Experience the timeless allure of Casa Della Madonna villa, once cherished by music legend Tom Petty, and originally envisioned by Hollywood icon Rudolph Valentino. Nestled along the serene eastern shore of Lake Sherwood, this 5,100 square foot private lakefront oasis with a boat dock offers a peaceful escape.Melding classic architectural elegance with contemporary comforts, this captivating estate underwent a remarkable transformation in 2004. Revel in the harmonious blend of old-world craftsmanship and modern luxury as you explore the three levels of living space, each adorned with breathtaking views of the lake and surrounding mountains from expansive decks and balconies.The original great room, characterized by soaring solid stone walls, seamlessly connects to the 2,700 square foot addition. All your living space is on the main level, including a brand new dining room opening out to a wrap-around balcony. Discover the primary suite on the top floor boasting a luxurious resort style bathroom, complete with a stone tub. Enjoy priceless views of the lake from your balcony with a cozy fireplace. Tucked away from the hustle and bustle yet conveniently close to Sherwood Country Club, Westlake Village, and just 9 miles from the pristine shores of Malibu, Casa Della Madonna presents a rare opportunity for lakeside living. Embrace the natural beauty and tranquility of Lake Sherwood, a 200-acre gem where swimming, boating, and fishing await amidst a rustic mountain backdrop.Set on a private cul-de-sac with approximately 125 feet of lake frontage, this unique sanctuary perfectly embodies the essence of its surroundings. Live each day as if on a perpetual vacation amidst the timeless elegance of Casa Della Madonna. Also available for lease!

PRICE IMPROVEMENT by $100,000! Welcome to your dream home! This stunning 4-bedroom, 4-bath masterpiece has been completely remodeled to perfection, boasting a luxurious 3,707 square feet of living space that is sure to take your breath away. Located in the highly desirable and exclusive community of The Glen, adjacent to Lake Sherwood Estates, this home offers the ultimate in privacy and tranquility. As soon as you step inside, you'll be greeted by designer finishes and elegant touches that will make you feel right at home. The wide plank oak floors are simply stunning, adding warmth and richness to every room. The marble fireplaces are the perfect centerpiece for those cozy evenings in, creating a warm and inviting ambiance that you'll never want to leave. The gourmet kitchen is a chef's dream, with top-of-the-line Subzero refrigerator, top of the line appliances and beautiful custom cabinetry that will make meal preparation a joy. The spacious primary suite is a true retreat, with a spa-like bath that features a soaking tub, separate shower, and dual sinks. Step outside to the beautifully landscaped backyard, where you can relax and unwind in your own private oasis. The lush greenery and tranquil water feature are the perfect backdrop for entertaining friends and family, or just enjoying a quiet moment alone. Don't miss your chance to own this incredible home!

Very Rare offering on Lake Sherwood. This is one of the original homes built on the lake This location was secured for the best view on lake. The property has been reimagined, upgraded, and redesigned for an incredible lifestyle on the shores of Lake Sherwood. The unique floor plan includes 5 BR ,4.5 baths, gourmet kitchen, large family room with bifold doors leading to spacious deck with panoramic lake and mountain views. The large primary suite includes 2 walk- in closets, custom tiled bath, fireplace, balcony and gorgeous view. There is a Lovely 2 BR, 2 Bath Guest house, The private dock and stone decking include a boat house right on the lake for grand entertaining on the lake.

Welcome home to the largest floor plan within the coveted community of The Meadows at Sherwood. Step into luxury and elegance as natural light flows throughout this inviting open floor plan featuring dramatic 25ft vaulted ceilings. Enjoy hosting in the grand living room, impressive dining room, and cozy family room while overlooking the panoramic views of the Lake Sherwood community. Off the family room is a Chef's kitchen featuring custom cabinetry lined with granite countertops, KitchenAid appliances, and a beautiful breakfast nook. Walk outside to unwind and enjoy the serenity of the peaceful backyard featuring a soothing rock waterfall, multiple patio areas, and endless views. As you enter back inside and head toward the staircase, you will find a full bathroom and a bedroom/office with custom built-in cabinetry (currently being used as a billiards room & library). Make your way upstairs to find the primary bedroom, 3rd & 4th bedrooms with a Jack & Jill bathroom, and the 5th bedroom en-suite. The expansive primary bedroom includes a fireplace, generous walk-in closet, sitting area with views overlooking Lake Sherwood, and a spa inspired bathroom featuring custom vanities, a Jacuzzi tub, and a lavish walk-in shower. This home is a true entertainer's dream with a breathtaking resort-style ambiance. Residents have access to Lake Sherwood and can take advantage of fishing, swimming, kayaking, paddle boarding, boat slips, and more!

