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Jessica Simpson’s Hidden Hills Home on the Market for $22M

5535 Dixon Trail Road Hidden Hills CA 91302

Hidden Hills, CA5535 Dixon Trail Road

Price$22,000,000

Est. Mortgage: $/month

Listing Number X85819183

  • Exclusive Residential
  • Bathroom 11
  • Bedrooms 7
  • Acreage 2.25
  • Square Feet 13,274

Nestled within the highly sought-after guard-gated community of Hidden Hills, this private retreat, tucked away at the end of an intimate cul-de-sac, spans approximately 13,274 square feet and rests on 2.25-acres, offering mesmerizing city lights and mountain views that will leave you breathless. As you step inside, you'll immediately be struck by the grandeur of this home. Featured in the esteemed pages of Architectural Digest, every detail has been meticulously crafted to create a truly captivating living experience. Awe-inspiring features abound, including eight spacious en-suite bedrooms with beautifully appointed baths, a guest house complete with a kitchenette, and an intricately paneled study featuring a warm fireplace. The exquisitely accented formal dining room sets the stage for unforgettable dinner parties, while the dramatic foyer boasts a stunning spiral staircase and floor to ceiling windows that flood the space with natural light. The heart of this home lies in its state-of-the-art chef's kitchen, where culinary dreams come to life. Showcasing top-of-the-line Wolf appliances, a walk-in pantry, a central island, and a breakfast nook. The family room is a true sanctuary, with oversized sliding barn doors, a fireplace adorned with reclaimed brick, and beamed vaulted ceilings that create an inviting & relaxing ambiance. Retreat to the luxurious primary suite, featuring a comfortable sitting area, a stone fireplace, and an expansive his-and-hers walk-in closet, that exudes grandeur. The expansive rear grounds are a true outdoor paradise, where relaxation and entertainment seamlessly blend. Rolling lawns, a sparkling pool with a separate shallow pool, a rejuvenating spa, a BBQ island, and convenient amenities like an outdoor shower and bathroom create an idyllic setting for enjoying the Southern California lifestyle. Here you can immerse yourself in the breathtaking vistas that stretch beyond, making every moment spent outdoors a feast for the senses. This home offers an unrivaled opportunity to experience the epitome of upscale living in one of the most exclusive communities. Don't miss your chance to own this remarkable property and create a lifetime of cherished memories.

Listed by Castles Commercial

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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A Captivating Retreat

50 Dingletown Road Greenwich CT 06830

Greenwich, CT50 Dingletown Road

Price$21,900,000

Est. Mortgage: $/month

Listing Number X38074104

  • Exclusive Residential
  • Bathroom 7
  • Bedrooms 5
  • Acreage 7.37
  • Square Feet 13,825

A captivating retreat in the heart of Greenwich with a storied pedigree, this distinguished Georgian Colonial was home to the late Mary Tyler Moore. Following a meandering stream to Oakley Pond, the long, gated drive leads to the quietly secluded stone house on 7.37 acres of private, sweeping grounds landscaped by Janice Parker and buffered by 5 acres of conservation. Exquisitely expanded and renovated, the 13,825 sq ft floor plan designed by architect Stephen Wang features a 2,000+ sq ft primary suite with dual baths, dressing rooms, and generous closets. Separate 1-bdrm apartment with kitchen and bath above 3-bay garage. Exceptional amenities include a 23' x 23' glass conservatory, gym with spa facilities: jacuzzi, steam shower & sauna, elevator, 65-ft pool with outdoor fireplace.

