5366 Wellesley Dr, Calabasas, CA 91302
OFF MARKET

$4,668,400

Trulia Estimate
  • 5 Beds
  • 6 Baths
  • 5,982 sqft (on 0.55 acres)

5366 Wellesley Dr, Calabasas, CA 91302

Est. Refi. Payment $28,666/mo*
Refinance Your Home
Currently Off Market - Sold Jun 21, 2021 for $3,985,000

Home Value

Trulia Estimate
$4.67M
Since last month
Decreased$71K (-1.5%)
Since last year
Increased$149K (+3.3%)
Since last sale
Increased$679K (+17%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +84% in the last 10 years
MonthEstimated value
2026
August 2026$4.66M
August 2026$4.66M
July 2026$4.74M
June 2026$4.76M
May 2026$4.76M
April 2026$4.73M
March 2026$4.74M
February 2026$4.73M
January 2026$4.58M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5416 Wellesley Dr, Calabasas, CA
0.06
Single-Family Home
$4,600,000
12/10/25
5
6
5,770
5541 Wellesley Dr, Calabasas, CA
0.27
Single-Family Home
$3,400,000
11/20/25
6
6
6,252
25605 Queenscliff Ct, Calabasas, CA
0.17
Single-Family Home
$2,882,000
09/12/25
5
5
4,778
5366 Collingwood Cir, Calabasas, CA
0.30
Single-Family Home
$3,950,000
10/09/25
6
8
6,205
25448 Cumberland Ln, Calabasas, CA
0.37
Single-Family Home
$4,088,888
12/18/25
5
5
4,597
5512 Villawood Cir, Calabasas, CA
0.34
Single-Family Home
$3,550,000
08/25/26
6
6.5
6,252
25505 Hamilton Ct, Calabasas, CA
0.46
Single-Family Home
$3,950,000
02/26/26
5
5
4,511
25527 Hamilton Ct, Calabasas, CA
0.45
Single-Family Home
$3,585,000
06/04/26
5
5
4,511
25548 Gaylord Ct, Calabasas, CA
0.55
Single-Family Home
$3,920,000
11/07/25
5
6
5,052
25704 Simpson Pl, Calabasas, CA
0.45
Single-Family Home
$2,900,000
06/08/26
6
7
6,610

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
5416 Wellesley Dr, Calabasas, CA 91302
0.06
$4,600,000
5
6
5,770
Recently Sold
5403 Wellesley Dr, Calabasas, CA 91302
0.05
$3,990,500
5
6
6,198
Off Market
5227 Newcastle Ln, Calabasas, CA 91302
0.13
$4,086,000
5
5
5,920
Off Market
5365 Fremantle Lane, Calabasas, CA 91302
0.15
$4,103,200
6
7
7,078
Off Market
5337 Newcastle Ln, Calabasas, CA 91302
0.15
$4,132,300
6
6
6,158
Off Market
25605 Queenscliff Ct, Calabasas, CA 91302
0.17
$2,870,700
5
5
4,778
Off Market
25615 Queenscliff Ct, Calabasas, CA 91302
0.19
$3,944,700
6
7
5,700
Off Market
5405 Fremantle Ln, Calabasas, CA 91302
0.21
$3,995,000
4
4.5
6,158
For Sale
25615 Brisbane Ct, Calabasas, CA 91302
0.20
$4,820,800
6
6.5
7,078
Off Market
5325 Collingwood Cir, Calabasas, CA 91302
0.21
$3,250,000
6
5
5,297
For Sale
5529 Wellesley Dr, Calabasas, CA 91302
0.25
$4,732,100
5
6
6,005
Off Market
5541 Wellesley Dr, Calabasas, CA 91302
0.27
$3,400,000
6
6
6,252
Recently Sold

Local Information

  • Map ViewExplore the area around 5366 Wellesley Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1990
0.55 acre lot
5,982 sqft
$780/sqft

