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$925,000
6 Beds ⋅ 6 Baths
Two family duplex with strong icome potential.Each unit offers 3 bedrooms and 2.5 bath with practical layouts and separate entrances. Fully rented with long term tenants. Property has the ability to be subdivided creating an opportunity to increase overall market value in addition to rental income. Features include fenced in yard, full basement ,private drivways and garage. Minutes to NYC ferry and train.

419-421 Main Street, Middletown

Listing courtesy of O'Brien Realty, LLC. Contact:

Selling Office: Keller Williams Realty Central Monmouth.

$2,699,000
5 Beds ⋅ 6 Baths
THE ULTIMATE PRIVATE RESORT. Handsome Colonial estate set on 2.73 acres along prestigious Navesink River Road, gracefully positioned nearly 250' from the street amidst lush, manicured grounds. The property is a true retreat, featuring a stunning pool and a private sport court--pickleball, anyone? Modern construction showcases high ceilings and an open, flowing floor plan enhanced by oversized windows with transoms, flooding the interiors with natural light. Designed for both entertaining and everyday living with a dramatic double-height entry and formal dining room complemented by a butler's pantry. The gourmet kitchen is thoughtfully appointed with a walk-in pantry, an oversized center island with seating, furniture-quality cabinetry, and professional-grade Viking appliances, all opening seamlessly to a spacious family room with a fireplace and direct access to the rear deck and grounds. Additional main-level highlights include a sun-filled front-to-back conservatory, a gracious living room with fireplace, and an executive-style office featuring custom built-ins and a coffered ceiling.Upstairs, the exceptional primary suite offers a serene retreat with a soaring vaulted ceiling, sitting area, walk-in closet, and a well-appointed bath with dual vanities, a separate shower, and a jetted tub. Generously sized secondary bedrooms provide ample closet space, while a walk-up third floor offers additional flexibility. A mudroom leads to the oversized three-car garage, and the lower level--with its high ceilings--presents an ideal opportunity for future finishing. The beautifully expansive property extends to Patterson Ave, perfect for easy-access biking or leisurely walks in one of Monmouth County's most picturesque settings. Conveniently located just minutes from Red Bank, area beaches, the NY Ferry, Garden State Parkway, NJ Transit, and more, this offering combines privacy, elegance, and accessibility in a truly special setting. Zip code is 07701.

423 Navesink River Road, Middletown

Listing courtesy of Berkshire Hathaway HomeServices Fox & Roach - Rumson. Contact:

$4,699,000
5 Beds ⋅ 8 Baths
Waterfront Oasis....This pristine custom shore colonial is set on 3.85 lush acres with lovingly tended gardens, secret hideaways and magnificent specimen trees. The property unfolds to a vista with breathtaking 180-degree panoramic views of the Navesink River to the Atlantic Ocean. The open and versatile floor plan includes two potential primary suites; one on the main level with extraordinary views of the river. The inviting great room with its soaring ceiling and gas fireplace is located off the kitchen. The breakfast nook captures the sunrises with its numerous windows. Upstairs, the private primary suite features a balcony, fireplace and luxurious bathroom and office area. Flexible floor plan offers rooms for guests, in-laws, gym or playroom. Riparian grant incl. SF is per tax.

