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159 Deepdale Drive, Middletown
$989,900
4 Beds ⋅ 3 Baths
Coming Soon! Showings begin 11/2 Welcome to 159 Deepdale Drive,nestled in the highly desirable Deepdale Estates neighborhood of Middletown's Oak Hill section! Lovingly maintained and thoughtfully cared for, this beautiful 4 bedroom, 2.5 bath home offers the perfect combination of comfort, space and convenience. The spacious kitchen features a large center island, perfect for everyday living and gathering with family and friends. A finished walkout basement provides wonderful additional living space with endless possibilities for a recreation room, home office, fitness area or entertaining. Additional highlights include newer HVAC and furnace and a two car garage. Set on approximately 1.19 acres, this property offers a generous setting in one of Middletown's most sought after neighborhoods. Bring your decorating ideas and personal touches to make this lovingly maintained home truly your own! Conveniently located near shopping, dining, parks, beaches, major highways and NYC transportation, including train, bus and ferry options. A wonderful opportunity in a fantastic location!

159 Deepdale Drive, Middletown

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

5 Penn Lane, Middletown
$1,200,000
4 Beds ⋅ 3 Baths
Welcome to 5 Penn Lane, a spacious 4-bedroom, 2.5-bath Colonial nestled in the sought-after Brasch Farms neighborhood within Middletown's highly desirable Oak Hill section, known for its beautiful homes and excellent school system. Offering a wonderful combination of space, character, and versatility, this home presents a fantastic opportunity in one of Middletown's most desirable locations. The main level features hardwood flooring, a formal dining room, and a generously sized living room accented by a charming fireplace. The eat-in kitchen offers granite countertops, ample counter space, a center island, and stainless steel appliances. Just beyond, a sun-filled enclosed sunroom showcases an expansive wall of windows overlooking the backyard and heated in-ground swimming pool, creating an inviting space to relax and enjoy the surrounding views. Upstairs, you'll find four comfortably sized bedrooms, including a spacious primary suite featuring a private bathroom with a large custom walk-in shower, glass enclosure, and double-sink vanity. An additional full hallway bathroom serves the remaining bedrooms. The finished basement provides even more living space, ideal for a recreation room, home theater, fitness area, or additional entertaining space. Additional highlights include a convenient main-level powder room, dedicated laundry area, generator, and a backyard featuring a heated in-ground swimming pool, perfect for summer gatherings and outdoor enjoyment. With its generous floor plan, desirable location, and endless potential to personalize, this home offers an exceptional opportunity to make it your own. Conveniently located near shopping, dining, parks, major commuting routes, and the Jersey Shore.

5 Penn Lane, Middletown

Listing courtesy of Compass New Jersey , LLC. Contact:

12 Tanglewood Road, Middletown
$899,000
4 Beds ⋅ 3 Baths
Your own backyard retreat awaits in Middletown's Tanglewood neighborhood! This 4-bedroom, 2.5-bath center-hall Colonial welcomes you with a charming front porch, hardwood floors and generous living spaces. The updated kitchen features granite countertops, a center island and stainless steel appliances, opening to a family room with sliders to the oversized deck. Outside, a landscaped, fenced 0.37-acre lot features an in-ground pool and inviting space to relax or entertain. Living and dining rooms offer flexibility. Upstairs, the spacious primary suite includes a private bath, joined by three additional bedrooms and a full hall bath. An attached one-car garage and storage shed add convenience. Near shopping, dining, parks, beaches and NYC commuter options. Make 12 Tanglewood your next home!

