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$845,000
3 Beds 3 Baths
Tucked into the sought-after Heritage community in Middletown, this end-unit Chelsea is the largest model American Properties built here with light-filled, low-maintenance living, and arguably the most private and serene setting in the entire community. Just five years young, it lives like new construction. The first floor offers a versatile flex space, home office, gym, media room, the choice is yours, plus a two-car garage. Ascend to a sun-drenched second level where an open-concept gourmet kitchen w/ double ovens and oversized island flows into spacious living and dining areas built for both everyday ease and effortless entertaining equipped with an deck made for a quiet escape. The third floor has a generous primary suite plus two additional bedrooms. Residents enjoy a clubhouse and the location is unbeatable, directly across from Target and Route 35, with Red Bank, Costco, Whole Foods, World Class Shop Rite and Trader Joe's all minutes away, alongside beloved local spots like Patricia's of Holmdel and nearby Bell Works. Commuters are spoiled for choice: the Middletown NJ Transit station offers direct service to New York Penn Station, Academy bus line from PNC to Port Authority, the Belford ferry glides into Lower Manhattan in under an hour, and the Garden State Parkway is nearby. Turnkey, spacious, and impossibly convenient, this is Monmouth County living, elevated.

2201 Evans Lane, Middletown

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

$1,100,000
4 Beds 3 Baths
Welcome to your new home, this beautifully maintained 4-bedroom, 3-bathroom expanded ranch nestled on a picturesque half-acre in the highly desirable Oak Hill section of Middletown. This move-in-ready home offers the perfect blend of comfort, style, and functionality with sun-filled living spaces, an inviting floor plan, and beautiful hardwood floors throughout. The spacious living area features a charming wood-burning fireplace, creating a warm and welcoming atmosphere. This thoughtfully designed layout includes a desirable first-floor secondary suite complete with a full bathroom and walk-in closet, offering the perfect setup for guests, extended family, or multigenerational living. The private primary suite is a true retreat, featuring a spa-inspired bathroom with a jacuzzi tub, a separate rainfall shower, three body sprayers, river rock accents, and a private balcony overlooking the beautifully landscaped backyard. Step outside to your own backyard oasis. Situated on a fully fenced half-acre, the outdoor living space is ideal for entertaining with a paver patio, built-in grill, multi-level granite countertops, and a separate paver patio with a gas fire pit, perfect for enjoying cozy evenings under the stars. Additional features include a pull-down attic space, a separate crawl-in second floor storage space, a full basement offering valuable storage and flexible bonus space, two-zone heating and cooling, abundant storage throughout, and exceptional curb appeal. Conveniently located just minutes from Jersey Shore beaches, shopping, restaurants, parks, and major commuting routes, this exceptional Oak Hill residence truly has it all. Don't miss your opportunity to call this stunning home your own! Open House Saturday & Sunday August 8th & 9th 11 AM - 2PM

25 Nedshire Drive, Middletown

Listing courtesy of Real Broker, LLC- Fairfield. Contact:

$1,250,000
4 Beds 3 Baths
Welcome to 23 Southview Ter S, where luxury living and effortless entertaining come together on over an acre of beautifully landscaped property. Nestled on a sprawling 1.02-acre lot in one of Middletown's most desirable locations, this stunning 4-bedroom, 2.5-bath home offers the perfect balance of elegance, comfort, and resort-style outdoor living. The heart of the home is a beautifully updated chef's kitchen featuring rich wood cabinetry, an oversized center island, a professional-grade 36-inch range, and a spacious eat-in dining area with sliding doors leading to a premium IPE deck--creating a seamless flow between indoor and outdoor living. Designed for both everyday comfort and memorable gatherings, the home boasts a spacious family room complete with a custom-built bar and an inviting living room centered around a wood-burning fireplace. Upstairs, the luxurious primary suite features a private en-suite bath, while three additional generously sized bedrooms provide ample space for family and guests. A fully finished basement offers additional living and recreation space, perfect for a home gym, media room, playroom, or office. Step outside and prepare to be amazed! The backyard is a true private oasis designed for year-round enjoyment. Highlights include a heated saltwater concrete pool, covered pergola, expansive paver patio, custom-built outdoor pizza oven, and an outdoor bar that transforms every gathering into a special occasion. Mature landscaping and towering trees create a peaceful backdrop allowing entertaining areas to seamlessly connect the home to the outdoors. Ideally located for commuters, this home offers convenient access to the Middletown NJ Transit station, the Belford ferry to Manhattan, major highways, shopping, dining, and the Jersey Shore, making it an outstanding choice for those seeking luxury living without sacrificing convenience. Middletown residents enjoy easy access to both ferry and rail service into New York City, making the area highly desirable for commuters.