Listed by Castles Commercial

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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9100 Marsac Ave #1182,Park City,UT 84060

9100 Marsac Avenue Park City UT 84060

Park City, UT9100 Marsac Avenue

Price$21,500,000

Est. Mortgage: $/month

Listing Number X36311067

  • Exclusive Residential
  • Bathroom 7
  • Bedrooms 5
  • Acreage 0.15
  • Square Feet 6,858

Under Armour founder  has listed his Utah lodge-in-the-sky for sale on the open market recently, and a quick $21.5 million closing could mean a charmingly rustic year-end celebration at the top of the Silver Mine resort complex in Park City. The 6,858 sq. ft. condo is entirely clad in timber. The reclaimed wood of the walls and ceilings, battered and weathered by decades of seasonal change, gives the interiors an intoxicating rusticity and a historical depth that belies the complex’s decade-long lifespan. Unfinished stacked stone and hardwood plank floors also contribute to the composition, while a variety of artisanal-looking light fixtures and a few dusty pieces of archival taxidermy dress up the Horace Greely pretentions of the place. The main living area is a great room with vaulted ceilings and a marvelously incorporated galley kitchen that’s nearly covert; the seats at the front counter and the granite bar give it a lounge-like look that suggests a clever twin usage of design. The bedrooms extend the design scheme into suede-covered walls, a two-sided fireplace, and 19th-century Moroccan ceiling panels, while the amenities list includes ‘bunk room’ that sleeps 8 and a game room with a wet bar that’s finished with antique mirror tiles and tufted leather. Throughout the five-bedroom, seven-bath unit, oversized glass is used to bring the raw, rugged landscape indoors and offer the living style an over-arching contextualization. Overall, it’s a very appealing spot for sipping hot cocoa while brushing one’s buffalo coat. Plank’s net worth is around $1.2 billion, per Forbes.

Listed by Castles Commercial

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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24304 Little Valley Rd,Hidden Hills,CA 91302

24304 Little Valley Road Hidden Hills CA 91302

Listing Number X28055050

  • Exclusive Residential
  • Bathroom 8
  • Bedrooms 4
  • Acreage 2.26
  • Square Feet 10,460

That property hasn’t sold yet, and to close out the winter of 2023 it made its return, with a price snip that leaves it asking $21.3 million. The 2014-built home sits at the end of a long, gated drive. It contains four bedrooms and seven baths in its 10,460 sq. ft. of interiors and, with its East Coast-inspired design, it sets a pleasingly fantastical first impression with an asymmetrical façade that shows off shingles, an ornamental cupola, a variety of window shapes, and a covered entryway with a vine-covered portico. Inside, it sets an equally inviting tone; the two-story foyer is relaxed and spacious, and dominated by a traditional Eastern staircase of white balusters and dark wood treads and handrail which rises to a second floor overlook. Oak floors run throughout the shared spaces, which culminate in a great room with a vaulted, beamed ceiling inset with skylights; a wall of fold-away glass panels opens to the backyard. The kitchen and solarium dayroom get the blue ribbon, though, and likely represent a primary destination on the property. A gym and theater also populate the amenities list. In back, the house is as charming, with a variety of climbing flora covering sections of the exterior walls and working up into the ceiling of the covered patio. The property’s 2.26 acres allow for a luxurious latitude in landscaping, and the grounds feature an exterior staircase leading from the upper lawn to lower; below, a pool and pool house are highlights. A guest house, barn with four stalls, arena, tack room, and orchard complete the lifestyle profile.

Listed by Castles Commercial

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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92 Acre Santa Rosa Beach,FL

Santa Rosa Beach FL

Santa Rosa Beach, FL

Price$21,000,000

Est. Mortgage: $/month

Listing Number X88262953

  • Exclusive Residential
  • Acreage 92
  • Square Feet 1,552
  • Sale or Lease for sale

The 92-acre waterfront residential land opportunity in Santa Rosa Beach, FL is a prime location for those seeking a serene and peaceful living environment. The property features over 1,552 feet of waterfrontage with unobstructed views, making it a perfect spot for water enthusiasts and nature lovers alike. The property is zoned for Conservation Residential and Low-Density Residential, ensuring that the area will remain pristine and free from overdevelopment.

