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$1,650,000
4 Beds 4 Baths BE41138063 MLS
Spectacular panoramic views stretch across the San Francisco Bay, sparkling city lights, and rolling hills beyond from this extraordinary Piedmont Pines retreat. Located on coveted Chelton Drive, with the property backing to peaceful Scarborough Drive, this rare setting offers exceptional privacy and a true connection to nature. Behind a private gate, lush, meticulously maintained gardens and vibrant landscaping create a private oasis with the feel of a secluded Santa Barbara ranch estate. Inside, soaring cathedral ceilings, walls of glass, and a dramatic fireplace anchor the grand living room while framing breathtaking vistas from nearly every angle. Natural light pours throughout the home, creating a seamless connection between the interiors and surrounding landscape. An easy side entrance and convenient main-level powder room add comfort and functionality for everyday living and entertaining. The spacious kitchen features double ovens, a new refrigerator, generous storage, and a charming eat-in dining area, all positioned to capture the incredible outlooks. A split staircase leads to two spacious bedrooms and a full bath, while the private primary suite sits above with sweeping views over Montclair and beyond to the Bay. The lower level offers a spacious family room with expos

5725 Chelton Dr, Oakland

Listed by Laura Lee Meith, (415) 812-5345 from Compass
(If provided) CoList: from

Sold listing courtesy of Eric Jun Kang from OBOROC

$1,270,000
4 Beds 3 Baths CC41135048 MLS
The Original Piedmont Pines. This 1937 Tudor is the first property built in the neighborhood. A home for generations of the previous owner's family, it was originally designed for their great-grandfather, who devoted the upper sunroom to his wife so she could paint the tranquil canyon and bay views, and the lower nautical themed bedroom for his son, who dreamed of the sea. Handcrafted woodwork details throughout include box beams ceilings in the living room, ornate mouldings and a built-in curved bench for the breakfast nook. Meticulously cared for by the current owners, improvements include a completely rebuilt front patio bathed in jasmine, welcoming friends old and new, an ideal spot for cookouts in the mild summer evenings. The main level boasts a renovated kitchen, including a gas range with tiled surround. A full bath adjacent to the bedroom allows for ideal guest quarters. The upper features a large primary off of the sunroom, with another bedroom for family or perhaps a sanctuary suite. The lower has two bedrooms, a den, accessory space and separate entrance - perfect for au pair, work from home or extended kin. The backyard has a lush fenced lawn for puppy to frolic, and a southern exposure downslope that is begging to be terraced for container veggie gardening.

6008 Chelton Dr, Oakland

Listed by Derek Suring, (510) 224-5982 from Dino Riggio & Associates
(If provided) CoList: from

Sold listing courtesy of Marilyn Garcia from OBOBDH

$2,400,000
2 Beds 3 Baths EB41132782 MLS
Set on a half acre in the Oakland hills, 2871 Morley Drive is a private, renovated mid-century retreat where architecture, landscape, and lifestyle converge in a singular, immersive vision. Spanning more than 3,000 square feet, the home has been thoughtfully reimagined from top to bottom by an esteemed designer, resulting in a fresh, contemporary interpretation of classic design. Every detail feels cohesive and intentional, less a renovation and more a seamless architectural statement. Walls of glass and multiple access points invite the outdoors in, dissolving the boundary between interior and landscape. A broad, elevated patio extends along the south and east sides of the home, offering sweeping outlooks and a built-in banquette ideal for dining, entertaining, or quiet mornings surrounded by the treetops. Inside, richly layered tones, organic textures, and warm finishes mirror the natural beauty beyond the glass, creating a harmonious connection between home and garden. The grounds unfold like a private Balinese-inspired retreat, shaped by the owners' travels and their vision of a tranquil escape. Lush, terraced gardens feature sculptural plantings, winding pathways, and moments of discovery throughout. The gentle sound of fountains weaves through the landscape, while natural e

2871 Morley Dr, Oakland

Listed by Alex Michas, (510) 590-0963 from Compass
(If provided) CoList: Rick Richetta from Compass

Sold listing courtesy of Laura Lee Meith from SPRL02

$1,600,000
3 Beds 3 Baths EB41130412 MLS
Located down a quiet tree-lined street, you will find 2095 Mastlands Drive. This stunning 3+ bedroom, 3 bathroom with ADU is a Mid-Century Masterpiece. The welcoming foyer leads to the open floor-plan living area with oversized windows flooding the space with natural light. The adjoining dining room is equally inviting, with chic custom lighting and glass sliders leading out to a sizable deck. Prepare to be impressed by this chef's kitchen! This kitchen is a home cook's dream boasting stylish solid brass fixtures, fashionable lighting and stainless steel appliances. Down the hallway, you will find 2 spacious bedrooms and one oversized bathroom. Stroll downstairs to find the luxury primary suite! On this level, you will also find the laundry room with ample storage. As you follow the exterior path you will approach the renovated 2-story garage. Downstairs is the studio, perfect for a home office. Upstairs is the roomy, light-filled permitted ADU. Here you will find rich hardwood floors, ample storage, a full kitchen and bath. 2059 Mastlands sits on a large lot which has been thoughtfully landscaped with mature trees, flowering plants and fruit trees. There is ample parking and is located just minutes from markets, shopping, restaurants, public transportation and the freeways.