23 Southview Terrace S, Middletown

Listing courtesy of RE/MAX First Class. Contact:

$550,000
3 Beds 3 Baths
Welcome to this beautifully updated 3-bedroom, 2.5-bath end-unit townhome nestled in one of Middletown's most desirable townhome communities. Thoughtfully upgraded throughout, this home offers the perfect blend of modern style and everyday comfort. The recently renovated kitchen features new white cabinets, new appliances and beautiful quartz countertops. The lower level half bathroom boasting many upgraded features and the upper level full bathroom renovation together, add a fresh, sophisticated touch. New carpets in two upper level bedrooms provide a warm, relaxed and safe environment. Recessed lighting and refinished/newer flooring throughout create a bright and inviting atmosphere. The fully finished basement adds additional living space, perfect for a playroom, teen hangout space, exercise area or home office. The basement is also equipped with a HUGE dedicated storage area! Other material upgrades include new electric sockets and switches, new plumbing in all 3 bathrooms, new oak treads & stair risers, and a NEW ROOF (2023) providing peace of mind for years to come. The fenced-in back yard is a rare-find in local townhome communities and offers enjoyment for entertaining, outdoor dining, pets or simply relaxing in your own private outdoor space. Residents enjoy access to community amenities including a nearby playground, basketball court and tennis court. Ideally located close to shopping, restaurants, entertainment, local beaches, and waterfront destinations. Commuters will appreciate easy access to major roadways and public transportation, including the Sea Streak Ferry for convenient NYC travel. Plus, enjoy seasonal fun just minutes away at the popular Sandbox at Sea Streak. This exceptional home offers the lifestyle, location, and updates that today's buyers are looking for. Don't miss the opportunity to see this GEM!

318 Middlewood Road, Middletown

Listing courtesy of C21 Thomson & Co.. Contact:

Selling Office: Real Broker, LLC- Red Bank.

$1,499,999
4 Beds 3 Baths
Please submit highest and best by 6:00PM on Mon 6/15. Welcome to this beautifully maintained 4-bedroom, 2.5-bath colonial nestled on a premier corner lot in the highly sought-after Oak Hill section of South Middletown. Offering the perfect blend of timeless craftsmanship, modern upgrades, and resort-style outdoor living, this home is designed for both everyday comfort and unforgettable entertaining. Step inside to discover spacious living areas, a stunning custom kitchen featuring handmade wood cabinetry, premium appliances, and a center island that serves as the heart of the home. The thoughtful layout flows seamlessly into the family room and dining spaces, while a fully finished basement provides additional room for recreation, media, fitness, or a home office. Upstairs, the expansive primary suite offers a peaceful retreat with generous closet space and a beautifully updated bath. Three additional bedrooms provide flexibility for family, guests, or work-from-home needs. The backyard is truly exceptional. A massive rebuilt deck (2023) overlooks an oversized gunite pool complete with a built-in hot tub, creating a private oasis perfect for summer gatherings. Surrounded by mature landscaping and set on a beautifully manicured property, this outdoor space feels like your own personal resort. The home's impressive list of upgrades includes Renewal by Andersen windows throughout, a custom ProVia front door, Rachio Wi-Fi irrigation system, whole-house surge protection, manual transfer switch for generator hookup, hard-wired security system with Central Station monitoring, Arlo exterior camera system, Wi-Fi controlled exterior spotlights, Home Master under-sink water filtration system, and immersive 7.1 surround sound systems on both the main level and basement. Additional highlights include a Raypak 406K BTU pool heater, Pentair 60,000-gallon saltwater generator, beautifully updated baths, hardwood flooring, and an oversized finished basement offering endless possibilities. Located just minutes from parks, beaches, ferry service, shopping, dining, and top-rated Middletown schools, this is the opportunity you've been waiting for. A rare combination of luxury, technology, and lifestyle in one of Middletown's most desirable neighborhoods. Welcome home.