Listed by Castles Commercial

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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287 Willoughby Way,Aspen

287 Willoughby Way Aspen CO 81611

Aspen, CO287 Willoughby Way

Price$20,780,700

Est. Mortgage: $/month

Listing Number X19087532

  • Exclusive Residential
  • Bathroom 5
  • Village Red Mountain
  • Bedrooms 5
  • Acreage 0.77

287 Willoughby Way, built in 1996, has become one of the most coveted addresses in Aspen. For the first time, this beautiful home is on the luxury market. The classic log and stone property sits on an elevated hill facing south and offers incredible views throughout the house. The open and spacious floor plan provides a relaxing atmosphere to enjoy the stunning landscape from nearly every room. All split levels are walk-outs with large windows that allow for lots of natural light.    5 bedrooms 5 bathrooms 6,179 sq ft 0.77 acres Fireplaces Views   Features:   It features a master suite with a hot tub, a deck with breathtaking views, and a fireplace. There are additional fireplaces in the living room and the dining room. The estate also highlights hardwood floors, rich area rugs, comfortable faux-fur throws, landscaped gardens, a 2-car garage with storage space, and a humidification system.   This contemporary home is the perfect retreat for a large family gathering, a work event, or an intimate holiday. Conveniently located at the base of the Red Mountain, it is within walking and biking distance from downtown Aspen. Within the Aspen School District, it includes schools like The Cottage, Aspen Middle School, and Aspen High School.

Listed by Castles Commercial

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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25211 Jim Bridger Rd Hidden Hills,CA 91302

25211 Jim Bridger Road Hidden Hills CA 91302

Hidden Hills, CA25211 Jim Bridger Road

Price$20,500,000

Est. Mortgage: $/month

Listing Number X32543968

  • Exclusive Residential
  • Bathroom 9
  • Bedrooms 7
  • Acreage 0.3
  • Square Feet 13,211

The Hidden Hills estate features seven bedrooms and eight baths across its 13,211 sq. ft., and is priced at $20.5 million. A Modern Farmhouse dating to 2019, the home features a complex, asymmetrical exterior. Its façade culminates in a soaring entryway lit by two stories of glass; the architectural detail translates to a foyer that offers a stunning sense of scale, a two-level layout with a staircase rising to an overlook. Overall, the home’s interiors are serene and quite tasteful, with wide-plank natural-toned hardwood, built-in shelving, and a hard angularity that’s softened by warm off-white and beige tones. A motif at work in the house is of floral representations, with wall sconces and the dining room chandelier both suggesting natural growth. Indoor amenities include a dual-island kitchen and a wine display wall and an owner’s suite with extravagant dressing and bath spaces, while the property’s exterior features a covered living space with a BBQ station overlooking the pool and recreation area.

Listed by Castles Commercial

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Chateau de Reves,Australia

7-13 King Arthurs Court Queensland AU

Queensland, AU7-13 King Arthurs Court

Price$20,000,000

Est. Mortgage: $/month

Listing Number X18497402

  • Exclusive Residential
  • Bathroom 8
  • Square Feet 33,045
  • Sale or Lease for sale

This grand property is located on Sovereign Islands, on Australia's Gold Coast.   8 Beds 8 Baths 33045 sq. ft. Waterfront Teppanyaki table Fireplace   Features:  8 private en-suite bedrooms, 2 studies, 2 kitchens, staff rooms, and recreational facilities. If that weren't enough, the mansion is fully sustainable and boasts imported finishes from around the world. For example, a Venetian Murano glass aquarium, an Italian imported timber balustrade, Botticino marble floors, and a one-piece stainless steel staircase imported from Italy.  The luxurious master suite takes advantage of the home's surroundings and provides astonishing ocean views. It also includes a custom-made rotating bed and a walk-in shoe closet! The spacious and extravagant first-floor kitchen highlights a custom-made teppanyaki table, Thassos marble benchtops, and stainless steel Miele appliances. The second kitchen, on the lower level, includes full commercial-grade appliances and plenty of storage space. Recreational facilities allow for both indoor and outdoor entertainment: a full-service bar, a 16-seat dining room, a living room with a fireplace, a wine cellar, a tennis court, a spa, a Turkish steam room, a gym, and a massage room. Ever wanted to swim in gold? You can do so in this extraordinary pool which boasts 24ct gold detail in the tiling. It also incorporates itself into the back deck through sliding glass.  In addition, it features a 14-car garage, an elevator that provides access to every floor, and a private pontoon for water activities. Last but not least, it includes a security control room, 13-meter high ceilings, German technology, marine-grade materials, underfloor heating, and natural light-filled areas. 

