Between $1 Million - $2 Million Middletown Real Estate

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

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:

$1,008,000

This home is available to move-in October 2026! The oversized kitchen with 12 foot island is the perfect centerpiece for entertaining. The casual dining area is adjacent to the kitchen and provides a convenient and intimate setting. The great room is the perfect setting for relaxation with its cozy fireplace and ample natural light. A luxurious primary bathroom boasts Quartz countertops, dual sinks, and a private toilet area. The rear deck provides ample space for outdoor entertainment. The community is situated just minutes away from shopping, dining, and entertainment. Schedule an appointment today to see this stunning home.

10 Fiore Court, Middletown

Listing courtesy of Toll Brothers Real Estate. Contact:

$1,400,000

Just Listed! Welcome to 11 Sir Paul Court, a spacious 4 bedroom Colonial tucked away on a quiet four home cul de sac in Middletown. Offering approximately 3,676 square feet of living space, this home checks all the boxes with 2 full and 2 half baths, a beautifully renovated kitchen, generous living and dining spaces, a family room with fireplace, finished walk out basement and an impressive 2nd floor bonus room currently used as a dance studio. This versatile space is ideal for a home gym, office, playroom, studio or potential 5th bedroom. The updated eat-in kitchen features abundant cabinetry, granite countertops, stainless steel appliances, center island and a bright breakfast area overlooking the backyard. Outside, enjoy your own private retreat on over half an acre with a fenced yard, heated in ground pool with fountain, expansive deck and outdoor bar shed, perfect for entertaining and summer gatherings. Additional highlights include hardwood floors on first level, decorative molding, first floor laundry, ample storage and a 2 car garage. Ideally located near shopping, dining, parks and convenient NYC transportation. Space, privacy, a prime Middletown location and an incredible backyard make 11 Sir Paul Court a home that truly has it all.

11 Sir Paul Court, Middletown

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

$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

Experience refined living in the highly desirable Oak Hill section of Middletown. This impressive cedar-shake Colonial blends timeless elegance with a beautiful, nature-inspired setting. Expansive, light-filled rooms, oversized windows, and two fireplaces create a warm yet sophisticated atmosphere. The newer gourmet kitchen features a Viking stove, granite countertops, and custom cabinetry. The luxurious primary suite offers a spa-like bath with a soaking tub and spacious walk-in closet. A sprawling deck, perched above a picturesque wooded landscape, is perfect for entertaining or relaxing while enjoying the serene surroundings. A distinctive home offering style, comfort, and gracious living.

155 Borden Road, Middletown

Listing courtesy of Coldwell Banker Realty. Contact:

$1,299,000

3 Beds ⋅ 3 Baths

Welcome to this beautifully renovated farmhouse, a wonderful blend of historic charm and modern living. Over 250 years old, this home has been thoughtfully updated while preserving the character and details that make an older home so special. Inside, you'll find three spacious bedrooms and 2.5 baths, including a lovely primary bedroom with its own private bathroom. The heart of the home is the updated eat-in kitchen, featuring elegant marble countertops and plenty of room for gathering and entertaining. Throughout the home, wide-plank pine floors add warmth and character, while a charming Dutch door and pocket doors provide distinctive farmhouse touches. The home offers a second-floor laundry for everyday convenience, along with ceiling fans, new windows, and a convenient back staircase. A versatile bonus room provides the perfect space for a playroom, home office, hobby room, or additional living area. Step outside and enjoy the welcoming front porch, perfect for morning coffee or relaxing at the end of the day. The property also includes a shed for additional storage. With its classic farmhouse appeal, original character, and extensive renovations, this special home offers the best of both worlds—a piece of history with the comfort and convenience of today's lifestyle.

62 Swartzel Drive, Middletown

Listing courtesy of C21 Thomson & Co.. Contact:

$1,199,999

COASTAL LIVING WITH A NYC SKYLINE BACKDROP! Welcome to 95 Seabreeze Avenue in Middletown, where beachside living meets space, style, and unforgettable views. Newly raised and built from the ground up, this stunning 5-bedroom, 3.5-bath home sits just moments from Ideal Beach and offers sweeping views of the bay and iconic NYC skyline. Inside, an open and airy floor plan features engineered hardwood floors on every level, beautiful custom cabinetry, an oversized kitchen island, stainless steel appliances, and generous living and dining spaces perfect for everyday living and entertaining. Multiple levels of living space provide plenty of room to spread out, work from home, host guests, or simply relax, while 3-zone central air provides year-round comfort. Step outside and experience what truly sets this home apart- multiple private balconies and outdoor living spaces designed to take full advantage of the coastal setting. Enjoy morning coffee overlooking the water, beach days just moments from home, and unforgettable sunsets with the NYC skyline in the distance. Located in Middletown's Bayshore area, you're just minutes from Ideal Beach, local waterfront destinations, and the Seastreak Ferry with convenient service to Manhattan. 5 Bedrooms • 3.5 Baths • Multiple Balconies • Bay & NYC Skyline Views • Moments From Ideal Beach • Minutes to the Seastreak Ferry. This isn't just a home near the water- it's the coastal lifestyle you've been waiting for. Furniture digitally staged and grass enhanced in some photos.

95 Seabreeze Avenue, Middletown

Listing courtesy of RE/MAX First Realty. Contact:

$1,274,000

Excellent investment opportunity. Previously a thriving physician's office, this property offers the doctor's office in addition to the attached 4 bedroom home. The home offers the easiest commute ever or great rental potential. The office features a waiting room, reception room, 4 exam rooms, private doctor's office, 2 half bathrooms, storage room, kitchen area for staff, plus another office/room. Ample parking, high visibility location, center of town provides easy access for patients. The well maintained home offers generously sized rooms, wonderful flow, 2 fplcs, wood flrs, partially fnshd bsmt, 2-car garage, multi-zone heat & c/ac. Lovely inside & out and a short walk to the restaurants in the Junction + schools, library, more!

140 Tindall Road, Middletown

Listing courtesy of Corcoran Baer & McIntosh. Contact:

$1,950,000

6 Beds ⋅ 5 Baths

Welcome to this extraordinary new construction home offering over 4,000 square feet of luxurious living space, plus a 2,000 sq ft full basement and bonus attic area. Featuring 6 spacious bedrooms and 4.5 beautifully designed bathrooms, this stunning residence showcases exceptional craftsmanship and high-end finishes throughout. The gourmet kitchen is equipped with top-of-the-line appliances and opens to expansive living and entertaining spaces designed for today's lifestyle. Situated on a spectacular property, the backyard is a private oasis with a large yard and inviting pool, perfect for relaxing or hosting family and friends.

161 Cherry Tree Lane, Middletown

Listing courtesy of Coldwell Banker Realty. Contact: 732-770-0044

$1,199,000

Highly coveted Oak Hill neighborhood! This beautifully expanded ranch checks all the boxes. Completely move-in ready! This stunning home welcomes you with gorgeous hardwood floors, sun-drenched rooms, and an inviting layout. The stunning kitchen is the heart of this home, centered with open flow to full dining room, expansive living room and cozy family room. Enjoy the warmth of the wood burning fireplace during the cooler months. First floor also boasts a secondary ensuite bedroom, as well as two other bedrooms and another full bath. Upstairs, the private primary suite features a spa-inspired bathroom complete with a jacuzzi tub, a rainfall shower with three body sprayers, and stunning river rock accents. Sliding doors lead from the suite directly onto a private balcony overlooking the beautiful backyard. Other interior features include a full un-finished basement with amazing potential, a pull-down attic, a separate crawl-in second-floor storage area, several closets for storage, and efficient two-zone heating and cooling. The backyard is an entertainers dream! The outdoor space boasts a custom paver patio equipped with a built-in grill and granite countertops with bar seating. Also featuring a built-in gas fire pit area to enjoy those late summer nights. All this set on a fully fenced half-acre with professional landscaping and exceptional curb appeal. Great location within minutes of major highways, shopping, downtown Red Bank and local beaches. Don't miss out!

25 Nedshire Drive, Middletown

Listing courtesy of Real Broker, LLC-. Contact:

$1,024,000

The Tatum's welcoming entry and foyer flow up the inviting stairs to the second floor main living level, revealing the spacious great room with desirable large deck beyond. The well-designed kitchen overlooks a bright casual dining area, and is enhanced by a large island with plenty of cabinet space, and roomy pantry. On the third floor, the charming primary bedroom suite is complete with a massive walk-in closet and spa-like primary bath with dual-sink vanity, large luxe shower with seat, and private water closet. Secondary bedrooms feature ample closets and shared hall bath with dual-sink vanity. Additional highlights include a sizeable flex room with rear access on the first floor, convenient powder room and centrally located laundry room. This home is finished with wood floors through-out, white kitchen cabinets to the ceiling, and beautiful Quartz counter top covering your 12 foot center island. Don't miss out. Move-in this October.