About this House

This dramatic Mediterranean estate is located on a very advantageous location within the prestigious guard gated community of Mountain View Estates. With circular driveway, three-car garage, the grand foyer showcases a sweeping wrought iron staircase, formal living room with statement fireplace and formal dining room. The parlor-style family room features step-down wet bar, stone fireplace, and French Doors. The entertainers kitchen is complete with breakfast nook, counter dining, butlers pantry, Viking appliances and oversized windows over looking the rear yard. Located downstairs are 2 ensuite bedrooms. Coffered ceilings and projection system with surround sound create the perfect ambiance in the Media Room. The Master Suite features private retreat, stone fireplace and spacious balcony overlooking the rear yard. The spa-like Master Bath has dual vanities, soaking tub, oversized shower with two fixtures, water closet with bidet, and large walk-in closet. An oasis is found in this home two pavilions, grassy area with mature trees, saltwater pool, spa, waterfall, built-in BBQ center with granite counters and seating. The most impressive feature of this home is the tournament size tennis court with full lights which backs to Ahmanson Ranch.
5366 Wellesley Dr, Calabasas, CA 91302 is a 5 bedroom, 6 bathroom, 5,982 sqft single-family home built in 1990. It last sold for $3,985,000 on Jun 21, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,668,400.

Home Details for 5366 Wellesley Dr

Interior Features

Levels, Entrance, & Accessibility
Stories: 2
Heating & Cooling
Air ConditioningCooling System: Central

Property Information

Year Built
Year Built: 1990Year Updated: 1990
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.55 acres

Price and Tax history

DateEventPrice
Jun 21, 2021
Source: N/A
Sold
$3,985,000
Jun 3, 2016
Source: Agent Provided
ListingRemoved
$2,992,000
Nov 10, 2015
Source: Agent Provided
PriceChange
$2,992,000
Price decreased by 3%
May 30, 2015
Source: Agent Provided
Listed For Sale
$3,098,000
Oct 25, 2005
Source: N/A
Sold
$2,517,000

Market trends in Calabasas

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
150
4MoM

Around this home

What Locals Say about Calabasas

At least 150 Trulia users voted on each feature.