Listed by Castles Commercial

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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505 W 19th St Ph 1,Manhattan,NY 10011

505 W 19th Street Ph 1 Manhattan NY 10011

Manhattan, NY505 W 19th Street Ph 1

Price$20,000,000

Est. Mortgage: $/month

Listing Number X13463518

  • Exclusive Residential
  • Bathroom 4
  • Bedrooms 5
  • Acreage 0.13
  • Square Feet 5,728

The 5,728 sq. ft. unit is one of the crown jewels in a recent boutique condo; it is one of thirty-five residences at the address, of which two are currently for sale. The ten-story building in West Chelsea was designed by noted architect Thomas Juul Hansen, and completed in 2015. The penthouse is a flat unit. Entry is accomplished via foyer and service elevators; in a powerfully liberating transition, the residence’s gallery gives way to a glassy hallway that opens to the larger of the unit’s two terraces, and then progresses to the property’s great room, a cavernous space that measures 22.5 feet by 28.6. The great room’s proportions are emphasized by the fireplace accent wall, a monolithic flourish that adds significant gravitas to the living style. The flooring throughout the common area — including the kitchen, an exercise in glitzy Gotham rigor with an L-shaped multi-use island and inner prep island — is natural-toned white oak. The unit’s library is a gem, cerebral and a touch monastic, but luxuriating in floor-to-ceiling built-in shelving. Other amenities in the residence include a sauna and a smaller, private terrace, the former allied with the master, the latter with the property’s guest bedroom.

Listed by Castles Commercial

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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European Country $20M Estate in Stowe,VT

2575 Weeks Hill Road Stowe VT 05672

Stowe, VT2575 Weeks Hill Road

Price$20,000,000

Est. Mortgage: $/month

Listing Number X68770361

  • Exclusive Residential
  • Bathroom 8
  • Bedrooms 6
  • Square Feet 14,145
  • Sale or Lease for sale

Holistically designed and meticulously crafted in the style of an old-world, European country estate, Pristine Meadow is one of New England’s most spectacular properties. Perfectly sited on 110 park-like acres, this bucolic setting sits remarkably in the heart of Stowe. Composed of gently rolling hills, meadows, woodland, a swimming pond, walking and skiing trails, and breathtaking vistas, this quintessential estate provides the utmost privacy. This 14,000 sf exquisite residence features six bedrooms and ten baths, highlighted by Italian-inspired interiors, imported materials, and magnificent architectural millwork throughout. The symbiosis of design and functionality is exemplified by the great room, which is simultaneously grand and comfortable. The state-of-the-art Boffi kitchen includes top appliances, custom cabinetry, a concealed walk-in pantry, and a charming breakfast room complete with a fireplace and solarium. A classical wood-paneled study with a wet bar sits just off the main dining room. The second-level primary suite affords dramatic views, large spa-like baths, and dressing rooms for both occupants. The guest suite is equal in its design. Three additional ensuite bedrooms perfectly complete the main sleeping quarters. An ideal guest apartment lies adjacent to the second floor with its own entrance and lock-off. Perhaps the finest example of Italian craftsmanship is the indoor pool constructed with hand-laid tile and beautiful travertine, evoking a true spa experience at an Italian palazzo. A fitness room, climate-controlled wine cellar, and laundry room round out the lower level. Not to be understated are the four-bay garage, car or implement barn, and a lovely unfinished cottage that could serve as additional guest quarters, an artist studio, workshop, or offices. Though no detail is spared, the splendor of this property and design execution can only be realized on-site and in person.

Listed by Julian Kan of Castles Commercial

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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