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$9,000,000
5 Beds 7 Baths 41131390 MLS
COMING SOON | MAY 1 Live the Dream. Rare Happy Valley Estate. Once-in-a-Generation Opportunity. 4090 HAPPY VALLEY ROAD, LAFAYETTE Main House: 4 Bed + Office + Gym + Media Room | 5 Full + 1 Half Bath | 5,789± Sq. Ft. 1,788± Sq. Ft. 5-Car Garage Guest House: 422± Sq. Ft. with Full Kitchen + Bath Four Covered Loggias: 1,083± Sq. Ft. Combined 2.64± Acre Parcel | Rebuilt in 2017 | Happy Valley, Lafayette Gated. Hidden. Breathtaking. Tucked behind a private, tree-lined entrance on one of Happy Valley's most sought-after addresses, this is the kind of estate that stops you in your tracks. Designed by architect Alan Page, rebuilt in 2017 by McKenzie Gray, and set on 2.64± acres of beautifully landscaped grounds — pool, outdoor kitchen, loggias, water features, bocce court, and guest house included — it delivers resort-style living on a scale rarely available anywhere in the East Bay. Private showings begin May 1. Opportunities like this don't wait.

4090 Happy Valley Rd, Lafayette

Listing courtesy of Dana Green from Compass. 925-339-1918

Selling Office: Compass.

$5,300,000
5 Beds 5 Baths 41124342 MLS
A striking contemporary estate celebrating California’s indoor-outdoor lifestyle, marked by architectural presence and modern elegance. Soaring ceilings, hardwood floors, designer lighting, and expansive glass elevate its sophisticated design. The formal living room features a gas fireplace, tray ceiling with cove lighting, hurricane sliding doors, dining area, and wine closet for approx. 200 bottles. The gourmet kitchen offers Thermador appliances including six-burner range, double ovens, dual Bosch dishwashers, prep sink, expansive island, soft-close cabinetry, under-cabinet lighting, and bay-window nook with garden views. The family room includes a gas fireplace, custom built-ins, and patio access. Bedrooms include a Jack and Jill suite, versatile bedroom with built-ins, and private wing with guest suite. The primary suite offers its own fireplace, patio access, walk-in closets with custom organizers, and spa-style bath with double vanity, freestanding soaking tub, dual shower heads, and bidet features. Resort-style grounds showcase an infinity-edge Pebble Tec pool and spa with cascading water and slide, patios, paver walkways, outdoor kitchen, fireplace, sport court, greenhouse, and mature redwoods. Ideally located just minutes to town, commute routes, and top-rated schools.

20 Monticello Ct, Lafayette

Listing courtesy of Renee Wagner from Better Homes and Gardens RP. 925-250-5440

Selling Office: Dudum Real Estate Group.

$4,800,000
4 Beds 4 Baths 41134305 MLS
Tucked into coveted Happy Valley Glen, this single-level residence offers the best of both worlds: private, crafted living in a walkable Lafayette neighborhood. Set on a landscaped, mostly-level .59-acre lot near top-rated Happy Valley Elementary, this architecturally reimagined 4BD/3.5BA residence offers approx. 4,511 SF of comfort. A custom Berkeley Mills redwood entry sequence–gates, fencing, trellis, and front door with Dorothy Lenehan glass panels–creates a memorable sense of arrival. Inside, quarter-sawn hardwood floors, stone/marble tile in guest baths, two fireplaces, and a chef’s kitchen with Wolf, Viking, Miele, Sub-Zero and Best continue the home’s elegance. Control4 A/V adds modern ease, while the poolside 4th bedroom/great room opens through custom Berkeley Mills fully retractable wood doors and screens to create seamless indoor-outdoor living. The 2018 Lafayette Garden Show-featured grounds include a saltwater pool/spa, lawn, outdoor shower/half bath, raised beds, fruit trees, stone terraces, fire pit, BBQ, landscape lighting, mud sink, and firewood structure. Highlights include carport, 2-car garage with workshop, built-in cabinetry, dual vertical Sub-Zero wine units and fridge. Heated/cooled two-story bonus structure, smart pool controls, Bay Alarm/Nest/LTS security, and generator.

1165 Glen Rd, Lafayette

Listing courtesy of Ann Sharf from Village Associates Real Estate. 925-200-0222

Selling Office: Compass.