  • 88 % Say car is needed

  • 87 % Say it's dog friendly

  • 85 % Say parking is easy

  • 84 % Say there are sidewalks

  • 83 % Say it's quiet

  • 81 % Say yards are well-kept

  • 79 % Say people would walk alone at night

  • 79 % Say streets are well-lit

  • 74 % Say there's wildlife

  • 66 % Say they plan to stay for at least 5 years

  • 66 % Say there's holiday spirit

  • 62 % Say kids play outside

  • 58 % Say neighbors are friendly

  • 46 % Say it's walkable to restaurants

  • 43 % Say it's walkable to grocery stores

  • 37 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Craigrande
    "Great people and home values stay strong. Not a big track home feel. HOAs prevalent but keeps it all good. "
    0
    Flag
  • Tiffany Rhodes
    "There are many dogs walking the neighborhood with their owners. It is definitely dog friendly. More people pick up after their dogs than not. "
    0
    Flag
  • Margaret O Neill
    "Great friendly safe neighborhood. Close to Shopping and beaches. The rental prices are high for the amenities and square footage though"
    0
    Flag
  • Margaret O Neill
    "You see people walking their dogs all the time and people are friendly. Landscape are all very nice and taken care of"
    1
    Flag
  • Margaret O Neill
    "Great neighborhood for families, close to a park, great schools. Good neighborhood sense of caring. "
    0
    Flag
  • Kimberly W.
    "It is very safe and people are friendly. It is extremely well maintained. The schools are very good also. "
    3
    Flag
  • Oskar F.
    "There are a lot of materialism in the attitudes of folks who live here. Hiking the trails and mountain biking the open range is amazing."
    4
    Flag
  • Slava M.
    "Well maintained city with a strong community as well as great schools, parks, amenities, and excellent demographics!"
    0
    Flag
  • Rae C.
    "There are many dog walkers and a dog park a little more than a mile away. Most dogs are on a leash and dog owners are friendly. "
    1
    Flag
  • Theresa S.
    "Farmers markets, block parties, rescue dog events,health care events, wine tasting, food tasting, concerts."
    2
    Flag
  • Sean D.
    "Great area, awesome public schools, safe, clean, lots of nature, erewhon and whole foods are close, clean air, typical suburbia that you see in movies"
    2
    Flag
  • MW
    "Wonderful elementary schools, nearby parks, playgrounds and hiking trails. Safe and clean community. "
    0
    Flag
  • Martha O.
    "There are many trails , side walks, and always dispensers with doo doo bags for your pets potty breaks "
    2
    Flag
  • Martha O.
    "Wild life is just around the corner bob cats skunk owls hawks deer be careful with small pets and leaving them outside"
    2
    Flag
  • Corie M.
    "The nature and surrounding mountains and hiking trails are absolutely stunning. The people are all nice and the communities are clean"
    0
    Flag
  • Joelcrohn
    "It is peaceful, clean and quiet. The 101 freeway can be jammed at any hour and limits access to other areas of LA."
    0
    Flag
  • Julie P.
    "Amazing family neighborhood with an incredible sense of safety. Yards and homes are very well maintained and HOA rules are followed and upheld. "
    2
    Flag
  • Veclections
    "Good schools, clean neighborhood and safe. People are friendly. Living on the lake is like being on a vacation everyday "
    0
    Flag
  • Veclections
    "Concert in the park by the lake for the public and is free during the summer. Walkable, safety and cleanliness make Calabasas a delightful place to live. "
    0
    Flag
  • Ivancblume
    "The commons shopping center and Edwards theatre. The private Calabases lake and park. The proximity to malls and nearby cities "
    0
    Flag
  • Dawnihs
    "The homes are older but a lot remodeled, have more character and are usually larger lots than gated communities in the area"
    1
    Flag
  • Gayle L. S.
    "I work close to home so I have no issues with my commute to work. however, the commute to the high school can be difficult during the school year"
    1
    Flag
  • Roromama83
    "Performing arts center provides convenient neighborhood outings, weekly farmers market showcases local growers and artisans, July 4th fireworks show is a real highlight."
    0
    Flag
  • Sam
    "I wouldn’t say it’s too quiet. We have 3 lvusd public schools practically down the street. It’s the perfect kid neighborhood! We have the Santa Monica mountains as our backyard, hence rent is high. Also, there has been a break-in on our street :/ Other than that...great street parking, friendly neighbors, and pet friendly area."
    2
    Flag
  • Finkline
    "I drive 30 miles each way. I leave my home before 5am to avoid the heavy traffic. At that time traffic is very light. In the afternoon I try to leave the office at 2:30. Every minute after that seems to add 5 minutes to the drive. Stressful. "
    0
    Flag
  • Susan L
    "Guard Gated, Amazing Views, Privacy, Huge Private Park with tennis courts and soccer/baseball field, trails, Close to Malibu and Topanga Cyns and 101, One of a kind small Community in Calabasas"
    0
    Flag
  • Maddison
    "Living on stunt Calabasas is great lots of family’s and businesses. Can’t be scorching hot in the summer though it is super hot"
    0
    Flag
  • Ronnie G.
    "It’s a small town near a big city. So you get all the peace of mind of being out in nature while still being about 30 minutes to Hollywood. "
    0
    Flag
  • Bradley G.
    "Easy access to 101, once you’re on 101 is another story.......... Traffic in and around pkwy calabasas is not bad"
    0
    Flag
  • Ronnie G.
    "My commute is one hour in heavy traffic and 20 minutes with no traffic. I usually commute to the Studio City/Hollywood area. "
    0
    Flag
  • Nozewiggle
    "The Commons area in town bring people together. It’s a great Downtown with even Old Calabasas and the Farmers Market every Saturday. "
    0
    Flag
  • Shawn
    "There are a lot of dog owners in the oaks, I always see someone walking there dog. It’s a great place for ur dog to make doggie friends."
    10
    Flag
  • Managerme
    "Great schools and grocery stores close by. local police very close by and businesses are in the area, nice restaurants "
    0
    Flag
  • Proflightsquad
    "Yards are good size and sidewalks and parks. There are coyotes though that will come right up to the house "
    0
    Flag
  • Jccaro
    "My son attends Calabasas High School and the quality of his education has me remaining in the area until he graduates. The area is also close to hiking and the beach so the overall quality of life is excellent. "
    0
    Flag
  • Managerme
    "great neighborhood and great people, nice easy drive home and really nice markets, also good restaurants "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 5366 Wellesley Dr

  • What is 5366 Wellesley Dr estimated to be worth?
    Trulia's estimated value for 5366 Wellesley Dr in Calabasas, CA is $4,668,400.
  • What is the price history for 5366 Wellesley Dr?
    5366 Wellesley Dr in Calabasas, CA last sold for $3,985,000 in June 2021.
  • Is Calabasas a buyer's or seller's market?
    Calabasas is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Calabasas?
    Residents describe Calabasas, CA as dog-friendly, easy to park in, and pedestrian-friendly. See recently sold homes in Calabasas, CA.
  • Does 5366 Wellesley Dr have air conditioning?
    Yes, 5366 Wellesley Dr in Calabasas, CA has air conditioning.
  • How big is the lot at 5366 Wellesley Dr?
    The lot at 5366 Wellesley Dr in Calabasas, CA is about 0.55 acres (23,946 sq ft).

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