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6008 Chelton Dr, Oakland
$1,270,000
4 Beds ⋅ 3 Baths ⋅ 41135048 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. The open space of Beaconsfield Canyon beckons beyond.

6008 Chelton Dr, Oakland

Listing courtesy of Derek Suring from Dino Riggio & Associates. 510-224-5982

Selling Office: District Homes.

18 North Cir, Oakland
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 41129733 MLS
Accepting offers now. 18 North Circle is a rarity in the Oakland Hills. Its situation on a large, mostly level cul-de-sac, as well as a level front yard with charming picket fence make it feel quite traditional for a hills house. The living room has a fireplace and direct access to the wrap-around deck for outdoor living. The eat-in kitchen is oversized with a large island, a pantry, and windows on three sides to let in the light. The primary bedroom has an updated marble bathroom with step-in shower and a walk-in closet. Three more bedrooms offer great flexibility. The side yard is terraced and ready for your kitchen garden, while the backyard has a patio and delightful play structure. There are contemporary upgrades like air conditioning and a tankless water heater, and extra parking for your camper or RV. Just up the street from the Hills Swim and Tennis Club, this is your tranquil home in the hills.

18 North Cir, Oakland

Listing courtesy of Hanna Kerns from Red Oak Realty. 510-368-1056

Selling Office: The GRUBB Company.

2929 Holyrood Drive, Oakland
$1,250,000
3 Beds ⋅ 3 Baths ⋅ 41128875 MLS
Nestled in Montclair’s coveted Piedmont Pines, 2929 Holyrood Drive is a sanctuary blending natural beauty, modern updates, and convenience. This lovingly maintained home features seamless indoor-outdoor living. The expansive living room boasts picturesque windows and cathedral ceilings, while a fireplace anchors a cozy seating area that opens up to the private front patio with lush landscaping. The dining room opens to a deck overlooking a quiet canyon. The kitchen-family room combo offers high-end quartz counters, a waterfall peninsula, and counter seating. The lower level includes three bedrooms, including a primary suite with a spa bath and walk-in closet, plus two bedrooms, and a full hall bath. An upstairs bonus space provides flexibility for work or relaxation. Additional perks include interior access from the two-car garage and extra storage. With easy access to Skyline Trails, transit, and Montclair Village, this home offers an unmatched lifestyle.

2929 Holyrood Drive, Oakland

Listing courtesy of Theresa D. Carlisle from Compass. 510-219-5121

Selling Office: Red Oak Realty.

6728 Aitken Dr, Oakland
$1,220,000
2 Beds ⋅ 1 Baths ⋅ 41129589 MLS
The perfect blend of style and serenity at 6728 Aitken Drive! Nestled on a wide, quiet street in the desirable Oakland Hills, this reimagined 2BR/1BA + bonus room home offers an airy open floorplan designed for modern living. The heart of the home features a beautifully remodeled kitchen that flows seamlessly into the living spaces—a layout crafted for entertaining or quiet evenings watching the sunset sky from your front patio. With modern finishes and a smart use of space, it’s a home that lives much larger than its footprint. The flexible bonus room serves as the ultimate "plus" space—perfect for a dedicated home office, creative hobby room, or guest suite. Step outside to the tranquil rear patio, ideal for entertaining or just relaxing. A garden staircase invites you up to the tiered backyard—a private hillside canvas awaiting your vision. Imagine a secluded outdoor sanctuary. Located just minutes from the lively shops and dining of Montclair Village, Rockridge, and Piedmont Avenue, with regional trails around the corner, this home offers the best of the Bay Area at your doorstep. With easy freeway access for a seamless commute, this is the perfect location for those on the go. Don’t miss this one!

6728 Aitken Dr, Oakland

Listing courtesy of Gunilla Lehmkuhl from Compass. 925-285-3349

Selling Office: Real Broker.