46 Augustus Drive, Middletown

Listing courtesy of Toll Brothers Real Estate. Contact:

$1,274,000

4 Beds ⋅ 2 Baths

Commuting doesn't get any easier than this! Fantastic opportunity for the savvy investor. Well maintained Residential/Commercial building on 1+ acre in a great visible location. Formerly a busy medical practice plus a spacious home lived in by the physician & his family. The light-filled home boasts charm, space & generous room sizes that flow beautifully from one to another. Hdwd flrs, 2 fplcs (1 gas, 1 wood), lots of windows for a sunny interior, eat-in kitchen overlooking private yard & brick patio w/firepit, fnshd bsmt, 2-car gar, more! The attached office features waiting room, reception area, private offices, 4 exam rooms, kitchen area, 2 half baths, flex rooms, storage rooms, & more! Live in one/Rent the other; Work in one/Rent the other. Walk to schools, eateries. Min to transit.

140 Tindall Road, Middletown

Listing courtesy of Corcoran Baer & McIntosh. Contact:

$1,390,000

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

$1,275,000

Built in 2015, this meticulously maintained 4-bedroom, 2.5-bath Colonial offers newer construction in the highly sought-after Navesink neighborhood, just minutes from Atlantic Highlands and within the Middletown South School District. Offering the perfect combination of a modern floor plan and an exceptional location, this home is set on a spacious lot with a park-like backyard and is less than one mile from the Seastreak Ferry to NYC, the Henry Hudson Trail, downtown Atlantic Highlands, restaurants, shopping, grocery stores, parks, and Beacon Hill Country Club. Whether you're searching for an easy NYC commute or the best of the Jersey Shore lifestyle, this location offers both. Step inside to an impressive two-story foyer that sets the tone for the home's open and inviting design. Hardwood flooring flows throughout much of the main level, while the eat-in kitchen is accented by beautiful natural slate flooring and plantation shutters. The beautifully appointed kitchen serves as the heart of the home with white cabinetry, granite countertops, two pantry spaces, newly upgraded stainless steel appliances, generous workspace, and excellent flow. It opens seamlessly to the spacious family room with a gas fireplace, as well as sliding doors leading to the oversized low-maintenance composite deck, creating the perfect indoor and outdoor entertaining space. The formal living and dining rooms provide additional gathering spaces for holidays, celebrations, and everyday living. Overlooking the backyard, the expansive composite deck provides an inviting setting for outdoor dining, relaxing, and entertaining while enjoying the private, park-like grounds. Surrounded by mature trees and professionally maintained landscaping, the property offers exceptional privacy and a picturesque setting rarely found in newer construction. The generous side yard provides plenty of room for recreation, gardening, or future outdoor enhancements, including the possibility of a pool. An in-ground sprinkler system helps maintain the beautifully landscaped property throughout the seasons. Designed for everyday convenience, the mudroom features custom built-in cabinetry and direct access to the attached oversized two-car garage. A spacious second-floor laundry room is conveniently located near all four bedrooms. The primary suite offers a spacious retreat with a walk-in closet and a second spacious closet. The ensuite bathroom features dual vanities, a soaking tub, and a separate shower. Three additional generously sized bedrooms provide flexibility for guests, home offices, hobbies, or growing needs. The finished basement features impressive ceiling height, creating exceptional additional living space ideal for a recreation room, media room, fitness area, game room, or playroom, while still offering abundant storage and dedicated mechanical space. Recent upgrades completed within the last two years include the hot water heater and multiple kitchen appliances, providing added peace of mind. Additional features include a two-zone HVAC system, recessed lighting throughout, a 200-amp electrical service with copper wiring, a generator transfer switch with a portable generator included, and a seller-provided one-year home warranty covering appliances, the HVAC system, and additional components. Beautifully blending newer construction, thoughtful upgrades, and an exceptional location, 46 Powell Avenue offers the lifestyle today's buyers are searching for. Whether commuting to New York City, exploring the waterfront and vibrant downtown of Atlantic Highlands, or enjoying everything the Jersey Shore has to offer, this is a home designed for everyday living, effortless entertaining, and years of lasting memories. Actual zip code 07716.