12 Tanglewood Road, Middletown

Listing courtesy of VRI Homes. Contact:

21 Terry Lane, Middletown
$1,599,000
4 Beds ⋅ 3 Baths
The home you've worked for. The lifestyle you've dreamed of. The memories you'll make for generations. Welcome to 21 Terry Lane, where timeless luxury meets the ultimate Middletown South lifestyle. Tucked away at the end of a peaceful cul-de-sac in Brasch Farms. This newly updated 4-bedroom, 2.5-bath Center Hall Colonial sits on a sprawling, park-like property designed for privacy, relaxation, and unforgettable entertaining. Upgrades galore, 2026 New bathrooms, updated siding, and Trex deck. A Chef's Kitchen features custom cabinetry and skylights, a large island and custom wet bar overlooking the resort-style backyard. Beautiful hardwood floors, elegant moldings, and timeless finishes flow throughout, while the inviting family room, anchored by a gorgeous wood-burning fireplace, creates the perfect setting for cozy evenings and cherished family traditions. Upstairs, four generously sized bedrooms feature hardwood flooring, including a spacious primary suite with a newly renovated private ensuite bathroom. Three additional bedrooms share a beautifully updated full bathroom with a double vanity, offering both comfort and convenience. The versatile basement, complete with newly finished epoxy floors and three separate rooms, provides endless possibilities. Imagine a private home theater, children's playroom, dedicated office, fitness studio, or a combination of spaces tailored to your lifestyle. Step outside, and every day feels like a private resort. Imagine sun-soaked afternoons beside the sparkling in-ground pool, summer gatherings on the expansive Trex deck beneath the motorized awning, and crisp autumn evenings around the built-in fire pit. Open space for play and a dedicated garden area, two oversized sheds with electricity, electrical receptacles around the perimeter of the property complete this extraordinary backyard retreat. This is a home where you'll want to host every occasion. Perfectly positioned just minutes from the Jersey Shore, vibrant Downtown Red Bank, NYC ferries and trains, and Middletown's highly regarded schools, Come See It Today!

21 Terry Lane, Middletown

Listing courtesy of Realty One Group Open Door. Contact:

33 Ramsey Road, Middletown
$1,200,000
4 Beds ⋅ 3 Baths
Welcome to 33 Ramsey Rd - a recently updated and inviting 4-bedroom, 2.5-bath Colonial nestled in the desirable Oak Hill neighborhood of Middletown. Set on approximately 0.71 acres, this home offers generous living spaces and a wonderful setting to make your own. The newly renovated kitchen is at the heart of the first floor, with high-end appliances including a Thermador range and a Liebherr refrigerator. The spacious family room, complete with a wood-burning fireplace, creates a warm and welcoming atmosphere, while hardwood flooring adds timeless appeal. Also on the first floor is a dining room, a formal living room, laundry room, powder room, and an office. The primary bedroom features an ensuite bathroom, walk-in closet, and additional double closet. Three additional bedrooms and another full bath complete the rest of the upstairs living space. Additional highlights include a full basement, a two-car attached garage, two-zone heating and central air conditioning, and a walk-up attic with exciting potential for a home office, studio, or media room. Award-winning Middletown Public Schools and only minutes away from Garden State Parkway.

33 Ramsey Road, Middletown

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

29 Carter Avenue, Middletown
$849,000
4 Beds ⋅ 3 Baths
Amazing New Construction! This 4-bedroom, 2.5 bathroom home offers modern living at its finest with an open floor plan perfect for both entertaining and everyday life. The spacious living area features beautiful hardwood flooring throughout, seamlessly connecting the living room, dining area, and the chef's kitchen, which boasts a huge center island with seating—perfect for family gatherings or casual meals. Upstairs, you'll find four generously-sized bedrooms, including a luxurious primary suite with a walk-in closet and en-suite bathroom. An unfinished walk-up attic provides endless potential for additional living space or storage, while the large garage ensures plenty of room for vehicles and storage.

29 Carter Avenue, Middletown

Listing courtesy of C21 Thomson & Co.. Contact:

129 Ballantine Road, Middletown
$999,000
5 Beds ⋅ 3 Baths
Welcome to this sunny 5-bedroom, 2.5-bathroom home perfectly situated on over-half-acre lot. The interior features spacious rooms, a warm gas fireplace, and thoughtfully updated kitchen and bathrooms. The backyard boasts a multi-level tiered deck that flows seamlessly down to a pristine, heated in-ground pool. Premium bonus features include high-end Andersen windows, a whole house generator, sprinkler system and invisible fence. Situated in a highly sought-after neighborhood, and offers the ultimate convenience with close proximity to desirable Middletown schools, major thoroughfares and trains to New York City, shopping and award winning restaurants. This turnkey property truly checks every box!