6235 Melville Dr, Oakland
$1,215,000
3 Beds ⋅ 2 Baths ⋅ 41147994 MLS
GOT ZEN?? Enter past a large, brick patio into this med century home that is set in the most bucolic settings draped with mature maple trees awaiting its next dinner party on the deck! The step-down living room and adjoining chef’s kitchen are designed for easy indoor-outdoor living, with sliding doors opening to the serene surroundings. A fireplace and beamed ceilings add warmth and character, while gorgeous hardwood floors grace the upstairs level, featuring two bedrooms and a remodeled bath. Downstairs, new carpeting leads to a versatile bonus/family room, an additional bedroom, and another remodeled bath—perfect for guests, a home office, or flexible living space. Outdoor enthusiasts will love the location, just seconds from some of the Bay Area’s best trail systems and road-bike routes. Run, don’t walk, to this fabulous home! Low pest & PSL compliant.

6235 Melville Dr, Oakland

Listing courtesy of Tami Bobb from The GRUBB Company. 510-919-8127

Selling Office: The GRUBB Company.

6440 Longcroft Dr, Oakland
$1,200,000
4 Beds ⋅ 3 Baths ⋅ 41091125 MLS
MUST SEE this weekend Open Sunday 2pm-4pm! Welcome to 6440 Longcroft Drive, where peaceful living meets stylish charm in the beating heart of Montclair. This home is not just a place; it's an experience, offering 2,496 square feet of cleverly designed space. With four generously sized bedrooms, you'll have room for all your dreams and a few daydreams too. Step into the great room, where high ceilings meet low stress, and entertaining is elevated to an art form. Venture outside to discover a treasure trove of outdoor spaces that will have you deciding which spot is perfect for your morning coffee or evening yoga session. The pièce de résistance is undoubtedly the chef's kitchen. It's so well-designed, even your leftover takeout will taste better. The inviting open-concept living area is perfect for hosting or hiding from the world, and when you need a personal escape, the primary retreat offers a sanctuary designed just for you. Step outside and breathe in the fresh air of your serene outdoor oasis, where tranquility reigns supreme whether you're planning a quiet evening under the stars or a lively barbecue with all your friends.

6440 Longcroft Dr, Oakland

Listing courtesy of David Earley from Compass. 510-648-8469

Selling Office: eXp Realty of California.

2343 Mastlands Dr, Oakland
$1,160,000
4 Beds ⋅ 3 Baths ⋅ 41134502 MLS
Nestled in the highly desirable lower Piedmont Pines neighborhood, this charming home offers the perfect blend of tranquility and convenience. Situated on a quiet street just a short distance from Montclair Village, you'll enjoy easy access to shops, cafes, and services. Nature lovers will appreciate the proximity to both Joaquin Miller Park and Redwood Regional Park, home to an extensive network of hiking trails. This home is steps away from Joaquin Miller Elementary and Montera Middle schools, making it ideal for the young ones. The main house is a spacious 4-bedroom, 2-bathroom home, but if needed the lower level can be separated as a 2-bedroom, 1-bathroom unit with its own private side entry door, creating an excellent rental potential or multi-generational living. Soundproofing has been added to enhance privacy between upstairs and downstairs. New roof and new flooring on the lower floor. Additionally, a studio is located beneath the 2-car garage, complete with its own views, kitchenette, bathroom, and laundry facility. New roof and new flooring on the lower floor. Surrounded by trees, the property offers a peaceful setting with a partial view of the Bay. Don’t miss this versatile gem! www.2343Mastlands.com for more photos, videos and 3D Matterport Tour.

2343 Mastlands Dr, Oakland

Listing courtesy of Denis Neema from Compass. 415-254-0838

Selling Office: Compass.

6785 Aitken Dr., Oakland
$1,150,000
4 Beds ⋅ 3 Baths ⋅ 41137125 MLS
This 4 bedroom, 3 bath Piedmont Pines Retreat features vaulted ceilings, skylights, and a flexible floor plan great for multi-generational living or guests. Enjoy beautiful treetop views from this level-in and move-in ready home. The main level consists of 3 bedrooms & 2 bathrooms. The lower level has a bedroom, bath, full-sized living room, deck, fireplace, kitchen and its own entrance. Additional features include a formal dining room with deck for al fresco dining, a two-car garage, ample storage, and laundry room. There is also a sizable bonus space (not included in the square footage) on the lowest level that has been framed out, but not finished. Upgrades include a new roof, (2026), forced air heating, tankless water heater, EV car charger, drainage system, and exterior decks. Close regional parks, hiking trails and Montclair village shopping.

