Browse All Deepdale Ests Properties for Sale

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

4 Beds ⋅ 5 Baths

Nestled on 1.1 acres in highly desirable Oak Hill this beautiful wooded property is not to be missed. Within the past 5 years the following improvements have been added: Vinyl Siding, 30-year Timberline roof, Anderson windows, fence, HW flooring LR and Den, new bar in Great Room, new downstairs baths, Primary Suite porch resurface, new floors on second level, replaced & blacktopped driveway, new washer and dryer. This lovely retreat features an in-ground saltwater pool and a cabana complete with a bathroom, changing rm & shower, pond, whole house generator, lovely plantings and lots of private outdoor space. The chef's kitchen includes a Thermador range with built-in wok and a commercial grade overhead exhaust, stainless appliances and granite countertops. There is a fabulous Great Room surrounded by windows, a custom bar and two seating areas. The spacious Primary Suite encompasses the entire second level with a porch, 2 walk-in closets and dressing area with large bath.

25 Dellwood Court, Middletown

Listing courtesy of Weichert Realtors-Rumson. Contact:

Selling Office: EXP Realty.

$1,100,000

4 Beds ⋅ 4 Baths

Custom Oak Hill Expanded Ranch in Deepdale Estates. Tucked away at the end of a private drive, this hidden gem offers over 3,200 Sq. Ft. of living space on a 1-acre lot, surrounded by lush treetops. Designed for both comfort and functionality, the ideal layout features a first-floor master suite, plus two additional bedrooms on the main level. The newer quartz kitchen boasts an oversized center island, seamlessly connecting to the open family room with a fireplace, built-ins, and a slider to a covered bluestone patio perfect for indoor-outdoor entertaining. The home also includes formal living and dining rooms with a second fireplace, an additional den for a playroom or home office, and a bonus second-story den and bedroom suite , ideal for guests or quiet study. Conveniently located near the GSP, Middletown train station, Sea Streak Ferry, and NYC bus, this home also features a 2-car garage and a house generator for added peace of mind. A rare find in a prime location- don't miss this opportunity!

174 Deepdale Drive, Middletown

Listing courtesy of RE/MAX Revolution. Contact:

Selling Office: Keller Williams City Life.

$985,000

5 Beds ⋅ 3 Baths

This Beautiful Custom Contemporary/Raised Ranch, offers over 1.2 acres of land and sits on a lovely private road. Offering the perfect blend of privacy and convenience, as it's proximity to the beach, shopping and major transportation are only minute away. This 5 bedroom/3 full bath home offers so many unique features you will be delighted. First (lower) floor offers: 2 car garage with additional interior entrance; great room with sliders looking out to the slopped section of the yard; full bedroom and bathroom, perfect for extended family to stay; utilities and storage. New A/C and new furnace installed September 2024. Second (top/main)level offers: fantastic entry foyer open to the formal living room with streaming sunlight through large windows and skylights. gorgeous kitchen offers open space to dining room and sitting area; 4 bedrooms and 2 full baths are down the hall. Kitchen is light and bright and has skylights inviting additional sunlight in. Just off the kicthen is the wrap around porch with hot tub, gazebo and decking wraping around, perfect for entertaining. Off the deck is the flat land, which could be perfect for a pool or soccer game. This property is very special and rare, what an amazing opportunity to own a South Middletown Stunner! Close to Red Bank's vibrant downtown, beautiful beaches, this home is a true sanctuary while remaining connected to the amenitites of city living. Perfect for that special buyer who wants it all.

214 Deepdale Drive, Middletown

Listing courtesy of EXP Realty. Contact:

Selling Office: Heritage House Sotheby's International Realty.

$999,999

4 Beds ⋅ 3 Baths

Discover the epitome of luxury living in this exceptional home offers a rare custom ranch design, making it perfect for entertaining and providing a private oasis. As you step inside, prepare to be amazed by the stunning features and ambiance. The sunken living room with a two-way stone fireplace greets you upon entering the foyer. What's more, there's an indoor pool visible from the front door, accessible from multiple points throughout the house. This exquisite 4-bedroom, 3-bathroom residence boasts a unique layout, including a custom formal family room and dining room. Recessed lighting and crown molding add elegance to the space. Enjoy a dedicated theater room for your favorite sports games or movies, a gaming room, or a tranquil getaway with soundproofing. The eat-in kitchen is a chef's dream, featuring granite countertops, stainless steel appliances, a Kenmore Elite refrigerator, cherry cabinets, and a generously sized center island. Moving towards the living quarters, you'll discover beautifully appointed bedrooms with custom California closets. The master ensuite even has a private entrance to the pool area, where a private sauna awaits for ultimate relaxation. In addition, this home is equipped with a Generac generator, ensuring uninterrupted power supply during outages. And that's not all! There's also a bonus office space that can easily be converted into a fifth bedroom, providing flexible living arrangements to suit your needs. Step into the backyard, which offers a secluded gazebo, four seasons awning patio area for lounging and dining, ample outdoor spaces, and even a horseshoe court! Completing the property is a two-car garage, a spacious driveway, and a location near major highways, shopping centers, public transportation, and restaurants. Prepare to be awestruck by this truly remarkable home. Don't miss your chanceschedule your appointment today and witness its splendor firsthand!

86 Deepdale Drive, Middletown

Listing courtesy of EXP Realty. Contact:

Selling Office: 1-2-3 REALTORS.

$750,000

4 Beds ⋅ 4 Baths

Welcome to this Beautiful home nestled at the end of very private cul de sac backing to the Tatum Park. Entering to the foyer ceramic tile flooring guest closet and recessed lighting. Homes features oak hardwood flooring decorative crown molding and recessed lighting. Formal Living room features cozy gas fire place, formal dining room and Library featuring handcrafted custom cabinetry. Kitchen a must see! Beautiful White cabinets and granite countertops center Island with addition storage and seating. Sub Zero refrigerator Thermodor 4 burner stove with griddle/ hood venting and heat laps. Asko stainless steel dishwasher and built in microwave. Home features great room sunroom with plenty of natural light . A must see!!! Heated pool,Tennis, etc. A must see. Being sold as is.

5 Laureen Court, Middletown

Listing courtesy of MV Realty of New Jersey. Contact:

Selling Office: Keller Williams Realty Central Monmouth.

Start Your Search

Deepdale Ests Real Estate & Homes

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Deepdale Ests, Middletown NJ. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

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

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

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