№ 05  ·  92106  ·  CANOPY streets + large flat lots


The Wooded Area.

A quiet, leafy enclave where larger lots, mature trees, and privacy define the Point Loma lifestyle.

The Wooded Area is one of Point Loma’s most private and distinctive residential pockets. True to its name, the neighborhood is known for mature trees, winding streets, larger lots, and a secluded feeling that is rare this close to the ocean and bay.

Its personality is calm, residential, and understatedly upscale. Compared with Sunset Cliffs or Ocean Beach, The Wooded Area is less about public coastal energy and more about privacy, architectural variety, and a retreat-like daily rhythm.

At a glance

ZIP

92106

Median 3BR

~$2.4M–$3.8M

Homes

~700–1,100

Walk Score

33

Schools

Sunset View or Cabrillo · Dana + Correia · PLHS

Park acreage

Sunset Cliffs / Cabrillo / Liberty Station nearby

Best for

Privacy-focused buyers, families, larger lots

Founded

Mostly 1920s–1960s

Where it is

The neighborhood runs along Catalina Boulevard bordered by Sunset Cliffs and Point Loma Nazarene / Lomaland to the west, Fleetridge and Point Loma Heights to the north / La Playa to the east, and Cabrillo National Monument Park plus one of three active Navy bases to the south.

North wooded streets: More central access and transition to parks, schools, Ocean Beach, Fleetridge, Point Loma Heights, Point Loma Village.

Interior core: Larger lots, winding streets, and mature tree canopy.

South edge: Quieter, but still close enough to walk/bike to schools, Pacific coast and San Diego Harbor.

Adjacent: Sunset Cliffs, La Playa, Fleetridge, Point Loma Highlands.

A brief history

The area sits on the southern most part of the Point Loma peninsula and is the last neighborhood before Cabrillo National Monument Park begins (formerly Fort Rosecrans).

Residential development took shape across the 20th century, with estates being built amongst trees, and larger lots rather than a strict urban grid. The homes sit on the top of the ridge and many maintain highly coveted and unobstructed views of the city and harbor…though you would never know as you wander the tree lined streets.

Today, The Wooded Area is known for privacy and architectural variety, with both historic original homes, mid-century properties, and a variety of custom builds that create a less uniform but highly desirable neighborhood fabric. It is one of the most coveted and expensive pockets of Point Loma due to low noise (away from flight path), more exclusive location, privacy, lot sizes, low turnover and value insulation. 

The streets worth walking

Silvergate Avenue

Quiet, leafy, and multi-generational street. The farther south you drive, the more stunning the homes. 

Catalina Blvd

The peninsula’s North/South spine that crosses East/West streets to connect the Pacific coast to San Diego Bay.

Talbot Street

Residential artery that connects La Playa and Point Loma village/Roseville and the harbor to the top of the ridge.

Charles Street

Private, narrow, no side walks with a variation of smaller 1950’s  bungalows and single story ranch. 

Dudley Street

Every home has it’s own look and feel surrounded by tall mature trees and impeccable landscaping.

Lomaland

A set of a few streets that sit on the west side of Catalina Blvd, opposite the Wooded Area. This pocket back to Point Loma Nazarene University. Walkable from Wooded Area to surf, hike, and enjoy ocean sunsets.

Architecture

  • 1920s–1930s period homes: Spanish, Craftsman and traditional influences.
  • 1940s–1980s ranch and mid-century homes: common across larger lots.
  • Custom hillside homes: built around privacy, trees, and slope in some cases.
  • Modern luxury rebuilds: spin on a classic such as mid century modern or 80’s contemporary inserted into green settings.

HOA / design rules: No HOA; tree preservation, reforestation and attention to neighborhood character are key considerations.

Living here day-to-day

The Wooded Area feels calmer and is more shaded than surrounding coastal pockets of Point Loma. It is away from the commercial flight path but you will hear the jets take off from Coronado Navy Base.

It still has peninsula’s sunny and 75 degree weather, but the tree canopy and interior setting soften the exposed oceanfront feeling. A coastal breeze hits every afternoon and the marine layer comes in every night, then burns off around 11am which keeps the area temperate and a bit more insulated from heat waves. 

Walkability is ideal for daily exercise, kids getting to school or the little league field and is very dog friendly. Five minute walk to Jensen’s Market, Peet’s Coffee, dry cleaning, nail spa, Subway and Cup of Yo, but you do need a car for bigger shops down the hill to Trader Joes or Vons. Neighborhood walks are flat, scenic, quiet streets, and filled with the people that live there. 

The social character is private and residential. Many homes are tucked away, making the area attractive to buyers who want Point Loma access without traffic or tourists. 

The real estate

Snapshot date: May 2026 public-market estimate. Refresh with MLS before publishing.

Home typeTypical sq ftPrice rangeWhat you get
Smaller older home1,300–1,800$1.8M–$2.2MOriginal character, wooded setting, renovation potential.
Mid-tier 3BR2,000–2,800$2.2M–$3.5MLarger lot, privacy, mature landscaping, may need upgrades. 
Renovated custom3,000–4,500$3.5M–$5.5MUpdated layout, larger home, pool, premium privacy, views.
Top tier estate4,500+$5.5M+Rare lot, custom architecture, secluded feel, panoramic city/harbor views.

Schools

SchoolNotes
ElementarySunset View or Cabrillo (address-dependent but choicing in is an option).
MiddleDana Middle + Correia Middle.
HighPoint Loma High School.
Private / charterHigh Tech High, The Rock Academy, Warren-Walker, St. Charles.

Where to eat, shop, walk

Eat

  • Juno’s 
  • Old Venice
  • Harbor Town Pub
  • Point Loma Seafoods, Mitch’s, Fish Shop
  • Umi Sushi, Sushi Lounge
  • Surfside Deli
  • Roberto’s, Miguel’s, La Perla

Shop

  • Jensen’s Gourmet Market
  • Point Loma Village
  •  Liberty Station

Walk

  • Flat interior residential streets
  • Sunset Cliffs Natural Park
  • Cabrillo National Park
  • La Playa Trail
  • Shelter Island

“The Wooded Area feels like Point Loma’s hidden retreat — quiet, green, and close to everything. You would never know you are one mile to the beach and 1 mile to the harbor.”

Allison McCurdy

Things to know before moving here

  1. Walk Score is low; daily errands usually require driving.
  2. Larger lots can bring more landscape and tree maintenance.
  3. Sloped properties may require drainage and retaining-wall attention.
  4. Most homes are older and may need updates.
  5. Inventory is extremely limited because turnover is very low.

More from the journal

Thinking about The Wooded Area? Send Mike a note. He’ll tell you which blocks are quietly coming up, which homes have details you’d never spot from a photo, and which streets you’d be paying a premium for. There’s a difference.

Keep reading.