129 Ballantine Road, Middletown

Listing courtesy of Coldwell Banker Realty. Contact:

3901 Buckingham Circle, Middletown
$599,000
3 Beds ⋅ 3 Baths
Beautifully renovated and designed for effortless living, this bright and spacious 1,842 sq. ft. townhome offers 3 bedrooms, including two primary suites—one conveniently located on the first floor—and 2.5 baths. Vaulted ceilings, bamboo flooring, custom plantation shutters and a sleek linear fireplace elevate the open, airy interior. The stunning kitchen features quartz countertops and a glass backsplash. An attached garage and 1,000+ sq. ft. full-height basement with finishing potential provide exceptional flexibility. Enjoy truly low-maintenance living with HOA-covered exterior maintenance, including siding and roof. Ideally situated just 5 minutes from downtown Red Bank, 10 minutes from the beach, and close to shopping and commuter transportation.

3901 Buckingham Circle, Middletown

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

18 Oxford Lane, Middletown
$575,000
3 Beds ⋅ 3 Baths
Discover this beautiful 3 Bed, 2.5 Bath townhome in the desirable Kings Landing community of Middletown. Step inside to open living space featuring a wood-burning fireplace. A spacious primary suite with its own private landing creates a secluded retreat, thoughtfully separate from the guest bedrooms. The patio backing to woodlands adds a serene setting for morning coffee, outdoor dining, or simply relaxing. A spacious basement provides a versatile flex space, while the attached two-car garage adds everyday convenience. Location Location! Just five minutes from vibrant Downtown Red Bank, the Middletown Train Station, convenient access to NYC ferries, beautiful Jersey Shore beaches, shopping, dining, and major commuter routes. Privacy. Location. Lifestyle. Welcome home to Kings Landing!

18 Oxford Lane, Middletown

Listing courtesy of Realty One Group Open Door. Contact:

14 Oxford Lane, Middletown
$565,000
2 Beds ⋅ 3 Baths
Welcome to this freshly painted comfortable & well-maintained two-bedroom, 2.5 bath townhouse offering nearly 1,800 sqft in the desirable Kings Landing. The inviting layout features spacious living areas, updated kitchen with refreshed finishes and appliances. Envision possible 3rd bedroom by building out over the 2nd floor balcony. Additional highlights include a two-car garage, an unfinished basement for flexible storage and a private patio surrounded by beautiful flowers. The furnace and air-conditioning system were updated in 2020 for added comfort and peace of mind. Low monthly HOA fee includes access to the community's in-ground swimming pool, allowing you the amenities without the upkeep. Located near Jersey Shore beaches, shopping, dining, and NYC train and ferry transportation.

14 Oxford Lane, Middletown

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

63 Day Avenue, Middletown
$939,000
4 Beds ⋅ 3 Baths
This exceptional home boasts top-tier craftsmanship with spray foam insulation, Timberline roof, Anderson Low-E windows, dual high-efficiency HVAC units, a tankless hot water heater, and wide oak staircases with natural-stained oak flooring throughout. The main level features 9-foot ceilings and a sun-drenched living area anchored by a cozy gas fireplace. The gourmet kitchen showcases upgraded soft-close cabinetry, quartz countertops, a porcelain farm sink, subway tile backsplash, and a 6-foot island under a stylish coffered ceiling. Enjoy GE stainless steel appliances, including a 6-burner slide-in range with a custom downdraft hood. Unwind in 2.5 full baths with Kohler fixtures, including a luxurious primary suite featuring a radiant heated floor, double vanity with makeup station, and a custom glass rain shower. Includes a 2nd-floor laundry, pre-wired tech, walk-out basement to a professional landscaping, and a walk-up attic!

