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$985,000
3 Beds 3 Baths
Welcome to 21 The Trail, a stunning 3-bedroom, 2.5-bathroom ranch located in the highly sought-after historic section of Middletown, NJ. Situated on a serene and sprawling .77-acre lot, this home offers the perfect blend of classic charm and modern luxury. Completely renovated in 2019, this sun-drenched home features vaulted ceilings, gleaming hardwood floors throughout, and an open, airy layout designed for both comfort and style. The beautifully updated kitchen is the heart of the home, with high-end finishes, custom cabinetry, and a seamless flow into the living and dining areas. The bathrooms are equally impressive, offering elegant design and spa-like touches. The oversized primary suite is a true retreat, boasting a huge layout, a walk-in closet, and serene views of the park-like grounds. Large windows flood the entire home with natural light, creating a warm and inviting atmosphere. Step outside and enjoy your private oasis  a professionally designed outdoor kitchen complete with a wood-burning fireplace and pizza oven, perfect for entertaining year-round or relaxing in style Located just minutes from NYC transportation options including the high-speed ferry, train, and bus, this home combines suburban tranquility with unmatched commuter convenience. Don't miss the opportunity to own this truly turnkey property in one of Middletown's most desirable neighborhoods. The sellers have requested that anyone interested please submit their clients' best and final offers by Tuesday, 7-1-25, at 12 p.m. Thank you for showing.

21 The Trail, Middletown

Listing courtesy of EXP Realty. Contact:

Selling Office: Coldwell Banker 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.

$860,000
3 Beds 2 Baths
Your new chapter begins right here in this Storybook Cottage, where dreams come true, and memories are made! This completely upgraded & updated home has all the space you will ever need. High ceilings, hardwood floors, new kitchen w/stainless steel appliances & luxury countertops, 2 new full bathrooms, central air, gas heat, 2 wood burning fireplaces, built in's everywhere, propane house generator, 3 car garage one converted to artist studio, home office, hobby room, or man cave, you choose. This large property also features a classic garden landscape w/covered slate patio, platform deck, private parking for many vehicles. The location is minutes to downtown Red Bank, both Middletown & Red Bank train stations, NYC Ferry & Park & Ride in Lincroft, beaches, shopping, dining, Navesink CC, Monmouth County Park System, Count Basie and Two River Theatres also less than 5 min. from your front door. Come and visit, you won't want to leave! Postal Zip is 07701

3 Glenmary Avenue, Middletown

Listing courtesy of Christie's International Real Estate Group. Contact:

Selling Office: Burke&Manna Real Estate Agency.

$675,000
3 Beds 2 Baths
Fall in love with this Victorian home that is over 100 years old in the Historic Village section of Middletown with close proximity to Jersey Transit NY train. This home features original wide plank wood floors and high ceilings on the first floor and original fireplace mantels in the living room and dining room. New double door greets you as you enter. There is a large living room and dining room with bay windows. Lg family room addition with a wood burning fireplace opens to a modern kitchen with dining nook, island w corian counter tops. Upstairs features 3 bedrooms and a walk up attic. Most windows have recently been replaced. The furnace and A/C are brand new. Spacious & private backyard is ideal for outside gatherings. Conveniently located near shopping, schools, and restaurants.

407 Conover Avenue, Middletown

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

Selling Office: RE/MAX 1st. Advantage.