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View All Latest Middletown 2750+ Sq. Ft. Properties for Sale

$1,999,000
6 Beds 6 Baths
Sophisticated luxury meets exceptional indoor-outdoor living in this impressive 6-bedroom, 5.5-bath Chapel Hill residence. A gracious wraparound porch introduces beautifully appointed interiors featuring extensive crown molding, tray ceilings, custom built-ins and refined finishes throughout. The chef-inspired kitchen showcases granite and quartz surfaces, a 6-burner Monogram range, Monogram refrigerator and dishwasher, Zline microwave, two sinks and a baker's cabinet. The extended family room offers a gas fireplace and surround sound, while a main-level bedroom with private en-suite bath adds versatility. The expansive primary suite features a private sitting area, dual walk-in closets and a spa-inspired bath with soaking tub, separate granite vanities, body-spray shower and seamless The expansive primary suite features a private sitting area, dual walk-in closets and a spa-inspired bath with soaking tub, separate granite vanities, body-spray shower and seamless glass enclosure. The finished lower level is designed for entertaining, offering a sixth bedroom, full bath, generous recreation space and dedicated theater with an Epson laser projector, 7-speaker surround sound and dual subwoofers. Outside, enjoy a spectacular saltwater pool with smartphone controls, lush landscaping and approximately 1,700 sq. ft. of paver patio. A premium outdoor kitchen features a 6-burner Blaze grill, Primo smoker, refrigerator, sink and ice station, complemented by a fire pit. Ideally situated near the beach, Red Bank, shopping, dining and entertainment, this exceptional Chapel Hill residence combines refined interiors, impressive amenities and a sought-after location for elevated coastal living.

6 Van Note Court, Middletown

Listing courtesy of NextHome Peninsula Realty Group. Contact:

$1,179,000
4 Beds 4 Baths
Welcome home to this inviting, hardly lived-in 4-bedroom, 3.5-bath residence offering stylish finishes and exceptional living space across three levels. The welcoming entryway and foyer lead to the first-floor flex room where you will find the 4th bedroom and full 3rd bath complete with rear yard access, —perfect for relaxing or entertaining outdoors or double as a private caretaker, teen or in-law suite. Upstairs, the main living level opens to an expansive great room with eleven foot ceilings and featuring a floating fireplace and access to a large upper deck. The well-appointed kitchen overlooks the bright casual dining area and showcases a striking oversized island, wall-to-ceiling cabinetry, abundant counter space, a sizable pantry, and beautiful blonde wood flooring. The third-floor primary suite provides a peaceful retreat with a stunning walk-in closet and spa-like bath featuring a dual-sink vanity, large luxury shower with built-in seat, and private water closet. Secondary bedrooms offer roomy closets and share a hall bath with a dual-sink vanity. Additional highlights include a lower patio, upper deck, modern open-concept layout, and tasteful finishes throughout. This quick-close home is move-in ready and waiting for you! Very close to Beach, Downtown Redbank and Commuter Train to NY .. The State of the Art , Resort Feel Clubhouse and Pool add to this luxury lifestyle.

68 Augustus Drive Unit 87, Middletown

Listing courtesy of Real Broker, LLC- Freehold. Contact: 908-839-2883

$1,599,000
5 Beds 4 Baths
Tucked away on a quiet street in Middletown, this expansive 5-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 with 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. Tucked away on a quiet street in one of Middletown's desirable area, this expansive 5-bedroom, 4-full-bath home offers 4,469 square feet of living space on a beautifully landscaped property. With generously sized rooms, a versatile floor plan, extensive recent improvements, and an exceptional backyard retreat, this home offers an impressive combination of space, comfort, and flexibility. The bright and open first floor is designed for both everyday living and entertaining. At the heart of the home is a spacious eat-in kitchen featuring abundant cabinetry, granite countertops, a center island with cooktop, and stainless steel appliances. The kitchen flows naturally into multiple oversized gathering spaces, including a spacious family room, large living/game room, and an expansive dining room accented by box and chair molding and directional lighting. 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. Recessed lighting and new flooring throughout the home create a bright, fresh, and inviting atmosphere. Upstairs, the impressive primary suite features a dramatic vaulted ceiling, abundant natural light, decorative wall molding that adds architectural character, generous closet space, and a private bath. Four additional spacious bedrooms provide plenty of room for family and guests, with ceiling fans in every bedroom. Convenient second-floor laundry and a staircase to the unfinished attic provide additional functionality and easily accessible storage. Step outside, and the home continues to impress with an outdoor space made for relaxing, entertaining, and enjoying time together. The in-ground pool with a new liner (2025) is surrounded by an expansive patio and covered outdoor entertaining area, while the sprawling level lawn and mature trees create a peaceful, private backdrop. Whether spending summer days by the pool, gathering with friends and family, or simply enjoying the quiet surroundings, this backyard offers something for everyone. 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:

$1,025,000
5 Beds 3 Baths
Welcome to 11 Castle Drive, one of Middletown's most sought after communities, where this spacious five bedroom colonial is perfectly situated on a quiet dead end street. set on an exceptional property , this home offers plenty of room to enjoy the outdoors and tremendous potential for an in-ground pool. The inviting ceramic floor entry opens to a gracious interior featuring hardwood floors in living room, dining room, family room and bedrooms. The first floor level offers a bedroom, half bath, laundry room, Living room with french doors, wood fireplace, and skylights, formal dining room, large eat-in kitchen with sliding doors leading to an expansive deck , the impressive family room features a second fireplace, wet bar, vaulted ceiling with skylights and an abundance of space for entertaining, upstairs 4 spacious bedrooms including a generous Primary suite with skylights and double door entry bath with Jacuzzi, separate shower and skylight, the fully finished basement provides excellent flexibility for recreation room, home office, gym, quest space or whatever fits your needs, additional highlights include the direct entry from the two car garage, oversized driveway and wonderful natural light thru-out the house, the property is just minutes from shopping and dining , with very convenient access to NYC Train & Sea Streak Ferry. While the home would benefit from some updating, it has been lovingly cared for. This is an opportunity to make an already special home your own!!

11 Castle Drive, Middletown

Listing courtesy of Heritage House Sotheby's International Realty. Contact: 732-241-6649

$899,000
3 Beds 4 Baths
Experience UPSCALE Living in this beautifully upgraded 3-story Luxury Townhome in Highly sought after Middletown Walk Community. A perfect blend of Elegance & Convenience. Residents enjoy a state of the art clubhouse, fitness center, stunning saltwater pool, cabanas, outdoor kitchens, dining spaces, tennis & pickleball courts, walking trails, social events & snow removal. As you enter you immediately notice abundant natural light along with perfectly appointed hi-hats. This Home features three spacious bedrooms plus a versatile bonus room on the lower level ideal as a Guest Bedroom Suite with a RARE FULL BATH on this level or let it be a home office or recreation room. The main level has a Chef's Kitchen w/high-end appliances & a large stunning island/breakfast nook! The Open Concept seamlessly combines Living Room, Dining Room & Kitchen, excellent for entertaining with a perfectly positioned Powder Room for your guests! Third floor features a Luxurious Primary Suite that consists of a Huge Walk-in closet and an exquisite spa-inspired bathroom complete with oversized walk-in shower. Two additional generously sized Bedrooms that share a beautifully appointed bathroom. This home is surrounded by Million Dollar homes! Ideally located near trains with direct access to NYC, easy access to GSP, Top-Rated Schools, and just minutes to Red Bank, beaches, restaurants, shopping & more! Don't miss out on this. Come see and you will call it Home!

16 Valiant Court, Middletown

Listing courtesy of RE/MAX Diamond,Realtors. Contact:

$1,390,000
4 Beds 4 Baths
Welcome to Green Meadows Estates! Nestled in the coveted Oak Hill section of Middletown; renowned for its tree-lined streets, distinguished homes & proximity to mass transportation, golf courses, parks & schools. This exceptional four-bedroom, 3.5 baths home blends timeless elegance, modern sophistication and a lifestyle of comfort, luxury, and effortless entertaining. From the moment you enter, you'll appreciate the warmth & sophistication throughout this lovingly cared for home. Natural sunlight pours through highlighting the newly refinished hardwood floors, charming French doors & custom built-ins that add character & refined detail. The open-concept floor plan creates an inviting flow, ideal for entertaining. Step outside to a private backyard oasis with a large heated in-ground pool & spa, expansive patio areas and lush green lawns offering endless possibilities-from summer gatherings to peaceful evenings enjoying your own backyard. The second level offers four generously sized bedrooms, including a luxurious primary suite designed to provide a peaceful retreat. The finished lower level offers exceptional flexibility, creating the perfect space for a home theater, fitness studio, playroom, or private lounge. Complete with its own bar and hot tub, its an entertainer's dream and an ideal extension of the home's living space. A home of this caliber is more than a place to live--it's a place to gather, celebrate, and create lasting memories. Welcome home!