942 Navesink River Road, Middletown

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

$1,850,000
6 Beds ⋅ 7 Baths
Set within one of Lincroft's most coveted neighborhoods in 07738, welcome to 79 Cypress Neck Road, a private estate offering over an acre of property and more than 6,000 square feet of living space. This exceptional home delivers a rare combination of scale, functionality, and resort-style outdoor living. Ideally located just moments from the Garden State Parkway, this home offers convenient access for NYC commuting while maintaining the privacy and tranquility of a premier neighborhood setting. Just minutes from the Netflix Studios at Fort Monmouth, the location also benefits from one of the most significant developments in Monmouth County, adding long-term value and convenience. The recently renovated kitchen is a jaw dropper and is designed for both everyday living and entertainin featuring premium Sub-Zero appliances including a refrigerator, freezer, and wine fridge, along with Viking appliances, double farmhouse sinks, dual dishwashers, and an InstaHot water dispenser. The space flows seamlessly into the main living and dining areas and is truly the heart of the home. A grand two-story family room filled with natural light showcases oversized windows, Pella French doors, custom built-ins, double chandeliers, intricate crown molding, and a central gas fireplace. The layout creates a seamless connection to the outdoor living spaces, enhancing the home's indoor-outdoor lifestyle. The expansive floor plan includes a luxurious primary suite with vaulted ceilings, multiple walk-in closets, and a spa-inspired mostly marble bath with soaking tub and oversized shower. Generously sized secondary bedrooms include a princess suite with private en-suite bath, while a first-floor guest suite offers flexibility for multigenerational living. Interior highlights include oak hardwood floors throughout, three fireplaces, including wood-burning fireplaces in the office and formal living and dining room, a dedicated home office, sunroom, and formal dining room. The backyard is a true standout feature, anchored by a 20 by 40 heated saltwater pool with updated liner and heater in 2024. Multi-tiered paver patios, manicured landscaping, a fenced yard, and a half-court basketball area create a private, resort-style setting ideal for entertaining or everyday enjoyment. A newly finished walk-out lower level with natural light and a half bath provides additional flexible space for a gym, media room, or even guest suite. Recent updates and modern systems include all new HVAC equipment in January 2026, new attic insulation in January 2026, 4-zone climate control with NEST thermostats, tankless water heater in 2024, Bosch alarm system in 2024, partial home generator, new lawn irrigation system in 2024, and smart lighting throughout. Located within the highly regarded Middletown Township Public School District and zoned for Middletown High School South, this property also benefits from access to one of the area's most sought-after school systems. Homes offering this level of space, land, and outdoor amenities rarely become available at this price point. Don't wait! Make your appointment today...

79 Cypress Neck Road, Middletown

Listing courtesy of Coldwell Banker Realty. Contact: 732-245-0340

Selling Office: Douglas Elliman of NJ LLC.

$1,290,000
5 Beds ⋅ 6 Baths
Set on over 3/4 of an acre in prestigious Oak Hill, this newly constructed colonial is pure refined luxury. 5BD/6BA estate features a unique floor plan with an open flow from kitchen to-living/ dining room designed for function and style. Kitchen has a gorgeous quartz island and countertop. For families with young children, the large great room makes a perfect playroom for the kids. The home has dramatic high ceilings, and curated details. Fully finished basement has endless possibilities including a full bath giving you flexibility for entertaining, work, children's play and wellness. With generous sized bedrooms, spa-inspired bathrooms the home delivers unmatched comfort and sophistication. This is a rare opportunity to own a masterpiece that supports the way you want to live.

58 Fish Hawk Drive, Middletown

Listing courtesy of Keller Williams Realty West Monmouth. Contact:

Selling Office: EXP Realty.

$1,750,000
6 Beds ⋅ 6 Baths
Spectacular Multi Generational Custom Colonial. A true architectural delight located at the end of the cul de sac on a lovely street. Thoughtfully large room dimensions and soaring ceiling heights boasting architectural details and moldings in nearly every room. True custom craftsmanship is apparent on every level of this quality home. The kitchen offers furniture quality cabinets, granite, center island, huge pantry and high end appliances-The great room offers a wet bar w wine refrigerator, fireplace, tray ceiling w/ mood lighting and french doors to the blue stone patio. First level bedroom suite with private bathroom and its own living room for long stay guests. Upstairs has 9 ft ceilings and all en suite bedrooms each with fabulous bathrooms & ample closets PLUS so much m Master bathroom offers radiant floors, double sinks, steam shower with multiple shower heads, a separate 2 person jacuzzi style tub PLUS a secret mini refrigerator and hideaway coffee bar. Master has a terrace overlooking the rear yard plus a Huge master walk in closet w/hard wood floors under carpet. Heated bathroom floors in all bathrooms-So many upgrades to this home inside and out-Seller including chandelier and theres an automatic winch, Home also has central vacuum even in the attic! Come See the VALUE Sellers have plans for a pool to be shared.

41 Marlpit Place, Middletown

Listing courtesy of O'Brien Realty, LLC. Contact:

Selling Office: Heritage House Sotheby's International Realty.