$4,560,000
4 Beds 3 Baths 41132536 MLS
Main House: 4 Bed | 2.5 Bath | 3,271± Sq. Ft. | .55± Acre Lot Guest House: 1 Bed | 1 Bath | 730± Sq. Ft. 1,500-Bottle Wine Cellar | Subterranean Car Lift | 788± Sq. Ft. Garage Tucked into a treasured setting in Happy Valley, 1089 Rahara Drive offers a rare sense of calm that’s felt the moment you arrive. Set above the rhythm of everyday life, the home carries that feeling throughout, with natural light, generous volume, and a floor plan that feels both intuitive and welcoming. This is a home designed to be lived in with ease, where thoughtful details and warm, livable spaces come together in a way that feels effortless and lasting. THE MAIN HOUSE At 3,271± square feet, the main house lives larger than expected. Tall ceilings lift every room, light pours in from multiple directions, and the floor plan has an easy logic to it, the kind that makes daily life feel effortless rather than managed. There are nooks that become favorite spots: a kitchen bay window, a mudroom off the kitchen that quietly absorbs the chaos of coming and going, a bar with its own counter and sink that earns its place every single evening. The kitchen is the heart of it. Two skylights overhead and windows that frame the outside make it one of the brightest, most welcoming rooms in the house. Calacatta Bettogli marble runs across the counters, and the appliances, Wolf, Sub-Zero, Miele, are the kind that disappear into the background and simply perform. The walk-in pantry keeps everything in its place. The primary suite is quiet and considered: limestone hexagon floors, a custom walnut vanity, brass fixtures, a large shower with a built-in seat, and a walk-in closet that is genuinely outfitted rather than merely large. Down the hall, paneled ceilings and wainscoting give the home a sense of architecture in the spaces between rooms, the kind of detail that you notice and then can never un-notice. THE GUEST HOUSE The 730± square foot guest house has its own gravitational pull. A private balcony off the bedroom, a marble and limestone bath, a living space with a built-in lounge. Guests settle in and stop counting the days. Ideal for extended stays or a home office, it’s a space that adapts easily depending on what’s needed. THE WINE CELLAR A temperature-controlled, 1,500-bottle wine cellar designed for proper storage. For collectors, it’s essential. For others, it’s a standout feature that adds depth and character to the home.

1089 Rahara Dr, Lafayette

Listing courtesy of Dana Green from Compass. 925-339-1918

Selling Office: Dudum Real Estate Group.

$4,330,000
6 Beds 7 Baths 41130472 MLS
Set on approximately 4 acres with sweeping views of the surrounding hills, this custom estate offers space, privacy, and a rare opportunity in one of Pleasanton’s most desirable settings. Built in 2008 and spanning nearly 8,000 square feet, the home features a well-designed layout with multiple living areas, a dramatic great room, and an expansive kitchen ideal for everyday living and entertaining. The floor plan includes multiple bedroom suites, along with dedicated spaces for a home office, gym, and media or game room. A finished lower level adds flexibility for extended living, recreation, or guest use. The property offers exceptional outdoor potential with open land, scenic views, and room to create your ideal setting—whether that’s a vineyard, equestrian use, or additional amenities. Further highlights include a gated entrance, multiple garage spaces, and a setting that combines privacy with convenience to downtown Pleasanton, top-rated schools, and commuter access. A rare offering with scale, flexibility, and long-term upside!

920 Happy Valley Rd, Pleasanton

Listing courtesy of Joe Frazzano from Compass. 925-890-0285

Selling Office: Compass.

$4,250,000
4 Beds 4 Baths 41140841 MLS
Exceptional Happy Valley Land Cannot Be Recreated. Some opportunities are defined by architecture. Others are defined by land. This is the BEST of both worlds. One of the last truly extraordinary estate parcels in Happy Valley where 1.32± acres of LEVEL breathtaking grounds create a setting that simply cannot be replicated today. Perfectly positioned within the landscape, the existing single-level residence offers over 3,400± square feet to enjoy immediately, thoughtfully enhance, expand over time, or reimagine into a design entirely around your vision. Towering redwoods, sprawling lawns, mature rose gardens, a charming 50 year plus producing vineyard, fruit trees, private tennis court, and remarkable privacy create an environment that feels worlds away, yet just minutes from downtown Lafayette’s acclaimed restaurants, boutique shopping, and everyday conveniences. Located near Happy Valley Elementary School, ranked among the top 1% of California public elementary schools based on statewide academic performance. (publicschoolreview.com/happy-valley-elementary-school-profile/94549) Check with school district for availability. Properties like this are increasingly rare. The land is irreplaceable.

3814 Happy Valley Rd, Lafayette

Listing courtesy of Chris Swim from Compass. 925-766-1447

Selling Office: Compass.