2059 Mastlands Dr, Oakland

Listed by Cheryl Berger, (415) 595-3448 from Compass
(If provided) CoList: from

Sold listing courtesy of Angelito Raymundo from OBOPACU 01

$1,380,000
4 Beds 2 Baths BE41129504 MLS
VIEWS!!! The Peninsula, Lake Merritt, the sweeping Bay, Bay Bridge, The City, Alcatraz, & Mt Tam and the GG Bridge. This Piedmont Pines home is perched on top of a quiet cul-de-sac. Just minutes from Montclair Village. Surrounded by nature, yet close to necessities. The private front garden patio is ideal for soaking up the sunsets or entertaining! Enter into the main level where charm meets function. Windows allow ample light and glimpses of the amazing skyline. Open living & dining room combine with access to a balcony which is perfect for early morning coffee. The refreshed kitchen features an eat-in nook and wraparound windows that enhance both light and outlook. The main floor features 2BR & 1 BA. Downstairs provides 2 BRS/1 BA, family room, laundry area & 2 bonus storage spaces. These are versatile and may be personalized to meet your needs; a wine bar, gym, or yoga meditation sanctuary. The split level living offers the perfect amount of separation to fulfill a multitude of needs. Be it multigenerational living, work from home, or if you simply like some space! French doors take you to the back porch & rear yard which is a perfect canvas for your vision. A terraced garden, more deck, or build out if you'd like. 39 Chatsworth is ready for you to call it home!

39 Chatsworth Ct, Oakland

Listed by Khalila Wolfe, (415) 793-3131 from Cerda-Zein Real Estate
(If provided) CoList: from

Sold listing courtesy of Na'im McGee from SHHF63

$1,425,000
4 Beds 3 Baths EB41127128 MLS
6611 Ascot Dr is a stunning mid-century 4 BD, 3 BA retreat with dazzling Bay views, spanning a sweeping 2,734 sq ft on a 9,112-sq-ft lot off Skyline in private Piedmont Pines. Enjoy vaulted open-beam ceilings, hardwood floors, fireplaces, two ensuite bedrooms and view decks, upgraded kitchen and baths, two-car garage parking, and an ideal two-level floor plan. The main level features a primary suite with bay views and deck access plus two more bedrooms and a bath, and the kitchen, dining room, and living room. The kitchen boasts a six-burner Wolf range, double Fisher & Paykel wall oven, pastry island, and views of the front yard: lemon tree, Redbud trees, Japanese maple, and more. Through the dining room is a massive living room with soaring ceilings, modern fireplace, and sliding glass doors to the upper deck with North Bay views. Downstairs offers a large, carpeted family room with second fireplace and access to the lower Bay-view deck, and a big laundry room. The true primary suite here finds a fourth bedroom with bay views, vanity room, walk-in closet, and spa-like bathroom with shower and soaking tub. 6611 Ascot Dr is perched on a verdant hillside lot in a fantastic location off Skyline, with East Bay Regional Parks, Montclair, and Lamorinda mere minutes away.

6611 Ascot Dr, Oakland

Listed by Analise Smith-Hinkley, (619) 925-3218 from The GRUBB Company
(If provided) CoList: from

Sold listing courtesy of Matt Elmore from SJGS01

$1,795,000
4 Beds 4 Baths BE41126806 MLS
Transparent pricing! Exquisite contemporary in Piedmont Pines neighborhood of the Oakland Hills. Built in 2021, this modern home offers sophisticated design, luxurious finishes, & seamless indoor-outdoor living surrounded by the natural beauty of the East Bay hills. The home features 4 bedrooms & 3.5 bathrooms across multiple levels. The entry level includes a spacious en suite bedroom-ideal for multigenerational living, office, gym, or studio. With its own entrance, patio, & pre-installed plumbing & electrical for a future kitchen, the space also offers ADU potential. The main living level features a chef's kitchen with premium appliances, built-in refrigerator, designer backsplash, & large island that flows into the dining area. The living room with gas fireplace opens to a balcony overlooking treetops, perfect for outdoor dining. A BBQ patio & bonus family room provide additional entertaining space. The primary suite offers dual vanities, soaking tub, stall shower, & spacious closets. Additional highlights include a 2-car garage with workshop area, EV charging, elevator access, smart home technology, 3-zone climate control, tankless water heater, & owned solar. Conveniently located near Montclair Village, schools, parks, & Highway 13 & 24. Plus, a closing cost credit to buyers

