picturesque wooded landscape, is perfect for entertaining or relaxing while enjoying the serene surroundings. A distinctive home offering style, comfort, and gracious living.

155 Borden Road, Middletown

Listing courtesy of Coldwell Banker Realty. Contact:

95 Seabreeze Avenue, Middletown
$1,199,999
5 Beds ⋅ 4 Baths ⋅ 22626655 MLS
COASTAL LIVING WITH A NYC SKYLINE BACKDROP! Welcome to 95 Seabreeze Avenue in Middletown, where beachside living meets space, style, and unforgettable views. Newly raised and built from the ground up, this stunning 5-bedroom, 3.5-bath home sits just moments from Ideal Beach and offers sweeping views of the bay and iconic NYC skyline. Inside, an open and airy floor plan features engineered hardwood floors on every level, beautiful custom cabinetry, an oversized kitchen island, stainless steel appliances, and generous living and dining spaces perfect for everyday living and entertaining. Multiple levels of living space provide plenty of room to spread out, work from home, host guests, or simply relax, while 3-zone central air provides year-round comfort. Step outside and experience what truly sets this home apart- multiple private balconies and outdoor living spaces designed to take full advantage of the coastal setting. Enjoy morning coffee overlooking the water, beach days just moments from home, and unforgettable sunsets with the NYC skyline in the distance. Located in Middletown's Bayshore area, you're just minutes from Ideal Beach, local waterfront destinations, and the Seastreak Ferry with convenient service to Manhattan. 5 Bedrooms • 3.5 Baths • Multiple Balconies • Bay & NYC Skyline Views • Moments From Ideal Beach • Minutes to the Seastreak Ferry. This isn't just a home near the water- it's the coastal lifestyle you've been waiting for. Furniture digitally staged and grass enhanced in some photos.

95 Seabreeze Avenue, Middletown

Listing courtesy of RE/MAX First Realty. Contact:

140 Tindall Road, Middletown
$1,100,000
4 Beds ⋅ 2 Baths ⋅ 22623067 MLS
Commuting doesn't get any easier than this! Fantastic opportunity for the savvy investor. Well maintained Residential/Professional building on 1+ acre in a highly visible location. A former medical practice + spacious home lived in by the physician's family. The light-filled home boasts charm, space & generous room sizes that flow beautifully from one to another. Hdwd flrs, 2 fplcs (1 gas, 1 wood), lots of windows for a sunny interior, eat-in kitchen overlooking private yard & brick patio w/firepit, fnshd bsmt, 2-car gar, more! The attached office feat waiting room, reception area, private offices, 4 exam rooms, kitchen area, 2 half baths, flex rooms, storage rooms, more! Live in one/Rent the other. Work in one/Rent the other. Rent them both. Walk to schools, eateries. Min to NYC transit.

140 Tindall Road, Middletown

Listing courtesy of Corcoran Baer & McIntosh. Contact:

687 Hopping Road, Middletown
$675,000
3 Beds ⋅ 2 Baths ⋅ 22622268 MLS
Looking for property! Welcome to this well-maintained 3-bedroom, 2-bath brick ranch on an amazing lot in a fantastic neighborhood. This gem offers comfort, space, and endless potential. Inside, you'll find a functional layout with a full basement featuring a full bathroom, walkout access to the backyard, and excellent additional finished living space, guest accommodations, or other flexible uses. Step outside to a beautifully spacious backyard, perfect for entertaining, relaxing, or enjoying summer days by the newer saltwater pool. The oversized driveway provides ample parking for multiple vehicles. Conveniently located near shopping, dining, parks, and major commuter routes, this home is ready for its next chapter.

687 Hopping Road, Middletown

Listing courtesy of C21 Thomson & Co.. Contact: yetmanmaureen@gmail.com

100 Main Street, Middletown
$575,000
2 Beds ⋅ 2 Baths ⋅ 22619788 MLS
Welcome to this architecturally distinctive 2 bedroom, 2 bath home, offering modern upgrades, low maintenance and condo style living without the hoa or being attached. If you are looking for hassle free property upkeep this property is for you. No yards to mow or take care of. Stylish paver patio and deck to relax outside and maintenance free rock landscaping surround the property. This fully detached home offers a unbeatable Middletown location. Thoughtfully updated throughout, this one of a kind residence combines contemporary style with exceptional functionality. The exterior has been extensively enhanced with a paver driveway (2025), maintenance free rock landscaping, custom paver patio and a European style metal fence creates a private outdoor retreat. Relax or entertain guests on the newly installed trex deck (2026). The attached one car garage has undergone a complete transformation and features a contemporary garage door (2026), custom accent wall, premium flooring, led lighting and a dedicated storage room perfect for additional storage needs. Inside you'll find custom molding, recessed lighting throughout, Andersen windows, a cozy natural gas fireplace, a beautifully appointed kitchen with granite countertops and stainless steel appliances. The second floor bathroom was fully renovated in 2026 with stunning new tile flooring and shower walls providing a modern spa like feel. Additional highlights include: tankless water heater, ring wired security system, new contemporary front door (2026), new ac condenser (2026), pull down attic stairs for additional storage. House has natural gas utilities. Location is everything and this home delivers. Enjoy being just minutes from some of Monmouth county's most desirable destinations: 2 minutes to the nyc ferry, 7 minutes to downtown red bank dining and entertainment, 10 minutes to sandy hook gateway national recreation area, moments from Bayshore waterfront beach. Offering a rare combination of style, updates, convenience and unique character, this move-in ready home is an exceptional opportunity in Port Monmouth. Schedule your private showing today before it's gone! Home appraisal done last year at 570k

100 Main Street, Middletown

Listing courtesy of EXP Realty. Contact:

35 Richard Terrace, Middletown
$899,900
4 Beds ⋅ 3 Baths ⋅ 22616964 MLS
Welcome to this spacious Middletown Ranch, offering approx. 2200 sq. ft. just minutes from Downtown Red Bank, the train station (2), & Sea Streak Ferry! The inviting main level features hardwood floors, a granite and stainless kitchen, vaulted dining area, and a comfortable primary suite w/new ensuite full bath and walk in closet. The finished lower level offers wonderful flexibility for guests or multi-generational living, w/cozy family room, built-in library, half bath, storage and wet bar. A charming cedar sunroom w/ wood burning fireplace opens to a private backyard oasis w/ heated saltwater pool, multiple patios, privacy fencing and natural gas firepit, perfect for relaxing and entertaining. New central air conditioning, pool liner and water heater (2026). Postal zip is 07701. Home is in Middletown.

35 Richard Terrace, Middletown

Listing courtesy of Heritage House Sotheby's International Realty. Contact:


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