$1,700,000
7 Beds ⋅ 6 Baths
Beyond a stately wrought iron gate, this extraordinary Italian Villa-style estate stands as Monmouth County's finest remaining example of its kind. Perched atop a hill, the home boasts a grand arched double-door entrance leading to a marble foyer, where a hand-carved newel post and sweeping staircase set the tone for its unmatched craftsmanship. Towering 11-foot ceilings, intricate woodwork, and six fireplaces add to its timeless appeal. A richly paneled oak library, connected by a pocket door to a one-of-a-kind built-in bar room, offers a rare blend of elegance and charm. Outside, a wraparound veranda captures picturesque views of the tennis court and sprawling three-acre property, complete with a pool, gazebo, and a three-bay garage with a character-filled caretaker's apartment above. Thoughtfully preserved, the side porch was completely rebuilt in February 2025. A once-in-a-lifetime opportunity to own a truly unique architectural masterpiece.

600 Oak Hill Road, Middletown

Listing courtesy of Berkshire Hathaway HomeServices Fox & Roach - Rumson. Contact:

Selling Office: Keller Williams Realty Spring Lake.

$1,295,000
5 Beds ⋅ 6 Baths
Rare opportunity to own a home with two complete living accommodations for multigenerational living. The beautifully appointed main house has an eat-in gourmet kitchen, opening to an expansive family room with built-ins & access to the ultimate backyard oasis with a salt water pool. Fabulous entertaining dining & living rooms. Upstairs offers a primary bedroom with a lavish, spa-like bath; an additional bedroom with en-suite bath; huge laundry room, two additional bedrooms & a 3rd full bath. WOW! The basement has a true 5th bedroom & finished space with limitless possibilities. The unfinished space (@750 sq ft) is waiting for your ideas. The completely self contained apartment has its own entrance, a massive chef's kitchen, great room with a fireplace, bedroom, full bath & laundry. Multiple handicap accessible features, too. Incredible storage space and designer closets. Renovations in this home were implemented with an eye for quality & impeccable detail. Centrally located in the heart of Middletown with easy, quick access to trains, ferries, entertainment along the Shore towns, dining in Red Bank, beaches, parks & schools ~ Monmouth County's best awaits you.

10 Colony Drive, Middletown

Listing courtesy of Coldwell Banker Realty. Contact: 908-601-3363

Selling Office: EXP Realty.

$1,940,245
5 Beds ⋅ 6 Baths
''PROPERTY IS UNDER CONTRACT. SELLER IS SHOWING FOR BACKUP OFFERS ONLY''. Situated on a quiet cul-de-sac, on over 1 acre, in Oak Hill, NJ! There will be over 5,000 sq. ft. of living space, 5 beds, 4.2 baths, hardwood floors, 1st floor home office, finished basement w/powder room, & 3-car garage. 1st floor has 9ft. ceilings, a 2-story foyer & great room w/gas fireplace, living room & dining room, Chef's dine-in kitchen w/center island/butler's pantry, & home office w/full bath. Bathroom/kitchen finishes include; High-end appliances, granite countertops, under cabinet lighting. 2nd level features: Primary en-suite, 2 walk-in closets, & BALCONY, w/4 more bedrooms w/en-suites! Exterior features a heated salt water in-ground pool w/paver hardscaping, new roof, siding, windows, & gutters. Additional upgrades include; New doors, hardware, 3 zone HVAC, water heater, recessed lighting, & electrical! Pictures are renderings. 9/25 ETA for completion.

5 Laureen Court, Middletown

Listing courtesy of Keller Williams Realty Central Monmouth. Contact:

Selling Office: Keller Williams Realty Central Monmouth.

