129 Littlefield RD, Monterey
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Old Del Monte is one of Monterey's most distinctive residential real estate areas, centered around the historic Del Monte Golf Course and the wooded streets that surround it. Buyers are drawn here for larger-than-average lots, mature oak and pine trees, golf-course frontage, substantial single-family homes and convenient access to downtown Monterey, Carmel, Pebble Beach and the Highway 68 corridor.
The neighborhood also has an unusually direct connection to Monterey Peninsula history. Del Monte Golf Course was created in 1897 as an amenity for guests of the legendary Hotel Del Monte, helping establish golf and resort living on the Peninsula decades before Pebble Beach Golf Links became internationally famous.
Today, Old Del Monte contains an eclectic mix of mid-century ranch homes, Spanish and Mediterranean-influenced residences, renovated properties, golf-course homes and several unusually large estate properties. Exact location matters because the broader real-estate search area can also overlap with or sit beside separately recognized neighborhoods such as Aguajito Oaks and Deer Flats.
View Current Old Del Monte Homes for Sale
Old Del Monte generally refers to the residential area surrounding and extending inland from Del Monte Golf Course on the eastern side of Monterey. Streets associated with the broader real-estate area include portions of Sylvan Road, Castro Road, Jacks Road, Manor Road and nearby residential streets.
Unlike some formally mapped City neighborhoods, the term Old Del Monte is used somewhat flexibly in local real estate. Buyers may occasionally see nearby Aguajito Oaks, Deer Flats or other adjoining properties appear in searches associated with Old Del Monte.
For that reason, the exact property location is more important than the search label. A home directly overlooking a Del Monte Golf Course fairway is a very different property from an estate several streets inland, even if both appear within the same real-estate search.
Old Del Monte offers a combination that is increasingly difficult to find in Monterey: an established central location with substantial residential lots and a quieter, more spacious environment.
Depending on the property, buyers may value:
For buyers who want Monterey convenience but do not necessarily need to walk to downtown or the waterfront, Old Del Monte can offer considerably more land and privacy than many in-town neighborhoods.
Del Monte Golf Course is not simply a recreational amenity beside the neighborhood. It is one of the oldest surviving pieces of Monterey's resort history.
The course opened on May 1, 1897 as a nine-hole layout created for guests of Hotel Del Monte. It was expanded to 18 holes in the early twentieth century and later redesigned substantially by British golf architect William Herbert Fowler in 1920.
Today, Pebble Beach Resorts identifies Del Monte as the oldest golf course in continuous operation west of the Mississippi River.
The course also played an important role in competitive golf. It hosted the first California State Amateur in 1912 and the Western Amateur in 1916, helping establish the Monterey Peninsula as an important golf destination long before today's major Pebble Beach tournaments.
That history gives homes bordering Del Monte Golf Course a setting very different from golf properties in a newer planned community.
The golf course cannot be understood without the Hotel Del Monte.
Railroad pioneer Charles Crocker opened the original Hotel Del Monte in 1880 as an ambitious luxury resort designed to attract affluent travelers to Monterey. Guests arrived by rail for a resort experience that combined the Peninsula's scenery and climate with gardens, polo, horseback riding, social events and eventually golf.
The hotel quickly became one of the best-known resorts in the American West. Its success helped establish Monterey as a destination for leisure and luxury travel decades before modern tourism transformed Cannery Row and Pebble Beach.
Del Monte Golf Course was built specifically to add golf to that resort experience.
Read the full story in Hotel Del Monte Monterey: History, 17-Mile Drive, Golf and the Naval Postgraduate School.
There is another interesting Monterey connection beneath the golf course itself.
When Hotel Del Monte wanted to build a golf course in the 1890s, the resort's immediate grounds were already occupied by amenities such as its racetrack and polo facilities. The original golf course was therefore constructed nearby on land leased from prominent Monterey landowner David Jacks.
Jacks was one of the most influential landowners in early Monterey and is also associated with the name that ultimately became famous through Monterey Jack cheese.
The connection illustrates how closely Monterey's early land ownership, agriculture, tourism and resort development were intertwined.