1 Cook Place, Middletown

Listing courtesy of RE/MAX Central. Contact:

$1,700,000
4 Beds 3 Baths
*OFFER HAS BEEN ACCEPTED. NO MORE SHOWINGS*Welcome to 35 Half Mile Road, a fully renovated turnkey lifestyle property on a beautifully landscaped .76-acre lot in one of Red Bank's most desirable locations. Completely transformed in 2020, this home blends timeless design with exceptional indoor-outdoor living just minutes from downtown Red Bank, NYC transportation, ferry access, train stations, and Life Time. Inside, the light-filled open layout features panoramic backyard views, vaulted beamed ceilings, shiplap detail, French doors, and a dual-sided gas fireplace. The designer kitchen centers around a dramatic 5x10 quartz island with seamless flow for entertaining. Outside, enjoy a custom saltwater pool with tanning shelf, expansive patio, outdoor kitchen, gazebo lounge, and mature landsc Additional highlights include Anderson 400 windows and doors, a dedicated home office, finished basement with French drains and sump pump, crawl space storage with concrete flooring, and extensive system updates throughout. Step outside to your private backyard retreat featuring an oversized custom saltwater pool with tanning shelf, new filter system, Polaris vacuum system, custom safety cover, and removable LifeProof fencing. The expansive 1,100 sq ft concrete pool deck and two-tier paver patio create multiple spaces for entertaining, relaxing, and enjoying complete privacy surrounded by lush professional landscaping. The custom outdoor gazebo is complete with electric, gas and water hookups and a weather-protected TV wall, creating the ultimate outdoor living experience for summer nights and year-round entertaining. Additional exterior features include a cedar privacy fence, sprinkler system, updated driveway, storage shed, recreation area with playset and trampoline, newer roof and siding, and extensive hardscaping improvements throughout the property. Approved architectural plans and permits are already in place for a future second-story addition featuring a fifth bedroom, upstairs laundry, and an expanded luxury primary suite, offering exceptional future value and flexibility. A rare opportunity to own a truly move-in-ready property offering luxury, privacy, convenience, and resort-style living in one exceptional package.

35 Half Mile Road, Middletown

Listing courtesy of EXP Realty. Contact:

Selling Office: Shire Realty Inc.

$1,999,999
4 Beds 3 Baths
This brand-new home embodies classic elegance and timeless craftsmanship, offering 4 bedrooms and 2.5 baths on approximately 1.27 acres. Every detail has been thoughtfully designed to balance luxury, comfort, and functionality. The grand two-story entryway opens to spacious living areas with 9-foot ceilings and oak flooring throughout, setting a tone of understated sophistication. The natural stone fireplace with custom built-ins serves as a stunning focal point, while coffered ceilings and detailed trim work add architectural charm. The gourmet kitchen is a masterpiece, featuring a Bertazzoni appliance package with a 48-inch range, dual oven, griddle, and pot filler. A full custom wet bar with a mini fridge, wine cooler, and copper sink enhances the home's entertaining appeal. Designed for everyday ease, the mudroom off the oversized two-car garage includes custom cabinetry, built-ins, and ample storage. The walk-in pantry with wood shelving and the large second-floor laundry room with a utility sink add convenience and practicality. Upstairs, a cozy reading nook provides a quiet retreat, and a full finished private bonus room over the garage offers flexible space. The primary suite is a luxurious sanctuary with two walk-in closets and a spa-inspired bath featuring a rain shower with seating and a freestanding soaking tub. Additional highlights include a full attic, a 9-foot full basement, a brand-new sprinkler system, and a 3-zone AC/heat system for year-round comfort. The exterior showcases timeless curb appeal with a blue stone front porch and mahogany doors & decks, blending natural materials with classic design. This exceptional property combines enduring style, modern amenities, and meticulous attention to detail, offering a truly elegant living experience in a serene and spacious setting.

306 Valley Street, Middletown

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

Selling Office: O'Brien Realty, LLC.