$3,550,000
5 Beds 4 Baths 41135177 MLS
Tucked away on a quiet cul-de-sac, well removed from road noise, this exceptional Happy Valley property provides rare tranquility on a private 3/4-acre setting. Expansive, curated gardens and sitting areas—featured in Better Homes and Gardens, HGTV, Sunset Magazine, and multiple garden tours—create a sanctuary framed by mature oaks, redwoods, and a year-round creek. A thoughtfully designed layout separates living and entertaining spaces from the private bedroom wing. A hallway leads past an enclosed garden courtyard, a serene outdoor escape. A signature architectural feature is the swimming pool, which begins inside the dining room and extends beneath a walkway into the backyard. The private wing includes 4 bedrooms, with potential for a spacious 5th-bedroom conversion overlooking 2 garden courtyards. The principal suite enjoys exceptional garden and creek views. A detached ADU/studio provides an ideal space for guests, a home office, or gym. A circular driveway and 3-car garage provide ample parking. It’s just walking distance to Briones Regional Park trailhead. Downtown Lafayette, Highway 24, BART, and top-rated schools are nearby. This is a rare opportunity to own one of Happy Valley’s most distinctive properties.

3907 Happy Valley Rd, Lafayette

Listing courtesy of Ann Newton Cane from Golden Gate Sotheby's Int'l Re. 415-999-0253

Selling Office: Compass.

$3,475,000
5 Beds 5 Baths 41133891 MLS
Tucked away on a private and secluded 1.91 acre lot in Lafayette’s sought after upper Happy Valley area near Olympic Oaks, 1059 Lizann Drive offers breathtaking views, exceptional privacy, and a rare sense of serenity while remaining just minutes from downtown Lafayette, BART, Highway 24, and Lafayette’s highly regarded schools. This beautifully reimagined 5 bedroom, 4.5 bathroom home spans approximately 3,900 square feet and has been extensively updated throughout with new composite exterior siding, new roof, new plumbing, new electrical, new windows, designer finishes, engineered hardwood floors, new baseboards, and recessed lighting. The phenomenal layout is ideal for everyday living and entertaining, highlighted by a massive living room with a stunning stone gas fireplace and abundant natural light from expansive windows and skylights. The chef’s kitchen features a breakfast bar, six burner gas range with griddle, double oven, walk in pantry, and a sink overlooking the backyard oasis. The private primary suite captures incredible views and a spa inspired bath with dual sinks, soaking tub, and walk in shower. The backyard is a true retreat with a newly upgraded pool, large grassy area, expansive patio, and sweeping hillside views. Perfect for relaxing or hosting gatherings.

1059 Lizann Dr, Lafayette

Listing courtesy of Steve Kehrig from Coldwell Banker. 925-487-6618

Selling Office: KW Advisors East Bay.

$3,300,000
4 Beds 4 Baths 41132060 MLS
Timeless luxury design, hillside privacy with fantastic views, and Napa-inspired Estate living with curated gardens in Lafayette’s coveted Happy Valley. Tucked into the coveted Happy Valley Highlands of Lafayette, this architect-designed estate by renowned William Simpson offers timeless elegance, privacy, and a Napa Valley-inspired setting just minutes from downtown. Rebuilt in 2008, the 4BD+/4BA home features 3,530 sq ft of light-filled living with vaulted ceilings, hardwood floors, and refined finishes throughout. The gourmet kitchen showcases premium appliances, a dramatic copper range hood, oversized island with seating, and seamless flow into the inviting family room with limestone fireplace. The primary suite is a true retreat, complete with a spa-like bath, soaking tub beneath arched windows, and tranquil garden views. Designed for both everyday comfort and entertaining, the home offers multiple living spaces, en-suite bedrooms, and custom details throughout. The grounds, designed by famous Christopher Lines Design, feature lush landscaping, treetop vistas, and a striking limestone fountain creating an unforgettable sense of arrival. Three-car garage, solar, EV readiness, battery backup, and flexible lower level. Ideally located near top-rated schools, trails, downtown Lafayette, BART, and freeway access.

1122 Via Media, Lafayette

Listing courtesy of Linnette Edwards from Abio Properties. 925-580-8801

Selling Office: Compass.

$2,810,000
4 Beds 4 Baths 41135915 MLS
It's a Lot to love. Nestled in the highly sought-after Happy Valley Glen neighborhood of Lafayette, this 4BD/3.5BA home offers a level in single story 2,442 sqft home on a rare pancake-flat .50 acre lot with endless possibilities. Room for a pool, tennis court, ADU...or maybe all three! Blending mid-century functionality with dramatic 1960’s high-beam architecture, the home features expansive living spaces, a huge eat-in kitchen footprint, and a converted garage bedroom/bonus room ideal for guest bedroom, an office, gym, or playroom. Live comfortably as-is or reimagine the property into your dream estate. A majestic sycamore tree anchors the backyard while a mature front yard privacy hedge creates your own peaceful oasis. Serene yet conveniently located just minutes from top-rated schools, downtown Lafayette, parks, trails, BART, and freeway access.