6 Green Meadow Boulevard, Middletown

Listing courtesy of Heritage House Sotheby's International Realty. Contact: 917-834-4273

$1,850,000
5 Beds 4 Baths
Welcome to this beautifully renovated (2025) brick-front Colonial on a quiet double cul-de-sac in desirable Middletown Township. This exceptional home offers 5 spacious bedrooms, 3 full bathrooms, and 1 half bath, combining timeless elegance with modern upgrades throughout. A grand double front doorway welcomes you into a thoughtfully updated interior with abundant natural light and quality finishes. The gourmet kitchen features quartz countertops, an oversized center island, breakfast bar, stainless steel appliances, and a stylish tile backsplash. The luxurious primary suite offers a spacious bedroom and elegant en-suite bathroom. a dedicated dressing room, and a generous walk-in closet. Designed for both comfort and convenience, the home also features a 2-car garage, a wide driveway, a Wi-Fi-enabled security and fire system, and a whole-home backup generator for added peace of mind. Step outside to your own backyard oasis, where a sparkling in-ground gunite pool awaits, complete with all-new smart pool equipment. A large deck provides the ideal setting for outdoor dining, entertaining, or simply relaxing while enjoying the beautifully maintained outdoor space. With extensive interior and exterior upgrades throughout, this move-in-ready home offers the perfect blend of style, functionality, and modern living. The basement adds an additional 1,400-1,500 square feet of finished space. Conveniently located near excellent schools, transportation, shopping, restaurants, and parks, this is a rare opportunity to own an exceptional home in one of Middletown Township's most sought-after neighborhoods.

11 Verrazano Drive, Middletown

Listing courtesy of EXP Realty. Contact:

$1,610,000
5 Beds 4 Baths
Highest & Best due on Friday, 7/17 at 12PM. Welcome to the highly desirable *Oak Hill* section of Middletown, where this beautifully maintained Colonial offers over *3,000 square feet* of thoughtfully designed living space, perfectly blending everyday comfort with exceptional entertaining. The heart of the home is the renovated chef's kitchen, featuring granite countertops, stainless steel appliances, a spacious center island, and an open-concept layout that flows seamlessly into the surrounding living and dining areas. Hardwood floors and two fireplaces add warmth and timeless character throughout. The finished lower level is an entertainer's dream, complete with a custom bar, expansive recreation space, and endless possibilities for hosting family and friends. Step outside to your own private, park-like backyard oasis featuring an in-ground swimming pool, fully equipped outdoor kitchen, covered lanai, sauna, and a full basketball court, creating the perfect setting for entertaining, relaxing, and making memories all year long. Located within the *top-rated Middletown Township Public School District, this home is zoned for **Nut Swamp Elementary, Thompson Middle School, and Middletown High School South*. Enjoy an unbeatable location just minutes from the vibrant restaurants and boutiques of Red Bank, the beaches of Sandy Hook, and NJ Transit express service to New York City. Additional highlights include a two-car attached garage and a *one-year home warranty* included for the buyer, providing added peace of mind. This is an incredible opportunity to own a move-in-ready home in one of Middletown's most sought-after neighborhoods.