46 Powell Avenue, Middletown

Listing courtesy of Weichert Realtors-Morristown. Contact:

Selling Office: Brenda McIntyre Realty.

$1,350,000

8 Beds ⋅ 4 Baths

Welcome to 228 Red Hill Road, located in the highly sought-after Oak Hill section of Middletown. Set on over 1.5 acres, this true mother-daughter home offers a rare opportunity to create the property you've always envisioned. Whether you're searching for a multi-generational home, a private compound, room for a farm, or simply the chance to renovate and make it your own, the possibilities here are endless. Expansive parcels like this are becoming increasingly rare--they're not making any more land. Perfectly positioned just minutes from the Garden State Parkway, Jersey Shore beaches, NYC ferry, train, and bus transportation, top-rated parks, shopping, and dining, this home offers the perfect balance of privacy and convenience. Enjoy the unmatched lifestyle that makes Middletown one of Monmouth County's most desirable places to call home. Bring your vision and transform 228 Red Hill Road into the home you've always dreamed of.

228 Red Hill Road, Middletown

Listing courtesy of EXP Realty. Contact:

$1,850,000

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:

$1,299,000

Professionally decorated Toll Brothers Model home with designer extras, upgrades included and fully furnished. The Tatum Elite's inviting entryway and foyer flow up the welcoming stairs to the second floor main living level, opening to the expansive great room with desirable large deck. The well-appointed kitchen overlooks a bright casual dining area and is complete with a large center island with cabinets, plenty of counter and cabinet space, and sizable pantry. On the third floor, the superb primary bedroom suite is enhanced by a stunning walk-in closet and spa-like primary bath with dual-sink vanity, large luxe shower with seat, and private water closet. Secondary bedrooms feature roomy closets and shared hall bath with dual-sink vanity. Additional highlights include a spacious flex room with rear yard access on the first floor, convenient powder room on the second floor, centrally located laundry on the third floor, and additional storage throughout.

20 Augustus Drive, Middletown

Listing courtesy of Toll Brothers Real Estate. Contact:

$1,095,000

6 Beds ⋅ 4 Baths

One-of-a-kind, exceptional Oak Hill ranch! 6 bedrooms, 3.5 baths and multiple entertaining spaces. Upper level offers 3 bedrooms and 2.5 baths, a renovated kitchen with granite countertops, stainless steel appliances and woodburning fireplace, hardwood/ceramic floors, generous closet spaces, serene paver patio and a private expansive deck! Full walkout lower level, with separate entrance has 3 bedrooms, full bath, vintage kitchette and oversized familyroom/den/bar area. Neutral colors and loads of light on both levels. Anderson windows. Multigenerational living opportunities. Low maintenance yard and whole house generator. Incredibly convenient to GSP, train, ferry, New Jersey beaches, Monmouth County parks and Netflix. Middletown HS South. Relax in your own private, hilltop retreat!

200 Pelican Road, Middletown

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

$1,610,000

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.

$1,249,000

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:

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:

$1,225,000

Nestled in the highly desirable Oak Hill section, this spacious four bedroom, three and a half bath colonial with a pool is the home you have been waiting for. Sun filled rooms, an inviting floor plan and beautiful hardwood floors create a warm and welcoming atmosphere throughout. A wood burning fireplace adds warmth and charm. Situated on a generous corner lot, the expansive fenced property offers exceptional outdoor space perfect for entertaining and everyday enjoyment. The walkout basement offers a legal mother/daughter layout, ideal for extended family or recreation. Conveniently located close to beaches, shopping, restaurants, and major commuting routes, this exceptional home truly has it all!

72 Marcshire Drive, Middletown

Listing courtesy of Keller Williams Realty Central Monmouth. Contact:

Selling Office: Melrose Realty, LLC.

$1,450,000

This lovingly maintained 4 bedroom, 2 1/2 bath Oak Hill home sits impressively on a beautiful .62-acre lot on a cul-de-sac street. With curb-appeal galore, this home features many amenities. Inside, you'll find hardwood floors, fireplace, finished basement, & copious amounts of storage. The gourmet kitchen has quartz counters, stainless appliances, pantry, & center island with seating. The primary bedroom has stunning built-ins, huge walk-in closet, & full bath. Updated bathrooms & custom closets. The backyard oasis is a showstopper! With an incredible covered composite deck, heated inground pool with salt system, shed, & woodburning fireplace, this is the perfect place for entertaining & relaxing! Heated/cooled garage w/epoxy floor, & whole house generator. Easy access to GSP, train, & ferry.