63 Day Avenue, Middletown

Listing courtesy of C21 Thomson & Co.. Contact: yetmanmaureen@gmail.com

575 Harmony Road, Middletown
$750,000
4 Beds ⋅ 3 Baths
Welcome to this inviting 4-bedroom home offering a wonderful combination of space, comfort, and functionality! The bright and spacious living room features beautiful hardwood flooring and an oversized picture window that fills the space with natural light. The updated eat-in kitchen boasts gorgeous wood cabinetry, stainless steel appliances, a gas cooktop, recessed lighting, and plenty of cabinet and counter space. The home's versatile layout offers multiple living areas, including a generously sized lower-level family room, perfect for entertaining, relaxing, or gathering with family and friends. Additional highlights include a welcoming entryway, attractive wood railings, and plenty of room to make this home your own. Outside, enjoy a beautifully maintained lawn, mature landscaping, and a spacious driveway leading to an oversized 2-car garage, providing ample parking and storage. With its charming curb appeal, functional floor plan, and inviting living spaces, this home offers incredible potential for its next owners. Don't miss this opportunity! Schedule your private showing today!

575 Harmony Road, Middletown

Listing courtesy of RE/MAX Revolution. Contact:

146 Bruce Road, Middletown
$1,275,000
4 Beds ⋅ 3 Baths
Prepare to fall in love with this one-of-a-kind 4-bedroom, 2800 sq ft, Middletown home in the Lincroft area, newly designed and fully renovated by a craftsman builder with exceptional vision and attention to detail. Modern luxury blends beautifully with timeless traditional style throughout this surprisingly spacious residence. Soaring cathedral ceilings, generous bedrooms and a stunning primary suite create a warm yet sophisticated feel. State-of-the-art baths feature bidet-style toilets, while the smart kitchen includes a Wi-Fi refrigerator with integrated screen technology. Large garages add versatility. Close to the Garden State Parkway, Life Time Fitness, beaches, shopping and transportation, this special home offers craftsmanship, comfort and convenience in an exceptional location.

146 Bruce Road, Middletown

Listing courtesy of Coldwell Banker Realty. Contact:

23 Pearl Street, Middletown
$999,000
4 Beds ⋅ 3 Baths
Welcome to this spacious 4-bedroom, 2.5-bath Center Hall Colonial, ideally located in a desirable Middletown neighborhood. The inviting first floor features an updated kitchen, formal living and dining rooms, and a comfortable family room with a wood-burning fireplace. A versatile bonus room provides the perfect space for a home office, playroom, or flex space, while a first-floor powder room and direct garage entry add everyday convenience. Upstairs, the spacious primary suite offers a private ensuite bath and walk-in closet, along with three additional generously sized bedrooms and updated bathrooms. Step outside to enjoy over half an acre of property, featuring a heated in-ground pool with multi-colored lights, fenced yard, stamped-concrete patio, and plenty of room to entertain, play, garden, or customize to your vision. The home is also equipped with lighting installed in the backyard and on the porch, as well as a sprinkler system. Located in the Middletown school district and convenient to the ferry, train station, bus stops, shopping, dining, and more. Sidewalk-lined streets make it easy to enjoy neighborhood walks and bike rides. A wonderful opportunity to enjoy space, comfort, and convenience in one of Middletown's desirable neighborhoods—don't miss the chance to make 23 Pearl Street your own!

23 Pearl Street, Middletown

Listing courtesy of RE/MAX First Class. Contact:

28 Hopi Drive, Middletown
$800,000
3 Beds ⋅ 3 Baths
Coming Soon! Showings begin Friday 9/18. Beautifully maintained, move-in ready split-level style home tucked away in the highly desirable Chapel Hill section of Middletown. Set on an incredibly private 1.07-acre hilltop property, this home offers a rare combination of space, privacy, and peaceful wooded views while remaining close to everything Middletown and the Jersey Shore have to offer. Inside, you'll find 3 generously sized bedrooms, 2.5 bathrooms, and three distinct living areas, providing exceptional flexibility. The heart of the home is the bright and spacious open-concept living room, dining room, and kitchen. The updated eat-in kitchen features granite countertops, a beautiful backsplash, stainless steel appliances, and abundant cabinetry and counter space. A double-sided fireplace creates a warm and inviting centerpiece, adding character and charm throughout the home. The fully finished basement provides even more usable living space. Recent improvements include a newer roof, newer four-zone mini-split heating and cooling system, and a newer water heater. Outside, the expansive 1.07-acre setting delivers incredible privacy and a true sense of seclusion rarely found in such a convenient location. Just minutes from shopping, dining, Jersey Shore beaches, major roadways, and the high-speed ferry to Manhattan, 28 Hopi Drive offers the privacy of a retreat with easy access to everything Middletown has to offer. A truly unique opportunity in one of the area's most sought-after neighborhoods.

