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Exciting News! We have a new floorplan now available at Trilogy San Juan Oaks! Check out the NEW Starion floorplan below then visit today to talk to a Community Representative about this new plan and how to purchase it!

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Trilogy® San Juan Oaks

Single-Family Detached
Hollister, CA
Priced From $679,499
55+

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8 Quick Move-in Homes Available

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Community Details

Single-Family Detached
1,507-2,906 Sq. Ft.
2-4 Bedrooms
2-3 Bathrooms
1 Half Bath
2-3 Car Garage
Priced From $679,499

National Open House 11/8 & 9 from 10-2pm

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55+ Community

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EXPERIENCE TRILOGY® SAN JUAN OAKS

55+ Living in an Idyllic Northern California Setting

Located within the master plan golf community of San Juan Oaks and nestled in the foothills between charming Hollister and historic San Juan Bautista, you’ll find now selling Trilogy® San Juan Oaks. This brand-new 55+ resort community offers new homes for sale and an exciting 55+ lifestyle right off Highway 101 in an outstanding Northern California location. Just under an hour south of San Jose and 45 minutes northeast of Monterey Bay, Trilogy San Juan Oaks is within easy reach of many of California’s top cities and attractions, making it easy to stay connected to nearby friends and family. The stunning foothills as your backdrop to your basecamp for outdoor exploration, adventure, and an exciting lifestyle. A truly unique feature of Trilogy homeowners will rave about the 1,000+ acres of protected open space within San Benito County that borders a significant portion of the community. With a Mediterranean climate featuring warm, dry summers and mild winters, you’ll be able to explore everything from local wineries and charming, historic towns to regional national parks, cultural attractions and stunning beaches.

While designs and details are still being finalized for Trilogy San Juan Oaks club, this community is planned to feature - a fantastic resort-style club that will become the heart of life for Homeowner Members. The Club is being designed with a fresh take on classic Craftsman style, offering a laid-back yet sophisticated vibe. Stylish and well designed and curated spaces will surround you as you enjoy the planned innovative wellness and fitness offerings, play a friendly game of pickleball, enjoy the indoor pool, meet friends at the local pocket parks, or head to the Golf Club and enjoy all kinds of new ways to have fun and expand your horizons at the master plan club. A full social calendar will be designed to keep you as busy as you want to be, with daily chances to connect with new friends and neighbors.

If golf is your game, you’ll be right at home on the championship course designed by the legendary Fred Couples that is within the San Juan Oaks masterplan. The entire course has been remodeled, providing an exceptional experience to all daily-fee players. The Golf Club at San Jan Oaks is being completely reimagined and is now open. Homeowner Members will enjoy the incredible fun and convenience this public Golf Club has to offer with 3 distinctive restaurants with full bars, including a private dining area with its own bar, plus meeting and event spaces for celebrations of all kinds. The fun outdoor pizza oven venue Slices surrounded with welcoming seating, offering the perfect place to chill with neighbors while you enjoy a friendly wager on the adjacent pitch & putt course. Bocce and expansive outdoor patio seating will make for memorable days spent with new-found friends. Outside the gates of the community, lush vineyards can be found just down the road, olive and pomegranate groves are all around, and historic downtown San Juan Bautista is a short drive away. Additionally, if you enjoy outdoor adventures Pinnacles National Park is a short drive from the community, giving you beautiful views of volcanic remains and is a unique landscape to explore. Convenient access to the 156 and 101 freeways makes it easy to visit your favorite destinations up and down the coast. It’s hard to imagine a more perfect setting for your next chapter in California.

Trilogy San Juan Oaks offers fresh home designs from our popular Freedom Collection, with stunning, single-story new homes featuring Shea’s signature quality and craftsmanship. Offering nine thoughtfully designed home plans ranging from ~1,507 to ~2,579 square feet, with 2 to 3 beds + dens and up to 3.5 baths with well-appointed kitchens, spacious primary suites, two to three-car garages, and open-concept living spaces that are ideal for entertaining. Whether you want to host friends and family in style or experience incredible indoor/outdoor living that enjoys the temperate climate year-round, each floorplan will enhance your lifestyle.

For an unprecedented 13 consecutive years, Trilogy^® by Shea Homes^® has been recognized as America's Most Trusted^® Active Adult Resort Builder by Lifestory Research in their 2025 national study among active home shoppers. Learn more at Lifestoryresearch.com.

LIFE AT SAN JUAN OAKS

The Perfect Amenity Destination for your Best Life Yet

The planned Resort Club at Trilogy San Juan Oaks will become a daily destination that brings together friends and neighbors in the pursuit of wellness, connection and adventure. Anticipated to offer ~20,000 indoor square feet plus ample outdoor spaces that all will feature a stunning selection of amenities and experiences that will make every day your Best Day Ever. Outside your neighborhood, more lifestyle will be found in every direction, including within the overall San Juan Oaks masterplan.