6785 Aitken Dr., Oakland

Listing courtesy of Rudolph Gonzales from Red Oak Realty. 510-919-9777

Selling Office: Corcoran Icon Properties.

6659 Exeter Dr, Oakland
$1,048,500
3 Beds ⋅ 3 Baths ⋅ 41120505 MLS
Transparent pricing! Welcome to a rare offering: a well-built home that offers natural serenity and bonus potential with an included vacant lot. With approximately 2,693 sq. ft. of refined living space, this 3.5-bedroom, 2.5-bath residence offers soaring ceilings, walls of new windows and doors, and abundant light that highlights its dramatic architectural lines. Step inside to discover a bright, open-concept design where living and dining areas flow seamlessly, framed by leafy outlooks and partial Bay views. Fresh carpeting and thoughtful updates create a warm, turnkey interior that is equally suited for relaxed evenings or lively gatherings. From the sun-soaked deck, enjoy the home’s southwestern exposure—perfect for golden afternoon light and sunset skies. The seasonal creekside setting enhances the sense of privacy, offering a woodland-like retreat just minutes from Montclair Village shops, cafés, and top-rated schools. Highlights: Adjacent vacant lot included in sale price All new exterior doors & windows Vaulted ceilings on main level Brand new carpeting throughout Peek-a-boo views of the North Bay Creekside ambiance with a tranquil, natural backdrop

6659 Exeter Dr, Oakland

Listing courtesy of David Eckert from Coldwell Banker Realty. 510-333-2150

Selling Office: OUT OF AREA - NON MEMBER.

6643 Aitken Dr, Oakland
$1,000,000
4 Beds ⋅ 3 Baths ⋅ 41134002 MLS
***New Price!!***. Discover the perfect harmony of modern design and natural tranquility at 6643 Aitken Drive. Nestled among the trees in the beautifully serene Piedmont Pines neighborhood, this 4-bedroom, 3-bathroom contemporary home features 2,180 square feet of thoughtfully updated living space, plus a renovated bonus room with its own separate entrance. This bonus area may be used as your home office/library, gym, yoga/meditation space, kids’ playroom, or family game room. The main entry leads into an open concept living area that boasts dramatic exposed beam ceilings, a wood-burning fireplace, and large skylights that invite the outdoors in. Prepare your meals in the bright and airy kitchen newly adorned with quartz countertops. Floor-to-ceiling glass doors open onto a magnificent upper deck, providing a front row seat to breathtaking canyon views. The primary suite and secondary bedrooms on the lower level offer direct access to a second, larger private deck, creating a true indoor-outdoor sanctuary. A newly upgraded main electrical panel powers this home’s central A/C, keeping each floor cool on even the hottest days. Sewer lateral compliant. Just minutes from the charm of Montclair Village and regional parks, this is Oakland Hills living at its finest.

6643 Aitken Dr, Oakland

Listing courtesy of Patricia Ulip from Redfin. 925-639-2746

Selling Office: Goodview Financial & Real Estate.

5450 Ascot Drive, Oakland
$950,000
2 Beds ⋅ 2 Baths ⋅ 41122450 MLS
Blending peaceful surroundings with everyday accessibility, this charming Piedmont Pines cottage offers 1,468 sq ft of comfortable living beneath the rolling hills of Montclair. The well-designed floor plan features defined spaces that flow naturally from kitchen to dining and living areas, making daily living and entertaining effortless. The sunny, tastefully updated kitchen includes stainless steel appliances, natural stone countertops, and sits adjacent to a dedicated laundry area. Well-sized bedrooms are thoughtfully positioned off a short hallway, providing privacy and separation from the main living spaces. A fully fenced yard features two distinct patio areas for year-round entertaining, along with an oversized front porch and generous lawn ideal for play and relaxation. A detached two-car garage provides ample parking and storage. Additional highlights include central heating and air conditioning. Ideally located near Joaquin Miller Elementary, Montera Middle School, Montclair Village shops and restaurants, local trails, and with easy access to Hwy 13, Hwy 24, and UC Berkeley.