28 Hopi Drive, Middletown

Listing courtesy of EXP Realty. Contact:

6 Volt Place, Middletown
$799,999
3 Beds ⋅ 3 Baths
Welcome to this beautifully renovated and thoughtfully updated 3-bedroom, 2.5-bath home in the desirable Fairview section of Middletown. A newer double-wide driveway accented with Belgian block leads to the new barn-style garage door with charming rustic shutter detailing, along with a welcoming walkway to the front patio. From the moment you step inside, you'll appreciate the attention to detail and stylish finishes throughout. Wide-plank tile flooring flows through the lower-level living room and into the back French-door conservatory, creating a bright and inviting space with access to the private backyard with nice custom plantation style shutters on the inside. The second level reveals an open-concept kitchen, dining room, and den, along with a spacious 18' x 23' entertainment featuring ceramic wide-plank tile flooring, a large picture window, and plenty of recessed lighting to brighten the space day or night. The kitchen features distressed-edge cabinetry, a large bar-style center island, white appliances, and generous wraparound counters—perfect for the chef of the family and ideal for accommodating friends and family for dinner parties and gatherings. The upper-level sleeping quarters include a primary bedroom suite with a recently updated bathroom featuring a large subway-tile shower enclosure and stylish vanity and sink. Two additional bedrooms with beautiful hardwood floors share an additional updated full bathroom with a tub and tile surround. Step outside to an expansive backyard designed for enjoying and entertaining. The generous cobblestone patio provides plenty of room for outdoor dining and gatherings, while the large yard offers ample space to play, garden, or simply relax. A firepit creates the perfect setting for evenings outdoors, and a storage shed provides convenient additional storage. Beautifully renovated, spacious, and truly move-in ready, this home offers the perfect combination of modern style, comfortable living, and exceptional indoor and outdoor space in a desirable Middletown location. Conveniently located just minutes from downtown Red Bank, the ferry and train to NYC, and the Jersey Shore beaches.

6 Volt Place, Middletown

Listing courtesy of G & G Agency Inc. Contact:

155 Borden Road, Middletown
$1,175,000
4 Beds ⋅ 3 Baths
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:

95 Ironwood Court, Middletown
$659,900
3 Beds ⋅ 3 Baths
Price adjustment! Best value in desirable Laurel Greene Middletown South community! This exceptionally clean and well-maintained townhouse offers move-in ready condition as well premium, private setting backing to beautiful woods. Bright, light and airy with a functional layout. High ceilings in family room with a gas fireplace. How cozy for the upcoming fall and winter season. The unfinished basement has loads of possibilities too. The HVAC is only a few years old as well. Conveniently located near major transportation, shopping, dining and highly regarded Middltown schools, this is an outstanding opportunity to own in a sought after community and a premium location that is rarely available.

95 Ironwood Court, Middletown

Listing courtesy of Weichert Realtors-Rumson. Contact:

35 Richard Terrace, Middletown
$899,900
4 Beds ⋅ 3 Baths
Welcome to this spacious Middletown Ranch, offering approx. 2200 sq. ft. just minutes from Downtown Red Bank, the train station (2), & Sea Streak Ferry! The inviting main level features hardwood floors, a granite and stainless kitchen, vaulted dining area, and a comfortable primary suite w/new ensuite full bath and walk in closet. The finished lower level offers wonderful flexibility for guests or multi-generational living, w/cozy family room, built-in library, half bath, storage and wet bar. A charming cedar sunroom w/ wood burning fireplace opens to a private backyard oasis w/ heated saltwater pool, multiple patios, privacy fencing and natural gas firepit, perfect for relaxing and entertaining. New central air conditioning, pool liner and water heater (2026). Postal zip is 07701. Home is in Middletown.

35 Richard Terrace, Middletown

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

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