A Place to Nosh & Sip

A place to nosh, sip, and have good times are central to the Trilogy lifestyle, and the planned Club will reflect our passion for food as a social experience to be shared.

Pickleball, Bocce & Sports

If you're looking for some friendly competition, you'll find it on the Sports Courts, coming soon. Pickleball, a Fitness Lawn, and Bocce to name a few will keep your calendar full.

Indoor Lap Pool

Whether you're in the mood to swim laps or take an aqua fitness class, the future pool will be the place to cool off and get swimming!

Social Spaces

There's always something fun on the calendar at Trilogy Communities! Whether in our Indoor or Outdoor Special Event spaces, coming soon, there are sure to be beautiful views and refreshing company!

BlueStar Resort & Golf

Trilogy believes in the power of the Member lifestyle experience that it created by BlueStar Resort & Golf a team of dedicated hospitality experts who deliver the events, activities, dining, wellness experiences, and everything that brings the community to life.

Wellness & Fitness

Take your fitness goals to the next level with Afturburn, Trilogy's signature fitness program.

San Juan Oaks Golf Club

PGA Tour Champion designed San Juan Oaks Golf Club is 18 holes of challenging, fun, and located within the San Juan Oaks Master Plan.

Endless Outdoor Adventure

We’ve got it all: hiking, biking, skiing, snowboarding, birdwatching, and beach activities of all kinds!

Local Restaurants & Dining

Whether you’re craving lunch with friends or a delicious date night out, the local dining scene is right next door at San Juan Oaks Golf Club with three distinct restaurants now open!

Explore Home Collections at Trilogy San Juan Oaks

Home Plans (10)
Quick Move-ins (8)

Freedom 35 Collection

Home Plans Ranging from 1,507-1,817 Sq. Ft. | Priced From $679,499

Home Tour

Thrive

Priced From $679,499

Quick Move-ins available!

1,507 Sq. Ft.
1 Story
2 Car Garage
2 Bedrooms
2 Bathrooms

View Floor Plan

Home Tour

Dream

Priced From $696,499

Quick Move-ins available!

1,648 Sq. Ft.
1 Story
2 Car Garage
2 Bedrooms
2 Bathrooms

View Floor Plan

Home Tour

Flourish

Priced From $712,499

Quick Move-ins available!

1,817 Sq. Ft.
1 Story
2 Car Garage
3-4 Bedrooms
2 Bathrooms

View Floor Plan

Freedom 40 Collection

Home Plans Ranging from 1,847-2,031 Sq. Ft. | Priced From $793,999

Home Tour

Connect

Priced From $793,999

1,847 Sq. Ft.
1 Story
2 Car Garage
3 Bedrooms
2 Bathrooms
1 Half Bath

View Floor Plan

Home Tour

Reunion

Priced From $805,999

Quick Move-ins available!

1,975 Sq. Ft.
1 Story
2 Car Garage
2-3 Bedrooms
2 Bathrooms
1 Half Bath

View Floor Plan

Home Tour

Synergy II

Priced From $815,999

Quick Move-ins available!

2,031 Sq. Ft.
1 Story
2 Car Garage
3 Bedrooms
2 Bathrooms
1 Half Bath

View Floor Plan

Freedom 50 Collection

Home Plans Ranging from 2,155-2,906 Sq. Ft. | Priced From $935,999

Price Includes $50k Homesite Premium

Home Tour

Proclaim

Priced From $935,999

2,155 Sq. Ft.
1 Story
2 Car Garage
3 Bedrooms
2-3 Bathrooms
1 Half Bath

View Floor Plan

Price Includes $50k Homesite Premium

Home Tour

Liberty

Priced From $983,999

2,369 Sq. Ft.
1 Story
2 Car Garage
3 Bedrooms
3 Bathrooms
1 Half Bath

View Floor Plan

Price Includes $50k Homesite Premium

Home Tour

Latitude

Priced From $1,000,999

2,579 Sq. Ft.
1 Story
3 Car Garage
3 Bedrooms
3 Bathrooms
1 Half Bath

View Floor Plan

Price Includes $50k Homesite Premium

Starion

Priced From $1,074,999

2,906 Sq. Ft.
1 Story
3 Car Garage
3 Bedrooms
3 Bathrooms
1 Half Bath

View Floor Plan

Move-In Now!

National Open House Weekend 11/8 & 11/9

Home Tour

Homesite 1180

3167 Woody Way

Dream

Priced From $858,244

1,648 Sq. Ft.
1 Story
2 Car Garage
2 Bedrooms
2 Bathrooms

View Home Details

Move-In Now!