$999,999
4 Beds 3 Baths
All offers due 5pm on Wed 5/20. 19 Acker Drive is a thoughtfully reimagined yet well-maintained split-level home where modern style, functionality, and peace of mind come together seamlessly. Renovated down to the studs in 2024, with easy living in mind, this move-in ready home offers 4 spacious bedrooms, 2.5 bathrooms, and beautifully designed spaces throughout. The heart of the home is the stunning and open-concept eat-in kitchen, which features quartz countertops, a center island, custom built-in pantry with endless storage, sight lines into the living room, and sliding doors leading directly to the deck and backyard, creating the perfect flow for everyday living and entertaining alike. The spacious primary suite serves as a private retreat, featuring a walk-in closet with custom built-in organizers and a modern and bright en suite bathroom with a spa-like shower stall. Modern lighting, newer windows, and a mix of beautiful yet durable modern hardwood and vinyl flooring extends throughout the main living areas and all bedrooms, all of which are ideal for today's lifestyle. Outside, the fully fenced backyard with white vinyl fencing offers plenty of space to relax, entertain, or play, complete with a paver patio and truly expansive lawn area. Additional upgrades include a Timberline roof (2024), tankless hot water heater (2024), high-efficiency HVAC multi-zone units (2024), and attached two-car garage with interior access to the home, allowing the next owner to enjoy comfort, efficiency, and true peace of mind for years to come. Conveniently located near everything including shopping centers, transportation options and train stations for commuters to NYC and beyond, parks and trails, and so much more, yet tucked away on Acker Drive, this home offers the perfect blend of modern upgrades, thoughtful design, and everyday convenience.

19 Acker Drive, Middletown

Listing courtesy of Real Broker, LLC- Point P. Contact:

Selling Office: Coldwell Banker Realty.

$1,400,000
4 Beds 3 Baths
Welcome to the highly sought-after Oak Hill section of Middletown - A stunning, move-in-ready Colonial where timeless elegance meets modern comfort. This beautifully appointed 4-Bedroom, 2.5-Bath Home is on Just Over an Acre and Showcases Gleaming Hardwood Floors Throughout, a Sun-Drenched Eat-In Kitchen Featuring SS Appliances, Quartz Countertops and Waterfall, Views of the Amazing Yard and Pool, a Custom-Built-in Workstation, with Access to the Mudroom, 2 Car Garage, 1/2 bath, and Fully Fenced-in Backyard. The Oversized Living Room with a Cozy Gas Fireplace and built-ins, Formal Dining Room, and Inviting Family Room create the Perfect Flow for Everyday Living and Entertaining. Upstairs, the (More) Spacious Primary Ensuite Features a Walk-in Closet with Custom Built-Ins and Full Bath with Stall Shower and Glass Door, along with Three Additional Generously Sized Bedrooms and a Main Full Bath. The Partially Finished Lower Level Provides Additional Living Space, a Bonus Room/Home Office/Gym/Recreation Room or Game Room, Abundant Storage, an Oversized Laundry Room, and Direct Access to the Resort-Style Backyard. Step Outside to Your Private Oasis, Complete with Patios, an In-Ground Saltwater heated Pool, and Lush Professionally Landscaped Grounds. The Ultimate Setting for Unforgettable Gatherings with Family and Friends. An Oversized Attached 2-Car Garage, Mudroom Entry, and Exceptional Indoor-Outdoor Living Complete This Extraordinary Offering.

53 Heron Road, Middletown

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: EXP Realty.

$1,300,210
4 Beds 3 Baths
Best and Final Offers are due May 5 at 9am. A rare offering where luxury meets lifestyle in one of Middletown's most sought after neighborhoods. Set on an impressive 1.29-acre property, this exceptional 4-bedroom, 2.5-bath residence offers approximately 2,730 sq feet of refined living space, thoughtfully updated with timeless style and modern comfort. At the heart of the home is a stunning designer kitchen featuring elegant quartz countertops, premium finishes, and a seamless flow into the main living and entertaining spaces. Rich in warmth and sophistication, every room has been curated for both everyday living and elevated gatherings. The luxurious primary suite serves as a private retreat, complete with dual walk-in closets, a spa-inspired full bath, and an expansive adjoining bonus room--ideal as a private office, fitness studio, nursery, dressing room, or serene sitting lounge. A finished basement adds another layer of versatility, perfect for recreation, media, wellness, or guest overflow. The oversized 2-car garage and expansive grounds provide privacy with natural wooded landscape and endless possibilities for outdoor enjoyment. Perfectly positioned within walking distance to top public schools including Middletown South High School and minutes from train station and GSP. This remarkable property blends space, elegance, and convenience making it a perfect home for any family.