1125 Glen Rd, Lafayette

Listing courtesy of Kress Hauri from Abio Properties. 925-899-5739

Selling Office: Golden Gate Sotheby's Int'l Re.

$2,050,000
4 Beds 4 Baths 41133463 MLS
Handsome ranch-style contemporary ideally located in highly coveted Happy Valley. Thoughtfully updated, this home offers a versatile floor plan designed to accommodate both formal entertaining and relaxed everyday living, with designer touches throughout. The light-filled great room showcases vaulted ceilings and an open, inviting atmosphere. Its gourmet kitchen is well-equipped with stainless steel appliances, classic shaker-style cabinetry, stone countertops and a walk-in pantry. The living room, dining area and kitchen extend to a private, expansive deck overlooking the outdoor spaces and gardens below, perfect for morning coffee or entertaining. Retreat to the serene primary suite w/spa-like bath, a peaceful haven for unwinding at the end of the day. Access to the lower grounds is ideally situated adjacent to the spacious family room. Outdoor amenities include a generous patio, firepit area and level backyard—an optimal setting for gatherings and recreation—while embodying the best of California’s coveted indoor-outdoor living. Hardwood floors, ample storage and a two-car garage with interior access all add to the property’s appeal. Prime location with convenient access to BART, and just minutes to the Lafayette Reservoir, shops & restaurants in Downtown Lafayette, and 12 years of top-rated Lafayette schools.

1035 N Thompson Rd, Lafayette

Listing courtesy of Rebecca Ciccio from Village Associates Real Estate. 917-482-6780

Selling Office: EXp Realty of Southern CA, Inc.

$2,010,000
4 Beds 4 Baths 41128822 MLS
Discover 1072 Via Roble, where a flexible, thoughtfully updated floor plan meets an extraordinary lot in one of Lafayette's most cherished neighborhoods. Four bedrooms plus a versatile bonus room (302± finished square feet with its own full bath) and three beautifully updated bathrooms offer the space and adaptability any lifestyle demands. At 2,001± square feet, the home has been meticulously refreshed from top to bottom, including a brand-new roof and owned solar. Inside, the updated kitchen and bathrooms reflect a commitment to quality, while the flexible floor plan allows each room to evolve as your needs change. The real magic unfolds outdoors. A sprawling 1.51± acre lot provides a genuine private retreat, where an expansive deck sets the stage for al fresco dining and weekend gatherings. Enclosed garden beds invite you to cultivate your green thumb, while the turf backyard offers a blank canvas for a sport court, backyard games, or simply room to roam and explore. This exceptional location puts you moments from Lafayette's vibrant downtown, with its boutique shopping and acclaimed dining. The Lafayette Reservoir's scenic trails offer year-round recreation just minutes away, and the home is zoned for top-rated Lafayette schools and Acalanes High School.

1072 Via Roble, Lafayette

Listing courtesy of Dana Green from Compass. 925-339-1918

Selling Office: The Agency.

$2,000,000
4 Beds 3 Baths 41141457 MLS
Hidden Tree House Retreat in Happy Valley Tucked among the trees in Lafayette’s coveted Happy Valley neighborhood, this distinctive contemporary retreat offers the rare feeling of living in your own private tree house while enjoying the convenience of one of the East Bay’s most sought-after locations. Beyond the entry, the home unfolds into a dramatic light-filled living space where soaring windows frame tranquil woodland views and create a seamless connection to nature. Surrounded by mature trees and set on approximately half an acre, the property offers an exceptional sense of privacy and serenity rarely found so close to town. Designed for both everyday living and entertaining, the flexible floor plan features expansive gathering spaces, multiple bonus areas, a media room, office, and room for everyone to spread out comfortably. The spacious deck and sparkling pool invite year-round enjoyment, whether hosting friends, relaxing in the sunshine, or taking in the peaceful natural surroundings. Ideally located just minutes from downtown Lafayette, BART, shopping, dining, recreation, and the area’s award-winning schools, this home offers the perfect blend of privacy, space, and convenience. A truly unique opportunity to enjoy the feeling of a secluded hillside retreat while remaining connected to everything Lafayette has to offer. Open House Saturday, July 25 1-4 PM Sunday, July 26 1:30-4:00 PM

1066 Via Baja, Lafayette

Listing courtesy of Lynn Bentley from Compass. 925-212-5912

Selling Office: Compass.

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