This stunning 5-bedroom, 5.5-bath floor plan is defined by an open concept living area that seamlessly connects the family room, kitchen, dining room, bar, pool table, and sitting room anchored by a beautiful stone fireplace. Upon entering, a grand spiral staircase ascends through the home's 3 stories, with a separate staircase leading to the intimate and well-appointed wine cellar. Two large bedrooms with en suite full baths, a laundry room, and a large storage room complete the downstairs floor plan. A 4-person elevator provides access to the upper floors. The main living area features a custom floor-to-ceiling frameless glass wall that opens to a spacious outdoor living area fully equipped with a BBQ, dining for six, lounge seating for ten, and a large gas firepit seating eight to ten more. The gourmet kitchen boasts Viking appliances, including a custom fridge and 8-burner gas range and oven. Additionally, the kitchen offers a large walk-in pantry, a chef's island featuring a custom wood top and granite countertops throughout. The dining room's twin columns frame panoramic views and a custom 10-person round table. Travertine floors flow throughout, complemented by hand-carved arched doors. The backyard oasis features a pool, spa, fountain, putting green, and driving range. Inside, enjoy billiards with a view, a well-stocked bar, and a TV lounge with disappearing entertainment platform. Built-in Sonos audio, high-speed fiber optic wireless, and a central vacuum ensure modern convenience. A full solar system provides significant annual energy savings.This luxurious property also features a two-tier, custom paver driveway, providing ample guest parking. A spacious 3-car garage features finished garage floors and built-in cabinetry, providing plentiful storage space. Catering to modern needs, the upper-level guest bedroom has been converted into a serene home office complete with en suite full bath--ideal for work or study. This private workspace opens to a deck with expansive lake views, seamlessly blending with the rest of the elegant home. The primary suite boasts a coffered ceiling, two sitting areas surrounding a king-size bed, a fireplace, automated blackout blinds, a private deck with lake views, enormous his-and-hers walk-in closets, dual vanities, a separate tub and shower with steam sauna, and laundry facilities. Grandfathered into this property, ownership is exempt from Sherwood HOA fees; however, owners are still able to enjoy lake privileges, security patrols, access to some of California's best bass fishing, and easy access to the three private clubs behind Sherwood's gates.If you've been searching for a home paradise with stunning views in one of Southern California's most exclusive, luxurious, and secure neighborhoods, then there is no finer offering than 246 Upper Lake Road.

NEW - priced to sell with a cost per square foot now $225 less than average Sherwood listings. A uniquely private residence, on a picture postcard street within Southern California's most desirable 24/7 guard-gated community, 250 Garden is a 6601 square foot custom home (re)built and preserved like no other. As private as it is well manicured and impeccably maintained, the residence features a Brazilian slate roof, hand-made oak shutters, more than a thousand square feet of Pennsylvania bluestone masonry, an outdoor kitchen with Tappan barbecue, a play pool with multi-jet spa, pool side shower, waterfall and new LED lighting, as well as extensive galvanized ironwork, a full height driveway gate, custom and newly painted Colonial dormers, a "Flo by Moen" protection system and a score of specimen trees and pathways with state-of-the-art, dual zone LED illumination. Throughout the residence, the attention to detail and exemplary craftsmanship is without peer. The extraordinary 500 square foot T&G covered front porch leads to a stately entry and paneled Salon. The family game room, with its wood burning fireplace, affords easy access to a kitchen that is as well designed, as it is picturesque. The formal dining room, as well as the poolside breakfast room, lead to the two-story library, with its floor to ceiling, LED lit custom-made bookcase, Farrow & Ball painted walls and hand-crafted stairs. The second-floor fireplace accented primary bedroom, spacious dual dressing rooms, and adjacent full-size laundry, one of two on site with Electrolux washers and dryers, anchor the private quarters, which includes a built-in cabinet lined home office, as well as three additional upstairs bedrooms, each with a large walk-in closet and baths that are beautifully appointed. Overlooking the prettiest street in 24/7 guard gated Lake Sherwood, and with unmatched quality, coveted privacy, and a below market price, 250 Garden truly is an exceptional opportunity.

Welcome to Royal Castle Estate! This unique property is in the guard-gated community of Sherwood Country Club, six homes from Lake Sherwood, within minutes of acclaimed schools, shopping, and fine dining, just 38 miles from Beverly Hills. Adjacent to Hole11 Island Green on the Jack Nicklaus-designed championship golf course, the classic custom five-bedroom home designed by architect Sid Drasnin views four holes and expands the large backyard vista as far as the eye can see. A three-stop elevator serves all ~10,801 sq. ft. The main level features a grand foyer with a dramatic staircase, tray ceiling and balcony, formal living room, library, dining room, bedroom suite, chef's kitchen with butler's pantry and prep area, breakfast nook, and great room with stone fireplace and bar, and laundry room. The second level features two primary bedroom suites and two other bedroom suites plus an office, kitchenette with laundry area, and a multi-purpose room. The lower level is the game-changer, featuring a projection theatre with bar, a lounge with a 'cheers' bar and billiards, a ~2,200 bottle wine cellar, and a sauna and shower. Outdoor offers a large terrace extending the length of the home, with kitchen, fireplace, pool, spa, and rose gardens.