9 Ramsey Road, Middletown

Listing courtesy of Roman Balandin Realty LLC. Contact:

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

$1,225,000
5 Beds 4 Baths
Set on just under an acre in one of Middletown's most desirable locations, this beautifully maintained 5-bedroom, 3.5-bath home offers an exceptional combination of space, comfort, and functionality for today's lifestyle. A welcoming circular driveway provides ample parking and leads to a charming residence featuring a thoughtfully designed floor plan. The heart of the home is the spacious eat-in kitchen, complete with a center island, abundant cabinetry, and a cozy window seat overlooking picturesque bay windows, perfect for casual dining or morning coffee. The dramatic two-story family room showcases a soaring ceiling, a gas fireplace, and an open loft above, creating an inviting space for gathering and entertaining. Designed for both formal and casual living, the home also features a gracious formal living room and an elegant dining room ideal for hosting holidays and special occasions. A private guest suite offers exceptional flexibility with its own sitting room, desk area, and full bath, making it perfect for extended family, overnight guests, or a home office. The spacious primary suite serves as a peaceful retreat, complete with a large walk-in closet and a luxurious en-suite bath featuring a double vanity, soaking tub, and separate shower. Additional bedrooms provide plenty of space for family and guests. A generously sized laundry room and an attached one-car garage add everyday convenience. Step outside to your own private backyard retreat. The expansive patio offers multiple seating and entertaining areas centered around a beautiful fire pit, creating the perfect setting for relaxing evenings or hosting family and friends. With just under an acre of beautifully landscaped property, there is plenty of room to enjoy outdoor living while still being conveniently located near Middletown's parks, beaches, shopping, restaurants, and transportation.

710 Hopping Road, Middletown

Listing courtesy of Douglas Elliman of NJ LLC. Contact:

Selling Office: O'Brien Realty, LLC.

$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:

$1,800,018
4 Beds 5 Baths
Welcome to one of Oak Hill's most exceptional residences, where luxury, style, and versatility come together in one remarkable home. This professionally designed 4-bedroom, 4.5-bath ranch offers an expansive open floor plan filled with natural light, elegant finishes, and distinctive architectural details, including a stunning sunken living room that creates the perfect gathering space. Designed with both everyday living and entertaining in mind, the home's thoughtfully curated interior showcases a unique blend of sophistication and comfort throughout. The fully finished lower level offers incredible flexibility with a private apartment complete with its own full kitchen, bedroom, bathroom, living area, office, and dedicated gym--making it ideal for multigenerational living, extended guests, or work-from-home lifestyles. Additional features include a whole-house generator for added peace of mind, ensuring uninterrupted comfort and convenience year-round, while the home's thoughtful design and extensive amenities make it as practical as it is beautiful. Nestled on a beautifully landscaped property, this secluded retreat is surrounded by meticulously maintained grounds that provide both privacy and year-round curb appeal. Located in the highly sought-after Oak Hill section of Middletown, residents enjoy access to top-rated schools, nearby parks, and convenient proximity to Jersey Shore beaches, NYC ferry service, shopping, dining, and major transportation routes. A rare opportunity to own a truly special home in one of Middletown's most desirable neighborhoods.

198 Borden Road, Middletown

Listing courtesy of Keller Williams Realty East Monmouth. Contact:

Selling Office: Heritage House Sotheby's International Realty.

$1,150,000
3 Beds 4 Baths
Tucked within one of Middletown's most coveted communities, 15 Linder Court is a better-than-new, fully customized townhome offering over 3,172 square feet of beautifully designed living space. Filled with natural light, it features upgraded hardwood floors, designer lighting, custom cabinetry, and elevated finishes. The open-concept layout flows effortlessly from a commanding chef's kitchen with premium appliances and a large center island into spacious living, and dining areas. A large flexible bonus room offers endless use as a media room, office, gym, or playroom. The luxurious primary suite includes a spa-inspired bath and generous closet space, while two additional bedrooms provide versatility. Meticulously upgraded and move-in ready, this is turnkey luxury living at it's finest. At the center of it all is a stunning chef's kitchen where form and function meet seamlessly. Built-in appliances, upgraded cabinetry, Kohler fixtures, stone countertops, illuminated glass cabinetry, under-cabinet lighting, and statement pendant fixtures over the oversized island create a space that feels polished yet inviting -- the kind of kitchen people naturally gather in. The home's thoughtful upgrades continue throughout every level. Spa-inspired bathrooms feature frameless glass showers, elevated tilework, custom mirrors, and premium Kohler hardware, while remote-controlled custom shades, interior shutters, and a whole-house humidifier bring an added layer of comfort and convenience. Even the details behind the scenes -- from upgraded pantry shelving and a custom laundry room to garage keyless entry and enhanced lighting throughout -- reflect a home designed with intention. Outside, the lifestyle continues. A built-in gas line for grilling, integrated LED exterior lighting, and beautifully connected indoor-outdoor living spaces create the perfect backdrop for entertaining, relaxing, or simply enjoying the ease of home. At 15 Linder Court, luxury isn't about excess -- it's about quality, flow, and the feeling of living in a space where every detail has already been considered for you.