5450 Ascot Drive, Oakland

Listing courtesy of Brian Rochford from Rochford Real Estate. 925-285-0439

Selling Office: NonMember/Member-Other Board.

2863 Burton Dr, Oakland
$950,000
2 Beds ⋅ 2 Baths ⋅ 41107690 MLS
Beautiful Piedmont Pines home features mid-century charm and pride of ownership. Home measures larger than public records. While the home is already spacious, it could be expanded without infringing on the neighbor's views. Tucked into Forest Manor subdivision (between Skyline and the ridge) this home is for sale for first time after nearly 70 years. Everything works and is ready for your modern touches. It is a cozy and tranquil two bedroom home which could easily have a third bedroom in place of the downstairs den. The walkout lower level also includes an enclosed workshop. Hardwood floors, views of downtown SF from the bedroom, off street parking plus a garage. Enjoy morning coffee on the raised front porch overlooking the mature garden. Join the friendly neighbors who gather once each month a few steps away at the mailboxes for a Friday evening hike into Reinhardt Regional Redwood Park and enjoy a BBQ dinner. You can find a house anywhere - it is hard to find a home in a great community. This one won't last. Section 1 Pest Report clearance.

2863 Burton Dr, Oakland

Listing courtesy of Chester Hall from Keller Williams Tri-Valley. 925-785-7199

Selling Office: BHHS Drysdale Properties.

5982 Ascot Dr, Oakland
$815,000
2 Beds ⋅ 2 Baths ⋅ 41127975 MLS
Excellent value home in the Piedmont Pines District of the Oakland hills Discover this traditional Piedmont Pines home located in the prestigious Oakland Hills. Built in 1974, this comfortable two-story two bedroom/1.5 bath is listed at 1,164 sqft on a 14,268 sqft. lot. The exterior and interior are reminiscent of the 1970's Tahoe architectural influence throughout Montclair. There are two rear decks providing a tranquil setting overlooking tall redwoods and pines. The home offers charm of an older home and the layout of the bedrooms have stunning views. Entry is into the main living area of the living room, dining area, kitchen and half bath. The decks and new patio doors bring in a huge amount of natural light. The lower level has amble closet space, laundry, full bath, and two large bedrooms. There are double pane windows and patio doors throughout. Another plus is the foundation was retrofitted in 2004 and detached 2 car garage and 2 car deck garage too.

5982 Ascot Dr, Oakland

Listing courtesy of Lynne Ancien-Ronen from Realty ONE Group TODAY. 925-786-3765

Selling Office: Compass.

Chelsea Ct, Oakland
$95,000
41134564 MLS
Rare opportunity to acquire up to four contiguous vacant lots in the prime Oakland Hills. Located on a quiet cul-de-sac in the Piedmont Pines neighborhood of Montclair, this is a 8,380 sq. ft. downslope lot. Purchase individually or as part of a nearly 0.7-acre development assemblage - ideal for a custom dream home, a private family compound, or a strategic multi-home investment project. Individual lots range from ~7,000 to 8,000+ SqFt. Bay and canyon views are possible depending on design. Utilities are accessible at the street. Enjoy hillside privacy with immediate access to regional parks and trails, while remaining minutes from Montclair Village, Rockridge, and major commute corridors (Hwys 13, 24, 580 and BART). Lots are available in any combination. APNs included in this offering: 48D-7281-14 48D-7281-59 48D-7281-58 & 48D-7281-57 (sold together as one site). Buyer to verify all development possibilities, utility connections, and building requirements with the City of Oakland.

Chelsea Ct, Oakland

Listing courtesy of Andrew Ulmer from District Homes. 510-900-7475

Selling Office: NonMember/Member-Other Board.

Bay East © 2026. CCAR © 2026. BridgeMLS © 2026. Information Deemed Reliable But Not Guaranteed. This information is being provided by the Bay East MLS, or CCAR MLS, or bridgeMLS. The listings presented here may or may not be listed by the Broker/Agent operating this website. This information is intended for the personal use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on:

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