25 Crane Court, Middletown

Listing courtesy of Diane Turton, Realtors-Brick. Contact:

Selling Office: O'Brien Realty, LLC.

$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.

$1,100,000

3 Beds ⋅ 3 Baths

This professionally decorated model home is now for sale and loaded with designer extras and upgrades. Complementing the well-designed kitchen is an immense center island with breakfast bar as well as plenty of counter and cabinet space, and a sizable walk-in pantry with custom shelving. The open-concept kitchen flows effortlessly into the great room and dining room, making this floor plan ideal for entertaining. The built-in shelves in the office highlight the craftsmanship of this home. Close proximity to the club house, pool and play ground. Just minutes from everyday conveniences, this community is perfectly situated for your family's daily routine.

18 Augustus Drive, Middletown

Listing courtesy of Toll Brothers Real Estate. Contact:

Selling Office: RE/MAX 1st. Advantage.

$1,034,000

Your dream home is waiting. The community is situated just minutes from shopping, dining, entertainment, train and ferry to NYC. Interior finishes have been chosen by our design studio professionals! Hardwood flooring, Quartz countertops, Kitchen Aid appliances and modern backsplash. The open-concept kitchen, great room, and dining room are great for entertaining. The appealing primary bedroom suite boasts a lavish bath and ample closet space. Flex space on the first floor could be used as an office or a yoga room - the possibilities are endless. The rear deck provides great space for outdoor entertainment. Schedule an appointment today to learn more about this stunning home.

5 Fiore Court, Middletown

Listing courtesy of Toll Brothers Real Estate. Contact:

$1,501,500

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:

Selling Office: Keller Williams Realty Central Monmouth.

Absolutely stunning four-bedroom three full bath home situated in highly ''Sought After'' Oak Hill. This is the home that you have been waiting for. Meticulously maintained inside & out this updated home is ready for you to simply place your furniture. Gorgeous, updated kitchen with plenty of custom cabinetry, counters and center island. Three beautifully updated baths. Wood floors, recessed lighting, finished basement with Plenty of storage the list goes on. All the big-ticket items have been addressed. Lovely bright sunroom leads out to a country club back yard with a magnificent level yard and beautiful inground pool. Patio, walkways, deck, fenced in property. Two car side entry garage. Terrific landscaping adds to the awesome curb appeal. This home is a true gem not to be missed

25 Pelican Road, Middletown

Listing courtesy of Coldwell Banker Realty. Contact:

$1,037,000

This community is situated just minutes away from shopping, dining, and entertainment. Interior selections have been chose by our Design Studio Professionals. 7 inch hardwood flooring, quartz countertops, Kitchen Aid appliances package including refrigerator and washer/dryer. The open-concept kitchen, great room, and dining room are ideal for entertaining. The appealing primary bedroom suite boasts a lavish bath and ample closet space. Flex space on the first floor could be an office are yoga room. Schedule an appointment today to learn more about this home.

8 Meehan Court, Middletown

Listing courtesy of Toll Brothers Real Estate. Contact:

Selling Office: Keller Williams Realty Spring Lake.

$1,099,000

Beautiful waterfront property in the heart of Middletown. This 4 bedroom, 3 full bath colonial offers c/t entry, living room with Brazilian redwood floors, bay window, formal D.R. with Brazilian redwood floor, dec moldings, large E.I.K. with c/t floors, oak cabinets, stainless appliances. 4 season room with heat and c/air, overlooks the pool, yard, and pond. family room has gas fireplace, small wet bar/wine rack, one bedroom/office on 1st level, with 1st level full bath. Large MBR with full bath, c/t shower, w/i closet, sliders to porch overlooking yard and pond Huge full basement, high ceilings, poured concrete foundation. Very private yard with 4yr old inground pool, deck, overlooking pond. 3 Minutes to NYC trains, shopping, 12 min to ferry, 15min to new Netflex location, beache