15 Linder Court, Middletown

Listing courtesy of Serhant New Jersey LLC. Contact:

$1,100,000
3 Beds 4 Baths
*MULTIPLE OFFERS RECEIVED*Builder grade can't compete with this. Welcome to RESORT living just 15 min to the Netflix Campus. This end-unit resale in highly sought after Middletown Walk by Toll Brothers has officially arrived and it raises the standard for every other home in this million dollar+ community. Residents enjoy a state of the art clubhouse, fitness center, stunning saltwater pool with private lifeguards, cabanas, outdoor kitchens, dining spaces, tennis and pickleball courts, walking trails, kids clubs, social events, snow removal, and a true luxury community atmosphere that simply cannot be replicated. Set on a premium private lot just steps away from the clubhouse and loaded with upgrades Inside, the home shows better than the model the model residences with 7.5-inch red oak plank flooring throughout, plantation shutters on every window, under cabinet lighting, upgraded fixtures, Pottery barn spitfire ceiling fans, Pottery Barn Bristol Wood Chandelier, and an oversized quartz center island anchoring the open concept kitchen and living space. Upstairs Laundry room with high grade LG W&D. End-unit positioning fills the home with exceptional natural light throughout. Spacious primary suite offers a luxurious en-suite bath with bidet, walk-in shower and massive walk-in closet. The fully finished walk-out lower level creates an entire additional lifestyle space ideal for a media room, gym, office, playroom, or lounge space. Garage upgraded with ultimate ceiling storage. Complete with a Trex deck, private premium lot, and one of the most desirable locations within the entire community, this is the kind of Middletown Walk opportunity buyers wait months for and rarely get the chance to own. 2 trains with direct NYC access, 3 ferries nearby, easy access to GSP, Top-Rated schools & hospitals nearby, 8 min to red-hot Red Bank!!

25 Augustus Drive Unit 277, Middletown

Listing courtesy of Signature Realty NJ. Contact:

Selling Office: Keller Williams Elite.

$1,865,000
5 Beds 4 Baths
Offers due Monday 6/8 at 12PM- no more showings. Welcome home to a lifestyle that exudes luxury and sophistication in the most coveted neighborhood of Oak Hill. Reconstructed from the studs in 2018, this architect-designed residence crafted by a designer known for his work on celebrity homes, showcases uncompromising quality and estate-caliber materials throughout. Upon arrival on this beautiful, mature tree-lined street, an oversized driveway lined with brand-new Belgium block, a bluestone walkway, and professional landscaping create a striking first impression. Custom cedar shake siding adorned with classic shutters, a copper standing-seam awning, and a custom stained wood front door with elegant glass insert anchor the facade with warmth and architectur Inside, solid American wide-plank walnut flooring and custom moulding set the tone for refined yet comfortable living. The formal living room is magazine-worthy, centered around a wood burning fireplace elegantly framed by two sconces and flanked by soaring windows that flood the space with natural light. The dining room, currently styled as a den, features impressive wall-to-wall windows, offering year-round enjoyment and the perfect setting to host family and friends. The kitchen is the true showpiece and heart of the home, complemented by custom built-in soft-close cabinetry, marble countertops, a massive center island with refrigerated drawers, microwave, and storage topped with solid American walnut, top-tier appliances with an instant boil feature, an oversized farm sink, and an integrated desk with upper display hutch. The eat-in kitchen flows seamlessly into the expansive family room, ideal for everyday living and entertaining. The family room features exquisite built-ins, a gas fireplace, and is surrounded by windows overlooking the serene backyard. The mudroom, conveniently located off the kitchen, offers ample storage and provides direct access to one of the outdoor decks. Also on the main level is an impressively sized fifth bedroom with an en-suite bath and a large custom closet system, perfectly suited for guests or multi-generational living. Upstairs are four generously sized bedrooms, all with Brazilian hardwood flooring throughout. The primary suite is a true retreat, featuring a soaring ceiling, gas fireplace, custom decorative and storage built-ins, a designer walk-in closet with makeup station, and an oversized spa-inspired bath and marble finishes. A private deck overlooking the tranquil backyard provides the perfect setting for relaxed sunset cocktails. The second-level laundry room is beautifully appointed with granite countertops and sink, while the hallway bath is elegantly finished with high-end details such as custom marble floors and a stunning skylight. The expansive unfinished walkout basement offers endless possibilities, including future recreation space or additional multi-generational living options. The backyard is wonderfully serene and park-like, creating the ideal backdrop for outdoor relaxation. Conveniently located near premier shopping, dining, highly regarded Middletown South schools, commuter access, and the Jersey Shore beaches, this exceptional residence represents luxury living at its finest.

