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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.

$1,325,000
5 Beds ⋅ 5 Baths
DO NOT miss one of Oak Hill's best kept secrets ... set upon a level, park-like property in one of Middletown South's most sought after neighborhoods, this Oak Hill expanded ranch boasts 3,700 sq ft of single story living. An additional 3,000 sq ft of finished basement as well! Oversized master suite, with direct exterior access. Open concept kitchen, SS appliances overlooking a large family room. Crown molding and custom woodwork throughout. Custom and well designed closets throughout entire home. Double door entry, recessed lighting, oak flooring. Heated, inground pool. Tiered patio and outdoor space. Large finished basement. Truly a must see opportunity. Additional detached oversized garage. Middletown South schools.Transferrable platinum level AHS home warranty

119 Borden Road, Middletown

Listing courtesy of Melrose 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.

$1,505,000
4 Beds ⋅ 3 Baths
Enjoy this beautifully updated farmhouse located in the heart of the Locust section of Middletown. A unique blend of classic charm and modern comfort, this 4 bedroom 2.5 bath features a spacious custom kitchen opening to a light-filled family room. Step out to bluestone patio and beautifully landscaped yard, just steps to Huber and Hartshorne Woods. Custom design elements & hardwood floors throughout living room, dining room, and office space plus convenient mudroom, ideal for today's busy lifestyle. The magnificent staircase leads to luxurious master suite with walk-in closet & private bath with stunning footed tub and classic subway-tiled shower. Three spacious bedrooms and full bath complete the second floor, providing ample space for family & guests. Minutes to NYC ferry & beaches.

534 Locust Point Road, Middletown

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

Selling Office: Berkshire Hathaway HomeServices Fox & Roach - Rumson.

$480,000
2 Beds ⋅ 1 Baths
Opportunity Awaits in a Prime location!! Nestled in a lovely sought-after neighborhood, this property offers endless potential for those looking to create a dream home. While this house needs some TLC, the charm of the area and the beautiful surroundings make this a rare find. Bring your vision and creativity to tranform this home into a true gem. Perfect for those eager to personalize every detail. Don't miss out on the chance to own in this magnificent location. Large private backyard Conveniently located to shopping, restaurants and easy commuting. Close proximity to downtown Red Bank, Jersey Shore beaches, parks and golf courses. Don't miss out on this great opportunity to renovate and make this your new dream home!.

105 Melrose Place, Middletown

Listing courtesy of VRI Homes. Contact: 800-531-2885

Selling Office: C21 Thomson & Co..

$370,000
4 Beds ⋅ 2 Baths
WELCOME HOME... THE SALE OF THIS HOUSE HELPS OUR HEROES & THEIR FAMILIES... THIS HOME OFFERS A TON OF OPPORTUNITY FOR ITS NEXT OWNER. 4 BEDROOMS 1.5 BATHS. LARGE LIVING ROOM OR LIVING ROOM/DINING ROOM COMBO. GREAT FRONT PORCH FOR YOUR HOME OFFICE OR PLAYROOM. 75X100 YARD ON A GREAT DEAD END STREET WITH A DETACHED GARAGE AND TWO DRIVEWAYS.

12 White Street, Middletown

Listing courtesy of RE/MAX First Class. Contact:

Selling Office: RE/MAX First Class.

$400,000
2 Beds ⋅ 1 Baths
Located just 5 blocks from the beach... This house is well renovated on the inside and it is raised up on a base with a nice wooden deck. This two bedroom house has a good sized master bedroom.. you may use the second bedroom open to your needs whether it's a home office, guest room, or kid's room. The detached garage can fit two cars and even a workshop. The nice gravel driveway wraps conveniently around the home.

344 Port Monmouth Road, Middletown

Listing courtesy of EXP Realty. Contact:

Selling Office: NextHome Peninsula Realty Group.

$570,000
4 Beds ⋅ 2 Baths
Highest and best due Tuesday 2/20 at noon. Every detail has been thought of. New roof, new windows, new gutters, new first floor laundry nook, new second floor bath, new heat, new duct work, new air conditioning, new kitchen appliances, new flooring, NEW NEW NEW. Unpack as soon as possible and enjoy this charming home with oversized garage just steps to the beach but NOT IN A FLOOD ZONE. Bayshore Waterfront Park calls you as do all the amenities and attractions of Jersey Shore Living. Take the ferry to work and relax on that deck within an hour of leaving your desk. Will not last. Call today.

156 Main Street, Middletown

Listing courtesy of NextHome Force Realty Partners. Contact:

Selling Office: Keller Williams Realty Central Monmouth.

$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.