Sleepy Hollow Neighborhood

Orinda Real Estate | Kelly Crawford Team

Sleepy Hollow, Orinda CA

Beautiful Estate Parcels. Architectural Legacy. Private Living.

Sleepy Hollow is one of the most established luxury neighborhoods in Orinda. Known for expansive lots, preserved mid-century architecture, and wide, gently sloping streets, the area offers a rare balance of space and convenience within the East Bay.

Homes sit on generous parcels, creating a level of privacy uncommon in California real estate. The neighborhood attracts established professionals, privacy-minded buyers, and families drawn to top-ranked public schools. With limited inventory and enduring demand, Sleepy Hollow remains one of the most desirable residential enclaves in Orinda.

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Welcome to Sleepy Hollow

Kelly Crawford Team

Welcome to Sleepy Hollow

Mid-Century Character. Expansive Grounds. Refined California Living

Sleepy Hollow real estate typically ranges from $2,200,000 to $5,000,000+, with select estates exceeding that range. Architectural styles include original Eichlers, California Ranch homes, Mediterranean estates, and contemporary custom builds.

Large setbacks, mature oak trees, and estate-sized lots define the streetscape. The private Sleepy Hollow Swim & Tennis Club anchors the community, while a warmer microclimate adds everyday comfort. Buyers are often executives and families seeking privacy, strong schools, and long-term value within the Orinda real estate market.

Lifestyle & Local Favorites

ORINDA REAL ESTATE FOR SALE

Sold
MLS® 41120216

$7,900,000

Call for Address
5 Beds 5 Baths 6,195 Sq.Ft.
Sold
MLS® 41094547

$7,300,000

119 Melody LN, Orinda, CA 94563
6 Beds 6 Baths 7,659 Sq.Ft.
Sold
MLS® 41066595

$6,400,000

60 Coachwood Ter, Orinda, CA 94563
7 Beds 6 Baths 6,602 Sq.Ft.
For Sale
MLS® 41129829

$6,850,000

83 Dairy Creek Ln, Orinda, CA 94563
4 Beds 5 Baths 6,480 Sq.Ft.
Sold
MLS® 41057464

$6,337,500

10 Ranch Rd, Orinda, CA 94563
5 Beds 9 Baths 6,573 Sq.Ft.
Sold
MLS® 41113949

$5,362,500

42 Tappan Ln, Orinda, CA 94563
5 Beds 6 Baths 8,096 Sq.Ft.
Sold
MLS® 41093296

$5,910,000

38 Valley View Dr, Orinda, CA 94563
5 Beds 5 Baths 5,070 Sq.Ft.
For Sale
MLS® 41130770

$5,800,000

8 Sycamore Rd, Orinda, CA 94563
5 Beds 6 Baths 5,310 Sq.Ft.
Sold
MLS® ML82026700

$5,000,000

12 Las Aromas, Orinda, CA 94563
8 Beds 11 Baths 9,232 Sq.Ft.
Sold
MLS® 41082653

$5,150,000

33 La Noria, Orinda, CA 94563
5 Beds 5 Baths 5,267 Sq.Ft.
Sold
MLS® 41073621

$5,170,000

19 Owl Hill Rd, Orinda, CA 94563
4 Beds 4 Baths 4,234 Sq.Ft.
Sold
MLS® 41089711

$5,200,000

8 El Sueno, Orinda, CA 94563
5 Beds 6 Baths 4,490 Sq.Ft.

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(925) 998-5599

 

971 Dewing Avenue
Lafayette, CA 94549

 

Kelly Crawford | CA DRE# 01327015