68 Jennifer Drive, Middletown

Listing courtesy of Keller Williams Realty Ocean Living. Contact:

Selling Office: Coldwell Banker Realty.

$1,200,000
4 Beds 3 Baths
Welcome to 190 Deepdale Dr. Tucked away on a private lane in the highly sought after Oak Hill neighborhood of Middletown. This beautifully maintained 4 bedroom, 2 1/2 bath home offers a welcoming atmosphere, refined updates and a peaceful, private setting. Step inside the sun filled interior featuring neutral decor and hardwood floors throughout. The expansive living room is bathed in natural light and features a cozy wood burning fireplace, perfect for relaxing or entertaining. At its center, the kitchen seamlessly blends performance and design with Decora cabinetry, quartz countertops, ceramic tile, KitchenAid appliances and walk in pantry. The adjoining dining and family room, includes custom built ins and French doors that lead to an expansive bluestone patio, ideal for outdoor gatherings while enjoying the surrounding natural beauty. Upstairs, the generous primary includes an ensuite bath with granite countertops, ceramic stall shower, and walk in closet. Three additional bedrooms share a well designed center hall bathroom. A fully finished basement provides versatile space for recreation, wellness or storage and includes a dedicated laundry area. In addition, a flexible bonus space above the garage with interior access awaits your vision, perfect for a home office, studio, or expanded master suite. Enjoy the perfect balance of privacy and convenience, with easy access to the GSP, Red Bank, NYC transit, shopping, beaches and parks. The current owners have continuously enhanced the home, resulting in a residence that feels warm welcoming and move in ready. Major improvements have been updated over time, including but not limited to replaced roof (2021), windows (2023), kitchen renovation (2017), and AC units(2025).

190 Deepdale Drive, Middletown

Listing courtesy of C21/ Action Plus Realty. Contact:

Selling Office: The Connolly Agency.

$1,260,000
4 Beds 3 Baths
BRIGHT and BEAUTIFUL on BUNKER HILL! This sun-filled 4-bedroom, 2.5-bath Colonial sits on meticulously manicured grounds in the prestigious Williamsburg Heights neighborhood in the sought-after Oak Hill section of Middletown. Known for its established homes, beautifully maintained properties, and quiet tree-lined streets, Williamsburg Heights offers a true sense of community. A long paver driveway creates an impressive approach to the home and leads to a gently curving paver walkway guiding you to the welcoming front entrance. Pride of ownership is evident, with thoughtful updates over the years, complementing the home's timeless charm, hardwood floors, spacious eat-in kitchen, and bright living spaces highlighted with abundant windows that allow natural light to flow throughout. Extensive built-in storage adds both character and everyday functionality. And, A versatile bonus room over the garage offers flexible space ideal for a home office, playroom, reading room, or creative studio. Additional living space is offered by the finished basement, perfect for recreation, work, or hobbies. Step outside to a large back deck with built-in seating overlooking the peaceful, tree-filled backyard--an ideal setting for relaxing, entertaining, or enjoying the natural surroundings. The location offers the perfect balance of quiet suburban living and exceptional convenience. Just minutes from the dining, shopping, and vibrant cultural and arts scene of Red Bank, as well as the many beaches along the Jersey Shore. Commuters benefit from easy access to New York City via nearby ferry service and the North Jersey Coast Line, with the Garden State Parkway and Route 35 also close by. The area is further enhanced by the continued redevelopment of nearby Fort Monmouth, including the future Netflix Studios. Residents also enjoy access to the highly regarded Middletown Township Public Schools. The result is a peaceful residential setting with effortless accessibility to everything that makes Monmouth County one of New Jersey's most desirable places to live.

44 Bunker Hill Drive, Middletown

Listing courtesy of Ward Wight Sotheby's International Realty. Contact:

Selling Office: Berkshire Hathaway HomeServices Fox & Roach - Spring Lake.

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