2588 Scout Rd, Oakland

Listed by Julienne Courtney, (925) 989-1669 from Berkshire Hathaway Home Services
(If provided) CoList: from

Sold listing courtesy of Nicole Platt from OBOCPL

$1,400,000
3 Beds 3 Baths EB41123503 MLS
Beyond the front gate, a calm front garden unfolds with slate tiles, stone garden walls, and gently swaying perennials. Bay views rise just above the fenced garden, creating a peaceful space to relax and enjoy fresh air. This level-in, asymmetrical home welcomes you through double doors into a spacious entry with soaring wood-planked ceilings. The generous volume provides space for art and furnishings, while the living room is anchored by a gas-starter fireplace and windows overlooking the beautifully maintained garden. A formal dining room captures Bay views. The kitchen and den combine into an expansive great room that opens to a deck with canyon views and a western horizon outlook. The kitchen features stone countertops, ample storage, under-cabinet task lighting, and a thoughtfully placed window inset into the backsplash that frames the Bay. The main level includes a powder room and a generous primary suite with a walk-in closet and updated bath featuring an oversized shower with built-in bench seating. Downstairs are two bedrooms, a full bath, a dedicated laundry room, and flexible office space. The owner shared that this home provided a deep sense of grounding and loved the flow. She enjoyed the nearby Skyline entrance to Redwood Regional Park as part of her everyday.

2355 Pelham Pl, Oakland

Listed by Deidre Joyner, (510) 693-4253 from Red Oak Realty
(If provided) CoList: from

Sold listing courtesy of Denis Neema from OBOPACU 01

$1,250,000
3 Beds 3 Baths EB41115824 MLS
All offers considered! Don't miss out. - -Seller Financing Considered! - - Resting atop scenic Skyline Blvd, minutes from the Montclair Village, this 3,160 SF, 3-bed, 2.5-bath home boasts epic Bay views of the city lights, bridges, and sunsets. Designed for elegance, the main floor features open living and dining rooms with high ceilings and sliding - glass doors to a large deck. It's perfect for entertaining with its large kitchen, both casual and formal dining areas, and den / theatre room. The primary suite offers a view deck, spa - like bath with dual sinks, walk-in tub, and separate shower, linked by a closet lined hall. Two more bedrooms with ample closet space share a full bath. The lower level comprises a flexible space with closet-ideal as an office, exercise room, or potential in-law suite (subject to permits)-opening to a deck and backyard mini-orchard. Recent upgrades include new interior paint and carpet, exterior paint in 2022, solar and redundant battery system (up to a week of emergency backup power), zoned heating and air-conditioning, and a 2-car garage with EV charger. Just a block from Redwood Regional Park's trails, Canyon access, and minutes from the Chabot Space & Science Center, this hillside retreat blends nature with urban access. A rare Oakland gem.

9175 Skyline BLVD, Oakland

Listed by Theodore Bielen, (510) 390-0111 from Loans Realty Elite Corporation
(If provided) CoList: from

Sold listing courtesy of David Holmes from OBOPACU 01

$1,400,000
3 Beds 3 Baths EB41115119 MLS
Montclair Hills Living at its Best! This charming 1950s ranch-style home, nestled on a quiet cul-de-sac, offers a peaceful retreat with stunning views of San Francisco and the Bay. Its spacious, well-designed layout includes 3+ bedrooms, 3 baths and 2,179 SF. Inside, the expansive living and dining room features custom built-ins and a striking wood-burning fireplace, with large windows framing picturesque Bay views. The updated eat-in kitchen provides a delightful space for culinary endeavors and seamlessly flows onto the level patio - ideal for outdoor dining and entertaining amid mature gardens. The main level hosts a primary suite, spacious second bedroom, a full hall bath, and an office that doubles as a bedroom. The versatile lower level serves as a family room, extra bedroom, or home office, complete with a full bath and both interior and exterior access, perfect for guests or a media room. Set on a 5,949 SF lot, the beautifully landscaped gardens with redwoods and fruit trees create a lush outdoor oasis. This home also includes interior access to a two-car garage, a dedicated laundry room, and a newer roof. Enjoy proximity to Montclair Village, transit, and freeways, all while basking in the serene hills location. Don't miss this opportunity for tranquil, modern living!

5690 CHELTON DRIVE, Oakland

Listed by Theresa D. Carlisle, (510) 219-5121 from Compass
(If provided) CoList: Alexandra Dierkx from Compass

Sold listing courtesy of Ofer Dallal from CCKELR

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Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


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