$2,405,000
6 Beds ⋅ 6 Baths
You are going to fall in LOVE w/ this home! Beautifully appointed Colonial abutting bucolic Shadow Lake ON SPRAWLING LEVEL GROUNDS w/ gorgeous NEW salt-water pool & well wtr for irrigation. Decorated to perfection w/ a neutral interior, sensational natural light, ovszd windows & a fantastic modern layout ideal for every day living/entertaining alike. Chef's kit w/ high-end cust inset cabinetry & breakfast bar seating open to FR w/ cust bulit-ins - + a separate front to back great rm. Lux primary w/ ample closet space, private terrace & spa-like full bath w/ double vanity, tub & steam shower. Large BRs w/ great closet space & 3 add'l full baths. First & 2nd fl laundry, mud rm w/ built-ins, bsmt & more! Nestled at the foot of a quiet cul-de-sac in highly sought after Lincroft sec of town.

17 Page Drive, Middletown

Listing courtesy of Berkshire Hathaway HomeServices Fox & Roach - Rumson. Contact:

Selling Office: Douglas Elliman of NJ LLC.

$999,900
5 Beds ⋅ 6 Baths
It is not often you find such a special home come on the market! This 5 Bdrm stately brick center-hall colonial has 3 full baths and 3 half baths along with 4 fireplaces! It sits majestically on 1.37 landscaped acres with a circular driveway and detached garage. Inside boasts gorgeous wood floors throughout, high ceilings, original peanut stone work, decorative moldings, bay-window seats, built-ins and spacious rooms. The gracious living room and large dining room can accommodate a crowd for daily life and entertaining! The newer kitchen has granite countertops, tumbled marbled backsplash, shaker cabinets, and stainless steel appliances including a Viking stove. It opens to a family room with a wood burning stove for casual dining and living. Rounding out the first floor is an office, grand center staircase, guest bath, and access to the backyard, basement stairs and a 2nd staircase to upstairs. The second level continues with its beautiful hardwood floors and 5 large bedrooms including the primary bedroom and primary en-suite bath, a second en-suite bedroom and bath, another full bath and a half bath. Stairs lead up to an enormous attic that only needs paint and flooring to be completely finished for another level of living space! The basement is finished with carpeting, another half bath, fireplace, and comfortably high ceilings. Outside is a level back yard and large front yard allowing the home to sit very far off the road. All this in beautiful Middletown close to shopping, restaurants, Seastreak Fast Ferry to NYC, NJ Transit train station, GSP, bay beaches, Gateway National Recreation Area at Sandy Hook, County Parks, Golf Courses, downtown Red Bank, Theaters and excellent schools.

71 Cherry Tree Farm Road, Middletown

Listing courtesy of Bottone Realty Group Inc. Contact:

Selling Office: Kalian Real Estate , LLC.

$2,900,000
7 Beds ⋅ 9 Baths
12 prime acres in the heart of Middletown with a breathtaking private entry way straight out of a movie flanked by 2 ponds with fountains. This is one of the last large parcels in the area for either redevelopment or to rent the current 5,400 sq. ft. home as a group home, retreat, camp, horse compound etc. This property boasts a 13 room estate, separate 4 car garage, large in ground pool with slide and cabana, full tennis and basketball courts, 4 stall horse barn with paddocks. Redevelopment option has previously approved plans to build 6 additional luxury homes to create an exclusive enclave of 7 homes.

911 Middletown Lincroft Road, Middletown

Listing courtesy of Goldstone Realty. Contact:

$6,100,000
8 Beds ⋅ 11 Baths
THE ULTIMATE TROPHY PROPERTY. Gated entry leads to this iconic estate artfully set on 17+ acres sprawling 3 separate lots w/ over 1,400' OF FRONTAGE ON THE NAVESINK RIVER & RIPARIAN GRANT-PARADISE FOUND! Mature privacy plantings, manicured grounds & the most BREATHTAKING VIEWS YOU'VE EVER SEEN! Of special note: a newer private Ipe dock w/ boat lift, gorgeous infinity pool overlooking river, tennis court, garage parking for up to 9 cars, a guest house, 2 care-taker cottages & a 5-stall barn w/ tack house for the equine enthusiast. Expansive main res. w/ views from nearly every room offers endless possibilities w/ character intact & many thoughtful updates. Mins to Huber/Hartshorne & Ferry & beautiful beaches. A RARE OPPORTUNITY.

700 Navesink River Road, Middletown

Listing courtesy of Berkshire Hathaway HomeServices Fox & Roach - Rumson. Contact:

Selling Office: Orrico Realty.