$27,000,000
Jelinda DR
Montecito, CA, 93108
Privately positioned behind the gates of Ennisbrook – Montecito’s most coveted and secluded residential enclave – 1850 Jelinda Drive offers a rare expression of laid-back sophistication and natural beauty. This single-level contemporary estate spans over 8,000 square feet on more than two acres of exquisitely landscaped grounds, where luxury aligns with the relaxed elegance of Santa Barbara living. Every detail reflects a commitment to quality and design – capturing the essence of the California Dream, where indoor-outdoor living, natural beauty, and effortless style converge. Designed for both relaxed family living and grand-scale entertaining, the home offers 5 bedrooms, 7 bathrooms, and a thoughtfully executed open floor plan.Multiple outdoor fireplaces and fire pits create intimate vignettes throughout the grounds, while the expansive outdoor spaces invite leisure at every turn – swimming, tennis, bocce, and gardening, all within your private domain.From nearly every vantage point, sweeping views of the Pacific Ocean and Santa Ynez Mountains define the experience. Each room opens seamlessly to the outdoors, creating a sanctuary where light, space, and nature exist in perfect harmony. The architecture leans into a quiet confidence – clean lines, new contemporary seam-lined metal roofing, fresh contemporary siding, and expansive new windows that frame living art in every direction. Step inside and sunlight pours across wide hallways and soaring ceilings. The curated wall space offers the perfect gallery for serious collectors, while garden views outside recall a Monet painting in motion.Ennisbrook offers a lifestyle like no other. This gated and guarded community includes 50 acres of preserved open space, two heated pools, tennis and pickleball courts, a clubhouse with a kitchen and wine storage, and a community park. Ennisbrook is as exclusive as it is serene – yet just moments from several of Montecito’s top schools (including Montecito Union, Crane, Laguna Blanca), hiking trails, and some of the best places to wine, dine and shop.1850 Jelinda Drive is more than a luxury estate–it is a home with soul: intentional in design, refined in detail, and deeply connected to its surroundings. Offered at 27 Million Dollars.
Property Details
Price:
$27,000,000
MLS #:
25586915
Status:
Active
Beds:
5
Baths:
8
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Ennisbrook
Neighborhood:
mcto
Listed Date:
Sep 25, 2025
Finished Sq Ft:
8,847
Total Sq Ft:
8,847
Lot Size:
91,040 sqft / 2.09 acres (approx)
Year Built:
1989
Schools
Interior
Appliances
DW, GD, MW, RF, BBQ, DO, OV, RA
Bathrooms
6 Full Bathrooms, 2 Half Bathrooms
Cooling
CA
Flooring
WOOD
Heating
FA, RA, FIR
Laundry Features
IR, DINC, WINC
Exterior
Architectural Style
CNT
Construction Materials
STC
Roof
MTL
Security Features
AG, FSDS, FS, GC, GG
Financial
HOA Fee
$780
HOA Frequency
MO
Get Out There, A Simply Outgoing Approach to Life. James Outland Jr. is one of those rare people who simply has an outgoing approach to life. No matter the activity… from dune buggy riding to skydiving to motorcycling to riding the local Pismo Beach waves… James Outland Jr. approaches life with a “just get out there and do it” kind of attitude. A zest for Life. James’ zest for life is obviously apparent in his many exciting hobbies. In his spare time, he loves riding dune buggies or hi…
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Current real estate data for Single Family in Montecito as of Oct 30, 2025
13
Single Family Listed
121
Avg DOM
2,071
Avg $ / SqFt
$15,956,692
Avg List Price
Community
- AddressJelinda DR Montecito CA
- SubdivisionEnnisbrook
- CityMontecito
- CountySanta Barbara
- Zip Code93108
Subdivisions in Montecito
Similar Listings Nearby
Property Summary
- Located in the Ennisbrook subdivision, Jelinda DR Montecito CA is a Single Family for sale in Montecito, CA, 93108. It is listed for $27,000,000 and features 5 beds, 8 baths, and has approximately 8,847 square feet of living space, and was originally constructed in 1989. The current price per square foot is $3,052. The average price per square foot for Single Family listings in Montecito is $2,071. The average listing price for Single Family in Montecito is $15,956,692. To schedule a showing of MLS#25586915 at Jelinda DR in Montecito, CA, contact your James Outland agent at 8057482262.
Courtesy of Compass. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the California Regional Multiple Listing Service. Detailed information about real estate listings held by brokerage firms other than James Outland include the name of the listing broker. Neither the listing company nor James Outland shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2025. California Regional Multiple Listing Service. All rights reserved. Jelinda DR
Montecito, CA




