3 Baskenridge Drive, Middletown

Listing courtesy of Coldwell Banker Realty. Contact: 732-241-6722

$1,430,000

An exceptional expanded ranch that effortlessly blends elegance, comfort, and modern luxury. Encompassing approximately 2,700 sq ft of main-level living + an additional 2,500 sq ft of beautifully finished walk-out lower level, this home provides an extraordinary amount of versatile space designed for both everyday living and grand entertaining. Sophisticated and graceful interiors, thoughtfully renovated with impeccable attention to detail. The home features 4 spacious bedrooms and 3.5 beautifully appointed baths, offering both privacy and refined comfort. At the heart of the home is a truly remarkable chef's kitchen, showcasing leathered granite countertops, a full suite of stainless steel appliances, massive dedicated laundry center, ample storage and a seamless flow - ideal for hosting or daily enjoyment. Natural light floods the family room, living room and dining rooms. The walk-out lower level expands your lifestyle possibilities--perfect for a recreation area, home office, gym, or guest accommodations (possible multigenerational living)--while maintaining a light-filled, connected feel to the outdoors. Outside, the property continues to impress with an exquisitely landscaped yard and multiple outdoor entertaining spaces, curated to create a private, resort-like setting for gatherings or peaceful relaxation. Solar panels are owned, discreetly placed on the rear roof and generate SRECs. This is a rare opportunity to own a home that balances elevated design, generous living space, and exceptional outdoor amenities in one of Oak Hill's most desirable locations. Conveniently located near GSP, Middletown train, ferries, blue ribbon schools, hip Red Bank, Netflix and the world class Jersey Shore.

100 Borden Road, Middletown

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

Selling Office: Coldwell Banker Realty.

$1,150,000

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:

$1,060,000

Welcome to Four Winds / Oak Hill - one of Middletown South's hottest neighborhoods. This 4-bed, 2.1-bath, nearly 2,500sf home sits on a flat, private 0.45-acre cul-de-sac lot bordered by mature landscaping. Big-ticket updates are already done: new HVAC, new hot water tank, pool pump & filter, & a newer roof. The ideal center hall Colonial layout awaits your vision - with real potential to expand over the garage for a grand Primary Suite or build out on the generous lot. Blocks from Nutswamp, Thompson & Middletown South schools. 2 miles to GSP Exit 114. 10 mins to the NYC Park & Ride. 3 miles to downtown Lincroft. Don't miss your chance to make this Four Winds / Oak Hill gem your own.

31 Vaughn Drive, Middletown

Listing courtesy of Prive Haus LLC. Contact:

Selling Office: Coldwell Banker Realty.

$1,100,000

*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.

$1,700,000

*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.

$1,865,000

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:

$1,999,999

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.

$1,249,450

Located in the highly sought-after Oak Hill section of Middletown, this stately custom Center Hall Colonial offers timeless elegance, personality, and an exceptional opportunity to own a true classic in one of the area's most desirable neighborhoods. Boasting over 3,000 square feet of living space, this beautifully crafted home features 4 spacious bedrooms and 2.5 baths, highlighted by rich wood floors and a gracious layout designed for both comfortable living and entertaining. Two wood-burning fireplaces add warmth and character to the home's inviting living spaces, while the classic architectural details and thoughtful floor plan create a sense of sophistication throughout. This is a home filled with charm and has been beautifully maintained making it ready for its next chapter. Ideally located close to beaches, parks, top-rated schools, shopping, dining, and transportation, opportunities like this in Oak Hill are truly rare. Whether you are looking to settle into one of Middletown's most coveted neighborhoods or searching for a home with enduring style and timeless appeal, this exceptional property is not to be missed!

54 Howland Road, Middletown

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

Selling Office: Better Homes and Gardens Real Estate Murphy & Co..

$1,825,000

5 Beds ⋅ 3 Baths

An architectural impression arises from the redesigned front porch with a metal roof and rich tongue-and-groove wood ceiling, establishing a commanding presence at 10 Red Hill Road. This 2002-built, 3,604 sq ft residence exemplifies refined living. The main level features a bespoke private office with white oak shelving and black paneled sliding doors, alongside extensive hardwood floors. The primary suite offers a custom walk-in closet with integrated cabinetry. Professionally transformed in 2025, the outdoors boast Techo-Bloc pavers, curated landscaping, and a heated gunite saltwater pool with a spillover spa. Commuting is effortless, 2 minutes to the train, 5 minutes to the Parkway, and 10 minutes to Downtown Red Bank.

10 Red Hill Road, Middletown

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

Selling Office: Diane Turton, Realtors-Brick.