27 Fox Hill Road, Middletown

Listing courtesy of EXP Realty. Contact:

Selling Office: EXP Realty.

$810,000
4 Beds 4 Baths
Welcome to The Dunes, a premier waterfront community on Sandy Hook Bay. This ideal location is perfect for commuters seeking a tranquil yet accessible lifestyle. This stunning multi-level townhome offers 4 bedrooms and 3.5 baths, providing spacious and comfortable living that is move in ready. The main level features a dramatic 17-foot cathedral ceiling, a wall of windows for abundant natural light, and a cozy three-sided fireplace. The eat in kitchen boasts a large center island, white cabinetry, stainless steel appliances, and an outdoor balcony with water views perfect for relaxing or entertaining. There is also a spacious separate dining room and a dedicated home office, ideal for remote work. This Willet model includes two primary suites with beautifully renovated bathrooms and large walk-in closets. Enjoy your own bonus home gym, complete with gleaming hardwood floors, shiplap accent walls, and lovely lighting throughout this amazing home. This community amenities include an in-ground pool, a clubhouse, and a well-equipped gym. Residents have private access to pristine white sandy beaches, where you can relax, swim, or enjoy water sports just steps from your door. For commuters, the Sea Streak ferry is nearby, offering a quick and scenic ride to Manhattan, making city workdays easier and more enjoyable. Plus, explore 9 miles of Henry Hudson Trail--perfect for biking, hiking, and outdoor adventures--right in your backyard.

12 Skimmer Lane, Middletown

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

Selling Office: RE/MAX Central.

$1,400,000
4 Beds 4 Baths
Tucked away on a breathtaking .79 acre property surrounded by the natural beauty of Compton Creek, this exceptional 4 bedroom, 4 full bathoom colonial offers the privacy and peaceful setting nature lovers dream about. The expansive flat backyard feels like your own private retreat, complete with a massive heated inground pool, lush surroundings, and incredible outdoor living spaces designed to enjoy every season. A stunning two level composite deck with hot tub overlooks the serene property, creating the perfect setting for entertaining, relaxing, or simply taking in the tranquil wooded views. The property also features a shed with electric, perfect for additional storage, hobbies, or workspace needs. An oversized driveway and 2½ car garage with epoxy floors provide plenty of room for parking and storage. Inside, the home features granite countertops, marble subway tile backsplash, stainless steel appliances, and three fireplaces including two wood burning and one gas fireplace. The large office with its own fireplace offers incredible flexibility and could easily serve as a potential fifth bedroom. The fully finished walk out basement adds an impressive amount of additional living space and includes a full bathroom, making it ideal for extended living, a guest suite, recreation area, gym, media room, or entertaining space. With direct access to the backyard and pool area, it seamlessly extends the home's indoor and outdoor lifestyle. Additional highlights include a full attic with pull down stairs and cedar closet, wet bar hook up in basement, portable genrator hook up and an unbeatable private setting rarely found in Middletown. Close to schools, shopping and NYC transportation this home really has it all!

136 Green Oak Boulevard, Middletown

Listing courtesy of Coldwell Banker Realty. Contact: 917-414-7807

Selling Office: EXP Realty.

$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:

$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.

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2750+ Sq. Ft. Middletown Real Estate

Our website features the best real estate search for 2750+ sq. ft. properties available in Middletown and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!