Refine Search
Sort by
253 Forest Avenue, Middletown
$574,999
4 Beds ⋅ 2 Baths
Just in time for the holidays! A new price & a wonderful opportunity to make this Middletown Colonial your own! Loved by the same owners for nearly 40 years, this 4-BD, 1.5-BA home is tucked on a cul-de-sac and offers the charm of an expansive front porch, a comfortably sized property, and a heated 1-car garage. Significant improvements include a newer roof, new replacement windows, refreshed curb appeal, & beautifully refinished hardwood floors throughout. Inside, a traditional Colonial layout offers generous living space and the opportunity to create a kitchen that reflects your own style. Enjoy Middletown Township schools, nearby parks, beaches, shopping, the Henry Hudson Trail, and convenient ferry, train, & bus options. Your next chapter starts here. Come see the possibilities!

253 Forest Avenue, Middletown

Listing courtesy of NextHome Peninsula Realty Group. Contact:

1 Krueger Place, Middletown
$484,500
3 Beds ⋅ 2 Baths
Welcome to home to this spacious 3-bedroom, 2-bath home offering 1,536 square feet of inviting living space in North Middletown. A welcoming front deck leads inside to a bright, comfortable living area that flows into the eat-in kitchen, featuring warm wood cabinetry, stainless steel appliances, tile backsplash, recessed lighting, and breakfast bar seating. The second floor is dedicated to the private primary bedroom, complete with a walk-in closet, fireplace, and nearby full bath, creating a peaceful retreat away from the additional bedrooms. Outside, the fenced backyard offers plenty of space to relax, entertain, and enjoy warmer months with a large deck, above-ground pool, fire pit area, and storage shed. A long driveway provides ample off-street parking, and the roof was replaced in 2014. With a flexible layout, generous indoor space, and an outdoor setting made for entertaining, this home offers comfort, privacy, and plenty of room to make it your own.

1 Krueger Place, Middletown

Listing courtesy of RE/MAX Revolution. Contact:

23 Pearl Street, Middletown
$999,000
4 Beds ⋅ 3 Baths
Welcome to this spacious 4-bedroom, 2.5-bath Center Hall Colonial, ideally located in a desirable Middletown neighborhood. The inviting first floor features an updated kitchen, formal living and dining rooms, and a comfortable family room with a wood-burning fireplace. A versatile bonus room provides the perfect space for a home office, playroom, or flex space, while a first-floor powder room and direct garage entry add everyday convenience. Upstairs, the spacious primary suite offers a private ensuite bath and walk-in closet, along with three additional generously sized bedrooms and updated bathrooms. Step outside to enjoy over half an acre of property, featuring a heated in-ground pool with multi-colored lights, fenced yard, stamped-concrete patio, and plenty of room to entertain, play, garden, or customize to your vision. The home is also equipped with lighting installed in the backyard and on the porch, as well as a sprinkler system. Located in the Middletown school district and convenient to the ferry, train station, bus stops, shopping, dining, and more. Sidewalk-lined streets make it easy to enjoy neighborhood walks and bike rides. A wonderful opportunity to enjoy space, comfort, and convenience in one of Middletown's desirable neighborhoods—don't miss the chance to make 23 Pearl Street your own!

23 Pearl Street, Middletown

Listing courtesy of RE/MAX First Class. Contact:

410 Thompson Avenue, Middletown
$999,999
3 Beds ⋅ 3 Baths
Paradise in Middletown! Once in a lifetime opportunity to own an iconic one of a kind, custom-built 3BR/2.5BA home, built in 2001 & loaded w/exceptional upgrades throughout. Enter through a secure gated entry featuring a stunning cast-iron koi fountain pond & circular driveway. Inside offers hand-laid custom wood flooring, original custom cherrywood kitchen cabinetry, quartz countertops, French doors to the family room & a luxurious primary suite w/carousel ceiling, loft, skylight, built-in bookshelves. Backyard oasis features a heated saltwater pool, outdoor granite kitchen w/refrigerator, sink & pasta pot station, a custom treehouse modeled after the home. Also includes a detached 1,000 sq. ft. gar. full basement w/storm shelter, full generator & much more!

410 Thompson Avenue, Middletown

Listing courtesy of Imperial Realty Properties. Contact:

46 Shephard Drive, Middletown
$1,499,900
5 Beds ⋅ 4 Baths
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
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
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
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:

100 Main Street, Middletown
$575,000
2 Beds ⋅ 2 Baths
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
$840,000
4 Beds ⋅ 3 Baths
Price Adjustment and $8000 BONUS from Seller to use at Buyers discretion, personalize it, rate buy down or closing costs! This stunning 4 bed, 2.5 ba, approx. 2200 sq. ft home is packed w/value including hardwood flooring throughout main level, granite & stainless kitchen, Primary w/ensuite full bath & walk in closet, central air (new 6/26), HWBB heating, completely finished lower level with family room, gaming room, wet bar, lg. bedroom & bath, cedar SUNROOM w/wood burning fireplace that opens to a PRIVATE back yard w/heated, saltwater pool. Home also lends itself to multi-generational living as lower level has no stairs from garage. Lots of parking! Location in SUPER neighborhood, minutes from Red Bank, 2 train stations, SeaStreak Ferry & GSP. Postal zip is 07701. Home is in Middletown.

35 Richard Terrace, Middletown

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

How much is your home worth?

Get instant property value now!