Nestled in some of the most coveted corners of Montauk and beyond, these five exceptional homes, priced between $4,995,000 and $6,000,000, redefine desirable living. From sprawling European-inspired estates with acres of scenic beauty to luxurious residences in exclusive villages and rare commercial opportunities in prime locations, each property offers a unique vision of elegance and potential. Whether it’s the soaring ceilings of a modern masterpiece or the promise of development in a bustling hub, these homes invite you to explore a lifestyle of distinction and possibility.
809 Montauk Hwy | $6,000,000


Horace Barrow

Horace Barrow
Situated in the vibrant heart of Montauk, this unique commercial property on iconic Main Street offers a rare canvas for visionary development. Spanning two adjacent lots with a generous footprint, the space is zoned for diverse ventures, from bustling restaurants to essential pharmacies or expansive supermarkets. The property includes a well-known retail store that attracts steady foot traffic and a fully operational gas station—one of just three in this charming coastal town. With a 10,000-gallon tank expandable to 90,000 gallons, operational potential is vast. A private backyard adds charm, ideal for outdoor seating, while ample parking ensures accessibility for customers. All certifications are current, reflecting meticulous upkeep. This location, steeped in the character of “The End,” provides a unique opportunity to blend business with the laid-back lifestyle of Montauk’s storied community.
Size: –
- Price:
- $6,000,000
- Contact:
- Horace Barrow, NestSeekers International, 703.989.8555
Dreaming Outloud The Village At Castle Pines | $5,900,000


Audrey Will

Audrey Will
Rising above the serene landscape of The Village at Castle Pines, this extraordinary estate at 4 Eagle Pointe Lane offers an elevated mountain retreat spanning 8,064 square feet. Masterfully renovated from a 2003 Trillium Home, the residence sits on a sprawling 2.2-acre lot, blending luxury with breathtaking natural beauty. Inside, a grand two-story entryway captivates with a striking Shakuff pendant, while unique sculptural lighting and dramatic wall treatments flow throughout. The bright, gourmet kitchen boasts top-tier appliances, a waterfall island, and a butler’s pantry, ideal for hosting. With four bedrooms and eight baths, the primary suite stuns with a freestanding copper tub and dual shower enclosures. Multiple fireplaces, a sophisticated wet bar, and panoramic mountain and golf course views enhance the allure. A partially heated driveway and a spacious garage complete this haven, perfect for intimate gatherings or grand entertaining.
- Price:
- $5,900,000
- Size:
- 8,064 sq ft
- Contact:
- Audrey Will, Liv Sotheby’s International Realty, 303.503.0321
Saddle River, NJ | $5,795,000


Vicki Gaily

Vicki Gaily
Set across 6.3 acres of serene countryside, this European-inspired estate offers a rare blend of grandeur and tranquility. Spanning over 9,000 square feet, the home, crafted in 2010, showcases soaring ceilings that amplify its airy elegance. A gourmet kitchen serves as the heart of the residence, while the spacious primary suite provides a private retreat. The finished lower level is an entertainer’s dream, featuring a wine cellar, a theater, and even an indoor lap pool for year-round enjoyment. Outside, scenic walking paths invite peaceful strolls, complemented by an outdoor pool and a full-service cabana for seamless relaxation. Practical luxuries abound with a 4-car garage, a generator, and radiant heat throughout. This estate effortlessly balances sophisticated living with the quiet charm of rural surroundings, creating a haven for both relaxation and refined gatherings.
Size: –
- Price:
- $5,795,000
- Contact:
- Vicki Gaily, Special Properties Forbes Global Properties, 201.390.5880
20 Sherwood Farm Ln | $5,100,000


Rick Higgins

Rick Higgins
Situated in a prestigious neighborhood, this custom-built Georgian Colonial exudes timeless elegance across four meticulously designed levels. Step into a stunning grand foyer that sets the tone for the home’s exceptional craftsmanship, evident in intricate woodworking and architectural details throughout. The breathtaking double-height living room serves as a captivating centerpiece, flooding the space with natural light and offering an ideal setting for both intimate gatherings and grand entertaining. At the heart of the home lies a classic Christopher Peacock kitchen, blending sophistication with functionality for the discerning home chef. With thoughtfully curated spaces on every floor, this residence effortlessly combines historic charm with modern livability. Whether hosting guests or enjoying quiet family moments, the seamless flow and refined aesthetic create an inviting atmosphere, making every day feel extraordinary in this architectural masterpiece.
- Price:
- $5,100,000
- Size:
- 7,930 sq ft
- Contact:
- Rick Higgins, Higgins Group Private Brokerage Forbes Global Properties, 203.520.6778
8 Mill Pond Lane | $4,995,000


Douglas Sabo

Douglas Sabo
Positioned on 9 secluded acres along the tranquil Mill Neck Creek, 8 Mill Pond Lane emerges as a waterfront haven where striking architecture meets untouched natural beauty. This estate captivates with sweeping vistas that capture both sunrise and sunset, inviting a deep connection to the surrounding landscape. Inside, a dramatic 25-foot great room with expansive glass walls defines the open, airy design, effortlessly blending indoor and outdoor spaces. The chef’s kitchen transitions smoothly into dining areas and al fresco entertaining zones, perfect for gatherings. The primary suite, a private retreat, boasts vaulted ceilings and a luxurious spa bath. Outside, a heated pool and direct shoreline access enhance the sense of escape, while the property’s unparalleled privacy remains just a short journey from the vibrant energy of New York City, offering a rare balance of serenity and accessibility.
- Price:
- $4,995,000
- Size:
- 7,600 sq ft
- Contact:
- Douglas Sabo, NestSeekers International, 516.382.5727