The original Hotel Del Monte no longer operates as a civilian resort, but its most recognizable successor still stands nearby.
The first hotel opened in 1880 and was destroyed by fire in 1887. Its replacement was again heavily damaged by fire in 1924. The present Spanish Revival building was completed in 1926.
During World War II, the Navy took over the hotel property. Congress later authorized its purchase for the Naval Postgraduate School, which relocated from Annapolis to Monterey in 1951.
The former hotel's main building is now Herrmann Hall at the Naval Postgraduate School.
That means residents of Old Del Monte live beside a landscape that connects Monterey's nineteenth-century resort era directly with one of the city's most important modern institutions.
Del Monte's influence did not stop at the Monterey city limits.
The success of the Hotel Del Monte demonstrated that visitors would travel to the Monterey Peninsula for scenery, recreation and high-end hospitality. The resort's original 17-Mile Drive carried guests through the Del Monte Forest and along the Peninsula coastline.
Golf became another part of that experience. Del Monte Golf Course proved the sport could thrive here, and the later development of Pebble Beach Golf Links expanded that golf tradition onto the coast.
In that sense, today's famous Pebble Beach golf culture has roots that lead directly back to Old Del Monte.
For more background, see The History of 17-Mile Drive.
Unlike a master-planned golf community, Old Del Monte developed gradually. That creates a broad mix of architecture, lot sizes and housing styles.
Buyers may encounter:
Some properties remain close to their original mid-century configuration, while others have undergone major architectural renovations or expansion.
This variation is one reason automated home valuations can have difficulty with Old Del Monte. Two nearby properties can differ enormously in lot size, architecture, condition, golf frontage and overall quality.
This distinction matters considerably when evaluating Old Del Monte real estate.
Golf-course-front homes directly border a fairway, green or another portion of Del Monte Golf Course. These properties are relatively scarce and may benefit from open views, additional visual separation and a direct relationship with the golf environment.
Homes near the golf course may enjoy the general neighborhood setting without actually overlooking or touching the course.
The value premium should therefore be evaluated property by property rather than assuming every Old Del Monte address carries the same golf-course benefit.
Buyers should also evaluate:
For additional options, visit Monterey Golf Course Real Estate.
No. Ownership of a home bordering or near Del Monte Golf Course does not automatically include a private golf membership or special playing rights.
Del Monte Golf Course is operated by Pebble Beach Resorts and accepts play from non-resort guests as well as resort guests. Pebble Beach Resorts also offers a separate Duke's Club membership program with discounted rates and other benefits.
Homeownership and golf privileges should therefore be treated as completely separate matters.
One of Old Del Monte's more unusual characteristics is the presence of genuinely large residential properties within a relatively short drive of downtown Monterey.
Manor Road and selected nearby streets contain some substantial homes and unusually large parcels, including estate-scale properties that are difficult to replicate in Monterey's denser neighborhoods.
These homes may appeal to buyers seeking:
Because these properties differ dramatically from typical Monterey houses, they should be valued against other estate-scale homes rather than simply against nearby neighborhood averages.
Buyers searching Old Del Monte will sometimes encounter properties identified as Aguajito Oaks or other adjoining residential areas.
Aguajito Oaks is recognized separately on City of Monterey maps and includes wooded residential settings near the eastern side of Monterey. Properties around Littlefield Road and nearby streets may offer larger lots, privacy and substantial homes.
These homes can appeal to the same buyers considering Old Del Monte, but they should not automatically be treated as identical neighborhoods for valuation or location analysis.
Similarly, Deer Flats and other adjoining areas have their own housing patterns and geographic identity even when a broad MLS or website search displays them together.
Old Del Monte is farther inland than New Monterey, Cannery Row and Monterey's immediate bayfront neighborhoods.
That location can reduce some of the immediate marine influence experienced closer to Monterey Bay, and the broader inland Monterey area is often considered part of the Peninsula's transition toward a warmer microclimate.
Conditions still vary significantly according to elevation, tree canopy, wind exposure and individual lot orientation. A heavily wooded property can feel quite different from an open golf-course lot only a short distance away.
