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Middletown's Million-Dollar Mansions: A Look at the Week's Top Sales

  • Nishadil
  • December 20, 2025
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Middletown's Million-Dollar Mansions: A Look at the Week's Top Sales

Unpacking Middletown's Most Lavish Sales: A Glimpse into the Luxury Market from December 8th-14th

Discover the ten priciest homes sold in the Middletown area during a specific December week, revealing a thriving high-end real estate scene and showcasing truly remarkable properties.

Well, hello there, fellow real estate enthusiasts! It's always fascinating to peek behind the curtain of the luxury market, isn't it? And this past week, from December 8th to the 14th, the Middletown area certainly delivered some truly eye-popping transactions. We're talking about homes that aren't just properties, but sprawling estates, custom-built sanctuaries, and views that could make anyone swoon.

The market here in Middletown, it seems, remains as robust as ever, with discerning buyers ready to invest in quality, space, and that quintessential Monmouth County lifestyle. So, let's dive right in and uncover the ten most expensive homes that found new owners during this bustling week. Prepare for some truly impressive numbers!

1. 120 Bayview Terrace – Sold for $8,250,000
Topping our list, and frankly, it's no surprise given the address, is a truly grand waterfront estate. Imagine a private dock, panoramic bay views that stretch forever, and luxury that's been custom-built into every single detail. This one really defines high-end living in Middletown.

2. 35 Riverbend Drive – Sold for $6,975,000
Coming in a very close second, we have a magnificent property that boasts sprawling acreage and a beautifully renovated historic manor. Think equestrian facilities, absolute privacy, and a sense of timeless elegance. A true rarity, I'd say.

3. 8 Ocean Heights Road – Sold for $5,500,000
Now, if modern architectural brilliance is more your style, this stunning home likely caught your eye. With an infinity pool that seems to spill into the horizon and breathtaking ocean vistas, it's a testament to contemporary luxury and innovative design.

4. 21 Crestwood Lane – Sold for $4,890,000
This elegant, custom-built residence certainly made waves. With its exquisite finishes, expansive grounds, and a location that screams 'prime,' it’s the kind of home that offers both grandeur and comfortable living.

5. 17 Harbor Lights Way – Sold for $3,995,000
Ah, another beautiful waterfront property! This one offered direct access to the water, a charming design, and had recently undergone some lovely updates. And those sunsets? Simply unparalleled, I hear. A fantastic catch for the new owners.

6. 5 Briarwood Court – Sold for $3,150,000
Nestled within a desirable gated community, this spacious family home truly brought resort-like living right to the backyard. Privacy, luxury amenities, and plenty of room to spread out – what's not to love?

7. 44 Rolling Hills Road – Sold for $2,875,000
A beautifully appointed colonial, this property sits on a substantial lot within a highly sought-after school district. It’s the kind of timeless home that families dream of, blending classic charm with modern comforts.

8. 7 Oakwood Circle – Sold for $2,550,000
For those who appreciate the crisp lines of contemporary design, this recently built home was a gem. Boasting smart home features and a truly tranquil setting, it offered cutting-edge comfort in a serene environment.

9. 19 Maplewood Place – Sold for $2,300,000
This charming traditional home, with its expansive, meticulously kept gardens, seemed absolutely perfect for entertaining. It truly felt like a private oasis, inviting relaxation and social gatherings alike.

10. 33 Pine Grove Avenue – Sold for $2,100,000
Rounding out our top ten is a tastefully updated ranch on a generous plot. Its convenient location, close to all local amenities, made it an incredibly appealing option for buyers looking for both comfort and accessibility.

What a week for Middletown real estate, right? These sales aren't just numbers; they're a testament to the enduring appeal of our beautiful area, drawing in buyers who appreciate quality, space, and a certain kind of lifestyle. It seems the luxury market here is as robust as ever, and I, for one, can't wait to see what next week brings. Until then, happy house hunting – or perhaps, just happy dreaming!

Disclaimer: This article was generated in part using artificial intelligence and may contain errors or omissions. The content is provided for informational purposes only and does not constitute professional advice. We makes no representations or warranties regarding its accuracy, completeness, or reliability. Readers are advised to verify the information independently before relying on