$1,150,000

Classic Tudor elegance meets modern living in the sought-after Oak Hill section of Middletown. Tucked at the end of a quiet cul-de-sac, this updated 4-bedroom, 2.5-bath home blends timeless character with modern convenience. The bright main level features a new kitchen, formal living and dining rooms, and a fireplace den with sliders to the patio. Upstairs, the primary bedroom suite offers a renovated bath with freestanding tub and separate shower. Three additional bedrooms and an updated full bath complete the second floor. New windows, roof, doors, and mechanicals throughout. Move-in ready with a commuter-friendly location, this Oak Hill home is a rare opportunity.

18 Lefferts Court, Middletown

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

$1,160,000

This is the home that you have been waiting for. Meticulously landscaped. From the moment you walk through the door of this 4-5 bedroom 2.5 bath home you will be captivated by the large great room and large kitchen both which lead to the oversized deck overlooking the cottage garden and tree line back yard. On the main level you have the library half bath and office which would be great for the 5th bedroom. The foyer and libray leads to the living room with a large screen T.V. which is included with this home. Additional attractions is the over sized 2 gar garage with a temperature controlled paint room. The roof is 20 years old, siding 8 years, driveway offers belgium blocks, 10 zone sprinkler system, central air is 4 years old 3 zone cast iron baseboard, tankless water heater,

87 Twin Brooks Avenue, Middletown

Listing courtesy of Weichert Realtors-Toms River. Contact: 732-240-0500

Selling Office: Coldwell Banker Realty.

$1,037,000

Welcome to this unique multi-level home located in Deepdale Estates in Oak Hill. Just minutes from the Garden State Parkway and Red Bank, this beautifully secluded updated 4-bedroom home features a brand-new designer kitchen and renovated primary and guest baths. Enjoy a gracious living room with gas fireplace, formal dining room with deck access, and an expansive Great Room with a wood-burning fireplace. A bonus loft offers the perfect home office or retreat, while the flexible layout allows for Mother/Daughter possibilities. Additional highlights include a 2-car garage with storage room, a private three-tier yard featuring deck, brick, and lawn areas, plus a charming treehouse complete with electricity and cable. Make this exceptional Oak Hill retreat your next place to call home.

198 Deepdale Drive, Middletown

Listing courtesy of Keller Williams Realty Central Monmouth. Contact: 917-364-9820

Selling Office: Keller Williams Realty West Monmouth.

$1,400,000

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

Cancelled Open House..Welcome home to effortless elegance. This breathtaking 3 bedroom 2 bath ranch is a true 10! meticulously updated from top to bottom with an eye for every single detail. The stunning, timeless updated kitchen is a chef's dream featuring premium Bosch appliances, gorgeous Cambria quartz countertops and beautiful cabinetry. The primary suite boasts a beautifully updated bath complete with an oversized walk-in shower and walk-in closet The sunroom beckons you to slow down curl up by the cozy fireplace with your morning coffee. Step outside and prepare to be wowed! Your own private resort awaits, stunning heated, saltwater pool, 1500 sqft. paver patio, perfect for having large parties or intimate gatherings surrounded by designed landscaping and as an added bonus a priva treed canopied hammock retreat with pebblestone detail, pure tranquility right in your own backyard. Nestled in one of the area's most coveted neighborhoods, with close proximity to GSP and trains to NY transportation. Moments away to the schools. Don't miss this one. She is a special beauty see supplemental sheet for more amenities on this standout 10!

$1,367,500

3 Beds ⋅ 2 Baths

17 Ballantine Road, Middletown

Listing courtesy of Weichert Realtors-Rumson. Contact:

$1,400,000

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:

Premiere Location! This warm & inviting colonial with a charming front porch is located in the highly desirable & prestigious Oak Hill Section of Middletown. Beautiful tree-lined street is in a wonderful family neighborhood. Spacious home offers 4 generous size bedrooms & 2.5 baths. First floor includes welcoming foyer, large living & dining rooms with oversized windows perfect for entertaining. Family room with raised hearth wood burning fireplace. First floor laundry room with laundry shoot. Eat-in kitchen with center island, granite countertops, under cabinet lighting, & French doors to deck with Weber gas grill. Bonus lower level with pool table and wet bar. Private backyard, heated inground pool and mature trees. Conveniently located to schools, shopping, restaurants, & easy commuting, close proximity to downtown Red Bank, Jersey Shore beaches, parks & golf courses. Don't miss out on this great opportunity to make this your new dream home!

79 Green Meadow Boulevard, Middletown

Listing courtesy of Colts Neck Realty. Contact:

Selling Office: RE/MAX Central.

$1,800,000