Buyers placing a high value on outdoor living should evaluate the specific property at different times of day rather than relying only on generalized descriptions of Monterey weather.
Old Del Monte feels relatively private while remaining centrally positioned on the Peninsula.
Depending on the property, residents can have convenient access to:
This central positioning is one reason Old Del Monte can appeal to full-time residents as well as buyers seeking a larger second home without moving farther into Carmel Valley or the Highway 68 corridor.
Many Old Del Monte homes were built decades ago, and substantial remodeling is common. Buyers should distinguish carefully between cosmetic renovation and improvements involving structural, electrical, plumbing or floor-area changes.
Depending on the property, due diligence may include:
Larger properties may have additional issues involving wells, irrigation systems, extensive landscaping, accessory buildings or other site improvements that deserve separate investigation.
Old Del Monte is not well suited to a single neighborhood price-per-square-foot calculation.
Important value factors may include:
A golf-front ranch home, an original-condition mid-century property and a multi-acre estate should not be treated as interchangeable comparables simply because all three have Monterey addresses and appear within the broader Old Del Monte market.
For broader market context, visit the Monterey Real Estate Market Report.
Old Del Monte properties benefit from marketing that clearly communicates their individual competitive advantages.
For a golf-front property, photography should show the relationship between the home, outdoor areas and golf course rather than merely mentioning golf frontage in the description.
For an estate property, lot size, privacy, landscaping, outdoor living and ancillary improvements may be as important as interior square footage.
For an older home with renovation potential, pricing should reflect both its existing condition and the characteristics buyers value in the underlying lot and location.
Because the neighborhood includes several very different property types, selecting truly comparable sales is especially important.
Old Del Monte is one of Monterey's clearest examples of history continuing to shape present-day real estate.
Old Del Monte generally refers to the residential area centered around historic Del Monte Golf Course and nearby inland Monterey streets. The name is used somewhat flexibly in local real estate, and adjacent neighborhoods such as Aguajito Oaks and Deer Flats may sometimes appear in broader searches.
Old Del Monte is commonly used as a local and real-estate area name centered around Del Monte Golf Course. City maps separately identify several adjoining residential areas, including Aguajito Oaks and Deer Flats, so buyers should verify the exact location rather than relying only on the search-area label.
Del Monte Golf Course opened on May 1, 1897 as a nine-hole course created for guests of Hotel Del Monte. It later expanded to 18 holes and remains the oldest golf course in continuous operation west of the Mississippi River.
Yes. Selected Old Del Monte residences directly border portions of Del Monte Golf Course. Golf-course-front homes are relatively scarce and should be distinguished from properties that are simply located near the course.
No. Ownership of a nearby or golf-course-front home does not automatically provide golf membership or playing privileges. Del Monte Golf Course is operated by Pebble Beach Resorts, and golf access and any optional membership programs are separate from residential ownership.
Old Del Monte contains California ranch homes, mid-century residences, Spanish and Mediterranean-influenced architecture, custom homes, remodeled properties, golf-course homes and several unusually large estate properties.
Yes. Del Monte Golf Course was originally created as a recreational amenity for Hotel Del Monte guests. The historic resort helped establish Monterey as a luxury leisure destination and played an important role in the development of golf and tourism on the Monterey Peninsula.
The Hotel Del Monte property was taken over by the U.S. Navy during World War II. Congress later authorized its purchase for the Naval Postgraduate School, which relocated to Monterey in 1951. The former hotel's main building is now Herrmann Hall.
Depending on the property, buyers may want to review permit history, documented square footage, foundation and drainage conditions, roof, electrical and plumbing systems, sewer condition, trees, parking, zoning, expansion potential and any property-specific issues associated with golf-course frontage or large estate lots.
Current Old Del Monte and surrounding-area homes for sale are displayed below using live MLS data. Because the search area contains very different property types, buyers should verify the exact neighborhood and compare each property within the appropriate market segment.
Questions about buying or selling a home in Old Del Monte?
Call Mark Bruno and the Monterey Peninsula Home Team at (831) 917-8190.
Based on information from MLSListings MLS as of All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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