National Open House Weekend 11/8 & 11/9

Home Tour

Homesite 1158

3174 Woody Way

Reunion

Priced From $975,504

1,975 Sq. Ft.
1 Story
2 Car Garage
2 Bedrooms
2 Bathrooms
1 Half Bath

View Home Details

Move In Now!

National Open House Weekend 11/8 & 11/9

Home Tour

Homesite 1159

3184 Woody Way

Synergy II

Priced From $1,009,779

2,031 Sq. Ft.
1 Story
2 Car Garage
3 Bedrooms
2 Bathrooms
1 Half Bath

View Home Details

Move-In Now!

National Open House Weekend 11/8 & 11/9

Home Tour

Homesite 1169

3277 Woody Way

Thrive

Priced From $897,829

1,507 Sq. Ft.
1 Story
2 Car Garage
2 Bedrooms
2 Bathrooms

View Home Details

Move-In Now!

National Open House Weekend 11/8 & 11/9

Home Tour

Homesite 1173

3237 Woody Way

Dream

Priced From $906,487

1,648 Sq. Ft.
1 Story
2 Car Garage
2 Bedrooms
2 Bathrooms

View Home Details

Move-In Now!

National Open House Weekend 11/8 & 11/9

Home Tour

Homesite 1172

3247 Woody Way

Flourish

Priced From $944,470

1,817 Sq. Ft.
1 Story
2 Car Garage
2 Bedrooms
2 Bathrooms

View Home Details

Move-In Now!

National Open House Weekend 11/8 & 11/9

Home Tour

Homesite 1176

3207 Woody Way

Dream

Priced From $887,546

1,648 Sq. Ft.
1 Story
2 Car Garage
2 Bedrooms
2 Bathrooms

View Home Details

Move-In Now!

National Open House Weekend 11/8 & 11/9

Home Tour

Homesite 1162

3214 Woody Way

Reunion

Priced From $1,005,958

1,975 Sq. Ft.
1 Story
2 Car Garage
2 Bedrooms
2 Bathrooms
1 Half Bath

View Home Details

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Trilogy San Juan Oaks Preliminary Community Map

* Shea Homes assumes no liability for the accuracy of information presented in this lot map for Trilogy® San Juan Oaks. As of 11/4/25 5:29 AM Pacific Standard Time

Trilogy San Juan Oaks Preliminary Community Map

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Questions About This Community?

Our friendly New Home Advisors are ready to help.

Call: 800-685-6494

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Hours & Directions

Address

2275 Aaron Court
Hollister, CA 95023

Local Phone

831-777-5285

Hours

Monday: 9:00am—5:00pm
Tuesday: 9:00am—5:00pm
Wednesday: 9:00am—5:00pm
Thursday: 9:00am—5:00pm
Friday: 12:30pm—5:00pm
Saturday: 9:00am—5:00pm
Sunday: 9:00am—5:00pm

CLICK HERE TO GET DIRECTIONS FROM GOOGLE MAPS AND SEE COMMUNITY LOCATION!

From San Jose
US 101 S
Exit 345 to CA-156 E toward San Juan Bautista
Right on Union Road
Right on San Juan Oaks Rd
Right on San Juan Oaks Circle
Left Bouge Way
Left on Arron Court
Sales Center will be on your Left Hand Side

From Monterey
CA-1 N
Keep Right to CA-156 E to San Miguel Cayon
Merge onto CA-156 E/ US- 101 N to Hollister/ San Francisco
Right on Union Road
Right on San Juan Oaks Rd
Right on San Juan Oaks Circle
Left Bouge Way
Left on Aaron Court
Sales Center will be on your Left Hand Side

Get Directions on Google Maps

WHAT'S HAPPENING AT TRILOGY

News May 13, 2024 Celebrating 25 Years Young!

Blog Aug 1, 2023 Let’s Play Pickleball! All About our Favorite Sport

News Jan 7, 2025 Trilogy® Brand is America's Most Trusted® Active Adult Resort Builder for Record-breaking Thirteenth Year

Go To News & Events

See Blog Posts

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Trilogy® San Juan Oaks

Experience Trilogy® San Juan Oaks

Community Details

Schedule a tour

Tour with a community representative

55+ Living in an Idyllic Northern California Setting

The Perfect Amenity Destination for your Best Life Yet

A Place to Nosh & Sip

Pickleball, Bocce & Sports

Indoor Lap Pool

Social Spaces

BlueStar Resort & Golf

Wellness & Fitness

San Juan Oaks Golf Club

Endless Outdoor Adventure

Local Restaurants & Dining

Explore Home Collections at Trilogy San Juan Oaks

Freedom 35 Collection

Freedom 40 Collection

Freedom 50 Collection

Trilogy San Juan Oaks Preliminary Community Map

Trilogy San Juan Oaks Preliminary Community Map

Trilogy San Juan Oaks Preliminary Community Map

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